110350-65-7Relevant academic research and scientific papers
Mono- and tri-β-substituted unsymmetrical metalloporphyrins: synthesis, structural, spectral and electrochemical properties
Prakash, Kamal,Kumar, Ravi,Sankar, Muniappan
, p. 66824 - 66832 (2015/08/24)
Mono-/tri-β-substituted metalloporphyrins, viz. MTPP(X)Y2 (X = CHO, CH2OH, COOH; Y = H, Br, Ph; M = 2H, Co(ii), Ni(ii), Cu(ii), Zn(ii)) have been synthesized and characterized. This work examines the influence of β-substitution on the structural, spectral and electrochemical redox properties of MTPP(X) and MTPP(CHO)Y2. The redox tunability was achieved by introducing electron donors (CH2OH and Ph) and acceptors (CHO, COOH and Br) on the MTPP skeleton. Dramatic reduction in the HOMO-LUMO gap with considerable increment in Δa1u was observed as the number of electron withdrawing groups increased. The spectral and electrochemical redox potentials are influenced by the peripheral β-substituents and electronegativity of the core metal ion. These porphyrins exhibited tunable electronic spectral and redox properties with modulated frontier orbitals by means of mono- and tri-β-substituents which are in direct conjugation with the porphyrin π-system. DFT studies of these porphyrins revealed that mono-substituted porphyrins are nearly planar whereas tri-substituted porphyrins have a moderate nonplanar conformation.
Cationic β-vinyl substituted meso-tetraphenylporphyrins:
Silva, Eduarda M.P.,Ramos, Catarina I.V.,Pereira, Patrícia M.R.,Giuntini, Francesca,Faustino, Maria A.F.,Tomé, Jo?o P.C.,Tomé, Augusto C.,Silva, Artur M.S.,Santana-Marques, M. Gra?a,Neves, M. Gra?a P.M.S.,Cavaleiro, José A.S.
body text, p. 101 - 113 (2012/07/27)
Several cationic beta-vinyl-pyridinium and beta-vinyl-quinolinium-meso- tetraphenylporphyrin derivatives were synthesized starting from 2-formyl-meso-tetraphenylporphyrin, and the corresponding Zn(II) complex, and different N-alkyl derivatives of 2- and 4-methylpyridine and 2- and 4-methylquinoline. The new compounds were obtained in a one-step process via base catalyzed aldol-type condensation reactions. Electrospray ionization mass spectrometry (ESI-MS) and ultraviolet-visible (UV-vis) spectroscopy were used to investigate the binding mode of the synthesized cationic beta-vinyl-pyridinium and beta-vinyl-quinolinium-meso-tetraphenylporphyrin derivatives with a short GC duplex oligonucleotide. Analysis of the obtained mass spectrometry results indicates the probable occurrence of outside binding. UV-vis spectroscopy data also points to non-intercalation. The potential photosensitizing capacity of these compounds was also ascertained from preliminary photophysical studies.
Tuning the photovoltaic parameters of β-substituted porphyrin analogues: An experimental and theoretical approach
Balanay, Mannix P.,Kim, Kang Hee,Lee, Sang Hee,Kim, Dong Hee
, p. 63 - 72 (2013/01/15)
Spectroscopic and theoretical techniques were used to examine the effects of adsorption solvents and electrolyte additives on the photovoltaic performance of dye sensitized solar cells of two β-substituted zinc porphyrin analogues (A1-H and A1-M), where A
BETA-SUBSTITUTED PORPHYRINS
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Page/Page column 54-55, (2010/10/20)
The invention relates to ?-substituted porphyrins, methods for their synthesis, and their use in the preparation of photoelectric materials. In particular, the invention relates to solid state photoelectric devices, including solar cells and photodetector
Efficient light harvesting by using green Zn-porphyrin-sensitized nanocrystalline TiO2 films
Wang, Qing,Campbell, Wayne M.,Bonfantani, Edia E.,Jolley, Kenneth W.,Officer, David L.,Walsh, Penny J.,Gordon, Keith,Humphry-Baker, Robin,Nazeeruddin, Mohammad K.,Graetzel, Michael
, p. 15397 - 15409 (2008/10/09)
A series of novel intense green porphyrins containing carboxylate anchoring groups have been shown to have potential as light sensitizers in TiO2 solar cells. The electrochemical, photophysical, and photoelectrochemical properties of a series of novel green Zn porphyrins as well as density functional theory (DFT) and time-dependent DFT (TDDFT) calculations on zinc tetraphenylporphyrin (ZnTPP), cyano-3-(2′-(5′,10′,15′,20′ttet raphenylporphyrinato zinc(II)yl)-acrylic acid (ZN-3), and 3-(trans-2′-(5′,10′15′,20′-tetr aphenylporphyrinato zinc(II)yl)-acrylic acid (Zn-5). DFT and TDDFT calculations showed that the presence of electron-withdrawing moieties on the substituent modulates the electronic absorption spectrum through stabilization of the energies of the LUMO and LUMO + 2. The extension of the LUMO and LUMO + 2 onto the substituent implied that occupation of these molecular orbitals offers the possibility of electron transfer from the substituent to the TiO2 surface. The ground- and excited-state redox potentials showed that the porphyrins possess suitable potentials to inject electrons into the TiO2 substrate, yielding 85% incident-to-electron conversion efficiencies (IPCE). Among the reported porphyrins, the green Zn-3 showed the highest power conversion efficiency obtained so far in nanocrystalline films.
