Filtern
Dokumenttyp
- Posterpräsentation (6)
- Zeitschriftenartikel (4)
- Vortrag (3)
Sprache
- Englisch (12)
- Mehrsprachig (1)
Schlagworte
- Fluorescence (6)
- Gas sensing (3)
- BODIPY (2)
- BODIPY dye (2)
- Chlorine (2)
- Fluorometric sensing (2)
- KonSens (2)
- Air quality monitoring (1)
- Ammonia gas sensor (1)
- BODIPYs (1)
Organisationseinheit der BAM
- 1 Analytische Chemie; Referenzmaterialien (7)
- 1.9 Chemische und optische Sensorik (6)
- 8 Zerstörungsfreie Prüfung (3)
- 8.1 Sensorik, mess- und prüftechnische Verfahren (3)
- 1.2 Biophotonik (1)
- 4 Material und Umwelt (1)
- 4.2 Material-Mikrobiom Wechselwirkungen (1)
- 6 Materialchemie (1)
- 6.3 Strukturanalytik (1)
- 8.2 Zerstörungsfreie Prüfmethoden für das Bauwesen (1)
Eingeladener Vortrag
- nein (3)
We introduce herein boron-dipyrromethene (BODIPY) dyes as a new class of fluorophores for the design of reporter dyes for supramolecular host–guest complex formation with cucurbit[7]uril (CB7). The BODIPYs contain a protonatable aniline nitrogen in the meso-position of the BODIPY chromophore, which was functionalized with known binding motifs for CB7. The unprotonated dyes show low fluorescence due to photoinduced electron transfer (PET), whereas the protonated dyes are highly fluorescent. Encapsulation of the binding motif inside CB7 positions the aniline nitrogen at the carbonyl rim of CB7, which affects the pKa value, and leads to a host-induced protonation and thus to a fluorescence increase. The possibility to tune binding affinities and pKa values
is demonstrated and it is shown that, in combination with the beneficial photophysical properties of BODIPYs, several new applications of host–dye reporter pairs can be implemented. This includes indicator displacement assays with favourable absorption and
emission wavelengths in the visible spectral region, fluorescence correlation spectroscopy, and noncovalent surface functionalization
with fluorophores.
BODIPY fluorophores are popular functional dyes in a multitude of fields in chemistry, physics, and materials sciences due to their excellent properties such as a good photostability, high fluorescence quantum yields, and almost unlimited possibilities for tailoring their properties by chemical functionalization. In sensing applications, BODIPY dyes are widely employed.
In this work, we present an approach for creating a BODIPY-based pocket-like structure for the recognition of volatile organic compounds (VOC) such as benzene and its derivatives. This may lead to the development of sensing devices for this class of compounds, which receive special attention by environmental chemists and regulatory authorities due to severe adverse effects on humans in particular and the environment in general. The low reactivity of benzene-derived hazardous compounds is thereby a major fact that has to be taken into consideration. While for other reactive gaseous compounds, fluorophore-based detection performance is achieved by the chemical modification of the fluorophore itself, e.g. by bond cleavage, addition, oxidation or reduction reactions; this is not possible for many VOCs. Several metal complexes were described for the sensing of benzene and its derivatives, but no organic dyes such as BODIPYs are known with these capabilities. Our unique concept towards BODIPY-based molecules acting as scavengers for VOCs is supposed to overcome the problem of benzene’s low reactivity by enforcing π-π-interactions between the fluorophore and the volatile aromatic analyte in pocket-like molecular structures.
Fluorometric sensing is a versatile approach for trace analysis outside of the laboratory, requiring suitable sensor materials and their integration into sensing devices. The versatility of fluorophores as probes, especially in terms of the possibility to tailor their optical as well as their recognition properties by synthetic modifications in a wide range, renders them as superior active component for the preparation of optical sensor devices. Recent works at BAM in this field include, for example, the detection of nerve gas agents,illustrating impressively the aforementioned benefits of fluorophores in optical sensing applications.
In the interdisciplinary approach presented here, we target hazardous gases such as ammonia, benzene, and hydrogen sulfide, next to others, which pose a major threat to human health and environmental safety and for which the availability of a sensitive and reliable detection method is highly desirable.
