A low molecular weight OLED material: 2-(4-((2-hydroxyethyl)(methyl)amino)benzylidene)malononitrile. Synthesis,crystal structure,thin film morphology,spectroscopic characterization and DFT calculations |
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| Authors: | M. Judith Percino,Margarita Ceró n,Perumal Venkatesan,Enrique Pé rez-Gutié rrez,Pilar Santos,Paulina Ceballos,Armando E. Castillo,Paola Gordillo-Guerra,Karnambaram Anandhan,Oracio Barbosa-Garcí a,Wilson Bernal,Subbiah Thamotharan |
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| Affiliation: | Unidad de Polímeros y Electrónica Orgánica, ICUAP, Benemérita Universidad Autónoma de Puebla, Val 3-Ecocampus Valsequillo, Independencia O2 Sur 50, San Pedro Zacachimalpa, Pue. Mexico, 7296 ; Centro de Investigaciones en Óptica A. P. 1-948, 37150 León Guanajuato Mexico ; Biomolecular Crystallography Laboratory, Department of Bioinformatics, School of Chemical and Biotechnology, SASTRA Deemed University, Thanjavur 613 401 India |
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| Abstract: | 2-(4-((2-Hydroxyethyl)(methyl)amino)benzylidene)malononitrile (HEMABM) was synthesized from 4-[hydroxymethyl(methyl)amino]benzaldehyde and propanedinitrile to obtain a low molecular weight fluorescent material with an efficient solid-state emission and electroluminescence properties comparable to the well-known poly(2-methoxy-5(2′-ethyl)hexoxyphenylenevinylene) (MEH-PPV). The HEMABM was used to prepare an organic light-emitting diode by a solution process. Despite the title compound being a small molecule, it showed optical properties and notable capacity to form a film with smooth morphology (10.81 nm) closer to that of polymer MEH-PPV (10.63 nm). The preparation of the device was by spin coating, the electrical properties such as threshold voltage were about 1.0 V for both HEMABM and MEH-PPV, and the luminance 1300 cd m−2 for HEMABM and 2600 cd m−2 for MEH-PPV. This low molecular weight compound was characterized by SCXRD, IR, NMR, and EI. Besides a quantitative analysis of the intermolecular interactions by PIXEL, density functional theory (DFT) calculations are reported.A low molecular weight fluorescent malononitrile derivative showed an efficient solid-state emission and electroluminescence properties. |
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