A solution-processable diketopyrrolopyrrole dye molecule with (fluoronaphthyl)thienyl endgroups for organic solar cells

Zhou, Rui; Li, Qing-Duan; Li, Xin-Chen; Lu, Shunmian; Wang, Liping; Zhang, Chun-Hui; Huang, Ju; Chen, Ping; Li, Feng; Zhu, Xu‐Hui; Choy, Wallace C. H.; Peng, Junbiao; Cao, Yong; Gong, Xiong

doi:10.1016/j.dyepig.2013.09.022

Cited by 40 publications

(15 citation statements)

References 29 publications

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“…The DPP‐cored materials with naphthalene ( b9 ), 5‐(2‐naphtyl)‐thienyl ( b10 ), 6‐fluoro‐2‐naphthyl ( b11 ) as the end groups were presented by Ding's research group and Zhu' group, respectively. b9 showed strong aggregation absorption at 625–725 nm probably due to the remarkable aggregate formation induced by the stronger intermolecular interactions between naphthalene end groups.…”

Section: Dpp‐based Photovoltaic Small Molecules As Electron Donorsmentioning

confidence: 99%

Design of Diketopyrrolopyrrole (DPP)‐Based Small Molecules for Organic‐Solar‐Cell Applications

et al. 2016

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After the first report in 2008, diketopyrrolopyrrole (DPP)-based small-molecule photovoltaic materials have been intensively explored. The power conversion efficiencies (PCEs) for the DPP-based small-molecule donors have been improved up to 8%. Furthermore, through judicious structure modification, DPP-based small molecules can also be converted into electron-acceptor materials, and, recently, some exciting progress has been achieved. The development of DPP-based photovoltaic small molecules is summarized here, and the photovoltaic performance is discussed in relation to structural modifications, such as the variations of donor-acceptor building blocks, alkyl substitutions, and the type of conjugated bridges, as well as end-capped groups. It is expected that the discussion will provide a guideline in the exploration of novel and promising DPP-containing photovoltaic small molecules.

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Section: Dpp‐based Photovoltaic Small Molecules As Electron Donorsmentioning

confidence: 99%

Design of Diketopyrrolopyrrole (DPP)‐Based Small Molecules for Organic‐Solar‐Cell Applications

et al. 2016

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“…Herein, the hole mobility was measured by spacecharge-limitedcurrents (SCLCs). [42,43] Fitting the current-voltage curves ( Figures S29-S31)f or each material to the Mott-Gurney square law (see the Supporting Information for details) gave the mobility data listed in Table 1. The results show that the hole mobilities of H-PheDOT and MeO-PheDOT are 2.89 10 À5 and 1.33 10 À4 cm 2 V À1 s À1 ,respectively.…”

Section: Resultsmentioning

confidence: 99%

3,4‐Phenylenedioxythiophene (PheDOT) Based Hole‐Transporting Materials for Perovskite Solar Cells

Chen

Zhang

et al. 2016

Chemistry An Asian Journal

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Two new electron-rich molecules based on 3,4-phenylenedioxythiophene (PheDOT) were synthesized and successfully adopted as hole-transporting materials (HTMs) in perovskite solar cells (PSCs). X-ray diffraction, absorption spectra, photoluminescence spectra, electrochemical properties, thermal stabilities, hole mobilities, conductivities, and photovoltaic parameters of PSCs based on these two HTMs were compared with each other. By introducing methoxy substituents into the main skeleton, the energy levels of PheDOT-core HTM were tuned to match with the perovskite, and its hole mobility was also improved (1.33×10(-4) cm(2) V(-1) s(-1) , being higher than that of spiro-OMeTAD, 2.34×10(-5) cm(2) V(-1) s(-1)). The PSC based on MeO-PheDOT as HTM exhibits a short-circuit current density (Jsc) of 18.31 mA cm(-2) , an open-circuit potential (Voc ) of 0.914 V, and a fill factor (FF) of 0.636, yielding an encouraging power conversion efficiency (PCE) of 10.64 % under AM 1.5G illumination. These results give some insight into how the molecular structures of HTMs affect their performances and pave the way for developing high-efficiency and low-cost HTMs for PSCs.

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“…15 Thermal annealing the as-cast film of DT-DPPðTVTÞ 2 produces slightly red-shifted charge-transfer absorption maxima. This new electron donor shows a higher HOMO level and yet a lower LUMO level, relative to the compound DPPðTFNaÞ 2 that otherwise contains 6-fluoronaphthyl endgroups.…”

Section: Resultsmentioning

confidence: 99%

“…DT-DPPðTVTÞ 2 was spin-cast from CHCl 3 solution at 1000 rpm (10 mg mL −1 ), then thermally annealed at 110°C for 10 min. 15 The cyclic voltammetry of DT-DPPðTVTÞ 2 in CH 2 Cl 2 ∕CH 3 CN (3∶1 v/v) was examined in the presence of Bu 4 NPF 6 as the supporting electrolyte. 623 and 656 nm.…”

