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Polar Thermoplastics with Tunable Physical Properties Enabled by the Stereoselective Copolymerization of Vinyl Ethers
journal contribution
posted on 2019-11-15, 14:38 authored by Aaron
J. Teator, Travis P. Varner, Paige E. Jacky, Karolina A. Sheyko, Frank A. LeibfarthA series of isotactic, semicrystalline vinyl ether copolymers
(up to 94% meso diads) were synthesized using a chiral
BINOL-based phosphoric acid in combination with a titanium Lewis acid.
This stereoselective cationic polymerization enabled the systematic
tuning of both glass transition (Tg) and
melting temperature (Tm) in copolymers
derived from alkyl vinyl ethers (i.e., ethyl, butyl, isobutyl). Additionally,
a vinyl ether comonomer bearing an acyl-protected alcohol was utilized
as a platform for postfunctionalization. Copolymers containing the
masked alcohols were shown to undergo deprotection and subsequent
coupling with a desired acid chloride. Collectively, these results
highlight the diverse material properties and expanded chemical space
accessible through stereoselective cationic polymerization mediated
by a chiral anion.
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acid chloridePolar Thermoplasticstitanium Lewis acidacyl-protected alcoholTunable Physical Properties Enabledglass transitionchemical spacestereoselective cationic polymerizationalkyl vinyl etherssemicrystalline vinyl ether copolymerschiral anionchiral BINOL-based phosphoric acidVinyl EthersStereoselective CopolymerizationT gvinyl ether comonomermaterial propertiesT m
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