POLY Scott Iacono, Dylan Boday, Jeffrey Youngblood  Tuesday, March 18, 2014 

484 - Precise functionalization of polymers using CALB-based enzymatic methods

Marcela Castano1, yc49@zips.uakron.edu, Kwang Su Seo2, Jukuan Zheng1, Matthew L. Becker1, Judit E. Puskas1,2. (1) Department of Polymer Science, The University of Akron, Akron, Ohio 44325, United States, (2) Department of Chemical and Biomolecular Engineering, The University of Akron, Akron, Ohio 44325, United States

The synthesis of functional polymers with well-defined structure, end-group fidelity and physico-chemical properties useful for biomedical applications has proven challenging. Chemo-enzymatic methods are an alternative strategy to increase the diversity of functional groups in polymeric materials. Specifically, enzyme-catalyzed polymer functionalization carried out under solventless conditions is a great advancement in the design of green processes for biomedical applications, where the toxicity of solvents and catalyst residues need to be considered. Enzymes offer several distinct advantages, including high efficiency, catalyst recyclability, and mild reaction conditions.

In our research, we aim to precisely functionalize polymers using two methods: Enzyme-catalyzed functionalization via polymerization and chemo-enzymatic functionalization of polymers for drug delivery. In the first method, well-defined poly(caprolactone)s were generated using alkyne-based initiating systems catalyzed by CALB. Propargyl alcohol and 4-dibenzocyclooctynol (DIBO) were shown to efficiently initiate the ring opening polymerization of ε-caprolactone under metal free conditions and yielded polymers with Mn ∼4 to 24 KDa and relatively narrow molecular mass distribution. In the second methodology, we present quantitative enzyme-catalyzed transesterification of vinyl esters and ethyl esters with poly(ethylene glycol)s (PEG)s that will serve as building blocks for dendrimer synthesis. 1H and 13C NMR spectroscopy, SEC and MALDI-ToF mass spectrometry confirm the structure and purity of the products.



Tuesday, March 18, 2014 05:30 PM
Sustainable Polymers, Processes and Product Applications (05:30 PM - 07:30 PM)
Location: Dallas Convention Center
Room: Hall A

 

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