The synthesizing of polymers containing conjugated -C=C- bonds begins
with oxidative coupling, which in the early 60s developed through the
different stages of polyaromatics and polyheteroaromatics to culminate
in metal-like conducting polymers 1). Subsequent investigation showed
that under oxidation conditions triphenylene structures are formed an
d those structures stepwise assemble from low molecular, soluble to hi
ghmolecular insoluble systems. Typical examples are heterocycles (pyrr
ole, thiophene) or indophenin-reaction products between isatin and thi
ophene 2) - now extended to thiophene containing terphenylenes 3) and
cyclopentadienones. These materials are electrically conducting (0-10(
+1) S/cm) (without any additional dopants) and have thermal stabilitie
s up to 350-degrees-C. Synthesis of the starting compounds and condens
ation conditions are described.