Chemical sensors based on N-substituted polyaniline derivatives: reactivity and adsorption studies via electronic structure calculations
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Conjugated organic polymers represent an important class of materials for varied technological applications including in active layers of chemical sensors. In this context, polyaniline (PANI) derivatives are promising candidates, mainly due to their high chemical stability, good processability, versatility of synthesis, polymerization, and doping, as well as relative low cost. In this study, electronic structure calculations were carried out for varied N-substituted PANI derivatives in order to investigate the potential sensory properties of these materials. The opto-electronic properties of nine distinct compounds were evaluated and discussed in terms of the employed substituents. Preliminary reactivity studies were performed in order to identify adsorption centers on the oligomer structures via condensed-to-atoms Fukui indexes (CAFI). Finally, adsorption studies were carried out for selected derivatives considering five distinct gaseous analytes. The influence of the analytes on the oligomer properties were investigated via the evaluation of average binding energies and changes on the structural features, optical absorption spectra, frontier orbitals distribution, and total density of states in relation to the isolated oligomers. The obtained results indicate the derivatives PANI-NO2 and PANI-C6H5 as promising materials for the development of improved chemical sensors.
KeywordsChemical sensors N-substituted polyaniline derivatives Electronic structure calculations Reactivity indexes Adsorption study
The authors thank the Brazilian agencies FAPESP (Proc. 2016/05954-0) and CNPq (Proc. 448310/2014-7) for the financial support. This research was also supported by resources supplied by the Center for Scientific Computing (NCC/GridUNESP) of the São Paulo State University (UNESP).
- 1.Baraton MI, Organization NAT (eds) (2009) Sensors for environment, health and security: advanced materials and technologies. NATO science for peace and security series. Series C, Environmental security. Springer, DordrechtGoogle Scholar
- 3.Adhikari B, Majumdar S (2004) Prog Polym Sci 29(7):699. https://doi.org/10.1016/j.progpolymsci.2004.03.002 CrossRefGoogle Scholar
- 5.Haynes A, Gouma PI (2009). In: Baraton M.I. (ed) Sensors for Envi- ronment, Health and Security. Springer, Netherlands, pp 451–459Google Scholar
- 13.Stejskal J, Sapurina I, Trchová M (2010) Prog Polym Sci 35(12):1420. https://doi.org/10.1016/j.progpolymsci.2010.07.006 CrossRefGoogle Scholar
- 15.Bhadra S, Khastgir D, Singha NK, Lee JH (2009) Prog Polym Sci 34 (8):783. https://doi.org/10.1016/j.progpolymsci.2009.04.003 CrossRefGoogle Scholar
- 19.Jaymand M (2013) Prog Polym Sci 38(9):1287. https://doi.org/10.1016/j.progpolymsci.2013.05.015 CrossRefGoogle Scholar
- 30.Carey FA, Sundberg RJ (2007) Advanced organic chemistry: Part A: Structure and mechanisms. Springer Science & Business Media, BerlinGoogle Scholar
- 33.Stewart JJP (2016) MOPAC2016: Molecular orbital package. http://openmopac.net
- 38.Mineva. T (2006) Journal of Molecular Structure: THEOCHEM 762(1-3). https://doi.org/10.1016/j.theochem.2005.08.044
- 43.Frisch MJ, Trucks GW, Schlegel HB, Scuseria GE, Robb MA, Cheeseman JR, Scalmani G, Barone V, Mennucci B, Petersson GA, Nakatsuji H (2009) Gaussian 09Google Scholar
- 54.Shokuhi Rad A, Ghasemi Ateni S, Tayebi HA, Valipour P, Pouralijan Foukolaei V (2016) Journal of Sulfur Chemistry, 1–10. https://doi.org/10.1080/17415993.2016.1170834