Patent US4455253A successfully refreshed from Google Patents.
US4455253A
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Pleochroic anthraquinone dyes
Assignee: Imperial Chemical Industries Ltd
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Filing: 1982-02-24
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Granted: 1984-06-19
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Expires: 2002-02-24
Abstract
Abstract An anthraquinone dye free from water-solubilizing and ionic substituents of the general formula: <IMAGE> wherein Q is NH2, OH, alkyl, aryl, NO2 or halo; n is 0 to 4; each X independently is H, -SR, -NZ1Z2 or Q; each R independently is alkyl, aryl or cycloalkyl; Z1 and Z2 are independently H, alkyl, cycloalkyl or aryl; provided that there are at least two different -SR groups and that where only two X's represent -SR groups at least one R is aryl and the two -SR groups are in the 1 & 5 or the 1 & 8 positions. In addition to the normal textile applications the dye is suitable for use in the coloration of liquid crystals for electro-optic displays.
Inventors
- 👤 David J. Thompson
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-08 11:33
CPC Classifications
C; C09; C09B; C09B1/00; C09B1/56; C09B1/58; C09K; C09K19/00; C09K19/52; C09K19/60; C09K19/603
Claims Analysis
Total Claims: 20
Claim 1
Independent Claim
139 words
An anthraquinone dye free from water-solubilising and ionic substituents of the general formula: ##STR16## wherein Q is NH 2 , C 1 to C 20 alkyl, mono- or bi-carbocyclic aryl, NO 2 or halo; n is 0 to 4; each X independently is H, --SR, --NZ 1 Z 2 or Q; each R independently is C 1 to C 20 alkyl, mono- or bi-carbocyclic aryl or C 4 to C 8 cycloalkyl; Z 1 & Z 2 are independently H, C 1 to C 20 alkyl, C 4 to C 8 cycloalkyl or mono- or bi-carbocyclic aryl; provided that there are at least two different --SR groups and that where only two X's represent --SR groups at least one R is aryl and the two --SR groups are in the 1 & 5 or the 1 & 8 positions.
Claim 2
Dependent Claim
139 words
An anthraquinone dye free from water-solubilising and ionic substituents of the general formula: ##STR16## wherein Q is NH 2 , C 1 to C 20 alkyl, mono- or bi-carbocyclic aryl, NO 2 or halo; n is 0 to 4; each X independently is H, --SR, --NZ 1 Z 2 or Q; each R independently is C 1 to C 20 alkyl, mono- or bi-carbocyclic aryl or C 4 to C 8 cycloalkyl; Z 1 & Z 2 are independently H, C 1 to C 20 alkyl, C 4 to C 8 cycloalkyl or mono- or bi-carbocyclic aryl; provided that there are at least two different --SR groups and that where only two X's represent --SR groups at least one R is aryl and the two --SR groups are in the 1 & 5 or the 1 & 8 positions.
Claim 3
Dependent Claim
34 words
An anthraquinone dye according to claim 1 wherein n is 0 and 2, 3 or 4 of the groups represented by X are --SR, the remainder being H or --NZ 1 Z 2 .
Claim 4
Dependent Claim
49 words
An anthraquinone dye free from water-solubilising and ionic substituents of the formula: ##STR17## wherein R 1 is mono- or bi-carbocyclic aryl, R 2 is C 1 to C 20 alkyl, C 4 to C 8 cycloalkyl or mono- or bi-carbocyclic aryl; and R 1 and R 2 are different.
Claim 5
Dependent Claim
49 words
An anthraquinone dye free from water-solubilising and ionic substituents of the formula: ##STR17## wherein R 1 is mono- or bi-carbocyclic aryl, R 2 is C 1 to C 20 alkyl, C 4 to C 8 cycloalkyl or mono- or bi-carbocyclic aryl; and R 1 and R 2 are different.
