847 results on '"Herbert Meier"'
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2. Unexpected Behavior of Enaminones: Interesting New Routes to 1,6-Naphthyridines, 2-Oxopyrrolidines and Pyrano[4,3,2-de][1,6]naphthyridines
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Herbert Meier, Johannes C. Liermann, Yehia A. Ibrahim, Noha Mohamed Hilmy, Saleh Mohammed Al-Mousawi, Moustafa Sherief Moustafa, and Mohamed Hilmy Elnagdi
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enaminones ,3-amino-2-cyanopent-2-enedinitrile ,7-amino-5-oxo-5,6-dihydro-1,6-naphthyridine-8-carbonitrile ,2-aminoprop-1-ene-1,1,3-tricarbonitrile ,Organic chemistry ,QD241-441 - Abstract
Reaction of enaminones 1a–d with 2-aminoprop-1-ene-1,1,3-tricarbonitrile (2) in the presence of AcOH/NH4OAc afforded 7-amino-5-oxo-5,6-dihydro-1,6-naphthyridine-8-carbonitrile derivatives 9a–d. On the other hand, 2-aminopyrano[4,3,2-de] [1,6]naphthyridine-3-carbonitriles 20a–c,e were the only obtained products from the reactions of 1a–d with 2 in the presence of AcOH/NaOAc, while 1d afforded [3,5-bis-(4-chloro-benzoyl)-phenyl]-(4-chloro-phenyl)-methanone 21 under the same condition. The reaction of 2 with diethyl acetylenedicarboxylate in the presence of AcOH/NH4OAc afforded (4-cyano-5-dicyanomethylene-2-oxo-2,5-dihydro-1H-pyrrol-3-yl)-acetic acid ethyl ester 15B.
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- 2012
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3. Benzoxetes and Benzothietes ¾ Heterocyclic Analogues of Benzocyclobutene
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Herbert Meier
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cycloaddition ,flash-vacuum-pyrolysis ,photochemistry ,ring closure ,ring opening ,Organic chemistry ,QD241-441 - Abstract
Benzo-condensed four-ring heterocycles, such as benzoxetes 1 and benzothietes 3 represent multi-purpose starting compounds for the preparation of various higher heterocyclic ring systems. The thermal or photochemical valence isomerizations between the benzenoid forms 1,3 and the higher reactive o-quinoid structures 2,4 provide the basis for the synthetic applications. On the other hand, this valence isomerization impedes in particular the generation and storage of 1 because the thermal equilibrium 1 2 is completely on the side of 2. Thus, the number of erroneous or questionable benzoxete structures published to date is surprisingly high. On the contrary, the thermal equilibrium 3 4 is on the side of the benzothietes 3, which makes them easily accessible, especially by different flash vacuum pyrolysis techniques. The present article gives a survey of the preparations of 1 and 2, and tries to stimulate their use in synthetic projects. Naphtho-condensed and higher condensed compounds and compounds with an exocyclic C=O or S=O double bond (lactones, thiolactones, sulfoxides and sulfones) are not covered in this article.
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- 2012
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4. Synthesis of aromatic derivates of the 5-oxopyrazolo[4,5-b]pyridine
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Jairo Quiroga P., Braulio Insuasty O., Martha Marín, Alexandra Aguirre, and Herbert Meier
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Ciclocondensación de chalconas ,Piridinas ,Análisis espectroscópico ,Espectrometría de masas ,Chemistry ,QD1-999 - Abstract
Se estudió la ciclocondensación de chalconas con 3-amino-5-pirazolona, la cual lleva a la formación de 2-aril-4-fenil-5-oxopirazolo[4,5-b]piridinas. Las estructuras de los compuestos obtenidos se determinó con base en los análisis espectroscópicos (RMN 'H y "C y espectrometría de masas).
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- 2010
5. Polyfunctional Nitriles in Organic Syntheses: A Novel Route to Aminopyrroles, Pyridazines and Pyrazolo[3,4-c]pyridazines
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Mohamed Hilmy Elnagdi, Heinz Kolshorn, Herbert Meier, Saleh M. Al-Mousawi, and Moustafa Sherief Moustafa
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Aminopyrrole ,Pyridazine ,Pyrazolopyridazine ,Phenacylmalononitrile ,Organic chemistry ,QD241-441 - Abstract
Phenacylmalononitrile 1 reacts with dimethylformamide dimethyl acetal to yield an enaminone which could be readily converted into a pyrrole or an aminopyridazine by treating with ammonium acetate and hydrazine hydrate, respectively. Compound 1 reacted with hydrazine hydrate in ethanol at room temperature to yield the dihydropyridazine 9 as a single product. In refluxing ethanol this product further reacted with hydrazine hydrate to yield the novel dihydropyrazolopyridazinamine 10.
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- 2009
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6. Chitosan as heterogeneous catalyst in Michael additions: The reaction of cinnamonitriles with active methyls, active methylenes and phenols
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Hamad M. Al-Matar, Khaled D. Khalil, Herbert Meier, Heinz Kolshorn, and Mohamed H. Elnagdi
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Organic chemistry ,QD241-441 - Published
- 2008
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7. 2H-Pyrazol-3-ylamines as precursors for the synthesis of polyfunctionally substituted pyrazolo[1,5-a]pyrimidines
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Hany Fakhry Anwar, Daisy Hanna Fleita, Heinz Kolshorn, Herbert Meier, and Mohamed Hilmy Elnagdi
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Organic chemistry ,QD241-441 - Published
- 2007
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8. Pillararene-based fluorescent sensors for the tracking of organic compounds
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Derong Cao and Herbert Meier
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Materials science ,Nanotechnology ,02 engineering and technology ,General Chemistry ,Pillararene ,010402 general chemistry ,021001 nanoscience & nanotechnology ,0210 nano-technology ,Tracking (particle physics) ,01 natural sciences ,Fluorescence ,0104 chemical sciences - Abstract
Fluorescent chemosensors based on pillararene complexes represent a new, promising branch in sensor technology. Because of CH⋅⋅⋅π interactions, aliphatic chains are well suited for the columnar cavities of pillararenes and bulky or sheet-like (sub)structures can be arranged on the portals. Thus, pillararenes form versatile receptors and an alteration of the fluorescence behavior upon complexation ensures the function of these chemosensors as the reporter. Although this field of research exists only since a few years, remarkable chemosensors were developed for substances as diverse as medical drugs, biochemicals, herbicides and explosives.
