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 Polyalkylene oxide-containing urethane polyols with sulphonic acid groups

Details
Inventors: Engelhard, Helmut; Wolf, Gerhard D.; Bentz, Francis; Nischk, Gunther;
Assignee: Bayer Aktiengesellschaft (Leverkusen, DE)
Primary Examiner: Trousof; Natalie
Assistant Examiner: Shippen; Michael
Attorney, Agent or Firm: Harsh; Gene, Gil; Joseph C., Olson; R. Brent

This invention relates to urethanes which contain at least one sulphonic acid group and at least two free OH-groups and to a process for the preparation thereof.

DETAILED DESCRIPTION What is claimed is: 1.
Sulphonic acid group-containing polyalkylene oxide-containing urethane polyols corresponding to the formula: ##STR16## wherein X represents an NH.
sub.
4 radical or an alkali metal atom; R.
sub.
1 represents a straight- or branched-chain aliphatic group with from 2 to 7 carbon atoms or an aromatic group which consists of one ring or two fused rings which may be substituted by halogen, by aliphatic groups having from 1 to 5 carbon atoms or by further sulphonic acid groups or by nitro groups; R.
sub.
2 represents a hydrogen atom or a methyl group; R.
sub.
3 and R.
sub.
4 which may be the same or different, represent a divalent straight- or branched-chain aliphatic group with from 2 to 10 carbon atoms; n represents a number of from 1 to 50; and y represents an integer sufficient to satisfy the valence requirements of the group R.
sub.
1.
2.
Urethane polyols according to claim 1, wherein R.
sub.
3 and R.
sub.
4 represent the group --CH.
sub.
2 --CH.
sub.
2 --.
3.
Urethane polyols according to claim 1, wherein R.
sub.
3 and R.
sub.
4 represent the group --CH.
sub.
2 --CH--CH.
sub.
3.




Description:
DESCRIPTION OF THE INVENTION It has been found that urethanes which contain at least one sulphonic acid group and at least two free OH-groups may be obtained by the alkoxylation of an aromatic or aliphatic mono- or polyhydroxysulphonic acid, followed by the reaction of the free hydroxyl group with phosgene to form the corresponding chlorocarbonic acid ester and the reaction of this latter compound with a secondary amine which contains two free hydroxyl groups.
After isolation of the alkoxylated compound, the subsequent reactions are carried out in a one-pot process.
One may also use alkoxylated unsaturated aliphatic alcohols or polyols as starting materials.
In this case, these compounds are first reacted with phosgene and then with secondary amines which contain two free OH-groups.
The desired urethanes, which contain one or more sulphonic acid groups and at least two free OH-groups, are obtained by addition of alkali metal bisulphites to the carbon-carbon double bonds



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