Sumitomo Chemical Company, Limited

Tsutomu Matsumoto

Masayoshi Minai

Yukari Fujimoto

Takayuki Higashii

Chizu Sekine

Koichi Fujisawa

Hideki Ushio

Yasunobu Miyamoto

Hiroaki Fujishima

Yoshiaki Tsubata

Satoru Ujita

Tomohiko Inui

Kyoko Endo

Takayuk Higashii

Takahiro Kotera

Hiroshi Sogabe

Katsuichi Yasunaga

A method for producing a methanol solvate of D-tartrate of (R)-1,1,3-trimethyl-4-aminoindane, the method comprising steps (a), (b), and (c) below, and comprising adding water to a reaction system before step (c):

Method for producing (R)-1, 1, 3-trimethyl-4-aminoindane

A ferroelectric chiral smectic liquid crystal mixture comprising at least one compound of the formula (I):

Liquid crystal, liquid crystal mixture having Tau-V min mode driving with negative or zero temperature dependency

A 1-bromoalkylbenzene derivative is prepared by reacting a phenylalkene derivative with hydrogen bromide in the presence of a non-polar solvent. The phenylalkene derivative is prepared by reacting an alkenyl halide with metal magnesium to form a Grignard reagent, and then reacting the Grignard reagent with a benzyl halide derivative. An allyl Grignard reagent is prepared by reacting continuously an allyl halide derivative with metal magnesium in an organic solvent, in which the allyl halide derivative and metal magnesium are continuously added to the reaction system and the allyl Grignard reagent formed is continuously removed from the reaction system. The processes provide the intended compounds in high yields, high selectivities and high purities.

Process for preparing 1-bromoalkylbenzene derivatives and intermediates

A fluorine-containing optically active compound represented by the formula (1): ##STR1## wherein R.sub.1 is a saturated or unsaturated C.sub.3 -C.sub.20 alkyl group or a saturated or unsaturated C.sub.3 -C.sub.20 alkoxyalkyl group; A.sup.1, A.sup.2 and A.sup.3 independently represent one of the following groups: ##STR2## provided that, when A.sup.1 is a condensed ring group, a sum of p and q is 0 or 1 and A.sup.2 and A.sup.3 are both monocyclic groups, or when A.sup.1 is a monocyclic group, a sum of p and q is 1 or 2 with the proviso that when the sum of p and q is 2, A.sup.2 and A.sup.3 are both monocyclic groups; X is --CH.sub.2 CH.sub.2 --, --CH.dbd.CH-- or --C.tbd.C--; W is a fluorine atom or a hydrogen atom; n is an integer of 1 to 10; m, p and q are each 0 or 1; u and w are each an integer of 0 to 3; and * indicates an asymmetric carbon atom, which is useful as a component of a liquid crystal mixture.

Fluorine-containing optically active compound, process for preparing the

A liquid crystal mixture containing (a) at least one compound of a compound of the formula (1): ##STR1## in which R is a C.sub.1 -C.sub.12 alkyl group, etc.; X.sub.1, X.sub.2, X.sub.3, X.sub.4, Y.sub.1, Y.sub.2, Y.sub.3 and Y.sub.4 represent, independently each other, CH, CF or N; A is a hydrogen atom, a 4-R.sub.1 -(cycloalkyl) group, etc. in which R.sub. is a C.sub.1 -C.sub.12 alkyl group, etc. and p is 0 or 1; and Z is --C.tbd.C-- or a single bond, and (b) at least one compound of the formula (4): ##STR2## wherein rings C, D, E and F represent, independently each other, 1,4-phenylene, etc. which may be substituted by 1, 2 or 3 fluorine atoms; R.sub.2 is a hydrogen atom, a C.sub.1 -C.sub.12 alkyl group, etc.; R.sub.3 is a hydrogen atom, a fluorine atom, a fluoromethyl group, etc.; Z.sub.1, Z.sub.2 and Z.sub.3 represent, independently each other, --COO--, --OCO--, --OCH.sub.2 --, --CH.sub.2 O--, a C.sub.1 -C.sub.5 alkylene group, a C.sub.2 -C.sub.5 alkenylene group, etc.; J and K represent, independently each other, a methylene group or --O--; a, b, c, d and e represent, independently each other, 0 or 1.

Liquid crystal mixture and liquid crystal device comprising the same

A diphenylacetylene compound of the formula [1]: ##STR1## wherein R is a C.sub.1 -C.sub.12 alkyl group, a C.sub.2 -C.sub.12 alkenyl group or a C.sub.2 -C.sub.16 alkoxyalkyl group; X.sup.1, X.sup.2, X.sup.3, X.sup.4, Y.sup.1, Y.sup.2, Y.sup.3 and Y.sup.4 are independently from each other a --CH-- group, a --CF-- group or a nitrogen atom;

Diphenylacetylene compound, process for preparing the same and liquid

There is disclosed a process of producing a 2-cyano-4-oxo-4H-benzopyran compound of the general formula (2): ##STR1## wherein R.sup.1 and R.sup.2 are independently hydrogen, halogen, hydroxy, C.sub.1 -C.sub.5 alkyl, C.sub.1 -C.sub.5 alkoxy, nitro or a group of the RCONH wherein R is C.sub.1 -C.sub.20 alkyl, phenyl, phenyl-substituted (C.sub.1 -C.sub.20) alkyl, phenyl (C.sub.1 -C.sub.20)alkoxyphenyl or (C.sub.1 -C.sub.20) alkoxyphenyl. This production process is characterized in that a carboxamide of the general formula (1): ##STR2## wherein R.sup.1 and R.sup.2 are each as defined above, is reacted with a dehydrating agent in the presence of a pyridine compound of the general formula (4): ##STR3## wherein A.sup.1 and A.sup.2 are independently hydrogen or C.sub.1 -C.sub.5 alkyl. If the final product cannot be obtained as crystals having good filtration properties by ordinary treatments, a novel technique as disclosed herein can provide such crystals by dissolving the reaction product in an organic solvent insoluble or slightly soluble in water; pouring the resultant solution into water; and removing the organic solvent by distillation with stirring to effect the crystallization of the final product.

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Kyoto, Japan

Tsutomu Matsumoto