IP Library › Granted Patent US 11,306,230
Granted Patent B2
US 11,306,230 · App. 16/619,429 · Granted Apr 19, 2022

Ultraviolet curable silicone adhesive composition and silicone adhesive film

Inventors: Tsuyoshi Matsuda (Annaka, JP); Ken Nakayama (Annaka, JP)
Assignee: SHIN-ETSU CHEMICAL CO., LTD.
C09J183/04B32B27/00C08F290/06C08G77/18C08G77/20C08G77/70C08G77/80C08K5/14C08K5/5415C08K5/5425C08L83/06C09D183/06C09J7/25C09J7/38C09J183/06C09J183/10C09J2203/318C09J2203/326C09J2301/416C09J2483/00
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Quick Facts
Patent No.
US 11,306,230
App. No.
16/619,429
Granted
Apr 19, 2022
Kind
B2
Abstract

This ultraviolet curable silicone adhesive composition that contains (A) an organopolysiloxane resin which contains (a) an R 1 3 SiO 1/2 unit (wherein R 1 represents a monovalent hydrocarbon group) and (b) an SiO 4/2 unit, and wherein the molar ratio of the unit (a) to the unit (b) is from 0.6:1 to 1.2:1, (B) a linear or branched organopolysiloxane which has a viscosity of more than 50 mPa·s but 500,000 mPa·s or less, while having 1-4 groups represented by formula (1) and/or (2) (wherein R 2 represents H or Me, a represents a number of 1-3, and the broken line represents a bonding hand that is bonded with Si) as Si-bonded groups, and wherein the main chain is composed of repeated diorganosiloxane units, and (C) a reactive diluent which is composed of an organo(poly)siloxane that has a viscosity of 1-50 mPa·s, while having one group represented by formula (3) (wherein a is as defined above, and the broken line represents a bonding hand) at an end of the molecular chain or in a molecular side chain as an Si-bonded group, is rapidly cured by means of irradiation of ultraviolet light, and exhibits good adhesion to a sheet-like substrate.

Claims (17)

1. A UV-curable silicone pressure-sensitive adhesive composition comprising

(A) 30 to 70 parts by weight of an organopolysiloxane resin (A) comprising (a) R 1 3 SiO 1/2 units wherein R 1 is a substituted or unsubstituted C 1 -C 10 monovalent hydrocarbon group and (b) SiO 4/2 units, wherein a molar ratio of units (a) to units (b) is from 0.6:1 to 1.2:1,

(B) 1 to 40 parts by weight of a linear or branched organopolysiloxane (B) having a backbone composed of repeating diorganosiloxane units and containing an average of 1 to 4 monovalent substituent groups per molecule, the monovalent substituent groups having the general formula (4):

wherein R 2 is hydrogen or methyl, R 3 is independently a substituted or unsubstituted C 1 -C 10 monovalent hydrocarbon group, X is a C 2 -C 6 alkylene group, a is an integer of 1 to 3, b is 1 or 2, and the broken line designates a valence bond to a silicon atom,

the organopolysiloxane (B) having a viscosity at 25° C. of from more than 50 mPa·s to 500,000 mPa·s, and

(C) 1 to 40 parts by weight of a reactive diluent, the reactive diluent being an organopolysiloxane (C) containing one monovalent group having the general formula (3):

wherein a is as defined above and the broken line designates a valence bond to a silicon atom at an end or on a side chain of the organopolysiloxane (C) molecular chain, the organopolysiloxane (C) having a viscosity at 25° C. of 1 to 50 mPa·s,

with the proviso that the total amount of organopolysiloxane resin (A), organopolysiloxane (B), and organopolysiloxane (C) is 100 parts by weight.

2. The silicone pressure-sensitive adhesive composition of claim 1 wherein the organopolysiloxane (B) contains monovalent substituent groups having the general formula (4) at both ends of the molecular chain.

3. The silicone pressure-sensitive adhesive composition of claim 1 or 2 wherein the backbone of the organopolysiloxane (B) consists of diphenylsiloxane repeating units having the general formula (6):

wherein Me is methyl, Ph is phenyl, c1 and c2 are integers in the range: c1≥0, c2≥1, and c1+c2=c, c is such a number that the organopolysiloxane (B) has a viscosity at 25° C. of from more than 50 mPa·s to 500,000 mPa·s, and the broken line designates a valence bond.

4. The silicone pressure-sensitive adhesive composition of claim 1 wherein the organopolysiloxane (C) has the general formula (7) or (8):

wherein R 6 to R 10 each are a substituted or unsubstituted C 1 -C 12 monovalent hydrocarbon group, a is an integer of 1 to 3, the organo(poly)siloxane has a viscosity at 25° C. of 1 to 50 mPa·s, d is an integer of 0 to 3, e and f are 0 or 1.

5. The silicone pressure-sensitive adhesive composition of claim 1 , further comprising (D) 0.01 to 15 parts by weight of a photo-initiator per 100 parts by weight of the organopolysiloxane resin (A), the organopolysiloxane (B), and the organopolysiloxane (C) combined.

6. The silicone pressure-sensitive adhesive composition of claim 1 which forms a silicone pressure-sensitive adhesive having a storage elastic modulus of up to 1.0 MPa after curing, wherein the storage elastic modulus is measured at 1.0 Hz, an oscillation angle γ 4.0%, and a temperature of 25±0.5° C.

7. A silicone pressure-sensitive adhesive film comprising a substrate and a pressure-sensitive adhesive layer formed on at least one surface of the substrate, said pressure-sensitive adhesive layer being a UV-cured product of the silicone pressure-sensitive adhesive composition of claim 1 .

8. The silicone pressure-sensitive adhesive film of claim 7 wherein the substrate is a plastic film.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 9, 2019
From: MATSUDA, TSUYOSHI; NAKAYAMA, KEN
To: SHIN-ETSU CHEMICAL CO., LTD.
Reel/Frame 051222/0893 →
Priority Claims (1)
JP JP2017-131829 · Jul 5, 2017 · national
Continuity (1)
Related Publication 20200172778A1 · Jun 4, 2020