Title:
Organic charge-transport materials based on oligothiophene and naphthalene diimide: towards ambipolar and air-stable n-channel organic field-effect transistors

dc.contributor.advisor Marder, Seth R.
dc.contributor.author Polander, Lauren E. en_US
dc.contributor.committeeMember Brédas, Jean-Luc
dc.contributor.committeeMember Kippelen, Bernard
dc.contributor.committeeMember Liotta, Charles
dc.contributor.committeeMember Tolbert, Laren
dc.contributor.department Chemistry and Biochemistry en_US
dc.date.accessioned 2013-01-17T21:48:32Z
dc.date.available 2013-01-17T21:48:32Z
dc.date.issued 2011-10-06 en_US
dc.description.abstract To better understand the physical and electronic properties of donor and acceptor-based structures used in organic electronic applications, a variety of oligothiophene and naphthalene diimide-based small conjugated molecules were designed, synthesized, and characterized. The materials were initially synthesized using oxidative copper-chloride coupling reactions, palladium-catalyzed amination reactions, Friedal-Crafts acylations, Negishi coupling reactions, and Stille coupling reactions. Once isolated, the physical properties of the compounds were characterized through a combination of X-ray crystal structure, thermogravimetric analysis, differential scanning calorimetry, UV-vis. absorption spectroscopy, cyclic voltammetry, and differential pulse voltammetry, along with comparison to quantum-chemical calculations. In some cases, the radical cations or radical anions were generated by chemical oxidation and analyzed by vis-NIR spectroscopy. Furthermore, the electronic properties of the materials were investigated through incorporation as solution-processed active layers in organic field-effect transistors. Multiple examples exhibited hole- and / or electron-transport properties with electron mobility values of up to 1.5 cm²V⁻¹s⁻¹, which is among the highest yet reported for an n-channel OFET based on a solution-processed small molecule. en_US
dc.description.degree PhD en_US
dc.identifier.uri http://hdl.handle.net/1853/45849
dc.publisher Georgia Institute of Technology en_US
dc.subject Naphthalene diimide en_US
dc.subject Organic field-effect transistors en_US
dc.subject Organic electronics en_US
dc.subject Organic charge-transport materials en_US
dc.subject.lcsh Conjugated polymers
dc.subject.lcsh Organic semiconductors
dc.subject.lcsh Self-assembly (Chemistry)
dc.title Organic charge-transport materials based on oligothiophene and naphthalene diimide: towards ambipolar and air-stable n-channel organic field-effect transistors en_US
dc.type Text
dc.type.genre Dissertation
dspace.entity.type Publication
local.contributor.advisor Marder, Seth R.
local.contributor.corporatename School of Chemistry and Biochemistry
local.contributor.corporatename College of Sciences
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relation.isOrgUnitOfPublication 85042be6-2d68-4e07-b384-e1f908fae48a
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