# US 8,147,929 B2 · Liquid Crystal composition and liquid crystal display device > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 8,147,929 B2 - Document ID: US8147929B2 - Status: Granted - Kind: B2 - Application number: 12/760,426 - Filed: 2010-04-14 - Published: 2010-12-02 - Granted: 2012-04-03 - Earliest claimed: 2009-05-27 - Assignees: Jnc Corporation; Chisso Petrochemical Corporation - Inventors: Masayuki Saito - Web page: https://patentgrep.com/patent/US8147929B2 ## CPC - C09K 19/44: containing compounds with benzene rings directly linked - C09K 19/20: linked by a chain containing carbon and oxygen atoms as chain links, e.g. esters {or ethers} - C09K 19/3003: {Compounds containing at least two rings in which the different rings are directly linked (covalent bond)} - C09K 19/3066: {in which the rings are linked by a chain containing carbon and oxygen atoms, e.g. esters or ethers} - C09K 19/42: Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40 - C09K 2019/0466: {the linking chain being a -CF2O- chain} - C09K 2019/3004: {Cy-Cy} - C09K 2323/00: Functional layers of liquid crystal optical display excluding electroactive liquid crystal layer characterised by chemical composition - C09K: MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE ## Abstract The invention is to provide a liquid crystal composition that satisfies at least one characteristic among characteristics such as a high maximum temperature of a nematic phase, a low minimum temperature of a nematic phase, a small viscosity, a large optical anisotropy, a large dielectric anisotropy, a large specific resistance, a high stability to ultraviolet light and a high stability to heat, or that is suitably balanced regarding at least two of the characteristics. The invention is to provide an AM device that has a short response time, a large voltage holding ratio, a large contrast ratio, a long service life and so forth. ## Claims ### Claim 1 A liquid crystal composition having a nematic phase that comprises two components, wherein the first component is at least one compound selected from the group of compounds represented by formulas (1-1), (1-3), (1-4), (1-5), (1-6), (1-7), (1-8) and (1-9), the second, component is at least one compound selected from the group of compounds represented by formula (2): wherein R1 is alkyl having 1 to 12 carbons, alkoxy having 1 to 12 carbons, alkenyl having 2 to 12 carbons, or alkenyl having 2 to 12 carbons in which arbitrary hydrogen is replaced by fluorine; R2 and R3 are each independently alkenyl having 2 to 12 carbons; X1, X2, X3 , X4 , X5 , X6 , X7, X8 and X9 are each independently hydrogen or fluorine; Y1 is fluorine, chlorine or trifluoromethoxy. ### Claim 2 (depends on 1) The liquid crystal composition according to claim 1, wherein the first component is at least one compound selected from the group of compounds represented by formula (1-1). ### Claim 3 (depends on 1) The liquid crystal composition according claim 1, wherein the ratio of the first component is in the range of approximately 5% to approximately 40% by weight and the ratio of the second component is in the range of approximately 20% to approximately 95% by weight, based on the total weight of the liquid crystal composition. ### Claim 4 (depends on 1) The liquid crystal composition according to claim 1, wherein the composition further comprises at least one compound selected from the group of compounds represented by formula (3) as a third component: wherein R4 is alkyl having 1 to 12 carbons, alkoxy having 1 to 12 carbons, alkenyl having 2 to 12 carbons, or alkenyl having 2 to 12 carbons in which arbitrary hydrogen is replaced by fluorine; R5 is alkyl having 1 to 12 carbons or alkoxy having 1 to 12 carbons; ring C and ring D are each independently 1,4-cyclohexylene, 1,4-phenylene, 2-fluoro-1,4-phenylene, 3-fluoro-1,4-phenylene or 2,5-difluoro-1,4-phenylene; Z3 is independently a single bond, ethylene or carbonyloxy; and p is 1, 2 or 3. ### Claim 5 (depends on 4) The liquid crystal composition according to claim 4, wherein the third component is at least one compound selected from the group of compounds represented by formulas (3-1) to (3-11): wherein R4 is alkyl having 1 to 12 carbons, alkoxy having 1 to 12 carbons, alkenyl having 2 to 12 carbons, or alkenyl having 2 to 12 carbons in which arbitrary hydrogen is replaced by fluorine; and R5 is alkyl having 1 to 12 carbons or alkoxy having 1 to 12 carbons. ### Claim 6 (depends on 5) The liquid