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Olefin epoxidation method

An epoxidation and olefin technology, applied in organic chemistry and other directions, can solve the problems of high hydrogen peroxide conversion, inability to balance, and prolong product selectivity, so as to reduce costs, meet large-scale industrial production, and prolong single-pass reaction time. Effect

Active Publication Date: 2021-01-12
CHINA PETROLEUM & CHEM CORP +2
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] The purpose of the present invention is to overcome the epoxidation reaction of olefins existing in the prior art and cannot take into account high hydrogen peroxide conversion rate, product selectivity and prolonged catalyst Shortcoming of one-way reaction time, provide a kind of epoxidation method of alkenes

Method used

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Experimental program
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Embodiment approach

[0029] According to a preferred embodiment of the present invention, the feed mass hourly space velocity of the hydrogen peroxide is 0.05-0.3h -1 , preferably, the feed mass hourly space velocity of the hydrogen peroxide is from 0.05-0.15h -1 Increase to 0.1-0.3h -1 ; Further preferably, the feed mass hourly space velocity of the hydrogen peroxide is from 0.08-0.13h -1 Increase to 0.12-0.2h -1 .

[0030] The hydrogen peroxide can be a pure product, but it is preferably an aqueous solution of hydrogen peroxide from the viewpoint of economy and safety, and the mass percentage of hydrogen peroxide can be selected from 5%-90%, preferably 20%-60% %, such as 27.5%, 30%.

[0031] The method provided by the present invention is applicable to the epoxidation of various olefins, for example, the olefins may be selected from at least one of propylene, 3-chloropropene, 1-butene, 1-pentene and 1-hexene. Correspondingly, the epoxy olefin is selected from at least one of propylene oxide...

Embodiment 1

[0063] The shaped titanium-silicon molecular sieve catalyst is produced by Sinopec Catalyst Company according to the preparation method disclosed in Example 3 of CN201010184391.9, and the mass content of TS-1 in the shaped titanium-silicon molecular sieve catalyst is 60%. Carry out the epoxidation reaction of 3-chloropropene and hydrogen peroxide in a pilot-scale jacketed tubular fixed-bed reactor (catalyst bed height of 7.6 meters and a diameter of 24 millimeters) with an aspect ratio of 316.7, and the reaction feed In the process, the addition of ammonia is 0.036% of the mass of 3-chloropropene, and the mass content of hydrogen peroxide is 30.0%; the temperature of the liquid heat transfer medium water introduced in the reactor jacket is gradually increased from 35°C to 60°C, And the heating rate of water is gradually reduced from 0.0417°C / hour to 0.0083°C / hour, the flow rate of water is gradually increased from 0.15m / s to 0.5m / s, and the mass hourly space velocity of hydroge...

Embodiment 2

[0068] Adopt the same method as Example 1 to carry out the epoxidation reaction of 3-chloropropene and hydrogen peroxide, the difference is that in the pilot scale jacketed tubular fixed-bed reactor (catalyst bed height of 253.3) Carry out the epoxidation reaction of 3-chloropropene and hydrogen peroxide in 7.6 meters, diameter is 30 millimeters), the mass content of hydrogen peroxide is 27.5%; Gradually decrease from 0.0667°C / hour to 0.010°C / hour, the flow rate of water gradually increases from 0.2m / s to 1.0m / s, and the mass hourly space velocity of hydrogen peroxide feeds from 0.112h -1 Gradually increase to 0.141h -1 , and the results of the epoxidation reaction are shown in Table 2.

[0069] Table 2

[0070] Reaction time / h X HPO / ％

[0071] Note: The average value of 1292h refers to the X of 216 sampling data between 1292h HPO and S ECH average of.

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Abstract

The invention relates to the field of olefin oxidation, and discloses an olefin epoxidation method, which comprises the following steps: contacting a liquid mixture containing olefin, hydrogen peroxide, a solvent and an alkaline additive with a titanium silicalite molecular sieve catalyst in a reactor with a height-diameter ratio of 100-1000, and carrying out an epoxidation reaction on the olefinto generate epoxidized olefin, wherein a liquid heat-conducting medium with the average flow rate of 0.01-2 m / s is introduced into a jacket of the reactor, the temperature of the liquid heat-conducting medium is increased from 20-50 DEG C to 55-85 DEG C, and the temperature rise rate of the liquid heat-conducting medium is 0.001- 0.2 DEG C / h. By adopting the method, the one-way reaction time of the catalyst can be greatly prolonged, and high hydrogen peroxide conversion rate and product selectivity can be maintained.

Description

technical field [0001] The invention relates to the field of olefin oxidation, in particular to an epoxidation method for olefins. Background technique [0002] Epichlorohydrin (Epichlorohydrin, abbreviated as ECH), also known as 1-chloro-2,3-epoxypropane, commonly known as epichlorohydrin. There are epoxy groups and active chlorine in the ECH molecule, which is chemically active. The epoxy resin made from ECH has the characteristics of strong adhesion, corrosion resistance to chemical media, low shrinkage, good chemical stability, and high impact strength. [0003] CN101747296B discloses a kind of production method of epichlorohydrin, the method comprises in the presence of titanium silicon molecular sieve catalyst, basic additive and solvent, 3-chloropropene and hydrogen peroxide are contacted, 3-chloropropene and hydrogen peroxide The contacting temperature is raised from 10-55°C to 65-100°C, and the heating rate is 0.02-1°C / hour. The titanium-silicon molecular sieve c...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D301/12C07D303/08
CPCC07D301/12C07D303/08
Inventor 张永强汤文红范瑛琦杜泽学刘易陈艳凤刘利王皓王新龙
Owner CHINA PETROLEUM & CHEM CORP
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