IP Library Granted Patent US 9,249,118
Granted Patent B2
US 9,249,118 · App. 14/309,010 · Granted Feb 2, 2016

Purifying crude furan 2,5-dicarboxylic acid by hydrogenation

Inventors: Mesfin Ejerssa Janka (Kingsport, TN); Charles Edwan Sumner, Jr. (Kingsport, TN); Shane Kipley Kirk (Church Hill, TN); Ashfaq Shahanawaz Shaikh (Kingsport, TN); Kenny Randolph Parker (Afton, TN)
Assignee: Eastman Chemical Company
C07D307/68
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Quick Facts
Patent No.
US 9,249,118
App. No.
14/309,010
Granted
Feb 2, 2016
Kind
B2
Abstract

A process for purifying a crude furan 2,5-dicarboxylic acid composition (cFDCA) by hydrogenation of a FDCA composition dissolved in a hydrogenation solvent such as water, and hydrogenating under mild conditions, such as at a temperature within a range of 130° C. to 225° C. by contacting the solvated FDCA composition with hydrogen in the presence of a hydrogenation catalyst under a hydrogen partial pressure within a range of 10 psi to 900 psi. A product FDCA composition is produced having a low amount of tetrahydrofuran dicarboxylic acid, a low b*, and a low amount of 5-formyl furan-2-carboxylic acid (FFCA).

Claims (19)

1. A furan 2,5-dicarboxylic acid composition comprising:

a) solids, wherein at least 98 wt. % of the solids are furan-2,5-dicarboxylic acid (FDCA), based on the weight of the solids;

b) a b* value of less than 4;

c) 5-formyl furan-2-carboxylic acid (FFCA) in an amount of less than 500 ppm; and

d) tetrahydrofuran dicarboxylic acid (THFDCA) present in an amount ranging from 0 to no more than 0.5 wt. %;

in each case based on the weight of the solids.

2. The composition of claim 1 , comprising:

a) at least 98 wt. % of solids;

b) a b* value of less than 3;

c) FFCA in an amount of less than 100 ppm; and

d) THFDCA in an amount of less than 100 ppm;

in each case based on the weight of the solids.

3. The composition of claim 2 , which has a b* value of not more than 1.

4. The composition of claim 1 , comprising:

a) 99 wt. % of solids, wherein at least 99 wt. % of the solids is FDCA;

b) a b* value of not more than 1;

c) FFCA in an amount of less than 50 ppm; and

d) THFDCA in an amount of less than 30 ppm;

in each case based on the weight of the solids.

Continuity (3)
Division 13758080 · Feb 4, 2013
Provisional Application 61663246 · Jun 22, 2012
Related Publication 20140364633A1 · Dec 11, 2014