# US 11,307,462 B2 · Liquid crystal aligning agent composition, method for preparing liquid crystal alignment film using same, and liquid crystal alignment film and liquid crystal display using same > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 11,307,462 B2 - Document ID: US11307462B2 - Status: Granted - Kind: B2 - Application number: 16/624,818 - Filed: 2019-03-29 - Published: 2020-04-23 - Granted: 2022-04-19 - Earliest claimed: 2018-03-30 - Assignees: LG Chem, Ltd. - Applicants: LG Chem, Ltd. - Inventors: Sungjoon Min; Jung Ho Jo; Soonho Kwon; Hangah Park; Hyeongseuk Yun - Web page: https://patentgrep.com/patent/US11307462B2 ## CPC - C09K 19/52: characterised by components which are not liquid crystals, e.g. additives {with special physical aspect: solvents, solid particles} - G02F 1/133723: {Polyimide, polyamide-imide} - C08K 5/3412: having one nitrogen atom in the ring - C08L 79/04: Polycondensates having nitrogen-containing heterocyclic rings in the main chain; Polyhydrazides; Polyamide acids or similar polyimide precursors - C08L 79/08: Polyimides; Polyester-imides; Polyamide-imides; Polyamide acids or similar polyimide precursors - C09K 19/56: Aligning agents - G02F 1/1337: Surface-induced orientation of the liquid crystal molecules, e.g. by alignment layers - C09K: MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE - G02F: OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS - C08K: Use of inorganic or non-macromolecular organic substances as compounding ingredients (paints, inks, varnishes, dyes, polishes, adhesives C09) - C08L: COMPOSITIONS OF MACROMOLECULAR COMPOUNDS (compositions based on polymerisable monomers C08F, C08G; artificial filaments or fibres D01F; textile treating compositions D06) ## Abstract Provided is a liquid crystal aligning agent composition comprising a hindered amine-based light stabilizer and a polyamic acid polymer derived from a diamine, a method for preparing a liquid crystal alignment film using the same, and a liquid crystal alignment film and a liquid crystal display using the same. ## Claims ### Claim 1 A liquid crystal aligning agent composition, comprising: a polymer containing a polyamic acid repeating unit of the following Chemical Formula 1; and a light stabilizer compound containing a functional group of the following Chemical Formula 3: wherein in Chemical Formula 1: X1 is a tetravalent organic group; and Y1 is a divalent organic group of the following Chemical Formula 4: wherein in Chemical Formula 3: R1 is hydrogen or an alkyl group having 1 to 10 carbon atoms; R2 to R5 are the same as or different from each other, and are each independently an alkyl group having 1 to 10 carbon atoms; and L1 and L2 are the same as each other or different from each other, and are each independently a direct bond or an alkylene group having 1 to 10 carbon atoms. ### Claim 2 (depends on 1) The liquid crystal aligning agent composition according to claim 1, wherein in Chemical Formula 1, X1 is a tetravalent organic group having one of the following formulas: wherein: R6 to R11 are each independently hydrogen, or an alkyl group having 1 to 10 carbon atoms; L3 is any one selected from the group consisting of a direct bond, —O—, —CO—, —COO—, —S—, —SO—, —SO2—, —CR12R13—, —(CH2)t—, —O(CH2)tO—, —COO(CH2)tOCO—, —CONH—, phenylene or a combination thereof; R12 and R13 are each independently hydrogen, or an alkyl group or a haloalkyl group having 1 to 10 carbon atoms; and t is an integer from 1 to 10. ### Claim 3 (depends on 1) The liquid crystal aligning agent composition according to claim 1, wherein the polymer further comprises a polyamic acid ester repeating unit of the following Chemical Formula 6; or a polyimide repeating unit of the following Chemical Formula 7: wherein in Chemical Formulas 6 and 7: one of R14 and R15 is an alkyl having 1 to 10 carbon atoms and the other is hydrogen or an alkyl having 1 to 10 carbon atoms; X2 to X3 are each independently a tetravalent organic group; and Y2 to Y3 are each independently a divalent organic group of the following Chemical Formula wherein in Chemical Formula 2: at least one of Q1 to Q8 is nitrogen and the rest are carbon; D is —NR′— or —O—; and R′ is hydrogen or an alkyl group having 1 to 6 carbon atoms. ### Claim 4 (depends on 1) The liquid crystal aligning agent composition according to claim 1, wherein the light stabilizer compound containing a functional group of Chemical Formula 3 is a compound of the following Chemical Formula 8: wherein in Chemical Formula 8: R1 is hydrogen or an alkyl group having 1 to 10 carbon atoms; R2 to R5 are the same as or different from each other, and are each independently an alkyl group having 1 to 10 carbon atoms; L1 and L2 are the same as or different from each other, and are each independently a direct bond or an alkylene group having 1 to 10 carbon atoms; A is a monovalent to pentavalent organic group; and a is an integer from 1 to 5. ### Claim 5 (depends on 4) The liquid crystal aligning agent composition according to claim 4, wherein in Chemical Formula 8, A is a tetravalent alkyl having 1 to 20 carbon atoms to which four ester groups are bonded, and a is 4. ### Claim 6 (depends on 4) The liquid crystal aligning agent composition according to claim 4, wherein in Chemical Formula 8, A is a carbonate group or an alkylene group having 1 to 20 carbon atoms to which two ester groups are bonded, and a is 2. ### Claim 7 (depends on 4) The liquid crystal aligning agent composition according to claim 4, wherein in Chemical Formula 8, A is a (meth)acrylate group, and a is 1. ### Claim 8 (depends on 5) The liquid crystal aligning agent composition according to claim 5, wherein the tetravalent alkyl group having 1 to 20 carbon atoms to which four ester groups are bonded has the following Chemical Formula 9: wherein in Chemical Formula 9: L5 to L7 are the same as or different from each other, and are each independently a direct bond or an alkylene group having 1 to 6 carbon atoms. ### Claim 9 (depends on 6) The liquid crystal aligning agent composition according to claim 6, wherein the alkylene group having 1 to 20 carbon atoms to which the two ester groups are bonded has the following Chemical Formula 10: wherein in Chemical Formula 10: L8 is an alkylene group having 1 to 20 carbon atoms. ### Claim 10 (depends on 1) The liquid crystal aligning agent composition according to claim 1, wherein the light stabilizer compound containing a functional group of Chemical Formula 3 is contained in an amount from 50 ppm to 10000 ppm based on the weight of the polymer. ### Claim 11 (depends on 1) A method for preparing a liquid crystal alignment film comprising the steps of: coating the liquid crystal aligning agent composition of claim 1 onto a substrate to form a coating film; drying the coating film; irradiating the dried coating film with light or rubbing the coating film to perform alignment treatment; and heat-treating and curing the alignment-treated coating film. ### Claim 12 (depends on 1) A liquid crystal alignment film comprising an aligned cured product of the liquid crystal aligning agent composition of claim 1. ### Claim 13 (depends on 12) A liquid crystal display comprising the liquid crystal alignment film of claim 12. ### Claim 14 (depends on 11) A liquid crystal alignment film, prepared by the method of claim 11.