US4867903A
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Fluoroalkane derivative
Assignee: Canon Inc
•
Filing: 1987-03-06
•
Granted: 1989-09-19
•
Expires: 2007-03-06
Abstract
Abstract A fluoroalkane derivative represented by the formula: ##STR1## wherein R denotes an alkyl group having 1-16 carbon atoms, C* denotes an asymmetric carbon atom, R 1 denotes an alkyl or alkoxy group having 1-16 carbon atoms; ##STR2## respectively denote a phenylene group ##STR3## a cyclohexylene group ##STR4## or a pyrimidinylene group ##STR5## p is 0 or 1, q is 0 or 1 when p is 1, r is 0 or 1; and l, m and n are respectively 0 or a positive integer satisfying the relationship of l+m+n≧1. The fluoroalkane derivative has a fluorine atom providing a large dipole moment and directly connected to an asymmetric carbon atom, so that it provides a high speed responsive characteristic through an increased spontaneous polarization when contained in a liquid crystal composition, especially a ferroelectric liquid crystal composition.
Inventors
- 👤 Hiroyuki Nohira
- 👤 Masanao Kamei
- 👤 Shinichi Nakamura
- 👤 Kazuharu Katagiri
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-02 08:18
CPC Classifications
C; C07; C07D; C07D239/00; C07D239/02; C07D239/24; C07D239/26; C09; C09K; C09K19/00; C09K19/04; C09K19/06; C09K19/08; C09K19/10; C09K19/12; C09K19/126; C09K19/20; C09K19/2007; C09K19/2021; C09K19/34; C09K19/3441; C09K19/345; C09K19/3458; C09K19/3463; C09K19/42; C09K19/46; C09K19/48
Claims Analysis
Total Claims: 46
Claim 1
Independent Claim
88 words
A fluoroalkane derivative represented by the formula: ##STR105## wherein R denotes an alkyl group having 1-16 carbon atoms, C* denotes an asymmetric carbon atom, R 1 denotes an alkyl or alkoxy group having 1-16 carbon atoms; ##STR106## respectively denote a phenylene group ##STR107## a cyclohexylene group ##STR108## or a pyrimidinylene group ##STR109## p is 0 or 1, q is 1 or 2 when p is 1, r is 0 or 1; and l, m and n are respectively 0 or a positive integer satisfying the relationship of l+m+n≧1.
Claim 2
Dependent Claim
88 words
A fluoroalkane derivative represented by the formula: ##STR105## wherein R denotes an alkyl group having 1-16 carbon atoms, C* denotes an asymmetric carbon atom, R 1 denotes an alkyl or alkoxy group having 1-16 carbon atoms; ##STR106## respectively denote a phenylene group ##STR107## a cyclohexylene group ##STR108## or a pyrimidinylene group ##STR109## p is 0 or 1, q is 1 or 2 when p is 1, r is 0 or 1; and l, m and n are respectively 0 or a positive integer satisfying the relationship of l+m+n≧1.
Claim 3
Dependent Claim
16 words
A fluoroalkane derivative according to claim 1, which is a compound showing a liquid crystal phase.
Claim 4
Dependent Claim
19 words
A fluoralkane derivative according to claim 2, which shows cholesteric phase, smectic A phase, and chiral smectic C phase.
Claim 5
Dependent Claim
16 words
A fluoralkane derivative according to claim 2, which shows cholesteric phase and chiral smectic C phase.
Claim 6
Dependent Claim
17 words
A fluoralkane derivative according to claim 2, which shows smectic A phase and chiral smectic C phase.
Claim 7
Dependent Claim
44 words
A fluoralkane derivative according to claim 1, wherein the symbols in the formula (I) are respectively as follows; R: C 6 H 13 --, R 1 : C 8 H 17 O--, l: 2, ##STR110## m: 0, n: 0, p: 0 and r: 1.
Claim 8
Dependent Claim
43 words
A fluoralkane derivative according to claim 1, wherein the symbols in the formula (I) are respectively as follows; R: C 6 H 13 --, R 1 : C 10 H 21 O--, l: 2, ##STR111## m: 0, n:0, p: 0 and r: 1.
Claim 9
Dependent Claim
46 words
A fluoroalkane derivative according to claim 1, wherein the symbols in the formula (I) are respectively as follows; R: C 5 H 11 --, R 1 : C 8 H 17 , l: 1, ##STR112## m: 1, B: ##STR113## n: 0, p: 0 and r: 0.
Claim 10
Dependent Claim
45 words
A fluoralkane derivative according to claim 1, wherein the symbols in the formula (I) are respectively as follows; R: C 6 H 13 --, R 1 : C 8 H 17 , l: 1, ##STR114## m: 1, ##STR115## n: 0, p: 0 and r: 0.
Claim 11
Dependent Claim
45 words
A fluoralkane derivative according to claim 1, wherein the symbols in the formula (I) are respectively as follows; R: C 8 H 17 --, R 1 : C 7 H 15 --, l: 1, ##STR116## m: 1, ##STR117## n: 0, p: 0 and r: 1.
