An approach to discovering novel exciplex supramolecular complex based on carbazole-containing 1,8-naphthalimide

• Published in: Dyes and pigments Vol. 149; pp. 298 - 305
• Main Authors: Bezuglyi, Mykola, Ivaniuk, Khrystyna, Volyniuk, Dmytro, Gražulevičius, Juozas V., Bagdžiūnas, Gintautas
• Format: Journal Article
• Language: English
• Published: Elsevier Ltd 01.02.2018
• Subjects: 1,8-Naphthalimide; Ambipolar semiconductor; Carbazole; Exciplex; Hydrogen bonding; OLED; Exciplex; Ambipolar semiconductor; OLED; 1,8-Naphthalimide; Carbazole; Hydrogen bonding
• ISSN: 0143-7208; 1873-3743
• DOI: 10.1016/j.dyepig.2017.10.013

A new luminescent ambipolar semiconductor consisting of 1,8-naphthalimide as an electron-accepting moiety and carbazole as an electron-donating moiety has been synthesized and characterized. The synthesized compound as ambipolar semiconductor has been investigated by using density functional theory calculations coupled with the charge-hopping model and the time-of-flight experimental method. The time-of-flight hole and electron drift mobilities in the synthesized material's layer approached about 10−4 cm2 V−1 s−1 at high electric fields. The exciplex complex is stabilized by the intermolecular hydrogen bond and electron donor-acceptor interactions. The energy of interactions between the molecules in the exciplex complex has been estimated to be about −100 kJ mol−1 by DFT. Non-doped emissive layer organic light-emitting diode (OLED) using the synthesized compound as an emitter exhibited an orange color emission with the Commission International de L'Eclairage chromaticity coordinates of (0.47, 0.49). [Display omitted] •Semiconductor consisting of the 1,8-naphthalimide and carbazole moieties was synthesized and characterized.•For this compound, the ambipolar semiconductor properties and recombination of exciton in exciplex complex are indicated.•The exciplex complex is stabilized by the intermolecular hydrogen bond and electron donor-acceptor interactions.•OLED from the compound as an emitter exhibited an orange color emission.