US3903032A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Process for preparation of amphoteric polyurethane emulsions
Assignee: Kao Corp
•
Filing: 1974-09-13
•
Granted: 1975-09-02
•
Expires: 1994-09-13
Abstract
Abstract A process for the preparation of amphoteric polyurethane emulsions comprising chain-extending a urethane prepolymer having isocyanate groups at the ends of the molecule by reacting it with a polyalkylene polyamine having at least two primary or secondary amino groups and also having a functional group of the formula:
Inventors
- 👤 Kazuo Matsuda
- 👤 Hidemasa Ohmura
- 👤 Hirakazu Aritaki
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-24 05:57
CPC Classifications
C; C08; C08G; C08G18/00; C08G18/06; C08G18/08; C08G18/0804; C08G18/0833; C08G18/10
Claims Analysis
Total Claims: 20
Claim 1
Independent Claim
126 words
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 AND ALSO HAVVING A FUNCTIONAL GROUP OF THE FORMULA-CH2CH(OH)-CH2X WHEREIN X IS CHLORO OR BROMO 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 GROUPS CANNOT BE DETECTED WHEREBY TO FORM POLYURETHANE UREA-POLYAMINE,
Claim 2
Dependent Claim
126 words
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 AND ALSO HAVVING A FUNCTIONAL GROUP OF THE FORMULA-CH2CH(OH)-CH2X WHEREIN X IS CHLORO OR BROMO 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 GROUPS CANNOT BE DETECTED WHEREBY TO FORM POLYURETHANE UREA-POLYAMINE,
Claim 3
Dependent Claim
10 words
A PROCESS FOR PREPARING AN AMPHOTERIC POLYURETHANE EMULSION WHICH COMPRISES,
Claim 4
Dependent Claim
10 words
A PROCESS FOR PREPARING AN AMPHOTERIC POLYURETHANE EMULSION WHICH COMPRISES,
Claim 5
Dependent Claim
189 words
reacting, in the liquid phase the reaction product of step 1 with either a. a substance selected from the group consisting of sultones, lactones and sodium monohalogenated carboxylate, at a temperature of +40* to +70*C, for 3 to 7 hours, the amount of said substance being in the range of 0.5 to 2.0 moles per one mole of amino groups of the polyurethane-urea-polyamine and sufficient to render amphoteric the amino groups of the reaction product of step 1 so that a stable emulsion is formed when water is added and blended in the product of step 2(a), or b. a substance selected from the group consisting of alkyl acrylates, alkyl methacrylates and acrylonitrile, at a temperature of 50 to 80*C, for 3 to 7 hours and then hydrolyzing the reaction products, the amount of said substance in the range of 0.5 to 2.0 moles per the mole of amino groups of the polyurethane-urea-polyamine and being sufficient to render amphoteric the amino group of the reaction product of step 1 so that a stable emulsion can be formed when water is added and blended in the product of step 2(b),
Claim 6
Dependent Claim
189 words
reacting, in the liquid phase the reaction product of step 1 with either a. a substance selected from the group consisting of sultones, lactones and sodium monohalogenated carboxylate, at a temperature of +40* to +70*C, for 3 to 7 hours, the amount of said substance being in the range of 0.5 to 2.0 moles per one mole of amino groups of the polyurethane-urea-polyamine and sufficient to render amphoteric the amino groups of the reaction product of step 1 so that a stable emulsion is formed when water is added and blended in the product of step 2(a), or b. a substance selected from the group consisting of alkyl acrylates, alkyl methacrylates and acrylonitrile, at a temperature of 50 to 80*C, for 3 to 7 hours and then hydrolyzing the reaction products, the amount of said substance in the range of 0.5 to 2.0 moles per the mole of amino groups of the polyurethane-urea-polyamine and being sufficient to render amphoteric the amino group of the reaction product of step 1 so that a stable emulsion can be formed when water is added and blended in the product of step 2(b),
Claim 7
Dependent Claim
190 words
REACTING IN THE LIQUID PHASE THE REACTION PRODUCT OF STEP 1 WITH EITHER A. A SUBSTANCE SELECTED FROM THE GROUP CONSISTING OF SULTONES LACTONES AND SODIUM MONOHALOGENATED CARBOXYLATE AT A TEMPERATURE OF 40% TO +70*C FOR 3 TO 7 HOURS THE AMOUNT OF SAID SUBSTANCE BEING IN THE RANGE OF 0.5 TO 2.0 MOLES PER ONE OF AMINO GROUP OF THE POLYURETHANE UREA-POLYAMINE AND SUFFICIENT TO RENDER AMPHOTERIC THE AMINO GROUPS OF THE REACTION PRODUCT OF STEP 1 SO THAT A STABLE EMULSION IS FORMED WHEN WATER IS ADDED AND BLENDED IN THE PRODUCT OF STEP 2(A) OR B. A SUBSTANCE SELECTED FROM THE GROUP CONSISTING OF ALKYL ACRYLATES ALKYL METHACRYLATES AND ACRYLONITRILE AT A TEMPERATURE OF 50 TO 80*C FOR 3 TO 7 HOURS AND THEN HYDROLYZING THE REACTION PRODUCTS THE AMOUNT OF SAID SUBSTANCE IN THE RANGE OF 0.5 TO 2.0 MOLES PER THE MOLE OF AMINO GROUPS OF THE POLYURETHANE UREA-POLYAMINE AND BEING SUFFICIENT TO RENDER AMPHOTERIC THE AMINO GROUP OF THE REACTION PRODUCT OF STEP 1 SO THAT A STABLE EMULSION CAN BE FORMED WHEN WATER IS ADDED AND BLENDED IN THE PRODUCT OF STEP 2(B).
