IP Library Granted Patent US 7,871,448
Granted Patent B2
US 7,871,448 · App. 11/893,019 · Granted Jan 18, 2011

Production of biodiesel and glycerin from high free fatty acid feedstocks

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Quick Facts
Patent No.
US 7,871,448
App. No.
11/893,019
Granted
Jan 18, 2011
Kind
B2
Abstract

A system and method for the conversion of free fatty acids to glycerides and the subsequent conversion of glycerides to glycerin and biodiesel includes the transesterification of a glyceride stream with an alcohol. The fatty acid alkyl esters are separated from the glycerin to produce a first liquid phase containing a fatty acid alkyl ester rich (concentrated) stream and a second liquid phase containing a glycerin rich (concentrated) stream. The fatty acid alkyl ester rich stream is then subjected to distillation, preferably reactive distillation, wherein the stream undergoes both physical separation and chemical reaction. The fatty acid alkyl ester rich stream is then purified to produce a purified biodiesel product and a glyceride rich residue stream. Biodiesel may be further recovered from the glyceride rich residue stream, by further separation of and/or processing of glycerides/free fatty acids contained therein. The glycerin rich second liquid phase stream may further be purified to produce a purified glycerin product and a (second) wet alcohol stream. Neutralization of the alkaline stream, formed during the alkali-catalyzed transesterification process, may proceed by the addition of a mineral or an organic acid.

Claims (61)

1. A process for the production of purified biodiesel from glycerides comprising:

(A) reacting glycerides with at least one alcohol in a transesterification reactor to produce a fatty acid alkyl ester stream;

(B) separating a first biodiesel stream from the fatty acid alkyl ester stream by a first distillation or non-evaporative separation; and

(C) subjecting at least a portion of the first biodiesel stream to a second distillation or non-evaporative separation to render a purified second biodiesel stream and a by-product fuel stream.

2. The process of claim 1 , wherein the first biodiesel stream is separated from the fatty acid alkyl ester stream in at least one wiped film evaporator.

3. The process of claim 2 , wherein at least a portion of the by-product fuel stream is re-introduced into the at least one wiped film evaporator.

4. The process of claim 1 , wherein the first biodiesel stream is separated from the fatty acid alkyl ester stream in at least one falling film evaporator.

5. The process of claim 4 , wherein at least a portion of the by-product fuel stream is re-introduced into the at least one falling film evaporator.

6. The process of claim 1 , further comprising separating from at least a portion of the first biodiesel stream a free fatty acid and/or glyceride enriched stream.

7. The process of claim 6 , wherein the free fatty acids of the free fatty acid and/or glyceride enriched stream are converted to glycerides.

8. The process of claim 7 , wherein the glycerides are introduced to the transesterification reactor of step (A).

9. The process of claim 6 , wherein the free fatty acid and/or glyceride enriched stream is separated from the first biodiesel stream by freeze crystallization.

10. The process of claim 6 , wherein a fatty acid ester enriched stream is further separated from at least a portion of the first biodiesel stream.

11. The process of claim 10 , wherein the fatty acid ester enriched stream is subjected to the second distillation or non-evaporative separation step of step (C).

12. The process of claim 2 , wherein the at least one wiped film evaporator is at least two parallel wiped film evaporators.

13. The process of claim 4 , wherein the at least one falling film evaporator is at least two parallel falling film evaporators.

14. The process of claim 1 , wherein the by-product fuel stream is further separated into a stream enriched in free fatty acids and/or glycerides.

15. The process of claim 14 , wherein the free fatty acid and/or glyceride enriched stream is separated from the by-product fuel stream by freeze crystallization.

16. The process of claim 1 , wherein the at least one alcohol is a C 1 -C 5 alcohol.

17. The process of claim 16 , wherein the C 1 -C 5 alcohol is methanol.

18. The process of claim 1 , wherein the process is continuous.

19. In a process for the production of biodiesel from glycerides wherein glycerides are reacted with an alcohol to produce a fatty acid alkyl ester stream which is separated into a biodiesel stream and a by-product fuel stream, the improvement comprising separating a second biodiesel stream and a second by-product fuel stream from the by-product fuel stream.

20. The process of claim 19 , wherein the second biodiesel stream and second by-product fuel stream are separated from the by-product fuel stream by freeze crystallization.

21. A process for the production of purified biodiesel from glycerides comprising:

(A) reacting glycerides with at least one alcohol to produce a fatty acid alkyl ester stream;

(B) separating by distillation or non-evaporative separation a biodiesel stream and a by-product fuel stream from the fatty acid alkyl ester stream; and

(C) separating from the by-product fuel stream a second biodiesel stream and a fatty acid and/or glyceride enriched stream.

