# US 8,771,809 B2 · Photoalignment material, display substrate having an alignment layer formed using the same, and method of manufacturing the display substrate > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 8,771,809 B2 - Document ID: US8771809B2 - Status: Granted - Kind: B2 - Application number: 12/391,820 - Filed: 2009-02-24 - Published: 2009-09-24 - Granted: 2014-07-08 - Earliest claimed: 2008-03-24 - Assignees: Samsung Display Co., Ltd. - Applicants: Fusayuki Takeshita; Jun-Woo Lee - Inventors: Fusayuki Takeshita; Jun-Woo Lee - Web page: https://patentgrep.com/patent/US8771809B2 ## CPC - G02F 1/133711: {by organic films, e.g. polymeric films} - C08G 73/1042: {Copolyimides derived from at least two different tetracarboxylic compounds or two different diamino compounds} - C08G 73/12: Unsaturated polyimide precursors - C08L 79/08: Polyimides; Polyester-imides; Polyamide-imides; Polyamide acids or similar polyimide precursors - C08L 79/085: {Unsaturated polyimide precursors} - C09K 2323/00: Functional layers of liquid crystal optical display excluding electroactive liquid crystal layer characterised by chemical composition - C09K 2323/02: Alignment layer characterised by chemical composition - C09K 2323/025: Polyamide - C09K 2323/027: Polyimide - G02F 1/133788: {by light irradiation, e.g. linearly polarised light photo-polymerisation} - 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 - C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS - C08L: COMPOSITIONS OF MACROMOLECULAR COMPOUNDS (compositions based on polymerisable monomers C08F, C08G; artificial filaments or fibres D01F; textile treating compositions D06) - C09K: MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE ## Abstract A photoalignment material includes a photoalignment polymer having a photosensitive portion represented by the following Chemical Formula 1, R1 represents a cyclic compound, each of R2 and R3 represents a single bond, —(CnH2n)—, —(CxH2x)O(CyH2y)—, or —(CaH2a)O(CbH2b)O(CdH2d)—, “n” represents an integer in the range of 1 to 6, each of “x”, “y”, “a”, “b”, and “d” represents 0 or an integer in the range of 1 to 6, x+y is an integer in the range of 1 to 5, and a+b+d is an integer in the range of 1 to 6. Each hydrogen atom is replaceable with —CH3, —CH2—CH3, —OCH3, —OCH2CH3, —OCH2OCH3, F, or Cl, and each hydrogen atom of —CH3, —CH2—CH3, —OCH3, —OCH2CH3, or —OCH2OCH3 is replaceable with F or Cl. ## Claims ### Claim 1 A photoalignment material, comprising: a photoalignment polymer having a photosensitive portion, the photosensitive portion represented by the followina Chemical Formula 1, wherein R1 represents a cyclic compound, each of R2 and R3 represents a single bond, —(CnH2n)—, —(CxH2x)O(CyH2y)—, or —(CaH2a)O(CbH2b)O(CdH2d)—, “n” represents an integer in the range of 1 to 6, each of “x”, “y”, “a”, “b” and “d” represents 0 or an integer in the range of 1 to 6, x+y is an integer in the range of 1 to 5, a+b+d is an integer in the range of 1 to 6, each hydrogen atom is replaceable with —CH3, —CH2—CH3, —OCH3, —OCH2CH3, —OCH2OCH3, F, or Cl, and each hydrogen atom of —CH3, —CH2—CH3, —OCH3, —OCH2CH3, or —OCH2OCH3 is replaceable with F or Cl, wherein the photoalignment polymer is formed by reacting a compound represented by the following Chemical Formula 4 with an acid anhydride, wherein “A” represents —(CnH2n)—, “n” represents an integer in the range of 1 to 12, “B” represents a single bond or —(CmH2m)—, “m” represents an integer in the range of 1 to 12, at least one of the (—CH2—)'s in each of “A” and “B” is replaceable with and R4 represents a hydrogen atom or an alkyl group having 1 to 12 carbon atoms, and each hydrogen atom of Chemical Formula 4 except the hydrogen atoms of —NH2 is replaceable with F or Cl. ### Claim 2 (depends on 1) The photoalignment material of claim 1, wherein the cyclic compound comprises one selected from the group consisting of cyclohexane, benzene, chroman, naphthalene, tetrahydropyran, dioxane, and a steroid derivative. ### Claim 3 (depends on 1) The photoalignment material of claim 1, wherein the photosensitive portion is represented by the following Chemical Formula 2, wherein each hydrogen atom is replaceable with —CH3, —CH2CH3, —OCH3, —OCH2CH3, F, or Cl and each of hydrogen atoms of —CH3, —CH2CH3, —OCH3, or —OCH2CH3 is replaceable with F or Cl. ### Claim 4 (depends on 1) The photoalignment material of claim 1, wherein the photoalignment polymer comprises at least one selected from the group consisting of a polyamic acid having the photosensitive portion represented by Chemical Formula 1 and a polyimide having the photosensitive portion represented by Chemical Formula 1. ### Claim 5 (depends on 1) The photoalignment material of claim 1, further comprising an organic solvent comprising at least one selected from the group consisting of chlorobenzene, N-methyl pyrrolidone, dimethyl sulfoxide, dimethylformamide, toluene, chloroform, γ-butyrolactone, methyl cellosolve, butyl carbitol, and tetrahydrofurane. ### Claim 6 A display substrate, comprising: a gate line disposed on a base substrate; a data line crossing the gate line; a switching element connected to the gate line and the data line; a pixel electrode connected to the switching element; and an alignment layer disposed on the base substrate, the alignment layer comprising a photosensitive portion, the photosensitive portion represented by the following Chemical Formula 1, wherein R1 represents cyclohexane, benzene, chroman, naphthalene, tetrahydropyran, dioxane, or a steroid derivative, each of R2 and R3 represents a single bond, —(CnH2n)—, —(CxH2x)O(CyH2y)—, or —(CaH2a)O(CbH2b)O(CdH2d)—, “n” represents an integer in the range of 1 to 6, each of “x”, “y”, “a”, “b”, and “d” represents 0 or an integer in the range of 1 to 6, x+y is an integer in the range of 1 to 5, a+b+d is an integer in the range of 1 to 6, each hydrogen atom is replaceable with —CH3, —CH2—CH3, —OCH3, —OCH2CH3, —OCH2OCH3, F, or Cl, and each hydrogen atom of —CH3, —CH2—CH3, —OCH3, —OCH2CH3, or —OCH2OCH3 is replaceable with F or Cl, wherein the photoalignment polymer is formed by reacting a compound represented by the following Chemical Formula 4 with an acid anhydride, wherein “A” represents —(CnH2n)—, “n” represents an integer in the range of 1 to 12, “B” represents a single bond or —(CmH2m)—, “m” represents an integer in the range of 1 to 12, at least one of the (—CH2—)'s in each of “A” and “B” is replaceable with and R4 represents a hydrogen atom or an alkyl group having 1 to 12 carbon atoms, and each hydrogen atom of Chemical Formula 4 except the hydrogen atoms of —NH2 is replaceable with F or Cl. ### Claim 7 (depends on 6) The display substrate of claim 6, wherein the photosensitive portion is represented by the following Chemical Formula 2, wherein each hydrogen atom is replaceable with —CH3, —CH2CH3, —OCH3, —OCH2CH3, F, or Cl, and each hydrogen atom of —CH3, —CH2CH3, —OCH3, or —OCH2CH3 is replaceable with F or Cl.