Ideal Redox Behavior of the High-Density Self-Assembled Monolayer of a Molecular Tripod on a Au(111) Surface with a Terminal Ferrocene Group

Kitagawa, Toshikazu; Matsubara, Hiroaki; Komatsu, Kôichi; Hirai, Katsuyuki; Okazaki, Takao; Hase, Takahiro

doi:10.1021/la305092g

Cited by 52 publications

(71 citation statements)

References 58 publications

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“…[12] We have introduced A, which features an adamantane core equipped with a CH 2 NH 3 + group (Figure 1b, bottom) into the FA-based layered perovskite composition. [16][17][18] Moreover, the high symmetry and dynamic nature of functionalized adamantane analogues have been explored for use as functional elements of plastic crystals and molecular machines, such as supramolecular rotors, [19] however their utility in layered perovskites remains uncertain. [13][14][15] This was shown to result in remarkable electronic properties of functionalized adamantane monolayers.…”

Section: Supramolecular Designmentioning

confidence: 99%

Supramolecular Engineering for Formamidinium‐Based Layered 2D Perovskite Solar Cells: Structural Complexity and Dynamics Revealed by Solid‐State NMR Spectroscopy

Milić

Kubicki

et al. 2019

Advanced Energy Materials

149

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represent a class of materials described by the general formula S 2 Y n−1 M n X 3n+1 , where S (typically C m H 2m+1 NH 3 + ) and Y (typically methylammonium (MA), formamidinium (FA), or their mixtures) are organic cations, M is a divalent metal cation (Pb 2+ , Sn 2+ ), and X is a halide ion (Br − , I − ). RPPs form layered structures of perovskite-like slabs separated by the organic ammonium cation spacers (S), where the value of n represents the number of layers of [MX 6 ] 4− octahedra in the stack (Figure 1a; n = 1-3). These structural features render the RPPs natural quantum wells where the number of layers in conjunction with the nature of the spacer group determines the optoelectronic properties. [1][2][3] While MA-based layered perovskite compositions have been extensively explored, [3,5,6] reports of FA-based layered perovskites remain scarce despite the better stability of the FA cation. [7][8][9] In addition, unlike their 3D analogues, layered 2D perovskites generally suffer from poor solarto-electric power conversion efficiencies, [1][2][3] particularly for the FA-based layered perovskites reported to date. Despite the ongoing effort, some of the best performing MA-based layered 2D perovskites have exceeded efficiencies of 12% with hotcasting techniques, [3] whereas the present FA-based analogues gave efficiencies around 1% for various compositions, reaching over 6% after extensive treatments. [7][8][9] This relatively poor performance of RPPs can be predominantly attributed to the inhibition of charge transport by the organic cations that act as insulating layers, since it is the inorganic domains that mainly contribute to the conductivity of the system. [1] Moreover, RPPs possess higher exciton binding energies, which result in decreased performance owing to inefficient exciton dissociation, and in turn to short-circuit photocurrent losses. [3,5] This has been counterbalanced by using additives, such as thiourea, [7][8][9] or employing hot-casting fabrication techniques, [1] with limited reproducibility as well as lack of operational stability reports.Here, we consider that these limitations on the performance of RPPs might be overcome by exploiting the potential tunability of the inherent structural properties through the design Perovskite solar cells are one of the most promising photovoltaic technologies, although their molecular level design and stability toward environmental factors remain a challenge. Layered 2D Ruddlesden-Popper perovskite phases feature an organic spacer bilayer that enhances their environmental stability. Here, the concept of supramolecular engineering of 2D perovskite materials is demonstrated in the case of formamidinium (FA) containing A 2 FA n−1 Pb n I 3n+1 formulations by employing (adamantan-1-yl)methanammonium (A) spacers exhibiting propensity for strong Van der Waals interactions complemented by structural adaptability. The molecular design translates into desirable structural features and phases with different compositions and dimensionalities, identified uniquely ...

