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11. 发明授权

US4874545A Chiral esters of .alpha.-substituted phenylalkanoic acids and mesogenic hydroxy compounds, and their use as a doping substance in liquid crystal phases 失效
标题翻译： 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。

12. 发明授权

US5651918A Optically active 1,3-dioxolane derivatives carrying a mesogenic radical in the 4-position, a process for their preparation and their use as doping agents in liquid-crystal mixtures 失效
标题翻译：在4-位上带有介晶基团的光学活性1,3-二氧戊环衍生物，其制备方法及其作为液晶混合物中的掺杂剂的用途
公开(公告)号：US5651918A
公开(公告)日：1997-07-29
申请号：US454059
申请日：1995-05-30
申请人： Gunter Scherowsky , Jurgen Gay , Rainer Wingen , Hans-Rolf Dubal , Claus Escher , Wolfgang Hemmerling , Yoshio Inoguchi , Ingrid Muller , Dieter Ohlendorf
发明人： Gunter Scherowsky , Jurgen Gay , Rainer Wingen , Hans-Rolf Dubal , Claus Escher , Wolfgang Hemmerling , Yoshio Inoguchi , Ingrid Muller , Dieter Ohlendorf
IPC分类号： G02F1/13 , C07D317/22 , C07D317/36 , C07D317/72 , C07D405/12 , C07D405/14 , C07D407/12 , C07D409/12 , C07D417/12 , C09K19/34 , C09K19/54 , C09K19/58 , G02F1/137
CPC分类号： C07D405/12 , C07D317/22 , C07D405/14 , C07D407/12 , C07D409/12 , C07D417/12 , C09K19/58 , C09K19/588
摘要： Optically active 1,3-dioxolane derivatives which carry a mesogenic radical in the 4-position and have the general formula (I) ##STR1## are suitable for use as doping agents in liquid-crystal mixtures--in particular ferroelectric liquid-crystal mixtures. The symbols in the general formula have the following meanings:R.sup.1 is composed analogously to the part of the general formula on the right-hand side of X or is an alkyl or alkylene radical which can be substituted,R.sup.2, R.sub.3 and R.sup.4 are H or alkyl (R.sup.4 is also alkenyl) which can also be substituted [R.sup.2 and R.sup.3, together with the C(2) of the dioxolane ring are also a cycloaliphatic radical or a keto group], J, l and n are zero, 1 or 2 and k and m are zero or 1, subject to the proviso that, if k is zero n is zero and if n is zero m is zero and 1.ltoreq.J+l+n.ltoreq.3,--A.sup.1, --A.sup.2 and --A.sup.3 are an aromatic, heterocyclic or aliphatic ring system, --M.sup.1 and --M.sup.2 are --CO--O, --0--CO, --CH.sub.2 CH.sub.2, --CH.dbd.CH, --CH.sub.2 O, --OCH.sub.2 or --C.tbd.C andX is O, S or O--CO--O.
摘要翻译：在4-位具有介晶基团并具有通式（I）的光学活性1,3-二氧戊环衍生物（I）适合用作液晶混合物中的掺杂剂，特别是铁电液 - 水晶混合物。通式中的符号具有以下含义：R 1类似于X的右侧的通式的一部分或可以被取代的烷基或亚烷基，R2，R3和R4是H或烷基（R4也是烯基），其也可被取代[R 2和R 3与二氧戊环的C（2）一起也是脂环族基团或酮基]，J，l和n分别为0,1或2 并且k和m为零或1，条件是如果k为零，则n为零，并且如果n为零，则m为零且1为J + 1 + n 3，-A 1，-A 2 和-A3是芳族，杂环或脂族环系，-M1和-M2是-CO-O，-O-CO，-CH2CH2，-CH = CH，-CH2O，-OCH2或-C3ONC，X是 O，S或O-CO-O。

