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Facile synthesis of new aromatic polyamides based on 1,2-dihydro-2-(4-carboxylphenyl)-4-[4-(4-carboxyl-phenoxy)-3-methylpheny l]phthalazin-1-one

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Indexed by:期刊论文

Date of Publication:2005-02-01

Journal:CHINESE JOURNAL OF CHEMISTRY

Included Journals:Scopus、SCIE

Volume:23

Issue:2

Page Number:200-203

ISSN No.:1001-604X

Key Words:poly(arylene ether amide); heterocyclic polymer; high-performance polymer; direct polycondensation; phthalazinone

Abstract:A new monomer diacid, 1,2-dihydro-2-(4-carboxylphenyl)-4-[4-(4-carboxylphenoxy)-3-methylphenyl]phthalazin-1-one (3), was synthesized through the aromatic nucleophilic substitution reaction of a readily available unsymmetrical phthalazinone 1 bisphenol-like with p-chlorobenzonitrile in the presence of potassium carbonate in N,N-dimethylacetamide and alkaline hydrolysis. The diacid could be directly polymerized with various aromatic diamines 4a-4e using triphenyl phosphite and pyridine as condensing agents to give five new aromatic poly(ether amide)s 5a-5e containing the kink non-coplanar heterocyclic units with inherent viscosities of 1.30-1.54 dL/g. The polymers were readily soluble in a variety of solvents such as N,N-dimethylformamide (DMF), N,N-dimethylacetamide (DMA), dimethylsulfoxide (DMSO), N-methyl-2-pyrrolidinone (NMP), and even in m-cresol and pyridine (Py). The transparent, flexible and tough films could be formed by solution casting. The glass transition temperatures T-g were in the range of 286-317 degreesC.

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