EP0322862A2
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EP
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Optically active compounds, their preparation and their use in liquid crystal compositions and liquid crystal optical modulators
Assignee: Hitachi Ltd
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Filing: 1988-12-27
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Granted: —
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Expires: 2008-12-27
Abstract
Abstract The invention relates to optically active compounds represented by the general formula I <CHEM> wherein n, R1, R2, R3, R4, Q1, Q2, Q3, and M are defined as in the specification, methods and intermediates for their preparation, liquid crystal compositions comprising at least one optically active compound of formula I and their use in electrooptical display, switching and modulation devices.
Inventors
- 👤 Teruo Kitamura
- 👤 Katsumi Kondo
- 👤 Akio Mukoh
- 👤 Koichi Matsumura
- 👤 Mitsuru Kawada
- 👤 Yoshihiro Sugihara
Bibliographic Details
Application Number
—
Jurisdiction
EP
Data Source
google_patents
Last Synchronized
2026-10-27 05:49
CPC Classifications
C; C09; C09K; C09K19/00; C07; C07D; C07D239/00; C07D239/02; C07D239/24; C07D239/26; C07C; C07C43/00; C07C43/02; C07C43/03; C07C43/04; C07C43/13; C07C43/14; C07C43/178; C07C43/1782; C07C43/20; C07C43/205; C07C43/2055; C07C53/00; C07C53/126; C07C53/128; C09K19/04; C09K19/06; C09K19/08; C09K19/10; C09K19/12; C09K19/126; C09K19/20; C09K19/2007; C09K19/2021
Claims Analysis
Total Claims: 18
Claim 1
Independent Claim
116 words
Optically active compounds represented by the general formula I, wherein are: n 0 or 1; R. an alkyl group of 3-14 carbon atoms; R 2 and R 3 independently a lower alkyl group of 1-3 carbon atoms; R 4 an alkyl group of 1-10 carbon atoms; Q 1 , Q 2 and Q 3 independently a single bond, an ether group, a carboxylic acid ester group, a carbonyl group or a carbonyldioxy group, and wherein X and Y are independently a single bond, a carboxylic acid ester group, a methyleneoxy group or an ethylene group, and are independently a homocyclic or heterocyclic six-membered ring-1.4-diyl group which may contain 1-2 oxygen or nitrogen atoms as ring-forming atoms.
Claim 2
Dependent Claim
116 words
Optically active compounds represented by the general formula I, wherein are: n 0 or 1; R. an alkyl group of 3-14 carbon atoms; R 2 and R 3 independently a lower alkyl group of 1-3 carbon atoms; R 4 an alkyl group of 1-10 carbon atoms; Q 1 , Q 2 and Q 3 independently a single bond, an ether group, a carboxylic acid ester group, a carbonyl group or a carbonyldioxy group, and wherein X and Y are independently a single bond, a carboxylic acid ester group, a methyleneoxy group or an ethylene group, and are independently a homocyclic or heterocyclic six-membered ring-1.4-diyl group which may contain 1-2 oxygen or nitrogen atoms as ring-forming atoms.
Claim 3
Dependent Claim
16 words
Optically active compounds of the general formula I according to Claim 1, wherein n is 0.
Claim 4
Dependent Claim
46 words
Optically active compounds of the general formula I according to Claim 1 or 2, wherein Q, is a single bond. an ether group or a carboxylic acid ester group, and Q 2 and Q 3 are independently an ether group or a carboxylic acid ester group.
Claim 5
Dependent Claim
16 words
Optically active compounds of the general formula I according to Claim 1, wherein n is 1.
Claim 6
Dependent Claim
51 words
Optically active compounds of the general formula I according to Claim 4, wherein Q 1 is a single bond. an ether group, a carboxylic acid ester group or a carbonyl group, and Q 2 and Q 3 are independently an ether group, a carboxylic acid ester group or a carbonyl group.
Claim 7
Dependent Claim
34 words
Optically active compounds of the general formula I according to one of Claims 1 to 5, wherein which may be the same or different, are independently p-phenylene, 1,4-cyclohexylene, 2,5-(1,3-dioxane)-diyi. 2.5-pyridinediyl, 2,5-pyrimidinediyl, 2,5-(1,5-pyrazine)-diyl or 3,6-(1,2-pyridazine)-diyl.
Claim 8
Dependent Claim
19 words
Optically active compounds of the general formula I according to one of Claims 1 to 6, wherein M is
Claim 9
Dependent Claim
39 words
Optically active compounds of the general formula I according to one of Claims 1 to 7, wherein one of X and Y is a single bond and the other is a carboxylic acid ester group, and are p-phenylene groups.
Claim 10
Dependent Claim
19 words
Optically active compounds of the general formula I according to one of Claims 1 to 6, wherein M is
Claim 11
Dependent Claim
22 words
Optically active compounds of the general formula I according to Claim 9, wherein X is a single bond, and are p-phenylene groups.
Claim 12
Dependent Claim
30 words
Use of the optically active compounds of the general formula I according to one of claims 1 to 10 for electrooptical liquid crystal display devices, switching device and optical modulators.
Claim 13
Dependent Claim
26 words
Liquid crystal compositions consisting of or comprising at least one optically active compound of the general formula I according to one of Claims 1 to 10.
Claim 14
Dependent Claim
13 words
Liquid crystal optical modulators comprising a liquid crystal composition according to Claim 12.
Claim 15
Dependent Claim
13 words
Liquid crystal display devices comprising a liquid crystal composition according to Claim 12.
Claim 16
Dependent Claim
217 words
A method for preparing the optically active compounds of formula I according to one of Claims 1 to 10, characterized by the following reactions: (A) when Q 2 is a group: esterification of a carboxylic acid of the general formula II, R 1 -Q 1 -M-COOH (II), wherein Ri, Q, and M are as in claim 1, or a reactive derivative thereof with an optically active dichiral secondary alcohol of the general formula III, wherein R 2 , R 3 , Q 3 , R 4 . and n are as in Claim 1, or a reactive derivative thereof; or (B) when Q 2 is an ether group -O- : etherification of an alcohol or a phenolic hydroxy compound of the general formula IV; R 1 -O 1 -M-OH (IV), wherein Ri, Q 1 and M are as in Claim 1, or a reactive derivative thereof with an optically active dichiral secondary alcohol of the above general formula III or a reactive derivative thereof; or (C) when Q 2 is a group: esterification of an optically active dichiral carboxylic acid of the general formula VI, wherein R 2 , R 3 and n are as in Claim 1, or a reactive derivative thereof with a compound of the above general formula IV or a reactive derivative thereof.
Claim 17
Dependent Claim
15 words
Optically active dichiral secondary alcohols of the general formula III as defined in Claim 15.
Claim 18
Dependent Claim
15 words
Optically active dichiral carboxylic acids of the general formula VI as defined in Claim 15.
References Cited (Backward Citations)
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