IP Library Granted Patent US 10,556,852
Granted Patent B2
US 10,556,852 · App. 16/003,330 · Granted Feb 11, 2020

Production of maleic acid, fumaric acid, or maleic anhydride from levulinic acid analogs

Inventors: Jesse Quentin Bond (Syracuse, NY); Anargyros Chatzidimitriou (Syracuse, NY)
Assignee: SYRACUSE UNIVERSITY
C07C51/313B01J21/04B01J23/22B01J37/0036B01J37/0201B01J37/14
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Quick Facts
Patent No.
US 10,556,852
App. No.
16/003,330
Granted
Feb 11, 2020
Kind
B2
Abstract

A system and method for the conversion of a levulinate ester to maleic anhydride using a reducible oxide catalyst. Levulinic acid oxidation delivers maleic anhydride in good yields without viscosity and stability issues that make continuous production problematic. Due to the fact that levulinate esters are more amenable to processing, the conversion of levulinate esters to maleic anhydride represents an appropriate for the commercial production of maleic anhydride from renewable resources.

Claims (8)

1. A method of producing maleic anhydride, comprising the step of oxidizing a quantity of methyl levulinate without forming levulinic acid to form maleic anhydride.

2. The method of claim 1 , wherein the step of oxidizing the quantity of methyl levulinate to form maleic anhydride comprises the use of a reducible oxide catalyst.

3. The method of claim 2 , wherein the reducible oxide catalyst is vanadium oxide (VO x ) supported at monolayer loading on γ-Al 2 O 3 (VO x /γ-Al 2 O 3 ).

4. The method of claim 3 , further comprising the step of producing the reducible oxide catalyst by incipient wetness impregnation of vanadium oxalate onto γ-Al 2 O 3 to form a powder.

5. The method of claim 4 , wherein the step of producing the reducible oxide catalyst further comprises the step of crushing the powder to achieve a uniform particle size.

6. The method of claim 5 , further comprising the step of activating the powder by applying a stream of air for four hours at 723 K.

7. The method of claim 6 , wherein the step of oxidizing a quantity of methyl levulinate to form maleic anhydride comprises introducing the quantity of methyl levulinate and a quantity of oxygen in a diluent of helium into a reactor having a packed bed of the reducible oxide catalyst.

8. The method of claim 7 , wherein the quantity of methyl levulinate, the quantity of molecular oxygen, and the helium diluent were preheated to 403 K in a vessel field filled with quartz chips.

Assignments (2)
CONFIRMATORY LICENSE Recorded Aug 29, 2018
From: SYRACUSE UNIVERSITY
To: NATIONAL SCIENCE FOUNDATION
Reel/Frame 047469/0497 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 18, 2018
From: BOND, JESSE QUENTIN; CHATZIDIMITRIOU, ANARGYROS
To: SYRACUSE UNIVERSITY
Reel/Frame 046379/0236 →
Continuity (2)
Provisional Application 62516770 · Jun 8, 2017
Related Publication 20180354883A1 · Dec 13, 2018