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A new simple and efficient methodology for reductive sulfur extrusion from 2,1,3-benzothiadiazole compounds has been developed using NaBH4 in the presence of catalytic amounts of CoCl2·6H2O (1 mol %). This method is an efficient alternative for the generation of various 1,4-disubstituted-2,3-diaminobenzene derivatives from 4,7-disubstituted-2,1,3- benzothiadiazoles. The diamines can be easily converted into 4,7-disubstituted-quinoxaline compounds by simple reaction with glyoxal-sodium bisulfite.

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A D-pi-A-pi-D carbazole derivative (PCQ) with a quinoxaline moiety was designed and synthesized. Its photophysical properties in solution were studied. Moreover, PCQ was found to be a highly efficient gelator toward various apolar and polar organic solvents with the critical gelation concentrations (CGCs) as low as 0.06 wt/vol%. Spectral studies and molecular dynamic stimulation revealed that the intermolecular H-bonds and pi-pi stacking interactions might be responsible for guiding the self-assembly processes and the gel formation. Interestingly, PCQ could construct two-component gel with fullerene derivative driven by intermolecular hydrogen bonds. Moreover, the two-component gel film could generate photocurrent under light irradiation, indicating photo-induced electron transfer from the PCQ aggregate to the fullerene derivative.

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PROBLEM TO BE SOLVED: To provide an electrochromic compound developing a magenta color and reducing coloring when the color is erased, an electrochromic composition coupled or adsorbed with the compound, and a display element using the compound or the composition.

SOLUTION: The display element includes an electrolyte 3 between a display electrode 1 and a counter electrode 2, and a display layer 4 containing the electrochromic compound expressed by general formula (1) is formed on a surface in a counter electrode side of the display electrode. In formula, X1to X12each represents a hydrogen atom or monovalent group, R1to R2each represents a monovalent group, and Aand Beach represents a monovalent anion.

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New Advances in Chemical Research, May 2021. The transformation of simple hydrocarbons into more complex and valuable products via catalytic C–H bond functionalisation has revolutionised modern synthetic chemistry.Recommanded Product: 148231-12-3, In a article, mentioned the application of 148231-12-3, Name is 5,8-Dibromoquinoxaline, molecular formula is C8H4Br2N2

Glowing together: An efficient red-light-emitting system has been created in polar water media based on the aggregation of donor-acceptor molecules. In the THF/water mixture, the emission was quenched when a small volume of water was used, whereas it was recovered and enhanced upon aggregate formation with a large water volume. Copyright

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The synthesis of a new series of photoluminescent compounds, namely 5,8-diaryl quinoxaline derivatives (aryl = phenyl, 4-fluorophenyl, 4-methoxyphenyl, and 4-cyanophenyl), was achieved by a direct Suzuki cross-coupling reaction with the employment of a NCP-pincer palladacycle. The electrochemical and photophysical properties of these compounds were also investigated. Four new 4,8-diaryl-2,1,3-benzothiadiazoles were also synthesized in order to enable a comparison between the two types of nitrogen-containing pi-extended heterocycles. The substitution of a hydrogen atom at the 4-position of the aryl that is groups attached to the quinoxaline or benzothiadiazole base by either electron-donating or -withdrawing groups results in an increase in the bandgap energy (from 2.21 to 2.52 eV) of pi-extended 5,8-quinoxaline derivatives and a decrease in the bandgap energy (from 2.65 to 2.40 eV) of pi-extended 2,1,3-benzothiadiazoles. Moreover, pi-extension at the 5- and 8-positions of the quinoxaline core is not essential for the photoluminescence of these compounds and 4,7-pi-extended 2,1,3- benzothiadiazole derivatives are far better candidates for luminescence applications than are the quinoxaline derivatives. Wiley-VCH Verlag GmbH & Co. KGaA, 2006.

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A series of symmetrical donor-acceptor-donor (D-A-D) chromophores bearing various electron-withdrawing groups, such as quinoxaline (Qx), benzo[g]quinoxaline (BQ), phenazine (Pz), benzo[b]phenazine (BP), thieno[3,4-b]pyrazine (TP), and thieno[3,4-b]quinoxaline (TQ), has been designed and synthesized. Intramolecular charge transfer (ICT) interactions can be found for all the chromophores due to the electron-withdrawing properties of the two imine nitrogens in the pyrazine ring and the electron-donating properties of the other two amine nitrogens in the two triphenylamines. Upon the fusion of either benzene or thiophene ring on the pyrazine acceptor unit, the ICT interactions are strengthened, which results in the bathochromically shifted ICT band. Moreover, the thiophene ring is superior to the benzene ring in enlarging the ICT interaction and expanding the absorption spectrum. Typically, when a thiophene ring is fused on the Qx unit in DQxD, a near-infrared dye is realized in simple chromophore DTQD, which displays the maximum absorption wavelength at 716 nm with the threshold over 900 nm. This is probably due to the enhanced charge density on the acceptor moiety and better orbital overlap, as revealed by theoretical calculation. These results suggest that extending the conjugation of a pyrazine acceptor in an orthogonal direction to the D-A-D backbone can dramatically improve the ICT interactions.

