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Method for preparing 2-ethyl-2-hexenoic aldehyde through n-butyl aldehyde self-condensation under catalysis of solid acid

A technology of solid acid catalysis and solid acid catalyst, applied in the field of green chemistry, can solve the problems of large acid consumption, environmental pollution, equipment corrosion, etc., and achieve the effects of high activity, simple selectivity and stability, and simple post-treatment

Active Publication Date: 2013-02-13
HEBEI UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although a higher conversion rate of butyraldehyde and octenal yield can be obtained, the discharged wastewater contains octenal and various sodium organic acids, and the generated sodium organic acids cause serious corrosion to equipment, and direct discharge of wastewater is also difficult. It will bring serious pollution to the environment, and the waste water in the butyraldehyde condensation workshop needs to consume a large amount of acid, resulting in an increase in cost

Method used

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  • Method for preparing 2-ethyl-2-hexenoic aldehyde through n-butyl aldehyde self-condensation under catalysis of solid acid
  • Method for preparing 2-ethyl-2-hexenoic aldehyde through n-butyl aldehyde self-condensation under catalysis of solid acid

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Experimental program
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Effect test

Embodiment 1

[0014] In the 100ml autoclave, put into 40g n-butyraldehyde, then add the Hβ(40) catalyst of 18.0% of n-butyraldehyde quality, use N 2 Air replacement, magnetic stirring, and reaction at 120°C for 4 hours. After the reaction, filter under reduced pressure, and perform gas chromatography analysis on the product liquid. The conversion rate of n-butyraldehyde is 75.5%, and the conversion rate of 2-ethyl-2-hexenal The selectivity was 81.7%.

[0015] Examples 2-26 According to the operation steps of Example 1, the changed reaction conditions and results are shown in the summary table.

[0016]

[0017]

Embodiment 27

[0019] In the 100ml autoclave, put 30g n-butyraldehyde, then add the HZSM-5 (150) catalyst of n-butyraldehyde quality 5%, use N 2 Air replacement, magnetic stirring, and reaction at 150°C for 3 hours. After the reaction, filter under reduced pressure, and perform gas chromatography analysis on the filtrate. The conversion rate of n-butyraldehyde is 80.7%. The selection of 2-ethyl-2-hexenal Sex is 88.0%. The reacted HZSM-5(150) catalyst was washed three times with absolute ethanol, dried at 80°C for 4h, put into a muffle furnace, and calcined at 500°C for 4h. Then under the same reaction conditions, the repeated use effect of the catalyst was investigated, and the results are shown in the table below. With the increase of the number of reactions, the activity of the catalyst decreased, and the selectivity of 2-ethyl-2-hexenal only decreased by 6.7% after being used for 4 times, and the catalyst still had a high activity.

[0020] Catalyst reuse times

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Abstract

The invention discloses a method for preparing 2-ethyl-2-hexenoic aldehyde through n-butyl aldehyde self-condensation under catalysis of solid acid. The method comprises the following steps of: adding n-butyl aldehyde and a solid-acid catalyst into a high-pressure kettle, wherein the amount of the catalyst is 0.5 to 25 percent of the mass of added n-butyl aldehyde, replacing air in the kettle by using nitrogen, and performing a self-condensation reaction on n-butyl aldehyde to obtain 2-ethyl-2-hexenoic aldehyde at the temperature of 100 to 220 DEG C under the magnetic stirring reaction conditions for 0.5 to 8 hours. The researched solid-acid catalyst has high activity, selectivity and stability and is simple in post-treatment, and the catalyst can be repeatedly used; and compared with a solid base catalyst, the solid-acid catalyst has the advantage that the industrialization is easily realized. The conversion rate of n-butyl aldehyde is up to 87.5 percent, and the selectivity of 2-ethyl-2-hexenoic aldehyde is up to 92.3 percent.

Description

technical field [0001] The invention relates to the technical field of green chemistry, in particular to a process for preparing 2-ethyl-2-hexenal through the self-condensation of n-butyraldehyde catalyzed by solid acid. Background technique [0002] As an important solvent and organic chemical raw material, octanol (2-ethylhexanol) is widely used in the production of fatty acids and various esters, such as the synthesis of octyl acrylate, dioctyl sebacate, and dioctyl phthalate Organic chemical products such as esters (DOP). Among them, DOP is an important plasticizer of polyvinyl chloride. In addition, octanol is a solvent with excellent performance, and it is also a dehydrating agent for detergents, a defoamer for photography, papermaking, printing and dyeing, etc. [0003] The industrial production of octanol is obtained by the three-step reaction of hydroformylation of propylene to synthesize n-butyraldehyde, self-condensation of n-butyraldehyde to prepare 2-ethyl-2-h...

Claims

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Application Information

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IPC IPC(8): C07C47/21C07C45/74
Inventor 赵新强梁宁安华良王延吉
Owner HEBEI UNIV OF TECH
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