Claim 12
Dependent Claim
46 words
A fluoroalkane derivative according to claim 1, wherein the symbols in the formula (1) are respectively as follows; R: C 7 H 15 --, R 1 : C 10 H 21 O--, l: 2, ##STR118## m: 0, n: 0, p: 1, q: 1 and r: 1.
Claim 13
Dependent Claim
46 words
A fluroalkane derivative according to claim 1, wherein the symbols in the formula (I) are respectively as follows; R: C 6 H 13 --, R 1 : C 8 H 17 O--, l: 2, ##STR119## m: 0, n: 0, p: 1, q: 1 and r: 1.
Claim 14
Dependent Claim
46 words
A fluoroalkane derivative according to claim 1, wherein the symbols in the formula (I) are respectively as follows; R: C 8 H 17 --, R 1 : C 7 H 15 --, l: 1, ##STR120## m:1, ##STR121## n: 0, p: 1, q: 1 and r: 0.
Claim 15
Dependent Claim
46 words
A fluoralkane derivative according to claim 1, wherein the symbols in the formula (I) are respectively as follows; R: C 8 H 17 --, R 1 : C 10 H 21 O--, l: 2, ##STR122## m: 0, n: 0, p: 1, q: 11 and r: 0.
Claim 16
Dependent Claim
46 words
A fluoralkane derivative according to claim 1, wherein the symbols in the formula (I) are respectively as follows; R: R 6 H 13 --, R 1 : C 8 H 17 O--, l: 1, ##STR123## m: 0, n: 0, p: 1, q: 2 and r: 0.
Claim 17
Dependent Claim
46 words
A fluoralkane derivative according to claim 1, wherein the symbols in the formula (I) are respectively as follows; R: C 8 H 17 --, R 1 : C 8 H 17 O--, l: 1, ##STR124## m: 0, n: 0, p: 1, q: 1 and r: 0.
Claim 18
Dependent Claim
46 words
A fluoralkane derivative according to claim 1, wherein the symbols in the formula (I) are respectively as follows; R: C 8 H 17 --, R 1 : C 8 H 17 O--, l: 1, ##STR125## m: 0, n: 0, p: 1, q: 1 and r: 1.
Claim 19
Dependent Claim
47 words
A fluoroalkane derivative according to claim 1, wherein the symbols in the formula (1) are respectively as follows; R: C 8 H 17 --, R 1 : C 7 H 15 --, l: 1, ##STR126## m:1, ##STR127## n: 1, ##STR128## n: 0, q: 0 and r: 1.
Claim 20
Dependent Claim
46 words
A fluoralkane derivative according to claim 1, wherein the symbols in the formula (I) are respectively as follows; R: C 6 H 13 --, R 1 : C 12 H 25 O--, l: 1, ##STR129## m: 0, n: 0, p: 1, q: 1 and r: 0.
Claim 21
Dependent Claim
45 words
A fluoralkane derivative according to claim 1, wherein the symbols in the formula (I) are respectively as follows; R:C 12 H 25 , R 1 : C 6 H 13 O--, l: 1, ##STR130## m: 0, n: 0, p: 1, q: 1 and r: 0.
Claim 22
Dependent Claim
46 words
A fluoralkane derivative according to claim 1, wherein the symbols in the formula (I) are respectively as follows; R: C 6 H 13 --, R 1 : C 8 H 17 O--, l: 1, ##STR131## m: 0, n: 0, p: 1, q: 2 and r: 1.
Claim 23
Dependent Claim
45 words
A fluoralkane derivative according to claim 1, wherein the symbols in the formula (I) are respectively as follows; R:C 5 H 11 --, R 1 : C 10 H 21 O--, l: 1, ##STR132## m: 0, n: 0, p: 1, q: 1 and r: 0.
Claim 24
Dependent Claim
46 words
A fluoralkane derivative according to claim 1, wherein the symbols in the formula (I) are respectively as follows R: C 6 H 13 --, R 1 : C 8 H 17 O--, l: 1, ##STR133## m: 0, n: 0, p: 1, q: 1 and r: 0.
Claim 25
Dependent Claim
46 words
A fluoralkane derivative according to claim 1. wherein the symbols in the formula (I) are respectively as follows; R: C 4 H 9 --, R 1 : C 8 H 17 O--, l: 1, ##STR134## m: 0, n: 0, p: 1, q: 1 and r: 0.
Claim 26
Dependent Claim
46 words
A fluoralkane derivative according to claim 1, wherein the symbols in the formula (I) are respectively as follows; R: C 5 H 11 --, R 1 : C 8 H 17 O--, l: 1, ##STR135## m: 0, n: 0, p: 1, q: 1 and r: 0.
Claim 27
Dependent Claim
46 words
A fluoralkane derivative according to claim 1, wherein the symbols in the formula (I) are respectively as follows; R: C 4 H 9 --, R 1 : C 10 H 21 O--; l: 1, ##STR136## m: 0, n: 0, p: 1, q: 1 and r: 0.
