Title page for ETD etd-11569282975860

Type of Document Dissertation
Author Riley, Daniel J.
Author's Email Address mriley@runet.edu
URN etd-11569282975860
Title Synthesis and Characterization of Phosphorus Containing Poly(arylene ether)s
Degree PhD
Department Chemistry
Advisory Committee
Advisor Name Title
Dillard, John G.
Gibson, Harry W.
Kingston, David G. I.
Riffle, Judy S.
McGrath, James E. Committee Chair
  • nonlinear optics
  • Fire resistance
Date of Defense 1997-02-28
Availability unrestricted
The synthesis and characterization of phosphorus

containing poly(arylene ether)s were investigated to

determine the effect of phosphorus upon the thermal

stability, mechanical strength, and fire resistance of

thermoplastics. Phosphorus containing activated

aromatic dihalides and bisphenols were synthesized in

high purity. These monomers were successfully

polymerized via nucleophilic aromatic substitution to

afford high molecular weight polymers. It was

determined that by incorporating the phosphine oxide

moiety into the polymer backbone certain properties

of the resulting poly(arylene ether)s were substantially

improved, such as an increase in Tg, thermal stability

in air, modulus, and char yield, compared with control

poly(arylene ether sulfone)s. The high char yields

obtained for these polymers in air, along with

observed intumescence indicates that these materials

have improved fire resistance. Preliminary cone

calorimetry measurements support this conclusion. In

addition, the phosphine oxide group in the backbone

was reduced to a phosphine and successfully

converted to a phosphonium bromide ionomer. The

resulting system was further chemically modified to

ionically bond second-order nonlinear optical

chromophores to the backbone of selected

poly(arylene ether)s. Initial results on corona poling of

cast film at low temperature produced stable second

harmonic generation in these materials, indicating that

they may have promise in nonlinear optical


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