← Back to Patent Explorer
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
📄 Original PDF 🌐 Google Patents 🔄 Sync Now

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 15:25
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.

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

Assigned Categories & Tags

No categories assigned to this patent yet.

Assign Category Tag