PH-Responsive polypseudorotaxane synthesized through cucurbit[6]uril catalyzed 1, 3-dipolar cycloaddition
Date
2006Source Title
Journal of Materials Chemistry
Print ISSN
0959-9428
Volume
16
Issue
32
Pages
3291 - 3296
Language
English
Type
ArticleItem 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 reactionsDesorption
Fourier transform infrared spectroscopy
Hydrophobicity
Nuclear magnetic resonance spectroscopy
Synthesis (chemical)
Dialkyne monomers
Diazide
Polypseudorotaxane
Organic compounds