Direct gravimetric sensing of GBL by a molecular recognition process in organic cage compounds

Brutschy, Malte; Schneider, Markus W.; Mastalerz, Michael; Waldvogel, Siegfried R.

doi:10.1039/c3cc43829e

Cited by 90 publications

(67 citation statements)

References 40 publications

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“…If the host–guest binding occurs selectively, the shape‐persistent organic cages can be used for example, for the molecular separation of (gas) mixtures either in the bulk, by embedding the cages into membranes, fill stationary columns with them for gas chromatographic purposes, or more sophisticated, to create porous liquids . Thin films of shape‐persistent organic cages have been deposited on quartz crystal microbalances for selective gravimetric sensing . Organic cages have also been used for sensing in solution by selective fluorescence quenching in the presence of explosives…”

Section: Methodsmentioning

confidence: 99%

Shape‐Persistent [4+4] Imine Cages with a Truncated Tetrahedral Geometry

Lauer

Zhang

Röminger

et al. 2018

Chemistry A European J

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The synthesis of shape‐persistent organic cage compounds is often based on the usage of multiple dynamic covalent bond formation (such as imines) of readily available precursors. By careful choice of the precursors geometry, the geometry and size of the resulting cage can be accurately designed and indeed a number of different geometries and sizes have been realized to date. Despite of this fact, little is known about the precursors conformational rigidity and steric preorganization of reacting functional groups on the outcome of the reaction. Herein, the influence of conformational rigidity in the precursors on the formation of a [4+4] imine cage with truncated tetrahedral geometry is discussed.

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Section: Methodsmentioning

confidence: 99%

Shape‐Persistent [4+4] Imine Cages with a Truncated Tetrahedral Geometry

Lauer

Zhang

Röminger

et al. 2018

Chemistry A European J

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“…Techniques to isolate amorphous phases, or defective crystalline materials, include chemical scrambling, 10,22 freeze-drying, 9 rapid precipitation, 9 spin-coating, 17 electrospray, 18 and (conceivably) mechanical grinding.…”

Section: Poc Isolation and Characterizationmentioning

confidence: 99%

A Perspective on the Synthesis, Purification, and Characterization of Porous Organic Cages

2016

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Porous organic cages present many opportunities in functional materials chemistry, but the synthetic challenges for these molecular solids are somewhat different from those faced in the areas of metal–organic frameworks, covalent–organic frameworks, or porous polymer networks. Here, we highlight the practical methods that we have developed for the design, synthesis, and characterization of imine porous organic cages using CC1 and CC3 as examples. The key points are transferable to other cages, and this perspective should serve as a practical guide to researchers who are new to this field.

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“…Das stark emittierende Boronatester-COF TPE-Ph COF wurde als Ammoniumsensor mit einer Detektionsgrenze im Sub-ppm-Bereich eingesetzt. [306] g-Butyrolacton findet sich als flüssige Droge oft in K.o.-Tropfen, weshalb kostengünstige Sensoren äußerst wünschenswert wären. Die Gruppen von Mastalerz und Waldvogel brachten kovalente organische Käfigverbindungen als Dünnfilme auf einer Quarzkristall-Mikrowaage (quartz crystal microbalance,Q CM) auf.…”

Section: Sensorikunclassified

Kovalente organische Netzwerke und Käfigverbindungen: Design und Anwendungen von polymeren und diskreten organischen Gerüsten

Beuerle

Gole

2018

Angewandte Chemie

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Poröse organische Materialien sind eine aufstrebende Klasse funktionaler Nanostrukturen mit beispiellosen Eigenschaften. Die dynamisch‐kovalente Organisation kleiner organischer Bausteine unter thermodynamischer Kontrolle wird dabei für die verblüffend einfache Bildung komplexer Architekturen in Eintopfreaktionen genutzt. In diesem Aufsatz werden die grundlegenden Designprinzipien analysiert, die zur Bildung von entweder kovalenten organischen Netzwerken als kristalline poröse Polymere oder kovalenten organischen Käfigverbindungen als formgetreue molekulare Objekte führen. Konventionelle Synthesevorschriften und Analysemethoden werden neben ausgefeilteren Strategien, wie postsynthetische Modifizierungen oder Selbstsortierung, diskutiert. Gegebenenfalls werden die entsprechenden Eigenschaften und Besonderheiten von polymeren Netzwerken und diskreten organischen Käfigen verglichen. Darüber hinaus wird das Potenzial dieser Materialien für Anwendungen, von der Gasspeicherung über die Katalyse bis hin zur organischen Elektronik, erörtert.

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Direct gravimetric sensing of GBL by a molecular recognition process in organic cage compounds

Abstract: Organic cages were identified as highly potent affinity materials for the tracing of γ-butyrolactone. The selectivity over ethanol and water is based on the interior functional groups which allow preferential hydrogen bonding to the target analyte.

Cited by 90 publications

References 40 publications

Shape‐Persistent [4+4] Imine Cages with a Truncated Tetrahedral Geometry

Shape‐Persistent [4+4] Imine Cages with a Truncated Tetrahedral Geometry

A Perspective on the Synthesis, Purification, and Characterization of Porous Organic Cages

Kovalente organische Netzwerke und Käfigverbindungen: Design und Anwendungen von polymeren und diskreten organischen Gerüsten

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