US4980082A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Ferroelectric SmC liquid crystal composition which comprises pyrimidinylphenyl ester compounds
Assignee: Seiko Instruments Inc
•
Filing: 1987-09-01
•
Granted: 1990-12-25
•
Expires: 2007-09-01
Abstract
Abstract This invention relates to new optically active pyrimidinylphenyl ester compounds, having a liquid crystal phase of cholesteric and/or smectic C* phase, of the formula: ##STR1## wherein R* represents an optically-active alkyl group having an asymmetric carbon atom which is ##STR2## where R 0 is a straight chain alkyl group of 2 to 6 carbon atoms, R 1 is a straight chain alkyl group of 1 to 5 carbon atoms, R 2 is a straight chain alkyl group of 1 to 2 carbon atoms, R 3 is a straight chain alkyl group of 1 to 6 carbon atoms and n is 0 or 1, R presents a straight-chain alkyl group of 7 or 8 carbon atoms or a straight-chain alkoxy group of 7 or 8 carbon atoms and A represents ##STR3## or --O--.
Inventors
- 👤 Kazumasa Ohba
- 👤 Hiroshi Nonoguchi
- 👤 Masaaki Taguchi
- 👤 Takamasa Harada
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-01 22:12
CPC Classifications
C; C07; C07D; C07D239/00; C07D239/02; C07D239/24; C07D239/26; C09; C09K; C09K19/00; C09K19/04; C09K19/06; C09K19/34; C09K19/3441; C09K19/345; C09K19/3458; C09K19/3463
Claims Analysis
Total Claims: 33
Claim 1
Independent Claim
125 words
Pyrimidinylphenyl ester compounds having a cholesteric and/or smectic C* liquid crystal phase of the formula: ##STR43## wherein R* represents an optionally active alkyl group having an asymmetric carbon atom which is ##STR44## where R 0 is a straight chain alkyl group of 2 to 6 carbon atoms, R 1 is a straight chain alkyl group of 1 to 5 carbon atoms, R 2 is a straight chain alkyl group of 1 to 4 carbon atoms, R 3 is a straight chain alkyl group of 1 to 6 carbon atoms and n is 0 or 1, R represents a straight-chain alkyl group of 7 or 8 carbon atoms or a straight chain alkoxy group of 5 to 12 carbon atoms and A represents ##STR45## or --O--.
Claim 2
Dependent Claim
125 words
Pyrimidinylphenyl ester compounds having a cholesteric and/or smectic C* liquid crystal phase of the formula: ##STR43## wherein R* represents an optionally active alkyl group having an asymmetric carbon atom which is ##STR44## where R 0 is a straight chain alkyl group of 2 to 6 carbon atoms, R 1 is a straight chain alkyl group of 1 to 5 carbon atoms, R 2 is a straight chain alkyl group of 1 to 4 carbon atoms, R 3 is a straight chain alkyl group of 1 to 6 carbon atoms and n is 0 or 1, R represents a straight-chain alkyl group of 7 or 8 carbon atoms or a straight chain alkoxy group of 5 to 12 carbon atoms and A represents ##STR45## or --O--.
Claim 3
Dependent Claim
100 words
Pyrimidinylphenyl ester compounds having a cholesteric and/or smectic C* liquid crystal phase of the formula: ##STR46## wherein R represents an alkyl or alkoxy group having a straight carbon chain of 7 or 8 carbon atoms and R* represents an optically active alkyl group having an asymmetric carbon atom which is ##STR47## where R 0 is a straight chain alkyl group of 2 to 6 carbon atoms, R 1 is a straight chain alkyl group of 1 to 5 carbon atoms, R 2 is a straight chain alkyl group of 1 to 4 carbon atoms and n is 0 or 1.
Claim 4
Dependent Claim
100 words
Pyrimidinylphenyl ester compounds having a cholesteric and/or smectic C* liquid crystal phase of the formula: ##STR46## wherein R represents an alkyl or alkoxy group having a straight carbon chain of 7 or 8 carbon atoms and R* represents an optically active alkyl group having an asymmetric carbon atom which is ##STR47## where R 0 is a straight chain alkyl group of 2 to 6 carbon atoms, R 1 is a straight chain alkyl group of 1 to 5 carbon atoms, R 2 is a straight chain alkyl group of 1 to 4 carbon atoms and n is 0 or 1.
