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Preparation of a topologically linked branch polymer containing cyclodextrin
Author(s) -
Tamura Kiyoshi,
Hatanaka Kenichi,
Yoshie Naoko
Publication year - 2007
Publication title -
polymer international
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.592
H-Index - 105
eISSN - 1097-0126
pISSN - 0959-8103
DOI - 10.1002/pi.2246
Subject(s) - ethylene glycol , peg ratio , cyclodextrin , macromolecule , condensation polymer , chemistry , condensation reaction , polymer chemistry , gel permeation chromatography , proton nmr , amide , polymer , condensation , molecule , organic chemistry , catalysis , biochemistry , physics , finance , economics , thermodynamics
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 (NH 2 ‐αCD) with PEG dicarboxylic acid (PEG‐diCOOH) having one carboxyl group at both chain ends. The analysis of 1 H NMR and 13 C NMR spectra of the condensation products showed completion of the condensation reaction between NH 2 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 NH 2 ‐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 NH 2 ‐αCD with PEG‐diCOOH depends on the concentration of ethylene glycol units. Copyright © 2007 Society of Chemical Industry