Stable (cf3)2n salts and method for their preparing

FIELD: organic chemistry, chemical technology.

SUBSTANCE: invention relates to new compounds of the general formula: {[R1]yKt}+-N(CF3)2 (I) representing stable salts used as precursors of organic compounds. In the formula (I) Kt means nitrogen atom (N), phosphorus atom (P); R1 means similar or different values and each means unsubstituted or substituted with phenyl (CnH2n+1)-alkyl, unsubstituted phenyl; groups bound with Kt can be similar or different and wherein n = 1-18; y = 4 with exception for (C2H5)4N+ -N(CF3)2. Also, invention relates to a method for preparing these compounds wherein compound of the formula: D+-N(CF3)2 (II) wherein D is taken among group including alkaline metals, or compound of the formula: GN(CF3)2 (IV) wherein G represents fluorinated sulfonamides are subjected for interaction with salt of the general formula: {[R1]yKt}+-E (III) in polar organic solvent and wherein -E means F-, Cl-, Br-, J-, BF-4, ClO-4, AsF-6, SbF-6 or PF-6.

EFFECT: improved method for preparing.

6 cl, 6 ex

 

The present invention relates to stable (CF3)2N--salts, method for their production and to their use as precursors of organic compounds.

Liteiny batteries are among the most promising systems for mobile applications. Their applications span from high-quality household electronic and electrical equipment (e.g. mobile phones, videokamery) to batteries for vehicles driven by electric motors.

These batteries consist of a cathode, anode, separator, and nonaqueous electrolyte. As materials of the cathode, as a rule, use Li(NMEz)2O4Li(Somaz)O2Li(NixIUz)O2or other intercalating and introducing lithium compounds. The anodes may consist of lithium metal, carbon materials, graphite, graphite carbon materials or other intercalating and introducing lithium compounds or alloys compounds. Used electrolytes are in the form of a solution including a lithium salt, such as LiPF6, LiBF4, LiClO4, LiAsF6, LiCF3SO3, LiN(CF3SO2)2and Li(CF3SO2)3and mixtures thereof, in an aprotic solvents.

In the process of finding new salts for use in the battery were rissani acceptable compounds of the class of bis(trifluoromethyl)amine.

One of the first salt from the class of bis(trifluoromethyl)amine, described in the literature, is bis(trifluoromethyl)amide cesium. This salt can be obtained by the introduction of PERFLUORO(2-isopropane) in a suspension of cesium fluoride and dry acetonitrile. According Minkwitz [Inorg. Chem., 28 (1989), 1627-1630] failed to allocate Cs+-N(CF3)2but neither (C6H5)4As+(CF3)2N-or (C2H5)4N+(CF3)2N-.

In EP 99101982 described a new method for producing anion (CF3)2N-with inorganic cation. These salts are stable only in solution, and therefore they should be used directly.

Thus, the present invention is to obtain a stable (CF3)2N--salts and how they are received.

The specified task in accordance with the invention is solved by the compounds of General formula

{[[R1(CR2R3)k]1Ax]yKt}+-N(CF3)2(I)

where Kt denotes N, P, As, Sb, S, or Se,

And denotes N, P, R(O), O, S, S(O), SO2, As, As(O), Sb or Sb(O)

R1, R2and R3have the same or different values and each denotes H, halogen atom, substituted and/or unsubstituted WithnH2n+1alkyl, substituted and/or unsubstituted of alkenyl containing 1-18 carbon atoms is one or more double bonds, substituted and/or unsubstituted quinil containing 1-18 carbon atoms and one or more triple relations, substituted and/or unsubstituted WithmH2m-1cycloalkyl, mono - or polyamidine and/or unsubstituted phenyl, substituted and/or unsubstituted heteroaryl,

As can be contained in R1, R2and/or R3in various positions

Kt may contain cyclic or heterocyclic ring, groups associated with Kt, may be the same or different,

and where next

n denotes the number of 1-18,

m denotes the number 3-7,

k denotes 0 or the number of 1-6,

l denotes the number 1 or 2 when x represents 1, and 1 when x represents 0,

x denotes 0 or 1,

y denotes the number 1-4.

