IP Library Granted Patent US 10,752,602
Granted Patent B2
US 10,752,602 · App. 15/758,626 · Granted Aug 25, 2020

Process for the production of 1,4-butanediol and tetrahydrofuran from furan

Inventors: Sipke Hidde Wadman (Amsterdam, NL); Jean Paul Andre Marie Joseph Ghislain Lange (Amsterdam, NL)
Assignee: Shell Oil Company
C07D307/08C07C29/172
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Quick Facts
Patent No.
US 10,752,602
App. No.
15/758,626
Granted
Aug 25, 2020
Kind
B2
Abstract

The present invention provides a process for the production of 1,4-BDO and THF from furan, said process comprising: (i) contacting furan with hydrogen and water in a reactor in the presence of a catalytic composition, wherein the furan and water are contacted in the presence of a solvent, said solvent being selected from one or more of THF, 1,4-BDO and NBA, and converting at least a portion of said furan to 1,4-BDO and THF; (ii) producing a reactor product stream comprising gases, water, THF, 1,4-BDO and furan; (iii) separating gases from the reactor product stream; (iv) then separating at least a portion of each of the THF and 1,4-BDO from said reactor product stream; and (v) recycling the remainder of the reactor product stream, comprising water, optionally furan, and at least one of THF, 1,4-BDO and NBA, to the reactor.

Claims (12)

1. A process for the production of 1,4-BDO and THF from furan, said process comprising:

(i) contacting furan with hydrogen and water in a reactor in the presence of a catalytic composition, wherein the furan and water are contacted in the presence of a solvent, said solvent comprising THF, 1,4-BDO and NBA, wherein each of THF, 1,4-BDO and NBA are in an amount of at least 10 wt % and no more than 70 wt % and the sum of all does not exceed 100 wt % (based on the solvent), such that a single phase is formed with the solvent, furan and water and converting at least a portion of said furan to 1,4-BDO and THF;

(ii) producing a reactor product stream comprising gases, water, THF, 1,4-BDO and furan;

(iii) separating gases from the reactor product stream;

(iv) then separating at least a portion of each of the THF and 1,4-BDO from said reactor product stream; and

(v) recycling the remainder of the reactor product stream, comprising water, optionally furan, and more than one of THF, 1,4-BDO and NBA, to the reactor.

2. The process according to claim 1 , wherein the reactor product stream also comprises NBA and at least a portion of the NBA is separated from said reactor product stream in step (iv).

3. The process according to claim 1 , wherein the portion of each of the THF, 1,4-BDO and NBA separated from the reactor product stream in step iv) corresponds to at least 90 wt % of the amount of each produced in the reaction of the furan with hydrogen and water.

4. The process according to claim 3 , wherein the portion of each of the THF, 1,4-BDO and NBA separated from the reactor product stream in step iv) corresponds to at least 100 wt % of the amount of each produced in the reaction of the furan with hydrogen and water.

5. The process according to claim 2 , wherein separating at least a portion of each of the THF, 1,4-BDO and NBA from said reactor product stream comprises, in a first step, separating by distillation a bottoms stream comprising water and 1,4-BDO from a top stream comprising THF, NBA and water and, optionally, furan.

6. The process according to claim 5 , wherein the stream comprising THF, NBA and water is subjected to liquid/liquid separation to provide an aqueous stream which is recycled to the reactor and an organics stream comprising THF and NBA.

7. The process according to claim 1 , wherein the amount of NBA, 1, 4-BDO and THF produced in the reactors is isolated with the remaining amount being recycled.

Assignments (2)
CHANGE OF NAME Recorded Mar 7, 2022
From: SHELL OIL COMPANY
To: SHELL USA, INC.
Reel/Frame 059694/0819 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 8, 2018
From: WADMAN, SIPKE HIDDE; LANGE, JEAN PAUL ANDRE MARIE JOSEPH GHISLAIN
To: SHELL OIL COMPANY
Reel/Frame 045147/0951 →
Priority Claims (1)
EP 15184742 · Sep 10, 2015 · regional
Continuity (1)
Related Publication 20180251438A1 · Sep 6, 2018