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EP0084208A2
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Asymmetric dichroic dye molecules having polyazoaryl linking groups and substituted aryl thiazyl substituents
Assignee: 3M Co
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Filing: 1982-05-12
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Granted: —
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Expires: 2002-05-12
Abstract
Abstract Asymmetric molecules having a plurality of arylazo linking groups, bis-substituted aryl thiazyl end groups, and either naphthyl, perimidine or julolidene end groups, are found to be dichroic dyes which form guest-host combinations with nematic liquid crystals. These dichroic dyes have absorption maxima at wavelengths greater than 600 nanometers and transmit less than 50% of incident light having wavelengths between 600 and 700 nanometers. Thus these dyes, when combined with dichroic dyes which have absorption maxima between 400 and 600 nanometers, and nematic liquid crystals, are useful to provide electro-optical displays which change from clear to a neutral black colour or vice versa when an electric field is applied to the electro-optical display.
Inventors
- 👤 William A. Huffman
- 👤 James C. Novack
Bibliographic Details
Application Number
—
Jurisdiction
EP
Data Source
google_patents
Last Synchronized
2026-10-26 16:49
CPC Classifications
C; C09; C09B; C09B67/00; C09B67/0033; C09K; C09K19/00; C09K19/52; C09K19/60; B; B82; B82B; B82B3/00; C09B31/00; C09B35/00; C09B35/50; C09K19/601; B82Y; B82Y40/00
Claims Analysis
Total Claims: 10
Claim 1
Independent Claim
42 words
A dichroic dyestuff characterized in that it has the general formula wherein: A is a poly(arylazo) linking group; Q is a bis-substituted aryl thiazyl substituent; and Z is selected from the group consisting of 4-amino substituted naphthalene, 2,3-dihydro-2,2'-substituted- perimidene or julolidene groups.
Claim 2
Dependent Claim
42 words
A dichroic dyestuff characterized in that it has the general formula wherein: A is a poly(arylazo) linking group; Q is a bis-substituted aryl thiazyl substituent; and Z is selected from the group consisting of 4-amino substituted naphthalene, 2,3-dihydro-2,2'-substituted- perimidene or julolidene groups.
Claim 3
Dependent Claim
129 words
The dichroic dyestuff of Claim 1, further characterized in that the poly(arylazo) linking group A has the formula: wherein M is 0, or an integer from 1 to 6, and x is independently 0,1,2 or 4, provided that where x is 4, the R groups are independently selected fran the group consisting of alkyl or alkoxy groups having from about 1 to 8 carbon atans; where x is 2, the R groups are independently selected from the group consisting of alkyl or alkoxy groups having fran about 1 to 8 carbon atoms, and the two R groups are.not substituted on adjacent ring carbon atoms; and when x is 1, in from 0 to m groups, R is the group -C=CH-CH=CH- which is substituted in two adjacent ring carbon atoms.
Claim 4
Dependent Claim
58 words
The dichroic dyestuff of Claim 1, further characterized in that the bis-substituted aryl thiazyl group Q has the formula: wherein B and B are independently selected from the group consisting of H, C n H 2n+1' OC n H 2n+1' phenyl or p hcnoxy, trifluoromethylsulfonyl, cyano, and thiocyanato substituents. wherein n is an integer fran 1 to 10.
Claim 5
Dependent Claim
20 words
The dichroic dyestuff of Claim 1 , further characterized in that the bis-substituted aryl thiazyl group Q has the formula:
Claim 6
Dependent Claim
16 words
The dichroic dyestuff of Claim 1, wherein the bis-substituted aryl thiazyl group Q has the formula:
Claim 7
Dependent Claim
55 words
The dichroic dyestuff of Claim 1, further characterized in that Z is a 4-amino substituted naphthalene having the fonnula: wherein R 1 is selected from the group consisting of H and C n H 2n+1 ' and wherein R 2 is C n H 2n+1 , wherein n is an integer fran 1 to 20.
Claim 8
Dependent Claim
92 words
The dichroic dyestuff of Claim 1, further characterized in that Z has the formula: wherein R 3 and R 4 are independently selected from the group consisting of alkyls and alkenes having 1-20 carbon atoms, aryls, cycloaliphatic and heterocyclic rings, or R 3 and R 4 are combined and, together with the 2 carbon of the perimidine moiety, form cycloaliphatic or heterocyclic rings, said cycloaliphatic and heterocyclic rings having from about 4 to 12 carbon atoms and said rings comprising atoms selected from the group consisting of carbon, nitrogen, oxygen, and sulfur.
Claim 9
Dependent Claim
61 words
The pelochroic dyestuff of Claim 1, further characterized in that Z is selected from the group consisting of: wherein R 5 is a lower alkyl having about 1 to 6 carbon atoms, and wherein the cyclcpentyl and cyclohexyl rings are substituted in available positions by groups independently selected from the group consisting of H and lower alkyls having 1-8 carbon atoms.
Claim 10
Dependent Claim
18 words
The dichroic dyestuff of Claim 1, further characterized in that Z is a julolidene group having the formula:
References Cited (Backward Citations)
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