These compounds can be used as reagents for the introduction of groups N(CF3)2in organic matter. So, for example, can be obtained fluorinated solvents for rechargeable and primary batteries.

Found an additional use for these salts. Thanks to their structure, these new salts are of interest as precursors to obtain liquid-crystalline compounds.

It was found that these complex compounds can be obtained by carrying out a simple process under mild conditions. Salt produce high yield of product.

what was also installed, the new salts are stable. You can select and store at room temperature.

In more detail below provides a General example of carrying out the invention.

Compounds of General formula

D+-N(CF3)2(II)

where D+selected from the group comprising alkali metals, receive according to the method described in EP 99101982. Additional acceptable donor group N(CF3)2are compounds of General formula

GN(CF3)2(IV)

where G is chosen from the group comprising fluorinated sulfonamides and fluorinated acylamide.

First, load the solution of the compounds of General formula (II) or (IV) acceptable polar organic solvent selected from the group comprising acetonitrile, diethoxyethane and dimethylformamide. At temperatures ranging from -40 to 80°C, preferably at room temperature, add in equimolar quantity of salt of General formula

{[[R1(CR2R3)k]1Ax]yKt}+-E (III)

where Kt denotes N, P, As, Sb, S, or Se,

And denotes N, P, R(O), O, S, S(O), SO2, As, As(O), Sb or Sb(O)

R1, R2and R3have the same or different values and each represents H, halogen atom, substituted and/or unsubstituted WithnH2n+1alkyl, substituted and/or unsubstituted of alkenyl containing 1-18 atoms is of Pereda and one or more double bonds, substituted and/or unsubstituted quinil containing 1-18 carbon atoms and one or more triple relations, substituted and/or unsubstituted WithmH2m-1cycloalkyl, mono - or polyamidine and/or unsubstituted phenyl, substituted and/or unsubstituted heteroaryl,

As can be contained in R1, R2and/or R3in various positions

Kt may contain cyclic or heterocyclic ring, groups associated with Kt, may be the same or different,

and where next

n denotes the number of 1-18,

m denotes the number 3-7,

k denotes 0 or the number of 1-6,

l denotes the number 1 or 2 when x represents 1, and 1 when x represents 0,

x denotes 0 or 1,

y denotes the number of 1-4, and

-E denotes F-, CL-, VG-I-BF4-, lO4-AsF-6, SbF6-or F-6.

All volatile by-products, which may be formed, is removed by means of reduced pressure. However, the resulting by-products are typically salts that are not soluble in these solvents and are filtered.

The solvent is removed under reduced pressure. The reaction products can be obtained with a yield exceeding 80%. Most salts are stable at room is the temperature and does not decompose during melting.

The new compounds may be used in electrolytes, including conventional conductive salt. As examples of the respective electrolytes can be called such, which contain conductive salt selected from the group comprising LiPF6, LiBF4, LiClO4, LiAsF6, LiF3SO3, LiN(CF3SO2)2, Li(CF3SO2)2and mixtures thereof. In addition, the electrolytes you can enter the organic isocyanates (DE 19944603) to reduce the water content. Equally electrolytes as additives can include organic salts of alkali metals (DE 19910968). Acceptable salts of alkali metals are the borates of alkali metals with the General formula

