US4908062A
Expired / Lapsed
US
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Water-soluble dye
Assignee: Syngenta Ltd
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Filing: 1989-01-09
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Granted: 1990-03-13
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Expires: 2009-01-09
Abstract
Abstract A water-soluble dye, free from cellulose reactive groups, of the formula: ##STR1## wherein each of Ar 1 and Ar 2 , independently, represents an optionally substituted phenyl or naphthyl radical, each of R 1 and R 4 , independently, represents --OR 5 or --NR 6 R 7 , R 5 represents hydrogen or alkyl, R 6 represents hydrogen, alkyl, aryl or a radical of the formula --(C a H 2a O) m (C b H 2b O) n H, R 7 represents hydrogen, alkyl, aryl, a radical fo the formula --(C a H 2a O) m (C b H 2b O) n H or a radical of a mono- or disazo dye, or R 6 and R 7 together form a morpholine ring, a and b are different integers from 1 to 8, m is an integer from 1 to 10, n is an integer from 0 to 9, each of R 2 and R 3 , independently, represents hydrogen or alkyl, M represents hydrogen, ammonium or a monovalent metal, and each of p and q, independently is an integer from 1 to 3. The dyes are suitable for use in ink jet printing.
Inventors
- 👤 Brian Balmforth
- 👤 Nigel Hughes
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-24 03:23
CPC Classifications
C; C09; C09D; C09D11/00; C09D11/30; C09D11/32; C09D11/328; C09B; C09B43/00; C09B43/12; C09B43/136; C09B43/16
Claims Analysis
Total Claims: 20
Claim 1
Independent Claim
184 words
A water-soluble dye, free from cellulose reactive groups, of the formula: ##STR5## wherein each of Ar 1 and Ar 2 , independently, represents an optionally substituted phenyl or naphthyl radical, each of R 1 and R 4 , independently, represents --OR 5 or --NR 6 R 7 , R 5 represents hydrogen or alkyl, R 6 represents hydrogen, alkyl, aryl or a radical of the formula --(C a H 2a O) m (C b H 2b O) n H, R 7 represents hydrogen, alkyl, aryl, a radical of the formula --(C a H 2a O) m (C b H 2b O) n H or a radical of a mono- or disazo dye, or R 6 and R 7 together form a morpholine ring, a and b are different integers from 1 to 8, m is an integer from 1 to 10, n is an integer from 0 to 9, each of R 2 and R 3 , independently, represents hydrogen or alkyl, M represents hydrogen, ammonium or a monovalent metal, and each of p and q, independently is an integer from 1 to 3.
Claim 2
Dependent Claim
184 words
A water-soluble dye, free from cellulose reactive groups, of the formula: ##STR5## wherein each of Ar 1 and Ar 2 , independently, represents an optionally substituted phenyl or naphthyl radical, each of R 1 and R 4 , independently, represents --OR 5 or --NR 6 R 7 , R 5 represents hydrogen or alkyl, R 6 represents hydrogen, alkyl, aryl or a radical of the formula --(C a H 2a O) m (C b H 2b O) n H, R 7 represents hydrogen, alkyl, aryl, a radical of the formula --(C a H 2a O) m (C b H 2b O) n H or a radical of a mono- or disazo dye, or R 6 and R 7 together form a morpholine ring, a and b are different integers from 1 to 8, m is an integer from 1 to 10, n is an integer from 0 to 9, each of R 2 and R 3 , independently, represents hydrogen or alkyl, M represents hydrogen, ammonium or a monovalent metal, and each of p and q, independently is an integer from 1 to 3.
Claim 3
Dependent Claim
27 words
A water-soluble dye according to claim 1 wherein each of Ar 1 and Ar 2 is a phenyl or naphthyl radical carrying at least one sulpho group.
Claim 4
Dependent Claim
21 words
A water-soluble dye according to claim 1 wherein at least one of R 1 and R 4 is hydroxyethylamino or bis(hydroxyethyl)amino.
Claim 5
Dependent Claim
19 words
A water-soluble dye according to claim 1 wherein at least one of R 1 and R 4 is morpholino.
Claim 6
Dependent Claim
15 words
A water-soluble dye according to claim 1 containing at least 6 --SO 3 M groups.
Claim 7
Dependent Claim
15 words
A water-soluble dye according to claim 5 containing at least 8 --SO 3 M groups.
Claim 8
Dependent Claim
70 words
A water-soluble dye according to claim 1 having the formula: ##STR6## wherein Ar 1 , Ar 2 , R 1 , R 2 , R 3 , R 4 and M are as defined in claim 1, one of U and V is --SO 3 M and the other is H and the NR 2 and NR 3 groups are attached to the benzene ring in the 1,3- or 1,4-positions.
Claim 9
Dependent Claim
44 words
A water-soluble dye according to claim 7 wherein each of Ar 1 and Ar 2 is 1,5-disulphonaphthyl-2-yl, each of R 1 and R 4 is hydroxyethylamino, each of R 2 and R 3 is H, U is --SO 3 M and V is H.
Claim 10
Dependent Claim
43 words
A water-soluble dye according to claim 7 wherein each of Ar 1 and Ar 2 is 1,5-disulphonaphth-2-yl, R 1 is 6-aminohexylamino, R 4 is hydroxy, each of R 2 and R 3 is H, U is --SO 3 M and V is H.
Claim 11
Dependent Claim
44 words
A water-soluble dye according to claim 7 wherein each of Ar 1 and Ar 2 is 1,5-disulphonaphth-2-yl, each of R 1 and R 4 is morpholino, each of R 2 and R 3 is H, U is --SO 3 H and V is H.
Claim 12
Dependent Claim
44 words
A water-soluble dye according to claim 7 wherein each of Ar 1 and Ar 2 is 2-sulphophenyl, each of R 1 and R 4 is hydroxyethylamino, each of R 2 and R 3 is H, U is --SO 3 M and V is H.
Claim 13
Dependent Claim
43 words
A water-soluble dye according to claim 7 wherein each of Ar 1 and Ar 2 is 2-sulphophenyl, each of R 1 and R 4 is hydroxyethylamino, R 2 is methyl, R 3 is H, U is --SO 3 M and V is H.
Claim 14
Dependent Claim
11 words
An ink comprising a water-soluble dye as defined in claim 1.
Claim 15
Dependent Claim
26 words
An ink according to claim 13 comprising a solution of the dye in water, an organic solvent or a mixture of water and an organic solvent.
Claim 16
Dependent Claim
22 words
An ink according to claim 13 containing from 0.5 to 20% by weight of dye based on the total weight of ink.
Claim 17
Dependent Claim
16 words
An ink according to claim 13 wherein the organic solvent comprises a glycol or a lactam.
Claim 18
Dependent Claim
12 words
An ink according to claim 16 wherein the glycol is diethylene glycol.
Claim 19
Dependent Claim
11 words
An ink according to claim 16 wherein the lactam is N-methylpyrrolidone.
Claim 20
Dependent Claim
34 words
A method of printing which comprises ejecting an ink according to claim 13 from a small orifice in the form of droplets directed towards a substrate on which an image is to be formed.
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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) | 1993-03-12 | 1993-09-11 | 1994-03-13 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1997-03-12 | 1997-09-11 | 1998-03-13 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2001-03-12 | 2001-09-11 | 2002-03-13 | $7700.00 | Window Closed / Lapsed |