Living Supramolecular Polymerization of an Aza-BODIPY Dye Controlled by a Hydrogen-Bond-Accepting Triazole Unit Introduced by Click Chemistry.,Angewandte Chemie International Edition

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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 16.1 ) Pub Date : 2020-01-14 , DOI: 10.1002/anie.201914966
Houchen Wang ₁ , Yongjie Zhang ₁ , Yuanfang Chen ₁ , Hongfei Pan ₁ , Xiangkui Ren ₁ , Zhijian Chen ₁

Affiliation

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.

中文翻译：

通过点击化学引入的氢键键合三唑单元控制的氮杂-BODIPY染料的活性超分子聚合。

通过点击反应合成了具有通过1,2,3-三唑键连接两个疏水性扇形三十二烷氧基苯甲酰胺侧基的氮杂-BODIPY染料1并对其进行了表征。1 H NMR研究表明，染料1通过分子内的H键相互作用表现出可变的构象，这对于聚集的多态性是有益的。通过UV / Vis吸收光谱，IR光谱，AFM，TEM和SEM研究了染料1的超分子聚合的热力学，结构和动力学方面。染料1的双相聚集途径导致偏离途径的亚稳态Agg的形成。我和热力学稳定的阿格。II具有独特的H聚集谱和纳米级形态。

更新日期：2020-02-14

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