Vyas Saurabh, Barot Yash B, Mishra Roli
Department of Biotechnology and Bioengineering, Institute of Advanced Research, Gandhinagar, 382426, Gujarat, India.
J Fluoresc. 2025 May;35(5):2903-2915. doi: 10.1007/s10895-024-03713-w. Epub 2024 Apr 24.
In present work our group has synthesized two novel Schiff-bases, Di-Carbazole based Schiff-base (DB-1) and Di-Anthracene based Schiff-base (DB-2) using condensation reaction and characterized thorough different spectroscopic techniques such as mass spectrometry, IR spectroscopy, H and C NMR spectroscopy. Furthermore, the AIE(Aggregation induced emission) studies were done using water-THF mixture. As compared to pure THF, the DB-2 showed a 17.8-fold increase in fluorescence intensity with a bathochromic shift of 64 nm in 80% water: THF mixture. For DB-1increase was seen at 70% water-THF combination. The analysis of the dynamic light scattering (DLS) further supported this excellent AIEE (Aggregation induced enhanced emission) characteristic. Furthermore, the spectrofluorometric techniques were used to examine the capacity of both Schiff bases to detect the heavy metals. It was discovered that only DB-1, with a detection limit of 2.4 × 10 M, was selective for the Cu ion, whereas DB-2 had no sensing capability for metal ions. The Job's plot was used to determine the stoichiometry ratio of the DB-1 with Cu to further examine the process. It was discovered that the ratio was 1:1 (DB-1:Cu). Additionally, the association constant of DB-1 for Cu was 5.1 × 10 M, demonstrating the excellent binding affinity of DB-1 for the Cu ion.
在本工作中,我们团队通过缩合反应合成了两种新型席夫碱,即基于二咔唑的席夫碱(DB-1)和基于二蒽的席夫碱(DB-2),并使用质谱、红外光谱、氢核磁共振光谱和碳核磁共振光谱等不同光谱技术对其进行了全面表征。此外,利用水 - 四氢呋喃混合物进行了聚集诱导发光(AIE)研究。与纯四氢呋喃相比,DB-2在80%水:四氢呋喃混合物中荧光强度增加了17.8倍,红移64 nm。对于DB-1,在70%水 - 四氢呋喃组合时出现荧光强度增加。动态光散射(DLS)分析进一步支持了这种优异的聚集诱导增强发光(AIEE)特性。此外,使用荧光光谱技术检测了两种席夫碱检测重金属的能力。发现只有DB-1对铜离子具有选择性,检测限为2.4×10⁻⁶ M,而DB-2对金属离子没有传感能力。使用乔布氏图确定DB-1与铜的化学计量比,以进一步研究该过程。发现该比例为1:1(DB-1:Cu)。此外,DB-1与铜的缔合常数为5.1×10⁻⁵ M,表明DB-1对铜离子具有优异的结合亲和力。