L. Moine et al., NEW PH SENSITIVE NETWORK - COMBINATION OF AN AMPHIPHILIC DEGRADABLE POLYESTER WITH A BETA-CYCLODEXTRIN COPOLYMER, Macromolecular symposia, 130, 1998, pp. 45-52
A novel hydrophobic monomer, ethyladamantyl malolactonate, has been sy
nthesized and copolymerized with benzyl malolactonate by anionic ring-
opening polymerization. The ratio of adamantyl monomer varied from 0 t
o 100 mol%. Deprotection of benzyl groups leads to a water soluble cop
olyester with carboxylic acid lateral functions which give a polyelect
rolyte character to the corresponding polymers. The mixture of a copol
yester containing 10% of adamantyl groups and a beta-cyclodextrin/epic
hlorohydrin copolymer in aqueous solution leads to a new pH-dependant
associating system. The solution behavior of this system was studied b
y viscosimetry as a function of pH, concentration and ratio of both co
polymers. At the initial solution pH (pH=2), the copolyester adopts a
coiled structure as a result of hydrophobic interactions between the p
endant adamantyl groups. Consequently,no network formation is observed
as shown by a very low viscosity. As the pH increase, the viscosity o
f the medium increases and reaches a maximum at pH=5. At this pH, the
copolyester expands because of electrostatic repulsions between the ca
rboxylate pendant functions. Consequently, the adamantyl groups are ac
cessible and can be encapsulated into the beta-cyclodextrin cavities r
esulting in a significant increase of the viscosity.