IP Library Granted Patent US 8,653,287
Granted Patent B2
US 8,653,287 · App. 13/392,556 · Granted Feb 18, 2014

Decarbonylation process

Inventors: Ronnie Ozer (Arden, DE); Ke Li (Wilmington, DE)
Assignee: E I du Pont de Nemours and Company
View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 8,653,287
App. No.
13/392,556
Granted
Feb 18, 2014
Kind
B2
Abstract

A process is provided for the synthesis of furan and related compounds by liquid-phase decarbonylation of furfural and derivatives, using a palladium/metal aluminate catalyst. The compounds so produced can be used as starting materials for industrial chemicals for use as pharmaceuticals, herbicides, stabilizers, and polymers such as polyether ester elastomers and polyurethane elastomers.

Claims (14)

1. A process for the synthesis of a compound as represented by the following structure of Formula (I)

by providing a compound as represented by the following structure of Formula (II)

in the form of a liquid and heating the Formula (II) compound in contact with a Pd/metal aluminate catalyst in a reactor to produce a Formula (I) product;

wherein R 1 , R 2 , and R 3 are each independently selected from H and a C 1 to C 4 hydrocarbyl group.

2. The process according to claim 1 wherein R 1 , R 2 , and R 3 are each H.

3. The process according to claim 1 wherein the substituted alumina is an alkali metal aluminate, an alkaline earth metal aluminate, gallium aluminate, lanthanum aluminate, or yttrium aluminate.

4. The process according to claim 3 wherein the alkali metal aluminate is LiAlO 2 .

5. The process according to claim 1 wherein contacting the Formula (II) compound and the catalyst to produce a Formula (I) product occurs in the liquid phase at a temperature that is in the range of from about 162° C. to about 230° C., and at a pressure that is about 25 to 100 psi above atmospheric pressure.

6. The process according to claim 1 wherein the Pd loading of the Pd/substituted alumina catalyst is about 1 to about 20% by weight.

7. The process according to claim 1 wherein the catalyst concentration in the reactor is from about 0.01 to about 30 wt %.

8. The process according to claim 1 wherein the reaction is carrier out in the presence of a basic buffer powder in suspension.

9. The process according to claim 1 , further comprising purifying the Formula (I) product.

10. The process according to claim 9 , wherein the Formula (I) product is purified by distillation.

11. The process according to claim 1 further comprising a step of subjecting the Formula (I) compound to a reaction to prepare therefrom a compound, oligomer or polymer.

Assignments (3)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 18, 2024
From: DUPONT INDUSTRIAL BIOSCIENCES USA, LLC
To: COVATION INC.
Reel/Frame 066350/0534 →
CORRECTIVE ASSIGNMENT TO CORRECT THE ENTITY FOR ASSIGNEE PREVIOUSLY RECORDED AT REEL: 49879 FRAME: 212. ASSIGNOR(S) HEREBY CONFIRMS THE ASSIGNMENT. Recorded Sep 6, 2019
From: E. I. DU PONT DE NEMOURS AND COMPANY
To: DUPONT INDUSTRIAL BIOSCIENCES USA, LLC
Reel/Frame 050301/0065 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 26, 2019
From: E. I. DU PONT DE NEMOURS AND COMPANY
To: DUPONT INDUSTRIAL BIOSCIENCES USA, LLC
Reel/Frame 049879/0212 →
Continuity (2)
Provisional Application 61238270 · Aug 31, 2009
Related Publication 20120157698A1 · Jun 21, 2012