# US 4,395,569 A · Method of preparing sulfonic acid salts of acyloxyalkylamines and polymers and compounds therefrom

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- Number: US 4,395,569 A
- Document ID: US4395569A
- Status: Granted
- Kind: A
- Application number: 06/104,256
- Filed: 1979-12-17
- Granted: 1983-07-26
- Earliest claimed: 1968-06-27
- Assignees: Rohm and Haas Company
- Inventors: Sheldon N. Lewis; Jerome F. Levy
- Web page: https://patentgrep.com/patent/US4395569A

## CPC

- C08G 18/771: {oxygen}
- C07C 265/00: Derivatives of isocyanic acid
- C08F 28/00: Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a bond to sulfur or by a heterocyclic ring containing sulfur
- C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C08F: MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS

## Abstract

A sulfonic acid salt of an acyloxyalkylamine is prepared by reaction of an organic acid or amino-acid with a sulfonic acid salt of an alkanolamine. Isocyanates are prepared therefrom by reaction with phosgene.

## Claims

### Claim 1

Process for the production of an ester of an organic acid which comprises reacting:
(a) at least one alkanolamine sulfonic acid salt said alkanolamine having from two to eight carbon atoms, one primary amino group and either a primary or secondary hydroxyl group, with
(b) at least one organic acid or salt thereof selected from the group consisting of:
(1) aliphatic and aromatic dicarboxylic acids and
(2) acrylic, methacrylic, fumaric, maleic and
(3) a sulfonic acid salt of an amino acid selected from the group consisting of monoamino-monocarboxylic, monoamino-dicarboxylic, diamino-monocarboxylic, and diamino-dicarboxylic acids,
at a temperature of at least 40.degree. C. while removing water as the reaction proceeds.

### Claim 2 (depends on 1)

Process according to claim 1 wherein the organic acid is methacrylic acid.