Faculty Mentor(s)

Dr. Elizabeth M. Sanford, Chemistry

Document Type

Poster

Event Date

4-12-2024

Abstract

Two electroactive monomers were synthesized for use in forming redox-active films on electrodes. Such electroactive films are useful as redox mediating coatings in the functionalization of electrodes for sensor applications. Tetraphenylporphyrins were coupled to 3,4-ethylenedioxythiophene (EDOT) using different connector lengths and then metallated with iron to form monomers capable of electropolymerization. Hydroxymethyl EDOT was tosylated and then reacted with 4-hydroxybenzaldehyde in a Williamson ether synthesis to give an EDOT-functionalized aldehyde. This aldehyde was condensed with pyrrole under acidic conditions to form a novel EDOT-substituted porphyrin. The second porphyrin monomer was prepared similarly with a four carbon chain connector inserted between the EDOT and the benzaldehyde moieties. Both monomers were metallated with FeCl2. The properties of these porphyrin-EDOT monomers are currently being explored through electropolymerization using cyclic voltammetry and through electrochemical characterization of the resulting films to explore their use in electrode functionalization.

Comments

This research was supported by the Hope College Chemistry Undergraduate Research Fund and the Schaap Science Undergraduate Research Fund.

Title on poster differs from abstract booklet. Poster title: The Synthesis of Porphyrin-Based Redox Mediators for Sensor Applications

Additional author appears on poster that is not listed in the abstract booklet: Dr. Kenneth L. Brown.

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