Materials for n-type organic electronics. Synthesis and properties of fluoroarene-thiophene semiconductors

摘要

Recent progress in the field of organic electronics is due to a fruitful combination of both innovative molecular design and promising low-cost materials/device assembly. Targeting the first strategy, we present here the general synthesis of a new class of fluoroarene-containing thiophene-based semiconductors and the study of their properties with respect to the corresponding fluorine-free hole-transporting analogues. The new compounds have been characterized by elemental analysis, mass spectrometry, and ~1H- and ~(19)F NMR. The dramatic influence of fluorine substitution and molecular architecture has been investigated by solution/film optical absorption, fluorescence emission, and cyclic voltammctry. Single crystal data for all of the oligomers have been obtained and will be presented. The film microstructure and morphology of this new class of materials have been studied by XRD and SEM. Particular emphasis will be placed on solution-processable oligomers and polymers.