Abstract
A novel 1,3-distannylated isothianaphthene (1) was synthesized in high yield by dilithiation of isothianaphthene (ITN) followed by treatment with trimethyltin chloride. Compound 1 is stable in the absence of oxygen and was fully characterized by multinuclear NMR spectroscopy, mass spectrometry, and elemental analysis. We used 1 as a building block for the synthesis of a series of conjugated polymers with alternating structures through Stille-type coupling reactions with dibromo and diiodo compounds. The resulting polymers were characterized by size exclusion chromatography, multinuclear NMR spectroscopy, mass spectrometry, and differential scanning calorimetry. The HOMO−LUMO energy bandgaps of these materials, estimated from UV−vis spectroscopy and cyclic voltammetry (CV), ranged from 1.66 to 2.56 eV depending on the chemical nature of the dihalogenated units. Bulk heterojunction photovoltaic (PV) devices constructed using blends of the ITN-containing copolymers and [6,6]-phenyl-C61-butyric acid methyl ester (PCBM) gave power conversion efficiencies ranging from 0.12% to 0.43%.
Sign-in/Register to access full text options 
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a callDisclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.
