IP Library Granted Patent US 12,110,412
Granted Patent B2
US 12,110,412 · App. 17/387,573 · Granted Oct 8, 2024

Curable silicone composition, encapsulant and optical semiconductor device

Inventors: Akito Hayashi (Chiba, JP); Sawako Horie (Chiba, JP)
Assignee: DuPont Toray Specialty Materials Kabushiki Kaisha
C09D183/04C08G77/08C08G77/12H01L23/296H01L33/56C08L2203/206C08L2205/025
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Quick Facts
Patent No.
US 12,110,412
App. No.
17/387,573
Granted
Oct 8, 2024
Kind
B2
Abstract

A curable silicone composition is capable of forming a cured product having excellent elongation characteristics. The curable silicone composition, comprises: (A) a resinous alkenyl group-containing organopolysiloxane containing less than two alkenyl groups per molecule on average, which is represented by average unit formula (I): (R 1 3 SiO 1/2 ) a (R 1 2 SiO 2/2 ) b (R 1 SiO 3/2 ) c (SiO 4/2 ) d (XO 1/2 ) e , where in formula (I), each R 1 is independently a monovalent hydrocarbon group including an alkenyl group, while the number of alkenyl groups per molecule is less than two on average, X is a hydrogen atom or an alkyl group, 0≤a≤1, 0≤b≤1, 0≤c<0.9, 0≤d<0.5, 0≤e<0.4, a+b+c+d=1.0, and c+d>0; (B) an organohydrogenpolysiloxane having two or more silicon atom-bonded hydrogen atoms per molecule; and (C) a curing reaction catalyst.

Claims (39)

1. A curable silicone composition comprising:

(A) a resinous alkenyl group-containing organopolysiloxane containing less than two alkenyl groups per molecule on average, which is represented by average unit formula (1): (R 1 3 SiO 1/2 ) a (R 1 2 SiO 2/2 ) b (R 1 SiO 3/2 ) c (SiO 4/2 ) d (XO 1/2 ) e , where in formula (1), each R 1 is independently a monovalent hydrocarbon group, while the number of alkenyl groups per molecule is one or more and is less than two on average, X is a hydrogen atom or an alkyl group, a is 0.05≤a≤0.8, b is 0≤b≤0.9, c is 0.1≤c≤0.9, d=0, e is 0≤e≤0.15, a+b+c=d=1.0 and c+d>0;

(B) an organohydrogenpolysiloxane having three or more silicon atom-bonded hydrogen atoms per molecule;

(C) a curing reaction catalyst; and

(D) an organopolysiloxane which is different from components (A) and (B).

2. The curable silicone composition as claimed in claim 1 , wherein the mass ratio of the resinous organopolysiloxane and linear organopolysiloxane is 9:1 to 1:9.

3. An encapsulant comprising the curable silicone composition described in claim 1 .

4. An optical semiconductor device comprising the encapsulant described in claim 3 .

5. The curable silicone composition as claimed in claim 1 , wherein the resinous alkenyl group-containing organopolysiloxane (A) contains an alkenyl group in its molecular terminal.

6. The curable silicone composition as claimed in claim 1 , wherein the resinous alkenyl group-containing organopolysiloxane (A) has from 1 to 1.9 alkenyl groups per molecule on average.

7. The curable silicone composition as claimed in claim 1 , wherein the organohydrogenpolysiloxane of component (B) is a branched structure.

8. The curable silicone composition as claimed in claim 1 , wherein the organohydrogenpolysiloxane of component (B) includes at least one siloxane unit (unit T) represented by SiO 3/2 and/or siloxane unit (unit Q) represented by SiO 4/2 .

9. The curable silicone composition as claimed in claim 1 , wherein the organopolysiloxane of component (D) includes a linear organopolysiloxane represented by general formula (II):

R 1 3 SiO(R 1 2 SiO) m SR 1 3

where in formula (II), each R 1 is independently a monovalent hydrocarbon group, and m is an integer of from 5 to 1000.

