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Mesoporous quercetin zirconium catalyst and application thereof in preparation of alpha, beta-unsaturated alcohol

A technology of quercetin and catalyst, which is applied in the field of chemical synthesis, can solve the problems of unsafe storage and transportation of hydrogen, high requirements for production equipment, and low selectivity, and achieve the effects of convenient operation, easy preparation, and simple process

Active Publication Date: 2021-02-26
JIANGNAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, the shortcomings of the traditional natural extraction method are also obvious, such as energy consumption and resource waste
The relatively mature application of chemical synthesis is to use potassium borohydride / sodium catalyst to catalyze the reduction of cinnamaldehyde, but the selectivity of the reaction is not very high, especially the reaction equipment has high requirements for acid corrosion resistance
At present, the main research in the world is still the catalytic method to prepare α, β-unsaturated alcohols from α, β-unsaturated aldehyde reduction. This method needs to use hydrogen as the hydrogen donor, and use a pressurized method to use noble metal-based catalysts (such as platinum , ruthenium and gold, etc.) or non-noble metal-based catalysts (such as aluminum, cobalt and copper, etc.) to prepare α, β-unsaturated alcohols by catalytic transfer hydrogenation, this method has high requirements for production equipment and there are many problems in the storage and transportation of hydrogen major insecurity

Method used

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  • Mesoporous quercetin zirconium catalyst and application thereof in preparation of alpha, beta-unsaturated alcohol
  • Mesoporous quercetin zirconium catalyst and application thereof in preparation of alpha, beta-unsaturated alcohol
  • Mesoporous quercetin zirconium catalyst and application thereof in preparation of alpha, beta-unsaturated alcohol

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0048] The preparation of embodiment 1 mesoporous quercetin zirconium catalyst

[0049] Proceed as follows:

[0050] Weigh ZrCl with a molar ratio of 1.5 / 1 4 Add quercetin and quercetin into the reaction kettle lined with polytetrafluoroethylene; ② Add DMF to dissolve and stir magnetically at room temperature for one hour; ③ After the solid matter is completely dissolved, seal the stainless steel autoclave, and then Raise the temperature to 120°C, stop heating after 12 hours of reaction, and cool naturally to room temperature; ④ Suction filter the cooled substance, wash with DMF, acetone and ethanol for 2 to 5 times, and vacuum dry at 60°C to obtain mesoporous Quercetin zirconium catalyst (abbreviation: Que-Zr(1 / 1.5)).

[0051] figure 1 It is the scanning electron microscope spectrum of Que-Zr(1 / 1.5) catalyst obtained in this embodiment.

[0052] In addition, Que-Zr(1 / 0.5), Que-Zr(1 / 1), Que-Zr(1 / 2), Que-Zr(1 / 3) catalyst materials are also synthesized by a similar method, the...

Embodiment 2

[0054] The quercetin zirconium catalyst Que-Zr (1 / 1.5) that the embodiment 1 of 0.15g is made joins in the liner of clean autoclave, then adds 1mmol cinnamaldehyde, 5mL isopropanol and the magneton of suitable size After the stainless steel high-pressure reactor is packaged, react at 100°C for 4 hours under the action of magnetic stirring. After the reaction is completed and cooled, the supernatant is detected and analyzed by a gas chromatograph. Naphthalene is used as an internal standard to calibrate the concentration of the liquid product and calculate the yield. .

Embodiment 3

[0056] This embodiment compares the influence of different catalysts on the preparation of cinnamyl alcohol.

[0057] Add 0.1 g of quercetin zirconium catalysts (Que-Zr(1 / 0.5), Que-Zr(1 / 1), Que-Zr(1 / 2), Que-Zr(1 / 3)) in different molar ratios Add 1mmol cinnamaldehyde, 5mL isopropanol and magnets of appropriate size to the inner lining of a clean autoclave. After sealing the stainless steel autoclave, react at 100°C for 3 hours under magnetic stirring. After the reaction is completed, wait for cooling Take the supernatant for detection and analysis, see the specific gas chromatography results figure 2 .

[0058] The results of the corresponding catalytic process are shown in Table 1. From Table 1, it can be seen that when using Que-Zr (1 / 1.5) as a catalyst, under the same conditions, the yield and selectivity of cinnamyl alcohol are the best.

[0059] Table 1 Catalytic reaction results under different quercetin content obtained zirconium catalysts

[0060] catalyst...

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Abstract

The invention discloses a mesoporous quercetin zirconium catalyst and application thereof in preparation of alpha, beta-unsaturated alcohol, which belong to the technical field of chemical synthesis.The mesoporous quercetin zirconium catalyst prepared from quercetin and a zirconium source according to a specific ratio has excellent catalytic activity. Under the action of the mesoporous quercetinzirconium catalyst provided by the invention, an alcohol compound is used as a solvent and hydrogen is supplied to realize transfer hydrogenation reaction of alpha, beta-unsaturated aldehyde / ketone, so that alpha, beta-unsaturated alcohol is prepared. The method for preparing the alpha, beta-unsaturated alcohol is simple in process, convenient to operate, safe and environment-friendly. The mesoporous quercetin zirconium catalyst is prepared from common transition metal, is controllable in cost, can be repeatedly used for multiple times, realizes high-efficiency and high-selectivity hydrogenation of alpha, beta-unsaturated aldehyde to generate corresponding unsaturated alcohol, and is wide in nutrition prospect.

Description

technical field [0001] The invention relates to a mesoporous quercetin zirconium catalyst and its application in the preparation of α, β-unsaturated alcohols, belonging to the technical field of chemical synthesis. Background technique [0002] Cinnamyl alcohol and other α,β-unsaturated alcohols containing C=C bonds are usually used as important raw materials and intermediates in the production of spices, medicines, food and other fine chemical products, and are widely used in organic synthesis. For example, it is used as a fragrance ingredient to prepare soap essence and cosmetic essence; or it can be used together with phenylacetaldehyde to prepare rose essence, daffodil essence, etc. In addition, as an organic synthesis intermediate in the pharmaceutical field, cinnamyl alcohol can be used to prepare cinnamyl chloride, and cinnamyl chloride can also be used to synthesize the antineoplastic drug toremifene and the antipathogenic microbial drug naftifine. At the same time, ...

Claims

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Application Information

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IPC IPC(8): B01J31/22B01J35/10C07B41/02C07C29/14C07C33/32C07C33/22C07C37/00C07C39/08C07D307/42
CPCB01J31/2213C07C29/14C07C37/002C07B41/02C07D307/42B01J2231/643B01J2531/48B01J35/60C07C33/32C07C33/22C07C39/08
Inventor 王海军彭庆蕤胡爱云夏咏梅
Owner JIANGNAN UNIV
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