Method for catalytic oxidation preparation of lactone from cycloalkane

A catalytic oxidation, naphthenic technology, applied in chemical instruments and methods, molecular sieve catalysts, physical/chemical process catalysts, etc., can solve problems such as difficulty in generating lactones, achieve high effective utilization, good activity stability, process Simplified effect

Active Publication Date: 2013-11-06
CHINA PETROLEUM & CHEM CORP +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0009] However, purely using titanium silicon molecular sieve as a catalyst and hydrogen peroxide as an oxidant, the product of cycloalkane oxidation reaction is only cyclic ketone (alcohol), and it is difficult to generate lactone

Method used

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  • Method for catalytic oxidation preparation of lactone from cycloalkane
  • Method for catalytic oxidation preparation of lactone from cycloalkane
  • Method for catalytic oxidation preparation of lactone from cycloalkane

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0043] Cyclohexane, hydrogen peroxide, solvent and catalyst (the mass ratio of zinc oxide and titanium silicon molecular sieve is 1, the Zn / Ti molar ratio is 5, and the Si / Ti molar ratio is 56) according to the molar ratio of cycloalkane and hydrogen peroxide 1:2, the mass ratio of solvent methanol to catalyst is 20, the mass ratio of naphthene to catalyst is 50, and the reaction is carried out at a temperature of 30° C. and a pressure of 1.5 MPa.

[0044] The results of the reaction for 2 hours are as follows: the conversion rate of cycloalkane is 18%; the effective utilization rate of hydrogen peroxide is 32%; the selectivity of lactone is 61%.

[0045] The results of the reaction for 12 hours are as follows: the conversion rate of cycloalkane is 17%; the effective utilization rate of hydrogen peroxide is 31%; the selectivity of lactone is 52%.

Embodiment 2

[0047] Cyclohexane, hydrogen peroxide, solvent and catalyst (mass ratio of zinc hydroxide and titanium silicon molecular sieve 0.2, Zn / Ti molar ratio is 15, Si / Ti molar ratio is 26) according to the molar ratio of cycloalkane and hydrogen peroxide The ratio is 1:5, the mass ratio of the solvent acetone to the catalyst is 50, the mass ratio of naphthene to the catalyst is 75, and the reaction is carried out at a temperature of 60° C. and a pressure of 2.5 MPa.

[0048] The results of the reaction for 2 hours are as follows: the conversion rate of naphthene is 39%; the effective utilization rate of hydrogen peroxide is 35%; the selectivity of lactone is 51%.

[0049] The results of the reaction for 12 hours are as follows: the conversion rate of cycloalkane is 37%; the effective utilization rate of hydrogen peroxide is 33%; the selectivity of lactone is 48%.

Embodiment 3

[0051] Cyclopentane, hydrogen peroxide, solvent and catalyst (the mass ratio of zinc iodide and titanium silicon molecular sieve is 5, the Zn / Ti molar ratio is 2, and the Si / Ti molar ratio is 38) according to the molar ratio of cycloalkane and hydrogen peroxide The ratio is 2:13, the mass ratio of solvent acetonitrile to catalyst is 80, the mass ratio of naphthene to catalyst is 100, and the reaction is carried out at a temperature of 50° C. and a pressure of 1.0 MPa.

[0052] The results of the reaction for 2 hours are as follows: the conversion rate of cycloalkane is 41%; the effective utilization rate of hydrogen peroxide is 40%; the selectivity of lactone is 54%.

[0053] The results of reaction for 12 hours are as follows: the conversion rate of naphthene is 38%; the effective utilization rate of hydrogen peroxide is 32%; the selectivity of lactone is 50%.

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Abstract

The invention discloses a method for catalytic oxidation preparation of lactone from cycloalkane, under the condition that the temperature is 0-180 DEG C and the pressure is 0.1-3 MPa, cycloalkane, an oxidant hydrogen peroxide, a solvent and a catalyst are reacted according to a mol ratio of 1:1-20 of cycloalkane to oxidant and a mass ratio of 0-100:1 of solvent to catalyst, the product is separated to obtain lactone, unreacted cycloalkane and intermediate by-product cyclitol and cyclic ketone are circularly used, wherein the catalyst is a composite composed of a zinc-containing compound and titanium silicon molecular sieve, the mass ratio of zinc-containing compound to titanium silicon molecular sieve in the composite is 0.01-10, the ratio of mol ratio of zinc in the zinc-containing compound to the mol ratio of titanium in the titanium silicon molecular sieve is 0.05-50, the mol ratio of silicon to titanium in titanium silicon molecular sieve is 5-250. The method has high catalytic oxidation activity and selectivity, especially has good catalytic activity stability. According to the method, no inhibitor or initiator is required and no special production equipment requirement is provided, the production process is simple which is beneficial to industrial production and application.

Description

technical field [0001] The invention relates to a method for preparing lactone by catalyzing the oxidation of cycloalkane, and more particularly relates to a method for preparing lactone by catalytic oxidation of cycloalkane by using the composition of zinc-containing compound and titanium-silicon molecular sieve as a catalyst. Background technique [0002] Lactone is an important organic synthesis intermediate compound, such as ε-caprolactone, which can generate dimer or polymer polyester when heated, and can be depolymerized by heating under certain conditions. ε-caprolactone is mainly used in the production of polycaprolactone, ε-caprolactam, adhesives, elastomers, etc. Lactone can also be used as a strong solvent, which has good solubility for some insoluble resins, such as polyurethane resin. In addition, lactone is also an important raw material for the production of degradable plastics. Its biocompatibility, non-toxicity, biodegradability and good drug penetration ma...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D313/04C07D309/30B01J29/89
Inventor 史春风邹飞艳林民朱斌汝迎春
Owner CHINA PETROLEUM & CHEM CORP
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