US5840106A
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US
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Water-based pigmented inks
Assignee: 3M Co
•
Filing: 1995-11-13
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Granted: 1998-11-24
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Expires: 2015-11-13
Abstract
Abstract Water-based pigmented inks are disclosed. Such inks are formed from water-based dispersions of pigment particles having novel dispersants therein. The dispersions are formed from the reaction product of an alkenyl azlactone with an N-substituted amino acid compound. Subsequent to the reaction, the reaction product is ring-opened using an amine and, optionally, hydrolyzed. The resulting inks are well-suited for use in ink jet and other printing applications.
Inventors
- 👤 Larry R. Krepski
- 👤 Richard J. Kuo
- 👤 Prabhakara S. Rao
- 👤 Terrance P. Smith
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-26 00:48
CPC Classifications
C; C09; C09D; C09D11/00; C09D11/30; C09D11/38; C09D11/32; C09D11/324; C09D11/326; C09B; C09B67/00; C09B67/0071; C09B67/0084; C09B67/0085; C09K; C09K23/00; C09K23/28; C09K23/42
Claims Analysis
Total Claims: 34
Claim 1
Independent Claim
41 words
A water-based pigmented ink which comprises an suspension of: a) pigment particles, and b) a dispersant which comprises a reaction product of an alkenyl azlactone with an N-substituted amino acid compound which, subsequent to reaction, has been ring-opened using an amine.
Claim 2
Dependent Claim
41 words
A water-based pigmented ink which comprises an suspension of: a) pigment particles, and b) a dispersant which comprises a reaction product of an alkenyl azlactone with an N-substituted amino acid compound which, subsequent to reaction, has been ring-opened using an amine.
Claim 3
Dependent Claim
39 words
A water-based pigmented ink as in claim 1 wherein the azlactone comprises an azlactone selected from the group consisting of 2-ethenyl-1,3-oxazolin-5-one; 2-ethenyl-4-methyl-1,3-oxazolin-5-one; 2-isopropenyl-1,3-oxazolin-5-one; 2-isopropenyl-4-methyl-1,3-oxazolin-5-one; 2-ethenyl-4,4-dimethyl-1,3-oxazolin-5-one; 2-isopropenyl-4,4-dimethyl-1,3-oxazolin-5-one; 2-ethenyl-4-methyl-4-ethyl-1,3-oxazolin-5-one; 2-isopropenyl-4-methyl-4-butyl-1,3-oxazoline-5-one; 2-ethenyl4,4-dibutyl-1,3-oxazolin-5-one; 2-isopropenyl-4-methyl-4-dodecyl-1,3-oxazolin-5-one; 2-isopropenyl-4,4-diphenyl-1,3-oxazolin-5-one; 2-isopropenyl-4,4-pentamethylene-1,3-oxazolin-5-one; 2-isopropenyl-4,4-tetramethylene-1,3-oxazolin-5-one; 2-ethenyl-4,4-diethyl-1,3-oxazolin-5-one; 2-ethenyl-4-methyl-4-nonyl-1,3-oxazolin-5-one; 2-isopropenyl-4-methyl-4-phenyl-1,3-oxazolin-5-one; 2-isopropenyl-4-methyl-4-benzyl-1,3-oxzone-5-one; and 2-ethenyl-4,4-pentamethylene-1,3-oxazolin-5-one.
Claim 4
Dependent Claim
18 words
A water-based pigmented ink as in claim 1 wherein the N-substituted amino acid compound comprises an aspartic ester.
Claim 5
Dependent Claim
19 words
A water-based pigmented ink as in claim 3 wherein the aspartic ester comprises a mono- or bis- aspartic ester.
Claim 6
Dependent Claim
26 words
A water-based pigmented ink as in claim 1 wherein the amine is selected from the group consisting of polyether, butyl, octyl, dodecyl, phenethyl, and octadecyl amines.
Claim 7
Dependent Claim
19 words
A water-based pigmented ink as in claim 1 wherein, subsequent to ring opening, a hydrolysis reaction is carried out.
Claim 8
Dependent Claim
25 words
A water-based pigmented ink as in claim 6 wherein the hydrolysis is carried out using sodium hydroxide, lithium hydroxide, potassium hydroxide, or an ammonium hydroxide.
Claim 9
Dependent Claim
13 words
A water-based pigmented ink as in claim 1 which further comprises a surfactant.
Claim 10
Dependent Claim
14 words
A water-based pigmented ink as in claim 1 which further comprises a alcoholic polyol.
Claim 11
Dependent Claim
16 words
A water-based pigmented ink as in claim 9 wherein the alcoholic polyol comprises an ethylene glycol.
Claim 12
Dependent Claim
24 words
A water-based pigmented ink as in claim 1 wherein the pigment is selected from the group consisting of black, yellow, magenta, and cyan pigments.
Claim 13
Dependent Claim
17 words
A water-based pigmented ink as in claim 11 wherein the black pigment comprises a carbon black pigment.
Claim 14
Dependent Claim
18 words
A water-based pigmented ink as in claim 11 wherein the yellow pigment comprises a nickel azo yellow pigment.
Claim 15
Dependent Claim
17 words
A water-based pigmented ink as in claim 11 wherein the magenta pigment comprises a quinacridone magenta pigment.
Claim 16
Dependent Claim
17 words
A water-based pigmented ink as in claim 11 wherein the cyan pigment comprises a copper phthalocyanine pigment.
