# US 7,608,199 B2 · Liquid crystal composition and liquid crystal display element > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 7,608,199 B2 - Document ID: US7608199B2 - Status: Granted - Kind: B2 - Application number: 11/108,002 - Filed: 2005-04-14 - Published: 2005-10-20 - Granted: 2009-10-27 - Earliest claimed: 2004-04-14 - Assignees: Chisso Corporation; Chisso Petrochemical Corporation - Inventors: Norikatsu Hattori; Hitoshi Yamamoto - Web page: https://patentgrep.com/patent/US7608199B2 ## CPC - C09K 19/3066: {in which the rings are linked by a chain containing carbon and oxygen atoms, e.g. esters or ethers} - C09K 19/3001: {Cyclohexane rings} - 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: MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE ## Abstract A liquid crystal composition with a negative dielectric anisotropy includes at least one compound selected from the group of compounds represented by the following formula (1) as a first component, and at least one compound selected from the group of compounds represented by the following formulas (2-1) to (2-3) and (3-1) to (3-4) as a second component. ## Claims ### Claim 1 A liquid crystal composition with a negative dielectric anisotropy, comprising at least one compound selected from the group of compounds represented by the following formula (1) as a first component, and at least one compound selected from the group of compounds represented by the following formulas (2-1) to (2-3) and (3-1) to (3-4) as a second component: wherein R1 is alkyl or alkenyl; R2 is alkyl, alkenyl, or alkoxy; R3 is alkyl, alkenyl, alkoxy, or —COO—R4, in which R4 is alkyl; R5 is alkyl, alkenyl, alkoxy, or alkoxymethyl; Z1 and Z2 are independently a single bond, —CH2O—, —OCH2—, —(CH2)2—, —(CH2)4—, —CF2O—, —OCF2—, —C2H4CF2O—, —C2H4OCF2—, —CF2OC2H4—, or —OCF2C4—; Z3 is a single bond or —COO—; A1 is 1,4-cyclohexylene or 1,4-phenylene; A2 and A3 are independently 1,4-cyclohexylene, 1,4-phenylene, 1,4-phenylene in which any hydrogen may be replaced by fluorine, or 2-difluoromethyl-3-fluoro-1,4-phenylene; A4 is 1,4-cyclohexylene, 1,4-phenylene, or 1,4-phenylene in which a hydrogen is replaced by a fluorine; A5 is 1,4-phenylene or 1,4-phenylene in which a hydrogen is replaced by a fluorine; A6 is 2-fluoro-1,4-phenylene; n is 0 or 1; in the formula (1), when n is 0, A2 is 2-difluoromethyl-3-fluoro-1,4-phenylene, and Z2 is a single bond; and in the formula (1), when n is 1, one of A2 and A3 is 2-difluoromethyl-3-fluoro-1,4-phenylene, and one of Z1 and Z2 is a single bond, wherein the first component is at least one compound selected from the group of compounds represented by the following formulas (1-1) to (1-12): R1-A1-Z4-A7-(A8)n-R2 (1-1) R1-A1-Z5-A7-(A8)n-R2 (1-2) R1-A1-Z6-A7-(A8)n-R2 (1-3) R1-A1-Z4-A8-A7-R2 (1-4) R1-A1-Z5-A8-A7-R2 (1-5) R1-A1-Z6-A8-A7-R2 (1-6) R1-A1-A8-Z4-A7-R2 (1-7) R1-A1-A8-Z5-A7-R2 (1-8) R1-A1-A8-Z6-A7-R2 (1-9) R1-A1-A7-Z4-A8-R2 (1-10) R1-A1-A7-Z5-A8-R2 (1-11) R1-A1-A7-Z6-A8-R2 (1-12) wherein R1 is alkyl or alkenyl; R2 is alkyl, alkenyl, or alkoxy; Z4 is a single bond, —CH2O—, or —OCH2—; Z5 is —(CH2)2— or —(CH2)4—; Z6 is —CF2O—, —OCF2—, —C2H4CF2O—, —C2H4OCF2—, —CF2OC2H4—, or —OCF2C2H4—; A1 is 1,4-cyclohexylene or 1,4-phenylene; A7 is 1,4-phenylene in which a hydrogen is replaced by a fluorine, or 2-difluoromethyl-3-fluoro-1,4-phenylene; A8 is 1,4-cyclohexylene, 1,4-phenylene, 1,4-phenylene in which a hydrogen is replaced by a fluorine, or 2-difluoromethyl-3-fluoro-1,4-phenylene; one of A7 and A8 is 2-difluoromethyl-3-fluoro-1,4-phenylene; n is 0 or 1; and in the formulas (1-1) to (1-3), when n is 0, A7 is 2-difluoromethyl-3-fluoro-1,4-phenylene, and wherein, in the formula (1-1), Z4 is a single bond, A1 is 1,4-cyclohexylene, A7 is 2-difiuoromethyl-3-fluoro-1,4-phenylene, and n is O. ### Claim 2 (depends on 1) The liquid crystal composition according to claim 1, wherein, in the formulas (1-4), (1-7), and (1-10), Z4 is a single bond or —CH2O—, A1 and A8 are 1,4-cyclohexylene, and A7 is 2-difluoromethyl-3-fluoro-1,4-phenylene. ### Claim 3 (depends on 1) The liquid crystal composition according to claim 1, wherein the second component is at least one compound selected from the group of the compounds represented by the formulas (2-1) to (2-3). ### Claim 4 (depends on 1) The liquid crystal composition according to claim 1, wherein the second component is at least one compound selected from the group of the compounds represented by the formulas (2-1) to (2-3). ### Claim 5 (depends on 1) The liquid crystal composition according to claim 1, wherein the second component is at least one compound selected from the group of the compounds represented by the formula (2-1). ### Claim 6 (depends on 1) The liquid crystal