Solution Processable Perylene Diimide Materials for Photovoltaic and Photonic Applications

dc.contributor.advisorWelch, Gregory
dc.contributor.authorCieplechowicz, Edward
dc.contributor.committeememberRosler, Roland
dc.contributor.committeememberHu, Jinguang
dc.contributor.committeememberLebel, Olivier
dc.contributor.committeememberVan Humbeck, Jeffrey
dc.date2022-11
dc.date.accessioned2022-06-30T19:23:26Z
dc.date.available2022-06-30T19:23:26Z
dc.date.issued2022-06
dc.description.abstractThis thesis discusses the investigation of the modification of perylene diimide materials to enable solution processing from non-halogenated solvents. Chapter one of this thesis will introduce the concept of organic semiconduction materials and their implementation in organic photovoltaics and the solution fabrication processes associated with their production. Chapter two discusses the synthesis and aliphatic sidechain engineering of perylene diimide-diketopyrrolopyrrole-perylene diimide (E1) materials to enable solubility and solution processability within non-halogenated solvents. In chapter three, the N-annulated perylene diimide dimer (tPDI2N-EH, E6) was prepared on a multi-gram scale. The dimer framework was derivatized via sidechain engineering with functional functionalism sidechains (E7-E13) to facilitate interactions to improve organic photovoltaic performance. The champion performing material (E6) was applied to the solution fabrication of optical filters in a collaborative project to promote photosynthetic activity. In chapter four, a monomeric N-annulated perylene diimide was modified with thermally labile protecting group tert-butyloxycarbonyl (Boc), enabling solubility in non-halogenated solvents. Thermal annealing in the solid-state yields a solvent-resistant material applied as an electron transporting material in the hybrid electron transporting layers within organic photovoltaics. Finally, chapter five explores the molecular engineering of electron-transporting materials comprising perylene diimide- Indacenodithiophene-perylene diimide (E15-E16) molecular frameworks. The implications of molecular engineering with respect to the material's optoelectronic properties are discussed. The materials were evaluated as electron transport materials within organic photovoltaic devices.en_US
dc.identifier.citationCieplechowicz, E. (2022). Solution processable perylene diimide materials for photovoltaic and photonic applications (Doctoral thesis, University of Calgary, Calgary, Canada). Retrieved from https://prism.ucalgary.ca.en_US
dc.identifier.doihttp://dx.doi.org/10.11575/PRISM/39862
dc.identifier.urihttp://hdl.handle.net/1880/114785
dc.language.isoengen_US
dc.publisher.facultyScienceen_US
dc.publisher.institutionUniversity of Calgaryen
dc.rightsUniversity of Calgary graduate students retain copyright ownership and moral rights for their thesis. You may use this material in any way that is permitted by the Copyright Act or through licensing that has been assigned to the document. For uses that are not allowable under copyright legislation or licensing, you are required to seek permission.en_US
dc.subjectOrganic Photovoltaicsen_US
dc.subjectPerylene Diimideen_US
dc.subject.classificationMaterials Scienceen_US
dc.titleSolution Processable Perylene Diimide Materials for Photovoltaic and Photonic Applicationsen_US
dc.typedoctoral thesisen_US
thesis.degree.disciplineChemistryen_US
thesis.degree.grantorUniversity of Calgaryen_US
thesis.degree.nameDoctor of Philosophy (PhD)en_US
ucalgary.item.requestcopyfalseen_US
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