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    • 2. 发明授权
    • Liquid crystal compounds having bis(trifluoromethyl) phenyl rings, liquid crystal compositions and liquid crystal display devices
    • 具有双(三氟甲基)苯环,液晶组合物和液晶显示装置的液晶化合物
    • US06844032B2
    • 2005-01-18
    • US10108712
    • 2002-03-29
    • Kazutoshi MiyazawaTakashi KatoYasuhiro KuboKanetsugu Terashima
    • Kazutoshi MiyazawaTakashi KatoYasuhiro KuboKanetsugu Terashima
    • G02F1/13C07C43/225C07C69/753C07D213/30C07D237/08C07D239/26C07D319/06C09K19/04C09K19/12C09K19/14C09K19/20C09K19/30C09K19/34C07D213/78C07D239/02
    • C09K19/0403C09K2019/0407Y10T428/10
    • The compound (1) having 2,3-bis(trifluoromethyl)-1,4-phenylene is stable chemically and has excellent miscibility with other liquid crystal compounds, large and negative dielectric anisotropy and proper optical anisotropy. A liquid crystal composition comprising the compound has large specific resistance and a large voltage holding ratio, and that the composition is useful for a liquid crystal display element. The compound (1) is represented by formula (1): RaA1—Z1)m—(A2—Z2n—A3—Z3—A4—Rb  (1) wherein Ra and Rb independently are alkyl having 1 to 20 carbons, any —CH2— in the alkyl may be replaced by —O—, —S—, —CH═CH—, or —C≡C—, and any hydrogen may be replaced by halogen; A1, A2, A3, and A4 independently are 1,4-cyclohexylene, 1,4-cyclohexenylene, 1,3-dioxane-2,5-diyl, 1,4-phenylene, pyridine-2,5-diyl, pyrimidine-2,5-diyl, pyridazine-3,6-diyl, or 2,3-bis(trifluoromethyl)-1,4-phenylene, any hydrogen in these rings may be replaced by halogen, and at least one of A1, A2, A3, and A4 is 2,3-bis(trifluoromethyl)-1,4-phenylene; Z1, Z2 and Z3 independently are a single bond, —(CH2)2—, —(CF2)2—, —COO—, —OCO—, —CH2O—, —OCH2—, —CF2O—, —OCF2—, —CH═CH—, —CF═CF—, —C≡C—, —(CH2)4—, —(CH2)3O—, or —O(CH2)3—; m and n independently are 0 or 1.
    • 具有2,3-双(三氟甲基)-1,4-亚苯基的化合物(1)化学稳定且与其它液晶化合物具有优异的混溶性,具有大的和负的介电各向异性和适当的光学各向异性。 包含该化合物的液晶组合物具有大的电阻率和较大的电压保持率,并且该组合物可用于液晶显示元件。 化合物(1)由式(1)表示:其中R a和R b独立地是具有1至20个碳的烷基,该烷基中的任何-CH 2 - 可以被-O - , - S - , - CH = CH- ,或-C = C-,并且任何氢可以被卤素取代; A1,A2,A3和A4独立地为1,4-亚环己基,1,4-亚环己烯基,1,3-二恶烷-2,5-二基,1,4-亚苯基,吡啶-2,5-二基, 2,5-二基,哒嗪-3,6-二基或2,3-双(三氟甲基)-1,4-亚苯基,这些环中的任何氢可以被卤素取代,并且至少一个A1,A2, A3和A4是2,3-双(三氟甲基)-1,4-亚苯基; Z 1,Z 2和Z 3独立地是单键, - (CH 2)2 - , - (CF 2)2 - , - COO - , - OCO - , - CH 2 O - , - OCH 2 - , - CH = CH-,-CF = CF-,-C = C - , - (CH 2)4 - , - (CH 2)3 O-或-O(CH 2) m和n独立地为0或1。
    • 4. 发明授权
    • Silicon compound, liquid crystal composition and liquid crystal display
    • 硅化合物,液晶组合物和液晶显示器
    • US06703083B2
    • 2004-03-09
    • US10084854
    • 2002-02-28
    • Takashi KatoYasuyuki KoizumiYasuhiro KuboKanetsugu Terashima
    • Takashi KatoYasuyuki KoizumiYasuhiro KuboKanetsugu Terashima
    • C09K1934
    • C07F7/0896C09K19/406Y10T428/10
    • Silicon compounds having a low viscosity and a low threshold voltage and improved mutual solubility, a liquid crystal composition comprising the same and a liquid crystal display using the liquid crystal composition. The silicon compound is represented by formula (1): wherein Y1 is, for example, alkylene having 1 to 10 carbon atoms, Y2 is, for example, hydrogen, halogen, —CN, —C≡C—CN, or alkyl having 1 to 10 carbon atoms; A1, A2, A3, and A4 each are, for example, independently 1,4-cyclohexylene, 1,4-cyclohexenylene, 1,4-phenylene, or 1,4-phenylene; Z1, Z2 and Z3 each are independently a single bond, —(CH2)2—, —OCH2—, —CH2O—, —CH═CH—, —C≡C—, —(CH2)4—, —O(CH2)3—, —(CH2)3O—, —COO—, —OCO—, —OCF2—, or —CF2O—; and p and q each are independently 0 or 1.
    • 具有低粘度和低阈值电压和改善的互溶性的硅化合物,包含该硅化合物的液晶组合物和使用该液晶组合物的液晶显示器。 硅化合物由式(1)表示:其中Y 1为例如具有1至10个碳原子的亚烷基,Y 2为例如氢,卤素,-CN,-C = C- CN或具有1至10个碳原子的烷基; A 1,A 2,A 3和A 4各自独立地为1,4-亚环己基,1,4-亚环己烯基,1,4-亚苯基或1,4-亚环己基, 亚苯基; Z 1,Z 2和Z 3各自独立地为单键, - (CH 2)2 - , - OCH 2 - , - CH 2 O - , - CH = CH - , - C = CH2)4-,-O(CH2)3 - , - (CH2)3O-,-COO-,-OCO-,-OCF2-或-CF2O-; p和q各自独立地为0或1。
    • 7. 发明授权
    • Difluorovinyl compound, liquid crystal composition and liquid crystal display
    • 二氟乙烯基化合物,液晶组合物和液晶显示
    • US06649227B2
    • 2003-11-18
    • US09899169
    • 2001-07-06
    • Takashi KatoShuichi MatsuiHiroyuki TakeuchiYasuhiro KuboEtsuo Nakagawa
    • Takashi KatoShuichi MatsuiHiroyuki TakeuchiYasuhiro KuboEtsuo Nakagawa
    • C09K1934
    • C07C49/753C07C49/687C07C49/693C07C49/697C07D319/06C09K19/04C09K19/3402C09K19/42C09K19/44C09K19/46C09K2019/0448C09K2019/0451C09K2019/3422Y10T428/10
    • Provided are liquid crystalline compounds having a wide liquid crystal phase temperature range, low viscosity, a large elastic constant ratio K33/K11 and excellent solubility at low temperature, a liquid crystal composition using the same and a liquid crystal display. Preferred compounds are difluorovinyl compounds represented by Formula (1): wherein Y1, represents H or a straight chain or branched alkyl group having 1 to 10 carbon atoms, and optional —CH2— in the above alkyl group may be replaced by —O— or —CH═CH—, but —O— is not adjacent to each other, and at least one H in Y1 may be substituted with halogen or a cyano group: A1, A2, A3 and A4 each independently represent 1,4-cyclohexylene in which optional —CH2— which is not adjacent to each other may be replaced by —O—, 1,4-phenylene in which optional H may be substituted with halogen, and a single bond, in which at least two of A1, A2, A3 and A4 have the ring structure described above, and at least one of them is 1,4-cyclohexylene in which —CH2— is replaced by —O—; Z1, Z2 and Z3 each independently represent a single bond, —(CH2)2—, —CH═CH—, —(CH2)4—, —O(CH2)3— or —(CH2)3O—; n represents 0 or an integer of 1 to 10, provided that when any of A1, A2, A3 and A4 is 1,4-phenylene, Z1, Z2 and Z3 are single bonds, and among them, when A1 is 1,3-dioxane-2,5-diyl and A2 is 1,4-phenylene and when A3 is 1,4-cyclohexylene and A4 is a single bond, Y1 is H, and n is not 0.
