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2-(4-pentylbenzoyl)benzoic acid and 2-pentylanthraquinone and preparation method thereof

A technology of pentylbenzoyl and benzoic acid, which is applied in the field of fine chemicals, can solve the problems of affecting the yield, cumbersome operating conditions, and increasing the cost of separation, and achieve the effect of improving the tertiary-secondary ratio and good economic value

Active Publication Date: 2022-08-02
CHINA PETROLEUM & CHEM CORP +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The method of adding an acid-binding agent to the reaction system needs to add new substances, which increases the cost of separation; and the operating conditions are cumbersome and affect the yield

Method used

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  • 2-(4-pentylbenzoyl)benzoic acid and 2-pentylanthraquinone and preparation method thereof
  • 2-(4-pentylbenzoyl)benzoic acid and 2-pentylanthraquinone and preparation method thereof

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preparation example Construction

[0017] An embodiment of the present invention provides a method for preparing 2-(4-pentylbenzoyl)benzoic acid, comprising: placing phthalic anhydride, a solvent, a Friedel-Crafts reaction catalyst and tert-amylbenzene in a hypergravity reactor During the reaction, the working gas that does not participate in the reaction is passed in during the reaction.

[0018] The inventor creatively used a hypergravity reactor for the reaction, and introduced working gas during the reaction, which significantly increased the tertiary-secondary ratio of ABB acid. This may be due to the fact that the reactants can be torn into micro- or nano-scale micelles in the hypergravity device, the liquid phase body through which the hydrogen chloride is transferred to the gas phase body is short, and the mass transfer speed is fast; The rapid renewal rate of the gas-liquid interface and the large driving force of mass transfer make the isomerization of HCl to tert-amylbenzene significantly weakened. ...

Embodiment 1

[0033] The present embodiment provides a preparation method of 2-(4-pentylbenzoyl)benzoic acid, comprising the following steps:

[0034]In a 120L container, add 8kg of phthalic anhydride to 33L of o-dichlorobenzene, stir and control the temperature to be 20°C. 19.3kg of anhydrous aluminum trichloride was added to the above-mentioned phthalic anhydride and ortho-dichlorobenzene mixed solution in three times, and 8.8kg of tert-amylbenzene was kept at a constant temperature of 20°C. Turn on the hypergravity device, maintain the hypergravity factor of the hypergravity device as 80G, and pass the mixture of phthalic anhydride, aluminum trichloride, and o-dichlorobenzene at a speed of 5.95L / min and 1L / min of tert-amylbenzene. The liquid inlet of the hypergravity device was introduced, and at the same time, 30 L / min of dry nitrogen was countercurrently fed into the gas inlet of the hypergravity device, and the inner diameter of the hypergravity reactor was 50 cm.

[0035] The reacti...

Embodiment 2

[0037] The present embodiment provides a preparation method of 2-(4-pentylbenzoyl)benzoic acid, comprising the following steps:

[0038] In a 120L container, add 8kg of phthalic anhydride to 33L of o-dichlorobenzene, stir and control the temperature to be 0°C. 19.3 kg of anhydrous aluminum trichloride was added to the above-mentioned phthalic anhydride and o-dichlorobenzene mixed solution in three times, and 8.8 kg of tert-amylbenzene was kept at a constant temperature of 0°C. Turn on the supergravity device, maintain the supergravity factor of the supergravity device to be 60G, and pass the mixture of phthalic anhydride, aluminum trichloride, and o-dichlorobenzene at a speed of 5.95L / min and 1L / min of tert-amylbenzene. The liquid inlet of the hypergravity device was introduced, and at the same time, 20 L / min of dry nitrogen was countercurrently fed into the gas inlet of the hypergravity device, and the inner diameter of the hypergravity reactor was 50 cm.

[0039] The reacti...

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Abstract

The invention discloses 2-(4-pentylbenzoyl)benzoic acid and 2-pentylanthraquinone and a preparation method thereof, and relates to the technical field of fine chemicals. The preparation method of 2-(4-pentylbenzoyl) benzoic acid with high tertiary-secondary ratio, comprising: reacting phthalic anhydride, solvent, Friedel-Crafts catalyst and tert-amylbenzene in a hypergravity reactor, and in The working gas was introduced into the reaction process. After the reaction, the tertiary-secondary ratio of ABB acid is significantly improved, so that the prepared 2-amylanthraquinone also has a high tertiary-secondary ratio. This may be due to the fact that the reactants can be torn into micro- or nano-scale micelles in the hypergravity device, and the liquid-phase main body through which hydrogen chloride is transferred to the gas-phase main body is short, which can effectively remove the hydrogen chloride gas generated during the reaction process, The amount of isomerization reaction is reduced, and the tertiary-secondary ratio of the product is improved.

Description

technical field [0001] The present invention relates to the technical field of fine chemicals, and particularly relates to 2-(4-pentylbenzoyl)benzoic acid and 2-pentylanthraquinone and a preparation method thereof. Background technique [0002] 2-(4-Pentylbenzoyl)benzoic acid (abbreviated as ABB acid) is a white solid powder. It is an intermediate for the synthesis of 2-pentyl anthraquinone from phthalic anhydride and tert-amyl benzene. 2-pentyl Anthraquinone is mainly used as a catalyst for the synthesis of hydrogen peroxide. The by-product HCl produced in the process of catalyzing the synthesis of ABB acid from phthalic anhydride and tert-amylbenzene can catalyze the isomerization of tert-amyl groups to form sec-amyl groups, which in turn form 2-(4-sec-amyl groups) benzoyl) benzoic acid, which further forms 2-sec-amyl anthraquinone. Compared with 2-tert-amyl anthraquinone, 2-sec-amyl anthraquinone has lower solubility and lower hydrogenation efficiency in the synthetic h...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C51/083C07C65/34C07C46/00C07C50/16
CPCC07C51/083C07C46/00C07C65/34C07C50/16
Inventor 师新阁左世伟胡汉国尚尔顺李克文
Owner CHINA PETROLEUM & CHEM CORP