13. 发明授权

US4968820A Chiral reaction products produced from mesogenic molecular structural elements and bifunctionally reactive butanetetraol derivatives, and their use as dopants in liquid crystal phases 失效
标题翻译：由介晶分子结构元素和双官能反应性四氢醌衍生物产生的手性反应产物及其作为液晶相中的掺杂剂
公开(公告)号：US4968820A
公开(公告)日：1990-11-06
申请号：US220377
申请日：1988-07-11
申请人： Gunter Scherowsky , Manel Gunaratne
发明人： Gunter Scherowsky , Manel Gunaratne
IPC分类号： C07C69/75 , C07C69/76 , C07C69/773 , C07C69/90 , C07D239/26 , C07D307/20 , C07D317/24 , C07D319/06 , C07D339/06 , C09K19/58 , G02F1/13
CPC分类号： C07D317/24 , C07D307/20 , C09K19/58 , C09K19/586 , C09K19/588
摘要： The new compounds produced from a molecular structural element with two chirality centers and at least one mesogenic structural element are defined by the general formula (I) ##STR1## in which the symbols have the following meaning: Y.sup.1, Y.sup.2, Y.sup.3, Y.sup.4 = in any two cases (a) hydroxy and MC--CO--O or, independently of each other, MC--CO--O and (b), independently of each other (C.sub.1 -C.sub.10)alkoxy, MC denoting the molecular radical of a mesogenic carboxylic acid after splitting off a COOH group, and it being possible for Y.sup.2 and Y.sup.3, in the case of (C.sub.1 -C.sub.10)alkoxy, also to be jointly part of a dioxolane ring, or Y.sup.1 and Y.sup.4 jointly = 0 as part of a tetrahydrofuran ring, and Y.sup.2 and Y.sup.3 = hydroxy and MC--CO--O or, independently of each other, MC--CO--O. Said esters preferably find application as dopants in twistable liquid crystal phases in which they produce temperature compensation and twisting.
摘要翻译：由具有两个手性中心和至少一个介晶结构元件的分子结构元件产生的新化合物由通式（I）（I）定义，其中符号具有以下含义：Y1，Y2，Y3， Y4 =在任何两种情况下（a）羟基和MC-CO-O或彼此独立地为MC-CO-O和（b），彼此独立地为（C1-C10）烷氧基，MC表示分子自由基分解出COOH基后的介晶羧酸，在（C1-C10）烷氧基的情况下，Y2和Y3也可以作为二氧杂环戊烷环的一部分，或Y1和Y4联合= 0作为四氢呋喃环，Y2和Y3 =羟基和MC-CO-O，或彼此独立地为MC-CO-O。所述酯优选用作可扭曲液晶相中的掺杂剂，其中它们产生温度补偿和扭曲。

