IP Library Granted Patent US 10,968,375
Granted Patent B2
US 10,968,375 · App. 16/311,235 · Granted Apr 6, 2021

Silicone rubber composition and composite made therefrom

Inventors: Takayoshi Otomo (Chiba, JP); Tomoko Tasaki (Chiba, JP)
Assignee: DOW TORAY CO., LTD.
C09J183/10C08J5/128C08L83/04C09J4/06C09J11/00C08G77/12C08G77/20C08G77/80C08G2125/00C08J2367/00C08J2369/00C08J2377/00C08J2483/10
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Quick Facts
Patent No.
US 10,968,375
App. No.
16/311,235
Granted
Apr 6, 2021
Kind
B2
Abstract

A silicone rubber composition comprises: (A) an organopolysiloxane having at least two alkenyl groups in a molecule and free of an aryl group; (B) (B-1) an organosiloxane having in a molecule at least one aryl group, at least one silicon-bonded hydrogen atom, and free of an alkenyl group, or a mixture of components (B-1) and (B-2) an organosiloxane having in a molecule at least one aryl group and at least one alkenyl group; (C) an acrylic compound or a methacrylic compound; (D) an organopolysiloxane having at least two silicon-bonded hydrogen atoms in a molecule and free of an aryl group and an alkenyl group; and (E) a hydrosilylation reaction catalyst. The silicone rubber composition exhibits excellent adhesive properties with respect to diverse organic resins it comes into contact with during its cure, and at the same time possesses excellent mold-release properties with respect to metal dies used for its molding.

Claims (25)

1. A silicone rubber composition comprising:

(A) 100 parts by mass of an organopolysiloxane having at least two alkenyl groups in a molecule and free of an aryl group;

(B) 0.1 to 5 parts by mass of (B-1) an organosiloxane having in a molecule at least one silicon-bonded aryl group, at least one silicon-bonded hydrogen atom, and free of an alkenyl group, or a mixture of component (B-1) and (B-2) an organosiloxane having in a molecule at least one aryl group and at least one alkenyl group;

(C) 0.1 to 5 parts by mass of an acrylic or a methacrylic compound;

(D) an organopolysiloxane having at least two silicon-bonded hydrogen atoms in a molecule and free of an aryl group and an alkenyl group, in an amount such that a mole ratio of silicon-bonded hydrogen atoms per 1 mole of total aliphatic unsaturated bonds in the silicone rubber composition is 0.5 to 5; and

(E) a catalytically effective amount of a hydrosilylation reaction catalyst.

2. The silicone rubber composition according to claim 1 , wherein component (B-1) is an organosiloxane represented by the following general formula 1:

wherein, each R 1 is independently a hydrogen atom, an alkyl group with 1 to 12 carbons or an aryl group with 6 to 12 carbons, with the proviso that at least one R 1 is a hydrogen atom, and at least one R 1 is an aryl group with 6 to 12 carbons; and m is an integer of 1 to 20.

3. The silicone rubber composition according to claim 1 , wherein component (B) is a mixture of component (B-1) and (B-2) and component (B-2) is an organosiloxane represented by the following general formula 2:

wherein, each R 2 is independently an alkenyl group with 2 to 12 carbons, an alkyl group with 1 to 12 carbons or an aryl group with 6 to 12 carbons, with the proviso that at least one R 2 is an alkenyl group with 2 to 12 carbons and at least one R 2 is an aryl group with 6 to 12 carbons; and n is an integer of 0 to 20.

4. The silicone rubber composition according to claim 1 , wherein component (B) is a mixture of components (B-1) and (B-2) in an amount such that a mass ratio of component (B-1):component (B-2) is in a range of from 1:10 to 10:1.

5. The silicone rubber composition according to claim 1 , wherein component (C) is an acrylic compound or a methacrylic compound having ester bonding in its molecule.

6. The silicone rubber composition according to claim 1 , wherein component (C) is an acrylic compound or a methacrylic compound selected from compounds represented by the following general formulae 3, 4, 5 and/or 6:

wherein, each R 3 is independently a hydrogen atom or a methyl group; R 4 is an aralkyl group with 7 to 20 carbons, a phenoxyalkyl group, or a phenoxyhydroxyalkyl group; a is an integer of 1 to 4; each b is independently an integer of 1 to 3; and p is an integer of 4 to 12.

7. A composite comprising a silicone rubber obtained by curing the silicone rubber composition according to claim 1 and an organic resin, wherein the silicone rubber adheres to the organic resin.

8. The composite according to claim 7 , where the organic resin is at least one organic resin selected from copolymers of acrylonitrile-butadiene-styrene, polyphenylene/styrene blends, polystyrenes, polycarbonates, polyurethanes, polyethylenes, polypropylenes, polyacrylates, polymethacrylates, polyacrylamides, polyesters, polyethylene terephthalates, polybutylene terephthalates, polyphenylene oxides, polyphenylene sulfides, polysulfones, nylons, polyamides, polyimides, fluoropolymers, liquid crystal resins, polyetherimides, phenolic resins, epoxy resins, urea resins, melamine resins, or alkyd resins.

9. The silicone rubber composition according to claim 2 , wherein component (B) is a mixture of component (B-1) and (B-2) and component (B-2) is an organosiloxane represented by the following general formula 2:

wherein, each R 2 is independently an alkenyl group with 2 to 12 carbons, an alkyl group with 1 to 12 carbons or an aryl group with 6 to 12 carbons, with the proviso that at least one R 2 is an alkenyl group with 2 to 12 carbons and at least one R 2 is an aryl group with 6 to 12 carbons; and n is an integer of 0 to 20.

10. The silicone rubber composition according to claim 9 , wherein component (B) is a mixture of components (B-1) and (B-2) in an amount such that a mass ratio of component (B-1):component (B-2) is in a range of from 1:10 to 10:1.

11. The silicone rubber composition according to claim 9 , wherein component (C) is an acrylic compound or a methacrylic compound having ester bonding in its molecule.

12. The silicone rubber composition according to claim 9 , wherein component (C) is an acrylic compound or a methacrylic compound selected from compounds represented by the following general formulae 3, 4, 5 and/or 6:

wherein, each R 3 is independently a hydrogen atom or a methyl group; R 4 is an aralkyl group with 7 to 20 carbons, a phenoxyalkyl group, or a phenoxyhydroxyalkyl group; a is an integer of 1 to 4; each b is independently an integer of 1 to 3; and p is an integer of 4 to 12.

13. The silicone rubber composition according to claim 2 , wherein component (C) is an acrylic compound or a methacrylic compound having ester bonding in its molecule.

14. The silicone rubber composition according to claim 2 , wherein component (C) is an acrylic compound or a methacrylic compound selected from compounds represented by the following general formulae 3, 4, 5 and/or 6:

wherein, each R 3 is independently a hydrogen atom or a methyl group; R 4 is an aralkyl group with 7 to 20 carbons, a phenoxyalkyl group, or a phenoxyhydroxyalkyl group; a is an integer of 1 to 4; each b is independently an integer of 1 to 3; and p is an integer of 4 to 12.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 24, 2021
From: OTOMO, TAKAYOSHI; TASAKI, TOMOKO
To: DOW CORNING TORAY CO., LTD.
Reel/Frame 055383/0636 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 17, 2019
From: DOW CORNING TORAY CO., LTD.
To: DOW TORAY CO., LTD.
Reel/Frame 051322/0925 →