In
this work, synthesis of two cross-linked polymeric systems through
isoxazoline ring formation using nitrile oxide–acrylate click
chemistry has been described. In the first system, styrenic block
copolymer with oxime-functionalized middle block was synthesized using
S
,
S
′-bis(α,α′-dimethyl-α″-acetic
acid)trithiocarbonate as chain-transfer agent using reversible addition
fragmentation chain-transfer technique. This block copolymer was further
utilized to prepare core cross-linked star polymers by reacting with
a four-arm acrylic cross-linker by employing environment-friendly,
nontoxic PhI(OAc)
2
-mediated “click reaction”
via the formation of isoxazoline ring. In the second system, two linear
styrenic block copolymers, one containing oxime and another containing
acrylate group, were reacted to form a cross-linked (CS) polymeric
system. Formation of cross-linked polymers and isoxazoline ring was
confirmed by Fourier transform infrared spectroscopy, gel permeation
chromatography, NMR spectroscopy, and dynamic light scattering studies.
Later, we also demonstrated that in aqueous medium these CS polymers
produced polymeric nanoparticles (NPs), which can be used as potential
carriers of hydrophobic drug molecules. The loading capacity of the
hydrophobic domains has been investigated using coumarin dyes with
varying hydrophobicity through steady-state and time-resolved spectroscopy
studies. The polymeric NPs were also shown to successfully encapsulate
a hydrophobic drug doxorubicin.
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