Copolymer of diallylamines and sulfur dioxide, and method for producing same

Patent metadata

Field	Value
Publication number	US-10988577-B2
Application number	US-201916540863-A
Country	US
Kind code	B2
Filing date	Aug 14, 2019
Priority date	Oct 15, 2015
Publication date	Apr 27, 2021
Grant date	Apr 27, 2021

Abstract

Provided are a copolymer of diallylamines and sulfur dioxide having a high molecular weight and a low content amount of impurities such as halogens, and a production method with which it is possible to produce such a copolymer relatively simply and at low cost. This problem is solved by: a copolymer having a weight-average molecular weight of 150,000 or higher obtained by GPC measurement and a degree of polymerization of 1000 or higher, the copolymer being obtained by copolymerizing sulfur dioxide and a sulfonate or alkyl sulfate salt of diallylamines having a specific structure; and a method for producing a copolymer, the method having a step for copolymerizing sulfur dioxide and a sulfonate or alkyl sulfate salt of diallylamines having a specific structure in ethylene glycol or in propylene glycol monomethyl ether.

First claim

The invention claimed is:

1. A production method of a copolymer, comprising the step of copolymerizing a sulfonic acid salt or alkylsulfate salt of a diallylamine represented by Structural Formula 1, wherein R 1 and R 2 are each independently a hydrogen atom or a hydrocarbon group having 1 to 3 carbon atoms and X— is a sulfonic acid ion having 1 to 3 carbon atoms or an alkylsulfate ion having 1 to 3 carbon atoms, and sulfur dioxide represented by Structural Formula 2 in ethylene glycol or propylene glycol monomethyl ether, wherein the sulfonic acid salt or alkylsulfate salt of a diallylamine and the sulfur dioxide are present at a concentration of 1 to 70% by mass in the ethylene glycol or the propylene glycol monomethyl ether

2. The production method according to claim 1 , wherein the proportion of the sulfonic acid salt or alkyl sulfate salt of a diallylamine and the sulfur dioxide to all of the monomers to be subjected to the copolymerization step is 90 mol % or more.

3. The production method according to claim 1 , wherein the molar ratio of the sulfonic acid salt or alkylsulfate salt of a diallylamine to the sulfur dioxide to be subjected to the copolymerization step is from 0.7:1 to 1.3:1.

4. The production method according to claim 1 , wherein the copolymerization step is a step of obtaining a solution or a dispersion by performing polymerization in ethylene glycol or propylene glycol monomethyl ether.

5. The production method according to claim 1 , wherein a radical initiator that substantially does not start a redox reaction with sulfur dioxide at temperatures of from 0° C. to 100° C. is used in the copolymerization step.

6. The production method according to claim 5 , wherein the radical initiator is an aliphatic azo compound.

Assignees

• Nitto Boseki Co Ltd

Inventors

• Yamada Nobuyuki
• Bunya Masaru

Classifications

• C09D181/06

  Polysulfones; Polyethersulfones · CPC title

• C08G75/22 Primary

  Copolymers of sulfur dioxide with unsaturated aliphatic compounds · CPC title

• C08K5/23

  Azo-compounds · CPC title

• C08F2/06

  Organic solvent · CPC title

• C08F36/20

  unconjugated · CPC title