eprintid: 19610 rev_number: 15 userid: 2401 dir: disk0/00/01/96/10 datestamp: 2013-09-27 00:29:29 lastmod: 2016-11-15 14:14:51 status_changed: 2013-09-27 00:29:29 type: thesis_degree metadata_visibility: show contact_email: sowens@me.com item_issues_count: 0 eprint_status: archive creators_name: Owens, Steven G. creators_email: sgo7@pitt.edu creators_id: SGO7 title: EXPLORATION OF THIOPHENE-BASED DONOR-DONOR AND DONOR-ACCEPTOR CONJUGATED OLIGOMERS ispublished: unpub divisions: sch_as_chemistry full_text_status: public keywords: thiophene D-A D-D "donor-acceptor" "donor-donor" "conjugated oligomer" "electronic materials" OPV PSC "organic photovoltaic" "polymer solar cell" abstract: Conjugated polymers are one of the leading technologies in electronic materials research. In this work we investigate thiophene-based donor-donor (D-D) and donor-acceptor (D-A) conjugated oligomers for future application towards polymer solar cells (PSCs). Beginning from computational studies, our group targets specific monomers that show promise in both bandgap and solar cell efficiency. For this research, we have found a novel alkyl-nitrothiophene (2-bromo-5-cyano-3-hexyl-4-nitrothiophene, NT) monomer as well as a unique D-D combination of propylenedioxythiophene (ProDOT) and isothianapthene (ITN). In both of these cases, we found that we can tune the tetramer bandgap (in both D-D and D-A systems) simply by changing the order of monomers (rather than changing the identity of the monomers). Horner-Wadsworth-Emmons (HWE) was chosen to provide the ability to individually couple monomers, allowing us to synthesize sequenced oligomers. The synthesis of the novel alkyl-NT monomer was successful and progress towards additional monomers necessary for HWE coupling was made. A test Stille coupling towards the synthesis of the ProDOT-ITN oligomer was also attempted. date: 2013-09-26 date_type: published pages: 34 institution: University of Pittsburgh refereed: TRUE etdcommittee_type: committee_chair etdcommittee_type: committee_member etdcommittee_type: committee_member etdcommittee_name: Hutchison, Geoffrey R. etdcommittee_name: Meyer, Tara Y. etdcommittee_name: Millstone, Jill etdcommittee_email: geoffh@pitt.edu etdcommittee_email: tmeyer@pitt.edu etdcommittee_email: jem210@pitt.edu etdcommittee_id: GEOFFH etdcommittee_id: TMEYER etdcommittee_id: JEM210 etd_defense_date: 2013-08-12 etd_approval_date: 2013-09-26 etd_submission_date: 2013-08-15 etd_release_date: 2013-09-26 etd_access_restriction: 1_year etd_patent_pending: FALSE thesis_type: thesis degree: MS citation: Owens, Steven G. (2013) EXPLORATION OF THIOPHENE-BASED DONOR-DONOR AND DONOR-ACCEPTOR CONJUGATED OLIGOMERS. Master's Thesis, University of Pittsburgh. (Unpublished) document_url: http://d-scholarship-dev.library.pitt.edu/19610/1/SGO_MS_Thesis.pdf