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Section: Supramolecular Designmentioning

confidence: 99%

Supramolecular Engineering for Formamidinium‐Based Layered 2D Perovskite Solar Cells: Structural Complexity and Dynamics Revealed by Solid‐State NMR Spectroscopy

Milić

Kubicki

et al. 2019

Advanced Energy Materials

149

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“…[4][5][6][7][8][9][10][11][12][13][14][15] Recently, in addition to providing a model system for investigating interfacial electron transfer processes, redox active SAMs have found a new application in biomolecular detection by monitoring changes in the electrochemical environment of ferrocene-SAMs upon biomolecular interaction. [4][5][6][7][8][9][10][11][12][13][14][15] Recently, in addition to providing a model system for investigating interfacial electron transfer processes, redox active SAMs have found a new application in biomolecular detection by monitoring changes in the electrochemical environment of ferrocene-SAMs upon biomolecular interaction.…”

mentioning

confidence: 99%

Switching of electrochemical characteristics of redox protein upon specific biomolecular interactions

Goodchild

Estrela

et al. 2014

Analyst

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Detection of specific protein analytes is a technique widely used in disease diagnosis. Central to this approach is the fabrication of a sensing platform displaying a functional recognition element specific for the analyte targeted for detection. The most commonly utilised type of recognition element used for this purpose are antibodies. However direct generation of surfaces with high functional binding activity when using antibodies frequently presents a challenge, due to the conformational changes undergone by these molecules when physisorbed on a solid surface and/or variable activity when immobilized by covalent coupling techniques. Here, we present a novel label-free protein sensing platform based on a simplified and standardized immobilization process. The platform consists of self-assembled redox protein; Azurin (Az), that acts as scaffold, while sensing specificity is achieved through receptors that are coupled with chemical groups available on the surface of the Az protein. The redox activity of the Az within the sensing surface enables a label-free electrochemical detection method that can be readily miniaturized. We have observed a significant change in the electrochemical characteristics of the assay, upon a specific molecular interaction. A corresponding new model is also developed that can aid the future development of redox based bio-sensing techniques.

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“…Figure 8 (top) shows the successful linking of amino-ferrocene to the Zn-mediated and electrochemically grafted surfaces, as evidenced by the presence of Fe2p 3/2 and Fe2p 1/2 [44] signals at 720.9 and 708.9 eV, respectively. The Fe content can be used as a criterion of the presence of ferrocene immobilized on the surface.…”

Section: X-ray Photoelectron Spectroscopy (Xps) Of Modified Surfaces mentioning

confidence: 99%

Controlled Zn‐Mediated Grafting of Thin Layers of Bipodal Diazonium Salt on Gold and Carbon Substrates

Torréns

Ortiz

Turner

et al. 2014

Chemistry A European J

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A controlled, rapid, and potentiostat-free method has been developed for grafting the diazonium salt (3,5-bis(4-diazophenoxy)benzoic acid tetrafluoroborate (DCOOH)) on gold and carbon substrates, based on a Zn-mediated chemical dediazonation. The highly stable thin layer organic platforms obtained were characterized by cyclic voltammetry, AFM, impedance, XP, and Raman spectroscopies. A dediazonation mechanism based on radical formation is proposed. Finally, DCOOH was proved as a linker to an aminated electroactive probe.

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Ideal Redox Behavior of the High-Density Self-Assembled Monolayer of a Molecular Tripod on a Au(111) Surface with a Terminal Ferrocene Group

Cited by 52 publications

References 58 publications

Supramolecular Engineering for Formamidinium‐Based Layered 2D Perovskite Solar Cells: Structural Complexity and Dynamics Revealed by Solid‐State NMR Spectroscopy

Supramolecular Engineering for Formamidinium‐Based Layered 2D Perovskite Solar Cells: Structural Complexity and Dynamics Revealed by Solid‐State NMR Spectroscopy

Switching of electrochemical characteristics of redox protein upon specific biomolecular interactions

Controlled Zn‐Mediated Grafting of Thin Layers of Bipodal Diazonium Salt on Gold and Carbon Substrates

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