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US4122027A
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Dichroic liquid crystal composition with 4,4-bis (substituted naphthylazo)azobenzene dichroic dyes
Assignee: Amespace Inc
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Filing: 1976-11-08
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Granted: 1978-10-24
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Expires: 1996-11-08
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 21:51
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.
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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) | 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 |