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Photo-thermal catalytic hydrogenation catalyst as well as preparation and application thereof to selective hydrogenation reaction of 3,4-dichloronitrobenzene

A technology of hydrogenation catalyst and photothermal catalysis, which is applied in the direction of metal/metal oxide/metal hydroxide catalyst, physical/chemical process catalyst, amino compound preparation, etc., and can solve complex operation steps, 3,4-dichloro Solve the problems of low yield of aniline, and achieve the effects of simple and controllable groups, good stability, and improved metal utilization

Active Publication Date: 2018-12-21
ZHEJIANG UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

This method has complex operation steps, and the yield of 3,4-dichloroaniline obtained by a single photocatalytic hydrogenation reaction is low

Method used

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  • Photo-thermal catalytic hydrogenation catalyst as well as preparation and application thereof to selective hydrogenation reaction of 3,4-dichloronitrobenzene
  • Photo-thermal catalytic hydrogenation catalyst as well as preparation and application thereof to selective hydrogenation reaction of 3,4-dichloronitrobenzene
  • Photo-thermal catalytic hydrogenation catalyst as well as preparation and application thereof to selective hydrogenation reaction of 3,4-dichloronitrobenzene

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0034] Measure 1ml of ammonia water with a mass concentration of 23%, 32ml of ethanol and 80ml of deionized water and mix them thoroughly, then add 3.5g of 3-aminophenol, stir until completely dissolved, then drop in 5ml of formaldehyde solution with a mass concentration of 35%, and leave at room temperature After stirring at low temperature for 4 hours, it was transferred to a hydrothermal reaction kettle for hydrothermal reaction at 200°C for 24 hours. After cooling to room temperature, it was placed in an oven and dried at 60°C for 24 hours to obtain polymer microspheres.

[0035] Weigh 1g of polymer microspheres and 15ml of deionized water and stir evenly, then put the prepared mixed slurry into a microwave digestion apparatus, set the temperature at 195°C, and microwave reaction time of 25 minutes, carry out microwave reaction, take out the mixed slurry after cooling down Put the slurry into a vacuum oven, and dry at 60° C. for 24 hours at a relative vacuum degree of -0.09...

Embodiment 2

[0040] Measure 1ml of ammonia water with a mass concentration of 20%, 20ml of ethanol and 70ml of deionized water and mix them thoroughly, then add 2g of 3-aminophenol, stir until completely dissolved, and then drop in 2ml of formaldehyde solution with a mass concentration of 33%. After stirring for 2 hours, it was transferred to a hydrothermal reaction kettle for hydrothermal reaction at 100°C for 12 hours. After cooling to room temperature, it was put into an oven and dried at 20°C for 12 hours.

[0041] Weigh 1g of polymer microspheres and 15ml of deionized water and stir evenly, then put the prepared mixed slurry into a microwave digestion apparatus, set the temperature at 195°C, and microwave reaction time of 25 minutes, carry out microwave reaction, take out the mixed slurry after cooling down Put the slurry into a vacuum oven, and dry at 60° C. for 24 hours at a relative vacuum degree of -0.099 to -0.05 MPa to obtain a solid powder.

[0042] After mixing 1g of the carbo...

Embodiment 3

[0046] Measure 1ml of ammonia water with a mass concentration of 25%, 60ml of ethanol and 100ml of deionized water and mix them thoroughly, then add 5g of 3-aminophenol, stir until completely dissolved, and then drop in 8ml of formaldehyde solution with a mass concentration of 38%. After stirring for 10 hours, it was transferred to a hydrothermal reaction kettle for hydrothermal reaction at 300° C. for 48 hours. After cooling to room temperature, it was put into an oven and dried at 80° C. for 48 hours.

[0047] Weigh 1g of polymer microspheres and 15ml of deionized water and stir evenly, then put the prepared mixed slurry into a microwave digestion apparatus, set the temperature at 195°C, and microwave reaction time of 25 minutes, carry out microwave reaction, take out the mixed slurry after cooling down Put the slurry into a vacuum oven, and dry at 60° C. for 24 hours at a relative vacuum degree of -0.099 to -0.05 MPa to obtain a solid powder.

[0048] After mixing 1g of the...

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Abstract

The invention discloses a photo-thermal catalytic hydrogenation catalyst as well as preparation and application thereof to selective hydrogenation reaction of 3,4-dichloronitrobenzene. The photo-thermal catalytic hydrogenation catalyst is prepared from a mesoporous carbon microsphere carrier, and carbon quantum dots and metal quantum dots which are loaded on the surface of the carrier; the size ofthe catalyst is 50 to 100nm; the grain diameter range of the carbon quantum dots is 4.5 to 6.5nm; the metal quantum dots are one or a combination of two of palladium quantum dots and platinum quantumdots; the grain diameter range of the metal quantum dots is 10 to 15nm; in the catalyst, the mass percent of the carbon quantum dots and the metal quantum dots is 10 to 30 percent and 1 to 2 percentrespectively. The photo-thermal catalytic hydrogenation catalyst provided by the invention is applied to reaction of selectively carrying out catalytic hydrogenation on the 3,4-dichloronitrobenzene under the irradiation of ultraviolet light with the wavelength of 280 to 350nm to synthesize 3,4-dichloroaniline, and has the characteristics of high conversion rate, good selectivity, rapid hydrogenation reaction speed and good stability.

Description

(1) Technical field [0001] The invention relates to a photothermal catalytic hydrogenation catalyst and its preparation and application, in particular to the application of the catalyst in the photothermal catalytic 3,4-dichloronitrobenzene selective hydrogenation reaction. (2) Technical background [0002] 3,4-Dichloroaniline is an important organic intermediate of medicine, pesticide, dyestuff and daily chemical industry, widely used in the synthesis of herbicides and azo dyes. Usually, 3,4-dichloroaniline is prepared by reduction of 3,4-dichloronitrobenzene by iron powder reduction method, alkali sulfide reduction method and catalytic hydrogenation reduction method. Because the iron powder reduction method will produce a large amount of metal residues, and the alkali sulfide reduction method will produce organic wastewater containing hydrochloric acid, which will cause serious damage to the environment, so it is gradually eliminated. The catalytic hydrogenation reduction...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): B01J23/42B01J23/44B01J35/02B01J35/08C07C209/36C07C211/52
CPCC07C209/365B01J23/42B01J23/44B01J35/40B01J35/51C07C211/52
Inventor 卢春山王昊季豪克朱倩文张雪洁周烨彬李小年
Owner ZHEJIANG UNIV OF TECH
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