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Article: Synthesis and luminescence of distyrylstilbenes with asymmetrically substituted functionalized dendrons
Title | Synthesis and luminescence of distyrylstilbenes with asymmetrically substituted functionalized dendrons |
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Authors | |
Issue Date | 2002 |
Publisher | American 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? |
Abstract | Highly 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 Identifier | http://hdl.handle.net/10722/167728 |
ISSN | 2023 Impact Factor: 7.2 2023 SCImago Journal Rankings: 2.421 |
ISI Accession Number ID | |
References |
DC Field | Value | Language |
---|---|---|
dc.contributor.author | Kwok, CC | en_US |
dc.contributor.author | Wong, MS | en_US |
dc.date.accessioned | 2012-10-08T03:10:32Z | - |
dc.date.available | 2012-10-08T03:10:32Z | - |
dc.date.issued | 2002 | en_US |
dc.identifier.citation | Chemistry Of Materials, 2002, v. 14 n. 7, p. 3158-3166 | en_US |
dc.identifier.issn | 0897-4756 | en_US |
dc.identifier.uri | http://hdl.handle.net/10722/167728 | - |
dc.description.abstract | Highly 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.language | eng | en_US |
dc.publisher | American Chemical Society. The Journal's web site is located at http://pubs.acs.org/cm | en_US |
dc.relation.ispartof | Chemistry of Materials | en_US |
dc.title | Synthesis and luminescence of distyrylstilbenes with asymmetrically substituted functionalized dendrons | en_US |
dc.type | Article | en_US |
dc.identifier.email | Kwok, CC:garykwokcc@hku.hk | en_US |
dc.identifier.authority | Kwok, CC=rp00847 | en_US |
dc.description.nature | link_to_subscribed_fulltext | en_US |
dc.identifier.doi | 10.1021/cm020214a | en_US |
dc.identifier.scopus | eid_2-s2.0-0036061679 | en_US |
dc.relation.references | http://www.scopus.com/mlt/select.url?eid=2-s2.0-0036061679&selection=ref&src=s&origin=recordpage | en_US |
dc.identifier.volume | 14 | en_US |
dc.identifier.issue | 7 | en_US |
dc.identifier.spage | 3158 | en_US |
dc.identifier.epage | 3166 | en_US |
dc.identifier.isi | WOS:000176929000051 | - |
dc.publisher.place | United States | en_US |
dc.identifier.scopusauthorid | Kwok, CC=7102029161 | en_US |
dc.identifier.scopusauthorid | Wong, MS=7403908037 | en_US |
dc.identifier.issnl | 0897-4756 | - |