Process for the oxidative purification of terephthalic acid

• US 7,161,027 B2
• Filed: 08/21/2003
• Issued: 01/09/2007
• Est. Priority Date: 12/09/2002
• Status: Active Grant

• Current Assignee: Alpek Polyester SA de CV
• Original Assignee: Eastman Chemical Company
• Inventors: Woodruff, Thomas Earl, Lin, Robert, Tennant, Brent Alan, Sheppard, Ronald Buford
• Primary Examiner(s): Tsang; Cecilia J.
• Assistant Examiner(s): OH, TAYLOR V
• Application Number:
  US10/645,734
• Publication Number:
  US 20040110981A1
• Time in Patent Office: 1,237 Days
• Field of Search: 562/416, 562/486, 562/487, 562/606
• US Class Current: 562/486
• CPC Class Codes: C07C 51/43 by change of the physical state, e.g. crystallisation
• CPC Class Codes: C07C 51/47 by solid-liquid treatment; by chemisorption
• CPC Class Codes: C07C 51/487 by treatment giving rise to chemical modification by chemisorption C07C51/47
• CPC Class Codes: C07C 63/26 1,4 - Benzenedicarboxylic acid

Abstract

Disclosed is a process to produce a purified carboxylic acid slurry. The process comprises removing impurities from a crystallized product in a solid liquid displacement zone to form the purified carboxylic acid slurry. The purified carboxylic acid slurry is further cooled in a cooling zone and subsequently filtered and dried in a filtration and drying zone. The process produces purified carboxylic acid product having good color and low impurity levels without the use of purification steps like hydrogenation or filtrate purge.

Claims

1. A process to produce a purified carboxylic acid composition said process comprising:

(a) removing impurities from a crude carboxylic acid slurry composition in a solid liquid displacement zone to form a slurry composition;

(b) oxidizing said slurry composition at a temperature of about 190°

C. to about 280°

C. in a staged oxidation zone to form a staged oxidation composition;

(c) crystallizing said staged oxidation composition in a crystallization zone to form a crystallized composition;

(d) removing in a subsequent solid liquid displacement zone impurities from said crystallized composition to form a purified carboxylic acid slurry composition;

wherein said impurities comprise 4-carboxybenzaldehyde, trimellitic acid, or 2,6-dicarboxyfluorenone;

wherein said subsequent solid liquid displacement zone comprises a solid liquid separator that is operated at a temperature between 110°

C. and 200°

C.;

(e) cooling said purified carboxylic acid slurry composition in a cooling zone to form a cooled purified carboxylic acid slurry composition; and

(f) filtering and drying said cooled purified carboxylic slurry composition in a filtration and drying zone to remove a portion of the solvent from said cooled purified carboxylic acid slurry composition to produce said purified carboxylic acid composition.

3. The process according to claim 1 or 2 wherein said solid liquid displacement zone comprises a solid liquid separator selected from the group consisting of a belt filter, a rotary vacuum filter and a rotary disk pack centrifuge.

4. The process according to claim 1 or 2 wherein said purified carboxylic acid slurry composition is formed without a process for separating impurities from oxidation solvent or hydrogenation step.

5. The process according to claim 1 or 2 wherein said purified carboxylic acid slurry composition has a b* of less than about 3.5.

7. The process according to claims 1, 2, or 6 further comprising decolorizing in a reactor zone said purified carboxylic acid slurry composition or a carboxylic acid that has been esterified.

8. The process according to claim 7 wherein said decolorizing is accomplished by reacting said purified carboxylic acid slurry composition with hydrogen in the presence of a catalyst in a reactor zone to produce a decolorized carboxylic acid solution;

wherein said catalyst comprises a group VIII metal.

9. The process according to claims 1, 2 or 6 wherein said solid liquid displacement zone comprises a solid liquid separator that is operated at a temperature between about 50°

C. to about 200°

C.

2. A process to produce a purified carboxylic acid composition said process comprising:

(a) removing impurities from a crude carboxylic acid slurry composition in a solid liquid displacement zone to form a slurry composition;

(b) oxidizing said slurry composition at a temperature of about 190°

C. to about 280°

C. in a staged oxidation zone to form a staged oxidation composition;

(c) removing in a subsequent solid liquid displacement zone impurities from said staged oxidation composition to form a purified staged oxidation composition;

wherein said impurities comprise 4-carboxybenzaldehyde, trimellitic acid, or 2,6-dicarboxyfluorenone; and

wherein said subsequent solid liquid displacement zone comprises a solid liquid separator that is operated at a temperature between 110°

C. and 200°

C.;

(d) crystallizing in a crystallization zone said purified staged oxidation composition to form a purified carboxylic acid slurry composition;

(e) cooling said purified carboxylic acid slurry composition in a cooling zone to form a cooled purified carboxylic acid slurry composition; and

(f) filtering and drying said cooled purified carboxylic slurry composition in a filtration and drying zone to remove a portion of the solvent from said cooled purified carboxylic acid slurry composition to produce said purified carboxylic acid composition.

