ARYLIDENE POLYMERS .11. SYNTHESIS OF POLY[2,5-BIS(META-NITROBENZYLIDENE)-CYCLOPENTANONE SULFIDE] AND SOME THEORETICAL-STUDIES ON ITS MONOMER UNIT

Nitration of 2,5-bis(p-chlorobenzylidene)cyclopentanone (I) afforded t he corresponding 2,5-bis(p-chloro-m-nitrobenzylidene)cyclopentanone (I I). Polymerization of II with Na2S in N-methylprrolidone gave poly[2,5 -bis(3-nitrobenzylidene)cyclopentanone sulphide]. The monomer was char acterized by infra-red and H-1 nuclear magnetic resonance spectroscopy and elemental analysis. The polymer formed was confirmed by elemental analysis, infra-red spectroscopy, viscometry, differential thermal an alysis measurements, thermogravimetry and X-ray analysis. An isotherma l electrical conductivity test of the new polysulphide polymer indicat es that it has a value of about 3.2 x 10(-3) ohm-1 cm-1 at 390 K. Usin g the Pariser-Parr-Pople method the C = O oxygen atom in compound II h as a partially positive charge in the normal state, reduced and oxidiz ed forms. The ionization potential and the electron affinity are not a ltered by replacing the sulphur atom, i.e. 9.55 (9.56) and 7.94 (7.77) .