# US 5,344,584 A · Cyanate-reactive compositions

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- Number: US 5,344,584 A
- Document ID: US5344584A
- Status: Granted
- Kind: A
- Application number: 07/809,810
- Filed: 1991-12-18
- Granted: 1994-09-06
- Earliest claimed: 1990-12-27
- Assignees: Imperial Chemical Industries PLC
- Inventors: Gabriel Verhelst; Philip Cornet; Benoit F. de Veubeke; Bleys: Geert
- Web page: https://patentgrep.com/patent/US5344584A

## CPC

- C08G 18/4804: {Two or more polyethers of different physical or chemical nature}
- C08G 18/4009: {Two or more macromolecular compounds not provided for in one single group of groups C08G18/42 - C08G18/64}
- C08G 2130/00: Compositions of compatibilising agents used in mixtures of high-molecular-weight compounds having active hydrogen with other compounds having active hydrogen
- Y10S 516/04: Protein or carboxylic compound containing
- Y10S 516/05: Organic amine, amide, or n-base containing
- Y10S 516/06: Protein or carboxylic compound containing
- Y10S 516/07: Organic amine, amide, or n-base containing
- C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- Y10S: TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS

## Abstract

An isocyanate-reactive composition comprising a first isocyanate-reactive compound and a second isocyanate-reactive compound which is normally immiscible with the first isocyanate-reactive compound and a stabilizing amount of a surfactant compound comprising a carboxylic acid ester or amide carrying a terminal acid group selected from carboxymethyl, sulphate, sulphonate, phosphate and phosphonate, provided that the methyl radical of the carboxymethyl group is not directly attached to a carbon atom of an unsubstituted hydrocarbon chain containing two or more carbon atoms.

## Claims

### Claim 1

An isocyanate-reactive composition comprising:
(1) a first isocyanate-reactive compound having a functionality of from 2 to 4 and an average equivalent weight of from 500 to 5000;
(2) a second isocyanate-reactive compound which is normally immiscible with the first isocyanate-reactive compound and has a functionality of at least 2 and an average equivalent weight of from 30 to 5000;
characterized in that it is further comprises
(3) a stabilizing amount of a surfactant compound comprising a carboxylic acid ester or amide carrying a terminal acid group selected from the group consisting of carboxymethyl, sulphate, sulphonate, phosphate, and phosphonate, provided that the methyl radical of the carboxymethyl group is not directly attached to a carbon atom of an unsubstituted hydrocarbon chain containing two or more carbon atoms.

### Claim 2 (depends on 1)

A composition according to claim 1, characterised in that it is an emulsion.

### Claim 3 (depends on 1)

A composition according to claim 1 wherein the surfactant compound is
A--(O--B--CO).sub.m --D
wherein one of the groups represented by A and D is, or carries, the acid group and the other is any convenient terminal group which does not render the compound hydrophilic, B is a divalent hydrocarbon group and m is from 1 to 100.

### Claim 4 (depends on 1)

A composition according to claim 1 wherein the surfactant compound comprises a hydrophobic component and a hydrophilic component covalently bonded together, wherein the hydrophobic component is the residue of an oligomeric or polymeric monocarboxylic acid of the formula ##STR3## in which A.sup.2 is a hydrogen or a monovalent hydrocarbon or substituted hydrocarbon group;
B.sup.1 is hydrogen or a monovalent, C.sub.1 to C.sub.24 hydrocarbon group;
B.sup.2 is a divalent C.sub.1 to C.sub.24 hydrocarbon group;
n is zero or 1; and
p is zero or an integer up to 100,
and wherein the hydrophilic component contains an acid group selected from the group consisting of phosphate, phosphonate, sulphate, sulphonate and carboxymethyl.

### Claim 5 (depends on 1)

A composition according to claim 1 wherein the surfactant is a compound conforming to the formula
[A.sup.3 --CO--(O--B.sup.3 --CO).sub.m --D.sup.2 ].sub.k --L M
wherein
A.sup.3 --CO is the residue of an esterifiable carboxylic acid of the formula, A.sup.3 --COOH;
B.sup.3 is selected from the group consisting of alkylene, alkenylene, cycloalkylene, polycycloalkylene and halo derivatives thereof;
D.sup.2 is a bridging group of the formula--X--G--Y--wherein X is O, S or NR and Y is O, NR or a direct link, in which each R independently is as hereinbefore defined or, where X and Y are both NR, the two groups, R, may form a single alkylene or alkenylene group linking the two nitrogens to which they are attached, and G is alkylene, alkenylene, cycloalkylene or arylene;
L is phosphonate, sulphonate or methylenecarboxylate;
M is a cation;
k is 1 or 2;
and m is as hereinbefore defined.

### Claim 6 (depends on 1)

A composition according to claim 1 wherein the surfactant is a compound conforming to the formula
[D.sup.1 --X--(CO--B.sup.3 O).sub.m ].sub.k --LM
wherein D.sup.1 is an aliphatic or alicyclic group and B.sup.3, L, M, X, m and k are as hereinbefore defined.

### Claim 7 (depends on 1)

A composition according to claim 1 wherein each of the isocyanate-reactive compounds, independently, is selected from the group consisting of polyols, polyamines, imino-functional compounds and enamine-containing compounds.

### Claim 8 (depends on 1)

A composition according to claim 1 wherein the first isocyanate-reactive compound is a polyoxypropylene polyol or a poly(oxypropylene-oxyethylene) polyol having an oxyethylene content of up to 20% by weight and the second isocyanate-reactive compound is a poly(oxypropylene-oxyethylene) polyol having an oxyethylene content of at least 50% by weight.

### Claim 9 (depends on 1)

A composition according to claim 1 containing, on a % weight basis:
a) from 97.8 to 2 parts of first isocyanate-reactive compound,
b) from 2 to 97.8 parts of second isocyanate-reactive compound,
c) from 0.2 to 25 parts of surfactant compound.
