Title:
Alkynylated acenothiadiazoles and N-heteroacenes: synthesis, functionalization, and study of the optical properties for optoelectronic and sensory materials

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dc.contributor.advisor Bunz, Uwe H. F.
dc.contributor.author Brombosz, Scott M. en_US
dc.contributor.committeeMember Fahrni, Christoph
dc.contributor.committeeMember Griffin, Anselm
dc.contributor.committeeMember Soper, Jake
dc.contributor.committeeMember Tolbert, Laren
dc.contributor.department Chemistry and Biochemistry en_US
dc.date.accessioned 2011-03-04T20:09:34Z
dc.date.available 2011-03-04T20:09:34Z
dc.date.issued 2010-06-15 en_US
dc.description.abstract For organic electronic device applications materials are needed which display good charge carrier mobility, good processability, and stability towards oxygen and moisture. Alkynylated N-Heteroacenes fulfill many of these requirements. Substitution with alkyne groups as well as the introduction of the pyrazine subunit both inhibits oxidative degradation at sensitive position in the molecules. Additionally the trialkylsilylethynyl group aides in directing the packing motif as well as vastly increases the solubility over unsubstituted analogues. A requisite precursor in the synthesis of alkynylated N-heteroacenes is alkynylated acenothiadiazoles. These thiadiazoles display interesting photophysical properties and can be functionalized to produce a wide range of properties in closely related materials. The acenothiadiazoles themselves have potential applications as an N-type semiconductor. Optical gaps and calculated HOMO-LUMO gaps show that these molecules, when compared to known N-type materials, should be easily injected with electrons. Additionally the crystal packing of these compounds shows favorable π-orbital overlap which should provide excellent charge carrier mobilities. en_US
dc.description.degree Ph.D. en_US
dc.identifier.uri http://hdl.handle.net/1853/37102
dc.publisher Georgia Institute of Technology en_US
dc.subject Electronic materials en_US
dc.subject N-Type en_US
dc.subject Acenes en_US
dc.subject Fluorescent en_US
dc.subject Sensors en_US
dc.subject Click en_US
dc.subject.lcsh Photovoltaic power generation
dc.subject.lcsh Light emitting diodes
dc.subject.lcsh Thin film transistors
dc.subject.lcsh Semiconductors
dc.title Alkynylated acenothiadiazoles and N-heteroacenes: synthesis, functionalization, and study of the optical properties for optoelectronic and sensory materials en_US
dc.type Text
dc.type.genre Dissertation
dspace.entity.type Publication
local.contributor.corporatename School of Chemistry and Biochemistry
local.contributor.corporatename College of Sciences
relation.isOrgUnitOfPublication f1725b93-3ab8-4c47-a4c3-3596c03d6f1e
relation.isOrgUnitOfPublication 85042be6-2d68-4e07-b384-e1f908fae48a
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