Li+B-(OR1)m(OR2)p

where m and p represent 0, 1, 2, 3 or 4, and m+p=4,

R1and R2that are the same or different, optionally linked directly via a single or double bond and each, in each case individually or jointly denotes the residue of an aromatic or aliphatic carboxylic, dicarboxylic or sulfonic acid, or each, in each case individually or together represents an aromatic ring selected from the series comprising phenyl, naphthyl, anthracene and phenanthrene, which may be unsubstituted or mono-tetraselmis is haunted by a or Hal, or each individually or together denotes a heterocyclic aromatic ring selected from a range that includes pyridyl, Persil and bipyridyl, which may be unsubstituted or mono - to tizamidine a or Hal, or

each individually or jointly denotes the residue of an aromatic hydroxy acid selected from the series comprising aromatic hydroxycarbonate acid and aromatic hydroxysulfonic acid, which may be unsubstituted or mono-or Tetra-substituted Hal

where

Hal denotes F, Cl or Br, a

And denotes alkyl containing 1-6 C atoms, which can be monohalomethanes-trihalomethanes.

Equally acceptable alkoxides of alkali metals with the General formula

Li+OR-

where R denotes the residue of an aromatic or aliphatic carboxylic, dicarboxylic or sulfonic acid, or represents an aromatic ring selected from the series comprising phenyl, naphthyl, anthracene and phenanthrene, which may be unsubstituted or mono - to Tetra-substituted a or Hal, or denotes a heterocyclic aromatic ring selected from a range that includes pyridyl, Persil and bipyridyl, which may be unsubstituted mono-triple-substituted a or Hal, or denotes a residue of an aromatic hydroxy acid selected from the series comprising arene is political, hydroxycarbonate acid and aromatic hydroxysulfonic acid, which may be unsubstituted or mono-or Tetra-substituted Hal

where Hal denotes F, Cl or Br, a

And denotes alkyl containing 1-6 C atoms, which can be monohalomethanes-trihalomethanes.

The electrolyte may be a lithium complex salts of the formula:

where R1and R2that are the same or different, optionally linked directly via a single or double bond and each, in each case individually or together represents an aromatic ring selected from the series comprising phenyl, naphthyl, anthracene and phenanthrene, which may be unsubstituted or mono-hexosamines1-C6alkyl, C1-C6alkoxygroup or halogen (F, Cl, Br),

or everyone in each case individually or together represents an aromatic heterocyclic ring, selected from a range that includes pyridyl, Persil and pyrimidyl, which may be unsubstituted or mono-to Tetra-substituted C1-C6alkyl, C1-C6alkoxygroup or halogen (F, Cl, Br), or each, in each case individually or together represents an aromatic ring selected from a range, including hydroxybenzoyl-carboxyl, hydroxynaphthalenes, hydroxybenzenesulfonic and gitoxin telesurfer, which may be unsubstituted or mono-to Tetra-substituted C1-C6alkyl, C1-C6alkoxygroup or halogen (F, Cl, Br),

R3-R6which optionally are linked directly via a single or double bond, each in each case individually or in pairs to have the following values:

1. C1-C6alkyl, C1-C6alkoxygroup or halogen (F, Cl, Br),

2. aromatic ring selected from phenyl, naftilos, entrecanales and phenanthroline groups, which may be unsubstituted or mono-hexosamines1-C6alkyl, C1-C6alkoxygroup or halogen (F, Cl, Br), pyridyl, Persil and pyrimidyl, which may be unsubstituted or mono-to Tetra-substituted C1-C6alkyl, C1-C6alkoxygroup or halogen (F, Cl, Br), which are in accordance with the following method (see DE 19932317):

a) 3-, 4-, 5 - or 6-substituted phenol in an acceptable solvent is mixed with chlorosulfonic acid,

b) conducting the reaction of the intermediate product from step a) with chlorotrimethylsilane, the reaction mixture is filtered and subjected to fractional distillation

C) in an acceptable solvent conduct the reaction of the intermediate product from step b) with limitedresources (1-) and from the reaction is MESI produce the final product.

