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Process of producing aromatic carboxylic acid with diamine compound as catalyst

A technology of aromatic carboxylic acid and aromatic carboxylic acid, which is applied in the direction of organic compound/hydride/coordination complex catalyst, preparation of organic compound, physical/chemical process catalyst, etc. It can solve the problem of insufficient acceleration effect and combustion side reaction Increase and affect the refining process and other issues to achieve the effects of increasing productivity, reducing material consumption, and improving product quality

Inactive Publication Date: 2007-06-06
SINOPEC YANGZI PETROCHEM +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

But there are also some problems in application, such as the acceleration effect on the reaction is not obvious enough, some also increase the combustion side reaction, some are expensive, and some will have a certain residue in the solid product that will affect the subsequent refining process, etc. Therefore, Affect the practicality of the above technology

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0027]Example 1, add 300 ml of reaction liquid to a titanium autoclave with a volume of 500 ml, feed nitrogen as a protective gas, and heat the reaction liquid to 191° C. and pressure to 1.5 MPa while stirring. The composition of reaction liquid (being reaction mixture) is the p-xylene of 9% (28.05g, 264.5mmol) and the acetic acid of 91% (280.5g), and wherein catalyst concentration is the cobalt of 350ppm, the manganese of 326ppm, the bromine of 475ppm and the bromine of 178ppm ethylenediamine (ppm is based on acetic acid), wherein the molar ratio of cobalt, manganese, bromine and ethylenediamine is 2:2:2:1. Cobalt acetate tetrahydrate, manganese acetate tetrahydrate, hydrogen bromide and ethylenediamine were used as catalysts. The reaction was carried out at a temperature of 191°C and a pressure of 1.5 MPa. During the reaction process, high-pressure air was continuously introduced, and the constant air flow rate was 12L / min. The oxygen concentration of the tail gas was analyz...

Embodiment 2

[0029] The oxidation reaction of p-xylene was carried out in the same manner as in Example 1, except that the concentration of ethylenediamine added in Example 2 was changed to 356 ppm. The time from the oxygen consumption to 95% of the theoretical total oxygen consumption was 17.3 minutes; the amount of COX produced was 156.9 mmol; after the reaction, the 4-CBA impurity content in the TA solid product was detected to be 9321 ppm. All experimental results are summarized in Table 1.

Embodiment 3

[0031] The oxidation reaction of p-xylene was carried out in the same manner as in Example 1, except that the concentration of ethylenediamine added in Example 3 was changed to 712 ppm. The time from oxygen consumption to 95% of the theoretical total oxygen consumption was 16.0 minutes; the amount of COX produced was 145.1 mmol; after the reaction, the 4-CBA impurity content in the TA solid product was detected to be 9412 ppm. All experimental results are summarized in Table 1.

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PUM

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Abstract

The process of producing aromatic carboxylic acid with diamine compound as catalyst additive includes 1. obtaining aromatic carboxylic acid product directly in aliphatic carboxylic acid as solvent with gaseous alkyl arene oxide containing oxygen molecule or its partially oxidized intermediate product; and 2. adopting high efficiency quaternary composite Co-Mn-Br-diamine catalyst system. The diamine catalyst activator includes diamino hydrocarbon derivative, aliphatic diamine compound, aromatic diamine compound and ammonium salt of diamine compound. The quaternary composite Co-Mn-Br-diamine catalyst system has Co / Mn molar ratio of 0.1-100, Br / (Co+Mn) molar ratio of 0.1-10 and Co concentration in 50-10,000 ppm of solvent weight. The present invention has accelerated oxidation course, lowered combustion side reaction, less impurity, less corrosion to the apparatus and lowered power consumption and material consumption.

Description

technical field [0001] The invention relates to an improved method for producing aromatic carboxylic acid, in particular to a method for producing aromatic carboxylic acid by using diamine compounds as catalytic additives. Background technique [0002] Since the appearance of the MC method (US2245528) of liquid-phase catalytic oxidation of alkylaromatics to produce aromatic carboxylic acids, this method has been widely used in industry. The catalyst used in this method is cobalt-manganese-bromine ternary composite system, the solvent used is C1~C6 aliphatic carboxylic acid (usually acetic acid), the reaction temperature is 100~320°C, and the reaction pressure is kept to make the aliphatic carboxylic acid solvent in a liquid state. There are many products produced commercially by this method, such as terephthalic acid, isophthalic acid, phthalic acid, naphthalene dicarboxylic acid, 1,2,4-benzenetricarboxylic acid, 1,2,4-benzenetricarboxylic acid Acid anhydride, 1,3,5-benzen...

Claims

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Application Information

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IPC IPC(8): C07C51/265C07C63/26C07C63/15C07C63/307C07C63/313C07C63/38B01J31/04
Inventor 成有为李希刘建新牛俊峰朱维平徐彦邢跃军肖翔王玉春
Owner SINOPEC YANGZI PETROCHEM
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