Sumitomo Chemical Company, Limited

Hitachi, Ltd.

Agency of Industrial Science and Technology

New Energy and Industrial Technology Development Organization

Masayoshi Minai

Takayuki Higashii

Koichi Fujisawa

Chizu Sekine

Isao Kurimoto

Shoji Toda

Takeshi Tani

Yukari Fujimoto

Tadashi Katsura

Tsutomu Matsumoto

Hideki Ushio

Kazunori Iwakura

Kayoko Ueda

Seiichi Kai

Yuji Ueda

Naoyuki Takano

Chizu Kawakami

Shunji Aono

Yoshio Suzuki

Noritaka Hamma

Eiichi Murayama

Kiyoshi Imamura

Yoshiaki Tsubata

Akihiko Nakamura

Takaharu Ikeda

Yasunobu Miyamoto

Kyoko Endo

Michitada Kondo

Kyoko Yamamoto

Fumio Toda

Hiroaki Fujishima

Masamitsu Ishitobi

Tamio Hayashi

Takayuki Higashi

Gohfu Suzukamo

Toshiya Takahashi

Kunihiko Tanaka

Masahiko Mizuno

Norihiko Hirata

Naoto Konya

Kazuhiko Hamada

Hideyuki Ikehira

Tadashi Mizuno

Katsuyuki Shiota

Shigeaki Chika

Takahiro Yamamoto

Sachiko Imazu

Yorihiko Inoue

Yasuhiro Uozumi

Takahiro Kotera

Hiroshi Sogabe

Katsuichi Yasunaga

Takayuk Higashii

There are disclosed novel compounds, liquid crystal compositions, polymers, optically anisotropic producgs, and optical or liquid crystal elements that have large refractive index anisotropy, mix easily with other liquid crystals, have advantageous stability against light, and exhibit absorption at practically short wavelength in the ultraviolet region. The compounds are represented by the formula (1) and have a phenylacetylene structure, wherein difference &#x394;E in energy of HOMO of parts (1-1), (1-2) and (1-3) calculated by the method of molecular orbitals is not less than 0.3 electronvolt, and the polarizability anisotropy &#x394;&#x3b1; of a molecule represented by the formula (1) calculated in the same way is not lower than 500 A.U.: P&#x2014;H&#x2003;&#x2003;(1-2)P&#x2014;H&#x2003;&#x2003;(1-3)(Ato A: H, F, alkyl or alkoxy group of C1 to C10 optionally substituted with F; P, P: structure fulfilling the conditions of HOMO energy and polarizability).

Dibenzothiophene oxide compound, and process for producing the same

There are disclosed novel compounds, liquid crystal compositions, polymers, optically anisotropic products, and optical or liquid crystal elements that have large refractive index anisotropy, mix easily with other liquid crystals, have advantageous stability against light, and exhibit absorption at practically short wavelength in the ultraviolet region. The compounds are represented by the formula (1) and have a phenylacetylene structure, wherein difference &#x394;E in energy of HOMO of parts (1-1), (1-2) and (1-3) calculated by the method of molecular orbitals is not less than 0.3 electronvolt, and the polarizability anisotropy &#x394;&#x3b1; of a molecule represented by the formula (1) calculated in the same way is not lower than 500 A.U.:(Ato A: H, F, alkyl or alkoxy group of C1 to C10 optionally substituted with F; P, P: structure fulfilling the conditions of HOMO energy and polarizability).

COMPOUND HAVING PHENYLACETYLENE STRUCTURE, LIQUID CRYSTAL COMPOSITION, POLYMER, OPTICALLY ANISOTROPIC PRODUCT, OPTICAL OR LIQUID CRYSTAL ELEMENT, DIBENZOTHIOPHENE COMPOUND, INTERMEDIATE, AND PROCESS FOR PRODUCING THE SAME

Phenylacetylene compound, liquid crystal composition, polymer, optically anisotropic product, and liquid crystal or optical element

The present invention provides novel phenylacetylene compounds, liquid crystal compositions having a large refractive index anisotropy (&Dgr;n), and liquid crystal elements produced with the same. The liquid crystal composition contains at least one compound of formula (3A), and at least one compound selected from the group consisting of compounds of any one of formulae (3B) to (3C), wherein A to A : alkyl group optionally substituted with F; R , R : H, F; A to A : H, F; m: 0 or 1; Rings A to D: 1,4-phnylene, 1,4-cyclohexylene; R , R : H, F; Z to Z : &mdash;COO&mdash;, &mdash;OCO&mdash;; b to d: 0 or 1 with b&plus;c&plus;d&square;1; B to B : alkyl or alkoxy group; R , R : H, F:

Phenylacetylene compound, liquid crystal composition, and liquid crystal element produced with the same

There are disclosed an industrially favorable process for producing a tetrazole compound of general formula (1):

Production process and intermediate of tetrazole compound

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

Provide is a novel phenylacetylene compound (1) which has a large anisotropy of refractive index, tends to be mixed with other liquid crystals, and is more advantageous in stability to light, a liquid crystal composition and a liquid crystal element usable for an optical shutter, a display element, ##STR1## A.sup.1 to A.sup.12 each independently represent a hydrogen atom, a fluorine atom, or an alkyl group having 1 to 10 carbon atoms, and at least one is an alkyl group.

Phenylacetylene compound and liquid crystal composition comprising the

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

The present invention relates to trans-olefin compounds represented by the general formula (1) useful as an ingredient of liquid crystal composition, trans-olefin compounds useful as intermediate of pesticides, medical drugs, liquid crystal materials and the like, a process for producing those trans-olefin compounds, a liquid crystal composition containing the trans-olefin compound as an active ingredient, and a liquid crystal element using the liquid crystal composition. ##STR1## (In the general formula (1), R.sup.1, A.sup.1, A.sup.2, A.sup.3, Z and R.sup.2 are same as defined in the specification. Also, m, p, q, n, r, s and t are each an integer as defined in the specification.)

Trans-olefin compounds, method for production thereof, liquid crystal

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

Optically active biphenyl derivatives including optically active biphenyl carboxylic acid derivative, hydroxybiphenyl derivative, alkoxybiphenylalkanol derivative and alkoxybiphenylalkanol derivative have the following structural formula: ##STR1## wherein R.sup.1 represents an alkyl group of 3-20 carbon atoms, R.sup.2 represents an alkyl group or alkoxyalkyl group of 1-20 carbon atoms which may optionally be substituted with at least one halogen atom. X represents --O--, --COO-- or --OCO--, m represents 0 or 1, n represents an integer of 1-6 and p represents 0 or 1, and the * mark represents an asymmetric carbon atom. These optically active biphenyl derivatives are useful as a ferroelectric liquid crystal material or its component having a sufficient spontaneous polarization and by which a high speed response is possible and which further exhibits a ferroelectric liquid crystal phase in a temperature region around room temperature.

Optically active biphenyl derivative, process for preparation thereof,

Disclosed in this invention are the phenylpyrimidine derivatives represented by the general formula I: ##STR1## the alcohols represented by the formula: ##STR2## usable as starting material for the preparation of the phenylpyrimidine derivatives, and the processes for preparing such derivatives. The phenylpyrimidine derivatives of the formula I according to the present invention have very excellent properties as a liquid crystal compound and can be utilized effectively for the production of liquid crystal elements.

Alcohol reactants for forming phenylpyrimidine derivatives and process

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Moriyama, Japan

Masayoshi Minai