6. A process to produce a purified carboxylic acid composition comprising:

(a) removing in a solid liquid displacement zone impurities from a crude carboxylic acid slurry composition to form a slurry composition;

wherein said crude carboxylic acid slurry composition comprises terephthalic acid, catalyst, acetic acid, and impurities that is withdrawn at a temperature between about 140°

C. and about 170°

C. from the oxidation of paraxylene in a primary oxidation zone;

wherein said catalyst comprises cobalt, manganese or bromine compounds;

(b) oxidizing said slurry composition in a staged oxidation zone to form a staged oxidation composition;

wherein said oxidizing is conducted at a temperature between about 190°

C. to about 280°

C.; and

wherein said oxidizing is at a higher temperature in said staged oxidation zone than in said primary oxidation zone;

(c) crystallizing said staged oxidation composition in a crystallization zone to form a crystallized composition; and

(d) removing in a subsequent solid liquid displacement zone impurities from said crystallized composition to form said purified carboxylic acid slurry composition;

wherein said subsequent solid liquid displacement zone comprises a solid liquid separator that is operated at a temperature between 110°

C. to about 200°

C.; and

wherein said impurities comprise 4-carboxybenzaldehyde, trimellitic acid, or 2,6-dicarboxyfiuorenone;

(e) cooling said purified carboxylic acid slurry composition in a cooling zone to form a cooled purified carboxylic acid slurry composition; and

(f) filtering and drying said cooled purified carboxylic slurry composition in a filtration and drying zone to remove a portion of the solvent from said cooled purified carboxylic acid slurry composition to produce said purified carboxylic acid composition.

10. A process to produce a purified carboxylic acid composition said process comprising:

(a) oxidizing an aromatic feedstock at a temperature of about 120°

C. to about 200°

C. in a primary oxidation zone to form a crude carboxylic acid slurry composition;

(b) removing impurities from said crude carboxylic acid slurry composition in an solid liquid displacement zone to form a slurry composition;

(c) oxidizing said slurry composition in a staged oxidation zone to form a staged oxidation composition;

(d) crystallizing said staged oxidation composition in a crystallization zone to form a crystallized composition;

(e) removing in a subsequent solid liquid displacement zone impurities from said crystallized composition to form a purified carboxylic acid slurry composition;

wherein said impurities comprise 4-carboxybenzaldehyde, trimellitic acid, or 2,6-dicarboxyfluorenone;

wherein said subsequent solid liquid displacement zone comprises a solid liquid separator that is operated at a temperature between 110°

C. and 200°

C.;

(f) cooling said purified carboxylic acid slurry composition in a cooling zone to form a cooled purified carboxylic acid slurry composition; and

(g) filtering and drying said cooled purified carboxylic slurry composition in a filtration and drying zone to remove a portion of the solvent from said cooled purified carboxylic acid slurry composition to produce said purified carboxylic acid composition.

12. The process according to claim 10 or 11 wherein said solid liquid displacement zone comprises a solid liquid separator selected from the group consisting of a belt filter, a rotary vacuum filter and a rotary disk pack centrifuge.

13. The process according to claim 10 or 11 wherein said purified carboxylic acid slurry composition is formed without a process for separating impurities from oxidation solvent or hydrogenation step.

14. The process according to claim 10 or 11 wherein said purified carboxylic acid slurry composition has a b* of less than about 3.5.

11. A process to produce a purified carboxylic acid composition said process comprising:

(a) oxidizing an aromatic feedstock at a temperature of about 120°

C. to about 200°

C. in a primary oxidation zone to form a crude carboxylic acid slurry composition;

(b) removing impurities form said crude carboxylic acid slurry composition in an solid liquid displacement zone to form a slurry composition;

(c) oxidizing said slurry composition at a temperature of about 190°

C. to about 280°

C. in a staged oxidation zone to form a staged oxidation composition;

(d) removing in a solid liquid displacement zone impurities from said staged oxidation composition to from a purified staged oxidation composition;

wherein said impurities comprise 4-carboxybenzaldehyde, trimellitic acid, or 2,6-dicarboxyfluorenone;

wherein said subsequent solid liquid displacement zone comprises a solid liquid separator that is operated at a temperature between 110°

C. and 200°

C.;

(e) crystallizing in a crystallization zone said purified staged oxidation composition to form a purified carboxylic acid slurry composition;

(f) cooling said purified carboxylic acid slurry composition in a cooling zone to form a cooled purified carboxylic acid slurry composition; and

(g) filtering and drying said cooled purified carboxylic slurry composition in a filtration and drying zone to remove a portion of the solvent from said cooled purified carboxylic acid slurry composition to produce said purified carboxylic acid composition.