IP Library Granted Patent US 9,624,442
Granted Patent B2
US 9,624,442 · App. 13/637,002 · Granted Apr 18, 2017

Method of utilizing tall oil pitch

Inventors: Juhani Saviainen (Rauma, FI); Mikko Rintola (Rauma, FI); Timo Saarenko (Rauma, FI)
Assignee: FORCHEM OYJ
C10G3/50C10L1/026C10L1/08C11B13/005C11C1/04C11C3/003C10G2300/1014C10G2400/04Y02E50/13Y02P30/20Y02W30/74
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Quick Facts
Patent No.
US 9,624,442
App. No.
13/637,002
Granted
Apr 18, 2017
Kind
B2
Abstract

A method of treating tall oil pitch. In the present method, part of the fatty acids and the resin acids are released from their sterol esters and wood alcohol esters and converted into methanol esters or ethanol esters. The transesterified products are removed from the pitch by evaporation and then condensed, and by hydrogenating the generated condensate the acids are decarboxylated and the double bonds are satisfied. It is possible to use the present method to produce automotive fuel from tall oil pitch.

Claims (21)

1. A method of producing automotive fuel by treating tall oil pitch which comprises sterol esters of both fatty acids and resin acids, and optionally wood alcohol esters of both fatty acids and resin acids, in which the sterol esters are sourced from tall oil,

wherein

at least part of the fatty acids and at least part of the resin acids are released from their sterol esters and optionally wood alcohol esters and are converted into lower alkyl esters,

the lower alkyl esters thus obtained are removed by evaporation from the tall oil pitch and then condensed to produce a condensate, wherein the total metal percentage of the condensate is below 50 mg/liter and,

the condensate obtained is then hydrogenated to produce said automotive fuel.

2. The method according to claim 1 , wherein at least part of the fatty acids and at least part of the resin acids are first released at least partly from said sterol esters and optionally wood alcohol esters by hydrolysis.

3. The method according to claim 1 , wherein the at least part of the fatty acids and the at least part of the resin acids are released from said sterol esters and optionally wood alcohol esters by subjecting them to a transesterification reaction with lower alcohols.

4. The method according to claim 1 , wherein the tall oil pitch is treated in such a way that it does not boil on an evaporation surface.

5. The method according to claim 2 , wherein the hydrolysis is carried out in a short path evaporator.

6. The method according to claim 1 , wherein the treatment is carried out in a falling film evaporator, and wherein the volume of the tall oil pitch in the falling film evaporator is from ⅓to ½of the total volume of the falling film evaporator.

7. The method according to claim 1 , wherein the treatment is carried out in a thin film evaporator, and wherein a volume of the tall oil pitch in the thin film evaporator is from ⅓to ½of a total volume of the thin film evaporator.

8. The method according to claim 1 , wherein the lower alkyl esters are removed by evaporation at a first pressure and sterol esters are removed by evaporation at a second pressure, wherein the second pressure is lower than the first pressure.

9. The method according to claim 1 , wherein the evaporation of the lower alkyl esters produces a distillation residue, and further comprising dissolving the distillation residue into a lower alcohol, in which the dissolving forms a separated alcohol phase, evaporating the separated alcohol phase, and recovering sterols for further processing.

10. The method according to claim 1 , wherein the lower alkyl esters are decarboxylated by hydrogenation of the condensate, wherein said hydrogenation decarboxylates the lower alkyl esters and saturates double bonds of the lower alkyl esters.

11. The method according to claim 1 , wherein the lower alkyl esters are condensed after the evaporation.

12. The method according to claim 1 , wherein at least 50% by mole of both the fatty acids and resin acids are released from their sterol esters and optionally wood alcohol esters and are converted to lower alkyl esters.

13. The method according to claim 1 , wherein the at least part of the fatty acids and the at least part of the resin acids are released from said sterol esters and optionally wood alcohol esters by subjecting them to a transesterification reaction with a C 1-4 alcohol.

14. The method according to claim 1 , wherein before the hydrogenation of the condensate (Cu+Pb+Zn) percentages in the condensate are together at maximum 300 μg/liter.

15. The method according to claim 11 , wherein said lower alkyl esters are condensed within 1 to 60 minutes after the evaporation.

16. The method according to claim 11 , wherein said lower alkyl esters are condensed with 1 to 10 minutes after the evaporation.

17. The method according to claim 13 , wherein the C 1-4 alcohol is selected from methanol or ethanol.

Assignments (2)
CHANGE OF NAME Recorded Feb 6, 2017
From: FORCHEM OY
To: FORCHEM OYJ
Reel/Frame 041637/0770 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 22, 2012
From: SAVIAINEN, JUHANI; RINTOLA, MIKKO; SAARENKO, TIMO
To: FORCHEM OY
Reel/Frame 029168/0300 →
Priority Claims (1)
FI 20105308 · Mar 26, 2010 · national
Continuity (1)
Related Publication 20130041192A1 · Feb 14, 2013