IP Library Granted Patent US 8,946,353
Granted Patent B2
US 8,946,353 · App. 13/126,440 · Granted Feb 3, 2015

Curable organopolysiloxane composition, optical semiconductor element sealant, and optical semiconductor device

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Quick Facts
Patent No.
US 8,946,353
App. No.
13/126,440
Granted
Feb 3, 2015
Kind
B2
Abstract

A hydrosilylation reaction-curable organopolysiloxane composition comprising (A) a methylpheny-lalkenylpolysiloxane that has at least two alkenyl groups wherein diphenylsiloxane units are no more than 5 mole % and at least 20 mole % is comprised of phenyl groups, (B) a methylphenylhydrogenpolysiloxane that has at least two Si-bonded hydrogen atoms wherein diphenylsiloxane units are no more than 5 mole % and at least 20 mole % is comprised of phenyl groups, and (C) a hydrosilylation reaction catalyst. An optical semiconductor element sealant comprising this composition. An optical semiconductor device sealed with this optical semiconductor element sealant.

Claims (35)

1. A hydrosilylation reaction-curable organopolysiloxane composition comprising

(A) a methylphenylalkenylpolysiloxane that has at least two silicon-bonded alkenyl groups per molecule, wherein diphenylsiloxane units are no more than 5 mole % of the total siloxane units and phenyl groups are at least 20 mole % of the total silicon-bonded organic groups in the molecule,

(B) a methylphenylhydrogenpolysiloxane that has at least two silicon-bonded hydrogen atoms per molecule, wherein diphenylsiloxane units are no more than 5 mole % of the total siloxane units and phenyl groups are at least 20 mole % of the total silicon-bonded organic groups in the molecule, and

(C) a hydrosilylation reaction catalyst,

wherein the diphenylsiloxane units are no more than 5 mole % of the total siloxane units in this composition.

2. The hydrosilylation reaction-curable organopolysiloxane composition according to claim 1 , wherein

component (A) is represented by average unit formula (1):

R a SiO (4−a)/2   (1)

wherein R is C 2 to C 8 alkenyl, methyl, and phenyl, at least 20 mole % thereof is comprised of phenyl groups, and a is a positive number from 0.5 to 2.2; and

component (B) is represented by average unit formula (5):

R 1 b H c SiO (4−b−c)/2   (5)

wherein R 1 is methyl and phenyl, at least 20 mole % thereof is comprised of phenyl groups, b is a positive number from 1.0 to 2.2, and c is a positive number from 0.002 to 1.0.

3. The hydrosilylation reaction-curable organopolysiloxane composition according to claim 2 , wherein component (A) is a mixture of

(A1) a methylphenylalkenylpolysiloxane represented by average unit formula (2):

R d SiO (4−d)/2   (2)

wherein R is C 2 to C 8 alkenyl, methyl, and phenyl, at least 20 mole % thereof is comprised of phenyl groups, and d is a positive number from 1.9 to 2.2 that has at least two silicon-bonded C 2 to C 8 alkenyl groups per molecule, is liquid at ambient temperature and has a viscosity at 25° C. of 10 to 100,000 mPa·s, with the proviso that diphenylsiloxane units are no more than 5 mole % of the total siloxane units therein, and

(A2) an organopolysiloxane resin represented by average unit formula (3):

R e SiO (4−e)/2   (3)

wherein R is C 2 to C 8 alkenyl, methyl, and phenyl, at least 20 mole % thereof is comprised of phenyl groups, and e is a positive number from 0.5 to 1.7 that is a solid at ambient temperature and has at least two silicon-bonded alkenyl groups per molecule, with the proviso that diphenylsiloxane units are no more than 5 mole % of the total siloxane units therein,

wherein component (A1) is 99 to 30 weight % of the mixture and component (A2) is 1 to 70 weight % of the mixture and their total is 100 weight %.

4. The hydrosilylation reaction-curable organopolysiloxane composition according to claim 1 , wherein neither component (A) nor component (B) contains the diphenylsiloxane unit.

5. The hydrosilylation reaction-curable organopolysiloxane composition according to claim 3 , wherein neither component (A1) nor component (A2) nor component (B) contains the diphenylsiloxane unit.

6. The hydrosilylation reaction-curable organopolysiloxane composition according to claim 1 , wherein said composition forms a cured product that has an optical transmittance of at least 99% in a quartz cell at a wavelength of 450 nm and an optical path length of 0.2 cm and that has a refractive index at 25° C. for visible light at 589 nm of at least 1.5.

7. The hydrosilylation reaction-curable organopolysiloxane composition according to claim 3 , wherein said composition forms a cured product that has an optical transmittance of at least 99% in a quartz cell at a wavelength of 450 nm and an optical path length of 0.2 cm and that has a refractive index at 25° C. for visible light at 589 nm of at least 1.5.

8. The hydrosilylation reaction-curable organopolysiloxane composition according to claim 6 , wherein the cured product has an optical transmittance of at least 98% at 25° C. at an optical path length of 0.2 cm and a wavelength of 450 nm after the cured product has been held for 1000 hours in a convection oven at 150° C.

9. An optical semiconductor element sealant comprising the hydrosilylation reaction-curable organopolysiloxane composition according to claim 6 .

10. An optical semiconductor element sealant comprising the hydrosilylation reaction-curable organopolysiloxane composition according to claim 7 .

11. The optical semiconductor element sealant according to claim 9 , wherein said sealant forms a cured product that has an optical transmittance at 25° C. of at least 99% at a wavelength of 450 nm and an optical path length of 0.2 cm, wherein this cured product has an optical transmittance at 25° C. of at least 98% at a wavelength of 450 and an optical path length of 0.2 cm after the cured product has been held for 1000 hours in a convection oven at 150° C.

12. An optical semiconductor device, wherein the optical semiconductor element of an optical semiconductor device comprising an optical semiconductor element in a housing is sealed with the transparent cured product from the optical semiconductor element sealant according to claim 9 by filling the optical semiconductor element sealant into the housing and curing.

13. The optical semiconductor device according to claim 12 , wherein the optical semiconductor element is a light-emitting diode element and the optical semiconductor device is a light-emitting diode device.

14. The optical semiconductor device according to claim 12 , wherein the housing is composed of a polar group-containing plastic.

15. The optical semiconductor device according to claim 14 , wherein the polar group-containing plastic is a polyphthalamide resin.

16. The hydrosilylation reaction-curable organopolysiloxane composition according to claim 1 , wherein a total content of 1,3,5-trimethyl-1,3,5-triphenylcyclotrisiloxane and 1,3,5,7-tetramethyl-1,3,5,7-tetraphenylcyclotetrasiloxane is no more than 5 weight %.

17. The optical semiconductor element sealant according to claim 9 , wherein a total content of 1,3,5-trimethyl-1,3,5-triphenylcyclotrisiloxane and 1,3,5,7-tetramethyl-1,3,5,7-tetraphenylcyclotetrasiloxane is no more than 5 weight %.

18. An optical semiconductor device, wherein the light-emitting semiconductor element of an optical semiconductor device comprising an optical semiconductor element in a housing is sealed with the transparent cured product from the optical semiconductor element sealant according to claim 17 by filling the optical semiconductor element sealant into the housing and curing.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 17, 2019
From: DOW CORNING TORAY CO., LTD.
To: DOW TORAY CO., LTD.
Reel/Frame 051322/0925 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 11, 2011
From: YOSHITAKE, MAKOTO; SAGAWA, TAKASHI; TERADA, MASAYOSHI
To: DOW CORNING TORAY CO. LTD.
Reel/Frame 026568/0718 →