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On the basis of theoretical models and calculations, several alternating polymeric structures have been investigated to develop optimized poly(2,7-carbazole) derivatives for solar cell applications. Selected low band gap alternating copolymers have been obtained via a Suzuki coupling reaction. A good correlation between DFT theoretical calculations performed on model compounds and the experimental HOMO, LUMO, and band gap energies of the corresponding polymers has been obtained. This study reveals that the alternating copolymer HOMO energy level is mainly fixed by the carbazole moiety, whereas the LUMO energy level is mainly related to the nature of the electron-withdrawing comonomer. However, solar cell performances are not solely driven by the energy levels of the materials. Clearly, the molecular weight and the overall organization of the polymers are other important key parameters to consider when developing new polymers for solar cells. Preliminary measurements have revealed hole mobilities of about 1 × 10-3 cm2·V-1·s-1 and a power conversion efficiency (PCE) up to 3.6%. Further improvements are anticipated through a rational design of new symmetric low band gap poly(2,7-carbazole) derivatives.

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Two novel organic sensitizers (FNE55 and FNE56) containing a 6,7-difluoroquinoxaline moiety have been designed and synthesized for quasi-solid-state dye-sensitized solar cells (DSSCs). For comparison, an organic dye, FNE54, without fluorine has also been synthesized. The effects of the introduction of fluorine on the absorption, electrochemical and photovoltaic properties have been systematically investigated. Upon the incorporation of fluorine in the quinoxaline unit, the electron-withdrawing ability is strengthened, which results in the enhanced push-pull interactions and thus narrows the energy band gap. The absorption maximum wavelength in toluene solution bathochromically shifts from 504 nm for FNE54 to 511 nm for FNE55, and further to 525 nm for FNE56. However, although the lowest unoccupied molecular orbitals (LUMOs) are lowered down after the introduction of fluorines, the driving force for the photo-excited electrons from their excited states to the semiconductor conduction band is still sufficient. Consequently, the quasi-solid-state DSSC based on FNE56 exhibits a highest power conversion efficiency of 8.2%, which is 37% higher than that for FNE54 based quasi-solid-state DSSCs.

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In this paper, research work focuses on the synthesis of a series of PPE-based polymers with commonly used conjugated units, including thiophene, benzo[c][1,2,5]thiadiazole (BT), benzo[c][1,2,5]selenadiazole (BSe), etc. The optical bandgaps of these polymers were tuned in the range of 2.10-2.76 eV. The order of bandgap-lowering ability of these units in PPE-derivatives is: M-3 > M-6 > M-5 > M-4 > M-9 ? M-7, M-8 > M-2. Their FRET applications in polymer solar cell and TNT detection were studied respectively, and the results indicated that all these PPE-derivatives were good candidate materials for polymer solar cells or detecting TNT in solution. Furthermore, if electron-acceptor units had structures similar to the diphenylquinoxaline in the PPE-derivatives chain, the polymers would give a better fluorescence quenching in response to TNT compound. Polymers PPE-7 and PPE-8 were chosen as representative samples to investigate their photo-oxidative stability compared with that of PPVs or PTs. The results demonstrated that both polymers PPE-7 and PPE-8 were more photo-oxidatively stable than MEH-PPV or P3HT.

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The present invention relates to novel conjugated polymers comprising spirobifluorene units and their use in optoelectronic devices, preferably in, for example, displays based on polymeric organic light-emitting diodes.

