A Novel Conjugated Pyrene-BODIPY Dyad: Synthesis, Characterization and Properties

Authors : Hüsniye ARDİC ALİDAGİ, Seda ÇETİNDERE

Pages : 311-320

Doi:10.18596/jotcsa.819632

View : 15 | Download : 7

Publication Date : 2021-02-28

Article Type : Research Paper

Abstract :In the present work, a novel highly conjugated pyrene-BODIPY insert ignore into journalissuearticles values(BODPhPy); with a D-A insert ignore into journalissuearticles values(donor-acceptor); skeleton small molecule was synthesized by Sonogashira cross-coupling reaction between 1-ethynylpyrene as a donor group insert ignore into journalissuearticles values(EthyPy); and BODIPY as an acceptor group insert ignore into journalissuearticles values(BrPh-BOD);. The new compound was characterized by fourier transform-infrared insert ignore into journalissuearticles values(FT-IR);, nuclear magnetic resonance spectroscopy insert ignore into journalissuearticles values(NMR);, mass spectrometry insert ignore into journalissuearticles values(MALDI-TOF); and elemental analysis. The photophysical and electrochemical properties of the compound insert ignore into journalissuearticles values(BODPhPy); were investigated by UV-vis absorption, fluorescence emission spectroscopy, and cyclic voltammetry insert ignore into journalissuearticles values(CV); in dichloromethane. It was found from the optical and electrocemical measurements that the target compound has highest occupied molecular orbital energy level insert ignore into journalissuearticles values(EHOMO); of -5.70 eV, lowest unoccupied molecular orbital energy level insert ignore into journalissuearticles values(ELUMO); of -3.27 eV, and the band gap was calculated as 2.43 eV. In addition, theoretic computational studies was also carried out via density functional techniques insert ignore into journalissuearticles values(DFT); for investigation of molecular structure and energy levels of the compound. According to this results, the novel compound could be potential candidate for optoelectronic devices.
Keywords : Pyrene, BODIPY, optoelectronic device