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US4963189A Expired / Lapsed US ⏱️ 0.0 years remaining

Waterfast ink formulations with a novel series of anionic dyes containing two or more carboxyl groups

Assignee: HP Inc
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Filing: 1989-08-24
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Granted: 1990-10-16
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Expires: 2009-08-24
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Abstract

Abstract Inks are provided comprising (a) a dye corresponding to the formula ##STR1## wherein W is COOH, X is H, or COOH, Y is H, COOH, or SO 3 H, Z is H, COOH, or SO 3 H, and R is H, CH 2 COOH, or CH 2 CH 2 COOH; with the proviso that there are at least two COOH groups and that the number of COOH groups is equal to or greater than the number of SO 3 groups, and (b) a solvent which may be water or a mixture of water and a water-soluble organic solvent provide excellent waterfast prints on paper. The inks preferably have a pH from about 7 to about 9.5.

Inventors

  • 👤 Suraj L. Hindagolla

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-24 16:00
CPC Classifications
C; C09; C09D; C09D11/00; C09D11/30; C09D11/32; C09D11/328; C09B; C09B31/00; C09B31/02; C09B31/08

Claims Analysis

Total Claims: 25
Claim 1
Independent Claim 107 words
An ink comprising, by wt%: (a) from about 0.5% to about 20% dye which, in the free acid state, corresponds to the formula ##STR3## wherein W is COOH, X is H or COOH, Y is H, COOH, or SO 3 H, Z is H, COOH, or SO 3 H, and R is H, CH 2 COOH, or CH 2 CH 2 COOH; provided that there are at least two COOH groups and that the number of COOH groups is equal to or greater than the number of SO 3 groups, (b) up to about 30% of a water soluble organic solvent for said dye, and (c) water.
Claim 2
Dependent Claim 107 words
An ink comprising, by wt%: (a) from about 0.5% to about 20% dye which, in the free acid state, corresponds to the formula ##STR3## wherein W is COOH, X is H or COOH, Y is H, COOH, or SO 3 H, Z is H, COOH, or SO 3 H, and R is H, CH 2 COOH, or CH 2 CH 2 COOH; provided that there are at least two COOH groups and that the number of COOH groups is equal to or greater than the number of SO 3 groups, (b) up to about 30% of a water soluble organic solvent for said dye, and (c) water.
Claim 3
Dependent Claim 24 words
An ink of claim 1 wherein the dye is present in the form of its alkali metal salt, its ammonium or substituted ammonium salt.
Claim 4
Dependent Claim 14 words
An ink of claim 2 wherein the alkali metal is Na, K, or Li.
Claim 5
Dependent Claim 39 words
An ink of claim 3 wherein the ammonium and substituted ammonium salt is NH 4 , (CH 3 ) 4 N, (CH 3 ) 3 NH, (CH 3 ) 2 NH 2 , and CH 3 NH 3 ,
Claim 6
Dependent Claim 19 words
An ink of cliam 2 wherein there are at least two COOH groups attached directly to aromatic carbon atoms.
Claim 7
Dependent Claim 19 words
An ink of cliam 2 wherein there are at least two COOH groups attached directly to aromatic carbon atoms.
Claim 8
Dependent Claim 22 words
An ink of cliam 2 wherein W is in the para position with respect to the azo group when X is H.
Claim 9
Dependent Claim 22 words
An ink of cliam 2 wherein W is in the para position with respect to the azo group when X is H.
Claim 10
Dependent Claim 27 words
An ink of cliam 2 wherein X is COOH and X and W are in the 3,5-, 3,4-, or 2,5- position with respect to the azo group.
Claim 11
Dependent Claim 27 words
An ink of cliam 2 wherein X is COOH and X and W are in the 3,5-, 3,4-, or 2,5- position with respect to the azo group.
Claim 12
Dependent Claim 16 words
An ink of claim 2 wherein there are more COOH groups than SO 3 H groups.
Claim 13
Dependent Claim 14 words
An ink of claim 2 having a pH from about 7 to about 9.5.
Claim 14
Dependent Claim 16 words
An ink of claim 2 wherien there is present a salt which has a volatile cation.
