IP Library Granted Patent US 9,556,307
Granted Patent B2
US 9,556,307 · App. 14/560,800 · Granted Jan 31, 2017

Method for producing polybutylene terephthalate

View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 9,556,307
App. No.
14/560,800
Granted
Jan 31, 2017
Kind
B2
Abstract

The present invention aims to provide a method for producing polybutylene terephthalate (PBT) with an excellent color using biomass-derived 1,4-butanediol (BG). The invention relates to a method for producing PBT comprising a step of subjecting a diol component containing raw material 1,4-BG having a nitrogen content of 0.01 to 50 ppm by mass and a dicarboxylic acid component to esterification or ester-exchange reaction, and a polycondensation reaction step for obtaining PBT from the reactant, wherein the content of gamma butyrolactone in the raw material 1,4-BG is 1 to 100 ppm by mass.

Claims (20)

1. A method for producing polybutylene terephthalate, the method comprising:

(a) subjecting a diol component comprising a biomass-derived raw material 1,4-butanediol having a nitrogen content of from 0.01 to 20 ppm by mass and a dicarboxylic acid component comprising terephthalic acid or an alkyl terephthalate to an esterification reaction or ester-exchange reaction,

(b) subjecting the reactant obtained in (a) to a polycondensation reaction, thereby obtaining polybutylene terephthalate, and

further comprising directly producing the biomass-derived raw material 1,4-butanediol or a biomass-derived crude 1,4-butanediol from at least one carbon source selected from the group consisting of glucose, fructose, xylose, and saccharose by a fermentation method, and

obtaining the biomass-derived raw material 1,4-butanediol by purifying the biomass-derived crude 1,4-butanediol before the subjecting (a),

wherein a content of gamma butyrolactone in the biomass-derived raw material 1,4-butanediol is from 1 to 100 ppm by mass.

2. The method according to claim 1 , wherein the content of gamma butyrolactone in the crude 1,4-butanediol is from 101 ppm by mass to 2% by mass.

3. The method according to claim 1 , wherein a content of 1-acetoxy-4-hydroxybutane in the raw material 1,4-butanediol is from 1 to 99 ppm by mass.

4. The method according to claim 1 , further comprising producing the biomass-derived raw material 1,4-butanediol or the biomass-derived crude 1,4-butanediol from a biomass material using a non-natural microorganism biocatalyst, wherein the non-natural microorganism biocatalyst comprises a microorganism containing at least one exogenous nucleic acid fragment coding 4-hydroxybutanoic acid dehydrogenase, succinyl-CoA synthetase, CoA-dependent succinate-semialdehyde dehydrogenase or α-ketoglutarate decarboxylase and having a 4-hydroxybutanoic acid biosynthesis pathway and in which the microorganism comprises the exogenous nucleic acid fragment in an amount sufficient to secrete a monomer of 4-hydroxybutanoic acid.

5. The method according to claim 1 , wherein a content of the terephthalic acid or alkyl terephthalate based on the total of the dicarboxylic acid component is 80 mol % or more.

6. The method according to claim 1 , wherein a content of the biomass-derived raw material 1,4-butanediol is 80 mol % or more based on the total of the diol component.

7. The method according to claim 1 , wherein the dicarboxylic acid component further comprises at least one other dicarboxylic acid.

8. The method according to claim 1 , wherein the diol component further comprises at least one other diol.

9. The method according to claim 4 , wherein the microorganism is selected from the group consisting of Escherichia coli, Anaerobiospirillum, Actinobacillus, filamentous fungi and yeast.

10. The method according to claim 1 , wherein the content of nitrogen in the biomass-derived raw material 1,4-butanediol is from 0.1 to 5 ppm by mass.

11. The method according to claim 1 , wherein the content of the gamma butyrolactone in the biomass-derived raw material 1,4-butanediol is from 1 to 50 ppm by mass.

12. The method according to claim 1 , wherein the content of the gamma butyrolactone in the biomass-derived raw material 1,4-butanediol is from 5 to 20 ppm by mass.

13. The method according to claim 1 , wherein the content of the gamma butyrolactone in the biomass-derived raw material 1,4-butanediol is from 150 ppm to 2% by mass.

14. The method according to claim 4 , wherein the content of 1-acetoxy-4-hydroxybutane in the raw material 1,4-butanediol is from 5 to 80ppm by mass.

15. The method according to claim 1 , wherein the polycondensation reaction is conducted at a temperature from 180° C. to 260° C. and a pressure from 10 kPa to 133 kPa for 0.5 hours to 5 hours in the presence of an esterification catalyst in a single step or multiple steps.

Assignments (6)
SECURITY INTEREST Recorded Feb 10, 2026
From: GENOMATICA, INC.
To: AGAIN BIO APS
Reel/Frame 074708/0001 →
SECURITY INTEREST Recorded Dec 9, 2025
From: GENOMATICA, INC.
To: NOVO HOLDINGS A/S, AS COLLATERAL AGENT
Reel/Frame 073915/0027 →
SECURITY INTEREST Recorded Jun 2, 2025
From: GENOMATICA, INC.
To: OXFORD FINANCE LLC
Reel/Frame 071471/0770 →
CHANGE OF NAME Recorded Sep 5, 2017
From: MITSUBISHI RAYON CO., LTD.
To: MITSUBISHI CHEMICAL CORPORATION
Reel/Frame 043750/0834 →
MERGER Recorded Sep 4, 2017
From: MITSUBISHI CHEMICAL CORPORATION
To: MITSUBISHI RAYON CO., LTD.
Reel/Frame 043750/0207 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 6, 2015
From: UTSUNOMIYA, MASARU; IZAWA, YUSUKE; KONISHI, NORIKAZU; MATSUZONO, SHINICHIRO; SUZUKI, TAKAYUKI; JAPS, MICHAEL; BURK, MARK; CLARK, WARREN
To: MITSUBISHI CHEMICAL CORPORATION; GENOMATICA, INC.
Reel/Frame 034910/0310 →