H. Meier et al., PHOTOCHEMISTRY OF LINEAR AND CYCLIC OLIGO(ARYLENEETHENYLENE)S AND POLY(ARYLENEETHENYLENE)S - APPLICATIONS IN MATERIALS SCIENCE, Journal of photochemistry and photobiology. A, Chemistry, 80(1-3), 1994, pp. 393-398
A variety of alkoxy-substituted oligo- and poly(aryleneethenylene)s we
re prepared by applying a new synthetic approach to optimize the photo
conductivity, which is strongly influenced by the number, position and
length of the side-chains. Measurements of the photodischarge were pe
rformed in dispersion layers or cast films. Irradiation in the visible
region leads solely to the generation of charge carriers, whereas irr
adiation in the UV causes primarily a transformation of the benzenoid
building blocks to quinoid systems and finally a photopolymerization r
eaction. The same synthetic procedure can also be used for the prepara
tion of cyclic oligomers. Some alkoxy-substituted triphenanthro[18]ann
ulenes obtained via this route exhibit liquid crystal (LC) properties.
The disc-like molecules are arranged in pairs which form photosensiti
ve nematic discotic N(D) phases. As for the open-chained compounds, ph
otopolymerization reactions are observed on irradiation, i.e. the LC p
hases sustain an irreversible photodegradation.