Sulfoxides or sulfones, grafted polymers (variants), polymeric composition, method for grafting and method for stabilizing polymers

FIELD: chemistry of polymers, chemical technology.

SUBSTANCE: invention relates to sulfoxides or sulfones grafted on polymers, polymeric compositions, a method for grafting and method for stabilization of polymers. Invention describes polymers comprising a grafted compound of the formula (I): [R1-SOm]n-R-SOp-R2 (I) wherein total symbols have values given in cl. 1 of the invention claim and represents a composition comprising thereof, a method for grafting compound of the formula (I) on polymers and a method for stabilization of polymers. Polymers comprising grafted sulfoxides or sulfones possess high stability against oxidative, thermal, dynamic destruction caused by the light effect and/or destruction caused by ozone effect.

EFFECT: improved preparing method, improved and valuable properties of polymers.

14 cl, 14 tbl, 24 ex

 

The present invention relates to sulfoxidov or sulfones, grafted on polymers, and to compositions comprising such new graft-polymers and other additives. The object of the present invention are also new sulfoxidov and sulfones and method of stabilizing polymers against oxidative, thermal, dynamic, caused by the action of light and/or caused by the action of ozone destruction, using sulfoxidov or sulfones and method of grafting sulfoxidov or sulfones on polymers.

The usual method of stabilization and modification of polymers and their properties is reactive extrusion. In this method, with the aim to modify the properties of the polymer during extrusion in thermoplastic polymer is injected additives. This can be accomplished, for example, by grafting on the polymer of unsaturated compounds. Such processes grafting reaction is usually carried out by the joint application of unsaturated compounds and peroxide as free-radical initiator. When the polymer modifies the functional monomers, for example maleic anhydride, get copolymers, which are used as agents for improving compatibility (promoters compatibility), or amplifiers adhesion.

Modern methods suffer from critical shortcomings, which, however, may be due to CA is using peroxides as free-radical initiators. While undesirable simultaneous reactions affect the technological characteristics of the polymers (depending on the type of polymer may occur, for example, structuring/gelation or destruction of the polymer), the products of interaction of the peroxide and peroxide residues causing a deterioration of long-term stability of the polymer. Moreover, in the case of processing of the polymer with the addition of peroxides, you must take the essential precautions.

In WO-A 97/14678 described a specific number of N-acylated compounds, which may also contain sulfoxide group. These compounds are acceptable for vaccination of materials containing free double bonds (see p.4, p.15).

Known trained agents do not satisfy in every respect the high requirements of a trained agent, mainly in terms of stability during storage, water absorption, sensitivity to hydrolysis stabilization during processing, long-term stabilization, color characteristics, volatility, migration characteristics, compatibility and lightfastness. Thus, there is still a need to teach effective agents for polymers that are sensitive to oxidative, thermal, dynamic, caused by the action of light and/or caused esteem ozone destruction.

It was found that the sulfoxidov or sulfones special series are especially well suited as a trained agents for polymers that are sensitive to oxidative, thermal, dynamic, caused by the action of light and/or caused by the action of ozone destruction.

Accordingly, an object of the present invention are polymers in which the grafted compound of formula I

in which, when n represents 0,

R denotes a1-C25alkyl, C2-C18hydroxyalkyl,

or a radical of the formula II, III, IV, V, VI, VII, VIII or IX

when n denotes 1,

R denotes a1-C18alkylen,

or

when n represents 2,

R stands for

or

when n represents 3,

R stands for

or

R1stands With1-C25alkyl,

or2-C18hydroxyalkyl,

R2stands With1-C25salkil,

With2-C18hydroxyalkyl or a radical of the formula III or IX,

R3stands With1-C18alkylen or2-C18alkylene, which is interrupted by oxygen atom or sulfur,

R4denotes hydroxy, C1-C18alkoxy or3-C18alkoxy interrupted by oxygen atom or sulfur,

R5stands With1-C12alkylen or2-C12alkylen, interrupted by an oxygen atom

R6, R7and R8each independently of one another denotes a hydrogen atom, a C1-C12alkyl, C2-C12alkyl, which is interrupted by oxygen atom or sulfur, or With3-C12alkenyl,

R9denotes a hydrogen atom, a C1-C8alkyl, C5-C8cycloalkyl,7-C9phenylalkyl or phenyl,

R10stands With1-C8alkyl, C5-C8cycloalkyl, 7-C9phenylalkyl, phenyl,

or

R11denotes a direct bond or unsubstituted or1-C4alkyl substituted C1-C8alkylen,

R12denotes a direct bond or unsubstituted or1-C4alkyl substituted C1-C8alkylen,

R13represents C1-C8alkylen or

R14denotes a hydrogen atom or a C1-C4alkyl,

R15stands With1-C4alkylen,

R16denotes a hydrogen atom, a cyclohexyl or3-C12alkyl,

R17stands With1-C8alkylen or

R18denotes a hydrogen atom, a C1-C12alkyl or a radical of the formula II,

R19stands With1-C12alkyl or C7-C9phenylalkyl,

R20stands With1-C12alkyl or C7-C9phenylalkyl,

R21means

or

R22denotes a direct bond or C1-C8alkylen,

R23stands With1-C8alkylen,

R24denotes a hydrogen atom, a C1-C5 alkyl, C2-C25alkanoyl,

or

R25stands With2-C18alkylen or2-C18alkylene, which is interrupted by oxygen atom or sulfur,

R26and R27each independently of one another denotes a hydrogen atom, CF3With1-C12alkyl or phenyl, or R26and R27together with the carbon atom to which they are bound, form a5-C8cycloalkylation ring which is not substituted or substituted C1-C4alkyl groups of from 1 to 3,

R28stands With1-C8alkyl,

R29stands With1-C12alkylen,

R30stands With1-C8alkylen,

R31stands With1-C25alkyl,

R32, R33, R34and R35each independently from each other represents C1-C8alkyl or the radicals R32and R33or the radicals R34and R35together with the carbon atom to which they are bound, form a5-C12cycloalkylation ring,

R36denotes a hydrogen atom, a C1-C18alkyl, C3-C6alkenyl,3-C6quinil,7-C12phenylalkyl, C1-C8acyl, C1-C18alkoxy, C1-C18hydroc is alkoxy, With2-C18alkenylacyl or5-C12cycloalkane,

R37stands With1-C4alkylen, a sulfur atom or With2-C8alkyliden,

R38denotes a hydrogen atom, a C1-C8alkyl, C5-C8cycloalkyl or phenyl,

R39denotes a hydrogen atom or halogen, -SO-C1-C25alkyl or-SO2-C1-C25alkyl,

R40denotes a hydrogen atom, a C1-C8alkyl or phenyl,

R41denotes a direct bond or unsubstituted or1-C4alkyl substituted C1-C8alkylen,

R42denotes a hydrogen atom, a C1-C8alkyl, C5-C8cycloalkyl or7-C9phenylalkyl,

m denotes 0, 1 or 2,

n denotes 0, 1, 2 or 3,

p denotes 1 or 2.

Alkyl containing up to 25 carbon atoms is a branched or unbranched radical, for example methyl, ethyl, propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, 2-ethylbutyl, n-pentyl, isopentyl, 1-methylpentyl, 1,3-dimethylbutyl, n-hexyl, 1-etylhexyl, n-heptyl, isoheptyl, 1,1,3,3-TETRAMETHYLBUTYL, 1-methylheptan, 3-methylheptan, n-octyl, isooctyl, 2-ethylhexyl, 1,1,3-trimethylpentyl, 1,1,3,3-TETRAMETHYLBUTYL, n-nonyl, tert-nonyl, decyl, undecyl, 1-methylundecyl, n-dodecyl, tert-dodecyl, 1,1,3,3,5,5-hexamethylene, t is idell, tetradecyl, pentadecyl, hexadecyl, heptadecyl, octadecyl or eicosyl.

Hydroxyalkyl containing from 2 to 18 carbon atoms, a branched or unbranched radical, in the preferred embodiment, containing from 1 to 3, preferably 1 or 2, hydroxyl group, such as hydroxyethyl, 3-hydroxypropyl, 2-hydroxypropyl, 4-hydroxybutyl, 3-hydroxybutyl, 2-hydroxybutyl, 5-hydroxyphenyl, 4-hydroxyphenyl, 3-hydroxyphenyl, 2-hydroxyphenyl, 6-hydroxyhexyl, 5-hydroxyhexyl, 4-hydroxyhexyl, 3-hydroxyhexyl, 2-hydroxyhexyl, 7-hydroxyethyl, 6-hydroxyethyl A 5-hydroxyethyl, 4-hydroxyethyl, 3-hydroxyethyl, 2-hydroxyethyl, 8-hydroxyacyl, 7-hydroxyacyl, 6-hydroxyacyl, 5-hydroxyacyl, 4-hydroxyacyl, 3-hydroxyacyl, 2-hydroxyacyl, 9-hydroxyaryl, 10-hydroxyacyl, 11-hydroxyphenyl, 12-hydroxydiphenyl, 13-hydroxytriazine, 14-hydroxytetrazole, 15-hydroxypentanal, 16-hydroxyhexadecanoic, 17-hydroxycamptothecin, 18-hydroxystearic or 20-hydroxyalkyl. The preferred value of R is a C2-C12hydroxyalkyl, especially With2-C8hydroxyalkyl, for example hydroxyethyl.

Unsubstituted or1-C4alkyl substituted With1-C8alkylen, in the preferred embodiment, containing from 1 to 3, preferably 1 or 2, razvetvlennye unbranched alkyl groups, represents a branched or unbranched radical, for example methylene, ethylene, propylene, trimethylene, tetramethylene, pentamethylene, hexamethylene, heptameron, octamethylene, decamethrin, dodecamethyl or octadecanethiol.

With2-C18alkylene, which is interrupted by oxygen atom or sulphur, represents, for example, -CH2-O-CH2-, -CH2CH2-O-CH2CH2-, -CH2-S-CH2-, -CH2CH2-S-CH2CH2-, -CH2-O-CH2CH2-O-CH2-, -CH2CH2-O-CH2CH2-O-CH2CH2-, -CH2-(O-CH2CH2-)2O-CH2-, -CH2CH2-(O-CH2CH2-)2O-CH2CH2-, -CH2-(O-CH2CH2-)3O-CH2-, -CH2-(O-CH2CH2-)4O-CH2- or-CH2CH2-(O-CH2CH2-)4O-CH2CH2-.

Alkoxy containing up to 18 carbon atoms, a branched or unbranched radical, for example methoxy, ethoxy, propoxy, isopropoxy, n-butoxy, isobutoxy, pentyloxy, isopentylamine, hexyloxy, heptyloxy, octyloxy, decyloxy, tetradecenoic, hexadecenoic or octadecylamine. Preferred alkoxyalkyl containing from 1 to 12, mainly from 1 to 8, for example from 1 to 6, carbon atoms.

p> With2-C18alkoxy interrupted by oxygen atom or sulphur, represents, for example, CH3-O-CH2CH2O-CH3-S-CH2CH2O, CH3-O-CH2CH2-O-CH2CH2O, CH3-(O-CH2CH2-)2O-CH2CH2O, CH3-(O-CH2CH2-)3O-CH2CH2O - or-CH3-(O-CH2CH2-)4O-CH2CH2O-.

With2-C12alkyl, which is interrupted by oxygen atom or sulphur, represents, for example, CH3-O-CH2-, CH3CH2-O-CH2CH2-, CH3-S-CH2-, CH3CH2-S-CH2CH2-, CH3-O-CH2CH2-O-CH2-, CH3CH2-O-CH2CH2-O-CH2CH2-, CH3-(O-CH2CH2-)2O-CH2-, CH3CH2-(O-CH2CH2-)2O-CH2CH2-, CH3-(O-CH2CH2-)3O-CH2-, CH3-(O-CH2CH2-)4O-CH2or CH3CH2-(O-CH2CH2-)4O-CH2CH2-.

Alkenyl containing from 3 to 12 carbon atoms, a branched or unbranched radical, for example propenyl, 2-butenyl, 3-butenyl, Isobutanol, n-2,4-pentadienyl, 3-methyl-2-butenyl, n-2-octenyl, n-2-dodecenyl or isododecane.

With5-C cycloalkyl represents, for example, cyclopentyl, cyclohexyl, cycloheptyl or cyclooctyl. Preference is given to cyclohexyl.

With7-C12phenylalkyl represents, for example, benzyl, α-methylbenzyl, α,α-dimethylbenzyl, 2-phenylethyl, 3-phenylpropyl, 4-phenylbutyl, 5-fenilpentil or 6-phenylhexa. Preference is given to benzyl and α,α-dimethylbenzyl.

Alkanoyl containing from 2 to 25 carbon atoms is a branched or unbranched radical, such as acetyl, propionyl, butanoyl, pentanoyl, hexanoyl, heptanoyl, octanoyl, nonanoyl, decanoyl, undecanoyl, dodecanoyl, tridecanol, deletion, pentadecanol, hexadecanol, heptadecanol, octadecanol, eicosanol or docosanol.

Unsubstituted or1-C4alkyl substituted With5-C12cycloalkylation ring, in a preferred embodiment, containing from 1 to 3, preferably 1 or 2, branched or unbranched alkyl group represents, for example, cyclopentolate, methylcyclopentadiene, dimethylcyclopentane, cyclohexylidene, methylcyclohexylamine, dimethylcyclohexylamine, trimethylcyclohexylidene, tert-butylcyclohexylamine, cycloheptylamine or cyclooctadiene. Preferred cyclohexylidene.

Quinil containing from 3 to 6 carbon atoms, depict is to place a branched or unbranched radical, for example PROPYNYL (-CH2With≡SN), 2-butinyl, 3-butinyl or n-2-hexenyl.

Acyl containing up to 8 carbon atoms, a branched or unbranched radical, for example formyl, acetyl, propionyl, butanoyl, pentanoyl, hexanoate, heptanoyl or octanoyl.

Hydroxyalkoxy containing from 1 to 18 carbon atoms, a branched or unbranched radical, in the preferred embodiment, containing from 1 to 3, preferably 1 or 2, hydroxyl group, for example, hydroxyethoxy, 3 hydroxypropoxy, 2-hydroxypropoxy, 4-hydroxyethoxy, 3 hydroxybutane, 2-hydroxyethoxy, 5-hydroxyphenoxy, 4-hydroxyphenoxy, 3 hydroxyethyloxy, 2-hydroxyethyloxy, 6-hydroxyhexyloxy, 5-hydroxyhexyloxy, 4-hydroxyhexyloxy, 3 hydroxyhexyloxy, 2-hydroxyhexyloxy, 7 hydroxyethyloxy, 6-hydroxyethyloxy 5 , hydroxyethyloxy, 4-hydroxyethyloxy, 3 hydroxyethyloxy, 2-hydroxyethyloxy, 8-hydroxyethyloxy, 7 hydroxyethyloxy, 6-hydroxyethyloxy, 5-hydroxyethyloxy, 4-hydroxyethyloxy, 3 hydroxyethyloxy, 2-hydroxyethyloxy, 9 hydroxyalkyloxy, 10-hydroxyethyloxy, 11 hydroxyethyloxy, 12 hydroxydecanoic, 13 hydroxytrimethylene, 14 hydroxytetrazole, 15-hydroxypentadecanoic, 16 hydroxyhexadecanoic, 17-hydroxyethyloxy the or 18-hydroxystearic.

Alkenylacyl containing from 2 to 18 carbon atoms, a branched or unbranched radical, for example vinyloxy, propenyloxy, 2-butenyloxy, 3 butenyloxy, isobutyryloxy, n-2,4-pentadienyl, 3-methyl-2-butenyloxy, n-2-octenoate, n-2-dodecyloxy, isododecane, realacci, n-2-octadecanoyloxy or n-4-octadecanoyloxy. Preferred altneratively containing from 3 to 18, mostly from 3 to 12, for example from 3 to 6, more preferably 3 or 4, carbon atoms.

With5-C12cycloalkane represents, for example, cyclopentyloxy, cyclohexyloxy, cycloheptylamine, cyclooctylamine, cyclomaniacs, cyclodecanone, cycloundecanone or cyclododecanone. Preferred cyclohexyloxycarbonyl.

Alkylidene containing from 2 to 8 carbon atoms, represents, for example, ethylidene, propylidene, butylidene, pentylidene, 4-methylpentylamino, reptilian, actinidin, tredecillion, 1-methylethylidene, 1-ethylpropylamine or 1-Acipenseridae.

The halogen atom is, for example, chlorine atom, bromine or iodine. Preference is given to chlorine atom.

Interest are polymers in which the grafted compound of formula I, in which m and p denotes 1.

