A Triethyleneglycol <scp>C<sub>60</sub></scp> Mono‐adduct Derivative for Efficient Electron Transport in Inverted Perovskite Solar Cells<sup>†</sup>

Fakharuddin, Azhar; Armadorou, Konstantina‐Kalliopi; Zorba, Leandros P.; Tountas, Marinos; Seewald, Tobias; Soultati, Anastasia; Tsipas, Polychronis; Schütz, Emilia R.; Tzoganakis, Nikolaos; Panagiotakis, Stylianos; Yannakopoulou, Konstantina; Dimoulas, Athanasios; Psycharis, V.; Kymakis, Emmanuel; Yusoff, Abd. Rashid bin Mohd; Aidinis, Konstantinos; Schmidt‐Mende, Lukas; Vougioukalakis, Georgios C.; Nazeeruddin, Mohammad Khaja; Vasilopoulou, Maria

doi:10.1002/cjoc.202200542

Cited by 11 publications

(13 citation statements)

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“…[7] Various radical additions, nucleophilic additions, [2+n] (n = 1-4) cycloadditions, and multi-additions have all been used to investigate the chemical functionalization of fullerenes for learning more about their characteristics and uses. [8][9] Fullerene mono-addition derivatives have become the focus of current research due to their high yield. [10][11][12][13] Meanwhile, various fullerene regioisomers are also frequently produced during the synthesis process, and they frequently exhibit distinct properties from mono-adducts.…”

Section: Background and Originality Contentmentioning

confidence: 99%

“…[ 8‐9 ] Fullerene mono‐addition derivatives have become the focus of current research due to their high yield. [ 10‐13 ] Meanwhile, various fullerene regioisomers are also frequently produced during the synthesis process, and they frequently exhibit distinct properties from mono‐adducts. [ 14‐15 ] However, improving the stereoselectivity of bisfunctionalized fullerenes has become a huge challenge.…”

Section: Background and Originality Contentmentioning

confidence: 99%

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Stereoselective Synthesis of Nontethered trans‐4 Bis(aziridino)[60]fullerene Derivatives^†

et al. 2023

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Comprehensive SummaryThe stereoselective preparation of fullerene bis‐adducts through nontethered methods remains difficult due to the significant amount of regioisomers produced. The trans‐4 aziridino[60]fullerenes, C60(NC6H4R)n (n = 1 or 2, R = OMe, OEt, OBu), were selectively synthesized even without a catalyst by reacting octabromofullerene with the corresponding aniline. Nuclear magnetic resonance spectroscopy, UV‐vis spectroscopy, and X‐ray structural analysis provided convincing characterization of the compounds. A possible reaction process was proposed to clarify the synthesis of highly regioselective trans‐4‐bisaziridino[60]fullerenes. The possible application of these aziridino[60]fullerene derivatives as propellant stabilizers was also explored.

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Section: Background and Originality Contentmentioning

confidence: 99%

Section: Background and Originality Contentmentioning

confidence: 99%

Stereoselective Synthesis of Nontethered trans‐4 Bis(aziridino)[60]fullerene Derivatives^†

et al. 2023

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“…[ 3 ] However, the energy level between the LUMO of most used ETLs (such as PCBM and C 60 ) and the work function (WF) of metal electrode is mismatched, which is harmful to electron transport. [ 4‐5 ] In addition, the unsatisfactory film morphology between the ETL and electrode also increases the trap density and causes serious nonradiative recombination. [ 6‐8 ] To address these issues, an excellent CIL is necessarily introduced between the ETL and the electrode.…”

Section: Background and Originality Contentmentioning

confidence: 99%

Interface Engineering of Inverted Perovskite Solar Cells Using a Self‐doped Perylene Diimide Ionene Terpolymer as a Thickness‐Independent Cathode Interlayer^†

Wang

et al. 2023

Chin. J. Chem.

