Polyolefin composition with low migration

FIELD: chemistry.

SUBSTANCE: invention relates to a polyolefin composition which is suitable for making pipes. The composition used to make pipes contains polyolefin (A), a compound (B) which is bis(2,4-dicumyphenyl)pentaerythritol diphosphate, and a phenol compound (C) of formula (I), where R denotes an unsubstituted or substituted aliphatic or aromatic hydrocarbon radical, which can contain heteroatoms, or R denotes a heteroatom; each X1-X5 denotes H, OH and/or R'; where R' denotes a hydrocarbon radical or a hydrogen atom, and n equals 1-4; and g) possibly a stabiliser against UV light (D).

EFFECT: composition has low tendency to migration of additives and their decay products, particularly phenol compounds and a light stabiliser, not more than 1,8 mcg/l with surface to volume ratio S/V between 11,70 and 12,30 dm-1, without loss of stability.

10 cl, 3 tbl, 5 ex

 

The present invention relates to polyolefin compositions in which the migration of additives used in the composition is low and, thus, the composition, in particular suitable for use in pipes.

Recent progress in the production and processing of polymers has led to the use of plastics in almost all aspects of modern life. However, polymeric compounds are subject to decay under the action of light, oxygen and heat. This leads to loss of strength, stiffness and flexibility, discoloration and scratching and loss of gloss.

Polymer compound, for example polyolefins, such as polyethylene and polypropylene, undergo degradation processes, guided by radicals, in particular during the processing stages, which may include casting, extrusion, etc. However, degradation occurs even when the target application through a radical mechanism under the action of light or heat, and, finally, violates the properties of the polymer.

In the art it is well known that antioxidants and light stabilizers can prevent or at least reduce these actions. In the polymers to protect them during handling and to achieve the desired performance properties add several types of additives. Additives, as a rule, divided by the stabilizers and modifiers. Typical mo is ifactory are antistatic means against fogging, the scavengers, the gas developing agents, lubricants, nuclearmoose agents, agents promoting sliding, and agents, caking, as well as fillers, flame retardants and cross-linking agents.

Stabilizers, such as antioxidants, used traditionally and currently include sterically difficult phenolic resins, aromatic amines, organic phosphites/phosphonites and thioethers. However, appropriate combinations of stabilizers should be carefully chosen depending on the desired end properties, which should have a polymeric product.

In WO 2004/033545 disclosed antioxidant compositions for improved long-term thermal stability of polymeric materials.

Besides many other applications, the polyolefin used for the manufacture of pipes for drinking-water distribution systems. Due to constant contact with the inner surface of the pipe connections can migrate out of the pipe material in the water, thereby deteriorating the water quality. Allowable quantities of hazardous compounds in drinking water firmly established legal requirements, and you should expect even more stringent requirements for the introduction of so-called "European plan acceptance".

Migratory behaviour of stabilizers and modifiers added to the materials the polyolefin, depends on many different properties such as the diffusion rate of molecules in a polymer matrix, chemical stability additives, type of extra decay products, etc. as an example, a particular extension connection may have improved chemical stability, thus having a positive effect on migration behavior, but, on the other hand, is subject to disintegration in connection easily diffusing through the polymer matrix, thus exerting a negative effect on migratory behaviour. You should also take into account that the improvement of migration behavior should not be achieved by stabilization of the polymer matrix. Thus, obtaining an incremental composition having a low propensity to migrate, not directly, but rather requires careful selection of appropriate connections.

In GB 2305180 discloses polyolefin compositions which are in permanent contact with extracting environment, where these compositions additionally contain organic phosphites/phosphonites, phenolic resin or steric amines employed as a stabilizing component.

However, to further improve the quality of drinking water and taking into account the fact that in the near future expect strict legislative requirements,development of pipes with high temperature and chemical stability, as well as releasing into the water only a very small amount of additives still has a high value.

