Diaminodicyanochinone – Fluoreszenzfarbstoffe mit hohem Dipolmoment und Elektronenakzeptor‐Eigenschaften

Rietsch, Philipp; Witte, Felix; Sobottka, Sebastian; Germer, Gregor; Becker, Alexander; Güttler, Arne; Sarkar, Biprajit; Paulus, Beate; Resch‐Genger, Ute; Eigler, Siegfried

doi:10.1002/ange.201903204

Cited by 3 publications

(1 citation statement)

References 47 publications

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“…It is noted that the quantum yields in CH 2 Cl 2 were affected significantly by the electronic effects of the substituents on the main backbone. For example, attaching two diphenylamino groups dramatically improved the quantum yield of compound 6 up to 84 %, because the two nonplanar diphenylamine groups restrict the internal rotations of 6 in solution and therefore improve its quantum yield; this is in agreement with the proposal that the restricted internal rotation of compounds can improve their quantum yields in solution significantly . The fluorescence properties of these compounds were also investigated in n‐hexane and toluene, and the results indicate that their fluorescence properties are also affected by the solvent polarity.…”

Section: Methodsmentioning

confidence: 99%

Regioselective Functionalization of Stable BN‐Modified Luminescent Tetraphenes for High‐Resolution Fingerprint Imaging

et al. 2019

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A series of novel BN tetraphene derivatives have been prepared successfully for the first time via a post‐functionalization strategy. The optical and electronic properties of these derivatives could be tuned systematically by the incorporation of different substituents on the main skeleton. The functionalized BN‐containing luminogens have been explored for the detection of latent fingerprints (LFPs) on different substrates, including glass, aluminum foil, plastic, and ironware. This strategy provides great versatility in LFP imaging and good potential in elucidating the chemical information within LFPs, making the strategy valuable in forensic investigations.

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Section: Methodsmentioning

confidence: 99%

Regioselective Functionalization of Stable BN‐Modified Luminescent Tetraphenes for High‐Resolution Fingerprint Imaging

et al. 2019

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Single‐Benzene‐Based Solvatochromic Chromophores: Color‐Tunable and Bright Fluorescence in the Solid and Solution States

Liu

Yan

Huang

et al. 2019

Chemistry A European J

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The search for structurally simple chromophores with superior fluorescence brightness and aw ide range of solventc ompatibility is highly desirable. Herein, an ew type of single-benzene-based solvatochromic chromophore with as ymmetric bifunctional structure, in whicha zetidine and ethoxycarbonyl moietiess erve as the electron-donating and -withdrawing groups, respectively,i sr eported.T his chromophore exhibits an extraordinary wide range of solventc ompatibility and preserves excellent fluorescence quantum yieldsf rom nonpolar n-hexane to polar methanol and even in water.U nusually,t he symmetric structure of the chromophores hows ad istinct color changef rom bright green to red with increasing solvent polaritya nd possesses large Stokess hifts (l = 132-207nm) in the tested solvents. Moreover,t his single-benzene-based chromophored isplays good photochemical stabilityi nb oth solution and solid states, and even exhibits reversible mechanochromic luminescence.[a] Dr.Supporting information and the ORCID identification number(s) for the author(s) of this articlecan be found under: https://doi.

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Between Aromatic and Quinoid Structure: A Symmetrical UV to Vis/NIR Benzothiadiazole Redox Switch

Rietsch

Sobottka

Hoffmann

et al. 2020

Chemistry A European J

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Reversibly switching the light absorption of organic molecules by redox processes is of interest for applications in sensors, light harvesting, smart materials, and medical diagnostics. This work presents a symmetrical benzothiadiazole (BTD) derivative with a high fluorescence quantum yield in solution and in the crystalline state and shows by spectroelectrochemical analysis that reversible switching of UV absorption in the neutral state, to broadband Vis/NIR absorption in the 1st oxidized state, to sharp band Vis absorption in the 2nd oxidized state, is possible. For the one‐electron oxidized species, formation of a delocalized radical is confirmed by electron paramagnetic resonance spectroelectrochemistry. Furthermore, our results reveal an increasing quinoidal distortion upon the 1st and 2nd oxidation, which can be used as the leitmotif for the development of BTD based redox switches.

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Diaminodicyanochinone – Fluoreszenzfarbstoffe mit hohem Dipolmoment und Elektronenakzeptor‐Eigenschaften

Cited by 3 publications

References 47 publications

Regioselective Functionalization of Stable BN‐Modified Luminescent Tetraphenes for High‐Resolution Fingerprint Imaging

Regioselective Functionalization of Stable BN‐Modified Luminescent Tetraphenes for High‐Resolution Fingerprint Imaging

Single‐Benzene‐Based Solvatochromic Chromophores: Color‐Tunable and Bright Fluorescence in the Solid and Solution States

Between Aromatic and Quinoid Structure: A Symmetrical UV to Vis/NIR Benzothiadiazole Redox Switch

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