Downstream processing of fatty alcohol compositions produced by recombinant host cells

Patent metadata

Field	Value
Publication number	US-11053184-B2
Application number	US-201414773149-A
Country	US
Kind code	B2
Filing date	Mar 7, 2014
Priority date	Mar 7, 2013
Publication date	Jul 6, 2021
Grant date	Jul 6, 2021

Abstract

The disclosure relates to downstream processing of fatty alcohol (FALC) and provides a novel purification method that provides FALC at high purity and yield.

First claim

We claim:

1. A method of purifying a fatty alcohol (FALC), comprising:
(a) providing a starting material comprising FALC and saponifiable impurities,
wherein said saponifiable impurities comprise free fatty acid (FFA), fatty-fatty ester (FFE), and carbonyl-containing compounds;
wherein the starting material comprises (a) at least 0.1 to 0.5 weight percent FFA or (b) at least 0.1 to 0.5 weight percent FFE; and
wherein the starting material is a fatty alcohol composition produced by a recombinant E. coli host cell grown in a fermentation broth;

(b) adding a strong base comprising 0.3 to 0.6 weight percent sodium hydroxide (NaOH) to said starting material to generate a first mixture; and
(c) evaporating FALC from said first mixture to generate a second mixture enriched for FALC, wherein the FALC in the second mixture is about 98% pure.

2. The method of claim 1 , wherein said strong base:
(a) reduces the FFA and the FFE by neutralizing the FFA and saponifying the FFE, wherein saponifying the FFE generates additional FFA for neutralization and additional FALC, and wherein said strong base further reduces the carbonyl-containing compounds.

3. The method of claim 2 , wherein said neutralizing and saponifying is carried out at a temperature of about 100° C. to about 130° C., at ambient pressure to partial vacuum of about 80 torr.

4. The method of claim 3 , wherein said neutralizing and saponifying is carried out for about 2 to 4 hours.

5. The method of claim 1 , wherein an amount of FFA in said second mixture is less than about 0.03 mg KOH/g sample and an amount of FFE in said second mixture is less than about 0.4 mg KOH/g sample.

6. The method of claim 1 , wherein an amount of sodium soap in said second mixture is less than about 20 ppm.

7. The method of claim 1 , further comprising bleaching the second mixture with a bleaching agent to generate bleached FALC.

8. The method of claim 7 , wherein the bleaching agent is selected from the group consisting of a hypochlorite, a peroxide, a bleaching clay, and an absorbent.

9. The method of claim 8 , wherein said bleaching agent removes metallic compounds; color bodies; and trace levels of impurities.

10. A method of generating a hydrogenated fatty alcohol (FALC), comprising:
(a) providing a starting material comprising FALC and saponifiable impurities,
wherein said saponifiable impurities comprise free fatty acid (FFA), fatty-fatty ester (FFE), and carbonyl-containing compounds;
wherein the starting material comprises (a) at least 0.1 to 0.5 weight percent FFA or (b) at least 0.1 to 0.5 weight percent FFE; and
wherein the starting material is a fatty alcohol composition produced by a recombinant E. coli host cell grown in a fermentation broth;

(b) adding a strong base comprising 0.3 to 0.6 weight percent sodium hydroxide (NaOH) to said starting material to generate a first mixture;
(c) evaporating FALC from said first mixture to generate a second mixture enriched for FALC, wherein the FALC in the second mixture is about 98% pure; and
(d) hydrogenating the second mixture with hydrogen and a catalyst to generate hydrogenated FALC.

11. The method of claim 10 , wherein said hydrogenating is selected from the group consisting of a one pot slurry reaction, a slurry reaction followed by a packed bed reaction, and two packed bed reactions in series.

12. The method of claim 10 , further comprising fractionating the hydrogenated FALC according to boiling point, wherein FALC having a difference in chain length of two or more carbons are separated.

13. The method of claim 10 , wherein the hydrogenated FALC comprises at least about 50 percent C12 to C18 fatty alcohol.

14. The method of claim 1 , wherein the starting material comprises:
(a) at least 0.1 to 0.5 weight percent of said carbonyl-containing compounds; or
(b) less than 1 weight percent dialcohol compounds; or
(c) sulfur or at least one sulfur-containing compound; or
water.

15. The method of claim 3 , wherein the starting material comprises a saponification (SAP) value of about 20 mg KOH/g or less.

16. The method of claim 1 , wherein said evaporating is conducted at a temperature:
(a) of less than about 150° C. at about 1 torr; or
(b) of less than about 187° C. at about 5 torr; or
(c) that corresponds to a vapor pressure of a C 18 alcohol.

Assignees

• Genomatica Inc

Inventors

• Ko Myong K
• Wang Haibo
• Cole Patricia J
• Liao Perry Y
• Li Simon

Classifications

• C12P7/02

  containing a hydroxy group · CPC title

• C07C29/88 Primary

  by treatment giving rise to a chemical modification of at least one compound (chemisorption C07C29/76) · CPC title

• C07C29/172

  with the obtention of a fully saturated alcohol · CPC title

• C07C33/025

  with only one double bond · CPC title

• C07C31/125

  containing five to twenty-two carbon atoms · CPC title