Enzymatic polyester synthesis in ionic liquids |
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Authors: | Rebeca Marcilla David Mecerreyes Cor E Koning |
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Institution: | a Centre for Electrochemical Technologies (CIDETEC), Paseo Miramon 196, Donostia-San Sebastian 20009, Spain b Department of Polymer Chemistry, Technische Universiteit Eindhoven, Den Dolech 2, P.O. Box 513, 5600 MB Eindhoven, The Netherlands c DSM Research, Performance Materials, P.O. Box 18, 6160 Geleen, The Netherlands |
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Abstract: | The enzymatic synthesis of polyesters by ring-opening polymerization (ROP) and polycondensation in three ionic liquids, i.e., bmim]Tf2N], bmim]PF6] and bmim]BF4] was investigated. For the enzymatic ROP of ε-caprolactone it was found that bmim]PF6] and bmim]BF4] result in an inhomogeneous reaction mixture upon polymerization, causing polymerization characteristics similar to bulk polymerization. In contrast, for bmim]Tf2N] characteristics similar to toluene were observed. Molecular weights of 7000-9500 g/mol were obtained. In the polycondensation of dimethyl adipate and dimethyl sebacate, respectively, with 1,4-butanol the low volatility of ionic liquids was successfully utilized to perform the reactions in an open vessel at temperatures close to the boiling point of the condensation by-product. Molecular weights up to 5400 g/mol were obtained. This, in combination with the tunable solvent hydrophilicity of ionic liquids could offer an advantage in the polymerization of highly polar monomers with low solubility in organic solvents. |
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Keywords: | Ionic liquid Enzymatic polymerization ROP (ring opening polymerization) Polycondensation |
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