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Synthetic method of vinyl norbornene

A technology for vinyl norbornene and a synthesis method, which is applied to chemical instruments and methods, hydrocarbons, hydrocarbons, etc., can solve problems such as many side reactions, reduce production costs, avoid the generation of reaction hot spots, and is beneficial to sealing effect

Active Publication Date: 2016-05-18
CHINA PETROLEUM & CHEM CORP +1
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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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  • Synthetic method of vinyl norbornene

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0033] A cyclopentadiene-containing dicyclopentadiene toluene solution with a mass fraction of 60 wt% was prepared, wherein cyclopentadiene in the dicyclopentadiene accounted for 100 wt%. Under normal temperature conditions, the dicyclopentadiene toluene solution with high concentration of cyclopentadiene is directly transported from the main line feed port to the tubular reaction device, and 1,3-butadiene is fed from the main line feed port and the first side line Inlet and the second side line feed port are divided into three equal parts and sent to the tubular reaction device, the total mass flow rate of 1,3-butadiene is 20.5g / min, and the dicyclopentadiene toluene solution with high concentration cyclopentadiene The mass flow rate is 210.0g / min, and the molar ratio of 1,3-butadiene to high-concentration cyclopentadiene dicyclopentadiene (in terms of moles converted into cyclopentadiene, the same below) is 0.2.1 , The two streams of 3-butadiene and dicyclopentadiene are mix...

Embodiment 2

[0035]A cyclopentadiene-containing dicyclopentadiene toluene solution with a mass fraction of 60 wt % was prepared, wherein cyclopentadiene in dicyclopentadiene accounted for 80 wt %. Under normal temperature conditions, the dicyclopentadiene toluene solution with high concentration of cyclopentadiene is directly transported from the main line feed port to the tubular reaction device, and 1,3-butadiene is fed from the main line feed port and the first side line Inlet and the second side line feed port are transported to the tubular reaction device in equal amounts, the total mass flow rate of 1,3-butadiene is 35.7g / min, and the mass of dicyclopentadiene toluene solution with high concentration cyclopentadiene The flow rate is 182.0g / min, and the molar ratio of 1,3-butadiene to high-concentration cyclopentadiene dicyclopentadiene is 0.4. The two streams of 1,3-butadiene and dicyclopentadiene are mixed in a meridian state After being mixed with the reactor, it enters the reactio...

Embodiment 3

[0037] Dicyclopentadiene containing cyclopentadiene with a mass fraction of 100 wt% is used as a raw material, wherein cyclopentadiene accounts for 50 wt% of the dicyclopentadiene. Under normal temperature conditions, dicyclopentadiene with high concentration of cyclopentadiene is directly transported from the main line feed port to the tubular reaction device, and 1,3-butadiene is fed from the main line feed port, the first side line feed port and The second side line feed port is delivered to the tubular reaction device in three equal quantities. The total 1,3-butadiene mass flow rate is 30.3g / min, and the dicyclopentadiene toluene solution mass flow rate of high-concentration cyclopentadiene is 37.0g / min, the molar ratio of 1,3-butadiene to high-concentration cyclopentadiene dicyclopentadiene is 1.0. The two streams of 1,3-butadiene and dicyclopentadiene are mixed by a static mixer After entering the reaction section, the reaction takes place in the tubular reactor. The re...

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Abstract

The invention discloses a synthetic method of vinyl norbornene. Dicyclopentadiene containing high concentration of cyclopentadiene and 1,3-butadiene are used as raw materials to react by the adoption of a multi-lateral-lines feed type tubular reactor. The multi-lateral-lines feed type tubular reactor is divided into multiple reaction sections. The front end of each reaction section is provided with a feed inlet. The feed inlet at the front end of a first reaction section is a main-line feed inlet, and the rest is lateral-line feed inlets. According to the invention, dicyclopentadiene containing high concentration of cyclopentadiene is poured into a reaction channel of the reaction section through the main-line feed inlet while 1,3-butadiene is poured respectively through the main-line feed inlet and any one or more multi-lateral-lines feed inlets into a reaction channel of a corresponding reaction section so as to synthesize vinyl norbornene. The invention has beneficial effects as follows: the method of the invention is continuously operated under conditions of high temperature and high pressure; and the method has strong controllability, high safety and high yield of vinyl norbornene.

Description

technical field [0001] The invention belongs to the technical field of organic synthesis, in particular to a method for synthesizing vinyl norbornene. Background technique [0002] Vinyl norbornene is an organic raw material, which can be conveniently synthesized into ethylidene norbornene by isomerization reaction. At present, ethylidene norbornene is mainly used to synthesize ethylene-propylene-diene rubber (EPDM). [0003] Under high temperature and pressure conditions, 1,3-butadiene and cyclopentadiene undergo Diels-Alder reaction to synthesize vinyl norbornene. The reaction equation is as follows: [0004] [0005] The reaction of 1,3-butadiene with cyclopentadiene is a strongly exothermic reaction, ΔH° 298 =-22kcal / mol. The reaction is performed under high temperature and high pressure, so there is a potential safety hazard in the traditional synthesis process. [0006] In addition, since both cyclopentadiene and 1,3-butadiene are conjugated dienes, they are di...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C13/43C07C2/44
Inventor 曹堃孙春水姚臻傅建松孙荣华奚军刘学杨祖寿
Owner CHINA PETROLEUM & CHEM CORP
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