IP Library Granted Patent US 11,781,016
Granted Patent B2
US 11,781,016 · App. 17/174,480 · Granted Oct 10, 2023

UV curable silicone composition and an encapsulant or a sheet film thereof

Inventors: Shunya Takeuchi (Chiba, JP); Anna Ya Ching Feng (Taoyuan, TW); Yutaka Oka (Chiba, JP); Jung Hye Chae (Gyeonggi-Do, KR)
Assignees: DuPont Toray Specialty Materials Kabushiki Kaisha; Rohm and Haas Electronic Materials LLC; Rohm and Haas Electronic Materials Korea Ltd.
C08L83/04C08G77/20C08G77/28C08G77/80C08K5/132C08K5/18C08K5/5397C08L2201/08C08L2201/10C08L2203/16C08L2203/206C08L2205/025C08L2205/03C08L2312/06
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Quick Facts
Patent No.
US 11,781,016
App. No.
17/174,480
Granted
Oct 10, 2023
Kind
B2
Abstract

A UV curable silicone composition has exceptional curability by ultraviolet irradiation. The UV curable silicone composition includes (A) an organopolysiloxane composition selected from the following: (A-1) an organopolysiloxane composition comprising a linear organopolysiloxane in which both ends of the molecular chain are capped with alkenyl groups and/or a branched organopolysiloxane containing at least 2 alkenyl groups at the ends of the molecular chain, and an organopolysiloxane containing at least 2 thiol groups in side-chains of the molecular chain, wherein the thiol group content is 1% by mass or more per molecule, (A-2) an organopolysiloxane composition comprising a linear organopolysiloxane in which both ends of the molecular chain are capped with thiol groups, wherein the thiol group content is 1% by mass or more per molecule, and an organopolysiloxane containing at least 2 alkenyl groups in side-chains of the molecular chain and/or a resinous organopolysiloxane containing at least 2 alkenyl groups at the ends of the molecular chain, or (A-3) an organopolysiloxane composition comprising an alkenyl group- and aryl group-containing organopolysiloxane and a multifunctional thiol compound, but furthermore comprising an alkenyl group-containing resinous organopolysiloxane when the multifunctional thiol compound contains only a bifunctional thiol compound, and (B) a silicone-compatible photo-initiator comprising a compound selected from the following: (B-1) an alpha-hydroxyacetophenone, (B-2) a combination of an alpha-hydroxyacetophenone and an alpha-aminoalkylphenone, or (B-3) a combination of an alpha-hydroxyacetophenone and a mono-acylphosphine oxide, wherein the ratio between the thiol groups and alkenyl groups (SH/Vi ratio) included in the organopolysiloxane composition is 0.6 or more.

Claims (27)

1. An encapsulant for an optical semiconductor that is a cured product of curable silicone composition comprising:

(A) an organopolysiloxane composition selected from the following;

(A-1) an organopolysiloxane composition comprising a linear organopolysiloxane in which both ends of the molecular chain are capped with alkenyl groups and/or a branched organopolysiloxane containing at least 2 alkenyl groups at the ends of the molecular chain, and an organopolysiloxane containing at least 2 thiol groups in side-chains of the molecular chain, wherein the thiol group content is 1% by mass or more per molecule,

(A-2) an organopolysiloxane composition comprising a linear organopolysiloxane in which both ends of the molecular chain are capped with thiol groups, wherein the thiol group content is 1% by mass or more per molecule, and an organopolysiloxane containing at least 2 alkenyl groups in side-chains of the molecular chain and/or a resinous organopolysiloxane containing at least 2 alkenyl groups at the ends of the molecular chain, or

(A-3) an organopolysiloxane composition comprising an alkenyl group- and aryl group-containing organopolysiloxane and a multifunctional thiol compound, provided that component (A-3) comprises an alkenyl group-containing resinous organopolysiloxane when the multifunctional thiol compound contains only a bifunctional thiol compound, and

(B) a silicone-miscible photo-initiator comprising a compound selected from the following:

(B-1) an alpha-hydroxyacetophenone,

(B-2) a combination of an alpha-hydroxyacetophenone and an alpha-aminoalkylphenone, or

(B-3) a combination of an alpha-hydroxyacetophenone and a mono-acylphosphine oxide, wherein the mole ratio between the thiol groups (—SH) and alkenyl groups (—SH/Vi ratio) included in the organopolysiloxane composition is 0.6 or more.