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- 2019
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9. Metal-free organic dyes with di(1-benzothieno)[3,2-b:2′,3′-d]pyrrole as a donor for efficient dye-sensitized solar cells: Effect of mono- and bi-anchors on photovoltaic performance
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Chaoqiang Liao, Derong Cao, Tao Hua, Hanlun Wu, Lingyun Wang, Herbert Meier, Zu-Sheng Huang, and Hao Tang
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Materials science ,Process Chemistry and Technology ,General Chemical Engineering ,Photovoltaic system ,Energy conversion efficiency ,Electron donor ,02 engineering and technology ,010402 general chemistry ,021001 nanoscience & nanotechnology ,Photochemistry ,01 natural sciences ,0104 chemical sciences ,law.invention ,Dye-sensitized solar cell ,chemistry.chemical_compound ,chemistry ,Metal free ,law ,Phenothiazine ,Solar cell ,0210 nano-technology ,Pyrrole - Abstract
Four novel metal-free organic dyes WL1a-b and WL2a-b containing di(1-benzothieno)[3,2-b:2′,3′-d]pyrrole (DBTP) as electron donor were synthesized and applied for dye-sensitized solar cells (DSSCs), where DBTP was firstly employed as a donor in the organic dyes. It has been demonstrated that the dyes WL with DBTP as a donor show better photovoltaic performance than the reference dye PTZ with phenothiazine as a donor. In comparison with WL1a-b with one cyanoacrylic acid as mono-anchor, WL2a-b with two cyanoacrylic acids as bi-anchors show a broader light absorption on the TiO2 film and higher molar extinction coefficients in solution, resulting in higher power conversion efficiency. Under standard global AM 1.5G solar light condition, WL2a sensitized solar cell obtained a high power conversion efficiency of 8%. The results indicate that the DBTP unit can be applied as an effective electron donor and DBTP-based organic dye is a promising candidate for efficient DSSCs.
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- 2019
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10. Phenothiazine dye featuring encapsulated insulated molecular wire as auxiliary donor for high photovoltage of dye-sensitized solar cells by suppression of aggregation
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Zu-Sheng Huang, Derong Cao, Ke Cai, Herbert Meier, Lingyun Wang, Tao Hua, and Hao Tang
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Materials science ,General Chemical Engineering ,Energy conversion efficiency ,02 engineering and technology ,010402 general chemistry ,021001 nanoscience & nanotechnology ,Photochemistry ,01 natural sciences ,0104 chemical sciences ,Dye-sensitized solar cell ,chemistry.chemical_compound ,Molecular wire ,chemistry ,Chenodeoxycholic acid ,Phenothiazine ,Electrochemistry ,0210 nano-technology ,Cell based - Abstract
Two efficient dye-sensitized solar cells have been fabricated by two novel D–D–π–A phenothiazine-based organic dyes (PH2 and PH3) with an encapsulated insulated molecular wire (EIMW) as an auxiliary donor. The cell sensitized by PH2 with EIMW as an auxiliary donor shows a much higher photovoltage (Voc) relative to the reference dye PH1 without EIMW, because the former dye can inhibit dye aggregation and suppress the charge recombination effectively. The results show that the cell sensitized by PH2 with co-adsorption of chenodeoxycholic acid obtains a high power conversion efficiency, even higher than that of the cell based on N719. Thus, an effective way to increase the photovoltage and efficiency of the DSSCs has been developed by introducing the EIMW into the organic dyes due to the effective inhibition of dye aggregation and charge recombination.
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- 2019
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11. Extended conjugation in stilbenoid squaraines
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Herbert Meier
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Solid-state ,02 engineering and technology ,General Chemistry ,Squaric acid ,Stilbenoid ,010402 general chemistry ,021001 nanoscience & nanotechnology ,Photochemistry ,01 natural sciences ,0104 chemical sciences ,chemistry.chemical_compound ,chemistry ,Wide area ,0210 nano-technology ,Absorption (electromagnetic radiation) ,Biosensor - Abstract
Squaraines, two-fold condensation products in 1,3-position of squaric acid, represent dyes or pigments of high actuality. After their first boom in electrophotography diverse applications are presently studied in a wide area of research, which reaches from electrooptical materials to biosensors and compounds used in photodynamic therapy. Absorption and/or emission ranges in the NIR are mandatory for many of these techniques. The present article deals with stilbenoid squaraines, which feature an extended conjugation in their biradicaloid D-π-A-π-D structure. Due to the charge-transfer character of the excitation, boundaries are set for the optimal length of the conjugation. The absorption maxima of the stilbenoid squaraines and their aggregates are lying in chloroform as a solvent between 600 and 1000 nm. In the solid state panchromatic absorptions can be observed, which reach far into the NIR region. The facile preparation of squaraines bearing stilbene building blocks in one or two of their arms and moreover the easy access to dyes with multiple squaraine units fixed to stilbenoid scaffolds promise a wide palette of further applications in materials science.
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- 2019
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12. Effect of structural engineering of π-spacers on anti-aggregation of D–A–π–A dyes
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Keyi Zhang, Zu-Sheng Huang, Tao Hua, Lingyun Wang, Derong Cao, Herbert Meier, and Hao Tang
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Steric effects ,Materials science ,business.industry ,Intermolecular force ,Anti aggregation ,02 engineering and technology ,General Chemistry ,Structural engineering ,010402 general chemistry ,021001 nanoscience & nanotechnology ,01 natural sciences ,0104 chemical sciences ,Molecular wire ,Materials Chemistry ,0210 nano-technology ,business - Abstract
In this paper, the encapsulated insulated molecular wire (EIMW) and 2′,7′-bis(hexyloxy)spiro[cyclopenta[2,1-b:3,4-b′]dithiophene-4,9′-fluorene] (SPDF) were specifically designed as efficient anti-aggregation π-bridges for two novel D–A–π–A metal-free sensitizers (IBT1 and IBT2). Compared with the reference dye IBT3 with 3,3′-dihexyl-2,2′-bithiophene (DHBT) as an anti-aggregation π-bridge, both the dyes IBT1 with EIMW and IBT2 with SPDF as π-bridges can suppress intermolecular aggregation more efficiently. The π-bridge of SPDF shows the strongest anti-aggregation ability due to the rigid ‘T’ configuration among these dyes. Meanwhile, the π-bridge of EIMW shows better anti-aggregation ability than DHBT because of the larger steric hindrance of the former. Finally, when the dyes IBT1 and IBT2 are co-sensitized with IBT3, respectively, the new devices exhibit high efficiencies of 7.85% and 7.64%, respectively, which are comparable to that of N719 (7.85%). The results demonstrate that the dyes with EIMW and SPDF as anti-aggregation π-bridges are promising candidates for efficient DSSCs and dye aggregation can be effectively inhibited by structural engineering of the π-spacer.
