IP Library › Granted Patent US 11,866,655

Granted Patent B2

US 11,866,655 · App. 17/846,217 · Granted Jan 9, 2024

Method for creating white alkanes from non-petroleum renewable sources

Inventors: Alexander Panov (Mannheim, DE); Luther Jones (Morristown, NJ); Clayton Rozic (Greenbackville, PA); Tyler McIntyre (Seven Fields, PA); Samuel Shouse (Petrolia, PA); Nicholas Venturino (Natrona Heights, PA); Vittoria Lopopolo (Mississauga, CA); Gregory B. Rowat (Mississauga, CA)

C10G57/02 B01D3/12 B01D3/143 B01D3/34 B01D11/04 C10G3/50 C10M105/04 C10M177/00 C10G2300/1011 C10G2300/202 C10M2203/022 C10N2070/00

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Quick Facts

Patent No.: US 11,866,655
App. No.: 17/846,217
Granted: Jan 9, 2024
Kind: B2

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Abstract

The present invention describes a method to produce high purity hydrocarbon materials from renewable sources. The produced materials are chemically indistinguishable from highly refined mineral oils and/or synthetic hydrocarbons. These renewable hydrocarbon materials can be used as a drop-in replacement for mineral and synthetic hydrocarbon base oils, process fluids, white oils in products such as lubricants, rubber, personal care, pharma.

Claims (156)

1. A method of producing hydrocarbon material called a White Alkane, wherein said White Alkane has the following properties: density from 810-890 kg/m 3 at 20° C. (using the standard test for density ASTM D-1298), viscosity from 3-240 cSt at 40° C. (using the standard test for viscosity ASTM D-445), pour point from −18-+3° C. (using the standard test for pour point ASTM D-97), flash point from 115-290° C. (using the standard test for flash point ASTM D-92), comprising:

selecting a feed material, wherein said feed material contains renewable carbon;

hydro-decarboxylating said feed material;

hydro-deoxygenating said feed material;

wherein a first intermediate is produced; and

wherein said first intermediate can be made up of a mixture of molecules.

2. The method of claim 1 , wherein said first intermediate is a White Alkane.

3. The method of claim 1 , further comprising selecting said feed material that that contains hydrocarbon chains with lengths of at least one of: C10 to C20, C20 to C30, C30 to C50, C50 to C70, C70 to C100.

4. The method of claim 1 , further comprising polymerizing said feed material using heat, a catalyst, or heat and a catalyst, prior to hydro-decarboxylating said feed material, and prior to hydro-deoxygenating said feed material.

5. The method of claim 1 , wherein said feed material contains a renewable carbon that comes from at least one of the biosphere, atmosphere, or technosphere.

6. The method of claim 1 , wherein said feed material renewable carbon is chosen from the group comprising: polymerized vegetable oils, polymerized fatty acids, polymerized fatty acid esters, triglycerides, diglycerides, monoglycerides, organic esters or a mixture thereof.

7. The method of claim 1 , wherein said feed material chosen from the group comprising: soy, canola, castor, corn, cottonseed, crambe, linseed, olive, peanut, rapeseed, safflower, sunflower, tall oil fatty acid, coconut, palm; oils derived from seeds, pulp, beans, legumes, rinds, pits or any part of an oil bearing fraction of the intended plant; animal fats or fish oils, or a mixture thereof.

8. The method of claim 1 , wherein said feed material is a naturally occurring oil or material containing 50% or more of unsaturated fatty acid components including mono-, di-, and tri-unsaturated hydrocarbon chains, with a majority of their fatty acids in the C16-C22 range.

9. The method of claim 1 , further comprising:

separating said first intermediate into different components, and removing wax, linear alkanes, or light boiling alkanes from said first intermediate;

wherein said separating step is accomplished by at least one of: solvent dewaxing, urea dewaxing, distilling, fractionating, fractional crystallization, or light fraction stripping said first intermediate product; and

wherein a White Alkane is produced.

10. The method of claim 3 , further comprising:

separating said first intermediate into different components and removing wax, linear alkanes, or light boiling alkanes from said first intermediate;

wherein a second intermediate is produced.

