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Synthesis and characterization of fluorine-containing C60 derivatives and their charge transfer photophysics in organic photovoltaics

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dc.contributor.authorLarson, Bryon W., author
dc.contributor.authorStrauss, Steven H., advisor
dc.contributor.authorRumbles, Garry, advisor
dc.contributor.authorRappé, Anthony, committee member
dc.contributor.authorBartels, Randy, committee member
dc.contributor.authorChen, Eugene, committee member
dc.contributor.authorRobinson, Raymond S., committee member
dc.date.accessioned2007-01-03T06:08:50Z
dc.date.available2007-01-03T06:08:50Z
dc.date.issued2013
dc.description.abstractTransformative advances in the science of new materials and technological solutions for energy conversion and storage require focused efforts from scientists across different disciplines. One of the major frontiers for modern chemistry is the molecular design of advanced materials from earth-abundant elements with finely tuned chemical, photophysical, and electronic properties. In this work, several highly efficient and, in some cases, highly regioselective synthetic methodologies have been developed for the first time that resulted in a wide array of versatile fullerene-based organic electron acceptors with highly tunable electronic properties. The classes of these newly synthesized and characterized materials include mono-perfluorocarbocyclic C60 derivatives, highly functionalizable ω-X-perfluoroalkylfullerenes (X = SF5, Br, I, COOEt), twenty one new isomers of deca-trifluoromethyl[60]fullerenes, and several new isomers of octa- and hexa-trifluoromethyl[60]fullerenes. Improved synthetic and separation techniques yielding up to multi-gram amounts of difluoromethylene[60]fulleroid and several other classes of technologically important perfluoroalkylfullerenes have also been developed, which enabled several organic photovoltaic-relevant studies using state-of-the art facilities at the National Renewable Energy Laboratory. This included the first experimental determination of an optimal driving force for the relative yield of free carrier generation in a family of polyfluorene polymers by using a series of trifluoromethylfullerene acceptors with a large range of electron affinities synthesized by the author. In another study, a judiciously selected series of acceptors was applied for a time-resolved microwave conductivity (TRMC) study that provided the first compelling experimental evidence that the yield for uncorrelated free charge generation in organic photovoltaic (OPV) device-relevant blends of donor:acceptor active layers is a function of carrier mobility. Finally, a new fullerene acceptor rivaling one of the champion fullerene derivatives, phenyl-C61-butyric acid methyl ester (PCBM), in OPV performance was studied by TRMC and in OPV devices.
dc.format.mediumborn digital
dc.format.mediumdoctoral dissertations
dc.identifierLarson_colostate_0053A_12154.pdf
dc.identifierETDF2013500311CHEM
dc.identifier.urihttp://hdl.handle.net/10217/80955
dc.languageEnglish
dc.language.isoeng
dc.publisherColorado State University. Libraries
dc.relation.ispartof2000-2019
dc.rightsCopyright and other restrictions may apply. User is responsible for compliance with all applicable laws. For information about copyright law, please see https://libguides.colostate.edu/copyright.
dc.subjectfluorine
dc.subjectcharge generation
dc.subjectorganic solar cell
dc.subjectperfluoroalkyl
dc.subjectphotovoltaics
dc.subjectFullerene
dc.titleSynthesis and characterization of fluorine-containing C60 derivatives and their charge transfer photophysics in organic photovoltaics
dc.typeText
dcterms.rights.dplaThis Item is protected by copyright and/or related rights (https://rightsstatements.org/vocab/InC/1.0/). You are free to use this Item in any way that is permitted by the copyright and related rights legislation that applies to your use. For other uses you need to obtain permission from the rights-holder(s).
thesis.degree.disciplineChemistry
thesis.degree.grantorColorado State University
thesis.degree.levelDoctoral
thesis.degree.nameDoctor of Philosophy (Ph.D.)

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