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    Chiral esters formed from .alpha.-substituted carboxylic acids and mesogenic hydroxyl compounds, and their use as dopants in liquid-crystalline phases
    1.
    发明授权
    Chiral esters formed from .alpha.-substituted carboxylic acids and mesogenic hydroxyl compounds, and their use as dopants in liquid-crystalline phases 失效
    由α-取代羧酸和介晶羟基化合物形成的手性酯，以及它们在液晶相中作为掺杂剂的用途

    公开(公告)号：US4855429A

    公开(公告)日：1989-08-08

    申请号：US55246

    申请日：1987-05-28

    申请人： Gerd Heppke ,  Christian Bahr ,  Ingrid Muller ,  Dieter Ohlendorf ,  Rainer Wingen

    发明人： Gerd Heppke ,  Christian Bahr ,  Ingrid Muller ,  Dieter Ohlendorf ,  Rainer Wingen

    IPC分类号： C07D239/26 ,  C07D239/34 ,  C07D239/38 ,  C09K19/20 ,  C09K19/22 ,  C09K19/34

    CPC分类号： C07D239/26 ,  C07D239/34 ,  C07D239/38 ,  C09K19/20 ,  C09K19/2021 ,  C09K19/22 ,  C09K19/3463

    摘要： The novel compounds are chiral esters formed from .alpha.-substituted carboxylic acids and mesogenic hydroxyl compounds of the general formula (I) ##STR1## in which the symbols have the following meaning: MO=molecular radical of a mesogenic hydroxyl compound MOH after removing an H, the radial MO being expressed by the general formula (II):R.sup.2 --(A.sup.1).sub.n1 --(B--).sub.n2 (A.sup.2).sub.n3 --O(II) where the meaning ofR.sup.2 is a straight-chain or branched (C.sub.1 -C.sub.12)alkyl or alkenyl, it being possible for one or two nonadjacent CH.sub.2 groups to be replaced by O and/or S atoms, or if n1=1, also F, Cl, Br or CN,A.sup.1, A.sup.2 are, independently of each other, 1,4-phenylene, pyrimidine-2,5-diyl, 1,4-cyclohexylene, 1,3-dioxane-2,5-diyl, 1,3-dithiane-2,5-diyl, or 1,4-bicyclo(2,2,2)octylene, it being possible for said groups to be substituted at least singly by F, Cl, Br, CN and/or (C.sub.1 -C.sub.12)alkyl (optionally, one or two nonadjacent CH.sub.2 groups are replaced by O and/or S atoms),B is CO--O, O--CO, CH.sub.2 --CH.sub.2, OCH.sub.2, CH.sub.2 O, CH.dbd.N, N.dbd.CH, N.dbd.N N(O).dbd.N,n1, n2, n3 are, independently of each other, 0, 1 or 2, n1 and n3 not being simultaneously 0,Y is F, Cl, Br, CN or CF.sub.3, andR.sup.1 is branched, (C.sub.3 -C.sub.9)alkyl, benzyl or phenyl, the compounds having R.sup.1 =branched (C.sub.3 -C.sub.7)alkyl, benzyl or phenyl, Y=F, Cl or Br, R.sup.2 =(C.sub.1 -C.sub.11)alkoxy, A.sup.1, A.sup.2 =phenyl, n1, n3=1 and n2=0 being excluded.The compounds preferably find application in tilted smectic liquid-crystalline phases which they transform into ferroelectric liquid-crystalline phases; they have high values of spontaneous polarization.

    摘要翻译： 新化合物是由α-取代羧酸和通式（I）的介晶羟基化合物（I）形成的手性酯，其中符号具有以下含义：MO =间羟基羟基化合物MOH的分子自由基 去除H，径向MO由通式（II）表示：R2-（A1）n1-（B - ）（n2（A2）（n3-O（Ⅱ））其中R2的含义是直链 或支链（C1-C12）烷基或烯基，一个或两个不相邻的CH2基团可以被O和/或S原子替代，或者如果n1 = 1，也可以是F，Cl，Br或CN，A1，A2 独立地为1,4-亚苯基，嘧啶-2,5-二基，1,4-亚环己基，1,3-二恶烷-2,5-二基，1,3-二噻烷-2,5-二基 ，或1,4-双环（2,2,2）亚辛基，所述基团可以至少由F，Cl，Br，CN和/或（C 1 -C 12）烷基（任选地，一个或多个）取代， 两个不相邻的CH2基团被O和/或S原子取代），B是CO-O，O-CO，CH2-CH2，OCH2，CH2O，CH = N，N = CH，N = O）= N，n1，n2，n3彼此独立地为0,1或2，n1和n3不同时为0，Y为F，Cl，Br，CN或CF3，并且R1为支链的（C3 （C 1 -C 11）烷基，苄基或苯基，R 1 =支链（C 3 -C 7）烷基，苄基或苯基，Y = F，Cl或Br，R 2 =（C 1 -C 11）烷氧基， = 1，n2 = 0被排除。 这些化合物优选应用于倾斜的近晶相液相中，它们转变成铁电液晶相; 他们具有很高的自发极化。

