Phthalocyanines and porphyrinoid analogues as hole- and electron-transporting materials for perovskite solar cells

Urbani, Maxence; Torre, Gema de la; Nazeeruddin, Mohammad Khaja; Torres, Tomás

doi:10.1039/c9cs00059c

Cited by 185 publications

(141 citation statements)

References 129 publications

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“…Porphyrin( Por) molecules are tetrapyrrolic 18p-electrona romatic macrocyclesw ith strong electron-donor ability,e xtended p-conjugated system and similar HOMO andL UMO distributions (Scheme 12). [192] Porphyrins and phthalocyanines (Pcs) [193] have found aw ide range of applicationsi ncluding electronics and optoelectronics, being widely employed as components of photovoltaic devices due to their low cost of production, high stabilitya nd high conductivity as thin films.…”

Section: Porphyrin (Por)mentioning

confidence: 99%

Electroactive Organic Building Blocks for the Chemical Design of Functional Porous Frameworks (MOFs and COFs) in Electronics

Souto

Strutyński

Melle‐Franco

et al. 2020

Chemistry A European J

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Electroactive organic molecules have received a lot of attention in the field of electronics because of their fascinating electronic properties, easy functionalization and potential low cost towards their implementation in electronic devices. In recent years, electroactive organic molecules have also emerged as promising building blocks for the design and construction of crystalline porous frameworks such as metal–organic frameworks (MOFs) and covalent‐organic frameworks (COFs) for applications in electronics. Such porous materials present certain additional advantages such as, for example, an immense structural and functional versatility, combination of porosity with multiple electronic properties and the possibility of tuning their physical properties by post‐synthetic modifications. In this Review, we summarize the main electroactive organic building blocks used in the past few years for the design and construction of functional porous materials (MOFs and COFs) for electronics with special emphasis on their electronic structure and function relationships. The different building blocks have been classified based on the electronic nature and main function of the resulting porous frameworks. The design and synthesis of novel electroactive organic molecules is encouraged towards the construction of functional porous frameworks exhibiting new functions and applications in electronics.

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Section: Porphyrin (Por)mentioning

confidence: 99%

Electroactive Organic Building Blocks for the Chemical Design of Functional Porous Frameworks (MOFs and COFs) in Electronics

Souto

Strutyński

Melle‐Franco

et al. 2020

Chemistry A European J

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“…To date, the most popular hole‐transporting material (HTM) has been poly(3,4‐ethylenedioxythiophene):polystyrene sulfonate (PEDOT:PSS). However, the disadvantages of high cost and undesirable device stability are inevitable for PEDOT:PSS‐based devices . Therefore, numerous efforts have been devoted to developing p‐type inorganic materials as candidates for stable and efficient HTMs.…”

Section: Introductionmentioning

confidence: 99%

“…However,t he disadvantages of high cost and undesirabled evice stabilitya re inevitable for PEDOT:PSS-basedd evices. [8][9][10] Therefore, numerous efforts have been devoted to developing p-type inorganic materials as candidates for stable and efficient HTMs.…”

Section: Introductionmentioning

confidence: 99%

3 D NiO Nanowall Hole‐Transporting Layer for the Passivation of Interfacial Contact in Inverted Perovskite Solar Cells

Yin

Zhai

et al. 2020

ChemSusChem

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Nickel oxide (NiO) materials with excellent stability and favorable energy bands are desirable candidates for hole‐selective contact (HSC) of inverted perovskite solar cell (PSC). However, studies that focus on addressing interfacial issues, which are induced by the poor NiO/perovskite contact or other defects, are scarce. In this study, a facile one‐step hydrothermal strategy is demonstrated for the development of a 3 D NiO nanowall (NW) film as a promising HSC. The new NiO NWs HSC exhibits a robust and homogenous mesoporous network structure, which improved the NiO/perovskite interface contact, passivated the interfacial defect and improved the quality of the perovskite film. The optimized interface features enabled a power conversion efficiency (PCE) approaching 18 %. A diethanolamine (DEA) interlayer was introduced to further passivate the intrinsic defect of the NiO surface, resulting in better charge transfer with suppressed recombination loss. As a result, the champion PCE of the NiO NWs/DEA‐based device was increased to 19.16 % with a high open‐circuit voltage (≈1.11 V) and fill factor (>80 %), which is prominent in methylammonium lead iodide‐based inverted PSCs. Furthermore, the device exhibited better stability and lower hysteresis behavior than a conventional solution‐based NiO nanocrystal device.

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“…Porphyrins and related macrocycles play not only significant roles in vital biological processes (e.g., respiration, photosynthesis, electron transportation and others), but also are being recognized as important partners in a wide range of applications. [1,2] The natural macrocycles and their synthetic analogues demonstrate photophysical and photochemical features for being used as possible components of molecular electronics and photonics devices, [3,4] in photovoltaic solar cells like dye-sensitized solar cells (DSSC) [5][6][7][8][9][10] and in medicine. The medicinal significance of porphyrin derivatives is due to their optical features (such as the strong light absorption and fluorescence) and so such compounds have been successfully used as photosensitizers in different contexts of photodynamic therapy (PDT) of cancer and also in image-guided theranostic processes.…”

Section: Introductionmentioning

confidence: 99%

Protonation of meso-Tetraphenylporphyrin and Its β-Functionalized Derivatives by Photogenerators of Acidity in Toluene and Polymer Film

Traven¹,

Moura²,

Scachkova³

et al. 2019

MHC

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The interaction of free-bases and Zn(II) complexes of meso-tetraphenylporphyrin, and its β-functionalized derivatives with photogenerators of acidity (PGAs, hexachloroethane or tribromoethanol) has been studied in toluene and also embedded in polymer films. The free-bases undergo fast reversible protonation during the irradiation procedure. The photoprotonation of free-bases by PGAs is accompanied by the fluorescence decay of each porphyrin substrate. The relative rates of such photoprotonation of free-base porphyrins depend to a certain extent on the porphyrin structure. The similar protonation and the fluorescence decay of the meso-tetraphenylporphyrin derivatives in the presence of PGAs also take place in a polymer film. The related Zn(II) complexes undergo photolysis under the conditions used with the fluorescence decay as well. The protonation and sharp fluorescence decay of meso-tetraphenylporphyrin derivatives during their irradiation can find application in photosensory technologies, information optical recording and antibacterial phototherapy.

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Phthalocyanines and porphyrinoid analogues as hole- and electron-transporting materials for perovskite solar cells

Abstract: Stable macrocyclic compounds based on phthalocyanines and porphyrins as hole- and electron-transporting materials for perovskite solar cells are reviewed.

Cited by 185 publications

References 129 publications

Electroactive Organic Building Blocks for the Chemical Design of Functional Porous Frameworks (MOFs and COFs) in Electronics

Electroactive Organic Building Blocks for the Chemical Design of Functional Porous Frameworks (MOFs and COFs) in Electronics

3 D NiO Nanowall Hole‐Transporting Layer for the Passivation of Interfacial Contact in Inverted Perovskite Solar Cells

Protonation of meso-Tetraphenylporphyrin and Its β-Functionalized Derivatives by Photogenerators of Acidity in Toluene and Polymer Film

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