ホーム > 新着情報 > カルボキシ基の隣にフッ素を導入したヘキサデヒドロトリベンゾ[12]アヌレン誘導体HOFの発光挙動に関する論文がInt. J. Mol. Sci.に掲載されましたされました。Douhal教授(キャスティーラ ラ マンチャ大)との共同研究です。 Eduardo, Congratulations!

カルボキシ基の隣にフッ素を導入したヘキサデヒドロトリベンゾ[12]アヌレン誘導体HOFの発光挙動に関する論文がInt. J. Mol. Sci.に掲載されましたされました。Douhal教授(キャスティーラ ラ マンチャ大)との共同研究です。 Eduardo, Congratulations!

Synthesis and Photobehavior of a NewDehydrobenzoannulene-Based HOF with Fluorine Atoms: From Solution to Single Crystals Observation

by Eduardo Gomez, Ichiro Hisaki, and Abderrazzak Douhal

Abstract

Hydrogen-bonded organic frameworks (HOFs) are the focus of intense scientific research due their potential applications in science and technology. Here, we report on the synthesis, characterization, and photobehavior of a new HOF (T12F-1(124TCB)) based on a dehydrobenzoannulene derivative containing fluorine atoms (T12F-COOH). This HOF exhibits a 2D porous sheet, which is hexagonally networked via H-bonds between the carboxylic groups, and has an interlayers distance (4.3 Å) that is longer than that of a typical π-π interaction. The presence of the fluorine atoms in the DBA molecular units largely increases the emission quantum yield in DMF (0.33, T12F-COOH) when compared to the parent compound (0.02, T12-COOH). The time-resolved dynamics of T12F-COOH in DMF is governed by the emission from a locally excited state (S1, ~ 0.4 ns), a charge-transfer state (S1(CT), ~ 2 ns), and a room temperature emissive triplet state (T1, ~ 20 ns), in addition to a non-emissive triplet structure with a charge-transfer character (T1(CT), τ = 0.75 µs). We also report on the results using T12F-ester. Interestingly, FLIM experiments on single crystals unravel that the emission lifetimes of the crystalline HOF are almost twice those of the amorphous ones or the solid T12F-ester sample. This shows the relevance of the H-bonds in the photodynamics of the HOF and provides a strong basis for further development and study of HOFs based on DBAs for potential applications in photonics.

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