Patent US4519935A successfully refreshed from Google Patents.
US4519935A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Liquid-crystalline material containing azo dyestuffs
Assignee: Bayer AG
•
Filing: 1984-08-23
•
Granted: 1985-05-28
•
Expires: 2004-08-23
Abstract
Abstract Liquid-crystalline material containing an azo dyestuff of the formula ##STR1## in which A and B are radicals of coupling components in particular of the benzene, naphthalene and pyrazole series and R 1 , R 2 , R 3 , R 4 , R 5 and R 6 are hydrogen, halogen, trifluoromethyl, nitro, alkyl, alkoxy, alkylthio, alkylcarbonyl or alkoxycarbonyl with the proviso that at least one of the radicals R 1 -R 6 is different from hydrogen and at least two designate hydrogen.
Inventors
- 👤 Uwe Claussen
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-24 18:20
CPC Classifications
C; C09; C09K; C09K19/00; C09K19/52; C09K19/60; C09K19/601; C09B; C09B35/00; C09B35/02; C09B35/039; C09B35/08
Claims Analysis
Total Claims: 11
Claim 1
Independent Claim
237 words
A liquid-crystal composition useful for displays comprising a liquid-crystal material having a positive dielectric antisotropy and 0.01 to 10% by weight of an azo dyestuff of the formula ##STR99## in which R 1 ', R 2 ', R 4 ' and R 5 ' designate hydrogen, halogen, C 1 -C 6 -alkyl C 1 -C 6 -alkoxy, with the proviso that at least one of these radicals is different from hydrogen, R 7 and R 8 designate hydrogen, halogen, C 1 -C 6 -alkyl, or C 1 -C 6 -alkoxy and X represents --OR 9 , --SR 9 or ##STR100## Y represents --OR 12 , --SR 12 or ##STR101## wherein R 9 and R 12 designate hydrogen, C 1 -C 6 -alkyl, cyclopentyl, cyclohexyl, phenyl, naphthyl, benzyl, phenethyl, acyl, aminocarbonyl, or benzyl which is substituted by halogen, nitro, C 1 -C 4 -alkyl, or C 1 -C 4 -alkoxy and wherein R 10 , R 11 , R 13 and R 14 represent hydrogen, C 1 -C 4 -alkyl, C 1 -C 4 -alkyl which is substituted by hydroxyl, cyano, phenoxy, C 1 -C 4 -alkoxy or by (C 1 -C 4 -alkoxy)-carbonyloxy, or R 10 , R 11 , R 13 and R 14 represent cyclohexyl, phenyl, naphthyl, benzyl, phenethyl, (C 1 -C 4 -alkyl)-carbonyl, benzoyl, (C 1 -C 4 -alkyl)-aminocarbonyl or phenylaminocarbonyl, and wherein X and Y are in the para position relation to --N═N--.
Claim 2
Dependent Claim
237 words
A liquid-crystal composition useful for displays comprising a liquid-crystal material having a positive dielectric antisotropy and 0.01 to 10% by weight of an azo dyestuff of the formula ##STR99## in which R 1 ', R 2 ', R 4 ' and R 5 ' designate hydrogen, halogen, C 1 -C 6 -alkyl C 1 -C 6 -alkoxy, with the proviso that at least one of these radicals is different from hydrogen, R 7 and R 8 designate hydrogen, halogen, C 1 -C 6 -alkyl, or C 1 -C 6 -alkoxy and X represents --OR 9 , --SR 9 or ##STR100## Y represents --OR 12 , --SR 12 or ##STR101## wherein R 9 and R 12 designate hydrogen, C 1 -C 6 -alkyl, cyclopentyl, cyclohexyl, phenyl, naphthyl, benzyl, phenethyl, acyl, aminocarbonyl, or benzyl which is substituted by halogen, nitro, C 1 -C 4 -alkyl, or C 1 -C 4 -alkoxy and wherein R 10 , R 11 , R 13 and R 14 represent hydrogen, C 1 -C 4 -alkyl, C 1 -C 4 -alkyl which is substituted by hydroxyl, cyano, phenoxy, C 1 -C 4 -alkoxy or by (C 1 -C 4 -alkoxy)-carbonyloxy, or R 10 , R 11 , R 13 and R 14 represent cyclohexyl, phenyl, naphthyl, benzyl, phenethyl, (C 1 -C 4 -alkyl)-carbonyl, benzoyl, (C 1 -C 4 -alkyl)-aminocarbonyl or phenylaminocarbonyl, and wherein X and Y are in the para position relation to --N═N--.