Thus, the aim of the present invention is to develop a composition that has a low propensity for migration of additives and their decay products, in particular, phenolic compounds and sitosterolemia, without loss of stability.

The present invention is based on the discovery that the purpose of the invention can be achieved, if the polymer composition contains a special combination of additives.

Thus, the present invention relates to compositions containing

(a) a polyolefin (A);

b) compound (B) of the formula (I):

where each of R and R' represents identical or different residues and contains at least 6 C-atoms;

b) phenolic compound (C)having the formula (II)

where R represents an unsubstituted or substituted aliphatic or aromatic hydrocarbon radical which may contain heteroatoms, or R is a heteroatom; each X1-X5represents H, HE, and/or R'; R' represents a hydrocarbon radical or a hydrogen atom, and n is 1-4; and

g) perhaps the stabilizer against ultraviolet light (G),

where the composition of the total quantity and the creation of migratory compounds (B), (B) and, if present, (D), as well as its decay products, is equal to or less than 1.8 micrograms per liter ratio surface/volume (S/V is the surface/volume) from 11,70 to 12.30 DM-1defined in accordance with the descriptions below.

Because of the volume structure of the degree of migration of additives within the polyolefin matrix is significantly reduced, whereas chemical stability, in particular hydrolytic stability, improved.

The number of migratory compounds (B), (C) and, if present, (D), and their decay products in the composition is equal to or less than 1.8 micrograms per liter, more preferably less than 1.5 micrograms per liter, even more preferably less than 1.2 micrograms per liter and most preferably less than 1.0 microgram per liter with a ratio S/V 11,70 to 12.30 DM-1measured as described below. Quantitative analysis is performed by GC-MS (gas chromatography/mass spectrometry).

The resulting decomposition products depend on the used incremental compounds in the composition. In the present invention are possible decomposition products used components are substituted and/or unsubstituted phenols, ascention, benzoquinone, benzaldehyde, aromatic and/or aliphatic esters of carboxylic acids, amides, etc.

In the present invention it is preferable that in the formula (I) compounds is of (B) each of R and R' represent identical or different residues and contain preferably at least 10 C-atoms, and most preferably they represent a substituted phenyl residue containing at least one tert-boutelou group or a linear hydrocarbon group containing at least 10 C-atoms. In the preferred embodiment of the present invention, the compound (B) is bis(2,4-dokumenter)of the pentaerythritol diphosphite.

In addition, the compound (B) preferably used in a quantity equal to or less than 0.5% mass/mass, more preferably less than 0.2% mass/mass, most preferably less than 0.1% mass/mass of the entire composition.

Also preferably, the phenolic compound (B) had the formula IIa

where R represents an unsubstituted or substituted aliphatic or aromatic hydrocarbon radical which may contain heteroatoms, or R is a heteroatom; R' represents a hydrocarbon radical or a hydrogen atom, R represents a hydrocarbon radical or a hydrogen atom,

X1X2and X3are same or different H or HE, where at least X1X2or X3is a HE, and n is 1-4.

"Hydrocarbon moiety of formula II and IIa preferably represents a substituted or unsubstituted C1-C50uglevodorodnogo, which may be linear, cyclic or aromatic and may contain heteroatoms. Heteroatoms may represent oxygen, sulfur, nitrogen, phosphorus, or the like.

In addition, preferably, a hydrocarbon radical represented the bulk radical, which means that the above-described hydrocarbon radical optionally contains steric zatrudnieniu group. This steric difficulties with group preferably selected from the group of unsubstituted or substituted aliphatic, cyclic or aromatic1-C50hydrocarbon groups which may contain heteroatoms. More preferably sterically difficult group selected from the group of isopropyl, tert-butyl, unsubstituted and substituted phenyl, piperidine and/or triazine and the like.

When R is formula II and IIA is a heteroatom, preferably, R represents sulphur.