Preference is given to polymers in which the grafted compound of formula I, in which, when n train is achet 0,

R denotes a1-C18alkyl, C2-C12hydroxyalkyl,

or a radical of the formula II, III, IV, V, VI, VII, VIII or IX;

when n denotes 1,

R denotes a1-C12alkylen,

or

when n represents 2,

R stands for

or

when n represents 3,

R stands for

or

R1stands With1-C18alkyl,

or C2-C12hydroxyalkyl,

R2stands With1-C18alkyl,

C2-C12hydroxyalkyl or a radical of the formula III or IX,

R3stands With1-C12alkylen or2-C12alkylen, interrupted by an oxygen atom

R4represents C1-C12alkoxy or3-C12alkoxy interrupted by oxygen atom

R5stands With1-C8the alkyl is or 2-C8alkylen, interrupted by an oxygen atom

R6, R7and R8each independently of one another denotes a hydrogen atom, a C1-C8alkyl, C2-C8alkyl, which is interrupted by oxygen atom, or With3-C8alkenyl,

R9denotes a hydrogen atom, a C1-C8alkyl, cyclohexyl,7-C9phenylalkyl or phenyl,

R10stands With1-C8alkyl, cyclohexyl,7-C9phenylalkyl, phenyl,

or

R11denotes a direct bond or C1-C8alkylen,

R12denotes a direct bond or C1-C8alkylen,

R13stands With1-C8alkylen or

R14denotes a hydrogen atom or a C1-C4alkyl,

R15stands With1-C4alkylen,

R16denotes a hydrogen atom or a C3-C12alkyl,

R17stands With1-C8alkylen or

R18denotes a hydrogen atom, a C1-C8alkyl or a radical of the formula II,

R19represents C1-C8alkyl or C7-C9phenylalkyl,

R20stands With1-C8alkyl or C7-C9FeNi is alkyl,

R21means

or

R22denotes a direct bond or C1-C6alkylen,

R23represents C1-C6alkylen,

R24denotes a hydrogen atom, a C1-C18alkyl, C2-C18alkanoyl,

or

R25stands With2-C13alkylen or2-C12alkylen, interrupted by an oxygen atom

R26and R27each independently of one another denotes a hydrogen atom or a C1-C8alkyl, or R26and R27together with the carbon atom to which they are bound, form a5-C8cycloalkylation ring,

R28stands With1-C4alkyl,

R29stands With1-C8alkylen,

R30stands With1-C4alkylen,

R31stands With2-C18alkyl,

R32, R33, R34and R35each independently from each other represents C1-C4alkyl or the radicals R32and R33or the radicals R34and R35together with the carbon atom to which they are bound, form a5-C12cycloalkylation ring,

R36means in rodny atom, With1-C12alkyl, C3-C6alkenyl, benzyl,1-C8acyl, C1-C12alkoxy, C1-C12hydroxyalkoxy,2-C12alkenylacyl or C5-C8cycloalkane,

R37stands With1-C4alkylen, a sulfur atom or With2-C4alkyliden,

R38denotes a hydrogen atom, a C1-C6alkyl, cyclohexyl or phenyl,

R39denotes a hydrogen atom, chlorine or bromine, -SO-C1-C18alkyl or-SO2-C1-C18alkyl,

R40denotes a hydrogen atom, a C1-C6alkyl or phenyl,

R41denotes a direct bond or C1-C8alkylen,

R42denotes a hydrogen atom, a C1-C8alkyl, cyclohexyl or C7-C9phenylalkyl,

m denotes 0, 1 or 2,

n denotes 0, 1, 2 or 3,

p denotes 1 or 2.

Preference is given to polymers in which the grafted compound of formula I, in which,

when n represents 0,

R denotes a1-C12alkyl, C2-C8hydroxyalkyl,

or a radical of the formula II, III, IV, V, VI, VII, VIII or IX;

when n denotes 1,

R denotes a1-C8alkylen,

or

when n represents 2,

R stands for

or

when n represents 3,

R stands for

or

R1stands With4-C18alkyl,

or C2-C8hydroxyalkyl,

R2stands With4-C18alkyl,

C2-C8hydroxyalkyl or a radical of the formula III or IX,

R3stands With1-C8alkylen,

R4stands With1-C8alkoxy,

R5stands With1-C8alkylen,

R6, R7and R8each independently of one another denotes a hydrogen atom, a C1-C8alkyl or C3-C8alkenyl,

R9stands With1-C8alkyl, cyclohexyl or7-C9phenylalkyl,

R10represents C1-C8all, cyclohexyl,7-C9phenylalkyl,

or

R11stands With1-C8alkylen,

R12hereafter which includes C 1-C8alkylen,

R13stands With1-C8alkylen or

R14stands With1-C4alkyl,

R15stands With1-C4alkylen,

R16stands With3-C8alkyl,

R17stands With1-C8alkylen or

R18denotes a hydrogen atom or a C1-C8alkyl,

R19represents C1-C8alkyl or C7-C9phenylalkyl,

R20stands With1-C8alkyl or C7-C9phenylalkyl,

R21means

or

R22represents C1-C6alkylen,

R23represents C1-C6alkylen,

R24denotes a hydrogen atom, a C1-C12alkyl, C2-C12alkanoyl,

or

R25stands With2-C8alkylen,

R26and R27each independently of one another denotes a hydrogen atom or a C1-C4alkyl, or R26and R27together with the carbon atom to which they are bound, form cyclohexylidene ring,

R28oboznachaet the 1-C4alkyl,

R29stands With1-C4alkylen,

R30stands With1-C4alkylen,

R31stands With4-C18alkyl,

R32, R33, R34and R35each independently from each other represents C1-C4alkyl or the radicals R32and R33or the radicals R34and R35together with the carbon atom to which they are bound, form cyclohexylidene ring,

R36denotes a hydrogen atom, a C1-C8alkyl, benzyl, C1-C8acyl, C1-C8alkoxy, C2-C8hydroxyalkoxy,3-C8alkenylacyl or cyclohexyloxy,

R37stands With1-C4alkylen or2-C4alkyliden,

R38denotes a hydrogen atom, a C1-C4alkyl or cyclohexyl,

R39denotes a hydrogen atom or chlorine, -SO-C1-C12alkyl or-SO2-C1-C12alkyl,

R40denotes a hydrogen atom or a C1-C4alkyl,

R41stands With1-C8alkylen,

R42stands With1-C8alkyl, cyclohexyl or7-C9phenylalkyl,

m denotes 0, 1 or 2,

n denotes 0, 1, 2 or 3,

p denotes 1 or 2.

The compounds of formula I get, for example, by oxidation of the corresponding self the species with the use of peroxides. These corresponding sulfides in some cases known from the literature or can be obtained analogously, in particular, the examples in US 3954839.

Oxidation with the use of peroxides in the preferred embodiment, is carried out in the presence of acceptable proton or aprotic solvent, for example acetone.

This reaction is carried out at temperatures of, for example, from 0 to 60°S, mostly from room temperature to 45°C.

Acceptable and particularly preferred oxidizing agent is, for example, hydrogen peroxide.

The result of the oxidation of sulfides using an oxidant such as hydrogen peroxide, may also be sulfoxidov or sulfones, which, when n denotes 1, oxidized when only one sulfur atom, leaving behind a mixture of compounds, which are either oxidized in the above-mentioned sulfur atom or not. Any possible permutation. These compounds are likewise acceptable as a trained agents for polymers with the aim protective of the latter against oxidative, thermal, dynamic, caused by the action of light and/or caused by the action of ozone destruction.

Examples of acceptable polymers that can be grafted compound of the formula I are the following materials.

1. Polymers of mono - and diolefins, in particular on propylen, polyisobutylene, polybut-1-ene, poly-4-methylpent-1-ene, polyphenylsiloxane, polyisoprene or polybutadiene, as well as polymerizate of cycloolefins, in particular cyclopentene or norbornene, and also polyethylene (which may be optionally cross-linked), in particular high-density polyethylene (HDPE), high density polyethylene with high molecular weight (HDPE-AMM), high density polyethylene ultra-high molecular weight (HDPE-SWMM), medium-density polyethylene (PASP), low density polyethylene (LDPE), linear low density polyethylene (LLDPE), (PAOP) and (PESRP).

Polyolefins, i.e. the polymers of monoolefins, examples of which are given in the preceding paragraph, preferably polyethylene and polypropylene, can be obtained in different ways, mainly by the following methods.

a) Radical polymerization (normally under high pressure and at elevated temperature).

b) using a catalyst, and the catalyst typically comprises one or more metals of group IVb, Vb, VIb or VIII. These metals usually contains one or more ligands, such as oxides, halides, alcoholate, esters, ethers, amines, alkali, alkenyl and/or arily, which can be either πor σ-coordinated. These metal-containing complexes can be free or fixed n the media, typically on activated magnesium chloride, titanium chloride(III), aluminium oxide or silicon dioxide. Such catalysts can be soluble or insoluble in the polymerization medium. In the process of polymerization catalysts can be active or can additionally be used activators, such as metallicity, a metal hydride, Metallurgicheskiy, metallicity or metallurgically, and these metals being elements of groups Ia, IIa and/or IIIa. The activators can be modified, in particular more ester, ether, aminovymi or silylamine groups. These catalytic systems are usually referred to as systems of firms Phillips and Standard Oil Indiana, catalysts, Ziegler-Natta, TNZ (DuPont), metallocene or catalysts with a single plot (KEU).

2. Mixtures of the polymers mentioned in section 1, in particular mixtures of polypropylene with polyisobutylene, polypropylene with polyethylene (for example PP/HDPE, PP/LDPE) and mixtures of polyethylenes of different types (for example LDPE/HDPE).

3. Copolymers of mono - and diolefins among themselves and with other vinyl monomers, for example ethylene-propylene copolymers, linear low density polyethylene (LLDPE) and mixtures thereof with low density polyethylene (LDPE), propylene/but-1-ENOVIA copolymers, propylene-isobutilene sprinklers the measures the ethylene/but-1-ENOVIA copolymers, ethylene-hexenoic copolymers, ethylene-methylpentene copolymers, ethylene-heptanone copolymers, ethylene-okanoya copolymers, ethylene-vinylcyclohexane copolymers, ethylene-cycloolefin copolymers such as ethylene-norbornene (COC), ethylene/1-olefins copolymers, where the 1-olefin receive in situ; propylene-butadiene copolymers, isobutylene-isoprene copolymers, ethylene-vinylcyclohexane copolymers, ethylene-alkylacrylate copolymers, ethylene-alkylmethacrylamide copolymers, ethylene-vinyl acetate copolymers, copolymers of ethylene/acrylic acid and its salts (ionomers), as well as ternary copolymers of ethylene with propylene and a diene, such as hexadiene, Dicyclopentadiene, ethylidenenorbornene; as well as mixtures of such copolymers with each other and with polymers mentioned in section 1, in particular polypropylene-ethylene-propylene copolymers, LDPE/ethylene-vinyl acetate copolymers, copolymers, LDPE/ethylene-acrylic acid, LLDPE/ethylene-vinyl acetate copolymers, copolymers, LLDPE/ethylene/acrylic acid and alternating or structured statistical copolymers polyalkylene/carbon monoxide, and mixtures thereof with other polymers, in particular with the polyamides.

4. Hydrocarbon resins (for example, C5-C9products), including their hydrogenated, modify the tion (for example, substances to increase the stickiness) and a mixture of polyalkylene with starch.

The homopolymers and copolymers of sections 1-4 can have any stereostructure, including syndiotactic, isotactic, polisomaticheskoi and atactic, and preference is given to atactic polymers. Here also include stereoblock polymers.

5. Polystyrene, poly(p-methylsterol) and poly(α-methylsterol).

6. Aromatic homopolymers and copolymers, derivateservlet of vinylaromatic monomers, such as styrene, α-methylsterol, all isomers of vinyltoluene, for example p-vinyltoluene, all isomers of ethylstyrene, propertywala, vinylbiphenyl, vinylnaphthalene, vinylanthracene, and mixtures thereof. The homopolymers and copolymers may have any stereostructure, including syndiotactic, isotactic, polisomaticheskoi and atactic, and preference is given to atactic polymers. Here also include stereoblock polymers.

6A. Copolymers comprising units already mentioned vinylaromatic monomers and comonomers selected from ethylene, propylene, dienes, NITRILES, acids, maleic anhydride, maleimides, vinyl acetate and vinyl chloride, and acrylic derivatives and mixtures thereof, such as copolymers of styrene/butadiene, styrene/Acrylonitrile, styrene/ethylene, styrene/alkylate is relata, styrene/butadiene/alkylacrylate and-methacrylate, styrene/maleic anhydride, styrene/Acrylonitrile/methyl acrylate; mixtures of copolymers of styrene with high impact strength and other polymers, such as polyacrylate, a diene polymer or an ethylene-propylene-dianavonova ternary copolymer, and block copolymers of styrene, in particular copolymers of styrene/butadiene/styrene, styrene/isoprene/styrene, styrene/ethylene/butylene/styrene and styrene/ethylene/propylene/styrene.

6b. Hydrogenated aromatic polymers resulting from hydrogenation of polymers mentioned in section 6, in particular polycyclohexylene (PCGA)obtained by hydrogenation of atactic polystyrene and are also often called polyphenylsiloxane (PVCG).

6V. Hydrogenated aromatic polymers, in case they are obtained in the hydrogenation of polymers mentioned in section 6A.

The homopolymers and copolymers may have any stereostructure, including syndiotactic, isotactic, polisomaticheskoi and atactic, and preference is given to atactic polymers. Here also include stereoblock polymers.

7. Grafted copolymers vinylaromatic monomers, for example styrene on polybutadiene, styrene on polybutadiene-styrene or polybutadiene-Acrylonitrile copolymers; styrene and acrylonitril the l (or Methacrylonitrile) on polybutadiene; styrene, Acrylonitrile and methyl methacrylate on polybutadiene; styrene and maleic anhydride on polybutadiene; styrene, Acrylonitrile and maleic anhydride or maleimide on polybutadiene; styrene and maleimide on polybutadiene; styrene and alkylacrylate or methacrylates on polybutadiene; styrene and Acrylonitrile on ethylene-propylene-diene ternary copolymers; styrene and Acrylonitrile on polyalkylacrylate and polyalkylacrylate, styrene and Acrylonitrile on acrylate-butadiene copolymers, and also mixtures thereof with the copolymers listed under 6, for example the copolymer mixtures known as ABS, MBS, ASA and AES polymers.

8. Haloesters polymers, in particular polychloroprene, chlorinated rubber, chlorinated and brominated copolymers of isobutylene/isoprene (halobutilic), chlorinated and sulfochlorinated polyethylene, copolymers of ethylene and chlorinated ethylene, epichlorhydrine Homo - and copolymers, especially polymers haloesters vinyl compounds, for example polyvinyl chloride, grades, polivinilhlorid, polyvinylidene fluoride, and copolymers such as vinyl chloride-vinylidenechloride, vinyl chloride-vinyl acetate and vinylidenechloride-vinyl acetate copolymers.

9. Polymers, derivateservlet from α,βunsaturated acids and their derivatives, such as polyaki the ATA and polymethacrylates; polymetylmetacrylate, polyacrylamides and polyacrylonitrile modified with butyl acrylate to impart impact strength.

10. The copolymers of the monomers mentioned in section 9, between themselves or with other unsaturated monomers, for example Acrylonitrile-butadiene copolymers, Acrylonitrile-alkylacrylate copolymers, Acrylonitrile-alkoxyalkane copolymers, Acrylonitrile-vinylchloride copolymers or Acrylonitrile-alkylmethacrylamide-butadiene ternary copolymers.

11. Polymers, derivateservlet from unsaturated alcohols and amines or their acyl derivatives or acetals, for example polyvinyl alcohol, polyvinyl acetate, stearate, benzoate or maleate, polyvinyl butyral, polyarylate, polyallylamine, as well as their copolymers with olefins mentioned in section 1.

12. Homo - and copolymers of cyclic ethers, such as polyalkylene glycols, polyethylene oxide, polypropyleneoxide and their copolymers with bisglycinate ethers.

13. Polyacetals, such as Polyoxymethylene and those polyoxymethylenes which as comonomers link contain, for example, ethylene oxide; Polyacetals which are modified with thermoplastic polyurethanes, acrylates or MBS.

14. Polyphenyleneoxides and sulfides, and mixtures thereof with styrene polymers or polyamides.

15. Polyurethanes, derivateservlet from polyethers, polyesters or polybutadienes with terminal hydroxyl groups, on the one hand and aliphatic or aromatic polyisocyanates, on the other hand, as well as their predecessors.

16. Polyamides and copolyamids, derivateservlet from diamines and dicarboxylic acids and/or from aminocarbonyl acids or the corresponding lactams, for example polyamide 4, polyamide 6, polyamide 6/6, 6/10, 6/9, 6/12, 4/6, 12/12, polyamide 11, polyamide 12, aromatic polyamides, derivateservlet from m-xylene, diamine and adipic acid; polyamides obtained from a diamine and ISO - and/or terephthalic acid, and optional elastomer as modifier, for example poly-2,4,4-trimethylhexamethylenediamine or poly-m-phenylenedimaleimide; and block copolymers the aforementioned polyamides with polyolefins, olefin copolymers, ionomers or chemically bound or grafted elastomers; or with a simple polyethers, e.g. with polyethylene glycol, polypropyleneglycol or polytetramethylene; as well as polyamides or copolyamids modified ternary ethylene-propylene rubber (EPDM or ABS; and polyamides, derivateservlet polycondensation reaction in the process of reaction injection molding (RIF) (polyamide REEF system).