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Four D-A-pi-A motif organic sensitizers (IQ9, IQ10, IQ11 and IQ12) in the absence or presence of thiophene substituents grafted onto the auxiliary acceptor of a quinoxaline unit have been developed for dye sensitized solar cells (DSSCs). Upon changing the pi-linker from benzene to thiophene, the photocurrent (Jsc) of IQ10 increases around 2-fold, and the photovoltage (Voc) decreases by 52 mV compared to that of IQ9. It is attributed to the fact that compared with the benzene linker, the thiophene conjugated bridge in dye IQ10 induces a small twist in the molecular planarity, thus resulting in the high light-harvesting capability (beneficial to Jsc) and high charge recombination (unbeneficial to Voc). To prevent this “trade-off” effect between photocurrent and photovoltage, the building block of 2,3-dithienylquinoxaline as an auxiliary unit is specifically incorporated, which brings forth several advantages such as distinctly extending the light-harvesting region, increasing molar absorption coefficients, and blocking the dye self-aggregation to reduce charge recombination. Remarkably, dye IQ12 exhibits a beneficial balance between Jsc (17.97 mA cm-2) and Voc (715 mV), along with a promising photovoltaic efficiency of 8.76%, much better than the corresponding dyes IQ9 (2.91%), IQ10 (7.75%) and IQ11 (6.56%). As demonstrated, the two twisted thiophene groups grafted onto the quinoxaline unit facilitate the resulting compact sensitizer layer to effectively overcome the charge recombination drawbacks in Voc arising from the thiophene pi-bridge linker, providing a rational molecular engineering to pursue the synergistic enhancement in the photocurrent and photovoltage for highly efficient organic sensitizers.

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Poly[4,8-bis(2-ethylhexyloxy)benzo[1,2-b:4,5-b?]dithiophene-co-quinoxaline] (PBDTQx) copolymer; to be used as an electron donor in bulk heterojunction (BHJ) polymer solar cell; was synthesized from benzo[1,2-b:4,5-b?]dithiophene and quinoxaline via a Stille coupling reaction. BHJ polymer solar cells based on the ternary blend of PBDTQx; indene-C60 bisadduct (ICBA) and [6,6]-phenyl-C71-butyric-acid-methyl-ester(PC71BM) were then fabricated and tested for the power conversion efficiency (PCE) values. From the IV curves; it was found that the open circuit voltage (Voc) and current density (Jsc) of the solar cell increased with the addition of ICBA. This was related to the lowest unoccupied molecular orbital (LUMO) level of ICBA; which is suitable with those of PC71BM and PBDTQx. It was also found that PCE of the solar cell can be improved significantly by double layers coating of the active materials (PBDTQx:PC71BM:ICBA). The above effect was ascribed to changes in morphology and crystallinity of the active layer.

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The present invention refers to organic semiconductor compound, and manufacturing method thereof including relates to organic electronic devices, including qinoxalines in more specifically comprises an organic semiconductor compound and is, and manufacturing method thereof including relates organic electronic devices. (S) sulfur in addition and that includes an input and thiophene derivatives by combining together […] compound and represents the gap a low the minute particles are produced by, including organic electronic devices of the present invention same the photoactive layer and that comprises an organic semiconductor compound and that is epoch-making a fullerene derivatives have a high efficiency by use of the combination that varies. In addition of the present invention that comprises an organic semiconductor compound and high thermal stability and high solubility due to organic electronic devices including same has at least contains an alkaline halide in particular organic electronic devices, organic solar cells or of organic TFT highly available as n-type material can be. (by machine translation)

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Di-, tri-, and tetrathienyl-substituted polycyclic aromatic fluorophores were prepared from different aryldi-, aryltri-, or aryltetrahalides by a simple and fast Suzuki coupling. The reaction was optimized for the synthesis of the desired materials on multigram scale. The coupled products were converted into the corresponding iodides through iodination with N-iodosuccinimide. The iodides turned out to be versatile starting materials for applications, such as periodic mesoporous organosilica syntheses. They were converted into a variety of new trimethoxysilyl arenes by using a very efficient Pd-mediated C-Si cross-coupling, which was also extended to the corresponding thienyl bromides by using a dimeric PdI catalyst. All compounds were characterized by 1H NMR, 13C NMR, 29Si NMR, and ATR-IR spectroscopy and HRMS.

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The synthesis of brominated quinoxaline derivatives starting from several kinds of quinoxaline by different bromination strategies was studied. First the synthesis of some brominated quinoxalines was accomplished along with the development of an alternative and effective synthesis of some known compounds. A new, clean, and effective synthetic method for selective reduction of quinoxaline to 1,2,3,4-tetrahydroquinoxaline was also developed. The products obtained were characterized by means of NMR spectroscopy, elemental analyses, and mass spectrometry.

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The specification of the formula 1 compound and including coating composition, a number of organic light emitting element and using the same bath method are disclosed. (by machine translation)

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