Method for preparing furan ethers from carbohydrates by one-pot in-situ catalysis

A technology of carbohydrates and in-situ catalysis, which is applied in the field of furan ethers, can solve the problems of long process route, many process unit operations, disadvantages, etc., and achieve the effect of simple process, simple reaction system and easy operation

Active Publication Date: 2017-07-18
XIAMEN UNIV
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0003] Chinese patent ZL201110062421.3 discloses a method for preparing 5-ethoxymethylfurfural from glucose, fructose or sucrose in ethanol catalyzed by solid acid. 10h, but the optimal yield of 5-ethoxymethylfurfural is less than 40%
Such a process unit has many operations, a long process route, and relatively high catalyst costs, especially considering the high cost of separation and purification of 5-hydroxymethylfurfural, which is not conducive to the preparation of 2,5-dialkoxymethylfurfural from carbohydrates. Industrial production of furan

Method used

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  • Method for preparing furan ethers from carbohydrates by one-pot in-situ catalysis
  • Method for preparing furan ethers from carbohydrates by one-pot in-situ catalysis

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Experimental program
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Effect test

Embodiment 1

[0021] In the autoclave of 400mL, add 2g fructose and 98g ethanol (2wt%), add the AlCl that is equivalent to the 5mol% of reaction substrate molar weight respectively again 3 ·6H 2 O as a catalyst precursor, seal the reactor, stir vigorously (600rpm), heat to 160°C and keep for 4h, end the reaction, cool to room temperature and take samples, use GC-MS (Shimadzu) and GC (Agilent) for qualitative and quantitative detection , the detected products include 5-ethoxymethylfurfural (EMF), 2-ethoxymethylfurfuryl alcohol (EFMA), 2,5-diethoxymethylfuran (BEMF), 2-ethoxy Ethylmethyl-5-methylfuran (EMMF), 2-methylfurfural (MF), ethyl levulinate (EL) and 5-ethoxymethylfurfural diethyl acetal (EMFDEA), of which EMF, EMFDEA and BEMF yields reached 16.5%, 16.9% and 13.9%, respectively, and the total product yield reached 56.8%.

Embodiment 2

[0023] Add 2g fructose and 98g ethanol (2wt%) in the autoclave of 400mL, add the ZrOCl that is equivalent to the 5mol% of reaction substrate molar weight respectively again 2 ·8H 2 O as a catalyst precursor, seal the reactor, stir vigorously (600rpm), heat to 200°C and keep for 2h, end the reaction, cool to room temperature and take samples, use GC-MS (Shimadzu) and GC (Agilent) for qualitative and quantitative detection , the detected EMF and BEMF yields reached 6.3% and 29.6%, respectively, and the total product yield reached 61.4%.

Embodiment 3

[0025] Add 2g fructose and 98g ethanol (2wt%) in the autoclave of 400mL, add the ZrOCl that is equivalent to the 5mol% of reaction substrate molar weight respectively again 2 ·8H 2 O as a catalyst precursor, seal the reactor, stir vigorously (600rpm), heat to 240°C and keep for 2h, end the reaction, cool to room temperature and take samples, use GC-MS (Shimadzu) and GC (Agilent) for qualitative and quantitative detection , the detected BEMF yield reached 27.7%, and the total product yield reached 43.4%.

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Abstract

A method for preparing furan ethers from carbohydrates by one-pot in-situ catalysis, which relates to furan ethers. An organic alcohol is added to a reaction substrate to obtain a mixed liquid which is put into a high-pressure reaction kettle as a raw material, and then a metal salt is added thereto with heating carried out to cause in-situ form in-situ decomposition to form a composite catalyst of a metal hydroxide and an inorganic acid. After the reaction, a mixed furan ether product is obtained. The reaction substrate is glucose or fructose. With a cheap metal salt as a catalyst precursor, the carbohydrates are directly converted to prepare furan ethers by a one-pot method. The alcohol is used as both a hydrogen donor and a reaction medium with not need for an external hydrogen source and other solvents. The method is simple in reaction system, simple in process and easy to operate, and has a promising industrialization prospect. The metal hydroxide and the inorganic acid formed in situ are used to catalyze carbohydrate hydrolyzation, transfer hydrogenation reduction and etherification through a one-pot process to synthesize furan ethers.

Description

technical field [0001] The invention relates to furan ethers, in particular to a method for preparing furan ethers by catalyzing carbohydrates in situ in one pot. Background technique [0002] Furan ethers are considered to be a very promising bio-based fuel. Compared with fuel ethanol, furan ether has higher octane number and energy density and better compatibility with traditional fuels. Therefore, furan ether-based fuels have attracted more and more attention from academia and industry in recent years. For example, the energy density of 5-ethoxymethylfurfural reaches 30.3MJ / L, which is close to that of traditional gasoline (31.1MJ / L) and diesel (33.6MJ / L), but much higher than that of ethanol Energy density (23.5MJ / L). 2,5-Dialkoxymethylfuran has a higher calorific value and gasoline and diesel compatibility than 5-ethoxymethylfurfural. Studies have shown that conventional diesel fuel with 17wt% 5-ethoxymethylfurfural Soot emissions can be reduced by 16%. These make b...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D307/46C07D307/42C07C69/716C07C67/00
CPCC07C67/00C07D307/42C07D307/46C07C69/716
Inventor 唐兴刘淮孙勇曾宪海林鹿雷廷宙
Owner XIAMEN UNIV
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