However, you can also use electrolytes, including compounds of General formula (see DE 19953638):

X-(CYZ)m-SO2N(CR1R2R3)2

where X denotes H, F, Cl, CnF2n+1CnF2n-1or (SO2)kN(CR1R2R3)2,

Y denotes H, F or Cl,

Z represents H, F or Cl,

R1, R2and R3each represents H and/or alkyl, foralkyl or cycloalkyl,

m denotes 0 to 9 and, when X represents N, m denotes 0,

n denotes 1-9,

k represents 0 when m represents 0, and k represents 1 when m represents 1-9,

obtained by the reaction of a partially fluorinated or perfluorinated alkylsulfonates with dimethylamine in organic solvents, and complex salts of the General formula (see DE 19951804):

Mx+[EZ]x/yy,

in which x and y denote 1, 2, 3, 4, 5 or 6,

Mx+denotes a metal ion,

E denotes a Lewis acid selected from the group including BR1R2R3, AlR1R2R3PR1R2R3R4R5, As R1R2R3R4R5and VR1R2R3R4R5,

R1-R5that are the same or different, and optionally directly linked via a single or double bond, each individually Il is together in each case denotes a halogen (F, Cl, Br),

With1-C8alkyl or alkoxyalkyl, which may be partially or fully substituted by F, Cl or Br,

aromatic ring, optionally linked through oxygen atom, selected from the series comprising phenyl, naphthyl, anthracene and phenanthrene, which may be unsubstituted or mono-hexosamines1-C8the alkyl, F, Cl or Br, aromatic heterocyclic ring, optionally linked through oxygen atom, selected from a range that includes pyridyl, Persil and pyrimidyl, which may be unsubstituted or mono-to Tetra-substituted C1-C8the alkyl, F, Cl or Br, and

Z denotes OR6, NR6R7, CR6R7R8, OSO2R6N(SO2R6)(SO2R7), With(SO2R6)-(SO2R7) (SO2R8or OCOR6where

R6-R8that are the same or different, and optionally directly linked via a single or double bond, each in each case individually or together represents hydrogen or has the meanings indicated for R1-R5,

obtained by reaction of the corresponding product accession boric or phosphoric acid Lewis/solvent with lithium or tetraalkylammonium, matanda or triflate.

May also contain Bo is atnie salt (see DE 19959722) General formula:

in which

M represents a metal ion or tetraalkylammonium ion,

x and y denote 1, 2, 3, 4, 5 or 6,

R1-R4which are identical or different, denote With1-C8alkoxy or carboxyl radicals, which may be directly linked via a single or double bond.

These borate salts obtained by reaction of limitedliability or mixture of liliangarcia with the ester of boric acid in the ratio of 1:1 in an aprotic solvent acceptable hydroxyl or carboxyl compound in the ratio of 2:1 or 4:1.

The new compounds can also be used in the composition of the electrolytes, including literaturescientific General formula (I)

Li+[PFx(CyF2y+1-zHz)6-x]-(I)

where

x means the number 1 to 5

the mean number of 3-8,

z denotes a number from 0 to 2U+1,

and the ligands (CyF2y+1-zHz) may be the same or different, with the exception of compounds of General formula (I’)

Li+{PFa[CHbFc(CF3)d]e}-(I’)

where and denotes an integer of 2-5, b denotes 0 or 1, p represents 0 or 1, d is 2 and e denotes an integer of 1-4, provided that b and C cannot simultaneously denote 0 and the sum of a+e is equal to 6, and the ligands [the H bFc(CF3]dmay be the same or different (DE 10008955). The method of producing literaturwerkstatt General formula (I) characterized in that at least one compound of General formula

HmP(CnH2n+1)3-m(III)

PR(CnH2n+1)3(IV)

CLmP(CnH2n+1)3-m(V)

FmP(CnH2n+1)3-m(VI)

Clo(CnH2n+1)5-o(VII) or

FoP(CnH2n+1)5-o(VIII)

where in each case where 0<m<2, 3<n<8 and 0<<4, foryouth by electrolysis in hydrogen fluoride, the mixture of products of fluorination separated into fractions by extraction, separation of the phases and/or by distillation and are obtained reaction of fluorinated alkylphosphine with lithium fluoride in an aprotic solvent or mixture of solvents in the absence of moisture and the resulting salt of General formula (I) are purified and isolated in accordance with standard methods.

The new compounds can also be used in electrolytes, including salts of the formula

Li[P(OR1)a(OR2)b(OR3)c(OR4)dFe]

where 0<a+b+c+d≤5 and a+b+c+d+e=6, a R1-R4independently of one another denote alkyl, aryl or heteroaryl radicals, and at least two of R1-R4can be neposredstvennostb between a single or double bond (DE 10016801). These compounds are produced by interaction of phosphorus compounds(V), the General formula

P(OR1)a(OR2)b(OR3)c(OR4)dFe

where 0<a+b+c+d≤5, a+b+c+d+e=5, a R1-R4have the meanings stated above, with lithium fluoride in the presence of an organic solvent.

The new compounds can also be used in electrolytes for chemical current sources, which include an anode material, which is provided with a coating of a metal core selected from the group comprising Sb, Bi, Cd, In, Pb, Ga and tin, or their alloys (DE 10016024). The method of obtaining this anode material is the fact that

a) urotropine preparing a suspension or Sol of a metal core or a core of alloy

b) this suspension emuleret5-C12hydrocarbons,

C) emulsion precipitated in the form of a metallic core or core alloy and

g) heat treatment system hydroxides or oxyhydroxides metals are converted into the corresponding oxides.

These new compounds can also be used in the electrolyte composition for chemical current sources, including cathodes, consisting of normal connections, intercalating and introducing lithium, or containing cathode materials, which consist of mixed with lithium oxide particles that p is covered by one or more metal oxides (DE 19922522) by suspension of these particles in an organic solvent, mixing the suspension with a solution of a hydrolyzable compound of a metal and a hydrolysis solution with subsequent filtering of coated particles, drying and optionally calcining. They can also be mixed with lithium oxide particles which are coated with one or more polymers (DE 19946066)obtained by the method in which the particles are suspended in a solvent, after which the coated particles are then filtered, dried and, if necessary, calicivirus. Equally these new compounds may be used in systems containing cathodes, which consist of mixed with lithium oxide particles that once or repeatedly coated with compounds of alkali metals and metal oxides (DE 10014884). The method of obtaining these materials is characterized by the fact that the particles are suspended in an organic solvent, add compound and a salt of an alkali metal and suspended in an organic solvent, add metal oxides, dissolved in an organic solvent, the suspension is mixed with the hydrolyzed solution, after which the coated particles are then filtered, dried and calicivirus.

The reaction products of General formula (I) can also be used as a donor group N(CF3)2in the composition of the various reagents. For example, they can be used as PressTV nikov for liquid crystals.

To the obtained in accordance with the invention, the compound of formula (I)dissolved in an acceptable solvent, add equimolar amount of compounds selected from the group including alkylsalicylate, preferably ethylbromoacetate. The mixture is refluxed for 1-4 hours, preferably for 2 hours, water is Added and the organic phase is extracted using suitable for this purpose organic solvents. The extract is dried, and then distilled to remove the solvent.

Below the invention is illustrated in the examples, not limiting its scope.

Examples

Example 1

In the solution 6,40 g (to 19.4 mmole) (C4H9)4N+BF4-5 cm3dry acetonitrile at room temperature with stirring enter solution 4,63 g (19.5 mmole) Rb+-N(CF3)2[derived from 2,04 g (19.5 mmole) of RbF and 5.56 g (19.5 mmole) CF3SO2N(CF3)220 cm3dry acetonitrile]. Fallen in sediment RbBF4 filtered and washed with dry acetonitrile. After removal of the solvent under reduced pressure allocate 7.5 g of white powder.

Output (C4H9)4N+-N(CF3)2; is 98%.

Elemental analysis results:

19F NMR (CCl3F): -38,32 s (solvent: CH 3CN), -37,66 s (solvent: CD2Cl2); tpl.123-125°C.

