US 2004/0164273 A1Published application

Optically active compound and liquid crystal composition containing the compound

AssigneeMitsubishi Gas Chemical Company, Inc.

InventorsYuki Motoyama, Takakiyo Mine, Masahiro Johno

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Abstract

An optically active compound containing 5,5′,6,6′,7,7′,8,8′-octahydro-1,1′-bi-2-naphthol of the general formula (1) as an asymmetric source, 1 wherein n is an integer of 1 to 10, Y is a hydrogen atom, an alkyl group having 1 to 5 carbon atoms, a phenyl group, a phenyl group substituted with an alkyl group having 1 to 5 carbon atoms or a phenyl group substituted with an alkoxy group having 1 to 4 carbon atoms, X is a single bond (−), —OOC— or —OCH2—, and each of A and B is a substituent formed by specifically combining rings selected from cyclohexane, benzene, pyrimidine, naphthalene, dioxane, etc., including mutual bonding forms of rings so that the substituent has 1 to 4 rings, the optically active compound characteristically having a large helical twisting power (HTP) of 50 or more and being useful as a chiaral dopant, the chiral dopant being capable of adjusting a helical pitch when only added in a small amount, so that the deterioration of performances of a base liquid crystal can be prevented.

Claims11

Dependent claims

An optically active compound of the general formula (1),

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wherein n is an integer of 1 to 10, Y is a hydrogen atom, an alkyl group having 1 to 5 carbon atoms, a phenyl group, a phenyl group substituted with an alkyl group having 1 to 5 carbon atoms or a phenyl group substituted with an alkoxy group having 1 to 4 carbon atoms, X is a single bond (−), —OOC— or —OCH2—, and each of A and B represents a group or a bond defined in the following (1) to (3),
(1) when X is a single bond (−), A is -Cy-, -Ph-, -Py or —Np—, and when A is -Cy-, B is a single bond, -Cy- or -Ph-Z-, when A is -Ph-, B is a single bond, —O—, -Cy-, -Ph-Z-, -Pyr-Z-, -Di-, -Ph-Cy-, -Ph-Ph-Z-, -Ph-Pyr-Z- or -Pyr-Ph-Z-, when A is -Py-, B is -Ph-Z-, or when A is —Np—, B is a single bond or —O—,
(2) when X is —OOC—, A is -Ph-, —Np— or -Ph-Ph-, and when A is-Ph-, B is -Cy-, -Ph-Z-, —Np-Z-, -Cy-Cy-, -Py-Ph-Z-, -Ph-Cy-, -Ph-Ph-Z-, -Ph-Di-, -Ph-Pyr-Z-, -Cy-Ph-Z-, -Ph-OOC-Cy- or -Ph-OOC-Ph-Z-, or when A is —Np— or -Ph-Ph-, B is -Cy- or -Ph-Z-, and
(3) when X is —OCH2—, A is -Ph-, —Np— or -Ph-Ph-, and when A is -Ph-, B is -Cy-, -Ph-Z-, —Np-Z-, -Cy-Cy-, -Py-Ph-Z-, -Ph-Cy-, -Ph-Ph-Z-, -Ph-Di- or -Ph-Pyr-Z-, or when A is —Np or -Ph-Ph-, B is -Cy- or -Ph-Z-,
in which Z is a single bond (−) or —O—, and -Ph-, -Cy-, —OOC—, -Py-, -Pyr-, -Di- and —Np— represent the following structures, provided that one hydrogen atom of -Ph- may be replaced with methyl, a fluorine atom or a chlorine atom.
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4 more elements

Dependencies are inferred from the claim text.