The traditional laboratory of synthesis of banana oil via Fisher esterification was modified to provide a practical integration of green chemistry concepts and principles into undergraduate organic chemistry laboratory at Southern University and A&M College-Baton Rouge campus (SUBR). Besides the traditional method described in our laboratory manual, two more modified methods for the synthesis of banana oil were added. Six out of the 12 principles of green chemistry were introduced. This laboratory offered students an opportunity to do a comparative study of the greenness and efficiency of different synthetic methods for the synthesis of banana oil and practice applying green chemistry principles into organic synthesis. The modified method II was found to be the greenest and most efficient synthetic method with least waste produced, highest atom economy and yield, environmentally benign chemicals, reduced hazardous risk, improved energy efficiency and enhanced accident prevention. Calculations of E-factor and percent atom economy were introduced. The comparison of experimental percent atom economy and percent yield was also included.
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Synthesis and Characterization of Biobased Lactose Hydrogels: A Teaching Experiment on Sustainable Polymers and Waste Biomass Valorization
Hydrogels are soft water-rich materials with physical properties that can be easily tuned by modifying their network structure. For instance, increasing or decreasing the cross-linking density has a profound effect on their water absorption capabilities and mechanical strength. These physical changes are showcased in a new experiment for organic chemistry and polymer science teaching laboratories based on the practical green synthesis and characterization of lactose methacrylate derived hydrogels. Lactose, a disaccharide derived from dairy waste byproducts, is functionalized with photoreactive methacrylate groups using methacrylic anhydride. The resulting mixture is subsequently photoirradiated to generate a cross-linked hydrogel. Structure–property relationships are assessed through comparative studies of three hydrogels of varying compositions. Compression tests and swelling studies in different aqueous environments offer a guided-inquiry experience. Students determine a relationship between cross-linking density and the physical properties of the hydrogels. This experiment highlights the valorization of biomass and multiple green chemistry principles including use of renewable feedstocks, atom economy, energy efficiency, waste prevention, and water as a benign solvent. Learning outcomes for an organic chemistry laboratory course include introduction to disaccharide and cross-linked polymer structures, observable physical change dependency with cross-linking density, and laboratory methods for evaluating water absorption capacities. Objectives aligned with a polymer course are incorporating mechanical compression instrumentation, mechanistic understanding of light-induced free radical polymerizations, and an appreciation for the application of hydrogels to commercial products. Overall, the translation of a current literature publication to an inexpensive and versatile experiment engages students in a modern example of sustainable polymer chemistry.
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- Award ID(s):
- 1901635
- PAR ID:
- 10468504
- Publisher / Repository:
- ACS Publications
- Date Published:
- Journal Name:
- Journal of Chemical Education
- Volume:
- 100
- Issue:
- 10
- ISSN:
- 0021-9584
- Page Range / eLocation ID:
- 3981 to 3990
- Format(s):
- Medium: X
- Sponsoring Org:
- National Science Foundation
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