Tetrazine-based electrofluorochromic windows: Modulation of the fluorescence through applied potential

Kim, Yuna; Do, Jaekwon; Kim, Eunkyoung; Clavier, Gilles; Galmiche, Laurent; Audebert, Pierre

doi:10.1016/j.jelechem.2008.07.022

Cited by 84 publications

(58 citation statements)

References 23 publications

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“…Considering the fluorescence switching performances of other electrofluorochromic devices under similar step duration and fluorescence contrasts, the switching times reported in Table 2 (row d) are comparable to those reported by Kuo and colleagues (t on ¼ 4.33 s; t off ¼ 4.22 s) 30 and are even shorter than those estimated from others (t on B8 s; t off B7 s) 10,31 . These relatively short switching times suggest a fast materials' reduction due to an efficient electron transport via p-p intermolecular interactions, specifically allowed by the anisotropic nature of the mesophase of the thienoviologens.…”

Section: Resultssupporting

confidence: 80%

Electrofluorochromism in π-conjugated ionic liquid crystals

et al. 2014

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Materials in which photoluminescence is modulated by redox processes are known as electrofluorochromic. Intrinsically switchable fluorophores, incorporating both redox and fluorescent moieties, could be ideal electrofluorochromic materials if they possess high fluorescence quantum yields in at least one of their redox states. Fluorescent liquid crystals with redox active centres could combine the above requirements with the advantage to work in bulk anisotropic phases. However, electrofluorochromic liquid crystals have not been reported yet because their synthesis is challenging due to aggregation-caused fluorescent quenching. Here we show the first examples of electrofluorochromic p-conjugated ionic liquid crystals based on thienoviologens. These ordered materials, combining ionic and electronic functions, are highly fluorescence in the bulk state (quantum yield460%). Their direct electrochemical reduction leads to fast and reversible bulk electrofluorochromic response in both columnar and smectic phases allowing for fluorescence intensity modulation and colour tuning.

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Section: Resultssupporting

confidence: 80%

Electrofluorochromism in π-conjugated ionic liquid crystals

et al. 2014

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“…[14][15][16][17][18][19] Tetrazine derivatives are also used in coordination chemistry [20][21][22][23][24] because they can form complexes with electron-rich metals. In addition, some tetrazine derivatives show strong electrofluorochromism [25][26][27][28][29][30][31][32] and have been utilized in pollutant detection. 33 Recently, it has also been shown that they can be used efficiently as electron carrier in n-type field effect transistors.…”

Section: Introductionmentioning

confidence: 99%

Novel s-tetrazine-based dyes with enhanced two-photon absorption cross-section

et al. 2015

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This paper reports the synthesis, the linear and non-linear absorption properties of a series of new tetrazine-based D-π-Aπ-D and D-π-A type dyes. In these derivatives, a central tetrazine core was connected with one or two terminal triphenylamine moiety(ies) via various π-conjugated spacers. These compounds were efficiently synthesized by Stille or Suzuki-Miyaura cross coupling as a key step. Their photophysical properties, including one-photon absorption and twophoton absorption (2PA), were investigated with special attention to structure-properties relationships. Large 2PA crosssections (>800 GM) of these tetrazine dyes were evaluated by open aperture z-scan and non-degenerate 2PA techniques. The strong 2PA of these molecules are attributed to the extended π system and to the enhanced intramolecular charge transfer between triphenylamine donor and center tetrazine acceptor.

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“…A broad emission profile is observed with a peak maximum at 336 nm. 57 On the same theme, Liou's team developed a solid polymer film of 4-cyanotriphenylamine with excellent reversibility and a rapid response time of less than 0.4 s during oxidation. 54 The Audebert team have reported studies of redox-fluorescent switches combining an electron-rich triphenylamine with an electron-poor tetrazine.…”

Section: Redox-luminescent Pet Switchesmentioning

confidence: 99%

Photoinduced electron transfer as a design concept for luminescent redox indicators

Magri

2015

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The general design principle for developing luminescent redox indicators based on photoinduced electron transfer is described. The first part of the review introduces colorimetric and fluorimetric redox indicators. The second part of the review highlights recent developments regarding molecular luminescent redox switches and logic gates. Potential future applications in biology, environmental analysis, biomedical diagnostics, corrosion science and materials science are mentioned.

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Tetrazine-based electrofluorochromic windows: Modulation of the fluorescence through applied potential

Cited by 84 publications

References 23 publications

Electrofluorochromism in π-conjugated ionic liquid crystals

Electrofluorochromism in π-conjugated ionic liquid crystals

Novel s-tetrazine-based dyes with enhanced two-photon absorption cross-section

Photoinduced electron transfer as a design concept for luminescent redox indicators

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