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- 2019
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13. Anschriften
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Stefan Bienz, Laurent Bigler, Thomas Fox, and Herbert Meier
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- 2021
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14. Spectroscopic Methods in Organic Chemistry
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Stefan Bienz, Laurent Bigler, Thomas Fox, and Herbert Meier
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- 2021
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15. 2 Infrared and Raman Spectra
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Stefan Bienz, Laurent Bigler, Thomas Fox, and Herbert Meier
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- 2021
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16. 4 Mass Spectrometry
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Stefan Bienz, Laurent Bigler, Thomas Fox, and Herbert Meier
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- 2021
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17. 6 Sachverzeichnis
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Stefan Bienz, Laurent Bigler, Thomas Fox, and Herbert Meier
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- 2021
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18. 5 Handling of Spectra and Analytical Data: Practical Examples
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Stefan Bienz, Laurent Bigler, Thomas Fox, and Herbert Meier
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- 2021
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19. 3 Nuclear Magnetic Resonance Spectroscopy
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Stefan Bienz, Laurent Bigler, Thomas Fox, and Herbert Meier
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- 2021
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20. Pillarquinones and Pillararenequinones
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Derong Cao and Herbert Meier
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010405 organic chemistry ,Chemistry ,Supramolecular chemistry ,Nanotechnology ,General Chemistry ,010402 general chemistry ,01 natural sciences ,0104 chemical sciences - Published
- 2018
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21. Diketopyrrolopyrrole based D-π-A-π-D type small organic molecules as hole transporting materials for perovskite solar cells
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Herbert Meier, Hao-Liang Cheng, Derong Cao, Xiaojuan Zhao, Lingyun Wang, Yan Shen, and Mingkui Wang
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Materials science ,Inorganic chemistry ,Energy Engineering and Power Technology ,02 engineering and technology ,010402 general chemistry ,021001 nanoscience & nanotechnology ,Photochemistry ,Triphenylamine ,01 natural sciences ,0104 chemical sciences ,Organic molecules ,chemistry.chemical_compound ,Fuel Technology ,chemistry ,Phenothiazine ,Electrochemistry ,Molecule ,0210 nano-technology ,Energy (miscellaneous) ,Perovskite (structure) - Abstract
Three novel diketopyrrolopyrrole (DPP) based small organic molecules were synthesized as hole transporting materials for perovskite solar cells. The effects of different donors and π bridges on the performance of perovskite solar cells (PSCs) were discussed. The efficiency of TPADPP-1, TPADPP-2, PTZDPP-2 was 5.10%, 9.85% and 8.16% respectively. Compared to TPADPP-2, the voltage of PTZDPP-2 was higher. Because the electron-donating ability of phenothiazine based donor was larger than that of triphenylamine based donor, the HOMO level of PTZDPP-2 was lower than that of TPADPP-2. The results indicated that the diketopyrrolopyrrole based D-π-A-π-D type small organic molecule might be a promising hole transporting material in the perovskite solar cells.
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- 2018
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22. Fluorescent-Cavity Host: An Efficient Probe to Study Supramolecular Recognition Mechanisms
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Guozhen Zhang, Linxian Xu, Derong Cao, Wei Cui, Herbert Meier, Lingyun Wang, and Hao Tang
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Fluorophore ,010405 organic chemistry ,Pillar ,Supramolecular chemistry ,macromolecular substances ,010402 general chemistry ,01 natural sciences ,Fluorescence ,Fluorescence spectroscopy ,0104 chemical sciences ,chemistry.chemical_compound ,Succinonitrile ,chemistry ,Biophysics ,General Materials Science ,Physical and Theoretical Chemistry ,Binding site - Abstract
Using fluorometry to study the interactions between guests and host cavities is often challenging, especially for hosts with small cavities because the fluorophore may not be close to the binding site. Therefore, it is critical to overcome this hurdle to broaden the applicability of fluorometry in supramolecular chemistry. Herein, we designed a fluorescent-cavity host (H1) by conjugating the binding site of a pillar[5]arene cavity and studied its host-guest recognition mechanism in the cavity. Distinct fluorescent responses of H1 were observed for cyano homologues: the fluorescence was enhanced for succinonitrile but quenched for malononitrile. Such an unusual phenomenon with such subtle difference in guest structure was attributed to the different host-guest interactions induced by the subtle difference of guest locations within the H1 cavity. Our results indicate that developing fluorescent-cavity hosts as probes will provide a powerful and insightful way to explore the exquisite detail of host-guest recognition, self-assembly, and molecular machinery.
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- 2018
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23. Impact of π-conjugation configurations on the photovoltaic performance of the quinoxaline-based organic dyes
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Herbert Meier, Sheng Wang, Derong Cao, Liangwei Ma, and Zu-Sheng Huang
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Photocurrent ,Materials science ,Process Chemistry and Technology ,General Chemical Engineering ,Intermolecular force ,Photovoltaic system ,Phenazine ,02 engineering and technology ,Conjugated system ,010402 general chemistry ,021001 nanoscience & nanotechnology ,Photochemistry ,01 natural sciences ,0104 chemical sciences ,Dye-sensitized solar cell ,chemistry.chemical_compound ,Quinoxaline ,chemistry ,0210 nano-technology ,Absorption (electromagnetic radiation) - Abstract
Three novel quinoxaline-based donor-π-acceptor type organic dyes were synthesized and explored as sensitizers in dye-sensitized solar cells (DSSCs). The impacts of various π-conjugation configurations which contain different quinoxaline derivatives on the absorption properties, electrochemical properties and photovoltaic performances, as well as theoretical calculations have been investigated systematically. The photovoltaic performances of these dyes were found to be highly relevant to the π-conjugated configurations. In particular, the DSSC based on the dye with 2,3-dioctylquinoxaline as the spacer exhibited the highest efficiency of 8.20% with a short-circuit photocurrent density of 17.83 mA cm−2, an open-circuit photovoltage of 0.71 V, and a fill factor of 0.65, under standard global AM 1.5G solar light condition. However, the DSSC based on the dye with a more conjugated dithieno [2,3-a:3′,2′-c]phenazine core as the spacer exhibited a lower efficiency due to serious intermolecular aggregation. When the intermolecular aggregation is inhibited, the efficiency can be improved greatly. The results confirm that the configuration of the π-conjugation of the dyes should be considered for the improvement of the photovoltaic performance.
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- 2017
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24. Synthesis and photovoltaic performance of the porphyrin based sensitizers with 2H-[1,2,3]triazolo[4,5-c]pyridine and benzotriazole as auxiliary acceptors
- Author
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Hao-Liang Cheng, Herbert Meier, Derong Cao, Zu-Sheng Huang, and Lingyun Wang
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Benzotriazole ,Process Chemistry and Technology ,General Chemical Engineering ,Energy conversion efficiency ,02 engineering and technology ,010402 general chemistry ,021001 nanoscience & nanotechnology ,Electrochemistry ,Photochemistry ,01 natural sciences ,Porphyrin ,0104 chemical sciences ,law.invention ,chemistry.chemical_compound ,chemistry ,law ,Pyridine ,Solar cell ,Triazolopyridine ,0210 nano-technology ,Visible spectrum - Abstract
Two novel zinc porphyrin dyes containing either benzotriazole or 2 H -[1,2,3]triazolo[4,5- c ]pyridine as auxiliary acceptors, respectively, were synthesized for dye-sensitized solar cells. These two auxiliary acceptors were firstly applied into porphyrin based dyes. The photophysical and electrochemical properties of the dyes were investigated. These two dyes show the whole visible light absorption when they are adsorbed on the TiO 2 film, which means that they are promising sensitizers for dye-sensitized solar cells. The absorption intensity of the triazolopyridine containing dye is higher than that of the benzotriazole containing dye, resulting in a better light harvesting. Thus, the dye-sensitized solar cell based on the former dye achieved higher conversion efficiency of 6.65% than the cell based on the latter dye (6.17%) with chenodeoxycholic acid as the coadsorbant.
