Method for preparing long-chain alkane from biomass derivativeS 5-HMF (hydroxymethyl furfural) or furaldehyde

A technology of 5-HMF and long-chain alkanes, which is applied in the field of preparation of long-chain alkanes, can solve the problems of poor product selectivity and achieve the effects of less catalyst consumption, clean process and mild reaction conditions

Inactive Publication Date: 2015-12-09
合肥利夫生物科技有限公司
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  • Abstract
  • Description
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  • Application Information

AI Technical Summary

Problems solved by technology

High temperature and high pressure conditions (~250°C, ~5MPa) are used in this method, and the product selectivity is poor

Method used

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  • Method for preparing long-chain alkane from biomass derivativeS 5-HMF (hydroxymethyl furfural) or furaldehyde
  • Method for preparing long-chain alkane from biomass derivativeS 5-HMF (hydroxymethyl furfural) or furaldehyde
  • Method for preparing long-chain alkane from biomass derivativeS 5-HMF (hydroxymethyl furfural) or furaldehyde

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0028] Embodiment 1: the preparation of condensation product methyl-5-hydroxymethyl furan vinyl ketone

[0029] Add 10g of 5-HMF into a 500mL round-bottomed flask, then add 150mL of acetone to it, stir and dissolve at room temperature. After the 5-HMF is completely dissolved, add 100 mg of solid NaOH powder into the flask, and stir at room temperature for 10 h; after the reaction is completed, filter, dry over anhydrous magnesium sulfate, and filter again, spin the liquid to dry, dissolve the sample in ethyl acetate, Column chromatography separation (eluent is sherwood oil: ethyl acetate=1:1, volume ratio), obtains 8.3g condensation product methyl-5-hydroxymethylfuran vinyl ketone (NMR sees figure 1 , 2 ).

Embodiment 2

[0030] Embodiment 2: the preparation of condensation product methyl furan vinyl ketone

[0031]Add 10g of furfural into a 500mL round bottom flask, then add 150mL of acetone to it, and stir evenly at room temperature. Then add 200mg of MgO powder to the flask, and stir at room temperature for 20h; after the reaction is over, filter, dry over night over anhydrous magnesium sulfate, and filter again, spin the liquid to dry, dissolve the sample in ethyl acetate, and separate by column chromatography (the eluent is Petroleum ether:ethyl acetate=1:1, volume ratio), to obtain 7.2g of condensation product methyl furan vinyl ketone.

Embodiment 3

[0032] Embodiment 3: the preparation of condensation product isobutyl-5-hydroxymethyl furan vinyl ketone

[0033] Add 10g of 5-HMF into a 500mL round bottom flask, then add 100mL of methyl isobutyl ketone into it, and stir to dissolve at room temperature. After the 5-HMF is completely dissolved, add 200mgAl to the flask 2 o 3 powder, stirred at room temperature for 20h; after the reaction was completed, filter, and dry overnight over anhydrous magnesium sulfate, and after filtering again, the liquid was spin-dried, dissolved in ethyl acetate and mixed, and separated by column chromatography (the eluent was petroleum ether: ethyl acetate =1:1, volume ratio), to obtain 7.5g of condensation product isobutyl-5-hydroxymethyl furfuryl ketone.

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Abstract

The invention discloses a method for preparing long-chain alkane from biomass derivatives 5-HMF (hydroxymethyl furfural) or furaldehyde. According to the method, the biomass derivatives 5-HMF or furaldehyde are used as raw materials; a condensation product is formed after base catalysis and methyl ketone compound condensation; then, ketonic or alcoholic intermediates of tetrahydrofuran rings are obtained through hydrogenation catalysis; finally, the long-chain alkane is prepared through hydrogenation and ring opening dual catalysis preparation. The method has the advantages that the raw materials can be prepared from biological saccharides through hydrolysis and dehydration; the yield of the alkane is high; the consumption of catalysts is low; the reaction condition is mild; the process is clean and simple; in the reaction process of preparing the alkane from the condensation products, other operations and control are not needed except the program temperature rise; a new path for preparing the long-chain alkane from the biomass derivatives 5-HMF or furaldehyde by a one-pot method is opened up.

Description

1. Technical field [0001] The invention relates to a method for preparing long-chain alkane from biomass derivative 5-HMF or furfural. 2. Background technology [0002] With the increase of the total energy consumption in the world, the shortage of fossil energy resources has become an extremely severe restrictive factor for the development of the global economy. Biomass has always been a clean and renewable energy source, and energy conversion and chemical synthesis using biomass as raw materials are of great significance to the sustainable development of energy and chemical industries. 5-Hydroxymethylfurfural (5-HMF) is a very important biomass-based platform molecule. It can be prepared by dehydration of fructose or isomerized glucose. It has relatively active chemical properties and can be synthesized by oxidation, hydrogenation and condensation. A variety of derivatives can be prepared by reaction, and it is an important fine chemical raw material. Furfural, also know...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C1/20C07C9/16C07C9/15
Inventor 邓晋宋海杰徐海汪鹏余三喜徐强丁帆丁飞焦许圣春黄力刚
Owner 合肥利夫生物科技有限公司
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