Use of benzothiophene derivatives as components of liquid crystal mixtures, especially for use in ferroelectric switching and display devices

• Main Authors: OGAWA, AYAKO, SCHMIDT, WOLFGANG, WINGEN, RAINER, HORNUNG, BARBARA
• Format: Patent
• Language: English; German
• Published: 28.09.2000
• Edition: 7
• Subjects: ADHESIVES; CHEMISTRY; DEVICES OR ARRANGEMENTS, THE OPTICAL OPERATION OF WHICH ISMODIFIED BY CHANGING THE OPTICAL PROPERTIES OF THE MEDIUM OF THEDEVICES OR ARRANGEMENTS FOR THE CONTROL OF THE INTENSITY,COLOUR, PHASE, POLARISATION OR DIRECTION OF LIGHT, e.g.SWITCHING, GATING, MODULATING OR DEMODULATING; DYES; FREQUENCY-CHANGING; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; HETEROCYCLIC COMPOUNDS; MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FORELSEWHERE; METALLURGY; MISCELLANEOUS APPLICATIONS OF MATERIALS; MISCELLANEOUS COMPOSITIONS; NATURAL RESINS; NON-LINEAR OPTICS; OPTICAL ANALOGUE/DIGITAL CONVERTERS; OPTICAL LOGIC ELEMENTS; OPTICS; ORGANIC CHEMISTRY; PAINTS; PHYSICS; POLISHES; TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION; TECHNICAL SUBJECTS COVERED BY FORMER USPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS; TECHNIQUES OR PROCEDURES FOR THE OPERATION THEREOF

Benzothiophene derivatives (I) are used as components of liquid crystal mixtures. Benzothiophene derivatives of formula (I) are used as components of liquid crystal mixtures: X , X = CH, CF, CR or C-M -A -R , provided that (a) X and X are not both CR or C-M -A -R and (b) X and X can both be CH or CF only if Z is F; Y , Y = H or F, but not both F; Z = H or F; R , R = 1-20C alkyl in which (a) 1-2 nonterminal CH2 groups can be replaced by O, CO and/or SiMe2 so long as adjacent CH2 groups are not replaced by heteroatoms, (b) one or more CH2 groups can be replaced by vinylene and/or ethynylene, (c) one CH2 group can be replaced by cyclopropane-1,2-diyl, cyclobutane-1,3-diyl, cyclopentane-1,3-diyl, bicyclo(1.1.1)pentane-1,3-diyl or cyclohexane-1,4-diyl, (d) one or more H atoms can be replaced by F and/or (e) an asymmetric C atom can be substituted by Me, OMe, CF2, F, CN or Cl or form part of a 3- to 7-membered ring in which 1-2 nonadjacent CH2 groups can be replaced by O and one CH2 group can be replaced by OC(O); A , A = 1,4-phenylene optionally substituted by 1-2 of CN or F; 1,3-phenylene optionally substituted by 1-2 of CN or F; cyclohexane-1,4-diyl optionally substituted by 1-2 of CN, Me and F; 1-cyclohexene-1,4-diyl optionally monosubstituted by F; 1-alkyl-1-silacyclohexane-1,4-diyl; pyridine-2,5-diyl optionally monosubstituted by F; pyrimidine-2,5-diyl optionally monosubstituted by F; biphenyl-4,4'-diyl optionally mono- or disubstituted by F; or benzenecyclohexane-4,4'-diyl in which the benzene ring is optionally mono- or disubstituted by F; M = O(CO), OC(O)O, OCH2, (CH2)n, OC(O)CH2CH2, OCH2CH2, ethynylene or a bond; m = 0 or 1; n = 1-6. Independent claims are also included for the following: (1) a liquid crystal mixture containing at least one compound (I); (2) a ferroelectric switching and/or display device comprising a ferroelectric liquid crystal mixture as in (1); (3) compounds (I) in which: (a) R and R are 2-18C alkyl in which a CH2 group can be replaced by O and/or one or more H atoms can be replaced by F; and/or (b) A and A are 1,4-phenylene, 1,3-phenylene, biphenyl-4,4'-diyl or benzenecyclohexane-4,4'-diyl; and/or (c) Z is H and Y or Y is F or X or X is CF. Benzothiophen-Derivate der Formel (I) werden als Komponenten von Flüssigkeitskristallmischungen verwendet DOLLAR F1 DOLLAR A wobei die Symbole und Indizes folgende Bedeutungen haben: DOLLAR A X1, X·2·: unabhängig voneinander -CH-,-CF-, die Gruppierung -(R·1·)C- oder die Gruppierung -R·1·-A·1·-M·1·)C- DOLLAR A mit den Maßgaben, daß DOLLAR A x1) X·1· und X·2· nicht zugleich die Gruppierung -(R·1·)C bzw. -(R·1·-A·1·-M·1·)C-bedeuten DOLLAR A x2) X·1· und X·2· nur dann zugleich -CH -oder -CF- bedeuten, wenn Z Fluor ist DOLLAR A Y·1·, Y·2·: unabhängig voneinander Wasserstoff oder Fluor, jedoch nicht beide zugleich Fluor DOLLAR A Z: Wasserstoff oder Fluor DOLLAR A R·1·, R·2· sind beispielsweise unabhängig voneinander DOLLAR A ein geradkettiger oder verzweigter Alkylrest (mit oder ohne asymmetrische C-Atome) mit 1 bis 20 C-Atomen, DOLLAR A A·1·, A·1· sind beispielsweise Phenylen-1,4-diyl, M·1·: ungerichtet -OC(=O)-, -OC(=O)O-, -OCH¶2¶-, -(CH¶2¶)¶n¶-, OC(=O)CH¶2¶CH¶2¶-, -C IDENTICAL C- oder eine Einfachbindung, DOLLAR A m: 0 oder 1 DOLLAR A n: 1 bis 6.