Method for preparing levulinic acid using solid acid catalyst in presence of ethylene glycol-based compound solvent derived from biomass

Patent metadata

Field	Value
Publication number	US-9682912-B2
Application number	US-201414915564-A
Country	US
Kind code	B2
Filing date	Aug 28, 2014
Priority date	Aug 29, 2013
Publication date	Jun 20, 2017
Grant date	Jun 20, 2017

Abstract

Provided is a method for preparing levulinic acid using a solid acid catalyst in the presence of an ethylene glycol-based compound. The levulinic acid according to the present invention can be prepared by using a linear or cyclic ethylene glycol-based compound as a solvent and preparing the levulinic acid from fructose in the presence of the solid acid catalyst at a reaction temperature of 100 to 200° C., thereby reducing the dependency on petroleum in response to greenhouse gas emission regulations. Also, a high yield of levulinic acid can be obtained from fructose, and the solvent and the catalyst can be efficiently separated, collected, and reused after the reaction has completed.

First claim

The invention claimed is:

1. A method for preparing levulinic acid, comprising converting fructose into levulinic acid in the presence of a solid acid catalyst in a linear or cyclic ethylene glycol-based compound as a solvent,
wherein the linear ethylene glycol-based compound is represented by the following Structural Formula 1:

wherein, R 1 and R 2 may be the same or different and are each independently C1 to C6 alkyl, and m is an integer of 1 to 6.

2. The method of claim 1 ,
wherein R 1 and R 2 may be the same or different and are each independently methyl or ethyl, and m is an integer of 1 to 4.

3. The method of claim 1 , wherein the cyclic ethylene glycol-based compound is represented by the following Structural Formula 2:

wherein, n is an integer of 1 to 6.

4. The method of claim 3 , wherein n is an integer of 1 to 3.

5. The method of claim 1 , wherein the linear or cyclic ethylene glycol-based compound is derived from ethanol, the ethanol being prepared from biomass by fermentation.

6. The method of claim 1 , wherein the linear or cyclic ethylene glycol-based compound is selected from a group consisting of 1,4-dioxane, monoethylene glycol dimethyl ether, diethylene glycol dimethyl ether, triethylene glycol dimethyl ether, tetraethylene glycol dimethyl ether, and a combination thereof.

7. The method of claim 1 , wherein the fructose is provided as a fructose syrup having a water content of 10 to 50 weight parts per 100 weight parts of fructose.

8. The method of claim 1 , wherein the solid acid catalyst is structured to have an organic or inorganic support to which a Brönsted acid or Lewis acid is linked as a functional group.

9. The method of claim 8 , wherein the organic support is at least one selected from the group consisting of polystyrene, polyamide, and polyethylene glycol.

10. The method of claim 8 , wherein the inorganic support comprises at least one selected from among silica, alumina, and zeolite.

11. The method of claim 1 , wherein the solid acid catalyst contains amorphous carbon into which a sulfonic acid group is introduced, the amorphous carbon being formed by incompletely carbonizing biomass.

12. The method of claim 1 , wherein the converting is carried out at 120 to 180° C.

13. The method of claim 1 , further comprising recovering the solid acid catalyst from the solvent after the converting.

Assignees

• Korea Ind Tech Inst

Inventors

• Cho Jin Ku
• Kim Sang Yong
• Lee Do Hoon
• Jeong Jae Won

Classifications

• B01J2231/766

  of -CH-CH- or -C=C- to -C=C- or -C-C- triple bond species · CPC title

• C07C53/126

  Acids containing more than four carbon atoms · CPC title

• C07C51/00 Primary

  Preparation of carboxylic acids or their salts, halides or anhydrides (of acids by hydrolysis of oils, fats or waxes C11C) · CPC title

• B01J2531/002

  Materials · CPC title

• Y02E50/343

  Cross-Sectional Technologies · mapped topic