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Asymmetric Glycolated Substitution for Enhanced Permittivity and Ecocompatibility of High-Performance Photovoltaic Electron Acceptor.

ABSTRACT: Traditional organic photovoltaic materials exhibit low dielectric constants (ε_r) of 3 to 4, restricting the further enhancement of power conversion efficiencies (PCEs) of organic solar cells (OSCs). Herein we design and synthesize a fused-ring electron acceptor named Y6-4O through introducing an asymmetric highly polarizable oligo(ethylene glycol) side chain onto the pyrrole unit of Y6. Compared with alkylated Y6 (ε_r = 3.36), asymmetric glycolated Y6-4O shows a notably higher ε_r value of 5.13 and better solubility in nonhalogen solvents. Because of the higher ε_r value, the devices based on as-cast PM6:Y6-4O processed using toluene exhibit a higher charge separation yield, slower bimolecular recombination kinetics, and less voltage loss relative to the control devices based on PM6:Y6. Consequently, a high PCE of 15.2% is achieved for PM6:Y6-4O-based devices, whereas the PM6:Y6-based devices show PCEs of only 7.38%. 15.2% is the highest PCE for the as-cast nonhalogenated processed OSC devices, and it is also much higher than the values (<8.5%) reported for OSCs based on high-permittivity (ε_r > 5) organic photovoltaic semiconductors.

SUBMITTER: Li T

PROVIDER: S-EPMC8549046 | biostudies-literature | 2021 Oct

REPOSITORIES: biostudies-literature

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Asymmetric Glycolated Substitution for Enhanced Permittivity and Ecocompatibility of High-Performance Photovoltaic Electron Acceptor.

Li Tengfei T Wang Kang K Cai Guilong G Li Yawen Y Liu Heng H Jia Yixiao Y Zhang Zhenzhen Z Lu Xinhui X Yang Ye Y Lin Yuze Y

JACS Au 20210818 10

Traditional organic photovoltaic materials exhibit low dielectric constants (ε<sub>r</sub>) of 3 to 4, restricting the further enhancement of power conversion efficiencies (PCEs) of organic solar cells (OSCs). Herein we design and synthesize a fused-ring electron acceptor named Y6-4O through introducing an asymmetric highly polarizable oligo(ethylene glycol) side chain onto the pyrrole unit of Y6. Compared with alkylated Y6 (ε<sub>r</sub> = 3.36), asymmetric glycolated Y6-4O shows a notably high ...[more]

PMID: 34723276

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Project description:Three alternated D-π-A type 5,10-bis(triisopropylsilylethynyl)dithieno[2,3-d:2',3'-d']-benzo[1,2-b:4,5-b']dithiophene (DTBDT-TIPS)-based semiconducting conjugated copolymers (CPs), PDTBDT-TIPS-DTBT-OD, PDTBDT-TIPS-DTFBT-OD, and PDTBDT-TIPS-DTNT-OD, bearing different A units, including benzothiadiazole (BT), 5,6-difluorinated-BT (FBT) and naphtho[1,2-c:5,6-c']-bis[1,2,5]thiadiazole (NT), were designed and synthesized to investigate the impact of the variation in electron-deficient units on the properties of these photovoltaic polymers. It was exhibited that the down-shifted highest occupied molecular orbital energy level (EHOMO), the enhanced aggregation in both the chlorobenzene solution and the solid film, as well as the better molecular planarity, were achieved using methods involving fluorination and the replacement of BT with NT on the polymer backbone. The absorption profile was little changed upon fluorination; however, it was greatly broadened during replacement of BT with NT. Consequently, the optimized photovoltaic device based on the PDTBDT-TIPS-DTNT-OD exhibited synchronous enhancements in the open-circuit voltage (VOC) of 0.88 V, the short-circuit current density (JSC) of 7.21 mA cm-2, and the fill factor (FF) of 52.99%, resulting in a drastic elevation in the PCE by 129% to 3.37% compared to that of the PDTBDT-TIPS-DTBT-OD. This was triggered by PDTBDT-TIPS-DTNT-OD's broadened absorption, deepened EHOMO, improved coplanarity, and enhanced SCLC mobility (which increased 3.9 times), as well as a favorable morphology of the active layer. Unfortunately, the corresponding PCE deteriorated after incorporating fluorine into the BT, due to the oversized aggregation and large phase separation morphology in the blend films, severely impairing its JSC. Our preliminary results demonstrated that the replacement of BT with NT in a D-π-A type polymer backbone was an effective strategy of tuning the molecular structure to achieve highly efficient polymer solar cells (PSCs).

Dataset Information

Asymmetric Glycolated Substitution for Enhanced Permittivity and Ecocompatibility of High-Performance Photovoltaic Electron Acceptor.

Publications

Asymmetric Glycolated Substitution for Enhanced Permittivity and Ecocompatibility of High-Performance Photovoltaic Electron Acceptor.

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