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Article: Two-Step Synthesis of B2N2-Doped Polycyclic Aromatic Hydrocarbon Containing Pentagonal and Heptagonal Rings with Long-Lived Delayed Fluorescence

TitleTwo-Step Synthesis of B2N2-Doped Polycyclic Aromatic Hydrocarbon Containing Pentagonal and Heptagonal Rings with Long-Lived Delayed Fluorescence
Authors
Keywordsboron-nitrogen atoms
delayed fluorescence
nanographenes
pentagon–heptagon rings
polycyclic aromatic hydrocarbons
Issue Date24-Apr-2023
PublisherWiley
Citation
Small, 2023, v. 19, n. 34 How to Cite?
Abstract

Pentagon-heptagon embedded polycyclic aromatic hydrocarbons (PAHs) have aroused increasing attention in recent years due to their unique physicochemical properties. Here, for the first time, this report demonstrates a facile method for the synthesis of a novel B2N2-doped PAH (BN-2) containing two pairs of pentagonal and heptagonal rings in only two steps. In the solid state of BN-2, two different conformations, including saddle-shaped and up-down geometries, are observed. Through a combined spectroscopic and calculation study, the excited-state dynamics of BN-2 is well-investigated in this current work. The resultant pentagon-heptagon embedded B2N2-doped BN-2 displays both prompt fluorescence and long-lived delayed fluorescence components at room temperature, with the triplet excited-state lifetime in the microsecond time region (tau = 19 mu s). The triplet-triplet annihilation is assigned as the mechanism for the observed long-lived delayed fluorescence. Computational analyses attributed this observation to the small energy separation between the singlet and triplet excited states, facilitating the intersystem crossing (ISC) process which is further validated by the ultrafast spectroscopic measurements.


Persistent Identifierhttp://hdl.handle.net/10722/331338
ISSN
2023 Impact Factor: 13.0
2023 SCImago Journal Rankings: 3.348
ISI Accession Number ID

 

DC FieldValueLanguage
dc.contributor.authorLuo, H-
dc.contributor.authorWan, QY-
dc.contributor.authorChoi, W-
dc.contributor.authorTsutsui, Y-
dc.contributor.authorDmitrieva E-
dc.contributor.authorDu, LL-
dc.contributor.authorPhillips, DL-
dc.contributor.authorSeki, S-
dc.contributor.authorLiu, JZ-
dc.date.accessioned2023-09-21T06:54:50Z-
dc.date.available2023-09-21T06:54:50Z-
dc.date.issued2023-04-24-
dc.identifier.citationSmall, 2023, v. 19, n. 34-
dc.identifier.issn1613-6810-
dc.identifier.urihttp://hdl.handle.net/10722/331338-
dc.description.abstract<p>Pentagon-heptagon embedded polycyclic aromatic hydrocarbons (PAHs) have aroused increasing attention in recent years due to their unique physicochemical properties. Here, for the first time, this report demonstrates a facile method for the synthesis of a novel B2N2-doped PAH (BN-2) containing two pairs of pentagonal and heptagonal rings in only two steps. In the solid state of BN-2, two different conformations, including saddle-shaped and up-down geometries, are observed. Through a combined spectroscopic and calculation study, the excited-state dynamics of BN-2 is well-investigated in this current work. The resultant pentagon-heptagon embedded B2N2-doped BN-2 displays both prompt fluorescence and long-lived delayed fluorescence components at room temperature, with the triplet excited-state lifetime in the microsecond time region (tau = 19 mu s). The triplet-triplet annihilation is assigned as the mechanism for the observed long-lived delayed fluorescence. Computational analyses attributed this observation to the small energy separation between the singlet and triplet excited states, facilitating the intersystem crossing (ISC) process which is further validated by the ultrafast spectroscopic measurements.</p>-
dc.languageeng-
dc.publisherWiley-
dc.relation.ispartofSmall-
dc.rightsThis work is licensed under a Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International License.-
dc.subjectboron-nitrogen atoms-
dc.subjectdelayed fluorescence-
dc.subjectnanographenes-
dc.subjectpentagon–heptagon rings-
dc.subjectpolycyclic aromatic hydrocarbons-
dc.titleTwo-Step Synthesis of B2N2-Doped Polycyclic Aromatic Hydrocarbon Containing Pentagonal and Heptagonal Rings with Long-Lived Delayed Fluorescence-
dc.typeArticle-
dc.description.naturepublished_or_final_version-
dc.identifier.doi10.1002/smll.202301769-
dc.identifier.pmid37093207-
dc.identifier.scopuseid_2-s2.0-85153489507-
dc.identifier.volume19-
dc.identifier.issue34-
dc.identifier.eissn1613-6829-
dc.identifier.isiWOS:000974582700001-
dc.publisher.placeWEINHEIM-
dc.identifier.issnl1613-6810-

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