Patent US2386728A successfully refreshed from Google Patents.
Patent US3992518A successfully refreshed from Google Patents.
Patent US4016123A successfully refreshed from Google Patents.
← Back to Patent Explorer
US4016123A Expired / Lapsed US ⏱️ 0.0 years remaining

Process for preparation of cationic resin aqueous emulsions

Assignee: Kao Corp
•
Filing: 1975-07-11
•
Granted: 1977-04-05
•
Expires: 1995-07-11
📄 Original PDF 🌐 Google Patents 🔄 Sync Now

Abstract

Abstract A process for the preparation of cationic resin aqueous emulsions useful for treating fiber-containing articles, comprising reacting an isocyanate-terminated urethane prepolymer with an excess of a polyalkylene-polyamine to form a polyurethane-urea-polyamine, reacting a part of the amino groups in the thus-formed polyurethane-urea-polyamine with a compound selected from the group consisting of alkyl isocyanates having an alkyl group of 12 to 22 carbon atoms, acyl chlorides having an alkyl group of 12 to 22 carbon atoms and α-olefin epoxides having 12 to 22 carbon atoms, thereby to introduce a long-chain alkyl group into the molecule of the polyurethane-urea-polyamine, and mixing the alkyl-containing polyurethane-urea-polyamine with an aqueous solution of an acid thereby to convert the remaining amino groups to cations.

Inventors

  • 👤 Kazuo Matsuda
  • 👤 Hidemasa Ohmura
  • 👤 Yukihisa Niimi

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-23 12:35
CPC Classifications
C; C08; C08G; C08G18/00; C08G18/06; C08G18/83; C08G18/831; C08G18/08; C08G18/0804; C08G18/0809; C08G18/0814; C08G18/10; C08G18/70; C08G18/71

Claims Analysis

Total Claims: 10
Claim 1
Independent Claim 181 words
A process for preparing a cationic polyurethane aqueous emulsion, which comprises: 1. reacting, in 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 polyol having a molecular weight in the range of from 200 to 10,000 with an excess of organic polyisocyanate, with (B) an excess of polyalkylene polyamine having at least two primary or secondary amino groups, said polyalkylene polyamine having 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 carbon atoms or hydroxyalkyl having one to 4 carbon atoms, the ratio of (b) the total mole number of primary and secondary amino groups containing active hydrogen atoms in the polyalkylene polyamine to (a) the total mole number of isocyanate groups in the isocyanate-terminated urethane prepolymer being within the range of 1 < b/a ≦ 5, the reaction being carried out until the presence of --NCO groups cannot be detected, whereby to form polyurethane-urea-polyamine, 2.
Claim 2
Dependent Claim 181 words
A process for preparing a cationic polyurethane aqueous emulsion, which comprises: 1. reacting, in 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 polyol having a molecular weight in the range of from 200 to 10,000 with an excess of organic polyisocyanate, with (B) an excess of polyalkylene polyamine having at least two primary or secondary amino groups, said polyalkylene polyamine having 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 carbon atoms or hydroxyalkyl having one to 4 carbon atoms, the ratio of (b) the total mole number of primary and secondary amino groups containing active hydrogen atoms in the polyalkylene polyamine to (a) the total mole number of isocyanate groups in the isocyanate-terminated urethane prepolymer being within the range of 1 < b/a ≦ 5, the reaction being carried out until the presence of --NCO groups cannot be detected, whereby to form polyurethane-urea-polyamine, 2.
Claim 3
Dependent Claim 150 words
reacting with the polyurethane-urea-polyamine of step 1, a substance selected from the group consisting of alkyl isocyanates having an alkyl group containing 12 to 22 carbon atoms, acyl chlorides having an alkyl group containing 12 to 22 carbon atoms and α-olefin epoxides having from 12 to 22 carbon atoms, to form an alkyl-substituted polyurethane-urea-polyamine, the amount of said substance being from 10 to 80 mole %, based on the number of moles of amino groups in the molecule of said polyurethane-urea-polyamine, 3. adding to the reaction product of step 2 an aqueous solution of an acid to form an emulsion, the amount of said acid being an amount such that the pH of polyurethane-urea-polyamine emulsion is within the range of about 5 to about 7, and 4. treating the product of step 3 to remove the organic solvent therefrom and thereby obtaining an aqueous cationic polyurethane emulsion as a final
Claim 4
Dependent Claim 150 words
reacting with the polyurethane-urea-polyamine of step 1, a substance selected from the group consisting of alkyl isocyanates having an alkyl group containing 12 to 22 carbon atoms, acyl chlorides having an alkyl group containing 12 to 22 carbon atoms and α-olefin epoxides having from 12 to 22 carbon atoms, to form an alkyl-substituted polyurethane-urea-polyamine, the amount of said substance being from 10 to 80 mole %, based on the number of moles of amino groups in the molecule of said polyurethane-urea-polyamine, 3. adding to the reaction product of step 2 an aqueous solution of an acid to form an emulsion, the amount of said acid being an amount such that the pH of polyurethane-urea-polyamine emulsion is within the range of about 5 to about 7, and 4. treating the product of step 3 to remove the organic solvent therefrom and thereby obtaining an aqueous cationic polyurethane emulsion as a final
Claim 5
Dependent Claim 34 words
product. 2. A process according to claim 1, in which the reactant (B) includes up to 50 percent, by molecular equivalent, of diamines or alkylene oxide adducts, acrylonitrile adducts or acrylate adducts of diamines.
Claim 6
Dependent Claim 21 words
A process according to claim 1, in which the said ratio is in the range of 1 < b/a ≦ 3.
Claim 7
Dependent Claim 30 words
A process according to claim 1, in which said acid is selected from the group consisting of hydrochloric acid, nitric acid, acetic acid, propionic acid, monochloroacetic acid and glycolic acid.
Claim 8
Dependent Claim 38 words
A process according to claim 1, wherein the amount of said substance employed in step 2 is from 20 to 60 mole % based on the number of moles of amino groups in the molecule of the polyurethane-urea-polyamine.
Claim 9
Dependent Claim 27 words
A process according to claim 1, in which step 2 is carried out at a temperature of 10° to 70° C, for from 1 to 5 hours.
Claim 10
Dependent Claim 53 words
A process according to claim 1, in which between steps 2 and 3, the reaction product of step 2 is reacted with epichlorohydrin or epibromohydrin at 40° to 70° C, for 2 to 5 hours in an amount equimolar to the primary and secondary amino groups in the molecule of the alkyl-substituted poly-urethane-urea-polyamine.

References Cited (Backward Citations)

US3551288A Cited
US3836493A Cited
US3892696A Cited
US3948837A Cited

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

Assigned Categories & Tags

No categories assigned to this patent yet.

Assign Category Tag