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Beilstein J. Org. Chem. 2016, 12, 2298–2314, doi:10.3762/bjoc.12.223
Graphical Abstract
Figure 1: Chemical structures of molecular materials with the following variations; BTxR, alkyl side chains o...
Scheme 1: Synthesis of the key intermediates TMS-Tx-BPin (3), i) diisopropylamine (DIA), THF, n-BuLi, −78 °C ...
Scheme 2: Oligothiophenes 4–11 synthesised through reaction of the commercially available 5-bromo-2-thiophene...
Scheme 3: Synthesis of the bithiophene through palladium catalyzed direct arylation, a) i) Pd(OAc)2, PCy3, Pi...
Scheme 4: Synthesis of the key bis-borylated BDT core 13, i) 1.5 equiv B2Pin2, 0.025 equiv [Ir(COD)OMe]2, 0.0...
Scheme 5: Synthesis of the BXR and BTXR series of materials, i) 5-bromothiophene carboxaldehyde, 5b, 7a–c, 9b...
Figure 2: BQR thermal and POM properties. a) DSC thermogram of BQR under nitrogen at a ramp rate of 10 °C min...
Figure 3: BT4R thermal and POM images. a) DSC thermogram of BT4R under nitrogen at a ramp rate of 10 °C min−1...
Figure 4: UV–vis absorption spectra of the BXXR series in CHCl3. An expansion of the peak area is shown in th...
Figure 5: Normalised thin film UV–vis absorption profiles for the BXxR series for, a) as-cast films (from CDCl...
Figure 6: Normalised thin film UV–vis absorption profiles for a) BBR, b) BTR and c) BQR showing as-cast (blac...
Figure 7: Normalised thin film fluorescence emission profiles for BXxR series after excitation at 580 nm, a) ...
Figure 8: Variable temperature thin film UV–vis absorption profiles for BQR, collected using the transmission...
Figure 9: Variable temperature thin-film fluorescence emission profiles for BQR, a) heating and b) cooling, c...
Figure 10: BQR thin film UV–vis (solid lines) and fluorescence emission spectra (dashed lines) collected at rt...
Figure 11: Optimized geometry and molecular orbital surfaces of HOMO (bottom) and LUMO (top) for the BXR serie...
Figure 12: J–V characteristics of BXR:PC71BM BHJ solar cells. (a) device structure, (b) J–V curves for as-cast...
Figure 13: J–V characteristics of BTxR:PC71BM ternary BHJ solar cells, a) device architecture, and b) J–V curv...
Figure 14: J–V characteristics of PTB7-Th:BQR:PC71BM ternary BHJ solar cells. (a) PTB7-Th chemical structure, ...