Progress in the synthesis of perylene bisimide dyes

Organic Chemistry Frontiers, Journal Year: 2019, Volume and Issue: 6(8), P. 1272 - 1318

Published: Jan. 1, 2019

Rapid progress in the synthesis of perylene bisimide dyes gave an old scaffold new life.

Language: Английский

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Perylene-diimide derived organic photovoltaic materials

Science China Chemistry, Journal Year: 2021, Volume and Issue: 65(3), P. 462 - 485

Published: Dec. 20, 2021

Language: Английский

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Polycyclic aromatic hydrocarbon-based organic semiconductors: ring-closing synthesis and optoelectronic properties

Journal of Materials Chemistry C, Journal Year: 2021, Volume and Issue: 10(7), P. 2411 - 2430

Published: Nov. 27, 2021

Polycyclic aromatic hydrocarbons (PAHs) as a typical class of organic semiconductors demonstrate unique optical, electrical, magnetic and other interesting properties due to their extended conjugation diverse structures.

Language: Английский

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Excited-State Symmetry-Breaking Charge Separation Dynamics in Multibranched Perylene Diimide Molecules

The Journal of Physical Chemistry Letters, Journal Year: 2020, Volume and Issue: 11(24), P. 10329 - 10339

Published: Nov. 24, 2020

As one of the most promising nonfullerene acceptors for organic photovoltaics, perylene diimide (PDI)-based multibranched molecules with twisted or three-dimensional (3D) geometric structures have been developed, which effectively increase power conversion efficiency (PCE) solar cells. Understanding structure–property relationships in multichromophoric molecular architectures at and ultrafast time levels is a crucial step establishing new design principles electronic materials. For this, photodriven excited-state symmetry-breaking charge separation (SB-CS) PDI-based has proposed to improve PCE by reducing self-aggregation planar PDI monomer. Herein, we investigated intramolecular SB-CS recombination (CR) dynamics two symmetric phenyl-methane-based derivatives, twist dimer PM-PDI2 (phenyl-methane-based dimer) 3D configuration tetramer PM-PDI4 tetramer), different solvents using femtosecond transient absorption (fs-TA) spectroscopy quantum chemical calculations. The calculations steady-state spectra show that derivatives undergo conformational changes upon excitation, leading their emission states characteristics partial charge-transfer (CT) exciton all solvents. Based on evolution fs-TA data, it observed from CT state disfavored weak polar solvent, whereas clear spectroscopic signatures cationic anionic are Faster CS slower CR processes comparison those PM-PDI2. crowded space structure shortens distance between branches, stronger coupling lowest excited larger negative Gibbs free energy change relative PM-PDI2, benefits among units PM-PDI4. Besides, also restricts rotation surface crossing region ground state, thus inhibiting nonradiative process increasing lifetime. Our results suggest kinetics strongly related structure, symmetry breaking acceptor superior photogenerated photovoltaic properties perspective dynamics.

Language: Английский

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Perylene-diimide for organic solar cells: current scenario and prospects in molecular geometric, functionalization, and optoelectronic properties

Journal of Materials Chemistry A, Journal Year: 2023, Volume and Issue: 11(48), P. 26393 - 26425

Published: Jan. 1, 2023

This review highlights key features of PDA-NFA: molecular design, diverse grafting sites, advanced synthesis, morphology control, and optimized device performance. provides a vision for high-performance PDA-NFA NF-OSCs.

Language: Английский

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Morphology and efficiency enhancements of PTB7-Th:ITIC nonfullerene organic solar cells processed via solvent vapor annealing

Journal of Energy Chemistry, Journal Year: 2018, Volume and Issue: 37, P. 148 - 156

Published: Dec. 27, 2018

Language: Английский

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Star‐Shaped Non‐Fullerene Small Acceptors for Organic Solar Cells

