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Living Supramolecular Polymerization of an Aza-BODIPY Dye Controlled by a Hydrogen-Bond-Accepting Triazole Unit Introduced by Click Chemistry.
Angewandte Chemie International Edition ( IF 12.959 ) Pub Date : 2020-01-14 , DOI: 10.1002/anie.201914966
Houchen Wang,Yongjie Zhang,Yuanfang Chen,Hongfei Pan,Xiangkui Ren,Zhijian Chen

An aza-BODIPY dye 1 bearing two hydrophobic fan-shaped tridodecyloxybenzamide pendants through 1,2,3-triazole linkages was synthesized by a click reaction and characterized. 1 H NMR studies indicated that dye 1 exhibited variable conformations through intramolecular H-bonding interaction, which is beneficial for the polymorphism of aggregation. The thermodynamic, structural, and kinetic aspect of the supramolecular polymerization of dye 1 was investigated by UV/Vis absorption spectroscopy, IR spectroscopy, AFM, TEM, and SEM. Biphasic aggregation pathways of dye 1, leads to the formation of off-pathway, metastable Agg. I and thermodynamically stable Agg. II with distinct H-aggregation spectra and nanoscale morphology. The living manner of the supramolecular polymerization of dye 1 was demonstrated in seeded polymerization experiments with temperature-modulated successive cooling-heating cycles.
更新日期:2020-02-14

 

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