# US 2010/0163166 A1 · Antistatic adhesive composition, adhesive film using the same, method for producing the adhesive film, and method of fabricating liquid crystal display > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 2010/0163166 A1 - Document ID: US20100163166A1 - Status: Published application - Kind: A1 - Application number: 12/654,663 - Filed: 2009-12-29 - Published: 2010-07-01 - Earliest claimed: 2008-12-30 - Assignees: Cheil Industries Inc. - Inventors: Eun Hwan Jeong - Web page: https://patentgrep.com/patent/US20100163166A1 ## CPC - C09J 133/08: Homopolymers or copolymers of acrylic acid esters - 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) ## Abstract An antistatic adhesive composition, an adhesive film produced using the same, a method for producing the adhesive film, and a method of fabricating a liquid crystal display, the antistatic adhesive composition including 100 parts by weight of a (meth)acrylic adhesive resin, the resin having functional groups capable of bonding with a cross-linking agent, about 0.01 to about 15 parts by weight of a cross-linking agent, and about 0.1 to about 10 parts by weight of a quaternary ammonium salt, the quaternary ammonium salt being obtained by reacting an amine having two or more terminal hydroxyalkyl groups with one of an organic or inorganic acid. ## Claims ### Claim 1 An antistatic adhesive composition, comprising: 100 parts by weight of a (meth)acrylic adhesive resin, the resin having functional groups capable of bonding with a cross-linking agent; about 0.01 to about 15 parts by weight of a cross-linking agent; and about 0.1 to about 10 parts by weight of a quaternary ammonium salt, the quaternary ammonium salt being obtained by reacting an amine having two or more terminal hydroxyalkyl groups with one of an organic or inorganic acid. ### Claim 2 (depends on 1) The antistatic adhesive composition as claimed in claim 1, wherein the quaternary ammonium salt is represented by Formula 1: wherein: R1 and R3 are each independently C2-C12 linear alkyl, C2-C12 branched alkyl, alkoxyalkyl, or carboxyalkyl, R2 and R4 are each independently hydrogen, C1-C12 linear alkyl, C1-C12 branched alkyl, alkoxyalkyl, or carboxyalkyl, m and n are each independently 0 or 1, and X is a counter anion derived from the organic or inorganic acid. ### Claim 3 (depends on 1) The antistatic adhesive composition as claimed in claim 1, wherein the amine includes at least one of: an amine monomer, the amine monomer having two or more C2-C12 hydroxyalkyl groups; and a tertiary amine oligomer, the tertiary amine oligomer having a substituent including at least one of an ether group and an ester group. ### Claim 4 (depends on 3) The antistatic adhesive composition as claimed in claim 3, wherein the tertiary amine oligomer has a weight average molecular weight of about 500 to about 2,000. ### Claim 5 (depends on 1) The antistatic adhesive composition as claimed in claim 1, wherein the quaternary ammonium salt is obtained by reacting the amine having two or more terminal hydroxyalkyl groups with the organic acid, the organic acid including at least one of p-toluenesulfonic acid, monochloroacetic acid, dichloroacetic acid, trichloroacetic acid, trifluoroacetic acid, and trifluoromethanesulfonic acid. ### Claim 6 (depends on 1) The antistatic adhesive composition as claimed in claim 1, wherein the quaternary ammonium salt is obtained by reacting the amine having two or more terminal hydroxyalkyl groups with the inorganic acid, the inorganic acid including at least one of HCl, HF, HBr, HI, CH3I, H2SO4, and H3PO4. ### Claim 7 (depends on 1) The antistatic adhesive composition as claimed in claim 1, wherein the (meth)acrylic adhesive resin includes a copolymer, the copolymer including: a C4-C12 alkyl (meth)acrylate, and a polymerizable monomer having a functional group including at least one of a carboxyl group, a hydroxyl group, an amide group, and a tertiary amine group. ### Claim 8 (depends on 7) The antistatic adhesive composition as claimed in claim 7, wherein the copolymer further includes a comonomer. ### Claim 9 (depends on 8) The antistatic adhesive composition as claimed in claim 8, wherein the copolymer includes: about 80 to about 99% by weight of the C4-C12 alkyl (meth)acrylate, about 1 to about 10% by weight of the polymerizable monomer having a functional group including at least one of a carboxyl group, a hydroxyl group, an amide group, and a tertiary amine group, and about 10% by weight or less of the comonomer. ### Claim 10 (depends on 1) The antistatic adhesive composition as claimed in claim 1, wherein the (meth)acrylic adhesive resin has a weight average molecular weight of about 50,000 to about 2,000,000. ### Claim 11 (depends on 1) The antistatic adhesive composition as claimed in claim 1, wherein the cross-linking agent includes at least one of an isocyanate compound, an epoxy compound, an aziridine compound, and a metal chelate. ### Claim 12 (depends on 1) The antistatic adhesive composition as claimed in claim 1, further comprising a silane coupling agent. ### Claim 13 (depends on 12) The antistatic adhesive composition as claimed in claim 12, wherein the composition includes about 0.01 to about 1 part by weight of the silane coupling agent, based on 100 parts by weight of the (meth)acrylic adhesive resin. ### Claim 14 (depends on 12) The antistatic adhesive composition as claimed in claim 12, wherein the silane coupling agent contains at least one epoxy group. ### Claim 15 (depends on 1) The antistatic adhesive composition as claimed in claim 1, further comprising an additive, the additive including at least one of curing accelerators, ionic liquids, inorganic fillers, softeners, antioxidants, anti-aging agents, stabilizers, stickiness-imparting resins, modified resins, leveling agents, defoaming agents, plasticizers, dyes, pigments, processing agents, UV blocking agents, fluorescent whitening agents, dispersants, heat stabilizers, light stabilizers, UV absorbers, antifungal agents, alkali metal salts, lubricants, and solvents. ### Claim 16 (depends on 1) An adhesive film, the adhesive film including the antistatic adhesive composition according to claim 1. ### Claim 17 (depends on 1) A method for producing an adhesive film, the method comprising: preparing the antistatic adhesive composition according to claim 1; and applying the antistatic adhesive composition to a release film. ### Claim 18 (depends on 17) The method as claimed in claim 17, wherein preparing the antistatic adhesive composition includes: forming a quaternary ammonium salt, forming the quaternary ammonium salt including reacting an amine having two or more terminal hydroxyalkyl groups with one of an organic or inorganic acid, and mixing the quaternary ammonium salt with a cross linking agent and a (meth)acrylic adhesive resin, the resin having functional groups capable of bonding with the cross-linking agent. ### Claim 19 A method of fabricating a liquid crystal display, the method comprising: providing an adhesive film including a release film and an antistatic adhesive composition, the composition including: 100 parts by weight of a (meth)acrylic adhesive resin, the resin having functional groups capable of bonding with a cross-linking agent, about 0.01 to about 15 parts by weight of a cross-linking agent, and about 0.1 to about 10 parts by weight of a quaternary ammonium salt, the quaternary ammonium salt being obtained by reacting an amine having two or more terminal hydroxyalkyl groups with one of an organic or inorganic acid, removing the release film from the adhesive film; and bonding a polarizer to a liquid crystal cell using the adhesive film from which the release film has been removed.