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Self‐Organization of Hyperbranched Polyesters Functionalized with Pyrrolo[2,1‐a]isoquinoline End Groups and Their Fluorescent Recognition of Anthracene and Pyrene
Author(s) -
Zeng Fanyang,
Jiang Yuliang,
Wang Bingxiang,
Mao Chun,
Han Qiaorong,
Ma Zhenye
Publication year - 2017
Publication title -
macromolecular chemistry and physics
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.57
H-Index - 112
eISSN - 1521-3935
pISSN - 1022-1352
DOI - 10.1002/macp.201600616
Subject(s) - anthracene , stacking , pyrene , lamellar structure , polymer chemistry , supramolecular chemistry , polyester , fluorescence , hydrogen bond , chemistry , isoquinoline , dehydrogenation , photochemistry , organic chemistry , crystallography , molecule , physics , quantum mechanics , catalysis
The structurally controllable hyperbranched aromatic–aliphatic copolyesters HBPE‐MPICB 4 and HBPE‐MPICB 2 are synthesized by incorporating the periphery of a second‐generation hyperbranched polyester (HBPE) with methylpyrrolo[2,1‐a]isoquinoline‐1‐carbonitrile(E)‐4‐oxo‐[2‐(oxo‐λ 3 ‐methyl)hydrazinyl]but‐2‐enoate (MPICB) groups via one‐pot synthesis. Organized supramolecular structures are self‐assembled in different organic media. Lamellar structure with a length of around 10 µm can be obtained in ethyl acetate. However, the identical HBPE‐MPICB 4 and HBPE‐MPICB 2 building blocks can self‐organize into flower‐like and vesicular structure in ethanol, with particle sizes around 12 and 5 µm, respectively. The noncovalent interactions of HBPE‐MPICB 4 and HBPE‐MPICB 2 , that is, hydrogen bonding and π–π stacking, are critical for the construction of organized structures. Furthermore, host–guest recognitions by HBPE‐MPICB 4 and HBPE‐MPICB 2 are investigated by fluorescence studies. The results indicate that HBPE‐MPICB 4 microflowers respond selectively to anthracene and pyrene through π–π stacking interactions.