25677-69-4Relevant articles and documents
Effect of Ligand Structures of Copper Redox Shuttles on Photovoltaic Performance of Dye-Sensitized Solar Cells
Higashino, Tomohiro,Iiyama, Hitomi,Nimura, Shimpei,Kurumisawa, Yuma,Imahori, Hiroshi
, p. 452 - 459 (2020)
In recent years, copper(I/II) complexes have emerged as alternative redox shuttles in dye-sensitized solar cells (DSSCs), exhibiting more positive redox potential than iodine- and cobalt-based redox shuttles. In particular, copper(I/II) complexes with 1,10-phenanthroline- or 2,2′-bipyridyl-based ligands attained moderate to high power conversion efficiencies (6-11%) with a high open-circuit voltage (VOC) over 1.0 V due to the positive potentials. Although copper(I/II) complexes with 1,10-phenanthroline-based ligands with 2,9-substituents have been developed, the effect of their ligand structures on the photovoltaic performance of DSSCs have not been fully addressed due to limited synthetic access to 1,10-phenanthroline derivatives. In this study, we designed and synthesized a series of copper(I/II) complexes with 1,10-phenanthroline ligands with different substituents at the 2,9-positions: bis(2-n-butyl-1,10-phenanthroline)copper(I/II) ([Cu(bp)2]1+/2+), bis(2-ethyl-9-methyl-1,10-phenanthroline)copper(I/II) ([Cu(emp)2]1+/2+), bis(2,9-diethyl-1,10-phenanthroline)copper(I/II) ([Cu(dep)2]1+/2+), and bis(2,9-diphenyl-1,10-phenanthroline)copper(I/II) ([Cu(dpp)2]1+/2+). The more positive redox potentials of [Cu(emp)2]1+/2+ and [Cu(dep)2]1+/2+, compared to that of bis(2,9-dimethyl-1,10-phenanthroline)copper(I/II) ([Cu(dmp)2]1+/2+), originate from the larger steric hindrance of the ethyl group instead of the methyl group, whereas the redox potential of [Cu(bp)2]1+/2+ is significantly shifted to the negative direction because of the lower steric hindrance of the 2-monosubstituted 1,10-phenanthroline ligands. The efficiency of the DSSC with [Cu(bp)2]1+/2+ (5.90%) is almost comparable to the DSSC with [Cu(dmp)2]1+/2+ (6.29%). In contrast, the DSSCs with [Cu(emp)2]1+/2+ (3.25%), [Cu(dep)2]1+/2+ (2.56%), and [Cu(dpp)2]1+/2+ (2.21%) exhibited lower efficiencies than those with [Cu(dmp)2]1+/2+ and [Cu(bp)2]1+/2+. The difference can be rationalized by the electron collection efficiencies. Considering the similar photovoltaic properties of the DSSCs with [Cu(bp)2]1+/2+ and [Cu(dmp)2]1+/2+, the use of copper(I/II) complexes with 2-monosubstituted 1,10-phenanthroline ligands as the redox shuttle may be useful to improve the short-circuit current density while retaining the rather high VOC value when dyes with a smaller bandgap (i.e., better light harvesting) are developed.
APPLICATION OF 2,9-DI-SEC-BUTYL-1,10-PHENANTHROLINE AS A GLIOBLASTOMA TUMOR CHEMOTHERAPY
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Paragraph 0122; 0128, (2015/05/13)
A method of inhibiting cancer cell growth is provided. In some versions, the method includes exposing lung cancer cells or glioma cells to 2,9-di-sec-butyl-1,10-phenanthroline (SBP) or derivatives of SBP in an amount effective to inhibit glioma cell growth. Also, a method of treating a lung cancer or a glioma tumor in a subject in need of such treatment is provided. The method includes administering SBP or derivatives of SBP to the subject in an amount effective to treat the lung cancer or glioma tumor. For either method, the method can further include exposing or administering pseudo five coordinate gold(III) complexes of SBP derivatives.
Organic and organometallic nanofibers formed by supramolecular assembly of diamond-shaped macrocyclic ligands and PdII complexes
Kuritani, Masumi,Tashiro, Shohei,Shionoya, Mitsuhiko
, p. 1368 - 1371 (2013/07/26)
Stacked rings: A diamond-shaped macrocycle with two inward phenanthroline ligands and outward long alkyl chains, and its PdII complex form organic and organometallic fibrous aggregates, respectively, as revealed by NMR, UV/Vis, AFM, and TEM measurements. The most likely structures are face-to-face stacked macrocycles, generating nanotubes.
