Design, synthesis and characterization of fused bithiazole- and dithiophene-based low bandgap thienylenevinylene copolymers

Abstract

The electron-deficient thiazole moiety has high planarity and effective π–π stacking, which leads to the reduction in the energy levels, exhibiting promising charge carrier mobilities.

Structure–property relationships of diketopyrrolopyrrole- and thienoacene-based A–D–A type hole transport materials for efficient perovskite solar cells

“…49 Besides, in addition to having red-shifted absorption maxima (l max ) (E10 nm) with a lower optical bandgap (E g ) of 1.61 eV compared to DPP-TT (E g of 1.63 eV), DPP-DTT also exhibited a distinct vibrionic shoulder peak at B692 nm due to the stronger interchain packing/ aggregation. 35,[50][51][52] Cyclic voltammetry was used to determine the electrochemical properties of DPP-TT and DPP-DTT, and the corresponding cyclic voltammograms and measured data are shown in Fig. 3c and Table 1, respectively.…”

“…49 Besides, in addition to having red-shifted absorption maxima ( λ max ) (≈10 nm) with a lower optical bandgap ( E g ) of 1.61 eV compared to DPP-TT ( E g of 1.63 eV), DPP-DTT also exhibited a distinct vibrionic shoulder peak at ∼692 nm due to the stronger interchain packing/aggregation. 35,50–52…”

Organic memory devices and synaptic simulation based on indacenodithienothiophene (IDTT) copolymers with improved planarity

“…The HOMO energy levels were calculated based on the onset of the first E ox potentials in comparison to the ferrocene oxidation potential under the vacuum of À4.8 eV and the LUMO energy level was calculated from the difference between E opt g and HOMO, as summarized in Table 1. 30,31 The HOMO/LUMO energy levels of P1-P3 were estimated to be À5.26/À3.19 (P1), À5.32/À3.23 (P2) and À5.12/À3.30 eV (P3). Interestingly, the substitution of electron-rich thiophene in P1 for the electro-deficient moiety as thiazole in P2 has a clear effect on the electrochemical properties, as demonstrated by clearly deeper HOMO/LUMO energy levels.…”

Truncated conjugation in fused heterocycle-based conducting polymers: when greater planarity does not enhance conjugation

“…This typically increases the suitability of these materials for organic devices such as solar cells, light-emitting diodes, and eld-effect transistors. [4][5][6] In fact, a wide range of examples can be found in literature where fusing the heterocycles of the polymer leads to larger planarity and greater backbone p-conjugation. 4,[7][8][9][10][11] Synthetic chemists also pursue planarisation by enhancement of non-covalent interactions.…”