A PHOTOPHYSICAL AND SPECTROELECTROCHEMICAL STUDY ON N-PHENYL-CARBAZOLES AND THEIR OXIDIZED SPECIES

RAMÍREZ, CRISTINA LUJÁN; MANGIONE, MARÍA INÉS; BERTOLOTTI, SONIA GRACIELA; ARBELOA, ERNESTO MAXIMILIANO; PARISE, ALEJANDRO RUBÉN

JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY

ELSEVIER SCIENCE SA

Año: 2018

1010-6030

p { margin-bottom: 0.1in; line-height: 120%; }a:link { }Aseries of N-phenyl-carbazole derivatives namely TCz(N-tolyl-carbazol), TCz-TCz (a 3,3 ́-linked dimer), andCzPh-CH2-PhCz (a methylene-bridged N-phenyl-carbazole), have beensynthesized and studied by means of absorption and fluorescencespectra, DFT calculations, cyclic voltammetry andspectroelectrochemistry. It is concluded that the methylene bridge inCzPh-CH2-PhCz isolates the two TCz units, whereas TCz-TCz allowsextending the electronic coupling along both carbazoles. Moreover,the phosphorescence spectrum of TCz-TCz showed a high energy tripletstate (2.61 eV). It was observed that oxidation of CzPh-CH2-PhCzgenerates an electrochromic polymer containing TCz-TCz dimer unitsseparated by methylene bridges. Oxidized TCz-TCz subunit was analyzedby EPR spectroscopy, and found to be a Class III mixed valence ion inRobin and Day classification. All results suggest that thesemolecules might be suitable as selective probes in fluorescencesensing or as host materials in electroluminescent devices.