Method for preparing isononanal through diisobutylene hydroformylation

A technology of diisobutene hydroformyl and diisobutene, which is applied in the directions of carbon monoxide reaction preparation, carbon-based compound preparation, chemical instruments and methods, etc., can solve the problems of low conversion rate of olefins, low yield of isononanal, etc., and achieve the synthesis cost. Low, rich source of raw materials, good effect of catalytic activity

Active Publication Date: 2021-05-14
CNOOC TIANJIN CHEM RES & DESIGN INST +2
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  • Abstract
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  • Claims
  • Application Information

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Problems solved by technology

According to the current process, the hydroformylation of diisobutene h...

Method used

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  • Method for preparing isononanal through diisobutylene hydroformylation
  • Method for preparing isononanal through diisobutylene hydroformylation
  • Method for preparing isononanal through diisobutylene hydroformylation

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Experimental program
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Embodiment 1

[0035] Weigh a certain amount of Rh(acac)(CO) 2 and ligand L A Tris(3,5-dimethoxyphenyl)phosphine and Ligand L B Phosphite tris (2-tert-butyl-4-methoxyphenyl) ester, then add the 100ml self-control high-pressure reactor that 30ml solvent toluene is housed, start stirring and generate catalyst solution, make the rhodium concentration in the solution be 250mg / Kg, Phosphine / rhodium molar ratio 20:1, organophosphine ligand L A and L B The molar ratio is 4:1. Connect the gas line, introduce nitrogen to replace the gas in the kettle three times, and then introduce 0.35g / (ml solvent) diisobutene (containing 75% of the mass fraction of 4,4,2-trimethyl-1-pentene and 25 % of 4,4,2-trimethyl-2-pentene), the reaction kettle is heated up to the set temperature (100°C), the stirring speed is set at 500 rpm, and after the temperature of the reaction system is stable, hydrogen gas is introduced Mixed gas with carbon monoxide (1:1) to a total pressure of 1.2MPa, after 4 hours of con...

Embodiment 2

[0037] Carry out diisobutylene hydroformylation reaction by the method for embodiment 1, and its difference is that organophosphine ligand L A and L B The molar ratio was changed to 0.1:1, and the reaction results are listed in Table 1.

Embodiment 3

[0039] Carry out diisobutylene hydroformylation reaction by the method for embodiment 1, and its difference is that organophosphine ligand L A and L B The molar ratio of the compound was changed to 10:1, and the reaction results are listed in Table 1.

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Abstract

The invention relates to a method for preparing isononanal through diisobutylene hydroformylation, wherein the method comprises the steps: firstly, adding a rhodium compound and two organic phosphine ligands (LA and LB) in an optional appropriate solvent into a self-control high-pressure reaction kettle, mixing to prepare a catalyst solution, introducing nitrogen for replacement for three times, evacuating the reaction kettle, adding a certain amount of diisobutylene through a feeding pump, stirring and heating, after the temperature of the reaction system is stable, introducing synthesis gas to a set reaction pressure, and carrying out timing reaction; and after the reaction is finished, naturally cooling the reaction kettle, and adding an internal standard substance for sampling analysis. According to the method, the catalyst has good catalytic activity on 4,4,2-trimethyl-1-pentene and 4,4,2-trimethyl-2-pentene in diisobutylene, the single-pass olefin conversion rate can achieve 99% or more, and the aldehyde yield can achieve 97% or more. The method for preparing isononanal from diisobutylene has the advantages of simple process, mild reaction conditions and high yield of the product isononanal, and is suitable for industrial production.

Description

technical field [0001] The invention relates to a method for preparing isononanal by hydroformylation of diisobutene, belonging to the technical field of aldehyde preparation. Background technique [0002] Highly branched isononanal (3,5,5-trimethylhexanal) is an important organic chemical raw material. Many high value-added fine chemical products can be synthesized from isononanal. It is widely used in plasticizers, Industries such as surfactants, fragrances, detergents and organic synthesis. Isononanal can be hydrogenated to produce isononyl alcohol and oxidized to produce isononanoic acid. It can be used as a topcoat solvent for nitro spray paints, as well as in printing inks, lubricating oil additives, plasticizers, etc. [0003] Olefin hydroformylation is an important method for industrial production of aldehydes. Since the late 1830s, German chemist Otto Roelen discovered the hydroformylation catalyst, it has developed to the fourth generation. According to the evolu...

Claims

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Application Information

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IPC IPC(8): C07C45/50C07C47/02B01J31/24B01J31/18B01J31/20B01J31/22
CPCC07C45/505B01J31/2404B01J31/185B01J31/20B01J31/2213B01J2531/822B01J2531/0238B01J2231/321C07C47/02Y02P20/584
Inventor 王鹏飞李晨蒋凌云吴青臧甲忠李继霞郝婷婷王本雷
Owner CNOOC TIANJIN CHEM RES & DESIGN INST
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