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Liquid crystal compounds and compositions

Assignee: NEC Corp
•
Filing: 1988-08-19
•
Granted: 1990-05-01
•
Expires: 2008-08-19
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Abstract

Abstract Liquid Crystal compounds represented by the following formula are disclosed. ##STR1## wherein R and R' are independently selected from alkyl groups containing 1˜20 carbon atoms; X is --O--, --O--CO--O-- or direct bond; A 1 and A 2 are independently cyclic groups (such as phenylene and biphenylene), said cyclic groups may be substituted with 1˜4 fluorine, chlorine or bromine atoms, or 1 or 2 substituent groups selected from the group consisting of cyano, nitro and trifluoromethyl groups; Y is --CO--O--, --O--CO--, --C.tbd.C--, --CH 2 O--, --OCH 2 --, --CH═N--, --N═CH--, --N═N--, --CH 2 S--, --SCH 2 -- or direct bond; and * represents asymmetric atom providing optical activity.

Inventors

  • 👤 Toyokazu Nakamura
  • 👤 Yuzi Kato
  • 👤 Shohei Naemura
  • 👤 Chizuka Tani
  • 👤 Masahiro Satoh
  • 👤 Kunikiyo Yoshio
  • 👤 Hiroshi Kishiki
  • 👤 Hiroshi Hoshino

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-02 19:50
CPC Classifications
C; C09; C09K; C09K19/00; C09K19/04; C09K19/06; C09K19/34; C09K19/3441; C09K19/345; C09K19/3455; C09K19/08; C09K19/10; C09K19/14; C09K19/18; C09K19/20; C09K19/2007; C09K19/2021; C09K19/3452; C09K19/3458; C09K19/3463; C09K19/42

