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Preparation method of styrene oxide

A technology of ethylene oxide and styrene, applied in chemical instruments and methods, physical/chemical process catalysts, organic compound/hydride/coordination complex catalysts, etc. problems, to achieve high reactivity, simplify the process flow, reduce the effect of the reaction temperature

Active Publication Date: 2021-06-08
WANHUA CHEM GRP CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

The catalyst used in the present invention has the advantages of both homogeneous and heterogeneous catalysts, helps to solve the problems of low catalytic activity and difficult recovery of the catalyst, and meets the requirements of environmental friendliness

Method used

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  • Preparation method of styrene oxide
  • Preparation method of styrene oxide
  • Preparation method of styrene oxide

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0039]1) Preparation of modified molybdenum lactate catalyst: Dissolve 25.8g (0.2mol) n-octylamine in 103.9g (120ml) toluene, then add 14.3g (0.1mol) dichloroethyl ether, reflux at 75°C for 5h; in the above solution Add 18g (0.2mol) of lactic acid and 0.33g (1.9mmol) of p-toluenesulfonic acid, continue to react at 110°C for 12h, and filter while hot; The molybdenum oxide was continuously reacted at 200° C. for 24 hours, and the modified molybdenum lactate catalyst was obtained by filtration, and the molybdenum content was 3.2 wt % as measured by ICP.

[0040] 2) Synthesis of styrene oxide: Dissolve 31.2g (0.3mol) styrene in 259.8g (300ml) toluene, add 0.035g (12umol) modified molybdenum lactate catalyst, heat up to 70°C under stirring, and continuously add 11.3 g (0.1mol) 30% hydrogen peroxide aqueous solution, continue to maintain the temperature after the addition, and take samples at intervals during the heat preservation process for GC analysis. After 6 hours of normal pre...

Embodiment 2

[0042] The fresh molybdenum lactate catalyst is replaced by a reclaimed catalyst, and other reaction conditions are the same as in Example 1, and the reaction results are as follows.

[0043]

Embodiment 3

[0045] 1) Preparation of modified molybdenum lactate catalyst: Dissolve 55.6g (0.3mol) dodecylamine in 433g (500ml) toluene, then add 14.3g (0.1mol) dichloroethyl ether, reflux at 90°C for 8h; add 19.8g (0.22mol) of lactic acid and 2.8g (16mmol) of p-toluenesulfonic acid, continued to react at 130°C for 16h, filtered while hot; the filter cake was added to 129.9g (150ml) of toluene, and 1.7g (0.012mol) of trioxide The molybdenum was continuously reacted at 220°C for 36 hours, and the modified molybdenum lactate catalyst was obtained by filtration, and the molybdenum content was 2.6wt% as measured by ICP.

[0046] 2) Synthesis of styrene oxide: Dissolve 12.5g (0.12mol) styrene in 103.9g (120ml) toluene, add 0.065g (18umol) modified molybdenum lactate catalyst, heat up to 60°C under stirring, and continuously add 11.3 g (0.1mol) 30% hydrogen peroxide aqueous solution, continue to maintain the temperature after the addition, and take samples at intervals during the heat preservat...

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Abstract

The invention discloses a preparation method of styrene oxide. According to the invention, styrene is used as a raw material, peroxide is used as an oxidizing agent, and the styrene oxide is obtained by direct oxidation of styrene and peroxide under the catalysis of modified molybdenum lactate. According to the method disclosed by the invention, styrene epoxidation is catalyzed by the modified molybdenum lactate with an amphoteric phase transfer characteristic, so high conversion rate of the oxidizing agent is realized, and styrene oxide is generated with high selectivity; and meanwhile, the modified molybdenum lactate catalyst can be recycled, so the requirement for environmental protection is met.

Description

technical field [0001] The invention belongs to the field of organic synthesis, and in particular relates to a method for preparing styrene oxide by catalytic epoxidation of styrene. Background technique [0002] Styrene oxide, also known as styrene oxide, is an important intermediate in organic synthesis, widely used in fine chemical synthesis, pharmaceuticals, dyes, spices, pesticides and other industries. For example, β-phenylethanol produced by hydrogenation of styrene oxide is the main component of rose oil, clove oil and neroli oil, and is widely used in the preparation of food, tobacco, soap and cosmetic essence. In recent years, the demand for styrene oxide in the market has been increasing day by day, presenting a situation in which the supply exceeds the demand. [0003] The synthesis methods of styrene oxide mainly include haloalcohol method, peroxyacid oxidation method, direct oxidation method and so on. [0004] At present, the main process of styrene oxide is...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D301/12C07D303/04B01J31/04
CPCC07D301/12C07D303/04B01J31/04B01J2231/72Y02P20/584
Inventor 王漭牟通赵晶李俊平杜旺明黎源
Owner WANHUA CHEM GRP CO LTD
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