17. Polyureas, polyimides, polyamidoimides simple polyetherimide, complex polyetherimide, polyvidone and polybenzimidazole.

18. Polyesters, derivateservlet from dicarboxylic acids and diatomic alcohols and/or from hydroxycarbonic acids or the corresponding lactones, such as polyethylene terephthalate, polybutylene terephthalate, poly-1,4-dimethylcyclohexane, polyalkyleneglycol (PAN) and polyhydroxybenzenes, as well as block copolymers ethers-esters, derivateservlet from polyethers with terminal hydroxyl groups; and also polyesters modified with polycarbonates or MBS.

19. Polycarbonates and complex politicalparty.

20. Polyketone.

21. Polysulfones, simple polyethersulfone and simple polyester ketones.

22. Crosslinked polymers, derivateservlet from aldehydes on the one hand and phenols, urea or melamine on the other hand, such as phenol-formaldehyde, urea-formaldehyde and melamine-formaldehyde resin.

23. Drying and non-drying alkyd resins.

24. Unsaturated koinopolitia resin, derivateservlet from spoliation of saturated and unsaturated dicarboxylic acids with polyhydric alcohols and vinyl compounds as crosslinking agents, and also their haloesters modification nor the coy Flammability.

25. Stitched acrylate resin, derivateservlet of substituted esters of acrylic acid, for example from epoxyacrylate, urethaneacrylate or poliefirakrilaty.

26. Alkyd resins, koinopolitia resins and acrylate resins which are crosslinked with melamine resins, mochevinnye resins, isocyanates, isocyanurates, polyisocyanates or epoxy resins.

27. Crosslinked epoxy resin, derivateservlet from aliphatic, cycloaliphatic, heterocyclic or aromatic glycidyloxy compounds, for example the products diglycidyl ethers of bisphenol a, diglycidyl ethers of bisphenol F, which are crosslinked using conventional hardeners such as anhydrides or amines, together or without accelerators.

28. Natural polymers such as cellulose, natural rubber, gelatin and their derivatives, chemically gomologicheskii modified polymers, such as acetates, propionate and butyrate cellulose or ethers of cellulose, such as methylcellulose, as well as rosin and derivatives.

29. Mixtures of the aforementioned polymers (mechanical mixture of polymers, for example PP/EPDM, polyamide/EPDM or ABS, PVC/EVA, PVC/ABS, PVC/MBS, PC/ABS, PBTR/ABS, PC/ASA, PC/PBT, PVC/CPE jacketed version, PVC/acrylates, POM/thermoplastic PUR, PC/thermoplastic PUR, POM/acrylate, POM/MBS, PPO/hips (high impact is olesterol), PPO/PA (polyamide) 6.6 and copolymers, PA/HDPE, PA/PP, PA/PPO, PBT/PC/ABS or PBT/PET (polyethylene terephthalate)/PC.

30. Natural and synthetic organic substances which are pure Monomeric compounds or mixtures thereof, for example mineral oils, animal or vegetable fats, oils and waxes, or oils, waxes and fats based on synthetic esters (e.g. phthalates, adipates, phosphates or trimellitates), and mixtures of synthetic esters with mineral oils in any mass ratios, which are used, for example, as agents for coating when spinning, as well as their water emulsion.

31. Aqueous emulsions of natural or synthetic rubbers, for example natural rubber latex or latexes carboxylating styrene-butadiene copolymers.

Of particular interest are natural, semi-synthetic or synthetic polymers, for example polyolefins, styrene copolymers and elastomers.

Particularly preferred polyolefins are polyethylene and polypropylene.

Under the elastomers should be understood macromolecular materials which at room temperature after significant deformation under a small load can quickly regain its actually original shape [see also Hans-Georg Elias, "An Introduction to Polymer Science", Chapter 1. "Elastomers", cc.388-393, 1997, VCH Verlagsgesellschaft mbH, Weinheim, Germany, or "Ullmann''s Encyclopedia of Industrial Chemistry, fifth edition, completely revised, volume 23", her. 221-440 (1993)].

The compounds of formula I added to the polymer, which is provided by vaccination, in suitable quantity from 0.05 to 10%, for example from 0.1 to 5%, preferably from 0.5 to 3.0%based on the weight of the polymer, which is provided by vaccination.

Unvaccinated or grafted polymers may also include additional additives, for example, the following materials.

1. Antioxidants

1.1. Alkylated monophenol, for example 2,6-decret-butyl-4-METHYLPHENOL, 2-tert-butyl-4,6-dimethylphenol, 2,6-decret-butyl-4-ethylphenol, 2,6-decret-butyl-4-n-butylphenol, 2,6-decret-butyl-4-isobutylphenyl, 2,6-dicyclopentyl-4-METHYLPHENOL, 2-(α-methylcyclohexyl)-4,6-dimethylphenol, 2,6-dioctadecyl-4-METHYLPHENOL, 2,4,6-tricyclohexyltin, 2,6-decret-butyl-4-methoxymethanol, linear nonylphenols or nonylphenols, which are branched side chains, for example 2,6-dinonyl-4-METHYLPHENOL, 2,4-dimethyl-6-(1'-methylinden-1'-yl)phenol, 2,4-dimethyl-6-(1'-methylheptadecyl-1'-yl)phenol, 2,4-dimethyl-6-(1'-metaltrade-1'-yl)phenol and mixtures thereof.

1.2. Alkyltrimethylenedi, for example 2,4-dioctylfluorenyl-6-tert-butylphenol, 2,4-dioctylfluorenyl-6-METHYLPHENOL, 2,4-dioctylfluorenyl-6-ethylphenol, 2,6-deoderiser-4-Nonylphenol.

1.3. Hydrochinone and alkylated what's hydrochinone, for example 2,6-decret-butyl-4-methoxyphenol, 2.5-decret-butylhydroquinone, 2.5-decret-amylketone, 2,6-diphenyl-4-octadecylphenol, 2,6-decret-butylhydroquinone, 2.5-decret-butyl-4-hydroxyanisole, 3,5-decret-butyl-4-hydroxyanisole, 3,5-decret-butyl-4-hydroxyphenylethyl, bis(3,5-decret-butyl-4-hydroxyphenyl)adipate.

1.4. Tocopherols, for example α-tocopherol, β-tocopherol, γ-tocopherol, δ-tocopherol and mixtures thereof (vitamin E).

1.5. Gidroksilirovanii thiodiphenylamine ethers, for example 2,2'-THIOBIS(6-tert-butyl-4-METHYLPHENOL), 2,2'-THIOBIS(4-op), 4,4'-THIOBIS(6-tert-butyl-3-METHYLPHENOL), 4,4'-THIOBIS(6-tert-butyl-2-METHYLPHENOL), 4,4'-THIOBIS(3,6-diver-amylphenol), 4,4'-bis(2,6-dimethyl-4-hydroxyphenyl) disulfide.

1.6. Alkalinebattery, for example 2,2'-methylene bis(6-tert-butyl-4-METHYLPHENOL), 2,2'-Methylenebis(6-tert-butyl-4-ethylphenol), 2,2'-Methylenebis[4-methyl-6-(α-methylcyclohexyl)phenol], 2,2'-Methylenebis(4-methyl-6-cyclohexylphenol), 2,2'-Methylenebis(6 nonyl-4-METHYLPHENOL), 2,2'-Methylenebis(4,6-decret-butylphenol), 2,2'-ethylidene(4,6-decret-butylphenol), 2,2'-ethylidene(6-tert-butyl-4-isobutylphenyl), 2,2'-Methylenebis[6-(α-methylbenzyl)-4-Nonylphenol], 2,2'-Methylenebis[6-(α,α-dimethylbenzyl)-4-Nonylphenol], 4,4'-Methylenebis(2,6-decret-butylphenol), 4,4'-Methylenebis(6-tert-butyl-2-METHYLPHENOL), 1,1-bis(5-tert-butyl-4-hydroxy-2-were)butane, 2,6-bis(3-tert-butyl-5-methyl-2-hydrox is benzyl)-4-METHYLPHENOL, 1,1,3-Tris(5-tert-butyl-4-hydroxy-2-were)butane, 1,1-bis(5-tert-butyl-4-hydroxy-2-were)-3-n-dodecylmercaptan, etilenglikoli[3,3-bis(3'-tert-butyl-4'-hydroxyphenyl) butyrate], bis(3-tert-butyl-4-hydroxy-5-were)Dicyclopentadiene, bis[2-(3'-tert-butyl-2'-hydroxy-5'-methylbenzyl)-6-tert-butyl-4-were]terephthalate, 1,1-bis(3,5-dimethyl-2-hydroxyphenyl)butane, 2,2-bis(3,5-decret-butyl-4-hydroxyphenyl)propane, 2,2-bis(5-tert-butyl-4-hydroxy-2-were)-4-n-dodecylmercaptan, 1,1,5,5-Tetra(5-tert-butyl-4-hydroxy-2-were)pentane.

1.7. O-, N - and S-benzyl compounds, for example 3,5,3',5'-Tetra-tert-butyl-4,4'-dihydroxydiphenyl simple ether, octadecyl-4-hydroxy-3,5-dimethylbenzimidazole, tridecyl-4-hydroxy-3,5-decret-butylbenzylphthalate, Tris(3,5-decret-butyl-4-hydroxybenzyl)amine, bis(4-tert-butyl-3-hydroxy-2,6-dimethylbenzyl)dithiotreitol, bis(3,5-decret-butyl-4-hydroxybenzyl)sulfide, isooctyl-3,5-decret-butyl-4-hydroxybenzeneacetic.

1.8. Hydroxybenzylidene malonate, such as dioctadecyl-2,2-bis(3,5-decret-butyl-2-hydroxybenzyl)malonate, dioctadecyl-2-(3-tert-butyl-4-hydroxy-5-methylbenzyl)malonate, deterimental-2,2-bis(3,5-decret-butyl-4-hydroxybenzyl)malonate, bis[4-(1,1,3,3-TETRAMETHYLBUTYL)phenyl]-2,2-bis(3,5-decret-butyl-4-hydroxybenzyl)malonate.

1.9. Aromatic hydroxybenzoate is soedineniya, for example 1,3,5-Tris(3,5-decret-butyl-4-hydroxybenzyl)-2,4,6-trimethylbenzene, 1,4-bis(3,5-decret-butyl-4-hydroxybenzyl)-2,3,5,6-tetramethylbenzene, 2,4,6-Tris(3,5-decret-butyl-4-hydroxybenzyl)phenol.

1.10. Triazine compounds, for example 2,4-bis(artillerie)-6-(3,5-decret-butyl-4-hydroxyanisole)-1,3,5-triazine, 2-artillerie-4,6-bis(3,5-decret-butyl-4-hydroxyanisole)-1,3,5-triazine, 2-artillerie-4,6-bis(3,5-decret-butyl-4-hydroxyphenoxy)-1,3,5-triazine, 2,4,6-Tris(3,5-decret-butyl-4-hydroxyphenoxy)-1,2,3-triazine, 1,3,5-Tris(3,5-decret-butyl 4-hydroxybenzyl)isocyanurate, 1,3,5-Tris(4-tert-butyl-3-hydroxy-2,6-dimethylbenzyl)isocyanurate, 2,4,6-Tris(3,5-decret-butyl-4-hydroxyphenylethyl)-1,3,5-triazine, 1,3,5-Tris(3,5-decret-butyl-4-hydroxyphenylpropionic)hexahydro-1,3,5-triazine, 1,3,5-Tris(3,5-DICYCLOHEXYL-4-hydroxybenzyl)isocyanurate.

1.11. Benzylphosphonates, for example dimethyl-2,5-decret-butyl-4-hydroxyethylphosphonate, diethyl-3,5-decret-butyl-4-hydroxyethylphosphonate, dioctadecyl-3,5-decret-butyl-4-hydroxyethylphosphonate, dioctadecyl-5-tert-butyl-4-hydroxy-3-methylbenzylphosphonate, calcium salt of monoethylene ester 3,5-decret-butyl-4-hydroxybenzophenone acid.

1.12. Aceraminophen, such as anilide 4-hydroxylamino acid, anilide 4-hydroxystearate acid, oktilovom ester of N-(3,5-decret-butyl-4-hydroxyphenyl)carbamino acid.

1.13. Ethers β-(35-decret-butyl-4-hydroxyphenyl)propionic acid and one - and polyhydric alcohols, for example, methanol, ethanol, n-octanol, isooctanol, octadecanol, 1,6-hexanediol, 1,9-nonanediol, ethylene glycol, 1,2-propane diol, neopentyl glycol, thiodiethanol, diethylene glycol, triethylene glycol, pentaerythritol, Tris(hydroxyethyl)isocyanurate, diamide N,N'-bis(hydroxyethyl)oxalic acid, 3-Ticonderoga, 3-thiapentanal, trimethylpentanediol, trimethylolpropane, 4-hydroxymethyl-1-FOSFA-2,6,7-dioxabicyclo[2.2.2]octane.

1.14. Ethers β-(5-tert-butyl-4-hydroxy-3-were)propionic acid and one - and polyhydric alcohols, for example methanol, ethanol, n-octanol, isooctanol, octadecanol, 1,6-hexanediol, 1,9-nonanediol, ethylene glycol, 1,2-propane diol, neopentyl glycol, thiodiethanol, diethylene glycol, triethylene glycol, pentaerythritol, Tris(hydroxyethyl)isocyanurate, diamide N,N'-bis(hydroxyethyl)oxalic acid, 3-Ticonderoga, 3-thiapentanal, trimethylpentanediol, trimethylolpropane, 4-hydroxymethyl-1-FOSFA-2,6,7-dioxabicyclo[2.2.2]octane, 3,9-bis[2-{3-(3-tert-butyl-4-hydroxy-5-were)propionyloxy}-1,1-dimethylethyl]-2,4,8,10-tetraoxaspiro[5.5]undecane.

1.15. Ethers β-(3,5-DICYCLOHEXYL-4-hydroxyphenyl)propionic acid and one - and polyhydric alcohols, for example methanol, ethanol, octanol, octadecanol, 1,6-hexanediol, 1,9-nonanediol, ethylene glycol, 1,2-propane diol, neopentyl glycol, tide is etilenglikola, diethylene glycol, triethylene glycol, pentaerythritol, Tris(hydroxyethyl)isocyanurate, diamide N,N'-bis(hydroxyethyl)oxalic acid, 3-Ticonderoga, 3-thiapentanal, trimethylpentanediol, trimethylolpropane, 4-hydroxymethyl-1-FOSFA-2,6,7-dioxabicyclo[2.2.2]octane.

1.16. Esters of 3,5-decret-butyl-4-hydroxyphenylarsonic acid and one - and polyhydric alcohols, for example methanol, ethanol, octanol, octadecanol, 1,6-hexanediol, 1,9-nonanediol, ethylene glycol, 1,2-propane diol, neopentyl glycol, thiodiethanol, diethylene glycol, triethylene glycol, pentaerythritol, Tris(hydroxyethyl)isocyanurate, diamide N,N'-bis(hydroxyethyl)oxalic acid, 3-Ticonderoga, 3-thiapentanal, trimethylpentanediol, trimethylolpropane, 4-hydroxymethyl-1-FOSFA-2,6,7-dioxabicyclo[2.2.2]octane.

1.17. Amides β-(3,5-decret-butyl-4-hydroxyphenyl)propionic acid, for example N,N'-bis(3,5-decret-butyl-4-hydroxyphenylpropionic)hexamethylenediamine, N,N'-bis(3,5-decret-butyl-4-hydroxyphenylpropionic)trimethylenediamine, N,N'-bis(3,5-decret-butyl-4-hydroxyphenylpropionic)hydrazide, N,N'-bis[2-(3-[3,5-decret-butyl-4-hydroxyphenyl]propionyloxy)ethyl]oksamid (product Naugard®XL-1, supplied to the market by the company Uniroyal).

