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A method for preparing phthalic anhydride and its derivatives substituted by aromatic rings by oxidative cracking of aromatic ketones

A technology of phthalic anhydride and oxidative cracking, which is applied in organic chemistry and other fields, and can solve problems such as harsh reaction conditions and high energy consumption

Inactive Publication Date: 2019-01-22
DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

These methods all adopt the gas phase oxidation method, the reaction conditions are harsh, and the energy consumption is high.

Method used

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  • A method for preparing phthalic anhydride and its derivatives substituted by aromatic rings by oxidative cracking of aromatic ketones
  • A method for preparing phthalic anhydride and its derivatives substituted by aromatic rings by oxidative cracking of aromatic ketones
  • A method for preparing phthalic anhydride and its derivatives substituted by aromatic rings by oxidative cracking of aromatic ketones

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0012] 0.01g MnO 2 Catalyst, 1mmol 1-indanone and 2g chlorobenzene were added to a stainless steel autoclave with a polytetrafluoroethylene lining inside. The temperature was raised to a reaction temperature of 100° C. using an automatic temperature controller, and 0.6 MPa oxygen was added to react for 4 hours. During the reaction, the pressure was kept constant. The reaction product was analyzed by GC-MS, and the yield of phthalic anhydride was 80%.

Embodiment 2-23

[0014] Except catalyst and consumption, pressure, reaction time are different, catalyst activity evaluation is identical with embodiment 1. The reaction conditions and catalytic reaction results are shown in Table 1. It can be seen from Table 1 that the catalyst and its dosage, oxygen pressure, reaction temperature and reaction time have an impact on the catalytic effect. With the increase of reaction temperature (Examples 2 and 3), catalyst consumption (Examples 2 and 5), oxygen pressure (Examples 3 and 5) and reaction time (Examples 5 and 6), the yield increased. The increase in the catalyst dosage increases the oxygen pressure, and the acid anhydride yield also increases. Transition metal V, Fe, Co, Mn, Cu, Cr, Mo, Ce, Nb, W oxides or metal salts all show good results.

[0015] Table 1 Preparation of phthalic anhydride by oxidative cracking of 1-indanone

[0016]

[0017]

Embodiment 24-36

[0019] The catalyst activity evaluation was the same as in Example 1 except that the substrate was different. The reaction conditions and catalytic reaction results are shown in Table 2. The 1-indanones substituted by different aromatic rings can be oxidatively cracked to generate the corresponding anhydride compounds.

[0020] Table 2 Oxidative cracking of different aromatic ketones

[0021]

[0022]

[0023]

[0024] The invention has high oxidation efficiency and high product yield; uses air or oxygen as the oxygen source, is economical, environmentally friendly and has good application prospects.

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Abstract

The invention provides a new preparation method of phthalic anhydride and its benzene ring-substituted derivatives. The method uses aromatic ketones as substrates, air or oxygen as oxygen sources, and under the action of catalysts and liquid phase conditions, aromatic ketones undergo oxidative cleavage to generate acid anhydrides. The method has mild conditions, high oxidation efficiency and high product yield; air or oxygen is used as the oxygen source, which is economical, environmentally friendly, and has good application prospects.

Description

technical field [0001] The invention relates to the field of chemistry and chemical engineering, in particular to a method for preparing phthalic anhydride and derivatives substituted by aromatic rings by oxidative cracking of aromatic ketones. Background technique [0002] Anhydride is an important organic chemical raw material, widely used in organic synthesis and pharmaceuticals. The synthesis of acid anhydride mainly adopts the method of dehydration between two carboxylic acid molecules. The industrial phthalic anhydride production method generally uses a vanadium-based catalyst mainly composed of vanadium pentoxide to carry out gas-phase oxidation of o-xylene at 400-460°C. Another method is to use high-temperature gas phase reaction to prepare phthalic anhydride by oxidation with naphthalene as raw material. These methods all adopt the gas phase oxidation method, the reaction conditions are harsh, and the energy consumption is high. The inventor provides a new synthe...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D307/89
CPCC07D307/89
Inventor 王峰王敏徐杰马继平于淼张晓辰张哲
Owner DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI