Patent US4335029A successfully refreshed from Google Patents.
US4335029A
Expired / Lapsed
US
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Aqueous polyurethane compositions
Assignee: Witco Corp
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Filing: 1980-12-15
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Granted: 1982-06-15
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Expires: 2000-12-15
Abstract
Abstract A stable aqueous dispersion latex of a room temperature curing polyurethane forming films resistant to water and organic solvents is disclosed, the polyurethane containing units derived from melamine, in addition to units derived from diisocyanate and difunctional reactants, in the polymer chain, pendant water-dispersing carboxylic salt groups, and room temperature curable and cross-linking N-methylol hydrazide termini, and methods for making such dispersion.
Inventors
- 👤 Shmuel Dabi
- 👤 Peter Loewrigkeit
- 👤 Kenneth A. Van Dyk
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-26 13:00
CPC Classifications
C; C08; C08G; C08G18/00; C08G18/06; C08G18/83; C08G18/84; C08G18/08; C08G18/0804; C08G18/0819; C08G18/0823; C08G18/10; C08G18/12; C08G18/28; C08G18/30; C08G18/38; C08G18/3819; C08G18/3842; C08G18/3851
Claims Analysis
Total Claims: 20
Claim 1
Independent Claim
122 words
A stable aqueous dispersion of a room temperature curing polurethane forming films resistant to water and organic solvents, prepared by a. dispersing in water an NCO-terminated polyurethane prepolymer containing units derived from melamine in the prepolymer chain and pendant water-dispersing carboxylic salt groups, b. chain extending the dispersed prepolymer by mixing into the dispersion an aliphatic polyamine chain extender more reactive with NCO groups than water, c. end capping the resulting dispersed polyurethane by mixing into the dispersion an organic dihydrazide, and d. reacting the resulting dispersed end capped polyurethane by mixing formaldehyde into the dispersion to convert hydrazide end caps into N-methylol groups; the resulting N-methylol terminated polyurethane containing about 1% to about 5% by weight of units derived from melamine.
Claim 2
Dependent Claim
122 words
A stable aqueous dispersion of a room temperature curing polurethane forming films resistant to water and organic solvents, prepared by a. dispersing in water an NCO-terminated polyurethane prepolymer containing units derived from melamine in the prepolymer chain and pendant water-dispersing carboxylic salt groups, b. chain extending the dispersed prepolymer by mixing into the dispersion an aliphatic polyamine chain extender more reactive with NCO groups than water, c. end capping the resulting dispersed polyurethane by mixing into the dispersion an organic dihydrazide, and d. reacting the resulting dispersed end capped polyurethane by mixing formaldehyde into the dispersion to convert hydrazide end caps into N-methylol groups; the resulting N-methylol terminated polyurethane containing about 1% to about 5% by weight of units derived from melamine.
Claim 3
Dependent Claim
37 words
A dispersion according to claim 1 wherein said N-methylol-terminated polyurethane contains about 0.5% to about 10% by weight of carboxylic acid groups, about 40% to about 100% of which are neutralized as salts with a tertiary amine.
Claim 4
Dependent Claim
43 words
A dispersion according to claim 2 wherein said NCO-terminated prepolymer is produced by reacting organic material containing an average of about 2 active hydrogen atoms per molecule, in addition to melamine and a dihydroxyalkanoic acid, with a stoichiometric excess of an organic diisocyanate.
Claim 5
Dependent Claim
41 words
A dispersion according to claim 3 wherein said organic material containing an average of about 2 active hydrogen atoms per molecule is an OH-terminated polyester polyol and the reaction to produce the prepolymer is carried out in an organic solvent medium.
Claim 6
Dependent Claim
28 words
A dispersion according to claim 4 wherein said organic solvent is water soluble or readily water dispersible and has a boiling point of at least about 145° C.
Claim 7
Dependent Claim
13 words
A dispersion according to claim 5 wherein said organic solvent is N-methyl pyrrolidone.
Claim 8
Dependent Claim
20 words
A dispersion according to claim 6 wherein said aliphatic polyamine chain extender comprises ethylene diamine, diethylene triamine and organic dihydrazide.