1.18. Ascorbic acid (vitamin C).

1.19. Antioxidants, amine type, such as N,N'-aminobutiramida-p-phenylenediamine, N,N'-diver-butyl-is-phenylenediamine, N,N'-bis(1,4-dimethylpentyl)-p-phenylenediamine, N,N'-bis(1-ethyl-3-methylpentyl)-p-phenylenediamine, N,N'-bis(1-methylheptan)-p-phenylenediamine, N,N'-DICYCLOHEXYL-p-phenylenediamine, N,N'-diphenyl-p-phenylenediamine, N,N'-di(2-naphthyl)-p-phenylenediamine, N-isopropyl-N'-phenyl-p-phenylenediamine, N-(1,3-dimethylbutyl)-N'-phenyl-p-phenylenediamine, N-(1-methylheptan)-N'-phenyl-p-phenylenediamine, N-cyclohexyl-N'-phenyl-p-phenylenediamine, 4-(p-toluensulfonate)diphenylamine, N,N'-dimethyl-N,N'-diver-butyl-p-phenylenediamine, diphenylamine, N-allylmethylamine, 4-isopropoxytitanium, N-phenyl-1-naphtylamine, N-(4-tert-octylphenyl)-1-naphtylamine, N-phenyl-2-naphtylamine, acceleratory diphenylamine, such as p,p'-decret-octyldiphenyl, 4-n-butylamine, 4-bucillamine, 4-nonavailability, 4-dodecanolide, 4-octadecylamine, di(4-methoxyphenyl)amine, 2,6-decret-butyl-4-dimethylaminomethylphenol, 2,4'-diaminodiphenylmethane, 4,4'-diaminodiphenylmethane, N,N,N',N'-tetramethyl-4,4'-diaminodiphenylmethane, 1,2 bis[(2-were)amino]ethane, 1,2-bis(phenylamino)propane, (o-tolyl)digoine, bis[4-(1',3'-dimethylbutyl)phenyl]amine, tert-acceleratory N-phenyl-1-naphtylamine, a mixture of mono - and dialkylamines tert-butyl/tert-octyldiphenyl, a mixture of mono - and dialkylamines of nonindependent, a mixture of mono - and dialkylamines of dodecyldimethylamine, a mixture of mono - and dialkylamines isopropyl/isohexadecane, MESI mono - and dialkylamines tert-butyldiethanolamine, 2,3-dihydro-3,3-dimethyl-4H-1,4-benzothiazin, phenothiazines, mixture of mono - and dialkylamines tert-butyl/tert-activedatainfo, a mixture of mono - and dialkylamines tert-activedatainfo, N-alliteration, N,N,N',N'-tetraphenyl-1,4-geminorum-2-ene.

2. Absorbers of UV rays and light stabilizers

2.1. 2-(2'-hydroxyphenyl)benzotriazoles, for example 2-(2'-hydroxy-5'-were)benzotriazol, 2-(3',5'-decret-butyl-2'-hydroxyphenyl)benzotriazol, 2-(5'-tert-butyl-2'-hydroxyphenyl)benzotriazol, 2-(2'-hydroxy-5'-(1,1,3,3-TETRAMETHYLBUTYL)phenyl)benzotriazole, 2-(3',5'-decret-butyl-2'-hydroxyphenyl)-5-chlorobenzotriazole, 2-(3'-tert-butyl-2'-hydroxy-5'-were)-5-chlorobenzotriazole, 2-(3'-sec-butyl-5'-tert-butyl-2'-hydroxyphenyl)benzotriazol, 2-(2'-hydroxy-4'-octyloxyphenyl)benzotriazole, 2-(3',5'-decret-amyl-2'-hydroxyphenyl)benzotriazol, 2-(3',5'-bis(α,α-dimethylbenzyl)-2'-hydroxyphenyl)benzotriazol, 2-(3'-tert-butyl-2'-hydroxy-5'-(2-octyloxyphenyl)phenyl)-5-chlorobenzotriazole, 2-(3'-tert-butyl-5'-[2-(2-ethylhexyloxy)carbonylethyl]-2'-hydroxyphenyl)-5-chlorobenzotriazole, 2-(3'-tert-butyl-2'-hydroxy-5'-(2-methoxycarbonylethyl)phenyl)-5-chlorobenzotriazole, 2-(3'-tert-butyl-2'-hydroxy-5'-(2-methoxycarbonylethyl)phenyl)benzotriazole, 2-(3'-tert-butyl-2'-hydroxy-5'-(2-octyloxyphenyl)phenyl)benzotriazol, 2-(3'-tert-butyl-5'-[2-(2-ethylhexyloxy)carbonylethyl]-2'-hydroxyphenyl)benzotriazol, 2-(3'-DoD the cyl-2'-hydroxy-5'-were)benzotriazol, 2-(3'-tert-butyl-2'-hydroxy-5'-(2-isooctylmercaptoacetate)phenyl)benzotriazole, 2,2'-Methylenebis[4-(1,1,3,3-TETRAMETHYLBUTYL)-6-benzotriazol-2-infenal], the product of the interesterification 2-[3'-tert-butyl-5'-(2-methoxycarbonylethyl)-2'-hydroxyphenyl]benzotriazole polyethylene glycol 300; [R-CH2CH2-COO-CH2CH2-]2-where R stands for 3'-tert-butyl-4'-hydroxy-5'-2H-benzotriazol-2-ylphenyl, 2-[2'-hydroxy-3'-(α,α-dimethylbenzyl)-5'-(1,1,3,3-TETRAMETHYLBUTYL)phenyl]benzotriazole; 2-[2'-hydroxy-3'-(1,1,3,3-TETRAMETHYLBUTYL)-5'-(α,α-dimethylbenzyl)phenyl]benzotriazole.

2.2. 2-Hydroxybenzophenone, for example 4-hydroxy-, 4-methoxy-, 4-octyloxy-, 4-decyloxy-, 4-dodecyloxy-, 4-benzyloxy-, 4,2',4'-trihydroxy - or 2'-hydroxy-4,4'-dimethoxypropane.

2.3. Esters of substituted and unsubstituted benzoic acids, for example 4-tert-butylanisole, fenilsalitsilat, antifederalist, dibenzoylresorcinol, bis(4-tert-butylbenzoyl)resorcinol, benzoylation, 2,4-decret-BUTYLPEROXY ester of 3,5-decret-butyl-4-hydroxybenzoic acid, hexadecylamine ester of 3,5-decret-butyl-4-hydroxybenzoic acid, octadecenoic ester of 3,5-decret-butyl-4-hydroxybenzoic acid, 2-methyl-4,6-decret-BUTYLPEROXY ester of 3,5-decret-butyl-4-hydroxybenzoic acid.

2.4. Acrylates, such as ethyl ester or isooctyl ester α-cyano-β, β-diphenylacetone key is lots methyl ester or butyl ester α-cyano-β-methyl-p-methoxycatechol acid, methyl ester α-methoxycarbonyl-p-methoxycatechol acid, N-(β-methoxycarbonyl-β-cyanovinyl)-2-methylindolin.

2.5. Compounds of Nickel, such as Nickel complexes of 2,2'-THIOBIS[4-(1,1,3,3-TETRAMETHYLBUTYL)phenol], such as the complex ratio of 1:1 or 1:2 optionally with additional ligands such as n-butylamine, triethanolamine and N-cyclohexyldimethylamine, dibutyldithiocarbamate Nickel, Nickel salts monoalkyl esters, such as methyl and ethyl esters of 4-hydroxy-3,5-decret-butylbenzylphthalate acid, Nickel complexes of ketoximes, such as 2-hydroxy-4-methylphenylpolysiloxane, Nickel complexes of 1-phenyl-4-lauroyl-5-hydroxypyrazol optionally with additional ligands.

2.6. Spatial employed amines, for example bis(2,2,6,6-tetramethylpiperidine-4-yl)sebacate, bis(2,2,6,6-tetramethylpiperidine-4-yl)succinate, bis(1,2,2,6,6-pentamethylpiperidin-4-yl)sebacate, bis(1-octyloxy-2,2,6,6-tetramethylpiperidine-4-yl)sebacate, bis(1,2,2,6,b-pentamethyl-4-piperidinyl) ether n-butyl-3,5-decret-butyl-4-hydroxybenzylidene acid, the reaction product of the condensation of 1-(2-hydroxyethyl)-2,2,6,6-tetramethyl-4-hydroxypiperidine and succinic acid, linear or cyclic reaction products of condensate is N,N'-bis(2,2,6,6-tetramethyl-4-piperidyl)diamine and 4-tert-octylamine-2,6-dichloro-1,3,5-triazine Tris(2,2,6,6-tetramethyl-4-piperidyl)nitrilotriacetate, tetrakis(2,2,6,6-tetramethyl-4-piperidyl)-1,2,3,4-butanetriol, 1,1'-(1,2-ethandiyl)bis(3,3,5,5-tetramethylpiperidine), 4-benzoyl-2,2,6,6-tetramethylpiperidine, 4-sterilox-2,2,6,6-tetramethylpiperidine, bis(1,2,2,6,6-pentamethylpiperidin)-2-n-butyl-2-(2-hydroxy-3,5-decret-butylbenzyl)malonate, 3-n-octyl-7,7,9,9-tetramethyl-1,3,8-diazaspiro[4.5]decane-2,4-dione, bis(1-octyloxy-2,2,6,6-tetramethylpiperidine)sebacate, bis(1-octyloxy-2,2,6,6-tetramethylpiperidine)succinate, linear or cyclic reaction products of the condensation of N,N'-bis(2,2,6,6-tetramethyl-4-piperidyl)diamine and 4-morpholino-2,6-dichloro-1,3,5-triazine, the reaction product of the condensation of 2-chloro-4,6-di(4-n-butylamino-2,2,6,6-tetramethylpiperidine)-1,3,5-triazine and 1,2-bis(3-aminopropylene)ethane, the reaction product of the condensation of 2-chloro-4,6-di(4-n-butylamino-1,2,2,6,6-pentamethylpiperidin)-1,3,5-triazine and 1,2-bis(3-aminopropylene)ethane, 8-acetyl-3-dodecyl-7,7,9,9-tetramethyl-1,3,8-diazaspiro[4.5]decane-2,4-dione, 3-dodecyl-1-(2,2,6,6-tetramethyl-4-piperidyl)pyrrolidin-2,5-dione, 3-dodecyl-1-(1,2,2,6,6-pentamethyl-4-piperidyl)pyrrolidin-2,5-dione, mixture of 4-hexadecylamine and 4 sterilox-2,2,6,6-tetramethylpiperidine, the reaction product of the condensation of N,N'-bis(2,2,6,6-tetramethyl-4-piperidyl)diamine and 4-cyclohexylamino-2,6-dichloro-1,3,5-triazine, the reaction product of the condensation of 1,2-bis(3-aminopropylene)ethane and 2,4,6-trichloro-1,3,5-triazine as well as 4-butylamino-2,2,6,6-those whom emailpopreder (CAS registration No.[136504-96-6]); the reaction product of the condensation of 1,6-diaminohexane and 2,4,6-trichloro-1,3,5-triazine and N,N-dibutylamine and 4 butylamino-2,2,6,6-tetramethylpiperidine (CAS registration No.[192268-64-7]); N-(2,2,6,6-tetramethyl-4-piperidyl)-n-dodecylamine, N-(1,2,2,6,6-pentamethyl-4-piperidyl)-n-dodecylamine, 2-undecyl-7,7,9,9-tetramethyl-1-oxa-3,8-diaza-4-oxaspiro[4.5]decane, the product of the interaction of 7,7,9,9-tetramethyl-2-cyclodecyl-1-oxa-3,8-diaza-4-oxaspiro[4.5] decane and epichlorohydrin, 1,1-bis(1,2,2,6,6-pentamethyl-4-piperidinylcarbonyl)-2-(4-methoxyphenyl)Aten, N,N'-bis-formyl-N'-bis(2,2,6,6-tetramethyl-4-piperidyl)hexamethylenediamine were fluids 4-ethoxymethylenemalonic acid and 1,2,2,6,6-pentamethyl-4-hydroxypiperidine, poly[methylpropyl-3-hydroxy-4-(2,2,6,6-tetramethyl-4-piperidyl)]siloxane, a product of the interaction of a copolymer of maleic anhydride/α-olefin with 2,2,6,6-tetramethyl-4-aminopiperidine or 1,2,2,6,6-pentamethyl-4-aminopiperidine.

2.7. The diamide of oxalic acid, for example 4,4'-distractionware, 2,2'-diethoxyaniline, 2,2'-dioctyloxy-5,5'-decret-butylanisole, 2,2'-didodecyl-5,5'-decret-butylanisole, 2-ethoxy-2'-ethyloxazole, N,N'-bis(3-dimethylaminopropyl)oksamid, 2-ethoxy-5-tert-butyl-2'-ethyloxazole and its mixture with 2-ethoxy-2'-ethyl-5,4'-decret-butyloxyaniline, mixtures of o - and p-methoxy-and of o - and p-ethoxybenzylidene of oxanilide.

2.8. 2-(2-hydroxyphenyl)-1,3,5-triazine, e.g. the measures 2,4,6-Tris(2-hydroxy-4-octyloxyphenyl)-1,3,5-triazine, 2-(2-hydroxy-4-octyloxyphenyl)-4,6-bis(2,4-dimetilfenil)-1,3,5-triazine, 2-(2,4-dihydroxyphenyl)-4,6-bis(2,4-dimetilfenil)-1,3,5-triazine, 2,4-bis(2-hydroxy-4-proproxyphene)-6-(2,4-dimetilfenil)-1,3,5-triazine, 2-(2-hydroxy-4-octyloxyphenyl)-4,6-bis(4-were)-1,3,5-triazine, 2-(2-hydroxy-4-dodecyloxyphenyl)-4,6-bis(2,4-dimetilfenil)-1,3,5-triazine, 2-(2-hydroxy-4-tridecylalcohol)-4,6-bis(2,4-dimetilfenil)-1,3,5-triazine, 2-[2-hydroxy-4-(2-hydroxy-3-butylenediamine)phenyl]-4,6-bis(2,4-dimetilfenil)-1,3,5-triazine, 2-[2-hydroxy-4-(2-hydroxy-3-octyloxyphenyl)phenyl]-4,6-bis(2,4-dimethyl)-1,3,5-triazine, 2-[4-(dodecyloxy/tridecylamine-2-hydroxypropoxy)-2-hydroxyphenyl]-4,6-bis(2,4-dimetilfenil)-1,3,5-triazine, 2-[2-hydroxy-4-(2-hydroxy-3-dodecyloxyethoxy)phenyl]-4,6-bis(2,4-dimetilfenil)-1,3,5-triazine, 2-(2-hydroxy-4-hexyloxy)phenyl-4,6-diphenyl-1,3,5-triazine, 2-(2-hydroxy-4-methoxyphenyl)-4,6-diphenyl-1,3,5-triazine, 2,4,6-Tris[2-hydroxy-4-(3-butoxy-2-hydroxypropoxy)phenyl]-1,3,5-triazine, 2-(2-hydroxyphenyl)-4-(4-methoxyphenyl)-6-phenyl-1,3,5-triazine, 2-{2-hydroxy-4-[3-(2-ethylhexyl-1-oxy)-2-hydroxypropoxy]phenyl)-4,6-bis(2,4-dimetilfenil)-1,3,5-triazine.

3. The decontamination officers metals, such as diamide N,N'-diphenylsulfone acid, N-salicyl-N'-salicyloylhydrazine, N,N'-bis(salicyloyl)hydrazine, N,N'-bis(3,5-decret-butyl-4-hydroxyphenylpropionic)hydrazine, 3-salicylamide-1,2,4-triazole, dihydrazide bis(benzylidene)save the eve acid, oxanilide, dehydrated isophthalic acid, biphenylmethane sabatinovka acid, dehydrated N,N'-deacetylation acid, dehydrated N,N'-bissalicylidene acid, dehydrated N,N'-bis(salicyloyl)thiopropionic acid.

4. The phosphites and phosphonites, for example triphenylphosphite, diphenylacetate, phenyldichlorophosphine, Tris(nonylphenyl)FOSFA, trilaurylamine, trioctadecyl, distearyldimethylammonium, Tris(2,4-decret-butylphenyl)FOSFA, diisodecylphthalate, bis(2,4-decret-butylphenyl)pentaerythrityl, bis(2,4-dokumenter)pentaerithritol, bis(2,6-decret-butyl-4-were)pentaerithritol, messagelistenerthreadpool, bis(2,4-decret-butyl-6-were)pentaerithritol, bis(2,4,6-titre-butylphenyl)pentaerythrityl, traceability, tetrakis(2,4-dicret-butylphenyl)-4,4'-differentdifferent, 6-isooctane-2,4,8,10-Tetratec-butyl-12H-dibenz[d,g]-1,3,2-dioxaphospholane, bis(2,4-decret-butyl-6-were)methylphosphate, bis(2,4-decret-butyl-6-were)ethylphosphate, 6-fluoro-2,4,8,10-Tetratec-butyl-12-methyldibenzo[d,g]-1,3,2-dioxaphospholane, 2,2',2"-nitrile[triethyltin(3,3',5,5'-Tetratec-butyl 1,1'-diphenyl-2,2'-diyl)postit], 2-ethylhexyl-3,3',5,5'-Tetratec-butyl-1,1'-diphenyl-2,2'-diyl)FOSFA, 5-butyl-5-ethyl-2-(2,4,6-titre-butylphenoxy)-1,3,2-dioxaphospholane.

5. Hydroxylamine, for example N,N-d is benzylhydroxylamine, N,N-diethylhydroxylamine, N,N-dioctylsebacate, N,N-drawingdocument, N,N-detraditionalisation, N,N-dihexadecyl, N,N-dictatorially, N-hexadecyl-N-octadecyltriethoxysilane, N-heptadecyl-N-octadecyltriethoxysilane, N,N-dialkylhydroxylamines, derivationally of fatty amines hydrogenated tall oil.

