US5167857A
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Lactic acid derivative, liquid crystal composition containing same and liquid crystal device
Assignee: Canon Inc
•
Filing: 1990-10-18
•
Granted: 1992-12-01
•
Expires: 2010-10-18
Abstract
Abstract An optically active lactic acid derivative represented by the following formula (I): ##STR1## wherein R is a saturated or unsaturated hydrocarbon group of a linear, branched or cyclic structure having 4 to 20 carbon atoms; Ra is --CO--Rb or --CH 2 --Rc wherein Rb is a releasable chemically active group, and Rc is a releasable chemically active group; and C with * represents an asymmetric carbon atom.
Inventors
- 👤 Kazuo Yoshinaga
- 👤 Kazuharu Katagiri
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-01 23:55
CPC Classifications
C; C07; C07D; C07D239/00; C07D239/02; C07D239/24; C07D239/26; C07C; C07C291/00; C07C291/02; C07C291/08; C07C43/00; C07C43/02; C07C43/03; C07C43/04; C07C43/13; C07C59/00; C07C59/125; C07C59/40; C07C59/58; C07C59/64; C09; C09K; C09K19/00; C09K19/04; C09K19/06; C09K19/08; C09K19/10; C09K19/12; C09K19/126; C09K19/20; C09K19/2007; C09K19/2021; C09K19/24; C09K19/26; C09K19/34; C09K19/3441; C09K19/345; C09K19/3458; C09K19/3463
Claims Analysis
Total Claims: 91
Claim 1
Independent Claim
93 words
A liquid crystal composition, comprising 0.1 to 100 parts by weight of a lactic acid derivative and 100 parts by weight of another liquid crystal component which provides a chiral smectic phase in combination with the lactic acid derivative, said lactic acid derivative being represented by the following formula (I): ##STR86## wherein R C is an alkyl group having 1 to 20 carbon atoms; R D is an alkyl or alkoxy group having 1 to 20 carbon atoms; 1 is 0 or 1; ##STR87## and C with * represents an asymmetric carbon atom.
Claim 2
Dependent Claim
93 words
A liquid crystal composition, comprising 0.1 to 100 parts by weight of a lactic acid derivative and 100 parts by weight of another liquid crystal component which provides a chiral smectic phase in combination with the lactic acid derivative, said lactic acid derivative being represented by the following formula (I): ##STR86## wherein R C is an alkyl group having 1 to 20 carbon atoms; R D is an alkyl or alkoxy group having 1 to 20 carbon atoms; 1 is 0 or 1; ##STR87## and C with * represents an asymmetric carbon atom.
Claim 3
Dependent Claim
85 words
A liquid crystal composition comprising 0.1 to 100 parts by weight of a lactic acid derivative and 100 parts by weight of another liquid crystal component which provides a chiral smectic phase in combination with the lactic acid derivative, said lactic acid derivative being a compound represented by the following formula (6): ##STR88## wherein R 6 is an alkyl or alkoxy group having 1-20 carbon atoms, R B is an alkyl group having 1-20 carbon atoms, and C with * represents an asymmetric carbon atom.
Claim 4
Dependent Claim
85 words
A liquid crystal composition comprising 0.1 to 100 parts by weight of a lactic acid derivative and 100 parts by weight of another liquid crystal component which provides a chiral smectic phase in combination with the lactic acid derivative, said lactic acid derivative being a compound represented by the following formula (6): ##STR88## wherein R 6 is an alkyl or alkoxy group having 1-20 carbon atoms, R B is an alkyl group having 1-20 carbon atoms, and C with * represents an asymmetric carbon atom.
Claim 5
Dependent Claim
85 words
A liquid crystal composition comprising 0.1 to 100 parts by weight of a lactic acid derivative and 100 parts by weight of another liquid crystal component which provides a chiral smectic phase in combination with the lactic acid derivative, said lactic acid derivative being a compound represented by the following formula (7): ##STR89## wherein R 7 is an alkyl or alkoxy group having 1-20 carbon atoms, R B is an alkyl group having 1-20 carbon atoms, and C with * represents an asymmetric carbon atom.
