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US4959409A
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Amino-functional compounds as builder/dispersants in detergent compositions
Assignee: Procter and Gamble Co
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Filing: 1988-01-14
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Granted: 1990-09-25
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Expires: 2008-01-14
Abstract
Abstract Amino-functional compounds are economically prepared by reacting maleic anhydride with alcohols to form a maleate or fumarate "half-ester" which is combined with certain amines such as aspartate or glutamate, or alkanolamines, under conditions selected to avoid hydrolysis. At low molecular weights, the compounds herein are useful detergency builders; at progressively higher molecular weights within a specific range, combined builder/dispersant and typical dispersant properties emerge. Processes for preparing the compounds and useful detergent compositions containing them are described.
Inventors
- 👤 Stephen W. Heinzman
- 👤 Michael J. Eis
- 👤 Molly P. Armstrong
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-07 06:28
CPC Classifications
C; C11; C11D; C11D3/00; C11D3/16; C11D3/26; C11D3/33; C11D3/37; C11D3/3746; C11D3/3769; C11D3/3773
Claims Analysis
Total Claims: 6
Claim 1
Independent Claim
165 words
A random copolymer especially adapted for use as a dispersant in laundry detergent compositions, said random copolymer having a molecular weight in the range from about 635 to about 50,000 and comprising from about 0.10 to about 0.95 mole fraction of repeat units of the formula ##STR24## wherein M is sodium, A is selected from--OC(O)C(L)HCH 2 (O)C--, --OC(O)CH 2 C(L)H(O)C--and mixtures thereof and L is selected from the group consisting of aspartate, glutamate, glycinate, ethanolamino, β-alanate, taurine, aminoethylsulfate, alanate, sarcosinate, N-methylenthanolamino, iminodiacetate, 6-aminohexanoate, N=methylaspartate and diethanolamino; wherein said random copolymer is produced by a process comprising (i) reacting a polyvinyl alcohol with maleic anhydride to produce a butenedioate half-ester of said polyvinyl alcohol; and (ii) reacting said butenedioate half-ester with an amine reactant selected from the group consisting of aspartic acid, glutamic acid, glycine, β-alanine, ethanolamino, taurine, aminoethylsulfate, alanine, sarcosine, N-methylethanolamine, iminodiacetic acid, 6-aminohexanoic acid, N-methylaspartic acid and diethanolamine; provided that in step (ii), the alkalinity is controlled by means of a carbonate-buffered reaction medium.
Claim 2
Dependent Claim
165 words
A random copolymer especially adapted for use as a dispersant in laundry detergent compositions, said random copolymer having a molecular weight in the range from about 635 to about 50,000 and comprising from about 0.10 to about 0.95 mole fraction of repeat units of the formula ##STR24## wherein M is sodium, A is selected from--OC(O)C(L)HCH 2 (O)C--, --OC(O)CH 2 C(L)H(O)C--and mixtures thereof and L is selected from the group consisting of aspartate, glutamate, glycinate, ethanolamino, β-alanate, taurine, aminoethylsulfate, alanate, sarcosinate, N-methylenthanolamino, iminodiacetate, 6-aminohexanoate, N=methylaspartate and diethanolamino; wherein said random copolymer is produced by a process comprising (i) reacting a polyvinyl alcohol with maleic anhydride to produce a butenedioate half-ester of said polyvinyl alcohol; and (ii) reacting said butenedioate half-ester with an amine reactant selected from the group consisting of aspartic acid, glutamic acid, glycine, β-alanine, ethanolamino, taurine, aminoethylsulfate, alanine, sarcosine, N-methylethanolamine, iminodiacetic acid, 6-aminohexanoic acid, N-methylaspartic acid and diethanolamine; provided that in step (ii), the alkalinity is controlled by means of a carbonate-buffered reaction medium.
Claim 3
Dependent Claim
20 words
A random copolymer according to claim 1 wherein in step (ii), said reaction medium is a concentrated aqueous reaction medium.
Claim 4
Dependent Claim
18 words
A random copolymer according to claim 2 wherein L is aspartate and said amine reactant is aspartic acid.
Claim 5
Dependent Claim
61 words
A random copolymer according to claim 3 wherein step (i) comprises reacting a mixture formed from said polyvinylalcohol and said maleic anhydride together with tetrahydrofuran and an effective amount of a sodium acetate catalyst; provided that said mixture comprises in total no more than from about 5% to about 20% tetrahydrofuran; whereby a high yield of said butenedioate half-ester is secured.
Claim 6
Dependent Claim
53 words
A random copolymer according to claim 4 wherein the butenedioate half-ester of said polyvinyl alcohol, produced in step (i), is, prior to step (ii), purified by partitioning into the lower layer of a tetrahydrofuran/water mixture, said mixture having a volume/volume ratio of said tetrahydrofuran and water ranging from about 1/2 to about 1/12.
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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) | 1993-09-24 | 1994-03-26 | 1994-09-25 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1997-09-24 | 1998-03-26 | 1998-09-25 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2001-09-24 | 2002-03-26 | 2002-09-25 | $7700.00 | Window Closed / Lapsed |