Claim 8
Dependent Claim
190 words
REACTING IN THE LIQUID PHASE THE REACTION PRODUCT OF STEP 1 WITH EITHER A. A SUBSTANCE SELECTED FROM THE GROUP CONSISTING OF SULTONES LACTONES AND SODIUM MONOHALOGENATED CARBOXYLATE AT A TEMPERATURE OF 40% TO +70*C FOR 3 TO 7 HOURS THE AMOUNT OF SAID SUBSTANCE BEING IN THE RANGE OF 0.5 TO 2.0 MOLES PER ONE OF AMINO GROUP OF THE POLYURETHANE UREA-POLYAMINE AND SUFFICIENT TO RENDER AMPHOTERIC THE AMINO GROUPS OF THE REACTION PRODUCT OF STEP 1 SO THAT A STABLE EMULSION IS FORMED WHEN WATER IS ADDED AND BLENDED IN THE PRODUCT OF STEP 2(A) OR B. A SUBSTANCE SELECTED FROM THE GROUP CONSISTING OF ALKYL ACRYLATES ALKYL METHACRYLATES AND ACRYLONITRILE AT A TEMPERATURE OF 50 TO 80*C FOR 3 TO 7 HOURS AND THEN HYDROLYZING THE REACTION PRODUCTS THE AMOUNT OF SAID SUBSTANCE IN THE RANGE OF 0.5 TO 2.0 MOLES PER THE MOLE OF AMINO GROUPS OF THE POLYURETHANE UREA-POLYAMINE AND BEING SUFFICIENT TO RENDER AMPHOTERIC THE AMINO GROUP OF THE REACTION PRODUCT OF STEP 1 SO THAT A STABLE EMULSION CAN BE FORMED WHEN WATER IS ADDED AND BLENDED IN THE PRODUCT OF STEP 2(B).
Claim 9
Dependent Claim
32 words
A process according to claim 1, in which the reactant (B) includes up to 50 percent, by molecular equivalent, of diamines of alkylene oxide adducts, acrylonitrile adducts or acrylate adducts of diamines.
Claim 10
Dependent Claim
52 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 1 < b < or = 5/a.
Claim 11
Dependent Claim
28 words
TREATING THE PRODUCT OF STEP 2 TO REMOVE THE ORGANIC SOLVENT THEREFROM AND ADDING WATER THERETO AND THEREBY OBTAINING AN AQUEOUS AMPHOTERIC POLYURETHANE EMULSION AS A FINAL PRODUCT.
Claim 12
Dependent Claim
28 words
TREATING THE PRODUCT OF STEP 2 TO REMOVE THE ORGANIC SOLVENT THEREFROM AND ADDING WATER THERETO AND THEREBY OBTAINING AN AQUEOUS AMPHOTERIC POLYURETHANE EMULSION AS A FINAL PRODUCT.
Claim 13
Dependent Claim
28 words
treating the product of step 2 to remove the organic solvent therefrom and adding water thereto and thereby obtaining an aqueous amphoteric polyurethane emulsion as a final product.
Claim 14
Dependent Claim
28 words
treating the product of step 2 to remove the organic solvent therefrom and adding water thereto and thereby obtaining an aqueous amphoteric polyurethane emulsion as a final product.
Claim 15
Dependent Claim
14 words
A process according to claim 1, in which the polyalkylene polyamine has the formula
Claim 16
Dependent Claim
34 words
A process according to claim 4, in which said polyalkylene polyamine is prepared by reacting, at from 10* to 80*C, for from 0.5 to 5 hours, epichlorohydrin epibromohydrin with a polyamine having the formula
Claim 17
Dependent Claim
46 words
A process according to claim 1, in which the step 2(a) said substance is selected from the group consisting of 1,3-propanesultone, 1,4-butanesultone, Beta -propiolactone, gamma -butyrolactone, epsilon -caprolactone, delta -valerolactone and X(CH2)nCOONa, in which X is halogen and n is an integer of 1 or 2.
Claim 18
Dependent Claim
30 words
A process according to claim 1, in which in step 2(b) said substance is selected from the group consisting of methyl acrylate, ethyl acrylate, methyl methacrylate, ethyl methacrylate and acrylonitrile.
Claim 19
Dependent Claim
12 words
An aqueous amphoteric polyurethane emulsion prepared by the process of claim 1.
Claim 20
Dependent Claim
24 words
A polyurethane molded product prepared by forming the emulsion of claim 8 into a molded product and then heat-treating the product to effect cross-linking.
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) | 1978-09-01 | 1979-03-03 | 1979-09-02 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1982-09-01 | 1983-03-03 | 1983-09-02 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1986-09-01 | 1987-03-03 | 1987-09-02 | $7700.00 | Window Closed / Lapsed |