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Method for preparing adipic acid by using cyclohexane catalytic oxidation one-step method

A catalytic oxidation, cyclohexane technology, applied in chemical instruments and methods, preparation of organic compounds, preparation of carboxylates, etc., can solve problems such as high price and unsuitability for industrial applications, avoid the use of nitric acid, and reduce deep oxidation. Product formation, effect of suppressing a series of side reactions

Inactive Publication Date: 2010-06-02
SOUTH CHINA UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

The oxidant used in this method is tert-butyl hydroperoxide, which is relatively expensive and not suitable for industrial applications.
So far, no use of RuO 2 A public report on the one-step preparation of adipic acid by catalytic oxidation of cyclohexane with a heterogeneous catalyst as an active component, using air or oxygen as an oxidant

Method used

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  • Method for preparing adipic acid by using cyclohexane catalytic oxidation one-step method

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Experimental program
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Embodiment 1

[0038] Add 237g of cyclohexane, acetone, tert-butyl hydroperoxide and solid catalyst into a closed reaction kettle and mix to form a mixed suspension. Wherein, the weight ratio of acetone and cyclohexane is 1:1.5, and cyclohexane is loaded with RuO 2 The weight ratio of the solid catalyst is 474:1, and the catalyst is RuO supported by carbon nanotube carrier. 2 , the publication number proposed by the applicant is prepared by the preparation example 1 method described in the CN1806914A patent application, and its solid carrier and RuO 2 The weight ratio is 90:10. The weight ratio of cyclohexane to t-butyl hydroperoxide was 34:1. The mixed suspension is heated to 125°C under stirring, and oxygen is introduced to 1.5Mpa. Since the reaction process continuously consumes oxygen in a stoichiometric ratio, it is continuously replenished through a pressure stabilizing device and a flow meter connected to an oxygen source during the reaction. Oxygen and keep the pressure constant a...

Embodiment 2～4

[0053] Add 237g of cyclohexane, acetone, cyclohexanone and solid catalyst into a closed batch reactor and mix to form a mixed suspension. Wherein, the weight ratio of acetone and cyclohexane is 1:1.5, and cyclohexane is loaded with RuO 2 The weight ratio of the solid catalyst is 474:1, and the catalyst is RuO supported by carbon nanotube carrier. 2 , the publication number proposed by the applicant is prepared by the preparation example 1 method described in the CN1806914A patent application, and its solid carrier and RuO 2 The weight ratio is 90:10. The weight ratio of cyclohexane to cyclohexanone is 40:1. The mixed suspension is heated to the temperature shown in Table 2 respectively under stirring, and oxygen is introduced to 1.5Mpa. Since the reaction process consumes oxygen in a stoichiometric ratio, the pressure stabilizing device connected to the oxygen source is passed through during the reaction. And the flow meter constantly replenishes oxygen and keeps the pressu...

Embodiment 5

[0058] Add 237g of cyclohexane and the corresponding amount of acetone, cyclohexanone and solid catalyst into a closed batch reactor and mix to form a mixed suspension. Wherein, the weight ratio of solvent and cyclohexane is 1: 1.5, the weight ratio of cyclohexane and catalyst is 474: 1, the weight ratio of cyclohexane and cyclohexanone is 40: 1, and the catalyst is supported by carbon nanotube carrier RuO 2 , the publication number proposed by the applicant is prepared by the preparation example 1 method described in the CN1806914A patent application, and its solid carrier and RuO 2 The weight ratio is 90:10. This mixed suspension is heated to 125 ℃ under agitation, feeds oxygen to 1MPa, reacts for 8 hours, the separation and analysis method of product is the same as embodiment 1~4, and cyclohexane conversion rate is 24%, and adipic acid selectivity is 38%.

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Abstract

The invention discloses a method for preparing adipic acid by one step of catalysis and oxidation of cyclohexane. The method comprises: firstly adding cyclohexane, a solvent, an initiator and a solidcatalyst into a reactor to mix, forming a mixing suspension; rising the temperature of the formed mixing suspension to 50-250 DEG C, insufflating abundant oxygen or air as the oxidant, setting the pressure of the reactor is 0.1-5 MPa, the reaction time is 0.1-20h; separating the reaction mixture to obtain the solid catalyst, and a liquid mixture contained reacted products, un-reacted products andthe solvent; and finally separating adipic acid from the separated liquid phase mixture. The invention avoids environmental pollution due to use of nitric acid, and device corrosion; solves the problem that the homogeneous catalyst is difficult to recovery during cyclohexane oxidation; has high reaction selectivity and good activity. The catalyst used in the invention can be recoveried and recycled.

Description

technical field [0001] The invention relates to a method for preparing adipic acid, in particular to a method for preparing adipic acid in one step through catalytic oxidation of cyclohexane. Background technique [0002] Adipic acid is an important raw material for the preparation of polyurethane and nylon 66, and is also an intermediate for many lubricating oil additives. In the traditional adipic acid production process, benzene is mainly used as the starting material, and cyclohexane is first produced by hydrogenation, and then cyclohexane is oxidized into cyclohexanol and cyclohexanone (KA oil), and then KA is decomposed with nitric acid The oil is oxidized to adipic acid, a route that accounts for about 93% of the total global production capacity. Its reaction process is as follows: [0003] [0004] The current industrial method of producing adipic acid through cyclohexanol and cyclohexanone originated from DuPont’s process in the 1940s, that is, using 40-60% nit...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): B01J23/46C07C55/14C07C51/215
CPCY02P20/584
Inventor 余皓吴春玲彭峰王红娟
Owner SOUTH CHINA UNIV OF TECH
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