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High Performance Polymers
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Aromatic Polyisophthalamides with Mononitro, Dinitro and Trinitroiminobenzoyl Pendant Groups

Felipe Serna

Departamento de Química, Facultad de Ciencias, Universidad de Burgos, Plaza de Misael Bañuelos s/n, E-09001 Burgos, Spain

Félix García

Departamento de Química, Facultad de Ciencias, Universidad de Burgos, Plaza de Misael Bañuelos s/n, E-09001 Burgos, Spain

José Luis De La Peña

Departamento de Química, Facultad de Ciencias, Universidad de Burgos, Plaza de Misael Bañuelos s/n, E-09001 Burgos, Spain

José Miguel García

Departamento de Química, Facultad de Ciencias, Universidad de Burgos, Plaza de Misael Bañuelos s/n, E-09001 Burgos, Spain

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 Tg 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.

Key Words: Polyamides • modeling • structure-property relations • thermal properties • quantitative structure-property relationships

This version was published on February 1, 2008

High Performance Polymers, Vol. 20, No. 1, 19-37 (2008)
DOI: 10.1177/0954008307077787
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