Divergent Catalytic Strategies for the Cis/Trans Stereoselective Ring-Opening Polymerization of a Dual Cyclic Carbonate/Olefin Monomer.

ABSTRACT: A dual seven-membered cyclic carbonate/olefin monomer was synthesized from CO₂ and cis-1,4-butenediol and polymerized. The properties of the polymer were controlled using divergent catalytic strategies toward the stereochemistry of the olefin. Ring-opening polymerization of the cyclic carbonate using an organocatalytic approach retained the cis-stereoconfiguration of the olefin and yielded a hard semicrystalline polymer (T_m 115 °C). Ring-opening metathesis polymerization using Grubbs' catalyst proceeded with high trans-stereoregularity (95%) and produced a soft amorphous polymer (T_g -22 °C). Cis to trans isomerization of the polymer was possible using Cu(I) salts under UV light. In all polymers, the C═C doubl

SUBMITTER: McGuire TM 

PROVIDER: S-EPMC7007229 | biostudies-literature | 2019 Aug

REPOSITORIES: biostudies-literature