Degree Type

Thesis

Date of Award

2013

Degree Name

Master of Science

Department

Chemistry

First Advisor

Malika Jeffries-EL

Abstract

A variety of symmetric, π-conjugated organic chromophores were synthesized using trans-benzobis(oxazole) as an acceptor and the core of dye, changing the donating moieties in the 2- and 6-positions. The optical and electrical properties of these compounds were investigated for potential use in organic electronic devices, and these compounds exhibited relatively narrow band-gaps, which were tuned by changing the donating group present. Additionally, a significant solvatochromatic effect was noted for some of the dyes. Synthetic routes towards asymmetric chromophores using benzobis(oxazole)s as a π-spacer between an electron-acceptor and donor were also developed, using the orthoester condensation and an intramolecular Beckmann rearrangement as orthogonal oxazole ring-closing methods. To broaden the availability of conjugated compounds for use in the orthoester condensation, significant progress was also made on the synthesis of previously unknown orthoesters.

DOI

https://doi.org/10.31274/etd-180810-3456

Copyright Owner

James Scott Klimavicz

Language

en

File Format

application/pdf

File Size

87 pages

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