22. The process of claim 21 , wherein the second biodiesel stream and fatty acid and/or glyceride enriched stream are separated from the by-product fuel stream by freeze crystallization.

23. A process for the production of purified biodiesel from glycerides comprising:

(A) reacting the glycerides with at least one alcohol in a transesterification reactor to produce a fatty acid alkyl ester stream;

(B) purifying the fatty acid alkyl ester stream by distillation or non-evaporative separation and separating therefrom a first biodiesel stream;

(C) separating from at least a portion of the first biodiesel stream a stream enriched in free fatty acids and/or glycerides;

(D) introducing the glycerides of step (C) into the transesterification reactor; and

(E) recovering biodiesel therefrom.

24. The process of claim 23 , wherein the free fatty acids in the stream enriched in free fatty acids and/or glycerides of step (C) are further converted to glycerides.

25. The process of claim 23 , wherein the free fatty acids in the glyceride and/or free fatty acid enriched stream of step (D) are further converted to glycerides.

26. The process of claim 23 , wherein the second distillation is conducted in at least one wiped film evaporator.

27. The process of claim 23 , wherein the second distillation is conducted in at least one falling film evaporator.

28. The process of claim 23 , wherein the at least one alcohol is a C 1 -C 5 alcohol.

29. The process of claim 28 , wherein the C 1 -C 5 alcohol is methanol.

30. The process of claim 23 , wherein the process is continuous.

31. A process for the production of purified biodiesel from glycerides comprising:

(A) reacting glycerides with at least one alcohol in a transesterification reactor to produce a fatty acid alkyl ester stream;

(B) separating from the fatty acid alkyl ester stream a biodiesel stream and a by-product fuel stream;

(C) introducing the glycerides from the by-product fuel stream into the transesterification reactor; and

(D) recovering biodiesel therefrom.

32. The process of claim 31 , wherein the at least one alcohol is a C 1 -C 5 alcohol.

33. The process of claim 32 , wherein the C 1 -C 5 alcohol is methanol.

34. The process of claim 31 , wherein the process is continuous.

35. In a process for the production of biodiesel wherein a fatty acid alkyl ester stream is separated into a first biodiesel stream and a first by-product fuel stream, the improvement comprising separating from at least a portion of the first by-product fuel stream a stream enriched in free fatty acids and/or glycerides from which a second biodiesel stream is produced.

36. A process for producing a purified biodiesel comprising:

(A) separating a first biodiesel stream from a fatty acid alkyl ester enriched stream;

(B) introducing at least a portion of the first biodiesel stream to at least one wiped film evaporator or at least one falling film evaporator and separating a second biodiesel stream and a by-product fuel stream therefrom;

(C) separating from the by-product fuel stream a fatty acid alkyl ester enriched stream and a free fatty acid/glyceride enriched stream;

(D) recovering purified biodiesel from the fatty acid alkyl ester enriched stream;

(E) producing a fatty acid alkyl ester enriched stream from the free fatty acid/glyceride enriched stream from step (C); and

(F) recovering purified biodiesel from the stream of step (E).

37. The process of claim 36 , wherein at least a portion of the fatty acid alkyl ester enriched stream of step (C) is introduced into at least one wiped film evaporator.

38. The process of claim 37 , wherein at least one wiped film evaporator is at least two parallel wiped film evaporators.

39. The process of claim 36 , wherein at least a portion of the fatty acid alkyl ester enriched stream of step (C) is introduced into at least one falling film evaporator.

40. The process of claim 39 , wherein at least one falling film evaporator is at least two parallel falling film evaporators.

Assignments (5)
RELEASE OF SECURITY INTEREST Recorded Jul 1, 2022
From: UMB BANK, N.A., AS COLLATERAL TRUSTEE
To: REG SYNTHETIC FUELS, LLC; RENEWABLE ENERGY GROUP, INC.; REG SENECA, LLC; REG BIOFUELS, LLC
Reel/Frame 060562/0428 →
PATENT SECURITY AGREEMENT Recorded Jun 19, 2021
From: REG SENECA, LLC
To: UMB BANK, N.A., AS COLLATERAL TRUSTEE
Reel/Frame 056628/0607 →
CHANGE OF NAME Recorded Sep 9, 2014
From: SENECA LANDLORD, LLC
To: REG SENECA, LLC
Reel/Frame 033705/0717 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 21, 2010
From: NOVA BIOSOURCE TECHNOLOGIES, LLC
To: SENECA LANDLORD, LLC
Reel/Frame 024266/0391 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 14, 2007
From: JACKAM, JOHN P.; PIERCE, JOEL M; JONES, JEFFREY D.; TALLEY, RICHARD H.
To: NOVA BIOSOURCE TECHNOLOGIES, LLC
Reel/Frame 020446/0398 →