Patent ID: 6168838
Filing Date: 2001-01-02
Classification: C07C,C09K

Abstract:
A fluorinated phenanthrene derivative of the formula (I) ##STR19## in which the symbols and indices have the following meanings: G is --CHF--CH.sub.2 -- or --CF.dbd.CH--; E.sup.1, E.sup.2, E.sup.3, E.sup.4, E.sup.5 and E.sup.6 are identical or different and are --CH--, --CF-- or --N--, with the proviso that E.sup.4 and E.sup.5 cannot simultaneously be --N--; R.sup.1 and R.sup.2 are identical or different and are a) hydrogen, --F, --Cl, --CF.sub.3, --OCF.sub.3 or --CN, b) a straight-chain or branched alkyl radical (with or without an asymmetric carbon atom) having 1 to 20 carbon atoms, where b1) one or more nonadjacent and nonterminal CH.sub.2 groups can be replaced by --O--, --S--, --CO--O--, --O--CO--, --O--CO--O-- or --Si(CH.sub.3).sub.2 --, and/or b2) one or more CH.sub.2 groups can be replaced by --CH.dbd.CH--, --C.tbd.C--, cyclopropane-1,2-diyl, 1,4-phenylene, 1,4-cyclohexylene or 1,3-cyclopentylene, and/or b3) one or more H atoms can be replaced by F and/or Cl, and/or b4) the terminal CH.sub.3 group can be replaced by one of the following chiral groups (optically active or racemic): ##STR20## with the proviso that only one of the radicals R.sup.1, R.sup.2 can be hydrogen, --F, --Cl, --CF.sub.3, --OCF.sub.3 or --CN; R.sup.3, R.sup.4, R.sup.5, R.sup.6 and R.sup.7 are identical or different and are a) hydrogen, b) a straight-chain or branched alkyl radical (with or without an asymmetric carbon atom) having 1 to 16 carbon atoms, where b1) one or more nonadjacent and nonterminal CH.sub.2 groups can be replaced by --O--, and/or b2) one or two CH.sub.2 groups can be replaced --CH.dbd.CH--, c) R.sup.4 and R.sup.5 together are alternatively --(CH.sub.2).sub.4 -- or --(CH.sub.2).sub.5 --, if they are attached to an oxirane, dioxolane, tetrahydrofuran, tetrahydropyran, butyrolactone or valerolactone system; M.sup.1, M.sup.2, M.sup.3 and M.sup.4 are identical or different and are --CO--O--, --O--CO--, --CO--S--, --S--CO--, --CS--O--, --O--CS--, --CH.sub.2 --O--, --O--CH.sub.2 --, --CH.sub.2 --S--, --S--CH.sub.2 --, --CH.dbd.CH--, --C.tbd.C--, --CH.sub.2 --CH.sub.2 --CO--O--, --O--CO--CH.sub.2 --CH.sub.2 -- or a single bond; A.sup.1, A.sup.2, A.sup.3 and A.sup.4 are identical or different and are 1,4-phenylene in which one or more H atoms can be replaced by F, Cl and/or CN, pyrazine-2,5-diyl, in which one or two H atoms can be replaced by F, Cl and/or CN, pyridazine-3,6-diyl in which one or two H atoms can be replaced by F, Cl and/or CN, pyridine-2,5-diyl in which one or more H atoms can be replaced by F, Cl and/or CN, pyrimidine-2,5-diyl in which one or two H atoms can be replaced by F, Cl and/or CN, 1,4-cyclohexylene in which one or two H atoms can be replaced by CN, F and/or CH.sub.3, 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 can be replaced by F, Cl and/or CN, 1,3-thiazole-2,5-diyl in which one H atom can be replaced by F, Cl and/or CN, thiophene-2,4-diyl, in which one H atom can be replaced by F, Cl and/or CN, thiophene-2,5-diyl in which one or two H atoms can be replaced by F, Cl and/or CN, piperazine-1,4-diyl piperazine-2,5-diyl or 1-(C.sub.1 -C.sub.4)alkyl-1-silacyclohexylene-1,4-diyl; a, b, c and d are zero or one, with the proviso that the compound of the formula (I) may contain no more than four ring systems having five or more members.