Date of Award

Summer 7-30-2021

Document Type

Thesis

Degree Name

Master of Science in Chemistry (MSChem)

Department

Chemistry

First Advisor

Dr. Charles Neef

Second Advisor

Dr. Khamis Siam

Third Advisor

Dr. Ram Gupta

Fourth Advisor

Dr. Jeanne Norton

Keywords

ferrocenophane, polymer, copolymer, electrochemistry

Abstract

Ferrocene is an organometallic compound in which an iron atom is sandwiched between two cyclopentadienyl rings. Ferrocene containing polymers receive a considerable amount of research because of their known chemistry, stable redox reactions and useful electrical systems. Noteworthy are their uses as electrode coatings, electro-catalysts and as an anode in battery applications. In this research, the synthesis and polymerization of a ferrocenophane diene is reported. Using a Wittig reaction 3-(4-methoxyphenyl)[5]ferrocenophane-1,5-dimethylene was synthesized from 3-(4-methoxyphenyl)[5]ferrocenophane-1,5-dione. The homopolymer and copolymers with styrene and N-phenylmaleimide were synthesized via free radical polymerization from 3-(4-methoxyphenyl)[5]ferrocenophane-1,5-dimethylene using AIBN as the initiator. These polymers were characterized using 1H-NMR, 13C-NMR and FTIR spectroscopy and spectra for each polymer were consistent with the corresponding structure. UV-Vis spectra of each polymer showed an absorbance at 440nm which is consistent with a [3] ferrocenophane. Cyclic voltammetric studies revealed the chemical reversibility of the polymers. Thermogravimetric results showed their thermal stability to approximately 390°C.

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