Synthesis, optical, electrochemical, and magnetic properties of new ferrocenyl chalcone semiconductors for optoelectronic applications

A ferrocenyl chalcone (OFcPV) with attractive optical and magnetic properties for its potential application in optoelectronic devices, excellent processability in solution, and thermal stability is reported. It was derived from the synthesis of ferrocenyl chalcone with different degrees of conjugati...

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Bibliographic Details
Published in:Journal of materials science. Materials in electronics 2020-02, Vol.31 (4), p.3342-3353
Main Authors: Hernández-Ortiz, Oscar Javier, Cerón-Castelán, Jesús Emmanuel, Muñoz-Pérez, Francisco Misael, Salazar-Pereda, Verónica, Ortega-Mendoza, José Gabriel, Veloz-Rodríguez, María Aurora, Lobo-Guerrero, Azdrúbal, Espinosa-Roa, Arian, Rodríguez-Rivera, Mario Alejandro, Vázquez-García, Rosa Angeles
Format: Article
Language:English
Subjects:
Aldehydes
Characterization and Evaluation of Materials
Chemical compounds
Chemical reactions
Chemistry and Materials Science
Conjugation
Electrochemical analysis
Energy gap
Fluorescence
Fourier transforms
Friedel-Crafts reaction
Logic circuits
Magnetic properties
Materials Science
NMR
Nuclear magnetic resonance
Optical and Electronic Materials
Optical limiters
Optical properties
Optical switching
Optoelectronic devices
Organic chemistry
Organic semiconductors
Photonics
Polymers
Semiconductors
Thermal stability
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Summary:A ferrocenyl chalcone (OFcPV) with attractive optical and magnetic properties for its potential application in optoelectronic devices, excellent processability in solution, and thermal stability is reported. It was derived from the synthesis of ferrocenyl chalcone with different degrees of conjugation and the preliminary selection of the most attractive molecule based on its linear optical and electrochemical properties, and processability. Three ferrocene-derived compounds: a low-molecular weight molecule (3FcPV), an oligomer (OFcPV), and a polymer (PFcPV) were synthesized through Friedel–Crafts reactions and aldol condensations. The chemical structure of the compounds has been elucidated by proton nuclear magnetic resonance and Fourier-transform infrared spectroscopies. UV–Vis and fluorescence spectroscopies were used to evaluate the optical properties of these new compounds. The frontier orbitals levels of the materials deposited as films were determined using cyclic voltammetry. The optical bandgaps for 3FcPV, OFcPV, and PFcPV were 2.8, 2.4, and 2.36 eV, respectively. These results place these materials within the organic semiconductors and evidence the influence of the degree of electronic conjugation of the molecule in the reduction of the bandgap. The results showed that the oligomer and the polymer possess similar electronic and optical properties. However, the oligomer solubility improves the processability necessary for the manufacturing photonic devices. OFcPV was characterized by Z-scan technique, and the results indicate that OFcPV is candidate to be used as an optical limiter, fast optical switch, or optical logic gates. Also, OFcPV exhibits quasi-superparamagnetic behavior resulting from the iron disposal in the structure.
ISSN:0957-4522
1573-482X
DOI:10.1007/s10854-020-02882-1