H. Sawada et al., FLUORINATED FUNCTIONAL MATERIALS POSSESSING BIOLOGICAL-ACTIVITIES - GEL FORMATION OF NOVEL FLUOROALKYLATED END-CAPPED 2-ACRYLAMIDO-2-METHYLPROPANESULFONIC ACID POLYMERS UNDER NON-CROSS-LINKED CONDITIONS, Journal of materials chemistry (Print), 8(7), 1998, pp. 1517-1524
New fluoroalkylated end-capped 2-acrylamido-2-methylpropanesulfonic ac
id homopolymers were prepared by reaction of fluoroalkanoyl peroxides
with 2-acrylamido-2-methylpropanesulfonic acid (AMPS). Similarly, fluo
roalkylated end-capped copolymers were prepared by reaction of fluoroa
lkanoyl peroxides with AMPS and the comonomers such as trimethylvinyls
ilane and methyl methacrylate. These thus-obtained fluoroalkylated end
-capped AMPS polymers were found to form gels not only in water but al
so in organic polar solvents such as methanol, ethanol, N,N-dimethylfo
rmamide and dimethyl sulfoxide under non-crosslinked conditions. On th
e other hand, AMPS polymer containing fluoroalkylene units {[-R-F-(AMP
S)(q)](p)-} could cause no gelation under similar conditions. This sug
gests that fluoroalkylated end-capped AMPS polymers can cause gelation
where strong aggregation of the end-capped fluoroalkyl segments is in
volved sterically in establishing the physical gel network in these me
dia. Interestingly, these fluoroalkylated end-capped AMPS polymer hydr
ogels had a strong metal ion binding power. Moreover, it was demonstra
ted that these fluoroalkylated gelling polymers are potent and selecti
ve inhibitors of HIV-1 replication in cell culture. In addition, one o
f these gelling polymers was found to possess antibacterial activity a
gainst Staphylococcus aureus. Therefore, these fluorinated gelling pol
ymers are suggested to have high potential for new functional material
s through their gelling ability and biological activity.