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Preparation of 2,2-bi-[4-(4-aminophenoxy)phenyl]propane

An aminophenoxy, dihydroxydiphenylpropane technology, applied in the field of preparation of bis-[phenyl]propane, can solve the problems of operator injury, environmental pollution, increased cost from an economic point of view, etc., and achieves product quality and yield. High efficiency, simple operation steps, and the effect of improving the working environment

Inactive Publication Date: 2004-02-04
TANSUO SCI & TECH NANTONG CITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

This prior art uses crown ether as a phase transfer catalyst, which has encountered difficulties in both environmental protection and product cost control, which undoubtedly brings great difficulties to industrial production; crown ether itself has great toxicity and is harmful to the operation. The human body will cause great harm, and it will also pollute the environment; in addition, the price of crown ether is expensive, and it is difficult to recycle and reuse, which undoubtedly increases the cost of the product
In addition, this prior art requires nitrogen protection in the entire reaction system, which increases an expense from an economic point of view.

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0011] Put 22.8 grams (0.1 moles) of 4,4'-dihydroxydiphenylpropane, 22.1 grams (0.16 moles) of anhydrous potassium carbonate and 31.5 grams (0.2 moles) of 1-chloro-4-nitrobenzene into a thermometer , stirrer, oil-water separator, reflux condenser 500 ml three-necked flask, add 250 ml N,N-dimethylformamide and 60 ml toluene, reflux reaction at 110-150 °C for 6 hours, then cool to 100 °C , filtered while hot to obtain the mother liquor, concentrated under reduced pressure, added water to stir and precipitate, filtered, and recrystallized with toluene to obtain 45.6 grams of 2,2-bis-[4-(4-nitrophenoxy)phenyl]propane (yield 97.0 %).

[0012] The present invention uses methylformamide as a solvent, toluene as a dehydrating agent, and anhydrous potassium carbonate as a salt-forming agent to obtain 2,2-bis-[4-(4-nitrobenzene) with a product yield of 98%. Oxygen) phenyl] propane; Further reduction under the effect of hydrazine hydrate, ferric chloride hexahydrate, activated carbon to...

Embodiment 2

[0015] Except adding 33.1 grams (0.24 moles) of anhydrous potassium carbonate and 41.0 grams (0.26 moles) of 1-chloro-4-nitrobenzene, other process steps, material quantities and reaction parameters are the same as in Example 1. As a result, 44.9 g (95.5% yield) of 2,2-bis-[4-(4-nitrophenoxy)phenyl]propane was obtained.

Embodiment 3

[0017] Except adding 30.4 grams (0.22 moles) of anhydrous potassium carbonate and 36.2 grams (0.23 moles) of 1-chloro-4-nitrobenzene, other process steps, material quantities and reaction parameters are the same as in Example 1. As a result, 46.1 g of 2,2-bis-[4-(4-nitrophenoxy)phenyl]propane was obtained (98.0% yield).

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Abstract

A process for preparing 2,2-bis-[4-(4-aminophenyloxy)phenyl] propane includes such steps as reflux reacting between 4,4'-dihydroxydiphenyl propane (BPA), 1-chloro-4-nitrobenzene (CNB) and salting agent in the mixture of non-protonic transferring polar solvent and dewatering agent at 110-150 deg.C to obtain 2,2-bis-[4-(4-nitrophenyloxy)phenyl] propane (BNPP), and reducing in alcohol as solvent under action of hexahydrated iron chloride, activated carbon and hydrazine hydrate. Its advantages are simple process, low cost and high quality and output rate of product.

Description

Technical field: [0001] The present invention relates to the preparation method of bis-[(aminophenoxy)phenyl]propane, more specifically to the preparation method of 2,2-bis-[4-(4-aminophenoxy)phenyl]propane . Background technique: [0002] 2,2-bis-[4-(4-aminophenoxy)phenyl]propane (BAPP) is a rare and important raw material for the preparation of polyetherimide, polyarylamide and high-toughness bismaleimide , is also a good curing agent for epoxy resin. Toughening chain extender for bismaleimide resins. And 2,2-bis-[4-(4-aminophenoxy)phenyl]propane (BAPP) is made of 2,2-bis-[4-(4-nitrophenoxy)phenyl]propane ( BNPP) prepared under the action of reducing agent. Therefore, the preparation method of BNPP is very important and has attracted the attention of various research developers. Prior art "Insulating Materials", (4) 3-7 (2002) discloses a transfer catalyst utilizing the effect of a crown ether, under the protection of nitrogen from 1-chloro-4 nitrobenzene and 4,4'-dih...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C213/00C07C217/90
Inventor 陈文清虞鑫海
Owner TANSUO SCI & TECH NANTONG CITY
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