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Article: Supramolecular structures and assembly and luminescent properties of quinacridone derivatives

TitleSupramolecular structures and assembly and luminescent properties of quinacridone derivatives
Authors
Issue Date2005
PublisherAmerican Chemical Society. The Journal's web site is located at http://pubs.acs.org/journal/jpcbfk
Citation
Journal Of Physical Chemistry B, 2005, v. 109 n. 16, p. 8008-8016 How to Cite?
AbstractThe synthesis and single-crystal X-ray structures of two quinacridone derivatives, N,N′-di(/i-butyl)quinacridone (1) and N,N′-di(n-butyl)- 1,3,8,10-tetramethylquinacridone (2), are reported, and the 1H NMR, absorption, photoluminescent (PL), and electroluminescent (EL) characteristics are presented. Both these crystal structures are characterized by intermolecular π⋯π and hydrogen bonding interactions. The intermolecular π⋯π interactions lead to the formation of molecular columns in the solids of 1 and 2, and the interplanar contact distances between two adjacent molecules are 3.48 and 3.55 Å, respectively. Crystals of I display shorter intermolecular π⋯π contacts and higher density than 2. These results suggest that tighter intermolecular interactions exist in 1. The 1H NMR, absorption, and PL spectra of 1 and 2 in solutions exhibit concentration-dependent properties. The PL quantum yields of 1 in solutions decrease more quickly with the increase of concentration compared to that of 2 in solutions. For solid thin films of Alq 3:1 (Alq 3 = tris(8-hydroxyquinolinato)aluminum), emission intensities dramatically decrease and obvious red shifts are observed when the dopant concentration is above 4.2%, while for films of Alq 3:2, a similar phenomenon occurs when the concentration is above 6.7%. EL devices with Alq 3:1 as emitting layer only show high efficiencies (20.3-14.5 cd/A) within the narrow dopant concentration range of 0.5-1.0%. In contrast, high efficiencies (21.5-12.0 cd/A) are achieved for a wider dopant concentration range of 0.5-5.0% when Alq 3:2 films are employed as emitting layer. The different PL and EL concentration-dependent properties of the solid thin films Alq 3:1 and Alq 3:2 are attributed to their different molecular packing characteristics in the solid state. © 2005 American Chemical Society.
Persistent Identifierhttp://hdl.handle.net/10722/70122
ISSN
2015 Impact Factor: 3.187
2015 SCImago Journal Rankings: 1.414
ISI Accession Number ID
References

 

DC FieldValueLanguage
dc.contributor.authorYe, Ken_HK
dc.contributor.authorWang, Jen_HK
dc.contributor.authorSun, Hen_HK
dc.contributor.authorLiu, Yen_HK
dc.contributor.authorMu, Zen_HK
dc.contributor.authorLi, Fen_HK
dc.contributor.authorJiang, Sen_HK
dc.contributor.authorZhang, Jen_HK
dc.contributor.authorZhang, Hen_HK
dc.contributor.authorWang, Yen_HK
dc.contributor.authorChe, CMen_HK
dc.date.accessioned2010-09-06T06:19:55Z-
dc.date.available2010-09-06T06:19:55Z-
dc.date.issued2005en_HK
dc.identifier.citationJournal Of Physical Chemistry B, 2005, v. 109 n. 16, p. 8008-8016en_HK
dc.identifier.issn1520-6106en_HK
dc.identifier.urihttp://hdl.handle.net/10722/70122-
dc.description.abstractThe synthesis and single-crystal X-ray structures of two quinacridone derivatives, N,N′-di(/i-butyl)quinacridone (1) and N,N′-di(n-butyl)- 1,3,8,10-tetramethylquinacridone (2), are reported, and the 1H NMR, absorption, photoluminescent (PL), and electroluminescent (EL) characteristics are presented. Both these crystal structures are characterized by intermolecular π⋯π and hydrogen bonding interactions. The intermolecular π⋯π interactions lead to the formation of molecular columns in the solids of 1 and 2, and the interplanar contact distances between two adjacent molecules are 3.48 and 3.55 Å, respectively. Crystals of I display shorter intermolecular π⋯π contacts and higher density than 2. These results suggest that tighter intermolecular interactions exist in 1. The 1H NMR, absorption, and PL spectra of 1 and 2 in solutions exhibit concentration-dependent properties. The PL quantum yields of 1 in solutions decrease more quickly with the increase of concentration compared to that of 2 in solutions. For solid thin films of Alq 3:1 (Alq 3 = tris(8-hydroxyquinolinato)aluminum), emission intensities dramatically decrease and obvious red shifts are observed when the dopant concentration is above 4.2%, while for films of Alq 3:2, a similar phenomenon occurs when the concentration is above 6.7%. EL devices with Alq 3:1 as emitting layer only show high efficiencies (20.3-14.5 cd/A) within the narrow dopant concentration range of 0.5-1.0%. In contrast, high efficiencies (21.5-12.0 cd/A) are achieved for a wider dopant concentration range of 0.5-5.0% when Alq 3:2 films are employed as emitting layer. The different PL and EL concentration-dependent properties of the solid thin films Alq 3:1 and Alq 3:2 are attributed to their different molecular packing characteristics in the solid state. © 2005 American Chemical Society.en_HK
dc.languageengen_HK
dc.publisherAmerican Chemical Society. The Journal's web site is located at http://pubs.acs.org/journal/jpcbfken_HK
dc.relation.ispartofJournal of Physical Chemistry Ben_HK
dc.titleSupramolecular structures and assembly and luminescent properties of quinacridone derivativesen_HK
dc.typeArticleen_HK
dc.identifier.openurlhttp://library.hku.hk:4550/resserv?sid=HKU:IR&issn=1520-6106&volume=109&spage=8008&epage=8016&date=2005&atitle=Supramolecular+structures+and+assembly+and+luminescent+properties+of+quinacridone+derivativesen_HK
dc.identifier.emailChe, CM:cmche@hku.hken_HK
dc.identifier.authorityChe, CM=rp00670en_HK
dc.description.naturelink_to_subscribed_fulltext-
dc.identifier.doi10.1021/jp0444767en_HK
dc.identifier.scopuseid_2-s2.0-18444411308en_HK
dc.identifier.hkuros107027en_HK
dc.relation.referenceshttp://www.scopus.com/mlt/select.url?eid=2-s2.0-18444411308&selection=ref&src=s&origin=recordpageen_HK
dc.identifier.volume109en_HK
dc.identifier.issue16en_HK
dc.identifier.spage8008en_HK
dc.identifier.epage8016en_HK
dc.identifier.isiWOS:000228603700060-
dc.publisher.placeUnited Statesen_HK
dc.identifier.scopusauthoridYe, K=7102173852en_HK
dc.identifier.scopusauthoridWang, J=35390252900en_HK
dc.identifier.scopusauthoridSun, H=7404827538en_HK
dc.identifier.scopusauthoridLiu, Y=36012292400en_HK
dc.identifier.scopusauthoridMu, Z=7006067850en_HK
dc.identifier.scopusauthoridLi, F=36079222200en_HK
dc.identifier.scopusauthoridJiang, S=7404452524en_HK
dc.identifier.scopusauthoridZhang, J=8361639000en_HK
dc.identifier.scopusauthoridZhang, H=36077448000en_HK
dc.identifier.scopusauthoridWang, Y=8637619000en_HK
dc.identifier.scopusauthoridChe, CM=7102442791en_HK

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