IP Library Granted Patent US 9,663,685
Granted Patent B2
US 9,663,685 · App. 14/162,288 · Granted May 30, 2017

Photocurable adhesive composition and use of the same

Inventors: James Wang (Shanghai, CN); Daoqiang Lu (Chandler, AZ)
Assignees: Henkel IP & Holding GmbH; Henkel AG & Co. KGaA
C09J109/00C08F290/048C09J4/06C09J113/00G03F7/027G03F7/0388C08L33/066
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Quick Facts
Patent No.
US 9,663,685
App. No.
14/162,288
Granted
May 30, 2017
Kind
B2
Abstract

The present invention relates to a photocurable adhesive composition and the use of the same. Specifically, said photocurable adhesive composition mainly comprises, based on 100 parts by weight of the adhesive composition, component A: from 70 to 99 parts by weight of one or more polymers carrying (meth)acryloxyl group; component B: from 0 to 30 parts by weight, preferably from 0 to 25 parts by weight of one or more (meth)acrylates monomers; component C: from 0.5 to 10 parts by weight of at least one UV absorber; and component D: from 0 to 5 parts by weight of antioxidant. The present invention also relates to the use of the adhesive composition mentioned above in the production of an ITO substrate for temporarily bonding a substrate and a temporary carrier and going through a high temperature processing, for example, at a temperature of ≧160° C., preferably, from 160° C. to 260° C., more preferably from 240° C. to 250° C.

Claims (28)

1. A photocurable adhesive composition, said adhesive composition comprises, based on 100 parts by weight of the adhesive composition:

component A: from 70 to 99 parts by weight of one or more polymers carrying a (meth)acryloxyl group;

component B: from 0.1 to 20 parts by weight of one or more (meth)acrylates monomers;

component C: from 0.5 to 10 parts by weight of at least one UV photoinitiator; and

component D: from 0.01 to 5 parts by weight of antioxidant;

wherein said polymers carrying a (meth)acryloxyl groups of component A are selected from polybutadiene carrying a (meth)acryloxyl group, polyisoprene carrying a (meth)acryloxyl group, butadiene-styrene copolymer carrying a (meth)acryloxyl group, polyisobutylene carrying a (meth)acryloxyl group, butyl rubber carrying a (meth)acryloxyl group, bromoisobutylene-isoprene copolymer carrying a (meth)acryloxyl group, chloroiso butylene-isoprene copolymer carrying a (meth)acryloxyl group, and combinations thereof and have a Tg value of from −100° C. to 20° C., and an average functionality of the (meth)acryloxyl group of more than 0 and ≦3;

wherein said UV photoinitiator is selected from the group consisting of 2,2-dimethoxy-1,2-diphenylethan-1-one, trimethylbenzoyl diphenylphosphine oxide, 1-hydroxycyclohexyl benzophenone, 2-methyl-1-[4-(methylthio)phenyl]-2-morpholinopropan-1-one, ethyl-2,4,6-trimethylbenzoylphenylphosphinate, and combinations thereof, and

wherein the hardness of the cured adhesive composition when cured by exposure to radiation at one or more energy levels, determined according to ASTM D2240 is from sh00 30 to sh00 70, and wherein the cured adhesive composition can withstand processing temperatures of 160° C. to 260° C.

2. The adhesive composition according to claim 1 , wherein said component A is present in an amount of from 80 to 99 parts by weight.

3. The adhesive composition according to claim 1 , wherein the hardness of the cured adhesive composition is from sh00 40 to sh00 70.

4. The adhesive composition according to claim 1 , wherein the Tg value of component A is from −70° C. to −20° C.

5. The adhesive composition according to claim 1 , wherein said polymers carrying a (meth)acryloxyl group have an average functionality of the (meth)acryloxyl group of from 0.5 to 3.

