# US 5,703,258 A · Silicon and phosphorus containing compositions

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- Number: US 5,703,258 A
- Document ID: US5703258A
- Status: Granted
- Kind: A
- Application number: 08/752,787
- Filed: 1996-11-20
- Granted: 1997-12-30
- Earliest claimed: 1993-12-02
- Inventors: David H. Blount
- Web page: https://patentgrep.com/patent/US5703258A

## CPC

- C08G 77/00: Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS

## Abstract

A flame retardant organic silicon and phosphorus containing compound is produced by reacting a silicon halides compound with an organic phosphorus compound to produce an organic silicon and phosphorus halides compound which is then reacted with an organic compound to produce an organic silicon and phosphorus containing compound. This organic silicon and phosphorus containing compound is incorporated in an otherwise more flammable organic material under reaction conditions and in an amount sufficient to reduce the combustibility of the otherwise more flammable organic material. The organic silicon and phosphorus containing compound may also be utilized as coating agents, adhesives, surfactants, insecticides, hydraulic fluid and other uses.

## Claims

### Claim 1

An organic silicon and phosphorus containing composition for reducing combustibility of an otherwise more flammable organic material comprising incorporating an organic silicon and phosphorus containing compound, with the otherwise more flammable material, under reaction conditions and in an amount sufficient to reduce the combustibility of the otherwise more flammable organic material, said organic silicon and phosphorus containing compound produced by reacting the following components:
A) silicon halides with a
B) phosphorus containing organic compound thereby producing an organic silicon and phosphorus halides compound, then reacting with an
C) organic compound that will react with a silicon halides compound thereby producing an organic silicon and phosphorus containing compound, then
D) basic compound in the amount of 0-50 parts by weight is added, then
E) water in the amount of 0-300 parts by weight.

### Claim 2 (depends on 1)

An organic silicon and phosphorus containing compound of claim 1 wherein the silicon halides is reacted with an organic phosphorus containing compound which contains a phosphite moiety to produce an organic silicon and phosphorus halides compound, then reacted with component C thereby producing an organic silicon and phosphorus containing compound, said organic silicon and phosphorus containing compound corresponding to the general formula ##STR35## wherein Z is a halide selected from the group consisting of fluor, chloro and bromo or an organic radical containing 1-20 carbons and R is an organic radical containing 1-20 carbons or hydrogen.

### Claim 3 (depends on 1)

An organic silicon and phosphorus containing compound of claim 1 wherein the silicon halides is reacted with an organic phosphorus containing compound which contains a phosphate moiety to produce an organic silicon and phosphorus halides compound, which is then reacted with component C to produce an organic silicon and phosphorus containing compound, said organic silicon and phosphorus containing compound corresponding to the general formula ##STR36## wherein Z is a halide selected from the group of fluor, chloro and bromo, or an organic radical containing 1-20 carbons, and R is an organic radical containing 1-20 carbons or hydrogen.

### Claim 4 (depends on 1)

An organic silicon and phosphorus containing compound of claim 1 wherein the silicon halides is reacted with an organic phosphorus containing compound which contains a phosphonate moiety to produce an organic silicon and phosphorus halides compound which is then reacted with component C to produce an organic silicon and phosphorus containing compound, said organic silicon and phosphorus containing compound corresponding to the general formula ##STR37## wherein Z is a halide selected from the group consisting of fluoro, chloro and bromo or an organic radical with 1-20 carbons, R' is an organic radical with 1-20 carbons and R is an organic radical with 1-20 carbons.

### Claim 5 (depends on 1)

An organic silicon and phosphorus containing compound of claim 1 wherein component A is selected from the group consisting of silicon tetrachloride, silicon tetrabromide, silicon tetrafluoride, hydrogen silicon trichloride and alkyl silicon trichloride, in the amount of 10 to 100 parts by weight.

### Claim 6 (depends on 1)

An organic silicon and phosphorus containing compound of claim 1 wherein component B is selected from the group consisting of trialkyl phosphites, triaryl phosphites, dialkyl hydrogen phosphites, diaryl hydrogen phosphites, dialkyl alkyl phosphonates, trialkyl phosphates, triaryl phosphates, organic acid phosphates, organic pyrophosphoric acids and mixtures thereof, in the amount of 10 to 100 parts by weight.

### Claim 7 (depends on 1)

An organic silicon and phosphorus containing compound of claim 1 wherein component C is selected from the group consisting of substituted, saturated or unsaturated alcohols, polyalcohols, epoxides, polyepoxides, epihalohydrin, carboxylic acids and anhydrides, polycarboxylic acids and anhydrides, isocyanates, polyisocyanates, thioalcohols, phenols, phenoplasts, thiophenols, aldehydes, sulphonic acid chlorides, organic esters, organic ethers, polyethers, thioethers, ketones, nitriles, sulphonic acid, amines, polyamines, polyamides, alkenes, alkynes, arylalkenes, organic polyenes, polyesters, amino compounds, aminoplasts, aminoalcohol, aminophenols, carbohydrates, cellulose, lignin, terpenes, oils, fats, amides, alkyl carbonates, organo-metallic compounds, Grignard reagents and mixtures thereof.

