H. Li, J. Daniel, J.-B. Verlhac, M. Blanchard-Desce, N. Sojic

Chem. Eur. J., 201622, 12702-12714

A series of symmetric fluorescent dyes built from a spirofluorene core, bearing electroactive end-groups and having different conjugated linkers were prepared in view of their use as building blocks for the preparation of electrochemiluminescent (ECL) dyes and nanoparticles. Their electrochemical, spectroelectrochemical and ECL properties were first investigated in solution and structure/activity relationships were derived. The electrochemical and ECL properties show drastic variation that could be tuned contingent on the nature of the π-conjugated system, end-groups and of the core. Among the series, the highly fluorescent dye based on a spirofluorene core and triphenylamine end-groups connected via thiophene moieties (1) shows the most promising and intriguing properties. 1 is reversibly oxidized in three well-separated steps and a very intense and large ECL signal is generated. Its ECL efficiency is 4.5-time greater than that of the reference compound, Ru(bpy)32+.This remarkably high efficiency is due to the very good stability of the higher oxidized states and it makes 1 a very bright organic ECL luminophore. In addition, thanks to its molecular structure, this dye retains fluorescence when nano-precipitated in water, leading to Fluorescent Organic Nanoparticles (FONs). Redox behaviour of these FONs shows oxidation waves consistent with the initial molecular species. Finally, ECL from FONs made of 1 was recorded in water and strong ECL nano-emitters are thus obtained.

