A DFT/TDDFT Investigation on Structure–Photophysical Properties Relationship of Phenothiazine Derivatives with Substitutions on C-3/N-10 Sites

Publication date: Available online 27 June 2019Source: Computational and Theoretical ChemistryAuthor(s): Yongqiang Lu, Chuchu Jiang, Xiulan Li, Jian SongAbstractDFT/TDDFT methods were employed to investigate structure–photophysical properties relationship of PTZ derivatives, presenting various popular substituents on common C-3/N-10 active sites. Results indicate that if intramolecular CT pattern or/and high π delocalization appears in these derivatives, it will guide the spectral variation. However, the emission is more sensitive to CT than to the planarity, whereas the reverse is found for absorption. The polarity of solvent has a greater impact on both Stokes shift and emission, than on the absorption wavelength. To enhance the oscillator strength, C-3 substitutions are more advantageous than N-10 substitutions. Obvious synergistic effect on spectral changes of N-10/C-3 modifications was found and it is particularly evident in emission spectra. So the emission of PTZ-12 modificated by alkyl chains rises up to 785 nm and about 350 nm red shift is achieved. Our work provides solid theoretical data for further PTZ-based chromophores design or optimization.Graphical abstract

Source: Computational and Theoretical Chemistry - June 28, 2019 Category: Chemistry Source Type: research