PRODUCTION OF ESTERS OF FATTY ACIDS AND LOWER ALCOHOLS

• US 20080051599A1
• Filed: 08/20/2007
• Published: 02/28/2008
• Est. Priority Date: 08/21/2006
• Status: Abandoned Application

• Current Assignee: Desmet Ballestra OLEO SPA
• Original Assignee: Desmet Ballestra OLEO SPA
• Inventors: ADAMI, Icilio, Kellens, Marc, Soragna, Francesco
• Application Number:
  US11/841,255
• Publication Number:
  US 20080051599A1
• Time in Patent Office: Days
• US Class Current: 560/129
• CPC Class Codes: C07C 67/03 by reacting an ester group with a hydroxy group
• CPC Class Codes: C07C 69/24 esterified with monohydroxylic compounds
• CPC Class Codes: C07C 69/52 Esters of acyclic unsaturated carboxylic acids having the esterified carboxyl group bound to an acyclic carbon atom
• CPC Class Codes: C10G 2300/1011 Biomass
• CPC Class Codes: C10L 1/026 for compression ignition
• CPC Class Codes: C11B 3/04 with acids
• CPC Class Codes: C11B 3/10 by adsorption
• CPC Class Codes: C11B 3/12 by distillation
• CPC Class Codes: C11B 3/14 with the use of indifferent gases or vapours, e.g. steam
• CPC Class Codes: C11C 1/08 Refining
• CPC Class Codes: C11C 3/003 by esterification of fatty acids with alcohols C11C3/02 takes precedence
• CPC Class Codes: Y02E 50/10 Biofuels, e.g. bio-diesel
• CPC Class Codes: Y02P 20/582 Recycling of unreacted starting or intermediate materials
• CPC Class Codes: Y02P 30/20 using bio-feedstock

Abstract

Process for the production of esters of fatty acids and C₁-C₅ alkyl alcohols comprising the steps of: (a) providing a fatty feed comprising a triglyceride oil or fat, partial glycerides and/or free fatty acids, (b) neutralising said fatty feed by vacuum stripping at a temperature from 200° C. to 280° C., thus providing a vapour stream and a residue, (c) collecting a distillate by scrubbing said vapour stream,

• • (d) transesterifying said residue with a C₁-C₅ alkyl alcohol while using an alkaline catalyst,
  • (e) separating the transesterification reaction mixture from step (d) into a fraction comprising C₁-C₅ alkyl esters of fatty acids and an alcoholic fraction (a) wherein at least part of free acids obtained as side products in step (a) and/or (c) and/or (e) are esterifyed with an alcohol using an acid catalyst, the product of this esterification being added to said fatty feed or said residue.

Claims

1. A process for the production of esters of fatty acids and C₁-C₅ alkyl alcohols comprising the steps of:

(a) obtaining a fatty feed comprising a triglyceride oil or fat, partial glycerides and/or free fatty acids,

(b) neutralising said fatty feed by vacuum stripping at a temperature from 200°

C. to 280°

C., thus providing a vapour stream and a residue,

(c) collecting a distillate by scrubbing said vapour stream,

(d) transesterifying said residue with a C₁-C₅ alkyl alcohol while using an alkaline catalyst,

(e) separating the transesterification reaction mixture from step (d) into a fraction comprising C₁-C₅ alkyl esters of fatty acids and an alcoholic fraction,

wherein at least part of free acids obtained in step (a) and/or (c) and/or (e) are esterifyed with an alcohol using an acid catalyst, the product of this esterification being added to said fatty feed or said residue.

2. A process according to claim 1, wherein step (a) comprise a step of acid refining or dry degumming.

3. A process according to claim 1, wherein said free fatty acids obtained in step (a) and/or (c) and/or (e) comprises at least part of the distillate obtained in step (c).

4. A process according to claim 1, wherein said free fatty acids obtained in step (a) and/or (c) and/or (e) comprises free fatty acids obtained from the acidulation of said alcoholic fraction from step (e).

5. A process according to claim 1, wherein said free fatty acid obtained in step (a) and/or (c) and/or (e) comprises hydrolysate of gums, acid oils or soap stocks.

6. A process according to claim 1, wherein said free fatty acid obtained in step (a) and/or (c) and/or (e) comprises at least part of the distillate obtained in step (c) and free fatty acid obtained from the acidulation of said alcoholic fraction from step (e).

7. A process according to claim 1, wherein said free fatty acid obtained in step (a) and/or (c) and/or (e) comprises at least part of the distillate obtained in step (c) and hydrolysate of gums, acid oils or soap stocks.

8. A process according to claim 1, wherein said free fatty acid obtained in step (a) and/or (c) and/or (e) comprises at least part of the distillate obtained in step (c) and free fatty acid obtained from the acidulation of said alcoholic fraction from step (e) and hydrolysate of gums, acid oils or soap stocks.

9. A process according to claim 1, in which the phosphorus content of the fatty feed before step (b) is less than 25 ppm.

10. A process according to claim 2, wherein said acid refining or dry degumming step lowers the phosphorous content of the fatty feed to below 10 ppm.

11. A process according to claim 1, wherein the vapour stream from the vacuum stripping process of step (b) is condensed in two or more successive stages.

12. A process according to claim 1, in which the alcohol used to esterify said fatty acid is a C₁-C₅ alkyl alcohol and the product of such esterification is added to the residue of step (b).

13. A process according to claim 1, wherein the alcohol used to esterify said free fatty acid is a polyhydric alcohol.

14. A process according to claim 13, wherein the product of said esterification is added to the fatty feed before step (b).

15. A process according to claim 3, wherein the alcohol used to esterify said free fatty acid is a polyhydric alcohol.

16. A process according to claim 15, wherein the product of said esterification is added to the fatty feed before step (b).

17. A process according to claim 1, in which the alcoholic fraction resulting from step (e) is acidulated and the fatty fraction formed is isolated and mixed with the oil to be neutralised in step (b).

19. A process according to claim 13, wherein the fatty feed is subjected to a step of removing the phosphatides before being neutralised in step (i).

18. A process for the production of esters of fatty acids and C₁-C₅ alkyl alcohols comprising the steps of:

(i) neutralising a fatty feed comprising a triglyceride oil or fat, partial glycerides and/or free fatty acids by vacuum stripping at a temperature from 200°

C. to 280°

C., thus providing a vapour stream and a residue,

(ii) collecting a distillate by scrubbing said vapour stream,

(iii) transesterifying said residue with a C₁-C₅ alkyl alcohol while using an alkaline catalyst,

(iii) separating the transesterification reaction mixture from step (iii) into a fraction comprising C₁-C₅ alkyl esters of fatty acids and an alcoholic fraction.

20. Process equipment for the production of esters of fatty acids and C₁-C₅ alkyl alcohols comprising:

(a) Means for neutralising a fatty feed comprising a triglyceride oil or fat, partial glycerides and/or free fatty acids by vacuum stripping at a temperature from 200°

C. to 280°

C., thus providing a vapour stream and a residue,

(b) Means for collecting a distillate by scrubbing said vapour stream,

(c) Means for transesterifying said residue with a C₁-C₅ alkyl alcohol while using an alkaline catalyst, and

(e) Means for separating the transesterification reaction mixture into a fraction comprising C₁-C₅ alkyl esters of fatty acids and an alcoholic fraction,

wherein said means for separating the transesterification mixture operates by gravity.