IP Library Granted Patent US 8,772,431
Granted Patent B2
US 8,772,431 · App. 13/139,934 · Granted Jul 8, 2014

Silanol condensation catalyst, heat-curable silicone resin composition for sealing photosemiconductors and sealed photosemiconductor using same

Inventors: Yoshihito Takei (Kanagawa, JP); Kazunori Ishikawa (Kanagawa, JP); Takeaki Saiki (Kanagawa, JP)
Assignee: The Yokohama Rubber Co., Ltd.
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Quick Facts
Patent No.
US 8,772,431
App. No.
13/139,934
Granted
Jul 8, 2014
Kind
B2
Abstract

A silanol condensation catalyst including at least the zirconium metal salt expressed by Formula (I) below (wherein n is an integer from 1 to 3; each R 1 is a hydrocarbon group having from 1 to 16 carbons; and each R 2 is a hydrocarbon group having from 1 to 18 carbons.) A heat-curable silicone resin composition for sealing optical semiconductors includes 100 parts by mass of a polysiloxane containing two or more silanol groups in the molecule; from 0.1 to 2,000 parts by mass of a silane compound containing two or more alkoxy groups that are bonded to a silicon atom in the molecule; and a zirconium metal salt expressed by Formula (I). A sealed optical semiconductor is formed by sealing a LED chip by applying the heat-curable silicone resin composition to the LED chip, heating the LED chip, and curing the heat-curable silicone resin composition.

Claims (34)

1. A heat-curable silicone resin composition for sealing optical semiconductors comprising:

(A) 100 parts by mass of a polysiloxane containing two or more silanol groups in the molecule;

(B) from 0.1 to 2,000 parts by mass of a silane compound containing two or more alkoxy groups that are bonded to a silicon atom in the molecule; and

(C) a zirconium metal salt expressed by Formula (I):

(wherein n is an integer from 1 to 3; each R 1 is a hydrocarbon group having from 1 to 16 carbons; and each R 2 is a hydrocarbon group having from 1 to 18 carbons); and

the R 1 of Formula (I) is at least one selected from the group consisting of a cyclopropyl group, a cyclopentyl group, a cyclohexyl group, an adamanthyl group, and a naphthene ring.

2. The heat-curable silicone resin composition for sealing optical semiconductors according to claim 1 , further comprising from 0.001 to 5 parts by mass of a quaternary tin compound containing an alkyl group and an acyl group per a total 100 parts by mass of the polysiloxane and the silane compound.

3. The heat-curable silicone resin composition for sealing optical semiconductors according to claim 2 , wherein a content of the zirconium metal salt is from 0.001 to 5 parts by mass per the total 100 parts by mass of the polysiloxane and the silane compound.

4. The heat-curable silicone resin composition for sealing optical semiconductors according to claim 1 , wherein a content of the zirconium metal salt is from 0.001 to 5 parts by mass per the total 100 parts by mass of the polysiloxane and the silane compound.

5. The heat-curable silicone resin composition for sealing optical semiconductors according to claim 4 , further comprising from 0.001 to 5 parts by mass of a quaternary tin compound containing an alkyl group and an acyl group per a total 100 parts by mass of the polysiloxane and the silane compound.

6. The heat-curable silicone resin composition for sealing optical semiconductors according to claim 1 , comprising a straight chain organopolydimethylsiloxane having a weight-average molecular weight of from 1,000 to 1,000,000, expressed by Formula (1) below, as the polysiloxane:

where m is an integer from 10 to 15,000.

7. The heat-curable silicone resin composition for sealing optical semiconductors according to claim 6 , wherein a content of the zirconium metal salt is from 0.001 to 5 parts by mass per the total 100 parts by mass of the polysiloxane and the silane compound.

8. The heat-curable silicone resin composition for sealing optical semiconductors according to claim 1 , further comprising from 0.1 to 5 parts by mass of bis(alkoxysilyl)alkane per the total 100 parts by mass of the polysiloxane and the silane compound.

9. The heat-curable silicone resin composition for sealing optical semiconductors according to claim 8 , comprising a straight chain organopolydimethylsiloxane having a weight-average molecular weight of from 1,000 to 1,000,000, expressed by Formula (1) below, as the polysiloxane:

wherein m is an integer from 10 to 15,000.

10. A sealed optical semiconductor formed by sealing a LED chip by:

applying a heat-curable silicone resin composition for sealing optical semiconductors described in claim 1 to the LED chip,

heating the LED chip, and

curing the heat-curable silicone resin composition for sealing optical semiconductors.

11. A heat-curable silicone resin composition for sealing optical semiconductors comprising:

(A) 100 parts by mass of a polysiloxane containing two or more silanol group in the molecule;

(B) from 0.1 to 2,000 parts by mass of a silane compound containing two or more alkoxy group that are bonded to a silicon atom in the molecule;

(C) a zirconium metal salt expressed by Formula (I):

(wherein n is an integer from 1 to 3; each R 1 is a hydrocarbon group having from 1 to 16 carbons; and each R 2 is a hydrocarbon group having from 1 to 18 carbons); and

from 0.1 to 5 parts by mass of bis(alkoxysilyl)alkane per the total 100 parts by mass of the polysiloxane and the silane compound.

12. A sealed optical semiconductor formed by sealing a LED chip by:

applying a heat-curable silicone resin composition for sealing optical semiconductors to the LED chip, the heat-curable silicone rein composition for sealing optical semiconductors comprising:

(A) 100 parts by mass of a polysiloxane containing two or more silanol group in the molecule;

(B) from 0.1 to 2,000 parts by mass of a silane compound containing two or more alkoxy group that are bonded to a silicon atom in the molecule; and

(C) a zirconium metal salt expressed by Formula (I):

(wherein n is an integer from 1 to 3; each R 1 is a hydrocarbon group having from 1 to 16 carbons; and each R 2 is a hydrocarbon group having from 1 to 18 carbons),

heating the LED chip, and

curing the heat-curable silicone resin composition for sealing optical semiconductors.

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 Jun 15, 2011
From: TAKEI, YOSHIHITO; ISHIKAWA, KAZUNORI; SAIKI, TAKEAKI
To: THE YOKOHAMA RUBBER CO., LTD.
Reel/Frame 026456/0362 →
Priority Claims (2)
JP 2008-319494 · Dec 16, 2008 · national
JP 2009-259129 · Nov 12, 2009 · national
Continuity (1)
Related Publication 20110248314A1 · Oct 13, 2011