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Production of polycyclic aromatic acetyl compounds

A vinyl compound, polycyclic aromatic technology, applied in the field of polycyclic aromatic vinyl compounds, can solve the problems of difficult polycyclic aromatic compounds, etc., and achieve low dielectric loss, high refractive index, low dielectric constant Effect

Inactive Publication Date: 2005-10-12
NIPPON STEEL CHEMICAL CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, this method is difficult to apply to the separation of polycyclic aromatic compounds that are difficult to distill

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0030]Table 1 shows the composition of crude divinylbiphenyl as a raw material. 625 g of crude divinylbiphenyl was dissolved in 625 g of toluene, and cooled to 5° C. while stirring. After cooling, 500 g of bromine was slowly added dropwise while maintaining the reaction temperature at 5 to 20°C. When about half of the bromine has just been dripped, crystallization begins. After bromine was added dropwise, white crystals were recovered by filtration. Further, recrystallization was performed twice using toluene as a solvent to obtain 114.5 g of 3,3'-bis(1,2-dibromoethyl)biphenyl.

[0031] Add 114.5 g of recrystallized and refined 3,3'-bis(1,2-dibromoethyl)biphenyl and 0.3 g of tert-butylcatechol to a mixed solvent of 458 g of toluene and 19.8 g of pure water, and stir Heat to 80°C. While keeping the reaction temperature at 80-90°C, add zinc powder little by little until it no longer dissolves. After the addition of zinc was completed, the mixture was washed three times with...

Embodiment 2

[0034] 625 g of the same crude divinylbiphenyl as in Example 1 was dissolved in 156 g of toluene and 156 g of n-heptane, and cooled to 5° C. while stirring. After cooling, 500 g of bromine was slowly added dropwise while keeping the reaction temperature at 5-20°C. When about half of the bromine has just been dripped, crystallization begins. After bromine was added dropwise, white crystals were recovered by filtration. Further, recrystallization was performed twice using toluene as a solvent to obtain 126.0 g of 3,3'-bis(1,2-dibromoethyl)biphenyl.

[0035] Add 126.0 g of refined 3,3'-bis(1,2-dibromoethyl)biphenyl and 0.3 g of tert-butylcatechol to a mixed solvent of 458 g of dioxane and 45.8 g of pure water, and stir Heat to 80°C. While maintaining the reaction temperature at 80-90°C, add zinc powder little by little until it does not dissolve. After the addition of zinc was completed, the mixture was washed three times with 1000 ml of water, and dioxane was distilled off u...

Embodiment 3

[0042] Table 3 shows the composition of crude acenaphthylene as a raw material. 500 g of crude acenaphthylene was dissolved in 500 g of toluene, and cooled to 5° C. while stirring. After cooling, slowly add 474 g of bromine dropwise while keeping the reaction temperature at 5-10°C. When about half of the bromine has just been dropped, crystallization begins. After adding bromine dropwise, filter and recover the crystals. Further, recrystallization was performed twice using toluene as a solvent to obtain 321 g of 1,2-dibromoacenaphthylenene.

[0043] 321 g of purified 1,2-dibromoacenaphthylene and 0.2 g of tert-butylcatechol were added to a mixed solvent of 321 g of tetrahydrofuran and 15.8 g of pure water, and heated to 80°C while stirring. While keeping the reaction temperature at 80-90°C, add zinc powder little by little until it does not dissolve. After the addition of zinc was completed, the mixture was washed three times with 1000 ml of water, and tetrahydrofuran was d...

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PUM

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Abstract

This invention provides a method for producing a polycyclic aromatic vinyl compound which is hardly obtained by a usual method for separation / purification. This method for obtaining the high purity polycyclic aromatic vinyl compound comprises adding an adding agent such as a halogen, a hydrogen halide or water, to the vinyl group of the polycyclic aromatic vinyl compound such as divinylnaphthalene, divinylbiphenyl, acenaphthylene, to form a corresponding polycyclic aromatic vinyl compound derivative, purifying the polycyclic aromatic vinyl compound derivative by a recrystallization, an adsorption or an adduct separation and then releasing the adding agent added to the polycyclic aromatic vinyl compound.

Description

technical field [0001] The present invention relates to a method for producing polycyclic aromatic vinyl compounds used in electronic materials, optical materials, and the like with high purity. Background technique [0002] Polycyclic aromatic vinyl compounds can impart properties such as high heat resistance, low dielectric constant, low dielectric loss, high refractive index, flame retardancy and low moisture absorption to various polymers, and are expected to be used in a wide range of fields in use. For example, JP-A-08-048725 uses vinyl biphenyl as a raw material of a resin having high refractive index and high heat resistance. In addition, JP-A-2002-018293 discloses that divinylbiphenyl is used as a raw material of a cation exchange resin having high heat resistance. In addition, JP-A-2001-294623 uses acenaphthylene as a material for imparting flame retardancy. [0003] Polycyclic aromatic vinyl compounds can be produced by coupling, cyclization of monocyclic aroma...

Claims

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Application Information

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IPC IPC(8): C07C7/148C07C7/12C07C7/14C07C7/152C07C13/547C07C15/50C07C15/58C08F12/06C08F12/34
CPCG02B9/34G02B13/004G02B13/0095G02B13/18
Inventor 太田道贵竹内玄树
Owner NIPPON STEEL CHEMICAL CO LTD
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