Indolinone-substituted methanofullerene—A new acceptor for organic solar cells

Valitov, M. I.; Romanova, I. P.; Gromchenko, A A; Shaikhutdinova, Gulnara R.; Yakhvarov, Dmitry G.; Bruevich, Vladimir V.; Dyakov, Vladimir A; Sinyashin, Оleg G.; Paraschuk, Dmitry Yu.

doi:10.1016/j.solmat.2012.04.013

Cited by 17 publications

(13 citation statements)

References 17 publications

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“…The weight-average molecular weight (Mw) was >60,000 kg/mol. Different fullerene-based acceptors were studied (Supplementary Information, 5 SI, Section 1): C60, PC61BM, PC71BM, 1-(3,5-di-tret-butyl-4-hydroxybenzyl)-3-(3cyclopropane [1,9](C60-Ih) [5,6]fullerene-3-yl)-indolin-2-one (HBIM), 40 1-Tetradecyl-3-(3cyclopropane [1,9](C60-Ih) [5,6]fullerene-3-yl)-indolin-2-one (AIM8), 41 and characterization of HBIM, AIM8, and IrC60 were reported elsewhere. [40][41][42] All the materials were used without additional purification.…”

Section: Methodsmentioning

confidence: 99%

“…38 Meanwhile, all investigated fullerene derivatives are miscible with P3HT that might result in the amorphous P3HT:fullerene phase. 38,[40][41][42][43] Above Tg, the amorphous phase gains mobility allowing CC to commence, and the IPC starts to grow. Therefore, the CC temperature range -is determined by the amorphous phase composition, namely on the polymer:fullerene weight ratio 33 and the fullerene derivative type (Table S2).…”

Section: Various Fullerene-based Acceptorsmentioning

confidence: 99%

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Real-Time Tracking of Polymer Crystallization Dynamics in Organic Bulk Heterojunctions by Raman Microscopy

et al. 2018

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State-of-the-art organic photovoltaic active layers typically undergo post-treatment such as thermal or solvent vapor annealing to increase their performance by tuning the bulk heterojunction morphology. The molecular crystallinity is one of the key factors that determine the morphology.Real-time tracking of the crystallinity during the post-treatment is strongly desired for understanding the physics of the crystallization process and for optimizing the post treatment 2 protocol. Here, we report on cold crystallization dynamics of the polymer in the temperature range of 50-150 °C in polymer:fullerene blends based on poly(3-hexylthiophene) with various fullerenebased acceptors (C60, PC61BM, PC71BM, bisPC61BM, HBIM, AIM8, and IrC60) in real-time by Raman microscopy. We also reveal how different solvents, fullerene acceptors, and temperatures affect cold crystallization during thermal annealing. We further demonstrate a correlation between the fullerene derivative weight and the polymer crystallinity for the as-cast films, and also a correlation of the polymer crystallinity before and after annealing. Our findings are essential for developing efficient strategies of morphology optimization in emerging organic photovoltaic devices with the real-time Raman microscopy tracking as a valuable tool.

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Section: Methodsmentioning

confidence: 99%

Section: Various Fullerene-based Acceptorsmentioning

confidence: 99%

Real-Time Tracking of Polymer Crystallization Dynamics in Organic Bulk Heterojunctions by Raman Microscopy

et al. 2018

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“…To optimize the structure and properties of the fullerene derivatives, two kinds of strategies have been tried to modify the chemical structure of n-type fullerene derivatives. One way is to go beyond PCBM and construct other fullerene derivatives such as indene substituted fullerene derivatives [22], fulleropyrrolidine derivatives [23,24], indolinone-substituted methanofullerene [25], and di(4-methyl-phenyl)methanofullerene bis-adduct [26]. The other strategy is to optimize the substitute groups such as changing aromatic units or alkyl chain length [27][28][29].…”

Section: Introductionmentioning

confidence: 99%

“…Herein we synthesized a series of indole-substituted fulleropyrrolidine derivatives. The introduction of indolebased groups in principle should improve light harvesting ability of the acceptors due to more aromatic groups [25]. The fulleropyrrolidine derivatives can easily be synthesized via Prato reaction [32].…”

Section: Introductionmentioning

confidence: 99%

Design and synthesis of indole-substituted fullerene derivatives with different side groups for organic photovoltaic devices

Wang

Bao

Yang

et al. 2013

Organic Electronics

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a b s t r a c tA series of indole-substituted fulleropyrrolidine derivatives with different side groups on a pyrrolidine rings, including methyl (OIMC60P), benzyl (OIBC60P), 2,5-difluoroinebenzyl (OIB2FC60P), and 2,3,4,5,6-pentafluoroinebenzyl (OIB5FC60P), have been synthesized and used as electron acceptor in the active layer of polymer-fullerene solar cells to investigate the effect of various substitute groups on the electronic structures, morphologies, and device performances. Optical absorption, electrochemical properties and solubility of the fullerene derivatives have been explored and compared. The inverted photovoltaic devices with the configuration ITO/ZnO/Poly(3-hexylthiophene)(P3HT):[60]fullerene derivatives/MoO 3 /Ag have been prepared including the reference cell based on the P3HT: methyl [6,6]-phenyl-C61-butylate (PCBM) blend films. All the devices properties were measured in air without encapsulation. We also investigated the effect of the thermal annealing on the crystallinity and morphology of the active layer and the device performance. The device based on the blend film of P3HT and OIBC60P showed a power conversion efficiency of 2.46% under illumination by AM1.5G (100 mW/cm 2 ) after the annealing treatment at 120°C for 10 min in air.

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“…Кроме того, применение производных изатина, обладающих сильными акцепторными свойствами, в фотоэнергетике позволило получить КПД свыше 9% [8]. С другой стороны, фуллерен зарекомендовал себя как относительно сильный акцептор, а соединения производных изатина и С 60 также проявили себя как перспективные акцепторы для фотовольтаики [9].…”

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Вольт-Амперные Характеристики И Фотоэлектрический Эффект Гетероструктур Фуллерен С-=sub=-60-=/SUB=--4-метилфенилгидразон N-Изоамилизатина

Гусев¹,

Mazinov²,

Шевченко³

et al. 2019

Письма В Журнал Технической Физики

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The results of using N-isoamylisatin 4-methylphenylhydrazone to optimize fullerene-based heterostructures have been presented. The technique of obtaining, microscopy, as well as the results of IR spectroscopy and the study of the electrophysical properties of thin films of this hydrazone together with fullerene C60 have been described. The addition of the considered organic matter to fullerene films made it possible to increase the photoconductivity by 2 orders of magnitude compared to C60 films. The obtained thin-film structures have rectifying light-current-voltage characteristics.

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Indolinone-substituted methanofullerene—A new acceptor for organic solar cells

Cited by 17 publications

References 17 publications

Real-Time Tracking of Polymer Crystallization Dynamics in Organic Bulk Heterojunctions by Raman Microscopy

Real-Time Tracking of Polymer Crystallization Dynamics in Organic Bulk Heterojunctions by Raman Microscopy

Design and synthesis of indole-substituted fullerene derivatives with different side groups for organic photovoltaic devices

Вольт-Амперные Характеристики И Фотоэлектрический Эффект Гетероструктур Фуллерен С-=sub=-60-=/SUB=--4-метилфенилгидразон N-Изоамилизатина

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