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US4735657A
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Water-soluble dye in an ink
Assignee: Canon Inc
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Filing: 1986-09-04
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Granted: 1988-04-05
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Expires: 2006-09-04
Abstract
Abstract A water-soluble dye, free from cellulose reactive groups, of the formula: ##STR1## 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 from 1 to 8 m is from 1 to 10; n is from 0 to 9; Y is the residue of a copper phthalocyanine sulphonic acid of the formula: CuPc(SO.sub.3 M).sub.q p is from 1 to 3 q is from 1 to 3 p+q is from 3 to 4 M is H, ammonium, or a monovalent metal; X is NR 1 R 2 , alkoxy, NR 3 R 4 in which R 3 and R 4 are each independently selected from H, alkyl and aryl, or the residue of a mono- or dis-azo chromophore comprising benzene, naphthalene or mono- or bi-cyclic heteroaryl diazo and coupling components, linked to the triazine nucleus through a primary or secondary amine linking group; and Z is a divalent linking group, which is suitable for the preparation of a printing ink, especially for 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
2026-10-28 11:48
CPC Classifications
C; C09; C09D; C09D11/00; C09D11/30; C09D11/32; C09D11/328; C09B; C09B47/00; C09B47/04; C09B47/08; C09B47/24; C09B47/26
Claims Analysis
Total Claims: 13
Claim 1
Independent Claim
196 words
An ink comprising water-soluble dye, free from cellulose reactive groups, of the formula: ##STR4## 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 from 1 to 8 m is from 1 to 10; n is from 0 to 9; Y is the residue of a copper phthalocyanine sulphonic acid of the formula: CuPc(SO.sub.3 M).sub.q p is from 1 to 3 q is from 1 to 3 p+q is from 3 to 4 M is H, ammonium, or a monovalent metal; X is NR 1 R 2 , alkoxy, NR 3 R 4 in which R 3 and R 4 are each independently selected from H, alkyl and aryl, or the residue of a mono- or dis-azo chromophore comprising benzene, naphthalene or mono- or bi-cyclic heteroaryl diazo and coupling components, linked to the triazine nucleus through a primary or secondary amine linking group; and Z is a divalent linking group.
Claim 2
Dependent Claim
196 words
An ink comprising water-soluble dye, free from cellulose reactive groups, of the formula: ##STR4## 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 from 1 to 8 m is from 1 to 10; n is from 0 to 9; Y is the residue of a copper phthalocyanine sulphonic acid of the formula: CuPc(SO.sub.3 M).sub.q p is from 1 to 3 q is from 1 to 3 p+q is from 3 to 4 M is H, ammonium, or a monovalent metal; X is NR 1 R 2 , alkoxy, NR 3 R 4 in which R 3 and R 4 are each independently selected from H, alkyl and aryl, or the residue of a mono- or dis-azo chromophore comprising benzene, naphthalene or mono- or bi-cyclic heteroaryl diazo and coupling components, linked to the triazine nucleus through a primary or secondary amine linking group; and Z is a divalent linking group.
Claim 3
Dependent Claim
21 words
An ink according to claim 1 wherein in the dye NR 1 R 2 is selected from hydroxyethylamino, di(hydroxyethyl)amino and morpholino.
Claim 4
Dependent Claim
17 words
An ink according to claim 2 wherein in the dye X is NR 1 R 2 .
Claim 5
Dependent Claim
87 words
An ink according to claim 1 wherein in the dye X is NR 3 R 4 or OR 3 and R 3 is selected from H and C 1-4 -alkyl and R 4 is selected from H, C 1-4 -alkyl, phenyl or naphthyl in which the phenyl and naphthyl are unsubstituted or substituted by a group selected from C 1-4 -alkyl, C 1-4 -alkoxy, C 1-4 -alkylcarbonylamino, unsubstituted and mono- and di-alkyl-amino-sulphonyl and carbonyl, nitro, halogen, and hydroxy, mono and di-C 1-4 -alkylamino, phenylamino, carboxylate and sulphonate.
Claim 6
Dependent Claim
65 words
An ink according to claim 1 wherein in the dye X is the residue of a mono- or dis-azo chromophore comprising benzene or naphthalene diazo and coupling components optionally substituted by one or more groups selected from C 1-4 -alkyl, C 1-4 -alkoxy, C 1-4 -alkylcarbonylamino, mono- and di-C 1-4 -alkylamino, unsubstituted and mono- and di-alkyl-amino-sulphonyl and carbonyl, phenylamino, nitro, halogen, carboxylate, sulphonate and hydroxy.
Claim 7
Dependent Claim
15 words
An ink according to claim 1 wherein in the dye, Z is C 2-6 -alkylene.
Claim 8
Dependent Claim
36 words
The ink of claim 1 wherein the dye of Formula I is one wherein q=2.7, p=1.3, M is sodium, Z is ethylene, R 1 is hydroxyethyl, R 2 is H and X is OCH 3 .
Claim 9
Dependent Claim
44 words
An ink comprising a dye according to claim 1, suitable for a recording system of the type in which an ink is ejected from a small orifice in the form of droplets directed towards a substrate on which an image is to be formed.
Claim 10
Dependent Claim
23 words
An ink according to claim 8 wherein the dye is dissolved in water or a mixture of water and a water-soluble organic solvent.
Claim 11
Dependent Claim
15 words
An ink according to claim 9 wherein the water-soluble organic solvent is a polyhydric alcohol.
Claim 12
Dependent Claim
16 words
An ink according to claim 10 containing from 0.5% to 20% by weight of the dye.
Claim 13
Dependent Claim
34 words
A method of printing which comprises ejecting an ink according to claim 1, from a small orifice in the form of droplets directed towards a substrate on which an image is to be formed.
References Cited (Backward Citations)
US4446470A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1991-04-05 | 1991-10-05 | 1992-04-05 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1995-04-05 | 1995-10-05 | 1996-04-05 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1999-04-05 | 1999-10-05 | 2000-04-05 | $7700.00 | Window Closed / Lapsed |