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A kind of method for preparing hanging type dicyclopentadiene by isomerization of bridge type dicyclopentadiene

A dicyclopentadiene and isomerization technology, applied in the field of high energy density hydrocarbon fuels, can solve the problems of complex operation, difficult application of catalysts, low conversion yield of dicyclopentadiene, etc., and achieve simple operation, easy recovery and repetition The effect of using

Active Publication Date: 2020-09-25
XIAN MODERN CHEM RES INST
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0003] The technical problem to be solved in the present invention is to provide a method for realizing bridged dicyclopentadiene (endo-DCPD) isomerization into Method for hanging dicyclopentadiene (exo-DCPD)

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0011] 100mL bridged dicyclopentadiene, 500mL toluene, hydroquinone with a mass fraction of 500ppm and 3g Co-N-Al 2 o 3 Add it into a stirred reactor, replace it with nitrogen and raise the temperature to 140°C, and control the pressure at 0.5MPa. After reacting for 6 hours, the temperature was lowered, filtered, and the filtrate was distilled to obtain hanging dicyclopentadiene. And done catalyst application test, conversion rate and selectivity are as follows:

[0012] Apply times Conversion rates(%) selectivity (%) Yield (%) 1 100 95 95 2 99 93 92 3 90 85 77 4 86 98 76 5 81 83 67

Embodiment 2

[0014] 100mL of bridged dicyclopentadiene, 300mL of n-hexane, 500ppm of hydroquinone and 3g of Co-N-Al 2 o 3 Add it into a stirred reactor, replace it with nitrogen and raise the temperature to 140°C, and control the pressure at 0.5MPa. After reacting for 6 hours, the temperature was lowered, filtered, and the filtrate was distilled to obtain hanging dicyclopentadiene. The yield was 85%.

Embodiment 3

[0016] 100mL bridged dicyclopentadiene, 500mL toluene, hydroquinone with a mass fraction of 500ppm and 3g Co-N-Al 2 o 3 Add it into a stirred reactor, replace it with nitrogen and raise the temperature to 110°C, and control the pressure at 0.5MPa. After reacting for 6 hours, the temperature was lowered, filtered, and the filtrate was distilled to obtain hanging dicyclopentadiene. The yield was 76%.

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Abstract

The invention discloses a method for preparing hanging dicyclopentadiene (exo-DCPD) by bridge type dicyclopentadiene (endo-DCPD) in an isomerized manner. According to the method, configuration transformation of the bridge type dicyclopentadiene at the temperature of 90-140 DEG C by the aid of a catalytic isomerization mode of an alumina-based cobalt nitrogen doped graphene catalyst (Co-N-Al2O3). The method is simple and convenient in process, the catalyst can be recycled, and large-scale operation is easily achieved. The hanging dicyclopentadiene is mainly used for preparation of fragrant materials and medical intermediates and synthetically applied to high-energy density hydrocarbon fuel of missiles and aviation.

Description

technical field [0001] The invention relates to a preparation method of hanging dicyclopentadiene, which is mainly used in spices, pharmaceutical intermediates and synthesis of high-energy-density hydrocarbon fuels used in missiles and aviation. Background technique [0002] Dicyclopentadiene (DCPD) is an important chemical intermediate, usually polymerized from the C5 by-products of naphtha cracking to ethylene, and has two isomers with different spatial configurations: bridged dicyclopentadiene (endo-DCPD ) and hanging dicyclopentadiene (exo-DCPD), of which the bridge isomer accounts for about 99.5% and the hanging isomer is about 0.5%. DCPD is an important monomer for synthetic resins, unsaturated polyesters, coating resins and other high-molecular polymers. It can also be used to prepare spices, pharmaceutical intermediates, and synthesize high-energy-density hydrocarbon fuels for missiles and aviation. In these synthetic applications, exo-DCPD has superior performance....

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C5/22C07C13/61
CPCC07C5/2206C07C13/61Y02P20/584
Inventor 李江伟张建伟李娇毅孙道安王志轩薛云娜杜咏梅李春迎吕剑
Owner XIAN MODERN CHEM RES INST
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