Per-O-(3-hydroxy)propyl-beta-cyclodextrin: a cyclodextrin derivative bearing only primary hydroxyl groups.
Natural beta-cyclodextrin (cyclomaltoheptaose) was treated with sodium hydride and allyl bromide to form the per-O-allyl-beta-cyclodextrin. 9-BBN, sodium hydroxide and hydrogen peroxide were then added to form, after adequate treatments, the desired per-O-(3-hydroxy)propyl-beta-cyclodextrin in yields close to 65%. This modified cyclodextrin, which bears only primary hydroxyl groups, can be used as a macro-initiator of the anionic polymerisation of ethylene oxide to form star-shaped polymers. The presence of only primary hydroxyl groups allows us to expect identical initiation kinetics for all the hydroxyl groups of the modified glucopyranosyl units.
Badi
Nezha
N
Laboratoire Matériaux Polymères aux Interfaces-LRP, UMR CNRS 7581, Université d'Evry Val d'Essonne, Evry, France.
Guégan
Philippe
P
D005027:Ethylene Oxide; D005960:Glucosides; D006900:Hydroxylation; D007202:Indicators and Reagents; D011108:Polymers / Q000138:chemical synthesis; D047392:beta-Cyclodextrins / Q000138:chemical synthesis* / Q000737:chemistry
D005960:Glucosides; D007202:Indicators and Reagents; D011108:Polymers; D047392:beta-Cyclodextrins; D005027:Ethylene Oxide; C031215:betadex