Synthesis and spectroscopic characterization of a fluorescent pyrrole derivative containing electron acceptor and donor groups

A K A Almeida; M P Monteiro; J M M Dias; L Omena; A J C da Silva; J Tonholo; R J Mortimer; M Navarro; C Jacinto; A S Ribeiro; I N de Oliveira

doi:10.1016/j.saa.2014.03.012

Synthesis and spectroscopic characterization of a fluorescent pyrrole derivative containing electron acceptor and donor groups

Spectrochim Acta A Mol Biomol Spectrosc. 2014 Jul 15:128:812-8. doi: 10.1016/j.saa.2014.03.012. Epub 2014 Mar 20.

Authors

A K A Almeida¹, M P Monteiro², J M M Dias³, L Omena², A J C da Silva¹, J Tonholo¹, R J Mortimer⁴, M Navarro³, C Jacinto², A S Ribeiro⁵, I N de Oliveira⁶

Affiliations

¹ Instituto de Química e Biotecnologia, Universidade Federal de Alagoas, 57072-970 Maceió-AL, Brazil.
² Instituto de Física, Universidade Federal de Alagoas, 57072-970 Maceió-AL, Brazil.
³ Departamento de Química Fundamental, CCEN, Universidade Federal de Pernambuco, 50670-901 Recife-PE, Brazil.
⁴ Department of Chemistry, Loughborough University, LE11 3TU Leicestershire, United Kingdom.
⁵ Instituto de Química e Biotecnologia, Universidade Federal de Alagoas, 57072-970 Maceió-AL, Brazil; Department of Chemistry, Loughborough University, LE11 3TU Leicestershire, United Kingdom.
⁶ Instituto de Física, Universidade Federal de Alagoas, 57072-970 Maceió-AL, Brazil. Electronic address: italo@fis.ufal.br.

PMID: 24704598
DOI: 10.1016/j.saa.2014.03.012

Abstract

The synthesis and fluorescence characterization of a new pyrrole derivative (PyPDG) containing the electron donor-acceptor dansyl substituent is reported. The effects of temperature and solvent polarity on the steady-state fluorescence of this compound are investigated. Our results show that PyPDG exhibits desirable fluorescent properties which makes it a promising candidate to be used as the photoactive material in optical thermometry and thermography applications. Further, the electrochemical and emission properties of polymeric films obtained from the oxidation polymerization of PyPDG are also analyzed.

Keywords: Dansyl; Fluorescence; Pyrrole; Thermal effects; Twisted Intramolecular Charge Transfer (TICT).

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Electrons*
Fluorescent Dyes / chemical synthesis*
Fluorescent Dyes / chemistry*
Molecular Structure
Pyrroles / chemical synthesis*
Pyrroles / chemistry*
Spectrometry, Fluorescence / methods

Substances

Fluorescent Dyes
Pyrroles