Claim 6
Dependent Claim
85 words
A liquid crystal composition comprising 0.1 to 100 parts by weight of a lactic acid derivative and 100 parts by weight of another liquid crystal component which provides a chiral smectic phase in combination with the lactic acid derivative, said lactic acid derivative being a compound represented by the following formula (7): ##STR89## wherein R 7 is an alkyl or alkoxy group having 1-20 carbon atoms, R B is an alkyl group having 1-20 carbon atoms, and C with * represents an asymmetric carbon atom.
Claim 7
Dependent Claim
85 words
A liquid crystal composition comprising 0.1 to 100 parts by weight of a lactic acid derivative and 100 parts by weight of another liquid crystal component which provides a chiral smectic phase in combination with the lactic acid derivative, said lactic acid derivative being a compound represented by the following formula (8): ##STR90## wherein R 8 is an alkyl or alkoxy group having 1-20 carbon atoms, R B is an alkyl group having 1-20 carbon atoms, and C with * represents an asymmetric carbon atom.
Claim 8
Dependent Claim
85 words
A liquid crystal composition comprising 0.1 to 100 parts by weight of a lactic acid derivative and 100 parts by weight of another liquid crystal component which provides a chiral smectic phase in combination with the lactic acid derivative, said lactic acid derivative being a compound represented by the following formula (8): ##STR90## wherein R 8 is an alkyl or alkoxy group having 1-20 carbon atoms, R B is an alkyl group having 1-20 carbon atoms, and C with * represents an asymmetric carbon atom.
Claim 9
Dependent Claim
15 words
A liquid crystal composition according to claim 1, wherein said lactic acid derivative is heptyloxypropyl-4'-octyloxybiphenyl-4-carboxylate.
Claim 10
Dependent Claim
15 words
A liquid crystal composition according to claim 1, wherein said lactic acid derivative is butoxypropyl-4'-octyloxybiphenyl-4-carboxylate.
Claim 11
Dependent Claim
17 words
A liquid crystal composition according to claim 1, wherein said lactic acid derivative is 4-[5-(4'-butylphenyl)pyrimidine-2-yl]-benzoic acid-2'-dodecyloxypropyl ester.
Claim 12
Dependent Claim
17 words
A liquid crystal composition according to claim 1, wherein said lactic acid derivative is 4-(5-heptylpyrimidine-2-yl)benzoic acid-2'-decyloxypropyl ester.
Claim 13
Dependent Claim
15 words
A liquid crystal composition according to claim 1, wherein said lactic acid derivative is α-propyloxypropyl-4'-heptylterphenyl-carboxylate.
Claim 14
Dependent Claim
17 words
A liquid crystal composition according to claim 1, wherein said lactic acid derivative is [5-(4'-pentylcyclohexyl)pyrimidine-2-yl]benzoic acid-2'-ethoxypropyl ester.
Claim 15
Dependent Claim
15 words
A liquid crystal composition according to claim 1, wherein said lactic acid derivative is α-octadecyloxypropyl-4'-heptylbiphenyl-4-carboxylate.
Claim 16
Dependent Claim
17 words
A liquid crystal composition according to claim 1, wherein said lactic acid derivative is a mesomorphic compound.
Claim 17
Dependent Claim
23 words
A liquid crystal composition according to claim 1, wherein R D is an alkyl or alkoxy group having 4 to 20 carbon atoms.
Claim 18
Dependent Claim
22 words
A liquid crystal composition according to claim 1, wherein said another liquid crystal component is a Schiff base-type ferroelectric liquid crystal compound.
Claim 19
Dependent Claim
21 words
A liquid crystal composition according to claim 1, wherein said another liquid crystal component is an ester-type ferroelectric liquid crystal compound.
