Cyclodextrins in Polymer Modification: Diels–Alder Addition of Cyclopentadiene/Methylated-β-Cyclodextrin Complex on Unsaturated Polyester and Formation of a New Type of Polypseudorotaxane
✍ Scribed by Valentina Alupei; Iulian C. Alupei; Helmut Ritter
- Publisher
- John Wiley and Sons
- Year
- 2005
- Tongue
- English
- Weight
- 124 KB
- Volume
- 26
- Category
- Article
- ISSN
- 1022-1336
No coin nor oath required. For personal study only.
✦ Synopsis
Abstract
Summary: Cyclopentadiene (1) was incorporated as a guest into the cavity of randomly methylated‐β‐cyclodextrin (me‐β‐CD) as a host, yielding the stable, water compatible cyclopentadiene/me‐β‐CD complex (1a). We successfully attempted to use the synthesised complex in a Diels–Alder addition with a water‐soluble unsaturated polyester (2) derived from poly(ethylene glycol) and maleic anhydride. The reaction yielded a new type of polypseudorotaxane (3). Examination of the polypseudorotaxane (3) and a model inclusion complex of the starting unsaturated polyester with me‐β‐CD (2a) showed that cyclodextrins are threaded onto the main chain in both cases. The cyclohexene moiety formed after the Diels–Alder addition does not act as a stopper, a dethreading process being evidenced and discussed.
The polypseudorotaxane synthesized here.
imageThe polypseudorotaxane synthesized here.