IP Library Granted Patent US 8,450,370
Granted Patent B2
US 8,450,370 · App. 13/204,884 · Granted May 28, 2013

Production of glycerol-related products from a high temperature reaction

Inventors: Patrick G. Hatcher (Suffolk, VA); Zhanfei Liu (Norfolk, VA); Elodie Salmon (Norfolk, VA)
Assignee: Old Dominion University Research Foundation
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Quick Facts
Patent No.
US 8,450,370
App. No.
13/204,884
Granted
May 28, 2013
Kind
B2
Abstract

Disclosed are processes for producing glycerol related products. One process comprises introducing a biomass and an alkylation reagent to a substantially oxygen free environment, hydrolyzing at a temperature at or above 200° C. one or more lipid glycerides in the biomass, methylating one or more fatty acids in the biomass with methyl groups from the alkylation reagent, wherein the hydrolyzing and methylating occur contemporaneously and separating resulting biodiesel and methylated glycerol-related products from a residue of the biomass by condensation.

Claims (28)

1. A process for producing glycerol related products comprising:

introducing a biomass and an alkylation reagent to a substantially oxygen free environment;

hydrolyzing at a temperature at or above 200° C. one or more lipid glycerides in the biomass;

methylating one or more fatty acids in the biomass with methyl groups from the alkylation reagent, wherein the hydrolyzing and methylating occur contemporaneously and without a catalyst;

separating resulting biodiesel and methylated glycerol-related products from a residue of the biomass by condensation; and

separating the biodiesel from the methylated glycerol-related products.

2. The process of claim 1 , wherein the alkylation reagent is tetramethylammonium hydroxide.

3. The process of claim 2 , wherein the methlylated glycerol-related products are one or both of 1,2,3-trimethoxy-propane (TMP) and 1,3-dimethoxy-2-propanol (DMP).

4. The process of claim 2 , wherein the temperature is between about 250° C. and about 500° C. and the pressure is atmospheric.

5. The process of claim 1 , wherein the biomass is an algal biomass.

6. The process of claim 1 , wherein the algal biomass is a microalgal biomass.

7. The process of claim 4 , wherein the microalgal biomass is dried or partially dried prior to reacting.

8. The process of claim 5 , wherein the alkylation reagent is tetramethylammonium hydroxide.

9. The process of claim 1 , wherein at least one by-product of the processed alkylation reagent is converted and recycled as the alkylation reagent.

10. The process of claim 2 , wherein a trimethyl amine by-product of the processed tetramethylammonium hydroxide is converted and recycled as the alkylation reagent.

11. The process of claim 1 , wherein the alkylation reagent is selected from one or more of tetramethylammonium hydroxide, tetrabutylammonium hydroxide, trimethylphenylammonium hydroxide, tetraethyammonium hydroxide, and (m-trifluoro-methylphenyl)trimethylammonium hydroxide.

12. The process of claim 1 , wherein the substantially oxygen free environment comprises less than or equal to one percent oxygen.

13. A process for producing glycerol related products comprising:

introducing a biomass and tetramethylammonium hydroxide to a substantially oxygen free environment;

hydrolyzing at a temperature at or above 200° C. one or more lipid glycerides in the biomass;

methylating one or more fatty acids in the biomass with methyl groups from the tetramethylammonium hydroxide, wherein the hydrolyzing and mythylating occur contemporaneously and without a catalyst; and

separating resulting biodiesel and one or more of 1,2,3-trimethoxy-propane (TMP), 1,3-dimethoxy-2-propanol (DMP) and 2-(2-methoxyethoxy)ethanol (MEE) from a residue of the biomass by condensation.

14. The process of claim 13 further comprising:

separating the biodiesel from the one or both of 1,2,3-trimethoxy-propane (TMP) and 1,3-dimethoxy-2-propanol (DMP).

15. The process of claim 13 , wherein the biomass is an algal biomass.

16. The process of claim 15 , wherein the algal biomass is a microalgal biomass.

17. The process of claim 16 , wherein the microalgal biomass is dried or partially dried prior to reacting.

18. The process of claim 13 , wherein a trimethyl amine by-product of the processed tetramethylammonium hydroxide is converted and recycled as the alkylation reagent.

Assignments (3)
CONFIRMATORY LICENSE Recorded Feb 21, 2023
From: OLD DOMINION UNIVERSITY
To: UNITED STATES DEPARTMENT OF ENERGY
Reel/Frame 062816/0445 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 12, 2011
From: OLD DOMINION UNIVERSITY
To: OLD DOMINION UNIVERSITY RESEARCH FOUNDATION
Reel/Frame 026745/0159 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 8, 2011
From: HATCHER, PATRICK G.; LIU, ZHANFEI; SALMON, ELODIE
To: OLD DOMINION UNIVERSITY
Reel/Frame 026715/0043 →
Continuity (3)
Continuation In Part 12336707 · Dec 17, 2008
Provisional Application 61015926 · Dec 21, 2007
Related Publication 20110289830A1 · Dec 1, 2011