期刊
DYES AND PIGMENTS
卷 182, 期 -, 页码 -出版社
ELSEVIER SCI LTD
DOI: 10.1016/j.dyepig.2020.108665
关键词
Excited-state intramolecular proton transfer; Aggregation-induced emission; pi-pi intermolecular interaction; Intramolecular hydrogen bonding; Polyaromatic hydrocarbons
资金
- National Natural Science Foundation of China [21405122]
- Science and Technology Project of Yangling Demonstration Zone [2018SF-04]
- Natural Science Foundation of Shaanxi [2020JM-172]
- China Scholarship Council
Efficient solid emitters with planar architectures are desirable for some practical applications. However, molecules with coplanar structures and conformational rigidity generally exhibit small Stokes shifts, thus resulting in self-absorption. Multi-aromatic hydrocarbons are one typical example that easily undergoes aggregation-caused quenching (ACQ) due to intermolecular pi-pi interactions. Herein, a highly planar seven-ringed dye containing benzothiazole-and triphenyl-fused moieties (HTpT) without any bulky or propeller-shaped substituent at its periphery was facilely synthesized from a Cu+-catalyzed Scholl reaction. By extending the phenyl in excited-state intramolecular proton transfer (ESIPT)-active dye (HBT) to naphthyl (HNT) and to triphenyl (HTpT), HNT shows hypsochromic emission and small Stokes shift (20 nm) in comparison with parent HBT, and suffers from ACQ. Contrarily, HTpT exhibits bright red solid-state fluorescence (lambda(em): 600 nm, Phi(f): 22.7%) with a 200 nm Stokes shift. Steady-state fluorescence spectra, theoretical calculations, and X-ray diffraction analysis are performed to elucidate these different photo-physical properties. In addition, unlike most lysosomal targeting probes containing proton-binding amino or morpholine moieties, which can cause an alkalinizing effect that interferes with the activity of normal cells, HTpT without a basic amino group can specifically light up cellular lysosomes.
作者
我是这篇论文的作者
点击您的名字以认领此论文并将其添加到您的个人资料中。
推荐
暂无数据