New aliphatic–aromatic tetraphenylphthalic-based diimides: Thermal, optical and electrical study (original) (raw)
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Materials
In this research, six novel unsymmetrical imino-1,8-naphthalimides (AzNI) were synthesized. Comprehensive thermal (thermogravimetric analysis (TGA) and differential scanning calorimetry (DSC), optical (UV-Vis, photoluminescence), and electrochemical (CV, DPV) studies were carried out to characterize these new compounds. The molecules showed the onset of thermal decomposition in the temperature range 283–372 °C and molecular glass behavior. Imino-1,8-naphthalimides underwent reduction and oxidation processes with the electrochemical energy band gap (Eg) below 2.41 eV. The optical properties were evaluated in solvents with different polarities and in the solid-state as a thin films and binary blends with poly(N-vinylcarbazole): (2-tert-butylphenyl-5-biphenyl-1,3,4-oxadiazole) (PVK:PBD). Presented compounds emitted blue light in the solutions and in the green or violet spectral range in the solid-state. Their ability to emit light under external voltage was examined. The devices with g...
Organic and Hybrid Diode Features of an n-Type 1,8-Naphthalimide Derivative
Journal of Electronic Materials
Organic–inorganic hybrid photodiodes have garnered research interest to achieve high-performance optoelectronic devices with longer lifetime. In the present study, a fluorescent 1,8-naphthalimide (NI) derivative BHSHNI was synthesized through bromination of 3-hydroxy naphthalic anhydride and subsequent imidation reaction with salicyloyl hydrazide. The IR, NMR and mass spectrometry studies confirmed the molecular structure of the NI derivative. Intramolecular charge transfer was confirmed using theoretical and fluorescence emission studies. Thermal investigations suggested good stability of BHSHNI and cyclic voltammetry indicated an electrochemical band gap of 1.10 eV. Surface uniformity and pit-free morphology was observed in SEM and AFM images of thin films formed by BHSHNI. The organic (PEDOT:PSS) and hybrid (organic–inorganic) p–n type diodes were successfully constructed using BHSHNI. The hybrid diode exhibited better features with ideality factors of 9.3 and 15.2 in dark and vi...