52952-31-5Relevant academic research and scientific papers
Synthesis and cycloaddition reactions of pyrrole-fused 3-sulfolenes: A new versatile route to tetrabenzoporphyrins
Vicente, Maria G. H.,Tome, Augusto C.,Walter, Andreas,Cavaleiro, Jose A. S.
, p. 3639 - 3642 (1997)
Pyrrole-fused 3-sulfolenes 2a,b were prepared from the corresponding α,β-unsaturated sulfone 1. These pyrroles undergo thermal extrusion of sulfur dioxide to produce highly reactive o-quinodimethanes which can be trapped in Diels-Alder reactions. The resulting pyrroles are important starting reagents in porphyrin synthesis.
Synthesis of extremely soluble precursors of tetrabenzoporphyrins
Okujima, Tetsuo,Hashimoto, Yusuke,Jin, Guangnan,Yamada, Hiroko,Uno, Hidemitsu,Ono, Noboru
, p. 2405 - 2411 (2008)
This paper describes the preparation of dimethylbicyclo[2.2.2]octadiene-fused porphyrins as extremely soluble precursors of tetrabenzoporphyrins and thermal conversion of the precursors to tetrabenzoporphyrins.
Synthesis and spectral characteristics of (tetrabenzoporphyrinato) chloromanganese(III)
Sheinin,Chizhov,Romanova
, p. 351 - 356 (2010)
A method is developed of synthesis of (tetrabenzoporphyrinato) chloromanganese(III) from tetrabenzoporphyrinatocadmium( II) (as a donor of the macrocyclic ligand) and the salts, manganese acetate MnAc2 and dichloromanganese MnCl2, in boiling dimethylformamide in the presence of atmosperic oxygen in 80% yield. It is found that under the conditions of the synthesis tetrabenzoporphyrinatomanganese(II) is formed which can be oxidized by the atmospheric oxygen to (tetrabenzoporphyrinato)chloromanganese(III). Absorption spectra in the visible and infrared regions, R f and the data of elemental analysis characterizing the resulting compound are given.
SNAr reactions of β-substituted porphyrins and the synthesis of meso substituted tetrabenzoporphyrins
Senge, Mathias O.,Bischoff, Ines
, p. 1647 - 1650 (2004)
Reaction of 2,3,7,8,12,13,17,18-octaethylporphyrin with LiR reagents containing functional groups readily yields meso substituted derivatives suitable for further transformations with residues such as -p-C 6H5Br, -p-C6Hsu
Acid-Responsive Conductive Nanofiber of Tetrabenzoporphyrin Made by Solution Processing
Zhen, Yonggang,Inoue, Kento,Wang, Zongrui,Kusamoto, Tetsuro,Nakabayashi, Koji,Ohkoshi, Shin-Ichi,Hu, Wenping,Guo, Yunlong,Harano, Koji,Nakamura, Eiichi
, p. 62 - 65 (2018)
While cofacial one-dimensional (1-D) π stacking of a planar aromatic molecule is ideal for the construction of conduction systems, such molecules, including tetrabenzoporphyrin (BP), prefer to form edge-to-face stacking through CH-π interactions. We report here that the BP molecules spontaneously form a 1-D cofacial stack in chloroform containing 1% trifluoroacetic acid (TFA) and that a bundle of the formed nanofiber shows acid-responsive 1-D conductivity as high as 1904 S m-1. A small fraction (2.7%) of BP in the fiber exists in a cation radical state, and 1.5 equiv of TFA is located in an intercolumnar void. Dedoping and redoping of TFA with trimethylamine vapor results in 1300-2700-fold decreases and increases, respectively, in the conductivity and also the amount of the radical cation. The conductivity of the fiber also shows a correlation with the pKa of acid dopants.
Effect of copper metalation of tetrabenzoporphyrin donor material on organic solar cell performance
Guide, Michele,Lin, Jason D. A.,Proctor, Christopher M.,Chen, Jingrun,Garcia-Cervera, Carlos,Nguyen, Thuc-Quyen
, p. 7890 - 7896 (2014)
The effects of copper metalation of tetrabenzoporphyrin on the properties and performance of organic solar cells are studied. Tetrabenzoporphyrin (BP) and copper tetrabenzoporphyrin (CuBP) are both solution processed from soluble precursor materials and thermally converted in the thin film. Despite high field-effect hole mobility above 1 cm2 V-1 s-1, the power conversion efficiency (PCE) of solar cell devices with CuBP is severely diminished compared to those with BP. Conducting atomic force microscopy (c-AFM) is used to show that CuBP films are highly conductive in the direction perpendicular to the substrate, relative to those comprising BP. By analyzing the donor absorption characteristics as well as the external quantum efficiency and short-circuit current density of bilayer OPV devices as a function of donor layer thickness, it is determined that the differences in performance are likely due to a prohibitively short effective exciton diffusion length (LD) in the metalated derivative. By modeling the external quantum efficiency of bilayer OPV devices, we are able to approximate this difference in effective LD to be 15 nm for BP and 2 nm for CuBP. This journal is the Partner Organisations 2014.
Columnar structure in bulk heterojunction in solution-processable three-layered p-i-n organic photovoltaic devices using tetrabenzoporphyrin precursor and silylmethyl[60]fullerene
Matsuo, Yutaka,Sato, Yoshiharu,Niinomi, Takaaki,Soga, Iwao,Tanaka, Hideyuki,Nakamura, Eiichi
, p. 16048 - 16050 (2009)
(Chemical Equation Presented) A new solution-processable fabrication protocol using a soluble tetrabenzoporphyrin (BP) precursor and bis(dimethylphenylsilylmethyl)[60]fullerene (SIMEF) created three-layered p-i-n photovoltaic devices, in which the i-layer possesses a well-defined bulk heterojunction structure in which columnar BP crystals grow vertically from the bottom p-layer. The device showed a power conversion efficiency of 5.2% (V OC = 0.75 V; JSC = 10.5 mA/cm2; FF = 0.65).
FULLERENE COMPOUND, SEMICONDUCTOR DEVICE, SOLAR CELL AND SOLAR CELL MODULE
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Paragraph 0162-0163, (2017/05/11)
PROBLEM TO BE SOLVED: To provide a new semiconductor material. SOLUTION: The present invention provides a fullerene compound having a structure represented by formula (I). The present invention provides a fullerene compound having 1-5 structure(s) represe
Synthesis and spectral properties of lanthanide double-decker complexes with tetrabenzoporphyrin and phthalocyanine
Galanin, N. E.,Shaposhnikov, G. P.
, p. 851 - 857,7 (2020/08/31)
Mixed-ligand double-decker complexes containing tetrabenzoporphyrin and phthalocyanine fragments were synthesized by reaction of phthalocyanine dilithium salt with tetrabenzoporphyrin complexes of lutetium, dysprosium, gadolinium, neodymium, and lanthanum. A relation was found between spectral parameters of the obtained sandwich complexes and radii of the central metal ions.
Synthesis of benzoporphyrins with one or two meso-substitutents via substitution reactions
Senge, Mathias O.,Bischoff, Ines
, p. 879 - 886 (2007/10/03)
Reaction of either free base benzoporphyrin, its zinc(II) complex orβ-bicyclo(2,2,2)octeno appended precursor porphyrins with LiR reagents gave an entry into mono- and soluble di-meso-substituted benzoporphyrins.