Even more preferably, the phenolic compound (B) selected from the group consisting of glycol ether bis(3,3-bis(4'-hydroxy-3'-tert-butylphenyl)butane acid (Hostanox O3™), 1,3,5-trimethyl-2,4,6-Tris(3,5-di-tert-butyl-4-hydroxyphenyl)benzene (Ethanox 330™), pentaerythritoltetranitrate(3-(3',5'-di-tert-butyl-4-hydroxyphenyl)-propionate (Irganox 1010™), the reaction product is bottled para-cresol and Dicyclopentadiene (lonol LC™) or MES.

The amount of phenolic compound (C) is preferably 0.05% mass/mass or more and more preferably 0.1% mass/mass or more of the whole composition. The upper limit of the used amount is preferably equal to or less than 1% mass/mass, more preferably equal to or less than 0.5% mass/mass of the entire composition.

The stabilizer against ultraviolet radiation (G) preferably includes a sterically hindered amine. Can be used conventional steric employed amines acting as UV stabilizer (often abbreviated as HALS: light stabilizers based on sterically obstructed amines), known in the art, for example, in WO 2005/014706 disclosed suitable sterically hindered amine.

In the present invention preferably sterically hindered amine contains one or more than one group of the following formula

where G' and G” are the same or different alkyl residues, Z' and Z” represent the same or different alkyl residues or Z' and Z together form a linking group, which may optionally be substituted by an ester, ether, amide, amino, carboxy or urethane group, and E represents oxely, hydroxy what capacity, CNS, cycloalkenyl, aryloxy or alkyl residue or hydrogen.

In the preferred embodiment of the sterically hindered amine is a polymer of 2,2,4,4-tetramethyl-7-oxa-3,20-diaza-20-(2,3-epoxypropyl)despero-(5.1.11.2)heneicosan-21-he and epichlorohydrin.

The UV stabilizer is preferably used in an amount of 0.01-1% mass/mass, more preferably 0.05 to 0.5% mass/mass of the entire composition.

In another preferred embodiment as an additional UV stabilizer carbon soot. In this embodiment the carbon black is preferably used in an amount of 0.2 to 3.5% mass/mass, more preferably 1.0 to 3.5% mass/mass, and most preferably 2.0 to 3.0% mass/mass of the entire composition.

Also in the present invention it is preferable that the polyolefin (A) was a Homo - or copolymer of ethylene or Homo - or copolymer of propylene. Most preferably, the polyolefin is a Homo - or copolymer of ethylene.

The polyolefin (a) may be obtained by any method known in this technical field.

Of course, when applying the composition according to the invention additional compounds selected from the conventional additives, fillers, minerals and lubricants, may be added to improve the technological properties and surface characteristics.

The song really is obreteniyu preferably used in pipe - black and natural (that is unpainted or painted pipes.

Preferably this pipe used in the system of drinking water supply. As shown below, the use of a composition according to the invention in water pipes reduces the migration of additives and their decay products in water in contact with the specified pipe.

Ways to measure

(a) Migration and quantitative analysis of additives and degradation products

The sample tubes were videlacele deklarirovannoe water in accordance with EN 12873-1 at room temperature (23°C). A third of the water after the migration was analyzed for organic compounds. Water samples were extracted with methylene chloride labeled with isotope internal standards were added to the water prior to the extraction. After concentration of the extracts was added to the injected standard and the extracts were analyzed using gas chromatography with mass-selective detector in accordance with the method of test EAS-GCMS (EAS - European eligibility criteria) (plan). As control methods water Milli-Q, stored in acid washed glass containers during the same time periods as in the test for leaching, were extracted with methylene chloride and was added to all standards, as described in method a test.

The ratio of the surface area (S) of the test site, dedicated to superior quality products is obtained by bringing into contact with the test water, volume (V) of the test water must be expressed in the decimeter, i.e. DM-1(representing DM2/DM3or DM2/liter). The ratio of surface to volume (S/V) must be in the range from 5 to 40 DM-1. In the present invention the ratio S/V ranged from 11,70 to 12.30 DM-1.