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- 2017
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25. Double D–π–A branched dyes – a new class of metal-free organic dyes for efficient dye-sensitized solar cells
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Herbert Meier, Zu-Sheng Huang, and Derong Cao
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Materials science ,Energy conversion efficiency ,02 engineering and technology ,General Chemistry ,Chromophore ,010402 general chemistry ,021001 nanoscience & nanotechnology ,Ring (chemistry) ,Photochemistry ,01 natural sciences ,0104 chemical sciences ,Dye-sensitized solar cell ,Excited state ,Intramolecular force ,Materials Chemistry ,Molecule ,0210 nano-technology ,Excitation - Abstract
Double branched donor acceptor compounds (D–π–A)2L, whose separate branches are linked by saturated chains or ring systems, are highly promising sensitizers for dye-sensitized solar cells (DSSCs). Their photovoltaic performance η (power conversion efficiency PCE) is higher than the η value of the corresponding single branched sensitizers D–π–A. This advantage can be attributed to the lower aggregation tendency and to the higher loading density of the chromophores on the semi-conductor surface (TiO2). Moreover, the intramolecular transfer of the excitation energy can enhance the contact time of the adsorbed dye molecules in the excited state S1 and thus reduce the unwanted charge recombination (dark current).
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- 2017
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26. Conjugating pillararene dye in dye-sensitized solar cells
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Hanlun Wu, Yongshu Xie, Derong Cao, Qingliang Zeng, Hao Tang, Chaoqiang Liao, Herbert Meier, Lingyun Wang, and Kaiwen Zeng
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Photocurrent ,Materials science ,General Engineering ,Pillar ,General Physics and Astronomy ,General Chemistry ,Electrolyte ,Pillararene ,Photochemistry ,chemistry.chemical_compound ,Dye-sensitized solar cell ,General Energy ,chemistry ,Phenothiazine ,Moiety ,General Materials Science - Abstract
Summary The improvement of open-circuit voltage (VOC) is a crucial goal to develop efficient dye-sensitized solar cells (DSSCs). Here, conjugating pillar[5]arene dyes (PPI and PPII) are designed, synthesized, and applied in DSSCs. The presence of pillar[5]arene moiety in the dyes inhibits the dye aggregation and charge recombination in the DSSCs, leading to the enhancement of VOC. PPI with a single D-π-A backbone and a pillar[5]arene moiety achieves a VOC of 715 mV, which is much higher than the reference dye (VOC of 674 mV) with the same D-π-A backbone but no pillar[5]arene moiety. PPII with 2 D-π-A backbones also achieves a VOC of 746 mV and a much higher short-circuit photocurrent (JSC) than the reference dyes. In addition, the host-guest interaction can adjust the VOC and JSC by coupling dye with the imidazolium in electrolyte, as confirmed by the electrolyte engineering.
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- 2021
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27. Dithienopyrrolobenzotriazole-based organic dyes with high molar extinction coefficient for efficient dye-sensitized solar cells
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Tao Hua, Lingyun Wang, Zu-Sheng Huang, Jing Tian, Herbert Meier, and Derong Cao
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chemistry.chemical_classification ,Organic solar cell ,Process Chemistry and Technology ,General Chemical Engineering ,Electron donor ,02 engineering and technology ,Hybrid solar cell ,Molar absorptivity ,010402 general chemistry ,021001 nanoscience & nanotechnology ,Photochemistry ,01 natural sciences ,0104 chemical sciences ,law.invention ,chemistry.chemical_compound ,Dye-sensitized solar cell ,chemistry ,law ,Solar cell ,Moiety ,0210 nano-technology ,Alkyl - Abstract
Four novel organic dyes DT1-DT4 containing a dithienopyrrolobenzotriazole unit were synthesized and applied in dye sensitized solar cells, where dithienopyrrolobenzotriazole moiety was introduced as a π-spacer for the first time. The four dyes exhibited good light harvesting efficiency with high molar extinction coefficients and broad spectral response. The influence of the different electron donor on the photovoltaic performance was evaluated. The effects of the linear and branched alkyl chains in the π-bridge on the photophysical, electrochemical and photovoltaic performance were systemically investigated. The results show that branched alkyl chains are better than linear alkyl chains in inhibition of intermolecular aggregation and electron recombination between the injection electrons and electrolyte. Finally, DT4 sensitized solar cell obtained a power conversion efficiency of 8.05%. These results indicate that the dithienopyrrolobenzotriazole-based organic sensitizer is a promising candidate for efficient dye sensitized solar cells.
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- 2016
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28. Trilateral π-conjugation extensions of phenothiazine-based dyes enhance the photovoltaic performance of the dye-sensitized solar cells
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Zu-Sheng Huang, Dai-Bin Kuang, Herbert Meier, Lingyun Wang, Zafar Iqbal, Wu-Qiang Wu, and Derong Cao
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Photocurrent ,Chemistry ,business.industry ,Process Chemistry and Technology ,General Chemical Engineering ,Photovoltaic system ,Energy conversion efficiency ,02 engineering and technology ,010402 general chemistry ,021001 nanoscience & nanotechnology ,Ring (chemistry) ,Photochemistry ,01 natural sciences ,0104 chemical sciences ,Dye-sensitized solar cell ,chemistry.chemical_compound ,Phenothiazine ,Furan ,Thiophene ,Optoelectronics ,0210 nano-technology ,business - Abstract
Two novel organic dyes TLEP-1 and TLEP-2 based on phenothiazine with trilateral π-conjugation extensions were designed and synthesized for dye-sensitized solar cells, where phenothiazine ring was linked with two phenyl moieties at 7- and 10-positions as the first and second π-conjugation extensions, and with furan or thiophene ring at 3-position as the third π-conjugation extension for TLEP-1 and TLEP-2, respectively. The influence of the π-conjugation extensions on the photovoltaic performance was evaluated. The cell based on TLEP-2 exhibits an impressive short-circuit photocurrent density of 14.87 mA cm−2, which is much higher than the cell based on the reference dye without π-conjugation extension (9.01 mA cm−2), leading to high power conversion efficiency of 7.33% under simulated AM 1.5 G illumination condition. The results indicate that the trilateral π-conjugation extensions are an effective way to improve the photovoltaic performance of the dye-sensitized solar cells.
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- 2016
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29. Phenothiazine-based dyes for efficient dye-sensitized solar cells
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Zu-Sheng Huang, Herbert Meier, and Derong Cao
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Fabrication ,Materials science ,Carbazole ,Photovoltaic system ,Energy conversion efficiency ,chemistry.chemical_element ,Nanotechnology ,02 engineering and technology ,General Chemistry ,010402 general chemistry ,021001 nanoscience & nanotechnology ,Triphenylamine ,01 natural sciences ,0104 chemical sciences ,Ruthenium ,chemistry.chemical_compound ,Dye-sensitized solar cell ,chemistry ,Materials Chemistry ,Molecule ,0210 nano-technology - Abstract
As an emerging photovoltaic technology, dye-sensitized solar cells (DSSCs) have attracted a great deal of academic and industrial interest due to their reasonably high power conversion efficiency, low material cost and facile fabrication process. Metal-free organic dyes, as one of the key components of DSSCs, play a pivotal role in light harvesting and electron injection. Among the various species of organic dyes, easily tunable 10H-phenothiazine-based dyes hold a large proportion. The electron-rich nitrogen and sulfur atoms render 10H-phenothiazine a stronger donor character than other amines, even better than triphenylamine, tetrahydroquinoline, carbazole and iminodibenzyl. On the other hand, the unique non-planar butterfly conformation of the 10H-phenothiazine ring can sufficiently suppress molecular aggregation and the formation of excimers. The positions N-10, C-3 and C-7 of the 10H-phenothiazine ring system can easily be furnished with electron-donating or electron-withdrawing groups. Thus, the structural features of 10H-phenothiazine-based dyes guarantee the fabrication of efficient DSSCs. Some 10H-phenothiazine-based dyes show high photovoltaic performance, even better than the commercial ruthenium complex (N719). This paper reviews the recent significant scientific progress in 10H-phenothiazine-based DSSCs and focuses especially on the relationship between the molecular structure and the photoelectric conversion properties.
