Patent ID: 6368679
Filing Date: 2002-04-09
Classification: C07C,C09K,G02F

Abstract:
A ferroelectric active- matrix liquid-crystal display containing a ferroelectric liquid crystal containing one or more mesogenic compounds having a partially or perfluorinated side chain of the formula (I)R(â€”A1â€”M1)a(â€”A2â€”M2)bâ€”(â€”A3â€”M3)câ€”A4â€”Bâ€”Rfâ€ƒâ€ƒ(I) where the symbols and indices are defined as follows:R is a) hydrogen, â€”F, â€”Cl, â€”CF3, â€”OCF3 or â€”CN, b) a straight-chain or branched alkyl radical (with or without an asymmetrical carbon atom) having 1 to 20 carbon atoms, where b1) one or more non-adjacent and non-terminal CH2â€” groups may be replaced by â€”Oâ€”, â€”Sâ€”, â€”COâ€”, â€”COâ€”Oâ€”, â€”Oâ€”COâ€”, â€”Oâ€”COâ€”Oâ€” or â€”Si(CH3)2â€”, and/or b2) one or more CH2â€” groups may be replaced by â€”CH&boxH;CHâ€”, â€”Câ‰¡Câ€”, cyclopropane-1,2-diyl, 1,4-phenylene, 1,4-cyclo-hexylene or 1,3-cyclopentylene, and/or b3) one or more H atoms may be replaced by F, CN and/or Cl, and/or b4) the terminal CH3 group may be replaced by one of the following chiral groups (optically active or racemic): c) B-Rf R3, R4, R5, R6 and R7 are identical of different and are a) hydrogen b) a straight-chain or branched alkyl radical (with or without an asymmetrucal carbon atom) having 1 to 16 carbon atoms, where b1) one or more non-adjacent and non-terminal CH2â€” groups may be replaced by â€”Oâ€”, and/or b2) one or two CH2â€” groups may be replaced by â€”CH&boxH;CHâ€”, c) R4 and R5 together may alternatively be â€”CH2)4â€” or â€”(CH2) 5â€” if they are bonded to an oxirane, dioxolane, tetrahydrofuran, tetrahydropyran, butyrolactone or valerolactone system; Rf a straight-chain or branched, partially or perfluorinated alkyl radical (with or without an asymmetrical carbon atom) having 1 to 20 carbon atoms, where a) one or more non-adjacent and non-terminal CH2â€” or CF2â€” groups may be replaed by â€”Oâ€”, â€”Sâ€”, â€”COâ€”,â€”COâ€”Oâ€”, â€”Oâ€”COâ€”, â€”Oâ€”COâ€”Oâ€” or â€”Si(CH3)2â€”, and/or b) one or more CH2â€” or CF2â€” groups may be replaced by â€”CH&boxH;CHâ€”, â€”Câ‰¡Câ€”, cyclopropane-1,2-diyl, 1,4-phenylene, 1,4-cyclohexylene or 1,3-cyclopropane; B is â€”Oâ€”, â€”Sâ€”, â€”(CH2)n+1â€”Oâ€”, â€”Oâ€”(CH2)n+1â€”, â€”(CH2)n+1â€”Sâ€”, â€”Sâ€”(CH2)n+1â€”, -CO-(CH2)nâ€”, â€”CSâ€”Oâ€”(CH2)nâ€”, â€”Oâ€”CSâ€”(CH2)nâ€”, â€”SO2â€”(CH2)nâ€”, â€”OSO2â€”(CH2)nâ€”, â€”CH&boxH;CHâ€”, â€”Câ‰¡Câ€”, â€”(CH2)n+1â€”, â€”CH&boxH;Nâ€”, â€”N(CkH2k+1)â€”, â€”(CH2)nâ€”N(CkH2k+1)â€”COâ€”, â€”(CH2)nâ€”N(CkH2k+1)â€”SO2â€”, â€”Oâ€”[(CH2)m+1â€”O]|â€”(CH2)nâ€”, â€”[(CH2)m+1â€”O ]|â€”(CH2)nâ€” or a single bond; m and n are identical or different and are, independently of one another, an integer from 0 to 15, k is an integer from 0 to 4, and I is an integer from 1 to 6, with the proviso that m+n&lE;15; M1, M2 and M3 are identical or different and are â€”COâ€”Oâ€”, â€”Oâ€”COâ€”, â€”COâ€”Sâ€”, â€”Sâ€”COâ€”, â€”CSâ€”Oâ€”, â€”Oâ€”CSâ€”, â€”CSâ€”Sâ€”, â€”Sâ€”CSâ€”, â€”CH2â€”Oâ€”, â€”Oâ€”CH2â€”, â€”CH2â€”Sâ€”, â€”Sâ€”CH2â€”; â€”CH2â€”CH2â€”, â€”CH&boxH;CHâ€”, â€”Câ‰¡Câ€”, â€”CH2â€”CH2â€”COâ€”Oâ€”, â€”Oâ€”COâ€”CH2â€”CH2â€”, â€”CH&boxH;Nâ€”or a single bond; A1, A2, A3 and A4 are identical or different and are 1,4-phenylene, in which one or more H atoms may be replaced by F, Cl, CH3, C2H5, OCH3, CF3, OCF3 and/or CN, 1,3-phenylene, in which one or two CH groups may be replaced by N, pyrazine-2,5-diyl, in which one or two H atoms may be replaced by F, Cl and/or CN, pyridazine-3,6-diyl, in which one or two H atoms may be replaced by F, Cl and/or CN, pyridine-2,5-diyl, in which one or more H atoms may be replaced by F, Cl and/or CN, pyrimidine-2,5-diyl, in which one or two H atoms may be replaced by F, Cl and/or CN, 1,4-cyclohexylene, in which one or two H atoms may be replaced by CN and/or CH3 and/or F, 1,3,4-thiadiazole-2,5-diyl, 1,3-dioxane-2,5-diyl, 1,3-dithiane-2,5-diyl, 1,3-thiazole-2,4-diyl, in which one H atom may be replaced by F, Cl and/or CN, 1,3-thiazole-2,5-diyl, in which one H atom may be replaced by F, Cl and/or CN, thiophene-2,4-diyl, in which one H atom may be replaced by F, Cl and/or CN, thiophene-2,5-diyl, in which one or two H atoms may be replaced by F, Cl and/or CN, naphthaene 2,6-diyl, naphthalene-1,4-diyl or naphthalene-1,5-diyl, in each of which one or more H atoms may be replaced by F, Cl and/or CN and/or one or two CH groups may be replaced by N, phenanthrene-2,7-diyl or 9,10-dihydrophenanthrene-2,7-diyl, in each of which one, two or more H atoms may be replaced by F and/or one or two CH groups may be replaced by N, indane-2,5-diyl, indan-1-one-2,5-diyl, benzothiazole-2,6-diyl, benzothiazole-2,5-diyl, benzoxazole-2,6-diyl, benzoxazole-2,5-diyl, benzofuran-2,5-diyl, benzofuran-2,6-diyl, 2,3-dihydrobenzofuran-2,5-diyl, piperazine-1,4-diyl, piperazine-2,5-diyl, 1- alkyl-1-silacyclohexylene-1,4-diyl or 1,3-dioxaborinane-2,5-diyl; a, b and c are zero or one, with the proviso that the compound of the formula (I) cannot contain more than four five- or multimembered ring systems.