NEW FUNCTIONALIZED TCNQ AND PERYLENE DERIVATIVES SUITABLE AS PRECURSORS FOR DONOR-SIGMA-ACCEPTOR MATERIALS

The research described herein is part of an interdisciplinary project concerned with the synthesis of donor-sigma-acceptor materials and the evaluation of their electrical properties on electrode surfaces. Two perylene derivatives have been prepared in which the polycyclic electr on-donor was substituted on the nitrogen atom of the carbamate ester a nd an electron acceptor moiety was bound through the ester oxygen atom . The p-nitrophenylethyl and ethoxy-TCNQ 3-perylenyl carbamates were i solated and purified and identified by their spectral properties. Fluo rescence lifetime measurements on the latter ester have been determine d. Also prepared for the first time, was ymethyl-9,9,10,10-tetracyanon aphthoquinodimethane. This new electron acceptor was characterized in the normal manner and was then examined by cyclic voltammetry and X-ra y crystallography. It was a more planar molecule compared with the sam e derivative of the tricyclic tetracyanoanthraquinodimethane, but stil l not coplanar.