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Tungsten catalyst recycling in oxidation reaction process of olefin hydrocarbon as well as regeneration method

An oxidation reaction and catalyst technology, applied in the direction of physical/chemical process catalysts, catalyst regeneration/reactivation, metal/metal oxide/metal hydroxide catalysts, etc., can solve the problems of tungsten catalyst loss, reduce decomposition speed, Increased catalyst activity, better effect

Active Publication Date: 2014-03-26
ZHENGZHOU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] The purpose of the present invention is to provide a method for reusing and regenerating tungsten catalyst in the process of olefin oxidation reaction, solve the problem of catalyst activity reduction caused by the loss of tungsten catalyst and the influence of impurities in the reaction process, improve the efficiency of the main reaction, and suppress side reactions

Method used

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  • Tungsten catalyst recycling in oxidation reaction process of olefin hydrocarbon as well as regeneration method
  • Tungsten catalyst recycling in oxidation reaction process of olefin hydrocarbon as well as regeneration method
  • Tungsten catalyst recycling in oxidation reaction process of olefin hydrocarbon as well as regeneration method

Examples

Experimental program
Comparison scheme
Effect test

example 1-1

[0030] The catalyst is used for the first time in the reaction of this example. Add 13.4mL of homogeneous tungsten catalyst (tungsten content 100mg / mL, sulfate radical content 190mg / mL), 140mL 30% hydrogen peroxide into a 500mL reaction flask equipped with a stirrer, reflux condenser and heating device in turn, at room temperature Stir for 20 min and keep stirring thereafter. Heat to raise the temperature of the solution in the bottle to 40°C, add 40mL of cyclohexene (content 97.4wt%); continue to heat up to 70°C, reflux for 2 hours, and control the temperature in the bottle to 70-74°C; heat up to control the temperature in the bottle At about 90°C, the reaction was continued for 6 hours, during which a total of 36mL of 30% hydrogen peroxide was added 9 times. After the reaction is over, stop heating and stirring, measure the volume of the solution to 228mL, take a sample of 1mL while it is hot (for HPLC liquid chromatography analysis), transfer the solution in the bottle to ...

example 1-2

[0032]The catalyst is used for the second time in the reaction of this example. Take 180 mL of the mother liquor after separation and crystallization in Example 1-1, control the temperature range of 40 to 50 ° C and concentrate under the vacuum degree of -0.095 Ma, and concentrate the mother liquor of 180 mL to a volume of 83 mL (concentration factor 2.19). Add % hydrogen peroxide into a 500mL three-neck flask equipped with a stirrer, reflux condenser and heating device, stir for 20min, heat to 40°C, add 40mL cyclohexene for catalyst recycling reaction, and reflux at 70-74°C After a certain period of time, the temperature was raised to 90° C., and the reaction was maintained at this temperature for 6 hours, during which a total of 52 mL of 30% hydrogen peroxide was added 9 times. After the reaction is finished, samples are taken, the concentration of adipic acid is measured by a liquid chromatograph, and the total volume of the reaction solution is measured. At the same time,...

example 1-3

[0034] Catalyst is used for the 3rd time in this example reaction. Concentrate 256 mL of the reaction mother liquor after crystallization of Example 1-2 to 44 mL (5.82 times of concentration) at 36 to 55 ° C and -0.095 Ma, and add the mother liquor as a catalyst to the reaction flask for reaction. Other conditions are the same as in Example 1 -2. Determination of adipic acid yield and gas release rate are shown in Table 1.

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Abstract

The invention discloses a reuse and regeneration method of a tungsten catalyst during the olefin oxidation process, the olefin oxidation adopts hydrogen peroxide as an oxidant, the method of the invention sequentially carries out the following steps of mother liquid of the olefin oxidation, and the mother liquid after the treatment is used in the next olefin oxidation: a cation exchange resin is adopted for filtering the mother liquid; water is evaporated to concentrate the mother liquid; sulfate radical components and tungstate radical components are additionally added in the mother liquid; the method can be widely used in the hydrogen peroxide green oxidation of the olefins, thereby solving the problems of loss of a tungsten catalyst and reduced activity of the catalyst due to the influences of impurities during the reaction process, improving the main reaction efficiency and suppressing the side reactions.

Description

technical field [0001] The invention relates to the technical field of olefin oxidation reaction process control, in particular to a method for reusing and regenerating a tungsten catalyst in the olefin oxidation reaction process. Background technique [0002] The olefin oxidation reaction process is one of the main ways to produce various oxygen-containing organic fine chemical raw materials in industry. For example, the preparation of adipic acid by oxidation of cyclohexene with hydrogen peroxide is an example. Adipic acid is an important organic chemical raw material, which is a raw material and intermediate for the preparation of nylon 66 and other chemical products. At present, adipic acid is mainly produced in the industry through nitric acid oxidation of cyclohexanol and cyclohexanone. During the production process, the equipment is severely corroded and a large amount of N is released. 2 O gas, nitric acid vapor and high-concentration waste acid liquid seriously po...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): B01J38/74B01J38/48C07C55/14B01J23/30B01J31/02
CPCY02P20/584
Inventor 王向宇温贻强赵忠华靳鹏武启华姬秋画刘杨青李利民
Owner ZHENGZHOU UNIV
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