Example 2

To a solution of 0.66 g (2,37 mmole) (C4H9)4N+Cl-1 cm3dry acetonitrile at room temperature is injected solution 0,568 g (2,39 mmole) Rb+-N(CF3)2[obtained from 0.25 g (2,39 mmole) RbF, and 0.69 g (2,39 mmole) CF3SO2N(CF3)22 cm3dry acetonitrile]. Fallen in sediment RbCl filtered and washed with dry acetonitrile. After distillation under reduced pressure to remove solvent allot of 0.77 g of white powder. Output (C4H9)4N+-N(CF3)2is 82.2 per cent.

19F-NMR spectrogram is identical to the spectrogram obtained in example 1.

Example 3

In the solution 0,883 g (2,60 mmole) (C4H9)4P+Br-1 cm3dry acetonitrile at room temperature, introduce a solution of 0.62 g (2,61 mmole) Rb+-N(CF3)2[derived from 0,273 g (2,61 mmole) RbF and 0.75 g (2,63 mmole) CF3SO2N(CF3)22 cm3dry acetonitrile]. Fallen in sediment RbBr is filtered and washed with dry acetonitrile. After distillation under reduced pressure to remove solvent allocate 0.97 g of white powder. Output (C4H9)4P+-N(CF3)2is 90.7 percent.

19F NMR (CCL3 F): -36,49 s (solvent: CH3CN); tPL85-86°C.

Example 4

With a suspension of 0.84 g (2,16 mmole) Ph3(PhCH2)P+Cl-1 cm3dry acetonitrile mixed solution 0,522 g (2,20 mmole) Rb+-N(CF3)2[derived from 0,23 g (2,20 mmole) RbF and 0.63 g (2.21 mmole) CF3SO2N(CF3)23 cm3dry acetonitrile] and at room temperature, stirred for 10 minutes, Dropped in sediment RbCl filtered and washed with dry acetonitrile. After distillation under reduced pressure to remove solvent allocate 0.96 g of white powder. Output Ph3(PhCH2)P+-N(CF3)2is 88,0%.

19F NMR (CCL3F): -36,66 s (solvent: CH3SP); tPL114-115°C.

Example 5

A solution of 0.017 g (0,18 mmole) (CH3)4N+F-0.5 cm3dry dichloromethane at -40°mixed with 0,052 g (0,18 mmole) CF3SO2N(CF3)2. The reaction mixture is heated to room temperature, diluted with the same amount of dry acetonitrile and analyze19F-NMR spectroscopy. The observed signal corresponds salt (CH3)4N+-N(CF3)2. After removal of the solvent by distillation in an atmosphere of dry argon allocate 0,037 g white, highly hygroscopic material. The product yield is 90,2%.

19F NMR (CCL3F): -40,8 s; tPL120-125°C.

Example 6

The solution 0,837 g (2.12 mmole) (C4H9)4N+-N(CF3)22 cm3dry dichloromethane is mixed with 0,271 g (of 1.62 mmole) Vgsn2SOOS2H5. The mixture is refluxed for 2 hours, water is Added and the organic phase is shaken out three times with dichloromethane, using each time portions of 10 cm3. The extract is dried over MgSO4and distilled to remove the solvent. The obtained product (CF3)2NCH2COOC2H5identify using gas chromatography. The product yield is 93,3%.

1. Compounds of General formula

{[R1]yKt}+-N(CF3)2,(I)

where Kt denotes N, P;

R1has identical or different meanings and each denotes a substituted phenyl or unsubstituted CnH2n+1alkyl, unsubstituted phenyl, groups associated with Kt, may be the same or different;

n denotes the number of 1-18;

y denotes the number 4, except for (C2H5)4N+ -N(CF3)2.