Deuterated internal standards were added to migratory water until extraction for the calculation of the concentrations of leached organic compounds. The results, for example, the ratio between the amount of internal standard added to migratory water, and the amount detected in extracts (%) internal standards (naphthalene-d8, phenanthrene-d10and squalene-d62must be more than 50% for satisfactory execution of the method.

Then concentration was calculated in accordance with

[D]=AD/Al×[I],

where

[D] represents the concentration of compound G (microgram per liter);

AD represents the peak area of compound G;

AI is the peak area of the internal standard;

[l] represents the concentration of the internal standard (µg/litre).

Examples

The polyolefin (A)used as the polymer base in all examples, is a bimodal high density polyethylene (link EP 1095102 B1, Example 1)manufactured at the enterprises Borealis Borstr, and pipe 32×3 mm (external diameter × wall thickness) were obtained by extrusion.

In the examples according to the invention and comparative examples used the following components.

The compound (B):

Bis(2,4-dokumenter)of the pentaerythritol diphosphite (Doverphos S-9228™), commercially available from Dover Chemical Corp.

- Tris(2,4-di-tert-butylphenyl)fosfat (Irgafos 168™), commercially available from Ciba Speciality Chemical.

Phenolic compounds (In):

- Pentaerythritoltetranitrate(3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate (Irganox 1010™), commercially available from Ciba Speciality Chemicals,

1,3,5-Trimethyl-2,4,6-Tris(3,5-di-tert-butyl-4-hydroxyphenylazo) (Ethanox 330™), commercially available from Albermare, or

Glycol ether bis(3,3-bis-(4'-hydroxy-3'-tert-butylphenyl)butane acid (Hostanox 03™), commercially available from Clariant.

UV stabilizer (G):

The copolymer dimethylsuccinic and 4-hydroxy-2,2,6,6-tetramethyl-1-piperazineethanol (Tinuvin 622™), commercially available from Ciba Speciality Chemical or

the copolymer

2,2,4,4-tetramethyl-7-oxa-3,20-diaza-20-(2,3-epoxypropyl)despero-(5.1.11.2)-heneicosan-21-she and apologizing (Hostavin N30™), commercially available from Clariant.

Have been tested to the following composition:

Table 1
Compositions used in black pipes made of poly is tilana high density
SupplementsExample 1 (comparative) the quantity of the ingredient [wt.%/wt.]Example 2 (invention), the amount of additive [wt.%/wt.]Example 3 (invention), the amount of additive [wt.%/wt.]
Irgafos 1680,11--
Doverphos S-9228-0,050,05
Irganox 10100,11-
Hostanox 03--0,10
Ethanox 330-0,10-
Hostavin N30--0,10

Table 2
The composition used in the blue pipes of high density polyethylene
Supplements Example 4 (comparative) the quantity of the ingredient [wt.%/wt.]Example 5 (invention), the amount of additive [wt.%/wt.]
Irgafos 1680,15-
Doverphos S-9228-0,075
Irganox 10100,15-
Hostanox 03--
Ethanox 330-0,10
Tinuvin0,25-
Hostavin N300,15

Table 3
Test results
ExampleS [DM2]V [liter]S/V [DM1]Migrated the decay products of (B) and (C) [mn-1]Migrated the decay products of (B), (C) and (D) [mn1 ]
Example 1 (comparative)of 11.150,911512,231,9-
Example 2 (invention)of 11.150,923612,070,8-
Example 3 (invention)of 11.150,914612,190,9-
Example 4 (comparative)of 11.150,951311,72-5,8
Example 5 (invention)of 11.150,940811,85-0,3

1. The use of a composition containing
(a) a polyolefin (A);
b) compound (B), where the compound (B) is bis(2,4-dokumenter)of the pentaerythritol diphosphite;
b) phenolic compound (B) of the formula (II)

where R represents nezameshchenny the or substituted aliphatic or aromatic hydrocarbon radical, which may contain heteroatoms, or R is a heteroatom; each X1-X5represents H, HE, and/or R'; R' represents a hydrocarbon radical or a hydrogen atom, and n is 1-4; and
g) perhaps the stabilizer against ultraviolet light (G), where the composition of the total number of migratory compounds (B), (C) and, if present, (D), and their decay products is 1.8 micrograms per liter or less with the ratio surface/volume (S/V) from 11,70 to 12.30 DM-1for the manufacture of pipes.

