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8,8'-（苯并[][1,2,5]噻二唑-4,7-二基）双（喹啉-4(1)-酮）：一种具有聚集诱导发光特性的扭曲光敏剂。

8,8'-(Benzo[][1,2,5]thiadiazole-4,7-diyl)bis(quinolin-4(1)-one): a twisted photosensitizer with AIE properties.

作者信息

Broumidis Emmanouil, Jones Callum M S, Koyioni Maria, Kourtellaris Andreas, Lloyd Gareth O, Marques-Hueso Jose, Koutentis Panayiotis A, Vilela Filipe

机构信息

Institute of Chemical Sciences, School of Engineering & Physical Sciences, Heriot-Watt University Edinburgh EH14 4AS UK

Institute of Sensors, Signals and Systems, School of Engineering & Physical Sciences, Heriot-Watt University Edinburgh EH14 4AS UK.

出版信息

RSC Adv. 2021 Sep 1;11(47):29102-29107. doi: 10.1039/d1ra06263h.

DOI:10.1039/d1ra06263h
PMID:35479566
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9040641/
Abstract

A new benzothiadiazole (BTZ) luminogen is prepared the Suzuki-Miyaura Pd-catalysed C-C cross-coupling of 8-iodoquinolin-4(1)-one and a BTZ bispinacol boronic ester. The rapid reaction (5 min) affords the air-, thermo-, and photostable product in 97% yield as a yellow precipitate that can be isolated by filtration. The luminogen exhibits aggregated-induced emission (AIE) properties, which are attributed to its photoactive BTZ core and nonplanar geometry. It also behaves as a molecular heterogeneous photosensitizer for the production of singlet oxygen under continuous flow conditions.

摘要

通过8-碘喹啉-4(1)-酮与苯并噻二唑双频哪醇硼酸酯的铃木-宫浦钯催化碳-碳交叉偶联反应制备了一种新型苯并噻二唑（BTZ）发光体。该快速反应（5分钟）以97%的产率得到空气、热和光稳定的产物，为黄色沉淀，可通过过滤分离。该发光体具有聚集诱导发光（AIE）特性，这归因于其光活性BTZ核心和非平面几何结构。它还可作为分子异质光敏剂，在连续流动条件下产生单线态氧。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/37ee/9040641/071ad07ef586/d1ra06263h-f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/37ee/9040641/113723283736/d1ra06263h-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/37ee/9040641/c63a6524c67f/d1ra06263h-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/37ee/9040641/d7f21e3e04e1/d1ra06263h-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/37ee/9040641/23579abc524e/d1ra06263h-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/37ee/9040641/071ad07ef586/d1ra06263h-f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/37ee/9040641/113723283736/d1ra06263h-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/37ee/9040641/c63a6524c67f/d1ra06263h-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/37ee/9040641/d7f21e3e04e1/d1ra06263h-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/37ee/9040641/23579abc524e/d1ra06263h-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/37ee/9040641/071ad07ef586/d1ra06263h-f3.jpg

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