IP Library Granted Patent US 8,114,938
Granted Patent B2
US 8,114,938 · App. 12/238,524 · Granted Feb 14, 2012

Polyurethane dispersions for use in personal care products

View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 8,114,938
App. No.
12/238,524
Granted
Feb 14, 2012
Kind
B2
Abstract

The invention relates to an aqueous polyurethane dispersion suitable for use in personal care products, the dispersed polyurethane comprising the reaction products of: A) a prepolymer according to the formula: wherein R 1 represents a bivalent radical of a dihydroxyl functional compound, R 2 represents a hydrocarbon radical of an aliphatic or cycloaliphatic polyisocyanate, R 3 represents a radical of a low molecular weight diol, optionally substituted with ionic groups, n is from 0 to 5, and m is >1; B) at least one chain extender according to the formula: H 2 N—R 4 —NH 2 wherein R 4 represents an alkylene or alkylene oxide radical not substituted with ionic or potentially ionic groups; and C) at least one chain extender according to the formula: H 2 N—R 5 —NH 2 wherein R 5 represents an alkylene radical substituted with ionic or potentially ionic groups.

Claims (27)

1. A process for preparing a hair fixative comprising:

a. preparing an aqueous polyurethane dispersion by

i. forming a isocyanate-functional prepolymer by reacting

1a) a polyol,

1b) an aliphatic or cycloaliphatic polyisocyanate, and

1c) a low molecular weight diol optionally substituted with ionic groups;

ii. chain-extending the prepolymer with

2a) at least one chain extender according to the formula:

H 2 N—R 4 —NH 2

wherein R 4 represents an alkylene or alkylene oxide radical not substituted with ionic potentially ionic groups, and

2b) at least one chain extender selected from the group consisting of the sodium salt of N-(2-aminoethyl)-2-aminoethane sulfonic acid and compounds according to the formula:

H 2 N—R 5 —NH 2

wherein R 5 represents an alkylene radical substituted with ionic or potentially ionic groups,

in the presence of an organic solvent to form a polyurethane;

iii. dispersing the polyurethane in water; and

iv. removing the organic solvent, resulting in an aqueous polyurethane dispersion; and

b. mixing the polyurethane dispersion with biocide.

2. The process of claim 1 , wherein the reactants further include a chain terminator according to the formula:

wherein R 6 is an H atom or alkylene radical optionally having a hydroxyl end and R 7 is alkylene radical optionally having a hydroxyl end.

3. The process of claim 2 , wherein the chain terminator is selected from the group consisting of methylamine, ethylamine, propylamine, butylamine, octylamine, laurylamine, stearylamine, isononyloxy-propylamine, dimethylamine, diethylamine, dipropylamine, dibutylamine, N-methylaminopropylamine, diethyl(methyl)aminopropylamine, morpholine, piperidine and diethanolamine, amide amine of diprimary amines and monocarboxylic acids, monoketimes of diprimary amines, primary/tertiary amines, methanol, butanol, hexanol, 2-ethylhexyl alcohol, isodecyl alcohol, aminomethylpropanol and mixtures thereof.

4. The process of claim 1 , wherein the polyisocyanate is selected from the group consisting of tetramethylene diisocyanate, 1,6-hexamethylene diisocyanate, dodecamethylene diisocyanate, 1,4-diisocyanatocyclohexane, 3-isocyanatomethyl-3,5,6-trimethyl-cyclohexylisocyanate (isophorone diisocyanate), 4,4′-diisocyanatodicyclo-hexylmethane, 4,4′-diisocyanatodicyclohexylpropane-(2,2) and mixtures thereof.

5. The process of claim 1 , wherein the low molecular weight diol is selected from the group consisting of ethylene glycol, diethylene glycol, propane 1,2-diol, propane 1,3-diol, butane 1,4-diol, butylene 1,3, glycol, cyclohexane diol, 1,4-cyclohexane dimethanol, hexane 1,6-diol, bisphenol A (2,2-bis(4-hydroxyphenyl)propane), hydrogenated bisphenol A (2,2-bis(4-hydroxycyclohexyl)propane) and mixtures thereof.

6. The process of claim 1 , wherein the first chain extender 2a) is a mixture of 3-{2-[2-(3-aminopropoxy)ethoxy]ethoxy}propylamine and ethylenediamine.

7. The process of claim 3 , wherein the first chain extender 2a) is a mixture of 3-{2-[2-(3-aminopropoxy)ethoxy]ethoxy}propylamine, and ethylenediamine.

8. The process of claim 1 , wherein the second chain extender 2b) is the sodium salt of N-(2-aminoethyl)-2-aminoethane sulfonic acid.

9. The process of claim 1 , wherein n is from 1to 3, and m is from 1 to 5.

10. The process of claim 1 , wherein either R 3 is a radical diethylene glycol or R 4 is a radical of 3-{2-[2-(3-aminopropoxy)ethoxy]ethoxy}propylamine.

Assignments (1)
CHANGE OF NAME Recorded Oct 16, 2015
From: BAYER MATERIALSCIENCE LLC
To: COVESTRO LLC
Reel/Frame 036876/0585 →