Spatially Selective Functionalization of Conducting Polymers by “Electroclick” Chemistry

Hansen, Thomas; Daugaard, Anders Egede; Hvilsted, SÃ ̧ren; Larsen, Niels Bent

doi:10.1002/adma.200900980

Cited by 70 publications

(57 citation statements)

References 27 publications

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“…9 The toolbox of research labs is currently loaded with a variety of established 'click' 24 reactions, offering ample possibilities for macromolecular design and synthesis. Moreover, the 25 development and valorization of novel polymer materials with a broad range of applications 26 (medicines, [10][11][12][13] electronics, [14][15][16] bioconjugation, 17-21 labeling, [22][23][24][25][26] etc.) significantly promoted 27 interdisciplinary research.…”

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confidence: 99%

One-pot, additive-free preparation of functionalized polyurethanes via amine–thiol–ene conjugation

et al. 2013

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confidence: 99%

One-pot, additive-free preparation of functionalized polyurethanes via amine–thiol–ene conjugation

et al. 2013

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“…Their electroclick functionalization was achieved as early as 2009 by Hansen et al [331]. In order to avoid prior synthesis of monomers and polymers bearing clickable functions, Bartels et al introduced a multistep elaboration of polymeric platforms [351].…”

Section: Electroclick Functionalization Of Polymer Platformsmentioning

confidence: 99%

“…This latter electrochemical approach allows a reagent-free functionalization of surfaces and has met with great interest in the research community. In fact, the technique has become known by its own special name: ''electroclick'' chemistry [331]. By applying a mild reductive potential (−150 mV to −500 mV vs Ag/AgCl) to a substrate in contact with a Cu(II) solution, catalytic Cu(I) ions and Cu metal can be obtained by several routes [332]:…”

Section: Emergence Of Electroclick Chemistrymentioning

confidence: 99%

Electrochemical nanoarchitectonics and layer-by-layer assembly: From basics to future

et al. 2015

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No. of Pages 30 2 G. Rydzek et al. SummaryDuring the last few decades, electrochemistry and electrode modification have seen a tremendous fall off in creativity with the emergence of the nanoarchitectonic-based layerby-layer (LbL) film deposition technique. An unprecedented variety of building blocks can be immobilized on surfaces, leading to progress in several fields including sensing, electrochromic, electro-responsive and energy devices. This review describes the state of the art of electrochemical devices based on LbL assemblies, with a focus on supercapacitors, biosensors, and electroresponsive LbL such as electrodissolution/electroswelling of coatings. Recently, electrochemistry has also been used as an ''active trigger'' to induce the formation of films by covalent coupling, leading to new nanoarchitectonic approaches beyond the LbL strategy. These emerging electro-coupling reactions, including electroclick and carbazole chemistry, open new perspectives toward architecture and patterning of functional films and are extensively reviewed.

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“…[21] This allows spatial control of the micro-patterning of their objects. In all these examples a Cu I species in solution is necessary for a heterogeneous click reaction.…”

Section: Introductionmentioning

confidence: 99%

A Generic Platform for the Addressable Functionalisation of Electrode Surfaces through Self‐Induced “Electroclick”

Orain

Poul

Gomila

et al. 2011

Chemistry A European J

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A novel and general strategy for the immobilisation of functional objects onto electrodes is described. The concept is based on the addition of two pendant ethynyl groups onto a bis(pyridyl)amine derivative, which acts as a molecular platform. This platform is pre-functionalised with an N(3)-tagged object of interest by Huisgen cycloaddition to one of the ethynyl groups in biphasic conditions. Hence, when complexed by Cu(II) , this molecular-object holder can be immobilised, by a "self-induced electroclick", through the second ethynyl group onto N(3)-alkanethiol self-assembled monolayers on a gold electrode. Two different functional groups, a redox innocent ((CH(2))(3)-Ph) and an electrochemical probe (ferrocene), were immobilised by following this strategy. The in situ electrochemical grafting showed, for both systems, that the kinetics of immobilisation is fast. The voltammetric characterisation of the surface-tagged functionalised copper complexes indicated that a good surface coverage was achieved and that a moderately fast electron-transfer reaction occurs. Remarkably, in the case of the redox-active ferrocenyl-immobilised system, the electrochemical response highlighted the involvement of the copper ion of the platform in the kinetics of the electron transfer to the ferrocene moiety. This platform is a promising candidate for applications in surface addressing in areas as diverse as biology and materials.

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Spatially Selective Functionalization of Conducting Polymers by “Electroclick” Chemistry

Cited by 70 publications

References 27 publications

One-pot, additive-free preparation of functionalized polyurethanes via amine–thiol–ene conjugation

One-pot, additive-free preparation of functionalized polyurethanes via amine–thiol–ene conjugation

Electrochemical nanoarchitectonics and layer-by-layer assembly: From basics to future

A Generic Platform for the Addressable Functionalisation of Electrode Surfaces through Self‐Induced “Electroclick”

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