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      PH-Responsive polypseudorotaxane synthesized through cucurbit[6]uril catalyzed 1, 3-dipolar cycloaddition

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      Author(s)
      Tuncel, D.
      Tiftik, H. B.
      Salih, B.
      Date
      2006
      Source Title
      Journal of Materials Chemistry
      Print ISSN
      0959-9428
      Volume
      16
      Issue
      32
      Pages
      3291 - 3296
      Language
      English
      Type
      Article
      Item Usage Stats
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      Abstract
      A pH-responsive polypseudorotaxane has been synthesized via cucurbit[6]uril (CB6)-catalyzed 1,3-dipolar cycloaddition using diazide and dialkyne monomers, which contain a long aliphatic-spacer. The polypseudorotaxane was characterized by spectroscopic techniques (1H, 13C NMR and FT-IR) and matrix assisted laser desorption time-of-flight mass spectrometry (MALDI-TOF MS). The experimental results reveal that this polypseudorotaxane behaves as a pH-driven polymeric switch. Thus, when amine groups are protonated at an appropriate pH, CB6s are located on the triazole rings due to ion-dipole interaction, whereas at high pH they move onto the hydrophobic aliphatic spacer rather than slipping off the polypseudorotaxane. © The Royal Society of Chemistry 2006.
      Keywords
      Addition reactions
      Desorption
      Fourier transform infrared spectroscopy
      Hydrophobicity
      Nuclear magnetic resonance spectroscopy
      Synthesis (chemical)
      Dialkyne monomers
      Diazide
      Polypseudorotaxane
      Organic compounds
      Permalink
      http://hdl.handle.net/11693/23739
      Published Version (Please cite this version)
      http://dx.doi.org/10.1039/b605057c
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      • Department of Chemistry 707
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