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Mechanosynthesis of 2,2′-((1E,1′E)-(2,5-bis(octyloxy)-1,4-phenylene)bis(ethene-2,1-diyl))bis(6-bromoquinoline): optical, electroluminescence, electrical, electrochemical, and morphological studies

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Abstract

In this work is report the synthesis by mechanochemical method of a small molecule of the oligophenylene (bisquinoline) design (OBM), excellent optical and electrical properties, and potential use as an electroluminescent material in the form of a nano-film in the manufacture of an organic light-emitting diode (OLED). OBM was synthesized by a Knoevenagel condensation reaction and was chemically characterized by 1H-NMR, 13C-NMR, FT-IR spectroscopy, and AccuTOF-DART mass spectrometry. UV–Vis and fluorescence spectroscopies were used to obtain the optical properties of OBM, both in solution and in film. Also, the OBM film was examined by atomic force microscopy and showed a high degree of homogeneity which allowed the manufacture of an OLED device with ITO/OBM/PEDOT: PSS/Al configuration with a luminance of 2350 cd/m2 when supplied with a fixed current of 15 mA and 10 volts.

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Funding

CONACyT scholarship 709013.

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Authors and Affiliations

  1. Área Académica de Ciencias de la Tierra y Materiales, Área Académica de Computación y Electrónica, Universidad Autónoma del Estado de Hidalgo, Ciudad Universitaria, CP 42184, Pachuca, Hgo., Mexico

    Miguel Ángel Amado-Briseño, Oscar Javier Hernández-Ortíz, María Aurora Veloz Rodríguez, Karina Alemán Ayala & Rosa Angeles Vázquez-García

  2. Universidad Rey Juan Carlos, Comunidad de Madrid, Comunidad de Madrid, Calle Tulipán s/n, 28933, Móstoles, Spain

    Gonzalo del Pozo Melero & Beatriz Romero Herrero

  3. Escuela Superior Tepeji del Rio, Ingeniería Industrial, Universidad Autónoma del Estado de Hidalgo, Av. del Maestro No. 41, Col. Noxtongo 2da. Sección, 42855, Tepeji del Rio, Hidalgo, Mexico

    Angélica Guadalupe Hernández Zanabria

  4. CONACYT-Centro de Investigación en Química Aplicada, Parque de Innovación e Investigación Tecnológica (PIIT), 66629, Apodaca, NL, Mexico

    Arián Espinosa Roa

Authors
  1. Miguel Ángel Amado-Briseño
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  2. Oscar Javier Hernández-Ortíz
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Contributions

Synthesis and chemical characterization of the OBM was conducted by RAVG, MAAB; BRH, GMP, MAVR, KAA and MAAB were responsible for the electrical and electrochemical characterization. OJHO and AER were responsible for the theoretical studies. AGHZ was responsible for the morphological studies. All authors contributed equally to the analysis and interpretation of the results presented here, along with the writing of the article. All authors agree with the final version.

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Correspondence to Rosa Angeles Vázquez-García.

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Amado-Briseño, M.Á., Hernández-Ortíz, O.J., Rodríguez, M.A.V. et al. Mechanosynthesis of 2,2′-((1E,1′E)-(2,5-bis(octyloxy)-1,4-phenylene)bis(ethene-2,1-diyl))bis(6-bromoquinoline): optical, electroluminescence, electrical, electrochemical, and morphological studies. J Mater Sci: Mater Electron 33, 126–138 (2022). https://doi.org/10.1007/s10854-021-07271-w

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