Enhanced emission of a pyridine-based luminogen by hydrogen-bonding to organic and polymeric phenols

Enhanced emission of a pyridine-based luminogen by hydrogen-bonding to organic and polymeric phenols
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DOI:
10.1039/c3ra22217a
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发表时间:
2013-01-01
期刊:
影响因子:
3.9
通讯作者:
Hong, Jin-Long
Hong, Jin-Long
中科院分区:
化学3区
文献类型:
--
作者:
Chien, Wei-Lun;Yang, Chih-Min;Hong, Jin-Long

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合成了双吡啶基乙烯基蒽(An 2 Py)荧光分子,并通过吡啶和羟基之间的氢键作用,将其与含羟基组分(有机双酚A(BPA)和聚合物聚乙烯基苯酚(PVPh))共混.在混合之前,An 2 Py的溶液已经由于其聚集诱导发射增强(AIEE)行为而明显地发射;在与羟基组分混合之后,由于受限的分子旋转,荧光可以进一步增强,这导致由氢键相互作用施加的非辐射衰变通道的阻塞。通过溶液H-1 NMR和固体红外光谱表征了氢键对An 2 Py/BPA(和An 2 Py/PVPh)共混物的受限分子转动的作用。本研究比较并讨论了有机BPA和聚合物PVP作为分子锚的有效性,以锁定An 2 Py发光团的自由旋转。
Fluorescent bis(pyridinylvinyl)anthracene (An2Py) with two pyridine terminals was synthesized and used to prepare miscible blends with hydroxyl-containing components (organic bisphenol A (BPA) and polymeric poly(vinyl phenol) (PVPh)) through the facile intermolecular hydrogen-bond (H-bond) interactions between the pyridine and the hydroxyl functions. Before blending, the solution of An2Py already emits appreciably due to its aggregation-induced emission enhancement (AIEE) behavior; after blending with the hydroxyl components, the fluorescence can be further intensified due to the restricted molecular rotation, which leads to the blockage of non-radiative decay channels, imposed by the H-bond interactions. The role of the H-bonding on the restricted molecular rotation of the An2Py/BPA (and the An2Py/PVPh) blends was characterized by solution H-1 NMR and solid infrared spectroscopy. The effectiveness of the organic BPA and the polymeric PVP as molecular anchors to lock the free rotation of the An2Py luminogen were compared and discussed in this study.