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US4873018A Expired / Lapsed US ⏱️ 0.0 years remaining

Optically active compound, process for producing same and liquid crystal composition containing same

Assignee: Canon Inc
•
Filing: 1987-10-27
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Granted: 1989-10-10
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Expires: 2007-10-27
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Abstract

Abstract An optically active 2-fluoro-1-alkanol compound represented by the formula (Ia): ##STR1## wherein R is an alkyl group having 1-16 carbon atoms, and C* is an asymmetric carbon atom; and an optically active compound derived from the fluoroalkanol and represented by the formula (Ib): ##STR2## wherein R and C* are the same as above, m is 1 or 2, n is 0 or 1, and A is a releasable substitutent. Because of the fluorine atom directly attached to an asymmetric carbon atom, these compounds are particularly effective in increasing a spontaneous polarization, improving a electric field responsive characteristic of a liquid crystal composition, and controlling the liquid crystal state.

Inventors

  • 👤 Hiroyuki Nohira
  • 👤 Masanao Kamei
  • 👤 Shinichi Nakamura
  • 👤 Kazuo Yoshinaga
  • 👤 Mariko Kai
  • 👤 Kazuharu Katagiri

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-03 03:23
CPC Classifications
C; C09; C09K; C09K19/00; C09K19/04; C09K19/06

Claims Analysis

Total Claims: 23
Claim 1
Independent Claim 54 words
An optically active compound represented by the formula (Ib): wherein R is an alkyl group having 1-16 carbon atoms, C* is an asymmetric carbon atom, m is 1 or 2, n is 0 or 1, and A is a releaseable substituent selected from the group consisting of hydroxy, halogen, phenoxy, toluenesulfonyl, acetyloxy, and trifluoroacetyloxy.
Claim 2
Dependent Claim 54 words
An optically active compound represented by the formula (Ib): wherein R is an alkyl group having 1-16 carbon atoms, C* is an asymmetric carbon atom, m is 1 or 2, n is 0 or 1, and A is a releaseable substituent selected from the group consisting of hydroxy, halogen, phenoxy, toluenesulfonyl, acetyloxy, and trifluoroacetyloxy.
Claim 3
Dependent Claim 11 words
A compound according to claim 1, wherein said A is acetyloxy.
Claim 4
Dependent Claim 11 words
A compound according to claim 1, wherein said A is hydroxy.
Claim 5
Dependent Claim 11 words
A compound according to claim 1, wherein said R is pentyl.
Claim 6
Dependent Claim 11 words
A compound according to claim 1, wherein said R is hexyl.
Claim 7
Dependent Claim 11 words
A compound according to claim 1, wherein said R is heptyl.
Claim 8
Dependent Claim 12 words
A compound according to claim 1 , wherein said R is octyl.
Claim 9
Dependent Claim 11 words
A compound according to claim 1, wherein said R is lauryl.
Claim 10
Dependent Claim 68 words
A liquid crystal composition comprising a liquid crystal and at least one species of optically active compound represented by the formula (Ib): ##STR17## wherein R is an alkyl group having 1-16 carbon atoms, C* is an asymmetric carbon atom, m is 1 or 2, n is 0 or 1, and A is a releaseable substituent selected from the group consisting of hydroxy, halogen, phenoxy, toluenesulfonyl, acetyloxy, and trifluoroacetyloxy.
Claim 11
Dependent Claim 68 words
A liquid crystal composition comprising a liquid crystal and at least one species of optically active compound represented by the formula (Ib): ##STR17## wherein R is an alkyl group having 1-16 carbon atoms, C* is an asymmetric carbon atom, m is 1 or 2, n is 0 or 1, and A is a releaseable substituent selected from the group consisting of hydroxy, halogen, phenoxy, toluenesulfonyl, acetyloxy, and trifluoroacetyloxy.
Claim 12
Dependent Claim 20 words
A liquid crystal composition according to claim 9, which has a temperature range wherein it assumes a chiral smectic phase.
Claim 13
Dependent Claim 18 words
A liquid crystal composition according to claim 10, wherein said chiral smectic phase is chiral smectic C phase.
Claim 14
Dependent Claim 20 words
A liquid crystal composition according to claim 9, wherein said liquid crystal is a liquid crystal showing a smectic phase.
Claim 15
Dependent Claim 16 words
A liquid crystal composition according to claim 12, wherein said smectic phase is chiral smectic phase.
Claim 16
Dependent Claim 17 words
A liquid crystal composition according to claim 9, wherein said liquid crystal is a nematic liquid crystal.
Claim 17
Dependent Claim 18 words
A liquid crystal composition according to claim 9, wherein said liquid crystal is a chiral nematic liquid crystal.
Claim 18
Dependent Claim 21 words
A liquid crystal composition according to claim 12 wherein said liquid crystal showing a smectic phase is a ferroelectric liquid crystal.
Claim 19
Dependent Claim 23 words
A liquid crystal composition according to claim 16, which contains said optically active compound in a proportion of 0.1 to 80 wt. %.
Claim 20
Dependent Claim 17 words
A liquid crystal composition according to claim 16, wherein said ferroelectric liquid crystal has a biphenyl-4-carboxylate unit.
Claim 21
Dependent Claim 17 words
A liquid crystal composition according to claim 16, wherein said ferroelectric liquid crystal has an azoxybenzene unit.
Claim 22
Dependent Claim 17 words
A liquid crystal composition according to claim 16, wherein said ferroelectric liquid crystal has a 2-phenylpyrimidine unit.
Claim 23
Dependent Claim 17 words
A liquid crystal composition according to claim 16, wherein said ferroelectric liquid crystal has a phenylbenzoate unit.

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1992-10-09 1993-04-10 1993-10-10 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1996-10-09 1997-04-10 1997-10-10 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2000-10-09 2001-04-10 2001-10-10 $7700.00 Window Closed / Lapsed

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