6. Nitron, for example N-benzyl-alpha-phenylnitrone, N-ethyl-alpha-metallitron, N-octyl-alpha reptilian, N-lauryl-alpha undecillion, N-tetradecyl-alpha tredecillion, N-hexadecyl-alpha pentadecane, N-octadecyl-alpha heptadecane, N-hexadecyl-alpha heptadecane, N-octadecyl-alpha pentadecane, N-heptadecyl-alpha heptadecane, N-octadecyl-alpha hexadecahedron, Nitron, derivateservlet of N,N-dialkylhydroxylamines derived from fatty amines hydrogenated tall oil.

7. Ticinella, for example Dilauroyl ether thiodipropionic acid or distearoyl ether thiodipropionic acid.

8. Compounds which destroy peroxides, for example esters β-thiodipropionic acids, particularly lauric, stearyl, ministerului or tridecylamine esters, mercaptobenzimidazole, zinc salt of 2-mercaptobenzimidazole, dibutyldithiocarbamate zinc, dictatorially, tetrakis(β-dodecylmercaptan)propionate pentair the TRITA.

9. Polyamide stabilizers, for example copper salt in combination with iodides and/or phosphorus compounds and salts of divalent manganese.

10. Basic shared stabilizers, for example melamine, polyvinylpyrrolidone, dicyandiamide, triethylsilane, mcevenue derivatives, hydrazine powered derivatives, amines, polyamides, polyurethanes, alkali metal salts and salts of alkaline-earth metals of higher fatty acids, in particular calcium stearate, zinc stearate, beginat magnesium, stearate, ricinoleic sodium, potassium palmitate, pyrocatechol antimony or pyrocatechol zinc.

11. The nucleating, for example, inorganic compounds such as talc, metal oxides such as titanium dioxide and magnesium oxide, phosphates, carbonates and sulfates, preferably of alkaline-earth metals; organic compounds such as mono - and polycarboxylic acids and their salts, such as 4-tert-butylbenzoic acid, adipic acid, diphenyloxy acid, sodium succinate and sodium benzoate; polymeric compounds, in particular the ionic copolymerizate ("ionomers"). Particularly preferred 1,3:2,4-bis(3',4'-dimethylbenzylidene)sorbitol, 1,3:2,4-di(para-methylpiperidin)sorbitol and 1,3:2,4-di(benzylidene)sorbitol.

12. Fillers and reinforcement additives, such as calcium carbonate, silicates, glass fibers,glass beads, talc, kaolin, mica, barium sulfate, iron oxides and metal hydroxides, carbon black, graphite, wood flour and flours or fibers of other natural materials, synthetic fibers.

13. Other additives, for example plasticizers, lubricants, emulsifiers, pigments, rheology modifiers, catalysts that regulate the turnover of funds, optical brighteners, flame retardants, antistatic agents and blowing agents.

14. Benzofuranol and indolinone, such as those presented in US 4325863, US 4338244, US 5175312, US 5216052, US 5252643, DE-A 4316611, DE-A 4316622, DE-A 4316876, EP-A 0589839 or EP-A 0591102, or 3-[4-(2-acetoacetate)phenyl]-5,7-decret-butylbenzofuran-2-it, 5,7-decret-butyl-3-[4-(2-staurolite)phenyl]benzofuran-2-it, 3,3'-bis[5,7-decret-butyl-3-(4-[2-hydroxyethoxy]phenyl)benzofuran-2-he], 5,7-decret-butyl-3-(4-ethoxyphenyl)benzofuran-2 he, 3-(4-acetoxy-3, 5dimethylphenyl)-5,7-decret-butylbenzofuran-2 he, 3-(3,5-dimethyl-4-pivaloyloxymethyl)-5,7-decret-butylbenzofuran-2 he, 3-(3,4-dimetilfenil)-5,7-decret-butylbenzofuran-2-it, 3-(2,3-dimetilfenil)-5,7-decret-butylbenzofuran-2-it.

Accordingly, an object of the present invention are compositions comprising: a) a polymer which is susceptible to oxidative, thermal, dynamic, caused by the action of light and/or caused by the action of ozone destruction and grafted compound of formula I; b) in cachestorage at least one connection, selected from the group of pigments, dyes, fillers, fluidity modifiers, dispersants, plasticizers, vulcanization activators, vulcanization accelerators, vulcanizing agents, antistatics, amplifiers, adhesion, antioxidants and light stabilizers.

Preferred additives in the compositions in accordance with the invention are, for example, antioxidants, in particular phenolic antioxidants (sections 1.1 1.17 on list) or antioxidants, amine type (section 1.19 of the list), organic phosphites or phosphonites (section 4 of the list) and/or ticinella (section 7 of the list).

These additional additives are injected, for example, in concentrations of from 0.01 to 10% based on the total weight of the polymer.

Shot on polymers and, where appropriate, the introduction of additional additives in the polymers is carried out in accordance with known methods, for example during mixing in closed mixers (Banbury), mixing on a roll mill or in a mixing extruder, prior to or during molding or vulcanization (in the case of elastomers) or by applying the dissolved or dispersed compounds of formula I in the polymer, followed, when appropriate, by evaporating the solvent. The compounds of formula I and, where appropriate, additional additives can also be added to the polymer intended for Pref is Cai, in the form of masterbatches, which contains, for example, in a concentration of from 2.5 to 25 wt.%.

The compounds of formula I and, where appropriate, additional additives may also be introduced before or during the polymerization of the polymers. In the case of raw rubber compounds of formula I, together with the additional components, for example with carbon black as filler and/or oil for the filling rubber in the stage of latex, you can add during structuring.

The compounds of formula I chemically bind (grafted) polymer chains in the processing conditions (mixing, vulcanization, and so on). The compounds of formula I is resistant to extraction, i.e. in other words, they still have a good protective effect after the treated material is subjected to intensive extraction. The loss of the compounds of formula I, caused by migration or extraction of polymers is extremely small.

Moreover, elastomers, are grafted compounds of formula I, exhibit markedly improved education required gloss, which means that the surface gloss of the elastomer subjected to vaccination in accordance with the invention, after exposure to ozone is much higher than the gloss unstabilized elastomer or elastomer stabilized in accordance with meth is DAMI, known in this technical field.

The compounds of formula I and, where appropriate, additional additives can be incorporated in the polymer subjected to vaccination, in pure form or encapsulated in waxes, oils or polymers.

The compounds of formula I and, where appropriate, additional additives can also be introduced into the polymer subjected to vaccination, spraying. You can dilute other additives (for example, conventional additives mentioned above in the present description) or their melts so that they can also be sprayed together with these additives onto subjected to grafting polymer.

Polymers subjected to vaccination in this way, you can use a very wide variety of forms, for example in the form of small strips, molding materials, profiles, conveyor belts or tires.

The object of the present invention are also new compounds of formula I

in which, when n represents 0,

R denotes a1-C25alkyl, C2-C18hydroxyalkyl,

or a radical of the formula II, III, IV, V, VI, VII, VIII or IX

when n denotes 1,

R denotes a1-C18alkylen,

or

when n represents 2,

R stands for

or

when n represents 3,

R stands for

or

R1stands With1-C25alkyl,

or2-C18hydroxyalkyl,

R2stands With1-C25alkyl,

C2-C18hydroxyalkyl or a radical of the formula III or IX,

R3stands With1-C18alkylen or2-C18alkylene, which is interrupted by oxygen atom or sulfur,

R4denotes hydroxy, C1-C18alkoxy or3-C18alkoxy interrupted by oxygen atom or sulfur,

R5stands With1-C12alkylen or2-C12Ala is flax, interrupted by an oxygen atom

R6, R7and R8each independently of one another denotes a hydrogen atom, a C1-C12alkyl, C2-C12alkyl, which is interrupted by oxygen atom or sulfur, or With3-C12alkenyl,

R9denotes a hydrogen atom, a C1-C8alkyl, C5-C8cycloalkyl, c7-C9phenylalkyl or phenyl,

R10stands With1-C8alkyl, C5-C8cycloalkyl,7-C9phenylalkyl, phenyl,

or

R11denotes a direct bond or unsubstituted or1-C4alkyl substituted C1-C8alkylen,

R12denotes a direct bond or unsubstituted or1-C4alkyl substituted C1-C8alkylen,

R13stands With1-C8alkylen or

R14denotes a hydrogen atom or a C1-C4alkyl,

R15stands With1-C4alkylen,

R16denotes a hydrogen atom, a cyclohexyl or3-C12alkyl,

R17stands With1-C8alkylen or

R18denotes a hydrogen atom, a C1-C12alkyl or a radical of the formula II,

R19the convoy is ACHAT 1-C12alkyl or C7-C9phenylalkyl,

R20stands With1-C12alkyl or C7-C9phenylalkyl,

R21means

or

R22denotes a direct bond or C1-C8alkylen,

R23stands With1-C8alkylen,

R24denotes a hydrogen atom, a C1-C25alkyl, C2-C25alkanoyl,

or

R25stands With2-C18alkylen or2-C18alkylene, which is interrupted by oxygen atom or sulfur,

R26and R27each independently of one another denotes a hydrogen atom, CF3With1-C12alkyl or phenyl, or R26and R27together with the carbon atom to which they are bound, form a5-C8cycloalkylation ring which is not substituted or substituted C1-C4alkyl groups of from 1 to 3,

R28represents C1-C8alkyl,

R29stands With1-C12alkylen,

R30stands With1-C8alkylen,

R31stands With1-C25alkyl,

R32, R33, R34and R35every illegal is isimo from each other stands With 1-C8alkyl or the radicals R32and R33or the radicals R34and R35together with the carbon atom to which they are bound, form a5-C12cycloalkylation ring,

R36denotes a hydrogen atom, a C1-C8alkyl, C3-C6alkenyl,3-C6quinil, C7-C12phenylalkyl,1-C8acyl, C1-C18aloxi,1-C18hydroxyalkoxy,2-C18alkenylacyl or5-C12cycloalkane,

R37stands With1-C4alkylen, a sulfur atom or With2-C8alkyliden,

R38denotes a hydrogen atom, a C1-C8alkyl, C5-C8cycloalkyl or phenyl,

R39denotes a hydrogen atom or halogen, -SO-C1-C25alkyl or-SO2-C1-C25alkyl,

R40denotes a hydrogen atom, a C1-C8alkyl or phenyl,

R41denotes a direct bond or unsubstituted or1-C4alkyl substituted C1-C8alkylen,

R42denotes a hydrogen atom, a C1-C8alkyl, C5-C8cycloalkyl or C7-C9phenylalkyl,

m denotes 0, 1 or 2,

n denotes 0, 1, 2 or 3,

p denotes 1 or 2;

provided that when n represents 0, R represents a radical of the formula V, R17oboznachaet the

a R22and R23represent methylene, then R24has a value other than a hydrogen atom.

A preferred group of novel compounds of formula I correspond reflected in the present description, the preferred options for grafting on the polymer.

Of particular interest are compounds of the formula I, in which, when n represents 0, R represents a radical of the formula II or III

when n denotes 1,

R denotes

R1stands With8-C12alkyl or

R2stands With8-C12alkyl,

or a radical of the formula III,

R9represents tert-butyl,

R10stands With1-C4alkyl,

R11denotes methylene or ethylene,

R12denotes ethylene,

R13denotes ethylene,

R22denotes methylene,

R23denotes methylene,

R24denotes a hydrogen atom or

R30denotes methylene,

R31stands With8-C13alkyl,

R41denotes ethylene,

m denotes 0, 1 or 2,

n denotes 0 or 1,

p denotes 1 or 2.

As already is mentioned, in a preferred embodiment, the compounds of formula I get, for example, by oxidation of the corresponding sulfide using peroxides. Many of these sulfides are not described in literature.

Accordingly, an object of the present invention are the compounds of formula Ia

in which, when n represents 0,

R denotes a1-C25alkyl, C2-C18hydroxyalkyl,

or a radical of the formula II, III, IV, V, VI, VII, VIII or IX

when n denotes 1,

R denotes a1-C18alkylen,

or

when n represents 2,

R stands for

or

when n represents 3,

R stands for

or

R1stands With1-C25alkyl,

or

With2-C18hydroxyalkyl,

R2stands With1-C25alkyl,

With2-C18hydroxyalkyl or a radical of the formula III or IX,

R3stands With1-C18alkylen or2-C18alkylene, which is interrupted by oxygen atom or sulfur,

R4denotes hydroxy, C1-C18alkoxy or3-C18alkoxy interrupted by oxygen atom or sulfur,

R5stands With1-C12alkylen or2-C12alkylen, interrupted by an oxygen atom

R6, R7and R8each independently of one another denotes a hydrogen atom, a C1-C12alkyl, C2-C12alkyl, which is interrupted by oxygen atom or sulfur, or With3-C12alkenyl,

R9denotes a hydrogen atom, a C1-C8alkyl, C5-C8cycloalkyl,7-C9phenylalkyl or phenyl,

R10stands With1-C8alkyl, C5-C8cycloalkyl,7-C9phenylalkyl, phenyl,

or

R11denotes a direct bond or unsubstituted or1-C4alkyl substituted C1-C8alkylen,

R12denotes a direct bond or unsubstituted or1-C4alkyl substituted C1-C8alkylen,

R13stands With1-C8alkylen or

R14denotes a hydrogen atom or a C1-C4alkyl,

R15stands With1-C4alkylen,

R16denotes a hydrogen atom, a cyclohexyl or3-C12alkyl,

R17stands With1-C8alkylen or

R18denotes a hydrogen atom, a C1-C12alkyl or a radical of the formula II,

R19stands With1-C12alkyl or C7-C9phenylalkyl,

R20stands With1-C12alkyl or C7-C9phenylalkyl,

R21means

or

R22denotes a direct bond or C1-C8alkylen,

R23stands With1-C8alkylen,

R24denotes a hydrogen atom, a C1-C25alkyl, C2-C25alkanoyl,

or

R25stands With2-C18alkylen or2-C18alkylene, which is interrupted by oxygen atom or sulfur,

R26and R27each independently of one another denotes a hydrogen atom, CF3With1-C12alkyl or phenyl, or R26and R27together with the carbon atom to which they are bound, form a5-C8cycloalkylation ring which is not substituted or substituted C1-C4alkyl groups of from 1 to 3,

R28stands With1-C8alkyl,

R29stands With1-C12alkylen,

R30stands With1-C8alkylen,

R31stands With1-C25alkyl,

R32, R33, R34and R35each independently from each other represents C1-C8alkyl or the radicals R32and R33or the radicals R34and R35together with the carbon atom to which they are bound, form a5-C12cycloalkylation ring,

R36denotes a hydrogen atom, a C1-C18alkyl, C3-C6alkenyl,3-C6quinil,7-C12phenylalkyl, C1-C8acyl, C1-C8alkoxy, C1-C18hydroxyalkoxy, C2-C18alkenylacyl or5-C12cycloalkane,

R37stands With1-C 4alkylen, a sulfur atom or With2-C8alkyliden,

R38denotes a hydrogen atom, a C1-C8alkyl, C5-C8cycloalkyl or phenyl,

R39denotes a hydrogen atom or halogen, -SO-C1-C25alkyl or-SO2-C1-C25alkyl,

R40denotes a hydrogen atom, a C1-C8alkyl or phenyl,

R41denotes a direct bond or unsubstituted or1-C4alkyl substituted C1-C8alkylen,

R42denotes a hydrogen atom, a C1-C8alkyl, C5-C8cycloalkyl or7-C9phenylalkyl,

n denotes 0, 1, 2 or 3,

provided that when n represents 0, R represents a radical of the formula V,

R17means

a R22and R23represent methylene, then R24has a value other than a hydrogen atom.

A preferred group of novel compounds of the formula Ia correspond reflected in the present description, the preferred options for grafting on the polymer.