Claim 17
Dependent Claim
92 words
A water-based pigmented ink as in claim 1 wherein the dispersant comprises: ##STR6## wherein R is an alkyl, aryl, or aralkyl group; R 3 and R 4 are hydrogen or lower alkyl; R 5 is hydrogen or methyl; R 6 and R 7 are independently hydrogen, alkyl, or aryl; R 8 is an alkyl group, aryl group, oligomeric or fluorinated alkyl; R 9 and R 10 are independently alkyl, aryl, or aralkyl, respectively, or a cation; R 11 is H or R 8 m is 1-6; and n is 0 or 1.
Claim 18
Dependent Claim
56 words
A water-based pigmented ink which comprises, a suspension of: a) pigment particles, and b) a dispersant made by a process which comprises i) reacting an alkenyl azlactone with an N-substituted amino acid compound to form a first reaction product, and ii) ring-opening the first reaction product using an amine, to thereby form a second reaction product.
Claim 19
Dependent Claim
56 words
A water-based pigmented ink which comprises, a suspension of: a) pigment particles, and b) a dispersant made by a process which comprises i) reacting an alkenyl azlactone with an N-substituted amino acid compound to form a first reaction product, and ii) ring-opening the first reaction product using an amine, to thereby form a second reaction product.
Claim 20
Dependent Claim
39 words
A water-based pigmented ink as in claim 17 wherein the azlactone comprises an azlactone selected form the group consisting of 2-ethenyl-1,3-oxazolin-5-one; 2-ethenyl-4-methyl-1,3-oxazolin-5-one; 2-isopropenyl-1,3-oxazolin-5-one; 2-isopropenyl-4-methyl-1,3-oxazolin-5-one; 2-ethenyl-4,4-dimethyl-1,3-oxazolin-5-one; 2-isopropenyl-4,4-dimethyl-1,3-oxazolin-5-one; 2-ethenyl-4-methyl-4-ethyl-1,3-oxazolin-5-one; 2-isopropenyl-4-methyl-4-butyl-1,3-oxazoline-5-one; 2-ethenyl-4,4-dibutyl-1,3-oxazolin-5-one; 2-isopropenyl-4-methyl-4-dodecyl-1,3-oxazolin-5-one; 2-isopropenyl-4,4-diphenyl-1,3-oxazolin-5-one; 2-isopropenyl-4,4-pentamethylene-1,3-oxazolin-5-one; 2-isopropenyl-4,4-tetramethylene-1,3-oxazolin-5-one; 2-ethenyl-4,4-diethyl-1,3-oxazolin-5-one; 2-ethenyl-4-methyl-4-nonyl-1,3-oxazolin-5-one; 2-isopropenyl-4-methyl-4-phenyl-1,3-oxazolin-5-one; 2-isopropenyl-4-methyl-4-benzyl-1,3-oxzone-5-one; and 2-ethenyl-4,4-pentamenthylene-1,3-oxazolin-5-one.
Claim 21
Dependent Claim
18 words
A water-based pigmented ink as in claim 17 wherein the N-substituted amino acid compound comprises an aspartic ester.
Claim 22
Dependent Claim
19 words
A water-based pigmented ink as in claim 19 wherein the aspartic ester comprises a mono- or bis- aspartic ester.
Claim 23
Dependent Claim
26 words
A water-based pigmented ink as in claim 17 wherein the amine is selected from the group consisting of polyether, butyl, octyl, dodecyl, phenethyl, and octadecyl amines.
Claim 24
Dependent Claim
19 words
A water-based pigmented ink as in claim 17 wherein, subsequent to ring opening, a hydrolysis reaction is carried out.
Claim 25
Dependent Claim
25 words
A water-based pigmented ink as in claim 22 wherein the hydrolysis is carried out using sodium hydroxide, lithium hydroxide, potassium hydroxide, or an ammonium hydroxide.
Claim 26
Dependent Claim
13 words
A water-based pigmented ink as in claim 17 which further comprises a surfactant.
Claim 27
Dependent Claim
14 words
A water-based pigmented ink as in claim 17 which further comprises a alcoholic polyol.
Claim 28
Dependent Claim
16 words
A water-based pigmented ink as in claim 25 wherein the alcoholic polyol comprises an ethylene glycol.
Claim 29
Dependent Claim
24 words
A water-based pigmented ink as in claim 17 wherein the pigment is selected from the group consisting of black, yellow, magenta, and cyan pigments.
Claim 30
Dependent Claim
17 words
A water-based pigmented ink as in claim 27 wherein the black pigment comprises a carbon black pigment.
Claim 31
Dependent Claim
18 words
A water-based pigmented ink as in claim 27 wherein the yellow pigment comprises a nickel azo yellow pigment.
Claim 32
Dependent Claim
17 words
A water-based pigmented ink as in claim 27 wherein the magenta pigment comprises a quinacridone magenta pigment.
Claim 33
Dependent Claim
17 words
A water-based pigmented ink as in claim 27 wherein the cyan pigment comprises a copper phthalocyanine pigment.
Claim 34
Dependent Claim
92 words
A water-based pigmented ink as in claim 17 wherein the dispersant comprises: ##STR7## wherein R is an alkyl, aryl, or aralkyl group; R 3 and R 4 are hydrogen or lower alkyl; R 5 is hydrogen or methyl; R 6 and R 7 are independently hydrogen, alkyl, or aryl; R 8 is an alkyl group, aryl group, oligomeric or fluorinated alkyl; R 9 and R 10 are independently alkyl, aryl, or aralkyl, respectively, or a cation; R 11 is H or R 8 m is 1-6; and n is 0 or 1.
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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) | 2001-11-23 | 2002-05-25 | 2002-11-24 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 2005-11-23 | 2006-05-25 | 2006-11-24 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2009-11-23 | 2010-05-25 | 2010-11-24 | $7700.00 | Window Closed / Lapsed |