2017
DOI: 10.1002/anie.201700730
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Synthesis of Dibenzo[hi,st]ovalene and Its Amplified Spontaneous Emission in a Polystyrene Matrix

Abstract: A large number of graphene molecules, or large polycyclic aromatic hydrocarbons (PAHs), have been synthesized and display various optoelectronic properties. Nevertheless, their potential for application in photonics has remained largely unexplored. Herein, we describe the synthesis of a highly luminescent and stable graphene molecule, namely a substituted dibenzo[hi,st]ovalene (DBO 1), with zigzag edges and elucidate its promising optical‐gain properties by means of ultrafast transient absorption spectroscopy.… Show more

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Cited by 80 publications
(116 citation statements)
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“…These properties include 1) size, 2) absorption and emission spectra, 3) duty cycle (fraction of time a molecule resides in its fluorescent state), and 4) photon number (detected photons per switching event). Figure a,b shows the chemical structures and spectra of DBOV‐Mes , dibenzo[ hi , st ]ovalene (DBOV) with two mesityl (Mes) groups, and GM‐C60 with alkyl side chains. DBOV‐Mes (GM‐C38) and GM‐C60 consist of 38 and 60 sp 2 ‐hybridized carbons in their aromatic cores, both with an approximate size of 1 to 2 nm.…”
Section: Resultsmentioning
confidence: 99%
“…These properties include 1) size, 2) absorption and emission spectra, 3) duty cycle (fraction of time a molecule resides in its fluorescent state), and 4) photon number (detected photons per switching event). Figure a,b shows the chemical structures and spectra of DBOV‐Mes , dibenzo[ hi , st ]ovalene (DBOV) with two mesityl (Mes) groups, and GM‐C60 with alkyl side chains. DBOV‐Mes (GM‐C38) and GM‐C60 consist of 38 and 60 sp 2 ‐hybridized carbons in their aromatic cores, both with an approximate size of 1 to 2 nm.…”
Section: Resultsmentioning
confidence: 99%
“…One way to gain extra stability in zPAHs is to disrupt the zigzag pattern at the edge of the molecule. Using this strategy, Narita and coworkers synthesized ovalene derivatives (compounds 21 and 22 , Figure ) whose upper and lower edges have a zigzag topology while the left and right edges are of armchair type . Band gap values as low as 1.91 eV have been obtained with a strong, sharp absorption peaking at ca .…”
Section: Zigzag‐edged Pahs For Oscsmentioning
confidence: 99%
“…Zu diesen Eigenschaften gehören 1) Größe, 2) Absorptions‐ und Emissionsspektren, 3) Leuchtdauern (Bruchteil der Zeit, in dem sich ein Molekül in seinem fluoreszierenden Zustand befindet) und 4) Photonenzahl (erfasste Photonen pro Schaltereignis). Abbildung a,b zeigt die chemischen Strukturen und Spektren von DBOV‐Mes (Dibenzo[ hi , st ]ovalen (DBOV) mit zwei Mesityl(Mes)‐Gruppen) und GM‐C60 mit Alkyl‐Seitenketten. DBOV‐Mes ( GM‐C38 ) und GM‐C60 bestehen aus 38 bzw.…”
Section: Ergebnisse Und Diskussionunclassified