2016-09

Thumbnail V. Badets, J. Pandard, N. Sojic, S. Arbault ChemElectroChem, 2016, 3,2288-2296. The reactivity of platinized electrode surface (Pt‐black) towards the oxidation of hydrogen peroxide is analyzed in the...
Thumbnail F. Girard, V. Badets, S. Blanc, K. Gazeli, L. Marlin, L. Authier, P. Svarnas, N. Sojic, F. Clément S. Arbault RSC Advances, 2016, 6,78457–78467. Cold Atmospheric Plasmas (CAPs) or Non Thermal...
Thumbnail F. Sékli Belaïdi, E. Vanhove, W. Tiddi, M. Polverela, G. Lemercier, A. Lecestre, P. Dubreuil, J. Launay, S. Arbault, P. Temple-Boyer Sensors Actuators B-Chemical, 2016, 232,345-356. In this work, we...
Thumbnail V.S.R. Vajrala, E. Suraniti, M. Rigoulet, A. Devin, N. Sojic, S. Arbault Integrative Biology, 2016, 8, 836-843. Microwell arrays have been developed to monitor simultaneously, and on a large scale,...
Thumbnail A. Perro, G. Lebourdon, S. Henry, S. Lecomte, L. Servant, S. Marre React. Chem. Eng., 2016,1, 577-594. This review outlines the combination of infrared spectroscopy and continuous microfluidic...
Thumbnail Giovanni Valenti, Andrea Fiorani, Haidong LiNeso Sojic and Francesco Paolucci ChemElectroChem, 2016, 3, 1990-1997 (selected as spotlights in Angew.​ Chem. Int. Ed.) The phenomenon of...
Thumbnail V. Badets, G. Loget, P. Garrigue, N. SojicD. Zigah Electrochimica Acta,2016,222, 84–91   Localized growth of TiO2 and rapid screening of TiO2 photoelectrochemical properties by scanning...
Thumbnail T. Yutthalekha,C. Wattanakit,V. Lapeyre,S. Nokbin,C. Warakulwit, J. Limtrakul, A. Kuhn  Nature Commun. 2016, 7: 12678 see also CNRS press release The synthesis of chiral compounds is of crucial...
Thumbnail K. Peters, H. N. Lokupitiya, D. Sarauli, M. Labs, M. Pribil, J. Rathouský, A. Kuhn, D. Leister, M. Stefik, D. Fattakhova-Rohlfing  Adv. Funct. Mater. 2016, 26, 6682–6692 Nanostructured transparent...
Thumbnail H. Li, A. C. Sedgwick,  M. Li, R. A. R. Blackburn, S. D. Bull, S. Arbault, T. D. James and N. Sojic Chem. Comm., 2016, 52,12845-12848. We report a strategy for modulating the electrogenerated...
Thumbnail H. Li, M. Sentic, V. Ravaine and N. Sojic Phys. Chem. Chem. Phys., 2016, in press We report the effects of the swell-to-collapse transition on the electrochemical and electrochemiluminescent...
Thumbnail J. Bosson, G. M. Labrador, S. Pascal, F.-A. Miannay, O. Yushchenko, H. Li, L. Bouffier, N. Sojic, R. C. Tovar, G. Muller, D. Jacquemin, A. D. Laurent, B. Le Guennic, E. Vauthey, J. Lacour...
Thumbnail P. Lefrançois, V. S. R. Vajrala, I. B. Arredondo, B. Goudeau, T. Doneux, L. Bouffier, S. Arbault Phys. Chem. Chem. Phys., 2016, 18, 25817-25822. Amplex Red (AR) is a very useful chemical probe that is...
Thumbnail L. Keal, V. Lapeyre, V. Ravaine, V. Schmitt and C. Monteux Soft Matter, 2016, Accepted Manuscript We investigate the drainage dynamics of thin liquid foam films containing PNiPAM microgels...
Thumbnail S. A. Denisov, F. Pinaud, M. Chambaud, V. Lapeyre, B. Catargi, N. Sojic, N. D. McClenaghan, V. Ravaine Phys. Chem. Chem. Phys., 2016,18, 16812-16821 Sugar-responsive microgels were prepared by the...
Thumbnail C. Chomette, E. Duguet, S. Mornet, V. N. Manoharan, N. B. Schade, C. Hubert, S. Ravaine, A. Perro and M. Treguer-Delapierre Faraday Discussion2016. We synthesize robust clusters of gold...
Thumbnail C. Warakulwit, S. Yadnum, C. Boonyuen, C. Wattanakit, A. Karajic, P. Garrigue, N. Mano, D. Bradshaw, J. Limtrakul, A. Kuhn CrystEngComm, 2016,18, 5095-5100, COVER Rationally designed hierarchical...
Thumbnail T. Doneux, L. Bouffier, B. Goudeau, S. Arbault.  Anal. Chem., 2016, 88, 6292-6300.  The redox couple resazurin-resorufin exhibits electrofluorochromic properties which are investigated herein by...
Thumbnail A. de Poulpiquet, B. Diez-Buitrago, M. Dumont Milutinovic, M. Sentic, S. Arbault, L. Bouffier, A. Kuhn, N. Sojic Anal. Chem., 2016, 88, 6585–6592 The combination of enzymes, as recognition...
Thumbnail L. Bouffier, S. Arbault, A. Kuhn, N. Sojic Anal. Bioanal. Chem., 2016, 408, 7003–7011 Bipolar electrochemistry (BPE) is an unconventional technique where a conducting object is addressed...
Thumbnail A. Martin, L. Bouffier, K. B. Grant, B. Limoges, D. Marchal Analyst, 2016, 141, 4196-4203. We present a comparative study of ten redox-active probes for use in real-time electrochemical...
Thumbnail H. Li, J. Daniel, J.-B. Verlhac, M. Blanchard-Desce, N. Sojic Chem. Eur. J., 2016, 22, 12702-12714 A series of symmetric fluorescent dyes built from a spirofluorene core, bearing electroactive...
Thumbnail H. Li, P. Garrigue, L. Bouffier, S. Arbault, A. Kuhn, N. Sojic Analyst, 2016, 141, 4299-4304 In this work, we report an original strategy for the wireless electrochemical generation of light at...
Thumbnail M. Sentic, F. Virgilio, A. Zanut, D. Manojlovic, S. Arbault, M. Tormen, N. Sojic, P. Ugo Anal. Bioanal. Chem., 2016, 408, 7085–7094 Nanoelectrode arrays (NEAs) are increasingly applied for a...
Thumbnail E. Duguet, C. Hubert, C. Chomette, A. Perro, S. Ravaine   C. R. Chimie. 2016, 19, 173  An increasing theoretical and experimental effort has been recently dedicated to the design and the fabrication...
Thumbnail A. Kuhn, R. M. Crooks, S. Inagi ChemElectroChem 2016, 3, 351-352 Bipolar electrochemistry is a wireless way of carrying out redox reactions, which is currently undergoing a renaissance highlighted by the...
Thumbnail L. Bouffier, V. Ravaine, N. Sojic and A. KuhnCurr. Opin. Colloid Interface Sci., 2016, 21, 57-64. Electric fields can be used in several ways to generate motion of objects. In this article we...