US4703113A
Expired / Lapsed
US
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Water-soluble triazine black dyes free from cellulose reactive groups and suitable for use in inks
Assignee: Syngenta Ltd
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Filing: 1985-08-12
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Granted: 1987-10-27
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Expires: 2005-08-12
Abstract
Abstract A water-soluble dye, free from cellulose reactive groups, of the formula: <IMAGE> wherein R1 is -(CaH2aO)m(CbH2bO)nH, R2 is H or -(CaH2aO)m(CbH2bO)nH, or R1 & R2 together with the nitrogen atom form a morpholine ring a & b are different and from 1 to 8 m is from 1 to 10; n is from 0 to 9; M is H, ammonium, or a monovalent metal; X (i) NR1R2, (ii) NR3R4, in which R3 and R4 are each independently selected from H, alkyl and aryl, or (iii) the residue of a mono- or bis-azo chromophore comprising benzene, naphthalene or mono- or bi-cyclic heteroaryl diazo and coupling components linked to the triazine nucleus through an amino linking group; and Y is (i) the residue of a benzene, naphthalene or mono or bi-cyclic heteroaryl diazo component or (ii) the residue of a mono- or bis-azo chromophore carrying a diazotisable amino group and comprising benzene, naphthalene or mono- or bi-cyclic heteroaryl diazo and coupling components; provided that the dye contains one or at least three azo groups and an ink derived from the dye which is suitable for use in printing, especially ink jet printing.
Inventors
- 👤 Anthony G. W. Baxter
- 👤 Stephen B. Bostock
- 👤 David Greenwood
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-30 19:15
CPC Classifications
C; C09; C09D; C09D11/00; C09D11/30; C09D11/32; C09D11/328; C09B; C09B29/00; C09B29/24; C09B29/28; C09B29/30; C09B43/00; C09B43/12; C09B43/136; C09B43/16; Y; Y10; Y10S; Y10S260/00; Y10S260/38
Claims Analysis
Total Claims: 10
Claim 1
Independent Claim
206 words
A water soluble black dye, free from cellulose reactive groups, of the formula: ##STR3## wherein R 1 is --(C a H 2a O) m (C b H 2b O) n H, R 2 is H or --(C a H 2a O) m (C b H 2b O) n H, or R 1 and R 2 together with the nitrogen atom form a morpholine ring a and b are different and are from 2 to 8 m is from 1 to 10; n is from 0 to 9; M is H, ammonium, or a monovalent metal; X is a monoazo chromophore derived from a benzene or naphthalene diazo component and a benzene, naphthalene or monoheterocyclic coupling component or a bisazo chromophore derived from benzene or naphthalene dizao components and benzene or naphthalene coupling components, in which the monoazo or bisazo chromophore is linked to the triazine group through a group --NR 5 -- in which R 5 is selected from H, C 1-4 -alkyl and phenyl; and Y is a monoazo chromophore derived from a benzene, naphthalene or monoheterocyclic diazo component and a benzene or naphthalene coupling component carrying at least one SO 3 M group; provided that the dye contains from three to five azo groups.
Claim 2
Dependent Claim
206 words
A water soluble black dye, free from cellulose reactive groups, of the formula: ##STR3## wherein R 1 is --(C a H 2a O) m (C b H 2b O) n H, R 2 is H or --(C a H 2a O) m (C b H 2b O) n H, or R 1 and R 2 together with the nitrogen atom form a morpholine ring a and b are different and are from 2 to 8 m is from 1 to 10; n is from 0 to 9; M is H, ammonium, or a monovalent metal; X is a monoazo chromophore derived from a benzene or naphthalene diazo component and a benzene, naphthalene or monoheterocyclic coupling component or a bisazo chromophore derived from benzene or naphthalene dizao components and benzene or naphthalene coupling components, in which the monoazo or bisazo chromophore is linked to the triazine group through a group --NR 5 -- in which R 5 is selected from H, C 1-4 -alkyl and phenyl; and Y is a monoazo chromophore derived from a benzene, naphthalene or monoheterocyclic diazo component and a benzene or naphthalene coupling component carrying at least one SO 3 M group; provided that the dye contains from three to five azo groups.