Of particular interest are compounds of the formula Ia, in which,

when n represents 0,

R denotes a1-C12alkyl, C2-C8hydroxyalkyl,

or a radical of the formula II, III, IV, V, VI, VII, VIII what does IX;

when n denotes 1,

R denotes a1-C8alkylen,

when n represents 2,

R stands for

or

when n represents 3,

R stands for

or

R1stands With4-C18alkyl,

or

With2-C8hydroxyalkyl,

R2represents C4-C18alkyl,

C2-C8hydroxyalkyl or a radical of the formula III or IX,

R3stands With1-C8alkylen,

R4stands With1-C8alkoxy,

R5stands With1-C8alkylen,

R6, R7and R8each independently of one another denotes a hydrogen atom, a C1-C8alkyl or C3-C8alkenyl,

R9stands With1-C8alkyl, cyclohexyl or7-C9phenylalkyl,

R10stands With1-C8alkyl, cyclohexyl,7- 9phenylalkyl,

or

R11stands With1-C8alkylen,

R12stands With1-C8alkylen,

R13represents C1-C8alkylen or

R14stands With1-C4alkyl,

R15stands With1-C4alkylen,

R16stands With3-C8alkyl,

R17stands With1-C8alkylen or

R18denotes a hydrogen atom or a C1-C8alkyl,

R19stands With1-C8alkyl or C7-C9phenylalkyl,

R20represents C1-C8alkyl or C7-C9phenylalkyl,

R21means

or

R22represents C1-C6alkylen,

R23represents C1-C6alkylen,

R24denotes a hydrogen atom, a C1-C12alkyl, C2-C12alkanoyl,

or

R25stands With2-C8alkylen,

R26and R27each independently of one another denotes hydrogen is th atom or C 1-C4alkyl, or R26and R27together with the carbon atom to which they are bound, form cyclohexylidene ring,

R28stands With1-C4alkyl,

R29stands With1-C4alkylen,

R30stands With1-C4alkylen,

R31stands With4-C18alkyl,

R32, R33; R34and R35each independently from each other represents C1-C4alkyl or the radicals R32and R33or the radicals R34and R35together with the carbon atom to which they are bound, form cyclohexylidene ring,

R36denotes a hydrogen atom, a C1-C8alkyl, benzyl, C1-C8acyl, C1-C8alkoxy, C2-C8hydroxyalkoxy,3-C8alkenylacyl or cyclohexyloxy,

R37stands With1-C4alkylen or2-C4alkyliden,

R38denotes a hydrogen atom, a C1-C4alkyl or cyclohexyl,

R39denotes a hydrogen atom or chlorine, -SO-C1-C12alkyl or-SO2-C1-C12alkyl,

R40denotes a hydrogen atom or a C1-C4alkyl,

R41stands With1-C8alkylen,

R42stands With1-C8alkyl, cyclohexyl or7-C9Fe is illgel,

n denotes 0, 1, 2, or 3.

Due to their lack of sulfoxides or sulfonic group of the compounds of formula Ia are not suitable for grafting on the polymer. However, it was found that the compounds of formula Ia are very suitable as stabilizers for organic materials against oxidative, thermal, dynamic, caused by the action of light and/or caused by the action of ozone destruction.

Accordingly, an object of the present invention are also compositions, including:

a) an organic material subject to oxidative, thermal, dynamic, caused by the action of light and/or caused by the action of ozone destruction,

b) at least one compound of formula Ia.

Preferred organic materials are the same materials as polymers, referred to in the present description above in sections 1-31.

The compounds of formula Ia added to the organic material in suitable quantity of 0.05 to 10%, for example from 0.1 to 5%, preferably from 0.5 to 3.0%based on the weight of organic material.

Similarly, the organic material may further include other additives, for example from a list of shared stabilizers mentioned in the present description above (antioxidants, UV absorbers-rays and light stabilizers, desak ivatury metals, the phosphites and phosphonites, benzophenone, hydroxylamine, Nitron, ticinella destroying peroxides compounds, polyamide stabilizers, basic shared stabilizers, nuclei of crystallization, fillers and reinforcement additives, plasticizers, lubricants, emulsifiers, pigments, rheology modifiers, catalysts, improving fluidity tools, optical brighteners, flame retardants, antistatic agents or blowing agents).

The compounds of formula Ia in the preferred embodiment, is produced by breaking the cycle of epoxides using mercaptan. Some of these epoxides are not described in literature.

Accordingly, an object of the present invention are also new compounds of formulas A, A2, A3 and A4

Compounds of formulas A, A2, A3 and A4 receive, for example, as described in the experimental section, preferably by reaction of the corresponding phenols with epichlorohydrin or epibromohydrin.

The object of the present invention is also a method for the stabilization of polymers against oxidative, thermal, dynamic, caused by the action of light and/or caused by the action of ozone destruction, and this method includes vaccination n is such polymers at least the compounds of formula I.

The object of the present invention is also a method of grafting compounds of formula I, polymers, and this method includes a heating device for processing polymers of the mixture of the polymer and at least one of the compounds of formula I to a temperature exceeding the softening temperature of the polymer, and providing them with opportunities to interact with each other.

Another embodiment of the present invention is the use of compounds of the formula I as stabilizers for polymers against oxidative, thermal, dynamic, caused by the action of light and/or caused by the action of ozone destruction.

Another embodiment of the present invention is the use of compounds of formula I as a trained agents for polymers.

Preferred compounds of formula I for the above-mentioned methods and applications are the same as preferred options, reflected in the present description above for grafting on the polymer.

Further, the invention is illustrated by the following examples. Parts or percentages are mass.

Example 1. Obtain 1-tert-Nonito-3-tert-noninsulin-2-propyl-3,5-decret-butyl-4-hydroxyphenylpropionic (compound 101).

To 23.3 g (being 0.036 mole) of 1,3-bis(tert-Nonito)-2-propyl-3,5-decret-butyl-4-hydroxyphenyl is ionata [obtained analogously US 3954839 of 1,3-bis(tert-Nonito)-2-propanol and the acid chloride of 3,5-decret-butyl-4-hydroxyphenylpropionic acid] in 40 ml of acetone at room temperature is added dropwise to 7.3 g (0,073 mol) of 35% an aqueous solution of hydrogen peroxide. The reaction mixture was stirred for 24 h at room temperature, then diluted with water and using a vacuum rotary evaporator to remove the acetone. The aqueous residue is extracted with ethyl acetate. The organic phase is separated, dried over sodium sulfate and concentrated using a vacuum rotary evaporator. By chromatography of the oily residue on silica gel using the mobile phase ethyl acetate/hexane in a ratio of 1:5 connection (101) are obtained in the form of a yellowish oil having a value of RF(ethyl acetate/hexane in the ratio 1:5) of 0.27. MS [chemical ionization (CI)]: 653 (MN+).

Analogously to example 1 using 1,3-bis(tert-dodecylthio)-2-propyl-3,5-decret-butyl-4-hydroxyphenylpropionic instead of 1,3-bis(tert-Nonito)-2-propyl-3,5-decret-butyl-4-hydroxyphenylpropionic connection (102) are obtained in the form of a yellowish oil having a value of RF(ethyl acetate/hexane in the ratio 1:5) of 0.27. MS (CI): 737 (MN+).

Example 2. Getting 1 isooctylmercaptoacetate-3-isooctylmercaptoacetate-2-propyl-3,5-decret-butyl-4-hydroxyphenylpropionic (compound 103).

Analogously to example 1 instead of 1,3-bis(tert-Nonito)-2-propyl-3,5-decret-butyl-4-hydroxyphenyl is pinata for 12 h at 45° With 35%aqueous solution of hydrogen peroxide is stirred 1,3-bis(isooctylmercaptoacetate)-2-propyl-3,5-decret-butyl-4-hydroxyphenylpropionic. The reaction mixture was treated similarly to example 1. Chromatography of the residue on silica gel using as mobile phase of hexane/acetone in a ratio of 3:2 compound (103) receive in the form of a yellowish oil having a value of RF(hexane/acetone in a ratio of 3:2) of 0.54. MS (CI): 740 (MN+).

Example 3. Obtain 1-n-octylthio-3-n-octylmethyl-2-propyl-3,5-decret-butyl-4-hydroxyphenylpropionic (compound 104).

To 6,1 g (0,01 mol) of 1,3-bis(n-octylthio)-2-propyl-3,5-decret-butyl-4-hydroxyphenylpropionic [obtained analogously US 3954839 of 1,3-bis(n-octylthio)-2-propanol and methyl ester of 3,5-decret-butyl-4-hydroxyphenylpropionic acid by transesterification in the presence of 0.5% product Fascat 4200 (RTM)] in 10 ml of acetone at room temperature is added dropwise 2.0 g (0,02 mol) of 35%aqueous hydrogen peroxide solution. The reaction mixture was stirred for 8 h at 45°C, cooled to room temperature and diluted with water, using a vacuum rotary evaporator to remove the acetone. The aqueous residue is extracted with ethyl acetate. The organic phase is separated, dried over sodium sulfate and concentrated using vacuo the aqueous rotary evaporator. By chromatography of the oily residue on silica gel using the mobile phase ethyl acetate/hexane in the ratio 1:1 connection (104) are obtained in the form of a yellowish oil having a value of RF(ethyl acetate/hexane in the ratio 1:1) of 0.65. MS (CI): 624 (MN+).

Example 5. Obtaining 3-thia-3-oxapentane-1,5-diyl-bis[3-(3,5-decret-butyl-4-hydroxyphenyl)propionate] (compound 106).

In a solution of 6.4 g (0,01 mol) 3-thiopental-1,5-diylbis[3-(3,5-decret-butyl-4-hydroxyphenyl)propionate] [product Irganox 1035 (RTM), the company Ciba SC] in 40 ml acetic acid is added 1.7 g (0,01 mol) of 3-chloroperbenzoic acid. After stirring for 4 h at room temperature advanced type of 0.85 g (0,005 mol) of 3-chloroperbenzoic acid and then stirring is continued at room temperature for an additional 4 h, the Reaction mixture was poured into water and extracted with diethyl ether. The organic phase is washed with water, dried over sodium sulfate and concentrated using a vacuum rotary evaporator. Crystallization of the residue from hexane get the connection (106) with tPLfrom 92 to 94°having a value of RF(chloroform/methanol in the ratio of 49:1) to 0.61. MS (CI): 659 (MH+).

Example 6. Obtain 1,3-bis(tert-dodecyloxyphenyl)-2-propanol (compound 107).

In a solution of 18.4 g (0,04 mole) of 1,3-bis(tert-dodecylthio)-2-propanol in 20 ml of acetone at about 5°With added dropwise 8 g (0,08 mol) of 35%aqueous hydrogen peroxide solution. The reaction mixture was stirred for 24 h at room temperature, then diluted with water and using a vacuum rotary evaporator to remove the acetone. The aqueous residue is extracted with ethyl acetate. The organic phase is separated, dried over sodium sulfate and concentrated using a vacuum rotary evaporator.

By chromatography of the oily residue on silica gel using the mobile phase ethyl acetate/hexane in the ratio 1:1 connection (107) are obtained in the form of a yellowish oil having a value of RF(ethyl acetate) of 0.43. MS (CI): 493 (MH+).

Example 7. Obtain 1-tert-dodecylsulfonate-3-tert-dodecylsulfonate-2-propanol (compound 108).

In the solution to 46.0 g (of 0.10 mole) of 1,3-bis(tert-dodecylthio)-2-propanol in 50 ml of acetone at room temperature is added dropwise to 40 g (to 0.40 mol) of 35%aqueous hydrogen peroxide solution. The reaction mixture was stirred for 24 h at 50°C, then diluted with water and using a vacuum rotary evaporator to remove the acetone. The aqueous residue is extracted with ethyl acetate. The organic phase is separated, dried over sodium sulfate and the concentration of irout using a vacuum rotary evaporator. By chromatography of the oily residue on silica gel using the mobile phase ethyl acetate/hexane in the ratio 1:1 connection (108) are obtained in the form of a yellowish oil having a value of RF(ethyl acetate/hexane in the ratio 1:1) of 0.10. MS (CI): 509 (MN+).

Example 8. Obtain 1,3-bis(tert-dodecylsulfonate)-2-propanol (compound 109).

When the connection (108) in accordance with example 7 during subsequent chromatography fractions connection (109) are obtained in the form of a yellowish oil having a value of RF(ethyl acetate/hexane in the ratio 1:1) of 0.44. MS (CI): 525 (MN+).

Example 9. Obtain 1,3-bis(n-octylaniline)-2-propyl-3,5-decret-butyl-4-hydroxyphenylpropionic (compound 110).

To 6,1 g (0,01 mol) of 1,3-bis(n-octylthio)-2-propyl-3,5-decret-butyl-4-hydroxyphenylpropionic [obtained analogously US 3954839 of 1,3-bis(n-octylthio)-2-propanol and methyl ester of 3,5-decret-butyl-4-hydroxyphenylpropionic acid by transesterification in the presence of 0.5% product Fascat 4200 (RTM)] in 10 ml of acetone at room temperature is added dropwise 4.0 g (0,04 mol) of 35%aqueous hydrogen peroxide solution. The reaction mixture was stirred for 8 h at 45°C, cooled to room temperature, diluted with water and using vacuumoperated evaporator to remove the acetone. The aqueous residue is extracted with ethyl acetate. The organic phase is separated, dried over sodium sulfate and concentrated using a vacuum rotary evaporator. By chromatography of the oily residue on silica gel using the mobile phase ethyl acetate/hexane in a ratio of 1:1 receive connection (110) with tPLfrom 95 to 99°C. MS (CI): 640 (MN+).

Example 10. Obtain 1,3-bis(isooctylmercaptoacetate)-2-propyl-3,5-decret-butyl-4-hydroxyphenylpropionic (compound 111).

Analogously to example 9 instead of 1,3-bis(n-octylthio)-2-propyl-3,5-decret-butyl-4-hydroxyphenylpropionic with 35%aqueous solution of hydrogen peroxide for 12 h at 45°mix With 1,3-bis(isooctylmercaptoacetate)-2-propyl-3,5-decret-butyl-4-hydroxyphenylpropionic. The reaction mixture was treated similarly to example 9. Chromatography of the residue on silica gel using as mobile phase of hexane/acetone in a ratio of 3:2 compound (111) are obtained as a colourless resin, having a value RF(hexane/acetone in a ratio of 3:2) of 0.32. MS (CI): 756 (MN+).

Example 11. Obtain 1-tert-dodecylsulfonate-3-[2,4-decret-butyl-6-(3,5-decret-butyl-2-hydroxy-α-methylbenzyl)phenyloxy]-2-propanol (compound 112).

a) Receiving EPO is sid formula A.

To humidity 131.6 g of 2,2-ethylidene-bis-4,6-decret-butylphenol and 300 ml of epichlorohydrin for 2 h at 25°add to 33.7 g of potassium tert-butylate and the mixture was kept at 60°C for 4 h After extraction of the reaction mixture with water/toluene, separation of the organic phase and concentration by evaporation of the solvent in the form of a colorless powder get 98,7 g (67%yield) of the compound of formula a with tPL133°C.

b) Obtaining the compounds of formula C.

A mixture of 494 mg of the epoxide of the formula [obtained according to example 11a], 242 mg of tert-dodecylmercaptan (isomeric mixture) and 1.66 g of potassium carbonate in 3 ml of dimethylformamide is stirred for 8 h at 110°C. extraction with hexane and normal processing of the organic phase after extraction and drying in the form of a yellowish oil are 0.56 g (80%yield) of the compounds of formula V, MS(EI): 696 (M+).

Analogously to example 11b using n-dodecylmercaptan instead of tert-dodecylmercaptan get compound of formula B2 with tPL90°C. MC(EI): 683 (M+).

C) Obtaining connection 112.

16,8 g of compound of the formula In [obtained according to example 116] is dissolved in 50 ml of acetone and added 4.7 g of 35%aqueous hydrogen peroxide; the mixture is stirred for 36 h at 45&x000B0; C. Then the reaction mixture was added water. The product is extracted with ethyl acetate. After conventional treatment in the form of a white powder gain of 15.4 g (90%yield) of compound 112 with tPL72°C. MC(CI): 713(MH+).

Analogously to example 11 using the compounds of formula B2 instead of the compounds of formula To get the connection 113 with tPL198°C. MC(CI): 713 (MN+).

Similar examples 116 and 11b compound B3-B9 and 114-120 obtained using epoxide A2

instead of resin A. the Results are presented in table 1.

Similar examples 11b and 11C connection Q10-Q13 and 121-124 obtained using epoxide A3

instead of resin A. the Results are presented in table 2.

Example 12. The formation of compounds 14, 15, 125 and 126 (table 3).

37,36 g of methyl ester of 3-[3-(2-benzotriazolyl)-5-tert-butyl-4-hydroxyphenyl]propionic acid, 26,05 g 2-n-dodecylthiomethyl and 0,19 g Fascat 4200 maintained at 165°within 24 hours the Reaction mixture is cooled and chromatographic on silica gel using the mobile phase system hexane/ethyl acetate in a ratio of 19:1, as a result, in the form of a colourless oil are 56,25 g (94%yield) of compound 14 (table 3), MS (EI): 267 (M+).

50 g of compound 14 (table 3) are dissolved in 50 ml of acetone and oxidized at 45°using 17,13 g of 35%aqueous hydrogen peroxide solution in accordance with the usual method with the formation of the sulfoxide, resulting in a gain of 52 g (100%yield) of compound 125 (table 3) with tPL61°S, MS (CI) 584 (MN+).

Similar by connections 15 and 126 (table 3) is obtained using 2-tert-dodecylthiomethyl instead of 2-n-dodecylthiomethyl.

Example 13. The formation of compounds 16, 127 and 128 (table 4).

30 g of methyl ester of 3-[3-(2-benzotriazolyl)-5-tert-butyl-4-hydroxyphenyl]propionic acid, and 29.6 g of 1,3-dioctyltin-2-propanol and 0.15 g of the product Fascat 4200 maintained at a temperature of from 170 to 175°C for 20 hours the Reaction mixture is cooled and chromatographic on silica gel using as mobile phase system hexane/ethyl acetate in the ratio of 4:1, resulting in a gain 40,55 g (71%yield) of compound 16 (table 4) with tPL52°C, MC (CI): 670 (MN+).

