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US5389295A
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Benzene derivatives, and a liquid crystal medium
Assignee: Merck Patent GmbH
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Filing: 1992-10-06
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Granted: 1995-02-14
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Expires: 2012-10-06
Abstract
Abstract Benzene derivatives of the formula I ##STR1## in which n is 1 to 7, Q is --CO or --(CH 2 ) r --, where r is 1 to 5, s is 0, 1 or 2, t is 0 or 1, where s+t≧1, X is F, Cl, --CF 3 , --CN, --OCF 3 or --OCHF 2 , and Y, L and Z are each, independently of one another, H or F.
Inventors
- 👤 Andreas Wachtler
- 👤 Reinhard Hittich
- 👤 Eike Poetsch
- 👤 Herbert Plach
- 👤 David Coates
- 👤 Ulrich Finkenzeller
- 👤 Thomas Geelhaar
- 👤 Volker Reiffenrath
- 👤 Bernhard Rieger
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-03 16:46
CPC Classifications
C; C07; C07C; C07C43/00; C07C43/02; C07C43/03; C07C43/14; C07C43/17; C07C43/174; C07C43/1742; C07C43/1747; C07C43/20; C07C43/225; C07C69/00; C07C69/74; C07C69/753; C07C69/757; C09; C09K; C09K19/00; C09K19/04; C09K19/06; C09K19/08; C09K19/10; C09K19/12; C09K19/30; C09K19/3001; C09K19/3003; C07C2601/00; C07C2601/12; C07C2601/14; C09K2019/3021
Claims Analysis
Total Claims: 13
Claim 1
Independent Claim
240 words
A liquid-crystalline medium for electro-optical displays , consisting essentially of at least two liquid crystalline components, wherein at least one component is a benzene derivative of Formula I ##STR19## in which n is 1 to 7, Q is --(CH 2 ) r --, where r is 1 to 5, s is 0, 1 or 2, t is 0 or 1, where s+t≧1, X is F, Cl, --OCF 3 or --OCHF 2 , and Y and L are each, independently of one another, H or F, and the other components are selected from the Formulae 1b, 2b, 3b, 4b and 5b and optionally 1a, 2a, 3a, 4a, and 5a: R'--L--E--R" 1b R'--L--COO--E--R" 2b R'--L--OOC--E--R" 3b R'--L--CH.sub.2 CH.sub.2 --E--R"4b R'--L--C.tbd.C--E--R" 5b wherein L and E are each independently a divalent radical selected from the group consisting of --Phe--, --Cyc--, --Phe--Phe, --Phe--Cyc--, --Cyc--Cyc, --Pyr--, --Dio--, --G--Phe--, --G--Cyc-- and their mirror images, where Phe is unsubstituted or fluorinesubstituted 1,4-phenylene, Cyc is trans-1,4-cyclohexylene or 1,4-cyclohexenylene, Pyr is pyrimidine-2,5-diyl or pyridine-2,5-diyl, Dio is 1,3-dioxane-2,5-diyl and G is 2-(trans-1,4-cyclohexyl)ethyl, pyrimidine-2,5-diyl, pyridine-2,5-diyl or 1,3-dioxane-2,5-diyl, R' is alkyl or alkenyl having up to 8 carbon atoms and R" is selected from the group consisting of --F, --Cl, --CF 3 , --OCHF 2 and --OCF 3 , or R'--L--E--R" 1a R'--L--COO--E--R" 2a R'--L--OOC--E--R" 3a R'--L --CH.sub.2 CH.sub.2 --E--R" 4a R'--L--C.tbd.C--E--R" 5a wherein R' and R" are each independently alkyl, alkenyl, alkoxy, alkenyloxy or alkenoyloxy of up to 8 carbon atoms.
