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Process for preparing octenal by one-pot method

A technology of octenal and process, which is applied in the field of one-pot preparation of octenal, can solve problems such as environmental pollution, difficult separation of products and catalysts, and high processing costs, and achieve cost reduction, reduction of reaction steps and subsequent processing steps, and reaction simple effect

Inactive Publication Date: 2010-11-10
SHANGHAI NORMAL UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At present, the industrial carbonylation of propylene to generate butyraldehyde is a homogeneous catalytic reaction. Although homogeneous catalysis has the advantages of fast reaction rate and high conversion rate, it still has the difficult problem of separating the product from the catalyst; while the self-condensation reaction of n-butyraldehyde is A large amount of waste lye will be produced, the treatment cost is high, and these lye will also cause huge pollution to the environment

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0024] 0.5g of 0.19%Rh-P[RhH(CO)(PPh 3 ) 3 ] / 1.73%N(APTS) / MCM-41 basic bifunctional rhodium catalyst (rhodium phosphine complex is RhH(CO)(PPh 3 ) 3 , the organic amine is APTS, MCM-41 is the carrier, the mass percentage of Rh is 0.19%, the mass percentage of N is 1.73%) and the solvent toluene of 50ml is placed in the autoclave that volume is 300ml, and nitrogen purging is four times, Feed propylene until the pressure reaches 0.8MPa, continue to feed synthesis gas until the pressure rises to 1.7MPa, raise the temperature to 110°C, adjust the stirring speed to 800±2rpm, react for 6hr, cool, and perform chromatographic analysis to obtain 0.63g of octenal.

[0025] 0.19%Rh-P[RhH(CO)(PPh 3 ) 3 ] / 1.73%N(APTS) / MCM-41 basic bifunctional rhodium catalyst preparation method is:

[0026] (1) Take 1.5g of MCM-41, 80ml of toluene and 0.4g of APTS in a three-necked flask, stir and react at 110°C for 24hrs, and perform Soxhlet extraction to obtain mesoporous molecular sieves with surf...

Embodiment 2

[0029] 0.8g of 0.19%Rh-P[RhH(CO)(PPh 3 ) 3 ] / 1.73% N(APTS) / MCM-41 and 50ml of solvent toluene are placed in a 300ml autoclave, nitrogen is purged four times, propylene is fed to a pressure of 0.8MPa, and synthesis gas is continued to be fed to a pressure of Raise to 1.7MPa, raise the temperature to 110°C, adjust the stirring speed to 800±2rpm, react for 6hr, cool, and perform chromatographic analysis to obtain 1.02g of octenal.

Embodiment 3

[0031] 1.2g of 0.19%Rh-P[RhH(CO)(PPh 3 ) 3 ] / 1.73% N(APTS) / MCM-41 and 50ml of solvent toluene are placed in a 300ml autoclave, nitrogen is purged four times, propylene is fed to a pressure of 0.8MPa, and synthesis gas is continued to be fed to a pressure of Raise to 1.7MPa, raise the temperature to 110°C, adjust the stirring speed to 800±2rpm, react for 6hr, cool, and perform chromatographic analysis to obtain 1.19g of octenal.

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PUM

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Abstract

The invention discloses a process for preparing octenal by a one-pot method, which relates to the field of organic synthesis. The process comprises the following steps: (1) placing alkaline dual effect rhodium catalysts and solvents into an autoclave; introducing propylene after water removal and oxygen removal, wherein the propylene ingredient pressure in the reaction system is between 0.5 and 2.0MPa, and the consumption ratio of the alkaline dual effect rhodium catalysts to the solvents is between 0.001 and 0.1g / ml; and (2) introducing synthesis gas to obtain the synthesis gas ingredient pressure between 0.01 and 2.5MPa, and heating the materials to 70 to 200 DEG C, stirring the materials at 500 to 1000 rpm for reaction, wherein the reaction product dwell time is between 0 and 6hr. The alkaline dual effect rhodium catalysts in the first step use mesoporous molecular sieve as carriers, and have metal bits and alkaline bits, the metal bits are rhodium phosphine complex compounds, and the alkaline bits are organic amine. The process has the advantages that the reaction which can be only completed through two reaction vessels in the prior art can be completed in one reaction vessel, the reaction is simpler, the process is shorted, the subsequent process steps are reduced, the reaction product processing is simplified, and the invention has the advantages of easy separation, cost reduction and energy source saving.

Description

technical field [0001] The invention relates to the field of organic synthesis, in particular to a method for preparing octenal, especially a one-pot method for preparing octenal. Background technique [0002] Octanol is a very important organic reaction intermediate in the chemical industry. At present, the main method for synthesizing octanol is to use propylene and synthesis gas as raw materials in a three-step method. The first step is the carbonylation reaction of propylene and synthesis gas in the presence of Rh or Co catalysts, and the product is butyraldehyde; the second step is N-butyraldehyde self-condensation reaction, the catalyst used is liquid alkali such as NaOH, KOH or solid alkali such as organic amine, and the product is octenal; the third step is the hydrogenation reaction of octenal, and the catalyst used is Cu or Ni to obtain the final The product octanol. At present, the industrial carbonylation of propylene to generate butyraldehyde is a homogeneous ...

Claims

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Application Information

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IPC IPC(8): C07C47/21C07C45/74C07C45/50B01J31/26B01J31/24
Inventor 郭亚军郎万中刘训稳褚联峰郭翠香郭亚平苏博张媛媛
Owner SHANGHAI NORMAL UNIVERSITY
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