6. The adhesive composition according to claim 1 , wherein said component B is selected from alkyl (meth)acrylate, alkenyl (meth)acrylate, and heterocyclo (meth)acrylate; said alkyl is an alkyl group having from 1 to 20 carbon atoms, which may have one or more substituents; said alkenyl is an alkenyl group having from 2 to 20 carbon atoms, which may have one or more substituents; and said heterocyclo is a heterocyclo group having from 2 to 20 carbon atoms and having a hetero atom selected from nitrogen and oxygen, which may have one or more substituents; said one or more substituents may be selected from an alkyl group having from 1 to 10 carbon atoms, an alkoxyl group having from 1 to 10 carbon atoms, an aryloxyl group having from 6 to 10 carbon atoms, a cycloxyl group having from 2 to 10 carbon atoms, and hydroxyl.

7. The adhesive composition according to claim 1 , wherein said component B is selected from methyl (meth)acrylate, ethyl (meth)acrylate, butyl (methyl)acrylate, 2-(2-ethoxyethoxy) ethyl acrylate, tetrahydrofurfuryl (meth)acrylate, lauryl acrylate, isooctyl acrylate, isodecyl acrylate, 2-phenoxyethyl acrylate, 2-ethylhexyl (meth)acrylate, isobornyl (meth)acrylate, dicyclopentenyloxyethyl (meth)acrylate, dicyclopentadienyl (meth)acrylate, 2-hydroxyethyl (meth)acrylate, 2-hydroxypropyl (meth)acrylate, 2-hydroxybutyl (meth)acrylate, caprolactone acrylate, morpholine (meth)acrylate, hexanediol di(meth)acrylate, ethyleneglycol dimethacrylate, trimethylolpropane triacrylate, pentaerythritol tetrahydrofuranacrylate and combinations thereof.

8. A process of using the adhesive composition according to claim 1 , comprising the steps of

Providing a patterned ITO substrate for temporarily bonding a substrate with a temporary carrier,

Providing the adhesive composition to at least one of the substrate or the temporary carrier, and

Exposing the adhesive composition to processing temperatures of equal to or higher than 160° C.

9. The process according to claim 8 , wherein said temperature is within a range of from 160° C. to 260° C.

10. A method of producing a patterned ITO substrate, said method comprises the steps of:

a. applying the adhesive composition according to any one of claims 1 - 5 , 6 - 7 between a temporary carrier and a substrate;

b. curing the adhesive composition by irradiation with UV light;

c. subjecting the cured adhesive composition to a process of producing a patterned ITO at a high temperature of equal to or higher than 160° C.; and

d. physically separating the temporary carrier and the substrate, and washing off the cured adhesive composition from the substrate using an organic solvent that can dissolve the cured adhesive composition.

11. The method according to claim 10 , wherein said substrate is a glass substrate.

12. The method according to claim 10 , wherein said temporary carrier is a glass temporary carrier.

13. The method according to claim 10 , wherein said high temperature is within a range of from 160° C. to 260° C.

14. The method according to claim 10 , wherein said organic solvent is isopropanol, acetone or butanone.

Assignments (5)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 31, 2016
From: HENKEL (CHINA) COMPANY LIMITED
To: HENKEL AG & CO. KGAA
Reel/Frame 038161/0100 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 27, 2015
From: HENKEL CORPORATION
To: HENKEL US IP LLC
Reel/Frame 035049/0904 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 27, 2015
From: HENKEL US IP LLC
To: HENKEL IP & HOLDING GMBH
Reel/Frame 035050/0378 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 25, 2014
From: WANG, JAMES
To: HENKEL (CHINA) COMPANY LIMITED
Reel/Frame 032759/0562 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 25, 2014
From: LU, DAOQIANG
To: HENKEL CORPORATION
Reel/Frame 032759/0699 →
Priority Claims (1)
CN 2011 1 0211108 · Jul 25, 2011 · national
Continuity (2)
Continuation PCTCN2012078228 · Jul 5, 2012
Related Publication 20140131306A1 · May 15, 2014