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高发射性π共轭炔基芘低聚物:其合成与光物理性质

Highly emissive pi-conjugated alkynylpyrene oligomers: their synthesis and photophysical properties.

作者信息

Shimizu Hisao, Fujimoto Kazuhisa, Furusyo Masaru, Maeda Hajime, Nanai Yasuaki, Mizuno Kazuhiko, Inouye Masahiko

机构信息

Graduate School of Pharmaceutical Sciences, University of Toyama, Sugitani 2630, Toyama 930-0194, Japan.

出版信息

J Org Chem. 2007 Feb 16;72(4):1530-3. doi: 10.1021/jo061959t. Epub 2007 Jan 23.

DOI:10.1021/jo061959t
PMID:17243714
Abstract

We newly prepared para- and meta-linked alkynylpyrene oligomers and examined their photophysical properties. Oligomerization of monomeric building blocks was performed by CuI-promoted oxidative coupling reaction. The resulting oligomers mainly consist of 2-mer to 6-mer that were assigned on the basis of MALDI-TOF mass spectra, and the 2-mer, 3-mer, and 4-mer were isolated and fully characterized. From their absorption and fluorescence spectra, the para-linked oligomers were found to be somewhat pi-conjugated compared with meta-linked ones, and the fluorescence quantum yields decreased with increasing oligomer length (Phif = 0.79-0.55).

摘要

我们新制备了对位和间位连接的炔基芘低聚物,并研究了它们的光物理性质。单体结构单元的低聚反应通过碘化亚铜促进的氧化偶联反应进行。所得低聚物主要由基于基质辅助激光解吸电离飞行时间质谱确定的二聚体至六聚体组成,并且分离出二聚体、三聚体和四聚体并进行了全面表征。从它们的吸收光谱和荧光光谱发现,与间位连接的低聚物相比,对位连接的低聚物具有一定程度的π共轭,并且荧光量子产率随着低聚物长度的增加而降低(荧光量子产率 = 0.79 - 0.55)。

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