Rectifying enhancement induced by conjugation breaking in thiolated arylethynylene single-molecular diodes
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Anthraquinones
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Anthraquinones
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A novel porphyrin-anthraquinone compound was synthesized under microwave radiation.The structure of new compounds have been confirmed by IR,UV-visible spectrum,1HNMR.The influence of structure to spectral property were discussed.The results indicated ultraviolet-visible absorption shifted to red due to anthraquinone connected to the porphyrin molecules to expand the conjugated system of the compounds.Fluorescence spectra show that porphyrin and anthraquinone via amido link form a conjugated system.Thus,the excited state photoelectron in porphin ring transfer to the anthraquinone,resulting in fluorescence quenching.
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Visible spectrum
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π-Conjugation plays an important role in charge transport through single molecular junctions. We describe in this paper the construction of a mechanically controlled break-junction setup (MCBJ) equipped with a highly sensitive log I–V converter in order to measure ultralow conductances of molecular rods trapped between two gold leads. The current resolution of the setup reaches down to 10 fA. We report single-molecule conductance measurements of an anthracene-based linearly conjugated molecule ( AC ), of an anthraquinone-based cross-conjugated molecule ( AQ ), and of a dihydroanthracene-based molecule ( AH ) with a broken conjugation. The quantitative analysis of complementary current–distance and current–voltage measurements revealed details of the influence of π-conjugation on the single-molecule conductance.
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Molecular Electronics
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The conjugated dyad system TTFan,linking the strong fluorescent anthracene unit to tetrathiafulvalene moiety through a double bond,was synthesized by the Witting reaction.Upon oxidation of the TTF moiety in TTFan,the electron-donating ability of TTF was reduced dramatically.As a result,the off-on process restored the fluorescence of anthracene quenched by the neutral TTF.
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Fourier transform-based spectroscopic imaging was used for direct, time-resolved, analysis of UV-irradiated anthracene crystallites. Well-resolved fluorescence spectra were obtained at a spatial resolution of 1 microm. The appearance of such photochemical by-products as dianthracene and anthraquinone was monitored throughout the irradiation experiments. Under deaerated conditions, photolysis of anthracene was accompanied by formation of dianthracene. When performed under aerated conditions, however, the spectral data indicated formation of both dianthracene and anthraquinone. Spectral features obtained for the directly monitored photolysis of anthracene are discussed in respect to the structural and compositional modifications in such crystallites. Capabilities of the spectral imaging device for the quantification of the photochemical products of anthracene are discussed.
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Abstract Fluorescence changing of anthracene crystals in air, O2, N2, recorded at room temperature is reported. Two different products formed under irradiation of anthracene were isolated and recognized as anthracene dimer and anthraquinone. A correlation between the above fluorescence change and the photochemical behaviour of anthracene was found.
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The triplet‐triplet spectra of three commercial anthraquinone vat dyes (C.I. 67300, C.I. 59100 and C.I. 60515) were studied in solution at room temperature using laser photolysis. The triplet states of these dyes react with oxygen, and the rate constants for the quenching process were measured, together with the rates of energy transfer from the triplet state to anthracene. These observations are considered in relation to the photoreactivity of these dyes.
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Flash photolysis
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Fourier transform–based spectroscopic imaging was used for direct, time-resolved, analysis of UV-irradiated anthracene crystallites. Well-resolved fluorescence spectra were obtained at a spatial resolution of 1 μm. The appearance of such photochemical by-products as dianthracene and anthraquinone was monitored throughout the irradiation experiments. Under deaerated conditions, photolysis of anthracene was accompanied by formation of dianthracene. When performed under aerated conditions, however, the spectral data indicated formation of both dianthracene and anthraquinone. Spectral features obtained for the directly monitored photolysis of anthracene are discussed in respect to the structural and compositional modifications in such crystallites. Capabilities of the spectral imaging device for the quantification of the photochemical products of anthracene are discussed.
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A series of anthracene-containing derivatives have been synthesised and characterised. The photochemical behaviour of these derivatives have been investigated by 1 H NMR spectroscopy. An unprecedented photolysis reaction for anthracene-containing derivatives was observed in the case of anthracenes directly armed with a -CH2 O-R group upon UV irradiation. The photolysis reaction process has been demonstrated to occur in three steps. Firstly, the anthracene-containing derivatives are converted into the corresponding endoperoxide intermediate upon UV irradiation in the presence of air; then, the endoperoxide intermediate is decomposed to the corresponding starting compound and 9-anthraldehyde; finally, 9-anthraldehyde is further oxidised to anthraquinone. Additionally, the photolysis reaction of anthracene-containing derivatives is significantly promoted in the presence of a thiacalix[4]arene platform.
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