IP Library › Granted Patent US 12,421,184
Granted Patent B2
US 12,421,184 · App. 17/998,344 · Granted Sep 23, 2025

Processes for the pyrolysis of carbohydrates

Inventors: William J. Collins (Mt. Zion, IL); Josh Terrian (Mt. Zion, IL); James Brazdil (Leland, NC); Kevin Martin (Mt. Zion, IL)
Assignee: ARCHER-DANIELS-MIDLAND COMPANY
C07C45/60B01J21/08B01J23/28B01J23/30B01J35/394B01J35/612B01J35/613B01J35/615B01J35/617B01J37/0219B01J37/0221B01J37/035
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Quick Facts
Patent No.
US 12,421,184
App. No.
17/998,344
Granted
Sep 23, 2025
Kind
B2
Abstract

Various processes for the pyrolysis of carbohydrates to prepare products such as glycolaldehyde are described. Also, various catalysts and processes for preparing catalysts useful for carbohydrate pyrolysis are described.

Claims (27)

1. A process for preparing glycolaldehyde, the process comprising:

feeding a feed composition comprising a carbohydrate having at least four carbon atoms to a pyrolysis reaction zone; and

pyrolyzing the carbohydrate in the presence of water and a catalyst in the pyrolysis reaction zone to form a reaction product comprising glycolaldehyde, wherein the catalyst comprises a metal oxide on a catalyst support and at least one of the following conditions is satisfied:

(a) the pyrolysis reaction zone is heated to a temperature of 400° C. or greater;

(b) the catalyst support has a BET specific surface area that is 500 m 2 /g or less, 250 m 2 /g or less, 100 m 2 /g or less, 50 m 2 /g or less, 25 m 2 /g or less, 10 m 2 /g or less, 5 m 2 /g or less, or 1 m 2 /g or less;

(c) the catalyst support comprises a glass, ceramic, or refractory material;

(d) the pyrolysis reaction zone further comprises a reaction zone media that is different than the catalyst; and/or

(e) the yield of glycolaldehyde is 70% or greater, 75% or greater, or 80% or greater.

2. The process of claim 1 , wherein the carbohydrate comprises a C 4 -C 24 carbohydrate.

3. The process of claim 1 , wherein the carbohydrate comprises at least one C 4 -C 24 saccharide selected from the group consisting of a monosaccharide, a disaccharide, an oligosaccharide, and combinations thereof.

4. The process of claim 1 , wherein the carbohydrate comprises glucose (dextrose) and/or fructose.

5. The process of claim 1 , wherein the feed composition comprises an aqueous solution comprising at least one of the carbohydrate or glucose.

6. The process of claim 1 , wherein the metal oxide comprises a transition metal oxide.

7. The process of claim 1 , wherein the metal oxide comprises an oxide of a group 4, 5, 6, 7, 8, 9, 10, or 11 metal or a mixture thereof.

8. The process of claim 1 , wherein the metal oxide comprises an oxide of titanium, molybdenum, tungsten, vanadium, or a mixture thereof.

9. The process of claim 1 , wherein the metal oxide comprises tungsten (IV) oxide, tungsten (V) oxide, or molybdenum oxide.

10. The process of claim 9 , wherein tungsten oxide and/or molybdenum oxide constitutes 1 wt. % or greater, 2 wt. % or greater, 3 wt. % or greater, 4 wt. % or greater, 5 wt. % or greater, 10 wt. % or greater, 15 wt. % or greater, 20 wt. % or greater, 25 wt. % or greater, 30 wt. % or greater, 35 wt. % or greater, 40 wt. % or greater, 45 wt. % or greater, 50 wt. % or greater, 60 wt. % or greater, 70 wt. % or greater, 80 wt. % or greater, 90 wt. % or greater, 95 wt. % or greater, or 99 wt. % or greater of the metal oxide on the catalyst support.

11. The process of claim 1 , wherein the catalyst has a tungsten and/or molybdenum oxide loading of 0.1 wt. % or greater, 0.5 wt. % or greater, 1 wt. % or greater, 2 wt. % or greater, 5 wt. % or greater, 10 wt. % or greater, 20 wt. % or greater, 30 wt. % or greater, 40 wt. % or greater, 50 wt. % or greater, 60 wt. % or greater, 70 wt. % or greater, 80 wt. % or greater, 90 wt. % or greater, 95 wt. % or greater, or 99 wt. % or greater.

12. The process of claim 1 , wherein the catalyst has a tungsten and/or molybdenum metal oxide loading of from 0.1 wt. % to 15 wt. %, from 0.5 wt. % to 15 wt. %, from 1 wt. % to 15 wt. %, from 2 wt. % to 15 wt. %, from 5 wt. % to 15 wt. %, from 0.1 wt. % to 10 wt. %, from 0.5 wt. % to 10 wt. %, from 1 wt. % to 10 wt. %, from 2 wt. % to 10 wt. %, or from 5 wt. % to 10 wt. %.

13. The process of claim 1 , wherein the catalyst support has a BET specific surface area that is 500 m 2 /g or less, 250 m 2 /g or less, 100 m 2 /g or less, 50 m 2 /g or less, 25 m 2 /g or less, 10 m 2 /g or less, 5 m 2 /g or less, or 1 m 2 /g or less.

14. The process of claim 1 , wherein the catalyst support comprises a glass material, a ceramic material, refractory materials, and mixtures thereof.

15. The process of claim 1 , wherein the ceramic material is selected from the group consisting of silicon carbide, yttria-stabilized zirconia, and combinations thereof.

16. The process of claim 14 , wherein the refractory materials comprise silicon, aluminum, magnesium, calcium, zirconium, or combinations thereof.

17. The process of claim 1 , wherein the catalyst is an uncalcined catalyst.

18. The process of claim 1 , wherein the reaction zone media comprises a material selected from the group consisting of glass, ceramic, refractory material, and mixtures thereof.

19. The process of claim 1 , wherein the reaction zone media is uncoated.

20. The process of claim 1 , wherein the reaction zone media is free or essentially free of a metal oxide coating.

Continuity (2)
Provisional Application 63023763 · May 12, 2020
Related Publication 20230227391A1 · Jul 20, 2023
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Cited By (1)
US 12,643,921