2. Method of preparing compounds according to claim 1, characterized in that the compound of the formula

D+ -N(CF3)2(II)

where D is chosen from the group comprising alkali metals,

Lieb is a compound of the formula

GN(CF3)2(IV)

where G represents a fluorinated sulfonamides,

subjected to interaction in the polar organic solvent with a salt of General formula

{[R1]yKt}+-E, (III)

where Kt, R1and y have the meanings indicated in claim 1,

-F denotes the F-, CL-, VG-I-BF4-, lO4-AsF6-, SbF6-or F6-.

3. The method according to claim 2, characterized in that the reaction is carried out at a temperature in the range from -40 to 80°C.

4. The method according to claim 2, characterized in that the reaction is carried out in polar organic solvents selected from the group comprising acetonitrile, diethoxyethane and dimethylformamide.

5. Compounds of General formula (I) according to claim 1 as a reagent for the introduction of groups N(CF3)2in organic compounds.

6. Compounds of General formula (I) according to claim 1 to obtain a liquid-crystalline compounds.



 

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SUBSTANCE: invention relates to new compounds of the general formula: {[R1]yKt}+-N(CF3)2 (I) representing stable salts used as precursors of organic compounds. In the formula (I) Kt means nitrogen atom (N), phosphorus atom (P); R1 means similar or different values and each means unsubstituted or substituted with phenyl (CnH2n+1)-alkyl, unsubstituted phenyl; groups bound with Kt can be similar or different and wherein n = 1-18; y = 4 with exception for (C2H5)4N+ -N(CF3)2. Also, invention relates to a method for preparing these compounds wherein compound of the formula: D+-N(CF3)2 (II) wherein D is taken among group including alkaline metals, or compound of the formula: GN(CF3)2 (IV) wherein G represents fluorinated sulfonamides are subjected for interaction with salt of the general formula: {[R1]yKt}+-E (III) in polar organic solvent and wherein -E means F-, Cl-, Br-, J-, BF-4, ClO-4, AsF-6, SbF-6 or PF-6.

EFFECT: improved method for preparing.

6 cl, 6 ex

FIELD: organic chemistry, chemical technology, electrolytes.

SUBSTANCE: invention relates to new fluoroalkyl phosphates that can be used as electrolytes in primary current sources, secondary current sources, capacitors, super capacitors and/or galvanic units. Invention describes fluoroalkyl phosphates of the general formula (I): Mn+[PFx(CyF2y+1-zHz)6-x]n wherein 1 ≤ x ≤ 6, 1 ≤ y ≤ 8, 0 ≤ z ≤ 2y + 1, 1 ≤ n ≤ 5 and Mn+ means a monovalent, bivalent or trivalent cation, in particular: NR1R2R3R4, PR1R2R3R4, P(NR1R2)kR3mR44-k-m (wherein k = 1-4; m = 0-3 and k + m ≤ 4), C(NR1R2)(NR3R4)(NR5R6), C(aryl)3, Rb or tropylium wherein R1-R8 mean hydrogen atom (H), alkyl or (C1-C8)-aryl that can be substituted partially for F, Cl or Br atoms and wherein Mn+ means Li+, Na+, Cs+, K+ and Ag+ are excluded. Except for, invention describes a method for preparing fluoroalkyl phosphates and electrolytes for primary current sources based on fluoroalkyl phosphates. Invention provides preparing new compounds possessing useful properties.

EFFECT: improved preparing method, valuable properties of compounds.

11 cl, 1 dwg, 7 ex

FIELD: organic chemistry, chemical technology.

