Ring-fluorinated fluoresceins as an organic photosensitizer for dye-sensitized solar cells using nanocrystalline zinc oxide

Funabiki, Kazumasa; Sugiyama, Naoyuki; Iida, Hidenori; Jin, Jiye; Yoshida, Tsukasa; Kato, Yasutake; Minoura, Hideki; Matsui, Masaki

doi:10.1016/j.jfluchem.2005.12.009

Cited by 14 publications

(9 citation statements)

References 17 publications

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“…Fluorine substitution is generally considered as rendering a certain dye considerably more photostable than its hydrogen-containing analogue, often also improving its spectroscopic characteristics. [49][50][51] For XPS, on the other hand, it is essential to increase the amount of a certain marker atom on a label as much as possible to achieve better limits of detection. Thus, the task for a dual XPS/fluorescence label is to increase the number of fluorine atoms on a dye while still allowing further attachment of reactive groups or its conjugation to surface functional groups.…”

Section: Resultsmentioning

confidence: 99%

Fluorinated Boron‐Dipyrromethene (BODIPY) Dyes: Bright and Versatile Probes for Surface Analysis

et al. 2013

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A family of bright boron-dipyrromethene-type fluorophores with a high number of fluorine atoms (F-BODIPYs) has been developed and characterized by X-ray crystallography and optical spectroscopy. The introduction of 3,5-bis(trifluoromethyl)phenyl and pentafluorophenyl moieties significantly enhances the photostability of such dyes, yielding for instance photostable near-infrared (NIR) fluorophores that show emission maxima>750 nm, when the BODIPY’s π system is extended with two (dimethylamino)styryl and (dimethylamino)naphthastyryl moieties, or green-emitting BODIPYs with fluorescence quantum yields of unity. When equipped with a suitable group that selectively reacts for instance with amines, F-BODIPYs can be used as potent dual labels for the quantification of primary amino groups on surfaces by X-ray photoelectron spectroscopy (XPS) and fluorescence, two powerful yet complementary tools for the analysis of organic surface functional groups. The advantage of reactive F-BODIPYs is that they allow a fast and non-destructive mapping of the labelled supports with conventional fluorescence scanners and a subsequent quantification of selected areas of the same sample by the potentially traceable XPS technique. The performance is exemplarily shown here for the assessment of the amino group density on SiO2 supports, one of the most common reactive silica supports, in particular, for standard microarray applications.

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Section: Resultsmentioning

confidence: 99%

Fluorinated Boron‐Dipyrromethene (BODIPY) Dyes: Bright and Versatile Probes for Surface Analysis

et al. 2013

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“…In addition, ZnO has much simpler crystal-growth technology, resulting in a potentially low cost for ZnO-based devices. It showed wide application in dye-sensitized solar cells [10][11][12], anti-ultraviolet-radiation cosmetics, light-emitting device, as well as cancer detecting biosensors, gas sensors and degradation of organic toxins [13][14][15]. Because of the quantum confinement effects, ZnO nanoparticles have some unique optical properties [16].…”

Section: Introductionmentioning

confidence: 99%

Photocatalytic degradation of ciprofloxacin drug in water using ZnO nanoparticles

El‐Kemary

El-Shamy

El‐Mehasseb

2010

Journal of Luminescence

256

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“…In the quest for new dyes for DSSCs, much attention has been focused on the investigation of metal‐free organic dyes such as merocyanines 10, coumarins 11, styryl, indoline 12 dyes, ring fluorinated fluoresceins 13 as well as novel organic dyes with triethoxysilyl units as anchoring groups 14, etc. However, not much attention has been given, in connection to DSSCs, to the synthetic textile dyes, most of them being azo (NN) dyes, which benefit from an intense absorption in the visible region, the presence of linking groups such as carboxylate, salicylate, or sulfonate, absence of heavy metals and low cost large scale manufacturing possibilities 15.…”

Section: Introductionmentioning

confidence: 99%

Role of energy level alignment in solar cells sensitized with a metal‐free organic dye: A combined experimental and theoretical approach

Dumbravă

Enache

Lungu

et al. 2011

Physica Status Solidi (a)

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We report results of combined experimental and theoretical studies of dye‐sensitized solar cells (DSSCs) using 5‐(4‐sulfophenylazo)salicylic acid disodium salt, known as Mordant Yellow 10 (MY‐10), as TiO2 sensitizer. We focus on a single dye but vary the solvent and the pH of the solution as well as the photoelectrode preparation conditions to determine the conditions for best photovoltaic conversion efficiency. We found experimentally that the efficiency, measured under standard air mass 1.5 global (AM 1.5G) conditions, was higher in solutions of ethanol than of water, but still small (up to 0.174%), although the fill factor (FF) was large (up to 0.73). Of the dyes in ethanol, MY‐10 in alkaline solution showed the best matching of the solar spectrum but displayed the lowest efficiency. Density functional theory (DFT) calculations provided the optimized geometry, electronic structure, and electronic spectrum of the dye in fully protonated as well as partially and totally deprotonated forms, in solution. The calculated optical spectra are consistent with the experimental data, with strong absorption in the visible range only for the alkaline dye solution. The low device efficiency is very likely related to the weak optical absorption in the visible range. The much higher photovoltaic conversion efficiency of the DSSCs fabricated using acid or roughly neutral pH solutions, corresponding to the protonated and partially deprotonated forms of MY‐10, respectively, is likely caused by the better alignment of the ground state of the dye with the redox level of the electrolyte. The decrease with pH of the dye solution of the short‐circuit current was linked to a weaker charge injection from the excited state of the dye to the conduction band of the oxide, which is correlated with the shifting of the excited state of the dye deeper into the CB edge of the semiconductor. The variation of the open‐circuit voltage with the pH of the solution was linked to the adjustment of the conduction band edge of TiO2, depending on the number of protons transferred from the dye to the oxide surface. Based on our results, we analyze the relative importance of the main criteria that should be met by a dye to be used in a DSSC.

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Ring-fluorinated fluoresceins as an organic photosensitizer for dye-sensitized solar cells using nanocrystalline zinc oxide

Cited by 14 publications

References 17 publications

Fluorinated Boron‐Dipyrromethene (BODIPY) Dyes: Bright and Versatile Probes for Surface Analysis

Fluorinated Boron‐Dipyrromethene (BODIPY) Dyes: Bright and Versatile Probes for Surface Analysis

Photocatalytic degradation of ciprofloxacin drug in water using ZnO nanoparticles

Role of energy level alignment in solar cells sensitized with a metal‐free organic dye: A combined experimental and theoretical approach

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