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Preparation of a topologically linked branch polymer containing cyclodextrin
Authors:Kiyoshi Tamura  Kenichi Hatanaka  Naoko Yoshie
Affiliation:1. Institute of Industrial Science, University of Tokyo, 4‐6‐1 Komaba, Meguro‐ku, Tokyo 153‐8505, Japan;2. Institute of Industrial Science, University of Tokyo, 4‐6‐1 Komaba, Meguro‐ku, Tokyo 153‐8505, JapanInstitute of Industrial Science, University of Tokyo, 4‐6‐1 Koamba, Meguro‐ku, Tokyo 153‐8505, Japan
Abstract:Macromolecules containing topological linkages made of α‐cyclodextrin (αCD) and poly(ethylene glycol) (PEG) were prepared by condensation of mono‐6‐O‐deoxy‐mono‐6‐amino‐α‐cyclodextrin (NH2‐αCD) with PEG dicarboxylic acid (PEG‐diCOOH) having one carboxyl group at both chain ends. The analysis of 1H NMR and 13C NMR spectra of the condensation products showed completion of the condensation reaction between NH2 and COOH groups, and the absence of ester linkages, thus indicating that all of the PEG chains carried one αCD molecule at both chain ends through amide linkages. Gel permeation chromatography analysis of these condensation products showed that NH2‐αCD formed inclusion complexes with PEG‐diCOOH prior to condensation, resulting in macromolecules having topological linkages. In addition, the amount of the topological linkages increased with the increase of molecular weight of PEG‐diCOOH. This result shows that the complexation equilibrium of NH2‐αCD with PEG‐diCOOH depends on the concentration of ethylene glycol units. Copyright © 2007 Society of Chemical Industry
Keywords:cyclodextrin  poly(ethylene glycol)  topological linkages  inclusion complex
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