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- Title
Efficient processing of bioglycerol to a novel biobased polyunsaturated monomer.
- Authors
Gómez, Claudia L; Echeverri, David A; Inciarte, Helen C; Rios, Luis A
- Abstract
BACKGROUND Commercial synthesis of polyunsaturated monomers, like polyester resins, involves an energy‐demanding esterification process, which is usually carried out at 150–220 °C and long reaction times (>12 h). In addition, most of these monomers come from petrochemical sources and, therefore, are not renewable. In this research, a new polyunsaturated monomer was synthesized using crude glycerol from biodiesel production (bioglycerol), through an alternative and efficient process. RESULTS: Bioglycerol was transformed to a polyunsaturated resin through maleinization and methacrylation reactions, under mild conditions (<100 °C and 2 h). The effects of temperature and molar ratio of reactants on these reactions were evaluated through a factorial design. The so‐obtained monomer was highly functionalized (5.05 double bonds per molecule) and negligible acid value (<2 mg KOH g−1). To assess its reactivity, the monomer was copolymerized with methyl methacrylate (MMA), affording a rigid material with excellent mechanical properties. In general, the properties were better than those obtained for commercial unsaturated polyester thermosets (flexural modulus, 3783.4 MPa; flexural strength, 161.5 MPa; surface hardness, 76 (Shore D) and Tg, 100.9 °C). This new monomer could also be suitable for the production of other polymers such as alkyd resins. CONCLUSION: A new route to polyunsaturated monomers was developed from bioglycerol at relatively low temperatures, without solvents and with minimum intermediate purification stages. The monomer was suitable for reacting with MMA, affording a material with mechanical properties resembling those of a commercial unsaturated polyester thermoset. © 2018 Society of Chemical Industry
- Subjects
MONOMERS; POLYESTER fibers; ESTERIFICATION; BIODIESEL fuels; METHYL methacrylate
- Publication
Journal of Chemical Technology & Biotechnology, 2019, Vol 94, Issue 2, p634
- ISSN
0268-2575
- Publication type
Article
- DOI
10.1002/jctb.5818