The dyes presented follow a “turn-on” fluorescence schematic, which allows for the selective and sensitive detection of the respective gaseous analyte. The immobilization of the probe in polymeric matrices is then the next step toward the fabrication of a prototype device for molecular sensing. Further steps in the project include the assembly of instruments for test-atmosphere generation, the referencing of the sensor system, development and implementation of an optical setup, and the testing of the prototype device under laboratory conditions and in the field.
In this presentation, we give an overview over the recent developments on this topic in our groups, including fluorophore designs investigated for the detection of benzene, ammonia, and hydrogen sulfide as well as approaches for the design of the sensing device.
Fluorometric sensing is a versatile approach for trace analysis outside of the laboratory, requiring suitable sensor materials and their integration into sensing devices. The versatility of fluorophores as probes, especially in terms of the possibility to tailor their optical as well as their recognition properties by synthetic modifications in a wide range, renders them as superior active component for the preparation of optical sensing devices. Recent works at BAM in this field include, for example, the detection of nerve gas agents, illustrating impressively the aforementioned benefits of fluorophores in optical sensing applications.
In the interdisciplinary project presented here, we target hazardous gases such as ammonia, benzene, and hydrogen sulfide, next to others, which pose a major threat to human health and environmental safety and for which the availability of a sensitive and reliable detection method is highly desirable. The dyes presented follow a “turn-on” fluorescence schematic, which allows for the selective and sensitive detection of the respective gaseous analyte. The immobilization of the probe in polymeric matrices is then the next step toward the fabrication of a prototype device for molecular sensing. Further steps in the project include the assembly of instruments for test-atmosphere generation, the referencing of the sensor system, development and implementation of an optical setup, and the testing of the prototype device under laboratory conditions and in the field.
In this presentation, we give an overview over the recent developments on this topic in our groups. Highlights are hydrogen sulfide sensitive, BODIPY based transition metal complexes, which allow for a sensitive as well as selective detection of the toxic gas. In addition, we present a novel class of highly substituted BODIPY derivatives – pocket-BODIPYs – which are of a synthetically high versatility and can readily be modified to create pockets in the periphery of the molecule of defined geometries. This is illustrated on the successful encapsulation of benzene by a pocket-BODIPY derivative, confirmed by X-ray crystallographic analysis as well as by further spectroscopic and analytical methods.
Fluorescence based sensing is a versatile approach for the trace analysis outside of the laboratory, requiring suitable sensor materials and their integration into sensing devices. The versatility of fluorophores as probes, especially in terms of the possibility to tailor their optical as well as their recognition properties by synthetic modifications in a wide range, renders them a superior active component for the preparation of optical sensor devices. Recent works at BAM in this field include, for example, the detection of nerve gas agents, illustrating impressively the aforementioned benefits of fluorophores in optical sensing applications.
In the interdisciplinary approach presented here, we target hazardous gases such as ammonia, benzene, and hydrogen sulfide, next to others, which pose a major threat to human health and environmental safety and for which the availability of a sensitive and reliable detection method is highly desirable.
The dyes presented follow a “turn-on” fluorescence schematic which allows for the selective and sensitive detection of the respective gaseous analyte. The immobilization of the probe in polymeric matrices is then the next step toward the fabrication of a prototype device for molecular sensing.
A “turn-on” fluorescence sensing system based on a BODIPY-cobaloxime complex for the detection of H2S in liquid and gas phase was developed. To that aim, two cobaloxime complexes bearing an axial pyridyl-BODIPY ligand were initially evaluated as sensitive fluorescent HS− indicators in aqueous solution. The sensing mechanism involves the selective substitution of the BODIPY ligand by the HS− anion at the cobalt center, which is accompanied by a strong fluorescence enhancement. The selection of a complex with an ideal stability and reactivity profile toward HS− relied on the optimal interaction between the cobalt metal-center and two different pyridyl BODIPY ligands. Loading the best performing BODIPY-cobaloxime complex onto a polymeric hydrogel membrane allowed us to study the selectivity of the probe for HS− against different anions and cysteine. Successful detection of H2S by the fluorescent “light-up” membrane was not only accomplished for surface water but could also be demonstrated for relevant H2S concentrations in gas phase.
