IP Library Granted Patent US 9,029,433
Granted Patent B2
US 9,029,433 · App. 13/341,218 · Granted May 12, 2015

Photocurable adhesive composition

Inventors: Chi-Yu Huang (Kaohsiung, TW); Chi-Ching Lu (Kaohsiung, TW); Hsiun-Chia Shih (Kaohsiung, TW)
Assignee: Eternal Materials Co., Ltd.
C09J4/06C09J133/14C08F290/02C08K5/12C08K5/132C08K5/523
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Quick Facts
Patent No.
US 9,029,433
App. No.
13/341,218
Granted
May 12, 2015
Kind
B2
Abstract

A photocurable adhesive composition is provided, which comprises: a) a (meth)acrylate oligomer having one or more functional groups, b) a mono-functional monomer, a multi-functional monomer, or a mixture thereof, c) a photoinitiator, and d) a plasticizer having a refractive index of no less than 1.48. The photocurable adhesive composition of the present invention has good light transmittance, high refractive index and appropriate flowability and softness, and is easy to be coated and adhered. The photocurable adhesive composition of the present invention can be applied to optical products and simplify the manufacture processes, and provide adhesion property while retaining good reworkability and optical properties.

Claims (27)

1. A photocurable adhesive composition comprising:

a) a (meth)acrylate oligomer having one or more functional groups,

b) a mono-functional monomer, a multi-functional monomer, or a mixture thereof,

c) a photoinitiator, and

d) a plasticizer having a refractive index of no less than 1.48, wherein the plasticizer is selected from the group consisting of phosphates, alkyl sulfonic esters, polyol esters, epoxies and a mixture thereof.

2. The adhesive composition according to claim 1 , wherein the (meth)acrylate oligomer is selected from the group consisting of a urethane (meth)acrylate, an epoxy (meth)acrylate, a polyester (meth)acrylate, a (meth)acrylate and a mixture thereof.

3. The adhesive composition according to claim 2 , wherein the (meth)acrylate oligomer is a urethane (meth)acrylate.

4. The adhesive composition according to claim 1 , wherein the amount of the (meth)acrylate oligomer based on the total weight of the composition is from about 20% to about 90%.

5. The adhesive composition according to claim 4 , wherein the amount of the (meth)acrylate oligomer based on the total weight of the composition is from about 40% to about 85%.

6. The adhesive composition according to claim 1 , wherein the mono-functional (meth)acrylate monomer is selected from the group consisting of methyl methacrylate, butyl methacrylate, 2-phenoxy ethyl acrylate, ethoxylated 2-phenoxy ethyl acrylate, 2-(2-ethoxyethoxy)ethyl acrylate, cyclic trimethylolpropane formal acrylate, β-carboxyethyl acrylate, lauryl methacrylate, isooctyl acrylate, stearyl methacrylate, isodecyl acrylate, isobornyl methacrylate, benzyl acrylate, 2-hydroxyethyl metharcrylate phosphate, hydroxyethyl acrylate, 2-hydroxyethyl methacrylate and a mixture thereof; and the multi-functional (meth)acrylate is selected from the group consisting of hydroxypivalyl hydroxypivalate diacrylate, ethoxylated 1,6-hexanediol diacrylate, dipropylene glycol diacrylate, tricyclodecane dimethanol diacrylate, ethoxylated dipropylene glycol diacrylate, neopentyl glycol diacrylate, propoxylated neopentyl glycol diacrylate, ethoxylated bisphenol-A dimethacrylate, 2-methyl-1,3-propanediol diacrylate, ethoxylated 2-methyl-1,3-propanediol diacrylate, 2-butyl-2-ethyl-1,3-propanediol diacrylate, ethylene glycol dimethacrylate, diethylene glycol dimethacrylate, tris(2-hydroxy ethyl) isocyanurate triacrylate, pentaerythritol triacrylate, ethoxylated trimethylolpropane triacrylate, propoxylated trimethylolpropane triacrylate, trimethylolpropane trimethacrylate, pentaerythritol tetraacrylate, ethoxylated pentaerythritol tetraacrylate, ditrimethylolpropane tetraacrylate, propoxylated pentaerythritol tetraacrylate, dipentaerythritol hexaacrylate, tripropylene glycol dimethacrylate, 1,4-butanediol dimethacrylate, 1,6-hexanediol dimethacrylate, allylated cyclohexyl dimethacrylate, isocyanurate dimethacrylate, ethoxylated trimethylolpropane trimethacrylate, propoxylated glycerol trimethacrylate, tris(acryloxyethyl) isocyanurate, trimethylolpropane triacrylate and a mixture thereof.

