A-D-A small molecule donors based on pyrene and diketopyrrolopyrrole for organic solar cells

Xu, Jing-Qi; Liu, Wenqing; Liu, Shiyong; Ling, Jun; Mai, Jiangquan; Lu, Xinhui; Li, Chang‐Zhi; Jen, Alex K.‐Y.; Chen, Hongzheng

doi:10.1007/s11426-016-9003-9

Cited by 17 publications

(3 citation statements)

References 51 publications

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“…The beneficial properties of pyrene-fullerene systems certainly origin in part from pyrene components that exhibits a number of structural and electronic features promising for construction of dye sensitized solar cells [ 8 ], blue light emitters [ 9 , 10 ], component of acceptor-donor-acceptor materials for efficient photovoltaic semiconductors [ 11 ], dispersant of neat fullerenes [ 12 ] and chemical sensing agent for fullerenes with fluorescence spectroscopy due to supramolecular complexes formation with C 60 and C 70 fullerene [ 13 ].…”

Section: Introductionmentioning

confidence: 99%

Mono- and Di-Pyrene [60]Fullerene and [70]Fullerene Derivatives as Potential Components for Photovoltaic Devices

et al. 2021

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In the present work, we report the successful synthesis and characterization of six (two new) fullerene mono- and di-pyrene derivatives based on C60 and C70 fullerenes. The synthesized compounds were characterized by spectral methods (ESI-MS, 1H-NMR, 13C-NMR, UV-Vis, FT-IR, photoluminescence and photocurrent spectroscopy). The energy of HOMO and LUMO levels and the band gaps were determined from cyclic voltammetry and compared with the theoretical values calculated according to the DFT/B3LYP/6-31G(d) and DFT/PBE/6-311G(d,p) approach for fully optimized molecular structures at the DFT/B3LYP/6-31G(d) level. Efficiency of solar cells made of PTB7: C60 and C70 fullerene pyrene derivatives were analyzed based on the determined energy levels of the HOMO and LUMO orbitals of the derivatives as well as the extensive spectral results of fullerene derivatives and their mixtures with PTB7. As a result, we found that the electronic and spectral properties, on which the efficiency of a photovoltaic cell is believed to depend, slightly changes with the number and type of pyrene substituents on the fullerene core. The efficiency of constructed solar cells largely depends on the homogeneity of the photovoltaic layer, which, in turn, is a derivative of the solubility of fullerene derivatives in the solvent used to apply these layers by spincoating.

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Section: Introductionmentioning

confidence: 99%

Mono- and Di-Pyrene [60]Fullerene and [70]Fullerene Derivatives as Potential Components for Photovoltaic Devices

et al. 2021

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“…Xu et al, stated the development of a set of acceptor-donor-acceptor organic small molecules based on pyrene. Moreover, 4.19% PCE was achieved for Pyr(EH-DPP) 2 as stated by the researchers [30].…”

Section: Introductionmentioning

confidence: 53%

Preparation and Characterization of Quinoxaline-Pyrene-Based Conjugated Copolymers for Organic Photovoltaic Devices

et al. 2020

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In this study, two novel conjugated polymers, poly(4,5,9,10-tetrakis((2-ethylhexyl)oxy]pyrene-alt-2,3-bis(3-(octyloxy)phenyl)-5,8-di(2-thienyl)-6,7-difluoroquinoxaline) (PPyQxff) and poly(4,5,9,10-tetrakis((2-ethylhexyl)oxy)pyren-alt-2,3-bis(3-(octyloxy)phenyl)-5,8-di(2-thienyl)quinoxaline) (PPyQx), consisting of quinoxaline units with and without fluorine substituents, as electron-accepting moieties and pyrene flanked with dithienyl units as electron-donating moieties were prepared via Stille polymerization reactions for use as electron donor materials in bulk heterojunction (BHJ) solar cells. PPyQxff and PPyQx were characterized by X-ray powder diffraction (XRD), gel permeation chromatography (GPC), thermogravimetric analysis (TGA), cyclic voltammetry (CV), UV−VIS absorption, and nuclear magnetic resonance (NMR) spectroscopy. PPyQxff and PPyQx revealed excellent solution processability in common organic solvents. PPyQxff and PPyQx presented decomposition temperatures above 300 °C. The inclusion of F atoms to the quinoxaline moiety made a slight reduction in the highest occupied molecular orbital (HOMO) level, relative to the unfluorinated polymer, but had no impact on the lowest unoccupied molecular orbital (LUMO) level. PPyQxff and PPyQx exhibited similar physical properties with strong and broad absorbance from 400 to 700 nm and an optical band-gap energy of 1.77 eV. The X-ray powder diffraction study indicated that PPyQxff possessed a reduced π–π stacking distance relative to PPyQx.