30 g of compound 16 (table 4) are dissolved in 40 ml of acetone and oxidized for 2 h at 45°using 8,71 g of 35%aqueous peroxide solution in which oroda in accordance with the usual method with the formation of the sulfoxide, in the result of which receive a mixture of compounds 127 and 128 (table 4), which chromatographic do not share. Output: 100%, tPL124°C, MC (CI): 702, and 686 (MN+).

Example 14. Obtaining compounds B17-B19 and 129-131 (table 5).

The process of producing compounds in accordance with table 5 carried out similarly to the method described in US 6040455.

Example 15. Obtaining compounds B20-B30 and 132-142 (table 6).

A mixture of 17.0 g of N-isopropyl-N'-phenyl-p-phenylenediamine, 29,8 g 3-harddecision and 0.5 g of potassium iodide in 50 ml of dimethylformamide at 115°stirred for 26 hours, the Reaction mixture was cooled to room temperature, diluted with water and extracted with ethyl acetate. The organic phase is washed with water, dried over sodium sulfate and concentrated using a vacuum rotary evaporator. Chromatography of the residue on silica gel using as mobile phase system ethyl acetate/hexane in a ratio of 1:9 to obtain 15.9 g (45%yield) of compound B20 (table 6) with tPL56°C, MC (CI): 469 (MH+). Oxidation of compounds in20 to obtain the corresponding sulfoxides connection 132 (table 6) is carried out analogously to example 13; tPL56°C, MC (CI): 485 (MH+).

Similarly, to enter the described method using the corresponding phenylenediamine and the corresponding tiefer receive connections B21-B30, and subsequent oxidation using hydrogen peroxide connection 133-142 (table 6).

Example 16. Obtaining compounds V and 143.

13,7 g glycidyl(isooctylmercaptoacetate)tiefer added dropwise within 30 min at 60°to 10,9 g isooctyl ester 3-mercaptopropionic acid, and then stirred for another hour at 60°With, resulting in the form of a yellowish oil are connection W. MS (CI): 493 (MH+).

Oxidation of compounds V to obtain the corresponding disulfide connection 143 carried out analogously to example 13 using hydrogen peroxide. MS (CI): 525 (MN+).

Example 17. Obtaining compounds 144-160 (table 7).

A General method of preparing compounds 144-160 (table 7). In a suspension of the corresponding bis-tiefer in acetic acid at 50°With added dropwise 220 mol.% 35%aqueous hydrogen peroxide solution. Then, at this temperature, stirring is continued during the subsequent period of 1 to 3 hours In some cases, the product precipitates directly from the reaction solution, in other cases, the extraction is carried out with ethyl acetate, and the treatment is carried out in the usual way.

Note the R 18. Obtaining compounds V32, V, 161 and 162 (table 8).

A mixture of 15.4 g of N-isopropyl-N'-phenyl-p-phenylenediamine, 25 g of 2-n-dodecyldimethylamine ether bromoxynil acid and 47 g of potassium carbonate in 50 ml of dimethylformamide at 80°stirred for 8 hours by Chromatography of the reaction mixture on silica gel using as mobile phase system hexane/ethyl acetate 1:1 ratio gain of 26.4 g (75%yield) of compound V32 (table 8) with tPL51°C, MC (CI): 513 (MN+).

In a solution of 13.2 g of compound V32 (table 8) in 150 ml of acetone introduced 5 g of 35%aqueous hydrogen peroxide solution and at 45°for 8.5 h carry out the mixing. Later in the reaction mixture, water is added. The product is extracted with ethyl acetate. After conventional treatment in the form of a viscous oil are 12.5 g (92%yield) of compound 161. MC (CI): 529 (MH+).

Similarly to the technique described above using 2-tert-dodecyldithio ether bromoxynil acid instead of 2-n-dodecyldimethylamine ether bromoxynil acid get connection V, and subsequent oxidation using hydrogen peroxide connection 162 (table 8).

Example 19. Obtaining compounds W, V, V, 163, 164 and 165 (table 9).

In the suspension 2,47 g of sodium hydride in 20 ml of hexane at a temperature of from 0 to 25°With added dropwise 9,49 g n-octanethiol. After completion of hydrogen added 15 g of 3-bromopropionitrile in 20 ml of hexane. The white suspension is stirred for 10 h at 70°C. the Reaction mixture is cooled to room temperature, filtered and the filtrate is concentrated using a vacuum rotary evaporator. Distillation of the residue in an oven Cuellar (tKip110°C/0.1 mbar) as a colorless liquid obtain 15.6 g (66%yield) of compound B (table 9), MS (CI): 308 (MN+).

Similar by using 3-bromopropionitrile instead of 3-bromopropionitrile get a connection V (table 9). MC (CI): 350(MH+).

Likewise, a similar by using tert-dodecylmercaptan instead of n-octanethiol get a connection V (table 9). MS (CI): 365 (MN+).

Oxidation of compounds V, W and V to obtain the corresponding sulfoxides connection 163, 164 and 165 carried out analogously to example 13 using hydrogen peroxide. Established molecular weight are presented in table 9.

Example 20. Obtaining compounds V-B41 content and 166-170 (table 10).

a) Obtaining epoxide of formula A4.

img src="https://img.russianpatents.com/839/8391647-s.jpg" height="52" width="110" >

To a suspension of 200 g of 2,4-diphenyl-6-(2,4-dihydroxyphenyl)-1,3,5-triazine and 138 g of anhydrous potassium carbonate in 2 l of toluene at 80°enter 176,6 g epibromohydrin. The reaction mixture is stirred at this temperature for a further 14 h, and then filtered in hot condition and further cooled. The precipitated product is filtered and dried in a drying Cabinet, resulting in a pale yellow powder obtain 123 g (53%yield) of the epoxide of formula A4, tPL186°S, MS (CI): 398 (MH+).

b) Receiving sulphides V-B41 content (table 10).

A solution of 9.95 g of the epoxide of formula A4 [obtained according to example 20A] and 6.1 g of n-dodecylmercaptan in 10 ml of dimethylformamide at 110°stirred for 44 hours, the Reaction mixture is cooled and diluted with water; the precipitated product is filtered off and the residue is dried, resulting in the form of a yellow powder obtain 14.2 g (95%yield) of compound B (table 10), tPL80°S, MS (CI): 600 (MN+).

Analogously to example 20B using 2-isooctylmercaptoacetate, tert-dodecylmercaptan, n-octadecylamine and n-artilleryman instead of n-dodecylmercaptan receive connections V-B41 content (table 10).

C) Receive sulfoxidov 166-170 (table 10).

To a suspension of 4 g of compound V [obtained according to example 20B] in 10 ml of glacial acetic acid is ri 45° To enter 0.45 g of 35%aqueous hydrogen peroxide solution. Then, at this temperature, the reaction mixture is stirred for a further 7 hours After adding water, the product precipitates. The precipitate is filtered off, washed with water, and then dried in a drying Cabinet, resulting in the form of a yellow powder obtain 3.0 g (76%yield) of compound 166 (table 10), tPL99°C, MC (CI): 616 (MN+).

Similar by connecting V-B41 content oxidizes with getting sulfoxidov 167-170 (table 10).

Example 21. Obtaining compounds V-V and 171-174 (table 11).

a) Obtaining compounds V and V (table 11).

A solution of 27.9 g of 3-chloropropylene-dodecylthiophene [obtained analogously US 3038944, example IV] and 15.8 g of 2.2.5.5-tetramethyl-2,5-dihydro-3H-imidazole-4-thione in 50 ml of toluene at 120°stirred for 24 h, the Reaction mixture is cool, add 50 ml of water containing 4 g of sodium hydroxide, and the extraction is carried out with ethyl acetate. The organic phase is washed with water, dried over sodium sulfate and concentrated using a vacuum rotary evaporator. Distillation of the residue in an oven Cuellar (tKip130°/0,02 bar) in the form of a yellow oil are 24.5 g (63%yield) of compound B (table 11), MS (CI): 401 (MH+).

Analogously to example 21A with the use of what Finance 3-chloropropyl-n-dodecylthiophene instead of 3-chloropropylene-dodecylthiophene in the form of a yellow oil are connection V (table 11), MS (CI): 401 (MH+).

b) Obtaining compounds B44 and V (table 11).

A mixture of 7.93 g of compound V [obtained according to example 21A], 0.7 g of paraformaldehyde and 1 g of formic acid in 12 ml of toluene and 3 ml of water was incubated for one hour at 75°C. using a vacuum rotary evaporator, the reaction mixture was concentrated. Using dilute sodium hydroxide solution, the remainder is alkalinized and extracted with toluene. The organic phase is washed with water, dried over sodium sulfate and using a vacuum rotary evaporator concentrate, resulting in the form of a reddish oil obtain 7.9 g (96%yield) of compound B44 (table 11), MS (CI): 415 (MH+).

Analogously to example 21B using connection V [obtained according to example 21A] as an orange oil get a connection,V (table 11), yield 82%, MS (CI): 415 (MH+).

C) Receive sulfoxidov 171-174 (table 11).

Oxidation of compounds V-V with obtaining relevant sulfoxide compounds 171-174 carried out using hydrogen peroxide as in example 13. Installed the molecular weight is presented in table 11.

Example 22. Inoculation on polybutadiene.

Trained agents in accordance with the invention, which are listed in table 12, is added to the polybutadiene [product low with what uranium CIS-links BR BUNA CB 529 T (RTM) Bayer], pre-stabilized by using a 0.2% product Irganox 1520 (RTM) [4,6-bis(actitioner)-2-METHYLPHENOL]. The actual inoculation carry out the mixing of the rubber in blastomere of Brabender at 160°and the rotation speed of 40 rpm for 15 minutes and Then the rubber is molded in a hot press at 90°C for 10 min to obtain plates of 2 mm thickness. These plates are treated by extraction with acetone at room temperature for 3 days in a Soxhlet extraction apparatus. The degree of implementation of the inoculated agents in rubber establish the determination of the content of sulfur and H-NMR (CDCl3). The results are presented in table 12.

a)Comparative example.

b)The example in accordance with the invention.

C)Product Irganox 1076 (RTM) [company Ciba Spezialitatenchemie AG] is a compound of the formula AO-1

The data of comparative example 22A clearly show that the main stabilizer, the product Irganox 1520 (RTM), which similarly contains sulfur, not vaccinated and fully extracted from the rubber acetone.

Thermal-oxidative stability of the rubber plates after extraction with acetone is determined by: a) ageing in an oven, b) aging in silicone oil, and C) DSC analysis. The aging process in a drying Cabinet is avodat at 70° With toluene, and the gel formation set as a function of time. The more time spent on the formation of the gel, the better the stabilization of rubber. The aging process in silicone oil is carried out at 140°C for 30 minutes Then determine the gel content in wt.%. In the case of DSC analysis time is measured in minutes until it engages the appearance of peak ectothermy. The longer the time period, the more stable the rubber. The results are presented in table 13.

The meaning of the Superscript charactersa),b)andC)presented in the notes to table 12.

Are shown in tables 12 and 13, the results clearly show that a trained agents in accordance with the invention in the grafted state not only analytically demonstrate stability to extraction, but also have a significant antioxidant effect.

Example 23. Crosslinking of the polybutadiene.

The test was a trained agent (vulcanizing material) is injected into the rubber [product with low content of CIS-links BR BUNA ST 529 T (RTM) Bayer] at a concentration of 2 wt.% at 60°by mixing on a roll mill. Using these samples in the oscillation plastometer at 180°To determine what is happening in the oscillator torque change and tangent 5 loss modulus as a function of time. The increase in torque and the mind is isenia tangent 5 show a higher degree of structuring and accordingly, the transition from plastic to elastic state. In addition, at 25°in toluene determine the characteristic viscosity. Between the characteristic viscosity and molecular weight are directly connected. The increase of the characteristic viscosity indicates an increase in molecular weight and, consequently, increase the degree of structuring. The results are presented in table 14.

Comparative example.

The example in accordance with the invention.

In table 14 the results show that in the described conditions, a trained agents (curing substances) in accordance with the invention initiate structuring.

Example 24. Structuring polybutadiene.

The test was a trained agent (vulcanizing agent) 152 (table 7) is introduced into the rubber [product with low content of CIS-links BR BUNA ST 529 T (RTM) Bayer] at a concentration of 3 wt.% at 60°by mixing on a roll mill. After mixing the contents of the gel, as determined in toluene at room temperature, is 0.20%. When polybutadiene sample was kept at 200°C for 15 min, the gel content increases to 74%. Such a significant increase in the content of the gel is a consequence of the chemical structure, vyzvannogo connection 152 (table 7).

1. The polymer, to the verge of the grafted compound of formula I

in which, when n represents 0,

R stands for

,

or a radical of the formula III, IV, V, VI, VII, VIII or IX

when n denotes 1,

R denotes,,

,,

or;

when n represents 2,

R denotesor

when n represents 3,

R denotesor

R1stands With1-C25alkyl,,

or2-C18hydroxyalkyl,

R2stands With1-C25alkyl,,

With2-C18guide oxyalkyl or a radical of the formula III or IX,

R5stands With1-C12alkylen or2-C12alkylen, interrupted by an oxygen atom

R6, R7and R8each independently of one another denotes a hydrogen atom, a C1-C12alkyl, C2-C12alkyl, which is interrupted by oxygen atom or sulfur, or With3-C12alkenyl,

R9denotes a hydrogen atom, a C1-C8alkyl, C5-C8cycloalkyl, C7-C9phenylalkyl or phenyl,

R10stands With1-C8alkyl, C5-C8cycloalkyl,7-C9phenylalkyl, phenyl,

or

R12denotes a direct bond or unsubstituted or1-C4alkyl substituted With1-C8alkylen,

R13stands With1-C8alkylen or

R14denotes a hydrogen atom or a C1-C4alkyl,

R15stands With1-C4alkylen,

R16denotes a hydrogen atom, a cyclohexyl or3-C12alkyl,

R17stands With1-C8alkylen or

R18denotes a hydrogen atom, a C1-C12alkyl,

R 19stands With1-C12alkyl or C7-C9phenylalkyl,

R20stands With1-C12alkyl or C7-C9phenylalkyl,

R21does,or

R22denotes a direct bond or C1-C8alkylen,

R23stands With1-C8alkylen,

R24denotes a hydrogen atom, a C1-C25alkyl, C2-C25alkanoyl,

or

R25stands With2-C18alkylen or2-C18alkylene, which is interrupted by oxygen atom or sulfur,

R26and R27each independently of one another denotes a hydrogen atom, CF3C1-C12alkyl or phenyl, or R26and R27together with the carbon atom to which they are bound, form a5-C8cycloalkylation ring which is not substituted or substituted C1-C4alkyl groups of from 1 to 3,

R28stands With1-C8alkyl,

R29represents C1-C12alkylen,

R30stands With1-C8alkylen,

R31stands With1-C25alkyl

R32, R33, R34and R35each independently from each other represents C1-C8alkyl or the radicals R32and R33or the radicals R34and R35together with the carbon atom to which they are bound, form a5-C12cycloalkylation ring,

R36denotes a hydrogen atom, a C1-C18alkyl, C3-C6alkenyl,3-C6quinil,7-C12phenylalkyl,1-C8acyl, C1-C18alkoxy, C1-C18hydroxyalkoxy, C2-C18alkenylacyl or5-C12cycloalkane,

R37stands With1-C4alkylen, a sulfur atom or With2-C8alkyliden,

R38denotes a hydrogen atom, a C1-C8alkyl, C5-C8cycloalkyl or phenyl,

R39denotes a hydrogen atom or halogen, -SO-C1-C25alkyl or-SO2-C1-C25alkyl,

R40denotes a hydrogen atom, a C1-C8alkyl or phenyl,

R41denotes a direct bond or unsubstituted or1-C4alkyl substituted With1-C8alkylen,

R42denotes a hydrogen atom, a C1-C8alkyl, C5-C8cycloalkyl or C7-C9phenylalkyl,

m denotes 0, 1 or 2,

n denotes 0, 1, 2 or 3, and

p denotes 1 or 2,

provided that when n represents 0, R represents a radical of the formula V,

R17does

and R22and R23represent methylene, then R24has a value other than a hydrogen atom.

