Process of producing 1,4-butanediol

A technology of butanediol and dicarboxylic acid, applied in the field of production of 1,4-butanediol, can solve problems such as prolongation of polymerization time, and achieve the effect of reducing the prolongation of polymerization time and the generation of THF

Inactive Publication Date: 2016-01-27
TORAY IND INC
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] We have identified problems with the use of 1,4-butanediol derived from microbial fermentation (where the removal of impurities is insufficient) as a feedstock for the production of polyesters, which are: Compared with the case of butanediol, the polymerization time is greatly prolonged, and the by-product THF is produced

Method used

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  • Process of producing 1,4-butanediol
  • Process of producing 1,4-butanediol

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1 to 4 and comparative example 1

[0105] Distillation of a standard model fermentation broth with basic substances and evaluation of the esterification reaction between 1,4-butanediol and dicarboxylic acids

[0106] Preparation of Standard Simulated Fermentation Broth Containing 1,4-Butanediol

[0107] Add 1,4-butanediol, γ-butyrolactone, acetic acid, glucose, fructose, sucrose, sodium chloride, ammonium sulfate, potassium hydrogen phosphate, and hydrochloric acid to ultrapure water to prepare 1,4-butanediol aqueous solution, which was used as a standard simulated fermentation broth.

[0108] Table 1

[0109] Element

Concentration (weight%)

water

78.39

1,4-BDO

13.9

γ-butyrolactone

3.11

Acetic acid

0.58

glucose

0.18

fructose

0.12

sucrose

0.28

Na

1.57

NH 4

0.03

K

0.62

Cl

0.55

PO 4

0.62

SO 4

0.17

[0110] Distillation of standard simulated bro...

Embodiment 5 and 6， and comparative example 2

[0118] Nanofiltration membrane treatment of fermentation broth containing 1,4-butanediol, reverse osmosis membrane concentration, ion exchange treatment and purification by adding alkaline substances and distillation, and for dicarboxylic acids and the resulting 1,4 -Evaluation of the esterification reaction of butanediol

[0119] Preparation of 1,4-butanediol fermentation broth

[0120] A 1,4-butanediol-containing fermentation broth sample produced by microbial fermentation was obtained (see eg WO2008 / 115840). 27L fermentation broth was used.

[0121] Treatment of Fermentation Broth Containing 1,4-Butanediol Using Nanofiltration Membrane

[0122] use figure 1 The above fermentation broth was purified by the membrane separation device shown in . exist figure 1 Among them, symbol 1 represents the feeding tank; symbol 2 represents the container with nanofiltration membrane or reverse osmosis membrane installed; symbol 3 represents the high-pressure pump; symbol 4 represen...

Embodiment 7 and comparative example 3 and 4

[0137] Nanofiltration membrane treatment, reverse osmosis membrane concentration, ion exchange treatment and purification by addition of alkaline substances and distillation of fermented broth containing 1,4-butanediol, and for dicarboxylic acids and the resulting 1,4 -Evaluation of the esterification reaction of butanediol

[0138] Preparation of 1,4-butanediol from microbial fermentation

[0139] A 1,4-butanediol-containing fermentation broth produced by microbial fermentation is obtained (see WO2008 / 115840). The resulting fermentation broth is purified (see eg WO2010 / 141780) to obtain partially purified 1,4-butanediol.

[0140] Alkaline-added distillation of partially purified 1,4-butanediol

[0141] Water was added to the partially purified 1,4-butanediol to obtain an 80% by weight aqueous 1,4-butanediol solution. To 500g of this 1,4-butanediol solution, add 6.01g (3.4 mol % based on the amount (moles) of 1,4-butanediol, Example 7) of sodium hydroxide, and fully stir th...

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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.

Description

technical field [0001] The present disclosure relates to a process for the production of 1,4-butanediol derived from fermentation broth, which is suitable for use as a raw material for polyesters. Background technique [0002] Polyesters obtained by polycondensation reactions between diols and dicarboxylic acids are widely used in various applications such as fibers, films, and bottles due to their excellent properties. 1,4-Butanediol (hereinafter referred to as "1,4-BDO") is used as a polybutylene terephthalate (hereinafter referred to as "PBT") by polymerization with terephthalic acid It is used as a raw material for the production of polybutylene succinate (hereinafter also referred to as "PBS") by polymerization with succinic acid. Due to PBT's excellent moldability, heat resistance, mechanical properties, and chemical resistance, polyester is widely used not only as a material for molding electronic parts and automotive parts, but also as a fiber with soft texture and ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C29/80C07C29/76C07C29/88C07C31/20
CPCC07C67/08C08G63/183C07C29/80B01D15/361C07C31/207C07C69/82B01D3/143B01D3/145B01D3/34B01D61/025B01D2311/2623B01D2311/2669
Inventor 河村健司守田泉伊藤正照坂见敏牧野正孝山田胜成M·J·巴尔克M·贾普斯W·克拉克
Owner TORAY IND INC
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