IP Library › Granted Patent US 9,090,581
Granted Patent B2
US 9,090,581 · App. 13/993,412 · Granted Jul 28, 2015

Process for the conversion of a carbohydrate-containing feedstock

Inventors: Ana Sofia Vagueiro de Sousa Dias (Amsterdam, NL); Gerardus Johannes Maria Gruter (Amsterdam, NL); Robert-Jan van Putten (Amsterdam, NL)
Assignee: FURANIX TECHNOLOGIES B.V.
C07D307/58C07C67/00C07D307/46C07H15/04
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Quick Facts
Patent No.
US 9,090,581
App. No.
13/993,412
Granted
Jul 28, 2015
Kind
B2
Abstract

A carbohydrate-containing feedstock is converted in a process by contacting the feedstock in a first step with an alcohol in the presence of a first acid catalyst at a temperature below 100° C. to yield an intermediate product, and contacting at least part of the intermediate product in a second step with an alcohol in the presence of a second acid catalyst at a temperature of at least 100° C. Products of such conversion may include hydroxymethylfurfural, hydroxymethylfurfural ethers, levulinic acid, esters thereof and furfural.

Claims (27)

1. A process for dehydrating a carbohydrate-containing feedstock, wherein the process comprises:

contacting the feedstock in a first step with an alcohol, selected from the group consisting of methanol, ethanol and a mixture thereof, in a presence of a first acid catalyst at a temperature below 100° C. to yield an intermediate product; and contacting at least part of the intermediate product in a second step with a second alcohol, selected from the group consisting of methanol, ethanol and a mixture thereof, in a presence of a second acid catalyst at a temperature ranging from 105 to 300° C.

2. The process according to claim 1 , wherein the first step is carried out at a temperature of at least 10° C.

3. The process according to claim 1 , wherein the carbohydrate-containing feedstock and the alcohol are contacted with the first acid catalyst in the first step during a contact time which ranges from 0.1 to 12 hr.

4. The process according to claim 1 , wherein the carbohydrate is selected from the group consisting of monosaccharides, disaccharides, oligosaccharides and polysaccharides.

5. The process according to claim 4 , wherein the disaccharide is sucrose.

6. The process according to claim 4 , wherein the monosaccharide is fructose, glucose or a mixture thereof.

7. The process according to claim 1 , wherein the carbohydrate-containing feedstock comprises from 50 to 100% wt of carbohydrate, based on the carbohydrate-containing feedstock.

8. The process according to claim 1 , wherein in addition to water that is formed in the first and second steps, a diluent is added to the first and/or second steps.

9. The process according to claim 8 , wherein the diluent is water.

10. The process according to claim 8 , wherein the alcohol and added diluent are present in a weight ratio that varies from 50:1 to 0.1:1 w/w.

11. The process according to claim 1 , wherein the first acid catalyst is a homogeneous catalyst.

12. The process according to claim 1 , wherein the first acid catalyst is a heterogeneous catalyst.

13. The process according to claim 1 , wherein the second acid catalyst is a homogeneous catalyst.

14. The process according to claim 1 , wherein the second acid catalyst is a heterogeneous catalyst.

15. The process according to claim 1 , wherein the first and the second acid catalysts are the same.

16. The process according to claim 1 , wherein the second step is carried out at a temperature ranging from 150 to 280° C.

17. The process according to claim 1 , wherein at least the second step is carried out in a continuous mode.

18. The process according to claim 17 , wherein the continuous mode is carried out in a continuous stirred tank reactor, a plug flow reactor or a fixed bed reactor.

19. The process according to claim 17 , wherein the continuous mode is carried out at a liquid hourly space velocity from 0.1 to 1,000 hr −1 .

20. The process according to claim 2 , wherein the first step is carried out at a temperature ranging from 30 to 80° C.

21. The process according to claim 10 , wherein the alcohol and added diluent are present in a weight ratio that varies from 20:1 to 1:1 w/w.

22. The process according to claim 11 , wherein the first acid catalyst is a mineral acid.

23. The process according to claim 12 , wherein the first acid catalyst is selected from the group consisting of zeolites and acidic ion exchange resins.

24. The process according to claim 13 , wherein the second acid catalyst is a mineral acid.

25. The process according to claim 14 , wherein the second acid catalyst is selected from the group consisting of zeolites and acidic ion exchange resins.

26. The process according to claim 19 , wherein the continuous mode is carried out at a liquid hourly space velocity from 1 to 100 hr −1 .

Assignments (2)
DEED OF CONFIRMATION - PLEDGE OF FURTHER PATENT RIGHTS Recorded Jan 5, 2023
From: FURANIX TECHNOLOGIES B.V.
To: ABN AMRO BANK N.V.
Reel/Frame 062294/0740 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 17, 2013
From: DE SOUSA DIAS, ANA SOFIA VAGUEIRO; GRUTER, GERARDUS JOHANNES MARIA; VAN PUTTEN, ROBERT-JAN
To: FURANIX TECHNOLOGIES B.V.
Reel/Frame 030815/0536 →
Priority Claims (1)
NL 2005928 · Dec 28, 2010 · national
Continuity (2)
Provisional Application 61427588 · Dec 28, 2010
Related Publication 20130324708A1 · Dec 5, 2013