crystal composition according to claim 5, wherein the third component is at least one compound selected from the group of compounds represented by formula (3-1). ### Claim 7 (depends on 4) The liquid crystal composition according to claim 4, wherein the ratio of the third component is in the range of approximately 5% to approximately 60% by weight based on the total weight of the liquid crystal composition. ### Claim 8 (depends on 1) The liquid crystal composition according to claim 1, wherein the composition further comprises at least one compound selected from the group of compounds represented by formula (4) as a fourth component: wherein R1 is alkyl having 1 to 12 carbons, alkoxy having 1 to 12 carbons, alkenyl having 2 to 12 carbons, or alkenyl having 2 to 12 carbons in which arbitrary hydrogen is replaced by fluorine; ring E is independently 1,4-cyclohexylene, 1,3-dioxane-2,5-diyl, 1,4-phenylene 2-fluoro-1,4-phenylene, 3-fluoro-1,4-phenylene, 3,5-difluoro-1,4-phenylene or pyrimidine-2,5-diyl; Z4 is independently a single bond, ethylene, carbonyloxy or difluoromethyleneoxy; X1 and X2 are each independently hydrogen or fluorine; Y1 is fluorine, chlorine or trifluoromethoxy; and k is 1 or 2. ### Claim 9 (depends on 4) The liquid crystal composition according to claim 4, wherein the composition further comprises at least one compound selected from the group of compounds represented by formula (4) as a fourth component: wherein R1 is alkyl having 1 to 12 carbons, alkoxy having 1 to 12 carbons, alkenyl having 2 to 12 carbons, or alkenyl having 2 to 12 carbons in which arbitrary hydrogen is replaced by fluorine; ring E is independently 1,4-cyclohexylene, 1,3-dioxane-2,5-diyl, 1,4-phenylene, 2-fluoro-1,4-phenylene, 3-fluoro-1,4-phenylene, 3,5-difluoro-1,4-phenylene or pyrimidine-2,5-diyl; Z4 is independently a single bond, ethylene, carbonyloxy or difluoromethyleneoxy; X1 and X2 are each independently hydrogen or fluorine; Y1 is fluorine, chlorine or trifluoromethoxy; and k is 1 or 2. ### Claim 10 (depends on 8) The liquid crystal composition according to claim 8, wherein the fourth component is at least one compound selected from the group of compounds represented by formulas (4-1) to (4-18): wherein R1 is alkyl having 1 to 12 carbons, alkoxy having 1 to 12 carbons, alkenyl having 2 to 12 carbons, or alkenyl having 2 to 12 carbons in which arbitrary hydrogen is replaced by fluorine. ### Claim 11 (depends on 9) The liquid crystal composition according to claim 9, wherein the fourth component is at least one compound selected from the group of compounds represented by formulas (4-1) to (4-18): wherein R1 is alkyl having 1 to 12 carbons, alkoxy having 1 to 12 carbons, alkenyl having 2 to 12 carbons, or alkenyl having 2 to 12 carbons in which arbitrary hydrogen is replaced by fluorine. ### Claim 12 (depends on 10) The liquid crystal composition according to claim 10, wherein the fourth component is at least one compound selected from the group of compounds represented by formula (4-11). ### Claim 13 (depends on 11) The liquid crystal composition according to claim 11, wherein the fourth component is at least one compound selected from the group of compounds represented by formula (4-11). ### Claim 14 (depends on 8) The liquid crystal composition according to claim 8, wherein the ratio of the fourth component is in the range of approximately 5% to approximately 40% by weight based on the total weight of the liquid crystal composition. ### Claim 15 (depends on 9) The liquid crystal composition according to claim 9, wherein the ratio of the fourth component is in the range of approximately 5% to approximately 40% by weight based on the total weight of the liquid crystal composition. ### Claim 16 (depends on 1) The liquid crystal composition according to claim 1, wherein the maximum temperature of a nematic phase is approximately 70° C. or higher, the optical anisotropy (25° C.) at a wavelength of 589 nm is approximately 0.08 or more, and the dielectric anisotropy (25° C.) at a frequency of 1 kHz is approximately 2 or more. ### Claim 17 (depends on 1) A liquid crystal display device comprising the liquid crystal composition according to claim 1. ### Claim 18 (depends on 17) The liquid crystal display device according to claim 17, wherein an operating mode of the liquid crystal display device is a TN mode, an OCB mode, an IPS mode or a PSA mode, and a driving mode of the liquid crystal display device is an active matrix mode.