# US 2019/0169109 A1 · Method of producing terephthalic acid

> Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt

- Number: US 2019/0169109 A1
- Document ID: US20190169109A1
- Status: Published application
- Kind: A1
- Application number: 16/088,226
- Filed: 2017-03-07
- Published: 2019-06-06
- Earliest claimed: 2016-03-31
- Assignees: Mitsubishi Gas Chemical Company, Inc.
- Applicants: Mitsubishi Gas Chemical Company, Inc.
- Inventors: Goh NAKAMURA; Hideaki FUJITA; Kotaro MURAKAMI; Ryusuke SHIGEMATSU
- Web page: https://patentgrep.com/patent/US20190169109A1

## CPC

- C07C 51/47: by solid-liquid treatment; by chemisorption
- C07C 51/43: by change of the physical state, e.g. crystallisation
- C07C 63/26: 1,4 - Benzenedicarboxylic acid
- C07B 2200/13: Crystalline forms, e.g. polymorphs
- C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07B: GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR (preparation of carboxylic acid esters by telomerisation C07C67/47; telomerisation C08F)

## Abstract

A method of terephthalic acid production in which slurry of crude terephthalic acid obtained through liquid-phase oxidation of a p-phenylene compound or a terephthalic acid slurry resulting from catalytic hydrogenation of the crude terephthalic acid is introduced into an upper part of a dispersion medium replacement tower while a second dispersion medium for replacement is introduced from a lower part of the dispersion medium replacement tower to perform dispersion medium replacement. The method is capable of enabling the dispersion medium replacement tower to continue stable operation while maintaining an extremely high efficiency of dispersion medium replacement.

## Claims

### Claim at position 1

1: A method of producing terephthalic acid, comprising:
introducing starting terephthalic acid slurry into an upper part of a dispersion medium replacement tower, the starting terephthalic acid slurry comprising a dispersion medium and crude terephthalic acid obtained through liquid-phase oxidation of a p-phenylene compound;
bringing the starting terephthalic acid slurry into contact with an upward flow of a second dispersion medium introduced from a lower part of the dispersion medium replacement tower to form, in a lower compartment of the dispersion medium replacement tower, a layer of slurry of a purified terephthalic acid crystal dispersed in the second dispersion medium;
discharging the slurry of the purified terephthalic acid crystal from the lower compartment of the dispersion medium replacement tower and delivering the slurry to a crystallization chamber provided with a unit for measuring slurry concentration; and
delivering the slurry in the crystallization chamber to a solid-liquid separation unit to separate a terephthalic acid crystal,
wherein
the following conditions (1) to (3) are maintained by regulating a flow rate of the second dispersion medium supplied to the lower compartment of the dispersion medium replacement tower, the flow rate of the slurry of the purified terephthalic acid crystal which is discharged from the lower compartment of the dispersion medium replacement tower, and the flow rate of the slurry delivered from the crystallization chamber to the solid-liquid separation unit:
(1) volume V1 of the slurry in the crystallization chamber is in a range of 0.050 to 0.80 times with respect to volume V0 of the whole terephthalic acid slurry in the dispersion medium replacement tower;
(2) a position of an interfacial region between the layer of the slurry of terephthalic acid crystal which is formed in the lower compartment of the dispersion medium replacement tower and a dilute terephthalic acid slurry in a middle part of the dispersion medium replacement tower is in a variation range of ±800 mm from a control target level; and
(3) the slurry concentration in the crystallization chamber is in a range of 25 to 40 mass %.

### Claim at position 2 (depends on 1)

2: The method of producing terephthalic acid according to claim 1, wherein
a stirrer is disposed in the lower compartment of the dispersion medium replacement tower, and
the position of the interfacial region between the layer of the slurry of terephthalic acid crystal which is formed in the lower compartment of the dispersion medium replacement tower and the dilute terephthalic acid slurry in the middle part of the dispersion medium replacement tower is above an upper end of the stirrer in a range of 0.3 to 1.5 times with respect to an inner diameter of the replacement tower.

### Claim at position 3 (depends on 1)

3: The method of producing terephthalic acid according to claim 1, wherein the slurry concentration in the crystallization chamber is kept in the range of 25 to 40 mass % by:
increasing a slurry flow rate of the slurry of the purified terephthalic acid crystal to be discharged from the lower compartment of the dispersion medium replacement tower upon increase in the concentration of the slurry in the crystallization chamber; and
decreasing the slurry flow rate upon decrease in the slurry density.

### Claim at position 4 (depends on 1)

4: The method of producing terephthalic acid according to claim 1, wherein the position of the interfacial region between the layer of the slurry of terephthalic acid crystal which is formed in the lower compartment of the dispersion medium replacement tower and the dilute terephthalic acid slurry in the middle part of the dispersion medium replacement tower is kept in the variation range of ±800 mm from the control target level by:
decreasing the flow rate of the second dispersion medium supplied to the lower compartment of the dispersion medium replacement tower upon elevation of the position of the interfacial region; and
increasing the flow rate upon lowering of the position of the interfacial region.

### Claim at position 5 (depends on 1)

5: The method of producing terephthalic acid according to claim 1, wherein
the unit for measuring the slurry concentration in the crystallization chamber is a densitometer, and
the densitometer is disposed in a pipe provided to discharge the slurry of the purified terephthalic acid crystal from the crystallization chamber and designed to circulate a part of the slurry into the crystallization chamber.

### Claim at position 6 (depends on 1)

6: The method of producing terephthalic acid according to claim 1, wherein
a plurality of thermometers are arranged in a vertical direction inside the dispersion medium replacement tower, and
the position of the interfacial region between the layer of the slurry of terephthalic acid crystal which is formed in the lower compartment of the dispersion medium replacement tower and the dilute terephthalic acid slurry in the middle part of the dispersion medium replacement tower is detected by measuring a temperature change in the vertical direction inside the dispersion medium replacement tower.

### Claim at position 7 (depends on 1)

7: The method of producing terephthalic acid according to claim 1, wherein the starting terephthalic acid slurry is slurry obtained by a process comprising:
forming crude terephthalic acid slurry through liquid-phase oxidation of a p-phenylene compound followed by depressurization and heating to high temperature;
separating a reaction dispersion medium from the crude terephthalic acid slurry to obtain a crude terephthalic acid crystal;
dissolving the crude terephthalic acid crystal in water at high temperature and high pressure;
subjecting the resulting solution to catalytic hydrogenation; and
subjecting the resulting reaction fluid to gradual depressurization and cooling using a multi-stage crystallization chamber to crystallize terephthalic acid.