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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 , 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

Jean P. McIntyre , 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

J. Chem. Educ., 1999, 76 (11), p 1523

DOI: 10.1021/ed076p1523

Publication Date (Web): November 1, 1999

Abstract

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.

Keywords (Audience):

Second-Year Undergraduate

Keywords (Domain):

Organic Chemistry

Keywords (Pedagogy):

Hands-On Learning / Manipulatives

Keywords (Subject):

Synthesis

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