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.

Copyright Owner

James Scott Klimavicz

Language

en

File Format

application/pdf

File Size

87 pages

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