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- 2016
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30. A pillar[5]arene-containing cross-linked polymer: synthesis, characterization and adsorption of dihaloalkanes and n-alkylene dinitriles
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Ruijin Wei, Lingyun Wang, Derong Cao, Herbert Meier, and Fengqing Ye
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chemistry.chemical_classification ,010405 organic chemistry ,General Chemical Engineering ,Pillar ,General Chemistry ,Polymer ,010402 general chemistry ,01 natural sciences ,0104 chemical sciences ,Characterization (materials science) ,chemistry.chemical_compound ,Adsorption ,chemistry ,Polymer chemistry ,Polystyrene - Abstract
A pillar[5]arene-containing cross-linked polymer was synthesized via Williamson reaction involving monohydroxy pillar[5]arene with chloromethylated polystyrene. Its adsorption behavior towards guests was investigated. It was found that the pillar[5]arene-containing polymer exhibited good adsorption capacities towards dihaloalkanes and dinitriles by host-guest complexation.
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- 2016
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31. Selective precipitation of alkyl dihalides using a newly synthesized water-soluble bisphosphorylpillar[5]arene
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Wenjin Cheng, Lingyun Wang, Hao Tang, Rongrong Wang, Derong Cao, and Herbert Meier
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chemistry.chemical_classification ,010405 organic chemistry ,Precipitation (chemistry) ,Metals and Alloys ,General Chemistry ,010402 general chemistry ,01 natural sciences ,Catalysis ,0104 chemical sciences ,Surfaces, Coatings and Films ,Electronic, Optical and Magnetic Materials ,Water soluble ,chemistry ,Materials Chemistry ,Ceramics and Composites ,Organic chemistry ,Alkyl - Abstract
Bisphosphorylpillar[5]arenes ( and ) were synthesized and used to study the host-guest complexation in organic solvents and water. The interactions between the guests and the phosphate of the hosts lead to strong binding towards alkyl dihalides and alkyldiammonium ions. may be used to detect or separate alkyl dihalides in water due to the rapid precipitation of the complex.
- Published
- 2016
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32. Metal-free organic dyes with di(1-benzothieno)[3,2-b:2′,3′-d]pyrrole as an auxiliary donor for efficient dye-sensitized solar cells: Effect of the molecular engineering on the photovoltaic performance
- Author
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Derong Cao, Lingyun Wang, Hanlun Wu, Chaoqiang Liao, Hao Tang, and Herbert Meier
- Subjects
Materials science ,Absorption spectroscopy ,Process Chemistry and Technology ,General Chemical Engineering ,Energy conversion efficiency ,02 engineering and technology ,010402 general chemistry ,021001 nanoscience & nanotechnology ,Triphenylamine ,Photochemistry ,01 natural sciences ,Acceptor ,0104 chemical sciences ,Molecular engineering ,chemistry.chemical_compound ,Dye-sensitized solar cell ,chemistry ,Phenothiazine ,0210 nano-technology ,Pyrrole - Abstract
A series of novel di(1-benzothieno)[3,2-b:2′,3′-d]pyrrole (DBTP)-based organic dyes (WL5-10) with D-D-π-A or D-D-A-π-A configurations are designed and the relationship between the properties and molecular configurations of these organic dyes are studied systematically. WL5,7–8 with D-D-π-A configuration incorporating triphenylamine or phenothiazine as donor and DBTP as auxiliary donor and WL9-10 with D-D-A-π-A configuration incorporating benzothiadiazole as an auxiliary acceptor are synthesized to study the effect of the molecular engineering on the photovoltaic performance. WL5,7–8 exhibit similar absorption spectra and high molar extinction coefficient. Especially, the dye WL5 with phenothiazine as terminal donor displays a high PCE of 6.75%, which is much higher than that of the dye WL1a with D-π-A configuration. WL9-10 show the weakest performance, which is attributed to electron trap and mismatch of energy-level due to the strongest electron withdrawing group benzothiadiazole. Finally, a high power conversion efficiency of 7.94% with chenodeoxycholic acid as the co-absorbent for the DSSC based on WL5 is achieved. The results indicate that the molecular engineering of the dyes affects the photovoltaic performance greatly, and the DBTP-based organic dye with D-D-π-A configuration by incorporating an extra terminal donor might be an effective approach to enhance the photovoltaic performance.
- Published
- 2019
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- View/download PDF
33. Stronger host-guest binding does not necessarily give brighter particles: a case study on polymeric AIEE-tunable and size-tunable supraspheres
- Author
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Herbert Meier, Derong Cao, Lingyun Wang, Wei Cui, Hao Tang, Linxian Xu, and Rongrong Wang
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Materials science ,Linear polymer ,Metals and Alloys ,Pillar ,Nanoparticle ,Quantum yield ,macromolecular substances ,02 engineering and technology ,General Chemistry ,010402 general chemistry ,021001 nanoscience & nanotechnology ,01 natural sciences ,Fluorescence ,Catalysis ,0104 chemical sciences ,Surfaces, Coatings and Films ,Electronic, Optical and Magnetic Materials ,Chemical physics ,Materials Chemistry ,Ceramics and Composites ,sense organs ,Particle size ,0210 nano-technology ,Host (network) ,Binding affinities - Abstract
Supraspheres were prepared from a pillar[5]arene-based linear polymer (the host) and several multitopic guests. According to host-guest binding studies in nanosystems, the optical and structural properties (fluorescence capability, density, and particle size) of the nanoparticles were correlated not with the host-guest binding affinities, but with the relative fluorescence quantum yield.
- Published
- 2018
34. Synthesis and photovoltaic performance of asymmetric di-anchoring organic dyes
- Author
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Yi Yang, Xue-Xin Dai, Hao-Lin Feng, Derong Cao, Wen-Jia Chen, Herbert Meier, Dai-Bin Kuang, Le-Bin Nie, and Lingyun Wang
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Photocurrent ,chemistry.chemical_classification ,Materials science ,Process Chemistry and Technology ,General Chemical Engineering ,Energy conversion efficiency ,Electron acceptor ,Photochemistry ,Electrochemistry ,Triphenylamine ,chemistry.chemical_compound ,Dye-sensitized solar cell ,chemistry ,Phenothiazine ,Absorption (electromagnetic radiation) - Abstract
Two novel metal-free organic dyes bearing two asymmetric double donor–acceptor segments were synthesized. Their physical, optical, electrochemical properties and photovoltaic performances were investigated. Compared with the mono-anchoring dye containing single donor–acceptor chain, these new dyes exhibited a broader and much stronger absorption in the light wavelength ranging from 400 to 600 nm, showed higher IPCE values and short-circuit current density, which led to more efficient photovoltaic performance. The dye with triphenylamine and phenothiazine as two electron donors and two cyanoacrylic acids as two electron acceptors exhibited an impressive power conversion efficiency of 5.92% under simulated AM 1.5 G illumination condition with an open-circuit photovoltage of 796 mV, a short-circuit photocurrent density of 11.24 mA/cm2, which is 22% higher than that of the mono-anchoring dye based counterpart. The results indicate that the asymmetric di-anchoring organic dyes are promising sensitizers for high efficient dye-sensitized solar cells.
