Chemical Research in Chinese Universities ›› 2005, Vol. 21 ›› Issue (1): 109-113.

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Synthesis and Thermal Crosslinking Behavior of Poly(aryl ether ketone)s Containing 1,4-Naphthalene Moieties

NIU Ya-ming, ZHANG Yun-he, CHEN Xing-bo, WANG Gui-bin, JIANG Zhen-hua   

  1. Research Center of Jilin University for Super Engineering Plastics, Ministry of Education, Jilin University, Changchun 130012, P. R. China
  • Received:2004-11-10 Online:2005-01-24 Published:2011-07-27
  • Supported by:

    Supported by the National Natural Science Foundation of China(No.50203004).

Abstract: A new monomer, 1,4-bis(4-fluorobenzoyl) naphthalene(compound 2) was synthesized via a two-step reaction.1,4-Naphthalenedicarboxylic acid chloride(compound 1) was prepared by using the acyl chlorization reaction of 1,4-naphthalenedicarboxylic acid with thionyl chloride.The Friedel-Crafts acylation of compound 1 with fluorobenzene afforded compound 2 in a 80% yield.The polycondensation of compound 2 with various bisphenols in tetramethylene sulfone(TMS) in the presence of excess potassium carbonate as a condensation reagent was carried out at 210 ℃ to quantitatively afford the corresponding poly(aryl ether ketone)s(compounds 3_8) containing 1,4-naphthalene moieties.Thermal analyses showed that the polymers have Tg values ranging from 496 to 500 K and are thermally stable in air with initial mass loss above 500 ℃.These novel polymers exhibited an excellent solubility in organic solvents including NMP, DMAc, and chloroform, etc.In addition, the glass transition temperatures of these polymers increased and the polymers became insoluble in chloroform after treated at 260 ℃, indicating the occurrence of a thermal crosslinking reaction.

Key words: Poly(aryl ether ketone), Naphthalene derivatives, Friedel-Crafts acylation, Thermal crosslinking properties