10. A curable silicone composition comprising:

(A) a resinous alkenyl group-containing organopolysiloxane containing less than two alkenyl groups per molecule on average, which is represented by average unit formula (I): (R 1 3 SiO 1/2 ) a (R 1 2 SiO 2/2 ) b (R 1 SiO 3/2 ) c (SiO 4/2 ) d (XO 1/2 ) e, where in formula (I), each R 1 is independently a monovalent hydrocarbon group, while the number of alkenyl groups per molecule is one or more and is less than two on average, X is a hydrogen atom or an alkyl group, 0≤a≤1, 0≤b≤1, 0≤c<0.9, d=0, 0≤e<0.4, a+b+c+d=1.0, and c+d>0;

(B) an organohydrogenpolysiloxane having three or more silicon atom-bonded hydrogen atoms per molecule;

(C) a curing reaction catalyst; and

(D) an organopolysiloxane which is different from components (A) and (B), wherein the organopolysiloxane of component (D) includes a cyclic organopolysiloxane represented by general formula (III):

(R 1 2 SiO) n ,

where in formula (III), each R 1 is independently a monovalent hydrocarbon group, and n is an integer of from 3 to 50.

11. An optical semiconductor device comprising an encapsulant which comprises the curable silicone composition described in claim 10 .

12. A curable silicone composition comprising:

(A) a resinous alkenyl group-containing organopolysiloxane containing less than two alkenyl groups per molecule on average, which is represented by average unit formula (I): (R 1 3 SiO 2 ) a (R 1 2 SiO 2/2 ) b (R 1 SiO 3/2 ) c (SiO 4/2 ) d (XO 1/2 ) e, where in formula (I), each R 1 is independently a monovalent hydrocarbon group, while the number of alkenyl groups per molecule is one or more and is less than two on average, X is a hydrogen atom or an alkyl group, 0≤a≤1, 0≤b≤1, 0≤c<0.9, d=0, 0≤e<0.4, a+b+c+d=1.0, and c+d>0;

(B) an organohydrogenpolysiloxane having three or more silicon atom-bonded hydrogen atoms per molecule;

(C) a curing reaction catalyst; and

(D) an organopolysiloxane which is different from components (A) and (B), wherein the organopolysiloxane of component (D) includes an epoxy group-containing resinous organopolysiloxane represented by average unit formula (IV):

(R 2 3 SiO 1/2 ) a (R 2 2 SiO 2/2 ) b (R 2 SiO 3/2 ) c (SiO 4/2 ) d (XO 1/2 )

where in formula (IV), each R 2 is the same or different optionally halogen-substituted monovalent hydrocarbon group or epoxy group-containing organic group, at least one R 2 is an epoxy group-containing organic group, X is a hydrogen atom or an alkyl group, and 0≤a≤1, 0≤b≤1, 0≤c<0.9, 0≤d<0.5, 0≤e<0.4, a+b+c+d=1.0, and c+d>0.

13. An optical semiconductor device comprising an encapsulant which comprises the curable silicone composition described in claim 12 .

14. The curable silicone composition as claimed in claim 12 , wherein the organopolysiloxane of component (D) further includes a linear organopolysiloxane represented by general formula (II):

R 1 3 SiO(R 1 2 SiO) m SR 1 3

where in formula (II), each R 1 is independently a monovalent hydrocarbon group, and m is an integer of from 5 to 1000.

15. A curable silicone composition comprising:

(A) a resinous alkenyl group-containing organopolysiloxane containing less than two alkenyl groups per molecule on average, which is represented by average unit formula (1): (R 1 3 SiO 1/2 ) a (R 1 2 SiO 2/2 ) b (R 1 SiO 3/2 ) c (SiO 4/2 ) d (XO 1/2 ) e , where in formula (1), each R 1 is independently a monovalent hydrocarbon group, where the number of alkenyl groups per molecule is from 1 to 1.9 alkenyl groups per molecule on average, X is a hydrogen atom or an alkyl group, a is 0≤a≤1, b is 0≤b≤1, c is 0≤c≤0.9, d=0, e is 0≤e≤0.4, a+b+c=d=1.0 and c+d>0;

(B) an organohydrogenpolysiloxane having three or more silicon atom-bonded hydrogen atoms per molecule;

(C) a curing reaction catalyst; and

(D) an organopolysiloxane which is different from components (A) and (B).

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 16, 2025
From: DUPONT TORAY SPECIALTY MATERIALS KABUSHIKI KAISHA
To: DUROPTIX MATERIALS KABUSHIKI KAISHA
Reel/Frame 073229/0238 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 28, 2021
From: HAYASKI, AKITO; HORIE, SAWAKO
To: DUPONT TORAY SPECIALTY MATERIALS KABUSHIKI KAISHA
Reel/Frame 057008/0205 →