IP Library › Granted Patent US 10,683,254
Granted Patent B2
US 10,683,254 · App. 13/142,062 · Granted Jun 16, 2020

Method for producing lactic acid and method for producing polylactic acid

Inventors: Kenji Sawai (Kamakura, JP); Hideki Sawai (Kamakura, JP); Takashi Mimitsuka (Kamakura, JP); Ito Masateru (Kamakura, JP); Katsushige Yamada (Kamakura, JP); Kenji Kawamura (Kamakura, JP); Shin-ichi Minegishi (Otsu, JP); Izumi Nakagawa (Kamakura, JP); Tatsuya Nagano (Nagoya, JP)
Assignee: Toray Industries, Inc.
C07C59/08B01D61/027B01D71/56C07C51/42C08G63/06C12P7/56B01D2311/04B01D2311/06B01D2311/18B01D2311/2669B01D2311/2688C07B2200/07
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Quick Facts
Patent No.
US 10,683,254
App. No.
13/142,062
Granted
Jun 16, 2020
Kind
B2
Abstract

Lactic acid is obtained by a method including (A) a step of continuous fermentation wherein a fermentation culture medium of a microorganism having an ability of lactic acid fermentation is filtered through a porous membrane having an average pore size of not less than 0.01 μm and less than 1 μm with a transmembrane pressure difference within the range of 0.1 to 20 kPa, and the permeate is collected, while retaining the non-permeated liquid in or returning the non-permeated liquid to the culture, and adding a fermentation feedstock to the culture; (B) a step of filtering the permeate obtained in Step (A) through a nanofiltration membrane; and (C) a step of distilling the permeate obtained in Step (B) under a pressure of not less than 1 Pa and not more than atmospheric pressure, at 25° C. to 200° C. to recover lactic acid.

Claims (7)

1. A method of producing a lactide, comprising heating under reduced pressure a purified lactic acid composition comprising lactic acid having optical purity of not less than 95%, wherein the lactic acid composition contains methanol at a concentration of not more than 0.007778 wt % (weight/lactic acid weight), pyruvic acid at a concentration of 0.022222 to 0.05556 wt % (weight/lactic acid weight), furfural at a concentration of 0.0003333 to 0.001667 (weight/lactic acid weight), 5-hydroxymethylfurfural at a concentration of 0.00022222 to 0.001667 wt % (weight/lactic acid weight), methyl lactate at a concentration of not more than 0.04444 wt % (weight/lactic acid weight), acetic acid at a concentration of not more than 0.04444 wt % (weight/lactic acid weight), and 2-hydroxybutyric acid at a concentration of 0.011111 to 0.02222 wt % (weight/lactic acid weight) to produce lactic acid oligomers and depolymerizing the lactic acid oligomers to produce the lactide.

2. The method according to claim 1 , wherein the purified lactic acid composition has an optical purity of not less than 99%.

3. The method according to claim 1 , wherein the purified lactic acid composition contains acetic acid at a concentration of 0.022222 to 0.04444 wt % (weight/lactic acid weight).

4. A method of producing a polylactic acid, comprising heating under reduced pressure a purified lactic acid composition comprising lactic acid having optical purity of not less than 95%, wherein the lactic acid composition contains methanol at a concentration of not more than 0.007778 wt % (weight/lactic acid weight), pyruvic acid at a concentration of 0.022222 to 0.05556 wt % (weight/lactic acid weight), furfural at a concentration of 0.0003333 to 0.001667 (weight/lactic acid weight), 5-hydroxymethylfurfural at a concentration of 0.00022222 to 0.001667 wt % (weight/lactic acid weight), methyl lactate at a concentration of not more than 0.04444 wt % (weight/lactic acid weight), acetic acid at a concentration of not more than 0.04444 wt % (weight/lactic acid weight), and 2-hydroxybutyric acid at a concentration of 0.011111 to 0.02222 wt % (weight/lactic acid weight) to produce lactic acid oligomers and depolymerizing the lactic acid oligomers to produce a lactide, and subjecting the lactide to ring opening polymerization.

5. A method of producing a polylactic acid, comprising polymerizing a purified lactic acid composition comprising lactic acid having optical purity of not less than 95%, wherein the lactic acid composition contains methanol at a concentration of not more than 0.007778 wt % (weight/lactic acid weight), pyruvic acid at a concentration of 0.022222 to 0.05556 wt % (weight/lactic acid weight), furfural at a concentration of 0.0003333 to 0.001667 (weight/lactic acid weight), 5-hydroxymethylfurfural at a concentration of 0.00022222 to 0.001667 wt % (weight/lactic acid weight), methyl lactate at a concentration of not more than 0.04444 wt % (weight/lactic acid weight), acetic acid at a concentration of not more than 0.04444 wt % (weight/lactic acid weight), and 2-hydroxybutyric acid at a concentration of 0.011111 to 0.02222 wt % (weight/lactic acid weight) by direct dehydration polycondensation.

6. The method according to claim 5 , wherein the purified lactic acid composition has an optical purity of not less than 99%.

7. The method according to claim 5 , wherein the purified lactic acid composition contains acetic acid at a concentration of 0.022222 to 0.04444 wt % (weight/lactic acid weight).

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 14, 2011
From: SAWAI, KENJI; SAWAI, HIDEKI; MIMITSUKA, TAKASHI; ITO, MASATERU; YAMADA, KATSUSHIGE; KAWAMURA, KENJI; MENEGISHI, SHIN-ICHI; NAKAGAWA, IZUMI; NAGANO, TATSUYA
To: TORAY INDUSTRIES, INC.
Reel/Frame 026588/0756 →
Priority Claims (2)
JP 2008-333014 · Dec 26, 2008 · national
JP 2008-333015 · Dec 26, 2008 · national
Continuity (1)
Related Publication 20110263811A1 · Oct 27, 2011