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

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Tuncel D., Tiftik H. B., Salih B.

JOURNAL OF MATERIALS CHEMISTRY, vol.16, no.32, pp.3291-3296, 2006 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 16 Issue: 32
  • Publication Date: 2006
  • Doi Number: 10.1039/b605057c
  • Journal Name: JOURNAL OF MATERIALS CHEMISTRY
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.3291-3296
  • Hacettepe University Affiliated: Yes

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 (H-1, C-13 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.