Abstract
π-Conjugated organic donor–acceptor (D–A) type polymers are widely developed and used in electronic device. Among which, diketopyrrolopyrrole (DPP)-based polymers have received the most attention due to their high performances. The novel chromophores named 1,3,4,6-tetraarylpyrrolo[3,2-b]pyrrole-2,5-dione (isoDPP), benzodipyrrolidone (BDP) and naphthodipyrrolidone (NDP) are resemble DPP in chemical structure. IsoDPP is an isomer of DPP, with the switching position of carbonyl and amide units. The cores of BDP and NDP are tri- and tetracyclic, whereas isoDPP is bicyclic. π-Conjugation extension could result polymers with distinct optical, electrochemical and device performance. It is expected that the polymers containing these high-performance electron-deficient pigments are potential in the electronic device applications, and have the potential to be better than the DPP-based ones. IsoDPP, BDP, and NDP based polymers are synthesized since 2011, and have not receive desirable attention. In this work, the synthesis, properties (optical and electrochemical characteristics), electronic device as well as their relationship depending on core-extension or structure subtle optimization have been reviewed. The final goal is to outline a theoretical scaffold for the design the D–A type conjugated polymers, which is potential for high-performance electronic devices.
Highlights
Organic π-conjugated polymers are promising candidates for electronics device applications due to light weight, low cost and potential use in flexible devices, such as organic filed-effect transistors (OFETs), organic photovoltaic (OPV) solar cells, etc. [1,2,3]
The crystal packing showed that the molecules adopt a weak, intermolecularly slipped π–π stacking separated by the distance of 3.38 Å, in other words, clearly shorter than similar analogues BDP 1 (3.56 Å) and isoDPP 4 (3.5 Å)
The UV/vis absorption of P2 was blue-shifted by 50 nm compared with P1, which can be and FF of 0.65, giving a power conversion efficiency (PCE) of 5.1%, which indicated isoDPP was a promising acceptor building ascribed to the fact that π-conjugation of polymer backbone was interrupted at the lactam N-atoms block for OPV
Summary
Organic π-conjugated polymers are promising candidates for electronics device applications due to light weight, low cost and potential use in flexible devices, such as organic filed-effect transistors (OFETs), organic photovoltaic (OPV) solar cells, etc. [1,2,3]. (ii) the compounds contain bisamide (or bislactam) acceptor with a quinoid structure inbe itsadjusted facilitating and stabling electrons injection [22]; (iii) the solubility of the compounds can electronic ground state., lowering semiconductor lowest unoccupied molecular orbitals (LUMOs), through N-amide substituents, which can offer excellent solution processability, well polymerization and facilitating and stabling electrons injection [22]; (iii) the solubility of the compounds can be and fine-tuned film morphology; (iv) the cohromophores are deep color, which absorb light in the adjusted through N-amide substituents, which can offer excellent solution processability, well visible region with high extinction coefficients; and (v) the substitution of an aromatic core with two polymerization and fine-tuned film morphology; (iv) the cohromophores are deep color, which sets of π-accepting imides group led the chromophores electron deficient.
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