In this communication a novel concept for pH sensing is introduced which is specifically adapted to monitor carbonation induced corrosion in concrete structures. The method is based on a ratiometric measurement principle, exploiting the pH sensitive colour switching of thymol blue in the basic pH regime and the emissive properties of two different (Zn)CdSe/ZnS core shell quantum dots. The transition point of thymol blue in a Hydrogel D4 matrix was determined to be at around pH 11.6, which fits ideally to the intended application. Next to the fundamental spectroscopic characterization of the ratiometric response, a new design for a sensor head, suitable for the incorporation into concrete matrices is presented. Toward this, a manufacturing process was developed which includes the preparation of a double layer of polymers containing either thymol blue or a quantum dot mixture inside a porous ceramic tube. Results of a proof-of-priciple performance test of the sensor head in solutions of different pH and in cement specimens are presented, with encouraging results paving the way for future field tests in concrete.
In the KonSens Project, sensor systems are developed, validated, and operated in form of functional models for the application areas Structure Integrated Sensors and Mobile Multi-gas Sensors. Key aspects are the detection and evaluation of corrosion processes in reinforced concrete structures as well as the detection and quantification of very low concentrations of toxic gases in air. The adaption of sensor principles from the lab into real-life application including appropriate communication techniques is a major task.
In recent years, Structural Health Monitoring have gained in importance, since growing age of buildings and infrastructure as well as increasing load requirements demand for reliable surveillance methods. In this regard, the project follows two strategies: First, the development and implementation of completely embedded sensor systems consisting of RFID-tag and in situ sensors, and their further application potential (e.g. for precast concrete elements, roadways, wind power plants, and maritime structures). Secondly, the development of a long-term stable, miniaturized, fiber optic sensor for a ratiometric and referenced measurement of the pH-value in concrete based on fluorescence detection as an indicator for carbonation and corrosion.
Environmental pollution through emission of toxic gases becomes an increasing problem not only in agriculture (e.g. biogas plants) and industry but also in urban areas. This leads to increasing demand to monitor environmental emissions as well as ambient air and industrial air components in many scenarios and in even lower concentrations than nowadays. The selectivity of luminescence-based sensors is enabled by the combination of the sensing dye and the material, which is used as accumulation medium for concentration of the analyte. This principle allows for developing gas sensors with high selectivity and sensitivity of defined substances. Additional benefits, particularly of fluorescence-based sensors, are their capability for miniaturization and potential multiplex mode. Objective is the development and implementation of sensors based on fluorescence detection for defined toxic gases (ammonia, hydrogen sulfide, ozone, and benzene) with sensitivity in the low ppm or even ppb range. Additionally, the integration of such sensors in mobile sensor devices is addressed.
Chlorination of pool water and wastewater, in food and pharmaceutical production, as well as in pesticide and paper manufacturing is a routinely used technique. However, the amount of chlorine in water must be strictly adjusted, to ensure enough concentration to kill pathogenic bacteria and viruses, while preventing too high concentrations inducing negative effects on human health. As an indicator, a molecular fluorescent probe based on a BODIPY structure was designed. This indicator exhibits a sensitive and selective fluorescence response upon increasing concentrations of hypochlorite in aqueous solvent mixtures. Real-time analyses became possible after the integration of this fluorescent indicator into newly designed 2D & 3D microfluidic chips incorporating a passive sinusoidal mixer and a micro-hydrocyclone, respectively. A comparison of the two microfluidic systems, including their ability to prevent accumulation or circulation of microbubbles, has shown excellent fluidic behaviour for the micro-hydrocyclone device. This system was distinctly more robust against gas bubbles, showed a higher signal gain and allowed to halve the limit of detection to 0.02 mg L–1. The use of the 3D system to quantify the chlorine content of pool water samples for sensitive and quantitative chlorine monitoring has been demonstrated.
Ammonia and its reaction products can cause considerable damage of human health and ecosystems, increasing the necessity for reliable and reversible sensors to monitor traces of gaseous ammonia in ambient air directly on-site or in the field. Although various types of gas sensors are available, fluorescence sensors have gained importance due to advantages such as high sensitivity and facile miniaturization.
Here, we present the development of a sensor material for the detection of gaseous ammonia in the lower ppm to ppb range by incorporation of a fluorescent dye, which shows reversible fluorescence modulations as a function of analyte concentration, into a polymer matrix to ensure the accumulation of ammonia. A gas standard generator producing standard gas mixtures, which comply with the metrological traceability in the desired environmentally relevant measurement range, was used to calibrate the optical sensor system. To integrate the sensor material into a mobile device, a prototype of a hand-held instrument was developed, enabling straightforward data acquisition over a long period.