公开(公告)号：DE3915804A1

公开(公告)日：1990-11-15

申请号：DE3915804

申请日：1989-05-13

Applicant: HOECHST AG

Inventor： MEIJERE ARMIN DE PROF DR ,  DUEBAL HANS-ROLF DR ,  ESCHER CLAUS DR ,  HARADA TAKAMARA ,  HEMMERLING WOLFGANG DR ,  ILLIAN GERHARD DR ,  MUELLER INGRID DR ,  MURAKAMI MIKIO ,  OHLENDORF DIETER DR ,  WINGEN RAINER DR

IPC: G02F1/13 ,  C07C13/04 ,  C07C13/28 ,  C07C22/00 ,  C07C25/00 ,  C07C43/184 ,  C07C43/205 ,  C07C43/21 ,  C07C69/92 ,  C07C255/45 ,  C07D213/30 ,  C07D237/08 ,  C07D237/14 ,  C07D237/16 ,  C07D237/18 ,  C07D239/26 ,  C07D239/34 ,  C07D239/38 ,  C07D241/12 ,  C07D241/18 ,  C07D285/12 ,  C07D285/125 ,  C07D285/13 ,  C07D405/12 ,  C09K19/20 ,  C09K19/30 ,  C09K19/34

Abstract: The novel cyclopropylalkyl or -alkenyl compounds have the general formula In this formula, the symbols A , A , A denote unsubstituted and in particular substituted (by halogen or CN) aromatic or heteroaromatic molecular building blocks, such as 1,4-phenylene or pyrimidine-2,5- diyl, which are linked via a single bond or via functional groups M , M , such as CO-O or CH2-O; H and m are zero or 1; j, l, n are zero, 1 or 2. The radicals are R , R , R are H or alkyl/alkenyl, R is alkyl/alkenyl or a substituent known from LC chemistry, such as an alpha - haloalkanoic acid radical. G denotes alkylene or alkenylene.

公开(公告)号：DE3909354A1

公开(公告)日：1990-09-27

申请号：DE3909354

申请日：1989-03-22

Applicant: HOECHST AG

Inventor： ESCHER CLAUS DR ,  DUEBAL HANS-ROLF DR ,  HARADA TAKAMASA ,  HEMMERLING WOLFGANG DR ,  ILLIAN GERHARD DR ,  MUELLER INGRID DR ,  MURAKAMI MIKIO ,  OHLENDORF DIETER DR ,  WINGEN RAINER DR

IPC: G02F1/1337 ,  C09K19/02 ,  C09K19/34 ,  C09K19/58 ,  G02F1/137 ,  G02F1/141

Abstract: Ferroelectric liquid crystal systems with high spontaneous polarization, in particular greater than 35 nC cm , and good orientation properties in the ferroelectric phase, in particular, the SC* phase, contain at least three different optically active compounds, preferably dopants in a non-optically active basic mixture which has a nematic phase above the smectic phase. The optically active compounds are chosen so that they do not all induce a helix with an identical direction of rotation in the nematic phase. Their relative concentration is chosen so that the overall resulting pitch of the helix in the total cholesterol phase is not less than 10 mu m.

公开(公告)号：DE3832503A1

公开(公告)日：1990-03-29

申请号：DE3832503

申请日：1988-09-24

Applicant: HOECHST AG

Inventor： MUELLER INGRID DR ,  DUEBAL HANS-ROLF DR ,  ESCHER KLAUS DR ,  HEMMERLING WOLFGANG DR ,  ILLIAN GERHARD DR ,  MURAKAMI MIKIO ,  OHLENDORF DIETER DR ,  WINGEN RAINER DR

IPC: G02F1/13 ,  C07D317/24 ,  C07D317/30 ,  C07D317/32 ,  C07D405/12 ,  C07D405/14 ,  C09K19/34 ,  C09K19/54 ,  G09F9/35