14. 发明授权

US4966726A Chiral reaction products produced from mesogenic molecular structural elements and bifunctionally reactive tartaric acid derivatives, and their use as dopants in liquid crystal phases 失效
标题翻译：由介晶分子结构元件和双功能反应性酒石酸衍生物产生的手性反应产物，以及它们在液晶相中作为掺杂剂的用途
公开(公告)号：US4966726A
公开(公告)日：1990-10-30
申请号：US222340
申请日：1988-07-18
申请人： Gunter Scherowsky , Manel Gunaratne
发明人： Gunter Scherowsky , Manel Gunaratne
IPC分类号： C07D319/06 , C07C67/00 , C07C69/003 , C07C69/608 , C07C69/612 , C07C69/62 , C07C69/708 , C07C69/712 , C07C69/734 , C07C69/75 , C07C69/753 , C07C69/76 , C07C69/94 , C07C231/00 , C07C235/02 , C07C235/06 , C07C253/00 , C07C255/11 , C07D239/26 , C07D239/28 , C07D317/32 , C07D339/06 , C09K19/06 , C09K19/10 , C09K19/20 , C09K19/30 , C09K19/34 , C09K19/58 , G02F1/13
CPC分类号： C07C255/00 , C07D317/32 , C09K19/06 , C09K19/2028 , C09K19/3001 , C09K19/3405 , C09K2019/3422
摘要： The new compounds produced from a molecular structural element with two chirality centers and at least one mesogenic structural element are defined by the general formula (I) ##STR1## in which the symbols have the following meaning: Y.sup.1 =H, (C.sub.1 -C.sub.10)alkyl, MC--CH.sub.2 or MC--CO, MC denoting the molecular radical of a mesogenic carboxylic acid after splitting off a COOH group,Y.sup.2 =(C.sub.1 -C.sub.10)alkyl, MC--CH.sub.2 or MC--CO, it being possible for Y.sup.1 and Y.sup.2 to jointly represent a MC--CH group, which is then part of a dioxolane ring,X=COOR.sup.1, CONH.sub.2, CONR.sup.2 R.sup.3 or C.tbd.N,R.sup.1 =(C.sub.1 -C.sub.10)alkyl or MC--CH.sub.2, andR.sup.2, R.sup.3 =H and (C.sub.1 -C.sub.4)alkyl or, independently of each other, (C.sub.1 -C.sub.4)alkyl.Said esters preferably find application as dopants in twistable liquid crystal phases in which they produce temperature compensation and twisting.
摘要翻译：由具有两个手性中心和至少一个介晶结构元件的分子结构元件产生的新化合物由通式（I）（I）定义，其中符号具有以下含义：Y1 = H，（C1 -C 10）烷基，MC-CH 2或MC-CO，MC表示分解出COOH基后的介晶羧酸的分子基，Y2 =（C1-C10）烷基，MC-CH2或MC-CO，可能是对于Y1和Y2共同表示MC-CH基团，其是二氧杂环戊烷环的一部分，X = COOR 1，CONH 2，CONR 2 R 3或C 3 N 3，R 1 =（C 1 -C 10）烷基或MC-CH 2， R3 = H和（C1-C4）烷基或彼此独立地是（C1-C4）烷基。所述酯优选用作可扭曲液晶相中的掺杂剂，其中它们产生温度补偿和扭曲。

15. 发明授权

US4826620A Chiral phenolic esters of mesogenic carboxylic acids and their use as admixture in liquid crystal phases 失效
标题翻译：介晶羧酸的手性酚酯酯及其作为液晶相中的混合物
公开(公告)号：US4826620A
公开(公告)日：1989-05-02
申请号：US144789
申请日：1988-01-21
申请人： Gerd Heppke , Detlef Lotzsch , Feodor Oestreicher , Gunter Scherowsky
发明人： Gerd Heppke , Detlef Lotzsch , Feodor Oestreicher , Gunter Scherowsky
IPC分类号： C07C69/773 , C09K19/58 , C09K19/52 , C09K19/32 , C09K19/34 , G02F1/13
CPC分类号： C09K19/58 , C09K19/586
摘要： The new esters derived from a chiral compound containing two OH groups and at least one mesogenic carboxylic acid which have the general formula (I) ##STR1## in which X.sup.1 =O--H or O--CO--(C.sub.1 to C.sub.12)alkyl and X.sup.2 =O--MC or X.sup.1 and X.sup.2 denote O-MC independently of each other, where MC is the molecular radical of a mesogenic monocarboxylic acid after splitting off an OH group.The esters or esters substituted in the aromatic part of the phenolic part preferably find application as an admixture intwistable liquid crystal phases in which they produce a temperature compensation and a high degree of twisting.
摘要翻译：衍生自含有两个OH基团的手性化合物和至少一种具有通式（I）的化合物的新酯，其中X1 = OH或O-CO-（C1-C12）烷基和 X2 = O-MC或X1和X2彼此独立地表示O-MC，其中MC是分解OH基团后的介晶一元羧酸的分子基团。在酚醛部分的芳族部分中取代的酯或酯优选用作混合不可逆液晶相，其中它们产生温度补偿和高扭曲度。

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