39001-65-5Relevant academic research and scientific papers
Regioisomer-free C4h β-tetrakis(tert-butyl)metallo-phthalocyanines: Regioselective synthesis and spectral investigations
Iida, Norihito,Tanaka, Kenta,Tokunaga, Etsuko,Takahashi, Hiromi,Shibata, Norio
, p. 102 - 106 (2015)
Metal β-tetrakis(tert-butyl)phthalocyanines are the most commonly used phthalocyanines due to their high solubility, stability, and accessibility. They are commonly used as a mixture of four regioisomers, which arise due to the tert-butyl substituent on the β-position, and to the best of our knowledge, their regioselective synthesis has yet to be reported. Herein, the C4h-selective synthesis of β-tetrakis(tert-butyl)metallophthalocyanines is disclosed. Using tetramerization of α-trialkylsilyl phthalonitriles with metal salts following acid-mediated desilylation, the desired metallophthalocyanines were obtained in good yields. Upon investigation of regioisomer-free zinc β-tetrakis(tert-butyl)phthalocyanine using spectroscopy, the C4h single isomer described here was found to be distinct in the solid state to zinc β-tetrakis(tert-butyl)phthalocyanine obtained by a conventional method.
METHOD FOR SYNTHESIZING C4H-SYMMETRIC 2,9,16,23-TETRAKIS(TERT-BUTYL)PHTHALOCYANINE POSITION-SELECTIVELY
-
Paragraph 0034-0036, (2018/12/12)
PROBLEM TO BE SOLVED: To provide a method for synthesizing C4h-symmetric 2,9,16,23-tetrakis(tert-butyl)phthalocyanine position-selectively. SOLUTION: The phthalocyanine shown by formula (4) (in which M is a hydrogen atom, a metal element, a metalloid element, metal oxide, a metalloid oxide, a metal halide or a metalloid halide) is synthesized from the phthalonitrile shown by formula (1) (in which R1 is a trialkylsilyl group) and the trialkylsilyl groups are removed and protected to synthesize the C4h-symmetric 2,9,16,23-tetrakis(tert-butyl)phthalocyanine shown by formula (7). COPYRIGHT: (C)2015,JPO&INPIT
Efficiency enhancement of P3HT/PCBM bulk heterojunction solar cells by attaching zinc phthalocyanine to the chain-end of P3HT
Lee, Jea Uk,Kim, Young Do,Jo, Jea Woong,Kim, Jae Pil,Jo, Won Ho
experimental part, p. 17209 - 17218 (2012/05/04)
A new solution processable zinc phthalocyanine dye (ZnPc), as an interface modifier between poly(3-hexylthiophene) (P3HT) and [6,6]-phenyl-C 61-butyric acid methyl ester (PCBM) in bulk heterojunction solar cells, was successively synthesized an
Supramolecular stacks of asymmetric zinc phthalocyanines functionalized with one tetrathiafulvalene unit
Kimura, Mutsumi,Otsuji, Satoshi,Takizawa, Junko,Tatewaki, Yoko,Fukawa, Tadashi,Shirai, Hirofusa
scheme or table, p. 812 - 813 (2011/01/08)
An asymmetric hybrid compound, in which one tetrathiafulvalene (TTF) unit is attached to a zinc phthalocyanine (ZnPc) ring, has been studied by spectroscopy and electrochemistry. Its Langmuir-Blodgett film-forming properties have also been examined.
Some peculiarities of metal exchange reactions in porphyrin and phthalocyanine complexes
Berezin,Shukhto,Nikol'skaya,Berezin
, p. 95 - 100 (2008/10/09)
Kinetics of metal exchange reaction Cd(II) → Zn(II) and Cd(II) → Cu(II) in Cd complexes with tetraphenylporphyrin in DMSO is studied. Reaction with Cu(II) nitrate occurs in both cases more vigorously as compared to that with Zn(II) nitrate. Conditions for metal exchange reactions are studied depending on the nature of metal porphyrinate, a salt (nitrates, acetates, and chlorides of Zn(II), Cu(II), and Co(II), and of organic solvent (DMSO, CH 3CN). It is shown that Zn(II) complexes with nonplanar porphyrins do not show metal exchange Zn(II) → Cu(II) or Zn(II) → Co(II) under mild conditions in DMSO and CH3CN.
Photoelectron spectroscopy on thin films of extended zinc porphyrazines
Pop,Winter,Freyer,Widdra,Hertel
, p. 7826 - 7833 (2008/10/09)
Photoemission measurements were performed on a series of stepwise benzoannelated zinc porphyrazine molecules in thin films. The electronic structure of tert-butyl-substituted zinc tetraazaporphyrin, phthalocyanine, and naphthalocyanine is investigated using mainly EUV synchrotron radiation. A detailed analysis of the zinc satellites in the spectra of the valence region is performed in an attempt to infer the effect of ligand size extension on the metal-ligand interactions. No differences in the character of the bond between zinc and ligand were detected as a function of ligand size. The results are compared with those for the respective metal-free and copper-containing molecules.
