Document Type

Thesis - Open Access

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Master of Science (MS)




The primary goal in conducting the experimental work involved in the formulating of this thesis was to synthesize some organic conducting compounds by utilizing the highly electronegative 7,7,8,8-tetracyanoquinodimethan complexed with some completely conjugated benzologs of the quinolizinium ion. The history is divided into three parts, the first part describing the electronic properties of organic conducting polymers, the second part dealing with anion-radical derivatives and complexes of 7,7,8,8-tetracyanoquinodimethan, the third part describing some benzologs of the quinolizinium ion. 1. Electronic Properties of Organic Conducting Polymers One of the most important problems of present-day chemistry is the creation of new substances and materials possessing a series of valuable properties. Particularly great prospects have been opened in the synthesis and study of organic compounds possessing extensively delocalized electrons because of the presence in them of highly conjugated double bonds or the formation of charge transfer complexes. Although in recent years the study of semi conductive properties of organic compounds has made much progress, most of the exact mechanisms involved in the electronic conducting processes are at the present time either not known at all or else poorly understood. Generally, the semi conductive polymers can be classified as follows: (a) covalent organic polymers, (b) charge-transfer complexes, (c) metal organic polymers, (d) H-bonded polymers, and (e) mixed polymers, for example, charge transfer complexes between covalent polymers and low molecular weight donor or acceptor molecules. The main efforts of synthetic chemists working in this field have been devoted to obtaining stable polymers of low resistance. As a working hypothesis, Pohl proposed the idea of eka- and rubi- conjugation. Rubi-conjugation was defined as a type of structure in which various molecular defects and quantum mechanical effects exist which produce a limited, or broken sequence of electronic delocalization. Such conjugation was to be avoided if strong electronic conduction was desired. In eka-conjugation, molecular defects were absent or suppressed, and full interlinking of the chain atom pi orbitals occurred. Long-range electron orbital delocalization was then possible.

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South Dakota State University