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Method for preparing 9, 9-bis(4-(2-hydroxyethoxy)phenyl)fluorene from ethylene oxide

A technology of ethylene oxide catalysis and ethylene oxide, which is applied in the preparation of ether from alkylene oxide, ether preparation, organic chemistry, etc. It can solve the problems of increased environmental burden, low reaction yield, and reduced product color and purity. , to achieve the effects of easy refining and purification, simple synthesis and operation, and low production cost

Active Publication Date: 2017-03-08
HUANGHUA XINNUOLIXING FINE CHEM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

For the metal-exchanged montmorillonite method in these technologies, the montmorillonite catalysts currently on the market are obtained by reacting with metal chlorides to produce metal exchange. First of all, because of the different sources and preparation methods of montmorillonite , so that the reaction performance is not the same, the yield of the synthesis reaction of catalyzed bis-ether fluorene is relatively low, and it is relatively difficult to purify the produced bis-ether fluorene to high purity and decolorize
Secondly, in order to improve the reaction yield, mercaptans such as β-mercaptopropionic acid are used as co-catalysts, resulting in sulfur remaining in the product, making the product susceptible to heat and turning yellow, reducing the purity and quality of the product
For the solid-supported heteropolyacid catalysis method in the prior art, the reaction liquid contains a large amount of unreacted phenoxy alcohols. Because of the high boiling point, bisether fluorene is easily soluble in it to form a thick liquid, and it is not easy to separate and purify. Reduce the chroma and purity of the product, increase the energy consumption, and increase the environmental burden, which is not conducive to industrial production
For the concentrated sulfuric acid catalyzed synthesis method of prior art, owing to use a large amount of concentrated sulfuric acid, waste water is more, cause environmental cost higher; It will reduce the chromaticity and purity of the product, and the chromaticity stability will also decrease; to improve the product purity and chromaticity, repeated purification operations are required, and a large amount of organic solvents are used for recrystallization, which increases environmental pollution and production costs

Method used

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  • Method for preparing 9, 9-bis(4-(2-hydroxyethoxy)phenyl)fluorene from ethylene oxide

Examples

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Effect test

Embodiment 1

[0030] Example 1 of the present invention provides a method for preparing bis-ether fluorene catalyzed by ethylene oxide, which is prepared according to the following steps:

[0031] Add 35 grams of bisphenol fluorene to a 500 ml pressure reactor, add 200 ml of absolute ethanol, add a solution of dissolving 2 grams of sodium hydroxide in 2 ml of water, install the reactor, pour in stirring cooling water, turn on the stirring, turn on Heat up to 30°C, start feeding 11.5g of ethylene oxide (once every 5 minutes) for 30 minutes, after feeding, raise the temperature to 35°C, and react for 9 hours. After the reaction was finished, the reaction solution was poured into a 500 ml beaker, left to cool and precipitate, then suction filtered, and the liquid absolute ethanol was reclaimed for reuse next time, and the solid was recrystallized with 153 ml of toluene and heated to Dissolve at 85°C, stand still, gradually cool from 70°C to 10°C, precipitate crystals, and filter with suction; ...

Embodiment 2

[0033] Example 2 of the present invention provides a method for preparing bis-ether fluorene by catalyzing ethylene oxide, which is prepared according to the following steps:

[0034] Add 35 grams of bisphenol fluorene to a 500 ml pressure reactor, add 200 ml of isopropanol, add a solution of dissolving 1.5 grams of potassium hydroxide with 1.5 ml of water, install the reactor, pour in stirring cooling water, start stirring, and start Heat up to 30°C, start feeding 10.5 grams of ethylene oxide (once every 5 minutes), and the feeding time is 50 minutes. After feeding, the temperature is raised to 65°C, and the reaction is carried out for 6 hours. After the reaction is over, pour the reaction solution into a 500 ml beaker, let it stand to cool and precipitate, then suction filter, recover the liquid anhydrous ethanol for the next use, dry the solid and use 154 ml of toluene to recrystallize the solid 2 times, heated to 85°C to dissolve, left to cool to precipitate, suction filte...

Embodiment 3

[0036] Embodiment 3 of the present invention provides a method for preparing diether fluorene by catalyzing ethylene oxide, which is prepared according to the following steps:

[0037]Add 35 grams of bisphenol fluorene to a 500 ml pressure reactor, add 200 ml of absolute ethanol, add 50 ml of triethylamine, install the reactor, pour in stirring cooling water, start stirring, turn on heating, and raise the temperature to 30°C. Start to feed 10.5g of ethylene oxide (once every 10 minutes), and the feeding time is 60 minutes. After the feeding, the temperature is raised to 75° C., and the reaction is carried out for 9 hours. After the reaction is over, pour the reaction solution into a 500 ml beaker, let it cool and precipitate, then suction filter, reclaim the liquid anhydrous ethanol for the next use, recrystallize the solid with 150 ml of toluene, and heat Dissolve at 85°C, let it stand, gradually cool from 70°C to 10°C, precipitate crystals, and filter with suction; the mothe...

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Abstract

The invention relates to the technical field of 9, 9-bis(4-(2-hydroxyethoxy)phenyl)fluorene synthesis and especially relates to a method for preparing 9, 9-bis(4-(2-hydroxyethoxy)phenyl)fluorene from ethylene oxide. The method comprises that in the presence of a base, at a temperature of 30-80 DEG C, ethylene oxide and 9, 9-bis(4-hydroxyphenyl)fluorene undergo a reaction according to a mass ratio of 0.25: 1 to 0.35: 1 in a polar organic solvent. The preparation method adopts ethylene oxide and 9, 9-bis(4-hydroxyphenyl)fluorene as raw materials and a base as catalyst, and the reaction occurs at the normal temperature under the normal pressure so that a raw material cost is low. The preparation method does not produce waste gas and waste residues and has small pollution on the environment. The preparation method has the advantages of simple processes and low cost and is suitable for industrial production.

Description

technical field [0001] The invention relates to the technical field of bis-ether fluorene synthesis, in particular to a method for preparing bis-ether fluorene by catalyzing ethylene oxide. Background technique [0002] Diether fluorene, scientific name 9,9-bis[4-(2-hydroxyethoxy)phenyl]fluorene, molecular formula C 29 h 26 o 4 , molecular weight 438.18, melting point 120 ℃ or 160 ℃ two melting points, white powdery substance, soluble in organic solvents such as toluene, absolute ethanol, acetone, ethyl acetate and methylene chloride. [0003] Diether fluorene is a new type of organic chemical raw material with high stability, which is mainly used to synthesize polymer monomers with excellent heat resistance, transparency and high refractive index (such as epoxy resin, polycarbonate, polyester, polyether or polyether, etc.), and these high refractive index polymers are mainly used in optical lenses, optical lenses, optical films, plastic optical fibers, optical disc subst...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C41/03C07C43/23
CPCC07C41/03C07C43/23
Inventor 张智勇关金涛李小勇徐鹏鹏向陆军
Owner HUANGHUA XINNUOLIXING FINE CHEM
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