- Published
- 2015
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- View/download PDF
35. 2,3-Dipentyldithieno[3,2-f:2′,3′-h]quinoxaline-Based Organic Dyes for Efficient Dye-Sensitized Solar Cells: Effect of π-Bridges and Electron Donors on Solar Cell Performance
- Author
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Derong Cao, Zu-Sheng Huang, Tao Hua, Herbert Meier, Lingyun Wang, and Xu-Feng Zang
- Subjects
Dye-sensitized solar cell ,chemistry.chemical_compound ,Materials science ,Quinoxaline ,chemistry ,law ,Solar cell ,General Materials Science ,Nanotechnology ,Electron ,Photochemistry ,law.invention - Abstract
Five novel metal-free organic dyes DQ1-5 containing a dipentyldithieno[3,2-f:2',3'-h]quinoxaline (DPQ) unit were synthesized and applied in dye-sensitized solar cells (DSSCs), where DPQ was employed as a π-spacer for the first time. Their photophysical, electrochemical, and theoretical calculations and photovoltaic properties were systematically investigated. All the five dyes show broad photoresponse. Especially the absorption edges of DQ3-5 extend to 800 nm on the TiO2 films. The inserted electron-rich unit 3,4-ethylenedioxythiophene or electron-withdrawing group benzothiadiazole (BTD) in DPQ-based dyes can greatly influence the optoelectronic properties of the dyes. In addition, the different electron donors also significantly affect the performance of the DSSCs. Under standard global AM 1.5 solar light conditions, the DQ5 sensitized solar cell obtained a power conversion efficiency of 7.12%. The result indicates that the rigid DPQ-based organic dye is a promising candidate for efficient DSSCs.
- Published
- 2015
- Full Text
- View/download PDF
36. Synthesis of Benzobis[1,3]oxathiins
- Author
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Axel Mayer, Norbert Rumpf, Herbert Meier, and Sabine Hillmann
- Subjects
Inorganic Chemistry ,chemistry.chemical_compound ,Crystallography ,Valence (chemistry) ,chemistry ,Organic Chemistry ,Drug Discovery ,Acetone ,Physical and Theoretical Chemistry ,Biochemistry ,Catalysis - Abstract
Two different synthetic concepts led to the formation of 17, 19, and 29, the first structural isomeric benzobis[1,3]oxathiins. Hetero-DielsAlder reactions of diethyl mesoxylate 14 and the open valence isomers of the benzobisthietes 12 and 18 yielded the linear benzobis[1,3]oxathiin 17 and its angular isomer 22, respectively. The isomeric angular system 29 could be obtained by a twofold O,S-acetalization reaction of the dihydroxydisulfanyl compound 27 and acetone (28).
- Published
- 2015
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37. Synthesis of Pillar[6]arenes and Their Host–Guest Complexes
- Author
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Derong Cao and Herbert Meier
- Subjects
Pyridinium Compounds ,Chemistry ,Organic Chemistry ,Supramolecular chemistry ,Alkylation ,Catalysis ,Metal ,visual_art ,Polymer chemistry ,Alkoxy group ,visual_art.visual_art_medium ,Molecule ,sense organs ,Selectivity ,Ether cleavage - Abstract
Pillar[n]arenes are a fast-growing research topic in supramolecular chemistry. Originally the focus was predominantly on pillar[5]arenes; however, now more and more studies on pillar[6]arenes are being performed. The ability and selectivity of host–guest complexations depend strongly on the size of the inner cavities of these macrocycles. New results have stimulated us to compile the synthetic entries and the complexations of pillar[6]arenes with large cylindric cavities that offer space for many different guest molecules. 1 Introduction 2 Preparation of Pillar[6]arenes 2.1 Pillar[6]arenes by Macrocyclization Reactions 2.2 Hydroxypillar[6]arenes through Ether Cleavage 2.3 Hydroxypillar[6]arenes by Redox Reactions 2.4 Alkylation of Hydroxypillar[6]arenes 2.5 Pillar[6]arenes Obtained from Preformed Pillar[6]arenes by Transformation of Alkoxy Chains 3 Structure of Pillar[6]arenes in the Crystalline State and in Solution 3.1 Dodecaalkoxypillar[6]arenes 3.2 Perhydroxypillar[6]arenes 4 Generation of Complexes 4.1 Inclusion of Guest Molecules 4.2 Complexes of Ammonium Compounds 4.3 Complexes of Pyridinium Compounds 4.4 Complexes of Other Cations 4.5 Complexes of Electroneutral Guest Molecules 4.6 Complexes of Anions 4.7 Self-Assembly by Complexation 4.8 Binding on Metal Surfaces 4.9 Capture of Gases and Vapors 5 Conclusion
- Published
- 2015
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38. Crystal Structure and Host-Guest Binding Ability of Three Types of Pillar[5]arenes
- Author
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Luzhi Liu, Derong Cao, Lingyun Wang, Yuhui Kou, Herbert Meier, and Wengui Duan
- Subjects
Binding ability ,Crystallography ,Chemistry ,Proton NMR ,Pillar ,General Chemistry ,Crystal structure ,Structure type - Abstract
A systematic research of the structural characterization and the host-guest binding abilities between three types of pillar[5]arenes 3–5 (3 for Structure Type I, 4 for Structure Type II and 5 for Structure Type III) is carried out by 1H NMR measurements and X-ray study. The results show that the configurations or symmetry of their cavities not only have large difference in these three types of pillar[5]arenes, but also have more or less variations even in the same structure type or the same host locked different guests such as crystals of 3a–3b, 4a–4d. On the other hand, the complexation behavior of pillar[5]arenes with 1,4-dibromobutane (DBB) is affected by the different symmetrical structure or substituents on the rings.
- Published
- 2015
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- View/download PDF
39. Synthesis of phenothiazine-based di-anchoring dyes containing fluorene linker and their photovoltaic performance
- Author
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Herbert Meier, Lingyun Wang, Hao-Lin Feng, Xue-Xin Dai, Zu-Sheng Huang, Derong Cao, Meng-Jiao Wang, and Dai-Bin Kuang
- Subjects
Materials science ,Process Chemistry and Technology ,General Chemical Engineering ,Energy conversion efficiency ,Fluorene ,Molar absorptivity ,Photochemistry ,law.invention ,Dye-sensitized solar cell ,chemistry.chemical_compound ,chemistry ,law ,Phenothiazine ,Solar cell ,Thiophene ,Linker - Abstract
A new di-anchoring organic dye based on phenothiazine featuring A-D-π-D-A (acceptor-donor-π-linker-donor-acceptor) configuration with fluorene as the π linker was designed and successfully synthesized. Compared to the corresponding mono-anchoring D-A congener, this new dye exhibited a broader and stronger absorption in the light wavelength ranging from 400 nm to 600 nm and thus showed a more efficient photovoltaic performance for dye-sensitized solar cells (DSSCs). The overall power conversion efficiency (η) of this new dye in a sensitized solar cell amounted to 5.70%, which is 17% higher than that of the equivalent based counterpart (4.87%). On the other hand, the introduction of two thiophene units at position-2 and -7 of the fluorene unit gave another new dye with extended conjugation. This extended conjugation dye showed a higher molar extinction coefficient (e), but exhibited π-stacked aggregation on the TiO2 surface, resulting in low efficiency of electron injection. The results indicate that the di-anchoring dye with fluorene as π linker is a promising candidate for efficient DSSCs.
