A new route towards fluorescent organic nanoparticles with red-shifted emission and increased colloidal stability

被引:33
作者
Amro, Kassem [1 ]
Daniel, Jonathan [1 ]
Clermont, Guillaume [1 ]
Bsaibess, Talia [1 ]
Pucheault, Mathieu [1 ]
Genin, Emilie [1 ]
Vaultier, Michel [1 ]
Blanchard-Desce, Mireille [1 ]
机构
[1] Univ Bordeaux, Inst Sci Mol, CNRS UMR5255, F-33405 Talence, France
关键词
Suzuki coupling; Chromophore; Fluorescence; Nanoparticle; EXCITATION CROSS-SECTIONS; 2-PHOTON ABSORPTION; CHARGE-TRANSFER; LUMINESCENCE; CHROMOPHORES; LIFETIME;
D O I
10.1016/j.tet.2014.01.032
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Suzuki-Miyaura cross-coupling reaction with a new boron reagent has been used to conveniently and efficiently synthetize a dipolar chromophore having an elongated pi-conjugated system (i.e., bithiophene based), which displays a red-shifted emission while maintaining fluorescence. Bright orange emitting FONs made from this 'naked' dipole have been easily prepared and studied. Very interestingly, these FONs with red-shifted emission combine markedly enhanced colloidal and structural stability in water with giant one- and two-photon brightness. As such, they hold promises as fluorescent probes for bioimaging. (C) 2014 Published by Elsevier Ltd.
引用
收藏
页码:1903 / 1909
页数:7
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