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Method for preparing high-carbon aldehyde

A high-carbon aldehyde and high-carbon olefin technology, applied in the field of high-carbon aldehyde preparation, can solve the problems of catalytic reaction rate that cannot meet industrial production, low mass transfer rate between two phases, and poor solubility of high-carbon olefins. Good performance, reduced manufacturing cost and maintenance cost, and high quality ratio

Active Publication Date: 2020-09-01
成都欣华源科技有限责任公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] If the water / organic two-phase system is adopted, there will be the problem that the mass transfer rate between the two phases is not high due to the poor solubility of high-carbon olefins in water, and the final reaction The effect is poor, and the rate of catalytic reaction cannot meet the requirements of industrial production

Method used

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  • Method for preparing high-carbon aldehyde
  • Method for preparing high-carbon aldehyde

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0046] With 0.115 gram of rhodium catalyst HRh (CO) (TPPTS) 3 , 0.68 gram of BISBIS, 10 gram of diethylene glycol and 20 gram of methyl alcohol, 10 grams of 1-dodecene, respectively add in the autoclave with stirrer and temperature controller, feed hydrogen and carbon monoxide mol ratio in the still and be 1.0:1.0 Replace the air in the kettle for 3 to 5 times, then continue to feed the synthesis gas into the kettle until the total pressure in the kettle reaches 3.0MPa, react at a temperature of 120°C and a stirring speed of 1200rpm for 1.0 hour, cool to room temperature, and release After the remaining gas, the reaction liquid was analyzed by gas chromatography, and the conversion rate of 1-dodecene was calculated to be 98.0%, the selectivity of tridecanal to be formed was 95.1%, and the selectivity of linear aldehyde was 95.3%.

Embodiment 2

[0048]With 0.115 gram of rhodium catalyst HRh (CO) (TPPTS) 3 , 2 grams of BISBIS, 10 grams of water and 30 grams of methanol, 10 grams of 1-dodecene, add respectively in the autoclave with stirrer and temperature controller, feed hydrogen and carbon monoxide in the still with a molar ratio of 1.0:1.0 Synthesis gas, replace the air in the kettle 3 to 5 times, then continue to feed synthesis gas into the kettle until the total pressure in the kettle reaches 3.0MPa, keep the pressure constant, react at a temperature of 120°C and a stirring speed of 1200rpm for 1.5 hours, and cool to room temperature , after releasing the remaining gas, the reaction solution was analyzed by gas chromatography, and the conversion rate of 1-dodecene was calculated to be 99.5%, and the selectivity of tridecaldehyde to generate was 96.8%, and the selectivity of straight-chain aldehyde was 98.3%. %.

Embodiment 3

[0050] With 0.115 gram of rhodium catalyst HRh (CO) (TPPTS) 3 , 0.4 gram of BISBIS, 10 gram of triethylene glycol and 30 gram of methyl alcohol, 10 gram of 1-octene, respectively add in the autoclave of belt stirrer and temperature controller, feed hydrogen and carbon monoxide molar ratio in the still and be 1.05:1.0 Synthesis gas, replace the air in the kettle for 3 to 5 times, then continue to feed synthesis gas into the kettle until the total pressure in the kettle reaches 2.5MPa, keep the pressure constant, react at a temperature of 115°C and a stirring speed of 1200rpm for 1.5 hours, and cool to room temperature After releasing the remaining gas, the reaction solution was analyzed by gas chromatography, and the conversion rate of 1-octene was calculated to be 98.8%, the selectivity of nonanal to be generated was 96.3%, and the selectivity of linear aldehyde was 97.0%.

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Abstract

The invention discloses a method for preparing a high-carbon aldehyde. Water, diethylene glycol, triethylene glycol or PEG is used as a solvent; the method comprises steps: taking a low-boiling-pointpolar solvent as a solvent system; taking a rhodium monophosphine water-soluble catalyst such as TPPTS / Rh or a rhodium diphosphine water-soluble catalyst such as BISBIS / Rh as a reaction system of thecatalyst, so that the reaction rate is greatly improved, the single conversion frequency (TOF) can reach 20000 h <-1 > or above, the catalyst and the high-carbon aldehyde can be conveniently separated, and the catalyst and the low-boiling-point polar solvent can be repeatedly utilized for multiple times; the reaction selectivity is good, the raw material conversion rate is up to 98% or above, theselectivity of the product aldehyde is 95% or above, and the selectivity of normal aldehyde generated through catalysis of the rhodium diphosphine water-soluble catalyst is 95.0% or above. The methodis simple in process, the production cost is effectively reduced, and the method has great industrial application value.

Description

technical field [0001] The invention relates to the technical field of preparation of high-carbon aldehydes, in particular to a method for preparing high-carbon aldehydes through hydroformylation. Background technique [0002] The preparation of aldehyde by olefin hydroformylation is one of the important reactions in the production of petrochemical products. High-carbon aldehyde is prepared from high-carbon olefin, and high-carbon aldehyde can be rehydrogenated to produce high-carbon alcohol. High-carbon alcohol is used to produce plasticizers, An important raw material for surfactants and detergents. [0003] For the method of preparing higher carbon aldehydes by the hydroformylation of higher olefins, the earliest and widely used cobalt carbonyl catalyst in the industry is the cobalt carbonyl catalyst. Troublesome, harsh conditions, and low selectivity for linear aldehydes [Cornils B, in New Syntheses with Carbon Monoxide, Ed.: Fable J, Springer, Berlin, Chapter 1 (1980)]...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C45/50B01J31/24C07C47/02C07C47/228C07C47/32
CPCC07C45/505B01J31/2404C07C2601/14B01J2231/321B01J2531/822C07C47/02C07C47/228C07C47/32Y02P20/584
Inventor 陈华袁茂林赵健贵
Owner 成都欣华源科技有限责任公司
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