- Published
- 2015
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- View/download PDF
40. Effect of the linkage location in double branched organic dyes on the photovoltaic performance of DSSCs
- Author
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Zu-Sheng Huang, Zafar Iqbal, Herbert Meier, Dai-Bin Kuang, Heping Zeng, Derong Cao, Lingyun Wang, Xu-Feng Zang, and Cheng Cai
- Subjects
Linkage (software) ,Renewable Energy, Sustainability and the Environment ,Electron lifetime ,Chemistry ,Photovoltaic system ,Energy conversion efficiency ,General Chemistry ,Electrochemistry ,Dye-sensitized solar cell ,chemistry.chemical_compound ,Chemical engineering ,Phenothiazine ,Organic chemistry ,General Materials Science - Abstract
Two novel double branched D–π–A organic dyes (DB dyes) are synthesized to investigate the influence of the linkage location in DB dyes on the performance of dye-sensitized solar cells (DSSCs), where phenothiazine is introduced as a donor, thiophene–benzotriazole unit as the π-bridge and cyanoacrylic acid as the electron-acceptor. The photophysical, electrochemical and photovoltaic properties of the dyes are systematically investigated. The results show that the location of the linkage unit has a small effect on the physical and electrochemical properties of the dyes. However, when the dyes are applied in DSSCs, an obvious decline of short-circuit current (Jsc) and open-circuit voltage (Voc) is found by moving the linkage unit from the donor part to the π-bridge part. The DSSC based on the dye DB-D with the linkage unit in the donor obtains an overall power conversion efficiency of 6.13%, which is about 68% higher than that (3.65%) of the DSSC based on the dye DB-B with the linkage unit in the π-bridge. The DB-B based device exhibits a lower efficiency due to its serious aggregation and short electron lifetime. The results indicate that the linkage location of the dyes has a big effect on the performance of the DSSCs.
- Published
- 2015
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- View/download PDF
41. Molecular design of the diketopyrrolopyrrole-based dyes with varied donor units for efficient dye-sensitized solar cells
- Author
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Zafar Iqbal, Zu-Sheng Huang, Derong Cao, Herbert Meier, Xu-Feng Zang, Hanlun Wu, and Lingyun Wang
- Subjects
Materials science ,Renewable Energy, Sustainability and the Environment ,Energy conversion efficiency ,Energy Engineering and Power Technology ,Conjugated system ,Photochemistry ,Triphenylamine ,Acceptor ,chemistry.chemical_compound ,Dye-sensitized solar cell ,Delocalized electron ,Electron transfer ,chemistry ,Phenothiazine ,Electrical and Electronic Engineering ,Physical and Theoretical Chemistry - Abstract
Three types of novel diketopyrrolopyrrole-based organic dyes ( Type 1 – 3 ) with phenyl unit as an additional π -bridge and triphenylamine or phenothiazine as the donors are designed and synthesized for dye-sensitized solar cells (DSSCs). Type 1 dyes incorporating the donor segment directly to the diketopyrrolopyrrole core lead to a better electron communication between the donor and acceptor, allowing an efficient charge transfer process. Type 2 and Type 3 dyes with a phenyl unit between the donor and diketopyrrolopyrrole unit show lower delocalization of the excited state. Compared with Type 3 dyes, Type 1 dyes exhibit higher conjugated skeleton co planarity and shorter electron transfer distance from the donor to TiO 2 , resulting in the red-shifts of absorption and promotion of electron injection, respectively. Moreover, the dyes with triphenylamine as the donor display better UV performance and lower trend of aggregation than the dyes with phenothiazine as the donor. Finally, a power conversion efficiency of 8% with chenodeoxycholic acid as the co-absorbant for the DSSC based on Type 1 dyes with triphenylamine is achieved. The results reveal that the donors, the position and number of phenyl unit of the dyes significantly influence the photovoltaic performance of their DSSCs.
- Published
- 2014
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42. Crystal structure analysis of a star-shaped triazine compound: a combination of single-crystal three-dimensional electron diffraction and powder X-ray diffraction
- Author
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Till Opatz, Herbert Meier, Lars Andernach, Jacco van de Streek, and Tatiana Gorelik
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Diffraction ,Chemistry ,Metals and Alloys ,02 engineering and technology ,Crystal structure ,010402 general chemistry ,021001 nanoscience & nanotechnology ,01 natural sciences ,Atomic and Molecular Physics, and Optics ,0104 chemical sciences ,Electronic, Optical and Magnetic Materials ,Dipole ,symbols.namesake ,Crystallography ,Electron diffraction ,X-ray crystallography ,Materials Chemistry ,symbols ,0210 nano-technology ,Single crystal ,Powder diffraction ,Debye - Abstract
The solid-state structure of star-shaped 2,4,6-tris{(E)-2-[4-(dimethylamino)-phenyl]ethenyl}-1,3,5-triazine is determined from a powder sample by exploiting the respective strengths of single-crystal three-dimensional electron diffraction and powder X-ray diffraction data. The unit-cell parameters were determined from single crystal electron diffraction data. Using this information, the powder X-ray diffraction data were indexed, and the crystal structure was determined from the powder diffraction profile. The compound crystallizes in a noncentrosymmetric space group,P212121. The molecular conformation in the crystal structure was used to calculate the molecular dipole moment of 3.22 Debye, which enables the material to show nonlinear optical effects.
- Published
- 2017
43. Crystal Structure of 2,4-Bis(2,5-dipropyloxyphenyl)-6-phenylpyridine
- Author
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Herbert Meier, Dieter Schollmeyer, and Angelina Hormaza
- Subjects
chemistry.chemical_classification ,Crystallography ,chemistry.chemical_compound ,Ketone ,Chemistry ,Pyridine ,General Chemistry ,Crystal structure ,Triclinic crystal system ,Ring (chemistry) ,Ammonium acetate ,Enone ,Planarity testing - Abstract
2,4-Bis(2,5-dipropyloxyphenyl)-6-phenylpyridine (6), obtained by a one-pot reaction of enone 3, ketone 4 and ammonium acetate (5), is characterized by its molecular structure in the crystalline state, which deviates far from planarity. The interplanar angles of the three benzene rings amount up to 46° in relation to the central pyridine ring
- Published
- 2014
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44. Impact of the position isomer of the linkage in the double D–A branch-based organic dyes on the photovoltaic performance
- Author
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Teng-Long Zhang, Zu-Sheng Huang, Derong Cao, Lingyun Wang, Dai-Bin Kuang, Xu-Feng Zang, Herbert Meier, and Zafar Iqbal
- Subjects
Photocurrent ,Process Chemistry and Technology ,General Chemical Engineering ,Photovoltaic system ,Electron donor ,Linkage (mechanical) ,Photochemistry ,Acceptor ,law.invention ,Dye-sensitized solar cell ,chemistry.chemical_compound ,Cyanoacetic acid ,chemistry ,law ,Phenothiazine - Abstract
Three organic dyes with double D–A system were synthesized and applied in the dye-sensitized solar cells. These dyes contain phenothiazine as an electron donor and cyanoacetic acid as an acceptor/anchor. Linkages were incorporated at the ortho-, meta- and para-positions and their impact on the performance of photovoltaic was observed. Among them, the dye with a para-position linkage exhibited the highest short-circuit photocurrent density (12.26 mA cm−2) and open-circuit photovoltage (756 mV), leading to the best overall efficiency (6.14%) due to better light harvesting capacity under standard global 1.5 AM conditions. Under similar measuring conditions the dyes with ortho and meta-position linkage delivered sunlight to electricity conversion efficiencies of 5.25% and 5.85% respectively. The result shows the position isomer of the linkage units influences the photophysical characteristics, dye loading on the film and electron lifetime.