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Inverted perovskite solar cells (PerSCs) are a highly promising candidate in the photovoltaic field due to their low‐temperature fabrication process, negligible hysteresis, and easy integration with Si‐based solar cells. A cathode interlayer (CIL) is necessary in the development of inverted devices to reduce the trap density and energy barrier between the electron transport layer (ETL) and the electrode. However, most CILs are highly thickness‐sensitive due to low conductivity and poor film‐forming. In this study, we report on a self‐doping perylene imide‐based ionene polymer (PNPDIN) used as CIL material to modify electrode in inverted PerSCs. PNPDIN exhibits high conductivity and a good solubility in polar solvent, which results in an improved power conversion efficiency (PCE) from 10.05% (device without a CIL) to 16.97%. When the blend of PNPDIN and Bphen was used as a mixed CIL, the PCE of PerSCs can be further increased to 21.28% own to the excellent morphology and matched energy level. More importantly, the PCE of the device is highly tolerant to the thickness of the mixed CIL, which benefited from the high conductivity of PNPDIN. This development is expected to provide an excellent mixed CIL material for roll‐to‐roll processing efficient and stable inverted PerSCs.This article is protected by copyright. All rights reserved.

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“…Various radical additions, nucleophilic additions, [2+n] (n = 1-4) cycloadditions, and multi-additions have all been used to investigate the chemical functionalization of fullerenes for learning more about their characteristics and uses [8,9]. Fullerene mono-addition derivatives have become the focus of current research due to their high yield [10][11][12][13]. Meanwhile, various fullerene regioisomers are also frequently produced during the synthesis process, and they frequently exhibit distinct properties from mono-adducts [14][15].…”

Section: Introductionmentioning

confidence: 99%

Stereoselective Synthesis of Nontethered trans-4 Bis(aziridino)[60]fullerene Derivatives

Xiong

Feng

Peng

et al. 2023

Preprint

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The stereoselective preparation of fullerene bis-adducts through nontethered methods remains difficult due to the significant amount of regioisomers produced. The trans-4 aziridino[60]fullerenes, C60(NC6H4R)n (n = 1 or 2, R = OMe, OEt, OBu), were selectively synthesized even without a catalyst by reacting octabromofullerene with the corresponding aniline. Nuclear magnetic resonance spectroscopy, UV-vis spectroscopy, and X-ray structural analysis provided convincing characterization of the compounds. A possible reaction process was proposed to clarify the synthesis of highly regioselective trans-4-bisaziridino[60]fullerenes. The possible use of these aziridino[60]fullerene derivatives as propellant stabilizers was also explored.

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A Triethyleneglycol C₆₀ Mono‐adduct Derivative for Efficient Electron Transport in Inverted Perovskite Solar Cells^†

Abstract: This is an open access article under the terms of the Creative Commons Attribution License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited.

Cited by 11 publications

References 65 publications

Stereoselective Synthesis of Nontethered trans‐4 Bis(aziridino)[60]fullerene Derivatives^†

Stereoselective Synthesis of Nontethered trans‐4 Bis(aziridino)[60]fullerene Derivatives^†

Interface Engineering of Inverted Perovskite Solar Cells Using a Self‐doped Perylene Diimide Ionene Terpolymer as a Thickness‐Independent Cathode Interlayer^†

Stereoselective Synthesis of Nontethered trans-4 Bis(aziridino)[60]fullerene Derivatives

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A Triethyleneglycol C60 Mono‐adduct Derivative for Efficient Electron Transport in Inverted Perovskite Solar Cells†

Abstract: This is an open access article under the terms of the Creative Commons Attribution License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited.

Cited by 11 publications

References 65 publications

Stereoselective Synthesis of Nontethered trans‐4 Bis(aziridino)[60]fullerene Derivatives†

Stereoselective Synthesis of Nontethered trans‐4 Bis(aziridino)[60]fullerene Derivatives†

Interface Engineering of Inverted Perovskite Solar Cells Using a Self‐doped Perylene Diimide Ionene Terpolymer as a Thickness‐Independent Cathode Interlayer†

Stereoselective Synthesis of Nontethered trans-4 Bis(aziridino)[60]fullerene Derivatives

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A Triethyleneglycol C₆₀ Mono‐adduct Derivative for Efficient Electron Transport in Inverted Perovskite Solar Cells^†

Stereoselective Synthesis of Nontethered trans‐4 Bis(aziridino)[60]fullerene Derivatives^†

Stereoselective Synthesis of Nontethered trans‐4 Bis(aziridino)[60]fullerene Derivatives^†

Interface Engineering of Inverted Perovskite Solar Cells Using a Self‐doped Perylene Diimide Ionene Terpolymer as a Thickness‐Independent Cathode Interlayer^†