2. An adhesive sheet film that is a cured product of curable silicone composition comprising:

(A) an organopolysiloxane composition selected from the following;

(A-1) an organopolysiloxane composition comprising a linear organopolysiloxane in which both ends of the molecular chain are capped with alkenyl groups and/or a branched organopolysiloxane containing at least 2 alkenyl groups at the ends of the molecular chain, and an organopolysiloxane containing at least 2 thiol groups in side-chains of the molecular chain, wherein the thiol group content is 1% by mass or more per molecule,

(A-2) an organopolysiloxane composition comprising a linear organopolysiloxane in which both ends of the molecular chain are capped with thiol groups, wherein the thiol group content is 1% by mass or more per molecule, and an organopolysiloxane containing at least 2 alkenyl groups in side-chains of the molecular chain and/or a resinous organopolysiloxane containing at least 2 alkenyl groups at the ends of the molecular chain, or

(A-3) an organopolysiloxane composition comprising an alkenyl group- and aryl group-containing organopolysiloxane and a multifunctional thiol compound, provided that component (A-3) comprises an alkenyl group-containing resinous organopolysiloxane when the multifunctional thiol compound contains only a bifunctional thiol compound, and

(B) a silicone-miscible photo-initiator comprising a compound selected from the following:

(B-1) an alpha-hydroxy acetophenone,

(B-2) a combination of an alpha-hydroxyacetophenone and an alpha-aminoalkylphenone, or

(B-3) a combination of an alpha-hydroxyacetophenone and a mono-acylphosphine oxide,

wherein the mole ratio between the thiol groups (—SH) and alkenyl groups (—SH/Vi ratio) included in the organopolysiloxane composition is 0.6 or more.

3. An encapsulant for optical semiconductor as claimed in claim 1 , wherein the organopolysiloxane containing at least 2 thiol groups in side-chains of the molecular chain in component (A-1) is a cyclic structure.

4. An encapsulant for optical semiconductor as claimed in claim 1 , wherein the organopolysiloxane containing at least 2 thiol alkenyl groups in side-chains of the molecular chain in component (A-2) is a linear structure.

5. An encapsulant for optical semiconductor as claimed in claim 1 , wherein the photo-initiator of (B-1) further comprises a compound having an acetophenone structure other than alpha-hydroxyacetophenone.

6. An encapsulant for optical semiconductor as claimed in claim 1 , wherein the content of component (B) is 0.001% by mass to 5% by mass based on the total mass of the UV curable silicone composition.

7. An adhesive sheet film as claimed in claim 2 , wherein the organopolysiloxane containing at least 2 thiol groups in side-chains of the molecular chain in component (A-1) is a cyclic structure.

8. An adhesive sheet film as claimed in claim 2 , wherein the organopolysiloxane containing at least 2 alkenyl groups in side-chains of the molecular chain in component (A-2) is a linear structure.

9. An adhesive sheet film as claimed in claim 2 , wherein the photo-initiator of (B-1) further comprises a compound having an acetophenone structure other than alpha-hydroxyacetophenone.

10. An adhesive sheet film as claimed in claim 2 , wherein the content of component (B) is 0.001% by mass to 5% by mass based on the total mass of the UV curable silicone composition.

Assignments (10)
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 →
SECURITY INTEREST Recorded Nov 3, 2025
From: QNITY ELECTRONICS, INC.
To: JPMORGAN CHASE BANK, N.A., AS COLLATERAL AGENT
Reel/Frame 073515/0243 →
SECURITY INTEREST Recorded Nov 3, 2025
From: QNITY ELECTRONICS, INC.
To: U.S. BANK TRUST COMPANY, NATIONAL ASSOCIATION, AS NOTES COLLATERAL AGENT
Reel/Frame 073517/0298 →
CHANGE OF NAME Recorded Oct 29, 2024
From: ROHM & HAAS ELECTRONIC MATERIALS LLC
To: DUPONT ELECTRONIC MATERIALS INTERNATIONAL, LLC
Reel/Frame 069272/0383 →
CHANGE OF NAME Recorded Oct 17, 2024
From: ROHM & HAAS ELECTRONIC MATERIALS KOREA LTD
To: DUPONT SPECIALTY MATERIALS KOREA LTD
Reel/Frame 069185/0438 →
CHANGE OF NAME Recorded Jul 11, 2024
From: ROHM AND HAAS ELECTRONIC MATERIALS LLC
To: DUPONT ELECTRONIC MATERIALS INTERNATIONAL, LLC
Reel/Frame 068281/0164 →
CHANGE OF NAME Recorded Jul 11, 2024
From: ROHM AND HAAS ELECTRONIC MATERIALS KOREA LTD.
To: DUPONT SPECIALTY MATERIALS KOREA LTD.
Reel/Frame 068281/0096 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 12, 2021
From: FENG, ANNA YA CHING
To: ROHM AND HAAS ELECTRONIC MATERIALS LLC
Reel/Frame 055241/0937 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 12, 2021
From: CHAE, JUNG HYE
To: ROHM AND HAAS ELECTRONIC MATERIALS KOREA LTD.
Reel/Frame 055242/0066 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 12, 2021
From: TAKEUCHI, SHUNYA; OKA, YUTAKA
To: DUPONT TORAY SPECIALTY MATERIALS KABUSHIKI KAISHA
Reel/Frame 055241/0847 →
Priority Claims (1)
JP 2020-033944 · Feb 28, 2020 · national
Continuity (1)
Related Publication 20210269642A1 · Sep 2, 2021
Cited By (1)
US 12,637,544