# US 5,350,824 A · Fluorosilicone polymers and methods for the preparation thereof

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- Number: US 5,350,824 A
- Document ID: US5350824A
- Status: Granted
- Kind: A
- Application number: 08/079,657
- Filed: 1993-06-18
- Granted: 1994-09-27
- Earliest claimed: 1992-06-29
- Assignees: Dow Corning Toray Silicone Co., Ltd.
- Inventors: Hideki Kobayashi
- Web page: https://patentgrep.com/patent/US5350824A

## CPC

- C08G 77/24: halogen-containing groups
- C08G 77/08: characterised by the catalysts used
- C08L 83/08: containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen
- C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08L: COMPOSITIONS OF MACROMOLECULAR COMPOUNDS (compositions based on polymerisable monomers C08F, C08G; artificial filaments or fibres D01F; textile treating compositions D06)

## Abstract

The instant invention pertains to novel fluorosilicone polymers that have a very low surface tension, excellent oil resistance, excellent heat resistance, and so forth. The fluorosilicone polymers of the instant invention are fluorosilicone polymers comprised of siloxane unit with the following formula [F(CF.sub.2).sub.a C.sub.2 H.sub.4 ].sub.2 SiO.sub.2/2 (a) where a is an integer with a value of 1 to 10 and fluorosilicone polymers as represented by the following formula {[F(CF.sub.2).sub.a C.sub.2 H.sub.4 ].sub.2 SiO.sub.2/2 }.sub.x (R.sub.2 SiO.sub.2/2).sub.y (c) wherein a is an integer with a value of 1 to 10, x is an integer with a value of at least 2, y is an integer with a value of at least 1, x>y, and R is a monovalent hydrocarbon group.

## Claims

### Claim 1

A fluorosilicone polymer comprised of siloxane with formula
[F(CF.sub.2).sub.a C.sub.2 H.sub.4 ].sub.2 SiO.sub.2/2
and having a silanol group at both molecular chain terminals;
where a is an integer with a value of 1 to 10.

### Claim 2

A method for preparation of a fluorosilicone polymer wherein said method is comprises
(I) reacting zinc oxide and dichlorosilane with the following formula (b) in organic solvent
{F(CF.sub.2).sub.a C.sub.2 H.sub.4 }.sub.2 SiCl.sub.2 (b)
where a is an integer with a value of 1 to 10;
(II) stirring the resulting reaction mixture with water and protic acid to produce diorganopolysiloxane having a silanol group at both molecular chain terminals; and
(III) subjecting said diorganopolysiloxane to a condensation polymerization in the presence of an acidic condensation catalyst.

### Claim 3 (depends on 2)

A method a claimed in claim 2 wherein the organic solvent is selected from the group consisting of acetonitrile and alkyl acetates.

### Claim 4 (depends on 2)

A method as claimed in claim 2 wherein the zinc oxide us used at 0.4 to 5 moles per mole of dichlorosilane (b).

### Claim 5 (depends on 2)

A method as claimed in claim 2 wherein the acidic condensation catalyst is selected from the group consisting of concentrated sulfuric acid, trifluoromethanesulfonic acid, dodecylbenzenesulfonic acid, and an equimolar mixture of 2-ethylhexanoic acid and tetramethylguanidine.

### Claim 6 (depends on 5)

A method as claimed in claim 5 wherein the condensation catalyst is trifluoromethanesulfonic acid.

### Claim 7

A fluorosilicone polymer represented by formula (c)
{[F(CF.sub.2).sub.a C.sub.2 H.sub.4 ].sub.2 SiO.sub.2/2 }.sub.x (R.sub.2 SiO.sub.2/2).sub.y (c)
wherein a is an integer with a value of 1 to 10, x is an integer with a value of at least 2, y is an integer with a value of at least 1, x>y, and R is selected from a monovalent hydrocarbon group.

### Claim 8 (depends on 7)

A fluorosilicone polymer as claimed in claim 7 wherein R is methyl.

### Claim 9

A method for preparation of a fluorosilicone polymer wherein said method comprises
(I) reacting zinc oxide and dichlorosilane with the following formula (b) in organic solvent
{F(CF.sub.2).sub.a C.sub.2 H.sub.4 }.sub.2 SiCl.sub.2 (b)
where a is an integer with a value of 1 to 10;
(II) stirring the resulting reaction mixture with water and protic acid to produce diorganopolysiloxane having the silanol group at both molecular chain terminals; and
(III) condensing the product of (II) with a difunctional organosilane as represented by formula
R.sub.2 Si(NR.sup.1 --COCH.sub.3).sub.2 (d)
where R and R.sup.1 are selected independently from a monovalent hydrocarbon group into said diorganopolysiloxane.

### Claim 10 (depends on 9)

A method a claimed in claim 9 wherein the organic solvent is selected from the group consisting of acetonitrile and alkyl acetates.

### Claim 11 (depends on 9)

A method as claimed in claim 9 wherein the zinc oxide us used at 0.4 to 5 moles per mole of dichlorosilane (b).

### Claim 12 (depends on 9)

A method as claimed in claim 9 wherein the difunctional organosilane (d) is methylvinylbis(N-methylacetamido)silane.

### Claim 13 (depends on 9)

A method as claimed in claim 9 wherein the difunctional organosilane (d) is dimethylbis(N-methylacetamido)silane.