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Lipase-Catalyzed Ring-Opening Polymerization of Trimethylene Carbonate†

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Abstract
This work was directed at extending the use of lipase-catalyzed ring-opening polymerizations to cyclic carbonate monomers. Of the seven lipases screened for bulk trimethylene carbonate (TMC) polymerization (70 °C, 120 h), Novozym-435 from Candida antarctica gave almost quantitative monomer conversion (97%) and poly(TMC) with a Mn = 15 000 (Mw/Mn = 2.2) with no apparent decarboxylation during propagation. The lipases from Pseudomonas species (AK and PS-30) and porcine pancreas (PPL) also exhibited high monomer conversions (>80%, 120 h) but gave lower molecular weight polymers with broad polydispersity. Analyses by 1H-NMR spectroscopy suggested that poly(TMC) prepared by Novozym-435-catalyzed polymerization had terminal −CH2OH functionalities at both chain ends. A monotonic increase in monomer conversion with time and the rapid increase in Mn as a function of monomer conversion for Novozym-435-catalyzed TMC bulk polymerization at 70 °C suggest that the polymerization has chain-type propagation kinetics. An ...

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Aliphatic cyclic carbonates and spiroorthocarbonates as monomers

TL;DR: In this paper, a review of the synthesis and polymerization of aliphatic cyclic carbonates of different size and type is presented. And the mechanisms of cationic, anionic, coordination and enzymatic polymerization are discussed for obtaining polymers with well-defined structures and oligomers with reactive pendant and end groups.
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Degradable polymer microspheres for controlled drug delivery

TL;DR: This review is concerned with degradable polymers for use in controlled drug delivery with emphasis on the preparation, applications, biocompatibility, and stability of microspheres from hydrolytically degradably polymers.
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The in vivo and in vitro degradation behavior of poly(trimethylene carbonate)

TL;DR: It can be concluded that enzymatic degradation plays an important role in the surface erosion of PTMC in vivo.
References
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Journal ArticleDOI

Enzymatic catalysis in nonaqueous solvents.

TL;DR: The rate enhancements afforded by chymotrypsin and subtilisin in the transesterification reaction in octane are of the order of 100 billion-fold; covalent modification of the active center of the enzymes by a site-specific reagent renders them catalytically inactive in organic solvents.
Journal ArticleDOI

Immortal polymerization of .epsilon.-caprolactone initiated by aluminum porphyrin in the presence of alcohol

TL;DR: In this paper, a polyester correspondant avec une distribution etroite de la masse moleculaire without formation d'oligomeres cycliques is presented, where the polyester corresponds to a distribution androite of the masse.
Journal ArticleDOI

Enzymatic Ring-Opening Polymerization of Lactones Catalyzed by Lipase

TL;DR: Enzymatic ring-opening polymerization of lactones was achieved by using lipase as catalyst and e-caprolactone was polymerized by Pseudomonas fluorescens lipase at 60 °C in bulk for 10 days.
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