Aromatic Polyisophthalamides with Mononitro,Dinitro and Trinitroiminobenzoyl Pendant Groups

Abstract

A series of aromatic polyisophthalamides containing mono-, di- and tri-nitroiminobenzoyl pendant groups were prepared from aromatic diamines and different 5-iminonitrobenzoylisophthalic acids. Interesting property relationships were revealed when evaluating the influence of the number and the position of the nitro groups in the benzoyl ring. Semi-empirical methods were used to obtain quantitative structure—property relationships (QSPR), which correlated the parameters obtained by molecular modeling with water uptake, thermal stability and ¹³ C and ¹ H NMR chemical shifts. Moreover, by modifying the Bicerano method for aromatic polyamides, the predicted glass transition temperature (T _g) values showed a high degree of correlation with the measured data. The polyamides registered high T _g values of up to 343^°C, good thermal and mechanical properties, enhanced solubility in polar aprotic solvents, and their water uptake was as high as 19% (w/w) at 100% relative humidity.

Keywords

Polyamides modeling structure-property relations thermal properties quantitative structure-property relationships

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