← Back to Patent Explorer
US4491532A Expired / Lapsed US ⏱️ 0.0 years remaining

Liquid-crystal mixture with a pleochroic anthraquinone dye, and method for producing such a dye

Assignee: Merck Patent GmbH
•
Filing: 1981-09-10
•
Granted: 1985-01-01
•
Expires: 2001-09-10
📄 Original PDF 🌐 Google Patents 🔄 Sync Now

Abstract

Abstract Liquid-crystal mixture with a pleochroic anthraquinone dye of the general formula ##STR1## with R 1 , R 3 , R 4 , R 6 =H, OH, OCH 3 , NH 2 , NHCH 3 , NO 2 , characterized by the feature that ##STR2## (R 7 =H, alkyl, cycloalkyl, alkoxy, alkylmercapto, amino, alkylamino, dialkylamino, nitro, cyano, halogen), ##STR3## COOR 9 , CH 2 --OR 9 (R 8 =H, alkyl, cycloalkyl, alkoxy, alkylmercapto, amino, alkylamino, dialkylamino, nitro, cyano, halogen); R 9 =H, alkyl and either R 1 , R 4 =H, OH, NH 2 , NHCH 3 , NO 2 , NHCH 3 , NO 2 , OCH 3 , where at least one of the two radical is an NH 2 or an NHCH 3 , R 3 =R 6 =H, or R 3 , R 6 =H, OH, NH 2 , NHCH 3 , NO 2 , OCH 3 , where at least one of the two radicals is an NH 2 or an NHCH 3 , R 1 =R 4 =H.

Inventors

  • 👤 Gunther Scherowsky
  • 👤 Alexander Moller
  • 👤 Gerd Heppke
  • 👤 Burkhard Knippenberg

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-08 11:54
CPC Classifications
C; C09; C09B; C09B1/00; C09B1/50; C09B1/16; C09B1/20; C09B1/22; C09B55/00; C09B55/005; C09B55/007; C09K; C09K19/00; C09K19/52; C09K19/60; C09K19/603

