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
| Autor: | Margarita Cerón, Pilar Santos, Enrique Pérez-Gutiérrez, Paulina Ceballos, Perumal Venkatesan, M. Judith Percino, Wilson Bernal, Oracio Barbosa-García, Paola Gordillo-Guerra, Karnambaram Anandhan, Subbiah Thamotharan, Armando E. Castillo |
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| Rok vydání: | 2019 |
| Předmět: |
chemistry.chemical_classification
Spin coating Materials science General Chemical Engineering 02 engineering and technology General Chemistry Crystal structure Polymer 010402 general chemistry 021001 nanoscience & nanotechnology 01 natural sciences Small molecule 0104 chemical sciences Crystallography chemistry.chemical_compound chemistry OLED Hydroxymethyl Density functional theory 0210 nano-technology Malononitrile |
| Zdroj: | RSC advances. 9(49) |
| ISSN: | 2046-2069 |
| Popis: | 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. |
| Databáze: | OpenAIRE |
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