Synthesis, DFT Calculations, Photophysical, Photochemical Properties of Peripherally Metallophthalocyanines Bearing (2-(Benzo[d] [1,3] Dioxol-5-Ylmethoxy) Phenoxy) Substituents

• Published in: Polycyclic aromatic compounds Vol. 42; no. 9; pp. 6444 - 6462
• Main Authors: Solğun, Derya Güngördü, Yıldıko, Ümit, Ağırtaş, Mehmet Salih
• Format: Journal Article
• Language: English
• Published: Philadelphia Taylor & Francis 21-10-2022; Taylor & Francis Ltd
• Subjects: aggregation; Beer law; Density functional theory; DFT; Emission analysis; Emission measurements; Energy gap; Fluorescence; Mathematical analysis; Metal phthalocyanines; Molecular orbitals; Nonlinear optics; Optical properties; Optimization; Photochemicals; Phthalocyanines; Salts; the docking study
• ISSN: 1040-6638; 1563-5333
• DOI: 10.1080/10406638.2021.1983618

4-(2-(benzo[d] [1,3] dioxol-5-ylmethoxy) phenoxy) phthalonitrile was first prepared as a starting material. Then, this new phthalonitrile derivative was reacted with Zn and Co salts to obtain new phthalocyanine complexes. Phthalocyanine complexes were evaluated by fluorescence emission, extinction, and absorption measurements. Aggregation studies show compliance with the lambert-beer law in the concentration range studied for peripheral phthalocyanine compounds. The density functional theory calculations of the metallophthalocyanines compounds were performed using the B3LYP method- LanL2DZ basis set to derive structural optimization, HOMO-LUMO energy parameters, and nonlinear Optical properties. The calculated values of metallophthalocyanines with different center atoms were obtained close to each other. Molecular electronic surface maps of the studied compounds are mapped and discussed. The HOMO-LUMO energy gaps of our compounds studied are around 2.1 eV. The docking studies were performed with the phthalonitrile.