Perfluorovinyloxy polyether carboxylic acid alkali metal salt and method for producing the same

Patent metadata

Field	Value
Publication number	US-9765008-B2
Application number	US-201415110579-A
Country	US
Kind code	B2
Filing date	Dec 19, 2014
Priority date	Jan 10, 2014
Publication date	Sep 19, 2017
Grant date	Sep 19, 2017

Abstract

A perfluorovinyloxy polyether carboxylic acid alkali metal salt represented by the general formula is provided:

CF 2 ═CF[OCF 2 CF(CF 3 )] b O(CF 2 ) a O[CF(CF 3 )CF 2 O] c CF(CF 3 )COOM  [I],

wherein M is alkali metal, preferably sodium or potassium, a is an integer of 1 to 6, preferably 2, and b+c is an integer of 0 to 6, preferably 0 or 1. This perfluorovinyloxy polyether carboxylic acid alkali metal salt is produced by subjecting a perfluorovinyloxy polyether carboxylic acid alkyl ester represented by the general formula:

CF 2 ═CF[OCF 2 CF(CF 3 )] b O(CF 2 ) a O[CF(CF 3 )CF 2 O] c CF(CF 3 )COOR  [II],

wherein R is an alkyl group having 1 to 12 carbon atoms, a is an integer of 1 to 6, and b+c is an integer of 0 to 6; to hydrolysis or solvolysis in the presence of an alkali metal hydroxide.

First claim

The invention claimed is:

1. A perfluorovinyloxy polyether carboxylic acid alkali metal salt of the general formula:
CF 2 ═CF[OCF 2 CF(CF 3 )] b O(CF 2 ) a O[CF(CF 3 )CF 2 O] c CF(CF 3 )COOM  [I]

wherein M is alkali metal, a is an integer of 1 to 6, and b+c is an integer of 0 to 6.

2. The perfluorovinyloxy polyether carboxylic acid alkali metal salt according to claim 1 , wherein the alkali metal is sodium or potassium, a is 2, and b+c is 0 or 1.

3. A method for producing a perfluorovinyloxy polyether carboxylic acid alkali metal salt of the general formula:
CF 2 ═CF[OCF 2 CF(CF 3 )] b O(CF 2 ) a O[CF(CF 3 )CF 2 O] c CF(CF 3 )COOM  [I]

wherein M is alkali metal, a is an integer of 1 to 6, and b+c is an integer of 0 to 6;
the method comprising subjecting a perfluorovinyloxy polyether carboxylic acid alkyl ester of the general formula:
CF 2 ═CF[OCF 2 CF(CF 3 )] b O(CF 2 ) a O[CF(CF 3 )CF 2 O] c CF(CF 3 )COOR  [II]

wherein R is an alkyl group having 1 to 12 carbon atoms, a is an integer of 1 to 6, and b+c is an integer of 0 to 6;
to hydrolysis or solvolysis in the presence of an alkali metal hydroxide.

4. The method for producing a perfluorovinyloxy polyether carboxylic acid alkali metal salt according to claim 3 , wherein the molar ratio of the alkali metal hydroxide to the perfluorovinyloxy polyether carboxylic acid alkyl ester is from 0.95:1 to 1.05:1.

5. The method for producing a perfluorovinyloxy polyether carboxylic acid alkali metal salt according to claim 3 , wherein the alkali metal hydroxide is sodium hydroxide or potassium hydroxide.

6. The method for producing a perfluorovinyloxy polyether carboxylic acid alkali metal salt according to claim 3 , wherein the solvent used for the solvolysis is an aliphatic alcohol having 1 to 6 carbon atoms.

7. The method for producing a perfluorovinyloxy polyether carboxylic acid alkali metal salt according to claim 3 , wherein the hydrolysis or solvolysis is performed by adding dropwise an aqueous solution or alcohol solution of the alkali metal hydroxide into an aqueous emulsion or alcohol solution of the perfluorovinyloxy polyether carboxylic acid alkyl ester.

Assignees

• Unimatec Co Ltd

Inventors

• Kokin Keisuke
• Maeda Mitsuru
• Murai Daisuke

Classifications

• C07C59/60 Primary

  the non-carboxylic part of the ether being unsaturated · CPC title

• C07C51/412

  by conversion of the acids, their salts, esters or anhydrides with the same carboxylic acid part · CPC title