Method for preparing epsilon-caprolactone by virtue of catalytic oxidation of cyclohexanone

A technology for catalytic oxidation and cyclohexanone, applied in the direction of organic chemistry, can solve the problems of difficult recycling of catalysts, poor yield and selectivity of ε-caprolactone, low catalyst activity, etc., and achieve a mild, easy-to-control and safe reaction process High performance and simple preparation

Inactive Publication Date: 2011-10-12
HUNAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The synthetic methods of ε-caprolactone reported in the current literature also include the use of peroxyacid oxidation, low-concentration H 2 o 2 , O 2 /air etc. are oxidants to oxidize cyclohexanone to synth

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0023] Add 1,730 grams of 30 wt% hydrogen peroxide and 25 grams of lanthanum oxide in sequence in a three-necked glass bottle, cool the mixed solution to about 5-20°C, add 1,196 grams of acetic anhydride, and stir the resulting peroxide at 5-20°C for 1 hour. Oxyacetic acid and 1000 g of cyclohexanone were mixed, reacted at 60° C. for 4 hours, and then separated to obtain 685 g of ε-caprolactone.

Embodiment 2

[0025] Add 1000 grams of 30wt% hydrogen peroxide and 10 grams of bismuth oxide in sequence in a three-necked glass bottle, cool the mixed solution to about 5-20°C, add 2190 grams of propionic anhydride, and stir the resulting peroxide at 5-20°C for 3 hours. Oxypropionic acid and 1000 g of cyclohexanone were mixed, reacted at 50° C. for 4 hours, and then separated to obtain 600 g of ε-caprolactone.

Embodiment 3

[0027] Add 3500 grams of 30wt% hydrogen peroxide and 100 grams of tin oxide in sequence in a three-necked glass bottle, cool the mixed solution to about 5-20°C, add 2400 grams of butyric anhydride, stir at 5-20°C for 3 hours, and remove the resulting over Oxybutyric acid and 1000 grams of cyclohexanone were mixed, reacted at 50° C. for 4 hours, and then obtained 750 grams of ε-caprolactone through separation.

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Abstract

The invention relates to a method for preparing epsilon-caprolactone by virtue of catalytic oxidation of cyclohexanone. The method comprises the following steps: S1, according to the use amount determined in advance, adding a raw material (anhydride) into a reaction container filled with a raw material (aqueous hydrogen peroxide solution) and a catalyst, and controlling the temperature of a reaction system at 5-20 DEG C so as to prepare organic peracid; and S2, adding the generated organic peracid into the cyclohexanone, evenly mixing, controlling the temperature of the reaction system at 30-100 DEG C, continuously reacting for 1-15 hours, cooling and separating after reaction is finished so as to obtain the finished epsilon-caprolactone. According to the method, in the catalytic oxidation process, the selectivity of the catalyst and the yield of the epsilon-caprolactone are still improved even though water exists in the reaction system; in the reaction process, the water in the reaction system dose not need to be removed, thus the reaction condition is reduced so that the reaction process is mild and is easy to control; the reaction is high in safety and environmentally-friendly while the high yield and selectivity can be achieved, and the used catalyst is cheap and available, is easy to prepare, has no halogen elements and is high in stability.

Description

【Technical field】 [0001] The invention relates to the field of industrial catalysis in the petrochemical industry, in particular to a method for preparing ε-caprolactone by catalytic oxidation of cyclohexanone. 【Background technique】 [0002] ε-caprolactone is an important organic synthesis intermediate, mainly used for the synthesis of poly ε-caprolactone and copolymerization or blending modification with other esters; ε-caprolactone can also be used as a strong solvent, It can dissolve many polymer resins, and has good solubility for some insoluble resins, such as it can dissolve chlorinated polyolefin resins and "ESTANE" polyurethane resins. Among them, polyε-caprolactone (PCL) is a linear aliphatic polyester obtained by ring-opening polymerization of ε-caprolactone (CL). [0003] The synthesis of ε-caprolactone has difficulties in raw material quality, production safety and product stability, etc., so its synthesis technology is very difficult. At present, only a few co...

Claims

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Application Information

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IPC IPC(8): C07D313/04
Inventor 尹双凤南爱斌陈浪韦玉丹张树国罗胜联
Owner HUNAN UNIV
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