SUBSTANCE: invention relates to a method for synthesis of quaternary ammonium alkoxides. Method involves electrolysis of quaternary ammonium salts of the formula: [R1-R2-R3-R4-N]+Cl- wherein R1, R2, R3 and R4 mean (C1-C4)-alkyl; R3 and R4 mean -CH2-CH=CH, -CH2CCl=CH2, -CH2-CH=CHCl; R4 means benzyl taken as a solution in the concentration 40-70 weight% in dried alcohols of the formula: R-OH wherein R means (C1-C4)-alkyl, -CH2-CCl=CH2, -CH2-CH=CHCl, benzyl, and process is carried out in two- or three-chamber electrolyzers with ion-exchange membranes at temperature 20-40°C and the current cathode density value 30-50 mA/cm2 wherein the corresponding quaternary ammonium alkoxide as 1-3% of alcoholic solution is placed in the electrolyzer cathode space. Method provides simplifying synthesis of quaternary ammonium alkoxides based on exclusion for using alkaline metals or metal hydroxides and to reduce danger of the process significantly. Synthesized compounds can be used as catalysts in different reactions carrying out under interphase conditions, as reagents in the dehydrochlorination reaction of polychloroalkanes and in synthesis of ether by interaction with monohalide-derivatives.

EFFECT: improved method of synthesis.

2 tbl, 2 dwg, 5 ex

FIELD: chemical technology.

SUBSTANCE: invention relates to a method for preparing quaternary ammonium methocarbonate of the formula: (CH3NR1R2R3)+(OCO2CH3)- wherein R1 and R2 represent independently (C1-C30)-alkyl; R3 represents (C8-C30)-alkyl, and to a method for preparing quaternary ammonium hydrocarbonate of the formula: (CH3N+R1R2R3)2CO3H- wherein R, R2 and R3 represent independently (C1-C30)-alkyl, and to a method for preparing a mixture of quaternary ammonium hydrocarbonate and quaternary ammonium carbonate wherein quaternary ammonium cation means the formula: N+(CH3)R1R2R3 wherein R1, R2 and R3 represent independently (C1-C30)-alkyl. Method for preparing quaternary ammonium methocarbonate involves reaction of amine of the formula: NR1R2R3, cyclic carbonate of the formula: wherein R4 represents hydrogen atom or (C1-C4)-alkyl; n means a whole number from 1 to 10 and methanol in the molar ratio of amine to cyclic carbonate from about 1:1 to about 1:10. Method for preparing quaternary ammonium hydrocarbonate involves preparing quaternary ammonium methocarbonate by the abovementioned method and conversion of quaternary ammonium methocarbonate to quaternary ammonium hydrocarbonate by hydrolysis. Method for preparing a mixture of quaternary ammonium hydrocarbonate and quaternary ammonium carbonate involves preparing quaternary ammonium methocarbonate by the abovementioned method and conversion of quaternary ammonium methocarbonate to a mixture of quaternary ammonium hydrocarbonate and quaternary ammonium carbonate.

EFFECT: improved preparing method.

17 cl, 22 ex

FIELD: organic chemistry, chemical technology.

SUBSTANCE: invention relates to a method for synthesis of 50-60% aqueous solution of quaternary ammonium salt of the formula: [(CH3)2-N-(CH2-CH=CHCl)2]+Cl- or [(CH3CH2)2-N-(CH2-CH=CHCl)2+Cl- and its using as an antistatic agent for fiber glass. Method involves interaction of a cleared waste in manufacturing allyl chloride containing 30-50 wt.-% of 1,3-dichloropropenes, 30-60 wt.-% of 1,2-dichloropropane and 3-5 wt.-% of 1,2,3-trichloropropane with dimethylamine at temperature 5°C or with diethylamine at temperature 50°C and in the mole ratio 1,3-dichloropropene to amine = 1.0:(1.0-1.1) followed by addition of stoichiometric amount of NaOH taken as 25-30% solution to reaction mass. Then tertiary amine chlorides-containing organic phase is separated and stoichiometric amount of 1,3-dichloropropene is added to organic phase followed by holding the prepared solution at temperature 70-80°C for 4-5 h and addition of desalted water to obtain 50-60% aqueous solution of the corresponding quaternary salt. This solution is settled and organic phase containing mainly 1,2-dichloropropane and 1,2,3-trichloropropane is separated. Method provides preparing a novel and relatively inexpensive antistatic agent and to utilize waste in manufacturing allyl chloride.

EFFECT: improved method of synthesis and preparing.

2 cl, 1 tbl, 3 ex

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