Claim 5
Dependent Claim
77 words
Pyrimidinylphenyl ester compounds of the formula: ##STR48## wherein R represents an alkyl or alkoxy group having a straight carbon chain of 5 to 12 carbon atoms R* represents an optically active alkyl group having an asymmetric carbon atom which is ##STR49## where R 4 is a straight chain alkyl group of 2 to 6 carbon atoms, and R 3 is a straight chain alkyl group of 1 to 6 carbon atoms and n is 0 or 1.
Claim 6
Dependent Claim
77 words
Pyrimidinylphenyl ester compounds of the formula: ##STR48## wherein R represents an alkyl or alkoxy group having a straight carbon chain of 5 to 12 carbon atoms R* represents an optically active alkyl group having an asymmetric carbon atom which is ##STR49## where R 4 is a straight chain alkyl group of 2 to 6 carbon atoms, and R 3 is a straight chain alkyl group of 1 to 6 carbon atoms and n is 0 or 1.
Claim 7
Dependent Claim
58 words
Pyrimidinylphenyl ester compounds of the formula: ##STR50## wherein R represents an alkyl or alkoxy group having a straight carbon chain of 5 to 12 carbon atoms, R 1 is a straight chain alkyl group having 1 to 5 carbon atoms, R 2 is a straight chain alkyl group having 1 to 4 carbon atoms and n is 1.
Claim 8
Dependent Claim
58 words
Pyrimidinylphenyl ester compounds of the formula: ##STR50## wherein R represents an alkyl or alkoxy group having a straight carbon chain of 5 to 12 carbon atoms, R 1 is a straight chain alkyl group having 1 to 5 carbon atoms, R 2 is a straight chain alkyl group having 1 to 4 carbon atoms and n is 1.
Claim 9
Dependent Claim
40 words
Pyrimidinylphenyl ester compounds of the formula: ##STR51## wherein R represents an alkyl or alkoxy group having a straight carbon chain of 5 to 12 carbon atoms, R 3 is a straight chain alkyl group having 1 to 6 carbon atoms.
Claim 10
Dependent Claim
40 words
Pyrimidinylphenyl ester compounds of the formula: ##STR51## wherein R represents an alkyl or alkoxy group having a straight carbon chain of 5 to 12 carbon atoms, R 3 is a straight chain alkyl group having 1 to 6 carbon atoms.
Claim 11
Dependent Claim
12 words
A compound as defined in claim 3, wherein the compound is (S)-2-[4'-[4"-(2-methyl)butyryloxy]-benzoyloxy]phenyl-5-n-octyloxypyrimidine.
Claim 12
Dependent Claim
12 words
A compound as defined in claim 3, wherein the compound is (S)-2-[4'-[4"-(2-methyl)butyryloxy]-benzoyloxy]phenyl-5-n-octylpyrimidine.
Claim 13
Dependent Claim
12 words
A compound as defined in claim 2, wherein the compound is (S)-2-[4'-[4"-(2-methylbutoxy)phenyl-carbonyloxy]phenyl]-5-n-octylpyrimidine.
Claim 14
Dependent Claim
12 words
A compound as defined in claim 2, wherein the compound is (S)-2-[4'-[4"-(2-methylbutoxy)phenyl-carbonyloxy]phenyl]-5-n-octyloxypyrimidine.
Claim 15
Dependent Claim
12 words
A compound as defined in claim 3, wherein the compound is 4-[1-(5-n-heptyl)pyrimidylphenyl](S)-4-(2-methylbutyryloxy)benzoate.
Claim 16
Dependent Claim
16 words
A compound as defined in claim 2, wherein the compound is S-(+)-4-(5-n-octyloxy-2-pyrimidinyl)phenyl 4'-(1-methylbutoxy) benzoic acid ester.
Claim 17
Dependent Claim
16 words
A compound as defined in claim 2, wherein the compound is R-(-)-4-(5-n-octyloxy-2-pyrimidinyl)phenyl 4'-(1-methylheptyloxy) benzoic acid ester.
Claim 18
Dependent Claim
12 words
A compound as defined in claim 4, wherein the compound is (S)-2-[4'-[4"-(2-methoxy)butoxy]-benzoyloxyphenyl]-5-n-octyloxypyrimidine.
Claim 19
Dependent Claim
11 words
A compound as defined in claim 4, wherein the compound (S)-2-[4'-[4"-(2-methoxy)butoxy]-benzoyloxyphenyl]-5-n-octylpyrimidine.
