IP Library Granted Patent US 9,399,610
Granted Patent B2
US 9,399,610 · App. 14/715,089 · Granted Jul 26, 2016

Process for the continuous production of ethylene glycol from carbohydrates

Inventors: David James Schreck (Lake City, MN); Ray Chrisman (Midland, MI); Brooke Albin (Charleston, WV); Nye Atwood Clinton (Hurricane, WV); Marion Bradford (Hendersonville, NC)
Assignee: Iowa Corn Promotion Board
C07C29/141B01J23/8896C07C45/673
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Quick Facts
Patent No.
US 9,399,610
App. No.
14/715,089
Granted
Jul 26, 2016
Kind
B2
Abstract

A continuous process for converting carbohydrates to ethylene and propylene glycol. The carbohydrates are mixed with water and passed through a reactor at a temperature that hydrolyzes the carbohydrate mixture at least partially to monosaccharides. The reactor has a first zone comprising a retro-aldol catalyst and a second zone comprising a reducing catalyst. The aldose is converted in the first zone into glycolaldehyde by the retro-aldol catalyst and the glycolaldehyde, in the presence of hydrogen, is converted to ethylene glycol in the second zone of the reactor. The reaction products are removed from the reactor and the ethylene glycol is recovered. The selectivity to propylene glycol can be enhanced via feeding ketose as the carbohydrate.

Claims (23)

1. A continuous process for converting carbohydrates, which can yield aldoses, to ethylene glycol, comprising the steps of:

(a) mixing carbohydrates into solution;

(b) adding hydrogen to a reactor;

(c) passing the carbohydrate mixture through the reactor at an elevated temperature, said reactor having a first zone comprising a retro-aldol catalyst and a second zone that contains a reduction catalyst;

(d) converting the aldoses in the first zone into at least glycolaldehyde by the retro-aldol catalyst in the first zone;

(e) converting the glycolaldehyde to ethylene glycol in the second zone of the reactor;

(f) removing the reaction products from the reactor;

(g) optionally recycling a portion of the reactor effluent back to the reactor to be used as reaction solvent or using recovered glycol for the solvent; and

(h) recovering the ethylene glycol.

2. The process of claim 1 , wherein the reactor comprises a combined retro-aldol catalysis and reduction zone after the retro-aldol zone.

3. The process of claim 1 , wherein a preheated zone prior to the catalysis zone hydrolyzes the carbohydrates at least partially to monosaccharides.

4. The process of claim 1 , wherein the reduction catalyst is selected from the group consisting of nickel-rhenium (Ni/Re) and nickel-iridium (Ni/Ir).

5. A continuous process for converting carbohydrates, which can yield ketoses, to propylene glycol, comprising the steps of:

(a) mixing carbohydrates into solution;

(b) adding hydrogen to the reactor;

(c) passing the carbohydrate mixture through a reactor at an elevated temperature, said reactor having a first zone comprising a retro-aldol catalyst and a second zone comprising a reducing catalyst;

(d) converting the ketoses in the first zone into an aldehyde and possibly other carbonyl containing intermediates by the retro-aldol catalyst in the first zone;

(e) converting the intermediates to propylene glycol in the second zone of the reactor;

(f) removing the reaction products from the reactor; and

(g) optionally recycling a portion of the reactor effluent back to the reactor to be used as reaction solvent; or using recovered glycol for the solvent and

(h) recovering the propylene glycol.

6. The process of claim 5 , wherein the reduction catalyst is selected from the group consisting of nickel-rhenium (Ni/Re) and nickel-iridium (Ni/Ir).

7. The process of claim 1 , further comprising the step of using ethylene glycol as a portion of the solvent for the reaction.

Assignments (3)
CORRECTIVE ASSIGNMENT TO CORRECT THE RECEVING PARTY NAME PREVIOUSLY RECORDED AT REEL: 061121 FRAME: 0088. ASSIGNOR(S) HEREBY CONFIRMS THE ASSIGNMENT. Recorded Sep 21, 2022
From: IOWA CORN PROMOTION BOARD
To: T.EN PROCESS TECHNOLOGY, INC.
Reel/Frame 061497/0258 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 16, 2022
From: IOWA CORN PROMOTION BOARD
To: T.EN STONE & WEBSTER PROCESS TECHNOLOGY, INC.
Reel/Frame 061121/0088 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 25, 2016
From: BRADFORD, MARION; CHRISMAN, RAY W.; CLINTON, NYE A.; ALBIN, BROOKE; SCHRECK, DAVID JAMES
To: IOWA CORN PROMOTION BOARD
Reel/Frame 040123/0200 →
Continuity (2)
Provisional Application 62000087 · May 19, 2014
Related Publication 20150329449A1 · Nov 19, 2015