### Claim 8 (depends on 1)

An organic silicon and phosphorus containing compound of claim 1 wherein component A is silicon tetrachloride.

### Claim 9 (depends on 1)

An organic silicon and phosphorus containing compound of claim 1 wherein component C is an organo-metallic compound or a Grignard reagent.

### Claim 10 (depends on 1)

An organic silicon and phosphorus containing compound of claim 1 wherein component C is an polyalcohol and an epoxide thereby producing a flame retardant polyalcohol containing silicon and phosphorus compound.

### Claim 11 (depends on 1)

An organic silicon and phosphorus containing compound of claim 1 wherein component C is polyalcohol and polycarboxylic acid and/or polycarboxylic anhydride thereby producing a flame retardant polyester resin containing silicon and phosphorus.

### Claim 12 (depends on 1)

An organic silicon and phosphorus containing compound of claim 1 wherein component C is a polyamine and polycarboxylic acid thereby producing a flame retardant polyamide resin containing silicon and phosphorus.

### Claim 13 (depends on 1)

An organic silicon and phosphorus containing compound of claim 1 wherein component C is a phenol compound and aqueous formaldehyde thereby producing a flame retardant phenol-formaldehyde resin containing silicon and phosphorus.

### Claim 14 (depends on 1)

An organic silicon and phosphorus containing compound of claim 1 wherein component C is an amino compound and aqueous formaldehyde thereby producing a flame retardant aminoplast containing silicon and phosphorus.

### Claim 15

The process for the production of flame retardant organic silicon and phosphorus containing compounds which consist of mixing and reacting the following components:
A) silicon halides
B) organic phosphorus containing compounds
C) organic compound that will react with an organic silicon and phosphorus halides
D) basic salt forming compound; in the amount of 0-50 parts by weight;
E) water; in the amount of 0-300 parts by weight; components A and B are reacted to produce an organic silicon and phosphorus halides compound then component C is added and reacted thereby producing an organic silicon and phosphorus containing compound, then component D is added to react with halides or as a catalyst, then water is added to react with the silicon halide radicals or to dissolve and wash out the salt formed.

### Claim 16 (depends on 15)

The process of claim 15 wherein component A is selected from the group of silicon halides consisting of silicon tetrahalides, hydrogen silicon trihalide, alkyl trichlorosilane, aryl trichlorosilane and mixtures thereof.

### Claim 17 (depends on 15)

The process of claim 15 wherein component B is selected from the group of organic phosphorus containing compounds consisting of organic phosphites, organic hydrogen phosphites, organic phosphates, organic hydrogen phosphates, organic phosphonates, organic phosphines, organic polyphosphoric acid and mixtures thereof.

### Claim 18 (depends on 15)

The process of claim 15 wherein Component C is selected from the group of organic compounds consisting of saturated, unsaturated and/or substituted alcohols, polyalcohols, epoxides, polyepoxides, epihalohydrin, thioalcohols, carboxylic acids and anhydrides, polycarboxylic acids and anhydrides, isocyanates, polyisocyanates, phenols, phenoplasts, thiophenols, aminophenols, sulphonic acid chlorides, organic esters, polyesters, ethers, polyethers, ketones, nitriles, acrylonitrile, sulfonic acids, amines, polyamines, amides, polyamides, aminoalcohols, amino compounds, alkenes, alkynes, arylaklenes, organic polyenes, carbohydrates, cellulose, lignin, terpenes, oils, fats, imides, polyimides, alkyl carbonates, organo-metalic compounds, Grignard reagents aldehydes and mixtures thereof.

### Claim 19 (depends on 15)

The process of claim 15 wherein component D is selected from the group of basic compounds consisting of compounds containing alkali metals, alkaline earth metals, and metals, ammonia, ammonia radical, metals, amines, polyamines, amino compounds, aminoplasts and mixtures thereof.

### Claim 20 (depends on 1)

An organic silicon and phosphorus halides compound of claim 1 wherein component A, silicon tetrahalide, is reacted with component B, an organic phosphite, to produce an organic silicon and phosphorus tetrahalide, said organic silicon and phosphorus tetrahalide corresponding to the general formula ##STR38## wherein X is a halide selected from the group consisting of chloro, fluoro and bromo, R is and organic radical with 1-20 carbons or hydrogen.

### Claim 21 (depends on 1)

An organic silicon and phosphorus halides compound of claim 1 wherein component A, silicon tetrahalide, is reacted with component B, organic phosphonate, to produce an organic silicon and phosphorus tetrahalide, said organic silicon and phosphorus tetrahalide corresponding to the general formula ##STR39## wherein X is a halide selected from the group consisting of chloro, fluoro and bromo, R' and R are organic radicals with 1-20 carbons.

### Claim 22 (depends on 1)

An organic silicon and phosphorus halides compound of claim 1 wherein component A, silicon tetrahalide, is reacted with component B, organic phosphate, to produce an organic silicon and phosphorus tetrahalide compound, said organic silicon and phosphorus tetrahalide compound corresponding to the general formula ##STR40## wherein X is a halide selected from the group consisting of chloro, fluoro and bromo, R is an organic radical with 1-20 carbons or hydrogen.

### Claim 23 (depends on 15)

The product produced by the process of claim 15.