Claim 20
Dependent Claim
12 words
A compound as defined in claim 4, wherein the compound is (S)-2-[4'-[4"-(2-ethoxy)propoxy]-benzoyloxyphenyl]-5-n-octyloxypyrimidine.
Claim 21
Dependent Claim
12 words
A compound as defined in claim 4, wherein the compound is (S)-2-[4'-[4"-(2-methoxy)propoxy-benzoyloxyphenyl]-5-n-octylpyrimidine.
Claim 22
Dependent Claim
12 words
A compound as defined in claim 5, wherein the compound is (S)-2-[4-[4'-(2-methoxy)propionyloxy]benzoyloxy]phenyl-5-n-octylpyrimidine
Claim 23
Dependent Claim
12 words
A compound as defined in claim 5, wherein the compound is (S)-2-[4-[4'-(2-butoxy)propionyloxy]benzoyloxy]phenyl-5-n-octylpyrimidine.
Claim 24
Dependent Claim
12 words
A compound as defined in claim 5, wherein the compound is (S)-2-[4-[4'-(2-butoxy)propionyloxy]benzoyloxy]phenyl-5-n-octyloxypyrimidine.
Claim 25
Dependent Claim
124 words
A ferroelectric SmC* liquid crystal composition comprising at least one compound of the formula ##STR52## where R* represents an optically active alkyl group having an asymmetric carbon atom which is ##STR53## where R 0 is a straight chain alkyl group of 2 to 6 carbon atoms, R 1 is a straight chain alkyl group of 1 to 5 carbom atoms, R 2 is a straight chain alkyl group of 1 to 4 carbon atoms, R 3 is a straight chain alkyl group of 1 to 6 carbon atoms and n is 0 or 1, R represents a straight chain alkyl group of 7 or 8 carbon atoms or a straight-chain alkoxy group of 7 or 8 carbon atoms and A represents ##STR54## or --O--.
Claim 26
Dependent Claim
124 words
A ferroelectric SmC* liquid crystal composition comprising at least one compound of the formula ##STR52## where R* represents an optically active alkyl group having an asymmetric carbon atom which is ##STR53## where R 0 is a straight chain alkyl group of 2 to 6 carbon atoms, R 1 is a straight chain alkyl group of 1 to 5 carbom atoms, R 2 is a straight chain alkyl group of 1 to 4 carbon atoms, R 3 is a straight chain alkyl group of 1 to 6 carbon atoms and n is 0 or 1, R represents a straight chain alkyl group of 7 or 8 carbon atoms or a straight-chain alkoxy group of 7 or 8 carbon atoms and A represents ##STR54## or --O--.
Claim 27
Dependent Claim
14 words
A composition as defined in claim 20, including a ferroelectric SmC* liquid crystal compound.
Claim 28
Dependent Claim
32 words
Compounds as defined in claim 1, wherein R 1 has 1 to 2 carbon atoms, R 2 has 1 to 2 carbon atoms, and R 3 has 1 to 4 carbon atoms.
Claim 29
Dependent Claim
24 words
Compounds as defined in claim 2, wherein R 1 has 1 to 2 carbon atoms and R 2 has 1 to 2 carbon atoms.
Claim 30
Dependent Claim
29 words
Compounds as defined in claim 3, wherein R has 7 or 8 carbon atoms, R 0 has 2 carbon atoms and R 3 has 1 to 4 carbon atoms.
Claim 31
Dependent Claim
31 words
Compounds as defined in claim 4, wherein R has 7 or 8 carbon atoms, R 1 has 1 to 2 carbon atoms, and R 2 has 1 to 2 carbon atoms.
Claim 32
Dependent Claim
23 words
Compounds as defined in claim 5, wherein R has 7 or 8 carbon atoms and R 3 has 1 to 4 carbon atoms.
Claim 33
Dependent Claim
33 words
A composition as defined in claim 20, wherein R 1 has 1 to 2 carbon atoms, R 2 has 1 to 2 carbon atoms, and R 3 has 1 to 4 carbon atoms.
References Cited (Backward Citations)
DE2257588A1
Cited
US3997536A
Cited
EP0025119A1
Cited
US4311610A
Cited
US4462923A
Cited
EP0084194A1
Cited
US4725688A
Cited
DE3518734A1
Cited
EP0225195A1
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1993-12-24 | 1994-06-25 | 1994-12-25 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1997-12-24 | 1998-06-25 | 1998-12-25 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2001-12-24 | 2002-06-25 | 2002-12-25 | $7700.00 | Window Closed / Lapsed |