IP Library Granted Patent US 9,845,280
Granted Patent B2
US 9,845,280 · App. 14/884,247 · Granted Dec 19, 2017

Method of producing estolide having high structural stability

Inventors: Hee Jung Jeon (Daejeon, KR); Jong su Lee (Gwangju, KR); Yong Woo Kim (Daejeon, KR)
Assignees: SK INNOVATION CO., LTD.; SK LUBRICANTS CO., LTD.
C07C67/04C07C1/2078C07C1/24C07C29/149C07C51/09C07C51/36C07C51/44C07C53/126C07C67/303C07C69/24C10M105/36C10M177/00C11C1/00C11C1/005C11C3/12C07C2521/04C07C2521/06C07C2523/755C07C2523/883
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Quick Facts
Patent No.
US 9,845,280
App. No.
14/884,247
Granted
Dec 19, 2017
Kind
B2
Abstract

Disclosed is a method of producing an estolide having high structural stability, including: a) preparing a fatty acid mixture from biomass-derived oil; b) separating the fatty acid mixture into a C16 fatty acid and a C18 fatty acid; c) converting the C18 fatty acid into a C18 or C17 linear internal olefin; and d) subjecting the C18 or C17 linear internal olefin and the C16 fatty acid to an estolide reaction, thus obtaining an estolide.

Claims (20)

1. A method of producing an estolide having high structural stability, comprising:

a) preparing a fatty acid mixture comprising C4 to C24 from biomass-derived oil;

b) separating the fatty acid mixture into a C16 fatty acid and a C18 fatty acid, respectively;

c) converting the separated C18 fatty acid into a C18 or C17 linear internal olefin; and

d) subjecting the C18 or C17 linear internal olefin and the separated C16 fatty acid to an estolide reaction, wherein the estolide reaction is a crosslinking reaction of unsaturated double bonds of hydrocarbons with a fatty acid using an acid catalyst, thus obtaining an estolide.

2. A method of producing an estolide having high structural stability, comprising:

A) preparing a fatty acid mixture comprising C4 to C24 from biomass-derived oil; and

B) subjecting the fatty acid mixture to an estolide reaction and then hydrodeoxygenation, wherein the estolide reaction is a crosslinking reaction of unsaturated double bonds of hydrocarbons with a fatty acid using an acid catalyst, thus obtaining an estolide.

3. The method of claim 1 , wherein c) comprises converting the C18 fatty acid into a C18 linear internal olefin through partial hydrogenation and dehydration.

4. The method of claim 1 , wherein c) comprises converting the C18 fatty acid into a C17 linear internal olefin through decarbonylation.

5. The method of claim 1 , further comprising e) performing hydrotreating to increase stearic acid content, between steps a) and b).

6. The method of claim 1 , further comprising f) hydrotreating the C18 fatty acid separated in b) to increase stearic acid content, between steps b) and c).

7. The method of claim 2 , further comprising C) performing hydrotreating to increase stearic acid content, after A).

8. The method of claim 2 , further comprising D) separating or purifying the estolide obtained in B) to obtain a desired estolide.

9. The method of claim 1 , wherein a) or A) is performed through de-esterification or hydrolysis of triglyceride in the biomass-derived oil.

10. The method of claim 2 , wherein a) or A) is performed through de-esterification or hydrolysis of triglyceride in the biomass-derived oil.

11. An estolide, produced by the method of claim 1 , wherein the estolide comprises an estolide represented by Chemical Formula 1 or Chemical Formula 2 below:

12. An estolide, produced by the method of claim 2 , wherein the estolide comprises an estolide represented by Chemical Formula 1 or Chemical Formula 2 below:

13. A lubricating oil, comprising an estolide produced by the method of claim 1 , wherein the estolide comprises an estolide represented by Chemical Formula 1 or Chemical Formula 2 below:

14. A lubricating oil, comprising an estolide produced by the method of claim 2 , wherein the estolide comprises an estolide represented by Chemical Formula 1 or Chemical Formula 2 below:

Assignments (3)
MERGER Recorded Jan 21, 2026
From: SK ENMOVE CO., LTD.
To: SK ON CO., LTD.
Reel/Frame 074882/0131 →
CHANGE OF NAME Recorded Jan 23, 2023
From: SK LUBRICANTS CO., LTD.
To: SK ENMOVE CO., LTD.
Reel/Frame 062455/0157 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 15, 2015
From: JEON, HEE JUNG; LEE, JONG SU; KIM, YONG WOO
To: SK INNOVATION CO., LTD.; SK LUBRICANTS CO., LTD.
Reel/Frame 036803/0019 →
Priority Claims (1)
KR 10-2014-0142874 · Oct 21, 2014 · national
Continuity (1)
Related Publication 20160107976A1 · Apr 21, 2016