β‑Furan-Fused bis(Difluoroboron)-1,2-bis((1H-pyrrol-2-yl)methylene)hydrazine Fluorescent Dyes in the Visible Deep-RedRegion
β‑Furan-Fused bis(Difluoroboron)-1,2-bis((1H-pyrrol-2-yl)methylene)hydrazine Fluorescent Dyes in the Visible Deep-RedRegion
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可见深红色区域的β-呋喃稠合双(二氟硼)-1,2-双((1H-吡咯-2-基)亚甲基)肼荧光染料
DOI：
10.1021/acs.joc.6b01018
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发表时间：
2016
期刊：
影响因子：
--
通讯作者：
Aixia Han
中科院分区：
文献类型：
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作者：
Lin Zhou;Defang Xu;Huaizhi Gao;Chao Zhang;Fangfang Ni;Wenqi Zhao;D;an Cheng;Xingliang Liu;Aixia Han
采用高效合成方法合成了新型β-呋喃稠合双（二氟硼）-1，2-双（（1H-吡咯-2-基）亚甲基）肼（BOPHY）荧光染料（F-BOPHY 1 -3），其结构经1H NMR、13 C NMR、MALDI-TOF HRMS和元素分析确证。然后通过紫外-可见吸收光谱和光致发光（PL）光谱对其光学性质进行了表征。染料的紫外-可见吸收光谱和荧光光谱相对于BOPHY发生了红移，这是由于它们的呋喃环的融合，延长了分子的π共轭。所有的染料都具有较大的消光系数（109700-12300 M-1cm-1），深红色荧光发射（646-667 nm），中等的荧光量子产率（0.30-0.45），以及较高的化学稳定性和光稳定性。这些有利的性质表明，这些化合物是重要的有效的长波长荧光染料的设计，并适用于在生物技术和材料科学的各种应用。
Novel β-furan-fused bis(difluoroboron)-1,2-bis((1H-pyrrol-2-yl)methylene)hydrazine (BOPHY) fluorescent dyes (F-BOPHY1–3) were prepared through an efficient process, and their structures were confirmed by1H NMR spectroscopy,13C NMR spectroscopy, MALDI-TOF HRMS, and element analysis. Their optical properties were then characterized by UV–vis absorption and photoluminescence (PL) spectroscopy. The UV–vis absorption and PL spectra of the dyes shifted to longer wavelengths relative to those of BOPHY because of the fusion of their furan rings, which extended π-conjugation of the molecules. All of the dyes exhibited large extinction coefficients (109700–12300 M–1cm–1), deep-red fluorescence emission (646–667 nm), moderate fluorescence quantum yields (0.30–0.45), as well as high chemical stability and photostability in solution. These advantageous properties show that these compounds are important to the design of efficient long-wavelength fluorescent dyes and are suitable for various applications in biotechnology and materials science.