# US 10,308,846 B2 · Ultra-violet-curable and moisture-curable adhesive composition > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 10,308,846 B2 - Document ID: US10308846B2 - Status: Granted - Kind: B2 - Application number: 14/309,995 - Filed: 2014-06-20 - Published: 2014-10-09 - Granted: 2019-06-04 - Earliest claimed: 2011-12-22 - Assignees: Henkel AG & Co. KGaA; Henkel IP & Holding GmbH - Applicants: Henkel AG & Co. KGaA; Henkel IP & Holding GmbH - Inventors: Rui Zhang; Daoqiang Lu; Shabbir Attarwala - Web page: https://patentgrep.com/patent/US10308846B2 ## CPC - C09J 171/00: Adhesives based on polyethers obtained by reactions forming an ether link in the main chain (based on polyacetals C09J159/00; based on epoxy resins C09J163/00; based on polythioether-ethers C09J181/02; based on polyethersulfones C09J181/06); Adhesives based on derivatives of such polymers - B32B 37/1284: {Application of adhesive} - C08G 18/672: {Esters of acrylic or alkyl acrylic acid having only one group containing active hydrogen} - C09J 143/04: Homopolymers or copolymers of monomers containing silicon - C09J 175/16: having terminal carbon-to-carbon unsaturated bonds - B32B 2037/1253: {curable adhesive} - C09J: ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES (preparation of glue or gelatine C09H) - B32B: LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM - C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS ## 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 ### Claim 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 %. ### Claim 2 (depends on 1) 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. ### Claim 3 (depends on 1) 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. ### Claim 4 (depends on 1) 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. ### Claim 5 (depends on 1) 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. ### Claim 6 (depends on 5) The adhesive composition according to claim 5, wherein the (meth)acrylate monomer consists of the combination of isobornyl (meth)acrylate and lauryl (meth)acrylate. ### Claim 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 %. ### Claim 8 (depends on 1) 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. ### Claim 9 (depends on 1) 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. ### Claim 10 (depends on 9) 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. ### Claim 11 (depends on 1) The adhesive composition according to claim 1, containing, based on the total weight of the adhesive composition, 2 wt %-5 wt % of the photoinitiator. ### Claim 12 (depends on 1) 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. ### Claim 13 (depends on 1) The adhesive composition according to claim 1, wherein the organotin catalyst is present and is dibutyltin dilaurate. ### Claim 14 (depends on 1) 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. ### Claim 15 (depends on 1) 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. ### Claim 16 (depends on 1) A display panel, touch panel or optical device comprising the adhesive of claim 1 or cured reaction products of the adhesive of claim 1. ### Claim 17 (depends on 1) Cured reaction products of the adhesive composition of claim 1.