Fluoroacrylate monomers and polymers, processes for preparing the same and their use

• US 5,344,956 A
• Filed: 02/09/1993
• Issued: 09/06/1994
• Est. Priority Date: 04/26/1991
• Status: Expired due to Term

• Current Assignee: Minnesota Mining and Manufacturing Co (3M Company)
• Original Assignee: Minnesota Mining and Manufacturing Co (3M Company)
• Inventors: Coppens, Dirk, Fieuws, Francecka, Allewaert, Kathy
• Primary Examiner(s): Dees, Jose G.
• Assistant Examiner(s): Frazier, Barbara S.
• Application Number:
  US08/016,160
• Time in Patent Office: 574 Days
• Field of Search: 560/26, 560/115, 560/166
• US Class Current: 560/26
• CPC Class Codes: C04B 41/4846 Perfluoro-compounds
• CPC Class Codes: C14C 9/00 Impregnating leather for preserving, waterproofing, making resistant to heat or similar purposes
• CPC Class Codes: D06M 15/576 containing fluorine
• CPC Class Codes: D21H 21/16 Sizing or water-repelling agents

Abstract

The invention provides polymers or copolymers which are prepared by the polymerization of the reaction product of a diisocyanate with a perfluoro compound or an epichlorhydrinadduct thereof and (meth)acrylic esters of a three hydroxyl groups containing compound. Furthermore, the invention relates to fluoroacrylic monomers, a process for preparing the polymers or copolymers and a treatment agent comprising the polymers or copolymers of the invention and an environmentally acceptable solvent. Polymers and copolymers of the invention can be used for making textiles, papers, non-woven articles, leather, plastic, wood, metal, stone and cement water and oil repellent.

Claims

1. Fluoroacrylate monomers obtained by the reaction of

a) diisocyanates with a perfluoro compound or an epichlorhydrinadduct thereof, said perfluoro compound having a terminal hydroxyl, thiol, primary or secondary amino group, attached to the perfluoroalkyl group directly via an alkylene bridge or indirectly via an alkylene bridge and a sulphonamido, carbonamide, ether, thioether, sulphonyl or carboxylic ester group between the perfluoroalkyl and the alkylene group, and

b) (meth)acrylic esters of a three hydroxyl group-containing compound.

2. Fluoroacrylate monomer of claim 1 wherein the (meth)acrylic esters are the reaction products of an equimolar reaction between (meth)acrylic acid and a three hydroxyl group containing compound.

3. Fluoroacrylate monomer according to claim 1 wherein said diisocyanates are aliphatic, alicyclic or aromatic.

4. Fluoroacrylate monomer according to claim 1 wherein the three hydroxyl groups containing compound is an alkanetriol or a triolamine.

5. Fluoroacrylate monomer according to claim 1 wherein the fluoro compounds are perfluoro alkyl substituted compounds with a terminal hydroxyl group.

6. Fluoroacrylate monomers according to claim 1 wherein the perfluoro compounds are N-alkyl(perfluorooctane)sulphoneamido alkyl alcohols or perfluoroalkyl group containing alcohols.