Poly(ether-imide-benzoxazole) via Nucleophilic Aromatic Substitution with Fluorophenyl/phenolic Precursor

Abstract

2-(4'-Fluorophenyl)-5,6-N-(hydroxyphenyl)imidebenzoxaz ole was prepared from 4-amino-5 hydroxy-N-(4'-hydroxyphenyl)phthalimide. 4,5- dichlorophthalic anhydride was reacted with p benzyloxyaniline in DMAC followed by thermal cyclization using a toluene azeotrope to give the dichlorophthalimide in good yields. Reacting the dichlorophthalimide with potassium nitrite it refluxing DMF gave the nitro-hydroxy-phthalimide. Simultaneous reduction of the nitro group and deprotection of the benzlyoxy group provided the precursor to an imide-benzoxazole. Oxazole formation with p-fluorobenzoyl chloride in NMP afforded an AB monomer. Initial polymerization efforts using sodium hydride in NMP and CHP were limited by polymer precipitation, although higher polymerization temperatures using CHP gave a higher molecular weight polymer.

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Document Details

Document Type
Technical Report
Publication Date
May 29, 1992
Accession Number
ADA251666

Entities

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  • Lon J. Mathias
  • Raj A. Sundar

Organizations

  • University of Southern Mississippi

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  • Abstracts
  • Anhydrides
  • Azeotropes
  • Chemical Shifts
  • Chemical Synthesis
  • Chemistry
  • Chlorides
  • Classification
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  • Mississippi
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  • New York
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  • Chemistry

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