Catalyst for synthesizing cyclohexanediol compounds by catalytic hydrogenation of benzenediol compounds and preparation method for catalyst

A technology for catalytic hydrogenation of cyclohexanediol, applied in the preparation of organic compounds, preparation of hydroxyl compounds, metal/metal oxide/metal hydroxide catalysts, etc., can solve the problem of long reaction time and consumption of Ni-Al alloy Large, easy to produce alkaline waste liquid and other problems, to achieve the effect of low industrial cost, strong selectivity, and good catalytic effect

Inactive Publication Date: 2016-09-28
ZHEJIANG UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Chinese patent (200510112194.5) reported that a diphenol compound is reacted and hydrogenated in an alkaline solution in the presence of a Ni-Al alloy to generate a cyclohexanediol compound, but the consumption of the Ni-Al alloy is large, and it is easy to generate alkalinity Waste liquid, longer reaction time

Method used

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  • Catalyst for synthesizing cyclohexanediol compounds by catalytic hydrogenation of benzenediol compounds and preparation method for catalyst
  • Catalyst for synthesizing cyclohexanediol compounds by catalytic hydrogenation of benzenediol compounds and preparation method for catalyst
  • Catalyst for synthesizing cyclohexanediol compounds by catalytic hydrogenation of benzenediol compounds and preparation method for catalyst

Examples

Experimental program
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Embodiment example 1

[0033] Preparation of Catalyst A. Weigh 0.5g of titanium dioxide and dissolve it in a 10ml aqueous solution in a round-bottomed flask, keep stirring and keep a constant temperature, set the temperature to 0°C, add 0.054g solid palladium nitrate dihydrate under constant stirring, continue stirring for 12 hours, close Stir, stand still for 12 hours, remove excess aqueous solution by rotary evaporation, dry overnight, calcinate at 400 ° C for 6 hours, and finally reduce at 300 ° C for 6 hours under a hydrogen atmosphere to obtain a titanium dioxide-supported noble metal palladium catalyst A, the loading amount of noble metal palladium is 5 %, that is, the mass ratio of titanium dioxide to precious metal is 100:5.

Embodiment example 2

[0035] Preparation of Catalyst B. Weigh 0.5g of titanium dioxide and dissolve it in a 10ml aqueous solution in a round-bottomed flask, keep stirring continuously and keep a constant temperature, the temperature is set to 20 ° C, add 0.0416g palladium chloride solid under constant stirring, continue stirring for 12 hours, close the stirring , stand still for 12 hours, remove excess aqueous solution by rotary evaporation, dry overnight, calcinate at 300 ° C for 8 hours, and finally reduce at 200 ° C for 8 hours under a hydrogen atmosphere to obtain a titanium dioxide-supported precious metal palladium catalyst B, the loading of precious metal palladium is 5%

Embodiment example 3

[0037] Preparation of Catalyst C. Weigh 0.5g of titanium dioxide and dissolve it in a 10ml aqueous solution in a round-bottomed flask, stir continuously and keep a constant temperature, the temperature is set to 40 ° C, add 0.0583g of palladium chloride solid under constant stirring, continue stirring for 6 hours, close the stirring , stand still for 12 hours, remove excess aqueous solution by rotary evaporation, dry overnight, calcinate at 200 ° C for 8 hours, and finally reduce at 300 ° C under hydrogen atmosphere for 4 hours to obtain a titanium dioxide-supported noble metal palladium catalyst B, the loading of noble metal palladium is 7% .

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Abstract

The invention discloses a catalyst for synthesizing cyclohexanediol compounds by catalytic hydrogenation of benzenediol compounds and a preparation method for the catalyst. The catalyst takes titanium dioxide as a carrier, takes noble metal palladium as an active ingredient, and takes water as a solvent, so that 1,2-cyclohexanediol can be synthesized by catalytic hydrogenation of pyrocatechol, wherein the conversion rate is 100%, and the corresponding selectivity is 85.95%; 1,3-cyclohexanediol can be synthesized by catalytic hydrogenation of resorcinol, wherein the conversion rate is 100%, and the corresponding selectivity is 70.21%; and 1,4-cyclohexanediol can be synthesized by catalytic hydrogenation of hydroquinol, wherein the conversion rate is 100%, and the corresponding selectivity is 95.54%. The catalyst is low in industrial cost, is high in catalytic activity and is high in conversion rate, and the price of a catalysis product is dozens of times or even hundreds of times that of raw materials, therefore, benefits are great and completion is facilitated. Water is taken as a reaction solvent, and any other reagent is not needed to be added, so that post-treatment steps of catalyst preparation are reduced, the purposes of realizing green catalysis and achieving no environment pollution can be realized, and thus, the catalyst is suitable for green and environment-friendly requirements.

Description

technical field [0001] The invention belongs to the technical field of catalytic hydrogenation, and in particular relates to a catalyst for synthesizing cyclohexanediol compounds by catalytic hydrogenation of a diphenol compound and a preparation method thereof. Background technique [0002] Cyclohexanediols are very important intermediates in chemical processes. 1,2-Cyclohexanediol is a widely used organic chemical raw material, which can be used to manufacture fine chemical products such as polyesters, medicines and pesticides; Drug intermediates, commonly used in the preparation of cardiovascular drug Xinfu Ning; 1,4-cyclohexanediol is of great significance in medicine and new materials, such as it is an important intermediate for anticancer drugs and other drugs, and Spectroscopically pure 1,4-cyclohexanediol is one of the key raw materials for liquid crystal materials, organic electrical materials, and biocontroller markers. Based on the characteristics of the molecul...

Claims

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Application Information

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IPC IPC(8): B01J23/44C07C29/19C07C35/14
CPCB01J23/44C07C29/172C07C29/19C07C35/14
Inventor 王建国韩冰冰周虎陈先朗刘天柱
Owner ZHEJIANG UNIV OF TECH
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