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9,10-Azaboraphenanthrene-containing small molecules and conjugated polymers: synthesis and their application in chemodosimeters for the ratiometric detection of fluoride ions†
Chemical Science ( IF 7.6 ) Pub Date : 2018-04-09 00:00:00 , DOI: 10.1039/c8sc00688a Weidong Zhang 1 , Guoping Li 1 , Letian Xu 1 , Yue Zhuo 1 , Wenming Wan 2 , Ni Yan 3 , Gang He 1
Chemical Science ( IF 7.6 ) Pub Date : 2018-04-09 00:00:00 , DOI: 10.1039/c8sc00688a Weidong Zhang 1 , Guoping Li 1 , Letian Xu 1 , Yue Zhuo 1 , Wenming Wan 2 , Ni Yan 3 , Gang He 1
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The introduction of main group elements into conjugated scaffolds is emerging as a key route to novel optoelectronic materials. Herein, an efficient and versatile way to synthesize polymerizable 9,10-azaboraphenanthrene (BNP)-containing monomers by aromaticity-driven ring expansion reactions between highly antiaromatic borafluorene and azides is reported, and the corresponding conjugated small molecules and polymers are developed as well. The BNP-containing small molecules and conjugated polymers showed good air/moisture stability and notable fluorescence properties. Addition of fluoride ions to the BNP-based small molecules and polymers induced a rapid change in the emission color from blue to green/yellow, respectively, accompanied by strong intensity changes. The conjugated polymers showed better ratiometric sensing performance than small molecules due to the exciton migration along the conjugated chains. Further experiments showed that the sensing process is fully reversible. The films prepared by solution-deposition of BNP-based compounds in the presence of polycaprolactone also showed good ratiometric sensing for fluoride ions.
中文翻译：
含 9,10-Azaboraphenanthrene 的小分子和共轭聚合物：合成及其在化学剂量计中用于氟离子比例检测的应用†
将主族元素引入共轭支架正在成为新型光电材料的关键途径。在此，报道了一种通过高度反芳香硼芴和叠氮化物之间的芳香性驱动的扩环反应合成可聚合的含9,10-氮杂硼菲（ BNP ）单体的有效且通用的方法，并且还开发了相应的共轭小分子和聚合物。含BNP的小分子和共轭聚合物表现出良好的空气/湿气稳定性和显着的荧光性质。将氟离子添加到基于BNP的小分子和聚合物中，导致发射颜色分别从蓝色快速变化为绿色/黄色，并伴有强烈的强度变化。由于激子沿共轭链迁移，共轭聚合物表现出比小分子更好的比率传感性能。进一步的实验表明传感过程是完全可逆的。在聚己内酯存在下通过溶液沉积BNP基化合物制备的薄膜也表现出良好的氟离子比率传感能力。
更新日期：2018-04-09
中文翻译：
含 9,10-Azaboraphenanthrene 的小分子和共轭聚合物：合成及其在化学剂量计中用于氟离子比例检测的应用†
将主族元素引入共轭支架正在成为新型光电材料的关键途径。在此，报道了一种通过高度反芳香硼芴和叠氮化物之间的芳香性驱动的扩环反应合成可聚合的含9,10-氮杂硼菲（ BNP ）单体的有效且通用的方法，并且还开发了相应的共轭小分子和聚合物。含BNP的小分子和共轭聚合物表现出良好的空气/湿气稳定性和显着的荧光性质。将氟离子添加到基于BNP的小分子和聚合物中，导致发射颜色分别从蓝色快速变化为绿色/黄色，并伴有强烈的强度变化。由于激子沿共轭链迁移，共轭聚合物表现出比小分子更好的比率传感性能。进一步的实验表明传感过程是完全可逆的。在聚己内酯存在下通过溶液沉积BNP基化合物制备的薄膜也表现出良好的氟离子比率传感能力。
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