Claim 20
Dependent Claim
21 words
A liquid crystal composition according to claim 1, wherein said another liquid crystal component is an azoxy-type ferroelectric liquid crystal compound.
Claim 21
Dependent Claim
21 words
A liquid crystal composition according to claim 1, wherein said another liquid crystal component is a biphenyl-type ferroelectric liquid crystal compound.
Claim 22
Dependent Claim
22 words
A liquid crystal composition according to claim 1, wherein said another liquid crystal component is a liquid crystal material showing cholesteric phase.
Claim 23
Dependent Claim
24 words
A liquid crystal composition according to claim 1, wherein said another liquid crystal component is a liquid crystal material showing a chiral smectic phase.
Claim 24
Dependent Claim
18 words
A liquid crystal composition according to claim 19, wherein said chiral smectic phase is chiral smectic C phase.
Claim 25
Dependent Claim
32 words
A liquid crystal device, comprising: a pair of base plates and a liquid crystal material of a composition according to claim 1, said liquid crystal material being disposed between the base plates.
Claim 26
Dependent Claim
48 words
A liquid crystal device according to claim 21, wherein at least one of said pair of base plates has a surface having an effect of orienting the direction of the molecular axes of liquid crystal molecules constituting the liquid crystal material contacting the surface preferentially in one direction.
Claim 27
Dependent Claim
16 words
A liquid crystal device according to claim 22, wherein said effect has been imparted by rubbing.
Claim 28
Dependent Claim
22 words
A liquid crystal device according to claim 22, wherein said effect has been provided with a film formed by oblique vapor deposition.
Claim 29
Dependent Claim
21 words
A liquid crystal device according to claim 21, wherein said liquid crystal material has isotropic phase, cholesteric phase or nematic phase.
Claim 30
Dependent Claim
37 words
A liquid crystal device according to claim 21, wherein said liquid crystal material causes successive phase transition of isotropic phase, cholesteric phase, smectic A phase and a chiral smectic phase in the order named on temperature decrease.
Claim 31
Dependent Claim
33 words
A liquid crystal device according to claim 21, wherein said liquid crystal material causes successive phase transition of isotropic phase, cholesteric phase and chiral smectic phase in the order named on temperature decrease.
Claim 32
Dependent Claim
35 words
A liquid crystal device according to claim 21, wherein said liquid crystal material causes successive phase transition of isotropic phase, smectic A phase and a chiral smectic phase in the order named on temperature decrease.
Claim 33
Dependent Claim
55 words
A liquid crystal device according to claim 21, wherein said lactic acid derivative is a compound represented by the following formula (6): ##STR91## wherein R 6 is an alkyl or alkoxy group having 1-20 carbon atoms, R B is an alkyl group having 1-20 carbon atoms, and C with * represents an asymmetric carbon atoms.
Claim 34
Dependent Claim
55 words
A liquid crystal device according to claim 22, wherein said lactic acid derivative is a compound represented by the following formula (7): ##STR92## wherein R 7 is an alkyl or alkoxy group having 1-20 carbon atoms, R B is an alkyl group having 1-20 carbon atoms, and C with * represents an asymmetric carbon atoms.
Claim 35
Dependent Claim
55 words
A liquid crystal device according to claim 21, wherein said lactic acid derivative is a compound represented by the following formula (8): ##STR93## wherein R 8 is an alkyl or alkoxy group having 1-20 carbon atoms, R B is an alkyl group having 1-20 carbon atoms, and C with * represents an asymmetric carbon atoms.
Claim 36
Dependent Claim
102 words
A liquid crystal device according to claim 21, which comprises a plurality of picture elements arranged in a plurality of rows, each picture element comprising a pair of oppositely spaced electrodes and said liquid crystal material disposed between the pair of electrodes, and is adapted for a line-by-line driving scheme wherein a writing signal is applied to said plurality of picture elements row by row in a writing cycle, and the thus written state of a particular row of picture elements are retained until a fresh writing signal is applied to the particular row of picture elements in the subsequent writing cycle.
