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一锅法合成的新型茚并芴衍生物(BDP)作为检测铁离子的荧光化学传感器的光物理研究

Photophysical Investigation of One Pot Synthesized Novel Indenofluorene Derivative (BDP) as a Fluorescent Chemosensor for the Detection of Fe Ion.

作者信息

Mohasin Md, Alam Md Zafer, Ahmad Suhail, Salma Umme, Kumar Yogesh, Patel Rajan, Ullah Qasim, Khan Salman A

机构信息

Department of Chemistry, School of Sciences, Maulana Azad National Urdu University, Hyderabad, 500032, Telangana, India.

Biophysical Chemistry Laboratory, Center for Interdisciplinary Research in Basic Sciences, Jamia Millia Islamia, New Delhi, 110025, India.

出版信息

J Fluoresc. 2025 Jun;35(6):4569-4578. doi: 10.1007/s10895-024-03838-y. Epub 2024 Jul 23.

DOI:10.1007/s10895-024-03838-y
PMID:39042358
Abstract

An Indane-1-one derivative 11-(1-benzyl-1H-indol-3-yl)-10,12-dihydrodiindeno[1,2-b:2',1'-e]-pyridine (BDP) has been synthesized by the reaction of Indan-1-one with 1-benzyl-1H-indole-3-carbaldehyde. FT-IR, H-NMR, N-NMR and Mass spectroscopic techniques has been used to confirmed the structure of BDP. The observed photophysical changes in BDP across various solvents were associated. The impact of various interactions on photophysical parameters, including Stokes shift, dipole moment, oscillator strength, and fluorescence quantum yields, has been assessed in relation to solvent polarity. Moreover, BDP demonstrates potential as a selective fluorescent chemosensor for detecting Fe ion within a range of cations in an aqueous DMSO environment. A thorough investigation into the recognition mechanism of BDP towards Fe ion has been conducted using Benesi-Hildebrand and Stern-Volmer, measurements. BDP forms a 2:1 complex with the Fe ion, exhibiting fluorescent quenching behaviour.

摘要

一种茚满-1-酮衍生物11-(1-苄基-1H-吲哚-3-基)-10,12-二氢二茚并[1,2-b:2',1'-e]吡啶(BDP)通过茚满-1-酮与1-苄基-1H-吲哚-3-甲醛反应合成。利用傅里叶变换红外光谱(FT-IR)、氢核磁共振(H-NMR)、氮核磁共振(N-NMR)和质谱技术确定了BDP的结构。观察到BDP在各种溶剂中的光物理变化是相关的。已评估了各种相互作用对包括斯托克斯位移、偶极矩、振子强度和荧光量子产率在内的光物理参数的影响与溶剂极性的关系。此外,BDP在水-二甲基亚砜环境中对一系列阳离子中的铁离子具有作为选择性荧光化学传感器的潜力。使用贝内西-希尔德布兰德和斯特恩-沃尔默测量法对BDP对铁离子的识别机制进行了深入研究。BDP与铁离子形成2:1络合物,表现出荧光猝灭行为。

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