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Method for preparing cyclopentanone and cyclopentanol from furfural by hydrogenation

A technology of cyclopentanol and furfural, which is applied in chemical instruments and methods, preparation of heterocyclic compounds, preparation of hydroxyl compounds, etc., can solve the problems of non-conformity with green and sustainable development, poor selectivity of cyclopentanone, and difficult separation of products, and achieve It is beneficial to environmental protection, reduces production costs, and has low equipment requirements.

Active Publication Date: 2019-07-23
QINGDAO INST OF BIOENERGY & BIOPROCESS TECH CHINESE ACADEMY OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The selectivity of cyclopentanone obtained by this method is relatively poor, there are a large amount of chloride ions in the product to corrode equipment, and the product is difficult to separate
Cyclopentene is mainly obtained from the multi-step conversion of non-renewable fossil raw material petroleum cracking, the source of raw material is limited, the price is expensive, and it does not meet the needs of green and sustainable development

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0019] Take by weighing 1g furfural and 20mL water and put it into the 50mL reactor, then add 0.5g catalyst (20%Ni-TiO 2 , where TiO 2 It is the carrier, the active ingredient is Ni, and the weight percent of the active ingredient Ni is 20%). Replace the air in the kettle with hydrogen for three to four times, then fill it with hydrogen until the initial pressure is 6MPa, turn on the stirring device at about 800r / min, heat to 140°C for 4 hours and then cool down. After the product is filtered or centrifuged, use gas chromatography Perform quantitative analysis. As a result, the conversion of furfural was 100%, the yield of cyclopentanone was 22%, and the yield of cyclopentanol was 35%.

Embodiment 2

[0021] Take by weighing 1g furfural and 20mL water and put it into the 50mL reactor, then add 0.5g catalyst (10%Co-10%Ni / TiO 2 , where TiO 2 as a carrier, the active components are Co and Ni, and the weight percentages of the active components Co and Ni are respectively 10%). Replace the air in the kettle with hydrogen for three to four times, then fill it with hydrogen until the initial pressure is 6MPa, turn on the stirring device at about 800r / min, heat to 140°C for 4 hours and then cool down. After the product is filtered or centrifuged, use gas chromatography Perform quantitative analysis. As a result, the conversion of furfural was 100%, the yield of cyclopentanone was 51%, and the yield of cyclopentanol was 15%.

Embodiment 3

[0023] Take by weighing 1g furfural and 20mL water and put it into the 50mL reactor, then add 0.5g catalyst (20%Co / TiO 2 , where TiO 2 is the carrier, the active ingredient is Co, and the weight percent of the active ingredient Co is 20% respectively). Replace the air in the kettle with hydrogen for three to four times, then fill it with hydrogen until the initial pressure is 6MPa, turn on the stirring device at about 800r / min, heat to 140°C for 4 hours and then cool down. After the product is filtered or centrifuged, use gas chromatography Perform quantitative analysis. As a result, the conversion of furfural was 100%, the yield of cyclopentanone was 41%, and the yield of cyclopentanol was 45%.

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Abstract

The invention discloses a method for preparing cyclopentanone and cyclopentanol from furfural as a raw material and cheap non-noble metals including cobalt and nickel as a catalyst. The preparation method comprises following steps: the reaction raw material furfural, a solvent and the metal catalyst are added to an intermittent closed high-pressure reactor and subjected to a catalytic selective hydrogenation reaction during stirring, the dosage of the catalyst is 1 / 30-1 / 2 of the mass of furfural, initial pressure of hydrogen is 1-8 MPa, the reaction temperature is 110-170 DEG C, and the reaction time is 0.5-10 h. According to the preparation method, the biomass raw material furfural replaces traditional adipic acid, a derivative of adipic acid and cyclopentene, the raw material furfural isreproducible, and the preparation method is independent of fossil resources and is a sustainable process route. Meanwhile, the method has low requirement for equipment, is simple to operate and has high product selectivity; with water as a solvent, reduction of production cost is facilitated, and environmental protection is also facilitated.

Description

technical field [0001] The invention belongs to the technical field of chemical industry, and in particular relates to a method for preparing cyclopentanone and cyclopentanol by hydrogenating furfural. Background technique [0002] Cyclopentanone and cyclopentanol are important fine chemical intermediates, which can be used in the synthesis of spices and medical drugs, such as the preparation of anti-anxiety drugs T-spirone, brandyne, and anti-inflammatory and anti-cancer drugs. It can also be used in biochemical research, synthesis of pesticides and herbicides, etc. At the same time, cyclopentanone has good solubility and is widely used as a solvent in the electronics industry. The traditional synthesis methods of cyclopentanone mainly include adipic acid decarboxylation cyclization method and cyclopentene oxidation method. The adipic acid decarboxylation cyclization method is to prepare cyclopentanone and cyclopentanol by high temperature pyrolysis after mixing adipic ac...

Claims

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Application Information

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IPC IPC(8): C07C29/00C07C35/06C07C45/59C07C49/395
CPCC07C29/00C07C45/59C07C35/06C07C49/395
Inventor 郭星翠牟新东李亚茹董琳琳
Owner QINGDAO INST OF BIOENERGY & BIOPROCESS TECH CHINESE ACADEMY OF SCI
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