A twisted monomeric perylenediimide electron acceptor for efficient organic solar cells

Synthesis and Application of Rylene Imide Dyes as Organic Semiconducting Materials

“…Compound 32 displayed weak aggregation as well as broad and strong light absorption. By using naphthalene rings instead of benzene rings as the substituents, 33 was obtained by the same group . A larger twist angle of 33° was achieved owing to steric repulsion between naphthalene units on the same side of bay positions.…”

“…By using naphthalene rings instead of benzene rings as the substituents, 33 waso btained by the same group. [35] Al arger twist angle of 338 was achieved owing to steric repulsion between naphthalene units on the same side of bay positions. The PCEs were 4.1 %a nd 3.0 %f or OSC devices based on 32 and 33,r espectively.…”

Substituent-dependent absorption and fluorescence properties of perylene bisimide radical anions and dianions

“…1a). 41,42 For all derivatives, the bulky 2,6-diisopropylphenyl (Dipp) has been chosen as the imide residue to prevent aggregation and ensure a high solubility.…”

Axially chiral bay-tetraarylated perylene bisimide dyes as non-fullerene acceptors in organic solar cells

“…The highly twisted geometry itself and the steric demand of the four aryl substituents are effective tools to prevent the formation of large crystalline domains within the bulk-heterojunction (BHJ). 23,24 This was exploited by Sun an co-workers who reached appreciable high efficiencies of up to 4.1% in a BHJ OSC using a bay-tetraphenyl PBI with cyclohexyl residues in imide position (1d, Fig. 1a) combined with donor polymer PCE-10.…”

“…22 Based on early predictions on the formation of highly stable atropo-enantiomers for such tetraphenyl PBIs, 28 first experimental investigation of tetraarylated PBIs chirality was done in 2014 29 but did not find a way into a solid-state application so far unlike the closely related ortho-p-extended PBI double- [7]heterohelicenes utilizing the chiral core twist for a circular polarized light detection device. 30 Even if Sun and co-workers utilized the twisted geometry to design well-soluble and potent NFAs, 24,25 the impact of enantiopurity as well as the imide substituents remained so far unexplored. Indeed, there is only little investigation on morphological effects that are expected to significantly alter thin-film device performances while using either enantiopure species or their racemic mixtures.…”