Chiral aryloxypropionates, and the use thereof as dopes in liquid-crystal phases

US4985172A · kind A · utility

Assignee

• Hoechst GmbH · DE

Inventors

• Rainer Wingen · Hattersheim, DE
• Hans-Rolf Dubal · Königstein, DE
• Wolfgang Hemmerling · Pocking, DE
• Ingrid Muller · Niedernhausen, DE
• Dieter Ohlendorf · Liederbach, DE

Key dates

• Filing date: May 5, 1989
• Grant date: Jan 15, 1991
• Expiry date: May 5, 2009

Classification

• Technology area (CPC B): Performing Operations; Transporting
• CPC primary: B23B2228/61
• WIPO field: Materials, metallurgy
• WIPO sector: Chemistry

Abstract

Arylcarboxylates of 2-hydroxypropionates are known, amongst other compounds, as dopes for converting tilted smectic liquid-crystal phases into ferroelectric liquid-crystal phases. The novel chiral aryloxypropionates of the general formula ##STR1## are two-fold chiral and in which the symbols have the following meaning: R.sup.1 denotes a straight-chain alkyl or alkoxy radical having 1 to 16 carbon atoms or a branched alkyl or alkoxy radical having 4 to 16 carbon atoms, it being possible for one or two non-adjacent CH.sub.2 groups to be replaced by a sulfur and/or oxygen atom; PA0 A denotes one, two or three aromatic or heteroaromatic rings which are linked to one another directly or via one or two COO groups; PA0 B denotes a chemical bond or one or two aromatic or heteroaromatic rings which are linked directly to one another; PA0 R.sup.2 PA1 (a) if B is a chemical bond, denotes an alkyl radical having 2 to 10 carbon atoms which contains an asymmetrical carbon atom which is substituted by CH.sub.3, halogen or a COOC.sub.2 H.sub.5 group, or an alkyl radical having 3 to 10 carbon atoms which contains two adjacent, asymmetrical carbon atoms of which one is substituted by halogen and the…