    Chiral esters of mesogenic carboxylic acids
    2.
    发明授权
    Chiral esters of mesogenic carboxylic acids 失效
    介晶羧酸的手性酯

    公开(公告)号：US4939287A

    公开(公告)日：1990-07-03

    申请号：US912790

    申请日：1986-09-26

    申请人： Christian Bahr ,  Gerd Heppke ,  Detlef Lotzsch ,  Feodor Oestreicher

    发明人： Christian Bahr ,  Gerd Heppke ,  Detlef Lotzsch ,  Feodor Oestreicher

    IPC分类号： C07C69/76 ,  C07C67/00 ,  C07C69/767 ,  C07C69/773 ,  C07C69/92 ,  C07C241/00 ,  C07C245/06 ,  C07C251/18 ,  C07C251/24 ,  C07C253/00 ,  C07C255/55 ,  C07C255/57 ,  C07C291/08 ,  C09K19/58 ,  G02F1/13

    CPC分类号： C09K19/58 ,  C09K19/586

    摘要： The novel esters of a chiral alcohol and a mesogenic carboxylic acid are characterized by the general formula (I) ##STR1## in which the symbols have the following meanings: n denotes 0 or 1,R.sup.1 denotes a straight-chain or branched (C.sub.1 -C.sub.4)alkyl which is unsubstituted or substituted by halogen, in particular fluorine,R.sup.2 denotes unsubstituted or substituted (C.sub.6 -C.sub.18)aryl, cyclo(C.sub.5 -C.sub.12)alkyl or mononuclear or binuclear heteroaryl possessing a five-membered and/or six-membered ring, andMC denotes a molecular radical of a mesogenic monocarboxylic acid MC-OH after elimination of an OH group where n=0, and denotes a molecular radical of a mesogenic dicarboxylic acid HO-MC-OH after elimination of two OH groups where n=1, with the exception of compounds in which n denotes 0, R.sup.1 denotes CH.sub.3, R.sup.2 denotes phenyl and MC denotes ##STR2## These esters are preferably used as admixtures in twistable liquid crystal phases, in which they produce temperature compensation and a large twist.

    摘要翻译： 手性醇和介晶羧酸的新酯由通式（I）表示，其中符号具有以下含义：n表示0或1，R1表示直链或支链 （C 1 -C 18）烷基，其未被取代或被卤素，特别是氟取代，R 2表示未取代或取代的（C 6 -C 18）芳基，环（C 5 -C 12）烷基或单核或双核杂芳基，其具有五元和/ 六元环，MC表示在消除n = 0的OH基团后的介晶一元羧酸MC-OH的分子量，表示消除两个OH后的介晶二羧酸HO-MC-OH的分子量 其中n = 1的基团，除了其中n表示0的化合物，R1表示CH3，R2表示苯基，MC表示这些酯优选用作可扭曲液晶相中的混合物，其中它们产生温度补偿和 一个大的扭曲。

    Chiral esters of .alpha.-substituted phenylalkanoic acids and mesogenic hydroxy compounds, and their use as a doping substance in liquid crystal phases
    6.
    发明授权
    Chiral esters of .alpha.-substituted phenylalkanoic acids and mesogenic hydroxy compounds, and their use as a doping substance in liquid crystal phases 失效
    α-取代苯基链烷酸和介晶羟基化合物的手性酯，以及它们在液晶相中作为掺杂物质的用途

    公开(公告)号：US4874545A

    公开(公告)日：1989-10-17

    申请号：US62062

    申请日：1987-06-12

    申请人： Gerd Heppke ,  Gunter Scherowsky ,  Christian Bahr ,  Lutz Lehmann

    发明人： Gerd Heppke ,  Gunter Scherowsky ,  Christian Bahr ,  Lutz Lehmann

    IPC分类号： C09K19/54 ,  C07C67/00 ,  C07C69/65 ,  C07C69/734 ,  C07C69/92 ,  C07C241/00 ,  C07C245/08 ,  C07C251/02 ,  C07C251/24 ,  C07C255/32 ,  C07C291/02 ,  C07C291/08 ,  C07D239/26 ,  C09K19/20 ,  C09K19/30 ,  C09K19/32 ,  C09K19/34 ,  G02F1/13