Abstract: Novel optically active esters of 5-ethyl- and 5-vinyl-1,3- dioxolane-4-carboxylic acid, their use as dopes in liquid-crystal mixtures, and liquid-crystal mixtures containing the novel esters. Optically active 1,3-dioxolanyl derivatives of the general formula (I) are suitable as dopes in liquid-crystal mixtures. The symbols in the general formula have the following meanings: R has an analogous structure to the moiety on the right of X in the general formula or is an alkyl or alkylene radical, which may be substituted, R and R are H or alkyl, which may also be substituted [R and R are alternatively, together with the C(2) of the dioxolane ring, a cycloaliphatic radical] R is vinyl or ethyl, with the proviso that at least one radical R is vinyl or ethyl if R is analogous to the moiety on the right of X in the formula (I), -A , -A and -A are aromatic, heterocyclic or aliphatic ring systems, -M and -M are -CO-O, -O-CO, -CH2CH2, -CH=CH, -CH2O,-OCH2 or -C=C, and X is O, S or O-CO-O. The particular advantage of the compound of the general formula (I) is that it is able to induce high twisting power in a cholesteric phase.

公开(公告)号：DE3832502A1

公开(公告)日：1990-03-29

申请号：DE3832502

申请日：1988-09-24

Applicant: HOECHST AG

Inventor： HEMMERLING WOLFGANG DR ,  MUELLER INGRID DR ,  DUEBAL HANS-ROLF DR ,  ESCHER CLAUS DR ,  ILLIAN GERHARD DR ,  MURAKAMI MIKIO ,  OHLENDORF DIETER DR ,  WINGEN RAINER DR

IPC: C07D303/48 ,  C07D317/32 ,  C07D317/34 ,  C07D317/72 ,  C07D405/12 ,  C07D405/14 ,  C07D407/12 ,  C07D407/14 ,  C07D409/12 ,  C07D409/14 ,  C07D417/12 ,  C07D417/14 ,  C09K19/34 ,  C09K19/58

Abstract: Optically active 1,3-dioxolane-4-carboxylic acid esters and oxirane-2-carboxylic acid esters of the general formula (I) where R is, for example, C1-C16-alkyl or C1-C16-alkoxy, A , A and A are, for example, phenyl or pyrimidine-2,5-diyl, M and M are, for example, CO-O or CH2-CH2, j and l are 0, 1 or 2, k and m are 0 or 1, n is 0, 1 or 2, X is O or S and Ac is or where R , R , R , R and R are, for example, H or methyl, are particularly suitable doping agents for liquid-crystalline mixtures since they induce a high spontaneous polarisation and considerably reduce the melting point.

公开(公告)号：DE3852931D1

公开(公告)日：1995-03-16

申请号：DE3852931

申请日：1988-11-22

Applicant: HOECHST AG

Inventor： DE MEIJERE ARMIN PROF DR ,  DUEBAL HANS-ROLF DR ,  ESCHER CLAUS DR ,  HEMMERLING WOLFGANG DR ,  MUELLER INGRID DR ,  OHLENDORF DIETER DR ,  WINGEN RAINER DR

IPC: C07D20060101 ,  C07D213/30 ,  C07D237/08 ,  C07D237/10 ,  C07D237/14 ,  C07D239/26 ,  C07D239/32 ,  C07D239/34 ,  C07D239/38 ,  C07D241/12 ,  C07D285/12 ,  C07D303/48 ,  C07D317/10 ,  C07D405/12 ,  C09K19/34 ,  C09K19/42 ,  C09K19/46 ,  G02F1/13 ,  G02F1/137 ,  G02F1/141

Abstract: The liquid crystalline cyclopropylalkyl or -alkenyl heterocycles have the formula in which the symbols A , A , A are aromatic or heteroaromatic molecular building blocks, such as 1,4-phenylene or pyrimidin-2,5-diyl which are linked via a single bond (if k,m are zero) or via functional groups M , M , such as CO-O or CH2-O; j, k, l, m, n are zero or 1 (j+l+n = 2 or 3). The radicals R , R , R are H or alkyl/alkenyl, R is alkyl/alkenyl or one of the substituents known from LC chemistry, such as an alpha -haloalkanoic radical. In addition, at least one of the building blocks A , A , A must be heteroaromatic and G denotes alkylene or alkenylene.

