IP Library Granted Patent US 9,850,409
Granted Patent B2
US 9,850,409 · App. 14/940,291 · Granted Dec 26, 2017

High temperature debondable adhesive

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Quick Facts
Patent No.
US 9,850,409
App. No.
14/940,291
Granted
Dec 26, 2017
Kind
B2
Abstract

A debondable adhesive composition comprising (A) the hydrosilation reaction product of the reaction between the vinyl groups on 1,3,5,7-tetravinyl-1,3,5,7-tetramethylcyclotetrasiloxane and the terminal Si—H hydrogens on a silane or siloxane having terminal Si—H hydrogens, (B) a cross-linker for the hydrosilation reaction product, and (C) a metal catalyst and/or a radical initiator is provided.

Claims (30)

1. A curable, debondable adhesive composition comprising

(A) an adduct of 1,3,5,7-tetravinyl-1,3,5,7-tetramethylcyclotetrasiloxane and Si—H-terminated silane or siloxane,

(B) a crosslinker for the adduct of (A), wherein the crosslinker is selected from the group consisting of poly(methylhydro)siloxane, methylhydrosiloxane-dimethylsiloxane copolymer, dimethylsilylphenyl ether, polymethylphenylsiloxane, and poly(methylhydro) phenyl siloxane and

(C) a metal catalyst and/or radical initiator.

2. The debondable adhesive according to claim 1 in which the Si—H-terminated silane or siloxane has the structure

in which R is selected from the group consisting of a C 1 to C 10 alkyl group, an aryl group, an oxygen, —(O—SiMe 2 ) n —O—, —(O—SiAr 2 ) n —O—, —(O—SiMeAr) n —O—, and a combination of any of these groups, in which n is at least one, Me is a methyl group, and Ar is an aryl group; and in which each of R 1 , R 2 , R 3 , R 4 , R 5 , and R 6 , independently is a C 1 to C 10 alkyl group or an aryl group.

3. The debondable adhesive according to claim 2 in which the Si—H-terminated silane or siloxane is selected from the group consisting of polydimethylsiloxane, polymethylphenyl siloxane, and tetramethyldisiloxane.

4. The debondable adhesive of claim 1 in which the radical initiator is a photoinitiator.

5. The debondable adhesive of claim 1 in which the molar equivalent ratio of the (A) adduct to (B) crosslinker ranges from 6-0.6:1.

6. The debondable adhesive of claim 1 further comprising an acrylated and/or methacrylated polysiloxane.

7. An assembly of a substrate and a carrier, and a debondable adhesive composition disposed between, in which the debondable adhesive comprises

(A) an adduct of 1,3,5,7-tetravinyl-1,3,5,7-tetramethylcyclotetrasiloxane and Si—H-terminated silane or siloxane,

(B) a cross-linker for the hydrosilation reaction product, and

(C) a metal catalyst or radical initiator.

8. The assembly of claim 7 in which the silane or siloxane having terminal Si—H hydrogens of (A) has the structure

in which R is selected from the group consisting of a C 1 to C 10 alkyl group, an aryl group, an oxygen, —(O—SiMe 2 ) n —O—, —(O—SiAr 2 ) n —O—, —(O—SiMeAr) n —O—, and a combination of any of these groups, in which n is at least the numeral one, Me is a methyl group, and Ar is an aryl group; and in which each of R 1 , R 2 , R 3 , R 4 , R 5 , and R 6 , independently is a C 1 to C 10 alkyl group or an aryl group.

9. The assembly of claim 8 in which the silane or siloxane having terminal Si—H hydrogens is selected from the group consisting of polydimethylsiloxane, polymethylphenyl siloxane, and tetramethyldisiloxane.

10. The assembly of claim 7 in which the crosslinker (B) for the hydrosilation product (A) is selected from the group consisting of poly(methylhydro)siloxane, methylhydrosiloxane-dimethylsiloxane copolymer, dimethylsilylphenyl ether, polymethylphenylsiloxane, and poly(methylhydro) phenyl siloxane.

11. The assembly of claim 7 in which the radical initiator in the debondable adhesive is a photoinitiator.

12. The assembly of claim 7 in which the molar equivalent ratio of the (A) hydrosilation reaction product to (B) crosslinker ranges from 6-0.6:1.

13. The assembly of claim 7 in which the debondable adhesive further comprises an acrylated and/or methacrylated polysiloxane.

14. A method for debonding a substrate from a carrier comprising:

(A) providing a substrate and a carrier,

(B) disposing the debondable adhesive of claim 1 on the substrate and/or the carrier,

(C) contacting the substrate and carrier so that the debondable adhesive is disposed between, forming an assembly,

(D) heating the assembly at a temperature or range of temperatures to adhere the substrates, or

(E) exposing the assembly to radiation to adhere the substrates, or

(F) exposing the assembly to radiation followed by heating to adhere the substrates, and

(G) allowing the assembly to come to ambient temperature and mechanically separating the substrates.

15. The debondable adhesive of claim 1 , wherein the adduct is a member selected from the group consisting of:

Assignments (4)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 9, 2022
From: HENKEL IP & HOLDING GMBH
To: HENKEL AG & CO. KGAA
Reel/Frame 059357/0267 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 25, 2016
From: HENKEL CORPORATION
To: HENKEL IP & HOLDING GMBH
Reel/Frame 038099/0740 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 7, 2016
From: SUN, CHUNYU; HYNES, STEPHEN
To: HENKEL AG & CO. KGAA
Reel/Frame 037426/0263 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 7, 2016
From: ZHANG, WENHUA; HUANG, XIAOYAN; KONG, SHENGQIAN; YUE, ALLISON XIAO; OUYANG, JOHN
To: HENKEL CORPORATION
Reel/Frame 037426/0319 →