Environment-friendly novel method for preparing primary alcohol from furan or tetrahydrofuran derivatives

A technology of tetrahydrofuran and derivatives, applied in the field of catalytic chemistry, can solve the problems of expensive ionic liquids, high production costs, and complicated separation, and achieve good industrial prospects, reduce separation costs, and facilitate separation

Active Publication Date: 2013-08-28
EAST CHINA UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

This method created a precedent for the preparation of primary alcohols from biomass derivatives, but the production cost is extremely high, the ionic liquid itself is relatively expensive, and the use of ionic liquid as a solvent makes the separation of the product very complicated. In addition, the introduction of acidic additives makes the ionic liquid The difficulty of recovery and catalyst is greatly increased, and there is no industrialization prospect

Method used

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  • Environment-friendly novel method for preparing primary alcohol from furan or tetrahydrofuran derivatives
  • Environment-friendly novel method for preparing primary alcohol from furan or tetrahydrofuran derivatives
  • Environment-friendly novel method for preparing primary alcohol from furan or tetrahydrofuran derivatives

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1-10

[0013] Examples 1-10 use the multifunctional catalyst Pd / H-ZSM-5 to catalyze different reaction substrates and react under different reaction conditions. The reaction substrates and corresponding primary alcohols are shown in Table 1.

[0014] Table 1

[0015] Example

Five-membered heterocycle

R1

R2

R 2 ′

Example 1

Furan

-H

-CHO

-CH 3

Example 2

Furan

-H

-CH=CHCOCH 3

-CH 2 CH 2 CH 2 CH 3

Example 3

Tetrahydrofuran

-H

-CH 2 COHCH 3

-CH 2 CH 2 CH 3

Example 4

Tetrahydrofuran

-H

-CH 2 CH 3

-CH 2 CH 3

Example 5

Furan

-H

-CH=CHCOCH=CH-C 4 H 3 O

-(CH 2 ) 9 -OH

Example 6

Furan

-CH 2 OH

-CHO

-CH 3

Example 7

Tetrahydrofuran

-CH 2 OH

-CH 2 CH 2 COOH

-CH 2 CH 2 CH 3

Example 8

Tetrahydrofuran

-CH 2 OH

-CH 2 CH 2 -C 6 H 5

-CH 2 CH 2 -C 6 H 11

Example 9

Furan

-CH 2 OH

-CH 2 CH 2 Cl

-CH 2 CH 2 Cl

Example 10

Tetrahydrofuran

-CH 2 OH

-CH 2 COOCH 3

-CH 2 CH 3

[0016] Example 1-10 reaction conditions and reaction results are shown in Table 2

[0...

Embodiment 11-20

[0020] Examples 11-20 select 4-(2-furyl)-3-buten-2-one as the substrate, select different multifunctional catalysts to catalyze, and react under different conditions. The reaction results are shown in Table 3.

[0021] table 3

[0022]

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PUM

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Abstract

The invention provides a novel method for preparing middle/long-chain primary alcohol from furan or tetrahydrofuran derivatives. Specifically, a double-function catalyst is adopted, and such catalyst comprises two activity centers, namely, a hydrogenation activity center and an acid center; water is taken as a solvent in the reaction, the reaction is carried out in a batch reactor, and by utilizing the characteristic that the middle/long-chain primary alcohol is not dissolved in water, the generated primary alcohol is naturally separated from water and the catalyst, and alkane is prevented from being generated because of hydrogen over-addition or hydrogenolysis. Due to the characteristic that the primary alcohol and the water are not dissolved with each other, the primary alcohol can be conveniently separated, the separation cost is greatly lowered, and good industrial prospect is achieved.

Description

Technical field [0001] The invention relates to a new method for preparing primary alcohols from furan or tetrahydrofuran derivatives, and belongs to the field of catalytic chemistry. Background technique [0002] Medium and long chain (C 5 -C 15 ) Primary alcohols are widely used in the flavor and fragrance industry, and can be used as solvents, surfactants, defoamers, industrial additives, etc., and have very important applications in fine chemicals. Traditional medium and long-chain primary alcohols are produced by petrochemical methods. Taking n-octanol as an example, the existing mature process route is prepared by using 1-heptene and synthesis gas as raw materials and re-reducing through oxo synthesis. Due to the increasing depletion of fossil fuels and concerns about environmental issues such as global warming, the use of green and renewable biomass resources to produce fuels and chemicals has become a top priority. A series of cheap furan or tetrahydrofuran derivatives ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C29/132C07C31/125C07C31/20
Inventor 王艳芹夏启能贾红燕卢冠忠刘晓晖郭耘郭杨龙王筠松王丽詹望成
Owner EAST CHINA UNIV OF SCI & TECH
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