Drilling oil and method of preparing the same

Patent metadata

Field	Value
Publication number	US-9879169-B2
Application number	US-201414786003-A
Country	US
Kind code	B2
Filing date	Apr 23, 2014
Priority date	Apr 23, 2013
Publication date	Jan 30, 2018
Grant date	Jan 30, 2018

Abstract

Embodiments of the present invention relate to drilling oil, and to a method of preparing the drilling oil, including converting C16 and/or C18 fatty acids derived from fat of biological origin into C15 and/or C17 olefins through decarbonylation.

First claim

The invention claimed is:

1. A method of preparing drilling oil, comprising:
providing mixed C16 and C18 fatty acids derived from biomass; and
subjecting the mixed fatty acids to decarbonylation so as to be converted into mixed C15 and C17 linear olefins,
wherein a weight ratio of C15 linear olefin to C17 linear olefin is 99:1˜1:99,
a weight ratio of internal olefin (LIO) relative to a sum of α-olefin (LAO) and internal olefin (LIO) of the mixed C15 and C17 linear olefins is at least 0.1, and
the drilling oil has (i) a flash point of 85° C. or more, (ii) a pour point of less than −5° C., (iii) a density of 0.77˜0.81 g/cm 3 , and (iv) a kinematic viscosity of 1.9˜3.5 cSt (40° C.).

2. The method of claim 1 , wherein providing the mixed C16 and C18 fatty acids comprises:
providing biomass-derived fat; and
subjecting triglyceride in the biomass-derived fat to de-esterification, thus providing converted mixed C16 and C18 fatty acids, mixed C16 and C18 fatty acids present in the biomass-derived fat, or a combination thereof.

3. The method of claim 1 , further comprising subjecting the mixed C16 and C18 fatty acids to pre-hydrotreatment, before decarbonylation.

4. The method of claim 2 , wherein a ratio (by weight) of triglyceride to fatty acid in the biomass-derived fat is 100:1˜6:1.

5. The method of claim 2 , wherein the decarbonylation is carried out in the presence of a transition metal chelate catalyst, and
the transition metal is any one or more selected from among Groups 8 to 11 transition metals on a periodic table, and a chelating agent is a phosphine-based ligand.

6. The method of claim 5 , wherein the transition metal chelate catalyst contains triphenylphosphine, diphenylphosphine-C4˜7 paraffin as the chelating agent, and further includes at least one of CO and halogen as a ligand, and during decarbonylation, an acid anhydride is introduced into a reaction system in a CO or N 2 atmosphere.

7. The method of claim 5 , wherein the decarbonylation is performed under conditions of a temperature of 120˜400° C. and a pressure of 150 bar or less.

8. The method of claim 6 , wherein the acid anhydride is acetic anhydride (Ac2O) or propionic anhydride.

9. The method of claim 6 , wherein the acid anhydride is used in an amount of up to about 50 mol per mol fatty acid.

10. The method of claim 3 , wherein 50% or less of the double bond contained in the fatty acid is saturated during the pre-hydrotreatment.

11. The method of claim 2 , wherein the de-esterification is performed in the presence of a strong acid, a strong base or steam at 100˜300° C.

12. The method of claim 1 , further comprising separating a C15 linear olefin and a C17 linear olefin in the mixed C15 and C17 linear olefins.

13. The method of claim 1 , wherein the biomass is animal biomass, plant biomass or a combination thereof,
the animal biomass is fish oil, cattle oil, lard, sheep oil or butter, and the plant biomass is sunflower seed oil, canola oil, coconut oil, corn oil, cottonseed oil, rapeseed oil, linseed oil, safflower oil, oat oil, olive oil, palm oil, peanut oil, apricot kernel oil, almond oil, avocado oil, camellia oil, rice bran oil, walnut oil, rape oil, rice bran oil, flaxseed oil, sesame oil, soybean oil, castor oil, cocoa butter or palm kernel oil.

14. The method of claim 13 , wherein the biomass is palm oil or soybean oil.

15. A method of preparing drilling oil, comprising:
providing biomass-derived fat;
subjecting triglyceride in the biomass-derived fat to de-esterification, thus providing converted mixed C16 and C18 fatty acids, mixed C16 and C18 fatty acids present in the biomass-derived fat, or a combination thereof;
individually separating a C16 fatty acid and a C18 fatty acid from the mixed C16 and C18 fatty acids; and
subjecting the separated C16 fatty acid or C18 fatty acid to decarbonylation so as to be converted into a C15 linear olefin or a C17 linear olefin,
wherein a weight ratio of internal olefin (LIO) relative to a sum of α-olefin (LAO) and internal olefin (LI) of mixed C15 and C17 linear olefins is at least 0.1, and
the drilling oil has (i) a flash point of 85° C. or more, (ii) a pour point of less than −5° C., (iii) a density of 0.77˜0.81 g/cm 3 , and (iv) a kinematic viscosity of 1.9˜3.5 cSt (40° C.).

Assignees

• Sk Innovation Co Ltd
• Sk Global Chemical Co Ltd

Inventors

• Jeon Hee Jung
• Yang Ja Hyun
• Kim Tae Jin
• Lee Young Hwan
• Lee Jong Chan

Classifications

• C11C3/12

  by hydrogenation · CPC title

• C11C3/08

  with fatty acids · CPC title

• C09K8/035 Primary

  Organic additives · CPC title

• C09K8/34 Primary

  Organic liquids · CPC title

• C11C3/06 Primary

  with glycerol · CPC title