    CPC分类号： C07D239/26 ,  C09K19/0225 ,  C09K19/2028 ,  C09K19/3068 ,  C09K19/321 ,  C09K19/3402 ,  C09K19/3441 ,  C09K19/3463 ,  C09K19/3491 ,  C09K2019/3422

    摘要： The novel compounds are chiral esters of .alpha.-substituted phenylalkanoic acids and mesogenic hydroxy compounds, the symbols in the general formula (I) ##STR1## being defined as follows: MO=molecular radical of a mesogenic hydroxy compound MOH after removal of one H, the radical MO being expressed by the general formula (II)R.sup.2 --(A.sup.1).sub.n1 --(B--).sub.n2 (A.sup.2).sub.n3 --O (II) whereR.sup.2 =straight-chain or branched (C.sub.1 -C.sub.12)-alkyl, it being possible for one or two non-adjacent CH.sub.2 groups to be replaced by O and/or S atoms, or, if n1=1, also F, Cl, Br, CN or CF.sub.3,A.sup.1, A.sup.2 =independently of one another 1,4-phenylene, diazine-2,5-diyl, diazine-3,6-diyl, 1,4-cyclohexylene, 1,3-dioxane-2,5-diyl, 1,3-dithiane-2,5-diyl or 1,4-bicyclo(2,2,2)octylene, it being possible for these groups also to be at least monosubstituted by F, Cl, Br, CN, CF.sub.3 and/or (C.sub.1 -C.sub.12)-alkyl (one or two non-adjacent CH.sub.2 groups may be replaced by O and/or S atoms),B=CO--O, O--CO, CH.sub.2 --CH.sub.2, OCH.sub.2, CH.sub.2 O, CH.dbd.N, N.dbd.CH, N.dbd.N, N(O).dbd.N,n1, n2, n3=independently of one another 0, 1 or 2, n1 and n3 not being 0 simultaneously,Y=an electron-attracting substituent,Z=H or an electron-attracting substituent, but not identical with Y, andR.sup.1 =benzyl or phenyl, it being possible for these groups to be substituted in the aromatic moiety in the same way as A.sup.1 and A.sup.2,with the exception of the compounds with Z=H, Y=F, Cl or Br, R.sup.2 =(C.sub.1 -C.sub.11)-alkoxy, A.sup.1 and A.sup.2 =phenyl, n.sup.1, and n.sup.3 =1 and n.sup.2 =0.The compounds are preferably used in tilted smectic liquid crystal phases, which are converted into ferroelectric liquid crystal phases by these compounds; they show high values of spontaneous polarization.

    摘要翻译： 新化合物是α-取代的苯基链烷酸和介晶羟基化合物的手性酯，通式（I）中的符号定义如下：MO =去除后的介晶羟基化合物MOH的分子量 一个H，基团MO由通式（II）R2-（A1）n1-（B-）n2（A2）n3-O（Ⅱ）表示，其中R2 =直链或支链（C1-C12） - 烷基，一个或两个不相邻的CH2基团可以被O和/或S原子替代，或者如果n1 = 1，则F，Cl，Br，CN或CF3，A1，A2独立地为一个 另外的1,4-亚苯基，二嗪-2,5-二基，二嗪-3,6-二基，1,4-亚环己基，1,3-二恶烷-2,5-二基，1,3-二噻烷-2,5 - 二基或1,4-二环（2,2,2）亚辛基，这些基团也可能至少被F，Cl，Br，CN，CF 3和/或（C 1 -C 12） - 烷基（ 一个或两个不相邻的CH 2基团可以被O和/或S原子替代），B = CO-O，O-CO，CH 2 -CH 2，OCH 2，CH 2 O，CH = N，N = CH，N = N（O）= N，n1，n2，n3 =独立地 彼此0,1或2，n1和n3不同时为0，Y =吸电子取代基，Z = H或吸电子取代基，但不与Y相同，R1 =苄基或苯基，其为 除了具有Z = H，Y = F，Cl或Br的化合物，R2 =（C1-C11） - 烷氧基，A1（C1-C11） - 烷氧基）之外，这些基团可以以与A1和A2相同的方式在芳族部分被取代 而A2 =苯基，n1和n3 = 1，n2 = 0。 这些化合物优选用于通过这些化合物转化成铁电液晶相的倾斜的近晶液相; 他们表现出高度的自发极化。