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US5167855A
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Ferroelectric liquid crystal compositions chiral haloalkoxy tail units
Assignee: Displaytech Inc
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Filing: 1990-07-20
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Granted: 1992-12-01
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Expires: 2010-07-20
Abstract
Abstract The subject application discloses chiral nonracemic compositions of the general formula: R.sub.1 --(Ar)--O--C*H(CH.sub.3)--C*HX--C*HY--R.sub.2 wherein: R 1 is an achiral tail of two to sixteen carbons; Ar is an achiral FLC core of at least two rings; * denotes a chiral or potentially chiral carbon; X is a halide and Y is H or a halide; R 2 comprises the distal segment of the chiral tail and has one to ten carbon atoms; the --O--C*H(CH 3 )--C*HY--C*HY--CH 2 --O-- segment comprises the chiral proximal segment of the chiral tail, and the proximal segment is selected from the diastereomers and enantiomers: 1S-methyl-2S-halo 1S-methyl-2R-halo 1R-methyl-2R,3R-dihalo 1R-methyl-2R,3S-dihalo 1R-methyl-2S,3S-dihalo 1R-methyl-2S,3R-dihalo 1R-methyl-2R-halo 1R-methyl-2S-halo 1S-methyl-2S,3S-dihalo 1S-methyl-2S,3R-dihalo 1S-methyl-2R,3R-dihalo 1S-methyl-2R,3S-dihalo.
Inventors
- 👤 Michael Wand
- 👤 Rohini Vohra
- 👤 David Walba
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-10 02:23
CPC Classifications
C; C07; C07D; C07D239/00; C07D239/02; C07D239/24; C07D239/26; C07C; C07C69/00; C07C69/76; C07C69/84; C07C69/92; C09; C09K; C09K19/00; C09K19/04; C09K19/06; C09K19/08; C09K19/10; C09K19/12; C09K19/126; C09K19/20; C09K19/2007; C09K19/2021; C09K19/52; C09K19/58; C09K19/586; C09K19/588
Claims Analysis
Total Claims: 17
Claim 1
Independent Claim
135 words
A chiral nonracemic compound of the general formula: R.sub.1 --(Ar)--O--C*H(CH.sub.3)--C*HX--C*HY--R.sub.2 wherein: R 1 is an achiral tail having two to sixteen carbons and is selected from the group consisting of alkyl, alkyl sulfide, alkyl ether, alkoxy, alkoxy sulfide, alkoxy ether, alkenyl, alkenyl sulfide, and alkenyl ether, Ar is selected from the group consisting of phenylbenzoates, phenylpyrimidines, biphenyls, phenylpyridines, biphenylbenzoates, diphenylpyrimidines, diphenylpyridines, terphenyls, phenyldiazines, diphenyldiazenes, and diphenylthiadiazoles, * denotes a chiral or potentially chiral carbon, X is a halide and Y is H or a halide, R 2 comprises the distal segment of the chiral tail and is an alkyl or alkenyl group having one to ten carbon atoms, and the --O--C*H(CH 3 )--C*HX--C*H-- segment comprises the chiral proximal segment of the chiral tail, and the proximal segment is selected from the diastereomers and enantiomers: ##STR39##
Claim 2
Dependent Claim
135 words
A chiral nonracemic compound of the general formula: R.sub.1 --(Ar)--O--C*H(CH.sub.3)--C*HX--C*HY--R.sub.2 wherein: R 1 is an achiral tail having two to sixteen carbons and is selected from the group consisting of alkyl, alkyl sulfide, alkyl ether, alkoxy, alkoxy sulfide, alkoxy ether, alkenyl, alkenyl sulfide, and alkenyl ether, Ar is selected from the group consisting of phenylbenzoates, phenylpyrimidines, biphenyls, phenylpyridines, biphenylbenzoates, diphenylpyrimidines, diphenylpyridines, terphenyls, phenyldiazines, diphenyldiazenes, and diphenylthiadiazoles, * denotes a chiral or potentially chiral carbon, X is a halide and Y is H or a halide, R 2 comprises the distal segment of the chiral tail and is an alkyl or alkenyl group having one to ten carbon atoms, and the --O--C*H(CH 3 )--C*HX--C*H-- segment comprises the chiral proximal segment of the chiral tail, and the proximal segment is selected from the diastereomers and enantiomers: ##STR39##
Claim 3
Dependent Claim
13 words
The compound of claim 1, wherein R 1 comprises five to sixteen carbons.
Claim 4
Dependent Claim
11 words
The compound of claim 2, wherein R 1 comprises eight carbons.
Claim 5
Dependent Claim
17 words
The compound of claim 1, wherein R 1 is selected from the group of straight-chain and branched.
Claim 6
Dependent Claim
12 words
The compound of claim 1, wherein R 2 consists of 3 carbons.
Claim 7
Dependent Claim
18 words
The compound of claim 1, wherein R 2 is selected from the group of straight chain and branched.
Claim 8
Dependent Claim
19 words
The compound of claim 1, wherein X and Y are independently selected from the group of chloride and fluoride.
Claim 9
Dependent Claim
18 words
The compound of claim 1, selected from the group consisting of 4'-decyloxyphenyl-4-[(1S,4-dimethyl-2S-fluoro)pentyloxy]benzoate, 4'-decyloxyphenyl-4-[(1R,4-dimethyl-2R-fluoro)pentyloxy] benzoate. 4'-decyloxyphenyl-[1S,4-dimethyl-2R,3R-difluoro)pentyloxy]benzoate, and 4'-decyloxyphenyl4-[(1R, 4-dimethyl-2S,3S-difluoro)pentyloxy]-benzoate.
Claim 10
Dependent Claim
11 words
A ferroelectric liquid crystal composition comprising the compound of claim 1.
Claim 11
Dependent Claim
16 words
The compound of claim 1, wherein X is fluoride and Y is H or a fluoride.
Claim 12
Dependent Claim
27 words
The compound of claim 1 wherein Y is H and the chiral proximal segment is selected from the group consisting of: ______________________________________
1S-methyl-2S-halo 1R-methyl-2R-halo
1S-methyl-2R-halo 1R-methyl-2S-halo.
______________________________________
Claim 13
Dependent Claim
13 words
The compound of claim 11 wherein R 1 comprises five to sixteen carbons.
Claim 14
Dependent Claim
16 words
The compound of clam 11, wherein X is selected from the group of chloride and fluoride.
Claim 15
Dependent Claim
16 words
The compound of clam 11, wherein X is selected from the group of chloride and fluoride.
Claim 16
Dependent Claim
10 words
The compound of claim 11, wherein X is a fluoride.
Claim 17
Dependent Claim
11 words
A ferroelectric liquid crystal composition comprising the compound of claim 11.
References Cited (Backward Citations)
US4725688A
Cited
US4556727A
Cited
US4695651A
Cited
US4728458A
Cited
US4770503A
Cited
WO1986006373A1
Cited
US4732699A
Cited
JPS62111939A
Cited
US4798680A
Cited
EP0225236A1
Cited
EP0220747A2
Cited
JPS62258361A
Cited
WO1987005018A2
Cited
US4795587A
Cited
JPS63264573A
Cited
US4777280A
Cited
US4695650A
Cited
EP0263437A2
Cited
EP0267585A2
Cited
EP0269062A2
Cited
US4886623A
Cited
EP0278665A2
Cited
US4973426A
Cited
WO1989002425A1
Cited
US4917821A
Cited
US4954600A
Cited
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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) | 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 |
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