Method for producing propylene epoxide through propylene epoxidation reaction

An epoxidation reaction, propylene oxide technology, applied in the production of bulk chemicals, chemical instruments and methods, organic chemistry, etc., can solve the problems of undisclosed use of propylene epoxidation, etc., and achieve excellent catalytic performance, low cost, Simple to use effects

Active Publication Date: 2015-05-13
CHINA PETROLEUM & CHEM CORP +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] The technical problem to be solved by the present invention is that the problem of using molybdenum Schiff base complex to catalyze the epoxidation of propylene is not disclosed in the prior art, and a new method for producing propylene oxide by the epoxidation reaction of propylene is provided

Method used

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  • Method for producing propylene epoxide through propylene epoxidation reaction
  • Method for producing propylene epoxide through propylene epoxidation reaction
  • Method for producing propylene epoxide through propylene epoxidation reaction

Examples

Experimental program
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Effect test

Embodiment 1

[0020] Weigh 10 mmol of isoniazid, put it into a round-bottomed flask (50 ml) containing 20 ml of absolute ethanol, heat and stir at 50° C., add 10 mmol of 2-acetylpyridine after the isoniazid is completely dissolved, After stirring for 1 hour, let it stand still. After 7 days, the white needle-like crystals were separated by suction filtration, and washed with a small amount of ethanol to obtain 2-acetylpyridine isonicotinoid hydrazide Schiff base complex.

[0021] Weigh 5mmol of 2-acetylpyridine isonicotinoyl hydrazide Schiff base complex, put it into a round bottom flask (50ml) containing 15ml of absolute ethanol, heat and stir at 75°C, and wait until 2-acetylpyridine isonicotinoyl After the hydrazine is completely dissolved, add 5 millimoles of molybdenum acetylacetonate, stir to form a black powder, continue to heat and stir for 2 hours, filter with suction, wash with ethanol, and dry in vacuum at 40°C to obtain a black powder product. Its structural formula is as follows,...

Embodiment 2

[0024] Weigh 10 mmol of isoniazid, put it into a round-bottomed flask (50 ml) containing 20 ml of pyridine, heat and stir at 50°C, add 10 mmol of 2-acetylpyridine after the isoniazid is completely dissolved, and stir for 1 After 7 days, the white needle-like crystals were separated by suction filtration and washed with a small amount of ethanol to obtain 2-acetylpyridine isonicotinoid hydrazide Schiff base complex.

[0025] Weigh 5mmol of 2-acetylpyridine isoniazid Schiff base complex, put it into a round bottom flask (50ml) containing 15ml of pyridine, heat and stir at 75°C until 2-acetylpyridine isoniazid is completely After dissolving, add 5 millimoles of molybdenum acetylacetonate, stir to have black powder to separate out, continue to heat and stir for 2 hours, suction filtration, vacuum 40 ℃ after washing with pyridine to obtain the product, its structural formula is as follows, its infrared analysis spectrum and figure 1 resemblance.

[0026]

Embodiment 3

[0028] Take tert-butyl hydroperoxide, n-propanol and 2-acetylpyridine isonicotinoid hydrazide molybdenum complex synthesized in [Example 1] and put them into a high-pressure reactor, seal the reactor and start heating and stirring. When the preset 100°C is reached, the high-pressure pump pumps in propylene, and the amount of propylene is determined by the pumped volume. Reaction timing, after reaching 2 hours, take off the reactor, cool to 10-15°C with ice water, and take the liquid phase into a frozen sampler. Continue to freeze the sampler at minus 20°C for 30 minutes, then unscrew the air valve, slowly release the propylene in the sampler, open the sampler, quickly transfer the remaining liquid to the chromatographic sampling bottle, seal it, and perform chromatographic analysis.

[0029] Reaction conditions: reaction temperature 100°C, reaction time 2 hours, rotating speed 540rpm, tert-butyl hydroperoxide (TBHP) addition 70 millimoles, n-propanol addition 50 millimoles, ca...

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Abstract

The invention relates to a method for producing propylene epoxide through propylene epoxidation reaction, which mainly solves the problem that methods for catalyzing epoxidation of styrene by adopting a molybdenum Schiff alkali compound are undisclosed in the previous literatures. According to the method, tert-butyl hydroperoxide and propylene are taken as raw materials and are in contact with a catalyst for 1-12 hours to generate propylene epoxide in the presence of a solvent under the conditions that the reaction temperature is 40-120 DEG C, the reaction pressure is 0.5-5 Mpa and the molar ratio of the tert-butyl hydroperoxide to the propylene is 1:(1-10), wherein the catalyst is a 2-acetylpyridine isonicotinic acid hydrazide molybdenum complex, the chemical structural formula of the 2-acetylpyridine isonicotinic acid hydrazide molybdenum complex is shown in the specification, and the technical scheme that R1 is selected from -OHR2 or R2 is CnH2n+1, and n is 2-10 better solves the problem. The method can be applied to the industrial production of propylene epoxide prepared through propylene epoxidation reaction.

Description

technical field [0001] The invention relates to a method for producing propylene oxide by propylene epoxidation reaction. Background technique [0002] Schiff base refers to a class of organic compounds containing imine or azimine characteristic groups (-RC=N-), which are formed by condensation of carbonyl and amino groups of aldehydes and ketones under certain conditions. Due to the hyperconjugation between the C=N bond and the benzene ring, such compounds are generally relatively stable. The benzene ring contains Schiff bases with coordination functional groups such as -OH and -N. The intramolecular hydrogen bonding makes it have a rigid structure, and it is very easy to form complexes with high-valent metals as multi-dentate ligands. Therefore, Schiff bases occupy an important position in coordination chemistry. [0003] Schiff bases are an important class of organic synthesis reagents and intermediates. Schiff base compounds and their metal complexes have important ap...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D303/04C07D301/19B01J31/22C07F11/00
CPCY02P20/52
Inventor 高焕新王戈金国杰宋纪元陶乔杨穆谭丽
Owner CHINA PETROLEUM & CHEM CORP
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