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A kind of method of vinyl acetate hydroformylation

A technology of vinyl acetate hydroformylation and vinyl acetate, which is applied in the field of vinyl acetate hydroformylation, can solve the problems of poor selectivity of 3-acetoxypropionaldehyde and harsh reaction conditions, and achieve improved production efficiency and high production efficiency. Conversion rate, the effect of guaranteeing the technical effect

Active Publication Date: 2019-09-27
CHINA PETROLEUM & CHEM CORP +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0010] The purpose of the present invention is to provide a vinyl acetate hydroformylation method in order to overcome the relatively poor selectivity of product 3-acetoxy propionaldehyde in the prior art and the relatively harsh reaction conditions. method

Method used

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  • A kind of method of vinyl acetate hydroformylation
  • A kind of method of vinyl acetate hydroformylation
  • A kind of method of vinyl acetate hydroformylation

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0050] In a 100ml autoclave, add 6ml vinyl acetate (64.88mmol) as the raw material for hydroformylation, 44ml cyclohexane as solvent, 12.2mg acetylacetonate triphenylphosphinecarbonyl rhodium (0.02mmol) and 26.8mg ( +)-Isopropene-2,3-dihydroxy-1,4-bisdiphenylphosphinobutane (0.05 mmol) was used as catalyst, and the reaction vessel was sealed. Replaced with nitrogen three times, with synthesis gas (CO:H 2 The volume ratio is 1:1) and replaced three times, and the pressure is increased to 4.0MPa with synthesis gas, and the temperature is raised to the reaction temperature of 100°C to start the hydroformylation reaction. The synthesis gas consumed by the reaction is indicated by the pressure change of the gas storage tank until the gas is no longer consumed as the end of the reaction. The reaction kettle was lowered to room temperature, unreacted gas was discharged, and then replaced by nitrogen for 3 times, the reaction kettle was opened, the reaction product was analyzed by ga...

Embodiment 2

[0056] In a 100ml autoclave, add 46ml vinyl acetate (497.41mmol) as raw material for hydroformylation reaction, 122mg triphenylphosphinecarbonyl rhodium acetylacetonate (0.2mmol) and 60mg (+)-isopropene-2,3 - Dihydroxy-1,4-bisdiphenylphosphinobutane (0.12mmol) was used as the catalyst, and the reaction vessel was sealed. Replaced with nitrogen three times, with synthesis gas (CO:H 2 The volume ratio is 1:1) to be replaced three times, and the pressure is increased to 3.5MPa with synthesis gas, and the temperature is raised to the reaction temperature of 80°C to start the hydroformylation reaction. The synthesis gas consumed by the reaction is indicated by the pressure change of the gas storage tank until the gas is no longer consumed as the end of the reaction. The reaction kettle was lowered to room temperature, unreacted gas was discharged, and then replaced by nitrogen for 3 times, the reaction kettle was opened, the reaction product was analyzed by gas chromatography, and...

Embodiment 3

[0060] According to the method of Example 2, the difference is that with 61 mg triphenylphosphine carbonyl rhodium acetylacetonate (0.1 mmol) and 35.2 mg (+)-isopropene-2,3-dihydroxy-1,4 bis(2- Naphthyl)phosphinobutane (0.05mmol) was used as the catalyst, the reaction pressure was 3.0MPa, and the temperature was 120°C. The results are shown in Table 1.

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Abstract

The invention relates to a vinylacetate hydroformylation method. The vinylacetate hydroformylation method comprises the step that in the presence of a catalyst system, vinylacetate makes contact with carbonic oxide and hydrogen, and the catalyst system contains a rhodium complex which is at least one selected from rhodium(triphenylphosphine)carbonyl acetylacetonate, rhodium acetylacetonate and chlorocarbonylbis(triphenylphosphine)rhodium. With the adoption of the vinylacetate hydroformylation method provided by the invention, the high conversion rate of the vinylacetate can be ensured under the mild reaction condition, and the selectivity of 3-acetoxypropanal can be improved.

Description

technical field [0001] The invention relates to a method for hydroformylation of vinyl acetate. Background technique [0002] Vinyl acetate reacted with synthesis gas (CO and H) under the action of olefin hydroformylation catalyst 2 Mixed gas) to carry out hydroformylation reaction, generate 3-acetoxy propionaldehyde and 2-acetoxy propionaldehyde, 3-acetoxy propionaldehyde and 2-acetoxy propionaldehyde in the aldehyde group hydrogenation catalyst React with hydrogen under the action to generate 3-acetoxypropanol and 2-acetoxypropanol, 3-acetoxypropanol and 2-acetoxypropanol can be hydrolyzed under the action of ester hydrolysis catalyst to generate 1,3- Propylene glycol and 1,2-propanediol can generate lactic acid and 3-hydroxypropionic acid under the action of an oxidizing agent. 1,3-propanediol, 1,2-propanediol, lactic acid and 3-hydroxypropionic acid are all important chemical raw materials, especially, 1,3-propanediol is an important polyester fiber monomer with high m...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C69/14C07C67/29C07C67/293
Inventor 徐向亚张明森冯静刘红梅柯丽
Owner CHINA PETROLEUM & CHEM CORP