    • 本发明提供具有宽液晶相温度范围,低粘度,大弹性常数比K33 / K11和低温溶解度优异的液晶化合物,使用该液晶组合物的液晶组合物和液晶显示器。 优选的化合物是由式(1)表示的二氟乙烯基化合物:其中Y 1表示H或具有1至10个碳原子的直链或支链烷基,并且上述烷基中任选的-CH 2 - 可以被 - O-或-CH = CH-,但-O-不彼此相邻,并且Y 1中的至少一个H可以被卤素或氰基取代:A 1,A 2, A 3和A 4各自独立地表示1,4-亚环己基,其中不相邻的任选的-CH 2可以被-O-,1,4-亚苯基代替,其中任选的H可以被取代 具有卤素和单键,其中A 1,A 2,A 3和A 4中的至少两个具有上述环结构,并且它们中的至少一个为1,4 - 环己烯,其中-CH 2 - 被-O-取代; Z 1,Z 2和Z 3各自独立地表示单键, - (CH 2)2 - , - CH = CH - , - (CH 2)4 - , - O(CH 2)3 - (CH2)3O-; n表示0或1〜10的整数,条件是当A 1,A 2,A 3和A 4中的任何一个为1,4-亚苯基时,Z 1,Z 2 且Z 3为单键,其中A 1为1,3-二恶烷-2,5-二基,A 2为1,4-亚苯基,当A 3为1时, ,4-环亚己基和A 4为单键,Y 1为H,n为0。
    • 8. 发明授权
    • Cyclohexane derivatives, liquid crystal compositions comprising the same and liquid crystal display devices
    • 环己烷衍生物,含有它们的液晶组合物和液晶显示装置
    • US06500503B2
    • 2002-12-31
    • US09842254
    • 2001-04-26
    • Koichi ShibataShuichi MatsuiHiroyuki TekeuchiKatsuyuki KawanoYasuhiro KuboEtsuo Nakagawa
    • Koichi ShibataShuichi MatsuiHiroyuki TekeuchiKatsuyuki KawanoYasuhiro KuboEtsuo Nakagawa
    • C09K1930
    • C07D239/26C07C17/16C07C17/18C07C17/2635C07C25/18C07C25/24C07C45/29C07C45/513C07C255/50C07C255/54C07C2601/14C07D319/06C07D339/08C09K19/3001C09K19/3028C09K19/3402C09K19/42C09K19/44C09K19/46C09K2019/0448C09K2019/0451C09K2019/3422Y10T428/10C07C22/08C07C49/813C07C47/24
    • Liquid crystalline compounds are disclosed which have large dielectric anisotropy and relatively low viscosity, and which are represented by formula (1) wherein R1 represents hydrogen or C1-C15 alkyl in which one or more non-adjacent methylene may be replaced by oxygen, sulfur or —CH═CH— and one or more hydrogen may be replaced by halogen; R2 represents hydrogen, cyano, halogen or C1-C15 alkyl in which one or more non-adjacent methylene may be replaced by oxygen, sulfur or —CH═CH— and one or more hydrogen may be replaced by halogen; L represents halogen or hydrogen; A1, A2, A4 and A5 each independently represent trans-1,4-cyclohexylene or 1,4-phenylene, one or more —CH2— in the trans-1,4-cyclohexylene may be replaced by oxygen or sulfur, one or more ═CH— in the 1,4-phenylene may be replaced by nitrogen, and one or more hydrogen in the 1,4-phenylene ring may be replaced by halogen; A3represents trans-1,4-cyclohexylene in which one or more —CH2— may be replaced by oxygen or sulfur; Z1,Z2,Z3 and Z4 each independently represent —COO—, —OCO—, —CH2CH2—, —(CH2)4—, —CH2O —, —OCH2—, —CF2O—, —OCF2— or a single bond; Q represents —CF2CH2— or —CH2CF2—; and k, l, m and n each independently represent 0 or 1 with the condition of k+l+m+n≦2. Further, liquid crystal compositions comprising at least one liquid crystalline compound of formula (1) and liquid crystal display devices composed of the compositions are disclosed.
    • 公开了具有大介电各向异性和相对低粘度的液晶化合物,其由式(1)表示,其中R 1表示氢或C 1 -C 15烷基,其中一个或多个不相邻的亚甲基可被氧,硫或 -CH = CH-,一个或多个氢可被卤素取代; R 2表示氢,氰基,卤素或C 1 -C 15烷基,其中一个或多个不相邻的亚甲基可被氧,硫或-CH = CH-代替,并且一个或多个氢可被卤素取代; L表示卤素或氢; A1,A2,A4和A5各自独立地表示反式-1,4-亚环己基或1,4-亚苯基,反式-1,4-亚环己基中的一个或多个-CH 2 - 可被氧或硫代替,一个或多个 = 1,4-亚苯基中的CH-可以被氮代替,1,4-亚苯基环中的一个或多个氢可被卤素取代; A3表示反式-1,4-亚环己基,其中一个或多个-CH 2 - 可被氧或硫取代; Z 1,Z 2,Z 3和Z 4各自独立地表示-COO - , - OCO - , - CH 2 CH 2 - , - (CH 2)4 - , - CH 2 O - , - OCH 2 - , - CF 2 O-,-OCF 2-或单键; Q表示-CF 2 CH 2 - 或-CH 2 CF 2 - ; 并且k,l,m和n各自独立地表示0或1,条件为k + 1 + m + n <= 2。 此外,公开了包含至少一种式(1)的液晶化合物和由该组合物组成的液晶显示装置的液晶组合物。