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Synthesis, chemical, theoretical studies, electrochemical, electrical and optical characterization of novel oligomer 2,2’-((1E,1’E)(2,5-bis(octyloxy)-1,4-phenylenevinylene)bis(6-(E)-2-(vinylquinolin))quinoline for OLED applications

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Abstract

A fluorescent pentamer 5QnQnPV with one phenyl central donor group surrounded by four quinoline acceptor groups set in a quadrupolar A-π-A-π-D-π-A-π-A electronic structure was synthesized. This compound is an organic semiconductor and shows a wide band fluorescence emission that spans from the blue to the red region with a maximum peak centered at 509 nm. In addition, its HOMO (− 5.4 eV)/LUMO (− 3.5 eV) energy values, determined by cyclic voltammetry, optical gap EgOpt of 2.18 and theoretical DT-DFT studies indicated a potential for OLED fabrication. When such device was made with a ITO/PEDOT:PSS/5QnQnPV/Al configuration it displayed a maximum electroluminescent response at 860 nm. The structural and physical characterization of this compound was performed using 1H and 13C Nuclear Magnetic Resonance, Fourier Transformed Infrared Spectroscopy, Mass Spectroscopy and Atomic Force Microscopy.

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Acknowledgements

The authors acknowledge the support given by INAOE to construct and study the OLED described in this work. Financial support from CONACyT-SEP project 221360, Catedras Conacyt project 2734 at INAOE and a scholarship (490547) to the first author are acknowledged.

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Authors and Affiliations

  1. Área Académica de Ciencias de la Tierra y Materiales, Área Académica de Computación y Electrónica, Área Académica de Química, Universidad Autónoma del Estado de Hidalgo, Cd. Universitaria, 42184, Pachuca, Hidalgo, México

    Alma Victoria Sánchez-Mendoza, Victor Gerardo Ibarra-García, Josué Rubén Velázquez-Hernández, Oscar Javier Hernández-Ortíz, Alejandro Alvarez-Hernandez, Karina Alemán-Ayala & Rosa Angeles Vázquez-García

  2. Universidad Autónoma de Tamaulipas – Unidad Académica Multidisciplinaria Reynosa-Rodhe, Carretera Reynosa – San Fernando cruce con Canal Rodhe, Colonia Arcoíris, 88779, Tamaulipas, México

    Julio Carrillo

  3. Instituto Nacional de Astrofísica, Óptica y Electrónica, Luis Enrique Erro #1, Tonantzintla, 72840, Puebla, México

    Liliana Palacios-Huerta & Ismael Cosme

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  1. Alma Victoria Sánchez-Mendoza
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Contributions

Synthesis, chemical and electrochemical characterization of the 5QnQnPV were conducted by AVS-M, RAV-G, JRV-H, OJH-O, VGI-G and AA-H. The fabrication and electrical characterization of the OLEDs were conducted by JC, IC and KA-A. The electroluminescence studies were conducted by LP-H and the theoretical study (DFT) by OJH-O . All authors contributed equally to the analysis and interpretation of the results. All the authors are in agreement with the last version.

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Correspondence to Rosa Angeles Vázquez-García.

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Sánchez-Mendoza, A.V., Ibarra-García, V.G., Velázquez-Hernández, J.R. et al. Synthesis, chemical, theoretical studies, electrochemical, electrical and optical characterization of novel oligomer 2,2’-((1E,1’E)(2,5-bis(octyloxy)-1,4-phenylenevinylene)bis(6-(E)-2-(vinylquinolin))quinoline for OLED applications. J Mater Sci: Mater Electron 30, 19718–19730 (2019). https://doi.org/10.1007/s10854-019-02322-9

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