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“…Organic photovoltaics (OPVs) have attracted tremendous interest due to the multiple advantages of solution processing, low cost, flexibility, and light weight. − The most popular OPV adopts a bulk heterojunction (BHJ) blend film as the active layer comprising a p-type electron donor (D) and an n-type electron acceptor (A), where photocarriers are generated at the D:A interfaces with the energetic offset as the driving force for exciton separation. In recent years, the development of novel donor and acceptor materials strongly stimulated the progress of OPVs. − Especially, the advent of Y-series non-fullerene acceptors (NFAs) has greatly boosted the power conversion efficiency (PCE) of OPVs to over 18%. − Correspondingly, it is also very critical to develop suitable polymer donors to pair with the NFAs for high performances. For efficient OPVs, − polymer donors with the complementary absorption and optimal blend film morphology to be compatible with acceptors are highly desired .…”

Section: Introductionmentioning

confidence: 99%

A Benzobis(thiazole)-Based Wide Bandgap Polymer Donor Enables over 15% Efficiency Organic Photovoltaics with a Flat Energetic Offset

Wang

Tao

et al. 2021

Macromolecules

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Developing donor:acceptor (D:A) blends that work efficiently with small charge separation driving forces (or energetic offset) is highly desired for reducing the voltage loss and unveiling the working mechanism of organic photovoltaics (OPVs). Herein, by incorporating the weak electron-withdrawing acceptor unit of benzobis-(thiazole), we design and synthesize two wide-bandgap (∼2 eV) polymer donors, PBTz-TF and PBTz-TCl, with deep highest occupied molecular orbital (HOMO) levels approaching that of the typical electron acceptor Y6, forming negligible HOMO offsets of 0.04 and 0 eV for PBTz-TF:Y6 and PBTz-TCl:Y6 blends, respectively. Interestingly, efficient charge separation is observed in both blends, while the PBTz-TCl:Y6 blend possesses multiple superiorities, including higher mobilities, longer exciton lifetimes, purer domains, and more dominant face-on orientation. These lead to a better efficiency of 15.06% at 0 eV HOMO offset in the PBTz-TCl:Y6-based OPV, which is superior compared to the PBTz-TF:Y6-based OPVs (14.73%) with a HOMO offset of 0.04 eV. This work explores the properties of low driving force D:A blends and should have implications in the fundamental understanding of the carrier dynamics in OPVs with a flat energetic offset.

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A-D-A small molecule donors based on pyrene and diketopyrrolopyrrole for organic solar cells

Cited by 17 publications

References 51 publications

Mono- and Di-Pyrene [60]Fullerene and [70]Fullerene Derivatives as Potential Components for Photovoltaic Devices

Mono- and Di-Pyrene [60]Fullerene and [70]Fullerene Derivatives as Potential Components for Photovoltaic Devices

Preparation and Characterization of Quinoxaline-Pyrene-Based Conjugated Copolymers for Organic Photovoltaic Devices

A Benzobis(thiazole)-Based Wide Bandgap Polymer Donor Enables over 15% Efficiency Organic Photovoltaics with a Flat Energetic Offset

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