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Method for preparing 1,5-pentanediol or 1,6-hexanediol using bio-based furan compounds

A technology based on furan and pentanediol, applied in the field of chemical synthesis, can solve the problems of time-consuming, harsh reaction conditions, difficult industrialization, etc., and achieve the effect of expanding the scope of application and efficient transformation

Active Publication Date: 2022-06-14
LANZHOU INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The hydrogenation operation of this method is carried out under high temperature and high pressure, and it is difficult to industrialize
Moreover, the reaction route is long, the comprehensive cost is high (energy consumption, time consumption), the overall yield is low (the total yield is 70-80%), and the environmental pressure is high (a large amount of three wastes), which is not conducive to the sustainable development of energy resources.
2) Epoxypentenal is obtained by photooxidation of cyclopentadiene, and then obtained by catalytic hydrogenation at 70-100 ° C and a pressure of about 7 MPa, and the yield is also low
The reaction conditions are relatively harsh, the cost is high, and the yield is also low

Method used

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  • Method for preparing 1,5-pentanediol or 1,6-hexanediol using bio-based furan compounds
  • Method for preparing 1,5-pentanediol or 1,6-hexanediol using bio-based furan compounds
  • Method for preparing 1,5-pentanediol or 1,6-hexanediol using bio-based furan compounds

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0022] Preparation of composite catalyst 10% Ni / 10% Ce / silica: 2g of silica was added to the mixed solution containing 0.1mol / L nickel nitrate and 0.1mol / L cerium nitrate, stirred well for 2h, 20ml of 0.1mol / L ammonium oxalate was slowly added dropwise to the above mixed solution, and continued to stir for 2h; The mixed solution was loaded into a hydrothermal kettle, hydrothermal at 180 °C for 24 h, filtered, washed, dried and calcined in air for 3 h at 400 °C, and then reduced in hydrogen at 300 °C for 3 h to obtain a composite catalyst Ni / 10%Ce / silica;

[0023] Preparation of 1,5-Pentanediol: Take the composite catalyst Ni / 10% Ce / prepared above 0.2g of silica and 30ml of water are placed in the high-pressure reactor, and then 10g of furfuryl alcohol is added, hydrogen is replaced three times, and the final hydrogen pressure is 4MPa; heated to 120 °C, the reaction is fully stirred for 24 hours, the reactor is cooled with water to room temperature, the gas is slowly discharged, t...

Embodiment 2

[0027] Preparation of the composite catalyst 30% Ni / yttrium oxide: 0.1mol / L nickel nitrate solution and 0.1mol / L cerium nitrate solution mixed, fully stirred for 1h, 20ml of 0.1mol / L potassium hydroxide slowly added to the above mixed solution, continue to stir for 2h, the mixed solution into a water heat kettle, 140 ° C hydrothermal 24h, filtered, washed, calcined in the air for 6h, and then reduced in hydrogen at 350 ° C for 3h, that is, the composite catalyst 30% Ni / cerium oxide was obtained;

[0028] Preparation of 1,5-Pentanediol: Take 30% Ni / of the above composite catalyst 0.2g cerium oxide and 30ml of ethanol are placed in the high-pressure reactor, and then 5g of tetrahydrofuryl alcohol is added, the hydrogen is replaced three times, the final hydrogen pressure is 5MPa, heated to 200 °C, the reaction is fully stirred for 12 hours, the reactor is cooled with water to room temperature, the gas is slowly discharged, the high-pressure reactor is unloaded and filtere...

Embodiment 3

[0032] Preparation of composite catalyst 0.01% Ru / 50% lanthanum / activated carbon: 2g of activated carbon powder was added to the mixed solution of 0.5mol / L lanthanum nitrate and 0.001mol / L ruthenium chloride, stirred well for 6h, dried, calcined in nitrogen at 550 °C for 3h, and then reduced to 3h at 350 °C in hydrogen, that is, the composite catalyst Ru / 50% lanthanum / activated carbon was obtained;

[0033] Preparation of 1,5-Pentanediol: Ru / 50% lanthanum / , a composite catalyst prepared above Activated carbon 0.2g and tetrahydrofuran 30ml placed in the high-pressure reactor, and then added 2.0g furfury alcohol, hydrogen replacement three times, the final hydrogen pressure is 4MPa, heated to 150 °C, fully stirred under the reaction for 8 hours, cool the reactor with water to room temperature, slowly discharge the gas, unload the high-pressure reactor and filter, the filtrate is chromatographic analysis (the filtrate is equipped with HP-5 capillary column using Shimadzu 2014C gas ch...

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Abstract

The invention discloses a method for preparing 1,5-pentanediol or 1,6-hexanediol by using a bio-based furan compound. The bio-based furan compound is used as a raw material, and in a suitable solvent, a reducing gas In the atmosphere, under the action of a catalyst, react at a pressure of 0.5-10MPa and a temperature of 20-200°C for 1-48 hours, separate the catalyst, distill off the solvent, and obtain the target product 1,5-pentanediol or 1,6- Hexylene glycol. The present invention utilizes chemically synthesized renewable resource bio-based furans under relatively mild and environment-friendly conditions to realize high-efficiency conversion of bio-based furan compounds, and the produced 1,5-pentanediol or 1,6-hexanediol It is a polymer monomer, which expands the application range of bio-based furan compounds, thereby promoting the comprehensive utilization of straw and promoting carbon neutrality.

Description

Technical field [0001] The present invention relates to a method for preparing 1,5-pentanediol or 1,6-hexanediol, in particular to a method of preparing 1,5-pentanediol or 1,6-hexanediol using a bio-based furan compound, belonging to the field of chemical synthesis. Background [0002] 1,5-Pentanediol, 1,6-hexanediol, organic chemicals, can be miscible with water, low molecular weight alcohols, acetone miscible. Used as a solvent for cutting oils, special detergents, latex paints, solvents or wetting agents for inks. It is also used in the manufacture of plasticizers, brake oils, alkyd resins, polyurethane resins, etc. [0003] At present, the preparation method of 1,5-pentanediol mainly has two lines, 1) using tetrahydrofurfural as raw material and obtaining it by catalytic hydrogenation. That is, the tetrahydrofuryl alcohol is first made of dihydropyran, and then 5-hydroxyvaleraldehyde is prepared by dihydropyran hydration (specifically: dihydropyran, water and a small amount o...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C29/132C07C31/20C07C29/141B01J23/83B01J23/63B01J23/652B01J23/89
CPCC07C29/132C07C29/141B01J23/83B01J23/63B01J23/6525B01J23/894C07C31/20
Inventor 李福伟高广赵泽伦孙鹏
Owner LANZHOU INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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