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Photo-thermal catalytic hydrogenation catalyst as well as preparation method and application thereof

A hydrogenation catalyst, photothermal catalysis technology, applied in physical/chemical process catalyst, metal/metal oxide/metal hydroxide catalyst, hydrogenation preparation, etc., can solve the problem of low yield of 1,4-cyclohexanediol , the complex process of bimetallic catalysts, the high price of iodine shirts, etc., to achieve the effect of low catalyst dosage, accurate and controllable particle size distribution range, and improved metal utilization rate

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

At present, the production of this product in my country is very small, but its demand is very large, especially the shortage of high-purity cis- and trans-1,4-cyclohexanediol and spectroscopically pure 1,4-cyclohexanediol
The preparation method of 1,4-cyclohexanediol is mainly divided into two types: (1) Reduction of hydroquinone with samarium iodide: Y. 1,4-cyclohexanediol, due to the high price of iodized shirt, the production cost is too high (KomachiY, Tetrahedron Letters, 1994, 35,: 4169-4172)
(2) Synthesis of 1,4-cyclohexanediol by catalytic hydrogenation of hydroquinone: Chinese patent CN201019100011.6 reports a method for the synthesis of hydroquinone by catalytic hydrogenation, that is, hydroquinone exists in the catalyst Under no solvent or with supercritical carbon dioxide as the reaction medium, the hydrogenation reaction with hydrogen will finally give 1,4-cyclohexanediol, and the reaction temperature is 60-150°C. Although this method does not use toxic and harmful organic solvents and The reaction rate is fast, but the yield of 1,4-cyclohexanediol is low, only 43.5%
Chinese patent CN106881085A reports a method for preparing 1,4-cyclohexanediol by hydrogenation of hydroquinone under the catalysis of a ruthenium-lanthanum bimetallic catalyst. The conversion rate of hydroquinone reaches 99.99%, 1, The selectivity of 4-cyclohexanediol is 92.65%, but the process of preparing bimetallic catalysts by this method is relatively complicated, and there is still a lot of room for the increase in selectivity

Method used

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  • Photo-thermal catalytic hydrogenation catalyst as well as preparation method and application thereof
  • Photo-thermal catalytic hydrogenation catalyst as well as preparation method and application thereof
  • Photo-thermal catalytic hydrogenation catalyst as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0033] 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.

[0034] Weigh 1g of polymer microspheres and 15ml of deionized water and stir until fully dispersed, then put the prepared mixed slurry into a microwave digestion apparatus, set the temperature at 165°C, and microwave reaction time for 15 minutes for microwave reaction. Take out the mixed slurry, put it into a vacuum oven, and dry at 60° C. for 24 hours under a relative vacuum degree of -0.099 to -0.05 MPa...

Embodiment 2

[0039] 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 2m of formaldehyde solution with a mass concentration of 33%l. After stirring at low temperature 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.

[0040] Weigh 1g of polymer microspheres and 15ml of deionized water and stir until fully dispersed, then put the prepared mixed slurry into a microwave digestion apparatus, set the temperature at 165°C, and microwave reaction time for 15 minutes for microwave reaction. Take out the mixed slurry, put it into a vacuum oven, and dry at 60° C. for 24 hours under a relative vacuum degree of -0.099 to -0.05 MPa to obtain a solid powder.

[0041] After mixing 1g of the ...

Embodiment 3

[0045] 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.

[0046] Weigh 1g of polymer microspheres and 15ml of deionized water and stir until fully dispersed, then put the prepared mixed slurry into a microwave digestion apparatus, set the temperature at 165°C, and microwave reaction time for 15 minutes for microwave reaction. Take out the mixed slurry, put it into a vacuum oven, and dry at 60° C. for 24 hours under a relative vacuum degree of -0.099 to -0.05 MPa to obtain a solid powder.

[0047] After mixing 1g of the carbon micros...

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Abstract

The invention discloses a photo-thermal catalytic hydrogenation catalyst as well as a preparation method and application thereof. The photo-thermal catalytic hydrogenation catalyst is prepared from amesoporous carbon microsphere carrier, and carbon quantum dots and metal quantum dots which are loaded on the surface of the carrier; the size of the catalyst is 50 to 100nm; the grain diameter rangeof the carbon quantum dots is 1 to 4nm; the metal quantum dots are one or a combination of two of palladium quantum dots and platinum quantum dots; 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 percent respectively. The photo-thermal catalytic hydrogenation catalyst provided by the invention is applied to reaction of selectively carrying out catalytic hydrogenation on hydroquinone under the irradiation of ultraviolet light with the wavelength of 200 to 280nm to synthesize 1,4-cyclohexanediol, and has the characteristics of high conversion rate, good selectivity 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 photothermal catalytic hydroquinone selective hydrogenation reaction. (2) Technical background [0002] 1,4-Cyclohexanediol is a white crystal, mainly used to synthesize some anticancer drugs and biological controller markers, etc. It is a widely used pharmaceutical intermediate and new material monomer. Black and white developer, allium ketone dyes, azo dyes, rubber anti-aging agents, stabilizers and antioxidants are also widely used. At present, the production volume of this product in my country is very small, but its demand is very large, especially the high-purity cis and trans 1,4-cyclohexanediol and spectroscopically pure 1,4-cyclohexanediol are in short supply. The preparation method of 1,4-cyclohexanediol is mainly divided into two types: (1) Reduction of hydroquinone with samari...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): B01J23/44C07C29/20C07C35/08B01J35/08B01J35/02B01J35/00
CPCC07C29/20B01J23/44C07C2601/14B01J35/39B01J35/40B01J35/51C07C35/08
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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