Patent ID: 6491989
Filing Date: 2002-12-10
Classification: C07C,C07D,C07F,C09K

Abstract:
A fluorinated naphthalene derivative of the formula (I)R1(â€”A1â€”M1)a(â€”A2â€”M2)bâ€”Bâ€”(â€”M3â€”A3)câ€”(M4â€”A4)dâ€”R2â€ƒâ€ƒ(I) where the symbols and indices are defined as follows:group B is â€ƒhaving the meaning R1 and R2 are identical or different and are a) hydrogen, â€”OCF3, â€”CF3, â€”CN, â€”F, â€”Cl, â€”OCHF2, â€”OCH2F, â€”CHF2 or â€”CH2F 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 â€”CH2â€” groups may be replaced by â€”Oâ€”, â€”Sâ€”, â€”COâ€”Oâ€”, â€”Oâ€”COâ€”, â€”Oâ€”COâ€”Oâ€” or â€”Si(CH3)2â€”, and/or b2) one or more â€”CH2â€” 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-cyclopentylene, and/or b3) one or more H atoms may be replaced by F and/or Cl, and/or b4) the terminal â€”CH3 group may be replaced by one of the following chiral groups (optically active or racemic): with the proviso that at most one of the radicals R1 and R2 is hydrogen, â€”OCF3, â€”CF3, â€”CN, â€”F, â€”Cl, â€”OCHF2, â€”OCH2F, â€”CHF2 or â€”CH2F;R3, R4, R5, R6 and R7 are identical or different and are a) hydrogen b) a straight-chain or branched alkyl radical (with or without an asymmetrical carbon atom) having 1 to 16 carbon atoms, where b1) one or more non-adjacent and non-terminal â€”CH2â€” groups may be replaced by â€”Oâ€”, and/or b2) one or two â€”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; M1, M2, M3 and M4 are identical or different and are â€”COâ€”Oâ€”, â€”Oâ€”COâ€”, â€”COâ€”Sâ€”, â€”Sâ€”COâ€”, â€”CSâ€”Oâ€”, â€”CSâ€”Sâ€”, â€”Oâ€”CSâ€”, â€”Sâ€”CSâ€”, â€”CH2â€”Oâ€”, â€”Oâ€”CH2â€”, â€”CH2â€”Sâ€”, â€”Sâ€”CH2â€”, â€”CH&boxH;CHâ€”, â€”Câ‰¡Câ€”, â€”CH2â€”CH2â€”COâ€”Oâ€”, â€”Oâ€”COâ€”CH2â€”CH2â€” 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 and/or CN, 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, naphthalene-2,6-diyl, in which one or more H atoms may be replaced by F, Cl and/or CN, or 1-alkyl-1-silacyclohexane-1,4-diyl; a, b, c and d are 0 or 1; with the proviso that the compound of the formula (I) does not contain more than four five- or multi-membered ring systems and when B is a difluoronaphthalene-diyl group the sum of a, b, c, and d is at least 1.