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Indexed by:Journal Papers

Date of Publication:2015-07-01

Journal:POLYMER INTERNATIONAL

Included Journals:SCIE、EI、Scopus

Volume:64

Issue:7

Page Number:875-883

ISSN No.:0959-8103

Key Words:poly(arylene ether)s; ethynyl group; crosslinkable; click modification

Abstract:New poly(phthalazinone ether ketone)s (PPEKs) with pendent terminal ethynyl groups were synthesized by the aromatic nucleophilic substitution (SNAr) polycondensation reaction of a new bisphenol monomer, 2-(3-ethynylphenyl)hydroquinone, with 4-(4-hydroxyphenyl)phthalazin-1(2H)-one and 4,4-bis(4-fluorophenyl) ketone, followed by click modification reaction with 1-azidopyrene. Fourier transform infrared and NMR spectral data of the model compound indicated that the terminal ethynyl groups were stable in SNAr reaction conditions, thus allowing the synthesis of the desired polymers. The PPEKs obtained with glass transition temperature (T-g) in the range 152-245 degrees C were amorphous, characterized by wide-angle X-ray diffraction, and dissolved in organic solvent to cast into transparent and flexible films. Differential scanning calorimetry results indicated that the curing reaction of the terminal ethynyl groups of the copolymers took place upon heating to 250 degrees C. The T-g of cured PPEKs was increased to about 260 degrees C. They also exhibited excellent thermal stability with 5% weight loss temperatures ranging from 448 to 527 degrees C in various atmospheres. The PPEKs with pendent terminal ethynyl groups were subsequently functionalized with pyrene through click reaction. A dilute chloroform solution displayed a red-shifted emission profile. (c) 2014 Society of Chemical Industry