Process of producing 1,4-butanediol

Patent metadata

Field	Value
Publication number	US-9533931-B2
Application number	US-201414783894-A
Country	US
Kind code	B2
Filing date	Apr 9, 2014
Priority date	Apr 12, 2013
Publication date	Jan 3, 2017
Grant date	Jan 3, 2017

Abstract

A process produces 1,4-butanediol by purifying 1,4-butanediol originated from a fermentation broth, by which process 1,4-butanediol having properties suited as a material of producing a polyester is obtained, which 1,4-butanediol enables to reduce by-production of tetrahydrofuran during the esterification reaction and to reduce the delay in polymerization. The process of producing 1,4-butanediol includes adding an alkaline substance other than an ammonia or an amine to an aqueous 1,4-butanediol-containing solution originated from a fermentation broth; distilling the resulting mixture; and recovering a 1,4-butanediol-containing solution from the vapor flow.

First claim

What is claimed is:

1. A process of producing 1,4-butanediol, comprising the steps of
(a) adding an alkaline substance other than an ammonia or an amine to an aqueous 1,4-butanediol-containing solution originated from a fermentation broth;
(b) distilling the resulting mixture of step (a); and
(c) recovering a 1,4-butanediol-containing solution from vapor flow,
wherein, before adding said alkaline substance, said aqueous 1,4-butanediol-containing solution originated from a fermentation broth is subjected to a step of filtering said aqueous 1,4-butanediol-containing solution through a nanofiltration membrane and recovering the aqueous 1,4-butanediol-containing solution from the permeate flow of the membrane; and/or a step of subjecting said aqueous 1,4-butanediol-containing solution to an ion exchange treatment.

2. The process according to claim 1 , wherein said alkaline substance is added in an amount of not more than 20 mol % based on the 1,4-butanediol.

3. The process according to claim 1 , wherein said alkaline substance is at least one selected from the group consisting of alkaline metal hydroxides, alkaline metal salts, alkaline earth metal hydroxides and alkaline earth metal salts.

4. The process according to claim 1 , wherein said alkaline substance is at least one selected from the group consisting of sodium hydroxide, potassium hydroxide, calcium hydroxide, magnesium hydroxide, sodium carbonate and calcium carbonate.

5. The process according to claim 1 , wherein, before adding said alkaline substance, said aqueous 1,4-butanediol-containing solution originated from a fermentation broth is subjected to a step of filtering said aqueous 1,4-butanediol-containing solution through a reverse osmosis membrane to increase the concentration of 1,4-butanediol.

6. A process of producing a polyester comprising reacting the 1,4-butanediol produced by the process according to claim 1 with a dicarboxylic acid.

7. The process according to claim 6 , wherein said dicarboxylic acid is terephthalic acid.

8. The process according to claim 2 , wherein said alkaline substance is at least one selected from the group consisting of alkaline metal hydroxides, alkaline metal salts, alkaline earth metal hydroxides and alkaline earth metal salts.

9. The process according to claim 2 , wherein said alkaline substance is at least one selected from the group consisting of sodium hydroxide, potassium hydroxide, calcium hydroxide, magnesium hydroxide, sodium carbonate and calcium carbonate.

10. The process according to claim 3 , wherein said alkaline substance is at least one selected from the group consisting of sodium hydroxide, potassium hydroxide, calcium hydroxide, magnesium hydroxide, sodium carbonate and calcium carbonate.

11. The process according to claim 2 , wherein, before adding said alkaline substance, said aqueous 1,4-butanediol-containing solution originated from a fermentation broth is subjected to a step of filtering said aqueous 1,4-butanediol-containing solution through a reverse osmosis membrane to increase the concentration of 1,4-butanediol.

12. The process according to claim 3 , wherein, before adding said alkaline substance, said aqueous 1,4-butanediol-containing solution originated from a fermentation broth is subjected to a step of filtering said aqueous 1,4-butanediol-containing solution through a reverse osmosis membrane to increase the concentration of 1,4-butanediol.

13. The process according to claim 4 , wherein, before adding said alkaline substance, said aqueous 1,4-butanediol-containing solution originated from a fermentation broth is subjected to a step of filtering said aqueous 1,4-butanediol-containing solution through a reverse osmosis membrane to increase the concentration of 1,4-butanediol.

14. A process of producing a polyester comprising reacting the 1,4-butanediol obtained by the process according to claim 2 with a dicarboxylic acid.

15. A process of producing a polyester comprising reacting the 1,4-butanediol obtained by the process according to claim 3 with a dicarboxylic acid.

Assignees

• Toray Industries

Inventors

• Kawamura Kenji
• Morita Izumi
• Ito Masateru
• Sakami Satoshi
• Makino Masataka
• Yamada Katsushige
• Burk Mark J
• Japs Michael
• Clark Warren

Classifications

• B01D3/143

  by two or more of a fractionation, separation or rectification step · CPC title

• B01D61/025

  Reverse osmosis; Hyperfiltration · CPC title

• C08G63/183

  Terephthalic acids · CPC title

• B01D15/361

  Ion-exchange · CPC title

• B01D3/34

  with one or more auxiliary substances · CPC title