Section: Single-carrier Hole-only Devicementioning

confidence: 99%

“…[1][2][3][4][5][6][7][8][9][10][11] Dithienyldiketopyrrolopyrrole (DT-DPP) remains a potentially attractive electronaccepting building block to construct high-performance electron donors for BHJ organic solar cells due to its high planarity, photostability, easy chemical modification, and strong absorbance in the visible range as well as facile availability. [15][16][17][18][19][20][21][22][23] Thienylvinylthiophene (TVT; see Fig. [15][16][17][18][19][20][21][22][23] Thienylvinylthiophene (TVT; see Fig.…”

Section: Introductionmentioning

confidence: 99%

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Synthesis and photovoltaic response of a solution-processable dithienyldiketopyrrolopyrrole-based molecular semiconductor with thienylvinylthienyl endgroups

et al. 2015

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We describe the synthesis and preliminary photovoltaic performance of a solutionprocessable organic small-molecule electron donor DT-DPPðTVTÞ 2 that consists of dithienyldiketopyrrolopyrrole (DT-DPP) as the core and thienylvinylthiophene (TVT) as the endgroups. The new compound is a crystalline solid with a T m of approximately 216°C. Cyclic voltammetry indicates that DT-DPPðTVTÞ 2 exhibits two quasi-reversible one-electron oxidation waves at ca. 0.68 and 0.90 V versus an Ag∕AgCl reference electrode, respectively, leading to an estimated highest occupied molecular orbital (HOMO) level of about −5.08 eV. Introducing the branched 2-hexyldecyl side chain provides DT-DPPðTVTÞ 2 with a high solubility in chloroform up to ca. 36 mg mL −1 at room temperature. Thermal annealing increases the crystallinity of the as-cast film from chloroform solution, thereby rendering slightly red-shifted charge-transfer absorption maxima. Fitting the space-charge-limited current characteristics of the thermally annealed thin film yields an improved hole mobility of ∼2.14 × 10 −4 cm 2 V −1 s −1 at low voltages versus ∼1.46 × 10 −4 cm 2 V −1 s −1 of the as-cast film. A first characterization of the solar cell [ITO/ PEDOT: PSS∕DT-DPPðTVTÞ 2 : PC 61 BM∕Al] produces a power conversion efficiency of ∼3% with V OC ≈ 0.78 V, J SC ≈ 7.91 mA cm −2 , and FF ≈ 48.7%, under simulated AM1.5G with an illumination intensity of 100 mW cm −2 . It should be noted that the thermal effect on the thin film absorption of DT-DPPðTVTÞ 2 does not seem to be completely similar to the molecular donor DPPðTFNaÞ 2 reported earlier, which bears 6-fluoronaphthyl endgroups. Downloaded From: http://photonicsforenergy.spiedigitallibrary.org/ on 05/15/2015 Terms of Use: http://spiedl.org/terms Zhang et al.: Synthesis and photovoltaic response of a solution-processable dithienyldiketopyrrolopyrrole. Downloaded From: http://photonicsforenergy.spiedigitallibrary.org/ on 05/15/2015 Terms of Use: http://spiedl.org/terms Zhang et al.: Synthesis and photovoltaic response of a solution-processable dithienyldiketopyrrolopyrrole. Downloaded From: http://photonicsforenergy.spiedigitallibrary.org/ on 05/15/2015 Terms of Use: http://spiedl.org/terms Zhang et al.: Synthesis and photovoltaic response of a solution-processable dithienyldiketopyrrolopyrrole. Downloaded From: http://photonicsforenergy.spiedigitallibrary.org/ on 05/15/2015 Terms of Use: http://spiedl.org/terms Zhang et al.: Synthesis and photovoltaic response of a solution-processable dithienyldiketopyrrolopyrrole. Downloaded From: http://photonicsforenergy.spiedigitallibrary.org/ on 05/15/2015 Terms of Use: http://spiedl.org/terms Zhang et al.: Synthesis and photovoltaic response of a solution-processable dithienyldiketopyrrolopyrrole. Downloaded From: http://photonicsforenergy.spiedigitallibrary.org/ on 05/15/2015 Terms of Use: http://spiedl.org/terms Zhang et al.: Synthesis and photovoltaic response of a solution-processable dithienyldiketopyrrolopyrrole. Downloaded From: http://photonicsforenergy.spiedigitallibrary.org/...

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A solution-processable diketopyrrolopyrrole dye molecule with (fluoronaphthyl)thienyl endgroups for organic solar cells

Cited by 40 publications

References 29 publications

Design of Diketopyrrolopyrrole (DPP)‐Based Small Molecules for Organic‐Solar‐Cell Applications

Design of Diketopyrrolopyrrole (DPP)‐Based Small Molecules for Organic‐Solar‐Cell Applications

3,4‐Phenylenedioxythiophene (PheDOT) Based Hole‐Transporting Materials for Perovskite Solar Cells

Synthesis and photovoltaic response of a solution-processable dithienyldiketopyrrolopyrrole-based molecular semiconductor with thienylvinylthienyl endgroups

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