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2‐Methyltetrahydrofuran (<scp>2‐MeTHF</scp>) as a versatile green solvent for the synthesis of amphiphilic copolymers via <scp>ROP</scp>, <scp>FRP</scp>, and <scp>RAFT</scp> tandem polymerizations

Georgia Englezou, Kristoffer Kortsen, Ana Alves Costa Pacheco, Robert Cavanagh, Joachim C. Lentz, Eduards Krumins, Carlos Sanders, Steven M. Howdle, Alisyn J. Nedoma, Vincenzo Taresco

2020Journal of Polymer Science45 citationsDOIOpen Access PDF

Abstract

Abstract 2‐methyltetrahydrofuran (2‐MeTHF) is a readily available, inexpensive, neoteric, bio‐based solvent. It has been adopted across a wide range of chemical processes including the batch manufacture of fine chemicals, enzymatic polycondensations and ring opening polymerizations. To reduce the environmental burden related to the synthesis of pharmaceutical‐grade polymers based on lactide and caprolactone, we envisaged the use of 2‐MeTHF. For the first time, we combined a series of metal‐free and enzymatic ROPs with free radical and controlled RAFT polymerizations (carried out separately and in tandem) in 2‐MeTHF, in order to easily tune the chemistry and the architecture of the final polymers. After a simple purification, the amphiphilic polymers were formulated into nanoparticles and tested for their cytocompatibility in three model cell lines, to assess their application as potential polymeric excipients for nanomedicines.

Topics & Concepts

AmphiphilePolymerChemistryRaftCopolymerSolventLactideNanoparticlePolymer chemistryPolymerizationTandemChemical engineeringOrganic chemistryMaterials scienceNanotechnologyComposite materialEngineeringbiodegradable polymer synthesis and propertiesAdvanced Polymer Synthesis and CharacterizationGraphene and Nanomaterials Applications
2‐Methyltetrahydrofuran (<scp>2‐MeTHF</scp>) as a versatile green solvent for the synthesis of amphiphilic copolymers via <scp>ROP</scp>, <scp>FRP</scp>, and <scp>RAFT</scp> tandem polymerizations | Litcius