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Preparation method of 2,2-dimethyl-3-hydroxypropanal and application thereof in preparation of neopentyl glycol

A technology of hydroxypivalaldehyde and neopentyl glycol, which is applied in the preparation of hydroxyl compounds, the preparation of organic compounds, and the preparation of carbon monoxide reaction, etc., can solve the problem of untreated neopentyl glycol acetal compounds, NPG yield loss, influence NPG yield and other issues, to achieve the effect of effective control of raw material costs, suppression of side reactions, and cost savings of wastewater treatment

Active Publication Date: 2018-05-11
WANHUA CHEM GRP CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0013] CN201210227352.1 prepares a copper-based catalyst containing rhenium, zinc, titanium, zirconium and hafnium to promote hydrogenation raw materials containing hydroxypivalic acid neopentyl glycol monoester, and the obtained reaction product still contains hydroxypivalic acid Neopentyl glycol monoester is not decomposed, which affects the yield of NPG, and neopentyl glycol acetals are not treated
[0014] In summary, in the prior art, neopentyl glycol acetal compounds cannot be converted into NPG, and hydroxypivalic acid neopentyl glycol monoester cannot be completely hydrogenated into NPG, while hydroxypivalic acid neopentyl glycol The hydrogenation of monoester is more difficult than that of HPA. Although the catalyst has been improved to a certain extent, in the case of reducing the processing capacity of the catalyst, there are still residual hydroxypivalic acid neopentyl glycol monoesters in the hydrogenation product, resulting in NPG production. Yield loss, unable to increase yield

Method used

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  • Preparation method of 2,2-dimethyl-3-hydroxypropanal and application thereof in preparation of neopentyl glycol

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0040] Preparation of HPA

[0041] Add 1kg of isobutylene oxide, 0.05g of rhodium octoate and 0.1g of boron trifluoride into a 2L pressure-resistant stirred reactor under a nitrogen atmosphere, raise the temperature to 50°C and stir for 0.5h under a nitrogen atmosphere, at this time the catalyst has completely dissolved . After the temperature of the reaction solution in the reactor was raised to 90°C, H 2 : CO molar ratio of 1:1 synthesis gas to the relative pressure of the reactor is 10MPa, when the pressure in the reactor drops, the synthesis gas is added to the system pressure of 10MPa, the temperature and pressure in the reactor are kept constant, and the gas chromatography is sampled after 6 hours of reaction Analysis showed that the conversion rate of isobutylene oxide was 99.2%, the selectivity of HPA was 91%, and the reaction was finished. After the reactor was depressurized to normal pressure, the obtained reaction solution was distilled under normal pressure, and ...

Embodiment 2

[0045] Preparation of HPA

[0046] Add 1kg of isobutane oxide, 0.5g of rhodium carbonyl and 5g of butyl titanate into a 2L pressure-resistant stirred reactor under a nitrogen atmosphere, raise the temperature to 20°C and stir for 1.5h under a nitrogen atmosphere, at which point the catalyst has completely dissolved. After the temperature of the reaction solution in the reactor was raised to 150°C, H 2 : The relative pressure of synthesis gas with CO molar ratio 1:1 to the reactor is 7MPa. When the pressure in the reactor drops, the synthesis gas is added to the system pressure of 7MPa, and the temperature and pressure in the reactor are kept constant. After 4 hours of reaction, gas chromatography is taken Analysis showed that the conversion rate of isobutylene oxide was 99.4%, the selectivity of HPA was 92%, and the reaction was finished. After the reactor was depressurized to normal pressure, the obtained reaction liquid was distilled under normal pressure, and the fraction ...

Embodiment 3

[0050] Preparation of HPA

[0051] Add 1 kg of isobutylene oxide, 10 g of cobalt carbonyl and 1 g of lanthanum trifluoromethanesulfonate to a 2L pressure-resistant stirred reactor under a nitrogen atmosphere, raise the temperature to 40°C and stir for 1 hour under a relative pressure of 0.5 MPa in a nitrogen atmosphere, and the catalyst All dissolved. After the temperature of the reaction solution in the reactor was raised to 70°C, H 2 : CO molar ratio of 1:1 synthesis gas to the relative pressure of the reactor is 20MPa, when the pressure in the reactor drops, the synthesis gas is added to the system pressure of 20MPa, the temperature and pressure in the reactor are kept constant, and the gas chromatography is sampled after 6 hours of reaction Analysis showed that the conversion rate of isobutylene oxide was 96%, the selectivity of HPA was 97.6%, and the reaction was finished. After the reactor was depressurized to normal pressure, the obtained reaction liquid was distilled...

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Abstract

The invention provides a preparation method of 2,2-dimethyl-3-hydroxypropanal and application thereof in preparation of neopentyl glycol. The 2,2-dimethyl-3-hydroxypropanal is prepared from an epoxy compound by a hydroformylation method. The method has the advantages of good atom economy, low raw material cost, no wastewater generation, and high yield. The invention also provides the application of the 2,2-dimethyl-3-hydroxypropanal in preparation of the neopentyl glycol. The application method circumvents the disadvantages of the conventional methods in the prior art, the reaction system is simple, and the industrial application prospect is excellent.

Description

technical field [0001] The invention relates to a preparation method of hydroxypivalaldehyde and its application in the preparation of neopentyl glycol. Background technique [0002] Hydroxypivalaldehyde (commonly known as hydroxypivalaldehyde, IUPAC named 2,2-dimethyl-3-hydroxypropanal, 2,2-dimethyl-3-hydroxypropanal, referred to as HPA), its structure is It is an intermediate product in the synthesis of 2,2-dimethyl-1,3-propanediol. [0003] The preparation of HPA by condensation method is a current production process: under the catalysis of inorganic base or organic tertiary amine, formaldehyde and isobutyraldehyde undergo condensation reaction to obtain HPA. At present, the industry usually uses formaldehyde solution and isobutyraldehyde as raw materials, and uses caustic soda or triethylamine as a catalyst to synthesize HPA. When the sodium hydroxide aqueous solution with a concentration of 30-40wt.% is used as the catalyst, the condensation yield is 80-85%; when tri...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C29/141C07C31/20C07C45/50C07C47/19
CPCC07C29/141C07C45/50C07C31/20C07C47/19
Inventor 董龙跃袁帅刘振峰王中华黄少峰王宇昂吕艳红鲍元野黎源
Owner WANHUA CHEM GRP CO LTD
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