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基于四苯乙烯的共轭荧蒽:一种用于检测硝基芳烃化合物的潜在荧光探针。

Tetraphenylethene-Based Conjugated Fluoranthene: A Potential Fluorescent Probe for Detection of Nitroaromatic Compounds.

作者信息

Chandrasekaran Yogesh, Venkatramaiah Nutalapati, Patil Satish

机构信息

Solid State and Structural Chemistry Unit, Indian Institute of Science, Bangalore, 560012, India), Fax.

出版信息

Chemistry. 2016 Apr 4;22(15):5288-94. doi: 10.1002/chem.201504485. Epub 2016 Mar 1.

DOI:10.1002/chem.201504485
PMID:26929030
Abstract

This study reports the synthesis and photophysical properties of a star-shaped, novel, fluoranthene-tetraphenylethene (TFPE) conjugated luminogen, which exhibits aggregation-induced blue-shifted emission (AIBSE). The bulky fluoranthene units at the periphery prevent intramolecular rotation (IMR) of phenyl rings and induces a blueshift with enhanced emission. The AIBSE phenomenon was investigated by solvatochromic and temperature-dependent emission studies. Nanoaggregates of TFPE, formed by varying the water/THF ratio, were investigated by SEM and TEM and correlated with optical properties. The TFPE conjugate was found to be a promising fluorescent probe towards the detection of nitroaromatic compounds (NACs), especially for 2,4,6-trinitrophenol (PA) with high sensitivity and a high Stern-Volmer quenching constant. The study reveals that nanoaggregates of TFPE formed at 30 and 70% water in THF showed unprecedented sensitivity with detection limits of 0.8 and 0.5 ppb, respectively. The nanoaggregates formed at water fractions of 30 and 70% exhibit high Stern-Volmer constants (Ksv=79,998 and 51,120 M(-1), respectively) towards PA. Fluorescence quenching is ascribed to photoinduced electron transfer between TFPE and NACs with a static quenching mechanism. Test strips coated with TFPE luminogen demonstrate fast and ultra-low-level detection of PA for real-time field analysis.

摘要

本研究报道了一种星形新型芴-四苯乙烯(TFPE)共轭发光体的合成及其光物理性质,该发光体表现出聚集诱导蓝移发射(AIBSE)。外围庞大的芴单元可防止苯环的分子内旋转(IMR),并诱导蓝移且增强发射。通过溶剂化显色和温度相关发射研究对AIBSE现象进行了研究。通过扫描电子显微镜(SEM)和透射电子显微镜(TEM)研究了通过改变水/四氢呋喃(THF)比例形成的TFPE纳米聚集体,并将其与光学性质相关联。发现TFPE共轭物是一种有前景的用于检测硝基芳香化合物(NACs)的荧光探针,特别是对2,4,6-三硝基苯酚(PA)具有高灵敏度和高斯特恩-沃尔默猝灭常数。研究表明,在THF中30%和70%水含量下形成的TFPE纳米聚集体表现出前所未有的灵敏度,检测限分别为0.8和0.5 ppb。在水含量为30%和70%时形成的纳米聚集体对PA表现出高斯特恩-沃尔默常数(分别为Ksv = 79,998和51,120 M⁻¹)。荧光猝灭归因于TFPE和NACs之间具有静态猝灭机制的光致电子转移。涂有TFPE发光体的测试条展示了对PA的快速和超低水平检测,用于实时现场分析。

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