Claim 2
Dependent Claim
240 words
A liquid-crystalline medium for electro-optical displays , consisting essentially of at least two liquid crystalline components, wherein at least one component is a benzene derivative of Formula I ##STR19## in which n is 1 to 7, Q is --(CH 2 ) r --, where r is 1 to 5, s is 0, 1 or 2, t is 0 or 1, where s+t≧1, X is F, Cl, --OCF 3 or --OCHF 2 , and Y and L are each, independently of one another, H or F, and the other components are selected from the Formulae 1b, 2b, 3b, 4b and 5b and optionally 1a, 2a, 3a, 4a, and 5a: R'--L--E--R" 1b R'--L--COO--E--R" 2b R'--L--OOC--E--R" 3b R'--L--CH.sub.2 CH.sub.2 --E--R"4b R'--L--C.tbd.C--E--R" 5b wherein L and E are each independently a divalent radical selected from the group consisting of --Phe--, --Cyc--, --Phe--Phe, --Phe--Cyc--, --Cyc--Cyc, --Pyr--, --Dio--, --G--Phe--, --G--Cyc-- and their mirror images, where Phe is unsubstituted or fluorinesubstituted 1,4-phenylene, Cyc is trans-1,4-cyclohexylene or 1,4-cyclohexenylene, Pyr is pyrimidine-2,5-diyl or pyridine-2,5-diyl, Dio is 1,3-dioxane-2,5-diyl and G is 2-(trans-1,4-cyclohexyl)ethyl, pyrimidine-2,5-diyl, pyridine-2,5-diyl or 1,3-dioxane-2,5-diyl, R' is alkyl or alkenyl having up to 8 carbon atoms and R" is selected from the group consisting of --F, --Cl, --CF 3 , --OCHF 2 and --OCF 3 , or R'--L--E--R" 1a R'--L--COO--E--R" 2a R'--L--OOC--E--R" 3a R'--L --CH.sub.2 CH.sub.2 --E--R" 4a R'--L--C.tbd.C--E--R" 5a wherein R' and R" are each independently alkyl, alkenyl, alkoxy, alkenyloxy or alkenoyloxy of up to 8 carbon atoms.
Claim 3
Dependent Claim
19 words
A medium according to claim 1, which contains one or more compounds of Formula I wherein Y is F.
Claim 4
Dependent Claim
19 words
A medium according to claim 2, which contains one or more compounds of Formula I wherein X is F.
Claim 5
Dependent Claim
19 words
A medium according to claim 1, which contains one or more compounds of Formula I wherein n is 1.
Claim 6
Dependent Claim
16 words
A medium according to claim 1, which contains one or more compounds of the formula ##STR20##
Claim 7
Dependent Claim
21 words
A medium according to claim 1, which contains one or more compounds of Formula I wherein X is OCF 3 .
Claim 8
Dependent Claim
22 words
A medium according to claim 1, which contains one or more compounds of Formula I wherein r is 3, 4 or 5.
Claim 9
Dependent Claim
19 words
An electro-optical display based on a liquid-crystal cell, wherein the liquid-crystal cell contains a medium according to claim 1.
Claim 10
Dependent Claim
10 words
A display according to claim 8, having an active matrix.
Claim 11
Dependent Claim
18 words
A medium according to claim 1, wherein the amount of cyano components present is not more than 5%.
