Abstract:A series of linear benzofuran
derivatives consisting of either
a vinylene or a cyanovinylene were prepared in order to investigate
their emission properties. The X-ray crystallography of structurally
similar derivatives was also evaluated. The crystalline structures
of the vinylene derivatives showed only lateral contacts that involved
the benzofurans and no π-stacking. In contrast, π-stacking
was observed for the bisbenzofuran and benzofuran-phenyl
cyanovinylene derivatives. No intermolecular π–π
stacking was… Show more
“…[35,36] Then 2-benzofuran acetonitrile 1 was obtained by the condensation of the stabilized ylide Y on the 2coumaranone. [23] Non classical Wittig reactions of lactones with stabilized ylides can be performed by using forcing conditions like high temperature and/or microwave irradiation.. [37,38,39] The resulting ethylenic derivative is not isolated because undergoing tautomerism rearrangement to afford 1. [40] The reaction proceeds rapidly in 15 min under microwave activation at 120°C in toluene.…”
Section: Resultsmentioning
confidence: 99%
“…[20,21,22] Moreover, linear extended benzofuran derivatives are efficient luminophores presenting high quantum yield both in solution and in the solid state. [23,24] In the continuation of our current interest in conjugated systems based on benzofuran units, we have prepared and explored the electronic properties of two new series of derivatives associating benzofuran-cyanovinyl unit with phenyl or furan moieties obtained from benzaldehyde-lignocellulosic (Be1-Be3) or furaldehyde -saccharide (Fu1-Fu2) platforms (Figure 1).…”
Two series of linear extended benzofuran derivatives associating cyanovinyl unit and phenyl or furan moieties obtained from benzaldehyde-lignocellulosic (Be series) or furaldehyde-saccharide (Fu series) platforms were prepared in order to investigate their emission and electrochemical properties. For the fluorescence in solution and solid states, contrasting results between the two series were demonstrated. For Be series a net aggregation induced emission effect was observed with high fluorescence quantum yield for the solid state. A [2 + 2] cycloaddition under irradiation at 350 nm was also revealed for one derivative of Be series. In contrast, for Fu series the fluorescence in solution is higher than in the solid state. The X-ray crystallography studies for the compounds reveal the formation of strong π-π stacking for the derivatives without emissive property in the solid state and the presence of essentially lateral contacts for emissive compounds. Taking advantage of the propensity to develop 2D π-stacking mode for the more extended derivative with a central furan cycle, organic field effect transistors presenting hole mobility have been made.
“…[35,36] Then 2-benzofuran acetonitrile 1 was obtained by the condensation of the stabilized ylide Y on the 2coumaranone. [23] Non classical Wittig reactions of lactones with stabilized ylides can be performed by using forcing conditions like high temperature and/or microwave irradiation.. [37,38,39] The resulting ethylenic derivative is not isolated because undergoing tautomerism rearrangement to afford 1. [40] The reaction proceeds rapidly in 15 min under microwave activation at 120°C in toluene.…”
Section: Resultsmentioning
confidence: 99%
“…[20,21,22] Moreover, linear extended benzofuran derivatives are efficient luminophores presenting high quantum yield both in solution and in the solid state. [23,24] In the continuation of our current interest in conjugated systems based on benzofuran units, we have prepared and explored the electronic properties of two new series of derivatives associating benzofuran-cyanovinyl unit with phenyl or furan moieties obtained from benzaldehyde-lignocellulosic (Be1-Be3) or furaldehyde -saccharide (Fu1-Fu2) platforms (Figure 1).…”
Two series of linear extended benzofuran derivatives associating cyanovinyl unit and phenyl or furan moieties obtained from benzaldehyde-lignocellulosic (Be series) or furaldehyde-saccharide (Fu series) platforms were prepared in order to investigate their emission and electrochemical properties. For the fluorescence in solution and solid states, contrasting results between the two series were demonstrated. For Be series a net aggregation induced emission effect was observed with high fluorescence quantum yield for the solid state. A [2 + 2] cycloaddition under irradiation at 350 nm was also revealed for one derivative of Be series. In contrast, for Fu series the fluorescence in solution is higher than in the solid state. The X-ray crystallography studies for the compounds reveal the formation of strong π-π stacking for the derivatives without emissive property in the solid state and the presence of essentially lateral contacts for emissive compounds. Taking advantage of the propensity to develop 2D π-stacking mode for the more extended derivative with a central furan cycle, organic field effect transistors presenting hole mobility have been made.
“…The targeted dyes giving emissive blue (B1), [42] green (G2), [43] yellow (Y3) [44] and red (R4) [45] materials in the solid state were selected based on the carbazole (B1, Y3, R4) and benzofuran (G2) units (Figure 1).…”
Light-emitting polymer nanotubes with tailored fluorescence emission bands have been prepared using organic emissive materials based on benzofuran, carbazole, and indolocarbazole scaffolds and investigated with the goal to obtain pure whitelight emission at the nanoscale. The polymer nanostructures were obtained by the anodic aluminium oxide (AAO) template method with PMMA as a transparent polymer matrix and a proficient choice of organic dyes emitting in the blue, green, yellow and red parts of the spectral range. It is demonstrated that combining aqueous dispersions of monochromatic nanotubes is an effective way of generating white light emission due to a simple correlation between the individual color components. Furthermore, it is also possible to target white emission at the nanoscale by adjusting the concentration of the dyes inside single nanotubes in order to obtain optimal color coordinates of ca. 0.3 in the CIE chromaticity diagram.
“…7). It shows a strong emission with maximum emission band at 464 nm with 372 nm excitation in the solid state, which may be assigned to its overall degree of conjugation in favor of to the π-π ∗ transition in the crystal phase [14, 15, 16, 27]. Fig.…”
Section: Resultsmentioning
confidence: 99%
“…Luminescent molecular crystals have been paid much attention due to their applications in optoelectronics, biological imaging and chemical sensors. Fluorophores having emission that is enhanced when they are either aggregated or in the solid state [14, 15, 16, 17, 18].…”
In the present study, the natural madder dye was investigated to the simultaneous extraction and dyeing of cotton (natural fiber) and nylon (synthetic fiber). The optimum dye extraction conditions were found to be 80 °C, 60 min, and 1:6 with ethyl alcohol after madder had been fermenting for 24 hours with water as solvent. Interestingly, crystallization can be done to separate crystal mollugin from dyed solution. And then, dyed fabrics exhibited improved color strength and ultraviolet protection factor. Meanwhile, the mollugin showed a strong fluorescence emission with maximum emission band at 464 nm with 372 nm excitation in the solid state, which may provide potential molecular system for bio-based optoelectronics and chemical sensors.
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