Claims Analysis

Total Claims: 24
Claim 1
Independent Claim 107 words
A liquid crystal compound represented by the general formula (1): ##STR90## wherein R and R' are independently selected from alkyl groups containing 1˜20 carbon atoms; X is --O--, --O--CO--O-- or direct bond; A 1 and A 2 are independently cyclic groups selected from the group consisting of ##STR91## said cyclic groups may be substituted with 1˜4 fluorine, chlorine or bromine atoms, or 1 or 2 substituent groups selected from the group consisting of cyano, nitro and trifluoromethyl groups; and Y is --CO--O--, --O--CO--, --C.tbd.C--, --CH 2 O--, --OCH 2 --, --CH═N--, --N═CH--, --N═N--, --CH 2 S--, --SCH 2 --; and * represents asymmetric atom providing optical activity.
Claim 2
Dependent Claim 107 words
A liquid crystal compound represented by the general formula (1): ##STR90## wherein R and R' are independently selected from alkyl groups containing 1˜20 carbon atoms; X is --O--, --O--CO--O-- or direct bond; A 1 and A 2 are independently cyclic groups selected from the group consisting of ##STR91## said cyclic groups may be substituted with 1˜4 fluorine, chlorine or bromine atoms, or 1 or 2 substituent groups selected from the group consisting of cyano, nitro and trifluoromethyl groups; and Y is --CO--O--, --O--CO--, --C.tbd.C--, --CH 2 O--, --OCH 2 --, --CH═N--, --N═CH--, --N═N--, --CH 2 S--, --SCH 2 --; and * represents asymmetric atom providing optical activity.
Claim 3
Dependent Claim 24 words
The compound of claim 1, wherein Y is selected from the group consisting of --CO--O--, --O--CO--, --C.tbd.C--, --CH 2 O--, and --OCH 2 --.
Claim 4
Dependent Claim 32 words
The compound of claim 1, wherein A 1 and A 2 are independently cyclic groups selected from the group consisting of ##STR92## said cyclic groups may be substituted with 1˜4 fluorine atoms.
Claim 5
Dependent Claim 16 words
The compound of claim 1, wherein A 1 is selected from the group consisting of ##STR93##
Claim 6
Dependent Claim 16 words
The compound of claim 1, wherein A 2 is selected from the group consisting of ##STR94##
Claim 7
Dependent Claim 15 words
The compound of claim 1, wherein R is straight-chain alkyl group containing 6˜14 carbon atoms.
Claim 8
Dependent Claim 14 words
The compound of claim 1, wherein R' is alkyl group containing 3˜10 carbon atoms.
Claim 9
Dependent Claim 12 words
The compound of claim 1, wherein X is 0 or direct bond.
Claim 10
Dependent Claim 14 words
The compound of claim 1, which is optically active p'-(1-trifluoromethylheptyloxycarbonyl)phenyl ester of 4-n-decyloxy-4'-biphenylcarboxylic acid.
Claim 11
Dependent Claim 14 words
The compound of claim 1, which is optically active p'-(1-trifluoromethylundecyloxycarbonyl)phenyl ester of 4-n-decyloxy-4'-biphenylcarboxylic acid.
Claim 12
Dependent Claim 14 words
The compound of claim 1, which is optically active 1-trifluoromethylheptyl ester of 4-(p-n-decyloxy-m-fluorophenyl-acetylenyl)-4'-biphenylcarboxylic acid.
Claim 13
Dependent Claim 14 words
The compound of claim 1, which is optically active p'-(1-trifluoromethylheptyloxycarbonyl)phenyl ester of 4-(p-n-decyloxy-m-fluoro-phenyl-acetylenyl)-benzoic acid.
Claim 14
Dependent Claim 11 words
The compound of claim 1, which is optically active 4'-n-decyloxy-4-biphenyl-p-(1-trifluoromethylheptyl-oxycarbonyl)-benzyl ether.
Claim 15
Dependent Claim 129 words
A liquid crystal composition, containing as components thereof a mixture of a plurality of liquid crystal compounds, said liquid compounds comprising at least one compound represented by the general formula (1): ##STR95## wherein R and R' are independently selected from alkyl groups containing 1˜20 carbon atoms; X is --O--, --O--CO--O-- or direct bond; A 1 and A 2 are independently cyclic groups selected from the group consisting of ##STR96## said cyclic groups may be substituted with 1˜4 fluorine, chlorine or bromine atoms, or 1 or 2 substituent groups selected from the group consisting of cyano, nitro and trifluoromethyl groups; and Y is --CO--O--, --O--CO--, --C.tbd.C--, --CH 2 O--, --OCH 2 --, --CH═N--, --N═CH--, --N═N--, --CH 2 S--, or --SCH 2 -- and * represents asymmetric atom providing optical activity.
Claim 16
Dependent Claim 129 words
A liquid crystal composition, containing as components thereof a mixture of a plurality of liquid crystal compounds, said liquid compounds comprising at least one compound represented by the general formula (1): ##STR95## wherein R and R' are independently selected from alkyl groups containing 1˜20 carbon atoms; X is --O--, --O--CO--O-- or direct bond; A 1 and A 2 are independently cyclic groups selected from the group consisting of ##STR96## said cyclic groups may be substituted with 1˜4 fluorine, chlorine or bromine atoms, or 1 or 2 substituent groups selected from the group consisting of cyano, nitro and trifluoromethyl groups; and Y is --CO--O--, --O--CO--, --C.tbd.C--, --CH 2 O--, --OCH 2 --, --CH═N--, --N═CH--, --N═N--, --CH 2 S--, or --SCH 2 -- and * represents asymmetric atom providing optical activity.
Claim 17
Dependent Claim 29 words
The composition of claim 14, which further contains at least one other liquid crystal selected from the group consisting of ferroelectric liquid crystals and nonferroelectric chiral smectic liquid crystals.
Claim 18
Dependent Claim 91 words
The composition of claim 14 which further contains one or more compounds represented by the formulae: ##STR97## (wherein X is an alkyl or alkoxy group containing 6˜18 carbon atoms, n is 1 or 2, and R* is optically active group containing an asymmetric carbon atom); ##STR98## (wherein R is an alkyl group containing 6˜18 carbon atoms, m and n are integers of 1 or 2, and R* is optically active group containing an asymmetric carbon atom); and ##STR99## (wherein R and R' are alkyl or alkoxy groups containing 6˜18 carbon atoms).
Claim 19
Dependent Claim 48 words
The composition of claim 14 which further contains one or more compounds selected from the group consisting of p'-(2-methyl-butoxycarbonyl)phenyl esters of 4-n-alkoxy-4'-biphenyl carboxylic acids, p'-(n-alkoxy-carbonyl)phenyl esters of 4-n-alkoxy-4'-biphenyl carbox-ylic acids, n-alkyl esters of 4-n-alkoxy-4'-biphenyl carboxylic acids, 2-methylbutyl esters of 4-n-alkoxy-4'-biphenyl carboxylic acids, p-alkoxybenzylidene-p'-amino-2-chloro-propyl cynnamates, p-alkoxybenzylidene-p'-amino-2-methyl-butylcynnamates, 4-(p-alkoxybiphenyl-p'-oxycarbon-yl)-4'-(2-methylbutyloxy-carbonyl)-cyclohexanes, and p-n-alkyloxybenzylidene-p'-(2-methylbutoxycarbonyl)anilines.
Claim 20
Dependent Claim 25 words
The composition of claim 14, which contains at least 30% of the compound represented by the formula (1), based on the weight of the composition.
Claim 21
Dependent Claim 22 words
The composition of claim 15, which contains up to 70% of said other liquid crystal, based on the weight of the composition.
Claim 22
Dependent Claim 24 words
The composition of claim 14, which further contains up to 5% of at least one pleochroic dye, based on the weight of the composition.
Claim 23
Dependent Claim 21 words
The compound of claim 1, wherein X is --O--, A 1 is ##STR100## Y is --CO--O--, and A 2 is ##STR101##
Claim 24
Dependent Claim 9 words
The compound of claim 1, wherein X is --C.tbd.C--.

References Cited (Backward Citations)

US4613209A Cited
EP0110299A2 Cited
US4576732A Cited
DE3534777A1 Cited
JPS62169883A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1993-04-30 1993-10-30 1994-05-01 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1997-04-30 1997-10-30 1998-05-01 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2001-04-30 2001-10-30 2002-05-01 $7700.00 Window Closed / Lapsed

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