Claim 9
Dependent Claim
26 words
A dispersion according to claim 7 wherein about 60% to about 120% of the formaldehyde needed to stoichiometrically react with said hydrazide end caps is employed.
Claim 10
Dependent Claim
22 words
A dispersion according to claim 8 wherein the tertiary amine employed for forming the salts of the carboxylic acid groups is triethylamine.
Claim 11
Dependent Claim
40 words
A dispersion according to claim 9 wherein said OH-terminated polyester-polyol has a molecular weight of about 400 to about 5,000 and is produced by reacting adipic acid with a stoichiometric excess of a mixture of hexane diol and neopentyl glycol.
Claim 12
Dependent Claim
15 words
A dispersion according to claim 10 wherein said dihydroxy alkanoic acid is 2,2-dimethylol propionic acid.
Claim 13
Dependent Claim
12 words
A dispersion according to claim 11 wherein said organic diisocyanate is 4,4'-bis(isocyanatocyclohexyl)methane.
Claim 14
Dependent Claim
13 words
A dispersion according to claim 12 wherein said organic dihydrazide is adipic dihydrazide.
Claim 15
Dependent Claim
52 words
A dispersion according to any one of claims 3 to 13 wherein said NCO-terminated prepolymer is produced by reaction of the dihydroxyalkanoic acid with the intermediate resulting from the previous reaction of the organic diisocyanate with the melamine and organic material containing an average of about 2 active hydrogen atoms per molecule.
Claim 16
Independent Claim
135 words
A method for making a stable aqueous dispersion of a room temperature curing polyurethane forming films resistant to water and organic solvents comprising a. dispersing in water a NCO-terminated polyurethane prepolymer containing units derived from melamine in the prepolymer chain and pendant water-dispersing carboxylic salt groups, b. chain extending the dispersed prepolymer by mixing into the dispersion an aliphatic polyamine chain extender more reactive with NCO groups than water, c. end capping the resulting dispersed polyurethane by mixing into the dispersion an organic dihydrazide, and d. reacting the resulting dispersed end capped polyurethane by mixing formaldehyde into the dispersion to convert hydrazide end caps into N-methylol groups; sufficient melamine reactant being employed to provide the N-methylol-terminated polyurethane with about 1% to about 5% by weight of units derived from the melamine in the polymer chain.
Claim 17
Independent Claim
135 words
A method for making a stable aqueous dispersion of a room temperature curing polyurethane forming films resistant to water and organic solvents comprising a. dispersing in water a NCO-terminated polyurethane prepolymer containing units derived from melamine in the prepolymer chain and pendant water-dispersing carboxylic salt groups, b. chain extending the dispersed prepolymer by mixing into the dispersion an aliphatic polyamine chain extender more reactive with NCO groups than water, c. end capping the resulting dispersed polyurethane by mixing into the dispersion an organic dihydrazide, and d. reacting the resulting dispersed end capped polyurethane by mixing formaldehyde into the dispersion to convert hydrazide end caps into N-methylol groups; sufficient melamine reactant being employed to provide the N-methylol-terminated polyurethane with about 1% to about 5% by weight of units derived from the melamine in the polymer chain.
Claim 18
Dependent Claim
43 words
A method according to claim 15 wherein said NCO-terminated polyurethane prepolymer is produced by reacting melamine, a dihydroxyalkanoic acid and a different organic material containing an average of about 2 active hyrogen atoms per molecule, with a stoichiometric excess of an organic diisocyanate.
Claim 19
Dependent Claim
43 words
A method according to claim 16 wherein the dihydroxyalkanoic acid is reacted with the intermediate resulting from the previous reaction of the organic diisocyanate with the melamine and the said organic material contains an average of about 2 active hydrogen atoms per molecule.
Claim 20
Independent Claim
27 words
A method according to claims 16 or 17 wherein said organic material containing an average of about 2 active hydrogen atoms per molecule is a polyester polyol.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1985-06-14 | 1985-12-14 | 1986-06-15 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1989-06-14 | 1989-12-14 | 1990-06-15 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1993-06-14 | 1993-12-14 | 1994-06-15 | $7700.00 | Window Closed / Lapsed |