IP Library Granted Patent US 10,308,846
Granted Patent B2
US 10,308,846 · App. 14/309,995 · Granted Jun 4, 2019

Ultra-violet-curable and moisture-curable adhesive composition

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Quick Facts
Patent No.
US 10,308,846
App. No.
14/309,995
Granted
Jun 4, 2019
Kind
B2
Abstract

Disclosed is an adhesive composition, comprising: (A) a silane terminated oligomer; (B) a (meth)acrylate monomer; (C) optionally a (meth)acrylate oligomer; (D) a photoinitiator; and (E) optionally an organometallic catalyst. The adhesive composition is both ultraviolet curable and moisture curable. Also disclosed is a method of applying the adhesive composition, comprising: (i) coating the adhesive onto the substrate to be bonded; (ii) laminating or stacking the substrate to be bonded to form an assembly; (iii) irradiating the assembly by ultraviolet irradiation; and (iv) placing the assembly under the room temperature. The adhesive composition is useful in display panels, touch panels and optical devices.

Claims (35)

1. An adhesive composition consisting of, based on the total weight of the adhesive composition,

(A) 20 wt %-60 wt % of a silane terminated oligomer that is a polyether urethane comprising at least one terminal alkoxysilyl group;

(B) 25 wt %-45 wt % of a (meth)acrylate monomer comprising a combination of isobornyl (meth)acrylate monomer and lauryl (meth)acrylate monomer;

(C) 15-45 wt % of an aliphatic urethane (meth)acrylate oligomer;

(D) 0.5 wt %-5 wt % of a photoinitiator;

(E) optionally up to 0.5 wt % of an organotin catalyst; and

optionally one or more additives selected from the group consisting of photostabilizer, thermal stabilizer, leveling agent, thickener and plasticizer;

wherein the sum of the components is 100 wt %.

2. The adhesive composition according to claim 1 , wherein the silane terminated oligomer is a polyether urethane comprising at least one terminal dimethoxy(methyl)silyl group and a 2-8 carbon alkylene group linking the dimethoxy(methyl)silyl group to the urethane.

3. The adhesive composition according to claim 1 , containing, based on the total weight of the adhesive composition, 30 wt %-50 wt % of the silane terminated oligomer.

4. The adhesive composition according to claim 1 , containing, based on the total weight of the adhesive composition, 35 wt %-40 wt % of the silane terminated oligomer.

5. The adhesive composition according to claim 1 , wherein the (meth)acrylate monomer further comprises one or more selected from the group consisting of hydroxyethyl (meth)acrylate, hydroxypropyl (meth)acrylate, hydroxybutyl (meth)acrylate, isooctyl (meth)acrylate and tetrahydrofuranyl (meth)acrylate.

6. The adhesive composition according to claim 5 , wherein the (meth)acrylate monomer consists of the combination of isobornyl (meth)acrylate and lauryl (meth)acrylate.

7. An adhesive composition consisting of, based on the total weight of the adhesive composition,

(A) 20 wt %-60 wt % of a silane terminated oligomer that is a polyether urethane comprising at least one terminal alkoxysilyl group;

(B) 20 wt %-60 wt % of a (meth)acrylate monomer comprising a combination of isobornyl (meth)acrylate monomer and lauryl (meth)acrylate monomer;

(C) 15 wt %-45 wt % of an aliphatic urethane (meth)acrylate oligomer;

(D) 0.5 wt %-5 wt % of a photoinitiator; and

(E) 0.2-0.5 wt % of an organotin catalyst and

optionally one or more additives selected from the group consisting of photostabilizer, thermal stabilizer, leveling agent, thickener and plasticizer;

wherein the sum of the components is 100 wt %.

8. The adhesive composition according to claim 1 , containing, based on the total weight of the adhesive composition, 20 wt %-40 wt % of the (meth)acrylate oligomer.

9. The adhesive composition according to claim 1 , wherein the photoinitiator is one or more selected from the group consisting of benzil ketals, hydroxyl ketones, amine ketones and acylphosphine oxide photoinitiator.

10. The adhesive composition according to claim 9 , wherein the photoinitiator is the combination of 2-hydroxy-2-methyl-1-phenyl-1-acetone and diphenyl (2,4,6-triphenylbenzoyl)-phosphine oxide.

11. The adhesive composition according to claim 1 , containing, based on the total weight of the adhesive composition, 2 wt %-5 wt % of the photoinitiator.

12. The adhesive composition according to claim 1 , wherein the organotin catalyst is present and is one or more selected from the group consisting of stannous octanoate, dibutyltin dilaurate and dibutyltin diacetate.

13. The adhesive composition according to claim 1 , wherein the organotin catalyst is present and is dibutyltin dilaurate.

14. The adhesive composition according to claim 1 , containing, based on the total weight of the adhesive composition, 0.2 wt %-0.5 wt % of the organotin catalyst.

15. A method of applying the adhesive composition of claim 1 , comprising:

(i) coating the adhesive onto the substrate to be bonded;

(ii) laminating or stacking the substrate to be bonded to a second substrate thereby forming an assembly;

(iii) irradiating the assembly by ultraviolet irradiation; and

(iv) storing the assembly at room temperature.

16. A display panel, touch panel or optical device comprising the adhesive of claim 1 or cured reaction products of the adhesive of claim 1 .

17. Cured reaction products of the adhesive composition of claim 1 .

Assignments (7)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 1, 2016
From: HENKEL (CHINA) COMPANY LIMITED
To: HENKEL AG & CO. KGAA
Reel/Frame 038167/0869 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 27, 2015
From: LU, DAOQIANG; ATTARWALA, SHABBIR
To: HENKEL CORPORATION
Reel/Frame 035721/0799 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 27, 2015
From: HENKEL CORPORATION
To: HENKEL IP & HOLDING GMBH
Reel/Frame 035722/0715 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 27, 2015
From: ATTARWALA, SHABBIR
To: HENKEL CORPORATION
Reel/Frame 035273/0449 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 27, 2015
From: LU, DAOQIANG
To: HENKEL CORPORATION
Reel/Frame 035271/0737 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 27, 2015
From: ZHANG, RUI
To: HENKEL (CHINA) COMPANY LIMITED
Reel/Frame 035271/0047 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 27, 2015
From: LU, DAOQIANG
To: HENKEL CORPORATION
Reel/Frame 035271/0505 →