7. The adhesive composition according to claim 1 , wherein the amount of component b) based on the total weight of the composition is from about 5% to about 80%.

8. The adhesive composition according to claim 7 , wherein the amount of component b) based on the total weight of the composition is from about 5% to about 40%.

9. The adhesive composition according to claim 1 , wherein the photoinitiator is selected from the group consisting of benzophenone, benzoin, 2-hydroxy-2-methyl-1-phenyl-propan-1-one, 2,2-dimethoxy-1,2-diphenylethan-1-one, 1-hydroxy cyclohexyl phenyl ketone, 2,4,6-trimethylbenzoyl diphenyl phosphine oxide and a mixture thereof.

10. The adhesive composition according to claim 9 , wherein the photoinitiator is benzophenone, 1-hydroxy cyclohexyl phenyl ketone or 2,4,6-trimethylbenzoyl diphenyl phosphine oxide.

11. The adhesive composition according to claim 1 , wherein the amount of the photoinitiator based on the total weight of the composition is from about 0.1% to about 5%.

12. The adhesive composition according to claim 11 , wherein the amount of the photoinitiator based on the total weight of the composition is from about 0.5% to about 3%.

13. The adhesive composition according to claim 1 , wherein the plasticizer has a refractive index of no less than 1.49.

14. The adhesive composition according to claim 1 , wherein the plasticizer is a phosphate of the following formula (2) or (3):

where R 3 , R 4 and R 5 can be the same or different, and each independently represent a straight or branched C 1 -C 12 alkyl or phenyl, wherein said phenyl can be optionally substituted with one to three straight or branched C 1 -C 4 alkyl; R 6 represents a straight or branched C 1 -C 12 alkylene or phenylene, wherein said phenylene can be optionally substituted with one to three straight or branched C 1 -C 4 alkyl; and m is an integer from 1 to 30.

15. The adhesive composition according to claim 14 , wherein the plasticizer is a phosphate of the following formula (4):

where the occurrences of n can be the same or different, and each independently represent 0, 1, 2 or 3; and the occurrences of R can be the same or different, and each independently represent a straight or branched C 1 -C 4 alkyl.

16. The adhesive composition according to claim 14 , wherein the plasticizer is a phosphate of the following formula (5):

where the occurrences of n can be the same or different, and each independently represent 0, 1, 2 or 3; m is an integer from 1 to 15; and the occurrences of R can be the same or different, and each independently represent a straight or branched C 1 -C 4 alkyl.

17. The adhesive composition according to claim 14 , wherein the plasticizer is selected from the group consisting of triphenyl phosphate, tricresyl phosphate, tri(isopropylphenyl) phosphate, cresyl diphenyl phosphate, tetraphenyl resorcinol diphosphate, poly(triphenyl phosphate), poly(cresyl diphenyl phosphate) and a mixture thereof.

18. The adhesive composition according to claim 1 , wherein the amount of the plasticizer based on the total weight of the composition is from about 1% to about 60%.

19. The adhesive composition according to claim 18 , wherein the amount of the plasticizer based on the total weight of the composition is from about 5% to about 50%.

20. The adhesive composition according to claim 1 for use in a display or touch panel.

Assignments (2)
CHANGE OF NAME Recorded Dec 17, 2014
From: ETERNAL CHEMICAL CO., LTD.
To: ETERNAL MATERIALS CO., LTD.
Reel/Frame 034647/0204 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 30, 2011
From: HUANG, CHI-YU; LU, CHI-CHING; SHIH, HSIUN-CHIA
To: ETERNAL CHEMICAL CO., LTD.
Reel/Frame 027463/0301 →
Priority Claims (1)
TW 99147355 A · Dec 31, 2010 · national
Continuity (1)
Related Publication 20120172477A1 · Jul 5, 2012