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Method for synthesis epoxy cyclohexane with titanium molecular sieve catalysis

A technology of titanium-silicon molecular sieve and epoxycyclohexane, which is applied in chemical recovery, organic chemistry, etc., can solve the problems of low yield of epoxycyclohexane, catalyst loss and denaturation, and insufficient production, and achieve simple reaction process , high selectivity, and the effect of meeting the requirements of technology and economy

Inactive Publication Date: 2009-01-14
YUEYANG CHANGDE CHEM IND
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

This method of recovering cyclohexane oxide as a by-product is not producing enough to meet the increasing demand
However, the yield of cyclohexene epoxy synthesized by the traditional chlorohydrin method is low, and there are problems such as serious equipment corrosion and serious environmental pollution.
CN 1401640A adopts a method for preparing epoxycyclohexane by reaction-controlled phase-transfer catalytic epoxidation. The method is environmentally friendly and has high selectivity, but the conversion between homogeneous and multi-phase expensive catalysts in this method is subject to many factors It seems difficult to control; and there are also defects of catalyst loss and denaturation

Method used

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  • Method for synthesis epoxy cyclohexane with titanium molecular sieve catalysis
  • Method for synthesis epoxy cyclohexane with titanium molecular sieve catalysis

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0013] Take 1.0 mol of cyclohexene, 200 ml of methanol and 5.0 g of TS-1 molecular sieve (with a particle size of 0.02 μm to 0.1 μm), and add 0.7 mol of 10% hydrogen peroxide aqueous solution (w / w) dropwise at 35° C. After the dropwise addition, the reaction was carried out at the same temperature for another 3 hours, the conversion rate of cyclohexene was 64.0%, the utilization rate of hydrogen peroxide was 91%, and the selectivity of epoxycyclohexane was 92.6%. Methanol, unreacted cyclohexene and product epoxycyclohexane with a content of 99.7% are obtained by rectification. The methanol and cyclohexene and the unsteamed catalyst are used for the next reaction.

Embodiment 2

[0015] Take 1.5 mol of cyclohexene, 500 ml of acetonitrile and 4.0 g of TS-1 molecular sieve (with a particle size of 0.1 μm to 0.8 μm), and add 0.75 mol of 35% aqueous hydrogen peroxide (w / w) dropwise at 70° C. After the dropwise addition, another reaction was performed at the same temperature for 1 hour, the conversion rate of cyclohexene was 47.5%, the utilization rate of hydrogen peroxide was 95%, and the selectivity of epoxycyclohexane was 89.7%. Through filtration, 3.9g of the catalyst on filter paper were dried; the filtrate obtained acetonitrile and unreacted cyclohexene and product epoxycyclohexane with a content of 99.5% by rectification. The acetonitrile and cyclohexene and the recovered catalyst are used for the next reaction.

Embodiment 3

[0017] Take 1.5 mol of cyclohexene, 500 ml of ethyl acetate and 4.0 g of TS-1 molecular sieve, and add 0.75 mol of 35% aqueous hydrogen peroxide solution (w / w) dropwise at 70°C. After the dropwise addition, the reaction was carried out at the same temperature for another hour, the conversion rate of cyclohexene was 48.0%, the utilization rate of hydrogen peroxide was 96%, and the selectivity of epoxycyclohexane was 87.0%. Through filtration, 3.9 g of the catalyst on filter paper were dried; the filtrate was obtained through rectification to obtain ethyl acetate, unreacted cyclohexene and product epoxycyclohexane with a content of 99.5%. Ethyl acetate and cyclohexene and the recovered catalyst are used for the next reaction.

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Abstract

The invention relates to a method for using a titanium silicate molecular sieve to catalytically synthesize cyclohexene oxide, which is characterized in that: cyclohexene and peroxide are taken as raw materials, the titanium silicate molecular sieve serves as a catalyst for catalysis and epoxidation, and the cyclohexene oxide is generated through the reaction with high selectivity; and the catalyst and a solvent used in the reaction can be recycled. The method has advantages of low production cost, environmental friendship and reasonable preparing route, and is suitable for the industrialized production of cyclohexene oxide.

Description

technical field [0001] The invention relates to catalyzing epoxidation reaction with titanium silicon molecular sieve, in particular to a method for catalytically synthesizing epoxycyclohexane with titanium silicon molecular sieve. Background technique [0002] Cyclohexane oxide is an important fine chemical intermediate. It can be used directly as a reactive diluent for epoxy resins, and can also be used to synthesize compounds such as cyclohexanediol, aminocyclohexanol, and adipaldehyde; it is also an important intermediate for the high-efficiency and low-toxicity pesticide cetate and some medicines. With the continuous development and utilization of epoxycyclohexane, its demand is also increasing rapidly. [0003] At present, there are methods for recovering a small amount of epoxycyclohexane from the by-products of the process of producing cyclohexanone and cyclohexanol from cyclohexane oxidation at home and abroad. Such as JP / 1975 / 95248 adopts alkali method to remove ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D301/12C07D303/04
CPCY02P20/584
Inventor 蒋卫和屈铠甲袁年武郑宏翠何双林何嘉勇肖海军高林辉夏立锋
Owner YUEYANG CHANGDE CHEM IND
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