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US4016121A Expired / Lapsed US ⏱️ 0.0 years remaining

Aqueous polyurethane having blocked NCO groups and process

Assignee: Kao Corp
•
Filing: 1976-07-12
•
Granted: 1977-04-05
•
Expires: 1996-07-12
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Abstract

Abstract An aqueous polyurethane emulsion is prepared by reacting a polyhydroxyl component containing 15 to 80% by weight of a polyoxyethylene glycol having a molecular weight of 200 to 10,000 with an excess of an organic polyisocyanate to obtain an isocyanate-terminated urethane prepolymer, reacting that prepolymer with an excess of a polyalkylene polyamine thereby to form a polyurethane-urea-polyamine, reacting the free amino groups in the polyurethane-urea-polyamine with a blocked polyisocyanate having a single free isocyanate group, and mixing the resulting product with water, or reacting said resulting product with a cyclic dicarboxylic acid anhydride followed by mixing with water.

Inventors

  • 👤 Kazuo Matsuda
  • 👤 Hidemasa Ohmura
  • 👤 Takeyo Sakai

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-30 01:59
CPC Classifications
C; C08; C08G; C08G18/00; C08G18/06; C08G18/83; C08G18/831; C08G18/08; C08G18/0804; C08G18/0819; C08G18/0823; C08G18/10; C08G18/70; C08G18/72; C08G18/80; C08G18/8061

Claims Analysis

Total Claims: 9
Claim 1
Independent Claim 208 words
A process for preparing an aqueous thermosetting polyurethane emulsion, which comprises: 1. reacting, the liquid phase and in a ketone solvent, at a temperature of from -20° to +70° C., (A) isocyanate-terminated urethane prepolymer prepared by reacting organic polyhydroxyl component having a molecular weight in the range of from 200 to 10,000 with an excess of organic polyisocyanate, said polyhydroxyl component comprising from 15 to 80 weight % of polyoxyethylene glycol, with (B) an excess of polyalkylene polyamine having at least two primary or secondary amino groups, the total mole number of primary and secondary amino groups in the polyalkylene polyamine being greater than the total mole number of isocyanate groups in the isocyanate-terminated urethane, prepolymer, the reaction being carried out until the presence of --NCO groups cannot be detected, whereby to form polyurethane-urea-polyamine, 2. reacting, in the liquid phase, the reaction product of step 1 with a blocked polyisocyanate having a single free isocyanate group in the molecule, at a temperature of -20° to +70° C., for about 0.5 to 2 hours, 3. adding water to the reaction product of step 2, and 4. treating the product of step 3 to remove the organic solvent therefrom and thereby obtaining an aqueous polyurethane emulsion as a final product.
Claim 2
Dependent Claim 208 words
A process for preparing an aqueous thermosetting polyurethane emulsion, which comprises: 1. reacting, the liquid phase and in a ketone solvent, at a temperature of from -20° to +70° C., (A) isocyanate-terminated urethane prepolymer prepared by reacting organic polyhydroxyl component having a molecular weight in the range of from 200 to 10,000 with an excess of organic polyisocyanate, said polyhydroxyl component comprising from 15 to 80 weight % of polyoxyethylene glycol, with (B) an excess of polyalkylene polyamine having at least two primary or secondary amino groups, the total mole number of primary and secondary amino groups in the polyalkylene polyamine being greater than the total mole number of isocyanate groups in the isocyanate-terminated urethane, prepolymer, the reaction being carried out until the presence of --NCO groups cannot be detected, whereby to form polyurethane-urea-polyamine, 2. reacting, in the liquid phase, the reaction product of step 1 with a blocked polyisocyanate having a single free isocyanate group in the molecule, at a temperature of -20° to +70° C., for about 0.5 to 2 hours, 3. adding water to the reaction product of step 2, and 4. treating the product of step 3 to remove the organic solvent therefrom and thereby obtaining an aqueous polyurethane emulsion as a final product.
Claim 3
Dependent Claim 72 words
A process according to claim 1, in which between step 2 and step 3, the reaction product of step 2 is reacted, in the liquid phase at a temperature of from 5° to 70° C., for from about 0.5 to about 2 hours, with a cyclic dicarboxylic acid anhydride in an amount of from to moles per mole of the primary and secondary amino groups of the reaction product of step 2.
Claim 4
Dependent Claim 31 words
A process according to claim 1, in which the reactant (B) includes up to 50 %, by molecular equivalent, of diamines, or alkyleneoxide adducts, acrylonitrile adducts or acrylate adducts of diamines.
Claim 5
Dependent Claim 46 words
A process according to claim 1, in which the ratio of (b) the total mole number of amino groups containing active hydrogen atoms in the polyalkylene polyamine, to (a) the total mole number of isocyanate groups in said urethane prepolymer is in the range of ##EQU3##
Claim 6
Dependent Claim 50 words
A process according to claim 1, in which said polyalkylene polyamine has the formula ##STR2## wherein n is an integer larger than one, z is an integer from 2 to 4 and R' is hydrogen, alkyl having one to 4 carbons atoms or hydroxylalkyl having one to 4 carbon atoms.
Claim 7
Dependent Claim 37 words
A process according to claim 2, in which said cyclic dicarboxylic acid anhydride is selected from the group consisting of maleic anhydride, succinic anhydride, phthalic anhydride, dihydrophthalic anhydride, tetrahydrophthalic anhydride, hexahydrophthalic anhydride, trimellitic anhydride and itaconic anhydride.
Claim 8
Dependent Claim 12 words
An aqueous anionic polyurethane emulsion prepared by the process of claim 1.
Claim 9
Dependent Claim 24 words
A polyurethane molded product prepared by forming the emulsion of claim 7 into a molded product and then heat-treating the product to effect crosslinking.

References Cited (Backward Citations)

US3723372A Cited
US3799854A Cited
US3836493A Cited
US3947338A Cited
US3897377A Cited
US3932561A Cited
US3903031A Cited
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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) 1980-04-04 1980-10-04 1981-04-05 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1984-04-04 1984-10-04 1985-04-05 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1988-04-04 1988-10-04 1989-04-05 $7700.00 Window Closed / Lapsed

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