Phospholes in Conjugated Polythiophenes
Date
2012-09-06
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Abstract
New conjugated phenyl dithienophosphole-containing polythiophenes were synthesized and studied. These polymers displayed unique optoelectronic properties, with broad absorption profiles and tunable HOMO and LUMO energy levels.
The first research chapter is focused on the design of dithienophosphole-containing polythiophenes for donor material applications in bulk heterojunction solar
cells. Random copolymers containing 3,3’-didodecyl-2,2’-bithiophene coupled to varying amounts of dithienophosphole oxide and benzothiadiazole were synthesized via a
developed Stille coupling protocol. Optoelectronic studies showed a dependence of the HOMO energy levels on dithienophosphole oxide, as well as a destabilization of the LUMO energy levels with increasing dithienophosphole oxide content.
The second research chapter focused on chemical modifications of the P-center of
dithienophosphole. Post-polymerization reactions were performed to yield fully and
partially P-modified dithienophosphole-containing polythiophenes. P-modifications
include a borane adduct, Au-complexation, Pd-complexation, and methylation. Pd-complexation formed an insoluble cross-linked copolymer. Optoelectronic studies showed P-modifications tune the HOMO and LUMO energy levels, without altering the
energy bandgap.
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Chemistry--Polymer
Citation
Wilson, J. (2012). Phospholes in Conjugated Polythiophenes (Master's thesis, University of Calgary, Calgary, Canada). Retrieved from https://prism.ucalgary.ca. doi:10.11575/PRISM/27334