US4795579A
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US
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2,2'-difluoro-4-alkoxy-4'-hydroxydiphenyls and their derivatives, their production process and their use in liquid crystal display devices
Assignee: Commissariat à l'Énergie Atomique et Aux Énergies Alternatives
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Filing: 1987-02-26
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Granted: 1989-01-03
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Expires: 2007-02-26
Abstract
Abstract The invention relates to novel compounds usable as liquid crystals in liquid crystal display devices utilizing the electrically controlled birefringence effect. These compounds comply with formula: <IMAGE> (I) in which R1 represents an alkoxy or alkyl radical with 1 to 12 carbon atoms and Z represents a single bond or a radical chosen from among: <IMAGE> provided that R1 represents an alkyl radical when Z represents a single bond and R2 represents an alkyl radical with 1 to 12 carbon atoms. They can be obtained by reacting an acid chloride of formula R1-z-COCL with a 2,2'-difluoro-4-alkoxy-4'-hydroxydiphenyl of formula: <IMAGE> (II)
Inventors
- 👤 Claude Vauchier
- 👤 Francoise Vinet
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-28 15:52
CPC Classifications
C; C09; C09K; C09K19/00; C09K19/04; C09K19/06; C09K19/08; C09K19/10; C09K19/20; C09K19/2007; C07; C07C; C07C43/00; C07C43/02; C07C43/20; C07C43/23; C09K19/12; C09K19/126; C09K19/30; C09K19/3001; C09K19/3066; C09K19/3068; C09K19/32; C09K19/321
Claims Analysis
Total Claims: 9
Claim 1
Independent Claim
50 words
A 2,2'-difluoro-4-alkoxy-4'-hydroxydiphenyl derivative according to formula: ##STR50## in which R 1 represents a straight or branched alkoxy or alkyl radical with 1 to 12 carbon atoms, Z represents a radical chosen from among: ##STR51## and R 2 represents a straight or branched alkyl radical with 1 to 12 carbon atoms.
Claim 2
Dependent Claim
50 words
A 2,2'-difluoro-4-alkoxy-4'-hydroxydiphenyl derivative according to formula: ##STR50## in which R 1 represents a straight or branched alkoxy or alkyl radical with 1 to 12 carbon atoms, Z represents a radical chosen from among: ##STR51## and R 2 represents a straight or branched alkyl radical with 1 to 12 carbon atoms.
Claim 3
Dependent Claim
45 words
A 2,2'-difluoro-4-alkoxy-4'-hydroxydiphenyl derivative according to claim 1, wherein it is in accordance with formula: ##STR52## in which R 1 is the butyloxy radical and R 2 the ethyl radical, or in which R 1 is the decyloxy radical and R 2 and 2-methylbutyl radical (S).
Claim 4
Dependent Claim
42 words
A 2,2'-difluoro-4-alkoxy-4'-hydroxydiphenyl derivative according to claim 1, wherein it is in accordance with the formula: ##STR53## in which R 1 is an alkyl radical with 3 to 5 carbon atoms and R 2 an alkyl radical with 2 to 5 carbon atoms.
Claim 5
Dependent Claim
40 words
A 2,2'-difluoro-4-alkoxy-4'-hydroxydiphenyl derivative according to claim 1, wherein it complies with the formula: ##STR54## in which R 1 is an alkyl radical with 6 to 8 carbon atoms and R 2 an alkyl radical with 2 to 5 carbon atoms.
Claim 6
Dependent Claim
14 words
A 2,2'-difluoro-4-alkoxy-4'-hydroxydiphenyl derivative according to claim 1, wherein it complies with the formula: ##STR55##
Claim 7
Dependent Claim
156 words
A mixture of liquid crystals comprising at least one 2,2'-difluoro-4-alkoxy-4'-diphenyl derivative according to one of the claims 1 to 5 and at least one compound chosen from among: (a) the Schiff bases complying with formula: ##STR56## in which R 11 and R 12 , which can be the same or different, are alkyl radicals with 1 to 7 carbon atoms, (b) 1-(alkylcyclohexyl)-2-(alkylfluorodiphenylyl)-ethane of formula: ##STR57## in which R 3 and R 4 , which can be the same or different, are alkyl radicals with 1 to 7 carbon atoms and (c) the alkylfluorophenyl-alkylbicyclooctane carboxylates of formula: ##STR58## in which R 5 and R 6 , which can be the same or different, are alkyl radicals with 1 to 7 carbon atoms, (d) the cyclohexyl diphenyl of formula: ##STR59## in which R 7 is an alkyl radical with 1 to 12 carbon atoms and R 8 an alkyl or alkoxy radical with 1 to 12 carbon atoms.
Claim 8
Dependent Claim
29 words
A mixture of liquid crystals according to claim 6, wherein the content of the mixture in compounds of formula (I) represents at least 10% by weight of the mixture.
Claim 9
Dependent Claim
25 words
A liquid crystal display device using the electrically controlled birefringence effect, wherein the liquid crystal comprises at least one 2,2'-difluoro-4-alkoxy-4'-hydroxydiphenyl derivative according to claim 1.
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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) | 1992-01-03 | 1992-07-04 | 1993-01-03 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1996-01-03 | 1996-07-04 | 1997-01-03 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2000-01-03 | 2000-07-04 | 2001-01-03 | $7700.00 | Window Closed / Lapsed |