Claim 37
Dependent Claim
33 words
A liquid crystal composition according to claim 1, wherein 0.5 to 95 parts by weight of the lactic acid derivative is contained per 100 parts by weight of said another liquid crystal component.
Claim 38
Dependent Claim
17 words
A liquid crystal composition according to claim 2, wherein said lactic acid derivative is a mesomorphic compound.
Claim 39
Dependent Claim
22 words
A liquid crystal composition according to claim 2, wherein said another liquid crystal component is a Schiff base-type ferroelectric liquid crystal compound.
Claim 40
Dependent Claim
21 words
A liquid crystal composition according to claim 2, wherein said another liquid crystal component is an ester-type ferroelectric liquid crystal compound.
Claim 41
Dependent Claim
21 words
A liquid crystal composition according to claim 2, wherein said another liquid crystal component is a azoxy-type ferroelectric liquid crystal compound.
Claim 42
Dependent Claim
21 words
A liquid crystal composition according to claim 2, wherein said another liquid crystal component is an biphenyl-type ferroelectric liquid crystal compound.
Claim 43
Dependent Claim
22 words
A liquid crystal composition according to claim 2, wherein said another liquid crystal component is a liquid crystal material showing cholesteric phase.
Claim 44
Dependent Claim
24 words
A liquid crystal composition according to claim 2, wherein said another liquid crystal component is a liquid crystal material showing a chiral smectic phase.
Claim 45
Dependent Claim
18 words
A liquid crystal composition according to claim 40, wherein said chiral smectic phase is chiral smectic C phase.
Claim 46
Dependent Claim
32 words
A liquid crystal device, comprising a pair of base plates and a liquid crystal material of a composition according to claim 2, said liquid crystal material being disposed between the base plates.
Claim 47
Dependent Claim
48 words
A liquid crystal device according to claim 42, wherein at least one of said pair of base plates has a surface having an effect of orienting the direction of the molecular axes of liquid crystal molecules constituting the liquid crystal material contacting the surface preferentially in one direction.
Claim 48
Dependent Claim
16 words
A liquid crystal device according to claim 43, wherein said effect has been imparted by rubbing.
Claim 49
Dependent Claim
22 words
A liquid crystal device according to claim 43, wherein said effect has been provided with a film formed by oblique vapor deposition.
Claim 50
Dependent Claim
21 words
A liquid crystal device according to claim 42, wherein said higher temperature phase is isotropic phase, cholesteric phase or nematic phase.
Claim 51
Dependent Claim
37 words
A liquid crystal device according to claim 42, wherein said liquid crystal material causes successive phase transition of isotropic phase, cholesteric phase, smectic A phase and a chiral smectic phase in the order named on temperature decrease.
Claim 52
Dependent Claim
33 words
A liquid crystal device according to claim 42, wherein said liquid crystal material causes successive phase transition of isotropic phase, cholesteric phase, and chiral smectic phase in the order named on temperature decrease.
Claim 53
Dependent Claim
35 words
A liquid crystal device according to claim 42, wherein said liquid crystal material causes successive phase transition of isotropic phase, smectic A phase and a chiral smectic phase in the order named on temperature decrease.
Claim 54
Dependent Claim
102 words
A liquid crystal device according to claim 42, which comprises a plurality of picture elements arranged in a plurality of rows, each picture element comprising a pair of oppositely spaced electrodes and said liquid crystal material disposed between the pair of electrodes, and is adapted for a line-by-line driving scheme wherein a writing signal is applied to said plurality of picture elements row by row in a writing cycle, and the thus written states of a particular row of picture elements are retained until a fresh writing signal is applied to the particular row of picture elements in the subsequent writing cycle.
