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Polymer Chemistry

The University of Maine

Functional Lactone

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Biomass Based Monomers For Synthesis Of Renewably Sourced Polymers, Anushka E. Vithanage Aug 2018

Biomass Based Monomers For Synthesis Of Renewably Sourced Polymers, Anushka E. Vithanage

Electronic Theses and Dissertations

Limited fossil resources have raised research focus on synthesizing novel, sustainable polymers and renewably sourcing existing petroleum based polymers. This work presents the synthesis and ring opening polymerization (ROP) of a new functionalized lactone monomer, methoxy-δ-hexalactone (MDHL), to yield a functionalized polyester (polyMDHL). MDHL can be renewably sourced from hydroxymethylfurfural, a renewable platform chemical. MDHL was synthesized from methyl cyclopentanone-2-carboxylate by a five-step synthesis with a global yield of 23%. ROP of MDHL was conducted with benzyl alcohol initiator, catalyzed by diphenyl phosphate. 1H Nuclear Magnetic Resonance spectroscopy verified polyMDHL chemical structure. Targeting higher molecular weights for polyMDHL by increasing …