630110-93-9Relevant academic research and scientific papers
Porphyrin based push-pull conjugates as donors for solution-processed bulk heterojunction solar cells: A case of metal-dependent power conversion efficiency
Mishra, Ruchika,Regar, Ramprasad,Singhal, Rahul,Panini, Piyush,Sharma, Ganesh D.,Sankar, Jeyaraman
supporting information, p. 15529 - 15533 (2017/08/09)
Solution-processed bulk-heterojunction organic solar cells have been achieved using unsymmetrical metalloporphyrin-PBI dyads as small molecular donors. Due to panchromatic absorption, a photon-to-current conversion efficiency of 6.18% was obtained for 3-Zn:PC71BM with a remarkable energy loss (Eloss) of 0.60 eV, which is in line with the best values recorded so far for porphyrin-based small-molecular donors.
General and Scalable Approach to A2B- and A2BC-Type Porphyrin Phosphonate Diesters
Enakieva, Yulia Yu.,Michalak, Julien,Abdulaeva, Inna A.,Volostnykh, Marina V.,Stern, Christine,Guilard, Roger,Bessmertnykh-Lemeune, Alla G.,Gorbunova, Yulia G.,Tsivadze, Aslan Yu.,Kadish, Karl M.
supporting information, p. 4881 - 4892 (2016/10/13)
A two-step reaction sequence for accessing meso-(dialkoxyphosphoryl)porphyrins from readily available trans-A2-type porphyrins was developed. This approach involves bromination and subsequent palladium-catalyzed phosphonylation. Optimal conditi
8-Hydroxylquinoline-conjugated porphyrins as broadband light absorbers for dye-sensitized solar cells
Si, Liping,He, Hongshan,Zhu, Kai
, p. 1565 - 1572 (2014/05/06)
Three porphyrin dyes, DPZn-HOQ, PZn-HOQ and DPZn-COOH, were synthesized and characterized for dye-sensitized solar cells. Both DPZn-HOQ and DPZn-COOH exhibited a donor-π-acceptor configuration with N,N-dimethylaniline as a donor and 8-hydroxylquinoline (HOQ) and para-benzoic acid (BZA) as acceptors, respectively. PZn-HOQ is an analogue of DPZn-HOQ without a donor. It was found that DPZn-HOQ exhibited broader and stronger light absorption capability in the red region than DPZn-COOH. Theoretical calculations showed that the electrons were delocalized to the 8-hydroxylquinoline ring in DPZN-HOQ. The DPZn-HOQ-sensitized solar cells exhibited higher energy conversion efficiency (3.09%) than DPZn-COOH-sensitized solar cells (1.76%) under the same conditions. The results were consistent with the incident photon to current conversion efficiency (IPCE) spectra. The electrochemical impedance spectroscopy studies revealed that HOQ-conjugated porphyrin exhibited high electron recombination resistance and a long electron lifetime, which was attributed to the effective shielding of DPZn-HOQ from the electrolyte due to its tilted orientation on the surface of TiO2 nanoparticles. The efficiency of DPZn-HOQ-sensitized solar cells was further increased to 3.41% when a complementary dye BET was used.
A simple acrylic acid functionalized zinc porphyrin for cost-effective dye-sensitized solar cells
He, Hongshan,Gurung, Ashim,Si, Liping,Sykes, Andrew G.
body text, p. 7619 - 7621 (2012/10/08)
A simple zinc porphyrin with an acrylic acid at the meso position exhibits an energy conversion efficiency of 5.1%, demonstrating its potential for cost-effective dye-sensitized solar cells.