Claim 55
Dependent Claim
33 words
A liquid crystal composition according to claim 2, wherein 0.5 to 95 parts by weight of the lactic acid derivative is contained per 100 parts by weight of said another liquid crystal component.
Claim 56
Dependent Claim
17 words
A liquid crystal composition according to claim 3, wherein said lactic acid derivative is a mesomorphic compound.
Claim 57
Dependent Claim
22 words
A liquid crystal composition according to claim 3, wherein said another liquid crystal component is a Schiff base-type ferroelectric liquid crystal compound.
Claim 58
Dependent Claim
21 words
A liquid crystal composition according to claim 3, wherein said another liquid crystal component is an ester-type ferroelectric liquid crystal compound.
Claim 59
Dependent Claim
21 words
A liquid crystal composition according to claim 3, wherein said another liquid crystal component is an azoxy-type ferroelectric liquid crystal compound.
Claim 60
Dependent Claim
21 words
A liquid crystal composition according to claim 3, wherein said another liquid crystal component is an biphenyl-type ferroelectric liquid crystal compound.
Claim 61
Dependent Claim
22 words
A liquid crystal composition according to claim 3, wherein said another liquid crystal component is a liquid crystal material showing cholesteric phase.
Claim 62
Dependent Claim
24 words
A liquid crystal composition according to claim 3, wherein said another liquid crystal component is a liquid crystal material showing a chiral smectic phase.
Claim 63
Dependent Claim
18 words
A liquid crystal composition according to claim 58, wherein said chiral smectic phase is chiral smectic C phase.
Claim 64
Dependent Claim
32 words
A liquid crystal device, comprising a pair of base plates and a liquid crystal material of a composition according to claim 3, said liquid crystal material being disposed between the base plates.
Claim 65
Dependent Claim
48 words
A liquid crystal device according to claim 60, wherein at least one of said pair of base plates has a surface having an effect of orienting the direction of the molecular axes of liquid crystal molecules constituting the liquid crystal material contacting the surface preferentially in one direction.
Claim 66
Dependent Claim
16 words
A liquid crystal device according to claim 61, wherein said effect has been imparted by rubbing.
Claim 67
Dependent Claim
22 words
A liquid crystal device according to claim 61, wherein said effect has been provided with a film formed by oblique vapor deposition.
Claim 68
Dependent Claim
21 words
A liquid crystal device according to claim 60, wherein said higher temperature phase is isotropic phase, cholesteric phase or nematic phase.
Claim 69
Dependent Claim
37 words
A liquid crystal device according to claim 60, wherein said liquid crystal material causes successive phase transition of isotropic phase, cholesteric phase, smectic A phase and a chiral smectic phase in the order named on temperature decrease.
Claim 70
Dependent Claim
33 words
A liquid crystal device according to claim 60, wherein said liquid crystal material causes successive phase transition of isotropic phase, cholesteric phase, and chiral smectic phase in the order named on temperature decrease.
Claim 71
Dependent Claim
35 words
A liquid crystal device according to claim 60, wherein said liquid crystal material causes successive phase transition of isotropic phase, smectic A phase and a chiral smectic phase in the order named on temperature decrease.
Claim 72
Dependent Claim
102 words
A liquid crystal device according to claim 60, which comprises a plurality of picture elements arranged in a plurality of rows, each picture element comprising a pair of oppositely spaced electrodes and said liquid crystal material disposed between the pair of electrodes, and is adapted for a line-by-line driving scheme wherein a writing signal is applied to said plurality of picture elements row by row in a writing cycle, and the thus written states of a particular row of picture elements are retained until a fresh writing signal is applied to the particular row of picture elements in the subsequent writing cycle.
Claim 73
Dependent Claim
33 words
A liquid crystal composition according to claim 3, wherein 0.5 to 95 parts by weight of the lactic acid derivative is contained per 100 parts by weight of said another liquid crystal component.