composition according to claim 1, wherein the second component is at least one compound selected from the group of the compounds represented by the formula (2-1). ### Claim 7 (depends on 1) The liquid crystal composition according to claim 1, wherein the second component is at least one compound selected from the group of the compounds represented by the formula (2-2). ### Claim 8 (depends on 1) The liquid crystal composition according to claim 1, wherein the second component is at least one compound selected from the group of the compounds represented by the formula (2-2). ### Claim 9 (depends on 1) The liquid crystal composition according to claim 1, wherein the second component is at least one compound selected from the group of the compounds represented by the formula (2-3). ### Claim 10 (depends on 1) The liquid crystal composition according to claim 1, wherein the second component is at least one compound selected from the group of the compounds represented by the formulas (3-1) to (3-4). ### Claim 11 (depends on 1) The liquid crystal composition according to claim 1, wherein the second component is at least one compound selected from the group of compounds represented by the following formulas (2-1-1), (2-1-2), (2-1-3), (2-1-4), (2-1-5), (2-2-1), (2-2-2), (2-3-1), (2-3-2), (2-3-3), and (2-3-4): wherein R1 is alkyl or alkenyl; R2 is alkyl, alkenyl, or alkoxy; R4 is alkyl; and R5 is alkyl, alkenyl, alkoxy, or alkoxymethyl. ### Claim 12 (depends on 11) The liquid crystal composition according to claim 11, wherein the second component is a compound selected from the group of the compounds represented by the formulas (2-1-1), (2-1-4), (2-2-1), and (2-3-1). ### Claim 13 (depends on 1) The liquid crystal composition according to claim 1, wherein the liquid crystal composition comprises 5 to 90% by weight of the first component and 5 to 90% by weight of the second component based on the total weight of the composition. ### Claim 14 (depends on 12) The liquid crystal composition according to claim 12, wherein the liquid crystal composition comprises 5 to 90% by weight of the first component and 5 to 90% by weight of the second component based on the total weight of the composition. ### Claim 15 (depends on 1) The liquid crystal composition according to claim 1, further comprising at least one compound selected from the group of compounds represented by the following formula (4) as a third component: wherein R1 is alkyl or alkenyl; R2 is alkyl, alkenyl, or alkoxy; Z4 and Z5 are independently —CF2O— or —OCF2—; A4 is 1,4-cyclohexylene, 1,4-phenylene, or 1,4-phenylene in which a hydrogen is replaced by a fluorine; and n is 0 or 1. ### Claim 16 (depends on 12) The liquid crystal composition according to claim 12, further comprising at least one compound selected from the group of compounds represented by the following formula (4) as a third component: wherein R1 is alkyl or alkenyl; R2 is alkyl, alkenyl, or alkoxy; Z4 and Z5 are independently —CF2O— or —OCF2—; A4 is 1,4-cyclohexylene, 1,4-phenylene, or 1,4-phenylene in which a hydrogen is replaced by a fluorine; and n is 0 or 1. ### Claim 17 (depends on 15) The liquid crystal composition according to claim 15, wherein the liquid crystal composition comprises 2 to 50% by weight of the third component based on the total weight of the composition. ### Claim 18 (depends on 16) The liquid crystal composition according to claim 16, wherein the liquid crystal composition comprises 2 to 50% by weight of the third component based on the total weight of the composition. ### Claim 19 (depends on 1) The liquid crystal composition according to claim 1, wherein the liquid crystal composition has a dielectric anisotropy of −6.5 to −2.0. ### Claim 20 (depends on 1) A liquid crystal display element comprising the liquid crystal composition according to claim 1. ### Claim 21 (depends on 12) A liquid crystal display element comprising the liquid crystal composition according to claim 12. ### Claim 22 (depends on 20) The liquid crystal display element according to claim 20, wherein the liquid crystal display element uses a VA or IPS mode, and is driven by an active matrix. ### Claim 23 (depends on 21) The liquid crystal display element according to claim 21, wherein the liquid crystal display element uses a VA or IPS mode, and is driven by an active matrix. ### Claim 24 (depends on 1) A method of using the liquid crystal composition according to claim 1 for a liquid crystal display element that uses a VA or IPS mode and is driven by an active matrix. ### Claim 25 (depends on 12) A method of using the liquid crystal composition according to claim 12 for a liquid crystal display element that uses a VA or IPS mode and is driven by an active matrix.