A host polymer with pending P-cyclodextrin side-groups and a guest polymer with pending hydrophobic 4-tert-butylanilide side groups were synthesized by polymeranalogous reactions starting from poly[(maleic anhydride)-alt-(isobutene)] (aw = 60000). The inclusions of both polymers with complementary monomeric guests and hosts are proven by microcalorimetry. The interaction of the host polymer and the guest polymer in aqueous solution is accompanied by a tremendous increase in viscosity. Recently, Sebille et al.l4) reported on the interaction of a branched P-cyclodextrin polymer with a hydrophobically end-capped polyethylene glycol. They observed an 0 1997, H i i t h i g &
An efficient synthesis of a cyclodextrin polymer by a polymer-analogous reaction of lithium P-cyclodextrinate with poly[(N-vinyl-2-pyrrolidinone)-co-(maleic anhydride)] is described. Because cyclodextrin polymer is highly water-soluble, its binding of guests. like I -adamantanamhe and 1 -adamantanecarboxylic acid, could be investigated by titration microcalorimetry. All cyclodextrin moieties are accessible by the guest within the polymer, but binding constants are slightly lower than those for native P-cyclodextrin. Binding constants are influenced by Coulomb interactions between the guest and the anionic polymer backbone.
A water-soluble polyester was synthesized from dimethyl octane-1,8-dicarboxylate and polyethylene glycol (a,, = 900). This polymer forms water-soluble inclusion compounds with a-, p-and hydroxypropyl-a-cyclodextrin as proven by surface tension measurements, 'H NMR spectroscopy and titration microcalorimetry. Mainly the octamethylene segments were covered by the cyclodextrins. This inclusion can be used to increase the solubility and the critical micelle concentration of the polyester in water.
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