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Three series of alternating donor- acceptor-substituted co-oligomers (with different chain lengths) have been prepared by application of the Pd-catalyzed Stille coupling methodology. They contain pyrrole or thiophene as the electron-rich unit and quinoxaline or 2,1,3-benzothiadiazole as the electron-deficient unit. The trimethylstannyl group is always located on the electron-rich unit, whereas the bromo substituent is always located on the electron-deficient one. The tBoc-protecting group is used in the synthesis of the pyrrole-containing oligomers. The incremental bathochromic shift of lambda(max) upon chain elongation of the three series of oligomers is less than that of the homooligomers of thiophene and pyrrole; this decrease is caused by a diminished dispersion of the LUMO level upon chain elongation. This conclusion was drawn after comparing the oxidation and reduction behavior of the thiophene/benzothiadiazote co-oligomers with that of thiophene oligomers. The incremental bathochromic shift is similar for all three series of oligomers and is used as a tool in the band-gap engineering of donor- acceptor-substituted pi-conjugated polymers.

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In this paper, we report a systematic study on the light-emitting behavior of a series of triphenylamine-based donor-acceptor-type dyes in the solution and solid states as well as in the aggregated state in polar aqueous media. The emission band shifted bathochromically along with the decrease in the fluorescence quantum yield as the solvent polarity was increased from nonpolar cyclohexane to polar DMF. In a THF/water medium, the emission was quenched in a low water volume, whereas the emission was recovered and increased in a high water volume. In a low water volume, the dye molecules exist in a monomeric form, and the fluorescence quenching increases with increasing water fraction, similar to that observed in the solvent-polarity-dependence study. In contrast, the dye molecules aggregated in a high water volume. This is probably because the inside of aggregates is less polar than the outside, thus preventing nonradiative deactivation and recovering the emission. This unusual emission was achieved by triphenylamine-based dyes containing a relatively strong acceptor moiety such as quinoxaline, benzothiadiazole, and thiadiazolopyridine, providing longer-wavelength red and near-IR emission. In the benzothiadiazole-based dyes, when the phenyl groups in the donor moieties were replaced with methyl groups, the fluorescence quantum yield decreased, indicating that the triphenylamine donor moiety is suitable for emission in the aggregated state. The nonplanar structure of triphenylamine disrupts an ordered packing and produces a less-ordered spherical aggregate, leading to an efficient light emission even in polar aqueous media.

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New Advances in Chemical Research in 2021. In homogeneous catalysis, the catalyst is in the same phase as the reactant. The number of collisions between reactants and catalyst is at a maximum.In a patent, 148231-12-3, name is 5,8-Dibromoquinoxaline, introducing its new discovery. Synthetic Route of 148231-12-3

A series of novel light-emitting copolymers consisted of 9,9-dihexylfluorene (F) and different acceptor segments, including quinoxaline (Q), 2,1,3-benzothiadiazole (BT) and thieno[3,4-b]-pyrazine (TP), were synthesized by the palladium-catalyzed Suzuki coupling reaction. Three fluorene-acceptor alternating copolymers (PFQ, PFBT, PFTP) and six F-TP (PFTP0.5-PFTP35) random copolymers were investigated and compared with the parent polyfluorene (PF). The experimental results suggest that the acceptor strength or content significantly affect the electronic and optoelectronic properties. The optical absorption maxima of the PF, PFQ, PFBT, and PFTP are 368, 416, 470, and 578 nm, respectively, which indicates the significance of intramolecular charge transfer. The electrochemical band gap also shows a similar trend. The incorporation of the acceptor into the PF lowers the LUMO level and thus could improve the electron-accepting ability of the PF. The emission maxima on the photoluminescence (PL) spectra of the PF, PFQ, PFBT, and PFTP films are 424, 493, 540, and 674 nm, which correspond to the color of blue, green, yellow, and red, respectively. It suggests that the full color of emission can be achieved by different acceptors. The significant positive solvatochromism on the PL spectra in different polar solvents suggests the efficient intramolecular charge transfer in PFTP. However, such charge transfer or heavy-atom effect results in fluorescence quenching and thus reduces the PL efficiencies. By random copolymerizing the TP into the PF, the PL efficiency could be improved. A significantly reduction on the PF emission peak with increasing the TP content suggests the energy transfer between the PF and TP segments. Besides, the characteristics on the electroluminescence (EL) devices of ITO/PEDOT:PSS/emissive layer/Ca/Ag suggest that such energy transfer results in the complete quenching of the PF emission at only 1% TP content in the PFTP01. The maximum external quantum efficiency (EQE) of the EL device based on the PFTP01 is superior to that of the PF due to the reduced LUMO level in matching with the Ca. The CIE 1931 coordinates of the PFTP01 based EL device under the condition of maximum EQE is (0.66, 0.31), which is close to the standard red of (0.66, 0.34) demanded by the National Television System Committee (NTSC). The luminescence characteristics based on the prepared polymers depend on the Foerster energy transfer or the intramolecular charge transfer, or heavy-atom fluorescence quenching. The present study suggests that the tuning of the electronic and optoelectronic properties could be achieved by incorporating various acceptors or content into the polyfluorenes.

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A new neutral state green polymer, poly (2,3-bis(4-tert-butylphenyl)-5,8-di(1H-pyrrol-2-yl) quinoxaline) (PTBPPQ) was synthesized and its potential use as an electrochromic material was investigated. Spectroelectrochemistry studies showed that polymer reveals two distinct absorption bands as expected for a donor-acceptor type polymer, at 408 and 745 nm. In addition, polymer has excellent switching properties with satisfactory optical contrasts and very short switching times. Outstanding optical contrast in the NIR region and stability make this polymer a great candidate for many applications. It should be noted that PTBPPQ is one of the few examples of neutral state green polymeric materials with superior switching properties. Hence, PTBPPQ can be used as a green polymeric material for display technologies.

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