Claim 6
Dependent Claim
29 words
An anthraquinone dye according to claim 3 wherein R 1 and R 2 are both phenyl radicals which differ in the nature or the position of a substituent thereon.
Claim 7
Dependent Claim
17 words
The anthraquinone compound according to claim 3 wherein R 1 is phenyl and R 2 is 4-t-butylphenyl.
Claim 8
Dependent Claim
17 words
The anthraquinone compound according to claim 3 wherein R 1 is phenyl and R 2 is cyclohexyl.
Claim 9
Dependent Claim
58 words
An anthraquinone dye free from water-solubilising and ionic substituents of the formula: ##STR18## wherein T 1 , T 2 , T 3 and T 4 are each independently C 1 to C 20 alkyl, mono- or bi-carbocyclic aryl or C 4 to C 8 cycloalkyl and not more than three of T 1 to T 4 are identical.
Claim 10
Dependent Claim
58 words
An anthraquinone dye free from water-solubilising and ionic substituents of the formula: ##STR18## wherein T 1 , T 2 , T 3 and T 4 are each independently C 1 to C 20 alkyl, mono- or bi-carbocyclic aryl or C 4 to C 8 cycloalkyl and not more than three of T 1 to T 4 are identical.
Claim 11
Dependent Claim
23 words
An anthraquinone dye of the formula: ##STR19## wherein T 9 is H, T 10 is t-butyl and m is from 1 to 3.
Claim 12
Dependent Claim
23 words
An anthraquinone dye of the formula: ##STR19## wherein T 9 is H, T 10 is t-butyl and m is from 1 to 3.
Claim 13
Dependent Claim
23 words
The anthraquinone compound according to claim 7 wherein T 1 , T 2 and T 3 are 4-t-butylphenyl and T 4 is phenyl.
Claim 14
Dependent Claim
63 words
An anthraquinone dye according to claim 1 of the formula: ##STR20## wherein Y 1 , Y 2 and Y 3 are each independently C 1 to C 20 alkyl, mono- or bi-carbocyclic aryl or C 4 to C 8 cycloalkyl and X 1 is H or --NZ 1 Z 2 provided not more than two of Y 1 to Y 3 are identical.
Claim 15
Dependent Claim
24 words
The anthraquinone dye according to claim 10 wherein Y 1 and Y 3 are 4-t-butylphenyl, Y 2 is phenyl and X 1 is H.
Claim 16
Dependent Claim
24 words
The anthraquinone dye according to claim 10 wherein Y 1 and Y 3 are 4-t-butylphenyl, Y 2 is phenyl and X 1 is anilino.
Claim 17
Dependent Claim
42 words
A composition comprising at least one unsymmetrical poly(substituted thio)anthraquinone dye according to claim 1, in which there are at least two different substituted thio groups, and at least one symmetrical poly-(substituted thio)anthraquinone dye, in which all the substituted thio groups are identical.
Claim 18
Dependent Claim
18 words
A composition according to claim 13 containing at least 50%, by weight, of the unsymmetrical poly(substituted thio)anthraquinone dye.
Claim 19
Dependent Claim
38 words
An anthraquinone dye or composition according to claim 1 or 13 wherein the product of the molar extinction of the dye or composition and the solubility of the dye (in moles/liter) is at least 500 cm -1 .
Claim 20
Dependent Claim
63 words
An anthraquinone compound according to any one of claims 1 to 3, 7 and 10 wherein at least one of the aryl groups represented by R, R 1 , R 2 , T 1 to T 4 and Y 1 to Y 3 carries a non-ionic constituent selected from C 1 to C 10 alkyl, C 4 to C 8 cycloalkyl and phenyl.
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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) | 1987-06-19 | 1987-12-19 | 1988-06-19 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1991-06-19 | 1991-12-19 | 1992-06-19 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1995-06-19 | 1995-12-19 | 1996-06-19 | $7700.00 | Window Closed / Lapsed |