84175-09-7Relevant academic research and scientific papers
ORGANIC METAL DYE, AND PHOTOELECTRIC ELEMENT AND DYE-SENSITIZED SOLAR CELL USING THE ORGANIC METAL DYE
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Page/Page column 35, (2012/10/08)
The present invention relates to an organic metal dye comprising fused heterocyclic derivatives, and to a photoelectric element and to a dye-sensitized solar cell using the organic metal dye.
Electronic optimization of heteroleptic Ru(II) bipyridine complexes by remote substituents: Synthesis, characterization, and application to dye-sensitized solar cells
Han, Won-Sik,Han, Jung-Kyu,Kim, Hyun-Young,Choi, Mi Jin,Kang, Yong-Soo,Pac, Chyongjin,Kang, Sang Ook
experimental part, p. 3271 - 3280 (2011/06/22)
We prepared a series of new heteroleptic ruthenium(II) complexes, Ru(NCS)2LL0 (3a-3e), where L is 4,40-di(hydroxycarbonyl)-2,20-bipyridine and L0 is 4,40-di(p-Xphenyl)- 2,20-pyridine (X = CN (a), F (b), H (c), OMe (d), and NMe2 (e)), in an attempt to explore the structure-activity relationships in their photophysical and electrochemical behavior and in their performance in dye-sensitized solar cells (DSSCs). When substituent X is changed from electron-donating NMe2 to electron-withdrawing CN, the absorption and emission maxima reveal systematic bathochromic shifts. The redox potentials of these dyes are also significantly influenced by X. The electronic properties of the dyes were theoretically analyzed using density functional theory calculations; the results show good correlations with the experimental results. The solar-cell performance of DSSCs based on dye-grafted nanocrystalline TiO2 using 3a-3e and standard N3 (bis[(4,40-carboxy-2,20-bipyridine)(thiocyanato)]ruthenium(II)) were compared, revealing substantial dependences on the dye structures, particularly on the remote substituent X. The 3d-based device showed the best performance: η = 8.30%, JSC = 16.0 mA 3 cm-2, VOC = 717 mV, and ff = 0.72. These values are better than N3-based device. 2011 American Chemical Society. 2011 American Chemical Society.
Towards allosteric receptors - Synthesis of Resorcinarene-Functionalized 2,2′-Bipyridines and their metal complexes
Staats, Holger,Eggers, Friederike,Hass, Oliver,Fahrenkrug, Frank,Matthey, Jens,Luening, Ulrich,Luetzen, Arne
experimental part, p. 4777 - 4792 (2009/12/25)
Based on a first: example of an allosteric hemicarcerand (1) we prepared four new 2,2′bipyridines that carry resorcinarene moieties in a highly convergent manner. Upon coordination to suitable transition metal ions or their complexes these compounds undergo conformational changes in a way that: they switch between "open" and. "closed" forms (2, 3, and 4) or vice versa (5), thus, bringing together or separating the two functional, moieties on the central, bipyridine, Among the transition metal complexes that act: as effectors for the conformational switching, [Re(CO)5Cl] and monomeric copper(I) complexes of sterically hindered 2,9-arylated 1,10-phenanthrolines proved, to be very effective.
Synthesis of 2,4-dibromopyridine and 4,4'-dibromo-2,2'-bipyridine. Efficient usage in selective bromine-substitution under palladium-catalysis
Garcia-Lago, Ramon,Alonso-Gomez, Jose-Lorenzo,Sicre, Cristina,Cid, Maria-Magdalena
, p. 57 - 64 (2008/09/20)
We report an efficient method for preparing 2,4-dibromopyridine and 4,4'-dibromo-2,2'-bipyridine from the corresponding nitroazine N-oxide in one step via a tandem nucleophilic substitution-N-oxide reduction process. The one step preparation of 4,4'-dihalo-2,2'-bipyridines from dihalopyridines via a Stille reaction is also described. 4,4'-Dibromo-2,2'-bipyridine undergoes selective mono- or disubstitution processes under palladium catalysis. This short synthetic procedure is an efficient and reliable process for preparing conjugated pyridine and 2,2'-bipyridine building blocks for applications in coordination chemistry and materials science.
Divalent osmium complexes: Synthesis, characterization, strong red phosphorescence, and electrophosphorescence
Carlson, Brenden,Phelan, Gregory D.,Kaminsky, Werner,Dalton, Larry,Jiang, Xuezhong,Liu, Sen,Jen, Alex K.-Y.
, p. 14162 - 14172 (2007/10/03)
We report new divalent osmium complexes that feature strong red metal-to-ligand-charge-transfer (MLCT) phosphorescence and electrophosphorescence. The general formula of the complexes is Os(II)(N-N)2L-L, where N-N is either a bipyridine or a phenanthroline and L-L is either a phosphine or an arsine. New polypyridyl ligands synthesized are 4,4′-di(biphenyl)-2,2′-bipyridine (15) and 4,4′-di(diphenyl ether)-2,2′-bipyridine (16), and the 1,10-phenanthroline derivatives synthesized are 4,7-bis(p-methoxyphen-yl)-1,10-phenanthroline (17), 4,7-bis(p-bromophenyl)-1,10-phenanthroline (18), 4,7-bis(4′-phenoxybiphen-4-yl)-1,10-phenanthroline (19), and 4,7-bis(4-naphth-2-ylphenyl)-1,10-phenanthroline (20). 4,4′-Diphenyl-2,2′-bipyridine (21) and 4,7-diphenyl-1,10-phenanthroline (22) were also used in these studies. Strong π-acid ligands used were 1,2-bis(diphenylarseno) ethane (23), cis- 1,2-bis(diphenylphosphino)ethylene (24), and cis-1,2-vinylenebis(diphenylarsine) (25). Ligand 25 is used for the first time in these types of luminescent osmium complexes. These compounds feature strong MLCT absorption bands in the visible region and strong red phosphorescent emission ranging from 611 to 651 nm, with quantum efficiency up to 45% in ethanol solution at room temperature. Red organic light-emitting diodes (OLEDs) were successfully fabricated by doping the Os(II) complexes into blend of poly(N-vinylcarbazole) (PVK) and 2-tert-butylphenyl-5-biphenyl-1,3,4-oxadiazole (PBD). Brightness over 1400 cd/m2 for a double-layer device has been reached, with a turn-on voltage of 8 V. The maximum external quantum efficiency was 0.64%. Commission Internationale de I'Eclairage (CIE) chromaticity coordinates (x, y) of the red electrophosphorescence from the complexes are (0.65, 0.34), which indicates pure red emission.