11. The method of claim 4 , further comprising:

separating said first intermediate into different components and removing wax, linear alkanes, or light boiling alkanes from said first intermediate;

wherein a second intermediate is produced.

12. The method of claim 5 , further comprising:

separating said first intermediate into different components and removing wax, linear alkanes, or light boiling alkanes from said first intermediate;

wherein a second intermediate is produced.

13. The method of claim 6 , further comprising:

separating said first intermediate into different components and removing wax, linear alkanes, or light boiling alkanes from said first intermediate;

wherein a second intermediate is produced.

14. The method of claim 7 , further comprising:

separating said first intermediate into different components and removing wax, linear alkanes, or light boiling alkanes from said first intermediate;

wherein a second intermediate is produced.

15. The method of claim 8 , further comprising:

separating said first intermediate into different components and removing wax, linear alkanes, or light boiling alkanes from said first intermediate;

wherein a second intermediate is produced.

16. The method of claim 3 , further comprising:

separating said first intermediate into different components and removing wax, linear alkanes, or light boiling alkanes from said first intermediate;

wherein a White Alkane is produced.

17. The method of claim 4 , further comprising:

separating said first intermediate into different components and removing wax, linear alkanes, or light boiling alkanes from said first intermediate;

wherein a White Alkane is produced.

18. The method of claim 5 , further comprising:

separating said first intermediate into different components and removing wax, linear alkanes, or light boiling alkanes from said first intermediate;

wherein a White Alkane is produced.

19. The method of claim 6 , further comprising:

separating said first intermediate into different components and removing wax, linear alkanes, or light boiling alkanes from said first intermediate;

wherein a White Alkane is produced.

20. The method of claim 7 , further comprising:

separating said first intermediate into different components and removing wax, linear alkanes, or light boiling alkanes from said first intermediate;

wherein a second intermediate White Alkane is produced.

21. The method of claim 8 , further comprising:

separating said first intermediate into different components and removing wax, linear alkanes, or light boiling alkanes from said first intermediate;

wherein a second intermediate White Alkane is produced.

22. The method of claim 10 , further comprising:

purifying said second intermediate product;

wherein said purifying step is accomplished by at least one of: hydro finishing, applying sulfur trioxide, applying oleum, sulfuric acid washing, bauxite filtration, clay-gel extraction, bentonite clay filtration, palygorskite mineral filtration, kaolin clay filtration, or activated carbon filtration said second intermediate product;

wherein said purifying causes impurities to be removed from said second intermediate product; and

wherein a White Alkane is produced.

23. The method of claim 11 , further comprising:

purifying said second intermediate product;

wherein said purifying causes impurities to be removed from said second intermediate product; and

wherein a White Alkane is produced.

24. The method of claim 12 , further comprising:

purifying said second intermediate product;

wherein said purifying causes impurities to be removed from said second intermediate product; and

wherein a White Alkane is produced.

25. The method of claim 13 , further comprising:

purifying said second intermediate product;

wherein said purifying causes impurities to be removed from said second intermediate product; and

wherein a White Alkane is produced.

26. The method of claim 14 , further comprising:

purifying said second intermediate product;

wherein said purifying causes impurities to be removed from said second intermediate product; and

wherein a White Alkane is produced.

27. The method of claim 15 , further comprising:

purifying said second intermediate product;

wherein said purifying causes impurities to be removed from said second intermediate product; and

wherein a White Alkane is produced.

28. The method of claim 1 , further comprising:

purifying said second intermediate product;

wherein said purifying causes impurities to be removed from said second intermediate product; and

wherein a White Alkane is produced.

29. The method of claim 1 , further comprising:

selecting said feed material that contains hydrocarbon chains with lengths of at least one of: C10 to C20, C20 to C30, C30 to C50, C50 to C70, C70 to C100;

purifying said first intermediate product;

wherein said purifying causes impurities to be removed from said first intermediate product; and

wherein a White Alkane is produced.

30. The method of claim 1 , further comprising:

polymerizing said feed material using heat, a catalyst, or heat and a catalyst, prior to hydro-decarboxylating said feed material, and prior to hydro-deoxygenating said feed material;

purifying said first intermediate product;

wherein said purifying causes impurities to be removed from said first intermediate product; and

wherein a White Alkane is produced.

