Tuning of spacer groups in organic dyes for efficient inhibition of charge recombination in dye-sensitized solar cells

Kim, Mi-Jeong; Yu, Yi; Kim, Jong-Hyung; Jung, Yoonsuh; Kay, Kwang‐Yol; Ko, Soo‐Byung; Lee, Chang-Ryul; Jang, In-Hyuk; Kwon, Young‐Uk; Park, Nam‐Gyu

doi:10.1016/j.dyepig.2012.04.002

Cited by 48 publications

(17 citation statements)

References 47 publications

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“…Another approach to improve the properties of copolymer and to adjust the positions of HOMO and LUMO levels for an adequate application in organic solar cell (OSC) is to introduce a spacer unit in the main backbones [59][60][61].…”

Section: Spacer Effect On Ptbt Properties: Introducing a Second Thiopmentioning

confidence: 99%

DFT modeling of conjugated copolymers photophysical properties: Towards organic solar cell application

et al. 2014

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Section: Spacer Effect On Ptbt Properties: Introducing a Second Thiopmentioning

confidence: 99%

DFT modeling of conjugated copolymers photophysical properties: Towards organic solar cell application

et al. 2014

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“…Photoluminescent organic compounds such as proteins1234 and dyes5678 have been explored for bioimaging3, detection78, display910 and solar energy production1112. Photoluminescence is a process of emission of photons occurred when fluorophores of certain compounds return from an excited state to a lower energy state, and most of the fluorophores usually have extended conjugated structures filled with delocalized electrons which absorb and emit photons, such as p-hydroxybenzylidene-imidazolidone units in fluorescent proteins, fluorescein, rhodamine, and vitamin B 2 1314.…”

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confidence: 99%

Photoluminescence from Amino-Containing Polymer in the Presence of CO2: Carbamato Anion Formed as a Fluorophore

Pan

Wang

Lay

et al. 2013

Sci Rep

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Organic photoluminescent materials are important to many applications especially for diagnosis and detection, and most of organic photoluminescent materials contain fluorophores with extended conjugated structures. Recently some of amino-containing polymers without fluorophores with extended conjugated structure are observed to be photoluminescent, and one possible cause of the photoluminescence is oxidation of the amines. Here we show that photoluminescence can be produced by exposing a typical amino-containing polymer, polyethylenimine, to carbon dioxide. We demonstrate that carbamato anion formed via the reaction between the amine and carbon dioxide is a fluorophore; and the loosely-bound protonated water molecule can increase UV absorption but reduce the photoluminescence emission. Also carbamato anion shows solvent- and excitation wavelength-dependent emission of photoluminescence. The photoluminescence profile of carbamoto anion was discussed. These results will facilitate the understanding of photoluminescence observed from amino-containing materials and the design of new fluorophores.

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“…Every step of the reaction sequence proceeded smoothly and efficiently to give a good or moderate yield of the product (see the Supporting Information for the synthetic details). The model compound A was synthesized according to the literature method . The vinyl groups in compounds S 5 and S 7 were introduced through Wittig reactions of the corresponding aldehydes .…”

Section: Resultsmentioning

confidence: 99%

“…The model compound A was synthesized according to the literature method . The vinyl groups in compounds S 5 and S 7 were introduced through Wittig reactions of the corresponding aldehydes . The aldehydes S 6 , S 8 , and S 10 were synthesized by the Heck reaction between the −Br group of S 4 and S 9 with the vinyl group of S 5 and S 7 using Pd(OAc) 2 as catalyst.…”

Section: Resultsmentioning

confidence: 99%

Long‐Range π‐Conjugation in Phenothiazine‐containing Donor–Acceptor Dyes for Application in Dye‐Sensitized Solar Cells

et al. 2015

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IntroductionDye sensitized solar cells (DSCs) have attracted considerable attention in recent years owing to low cost and high efficiency. [1] The DSCs based on ruthenium sensitizers have reached overall power conversion efficiency (PCE) of over 11 %u nder standard AM 1.5G illumination. Many efforts have been devoted to develop efficient metal-free sensitizers for practical use owing to their high molarabsorption coefficient,e aseo fs ynthesis, scalability,a nd structuralm odifications. The PCE of donor-pbridge-acceptor (D-p-A) organic sensitizers has reached more than 12 %m aking them attractive candidates for use as sensitizers for DSC. [2] Az inc porphyrin donor-acceptor dye already reached1 3% power conversion efficiency in conjunction with ac obalt-based redox electrolyte. [3] In search of efficient D-p-A organic sensitizers, several donor groups such as diphenylamine, [4] carbazole, [5] triphenylamine, [6] indoline, [7] coumarin, [8] pyrrolidine, [9] and phenothiazine [10] wereu sed. However,l ittle is reported on the use of phenothiazine as a p-bridgei nD -p-A sensitizers. [11] Organic dyes containing oligo-phenothiazine were used as both the electron donora nd as the p-conjugated spacer in sensitizers for DSC. It is additionally reported that long pbridges can adversely affect photovoltaic device performance. [12] In this study we combine these conceptst os ystematically varied the p-bridgel ength by introducing 0, 1, or 2 Four organic donor-p-bridge-acceptor dyes containing phenothiazinea saspacer and cyanoacrylic acid as an acceptor were synthesized and tested as sensitizers in dye-sensitized solar cells (DSCs). The influence of iodide-and cobalt-based redox electrolytes on the photovoltaic device performance was investigated. In these new dyes, systematic p-conjugation was extended by inserting one or two phenothiazine moieties and investigated within the context of the resultingp hotoinduced charge-transfer properties. Ad etailed investigation, including transienta bsorption spectroscopy and quantum chemical methods, provided important information on the role of extended p-conjugation on the photophysical properties and photovoltaic device performance. Overall,t he results showed that the extension of p-conjugation by one phenothiazine unit resulted in the best device performance owing to reduced recombination rates,w hereas extension by two phenothiazine units reduced dye adsorption on TiO 2 probably owing to the increasei nm olecular size. Thep erformanceo ft he dyes in DSCs was found to be ac omplex interaction between dye structure and size.[a] Dr.M.P .A ntony, Dr.T . Moehl phenothiazine units betweent he donor and acceptor.W e compared the influence of this change on the respective photovoltaic device performances and photophysical properties. Phenothiazine groups were also introduced as electron donors along with the triphenylamine unit to increaset he donor strength and decrease the aggregation. [13] Compared with triarylamines, commonly used as electron donors, the phenothiazine mole...

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Tuning of spacer groups in organic dyes for efficient inhibition of charge recombination in dye-sensitized solar cells

Cited by 48 publications

References 47 publications

DFT modeling of conjugated copolymers photophysical properties: Towards organic solar cell application

DFT modeling of conjugated copolymers photophysical properties: Towards organic solar cell application

Photoluminescence from Amino-Containing Polymer in the Presence of CO2: Carbamato Anion Formed as a Fluorophore

Long‐Range π‐Conjugation in Phenothiazine‐containing Donor–Acceptor Dyes for Application in Dye‐Sensitized Solar Cells

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