Claim 3
Dependent Claim
18 words
A dye according to claim 1 wherein NR 1 R 2 is selected from hydroxyethylamino, di(hydroxyethyl)amino and morpholino.
Claim 4
Dependent Claim
75 words
A dye according to claim 1 wherein Y is a monoazo chromophore derived from benzene and naphthalene diazo and coupling components carrying one or two sulphonic acid groups or a monoazo chromophore derived from benzene and naphthalene diazo and coupling components carrying one or two sulphonic acid groups and a group selected from C 1-4 -alkyl, C 1-4 -alkoxy, C 1-4 -alkyl-carbonylamino, ureido, mono- & di-C 1-4 -alkylamino, phenylamino, nitro, halogen, carboxylate, sulphonate and hydroxy.
Claim 5
Dependent Claim
16 words
A dye according to claim 3 wherein Y is selected from 2-methoxy-4-(2,5-disulphophenylazo)-5-methylphen-1-yl, 2-methoxy-4-(2-sulpho-4-nitrophenylazo)-5-methylphen-1-yl, 4-(thiazol-2-ylazo)-2,5-disulphophen-1-yl-2,5-dimethylphen-1-yl, and 4-(2,5-disulphophenylazo)-2,5-dimethylphen-1-yl.
Claim 6
Dependent Claim
81 words
A dye according to claim 1 wherein X is a monoazo or a bisazo chromophore derived from benzene or naphthalene diazo and coupling components, carrying one or two sulphonic acid groups or a monoazo or a bisazo chromophore derived from benzene or naphthalene diazo and coupling components, carrying one or two sulphonic acid groups and a group selected from C 1-4 -alkyl, C 1-4 -alkyoxy, C 1-4 -alkyl-carbonylamino, ureido, mono- & di-C 1-4 -alkylamino, phenylamino, nitro, halogen, carboxylate, sulphonate and hydroxy.
Claim 7
Dependent Claim
17 words
A dye according to claim 5 wherein X is selected from 5-hydroxy-6-(2-sulphophenylazo)-7-sulphonaphth-2-ylimino, 2-methyl-4-(2,5-disulphophenylazo)phen-1-ylimino, 6-sulpho-7-(3,6,8-trisulphonaphth-2-ylazo)-8-hydroxy-naphth-2-ylimino, 3-ureido-4-(2,5-dimethyl-4[2,5-disulphophenylazo]phenylazo)phen-1-ylimino, 3-acetylamino-4-(2,5-dimethyl-4-[2,5-disulphophenylazo]phenylazo)-phen-1-ylimino, 3-sulpho-4-(1-[4-sulphophenyl]-3-carboxypyrazolin-5-on-4-ylazo)phenylimino
Claim 8
Dependent Claim
13 words
A dye according to claim 1 carrying 5 or 6 sulphonic acid groups.
Claim 9
Dependent Claim
29 words
The dye according to claim 1 wherein M is potassium, Y is 2-methoxy-4-(2,5-disulphophenylazo)-5-methylphenyl (K salt), X is 5-hydroxy-6-(2-sulphophenylazo)-7-sulphonaphth-2-ylimino (K salt), R 1 is hydroxyethyl and R 2 is H.
Claim 10
Dependent Claim
29 words
The dye according to claim 1 wherein M is potassium, Y is 2-methoxy-4-(2,5-disulphophenylazo)-5-methylphenyl (K salt), X is 3-ureido-4-(4-[2,5-disulphophen-1-ylazo]-2,5-dimethylphen-1-ylazo)phenylimino (K salt), R 1 is hydroxyethyl and R 2 is H.
References Cited (Backward Citations)
GB921319A
Cited
US3110710A
Cited
US3072454A
Cited
US3658783A
Cited
US4083840A
Cited
CH609084A5
Cited
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| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
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| 3.5 Years (Year 4) | 1990-10-26 | 1991-04-27 | 1991-10-27 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1994-10-26 | 1995-04-27 | 1995-10-27 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1998-10-26 | 1999-04-27 | 1999-10-27 | $7700.00 | Window Closed / Lapsed |