Polar Thermoplastics with Tunable Physical Properties Enabled by the Stereoselective Copolymerization of Vinyl Ethers.

Autor: Teator AJ; Department of Chemistry, University of North Carolina at Chapel Hill, Chapel Hill, North Carolina 27599, United States., Varner TP; Department of Chemistry, University of North Carolina at Chapel Hill, Chapel Hill, North Carolina 27599, United States., Jacky PE; Department of Chemistry, University of North Carolina at Chapel Hill, Chapel Hill, North Carolina 27599, United States., Sheyko KA; Department of Chemistry, University of North Carolina at Chapel Hill, Chapel Hill, North Carolina 27599, United States., Leibfarth FA; Department of Chemistry, University of North Carolina at Chapel Hill, Chapel Hill, North Carolina 27599, United States.
Jazyk: angličtina
Zdroj: ACS macro letters [ACS Macro Lett] 2019 Dec 17; Vol. 8 (12), pp. 1559-1563. Date of Electronic Publication: 2019 Nov 15.
DOI: 10.1021/acsmacrolett.9b00802
Abstrakt: A 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 ( T g ) and melting temperature ( T m ) 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.
Databáze: MEDLINE