ChemSusChem, Journal Year: 2019, Volume and Issue: 12(20), P. 4570 - 4600

Published: July 17, 2019

Abstract Over the past decade, organic solar cells (OSCs) have received considerable attention from scientific community and are considered one of most important sources low‐cost electricity production. Recently, OSC‐based on star‐shaped small‐molecule (SM) non‐fullerene acceptors (NFAs) developed rapidly, highest power conversion efficiency (PCE) has exceeded 10 %. The SM NFAs not only three‐dimensional charge‐transport characteristics similar to fullerenes but also a strong light absorption capacities easily tunable energy levels. They potential candidates as outstanding acceptor materials. In this Review, research progress in OSCs is reviewed specifically. Moreover, influence molecular structure, central unit, peripheral linking group OSC performance been evaluated systematically. This Review could stimulate inspiration for designing high‐performance materials future.

Language: Английский

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Ring Fusion Elevates the Electronic Mobility of Azabenzannulated Perylene Diimide

Chemistry - A European Journal, Journal Year: 2024, Volume and Issue: 30(37)

Published: May 3, 2024

The backwardness of n-type organic semiconductors still exists compared with the p-type counterparts. Thus, development high-performance is great importance for electronic devices and their integrated circuits. In recent years, azabenzannulated perylene diimide (PDI), as one immense bay-region-annulated PDI derivatives, has drawn considerable attentions. However, mobilities derivatives are barely satisfactory. this contribution, peripheral benzene ring in 2 was fused to ortho position by intramolecular C-H arylation cyclization. This endows resultant 4 a planar configuration well electron deficient pentagonal ring. As result, mobility almost two orders magnitude higher than that nonfused 2. work shall pave new avenue elevating performance electronics.

Language: Английский

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Planar Benzofuran Inside-Fused Perylenediimide Dimers for High V_OC Fullerene-Free Organic Solar Cells

ACS Applied Materials & Interfaces, Journal Year: 2019, Volume and Issue: 11(4), P. 4203 - 4210

Published: Jan. 8, 2019

Bulk heterojunction organic solar cells based on perylenediimide (PDI) derivatives as electron acceptors have afforded high power conversion efficiency (PCE) but still lagged behind fullerene-based analogues. Design of novel molecular structures by adjusting the PDI ring and/or connection mode remains breakthrough point to improve photovoltaic performance. After introducing benzofuran at inside bay positions and being linked with a single bond fluorene unit, mandatory planar dimers were achieved named FDI2 F-FDI2. Both show high-lying LUMO energy levels realize VOC beyond 1.0 V when using classic polymer PBDB-T an donor. However, F-FDI2 gave totally different performance PCEs 0.15 6.33%, respectively. The central linkage increased miscibility materials ensured much higher short-circuit current because formation suitable phase separation. Our results demonstrated that utilizing skeleton is simple effective strategy achieve high-performance nonfullerene acceptors, modulation conjugated units also vital.

Language: Английский

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Efficient Organic Solar Cells Based on Non-Fullerene Acceptors with Two Planar Thiophene-Fused Perylene Diimide Units

ACS Applied Materials & Interfaces, Journal Year: 2020, Volume and Issue: 12(9), P. 10746 - 10754

Published: Feb. 14, 2020

We designed and synthesized two non-fullerene acceptors (CDT-TFP C8X-TFP), which comprise a central 4H-cyclopenta[2,1-b:3,4-b′]dithiophene (CDT) as the bridge thiophene-fused perylene diimide (TFP) units. The bulky side chains, such 4-hexylphenyl on CDT can effectively prevent acceptor molecules from forming large aggregates, π–π stacking of terminal planar TFP units form effective electron transport pathways when blending with donor polymers. These are used to fabricate organic solar cells (OSCs) by regioregular middle bandgap polymer reg-PThE. as-cast devices based reg-PThE:CDT-TFP show best power conversion efficiency (PCE) 8.36% Voc 1.10 V, Jsc 12.43 mA cm–2, an FF 61.4%, whereas analogue (PDI) dimers (CDT-PDI) that PDI bridged unit only 2.59% PCE 0.92 6.82 41.5%. Our results have demonstrated comprising achieve excellent photovoltaic performance provide meaningful guidelines for design PDI-based efficient OSCs.

Language: Английский

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