Claim 15
Dependent Claim 12 words
An ink of claim 2 wherein there is present an ammonium salt.
Claim 16
Dependent Claim 11 words
An ink of cliam 11 wherein the salt is ammonium acetate.
Claim 17
Dependent Claim 11 words
An ink of cliam 11 wherein the salt is ammonium acetate.
Claim 18
Dependent Claim 104 words
An ink comprising, by wt%: (a) from about 1% to about 10% dye corresponding to the formula ##STR4## wherein W is COOH, X is H, or COOH, Y is H, COOH, or SO 3 H, Z is H, COOH, or SO 3 H, and R is H, CH 2 COOH, or CH 2 CH 2 COOH; provided that there are at least two COOH groups and that the number of COOH groups is equal to or greater than the number of SO 3 groups, (b) water, and (c) and sufficient buffer to maintain the ink at a pH from about 7 to about 9.5.
Claim 19
Dependent Claim 104 words
An ink comprising, by wt%: (a) from about 1% to about 10% dye corresponding to the formula ##STR4## wherein W is COOH, X is H, or COOH, Y is H, COOH, or SO 3 H, Z is H, COOH, or SO 3 H, and R is H, CH 2 COOH, or CH 2 CH 2 COOH; provided that there are at least two COOH groups and that the number of COOH groups is equal to or greater than the number of SO 3 groups, (b) water, and (c) and sufficient buffer to maintain the ink at a pH from about 7 to about 9.5.
Claim 20
Dependent Claim 114 words
An ink comprising, by wt%: (a) from about 1% to about 10% dye corresponding to the following formula ##STR5## wherein W is COOH, X is H, or COOH, Y is H, COOH, or SO 3 H, Z is H, COOH, or SO 3 H, and R is H, CH 2 COOH, or CH 2 CH 2 COOH; provided that there are at least two COOH groups and that the number of COOH groups is equal to or greater than the number of SO 3 groups, (b) about 2% to about 30% water-soluble organic solvent, (c) water, and (d) and sufficient buffer to maintain the ink at a pH from about 7 to about 9.5.
Claim 21
Dependent Claim 114 words
An ink comprising, by wt%: (a) from about 1% to about 10% dye corresponding to the following formula ##STR5## wherein W is COOH, X is H, or COOH, Y is H, COOH, or SO 3 H, Z is H, COOH, or SO 3 H, and R is H, CH 2 COOH, or CH 2 CH 2 COOH; provided that there are at least two COOH groups and that the number of COOH groups is equal to or greater than the number of SO 3 groups, (b) about 2% to about 30% water-soluble organic solvent, (c) water, and (d) and sufficient buffer to maintain the ink at a pH from about 7 to about 9.5.
Claim 22
Dependent Claim 59 words
An ink of cliam 14 wherein the water-soluble organic solvent is an alkanol having from 1 to 4 carbon atoms, an amide, a ketone, a ketone alcohol, an ether, a nitrogen containing heterocyclic ketone, a polyalkylene glycol, an alkylene glycol, an alkylene thioglycol, thiodiglycol, hexylene glycol, diethylene glycol, a polyol, and a lower alkyl ether of a polyhydric alcohol.
Claim 23
Dependent Claim 59 words
An ink of cliam 14 wherein the water-soluble organic solvent is an alkanol having from 1 to 4 carbon atoms, an amide, a ketone, a ketone alcohol, an ether, a nitrogen containing heterocyclic ketone, a polyalkylene glycol, an alkylene glycol, an alkylene thioglycol, thiodiglycol, hexylene glycol, diethylene glycol, a polyol, and a lower alkyl ether of a polyhydric alcohol.
Claim 24
Dependent Claim 12 words
An ink of claim 15 wherein the organic solvent is diethylene glycol.
Claim 25
Dependent Claim 11 words
An ink of claim 15 wherein the organic solvent is 2-pyrrolidone.

References Cited (Backward Citations)

US4626284A Cited
EP0249127A2 Cited
US4752337A Cited
JPS63765A Cited
JPH051072A Cited
JPH076368A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1993-10-15 1994-04-16 1994-10-16 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1997-10-15 1998-04-16 1998-10-16 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2001-10-15 2002-04-16 2002-10-16 $7700.00 Window Closed / Lapsed

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