Rich fluorine trident type rigid donor-acceptor (D-A) tricarbazoles-triazine structures: An effective strong acid affinity fluorescent dye

• Published in: Dyes and pigments Vol. 201; p. 110254
• Main Authors: Hu, Kaibo, Lian, Guangchang, Wang, Yuling, Shao, Tingyu, Zhou, Meng, Liu, Ying, Jin, Guofan
• Format: Journal Article
• Language: English
• Published: Elsevier Ltd 01.05.2022
• Subjects: Photophysical characteristics; Strong acid affinity; Tricarbazoles-triazine; Trident type rigid; Strong acid affinity; Trident type rigid; Tricarbazoles-triazine; Photophysical characteristics
• ISSN: 0143-7208; 1873-3743
• DOI: 10.1016/j.dyepig.2022.110254

Two D-A compounds consisting of the highly electron-deficient triazine group are used as the electron-acceptor center, connected by a benzene ring through C–C single bond with three electron-giving carbazole groups, which were successfully synthesized and photophysical properties were studied. The UV–Vis spectra of both compounds have carbazole moiety, the strong absorption band at ∼300 nm mainly attributed to the π-π∗ transition of the carbazole, and the structured absorption band at ∼350 nm, mainly attributed to the n-π∗ transition of carbazole moiety. Meanwhile, the UV absorption and fluorescence emission of two triazine-carbazole compounds under different strong acid conditions were discussed. Also, the electrochemical properties of the two compounds were characterized by cyclic voltammetry and calculated the density functional theory (DFT), as well as their fluorescence emission and stability under different pH conditions were measured. The results show that compound of A-2 have good photophysical and electrochemical properties in acidic environment, and as effective acid affinity fluorescent dyes, in expectation of coping with the frequent occurrence of acid rain caused by environmental pollution, while the compound B-2 is insensitive to acidic conditions, and can be used as an acid-resistant dye on the surface of the material. [Display omitted] •Two novel fluorescent dyes based on triazine-carbazole molecules.•Two triazine-carbazole molecules with good photophysical properties.•Two triazine-carbazole molecules have fluorescence-enhancing effects under acidic conditions.