The Photovoltaic Performance of Sensitizers for Organic Solar Cells Containing Fluorinated Chalcones with Different Halogen Substituents

Crystals

Muhamad Fikri Zaini¹  Ibrahim Abdul Razak²  Ainizatul Husna Anizaim²  Siti Nabilla Aliya Mohd Nizar²  Suhana Arshad²  Siti Noor Farhana Ab Rahman² 

[1] Pusat GENIUS@Pintar Negara, Universiti Kebangsaan Malaysia, Bangi 43600, Selangor, Malaysia;X-ray Crystallography Unit, School of Physics, Universiti Sains Malaysia, Gelugor 11800, Penang, Malaysia;

关键词: halogenated chalcone;    single crystal;    DFT;    A-π-A organic dye;    DSSC;   

DOI  :  10.3390/cryst11111357

来源: DOAJ

【 摘 要 】

Two newly halogenated chalcones, derivatives of C₁₅H₁₀ClFO (CH-ClF) and C₁₅H₁₀F₂O (CH-FF), were synthesized using the Claisen–Schmidt condensation method. Both compounds were crystallized using a slow evaporation method, forming a monoclinic crystal system with a space group of P2₁ and P2₁/c, respectively. The compounds were further analyzed using spectroscopic techniques such as Fourier Transform Infrared (FTIR), Nuclear Magnetic Resonance (NMR), and Ultraviolet–Visible (UV–vis) analyses. The single crystal X-ray diffraction method revealed the existence of C−H⋯O and C−H⋯F intermolecular interactions in CH-FF. Hirshfeld surface analysis was performed to confirm the existence of intermolecular interactions in the compounds. The molecular geometries obtained from the X-ray structure determination were further used to optimize the structures using density functional theory (DFT), with the B3LYP/6-311G++(d,p) basis set in the ground state. The TD-DFT/B3LYP method was used to obtain the electronic properties and the HOMO–LUMO energy gap. Both compounds exhibited A-π-A architecture with different halogen substituents in which the CH-FF, containing -fluoro substituents, possessed good electron injection ability due to its electronegative properties. This increased the flow of the charge transfer for the dye regeneration process and enhanced the efficiency of the dye-sensitized solar cell (DSSC).

【 授权许可】

Unknown