4.5 Article

Synthesis of a Self-Healing Polymer Based on Reversible Diels-Alder Reaction: An Advanced Undergraduate Laboratory at the Interface of Organic Chemistry and Materials Science

Journal

JOURNAL OF CHEMICAL EDUCATION
Volume 88, Issue 8, Pages 1137-1140

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ed101109f

Keywords

Upper-Division Undergraduate; Laboratory Instruction; Organic Chemistry; Polymer Chemistry; Hands-On Learning/Manipulatives; Calorimetry/Thermochemistry; Materials Science; NMR Spectroscopy; Polymerization; Synthesis

Funding

  1. Air Force Office of Scientific Research [FA9550-08-1-0314]

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This laboratory experiment exposes students to the chemistry of self-healing polymers based on a Diels-Alder reaction. Students accomplish a multistep synthesis of a monomer building block and then polymerize it to form a cross-linked polymer. The healing capability of the polymer is verified by differential scanning calorimetry (DSC) experiments. Furthermore, healing is demonstrated by damaging and heat-treating a thin polymer film.

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