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Synthesis of Doubly Ethyl‐Bridged Bis( p ‐sulfonatocalix[4]arene) and Its Supramolecular Polymerization with Viologen Dimer
Author(s) -
Wang KunPeng,
Guo DongSheng,
Zhao HongXia,
Liu Yu
Publication year - 2014
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201303344
Subject(s) - viologen , isothermal titration calorimetry , supramolecular chemistry , supramolecular polymers , chemistry , polymerization , dimer , dynamic light scattering , polymer chemistry , polymer , cyclic voltammetry , crystallography , materials science , photochemistry , organic chemistry , electrochemistry , nanotechnology , crystal structure , electrode , nanoparticle
A water‐soluble supramolecular polymer with a high degree of polymerization and viscosity has been constructed based on the strong host–guest interaction between p ‐sulfonatocalix[4]arenes (SC4As) and viologen. A homoditopic doubly ethyl‐bridged bis( p ‐sulfonatocalix[4]arene) ( d ‐SC4A) was prepared and its binding behavior towards methyl viologen compared with the singly ethyl‐bridged bis( p ‐sulfonatocalix[4]arene) ( s ‐SC4A) by NMR spectroscopy and isothermal titration calorimetry. By employing a viologen dimer (bisMV 4+ ) as the homoditopic guest, two linear AA/BB‐type supramolecular polymers, d ‐SC4A⊃bisMV 4+ and s ‐SC4A⊃bisMV 4+ , were successfully constructed. Compared with s ‐SC4A⊃bisMV 4+ , d ‐SC4A⊃bisMV 4+ shows much higher solubility and viscosity, and has also been characterized by viscosity, diffusion‐ordered NMR spectroscopy, dynamic light scattering, and atomic force microscopy measurements. Furthermore, the polymer is responsive to electrostimulus as viologen is electroactive, which was studied by cyclic voltammetry. This study represents a proof‐of‐principle as the polymer can potentially be applied as a self‐healing and degradable polymeric material.