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Issue 44, 2013
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Full-colour luminescent compounds based on anthracene and 2,2′-dipyridylamine

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Abstract

Starting from two simple units of anthracene and 2,2′-dipyridylamine, a series of new luminescent compounds 1–8 were designed and synthesized by a combined strategy of changing the connection mode between the two units, extending the conjugation size, and introducing an additional electron donor. Photophysical properties of 1–8 were investigated and discussed on the basis of solvatochromic behaviour, theoretical calculations, crystal structure, and optimized structures. Interestingly, the emission wavelengths of these compounds could be successfully tuned from violet to red both in solutions and the solid-state, and prominent positive solvatochromism was observed for the compounds with a D–π–A framework. Consider compound 7 as an example, it shows peaks at 526 nm and 627 nm in cyclohexane and DMSO, respectively. Meanwhile, the quantum yield was decreased from 0.80 in cyclohexane to 0.12 in DMSO. The introduction of bulky groups was demonstrated to be effective for suppressing the aggregation effect and thus improving the solid state emission quantum yield. These results indicate that the combined structure modulation strategy offers a powerful tool for tuning the emission behaviour. To demonstrate the possibility of practical applications, 2 was employed as the emitting material for the fabrication of deep-blue organic light-emitting diodes (OLEDs), which showed a maximum external quantum efficiency of 2.2%. The CIE coordinates of (0.15, 0.08) are indicative of excellent blue color purity.

Graphical abstract: Full-colour luminescent compounds based on anthracene and 2,2′-dipyridylamine

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Publication details

The article was received on 05 Sep 2013, accepted on 16 Sep 2013 and first published on 20 Sep 2013


Article type: Paper
DOI: 10.1039/C3TC31751J
Citation: J. Mater. Chem. C, 2013,1, 7409-7417
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    Full-colour luminescent compounds based on anthracene and 2,2′-dipyridylamine

    B. Chen, G. Yu, X. Li, Y. Ding, C. Wang, Z. Liu and Y. Xie, J. Mater. Chem. C, 2013, 1, 7409
    DOI: 10.1039/C3TC31751J

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