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Method for synthesizing ethylidene norbornene by virtue of multi-lateral-line pressure-variable tubular reactor

A technology of ethylidene norbornene and tubular reactor, which is applied in the direction of isomerization hydrocarbon production, organic chemistry, etc., can solve the problems of many side reactions, improve safety and synthesis efficiency, facilitate sealing, and avoid reaction hot spots the effect of

Active Publication Date: 2015-07-01
ZHEJIANG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The selectivity of vinyl norbornene is only 25.91-36.28%, and there are many side reactions, especially polymer by-products have not been mentioned

Method used

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  • Method for synthesizing ethylidene norbornene by virtue of multi-lateral-line pressure-variable tubular reactor
  • Method for synthesizing ethylidene norbornene by virtue of multi-lateral-line pressure-variable tubular reactor
  • Method for synthesizing ethylidene norbornene by virtue of multi-lateral-line pressure-variable tubular reactor

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0044] A cyclopentadiene toluene solution with a mass fraction of 60 wt % was prepared, wherein the mass ratio of cyclopentadiene to dicyclopentadiene was 19:1. That is, the cyclopentadiene toluene solution is composed of cyclopentadiene and dicyclopentadiene with a mass total concentration of 60%, and toluene as a balance (that is, a mass concentration of 40%), wherein cyclopentadiene and dicyclopentadiene The mass ratio of pentadiene is 19:1.

[0045] Under normal temperature conditions, the cyclopentadiene toluene solution is transported from the initial feed port to the tubular reaction device, and 1,3-butadiene is fed from the initial feed port, side line 1 feed port and side line 2 feed port It is divided into three equal parts and transported to the tubular reaction device, the total mass flow rate of 1,3-butadiene is 82.0g / min, the mass flow rate of cyclopentadiene toluene solution is 840.0g / min, 1,3-butadiene and The molar ratio of the cyclopentadiene toluene solutio...

Embodiment 2

[0048] Prepare a cyclopentadiene solution with a mass fraction of 100 wt%, wherein the mass ratio of cyclopentadiene to dicyclopentadiene is 4:1. That is, the cyclopentadiene solution is entirely composed of cyclopentadiene and dicyclopentadiene, wherein the mass ratio of cyclopentadiene to dicyclopentadiene is 4:1.

[0049] Under normal temperature conditions, the cyclopentadiene solution is transported from the initial feed port to the tubular reaction device, and 1,3-butadiene is distributed from the initial feed port, side line 1 feed port and side line 2 feed port. Three equal quantities are delivered to the tubular reaction device, the total mass flow rate of 1,3-butadiene is 23.4g / min, the mass flow rate of cyclopentadiene solution is 286.0g / min, 1,3-butadiene and cyclopentadiene The molar ratio of the pentadiene solution is 0.1. The two streams of 1,3-butadiene and cyclopentadiene solution are mixed by a static mixer and then enter the reaction section to react in the ...

Embodiment 3

[0051] A cyclopentadiene toluene solution with a mass fraction of 30 wt % was prepared, wherein the mass ratio of cyclopentadiene to dicyclopentadiene was 1.5:1. That is, the cyclopentadiene toluene solution is composed of cyclopentadiene and dicyclopentadiene with a total mass concentration of 30%, and toluene as a balance (that is, a mass concentration of 70%), wherein cyclopentadiene and dicyclopentadiene The mass ratio of pentadiene is 1.5:1.

[0052] Under normal temperature conditions, the cyclopentadiene toluene solution is transported from the initial feed port to the tubular reaction device, and 1,3-butadiene is fed from the initial feed port, side line 1 feed port and side line 2 feed port It is divided into three equal parts and transported to the tubular reaction device. The total mass flow rate of 1,3-butadiene is 13.0g / min, the mass flow rate of cyclopentadiene toluene solution is 120.0g / min, and the mass flow rate of 1,3-butadiene The molar ratio to the cyclope...

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Abstract

The invention discloses a method for synthesizing ethylidene norbornene by virtue of a multi-lateral-line pressure-variable tubular reactor. The reaction channel of the tubular reactor is provided with a starting material inlet and at least two lateral-line material inlets and the pressure is reduced gradually. The method comprises the following steps: 1) feeding a cyclopentadiene solution into the reaction channel of the tubular reactor from the starting material inlet and feeding 1,3-butadiene into the reaction channel of the tubular reactor from the starting material inlet and any one or more lateral-line material inlets, enabling the cyclopentadiene solution and 1,3-butadiene to have a Diels-Alder addition reaction in the reaction channel of the tubular reactor to obtain vinyl norbornene; 2) performing isomerization on the obtained vinyl norbornene in the tubular reactor subsequently filled with a super basic catalyst to obtain ethylidene norbornene, wherein the reaction temperature is between -10 DEG C and 50 DEG C and the dwell time is 10-69min.

Description

technical field [0001] The invention belongs to the technical field of organic compound synthesis, and relates to a method for synthesizing ethylidene norbornene through a tubular reactor with variable pipe diameter and variable pressure fed by multiple side lines; , 3-butadiene and cyclopentadiene undergo Diels-Alder addition reaction to prepare vinyl norbornene, and the synthesized vinyl norbornene undergoes isomerization reaction under the catalysis of solid superbase to prepare ethylidene Norbornene. Background technique [0002] At present, ethylidene norbornene (ENB) is mainly used in ethylene propylene diene monomer (EPDM), and is the preferred third monomer of EPDM. In recent years, the application of ENB has further expanded to downstream elastomer materials and similar fields of multi-variety norbornene compounds with broad market prospects, so ENB is a petrochemical product with a wide range of uses. [0003] Ethylidene norbornene (ENB) is first synthesized from...

Claims

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Application Information

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IPC IPC(8): C07C13/43C07C5/25
Inventor 曹堃姚臻刘学张岩宋月潇史家乐戴斌斌
Owner ZHEJIANG UNIV
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