IP Library Granted Patent US 10,100,156
Granted Patent B2
US 10,100,156 · App. 15/125,541 · Granted Oct 16, 2018

Curable resin composition

Inventors: Emi Kim (Hiratsuka, JP); Yoshihito Takei (Hiratsuka, JP); Motoki Takuma (Hiratsuka, JP); Takeaki Saiki (Hiratsuka, JP)
Assignee: The Yokohama Rubber Co., LTD.
C08G77/80C08L83/04C09J183/04H01L23/296H01L33/56C08G77/12C08G77/20C08G2190/00
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Quick Facts
Patent No.
US 10,100,156
App. No.
15/125,541
Granted
Oct 16, 2018
Kind
B2
Abstract

The curable resin composition of the present technology includes: (A) a straight-chain organopolysiloxane having at least two silicon-bonded hydrogen atoms and at least one aryl group in one molecule and having an average degree of polymerization of greater than 10; (B) a branched-chain organopolysiloxane having at least three alkenyl groups and at least one aryl group in one molecule; and (C) a hydrosilylation reaction catalyst; wherein a proportion of diphenylsiloxane units relative to an amount of all siloxane units is 10 mol % or greater, and the all siloxane units containing siloxane units derived from the straight-chain organopolysiloxane (A) and the branched-chain organopolysiloxane (B).

Claims (28)

1. A curable resin composition comprising:

(A) a straight-chain organopolysiloxane having at least two silicon-bonded hydrogen atoms and at least one aryl group in one molecule and having an average degree of polymerization of greater than 10;

(B) a branched-chain organopolysiloxane having at least three alkenyl groups and at least one aryl group in one molecule; and

(C) a hydrosilylation reaction catalyst;

wherein a proportion of diphenylsiloxane units relative to an amount of all siloxane units is 10 mol % or greater, and the all siloxane units containing siloxane units derived from the straight-chain organopolysiloxane (A) and the branched-chain organopolysiloxane (B);

the curable resin composition further comprising a straight-chain organopolysiloxane (G) represented by formula (6) below:

HR 2 2 SiO(R 2 2 SiO) k SiR 2 2 H  (6)

wherein, each R 2 moiety is independently an alkyl group, aryl group, hydroxy group, or alkoxy group, and at least one of the R 2 moieties is an aryl group; and

k is a positive number of 1 to 5.

2. The curable resin composition according to claim 1 , wherein a content of a cyclic organosiloxane having a molecular weight of 150 to 1,200 is 7.5 mass % or less.

3. The curable resin composition according to claim 1 , wherein the average degree of polymerization of the straight-chain organopolysiloxane (A) is greater than 30.

4. The curable resin composition according to claim 1 , wherein the branched-chain organopolysiloxane (B) is an organopolysiloxane represented by average unit formula (4) below:

(R 3 SiO 3/2 ) a (R 3 2 SiO 2/2 ) b (R 3 3 SiO 1/2 ) c (SiO 4/2 ) d (X 1 O 1/2 ) e   (4)

wherein, each R 3 moiety is independently a substituted or unsubstituted monovalent hydrocarbon group; however, in one molecule, at least three of the R 3 moieties are alkenyl groups, and at least one R 3 moiety is an aryl group;

X 1 is a hydrogen atom or alkyl group;

a is a positive number; b is 0 or a positive number; c is 0 or a positive number; d is 0 or a positive number; e is 0 or a positive number; b/a is a number in a range of 0 to 10; c/a is a number in a range of 0 to 0.50; d/(a+b+c+d) is a number in a range of 0 to 0.3; and e/(a+b+c+d) is a number in a range of 0 to 0.4.

5. The curable resin composition according to claim 1 , wherein the composition is a composition for sealing an optical semiconductor element.

6. The curable resin composition according to claim 2 , wherein the average degree of polymerization of the straight-chain organopolysiloxane (A) is greater than 30.

7. The curable resin composition according to claim 2 , wherein the branched-chain organopolysiloxane (B) is an organopolysiloxane represented by average unit formula (4) below:

(R 3 SiO 3/2 ) a (R 3 2 SiO 2/2 ) b (R 3 3 SiO 1/2 ) c (SiO 4/2 ) d (X 1 O 1/2 ) e   (4)

wherein, each R 3 moiety is independently a substituted or unsubstituted monovalent hydrocarbon group; however, in one molecule, at least three of the R 3 moieties are alkenyl groups, and at least one R 3 moiety is an aryl group;

X 1 is a hydrogen atom or alkyl group;

a is a positive number; b is 0 or a positive number; c is 0 or a positive number; d is 0 or a positive number; e is 0 or a positive number; b/a is a number in a range of 0 to 10; c/a is a number in a range of 0 to 0.50; d/(a+b+c+d) is a number in a range of 0 to 0.3; and e/(a+b +c+d) is a number in a range of 0 to 0.4.

8. The curable resin composition according to claim 3 , wherein the branched-chain organopolysiloxane (B) is an organopolysiloxane represented by average unit formula (4) below:

(R 3 SiO 3/2 ) a (R 3 2 SiO 2/2 ) b (R 3 3 SiO 1/2 ) c (SiO 4/2 ) d (X 1 O 1/2 ) e   (4)

wherein, each R 3 moiety is independently a substituted or unsubstituted monovalent hydrocarbon group; however, in one molecule, at least three of the R 3 moieties are alkenyl groups, and at least one R 3 moiety is an aryl group;

X 1 is a hydrogen atom or alkyl group;

a is a positive number; b is 0 or a positive number; c is 0 or a positive number; d is 0 or a positive number; e is 0 or a positive number; b/a is a number in a range of 0 to 10; c/a is a number in a range of 0 to 0.50; d/(a+b+c+d) is a number in a range of 0 to 0.3; and e/(a+b+c+d) is a number in a range of 0 to 0.4.

Assignments (4)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 21, 2024
From: SIKA JAPAN LTD.
To: SIKA TECHNOLOGY AG
Reel/Frame 066641/0001 →
MERGER Recorded Feb 5, 2024
From: SIKA HAMATITE CO., LTD.
To: SIKA JAPAN LTD.
Reel/Frame 066493/0072 →
DE-MERGER Recorded Dec 8, 2021
From: THE YOKOHAMA RUBBER CO., LTD.
To: SIKA HAMATITE CO., LTD.
Reel/Frame 060439/0022 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 12, 2016
From: KIM, EMI; TAKEI, YOSHIHITO; TAKUMA, MOTOKI; SAIKI, TAKEAKI
To: THE YOKOHAMA RUBBER CO., LTD.
Reel/Frame 040004/0412 →
Priority Claims (1)
JP 2014-049127 · Mar 12, 2014 · national
Continuity (1)
Related Publication 20170002149A1 · Jan 5, 2017