Thiophene-substituted fulleropyrrolidine derivatives as acceptor molecules in a thin film organic solar cell

Yoshimura, Ken; Matsumoto, Kei; Uetani, Yasunori; Sakumichi, Shigeki; Hayase, Shuichi; Kawatsura, Motoi; Itoh, Toshiyuki

doi:10.1016/j.tet.2012.02.080

Cited by 33 publications

(20 citation statements)

References 36 publications

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“…The crude product was purified by flash chromatography on silica gel. Please do not adjust margins 39 intermediate. 3a was prepared following a procedure reported for related compounds.…”

Section: Methodsmentioning

confidence: 99%

Tuning the dipolar second-order nonlinear optical properties of 5-π-delocalized-donor-1,3-di(2-pyridyl)benzenes, related cyclometallated platinum(ii) complexes and methylated salts

et al. 2017

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“…The crude product was purified by flash chromatography on silica gel. Please do not adjust margins 39 intermediate. 3a was prepared following a procedure reported for related compounds.…”

Section: Methodsmentioning

confidence: 99%

Tuning the dipolar second-order nonlinear optical properties of 5-π-delocalized-donor-1,3-di(2-pyridyl)benzenes, related cyclometallated platinum(ii) complexes and methylated salts

et al. 2017

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“…Like methanofullerenes, fulleropyrrolidines are efficient acceptors for OPV devices and, recently, it was established that the introduction of a thiophene moiety on the pyrrolidine ring has a favorable effect on the power conversion energy (PCE) of a solar cell [19]. It was reported that 1-(2-(2-methoxyethoxy)ethyl)-2-(2-thiophen-2-yl)fulleropyrrolidine and related derivatives with bithiophene or terthiophene are efficient acceptor partners with P3HT, the compound bearing terthiophene being characterized by the highest oc but lower fill factor (FF) and short circuit current ( sc ) due to reduced solubility when compared to the mono-and bithiophene derivatives [19]. In fact the solubility of a fullerene derivative strongly affects the morphology of its composite with P3HT and therefore the efficiency of the cell [20,21].…”

Section: Introductionmentioning

confidence: 99%

Novel Terthiophene-Substituted Fullerene Derivatives as Easily Accessible Acceptor Molecules for Bulk-Heterojunction Polymer Solar Cells

Nisic

Colombo

Dragonetti

et al. 2014

International Journal of Photoenergy

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Five fulleropyrrolidines and methanofullerenes, bearing one or two terthiophene moieties, have been prepared in a convenient way and well characterized. These novel fullerene derivatives are characterized by good solubility and by better harvesting of the solar radiation with respect to traditional PCBM. In addition, they have a relatively high LUMO level and a low band gap that can be easily tuned by an adequate design of the link between the fullerene and the terthiophene. Preliminary results show that they are potential acceptors for the creation of efficient bulk-heterojunction solar cells based on donor polymers containing thiophene units.

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“…The fulleropyrrolidine derivatives can easily be synthesized via Prato reaction [32]. The five-member ring structures provide some advantages for OPVs applications, such as high electron affinity, excellent stability and good charge transport ability [33][34][35]. The pyrrolidine rings were selectively substituted with methyl (OIMC60P), benzyl (OIBC60P), 2,5-difluorobenzyl (OIB2FC60P), and 2,3,4,5,6-pentafluorine-benzyl (OIB5FC60P).…”

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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Thiophene-substituted fulleropyrrolidine derivatives as acceptor molecules in a thin film organic solar cell

Cited by 33 publications

References 36 publications

Tuning the dipolar second-order nonlinear optical properties of 5-π-delocalized-donor-1,3-di(2-pyridyl)benzenes, related cyclometallated platinum(ii) complexes and methylated salts

Tuning the dipolar second-order nonlinear optical properties of 5-π-delocalized-donor-1,3-di(2-pyridyl)benzenes, related cyclometallated platinum(ii) complexes and methylated salts

Novel Terthiophene-Substituted Fullerene Derivatives as Easily Accessible Acceptor Molecules for Bulk-Heterojunction Polymer Solar Cells

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

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