31. The method of claim 1 , further comprising:

wherein said feed material is a carbon source that comes from the biosphere, atmosphere, or technosphere;

purifying said first intermediate product;

wherein said purifying causes impurities to be removed from said first intermediate product; and

wherein a White Alkane is produced.

32. The method of claim 1 , further comprising:

wherein said feed material chosen from the group comprising: polymerized vegetable oils, polymerized fatty acids, and polymerized fatty acid esters, triglycerides, diglycerides, monoglycerides, organic esters or a mixture thereof;

purifying said first intermediate product;

wherein said purifying causes impurities to be removed from said first intermediate product; and

wherein a White Alkane is produced.

33. The method of claim 1 , further comprising:

wherein said feed material chosen from the group comprising: soy, canola, castor, corn, cottonseed, crambe, linseed, olive, peanut, rapeseed, safflower, sunflower, tall oil fatty acid, coconut, palm; oils derived from seeds, pulp, beans, legumes, rinds, pits or any part of an oil bearing fraction of the intended plant; animal fats or fish oils, or a mixture thereof;

purifying said first intermediate product;

wherein said purifying causes impurities to be removed from said first intermediate product; and

wherein a White Alkane is produced.

34. The method of claim 1 , further comprising:

wherein said feed material is a naturally occurring oil or material containing 50% or more of unsaturated fatty acid components including mono-, di-, and tri-unsaturated hydrocarbon chains, with a majority of their fatty acids in the C16-C22 range;

purifying said first intermediate product;

wherein said purifying causes impurities to be removed from said first intermediate product; and

wherein a White Alkane is produced.

35. A product, comprising:

a White Alkane;

wherein said White Alkane has carbon chains generally in a range of C10 to C100;

wherein said White Alkane has a viscosity in a range from 2 cSt to 1000 cSt at 40° C.;

wherein said White Alkane has a density from 810-890 kg/m 3 at 20° C. (using the standard test for density ASTM D-1298);

wherein said White Alkane has a pour point from −18-+3° C. (using the standard test for pour point ASTM D-97);

wherein said White Alkane has a flash point from 115-290° C. (using the standard test for flash point ASTM D-92);

wherein said White Alkane is made by a process comprising the steps of:

choosing a feed material, wherein said feed material is a tri-glyceride, di-glyceride, mono-glyceride, organic acid ester, organic acid, naturally occurring oil or material containing 50% or more of unsaturated fatty acid components including mono-, di-, and tri-unsaturated hydrocarbon chains, or a mixture of two or more of the above;

polymerizing said feed material using heat, a catalyst, or heat and a catalyst, prior to hydro-decarboxylating said feed material, and prior to hydro-deoxygenating said feed material;

hydro-decarboxylating said feed material;

hydro-deoxygenating said feed material;

separating a component from said feed material after hydro-decarboxylating said feed material, and after hydro-deoxygenating said feed material; and

purifying said feed material after hydro-decarboxylating said feed material, and after hydro-deoxygenating said feed material.

36. The product of claim 35 , further comprising:

37. The product of claim 36 , wherein:

said White Alkane is an inert, chemically stable compound; and

said White Alkane is generally colorless, oily, almost tasteless, water-insoluble liquid, and said White Alkanes contains 50% or more renewable carbon.

Assignments (1)

ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 6, 2024

From: PANOV, ALEXANDER, MR.; JONES, LUTHER, MR.; ROZIC, CLAYTON, MR.; MCINTYRE, TYLER, MR.; SHOUSE, SAMUEL, MR.; VENTURINO, NICHOLAS, MR.; LOPOPOLO, VITTORIA, MS.; ROWAT, GREGORY B, MR.

To: HOLLYFRONTIER LSP BRAND STRATEGIES LLC

Reel/Frame 068258/0763 →

Continuity (2)

Provisional Application 63310454 · Feb 15, 2022

Related Publication 20230257666A1 · Aug 17, 2023

Cited By (1)

US 12,359,137