2. The polymer to which is grafted compound of formula I according to claim 1, in which m and p denotes 1.

3. The polymer to which is grafted compound of formula I according to claim 1, in which n denotes 0,

R stands for

or a radical of the formula III, IV, V, VI, VII, VIII or IX;

when n denotes 1,

R denotes,,

,or

when n represents 2,

R denotesor

when n represents 3,

R denotesor

R1stands With1-C18alkyl,

With2-C12hydroxyalkyl,,or

R2represents C1-C18alkyl, ,

With2-C12hydroxyalkyl or a radical of the formula III or IX,

R5stands With1-C8alkylen or2-C8alkylen, interrupted by an oxygen atom

R6, R7and R8each independently of one another denotes a hydrogen atom, a C1-C8alkyl, C2-C8alkyl, which is interrupted by oxygen atom, or With3-C8alkenyl,

R9denotes a hydrogen atom, a C1-C8alkyl, cyclohexyl,7-C9phenylalkyl or phenyl,

R10stands With1-C8alkyl, cyclohexyl,7-C9phenylalkyl, phenyl,

or

R12denotes a direct bond or C1-C8alkylen,

R13stands With1-C8alkylen or

R14denotes a hydrogen atom or a C1-C4alkyl,

R15stands With1-C4alkylen,

R16denotes a hydrogen atom or a C3-C12alkyl,

R17stands With1-C8alkylen or

R18denotes a hydrogen atom, a C1-C8alkyl,

R19stands With1With 8alkyl or C7-C9phenylalkyl,

R20stands With1-C8alkyl or C7-C9phenylalkyl,

R21does,or

R22denotes a direct bond or C1-C3alkylen,

R23represents C1-C6alkylen,

R24denotes a hydrogen atom, a C1-C18alkyl, C2-C18alkanoyl,

or

R25stands With2-C12alkylen or2-C12alkylen, interrupted by an oxygen atom

R16and R27each independently of one another denotes a hydrogen atom or a C1-C8alkyl, or R26and R27together with the carbon atom to which they are bound, form a5-C8cycloalkylation ring,

R28represents C1-C4alkyl,

R29stands With1-C8alkylen,

R30stands With1-C4alkylen,

R31stands With2-C18alkyl,

R32, R33, R34and R35each independently from each other represents C1-C4alkyl or the radicals R32and R33what if the radicals R 34and R35together with the carbon atom to which they are bound, form a5-C12cycloalkylation ring,

R36denotes a hydrogen atom, a C1-C12alkyl, C3-C6alkenyl, benzyl, C1-C8acyl, C1-C12alkoxy, C1-C12hydroxyalkoxy,2-C12alkenylacyl or C5-C8cycloalkane,

R37stands With1-C4alkylen, a sulfur atom or With2-C4alkyliden,

R38denotes a hydrogen atom, a C1-C6alkyl, cyclohexyl or phenyl,

R39denotes a hydrogen atom, chlorine or bromine, -SO-C1-C18alkyl or-SO2-C1-C18alkyl,

R40denotes a hydrogen atom, a C1-C6alkyl or phenyl,

R41denotes a direct bond or C1-C8alkylen,

R42denotes a hydrogen atom, a C1-C8alkyl, cyclohexyl or C7-C9phenylalkyl,

m denotes 0, 1 or 2,

n denotes 0, 1, 2 or 3, and

p denotes 1 or 2.

4. The polymer to which is grafted compound of formula I according to claim 1, in which, when n represents 0,

R stands for

or a radical of the formula III, IV, V, VI, VII, VIII or IX;

when n denotes 1,

R denotes,,,or

when n represents 2,

R denotesor

when n represents 3,

R denotesor

R1stands With4-C18alkyl,,

With2-C8hydroxyl,

R2stands With4-C18alkyl,,

With2-C8hydroxyalkyl or a radical of the formula III or IX,

R5represents C1-C8alkylen,

R6, R7and R8each independently of one another denotes a hydrogen atom, a C1-C8alkyl or C3-C8alkenyl,

R9represents C1-C8alkyl, cyclohexyl or7-C9phenylalkyl,

R10represents C1-C8alkyl, cyclohexyl,7-C9phenylalkyl,or

R12represents C1-C8alkylen,

R13represents C -C8alkylen or

R14stands With1-C4alkyl,

R15stands With1-C4alkylen,

R16represents C3-C8alkyl,

R17represents C1-C8alkylen

R18denotes a hydrogen atom or a C1-C8alkyl,

R19represents C1-C8alkyl or C7-C9phenylalkyl,

R20represents C1-C8alkyl or C7-C9phenylalkyl,

R21does,or

R22represents C1-C6alkylen,

R23represents C1-C6alkylen,

R24denotes a hydrogen atom, a C1-C12alkyl, C2-C12alkanoyl,

or

R25stands With2-C8alkylen,

R26and R27each independently of one another denotes a hydrogen atom or a C1-C4alkyl, or R26and R27together with the carbon atom to which they are bound, form cyclohexylidene ring,

R28stands With1-C4al the sludge

R29represents C1-C4alkylen,

R30stands With1-C4alkylen,

R31stands With4-C18alkyl,

R32, R33, R34and R35each independently from each other represents C1-C4alkyl or the radicals R32and R33or the radicals R34and R35together with the carbon atom to which they are bound, form cyclohexylidene ring,

R36denotes a hydrogen atom, a C1-C8alkyl, benzyl, C1-C8acyl, C1-C8alkoxy, C2-C8hydroxyalkoxy,3-C8alkenylacyl or cyclohexyloxy,

R37stands With1-C4alkylen or2-C4alkyliden,

R38denotes a hydrogen atom, a C1-C4alkyl or cyclohexyl,

R39denotes a hydrogen atom or chlorine, -SO-C1-C12alkyl or-SO2-C1-C12alkyl,

R40denotes a hydrogen atom or a C1-C4alkyl,

R41stands With1-C8alkylen,

R42stands With1-C8alkyl, cyclohexyl or7-C9phenylalkyl,

m denotes 0, 1 or 2,

n denotes 0, 1, 2 or 3, and

p denotes 1 or 2.

5. The polymer, in which p is Evita compound of formula I according to claim 1, where the polymer is a natural, semisynthetic or synthetic polymer.

6. The polymer to which is grafted compound of formula I according to claim 1, where the polymer is a polyolefin, a styrene copolymer or elastomer.

7. Stabilized composition containing

a) a polymer which is susceptible to oxidative, thermal, dynamic, caused by the action of light and/or caused by the action of ozone destruction and which is subjected to vaccination according to claim 1, and

b) as an additive at least one compound selected from the group of pigments, dyes, fillers, fluidity modifiers, dispersants, plasticizers, vulcanization activators, vulcanization accelerators, vulcanizing agents, antistatics, amplifiers, adhesion, antioxidants and light stabilizers.

8. The composition according to claim 7, comprising as component (b) a phenolic antioxidant, an amine antioxidant type, organic postit or phosphonic and/or ticinensis.

9. The composition according to claim 7, in which component (b) is contained in an amount of from 0.01 to 10% based on the weight of component (a).

10. The compound of the formula I

in which, when n represents 0,

R stands for

or a radical of the formula III, IV, V, VI, VII, VII or IX

when n denotes 1,

R denotes,,,,

when n represents 2,

R denotesor

when n represents 3,

R denotesor

R1stands With4-C18alkyl,,or

With2-C8hydroxyalkyl,

R2stands With4-C18alkyl,,

With2-C8hydroxyalkyl or a radical of the formula III or IX,

R5stands With1-C8alkylen,

R6, R7and R8each independently of one another denotes a hydrogen atom, a C1-C8alkyl or C3-C8alkenyl,

R9about who appoints C 1-C8alkyl, cyclohexyl or7-C9phenylalkyl,

R10represents C1-C8alkyl, cyclohexyl,7-C9phenylalkyl,

or

R12represents C1-C8alkylen,

R13represents C1-C8alkylen or

R14stands With1-C4alkyl,

R15represents C1-C4alkylen,

R16represents C3-C8alkyl,

R17represents C1-C8alkylen or

R18denotes a hydrogen atom or a C1-C8alkyl,

R19represents C1-C8alkyl or C7-C9phenylalkyl,

R20represents C1-C8alkyl or C7-C9phenylalkyl,

R21does,or

R22represents C1-C6alkylen,

R23represents C1-C6alkylen,

R24denotes a hydrogen atom, a C1-C12alkyl, C2-C12alkanoyl,

or

R25stands With2-C8alkylen,

R26and R27each independently of one another denotes a hydrogen atom or a C1-C4alkyl, or R26and R27together with the carbon atom to which they are bound, form cyclohexylidene ring,

R28stands With1-C4alkyl,

R29represents C1-C4alkylen,

R30represents C1-C4alkylen,

R31represents C4-C18alkyl,

R32, R32, R34and R35each independently from each other represents C1-C4alkyl or the radicals R32and R33or the radicals R34and R35together with the carbon atom to which they are bound, form cyclohexylidene ring,

R36denotes a hydrogen atom, a C1-C8alkyl, benzyl, C1-C8acyl, C1-C8alkoxy, C2-C8hydroxyalkoxy, C3-C8alkenylacyl or cyclohexyloxy,

R37stands With1-C4alkylen or2-C4alkyliden,

R38denotes a hydrogen atom, a C1-C4alkyl or cyclohexyl,

R39denotes a hydrogen atom or chlorine, -SO-C1-C12alkyl or-SO2-C1-C12alkyl,

R40denotes a hydrogen atom or a C1-C4alkyl,

R41represents C1-C8alkylen,

R42represents C1-C8alkyl, cyclohexyl or7-C9phenylalkyl

m denotes 0, 1 or 2,

n denotes 0, 1, 2 or 3, and

p denotes 1 or 2;

provided that when n represents 0, R represents a radical of the formula V, R17does

a R22and R23represent methylene, then R24has a value other than a hydrogen atom.

11. The compound of formula Ia

in which, when n represents 0,

R stands for

or a radical of the formula III, IV, V, VI, VII, VIII or IX

when n denotes 1,

R denotes,,,

when n represents 2,

R denotes or

when n represents 3,

R denotesor

R1represents C4-C18alkyl,,

With2-C8hydroxyalkyl,

R2stands With4-C18alkyl,,

C2-C8hydroxyalkyl or a radical of the formula III or IX,

R5represents C1-C8alkylen,

R6, R7and R8each independently of one another denotes a hydrogen atom, a C1-C8alkyl or C1-C8alkenyl,

R9represents C1-C8alkyl, cyclohexyl or7-C9phenylalkyl,

R10represents C1-C8alkyl, cyclohexyl,7-C9phenylalkyl,

or

R12stands With1-C8alkylen,

R13stands With1-C8alkylen or

R14represents C1-C4alkyl,

R15represents C1-C4alkylen,

R16represents C3-C8alkyl,

R17represents C1-C8alkylen or

R18denotes a hydrogen atom or a C1-C8alkyl,

R19represents C1-C8alkyl or C7-C9phenylalkyl,

R20represents C1-C8alkyl or C7-C9phenylalkyl,

R21does,or

R22represents C1-C6alkylen,

R23represents C1-C6alkylen,

R24denotes a hydrogen atom, a C1-C12alkyl, C2-C12alkanoyl,

or

R25stands With2-C8alkylen

R26and R27each independently of one another denotes a hydrogen atom,

C1-C4alkyl, or R26and R27together with the carbon atom to which they are bound, form cyclohexylidene ring,

R28stands With1-C4alkyl,

R29stands With1-C4alkylen,

R30represents C1-C4alkylen,

R31stands With4-C18alkyl,

R32, R33, R34 35each independently from each other represents C1-C4alkyl or the radicals R32and R33or the radicals R34and R35together with the carbon atom to which they are bound, form cyclohexylidene ring,

R36denotes a hydrogen atom, a C1-C8alkyl, benzyl, C1-C8acyl, C1-C8alkoxy, C2-C8hydroxyalkoxy, C3-C8alkenylacyl or cyclohexyloxy,

R37represents C1-C4alkylene or C2-C4alkyliden,

R38denotes a hydrogen atom, a C1-C4alkyl or cyclohexyl,

R39denotes a hydrogen atom, chlorine, -SO-C1-C12alkyl or-SO2-C1-C12alkyl,

R40denotes a hydrogen atom or a C1-C4alkyl,

R41stands With1-C8alkylen,

R42represents C1-C8alkyl, cyclohexyl or7-C9phenylalkyl,

n denotes 0, 1, 2 or 3,

provided that when n represents 0, R represents a radical of the formula V,

R17does

a R22and R23represent methylene, then R24has a value other than a hydrogen atom.

12. The compound of formula A, A2, A3 or A4

13. The method of stabilization of the polymer against oxidative, thermal, dynamic, caused by the action of light and/or caused by the action of ozone destruction, which includes vaccination on the polymer of at least compound of formula I according to claim 1.

14. The method of grafting the compounds of formula I according to claim 1 to a polymer that includes a heating device for processing polymers of the mixture of the polymer and at least one of the compounds of formula I above the softening temperature of the polymer and provide them with opportunities to interact with each other.



 

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FIELD: chemistry of polymers, chemical technology.

SUBSTANCE: invention relates to acryl-silicone hybrid modifying agent with impact viscosity, a method for their preparing and compositions based on vinyl chloride resins comprising above said materials. Acryl-silicone hybrid modifying agent with impact viscosity comprises the following components: (a) from 0.01 to 10 parts by mass of seed charge-forming agent prepared by mechanism of emulsion copolymerization of vinyl monomers and hydrophilic monomers; (b) from 64 to 94 parts by mass of hybrid acryl-silicone rubber core covering a seed charge-forming agent wherein phase of polyorganosiloxane rubber is dispersed locally on internal part and core surface made of acryl rubber, and (c) from 6 to 40 parts by mass of envelope covering abovementioned rubber core and comprising alkylmethacrylate polymers. Thermoplastic resins comprising abovementioned materials being especially added to vinyl chloride resin acquire the excellent impact stability, resistance to weather and high luster.

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18 cl, 5 tbl, 27 ex

Rubber composition // 2254348

FIELD: rubber industry.

SUBSTANCE: invention concerns a method for grafting polymers based on conjugated diene monomers to brominated butyl rubbers and using thus obtained grafted copolymers in rubber compositions, which, after vulcanization, acquire improved physical characteristics. Grafting procedure comprises mixing solid brominated butyl rubber with solid polymers based on conjugated diene monomer including some quantity of bonds C-S-(S)n-C with n being an integer equal from 1 to 7. Mixing is conducted at temperature above 50 over a period of time long enough to complete the grafting. Rubber composition containing above grafted polymer optionally includes one or more curing agents. Cured rubber composition is intended for manufacturing tracks.

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Polymer composition // 2031913
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FIELD: polymer materials.

SUBSTANCE: invention relates to conducting polymer blend, which is prepared by selecting at least two mutually immiscible polymers and mixing them until into blend so that at least one of polymers forms continuous three-dimensional phase throughout the volume of blend. Thereafter, conducting metal-containing filler is added to blend. Difference in surface tensions between polymer(s) forming continuous three-dimensional phase and other polymers constituting polymer blend is equal at least 2 mN/m. Above-mentioned at least two polymers are selected from following polymer pairs: pair polyamide PA6 and polymer selected from group consisting of PA12 and polyolefin; pair PA66 and polymer selected from group consisting of PA6, polymethylmethacrylate, polycarbonate, polyethylene terephthalate, styrene/acrylonitrile copolymer, polystyrene, PA12, polyolefin, liquid-crystalline polymer, and polyoxymethylene; pair polybutylene terephthalate and polymer selected from group consisting of PA6, polymethylmethacrylate, polycarbonate, styrene/acrylonitrile copolymer, polyethylene terephthalate, polystyrene, PA12, polyolefin, liquid-crystalline polymer, and polyoxymethylene; pair polycarbonate and polymethylmethacrylate; pair polyethylene terephthalate and polymer selected from group consisting of polycarbonate, polymethylmethacrylate, polystyrene, PA6, PA12, and polyolefin; pair polymethylmethacrylate and polymer selected from group consisting of PA6, PA12, and polyolefin; pair polyoxymethylene and polymer selected from group consisting of polycarbonate, polymethylmethacrylate, polystyrene, PA6, PA12, and polyolefin; pair styrene/acrylonitrile copolymer and polymer selected from group consisting of polystyrene, PA6, PA12, and polyolefin.

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8 cl, 2 dwg, 4 tbl, 2 ex

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10 cl, 6 dwg, 7 ex

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15 cl, 2 tbl, 6 ex

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SUBSTANCE: invention relates to radiation-sensitive compositions with variable refraction coefficients allowing novel model with refraction coefficient distribution to be obtained, in particular optical material used in optical electronics and information representation devices. Invention discloses emission-sensitive composition with variable dielectric permittivity containing decomposable compound (A), non-decomposable component (B) including inorganic oxide particles resistant to acid or base originated from acid or base source (C), and radiation-sensitive degradable substance (C), wherein refraction coefficient nA of decomposable compound A and refraction coefficient nB of non-decomposable compound B lie in one of following relationships: nB-nA ≥ 0.05 (1) and nA-nB ≥ 0.05 (2), amount of component B ranges from 10 to 90 wt parts based on 100 wt parts of summary amount of components A and B, and amount of component C ranges from 0.01 to 30 wt parts based on 100 wt parts of summary amount of components A and B. Model obtained from indicated composition allows one to vary in a simple way refraction coefficients thereby achieving sufficiently large difference between them and their stability irrespective of application conditions.

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12 cl, 3 tbl, 7 ex

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12 cl, 2 dwg, 5 tbl

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6 cl, 1 tbl, 12 ex

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3 cl, 1 tbl, 8 ex

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3 cl, 4 dwg, 3 tbl, 14 ex

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EFFECT: achieved decoloration resistance of polymer substrate.

13 cl, 3 tbl, 3 ex

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