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Method for preparing 2,5-norbornadiene from dicyclo pentadiene

A technology of dicyclopentadiene and norbornol, which is applied in the directions of isomerization to hydrocarbon production, organic chemistry, etc., can solve the problems of high production cost and low yield, and achieve the effect of improving yield

Inactive Publication Date: 2005-02-16
SINOPEC SHANGHAI PETROCHEMICAL CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The main disadvantage of this existing 2,5-norbornadiene preparation method is that the yield is low, generally 3.7-25.0%, thus resulting in higher production costs

Method used

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  • Method for preparing 2,5-norbornadiene from dicyclo pentadiene
  • Method for preparing 2,5-norbornadiene from dicyclo pentadiene

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1～9

[0016] A stirring device and a cooling coil were installed in a 2-liter autoclave, an electric heating device was installed outside the autoclave, and a tubular gas distributor was installed at the bottom of the autoclave. First, the required amount of dicyclopentadiene is dissolved in the required amount of solvent acetone, and the solvent material in which the dicyclopentadiene is dissolved is pumped into the autoclave. After the air in the kettle was replaced with nitrogen three times, the acetylene was slowly passed into the solvent through a tubular gas distributor, and the required feeding amount of acetylene was controlled by a subtractive weighing method. Start stirring and heat up to the required reaction temperature for reaction. After 3 to 7 hours of reaction, cool the kettle down to room temperature with cooling water to stop the reaction.

[0017] After the reaction, the reaction materials are moved into a rectification tower with 15 theoretical plates, and rectif...

Embodiment 10

[0019] The solvent was changed to dimethyl sulfoxide, and the rest were the same as in Examples 1-9.

[0020] The specific reaction conditions of each embodiment are shown in Table 1, and the reaction results are shown in Table 2.

[0021] temperature reflex

[0022] Dicyclopentadiene

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Abstract

The manufacturing method of 2, 5-norbornadiene from the dicyclopentadiene includes the following steps: resolve the dicyclopentadiene and ethine into the organic solvent for reaction, rectify the reaction product and get the turnoff of 2, 5-norbornadiene. The reaction is carried out in the airtight system; the organic solvent is chosen from one of the dimethyl sulphoxide and acetone; the mol ratio of the lowering of charge, ethine and dicyclopentadiene, is (1.0 to 3.0):1; the weight ratio of the solvent and dicyclopentadiene is (1.0 to 2.5):1; the temperature is between 170deg.C and 230deg.C and the reaction time is between 3 hours and 7 hours. The optional solvent is the acetone and the optional purity of the dicyclopentadiene is over 78%. The yield of the target product is increased to 45%. The solvent not only is inert to the materials and turnoff but also has large difference in the boiling points with the material and turnoff, which makes them easy to be separated. The purity of the turnoff, 2, 5-norbornadiene, is above 99%.

Description

technical field [0001] The invention relates to a method for preparing 2,5-norbornadiene from dicyclopentadiene and acetylene. Background technique [0002] The combination of 2,5-norbornadiene and ethylene biosynthesis inhibitor can be made into a fresh-keeping agent with excellent performance, which has a good fresh-keeping effect on flowers, fruits and vegetables. Another important use of 2,5-norbornadiene is for light energy storage, through the mutual isomerization reaction between it and its isomers, it will absorb and release 69KJ / mol of light energy. In addition, 2,5-norbornadiene can also be applied to various olefin polymerization stereostructure regulators and ligands of noble metal catalysts, and 2,5-norbornadiene is also a high-energy fuel after full hydrogenation. [0003] In the prior art, 2,5-norbornadiene is usually obtained by the Diels-Alder reaction of cyclopentadiene and acetylene. Since cyclopentadiene is very easy to self-polymerize, dicyclopentadiene...

Claims

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Application Information

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IPC IPC(8): C07C5/23C07C13/39
Inventor 徐泽辉叶军明曹强
Owner SINOPEC SHANGHAI PETROCHEMICAL CO LTD
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