The photophysical properties and solar cell performance of the classical donor–acceptor copolymer PCDTBT(poly(N‐9′‐heptadecanyl‐2,7‐carbazole‐alt ‐5,5‐(4′,7′‐di‐2‐thienyl‐2′,1′,3′‐benzothiadiazole))) in relation to unintentionally formed main chain defects are investigated. Carbazole–carbazole homocouplings (Cbz hc) are found to significant extent in PCDTBT made with a variety of Suzuki polycondensation conditions. Cbz hc vary between 0 and 8 mol% depending on the synthetic protocol used, and are quantified by detailed nuclear magnetic resonance spectroscopy including model compounds, which allows to establish a calibration curve from optical spectroscopy. The results are corroborated by extended time‐dependent density functional theory investigations on the structural, electronic, and optical properties of regularly alternating and homocoupled chains. The photovoltaic properties of PCDTBT:fullerene blend solar cells significantly depend on the Cbz hc content for constant molecular weight, whereby an increasing amount of Cbz hc leads to strongly decreased short circuit currents JSC. With increasing Cbz hc content, JSC decreases more strongly than the intensity of the low energy absorption band, suggesting that small losses in absorption cannot explain the decrease in JSC alone, rather than combined effects of a more localized LUMO level on the TBT unit and lower hole mobilities found in highly defective samples. Homocoupling‐free PCDTBT with optimized molecular weight yields the highest efficiency up to 7.2% without extensive optimization.
Efficient light detection in the near-infrared (NIR) wavelength region is central to emerging applications such as medical imaging and machine vision. An organic upconverter (OUC) consists of a NIR-sensitive organic photodetector (OPD) and an visible organic light-emitting diode (OLED), connected in series. The device converts NIR light directly to visible light, allowing imaging of a NIR scene in the visible. Here, we present an OUC composed of a NIR-selective squaraine dye-based OPD and a fluorescent OLED. The OPD has a peak sensitivity at 980 nm and an internal photon-to-current conversion efficiency of ∼100%. The OUC conversion efficiency (0.27%) of NIR to visible light is close to the expected maximum. The materials of the OUC multilayer stack absorb very little light in the visible wavelength range. In combination with an optimized semitransparent metal top electrode, this enabled the fabrication of transparent OUCs with an average visible transmittance of 65% and a peak transmittance of 80% at 620 nm. Visibly transparent OUCs are interesting for window-integrated electronic circuits or imaging systems that allow for the simultaneous detection of directly transmitted visible and NIR upconverted light.
The possibility for unselective C–H activation of a thiophene-based, donor–acceptor–donor monomer during direct arylation polycondensation is investigated.
Strongly coupled dye molecules are known to produce narrowband absorption in a large spectral range. Here we exploit this feature to achieve organic photodetectors with ultra-narrow full-width at half-maximum response at low bias voltage.
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