Chiral chromatography utilizing post-consumer polylactic acid waste

CHED 392

Shun Yi Tsui, shunyitsui@gmail.com, Jessica E. Haffner, haffner@simmons.edu, Meredith A. McFarland, mcfarlam@simmons.edu, Jennifer N. Boice, jennifer.boice@simmons.edu, Lauren E. Morrell, lauren.morrell@simmons.edu, Katelyn T. Souza, katelyn.souza@simmons.edu, Cassandra Cacoq, cassandra.cacoq@simmons.edu, Gillian L. Petrozziello, gillian.petrozziello@simmons.edu, Nancy E. Lee, nancy.lee@simmons.edu, and Richard W. Gurney, richard.gurney@simmons.edu. Department of Chemistry, Simmons College, 300 The Fenway, Boston, MA 02115
Polylactic acid (PLA) has become a valuable commercial commodity and a key example to promote green chemistry education due to its biodegradability and creation from a renewable feedstock. Ethyl lactate was produced by the trans-esterification of post-consumer waste NatureWorks, LLC. cups, from the Simmons College cafeterias. (-)-ethyl L-lactate created in this manner is being used as a chiral mobile phase in column and TLC. Investigation of using (-)-ethyl L-lactate as a chiral mobile phase in separating racemic amino acids and chiral analgesics will be reported. Results from this research will be incorporated into the undergraduate organic chemistry laboratory curriculum.