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基于激发态分子内质子转移和聚集诱导发射的二酮吡咯并吡咯发光体:光物理性质及在三种有机溶剂中对痕量水的同时判别检测。

Excited State Intramolecular Proton Transfer Plus Aggregation-Induced Emission-Based Diketopyrrolopyrrole Luminogen: Photophysical Properties and Simultaneously Discriminative Detection of Trace Water in Three Organic Solvents.

机构信息

Key Laboratory of Functional Molecular Engineering of Guangdong Province, School of Chemistry and Chemical Engineering , South China University of Technology , Guangzhou , China , 510641.

出版信息

Anal Chem. 2019 Apr 16;91(8):5261-5269. doi: 10.1021/acs.analchem.9b00032. Epub 2019 Apr 1.

DOI:10.1021/acs.analchem.9b00032
PMID:30868876
Abstract

Developing solid state near-IR (NIR) emitters and simultaneously discriminative detection of trace water in organic solvents has long been a significant challenge. In this work, a novel diketopyrrolopyrrole-based luminogen (DPP1) with excited state intramolecular proton transfer (ESIPT) and aggregation-induced emission (AIE) characteristics has been designed and synthesized. Its amorphous and crystal solids show red and NIR-emissive fluorescence at 625 and 675 nm, respectively. When DPP1 reacts with fluoride anion, the resulting system (DPP1·F) can discriminatively detect the water content in aprotic solvents with colorimetric and fluorescent dual modes. Distinct fluorescent responses of "turn-on", "ratiometric turn-off", and "ratiometric turn-on" and low limits of detection of 0.0064, 0.042, and 0. The water-induced sensitive and fast change in THF was applied to the determination of water in foodstuffs in practical solid state indicator paper strips.

摘要

长期以来,开发固态近红外(NIR)发射器并同时对有机溶剂中的痕量水进行有区别的检测一直是一个重大挑战。在这项工作中,设计并合成了一种具有激发态分子内质子转移(ESIPT)和聚集诱导发射(AIE)特性的新型二酮吡咯并吡咯(DPP)基发光体(DPP1)。其无定形和晶体固体分别在 625nm 和 675nm 处显示红色和近红外发射荧光。当 DPP1 与氟阴离子反应时,所得体系(DPP1·F)可以通过比色和荧光双重模式区分地检测非质子溶剂中的含水量。“开启”、“比率式关闭”和“比率式开启”的明显荧光响应以及检测限低至 0.0064、0.042 和 0.0025%(w/w),适用于实际固态指示纸条中食品中水分的测定。水诱导的 THF 敏感快速变化可用于食品中水分的测定。

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