# US 4,379,878 A · Food-grade vinyl halide polymer compositions stabilized with monoalkyltin compounds

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- Number: US 4,379,878 A
- Document ID: US4379878A
- Status: Granted
- Kind: A
- Application number: 06/310,954
- Filed: 1981-10-13
- Granted: 1983-04-12
- Earliest claimed: 1973-03-22
- Assignees: M&T Chemicals Inc.
- Inventors: William A. Larkin
- Web page: https://patentgrep.com/patent/US4379878A

## CPC

- C08K 5/58: containing sulfur
- C08K: Use of inorganic or non-macromolecular organic substances as compounding ingredients (paints, inks, varnishes, dyes, polishes, adhesives C09)

## Abstract

Monoalkyl tin derivatives of mercaptoacetic acid esters, such as mono-n-octyltin-S,S', S"-tris(isooctyl mercaptoacetate), are useful as food-grade stabilizers for vinyl halide polymers.

## Claims

### Claim 1

A stabilized vinyl halide polymer composition suitable for contact with food containing more than 0.15 parts per 100 parts of polymer of monoalkyltin compounds of formula:
n--C.sub.8 H.sub.17 Sn(SCH.sub.2 COOR).sub.3
where R is a linear or branched alkyl group of 8 carbon atoms.

### Claim 2 (depends on 1)

A composition according to claim 1 in which R is an isooctyl group.

### Claim 3 (depends on 1)

A composition according to claim 1 in which R is obtained from isooctanol prepared by the oxo process.

### Claim 4 (depends on 1)

A composition according to claim 1 containing from 0.3 to 5 parts of said monoalkyltin compound per 100 parts of polymer.

### Claim 5 (depends on 1)

A composition according to claim 1 containing from 1 to 4 parts of said monoalkyltin compound per 100 parts of polymer.

### Claim 6 (depends on 1, 2, 3, 4, 5)

A composition according to any one of claims 1 to 5 in which the monoalkyltin compound is characterized by:
(a) an acute toxicity value for rats and dogs, expressed as LD.sub.50, greater than 1.00 gram per kilogram of body weight; and
(b) an extractability from polyvinyl chloride by heptane of not more than 0.05 milligram per square decimeter of exposed surface.

### Claim 7 (depends on 1)

A composition according to claim 1 which comprises one or more additional food-grade stabilizers.

### Claim 8 (depends on 7)

A composition according to claim 7 in which said additional food grade stabilizer comprise calcium and zinc salts of carboxylic acids, and organotin compounds.

### Claim 9 (depends on 8)

A composition according to claim 8 in which the organotin compound is a dialkyltin compound.

### Claim 10 (depends on 9)

A composition according to claim 9 in which the dialkyltin compound has the formula
(n--C.sub.8 H.sub.17).sub.2 Sn(SCH.sub.2 COOR').sub.2
where R' is a linear or branched alkyl group of 8 carbon atoms.

### Claim 11 (depends on 10)

A composition according to claim 10 in which the di-n-octyltin compound is present in an amount of from 0.08 to 3.6 parts by weight per 100 parts of vinyl halide polymer composition.

### Claim 12 (depends on 10)

A composition according to claim 10 in which the di-n-octyltin compound is present in an amount of from 0.1 to about 1.7 parts by weight per 100 parts of vinyl halide polymer composition.

### Claim 13

A stabilized vinyl halide polymer composition suitable for contact with food containing more than 0.15 and up to 5 parts per 100 parts of polymer of monoalkyltin compounds of formula
n--C.sub.8 H.sub.17 Sn(SCH.sub.2 COOR).sub.3
where R is a linear or branched alkyl group of 8 carbon atoms, said monoalkyltin compound being characterized by:
(a) an acute toxicity value for rats and dogs, expressed as LD.sub.50, greater than about 1.00 gram per kilogram of body weight,
(b) an extractability from polyvinyl chloride by heptane of not more than 0.05 milligram per square decimeter of exposed surface, and
optionally containing a dialkyltin compound of formula
(n--C.sub.8 H.sub.17).sub.2 Sn(SCH.sub.2 COOR').sub.2
where R' is a linear or branched alkyl group of 8 carbon atoms.

### Claim 14 (depends on 13)

A composition according to claim 13 in the form of films, containers or bottles.

### Claim 15 (depends on 1)

A composition according to claim 1 in which R is a 2-ethylhexyl group.

### Claim 16

A method of stabilizing a vinyl halide polymer composition intended for contact with food which comprises incorporating therein more than 0.15 parts per 100 parts of polymer of monoalkyltin compounds of formula
n--C.sub.8 H.sub.17 Sn(SCH.sub.2 COOR).sub.3
where R is a linear or branched alkyl group of 8 carbon atoms.

### Claim 17 (depends on 16)

A method according to claim 16 in which R is an isooctyl group.

### Claim 18 (depends on 16)

A method according to claim 16 in which R is a 2-ethylhexyl group.

### Claim 19 (depends on 16)

A method according to claim 16 in which R is obtained from isooctanol prepared by the oxo process.

### Claim 20 (depends on 16)

A method according to claim 16 in which there is incorporated from 0.3 to 5 parts of said monoalkyltin compound per 100 parts of polymer.

### Claim 21 (depends on 16)

A method according to claim 16 in which there is incorporated from 1 to 4 parts of said monoalkyltin compound per 100 parts of polymer.

### Claim 22 (depends on 16)

A method according to claim 16 in which there are additionally added one or more food-grade stabilizers.

### Claim 23 (depends on 16)

A method according to claim 16 in which there is additionally incorporated a dialkyltin compound.

### Claim 24 (depends on 23)

A method according to claim 23 in which the dialkyltin compound has the formula
(n--C.sub.8 H.sub.17).sub.2 Sn(SCH.sub.2 COOR').sub.2
where R' is a linear or branched alkyl group of 8 carbon atoms.

### Claim 25 (depends on 24)

A method according to claim 24 in which there is incorporated from 0.08 to 3.6 parts by weight of the dialkyltin compound per 100 parts of vinyl halide polymer compositions.
