Reactive chromatography process for equilibrium-limited reactions

Patent metadata

Field	Value
Publication number	US-2016145167-A1
Application number	US-201414888512-A
Country	US
Kind code	A1
Filing date	May 2, 2014
Priority date	May 3, 2013
Publication date	May 26, 2016
Grant date	—

Abstract

The present disclosure provides for a process for an equilibrium limited reaction using reactive chromatography unit (RCU) in which a first organic donor reactant (FODR) and a second organic acceptor reactant (SOAR) react to form a product mixture of a first acceptor product (FAP) and a second donor co-product (SDCP). The equilibrium-limited reaction does not produce water. The RCU has separation media to separate the product mixture into a raffmate and an extract. The FODR is in a stoichiometric deficit relative to the SOAR for the equilibrium limited reaction, so that the SOAR acts as the eluent for both the raffmate and the extract, and so as not to produce an azeotrope of FODR and the SDCP in the extract.

First claim

1 . A process for an equilibrium-limited reaction of an acylating agent with a hydroxy containing organic compound (HCOC) to form an organic ester and an alcohol co-product (AC), where the equilibrium-limited reaction is a reversible reaction having an equilibrium conversion value (X e ) for a predetermined temperature, the process comprising:
supplying the acylating agent and the HCOC to a reactive chromatography unit (RCU) to create a reaction mixture, where the acylating agent is in a stoichiometric deficit relative to the HCOC for the equilibrium-limited reaction, and where the RCU has a catalyst for the equilibrium-limited reaction and separation media to separate the organic ester from the AC; reacting at the predetermined temperature the acylating agent in the stoichiometric deficit relative to the HCOC in the RCU to form a product mixture comprising the organic ester and the AC via the equilibrium limited reaction; and separating the product mixture with the separation media into a raffinate that includes the organic ester and an extract that contains the AC, where separating the product mixture produces a conversion value for the equilibrium limited reaction that is greater than the equilibrium conversion value for the predetermined temperature.

2 . The process of claim 1 , where the HCOC acts as an eluent in both the raffinate and the extract.

3 . The process of claim 2 , where the raffinate includes the HCOC, residual unreacted acylating agent, and the organic ester, and the process further includes:
separating the raffinate into an organic ester product fraction and a recycle fraction, where the recycle fraction contains the HCOC, residual unreacted acylating agent, and an organic ester cut; and returning the recycle fraction to the RCU.

4 . The process of claim 2 , where the extract includes the HCOC and the AC, and the process further includes:
separating the extract into at least a HCOC fraction and a AC fraction; and returning the HCOC fraction to the RCU.

5 . The process of claim 1 , where reacting the acylating agent in the stoichiometric deficit relative to the HCOC provides a single pass conversion of the acylating agent of 70 percent (%) to 99%.

6 . The process of claim 1 , where the RCU includes a strong acid ion exchange resin to both catalyze the equilibrium-limited reaction and to separate the raffinate and the extract.

7 . The process of claim 6 , where the strong acid ion exchange resin is a sulfonated ion exchange resin.

8 . The process of claim 1 , where the RCU includes a strong base anion exchange resin to both catalyze the equilibrium-limited reaction and to separate the raffinate and the extract.

9 . The process of claim 8 , where the strong base anion exchange resin is a copolymer matrix with quaternary ammonium functional groups.

10 . The process of claim 1 , where the acylating agent is an acetate, an ester selected from the group consisting of a propionate, a benzoate, an adipate, an ester of a glycol ether or a combination thereof.

11 . (canceled)

12 . The process of claim 10 , where the acetate is selected from the group consisting of methyl acetate, ethyl acetate, propyl acetate, butyl acetate or a combination thereof.

13 . The process of claim 1 , where the HCOC is a glycol ether (GE) having the formula:
R′—(OCH 2 CHR″) n —OH

where R′ is an alkyl group having 1 to 8 carbon atoms or an aryl group having 6 to 11 carbon atoms; R″ is hydrogen, methyl, or ethyl; and n is an integer from 1 to 4.

14 . The process of claim any one of claims 12 - 13 , where the acylating agent is ethyl acetate.

15 - 17 . (canceled)

18 . The process of claim 1 any one of the preceding claims, where the RCU is a simulated-moving bed unit.

Assignees

• Dow Global Technologies Llc

Inventors

• Frank Timothy C
• Donaldson Megan E

Classifications

• B01D15/363 Primary

  Anion-exchange · CPC title

• C07C67/03

  by reacting an ester group with a hydroxy group · CPC title

• B01D15/1821

  Simulated moving beds · CPC title

• C07B41/02

  of hydroxy or O-metal groups · CPC title

• C07B41/12 Primary

  of carboxylic acid ester groups · CPC title