Electron Accepting Porphycenes on Graphene

Costa, Rubén D.; Malig, Jenny; Brenner, Wolfgang; Jux, Norbert; Guldi, Dirk M.

doi:10.1002/adma.201300231

Cited by 45 publications

(27 citation statements)

References 29 publications

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“…Kiessling et al have recently demonstrated another way to explore nanographene-based dyes. 191,192 Their approach is based on the direct formation of nanographene hybrids via exfoliation of single and few graphene sheets from graphite using a planar photoactive stabilizer that, in addition, provides the necessary linker for the electrodes. To this end, they used electron donating porphyrins and electron accepting porphycenes with carboxylic and catechol linkers, respectively - Fig.…”

Section: Novel Types Of Dyes Based On Multifunctional Nanocarbonsmentioning

confidence: 99%

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Recent advances in multifunctional nanocarbons used in dye-sensitized solar cells

Costa

Lodermeyer

Casillas

et al. 2014

Energy Environ. Sci.

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Throughout recent years the implementation of nanocarbons into dye-sensitized solar cells (DSSC) has resulted in important breakthroughs. The most relevant of them in this context are (i) the enhancement of charge transport and charge collection in nanocarbon-doped electrodes, (ii) the introduction of nanocarbon interlayers that simultaneously reduce the charge recombination and increase the charge collection efficiency, (iii) the use of nanocarbon-based, iodine-free, solid-state electrolytes featuring excellent diffusion coefficients and catalytic efficiencies, (iv) the use of novel nanocarbon-based hybrid dyes, and (v) the use of nanocarbons towards platinum-free counter electrodes. The first four aforementioned aspects are thoroughly described in this review. Broader contextThroughout recent years the implementation of nanocarbons into dye-sensitized solar cells (DSSC) has resulted in important breakthroughs. The most relevant of them in this context are (i) the enhancement of charge transport and charge collection in nanocarbon-doped electrodes, (ii) the introduction of nanocarbon interlayers that simultaneously reduce the charge recombination and increase the charge collection efficiency, (iii) the use of nanocarbon-based, iodine-free, solid-state electrolytes featuring excellent diffusion coefficients and catalytic efficiencies, (iv) the use of novel nanocarbon-based hybrid dyes, and (v) the use of nanocarbons towards platinum-free counter electrodes. The rst four aforementioned aspects are thoroughly described in this review.

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Section: Novel Types Of Dyes Based On Multifunctional Nanocarbonsmentioning

confidence: 99%

“…192 In this manner, the benets that stem from the unique electronic features of this hybrid were demonstrated. ZnO-based devices prepared with the new hybrid outperformed devices with only the porphycenes.…”

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confidence: 92%

Recent advances in multifunctional nanocarbons used in dye-sensitized solar cells

Costa

Lodermeyer

Casillas

et al. 2014

Energy Environ. Sci.

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“…Only a few examples of the use of free-base porphycenes in solar energy devices are known to date. 19,20 We now report two major achievements. The first is the development of a new synthetic route to nickel porphycenes, which have barely been investigated previously.…”

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confidence: 92%

Integrating metalloporphycenes into p-type NiO-based dye-sensitized solar cells

Feihl

Costa

Brenner³

et al. 2014

Chem. Commun.

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In the current work, we have explored a novel synthetic route towards metalated porphycenes and their use in p-type NiO-based dye-sensitized solar cells. Particular emphasis is placed on the influence that the relative positioning of the anchoring group exerts on the DSSC performance.Factors that favor dye-sensitized solar cells (DSSCs) as a key technology in solar-energy conversion schemes include low purity requirements and easy accessibility, low costs, fast processing, and simple up-scaling. DSSCs have been rendered even more attractive by recent progress in solid-state and flexible devices. 1,2 To date, record efficiencies as high as 13% have been reported for n-type DSSCs. 3 However, efficient p-type DSSCs, which complement n-type DSSCs in, for example, tandem configurations, are necessary for obtaining values beyond 13%, and are therefore the subject of intensive investigation. 4 Regardless of whether the semiconductor materials are n-or p-type, the chromophore attached to the semiconductor electrode is decisive in terms of light harvesting, charge transfer, and charge transport. Diverse organic or inorganic chromophores have recently been tested in both types of DSSCs. [5][6][7][8] Fine tuning synthetic parameters such as the metalation of the chromophore, the nature of the anchor, and the bridge that links the chromophore to the anchor, have made control over important characteristics like highly effective charge separation, reduced charge recombination, and long term stability possible. [9][10][11][12] Semiconductor nickel oxide (NiO) stands out as an electrode material for p-type DSSCs. 7,[13][14][15] This has triggered the design of novel light-harvesting and electron-accepting chromophores. 13 We have focused on porphycenes because of their similarity to porphyrins and phthalocyanines. 16,17 In contrast to the electrondonating features of porphyrins and phthalocyanines, which are widely used in n-type DSSCs, 8,18 porphycenes are strong electron acceptors, making them more suitable building blocks for p-type DSSCs. Only a few examples of the use of free-base porphycenes in solar energy devices are known to date. 19,20 We now report two major achievements. The first is the development of a new synthetic route to nickel porphycenes, which have barely been investigated previously. We have characterized the novel nickel porphycenes by physicochemical and computational techniques. Secondly, we have used these nickel porphycenes in p-type NiO-based DSSCs. We have been able to rationalize the overall performances in terms of the position and the nature of the anchor groups and, in turn, to establish new guidelines to designing novel electron acceptors.Three different nickel porphycenes were prepared -Scheme 1 -see ESI. † To obtain the target porphycenes, the 2,7,12,17-tetra-npropylporphycenato nickel (1) was chosen as starting material. Firstly, the peripheral alkyl chains ensure solubility in a wide variety of solvents. Secondly, the established chemistry of 1 allows the target featuring a vinyl group as a...

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“…Photodynamic therapy is one such application, because the near‐IR absorption bands larger than those of porphyrin derivatives (Figure ) are suitable to efficiently capture the near‐IR photon, which can penetrate skin . Furthermore, enhanced near‐IR absorption is also useful for dye‐sensitized solar cells . Several photocatalytic reactions have been developed by using Pcns .…”

Section: Introductionmentioning

confidence: 99%

Photoinduced Electron Transfer of Porphyrin Isomers: Impact of Molecular Structures on Electron‐Transfer Dynamics

Fujitsuka

Majima

2015

Chemistry An Asian Journal

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Porphyrins have been investigated for a long time in various fields of chemistry owing to their excellent redox and optical properties. Structural isomers of porphyrins have been synthesized, namely, porphycene, hemiporphycene, and corrphycene. Although the number of studies on these structural isomers is limited, they exhibit interesting properties suitable for various applications such as photovoltaic devices, photocatalysts, and photodynamic therapy. In the present review, we summarized their photoinduced electron-transfer processes, which are key steps of various photofunctions. Their electrochemical and photophysical properties are summarized as basic properties for the electron transfer. Furthermore, differences among these isomers in the electron-transfer processes are clarified, and its origin has been discussed on the basis of their molecular structures.

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Electron Accepting Porphycenes on Graphene

Cited by 45 publications

References 29 publications

Recent advances in multifunctional nanocarbons used in dye-sensitized solar cells

Recent advances in multifunctional nanocarbons used in dye-sensitized solar cells

Integrating metalloporphycenes into p-type NiO-based dye-sensitized solar cells

Photoinduced Electron Transfer of Porphyrin Isomers: Impact of Molecular Structures on Electron‐Transfer Dynamics

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