Contextualizing yellow light-emitting electrochemical cells based on a blue-emitting imidazo-pyridine emitter
This work provides the synthesis, structural characterization, electrochemical and photophysical features, as well as the application in light-emitting electrochemical cells (LECs) of a novel small molecule belonging to the pyridilimidazo[1,5-a]pyridine family, namely 3-(2-methoxyphenyl)-5-methyl-1-...
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| Veröffentlicht in: | Polyhedron Jg. 140; S. 129 - 137 |
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| Format: | Journal Article |
| Sprache: | Englisch |
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Elsevier Ltd
08.02.2018
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| ISSN: | 0277-5387 |
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| Abstract | This work provides the synthesis, structural characterization, electrochemical and photophysical features, as well as the application in light-emitting electrochemical cells (LECs) of a novel small molecule belonging to the pyridilimidazo[1,5-a]pyridine family, namely 3-(2-methoxyphenyl)-5-methyl-1-(6-methylpyridin-2-yl)H-imidazo[1,5-a]pyridine (Me-impy). This compound shows a low-cost and facile synthesis, excellent redox properties, and a high photoluminescence quantum yield (Φ) of 0.4 associated to a blue emission (∼436 nm) in solution. Despite these appealing features, the emission in solid state is red-shifted to the yellow region, owing to its prone aggregation character. Additionally, the electroluminescence response shows a broader and red-shifted emission even upon dilution of Me-impy thin films with polymethyl methacrylate (PMMA). Herein, we report an in-depth study on the aggregation features and its impact on the electroluminescence response of Me-impy, providing relevant information to design small-molecule based LECs.
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This work provides the synthesis, structural characterization, electrochemical and photophysical features, as well as the application in light-emitting electrochemical cells (LECs) of a novel small molecule belonging to the pyridilimidazo[1,5-a]pyridine family, namely 3-(2-methoxyphenyl)-5-methyl-1-(6-methylpyridin-2-yl)H-imidazo[1,5-a]pyridine (Me-impy). This compound shows a low-cost and facile synthesis, excellent redox properties, and a high photoluminescence quantum yield (Φ) of 0.4 associated to a blue emission (∼436 nm) in solution. Despite these appealing features, the emission in solid state is red-shifted to the yellow region, owing to its aggregation character. Additionally, the electroluminescence response shows a broader and red-shifted emission even upon dilution of Me-impy thin films with polymethyl methacrylate (PMMA). Herein, we report an in-depth study on the aggregation features and their impact on the electroluminescence response of Me-impy, providing relevant information to design small-molecule based LECs. |
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| AbstractList | This work provides the synthesis, structural characterization, electrochemical and photophysical features, as well as the application in light-emitting electrochemical cells (LECs) of a novel small molecule belonging to the pyridilimidazo[1,5-a]pyridine family, namely 3-(2-methoxyphenyl)-5-methyl-1-(6-methylpyridin-2-yl)H-imidazo[1,5-a]pyridine (Me-impy). This compound shows a low-cost and facile synthesis, excellent redox properties, and a high photoluminescence quantum yield (Φ) of 0.4 associated to a blue emission (∼436 nm) in solution. Despite these appealing features, the emission in solid state is red-shifted to the yellow region, owing to its prone aggregation character. Additionally, the electroluminescence response shows a broader and red-shifted emission even upon dilution of Me-impy thin films with polymethyl methacrylate (PMMA). Herein, we report an in-depth study on the aggregation features and its impact on the electroluminescence response of Me-impy, providing relevant information to design small-molecule based LECs.
[Display omitted]
This work provides the synthesis, structural characterization, electrochemical and photophysical features, as well as the application in light-emitting electrochemical cells (LECs) of a novel small molecule belonging to the pyridilimidazo[1,5-a]pyridine family, namely 3-(2-methoxyphenyl)-5-methyl-1-(6-methylpyridin-2-yl)H-imidazo[1,5-a]pyridine (Me-impy). This compound shows a low-cost and facile synthesis, excellent redox properties, and a high photoluminescence quantum yield (Φ) of 0.4 associated to a blue emission (∼436 nm) in solution. Despite these appealing features, the emission in solid state is red-shifted to the yellow region, owing to its aggregation character. Additionally, the electroluminescence response shows a broader and red-shifted emission even upon dilution of Me-impy thin films with polymethyl methacrylate (PMMA). Herein, we report an in-depth study on the aggregation features and their impact on the electroluminescence response of Me-impy, providing relevant information to design small-molecule based LECs. |
| Author | Volpi, Giorgio Fresta, Elisa Barolo, Claudia Garino, Claudio Costa, Rubén D. |
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41 Suhr (10.1016/j.poly.2017.11.048_b0060) 2016; 8 Garino (10.1016/j.poly.2017.11.048_b0285) 2008; 7 Volpi (10.1016/j.poly.2017.11.048_b0270) 2017; 137 Shibahara (10.1016/j.poly.2017.11.048_b0335) 2009; 74 Nardelli (10.1016/j.poly.2017.11.048_b0020) 2017; 75 Weber (10.1016/j.poly.2017.11.048_b0075) 2016; 26 Jenatsch (10.1016/j.poly.2017.11.048_b0225) 2016; 8 Lundberg (10.1016/j.poly.2017.11.048_b0160) 2017; 9 Wang (10.1016/j.poly.2017.11.048_b0275) 2005; 70 Ma (10.1016/j.poly.2017.11.048_b0350) 2017; 29 Mauthner (10.1016/j.poly.2017.11.048_b0120) 2008; 9 Zhang (10.1016/j.poly.2017.11.048_b0135) 2015; 9 Chen (10.1016/j.poly.2017.11.048_b0180) 2012; 13 Fresta (10.1016/j.poly.2017.11.048_b0010) 2017; 5 Blanco-Rodriguez (10.1016/j.poly.2017.11.048_b0330) 2014; 136 Weber (10.1016/j.poly.2017.11.048_b0290) 2016; 45 Tang (10.1016/j.poly.2017.11.048_b0080) 2013; 49 Sato (10.1016/j.poly.2017.11.048_b0085) 2017; 2 Volpi (10.1016/j.poly.2017.11.048_b0265) 2016; 128 Volpi (10.1016/j.poly.2017.11.048_b0320) 2012; 41 Sandström (10.1016/j.poly.2017.11.048_b0115) 2015; 3 Sandström (10.1016/j.poly.2017.11.048_b0125) 2012; 3 Van Reenen (10.1016/j.poly.2017.11.048_b0035) 2013; 135 Volpi (10.1016/j.poly.2017.11.048_b0315) 2009; 15 Tang (10.1016/j.poly.2017.11.048_b0090) 2013; 135 Shanmugasundaram (10.1016/j.poly.2017.11.048_b0240) 2016; 6 Czerwieniec (10.1016/j.poly.2017.11.048_b0295) 2015; 54 |
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| Title | Contextualizing yellow light-emitting electrochemical cells based on a blue-emitting imidazo-pyridine emitter |
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