Electrochemically driven host–guest interactions on patterned donor/acceptor self-assembled monolayers

Maglione, Maria Serena; Casado-Montenegro, Javier; Fritz, Eva‐Corinna; Crivillers, Núria; Ravoo, Bart Jan; Rovira, Concepció; Mas‐Torrent, Marta

doi:10.1039/c8cc00494c

Cited by 5 publications

(2 citation statements)

References 52 publications

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“…Redox-active SAMs are receiving increasing attention from the viewpoints of basic research and applications in various devices. , The vast majority of redox-active SAMs have been constructed on electrode surfaces such as Au, Si, and indium tin oxide (ITO) . In contrast, few counterparts on insulating surfaces have been reported, − which is in part because of the difficulty of characterizing redox functions without access to conventional electrochemical techniques.…”

Section: Introductionmentioning

confidence: 99%

Immobilizing a π-Conjugated Catecholato Framework on Surfaces of SiO₂ Insulator Films via a One-Atom Anchor of a Platinum Metal Center to Modulate Organic Transistor Performance

et al. 2020

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Chemical modification of insulating material surfaces is an important methodology to improve the performance of organic field-effect transistors (OFETs). However, few redox-active self-assembled monolayers (SAMs) have been constructed on gate insulator film surfaces, in contrast to the numerous SAMs formed on many types of conducting electrodes. In this study, we report a new approach to introduce a π-conjugated organic fragment in close proximity to an insulating material surface via a transition metal center acting as a one-atom anchor. On the basis of the reported coordination chemistry of a catecholato complex of Pt(II) in solution, we demonstrate that ligand exchange can occur on an insulating material surface, affording SAMs on the SiO2 surface derived from a newly synthesized Pt(II) complex containing a benzothienobenzothiophene (BTBT) framework in the catecholato ligand. The resultant SAMs were characterized in detail by water contact angle measurements, X-ray photoelectron spectroscopy, atomic force microscopy, and cyclic voltammetry. The SAMs served as good scaffolds of π-conjugated pillars for forming thin films of a well-known organic semiconductor C8-BTBT (2,7-dioctyl[1]benzothieno[3,2-b][1]benzothiophene), accompanied by the engagements of the C8-BTBT molecules with the SAMs containing the common BTBT framework at the first layer on SiO2. OFETs containing the SAMs displayed improved performance in terms of hole mobility and onset voltage, presumably because of the unique interfacial structure between the organic semiconducting and inorganic insulating layers. These findings provide important insight into creating new elaborate interfaces through installing coordination chemistry in solution to solid surfaces, as well as OFET design by considering the compatibility between SAMs and organic semiconductors.

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Section: Introductionmentioning

confidence: 99%

Immobilizing a π-Conjugated Catecholato Framework on Surfaces of SiO₂ Insulator Films via a One-Atom Anchor of a Platinum Metal Center to Modulate Organic Transistor Performance

et al. 2020

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“…Electrofluorochromism (EFC) has attracted a lot of attention, in which fluorescence signals are monitored by an electrochemical redox process, − and it has great potential application in optical displays, , information encryption, and information communications . Electrofluorochromic molecules can convert electrical signals to visual fluorescence signals with high sensitivity .…”

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confidence: 99%

Visual Electrofluorochromic Detection of Cancer Cell Surface Glycoprotein on a Closed Bipolar Electrode Chip

Tian

et al. 2019

Anal. Chem.

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This work reports an electrofluorochromic strategy on the basis of electric field control of fluorescent signal generation on bipolar electrodes (BPEs) for visualizing cancer cell surface glycoprotein (mucin 1). The device included two separate cells: anodic sensing cell and cathodic reporting cell, which were connected by a screen-printing electrode patterned on poly(ethylene terephthalate) (PET) membrane. In the sensing cell, anti-MUC1 antibody immobilized on a chitosan-multiwalled carbon nanotube (CS-MWCNT)-modified anodic BPE channel was used for capturing mucin-1 (MUC1) or MCF-7 cancer cells. Then ferrocene (Fc)-labeled mucin 1 aptamers were introduced through hybridization. Under an applied voltage, the ferrocene was oxidized and the electroactive molecules of 1,4-benzoquinone (BQ) in the cathodic reporting cell were reduced according to electroneutrality. This produced a strongly basic 1,4-benzoquinone anion radical (BQ•–), which turned on the fluorescence of pH-responsive fluorescent molecules of (2-(2-(4-hydroxystyryl)-6-methyl-4H-pyran-4-ylidene)malononitrile) (SPM) coexisting in the cathode reporting cell for both spectrophotometric detection and imaging. This strategy allowed sensitive detection of MUC1 at a concentration down to 10 fM and was capable of detecting a minimum of three MCF-7 cells. Furthermore, the amount of MUC1 on MCF-7 cells was calculated to be 6.02 × 104 molecules/cell. Our strategy also had the advantages of high temporal and spatial resolution, short response time, and high luminous contrast and is of great significance for human health and the promotion of life science development.

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Controllable release of dopamine from simulated enzyme-containing biomembrane by biased potential

Chen

Huang

Yan

et al. 2020

Analytica Chimica Acta

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Electrochemically driven host–guest interactions on patterned donor/acceptor self-assembled monolayers

Cited by 5 publications

References 52 publications

Immobilizing a π-Conjugated Catecholato Framework on Surfaces of SiO₂ Insulator Films via a One-Atom Anchor of a Platinum Metal Center to Modulate Organic Transistor Performance

Immobilizing a π-Conjugated Catecholato Framework on Surfaces of SiO₂ Insulator Films via a One-Atom Anchor of a Platinum Metal Center to Modulate Organic Transistor Performance

Visual Electrofluorochromic Detection of Cancer Cell Surface Glycoprotein on a Closed Bipolar Electrode Chip

Controllable release of dopamine from simulated enzyme-containing biomembrane by biased potential

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Electrochemically driven host–guest interactions on patterned donor/acceptor self-assembled monolayers

Cited by 5 publications

References 52 publications

Immobilizing a π-Conjugated Catecholato Framework on Surfaces of SiO2 Insulator Films via a One-Atom Anchor of a Platinum Metal Center to Modulate Organic Transistor Performance

Immobilizing a π-Conjugated Catecholato Framework on Surfaces of SiO2 Insulator Films via a One-Atom Anchor of a Platinum Metal Center to Modulate Organic Transistor Performance

Visual Electrofluorochromic Detection of Cancer Cell Surface Glycoprotein on a Closed Bipolar Electrode Chip

Controllable release of dopamine from simulated enzyme-containing biomembrane by biased potential

Contact Info

Product

Resources

About

Immobilizing a π-Conjugated Catecholato Framework on Surfaces of SiO₂ Insulator Films via a One-Atom Anchor of a Platinum Metal Center to Modulate Organic Transistor Performance

Immobilizing a π-Conjugated Catecholato Framework on Surfaces of SiO₂ Insulator Films via a One-Atom Anchor of a Platinum Metal Center to Modulate Organic Transistor Performance