N,N-diphenylbenzidine, N,N-diphenylamine, MAOS, flourecence, OLED.

• Main Author: Padmaya Mahatma, Idham
• Format: Final Project
• Language: Indonesia
• Subjects: Kimia
• Online Access: https://digilib.itb.ac.id/gdl/view/32262
• Institution: Institut Teknologi Bandung

Group of organic compounds nowadays are developed as Organic Light Emitting Diode (OLED) materials because they have some advantages compared to inorganic compounds. Organic compounds which have a lot of conjugating double bonds can be used in OLED materials, such as the derivative group of N,N-diphenylamine. Therefore, the study on the transformation reaction of N,N-diphenylamine is needed to search their derivatives that can be utilized as OLED materials. In this research, synthesis of N,N-diphenylbenzidine has been done by the transformation reaction of N,N-diphenylamine with iodine (I2) as radical reaction initiator utilizing Microwave Assisted Organic Synthesis (MAOS) method. This method was used to modify the conventional method of reflux. Various reactions have been performed and the optimum condition was found at 30 minutes of reaction time and 500 W of the power of microwave reactor. Thin Layer Chromatography (TLC) test using n-hexane:ethyl acetate = 9:1 (v/v) as eluent gave Rf value 0.25. Melting point of the product was obtained at 244-249 oC. The 1H-NMR spectrum (500 MHz, acetone-d6) of product showed five chemical shift signals of protons at the aromatic region (? = 6.8-7.8 ppm). The mass spectrum of product showed molecular mass was 336 g/mole. The maximum wavelength in the UV-Vis absorption spectrum of N,N-diphenylbenzidine in acetone was 408 nm, while the maximum wavelengths in the fluorecence emission spectra of product in acetone were 524 and 578 nm. Based on the characterization results, the transformation reaction of N,N-diphenylbenzidine from N,N-diphenylamine has been successfully done and the product had the potential to be used as OLED materials because its ability to emit light (green-yellow) in the visible area.