IP Library Granted Patent US 9,370,571
Granted Patent B2
US 9,370,571 · App. 14/118,008 · Granted Jun 21, 2016

Aqueous acrylamide solution, stabilizer for aqueous acrylamide solution, and stabilization method for aqueous acrylamide solution

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Quick Facts
Patent No.
US 9,370,571
App. No.
14/118,008
Granted
Jun 21, 2016
Kind
B2
Abstract

There is provided an aqueous acrylamide solution including 2,2,6,6-tetramethylpiperidine 1-oxyl in the ratio of 2 to 100 mg and manganese ions in the ratio of 0.2 to 2.0 mg per 1 kg of acrylamide. According to the present invention, an aqueous acrylamide solution having favorable quality and high stability with suppressed polymerization of acrylamide, a stabilizer used therefore, and a stabilization method can be provided.

Claims (31)

1. An aqueous acrylamide solution, comprising:

acrylamide;

2,2,6,6-tetramethylpiperidine 1-oxyl in an amount of 2 to 100 mg per kg of acrylamide;

manganese ions in an amount of 0.2 to 2.0 mg per kg of acrylamide; and

a water soluble monocarboxylic acid salt containing two or more carbon atoms added in an amount of 20 to 5000 mg per kg of acrylamide.

2. The aqueous acrylamide solution according to claim 1 , wherein the acrylamide is obtained by a process comprising: reacting acrylonitrile with water in the presence of a biocatalyst.

3. The aqueous acrylamide solution according to claim 1 , wherein a concentration of the acrylamide in the aqueous acrylamide solution is from 30 to 60% by mass relative to a total weight of the aqueous acrylamide solution.

4. A stabilizer for an aqueous acrylamide solution, the stabilizer comprising:

2,2,6,6-tetramethylpiperidine 1-oxyl;

manganese ions; and

a water soluble monocarboxylic acid salt containing two or more carbon atoms;

wherein the water soluble monocarboxylic acid salt is present in the stabilizer in an amount sufficient to provide 20 to 5,000 mg per kg of acrylamide when the stabilizer is added to the aqueous acrylamide solution.

5. A method for stabilizing an aqueous acrylamide solution, the method comprising:

mixing 2,2,6,6-tetramethylpiperidine 1-oxyl and manganese ions into the aqueous acrylamide solution in amounts of 2 to 100 mg of 2,2,6,6-tetramethylpiperidine 1-oxyl per kg acrylamide and 0.2 to 2.0 mg of manganese ions per kg of acrylamide; and

adding a water soluble monocarboxylic acid salt containing two or more carbon atoms to the aqueous acrylamide solution in an amount of 20 to 5,000 mg per kg of acrylamide.

6. A method for stabilizing an aqueous acrylamide solution, the method comprising:

adding a composition comprising 2,2,6,6-tetramethylpiperidine 1-oxyl and manganese ions to the aqueous acrylamide solution; and

further adding a water soluble monocarboxylic acid salt containing two or more carbon atoms to the aqueous acrylamide solution;

wherein the water soluble monocarboxylic acid salt is added in an amount of 20 to 5,000 mg per kg of acrylamide.

7. The aqueous acrylamide solution according to claim 1 , wherein the water soluble monocarboxylic acid salt is a salt of acetic acid, propionic acid, or n-caproic acid.

8. The aqueous acrylamide solution according to claim 1 , wherein the water soluble monocarboxylic acid salt is a salt of acrylic acid, methacrylic acid, or vinyl acetic acid.

9. The aqueous acrylamide solution according to claim 1 , wherein the water soluble monocarboxylic acid salt is a sodium salt, potassium salt, or ammonium salt of a monocarboxylic acid.

10. The stabilizer according to claim 4 , wherein the water soluble monocarboxylic acid salt is a salt of acetic acid, propionic acid, or n-caproic acid.

11. The stabilizer according to claim 4 , wherein the water soluble monocarboxylic acid salt is a salt of acrylic acid, methacrylic acid, or vinyl acetic acid.

12. The stabilizer according to claim 4 , wherein the water soluble monocarboxylic acid salt is a sodium salt, potassium salt, or ammonium salt of a monocarboxylic acid.

13. The method according to claim 5 , wherein the water soluble monocarboxylic acid salt is a salt of acetic acid, propionic acid, or n-caproic acid.

14. The method according to claim 5 , wherein the water soluble monocarboxylic acid salt is a salt of acrylic acid, methacrylic acid, or vinyl acetic acid.

15. The method according to claim 5 , wherein the water soluble monocarboxylic acid salt is a sodium salt, potassium salt, or ammonium salt of a monocarboxylic acid.

16. The method according to claim 6 , wherein the water soluble monocarboxylic acid salt is a salt of acetic acid, propionic acid, or n-caproic acid.

17. The method according to claim 6 , wherein the water soluble monocarboxylic acid salt is a salt of acrylic acid, methacrylic acid, or vinyl acetic acid.

18. The method according to claim 6 , wherein the water soluble monocarboxylic acid salt is a sodium salt, potassium salt, or ammonium salt of a monocarboxylic acid.

Assignments (2)
CHANGE OF NAME Recorded Sep 5, 2017
From: MITSUBISHI RAYON CO., LTD.
To: MITSUBISHI CHEMICAL CORPORATION
Reel/Frame 043750/0834 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 15, 2013
From: KANOU, MAKOTO; HAGIYA, NORIFUMI
To: MITSUBISHI RAYON CO., LTD.
Reel/Frame 031611/0777 →