Stability of shielded pentacenes under ambient conditions

• Verfasst von: Ludwig, Philipp [VerfasserIn]
• Verfasst von: Kilian, Paul [VerfasserIn]
• Verfasst von: Mayerhofer, Patrick [VerfasserIn]
• Verfasst von: Hippchen, Nikolai [VerfasserIn]
• Verfasst von: Rominger, Frank [VerfasserIn]
• Verfasst von: Freudenberg, Jan [VerfasserIn]
• Verfasst von: Bunz, Uwe H. F. [VerfasserIn]
• Titel: Stability of shielded pentacenes under ambient conditions
• Verf.angabe: Philipp Ludwig, Paul Kilian, Patrick Mayerhofer, Nikolai Hippchen, Frank Rominger, Jan Freudenberg, Uwe Heiko Bunz
• E-Jahr: 2024
• Jahr: 24 November 2024
• Fussnoten: Gesehen am 02.12.2024
• Titel Quelle: Enthalten in: Helvetica chimica acta
• Ort Quelle: New York, NY : Wiley-VCH, 1918
• Jahr Quelle: 2024
• Band/Heft Quelle: (2024), Artikel-ID e202400161, Seite ?
• ISSN Quelle: 1522-2675
• DOI: doi:10.1002/hlca.202400161
• Datenträger: Online-Ressource
• Sprache: eng
• Bibliogr. Hinweis: Forschungsdaten: Ludwig, Philipp, 1997 - : Stability of shielded pentacenes under ambient conditions [data]
• K10plus-PPN: 1910628557

Abstract

The stabilization of pentacene through variation of substituents serves as a test bed to access stable organic semiconductors, transferable to the larger soluble acenes and azaacenes. Pentacene is stable enough for derivatization via wet-chemistry but sufficiently labile to test its (induced) (photo)decomposition. In this article, we describe the synthesis of shielded pentacenes, either via covalent jacketing with ester macrocycles or via steric shielding with biphenylyl substituents, together with attempts to access a bis(ortho-quaterphenyl) substituted Geländer pentacene. The photostability of the pentacenes is assessed under ambient conditions (air, light) to simulate handling under typical laboratory conditions and put into perspective with reference compounds, such as TIPS-ethynylated, ether-jacketed or our previously reported Geländer pentacenes.