2. The use of a composition according to claim 1, where the stabilizer against ultraviolet light (G) includes sterically hindered amine.

3. The use of a composition according to claim 2, where the sterically hindered amine contains one or more than one group of the following formula

where G' and G" are the same or different alkyl residues, Z' and Z" represent the same or different alkyl residues, or Z' and Z together form a linking group, which may optionally be substituted by an ester, ether, amide, amino, carboxy or urethane group, and E represents oxely, hydroxyl, CNS, cycloalkenyl, aryloxy or alkyl residue or a hydrogen atom.

4. The use of a composition according to any one of claims 1 to 3, g is e phenolic compound (B) has the formula (IIa)

where R represents an unsubstituted or substituted aliphatic or aromatic alkyl radical, which may contain heteroatoms, or R is a heteroatom; R' represents an alkyl radical or a hydrogen atom, R represents an alkyl radical or a hydrogen atom, X1X2and X3are same or different H or HE, and at least X1, X2or X3are HE, and n is 1-4.

5. The use of a composition according to any one of claims 1 to 3, where the amount of compound (B) is 0.2% wt./wt. the whole composition or less.

6. The use of a composition according to any one of claims 1 to 3, where the amount of phenolic compound (C) is 0.05% wt./wt. the whole composition or more.

7. The use of a composition according to any one of claims 1 to 3, where the stabilizer against ultraviolet light is used in an amount of 0.01-1.0% wt./wt. the whole composition.

8. The use of a composition according to any one of claims 1 to 3, additionally containing carbon soot.

9. The use of a composition according to any one of claims 1 to 3, where the polyolefin is a Homo - or copolymer of ethylene or Homo - or copolymer of propylene or a mixture.

10. Pipe made of polymer composition defined in any one of claims 1 to 9.



 

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4 cl, 8 dwg, 1 tbl, 4 ex

FIELD: polymer materials.

SUBSTANCE: invention relates to stabilizer mixture used for stabilizing polyolefin against destruction initiated by visible light, heat, or oxidation and to thus stabilized polyolefin. Stabilizer mixture comprises spatially hindered amine compound and polymer containing polar residues, weight ratio of the two compounds being between 20:1 and 1:20, respectively, provided that (i) polymer cannot be the same compound as hindered amine compound and does not contain groups of formula (1) or (II): . Where G represents hydrogen atom or methyl and G1 and G2, independently of each other, each represents hydrogen atom or methyl or they together form =O; and (ii) polymer cannot contain acidic hydrogen atom.

EFFECT: considerable increased efficiency of stabilizer composition.

22 cl, 4 tbl, 4 ex

FIELD: chemistry.

SUBSTANCE: invention relates to dispersion powdered compositions re-dispersed in water, a method of preparing said compositions, as well as to their use in construction materials. The composition is prepared based on polymers of one or more ethylene unsaturated monomers. The composition additionally contains one or more dimeric surfactants in form of alkyne derivatives, an one or more protective colloids. Powdered compositions are obtained through emulsion or suspension polymerisation of one or more ethylene unsaturated monomers. The reaction takes place in an aqueous medium followed by drying the obtained aqueous dispersions, while adding one or more dimeric surfactants.

EFFECT: use of obtained powdered compositions in self-levelling filler or fluid solutions for making seamless floors, prevents formation of irregularities, depressions and small pores on the surface, as well as formation of air pockets in the deposited layer.

18 cl, 2 tbl, 12 ex

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