4.6 Article

Organogels of 8-quinolinol/metal(II)-chelate derivatives that show electron- and light-emitting properties

Journal

CHEMISTRY-A EUROPEAN JOURNAL
Volume 13, Issue 15, Pages 4155-4162

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.200601813

Keywords

chelates; field emission; gels; phosphorescence; self-assembly

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8-Quinolinol/copper(II)-, palladium(II)-, and platinum(II)-chelate-based organogelators (1M) and their nongelling reference compounds (2M) were synthesized. Complexes 1M could gelate various organic solvents at very low concentrations. Electron microscope measurements gave visual images of well-developed fibrous structures characteristic of low-molecular-weight organogels. UV/Vis and FTIR spectroscopy revealed that the good gelation ability of 1M arises from the pi-pi interactions of the chelate moieties and the hydrogen-bond interactions among the amide groups. Very interestingly, field emission performances of the nanofibers prepared from the 1M gels are evidently different depending on the electronic states of the three kinds of central metals. In addition, the 1Pt gel shows unique thermo- and solvatochromism of visible and phosphorescent color in response to a sol-gel phase transition. Furthermore, the 1Pt gel possesses an attractive ability to inhibit dioxygen quenching of excited triplet states, which increases the phosphorescence quantum yield of this gel. This effect is attributed to the isolation effect of the phosphorescent chelate moiety from the dioxygen-containing solution phase.

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