IP Library › Granted Patent US 12,534,424
Granted Patent B2
US 12,534,424 · App. 17/630,435 · Granted Jan 27, 2026

Extraction of aliphatic alcohols

Inventors: Thomas Haas (Münster, DE); Christian Richter (Münster, DE)
Assignee: Evonik Operations GmbH
C07C29/86C07C31/125C07F9/5304C12P7/04
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Quick Facts
Patent No.
US 12,534,424
App. No.
17/630,435
Granted
Jan 27, 2026
Kind
B2
Abstract

The present invention relates to a method of extracting an aliphatic alcohol, preferably containing 5 to 16 carbon atoms, from an aqueous medium, the method comprising: (a) contacting the aliphatic alcohol in the aqueous medium with at least one extracting medium for a time sufficient to extract the aliphatic alcohol from the aqueous medium into the extracting medium, (b) separating the extracting medium with the extracted aliphatic alcohol from the aqueous medium wherein the extracting medium comprises: at least one trialkyl-phosphine-oxide, preferably trioctyl-phosphine-oxide, and optionally at least one alkane, and wherein the aliphatic alcohol is produced from a carbon source by contacting the carbon source with at least one microorganism capable of converting the carbon source to the aliphatic alcohol.

Claims (25)

1 . A method of extracting an aliphatic alcohol containing 5 to 16 carbon atoms, from an aqueous medium, the method comprising:

(a) contacting the aliphatic alcohol in the aqueous medium with at least one extracting medium for a time sufficient to extract the aliphatic alcohol from the aqueous medium into the extracting medium;

(b) separating the extracting medium with the extracted aliphatic alcohol from the aqueous medium;

wherein:

the extracting medium comprises at least one trialkyl-phosphine-oxide and at least one alkane comprising 12 to 18 carbon atoms and wherein the weight ratio of the trialkyl-phosphine-oxide to alkane is between 1:100 to 1:10;

the aqueous medium is a fermentation medium in which the aliphatic alcohol is produced from a carbon source by contacting the carbon source with one or more microorganisms; and

after step b), the fermentation medium is recycled to step a).

2 . The method of claim 1 , wherein the aqueous medium comprises:

(i) a mixture of a first and a second microorganism; wherein:

the first microorganism is an acetogenic microorganism capable of converting the carbon source to acetate and/or ethanol; and

the second microorganism is for carbon chain elongation, is selected from the group consisting of: Clostridium kluyveri and C. Carboxidivorans , and is capable of converting the acetate and/or ethanol to form an acid; and

wherein the first microorganism is further capable of converting the acid to the corresponding aliphatic alcohol; or

(ii) C. Carboxidivorans is capable of converting the carbon source to the aliphatic alcohol.

3 . The method of claim 1 , wherein the alkane is branched.

4 . The method of claim 1 , wherein the alkane is hexadecane.

5 . The method of claim 1 , wherein the aliphatic alcohol is a hexanol.

6 . The method of claim 1 , wherein the pH of the aqueous medium is maintained between 5.5 and 7.

7 . The method of claim 1 , wherein the trialkyl-phosphine-oxide is tri-octyl-phosphine oxide.

8 . The method of claim 2 , wherein the alkane is branched.

9 . The method of claim 2 , wherein the alkane is hexadecane.

10 . The method of claim 2 , wherein the aliphatic alcohol is a hexanol.

11 . The method of claim 2 , wherein the pH of the aqueous medium is maintained between 5.5 and 7.

12 . The method of claim 2 , wherein the trialkyl-phosphine-oxide is tri-octyl-phosphine oxide.

13 . The method of claim 4 , wherein the trialkyl-phosphine-oxide is tri-octyl-phosphine oxide.

14 . The method of claim 5 , wherein the aliphatic alcohol is a hexanol.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 26, 2022
From: HAAS, THOMAS; RICHTER, CHRISTIAN
To: EVONIK OPERATIONS GMBH
Reel/Frame 058783/0510 →
Priority Claims (1)
EP 19188881 · Jul 29, 2019 · regional
Continuity (1)
Related Publication 20220281789A1 · Sep 8, 2022
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