“…The simplest of 2,6-disubstituted-4H-pyran-4-ones is 2,6-dimethyl-4H-pyran-4-one (compound 2 in Fig.2), which is obtained in 86% yield from dehydroacetic acid (compound 1 in Fig.2) by acidic rearrangement with following decarboxylation (see Fig.2) [32][33]. Figure 2.…”
Section: Synthesis Of the Backbone Fragment: 26-disubstituted-4h-pyrmentioning
confidence: 99%
“…If a pyranylidene type compound has two active methyl groups, like compound 25a, (see Fig.10) it will react with one or two aromatic aldehyde molecules producing chromophores 58-66 (see Fig.14). The reaction product will most likely be a mixture of mono-and bis-condensation products, which are difficult to separate and purify [32]. In reaction with two methyl groups bis-styryl derivatives of pyranylidene are obtained (see Fig.14).…”
Section: Synthesis Of Pyranilydene and Isophorene Type Red Luminescenmentioning
confidence: 99%
“…We have synthesized such a compound -4-(bis(2-(trityloxy)ethyl)amino) benzaldehyde [31][32] 75, in Fig.16. …”
Section: Synthesis and Properties Of Trityloxy Group Containing Glassmentioning
confidence: 99%
“…For obtaining red luminescent glass forming derivatives of pyranylidene, we use three different electron acceptor fragment containing derivatives of pyranylidene (compounds 25a in Fig.17). Malononitrile (in compounds 74a and 75a), indene-1,3-dione (in compounds 74b and 75b) and barbituric acid (in compounds 74c and 75c) are used as electron acceptor fragment carrying compounds [32].…”
Section: Preparation Of Molecular Glassesmentioning
confidence: 99%
“…Such compounds, which can make a solid-state glassy structure prepared from solutions, could facilitate technological processes in the production of many devices in optoelectronics, for example, light emitting devices by low-cost deposition such as wet casting methods and easier light-emitting material synthesis. Some of these red lightemitting compounds have been introduced by us [28][29][30][31][32].…”
“…The simplest of 2,6-disubstituted-4H-pyran-4-ones is 2,6-dimethyl-4H-pyran-4-one (compound 2 in Fig.2), which is obtained in 86% yield from dehydroacetic acid (compound 1 in Fig.2) by acidic rearrangement with following decarboxylation (see Fig.2) [32][33]. Figure 2.…”
Section: Synthesis Of the Backbone Fragment: 26-disubstituted-4h-pyrmentioning
confidence: 99%
“…If a pyranylidene type compound has two active methyl groups, like compound 25a, (see Fig.10) it will react with one or two aromatic aldehyde molecules producing chromophores 58-66 (see Fig.14). The reaction product will most likely be a mixture of mono-and bis-condensation products, which are difficult to separate and purify [32]. In reaction with two methyl groups bis-styryl derivatives of pyranylidene are obtained (see Fig.14).…”
Section: Synthesis Of Pyranilydene and Isophorene Type Red Luminescenmentioning
confidence: 99%
“…We have synthesized such a compound -4-(bis(2-(trityloxy)ethyl)amino) benzaldehyde [31][32] 75, in Fig.16. …”
Section: Synthesis and Properties Of Trityloxy Group Containing Glassmentioning
confidence: 99%
“…For obtaining red luminescent glass forming derivatives of pyranylidene, we use three different electron acceptor fragment containing derivatives of pyranylidene (compounds 25a in Fig.17). Malononitrile (in compounds 74a and 75a), indene-1,3-dione (in compounds 74b and 75b) and barbituric acid (in compounds 74c and 75c) are used as electron acceptor fragment carrying compounds [32].…”
Section: Preparation Of Molecular Glassesmentioning
confidence: 99%
“…Such compounds, which can make a solid-state glassy structure prepared from solutions, could facilitate technological processes in the production of many devices in optoelectronics, for example, light emitting devices by low-cost deposition such as wet casting methods and easier light-emitting material synthesis. Some of these red lightemitting compounds have been introduced by us [28][29][30][31][32].…”
A series of hybrid donor–acceptor complexes with a ferrocene moiety and isophorone derivatives were synthesized. Data from 1H NMR, 13C NMR, Fourier transform infrared, atomic absorption and mass spectroscopies and CHN analysis supported the predicted structure of the products. A comparative investigation was performed using UV–visible, cyclic voltammetry and fluorescence measurements. Density functional theory was used to optimize the chromophore structure and calculation of highest occupied and lowest unoccupied molecular orbital energy levels. The ferrocene/isophorone hybrids show useful properties for further development and studies as electro‐optic materials.
A series of mono-condensed ferrocene-pyranylidene dyads in the form of donor-spacer-acceptor hybrid have been synthesized and characterized using 1 H NMR, 13 C NMR, Fourier transform infrared and mass spectroscopies and CHN analysis. The electrochemical and photochemical properties of these compounds were studied using UV-visible spectroscopy and cyclic voltammetry. A quantum chemistry study of the synthesized compounds was performed with the density functional theory approach. The studies show that the band gap of this class of compounds can be tuned by changing the acceptor group or the length of the conjugate spacer. Considering all the results obtained, ferrocene has a good performance, as good as or even better than that of bulky aryl amines as donor groups in these systems.
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