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
Copyright Date
2013
Language
en
File Format
application/pdf
File Size
87 pages
Recommended Citation
Klimavicz, James Scott, "Synthesis of donor-acceptor benzobis(oxazole) small molecules" (2013). Graduate Theses and Dissertations. 13376.
https://lib.dr.iastate.edu/etd/13376
