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1999
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In the Laboratory
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The Preparation of a UV-Light-Absorbing Polymer: A Project-Oriented Laboratory Experiment for the Introductory Organic Chemistry Curriculum
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Thomas Poon
Department of Chemistry, Randolph-Macon College, Ashland, VA 20035
Jean P. McIntyre
Department of Chemistry, Colby College, Waterville, ME 04901
Crystal F. Eller, Leah R. Eller, Kenya M. Jones, William Massello, Cynthia M. Norris, Jeffrey A. Oelrich, and Thomas A. Pluim
Department of Chemistry, Randolph-Macon College, Ashland, VA 20035
Andrea E. Dorigo, Drew J. Davis, Matthew A. Davis, Heather K. Izumi, Kurt H. Kelley, Megan L. Melamed, Sarah E. Poplawski,
Jason M. St. Clair, Matthew P. Stokes, Wells C. Wheeler, and Erin E. Wilkes
Department of Chemistry, Colby College, Waterville, ME 04901
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November 1999
Vol. 76 No. 11
p. 1523
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| Abstract |
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A laboratory experiment is described that combines organic synthesis, spectroscopy, and polymer chemistry and is suitable for the sophomore organic chemistry curriculum. In this three-week sequence, students synthesize and characterize the UV-absorber 2-(2',4'-dimethylbenzoyl)benzoic acid and incorporate it into films of polymethylmethacrylate. The project exposes students to a variety of techniques and topics including UV-vis, nuclear magnetic resonance and IR spectroscopy, free radical polymerization, vacuum filtration, use of a separatory funnel for extraction and washing, melting point determination, recrystallization, reflux, and Friedel-Crafts acylation.
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| Supplement |
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A copy of the student handout and supplementary information for laboratory instructors are available.
1. References to molecule 1 are scarce in both the primary and secondary literature since 1967. In STN Chemical Abstracts and Registry File searches, only three hits were found. The molecule is not listed in the Merck Index or the CRC Handbook and is absent from a variety of online databases.
2. Each dye or pigment can be purchased from the Aldrich Chemical Co. and is found in the Merck Index 1996.
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Citation |
Poon, Thomas; McIntyre, Jean P.; Dorigo, Andrea; Davis, Drew J.; Davis, Matthew A.; Eller, Crystal F.; Eller, Leah R.; Izumi, Heather K.; Jones, Kenya M.; Kelley, Kurt H.; Massello, William; Melamed, Megan L.; Norris, Cynthia M.; Oelrich, Jeffrey A.; Pluim, Thomas A.; Poplawski, Sarah E.; St. Clair, Jason M.; Stokes, Matthew P.; Wheeler, Wells C.; Wilkes, Erin E. J. Chem. Educ. 1999 76 1523.
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Keywords |
Laboratory Instruction; Organic Chemistry; Polymer Chemistry; Organic Synthesis; UV-Vis Spectroscopy
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History |
Created:
Last Updated: |
October 12, 1999
November 22, 2005
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| Home > JCE Print > Journal of Chemical Education > Issues >
1999
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November
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1523
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