Organic polymeric and small molecular electron acceptors for organic solar cells

Venkateswararao, A.; Liu, Shun‐Wei; Wong, Ken‐Tsung

doi:10.1016/j.mser.2018.01.001

Cited by 70 publications

(6 citation statements)

References 484 publications

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“…Obviously, compared with the preparation of IDIC 42 , the synthesis of MO-IDIC and MO-IDIC-2F possesses the advantages of less synthetic steps, simple post-treatment, and high yield, which can reduce the synthesis cost of the acceptor for the application in PSCs. The chemical structures of the two n -OS acceptors were characterized by 1 H and 13 C NMR (Supplementary Figures 37–42) 19 , F NMR spectrum (Supplementary Fig. 43 for MO-IDIC-2F) and mass spectroscopy.…”

Section: Resultsmentioning

confidence: 99%

Simplified synthetic routes for low cost and high photovoltaic performance n-type organic semiconductor acceptors

et al. 2019

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The application of polymer solar cells (PSCs) with n-type organic semiconductor as acceptor requires further improving powder conversion efficiency, increasing stability and decreasing cost of the related materials and devices. Here we report a simplified synthetic route for 4,4,9,9-tetrahexyl-4,9-dihydro-s-indaceno [1,2-b:5,6-b’] dithiophene by using the catalyst of amberlyst15. Based on this synthetic route and methoxy substitution, two low cost acceptors with less synthetic steps, simple post-treatment and high yield were synthesized. In addition, the methoxy substitution improves both yield and efficiency. The high efficiency of 13.46% was obtained for the devices with MO-IDIC-2F (3,9-bis(2-methylene-5 or 6-fluoro-(3-(1,1-dicyanomethylene)-indanone)-4,4,9,9-tetrahexyl-5,10-dimethoxyl-4,9-dihydro-s-indaceno[1,2-b:5,6-b’] dithiophene) as acceptor. Based on the cost analysis, the PSCs based on MO-IDIC-2F possess the great advantages of low cost and high photovoltaic performance in comparison with those PSCs reported in literatures. Therefore, MO-IDIC-2F will be a promising low cost acceptor for commercial application of PSCs.

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Section: Resultsmentioning

confidence: 99%

Simplified synthetic routes for low cost and high photovoltaic performance n-type organic semiconductor acceptors

et al. 2019

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“…In our group, we recently applied the SMC reaction onto nitro-perylenediimide (PDI-NO 2 ) [26]. PDI derivatives are still of particular interest since they are among the most important n-type semiconductors, and are recognized as promising non-fullerene acceptors for organic solar cells [27][28][29][30]. All the reported cross-coupling reactions in the PDI series use 1-bromoPDI derivatives.…”

Section: Scheme 1 General Reaction For the Suzuki-miyaura Palladium-mentioning

confidence: 99%

Recent Developments in the Suzuki–Miyaura Reaction Using Nitroarenes as Electrophilic Coupling Reagents

Rocard

Hudhomme

2019

Catalysts

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Palladium-catalyzed cross-coupling reactions are nowadays essential in organic synthesis for the construction of C–C, C–N, C–O, and other C-heteroatom bonds. The 2010 Nobel Prize in Chemistry to Richard F. Heck, Ei-ichi Negishi, and Akira Suzuki was awarded for the discovery of these reactions. These great advances for organic chemists stimulated intense research efforts worldwide dedicated to studying these reactions. Among them, the Suzuki–Miyaura coupling (SMC) reaction, which usually involves an organoboron reagent and an organic halide or triflate in the presence of a base and a palladium catalyst, has become, in the last few decades, one of the most popular tools for the creation of C–C bonds. In this review, we present recent progress concerning the SMC reaction with the original use of nitroarenes as electrophilic coupling partners reacting with the organoboron reagent.

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“…Nowadays, nonfullerene acceptors (NFAs) have attracted interest of the OSCs community mostly due to the possibility of altering their properties through molecular design, which allows for a precise tuning of their absorption spectrum, energy levels and stability [11][12][13]. During the last few years, the research on NFAs has skyrocketed the efficiency of OSCs, overcoming the 18% mark [14].…”

Section: Introductionmentioning

confidence: 99%

Flexible ITO-Free Roll-Processed Large-Area Nonfullerene Organic Solar Cells Based on P3HT:O-IDTBR

et al. 2020

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The mark of 18% power conversion efficiency (PCE) was recently overcome by laboratoryscale organic solar cells (OSCs) thanks to the development of nonfullerene acceptors (NFAs). NFA-based solar cells show improved performance and stability compared with those of their fullerene-acceptor-based counterparts. However, only a few studies focus on scalable deposition techniques or roll-to-roll compatible processing, which is of paramount importance for the commercialization of the technology. Here, we report a simple and fast fabrication of slot-die-coated poly(3-hexylthiophene-2,5-diyl):(5Z,5'Z)-5,5'-{[7,7'-(4,4,9,9-tetraoctyl-4,9-dihydro-s-indaceno[1,2-b:5, 6-b']dithiophene-2,7-diyl)bis(benzo[c][1,2,5]thiadiazole-7,4-diyl)]bis(methanylylidene)}bis(3-ethyl-2-thi oxothiazolidin-4-one) (P3HT:O-IDTBR) OSCs using a roll platform on flexible ITO-free substrates under ambient conditions. We show that the optical band gap of the active layer increases when an isopropanoldiluted poly(3,4-ethylenedioxythiophene):polystyrene sulfonate (PEDOT:PSS) hole-transport layer is coated on top of it, changing the device properties. Optimization of the coating conditions leads to the achievement of up to 3.6% PCE for single cells of 1 cm 2 fabricated under ambient conditions with flexographic printed Ag back electrodes, compared with solar cells with evaporated Ag (3.8% PCE), Au (2.1% PCE), or Cu (3.0% PCE) back contacts. OSCs with larger areas of 4 cm 2 with 2.3% PCE are also fabricated, where the fast increase of the series resistance with the area is the main PCE-limiting factor. The efficiencies herein reported for NFAs obtained by roll processing show the excellent potential of the P3HT:O-IDTBR blend for large-scale fabrication.

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Organic polymeric and small molecular electron acceptors for organic solar cells

Cited by 70 publications

References 484 publications

Simplified synthetic routes for low cost and high photovoltaic performance n-type organic semiconductor acceptors

Simplified synthetic routes for low cost and high photovoltaic performance n-type organic semiconductor acceptors

Recent Developments in the Suzuki–Miyaura Reaction Using Nitroarenes as Electrophilic Coupling Reagents

Flexible ITO-Free Roll-Processed Large-Area Nonfullerene Organic Solar Cells Based on P3HT:O-IDTBR

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