Wu, Ruizhi Al-Azemi, Talal F. Bisht, Kirpal S. Functionalized Polycarbonate Derived from Tartaric Acid: Enzymatic Ring-Opening Polymerization of a Seven-Membered Cyclic Carbonate Enantiomerically pure functional polycarbonate was synthesized from a novel seven-membered cyclic carbonate monomer derived from naturally occurring l-tartaric acid. The monomer was synthesized in three steps and screened for polymerization with four commercially available lipases from different sources at 80 °C, in bulk. The ring-opening polymerization (ROP) was affected by the source of the enzyme; the highest number-average molecular weight, <i>M</i><sub>n</sub> = 15500 g/mol (PDI = 1.7; [α]<sub>D</sub><sup>20</sup> = +77.8, <i>T</i><sub>m</sub> = 58.8 °C) optically active polycarbonate was obtained with lipase Novozyme-435. The relationship between monomer conversion, reaction time, molecular weight, and molecular weight distribution were investigated for Novozyme-435 catalyzed ROP. Deprotection of the ketal groups was achieved with minimal polymer chain cleavage (<i>M</i><sub>n</sub> = 10000 g/mol, PDI = 2.0) and resulted in optically pure polycarbonate ([α]<sub>D</sub><sup>20</sup> = +56) bearing hydroxy functional groups. Deprotected poly(ITC) shows <i>T</i><sub>m</sub> of 60.2 °C and Δ<i>H</i><sub>f</sub> = 69.56 J/g and similar to that of the poly(ITC), a glass transition temperature was not found. The availability of the pendant hydroxyl group is expected to enhance the biodegradability of the polymer and serves in a variety of potential biomedical applications such as polymeric drug delivery systems. weight distribution;source;monomer conversion;ketal groups;reaction time;ROP;Mn;lipase;Novozyme;glass transition temperature;polymerization;pendant hydroxyl group;PDI;Tm;polymer chain cleavage;Δ Hf;Functionalized Polycarbonate Derived;drug delivery systems;polycarbonate 2008-10-13
    https://acs.figshare.com/articles/journal_contribution/Functionalized_Polycarbonate_Derived_from_Tartaric_Acid_Enzymatic_Ring_Opening_Polymerization_of_a_Seven_Membered_Cyclic_Carbonate/2908048
10.1021/bm800696q.s001