Synthesis and Characterization of Novel Polythiophenes Containing Pyrene Chromophores: Thermal, Optical and Electrochemical Properties.

Autor: Valderrama-García BX; Instituto de Investigaciones en Materiales, Universidad Nacional Autónoma de México, Circuito Exterior Ciudad Universitaria, Mexico City 04510, Mexico. biancaxvg@msn.com., Rodríguez-Alba E; Instituto de Investigaciones en Materiales, Universidad Nacional Autónoma de México, Circuito Exterior Ciudad Universitaria, Mexico City 04510, Mexico. efrainhelio@gmail.com., Morales-Espinoza EG; Instituto de Investigaciones en Materiales, Universidad Nacional Autónoma de México, Circuito Exterior Ciudad Universitaria, Mexico City 04510, Mexico. erichsm536@yahoo.com.mx., Moineau Chane-Ching K; Centre National de la Recherche Scientifique (CNRS), Laboratoire de Chimie de Coordination (LCC), 205, Route de Narbonne, Toulouse F-31077, France. kathleen.chane@lcc-toulouse.fr.; Institut National Polytechnique, Université de Toulouse, Université Paul Sabatier, Toulouse F-31077, France. kathleen.chane@lcc-toulouse.fr., Rivera E; Instituto de Investigaciones en Materiales, Universidad Nacional Autónoma de México, Circuito Exterior Ciudad Universitaria, Mexico City 04510, Mexico. riverage@unam.mx.
Jazyk: angličtina
Zdroj: Molecules (Basel, Switzerland) [Molecules] 2016 Jan 30; Vol. 21 (2), pp. 172. Date of Electronic Publication: 2016 Jan 30.
DOI: 10.3390/molecules21020172
Abstrakt: A novel series of pyrene containing thiophene monomers TPM1-5 were synthesized and fully characterized by FTIR, MS, ¹H- and (13)C-NMR spectroscopy; their thermal properties were determined by TGA and DSC. These monomers were chemically polymerized using FeCl3 as oxidizing agent to give the corresponding oligomers TPO1-5) and they were electrochemically polymerized to obtain the corresponding polymer films deposited onto ITO. All oligomers exhibited good thermal stability, with T10 values between 255 and 299 °C, and Tg values varying from 36 to 39 °C. The monomers showed an absorption band at 345 nm due to the S0 → S2 transition of the pyrene group, whereas the fluorescence spectra showed a broad emission band arising from the "monomer" emission at 375-420 nm. The obtained polymers exhibited two absorption bands at 244 and 354 nm, due to the polythiophene and the pyrene moieties, respectively. The fluorescence spectra of polymers showed a broad "monomer" emission at 380-420 nm followed by an intense excimer emission band at 570 nm, due to the presence of intramolecular pyrene-pyrene interactions in these compounds.
Databáze: MEDLINE