mz9b00979_si_001.pdf (8.87 MB)
Vinyl Iodide Containing Polymers Directly Prepared via an Iodo-yne Polymerization
journal contribution
posted on 2020-02-28, 16:38 authored by Joseph A. Jaye, Ellen M. SlettenPostpolymerization modifications
are a prominent route for tuning polymer properties and diversifying
materials. Thus, polymers containing robust chemical handles are desirable.
Vinyl iodide functionality is commonly enlisted for selective transformations
on small molecules, but these chemistries, while efficient enough
for postpolymerization modifications, are less frequently performed
on macromolecules due to limited methods to install vinyl iodide groups
into polymers. Here, we present an iodo-yne polymerization involving
diynes and diiodoperfluoroalkanes to facilely give semifluorinated
polymers with vinyl iodide groups throughout the polymer chain. The
iodo-yne polymerization yields polymers of at least 6 kDa while open
to air in aqueous solvent. We demonstrate that the iodo-yne polymers
can be modified at the vinyl iodide functionality via a variety of
metal-catalyzed cross-coupling reactions. Additionally, the iodide
can be eliminated to give electronically activated alkynes that can
undergo cycloaddition with azides. Taken together, this work will
push the current boundaries of functional polymers and assist in the
development of modernized, smart materials.
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semifluorinated polymersvinyl iodide groupsiodo-yne polymersVinyl iodide functionalityiodo-yne polymerization yields polymersiodo-yne polymerizationVinyl Iodide Containing Polymersvinyl iodide functionalitypolymer chainIodo-yne Polymerization Postpolymerization modificationspolymer properties6 kDametal-catalyzed cross-coupling reactionspostpolymerization modifications
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