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Salen metal complex catalyst, as well as preparation method and application thereof

A metal complex and catalyst technology, applied in the field of salen metal complex catalyst and preparation thereof, can solve the problems of low yield of methyl lactate, cannot be reused, long preparation time and the like, achieves short preparation time, simple preparation method, low cost effect

Active Publication Date: 2018-10-12
GUANGDONG UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] The existing catalysts for the preparation of methyl lactate from biomass-based carbohydrates have problems such as poor catalytic performance, long preparation time, difficulty in recycling, non-recyclability, and low yield of methyl lactate.

Method used

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  • Salen metal complex catalyst, as well as preparation method and application thereof
  • Salen metal complex catalyst, as well as preparation method and application thereof
  • Salen metal complex catalyst, as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0053] Prepare salen-x (x=Al, Zn, Sn) catalyst, and its preparation steps are as follows:

[0054] 1. Preparation of salen ligand:

[0055] Add 50 mL of ethylenediamine (10 mmol) in absolute ethanol solution dropwise to 100 mL of salicylaldehyde (10 mmol) ligand in absolute ethanol solution, and react under reflux at 40° C. for 12 h. After the reaction, the solvent was evaporated by rotary evaporation to obtain a light yellow viscous functional salen ligand, which was dried under vacuum at 40° C. overnight.

[0056] 2. Preparation of salen-x (x=Al, Zn, Sn) metal complex catalyst:

[0057] Dissolve the salen ligand (5mmol) prepared in step 1 in 50mL of anhydrous chloroform, slowly drop into 100mL of anhydrous chloroform solution containing metal compounds (dichloroethylaluminum, zinc acetate, tin chloride), at 60°C Under continuous stirring and reflux reaction for 24h. After the reaction, the solvent was evaporated by rotary evaporation, washed several times with anhydrous e...

Embodiment 2

[0059] Prepare polyether type ionic liquid functional metal complex salen-x-[OMIm]Br (x=Al, Zn, Sn) catalyst, its preparation steps are as follows:

[0060] 1. Synthesis of 1.3-bromomethyl-5-methyl salicylaldehyde:

[0061] Add 5-methylsalicylaldehyde (10mmol), paraformaldehyde (10mmol), 40% HBr (15mL) and a small amount of concentrated sulfuric acid in a 500mL round bottom flask in sequence, and the mixture was magnetically stirred at 80°C for 12h, then cooled to room temperature , add 20 mL of water and 40 mL of CH to the mixture 2 Cl 2 For extraction, use anhydrous Na 2 SO 4 The organic phase is dried. CH removal by distillation under reduced pressure 2 Cl 2 , to obtain 3-bromomethyl-5-methylsalicylaldehyde as a white solid.

[0062] 2. Synthesis of modified salicylaldehyde:

[0063] Under nitrogen protection, 1-butyl-3-methylimidazolium bromide (10mmol) was dissolved in 100mL of anhydrous toluene, and 3-bromomethyl-5-methylsalicylaldehyde (10mmol) was added dropwis...

Embodiment 3

[0067] Using a series of salen-x (x=Al, Zn, Sn) metal complex catalysts prepared in Example 1 to catalyze methyl lactate from fructose:

[0068] Weigh 0.3g fructose, 0.05g salen-x (x=Al, Zn, Sn) metal complex catalyst, 12g methanol and 25mL stainless steel autoclave, feed 2MPa nitrogen at room temperature and slowly discharge it, repeat 3 Finally, feed 2MPa nitrogen gas, react at 160°C for 2 hours under the stirring condition of 600rpm, and centrifuge the catalyst after the reaction is completed. Determination of the productive rate of methyl lactate and related by-products, the results are shown in Table 1.

[0069] From the results in Table 1, it can be known that the salen-Sn catalytic conversion of fructose prepared in Example 1 of the present invention has the highest yield of methyl lactate, and the yield of methyl lactate is 36%.

[0070] Table 1 The conversion rate of fructose and the yield of methyl lactate and related by-products under different catalysts

[0071] ...

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Abstract

The invention relates to the technical field of catalysts, and particularly relates to a salen metal complex catalyst, as well as a preparation method and application thereof. The salen metal complexcatalyst is prepared by the following steps: modifying salicylaldehyde by adding a bromide salt and performing reacting the modified salicylaldehyde with ethylenediamine and a metal compound. The catalyst has good stability and good catalysis for biomass-based carbohydrate, can be recycled, and is economical and environmentally friendly. The preparation method of the catalyst is simple, has low cost and high yield, the structure of the salen metal complex is changed by a substitution reaction, so the activity and selectivity of the catalyst can be adjusted; and the catalyst is creatively applied to preparation of methyl lactate from the biomass-based carbohydrate, and the biomass-based carbohydrate has high conversion rate, and methyl lactate has high yield.

Description

technical field [0001] The invention relates to the technical field of catalysts, in particular to a salen metal complex catalyst and a preparation method and application thereof. Background technique [0002] Fossil resources, mainly coal, oil and natural gas, are the main source of energy in the world today, and are also the main raw materials for chemical-related industries. With the rapid development of the global economy and society, fossil resources are being consumed rapidly, and fossil resources have non-renewable characteristics, which has caused great obstacles to the sustainable development of the economy and society. According to statistics, according to the current mining speed, coal will be exhausted in 150 years, and oil and natural gas will be exhausted in 40 and 65 years respectively. Environmental problems and energy depletion have become serious problems that plague the development of human society, and the development of clean and renewable energy is the...

Claims

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Application Information

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IPC IPC(8): B01J31/22C07C67/00C07C69/68C07F3/00C07F5/06C07F7/22
CPCB01J31/0284B01J31/0285B01J31/2217B01J2531/0252B01J2531/26B01J2531/31B01J2531/42C07C67/00C07F3/003C07F5/061C07F7/2284C07C69/68
Inventor 文溢王芬芬方岩雄纪红兵
Owner GUANGDONG UNIV OF TECH
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