IP Library Granted Patent US 10,030,147
Granted Patent B2
US 10,030,147 · App. 15/104,702 · Granted Jul 24, 2018

Composition comprising esters of lignin and oil or fatty acids

Inventors: Joseph Samec (Spanga, SE); Joakim Löfstedt (Uppsala, SE); Christian Dahlstrand (Uppsala, SE); Alexander Orebom (Uppsala, SE); Supaporn Sawadjoon (Uppsala, SE)
Assignee: Ren Fuel K2B AB
C08L97/005C07G1/00C08H6/00C10L1/026C10M107/20C11C3/00C10L2200/0469C10M2209/003
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Quick Facts
Patent No.
US 10,030,147
App. No.
15/104,702
Granted
Jul 24, 2018
Kind
B2
Abstract

The present invention relates to a composition comprising a carrier liquid and lignin or lignin derivatives solubilized in said carrier liquid; wherein at least one of the hydroxyl groups of the lignin or lignin derivatives have been substituted with ester groups forming esterified lignin or lignin derivatives. The composition may be used for preparing fuels or lubricants.

Claims (32)

1. A composition comprising a carrier liquid and lignin or lignin derivatives solubilized in said carrier liquid; wherein at least one of one or more hydroxyl groups of the lignin or lignin derivatives have been substituted with ester groups forming esterified lignin or lignin derivatives, and wherein the carrier liquid is a mixture of a free fatty acid and one or more of a crude oil, a hydrocarbon oil, or a mineral oil, the free fatty acid being fatty acid or esterified fatty acid, and the hydrocarbon oil being a gas oil.

2. The composition according to claim 1 wherein a concentration of the lignin or lignin derivatives in the composition is 2 weight % or more.

3. The composition according to claim 1 wherein the hydroxyl groups of the lignin have been substituted to a degree of substitution of 20% or more.

4. The composition according to claim 1 wherein the lignin or lignin derivative has a weight average molecular weight of not more than 2,000 g/mol.

5. The composition according to claim 1 wherein the carrier liquid includes the hydrocarbon oil.

6. The composition according to claim 1 wherein the hydroxyl groups of the lignin or lignin derivatives have been substituted with ester groups of a fatty acid.

7. The composition according to claim 5 wherein the composition comprises 10 wt % or more of the carrier liquid.

8. The composition according to claim 1 wherein the composition comprises at least 40 wt % of an oil and a concentration of the lignin or lignin derivatives in the composition is at least 2 wt %.

9. A method for making fuel by treating the composition according to claim 1 in a hydrotreater or a catalytic cracker.

10. A fuel obtained from the composition according to claim 1 .

11. A lubricant obtained from the composition according to claim 1 .

12. A method of preparing the composition according to claim 1 wherein the method comprises the following steps:

a. Providing either a free fatty acid or an esterified free fatty acid, either a crude oil, a hydrocarbon oil, or a mineral oil, and lignin or lignin derivatives;

b. Providing an esterification agent or, a second fatty acid and an esterification agent, and optionally a catalyst;

c. Mixing the components of step a and b to form a slurry;

d. Heating the mixture; and

e. Letting the components react in order to form a homogenous composition of esterified lignin or lignin derivatives in a mixture of either a fatty acid or an esterified fatty acid and either a crude oil, a hydrocarbon oil, or a mineral oil.

13. The method according to claim 12 wherein esterification agent is an anhydride.

14. The method according to claim 12 wherein an imidazole or an acid is added as a catalyst.

15. The method according to claim 12 wherein the mixture is heated to at least 80° C.

16. The composition according to claim 1 wherein a concentration of the lignin or lignin derivatives in the composition is 10 wt % or more.

17. The composition according to claim 1 wherein a concentration of the lignin or lignin derivatives in the composition is 20 wt % or more.

18. The composition according to claim 1 wherein a concentration of the lignin or lignin derivatives in the composition is 30 wt % or more.

19. The composition according to claim 1 wherein a concentration of the lignin or lignin derivatives in the composition is 40 wt % or more.

20. The composition according to claim 1 the hydroxyl groups of the lignin has been substituted to a degree of substitution of 40% or more.

21. The composition according to claim 1 the hydroxyl groups of the lignin has been substituted to a degree of substitution of 60% or more.

22. The composition according to claim 1 the hydroxyl groups of the lignin has been substituted to a degree of substitution of 80% or more.

23. The composition according to claim 1 the hydroxyl groups of the lignin has been substituted to a degree of substitution of 99% or more.

24. The composition according to claim 5 wherein the composition comprises 20 wt % or more of the carrier liquid.

25. The composition according to claim 5 wherein the composition comprises 40 wt % or more of the carrier liquid.

26. The composition according to claim 5 wherein the composition comprises 60 wt % or more of the carrier liquid.

27. The composition according to claim 1 , wherein the gas oil is selected from Full Range Straight Run Middle Distillates, Hydrotreated, Middle Distillate, Light Catalytic Cracked Distillate, Naphtha full-range straight-run distillates, hydrodesulfurized full-range distillates, solvent-dewaxed straight-range distillates, straight-run middle sulfenylated, Naphtha clay-treated full-range straight run distillates full-range atm, hydrotreated full-range distillates, straight-run light distillates heavy straight-run, straight-run middle-run, Naphtha (shale oil), hydrocracked, full-range straight run.

Assignments (3)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 25, 2026
From: REN FUEL K2B IPCO AB
To: BIOLEUM IP HOLDINGS LLC
Reel/Frame 073895/0712 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 5, 2024
From: REN FUEL K2B AB
To: REN FUEL K2B IPCO AB
Reel/Frame 067623/0921 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 3, 2016
From: SAMEC, JOSEPH; LOFSTEDT, JOAKIM; DAHLSTRAND, CHRISTIAN; OREBOM, ALEXANDER; SAWADJOON, SUPAPORN
To: REN FUEL K2B AB
Reel/Frame 040207/0575 →
Priority Claims (3)
SE 1351508 · Dec 16, 2013 · national
SE 1450764 · Jun 19, 2014 · national
SE 1451310 · Nov 3, 2014 · national
Continuity (1)
Related Publication 20160312030A1 · Oct 27, 2016