Claims Analysis

Total Claims: 18
Claim 1
Independent Claim 234 words
Liquid-crystal system comprising a pleochroic anthraquinone dye dissolved in a liquid crystal material, said dye represented by the general formula ##STR11## wherein R 1 , R 3 , R 4 and R 6 are selected from the group consisting of H, OH, OCH 3 , NH 2 , NHCH 3 and NO 2 , the combination wherein ##STR12## in which R 7 is selected from the group consisting of H, alkyl, cycloalkyl, alkoxy, alkylmercapto, amino, alkylamino, dialkylamino, nitro, cyano and halogen, ##STR13## CHO, COOR 9 , CH 2 --OR 9 in which R 8 is selected from the group consisting of H, alkyl, cycloalkyl, alkoxy, alkylmercapto, amino, alkylamino, dialkylamino, nitro, cyano and halogen, and in which R 9 is selected from the group consisting of H and alkyl, and either wherein R 1 and R 4 are selected from the group consisting of H, OH, NH 2 , NHCH 3 , NO 2 and OCH 3 , where at least one of the two radicals is an NH 2 or an NHCH 3 , R 3 and R 6 each is H, or wherein R 3 and R 6 are selected from the group consisting H, OH, NH 2 , NHCH 3 , NO 2 and OCH 3 , where at least one of the two radicals is an NH 2 or an NHCH 3 , R 1 and R 4 each is H.
Claim 2
Dependent Claim 234 words
Liquid-crystal system comprising a pleochroic anthraquinone dye dissolved in a liquid crystal material, said dye represented by the general formula ##STR11## wherein R 1 , R 3 , R 4 and R 6 are selected from the group consisting of H, OH, OCH 3 , NH 2 , NHCH 3 and NO 2 , the combination wherein ##STR12## in which R 7 is selected from the group consisting of H, alkyl, cycloalkyl, alkoxy, alkylmercapto, amino, alkylamino, dialkylamino, nitro, cyano and halogen, ##STR13## CHO, COOR 9 , CH 2 --OR 9 in which R 8 is selected from the group consisting of H, alkyl, cycloalkyl, alkoxy, alkylmercapto, amino, alkylamino, dialkylamino, nitro, cyano and halogen, and in which R 9 is selected from the group consisting of H and alkyl, and either wherein R 1 and R 4 are selected from the group consisting of H, OH, NH 2 , NHCH 3 , NO 2 and OCH 3 , where at least one of the two radicals is an NH 2 or an NHCH 3 , R 3 and R 6 each is H, or wherein R 3 and R 6 are selected from the group consisting H, OH, NH 2 , NHCH 3 , NO 2 and OCH 3 , where at least one of the two radicals is an NH 2 or an NHCH 3 , R 1 and R 4 each is H.
Claim 3
Dependent Claim 23 words
Liquid-crystal system according to claim 1, wherein R 1 and R 4 each is NH 2 and wherein R 2 =R 5 .
Claim 4
Dependent Claim 20 words
Liquid-crystal system according to claim 2, wherein R.sup.7 =C.sub.n H.sub.2n+1 and wherein n is an integer not greater than 8.
Claim 5
Dependent Claim 8 words
Liquid-crystal system according to claim 3, wherein n=0.
Claim 6
Dependent Claim 8 words
Liquid-crystal system according to claim 3, wherein n=4.
Claim 7
Dependent Claim 23 words
Liquid-crystal system according to claim 2, wherein R 7 =--O--C n H 2n+1 and wherein n is an integer not greater than 8.
Claim 8
Dependent Claim 8 words
Liquid-crystal system according to claim 6, wherein n=4.
Claim 9
Dependent Claim 37 words
Liquid-crystal system according to claim 1, wherein R 1 and R 4 each is NH 2 , R 7 =C n H 2n+1 in which n is an integer not greater than 8, and R 5 =CHO.
Claim 10
Dependent Claim 8 words
Liquid-crystal system according to claim 8, wherein n=4.
Claim 11
Dependent Claim 36 words
Liquid-crystal system according to claim 1 wherein the mixture of the pleochroic anthraquinone dye in liquid crystal material contains additionally a yellow and blue dye, and where the mixture formed by the three dyes in achromatic.
Claim 12
Dependent Claim 16 words
Liquid-crystal system according to claim 10, wherein one of the two additional dyes is an anthraquinone.
Claim 13
Dependent Claim 37 words
Liquid-crystal system according to claim 2 wherein the mixture of the pleochroic anthraquinone dye in liquid crystal material contains additionally a yellow and a blue dye, and where the mixture formed by the three dyes is achromatic.
Claim 14
Dependent Claim 37 words
Liquid-crystal system according to claim 3 wherein the mixture of the pleochroic anthraquinone dye in liquid crystal material contains additionally a yellow and a blue dye, and where the mixture formed by the three dyes is achromatic.
Claim 15
Dependent Claim 37 words
Liquid-crystal system according to claim 6 wherein the mixture of the pleochroic anthraquinone dye in liquid crystal material contains additionally a yellow and a blue dye, and where the mixture formed by the three dyes is achromatic.
Claim 16
Dependent Claim 37 words
Liquid-crystal system according to claim 8 wherein the mixture of the pleochroic anthraquinone dye in liquid crystal material contains additionally a yellow and a blue dye, and where the mixture formed by the three dyes is achromatic.
Claim 17
Dependent Claim 40 words
Liquid-crystal mixture according to claim 10, wherein the yellow dye is 1,5-dihydroxy-2-(methoxyphenyl) anthraquinone; the blue dye is 1,5-diamino-4,8-dihydroxy-3,7-di(4-methoxyphenyl)anthraquinone; and the third dye is 1,5-diamino-2,6-di(phenylimino-methyl) anthraquinone, where the three dyes have a mutual weight ratio of 1:0.8 to 1.3:0.2 to 0.4.
Claim 18
Dependent Claim 14 words
Liquid crystal mixture according to claim 16, wherein the weight ratio is about 1:1:0.33.

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1988-01-01 1988-07-02 1989-01-01 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1992-01-01 1992-07-02 1993-01-01 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1996-01-01 1996-07-02 1997-01-01 $7700.00 Window Closed / Lapsed

Assigned Categories & Tags

No categories assigned to this patent yet.

Assign Category Tag