# US 2013/0158155 A1 · Coagent for free radical curing chlororoelastomers

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- Number: US 2013/0158155 A1
- Document ID: US20130158155A1
- Status: Published application
- Kind: A1
- Application number: 13/676,427
- Filed: 2012-11-14
- Published: 2013-06-20
- Earliest claimed: 2011-12-15
- Assignees: E. I. Du Pont de Nemours and Company
- Inventors: Jonathan Aaron KARAS; Peter A. MORKEN
- Web page: https://patentgrep.com/patent/US20130158155A1

## CPC

- C08K 5/57: Organo-tin compounds
- C08K 5/14: Peroxides
- C08K: Use of inorganic or non-macromolecular organic substances as compounding ingredients (paints, inks, varnishes, dyes, polishes, adhesives C09)

## Abstract

Disclosed herein are curable compositions comprising a chloroelastomer, a free radical generating compound and an unsaturated metal compound coagent. Such compositions cure well, exhibit good (i.e. low) compression set resistance and process well (i.e. have reduced polymer viscosity compared to similar compositions not containing the unsaturated metal compound coagent).

## Claims

### Claim 1

A curable chloroelastomer composition comprising:
A) a chloroelastomer;
B) a free radical generating compound; and
C) an unsaturated metal compound coagent having the formula Y(4-n)MXn wherein Y is selected from alkyl, aryl, carboxylic acid, or alkyl ester groups; M is selected from Si, Ge, Sn, or Pb; X is an allyl group CR1R2CR3═CR4R5, vinyl group CR1═CR2R3, allenyl group CR1═C═CR2R3, alkynyl group C≡CR1, or propargyl group CR1R2C≡CR3; R1-R5 are selected independently from the group consisting of H, F, alkyl, aryl, heterocycle, or perfluoroalkyl groups; and n is 1, 2, or 3.

### Claim 2 (depends on 1)

The curable composition of claim 1 wherein said unsaturated metal compound coagent is of the formula Y(4-n)MXn wherein M is Sn, X is allyl group CR1R2CR3═CR4R5, Y is alkyl or aryl, R1-R5 are H and n is 1 or 2.

### Claim 3 (depends on 2)

The curable composition of claim 2 wherein said unsaturated metal compound coagent is allyltrioctylstannane.

### Claim 4 (depends on 2)

The curable composition of claim 2 wherein said unsaturated metal compound coagent is allyltriphenylstannane.

### Claim 5 (depends on 2)

The curable composition of claim 2 wherein said unsaturated metal compound coagent is diallyldioctylstannane.

### Claim 6 (depends on 1)

The curable composition of claim 1 wherein said unsaturated metal compound coagent is of the formula Y(4-n)MXn wherein M is Sn, X is vinyl group CR1═CR2R3, Y is alkyl or aryl, R1-R3 are H and n is 1.

### Claim 7 (depends on 6)

The curable composition of claim 6 wherein said unsaturated metal compound coagent is vinyltrioctylstannane.

### Claim 8 (depends on 6)

The curable composition of claim 6 wherein said unsaturated metal compound coagent is vinyltriphenylstannane.

### Claim 9 (depends on 1)

The curable composition of claim 1 wherein said unsaturated metal compound coagent is of the formula Y(4-n)MXn wherein M is Ge, X is allyl group CR1R2CR3═CR4R5, Y is alkyl or aryl, R1-R5 are H and n is 1.

### Claim 10 (depends on 9)

The curable composition of claim 9 wherein said unsaturated metal compound coagent is allyltrioctylgermane.

### Claim 11 (depends on 9)

The curable composition of claim 9 wherein said unsaturated metal compound coagent is allyltriphenylgermane.

### Claim 12 (depends on 1)

The curable composition of claim 1 further comprising a multifunctional coagent.

### Claim 13 (depends on 12)

The curable composition of claim 12 wherein said multifunctional coagent is selected from the group consisting of triallyl cyanurate, trimethacryl isocyanurate, triallyl isocyanurate, trimethallyl isocyanurate, triacryl formal, triallyl trimellitate, N,N′-m-phenylene bismaleimide, diallyl phthalate, tetraallylterephthalamide, tri(diallylamine)-s-triazine, triallyl phosphite, bis-olefins and N,N-diallylacrylamide.

### Claim 14 (depends on 13)

The curable composition of claim 13 wherein said multifunctional coagent is triallyl isocyanurate.

### Claim 15 (depends on 1)

The curable composition of claim 1 wherein said free radical generating compound is an organic peroxide.

### Claim 16 (depends on 1)

The curable composition of claim 1 wherein said free radical generating compound is a photoinitiator.