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Molecules 2016, 21(2), 172; doi:10.3390/molecules21020172

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

1
Instituto de Investigaciones en Materiales, Universidad Nacional Autónoma de México, Circuito Exterior Ciudad Universitaria, Mexico City 04510, Mexico
2
Centre National de la Recherche Scientifique (CNRS), Laboratoire de Chimie de Coordination (LCC), 205, Route de Narbonne, Toulouse F-31077, France
3
Institut National Polytechnique, Université de Toulouse, Université Paul Sabatier, Toulouse F-31077, France
*
Authors to whom correspondence should be addressed.
Academic Editors: Scott Reed and Marino Resendiz
Received: 14 December 2015 / Revised: 22 January 2016 / Accepted: 25 January 2016 / Published: 30 January 2016
(This article belongs to the Special Issue Photoactive Molecules)
View Full-Text   |   Download PDF [4320 KB, uploaded 30 January 2016]   |  

Abstract

A novel series of pyrene containing thiophene monomers TPM15 were synthesized and fully characterized by FTIR, MS, 1H- and 13C-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 TPO15) 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. View Full-Text
Keywords: polythiophene; pyrene; electrosynthesis; absorption; fluorescence polythiophene; pyrene; electrosynthesis; absorption; fluorescence
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MDPI and ACS Style

Valderrama-García, B.X.; Rodríguez-Alba, E.; Morales-Espinoza, E.G.; Moineau Chane-Ching, K.; Rivera, E. Synthesis and Characterization of Novel Polythiophenes Containing Pyrene Chromophores: Thermal, Optical and Electrochemical Properties. Molecules 2016, 21, 172.

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