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Article: Synthesis and luminescence of distyrylstilbenes with asymmetrically substituted functionalized dendrons

TitleSynthesis and luminescence of distyrylstilbenes with asymmetrically substituted functionalized dendrons
Authors
Issue Date2002
PublisherAmerican Chemical Society. The Journal's web site is located at http://pubs.acs.org/cm
Citation
Chemistry Of Materials, 2002, v. 14 n. 7, p. 3158-3166 How to Cite?
AbstractHighly luminescent distyrylstilbenes (DSBs) bearing either propoxy or oxadiazole-surface-functionalized poly(benzyl ether)-type dendritic wedges at one end have been synthesized by a stepwise Wadsworth-Emmon reaction. We show for the first time that an emissive core bearing asymmetrically substituted surface-functionalized dendrons exhibits more favorable luminescence properties than the symmetrically dendron-substituted core. All of these asymmetrically dendron-substituted DSBs display very similar optical characteristics in both solution and solid state, except for a few nanometers of blue shift in the absorption and emission maxima as compared to the corresponding symmetrically dendron-substituted DSBs. Their solution fluorescence lifetimes and photoluminescence quantum efficiencies were found to be smaller than those of the symmetrically dendron-substituted counterparts, which was attributed to the inefficient shielding of the surface-functionalized dendritic wedges of the asymmetrically dendron-substituted DSBs. However, the energy transfer efficiency of the oxadiazole-surface-functionalized G1-dendron-substituted DSB, 2, reaches 75%, which is the highest among all of the dendritic DSBs synthesized so far. Single-layer light-emitting diodes (LEDs) using dendritic DSB doped poly(N-vinylcarbazole) (PVK) film as an emissive layer with a structure of (ITO/DSB:PVK/A1) have been fabricated and investigated. Importantly, LEDs based on these asymmetrically dendron-substituted DSBs exhibit better device performance than do LEDs based on the corresponding symmetrically dendron-substituted counterparts. Furthermore, there is a remarkable enhancement in device performance, particularly for oxadiazole-surface-functionalized asymmetrically dendron-substituted DSB-based LEDs, when the emissive layer is blended with diphenylamine.
Persistent Identifierhttp://hdl.handle.net/10722/167728
ISSN
2015 Impact Factor: 9.407
2015 SCImago Journal Rankings: 4.232
ISI Accession Number ID
References

 

DC FieldValueLanguage
dc.contributor.authorKwok, CCen_US
dc.contributor.authorWong, MSen_US
dc.date.accessioned2012-10-08T03:10:32Z-
dc.date.available2012-10-08T03:10:32Z-
dc.date.issued2002en_US
dc.identifier.citationChemistry Of Materials, 2002, v. 14 n. 7, p. 3158-3166en_US
dc.identifier.issn0897-4756en_US
dc.identifier.urihttp://hdl.handle.net/10722/167728-
dc.description.abstractHighly luminescent distyrylstilbenes (DSBs) bearing either propoxy or oxadiazole-surface-functionalized poly(benzyl ether)-type dendritic wedges at one end have been synthesized by a stepwise Wadsworth-Emmon reaction. We show for the first time that an emissive core bearing asymmetrically substituted surface-functionalized dendrons exhibits more favorable luminescence properties than the symmetrically dendron-substituted core. All of these asymmetrically dendron-substituted DSBs display very similar optical characteristics in both solution and solid state, except for a few nanometers of blue shift in the absorption and emission maxima as compared to the corresponding symmetrically dendron-substituted DSBs. Their solution fluorescence lifetimes and photoluminescence quantum efficiencies were found to be smaller than those of the symmetrically dendron-substituted counterparts, which was attributed to the inefficient shielding of the surface-functionalized dendritic wedges of the asymmetrically dendron-substituted DSBs. However, the energy transfer efficiency of the oxadiazole-surface-functionalized G1-dendron-substituted DSB, 2, reaches 75%, which is the highest among all of the dendritic DSBs synthesized so far. Single-layer light-emitting diodes (LEDs) using dendritic DSB doped poly(N-vinylcarbazole) (PVK) film as an emissive layer with a structure of (ITO/DSB:PVK/A1) have been fabricated and investigated. Importantly, LEDs based on these asymmetrically dendron-substituted DSBs exhibit better device performance than do LEDs based on the corresponding symmetrically dendron-substituted counterparts. Furthermore, there is a remarkable enhancement in device performance, particularly for oxadiazole-surface-functionalized asymmetrically dendron-substituted DSB-based LEDs, when the emissive layer is blended with diphenylamine.en_US
dc.languageengen_US
dc.publisherAmerican Chemical Society. The Journal's web site is located at http://pubs.acs.org/cmen_US
dc.relation.ispartofChemistry of Materialsen_US
dc.titleSynthesis and luminescence of distyrylstilbenes with asymmetrically substituted functionalized dendronsen_US
dc.typeArticleen_US
dc.identifier.emailKwok, CC:garykwokcc@hku.hken_US
dc.identifier.authorityKwok, CC=rp00847en_US
dc.description.naturelink_to_subscribed_fulltexten_US
dc.identifier.doi10.1021/cm020214aen_US
dc.identifier.scopuseid_2-s2.0-0036061679en_US
dc.relation.referenceshttp://www.scopus.com/mlt/select.url?eid=2-s2.0-0036061679&selection=ref&src=s&origin=recordpageen_US
dc.identifier.volume14en_US
dc.identifier.issue7en_US
dc.identifier.spage3158en_US
dc.identifier.epage3166en_US
dc.identifier.isiWOS:000176929000051-
dc.publisher.placeUnited Statesen_US
dc.identifier.scopusauthoridKwok, CC=7102029161en_US
dc.identifier.scopusauthoridWong, MS=7403908037en_US

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