PDI-based heteroacenes as acceptors for fullerene-free solar cells: importance of their twisted geometry

Abstract

<p>Two perylenediimide (PDI) derivatives (FP4TT2T, FP43T) with extended conjugation have been successfully synthesized. Due to the long fused D-A (D: donor, A: acceptor) molecular structures, the PDI-based heteroacenes are rigid...</p>

Molecular strategy towards ROMP-derived hyperbranched poly(olefin)s featuring various π-bridged perylene diimides

“…Polymer Chemistry formation of the hyperbranched polymeric structure instead of the linear ladderphane-version is supported by the basis of its twisted structure, that has been reported for PDI-based A-D-A systems. 57 In addition our DFT calculations were performed on the ground state structure of all monomers M1-M5 that support this formation (see DFT calculations and molecular simulations section). We postulate that the presence of an additional PDI moiety disrupts their alignment, increasing the dihedral angles as well as the degrees of rotational freedom between the propagating units.…”

Truxene Functionalized Star-Shaped Non-fullerene Acceptor With Selenium-Annulated Perylene Diimides for Efficient Organic Solar Cells

“…Therefore, the proper twisted non-planar structures, i.e., good balance of desirable film morphology with proper domain size and sufficient charge transport ability seems to be the key point for developing highperformance PDI electron acceptors (Lin et al, 2018a). Interestingly, oxidative ring-fusion between the central aromatic core and the PDI branches was verified to be an effective strategy to achieve an exquisite balance aforesaid for high OSCs performance (Hartnett et al, 2016;Meng et al, 2016aMeng et al, , 2017Zhong et al, 2016;Wang et al, 2017;Lin et al, 2018a;Chen et al, 2020). The fused PDI NFAs all SCHEME 1 | Chemical structure and synthetic routes of FTr-3PDI-Se.…”

“…Interestingly, oxidative ring-fusion between the central aromatic core and the PDI branches was verified to be an effective strategy to achieve an exquisite balance aforesaid for high OSCs performance (Hartnett et al, 2016 ; Meng et al, 2016a , 2017 ; Zhong et al, 2016 ; Wang et al, 2017 ; Zhang J. Q. et al, 2017 ; Lin et al, 2018a ; Chen et al, 2020 ). The fused PDI NFAs all exhibited better planarity than non-fused counterparts, since the aromatic core and PDI branches were locked by the adjacent benzene.…”

Synthesis and Physical Properties of a Perylene Diimide-Embedded Chiral Conjugated Macrocycle

“…However, their applications are largely limited because of the poor solubility in many organic solvents caused by the extreme propensity of π–π aggregation between planes of perylene. , Interestingly, nonplanar PDI-based materials can prevent intermolecular aggregation and provide good photoelectric and chiral properties, − which has attracted many researchers to explore their new properties. In recent years, various nonplanar PDI derivative materials have been developed and present many applications in the fields of chirality, photovoltaic devices, and electrical devices. − For example, Würthner and co-workers developed a chiral macrocycle by connecting the bay positions (1,7-positions) of PDI through macrocyclization with a piece of ether chain, in which the flexible ether chain distorts the PDI core to avoid conformational interconversions . In 2016, Nuckolls reported conjugated macrocyclic molecules with multiple PDI units using a platinum-mediated assembly approach, which enabled high performance organic photodetectors .…”