Integrating BODIPY Probes with Devices for On-site Sensing Applications

  • The detection of potential contaminants as early as possible and as close to their point of emission as well as immission is becoming increasingly important in contemporary environmental analytical chemistry. In addition, real-time monitoring of important chemical parameters for process control is strongly gaining relevance within the context of Industry 4.0. Not only is the development of powerful optical probes thus necessary but also their integration into a matrix and/or device that allows for the application of such systems in realistic measurement scenarios. Integrating fluorescent probes with sensing matrices, however, presents a major challenge because usually, when confined in a rather rigid matrix, fluorophores tend to behave completely different than for instance in the molecular state in solution. The present contribution will highlight recent examples of successful integration of BODIPY (boron–dipyrromethene) based probes with devices that have been developed in our group.The detection of potential contaminants as early as possible and as close to their point of emission as well as immission is becoming increasingly important in contemporary environmental analytical chemistry. In addition, real-time monitoring of important chemical parameters for process control is strongly gaining relevance within the context of Industry 4.0. Not only is the development of powerful optical probes thus necessary but also their integration into a matrix and/or device that allows for the application of such systems in realistic measurement scenarios. Integrating fluorescent probes with sensing matrices, however, presents a major challenge because usually, when confined in a rather rigid matrix, fluorophores tend to behave completely different than for instance in the molecular state in solution. The present contribution will highlight recent examples of successful integration of BODIPY (boron–dipyrromethene) based probes with devices that have been developed in our group. A simple system utilizing a test strip for direct readout with a conventional miniaturized camera as for instance routinely used in smartphones was recently devised by us for the determination of organophosphate nerve or chemical warfare agents (CWAs) Sarin (GB), Soman (GD), and Tabun (GA) in aqueous environments. Here, we coupled a reactive BODIPY to the inner and outer surface of mesoporous silica nanoparticles. In the presence of CWAs, the reactive BODIPY dye with an optimally positioned hydroxyl group undergoes an acylation reaction, yielding a bicyclic product that is non-emissive. The strong fluorescence quenching response allows reaching LODs in the pM range in natural waters. Steric embedding, again relying on test strip analysis in combination with a smartphone-based readout and data processing, was sufficient to create a reusable optical pH stick. The family of pH-responsive fluorescent BODIPY probes used for this purpose has been designed in a rational manner with the aid of quantum chemistry tools. All the probes display very similar spectroscopic properties with ON−OFF fluorescence switching responses, being retained after embedding of the probes into hydrogel sensor spots on a plastic strip. Dispensing with a matrix yet invoking microfluidic chips finally permits to use a highly sensitive boronic acid-functionalized BODIPY probe for in-line sugar analysis for instance in the beverage industry. Placement of an amino group in direct neighbourhood of the boronic acid moiety yielded a broad working range at neutral pH while meeting the desired sensitivity in the micro-molar range due to a pronounced analyte-induced fluorescence increase, guaranteeing the straightforward detection of sugar in (coloured) sodas without sample clean-up.zeige mehrzeige weniger

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Metadaten
Autor*innen:Knut RurackORCiD
Dokumenttyp:Vortrag
Veröffentlichungsform:Präsentation
Sprache:Englisch
Jahr der Erstveröffentlichung:2018
Organisationseinheit der BAM:1 Analytische Chemie; Referenzmaterialien
1 Analytische Chemie; Referenzmaterialien / 1.9 Chemische und optische Sensorik
DDC-Klassifikation:Naturwissenschaften und Mathematik / Chemie / Analytische Chemie
Freie Schlagwörter:BODIPY dyes; Devices; Fluorescence sensing; Nerve agents; PH; Sugars
Themenfelder/Aktivitätsfelder der BAM:Umwelt
Umwelt / Sensorik
Veranstaltung:10th International Conference on Porphyrins & Phthalocyanines
Veranstaltungsort:Munich, Germany
Beginndatum der Veranstaltung:01.06.2018
Enddatum der Veranstaltung:06.06.2018
Verfügbarkeit des Dokuments:Datei im Netzwerk der BAM verfügbar ("Closed Access")
Datum der Freischaltung:06.08.2018
Referierte Publikation:Nein
Eingeladener Vortrag:Nein
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