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<p>A novel benzo[<i>d</i>]thiazole derivative <b>(B31)</b> was synthesized via a green method. Aggregation–induced emission (AIE) behavior was investigated in a dimethyl sulfoxide (DMSO)/water mixture. The solution of <b>B31</b> exhibited fluorescence emission at approximately 500 nm with maximum intensity observed at 40% water content. <b>B31</b> functioned as a selective fluorescence chemosensor for Al<sup>3+</sup> ion with detection limit of 24 nM. In addition, a new complex [Al(<b>B31</b>–2H)(NO<sub>3</sub>)] <b>(AlB31)</b> was prepared and characterized by electrospray ionization mass spectrometry (ESI–MS), infrared spectroscopy (IR), and proton nuclear magnetic resonance spectroscopy (<sup>1</sup>H NMR) spectra. Notably, the quantum yields of <b>AlB31</b> complex in DMSO was approximately 60-foldhigher than that of the free <b>B31</b> ligand, accompanied a significant Stokes shift. Density functional theory (DFT) calculations were performed to rationalize the optical properties of the studied compounds. The weak fluorescence of <b>B31</b> is likely caused by the rotation of the naphthalene ring around the –CH = N– bond in the S<sub>1</sub> excited state. A plausible photoemission mechanism for the <b>AlB31 c</b>omplex has also been proposed.</p>

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A Novel Benzo[d]Thiazole Derivative as Selective Fluorescent Chemosensors for Al3+ and Its AIE Properties

  • 期刊论文

  • 发表日期：

    2025年5月14日

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  • Duong Quoc Hoan,
  • Ngo Tuan Cuong,
  • Nguyen Thi Ha Vy,
  • Mai Phuong Chi,
  • Nguyen Huu Thinh,
  • Nguyen Trung Hieu,
  • Le Phuong Thao,
  • Nguyen Thi Ngoc Vinh,
  • Le Thi Hong Hai

摘要

A novel benzo[d]thiazole derivative (B31) was synthesized via a green method. Aggregation–induced emission (AIE) behavior was investigated in a dimethyl sulfoxide (DMSO)/water mixture. The solution of B31 exhibited fluorescence emission at approximately 500 nm with maximum intensity observed at 40% water content. B31 functioned as a selective fluorescence chemosensor for Al3+ ion with detection limit of 24 nM. In addition, a new complex [Al(B31–2H)(NO3)] (AlB31) was prepared and characterized by electrospray ionization mass spectrometry (ESI–MS), infrared spectroscopy (IR), and proton nuclear magnetic resonance spectroscopy (1H NMR) spectra. Notably, the quantum yields of AlB31 complex in DMSO was approximately 60-foldhigher than that of the free B31 ligand, accompanied a significant Stokes shift. Density functional theory (DFT) calculations were performed to rationalize the optical properties of the studied compounds. The weak fluorescence of B31 is likely caused by the rotation of the naphthalene ring around the –CH = N– bond in the S1 excited state. A plausible photoemission mechanism for the AlB31 complex has also been proposed.