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US4122027A Expired / Lapsed US ⏱️ 0.0 years remaining

Dichroic liquid crystal composition with 4,4-bis (substituted naphthylazo)azobenzene dichroic dyes

Assignee: Amespace Inc
•
Filing: 1976-11-08
•
Granted: 1978-10-24
•
Expires: 1996-11-08
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Abstract

Abstract Dichroic dyes of the 4,4'-Bis-(substituted naphthylazo)azobenzene type, each having three azo (--N═N--) bonding groups, provide a high order parameter in excess of 0.70, when dissolved in liquid crystal mixtures to provide contrast ratios on the order of 10:1.

Inventors

  • 👤 Herbert S. Cole, Jr.
  • 👤 Siegfried Aftergut

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-23 19:09
CPC Classifications
C; C09; C09K; C09K19/00; C09K19/52; C09K19/60; C09K19/601; G; G03; G03C; G03C7/00; G03C7/30; G03C7/32; G03C7/333; G03C7/3335

Claims Analysis

Total Claims: 3
Claim 1
Independent Claim 184 words
A dichroic dye dissolved in a nematic liquid crystal host material of positive dielectric anisotropy and imparting a blue color thereto, said dichroic dye-nematic liquid crystal mixture having a high degree of photostability; said dye being a 4,4'-Bis-(substituted naphthylazo)azobenzene with a general chemical formula: ##STR5## wherein the substituents at bonds R and R', are coordinately selected for a desired set of an approximate order parameter (S) and an approximate wavelength (λ Max .) of maximum absorption in accordance with the following table: ______________________________________ Dye R R' S .sup.λ Max. (nm.) ______________________________________ a NHCH.sub.3 H 0.75 595 b NHC.sub.2 H.sub.5 H 0.72 598 c NH.sub.2 NH.sub.2 0.74 595 ##STR6## 0.72 610 e ##STR7## 0.72 605 ______________________________________ the approximate order parameter and approximate maximum absorption wavelength being measured with said dye dissolved in a host material consisting of a mixture of 70% by weight of p-pentylphenyl 2-chloro-4-(p-pentyl-benzoyloxy)benzoate, and 30% by weight of an ester mixture composed approximately of 50-60% by weight of 4'-n-pentylphenyl ester of anisic acid, 25-35% by weight of 4'-n-pentylphenyl ester of 4-hexyloxybenzoic acid, and 10-15% by weight of (2'-cyano-4'-butylphenyl) ester of 4-(hexanoyloxybenzoyloxy)benzoic acid.
Claim 2
Dependent Claim 184 words
A dichroic dye dissolved in a nematic liquid crystal host material of positive dielectric anisotropy and imparting a blue color thereto, said dichroic dye-nematic liquid crystal mixture having a high degree of photostability; said dye being a 4,4'-Bis-(substituted naphthylazo)azobenzene with a general chemical formula: ##STR5## wherein the substituents at bonds R and R', are coordinately selected for a desired set of an approximate order parameter (S) and an approximate wavelength (λ Max .) of maximum absorption in accordance with the following table: ______________________________________ Dye R R' S .sup.λ Max. (nm.) ______________________________________ a NHCH.sub.3 H 0.75 595 b NHC.sub.2 H.sub.5 H 0.72 598 c NH.sub.2 NH.sub.2 0.74 595 ##STR6## 0.72 610 e ##STR7## 0.72 605 ______________________________________ the approximate order parameter and approximate maximum absorption wavelength being measured with said dye dissolved in a host material consisting of a mixture of 70% by weight of p-pentylphenyl 2-chloro-4-(p-pentyl-benzoyloxy)benzoate, and 30% by weight of an ester mixture composed approximately of 50-60% by weight of 4'-n-pentylphenyl ester of anisic acid, 25-35% by weight of 4'-n-pentylphenyl ester of 4-hexyloxybenzoic acid, and 10-15% by weight of (2'-cyano-4'-butylphenyl) ester of 4-(hexanoyloxybenzoyloxy)benzoic acid.
Claim 3
Dependent Claim 25 words
A dichroic dye composition as set forth in claim 1, wherein about 0.5% by weight of said dye is dissolved in said liquid crystal material.

References Cited (Backward Citations)

US3597044A Cited
US3703329A Cited
US3864022A Cited
US3833287A Cited
US3960750A Cited
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GB1459046A Cited
US4032219A Cited
DE2627215A1 Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1981-10-23 1982-04-24 1982-10-24 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1985-10-23 1986-04-24 1986-10-24 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1989-10-23 1990-04-24 1990-10-24 $7700.00 Window Closed / Lapsed

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