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Reactive & Efficient: Organic Azides as Cross-Linkers in Material Sciences

Schock, Marvin; Bräse, Stefan

The exceptional reactivity of the azide group makes organic azides a highly versatile family of compounds in chemistry and the material sciences. One of the most prominent reactions employing organic azides is the regioselective copper(I)-catalyzed Huisgen 1,3-dipolar cycloaddition with alkynes yielding 1,2,3-triazoles. Other named reactions include the Staudinger reduction, the aza-Wittig reaction, and the Curtius rearrangement. The popularity of organic azides in material sciences is mostly based on their propensity to release nitrogen by thermal activation or photolysis. On the one hand, this scission reaction is accompanied with a considerable output of energy, making them interesting as highly energetic materials. On the other hand, it produces highly reactive nitrenes that show extraordinary efficiency in polymer crosslinking, a process used to alter the physical properties of polymers and to boost efficiencies of polymer-based devices such as membrane fuel cells, organic solar cells (OSCs), light-emitting diodes (LEDs), and organic field-effect transistors (OFETs). Thermosets are also suitable application areas. In most cases, organic azides with multiple azide functions are employed which can either be small molecules or oligo- and polymers. ... mehr

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Verlagsausgabe §
DOI: 10.5445/IR/1000118145
Veröffentlicht am 08.04.2020
DOI: 10.3390/molecules25041009
Zitationen: 3
Web of Science
Zitationen: 3
Cover der Publikation
Zugehörige Institution(en) am KIT Institut für Biologische und Chemische Systeme (IBCS)
Institut für Organische Chemie (IOC)
Publikationstyp Zeitschriftenaufsatz
Publikationsjahr 2020
Sprache Englisch
Identifikator ISSN: 1420-3049
KITopen-ID: 1000118145
HGF-Programm 47.01.01 (POF III, LK 01) Biol.Netzwerke u.Synth.Regulat. ITG+ITC
Erschienen in Molecules
Verlag MDPI
Band 25
Heft 4
Seiten Art. Nr.: 1009
Bemerkung zur Veröffentlichung Gefördert durch den KIT-Publikationsfonds
Gefördert vom Ministerium für Wissenschaft, Forschung und Kunst Baden-Württemberg (MWK) im Rahmen des Open-Access-Förderprogramms "BW BigDIWA"
Vorab online veröffentlicht am 24.02.2020
Schlagwörter azides, photochemistry, polymers, thermosets, nitrenes
Nachgewiesen in Web of Science
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