Claim 12
Dependent Claim
238 words
A liquid-crystalline medium for electro-optical displays consisting of at least two liquid crystalline components, wherein at least one component is a benzene derivative of Formula I ##STR21## in which n is 1 to 7, Q is --(CH 2 ) r --, where r is 1 to 5, s is 0, 1 or 2, t is 0 or 1, where s+t≧1, X is F, Cl, --OCF 3 or --OCHF 2 , and Y and L are each, independently of one another, H or F, and the other components are selected from the Formulae 1b, 2b, 3b, 4b and 5b and optionally 1a, 2a, 3a, 4a, and 5a: R'--L--E--R" 1b R'--L--COO--E--R" 2b R'--L--OOC--E--R" 3b R'--L--CH.sub.2 CH.sub.2 --E--R" 4b R'--L--C.tbd.C--E--R" 5b wherein L and E are each independently a divalent radical selected from the group consisting of --Phe--, --Cyc--, --Phe--Phe, --Phe--Cyc--, --Cyc--Cyc, --Pyr--, --Dio--, --G--Phe--, --G--Cyc-- and their mirror images, where Phe is unsubstituted or fluorinesubstituted 1,4-phenylene, Cyc is trans-1,4-cyclohexylene or 1,4-cyclohexenylene, Pyr is pyrimidine-2,5-diyl or pyridine-2,5-diyl, Dio is 1,3-dioxane-2,5-diyl and G is 2-(trans-1,4-cyclohexyl)ethyl, pyrimidine-2,S-diyl, pyridine-2,5-diyl or 1,3-dioxane-2,5-diyl, R' is alkyl or alkenyl having up to 8 carbon atoms and R" is selected from the group consisting of --F, --Cl, --CF 3 , --OCHF 2 and --OCF 3 , or R'--L--E--R" 1a R'--L--COO--E--R" 2a R'--L--OOC--E--R" 3a R'--L--CH.sub.2 CH.sub.2 --E--R" 4a R'--L--C.tbd.C--E--R" 5a wherein R' and R" are each independently alkyl, alkenyl, alkoxy, alkenyloxy or alkenoyloxy of up to 8 carbon atoms.
Claim 13
Dependent Claim
238 words
A liquid-crystalline medium for electro-optical displays consisting of at least two liquid crystalline components, wherein at least one component is a benzene derivative of Formula I ##STR21## in which n is 1 to 7, Q is --(CH 2 ) r --, where r is 1 to 5, s is 0, 1 or 2, t is 0 or 1, where s+t≧1, X is F, Cl, --OCF 3 or --OCHF 2 , and Y and L are each, independently of one another, H or F, and the other components are selected from the Formulae 1b, 2b, 3b, 4b and 5b and optionally 1a, 2a, 3a, 4a, and 5a: R'--L--E--R" 1b R'--L--COO--E--R" 2b R'--L--OOC--E--R" 3b R'--L--CH.sub.2 CH.sub.2 --E--R" 4b R'--L--C.tbd.C--E--R" 5b wherein L and E are each independently a divalent radical selected from the group consisting of --Phe--, --Cyc--, --Phe--Phe, --Phe--Cyc--, --Cyc--Cyc, --Pyr--, --Dio--, --G--Phe--, --G--Cyc-- and their mirror images, where Phe is unsubstituted or fluorinesubstituted 1,4-phenylene, Cyc is trans-1,4-cyclohexylene or 1,4-cyclohexenylene, Pyr is pyrimidine-2,5-diyl or pyridine-2,5-diyl, Dio is 1,3-dioxane-2,5-diyl and G is 2-(trans-1,4-cyclohexyl)ethyl, pyrimidine-2,S-diyl, pyridine-2,5-diyl or 1,3-dioxane-2,5-diyl, R' is alkyl or alkenyl having up to 8 carbon atoms and R" is selected from the group consisting of --F, --Cl, --CF 3 , --OCHF 2 and --OCF 3 , or R'--L--E--R" 1a R'--L--COO--E--R" 2a R'--L--OOC--E--R" 3a R'--L--CH.sub.2 CH.sub.2 --E--R" 4a R'--L--C.tbd.C--E--R" 5a wherein R' and R" are each independently alkyl, alkenyl, alkoxy, alkenyloxy or alkenoyloxy of up to 8 carbon atoms.
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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) | 1998-02-13 | 1998-08-15 | 1999-02-14 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 2002-02-13 | 2002-08-15 | 2003-02-14 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2006-02-13 | 2006-08-15 | 2007-02-14 | $7700.00 | Window Closed / Lapsed |