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Author: search.filters.author.Balasanthiran, VagulejanSubject: search.filters.subject.Polylactide

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    TMPMgnBu(L), where L = THF, 2-MeTHF, pyridine and dimethylaminopyridine and TMP = 1,5,9-trimesityldipyrromethene: Reaction with lactide and ε-caprolactone
    (2017-01-01)
    Balasanthiran, Vagulejan
    ;
    Chisholm, Malcolm H.
    ;
    Choojun, Kittisak
    ;
    Durr, Christopher B.
    ;
    Jing, Stanley
    The compounds TMPMg<sup>n</sup>Bu(L), where L = THF, 2-MeTHF, pyridine (py) and dimethylaminopyridine (DMAP) and TMP = 1,5,9-trimesityldipyrromethene, have been synthesized and allowed to initiate polymerization with rac-lactide (rac-LA) and ε-caprolactone (ε – CL). Both the rate of rac-LA polymerization and the tacticity were found to be solvent dependent, with CH<inf>2</inf>Cl<inf>2</inf> being faster than THF and yielding heterotactic polylactic acid with P<inf>r</inf> ∼70% and 95%, respectively. For ε-CL, rates of polymerization were in the inverse order with THF being faster than CH<inf>2</inf>Cl<inf>2</inf>. In CH<inf>2</inf>Cl<inf>2</inf> the reactions showed a dependence on the coordinating ligand with rates, 2-MeTHF > THF > py > DMAP in the polymerization of rac-LA and ε-CL. The molecular structure of TMPMg<sup>n</sup>Bu(2-MeTHF) was shown to contain a trigonally distorted tetrahedron of TMPMg(<sup>n</sup>Bu) with a weak axial Mg—-2-MeTHF bond.