Claim 74
Dependent Claim
17 words
A liquid crystal composition according to claim 4, wherein said lactic acid derivative is a mesomorphic compound.
Claim 75
Dependent Claim
22 words
A liquid crystal composition according to claim 4, wherein said another liquid crystal component is a Schiff base-type ferroelectric liquid crystal compound.
Claim 76
Dependent Claim
21 words
A liquid crystal composition according to claim 4, wherein said another liquid crystal component is an ester-type ferroelectric liquid crystal compound.
Claim 77
Dependent Claim
21 words
A liquid crystal composition according to claim 4, wherein said another liquid crystal component is an azoxy-type ferroelectric liquid crystal compound.
Claim 78
Dependent Claim
21 words
A liquid crystal composition according to claim 4, wherein said another liquid crystal component is an biphenyl-type ferroelectric liquid crystal compound.
Claim 79
Dependent Claim
22 words
A liquid crystal composition according to claim 4, wherein said another liquid crystal component is a liquid crystal material showing cholesteric phase.
Claim 80
Dependent Claim
24 words
A liquid crystal composition according to claim 4, wherein said another liquid crystal component is a liquid crystal material showing a chiral smectic phase.
Claim 81
Dependent Claim
18 words
A liquid crystal composition according to claim 76, wherein said chiral smectic phase is chiral smectic C phase.
Claim 82
Dependent Claim
32 words
A liquid crystal device, comprising a pair of base plates and a liquid crystal material of a composition according to claim 4, said liquid crystal material being disposed between the base plates.
Claim 83
Dependent Claim
48 words
A liquid crystal device according to claim 78, wherein at least one of said pair of base plates has a surface having an effect of orienting the direction of the molecular axes of liquid crystal molecules constituting the liquid crystal material contacting the surface preferentially in one direction.
Claim 84
Dependent Claim
16 words
A liquid crystal device according to claim 79, wherein said effect has been imparted by rubbing.
Claim 85
Dependent Claim
22 words
A liquid crystal device according to claim 79, wherein said effect has been provided with a film formed by oblique vapor deposition.
Claim 86
Dependent Claim
21 words
A liquid crystal device according to claim 78, wherein said higher temperature phase is isotropic phase, cholesteric phase or nematic phase.
Claim 87
Dependent Claim
37 words
A liquid crystal device according to claim 78, wherein said liquid crystal material causes successive phase transition of isotropic phase, cholesteric phase, smectic A phase and a chiral smectic phase in the order named on temperature decrease.
Claim 88
Dependent Claim
33 words
A liquid crystal device according to claim 78, wherein said liquid crystal material causes successive phase transition of isotropic phase, cholesteric phase, and chiral smectic phase in the order named on temperature decrease.
Claim 89
Dependent Claim
35 words
A liquid crystal device according to claim 78, wherein said liquid crystal material causes successive phase transition of isotropic phase, smectic A phase and a chiral smectic phase in the order named on temperature decrease.
Claim 90
Dependent Claim
102 words
A liquid crystal device according to claim 78, which comprises a plurality of picture elements arranged in a plurality of rows, each picture element comprising a pair of oppositely spaced electrodes and said liquid crystal material disposed between the pair of electrodes, and is adapted for a line-by-line driving scheme wherein a writing signal is applied to said plurality of picture elements row by row in a writing cycle, and the thus written states of a particular row of picture elements are retained until a fresh writing signal is applied to the particular row of picture elements in the subsequent writing cycle.
Claim 91
Dependent Claim
33 words
A liquid crystal composition according to claim 4, wherein 0.5 to 95 parts by weight of the lactic acid derivative is contained per 100 parts by weight of said another liquid crystal component.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1995-12-01 | 1996-06-01 | 1996-12-01 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1999-12-01 | 2000-06-01 | 2000-12-01 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2003-12-01 | 2004-06-01 | 2004-12-01 | $7700.00 | Window Closed / Lapsed |