AUTOR'S ABSTRACT ( In Russian )
One of the important problems of chemical science in our time is synthesis of organic compounds which have high electrical conductivity and photoelectrical properties.
Polyvinylcarbazole has the highest photoelectrical sensitivity among the organic polymers. But its sensitivity is much less than the same of amorphous selenium. Polyvinylcarbazole’s sensitivity can be increased by means of addition of organic substances to a polymer which show intense electron-seeking properties and can form complexes with a charge transfer together with carbazole groups. Polynitrofluorene attracted the attention of researches in connection with sensitizing of electro photoconductivity of carbazole containing polymeric semiconductors by them. Carbazole containing polymers show the electrical conductivity under the influence of ultra-violet radiation. Placing admixtures of tri- and tetranitrofluorene into them has resulted in the formation of complexes with intermolecular charge transfer and displacement of electrical conductivity to the visible area of spectrum. It takes place as a result of donor-acceptor interaction with carbazole fragments of polymers. An intensive examination of compositions on the basis of carbazole containing polymers together with admixtures of polynitrofluorene was directed at the development of functional materials for recording, saving and displaying of optical information. The creation and research of photo physical properties of organic composite materials which have properties of semiconductors stimulated the improvement and development of synthesis of their fluorine components. Many researches which were described in reviews [1-4] showed that the most effective sensitizer for Polyvinylcarbazole is 2,4,7-trinitrofluorene. The electro graphical layers of the complex of Polyvinylcarbazole and 2,4,7-trinitrofluorene have such sensitivity that is not worse than the same of amorphous selenium. But bad adhesion to metal carrier, film brittleness and high temperature of vitrification limit the possibility to use Polyvinylcarbazole as a photoconductive material. The use of poly-N-epoxypropyl carbazole is more promising; its films do not have such disadvantages. Besides, it was found out that fluorine compounds which have an internal molecular charge transfer are much more effective than complexes with intermolecular charge transfer as to the sensitizer of poly-N-epoxypropyl carbazole.
9-dithiolylidenepolynitrofluorenes were the most active among them. They absorb electromagnetic radiation the wavelength of which is 600-700 nm. The effect of that is a charge transfer from heterocyclic fragment to fluorine one. Compounds with separated negative charges on the fluorine fragment and with positive ones on heterocyclic fragment were not examined as sensitizers. Such compounds can be intra-ionic fluorine-9-ylides-pyridinium. There is no any data concerning photo physical properties of composite materials which contain intra-ionic fluorine compounds. Such salts could be of great interest for the development of concepts about electronic transition and mechanism of photo generation of charge carrier in organic semiconducting composite materials. The aim of this work is to develop and research the properties of such compounds.
Many researches were devoted to studying of fluorine chemical properties. The results of these works allow making a conclusion about the possibility to obtain a number of valuable products made of flusorine.
The placement of nitro groups into a fluorine molecule gives some electron-seeking properties to it. It is a precondition for the creation of complexes with intermolecular charge transfer together with carbazole fragments of polymers.
Chart of synthesis 2,4,7-trinitrofluoren-9-ylides of piridinium
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