公开(公告)号：DE58906540D1

公开(公告)日：1994-02-10

申请号：DE58906540

申请日：1989-07-15

Applicant: HOECHST AG

Inventor： SCHEROWSKY GUENTER PROF ,  GAY JUERGEN ,  WINGEN RAINER DR ,  DUEBAL HANS-ROLF DR ,  ESCHER CLAUS DR ,  HEMMERLING WOLFGANG DR ,  INOGUCHI YOSHIO DR ,  MUELLER INGRID DR ,  OHLENDORF DIETER DR

IPC: G02F1/13 ,  C07D317/22 ,  C07D317/24 ,  C07D317/36 ,  C07D317/72 ,  C07D405/12 ,  C07D405/14 ,  C07D407/12 ,  C07D409/12 ,  C07D409/14 ,  C07D417/12 ,  C07D417/14 ,  C09K19/34 ,  C09K19/54 ,  C09K19/58 ,  G02F1/137 ,  G02F1/33

Abstract: Optically active 1,3-dioxolane derivates of the general formula which carry a mesogenic radical in the 4-position are suitable as dopes in - in particular ferroelectric - liquid-crystal mixtures. The symbols in the general formula have the following meanings: R has a structure analogous to the moiety of the general formula on the right of X or is an alkyl or alkylene radical, which may be substituted, R , R and R are H or alkyl (R is alternatively alkenyl), which may also be substituted [R and R , together with the C(2) of the dioxolane ring, may alternatively be cycloaliphatic or keto groups], j, l and n are zero, 1 or 2, and k and m are zero or 1, with the proviso that n is zero if k is zero, m is zero if n is zero, and 1 , -A and -A are an aromatic, heterocyclic or aliphatic ring system, -M and -M are -CO-O, -O-CO, -CH2CH2, -CH=CH, -CH2O, -OCH2 or -C IDENTICAL C and X is O, S or O-CO-O. The particular advantage of the compounds of the general formula (I) is that they are able to induce a high twisting power in the cholesteric phase, but without significantly affecting the magnitude of the spontaneous polarisation already present in the mixture in the smectic C phase. They are therefore suitable for pitch compensation, in particular for ferroelectric liquid-crystal mixtures.

公开(公告)号：AT99299T

公开(公告)日：1994-01-15

申请号：AT89117264

申请日：1989-09-19

Applicant: HOECHST AG

Inventor： HEMMERLING WOLFGANG DR ,  MUELLER INGRID DR ,  DUEBAL HANS-ROLF DR ,  ESCHER CLAUS DR ,  ILLIAN GERHARD DR ,  MURAKAMI MIKIO ,  OHLENDORF DIETER DR ,  WINGEN RAINER DR

IPC: C07D303/48 ,  C07D317/32 ,  C07D317/34 ,  C07D317/72 ,  C07D405/12 ,  C07D405/14 ,  C07D407/12 ,  C07D407/14 ,  C07D409/12 ,  C07D409/14 ,  C07D417/12 ,  C07D417/14 ,  C09K19/34 ,  C09K19/58

公开(公告)号：DE4116751A1

公开(公告)日：1992-11-26

申请号：DE4116751

申请日：1991-05-23

Applicant: HOECHST AG

Inventor： ILLIAN GERD DR ,  MUELLER INGRID DR ,  WINGEN RAINER DR

IPC: C07D239/26 ,  C07D239/34 ,  C07D239/36 ,  C07F7/08 ,  C09K19/02 ,  C09K19/34

Abstract: Novel cyclohexylphenylpyrimidines of formula (I) are claimed as is also their prepn. by (i) alkylating 4-(4-trans-alkylcyclohexyl) benzamides (pref. with dialkyl sulphates) to give imidoethers; (ii) reacting the imidoethers with ammonia to give amidines which are then converted by reaction with 1,3-dicarbonyl cpds. to give the corresp. pyrimidine cpds.. In (I) R1 = opt. branched (a) chiral 2-16C alk(en)yl opt. with 1 or 2 non-neighbouring CH2 gps. replaced by -0-, -S-, -C0-, -C0.0-, -0.C0-, -Si(Me)2- or - C(Me)2- and opt. with one or more of the alk(en)yl H atoms replaced by F and opt. with the terminal CH3 gp. replaced by cyclopropylmethylene and R2 = opt. branched (a) chiral 1-10 (pref. 2-8)C alkyl. USE/ADVANTAGE - The use is claimed of (I) as components of liq. crystal mixts.. In partic. ferroelectric liq. crystal mixts. of 2-20 components are claimed which contain (I) pref. in an amt. of 1-25 mol.%, such mixts. being used in switching or display devices. (I) have low m.pt. and wide liq. crystal phases while still having suitable electro-optical properties (viscosity and switch-times and -angles) in liq. crystal mixts.. Mixts. with wide So ranges and high contrast are obtd..

公开(公告)号：DE3861049D1

公开(公告)日：1990-12-20

申请号：DE3861049

申请日：1988-04-12

Applicant: HOECHST AG

Inventor： WINGEN RAINER DR ,  DUEBAL HANS-ROLF DR ,  ESCHER CLAUS DR ,  HEMMERLING WOLFGANG DR ,  MUELLER INGRID DR ,  OHLENDORF DIETER DR

IPC: C07D317/24 ,  C07D317/32 ,  C07D317/72 ,  C07D405/12 ,  C07D407/12 ,  C07D409/12 ,  C09K19/02 ,  C09K19/34 ,  C09K19/54 ,  C09K19/58 ,  G02F1/133 ,  G02F1/137 ,  G02F1/141

Abstract: Optically active and mesogenic 1,3-dioxolane-4-carboxylic esters are suitable for use as dopants in liquid crystal mixtures. They lead to liquid-crystalline ferroelectric phases having short response times and to electroclinic phases having large electroclinic coefficients. Their particular advantage is that they induce a helix of very large pitch, so that there is no need for any helix compensation by other dopants. Moreover, the 1,3-dioxolane-4-carboxylic esters exhibit high UV stability.

公开(公告)号：DE3765842D1

公开(公告)日：1990-12-06

申请号：DE3765842

申请日：1987-05-26

Applicant: HOECHST AG

Inventor： HEPPKE GERD PROF DR ,  BAHR CHRISTIAN ,  MUELLER INGRID DR ,  OHLENDORF DIETER DR ,  WINGEN RAINER DR

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

Abstract: The novel compounds are chiral esters formed from alpha -substituted carboxylic acids and mesogenic hydroxyl compounds of the general formula (I) (I) in which the symbols have the following meaning: MO=molecular radical of a mesoganic hydroxyl compound MOH after removing an H, the radial MO being expressed by the general formula (II): R2-(A1)n1-(B-)(n2(A2)(n3-O(II) where the meaning of R2 is a straight-chain or branched (C1-C12)alkyl or alkenyl, it being possible for one or two nonadjacent CH2 groups to be replaced by O and/or S atoms, or if n1=1, also F, Cl, Br or CN, A1, A2 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 (C1-C12)alkyl (optionally, one or two nonadjacent CH2 groups are replaced by O and/or S atoms), B is CO-O, O-CO, CH2-CH2, OCH2, CH2O, CH=N, N=CH, N=N N(O)=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 CF3, and R1 is branched, (C3-C9)alkyl, benzyl or phenyl, the compounds having R1=branched (C3-C7)alkyl, benzyl or phenyl, Y=F, Cl or Br, R2=(C1-C11)alkoxy, A1, A2= 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.