A kind of hydromethylation reaction catalyst and method for preparing isononanoic acid

A catalyst, chemical reaction technology, applied in the direction of carbon monoxide or formate reaction preparation, physical/chemical process catalyst, organic compound/hydride/coordination complex catalyst, etc., can solve the problem of poor hydroformylation reaction activity and selectivity , low activity and selectivity, etc., to achieve the effect of complex stability, improved catalytic activity, and strong binding ability

Active Publication Date: 2022-04-22
WANHUA CHEM GRP CO LTD
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Traditional phosphorus compounds based on the P-C bond structure have poor hydroformylation reactivity and selectivity when used as ligands due to the influence of electrons and steric effects
[0006] In summary, the traditional method for preparing isononanoic acid by oxidation of isononanaldehyde has the risk of explosion, while the activity and selectivity of traditional phosphorus compounds in the hydrogen methylation method are low when used as ligands. Therefore, it is necessary to develop new high-activity and high-selectivity active hydromethylation catalyst

Method used

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  • A kind of hydromethylation reaction catalyst and method for preparing isononanoic acid
  • A kind of hydromethylation reaction catalyst and method for preparing isononanoic acid
  • A kind of hydromethylation reaction catalyst and method for preparing isononanoic acid

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Embodiment 1

[0040] The preparation of embodiment 1 ligand

[0041] a) Preparation of Ligand 1:

[0042] 83.6g carbazole ( Add 0.5mol) of the compound into 500ml of n-hexane solvent and mix evenly, heat to 65°C, then dropwise add 1000ml of n-hexane solvent containing 41.2g of phosphorus trichloride (0.3mol) to the system, and stir for 100min to obtain ligand 1 The solution; the solvent is recovered by distillation, and then dried to obtain a white blocky solid, which is recrystallized with ethyl acetate to obtain a white powdery ligand 1 product with a structure of The nuclear magnetic analysis data are as follows: 1 H NMR (300MHz, CDCL3): δ=7.25-7.33(m,9H), 7.50(m,3H), 7.63(m,3H), 7.94(m,3H), 8.12(m,3H), 8.55(m ,3H), 13 C-NMR (300MHz, CDCl3): δ=129.7, 121.7, 121.4, 119.8, 115.7, 111.1.

[0043] b) Preparation of Ligand 2:

[0044] 60g purine ( Add 0.5mol) of the compound into 500ml of n-hexane solvent and mix evenly, heat to 65°C, then dropwise add 1000ml of n-hexane solvent cont...

Embodiment 2 2

[0049] Embodiment 2 diisobutylene hydrogen methyl esterification reaction:

[0050] Add 500g diisobutene (4.46mol), 286g methanol (8.93mol), 0.13g (rhodium relative to diisobutene mass fraction is 0.01%) rhodium acetate (Rh content: ≥ 39.0wt%), West Asia reagent ) and 26.3g of Ligand 1 were mixed evenly to obtain a reaction liquid; after the reaction liquid in the reactor was heated up to 100°C, the pressure of carbon monoxide gas was introduced to 12MPa, and the reaction was carried out at constant temperature and pressure for 6 hours. , using Agilent-7820 gas chromatography to analyze the composition of the reaction solution, the results show that the conversion rate of diisobutene is 95.6%, the selectivity of methyl isononanoate is 97.5%, and the methyl isononanoate is 3,5,5-trimethylhexanoate 99.6%. The above reaction solution was distilled to remove unreacted methanol and diisobutylene at the top of the tower, and then 714 g of crude methyl isononanoate was obtained at t...

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Abstract

The invention discloses a hydrogen methyl esterification reaction catalyst and a method for preparing isononanoic acid. The catalyst comprises an active metal and a ligand, and the active metal is a compound containing cobalt and / or rhodium; the structural formula of the ligand is wherein X 1 、X 2 、X 3 The same or different, all are nitrogen-containing heterocyclic groups. The catalyst is suitable for preparing isononanoic acid methyl ester through hydrogen methyl esterification reaction of diisobutene, methanol and carbon monoxide as raw materials, and then further hydrolyzing to obtain isononanoic acid. The catalyst can improve the conversion rate and the selectivity of the target product, and the yield of the isononanoic acid product reaches 92.9%. The process of the method is relatively simple, the raw material cost is low, the safety is high, and the product yield is high, so the method has good application prospects.

Description

technical field [0001] The invention relates to a hydrogen methyl esterification reaction catalyst and a preparation method of isononanoic acid, belonging to the technical field of chemical raw material preparation. Background technique [0002] Isononanoic acid (3,5,5-trimethylhexanoic acid), which has the structure Wide range of uses, can be used as raw materials for synthetic lubricants, pharmaceutical intermediates, metal soaps and metal processing fluids, also suitable for alkyd resin modification, can improve yellowing resistance and impact resistance, and can also be used to produce various isotropic Nonanoic acid ester can be used in the field of cosmetics, and its metal salt can be used for different purposes such as paint drier, vinyl stabilizer, polyvinyl chloride stabilizer and preservative, tire adhesive aid, etc. [0003] Aldehyde oxidation to prepare isononanoic acid is the main production process at present, and isononanal (3,5,5-trimethylhexanal ), and t...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): B01J31/22C07C51/09C07C53/126C07C53/128C07C67/36C07C69/14
CPCB01J31/1845C07C51/09C07C67/36B01J2531/845B01J2531/822C07C53/126C07C53/128C07C69/14
Inventor 刘振峰袁帅曹善健王中华董龙跃黄少峰吕艳红任亚鹏赵聪黎源
Owner WANHUA CHEM GRP CO LTD
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