Claim 3
Dependent Claim
125 words
A liquid-crystalline material according to claim 1 having positive dielectric anisotropy and containing 0.01 to 10% by weight of an azo dyestuff of the formula ##STR102## in which Z designates an O or S atom, R 1 ", R 2 ", R 4 " and R 5 " designate hydrogen, halogen, C 1 -C 4 -alkyl, and C 1 -C 4 -alkoxy with the proviso that either R 1 " and R 5 " or R 2 " and R 4 " denote hydrogen and R 7 , R 8 designate hydrogen, halogen, C 1 -C 6 -alkyl or C 1 -C 6 -alkoxy and R 9 , R 12 designate hydrogen, C 1 -C 6 -alkyl, cyclopentyl, cyclohexyl, phenyl, napthyl, benzyl, phenethyl or acyl.
Claim 4
Dependent Claim
27 words
A liquid-crystal composition according to claim 1, wherein R 1 ', R 2 ', R 4 ' and R 5 ' designate hydrogen, chlorine, methyl or methoxy.
Claim 5
Dependent Claim
119 words
A liquid-crystal composition according to claim 1, wherein said azo dyestuff is an azo dyestuff of the formula ##STR103## in which R 1 '", R 2 '", R 4 '", and R 5 '" designate hydrogen, C 1 -C 4 -alkyl, halogen, or C 1 -C 4 -alkoxy, with the proviso that one or two of these substituents differ from hydrogen and R 9 ' and R 12 ' designate C 1 -C 4 -alkyl, aminocarbonyl, benzyl, or benzyl which is substituted by halogen, nitro, C 1 -C 4 -alkyl or by C 1 -C 4 -alkoxy and R 7 ' and R 8 ' represent hydrogen, halogen, C 1 -C 4 -alkyl, or C 1 -C 4 -alkoxy.
Claim 6
Dependent Claim
72 words
A liquid-crystal composition according to claim 4 containing an azo dyestuff of formula (IV) in which R 1 '", R 2 '", R 4 '" and R 5 '" designate hydrogen, methyl, chlorine, methoxy and R 9 ' and R 12 ' designate methyl, aminocarbonyl, benzyl, or benzyl which is substituted by chlorine, nitro, methyl or by methoxy and R 7 ' and R 8 ' represent hydrogen, chlorine, methyl, or methoxy.
Claim 7
Dependent Claim
139 words
A liquid-crystal composition according to claim 1 wherein said azo dyestuff is an azo dyestuff of the formula ##STR104## in which R 1 '", R 2 '", R 4 '" and R 5 '" designate hydrogen, C 1 -C 4 -alkyl, halogen, or C 1 -C 4 -alkoxy with the proviso that one or two of these substituents differ from hydrogen and R 10 ', R 11 ', R 13 ' and R 14 ' represent hydrogen, C 1 -C 4 -alkyl, C 1 -C 4 -alkyl which is substituted by hydroxyl, cyano, phenoxy, C 1 -C 4 -alkoxy or by (C 1 -C 4 -alkoxy)-carbonyloxy, or R 10 ' R 11 ', R 13 ' and R 14 ' represent cyclohexyl, phenyl, naphthyl, benzyl, phenethyl, (C 1 -C 4 -alkyl)-carbonyl, benzoyl, (C 1 -C 4 -alkyl)-aminocarbonyl or phenylaminocarbonyl.
Claim 8
Dependent Claim
19 words
A liquid-crystal composition according to claim 6, wherein R 1 '"=R 5 '" or R 2 '"=R 4 '".
Claim 9
Dependent Claim
20 words
A liquid-crystal composition according to claim 1, which further comprises another dyestuff in admixture with the dyestuff of claim 1.
Claim 10
Dependent Claim
15 words
A liquid-crystal composition according to claim 8, wherein said another dyestuff is an anthraquinone dyestuff.
Claim 11
Dependent Claim
22 words
A liquid-crystal composition according to claim 1, wherein said azo dyestuff is present in an amount of 0.5 to 5% by weight.
References Cited (Backward Citations)
US4145114A
Cited
US4137193A
Cited
US4128497A
Cited
US4179395A
Cited
US4122027A
Cited
US4350603A
Cited
US4394070A
Cited
US4308161A
Cited
US4308164A
Cited
US4308162A
Cited
US4359398A
Cited
US4426312A
Cited
JPS58111884A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1988-05-27 | 1988-11-26 | 1989-05-28 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1992-05-27 | 1992-11-26 | 1993-05-28 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1996-05-27 | 1996-11-26 | 1997-05-28 | $7700.00 | Window Closed / Lapsed |