- Published
- 2014
- Full Text
- View/download PDF
45. Pillar[n]arenes-a Novel, Highly Promising Class of Macrocyclic Host Molecules
- Author
-
Derong Cao and Herbert Meier
- Subjects
Molecular dynamics ,Reaction rate constant ,Stereochemistry ,Chemistry ,Organic Chemistry ,Calixarene ,Pillar ,Supramolecular chemistry ,Molecule ,Threading (protein sequence) ,Selectivity ,Combinatorial chemistry - Abstract
Since 2008 a new field of supramolecular chemistry has developed rapidly: the chemistry of pillar[n]arenes. These “younger brothers and sisters” of calixarenes are conveniently accessible and extremely guest-friendly. Guests from many different classes of organic compounds are welcome. Nevertheless, a high selectivity for the threading of guest molecules in the macrocyclic cavities can be achieved. The complex stability is characterized by association constants Ka between 10 and 1×108 M−1. The rate constants of the threading vary over several orders of magnitude. The focus of this article lies on the preparation (sections 2 and 3) and the structures (section 4) of pillar[n]arenes (n=5–10) in solution and in the solid state. A further important point concerns the complexation and its selectivity (section 5). Only some new or outstanding examples are discussed in section 6 on self-assembly and aggregation.
- Published
- 2014
- Full Text
- View/download PDF
46. Dithienopyrrolobenzothiadiazole-based organic dyes for efficient dye-sensitized solar cells
- Author
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Zu-Sheng Huang, Dai-Bin Kuang, Zafar Iqbal, Lingyun Wang, Hao-Lin Feng, Heping Zeng, Xu-Feng Zang, Derong Cao, and Herbert Meier
- Subjects
Materials science ,Absorption spectroscopy ,Renewable Energy, Sustainability and the Environment ,Photovoltaic system ,Energy conversion efficiency ,General Chemistry ,Molar absorptivity ,Photochemistry ,Triphenylamine ,chemistry.chemical_compound ,Dye-sensitized solar cell ,chemistry ,Phenothiazine ,Thiophene ,General Materials Science - Abstract
Four novel D–π–A metal-free organic dyes DTP1–4 containing a dithienopyrrolobenzothiadiazole (DTPBT) unit were synthesized and applied in dye-sensitized solar cells, where DTPBT was employed as a π-spacer for the first time. The photophysical, electrochemical and photovoltaic properties of the dyes were systematically investigated. The dyes DTP1–4 showed broad absorption spectra and high molar extinction coefficient, resulting in high light harvesting efficiency. In addition, the impacts of donors and the thiophene unit as an additional π-spacer were also studied. The results showed that the dye DTP4 with triphenylamine as the donor exhibited better photovoltaic performance than DTP1–3 with phenothiazine as the donor. The linking position of the thiophene unit to the DTPBT unit significantly influenced the photovoltaic performance. A power conversion efficiency of 7.55% with 1 mM CDCA as the co-adsorbent under simulated AM 1.5 G illumination was reached by the DSSC sensitized by the dye DTP4. These results indicate that the DTPBT-based organic dye is a promising candidate for efficient DSSCs.
- Published
- 2014
- Full Text
- View/download PDF
47. ChemInform Abstract: Cycloaddition Reactions of 2H-1-Benzothietes and 1,3,5,7-Tetrathio-s-indacene-2,6-dithiones
- Author
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Dieter Schollmeyer, Herbert Meier, and Dieter Groeschl
- Subjects
Chemistry ,Organic chemistry ,General Medicine ,Cycloaddition - Published
- 2016
- Full Text
- View/download PDF
48. Preparation of 1,2,5,6,9,10-Hexaalkoxyhexahelicenes
- Author
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Sabine Hillmann, Herbert Meier, and Manfred Schwertel
- Subjects
Chemistry ,Organic chemistry ,General Chemistry - Abstract
1,2,5,6,9,10-Hexaalkoxyhexahelicenes 3 represent [3]star compounds with a helical core. A multistep synthetic concept for 3 is discussed, in which the final step 16→3 is a twofold oxidative photocyclization. The linearly conjugated compounds 16 contain stilbene and vinylnaphthalene units
- Published
- 2013
- Full Text
- View/download PDF
49. Synthesis and photovoltaic performance of dihydrodibenzoazepine-based sensitizers with additional lateral anchor
- Author
-
Ying Li, Xu-Feng Zang, Zafar Iqbal, Zu-Sheng Huang, Dai-Bin Kuang, Derong Cao, Lingyun Wang, Herbert Meier, and Yang-Fan Xu
- Subjects
Absorption (pharmacology) ,Materials science ,Process Chemistry and Technology ,General Chemical Engineering ,Photovoltaic system ,Energy conversion efficiency ,Anchoring ,Molar absorptivity ,Photochemistry ,chemistry.chemical_compound ,Dye-sensitized solar cell ,chemistry ,Moiety ,Azepine - Abstract
Three novel metal-free organic dyes with dihydro-5H-dibenzo[b,f]azepine as a donor and cyanoacrylic acid as an anchoring unit were designed as an innovative linear skeleton of D-D-pi-A type of organic dyes. The conversion efficiency of the derived dye-sensitized solar cells is moderate. Among them, the dye with a hydroxy group as an additional anchoring moiety exhibited the highest UV-Vis absorption with a maximum molar extinction coefficient of 24,136 M-1 cm(-1) at lambda(max) = 458 nm and the best photovoltaic performance with an overall power conversion efficiency of 4.88%, while the dye with a carboxy group as an additional anchoring moiety exhibited the lowest conversion efficiency (4.52%). The results show that the dye loading on the film and photovoltaic performance of the dyes were influenced by the additional anchoring units. (C) 2013 Elsevier Ltd. All rights reserved.
- Published
- 2013
- Full Text
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50. Hexahelicenophanes
- Author
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Herbert Meier, Manfred Schwertel, and Heinz Kolshorn
- Subjects
Inorganic Chemistry ,Organic Chemistry ,Drug Discovery ,Physical and Theoretical Chemistry ,Biochemistry ,Catalysis - Published
- 2013
- Full Text
- View/download PDF
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