Diketopyrrolopyrrole-porphyrin conjugates as broadly absorbing sensitizers for dye-sensitized solar cells
Warnan, Julien,Favereau, Ludovic,Meslin, Frédéric,Severac, Marjorie,Blart, Errol,Pellegrin, Yann,Jacquemin, Denis,Odobel, Fabrice
scheme or table, p. 1568 - 1577 (2012/10/07)
A series of four new push-pull zinc porphyrin-based dyes was synthesised for hybrid photovoltaic solar cells with a view to enhancing the light-harvesting efficiency at approximately 550 nm with a diketopyrrolopyrrole (DPP) unit. The strength of the donor side of the push-pull porphyrin was tuned by affixing the electron-rich 4,4'-dimethoxydiphenylamine group at the meso position of the macrocycle, and the influence of the distance between the semiconductor surface and the porphyrin chromophore was assessed by introducing different π-conjugated spacers. Charge-transfer transitions over great distances were characterised by electronic absorption spectroscopy and DFT calculations. The absorption and photoactivity spectra of the new bichromophoric dyes spans the whole visible spectrum to the red, implying a better light-harvesting efficiency than regular porphyrin as the absorption spectra of DPP and porphyrin complement one another. Photovoltaic conversion efficiencies accordingly increase from 2.40 to 5.19%. Interestingly, the best overall efficiency was reached with dye 3, which lacks the powerful donating group in the meso position of the porphyrin core. Optical and electrochemical measurements coupled to time dependent (TD)-DFT calculations give insight into the deleterious effect of the 4,4'-dimethoxydiphenylamine unit on the photovoltaic performances, paving the way towards the design of efficient push-pull porphyrin-based sensitizers. Copyright
Excited-State Energy-Transfer Dynamics in Self-Assembled Triads Composed of Two Porphyrins and an Intervening Bis(dipyrrinato)metal Complex
Yu, Lianhe,Muthukumaran, Kannan,Sazanovich, Igor V.,Kirmaier, Christine,Hindin, Eve,Diers, James R.,Boyle, Paul D.,Bocian, David F.,Holten, Dewey,Lindsey, Jonathan S.
, p. 6629 - 6647 (2008/10/08)
The synthesis and characterization of various triads composed of a linear array of two zinc porphyrins joined via an intervening bis(dipyrrinato)metal(II) complex are reported. The preparation exploits the facile complexation of dipyrrins with divalent metal ions to give bis(dipyrrinato) metal (II) complexes [abbreviated (dP)2M]. Copper(II) and palladium(II) chelates of dipyrrins (available by oxidation of dipyrromethanes) were prepared in 50-80% yield. A one-flask synthesis of bis(dipyrrinato)zinc(II) complexes was developed by oxidation of a dipyrromethane with DDQ or p-chloranil in the presence of Zn(OAc)2·2H2O in THF (～80% yield). Three routes were developed for preparing porphyrin-dipyrrins: (1) Suzuki coupling of a boronate-substituted zinc porphyrin (ZnP) and bis[5-(4-iodophenyl)-dipyrrinato]Pd(II) to give the (ZnP-dp)2Pd triad (50% yield), followed by selective demetalation of the (dp)2Pd unit by treatment with 1,4-dithiothreitol under neutral conditions (71% yield); (2) oxidation of a porphyrin-dipyrromethane with p-chloranil in the presence of Zn(OAc)2·2H2O followed by chromatography on silica gel (71% yield); and (3) condensation of a dipyrrin-dipyrromethane and a dipyrromethane-dicarbinol under InCl3 catalysis followed by oxidation with DDQ (10-16% yield). Four triads of form (ZnP-dp)2Zn were prepared in 83-97% yield by treatment of a porphyrin-dipyrrin with Zn(OAC)2·2H2O at room temperature. Free base dipyrrins typically absorb at 430-440 nm, while the bis(dipyrrinato) metal complexes absorb at 460-490 nm. The fluorescence spectra/yields and excited-state lifetimes of the (ZnP-dp)2Zn triad in toluene show (1) efficient energy transfer from the bis(dipyrrinato)zinc(II) chromophore to the zinc porphyrins (98.5% yield), and (2) little or no quenching of the resulting excited zinc porphyrin relative to the isolated chromophore. Taken together, these results indicate that bis(dipyrrinato)zinc(II) complexes can serve as self-assembling linkers that further function as secondary light-collection elements in porphyrin-based light-harvesting arrays.