Claim 28
Dependent Claim
46 words
A fluoralkane derivative according to claim 1, wherein the symbols in the formula (I) are respectively as follows; R: C 6 H 13 --, R 1 : C 10 H 21 O--, l: 1, ##STR137## m: 0, n: 0, p: 1, q: 1 and r: 0.
Claim 29
Dependent Claim
46 words
A fluoralkane derivative according to claim 1, wherein the symbols in the formula (I) are respectively as follows; R: C 6 H 13 --, R 1 : C 6 H 13 O--, l: 1, ##STR138## m: 0, n: 0, p: 1, q: 1 and r: 0.
Claim 30
Dependent Claim
44 words
A fluoroalkane derivative according to claim 1, wherein the symbols in the formula (I) are respectively as follows; R: C 6 H 13 --, R 1 : C 8 H 17 O--, l: 2, ##STR139## m: 0, n: 0, p: 0 and r: 0.
Claim 31
Dependent Claim
45 words
A fluoralkane derivative according to claim 1 wherein the symbols in the formula (I) are respectively as follows; R: C 8 H 17 --, R 1 : C 10 H 21 --, l: 1, ##STR140## m: 1, n: 0, p: 0 and r: 0. ##STR141##
Claim 32
Dependent Claim
45 words
A fluoralkane derivative according to claim 1, wherein the symbols in the formula (I) are respectively as follows R: C 8 H 17 --, R 1 : C 9 H 19 --, l: 1, ##STR142## m: 1, ##STR143## n: 0, p: 0 and r: 0.
Claim 33
Dependent Claim
44 words
A fluoralkane derivative according to claim 1, wherein the symbols in the formula (I) are respectively as follows; R: C 6 H 13 --, R 1 : C 10 H 21 --, l:1 ##STR144## m: 1, ##STR145## n: 0, p: 0 and r: 0.
Claim 34
Dependent Claim
46 words
A fluroalkane derivative according to claim 1, wherein the symbols in the formula (I) are respectively as follows; R: C 5 H 11 --, R 1 : C 6 H 13 O--, l: 1, ##STR146## m: 0, n: 0, p: 1, q: 1 and r: 0.
Claim 35
Dependent Claim
46 words
A fluoroalkane derivative according to claim 1, wherein the symbols in the formula (I) are respectively as follows; R: C 8 H 17 --, R 1 : C 7 H 15 O--, l: 1, ##STR147## m: 0, n: 0, p: 1, q: 1 and r: 0.
Claim 36
Dependent Claim
45 words
A fluoralkane derivative according to claim 1, wherein the symbols in the formula (I) are respectively as follows; R: C 8 H 17 --, R 1 : C 6 H 13 O--, l:1, ##STR148## m: 0, n: 0, p; 1, q: 1 and r: 0.
Claim 37
Dependent Claim
45 words
A fluoralkane derivative according to claim 1, herein the symbols in the formula (I) are respectively as follows; R: C 6 H 13 --, R 1 : C 7 H 15 O--, l: 1, ##STR149## m: 0, n: 0, p: 1, q: 1 r: 0.
Claim 38
Dependent Claim
27 words
A liquid crystal composition comprising at least two mesomorphic compounds, at least one of which is a fluoroalkane derivative represented by the formula (I) in claim 1.
Claim 39
Dependent Claim
13 words
A composition according to claim 37, which is a ferroelectric liquid crystal composition.
Claim 40
Dependent Claim
22 words
A composition according to claim 37, which comprises a combination of the fluoralkane derivative, and a compound showing chiral smectic C phase.
Claim 41
Dependent Claim
25 words
A composition according to claim 37, which comprises a combination of the fluoralkane derivative. and a compound showing smectic A phase and smectic C phase.
Claim 42
Dependent Claim
28 words
A composition according to claim 37, which comprises a combination of the fluoroalkane derivative, and a compound showing cholesteric phase, smectic A phase and chiral smectic C phase.
Claim 43
Dependent Claim
25 words
A composition according to claim 37, which comprises a combination of the fluoroalkane derivative, and a compound showing cholesteric phase and chiral smectic C phase.
Claim 44
Dependent Claim
21 words
A composition according to claim 37, which comprises a combination of the fluoroalkane derivative, and a compound showing non-chiral smectic phase.
Claim 45
Dependent Claim
15 words
A composition according to claim 37, which contains 0.1-99 wt. % of the fluoroalkane derivative.
Claim 46
Dependent Claim
15 words
A composition according to claim 37, which contains 1-90 wt. % of the fluoroalkane derivative.
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| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
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| 3.5 Years (Year 4) | 1992-09-18 | 1993-03-20 | 1993-09-19 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1996-09-18 | 1997-03-20 | 1997-09-19 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2000-09-18 | 2001-03-20 | 2001-09-19 | $7700.00 | Window Closed / Lapsed |