IP Library Granted Patent US 8,088,183
Granted Patent B2
US 8,088,183 · App. 11/504,828 · Granted Jan 3, 2012

Production of biodiesel and glycerin from high free fatty acid feedstocks

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Quick Facts
Patent No.
US 8,088,183
App. No.
11/504,828
Granted
Jan 3, 2012
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. The glycerin rich second liquid phase stream may further be purified to produce a purified glycerin product and a (second) wet alcohol stream.

Claims (33)

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

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

(B) purifying the fatty acid alkyl ester stream by reactive distillation, wherein the reactive distillation involves separating fatty acid alkyl esters from glycerin and unreacted alcohol while simultaneously reacting glycerin with free fatty acid to produce glycerides; and

(C) producing purified biodiesel therefrom.

2. The process of claim 1 , wherein the glycerides of step (A) are produced by converting fatty acids in a feedstock.

3. The process of claim 2 , wherein the glycerides are prepared by mixing the feedstock and glycerin at an elevated temperature in the absence of a catalyst.

4. The process of claim 1 , wherein step (A) comprises reacting the glycerides with the at least one alcohol in the presence of an alkali catalyst to produce a fatty acid alkyl ester stream containing glycerin and fatty acid alkyl esters.

5. The process of claim 2 , wherein the feedstock is conditioned to remove solids prior to converting the feedstock to glycerides.

6. The process of claim 1 , wherein the product of step (A) is separated gravimetrically into a fatty acid ester rich stream and a glycerin rich stream and further introducing to the glycerin rich stream an organic acid and producing a purified glycerin rich stream therefrom.

7. The process of claim 6 , wherein the organic acid is a weak organic acid selected from the group consisting of acetic acid, formic acid and propionic acid.

8. The process of claim 7 , wherein the weak organic acid is acetic acid.

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

10. The process of claim 9 , wherein the C 1 -C 5 alcohol is methanol.

11. A process for producing biodiesel from glycerides comprising:

(A) reacting glycerides with at least one alcohol in a transesterification reaction to produce a transesterification effluent stream of fatty acid esters and glycerin;

(B) separating the transesterification effluent stream into a fatty acid ester rich stream and a glycerin rich stream;

(C) purifying the fatty acid alkyl ester stream by reactive distillation, wherein the reactive distillation involves separating fatty acid alkyl esters from glycerin and unreacted alcohol while simultaneously reacting glycerin with free fatty acid to produce glycerides;

(D) introducing an organic acid to at least one of the:

(i.) transesterification effluent stream, and

(ii.) glycerin rich stream; and

(E) recovering biodiesel therefrom.

12. The process of claim 11 , wherein the process is continuous.

13. The process of claim 11 , wherein the glycerides of step (A) are obtained by reacting a feedstock containing free fatty acids with glycerin.

14. The process of claim 11 , wherein the glycerides in step (A) are reacted with the at least one alcohol in the presence of an alkali catalyst.

15. The process of claim 11 , wherein the at least one alcohol is a C 1 -C 5 alcohol.

16. The process of claim 15 , wherein the C 1 -C 5 alcohol is methanol.

17. The process of claim 14 , wherein the alkali catalyst is selected from the group consisting of sodium hydroxide and potassium hydroxide.

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

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

(B) separating the first fatty acid alkyl ester effluent stream into a second fatty acid ester rich stream and a glycerin rich stream;

(C) purifying the second fatty acid alkyl ester stream by reactive distillation, wherein the reactive distillation involves separating fatty acid alkyl esters from glycerin and unreacted alcohol in the second fatty acid alkyl ester stream while simultaneously reacting glycerin with free fatty acid to produce glycerides; and

(D) producing purified biodiesel therefrom.

19. The process of claim 18 wherein the separation step (B) uses a difference in densities to separate the two streams.

Assignments (8)
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 Feb 12, 2008
From: NOVA BIOSOURCE FUELS INC.
To: JACKAM, JOHN P.; PIERCE, JOEL M.; JONES, JEFFREY D.
Reel/Frame 020500/0097 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 12, 2008
From: JACKAM, JOHN P.; PIERCE, JOEL M.; JONES, JEFFREY D.
To: NOVA BIOSOURCE TECHNOLOGIES, LLC
Reel/Frame 020500/0119 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 30, 2007
From: BIOSOURCE AMERICA, INC.
To: NOVA BIOSOURCE TECHNOLOGIES, LLC
Reel/Frame 019224/0419 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 24, 2007
From: JACKAM, JOHN P.; PIERCE, JOEL M.; JONES, JEFFREY D.
To: NOVA BIOSOURCE FUELS INC.
Reel/Frame 018800/0652 →