Low sulfur tall oil fatty acid

• US 20070049727A1
• Filed: 08/15/2006
• Published: 03/01/2007
• Est. Priority Date: 08/15/2005
• Status: Abandoned Application

• Current Assignee: Arizona Chemical Company LLC
• Original Assignee: Wilmington Trust (M&T Bank)
• Inventors: Miller, H., Pollock, Charles, Peterson, M.
• Application Number:
  US11/505,213
• Publication Number:
  US 20070049727A1
• Time in Patent Office: Days
• US Class Current: 530/205
• CPC Class Codes: C10G 2300/1014 of vegetal origin
• CPC Class Codes: C10G 2300/202 Heteroatoms content, i.e. S, N, O, P
• CPC Class Codes: C10G 2300/44 Solvents
• CPC Class Codes: C10G 25/00 Refining of hydrocarbon oils in the absence of hydrogen, with solid sorbents
• CPC Class Codes: C10L 1/02 essentially based on components consisting of carbon, hydrogen, and oxygen only
• CPC Class Codes: C10L 1/1888 tall oil
• CPC Class Codes: C10L 1/2381 polyamides; polyamide-esters; polyurethane, polyureas C10L1/221 takes precedence
• CPC Class Codes: C11B 13/00 Recovery of fats, fatty oils or fatty acids from waste materials
• CPC Class Codes: Y02P 30/20 using bio-feedstock
• CPC Class Codes: Y02W 30/74 Recovery of fats, fatty oils, fatty acids or other fatty substances, e.g. lanolin or waxes

Abstract

The invention relates to tall oil fatty acid compositions having low sulfur content, as well as methods of using and making the same.

Claims

1. ) A composition comprising:

from 85 to 99.9% by weight of at least one saturated or unsaturated, monocarboxylic aliphatic hydrocarbon having a linear, branched, and/or cyclic chain of from 8 to 24 carbon atoms, a dimer thereof, a trimer thereof, or mixtures thereof;

from 0.1 to 15% by weight of at least one cyclic fatty acid compound selected from the group consisting of natural resin-based acids obtained from residues of distillation of natural oils, amine carboxylates and ester and nitrile compounds of these acids; and

less than or equal to 25 ppm of sulfur.

2. ) The composition according to claim 1, comprising less than or equal to 20 ppm.

3. ) The composition according to claim 1, comprising less than or equal to 15 ppm.

4. ) The composition according to claim 1, wherein the cyclic fatty acid compound is a rosin acid compound.

5. ) A method of making the composition according to claim 1, comprising contacting and/or stirring a first composition comprising:

from 85 to 99.9% by weight of at least one saturated or unsaturated, monocarboxylic aliphatic hydrocarbon having a linear, branched, and/or cyclic chain of from 8 to 24 carbon atoms, a dimer thereof, a trimer thereof, or mixtures thereof;

from 0.1 to 15% by weight of at least one cyclic fatty acid compound selected from the group consisting of natural resin-based acids obtained from residues of distillation of natural oils, amine carboxylates and ester and nitrile compounds of these acids; and

greater than 25 ppm of sulfur

with an adsorbent.

6. ) The method according to claim 5, wherein the first composition comprises greater than or equal to 30 ppm of sulfur.

7. ) The method according to claim 5, wherein the composition comprises greater than or equal to 40 ppm of sulfur.

8. ) The method according to claim 5, wherein the adsorbent comprises at least one member selected from the group consisting of activated carbon containing compound, silica, alumina, clay, acid-activated clay, and diatomaceous earth.

9. ) The method according to claim 5, wherein the adsorbent has an average pore size of from 40 to 100 angstroms.

10. ) The method according to claim 5, wherein the adsorbent has an average pore size of from 50 to 75 angstroms.

11. ) The method according to claim 5, wherein the adsorbent is at least one adsorbent selected from the group consisting of silica and clay.

12. ) The method according to claim 5, wherein the adsorbent is at least one acid-activated clay.

13. ) The method according to claim 5, further comprising distilling the first composition prior to the contacting step.

14. ) The method according to claim 13, wherein the first composition comprises greater than or equal to 40 ppm of sulfur prior to said distilling step.

15. ) The method according to claim 13, wherein the composition comprises greater than or equal to 60 ppm of sulfur prior to said distilling step.

16. ) The method according to claim 13, wherein the distilling is performed by a short-path distillation column.

17. ) The method according to claim 16, wherein the short-path distillation column is a wiped film evaporator.

18. ) The method according to claim 13, wherein the distilling is performed by a continuous column, a continuous fractionation distillation column, or a combination thereof.

19. ) The composition according to claim 1, wherein the composition is a fuel

20. ) The composition according to claim 1, further comprising a fuel.

21. ) The composition according to claim 20, wherein the fuel is a biodiesel, diesel, gasoline, ethanol, or mixtures thereof.

22. ) A method of making a fuel, comprising contacting diesel fuel, gasoline, or mixtures thereof with the composition according to claim 1.

23. ) The composition according to claim 1, further comprising at least one solvent.

24. ) The composition according to claim 1, further comprising at least one solvent selected from the group consisting of an aromatic hydrocarbon, non-aromatic cyclic hydrocarbon, hydrocarbons, branched hydrocarbon, saturated hydrocarbon, xylene, heptane, and kerosene.

25. ) The composition according to claim 1, further comprising at least one cosolvent.

26. ) The composition according to claim 1, further comprising at least one cosolvent selected from the group consisting of low molecular weight alcohol, ethanol and 2-ethyl hexanol.

27. ) The composition according to claim 1, further comprising at least one low molecular weight alcohol having the following formula:

R³OH, wherein R³ is a linear or branched hydrocarbon having from 1 to 20 carbon atoms.

28. ) The composition according to claim 1, further comprising at least one low temperature stabilizer.

29. ) The composition according to claim 28, wherein the at least one low temperature stabilizer is a polyamide.

30. ) The composition according to claim 1, further comprising at least one polyamide selected from the group consisting of an Ester-Terminated PolyAmides (ETPAs), Tertiary-Amide-Terminated PolyAmides (ATPAs), Ester-Terminated PolyEster-Amides (ETPEAs), Tertiary Amide-Terminated PolyEster-Amides (ATPEA), PolyAlkyleneOxy-terminated PolyAmides (PAOPAs), and PolyEther-PolyAmides (PEPAs)