Biomimetic catalyst for preparing acetal or ketal compounds and using method thereof

A technology for catalyzing aldehydes with compounds and catalysts, applied in the field of biomimetic catalysts, can solve problems such as corrosion of equipment and environmental pollution, and achieve the effects of improving reaction rate, being beneficial to environmental protection, and high reaction rate and yield.

Inactive Publication Date: 2013-12-25
CHINA UNIV OF PETROLEUM (EAST CHINA)
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0008] In order to solve the corrosion equipment existing in the catalyst used to catalyze the condensation reaction of aldehydes or ketones and alcohols to generate acetals or ketal compounds in the prior art, and easily cause environmental pollution, the invention provides a catalyst for catalyzing aldehydes Or the biomimetic catalyst for preparing acetal or ketal compound by condensation reaction of ketone and alcohol has the advantages of no corrosion of equipment, no toxic and side effects, and environmental protection; the invention also provides the use method of the catalyst

Method used

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  • Biomimetic catalyst for preparing acetal or ketal compounds and using method thereof
  • Biomimetic catalyst for preparing acetal or ketal compounds and using method thereof
  • Biomimetic catalyst for preparing acetal or ketal compounds and using method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0035] The catalyst used to catalyze the condensation reaction of aldehydes and alcohols to prepare acetal compounds described in this example is α-cyclodextrin.

[0036] Using the α-cyclodextrin catalyst to catalyze the condensation reaction of aldehydes and alcohols to prepare acetal compounds, comprising the following steps:

[0037] (1) Dissolve 0.04 mmol of α-cyclodextrin in 0.4 mol of ethylene glycol, and the percentage of α-cyclodextrin to alcohol content is 0.01%, and heat it at 20°C and Constantly stirring to dissolve the α-cyclodextrin;

[0038] (2) Add dropwise a mixed solution of 0.2mol benzaldehyde and 5mL cyclohexane while stirring, and heat at 80-105°C to reflux and separate water until no water comes out;

[0039] Wherein the ratio of the amount of substance of said ethylene glycol and benzaldehyde is 2:1, and the volume ratio of said benzaldehyde and cyclohexane is 4:1;

[0040] (3) Combine the reaction system and the organic phase brought out during the reflu...

Embodiment 2

[0045] The catalyst used to catalyze the condensation reaction of aldehydes and alcohols to prepare acetal compounds described in this example is γ-cyclodextrin.

[0046] Using the γ-cyclodextrin catalyst to catalyze the condensation reaction of aldehydes and alcohols to prepare acetal compounds, comprising the following steps:

[0047] (1) Dissolve 0.5 mmol of γ-cyclodextrin in 0.1 mol of ethylene glycol, the percentage of the γ-cyclodextrin to alcohol content is 0.5%, heat at 20°C and Constantly stirring, the stirring rate is 200rpm, so that the γ-cyclodextrin is dissolved;

[0048] (2) Add dropwise a mixed solution of 0.1mol phenylacetaldehyde and 2mL 1,4-dioxane under stirring, and heat at 60-85°C for reflux and water separation until no water comes out;

[0049] Wherein the ratio of the amount of substance between the ethylene glycol and phenylacetaldehyde is 1:1, and the volume ratio of the phenylacetaldehyde and water-carrying agent 1,4-dioxane is about 6:1;

[0050] ...

Embodiment 3

[0055] The catalyst used to catalyze the condensation reaction of aldehydes and alcohols to prepare acetal compounds described in this example is β-cyclodextrin.

[0056] Using the described β-cyclodextrin catalyst to catalyze the condensation reaction of aldehydes and alcohols to prepare acetal compounds, comprising the following steps:

[0057] (1) Dissolve 0.16 mmol of β-cyclodextrin in 0.8 mol of ethylene glycol, and the percentage of the β-cyclodextrin in the amount of alcohol is 0.02%, heating at 40°C and continuously Stirring at a stirring rate of 300rpm to dissolve the β-cyclodextrin;

[0058] (2) Add dropwise a mixed solution of 0.4mol phenylacetaldehyde and 16 mL tetrahydrofuran under stirring, and heat at 65-85°C to reflux and separate water until no water comes out;

[0059] Wherein the ratio of the amount of substance of said ethylene glycol and phenylacetaldehyde is 2:1, and the volume ratio of said phenylacetaldehyde and water-carrying agent tetrahydrofuran is ...

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Abstract

The invention discloses a biomimetic catalyst for generating acetal or ketone by catalyzing a condensation reaction between aldehyde or ketone and alcohol. The biomimetic catalyst is cyclodextrin or a derivative of cyclodextrin. The cyclodextrin catalyst has the advantages of no corrosion equipment, no toxic or side effect, and environment friendliness. The invention also discloses a method for preparing acetal or ketal compounds by catalyzing a condensation reaction between aldehyde or ketone and alcohol by cyclodextrin or the cyclodextrin derivative.

Description

technical field [0001] The invention relates to a biomimetic catalyst for preparing acetal or ketal compounds and a use method thereof. Background technique [0002] In the field of flavors and fragrances, common aldehydes are a commonly used spice, mostly floral and fruity. Because this type of spice has some unpleasant pungent odors, which affects the quality of the spice, its use is restricted. . [0003] Acetal or ketal compound is a new kind of fragrance in recent years, which is made by the reaction of the parent aldehyde substance; compared with the parent aldehyde fragrance, it eliminates the unpleasant irritating smell and makes the fragrance more Soft and elegant, and has a strong diffusion ability and stable chemical properties, greatly improving its use value in the field of flavors and fragrances; in addition, acetal or ketal compounds can be made into fragrances with floral and fruity aromas In addition, it can also produce other aroma types such as milk frag...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): B01J31/06C07D317/12C07D317/72
Inventor 夏道宏徐海李兰涛项玉芝王继乾周玉路
Owner CHINA UNIV OF PETROLEUM (EAST CHINA)
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