Ambipolar Diphenylamino End-Capped Oligofluorenylthiophenes as Excellent Electron-Transporting Emitters

Li, Zhong Hui; Wong, Man Shing; Tao, Ye; Fukutani, Hiroshi

doi:10.1021/ol701561s

Cited by 31 publications

(16 citation statements)

References 35 publications

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“…188,189 In addition to typical hole transport properties, these co-oligomers also facilitated efficient electron transport, in which the central oligothiophene core can act as an electron-accepting unit. Skabara et al 190,191 prepared sexithiophenes 2.101 and 2.102 bearing pendent 1,3-dithiol-2-ylidene-fluorene and fused tetrathiafulvalene (TTF) units, respectively (Chart 2.19).…”

Section: Donor Acceptor and Donor-acceptor (D-a) Mixed Systemsmentioning

confidence: 99%

Functional Oligothiophenes: Molecular Design for Multidimensional Nanoarchitectures and Their Applications

2009

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Amaresh Mishra (right) received his Ph.D. degree in 2000 from the Sambalpur University, India, under the coguidance of Prof. G. B. Behera and Prof. R. K. Behera, working on dye-surfactant interactions in microheterogeneous media. He started his postdoctoral research career in 1999 at the University of South Florida, Tampa, and subsequently at the University of Akron, Ohio, working with Prof. G. R. Newkome, where he gained knowledge in the area of supramolecular and dendrimer chemistry. Later, he joined the Tata Institute of Fundamental Research, Mumbai, in 2002 as a Visiting Fellow working with Prof. N. Periasamy, where he was involved in the synthesis and photophysical studies of organic light emitting materials. In 2005, he joined in the group of Prof. Peter Ba ¨uerle, University of Ulm, Germany, as an Alexander von Humboldt Fellow. His present research interests are centered on chemistry of functional oligothiophenes, donor-acceptor-based conjugated dyes, and metal complexes toward applications in solar energy conversion and molecular electronic and photonic devices. Chang-Qi Ma (left) received his bachelor's degree in chemistry from Beijing Normal University in 1998. In 2003 he obtained his Ph.D. degree at the Technical Institute of Physics and Chemistry, Chinese Academy of Sciences in Beijing with Professor B.-W. Zhang. After that he was a postdoctoral research assistant at Heriot-Watt University in Edinburgh, U.K., with Dr. G. Cooke, until he joined the research group of Prof. P. Ba ¨uerle at the University of Ulm in 2004 as an Alexander von Humboldt fellow, where he is currently a research associate. His main research interests focus on the design and synthesis of novel π-conjugated organic materials for the application in organic electronics, e.g. organic solar cells.Peter Ba ¨uerle (center) received his Ph.D. in organic chemistry from University of Stuttgart (Germany, 1985) working with Prof. F. Effenberger. After a postdoctoral year at MIT, Boston, Massachusetts, in the group of Prof. M. S. Wrighton, he carried out independent research at the University of Stuttgart and received his habilitation (1994). After being Professor of Organic Chemistry at the University of Wu ¨rzburg (Germany, 1994-95), he became Director of the Institute for Organic Chemistry II and Advanced Materials at the University of Ulm (Germany, since 1996). Current research interests of the group include development of novel organic semiconducting and conducting materials, in particular, conjugated poly-and oligothiophenes. Synthetic strategies and new reactions for their functionalization, structure-property relationships, self-assembling properties, and applications in electronic devices, in particular organic solar cells, are investigated. Results have been published in about 200 peer-reviewed scientific papers, 3 book chapters, and 7 patents. For his work in the field of plastic electronics he was awarded with the Rene ´Descartes Prize of the European Union (2000). Guest Professorships at the University of Osaka (Japan, 2002), U...

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Section: Donor Acceptor and Donor-acceptor (D-a) Mixed Systemsmentioning

confidence: 99%

Functional Oligothiophenes: Molecular Design for Multidimensional Nanoarchitectures and Their Applications

2009

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“…7 Compared to the inorganic materials, one of the prominent features displayed by organic functional materials is their structural flexibility and/or thermal/photo stability. Design of stable, efficient 1 and robust organic materials 8 as hole transporting, 7a electron transporting 9 and emitter layer 10 are the major challenges in constructing OLEDs. 1, 3,6 Difficulties in the fabrication of multilayer doped OLEDs 11 led to the design of non-doped OLEDs 12 which possess high performance and increased reproducibility over its doped host-guest counterparts.…”

Section: Introductionmentioning

confidence: 99%

Crystalline triphenylamine substituted arenes: solid state packing and luminescence properties

2017

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“…[21][22][23][24] Even though the anthracene containing compounds have been developed successfully for applications to light-emitting diodes, [25][26][27] thin film transistors, [28][29][30] and bulk heterojunction solar cells 31 not much attempts was made to develop novel photosensitizers for fabricating high performance DSSC. Simple anthracenemediated photosensitizers have been recently reported for DSSCs.…”

Section: -10mentioning

confidence: 99%

Donor-π-Acceptor Type Diphenylaminothiophenyl Anthracene-mediated Organic Photosensitizers for Dye-sensitized Solar Cells

Heo¹,

Kim²,

Yoo³

et al. 2013

Bulletin of the Korean Chemical Society

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Two new metal-free organic dyes bridged by anthracene-mediated π-conjugated moieties were successfully synthesized for use in a dye-sensitized solar cell (DSSC). A N,N-diphenylthiophen-2-amine unit in these dyes acts as an electron donor, while a (E)-2-cyano-3-(thiophen-2-yl)acrylic acid group acts as an electron acceptor and an anchoring group to the TiO 2 electrode. The photovoltaic properties of (E)-2-cyano-3-(5-((10-(5-(diphenylamino)thiophen-2-yl)anthracen-9-yl)ethynyl)thiophen-2-yl)acrylic acid (DPATAT) and (E)-2-cyano-3-(5'-((10-(5-(diphenylamino)thiophen-2-yl)anthracen-9-yl)ethynyl)-2,2'-bithiophen-5-yl)acrylic acid (DPATABT) were investigated to identify the effect of conjugation length between electron donor and acceptor on the DSSC performance. By introducing an anthracene moiety into the dye structure, together with a triple bond and thiophene moieties for fine-tuning of molecular configurations and for broadening the absorption spectra, the short-circuit photocurrent densities (J sc ), and open-circuit photovoltages (V oc ) of DSSCs were improved. The improvement of J sc in DSSC made of DPATABT might be attributed to much broader absorption spectrum and higher molecular extinction coefficient (ε) in the visible wavelength range. The DPATABT-based DSSC showed the highest power conversion efficiency (PCE) of 3.34% (η max = 3.70%) under AM 1.5 illumination (100 mW cm , the V oc of 0.59 V, and the fill factor (FF) of 72%. In brief, the solar cell performance with DPATABT was found to be better than that of DPATAT-based DSSC.

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Ambipolar Diphenylamino End-Capped Oligofluorenylthiophenes as Excellent Electron-Transporting Emitters

Cited by 31 publications

References 35 publications

Functional Oligothiophenes: Molecular Design for Multidimensional Nanoarchitectures and Their Applications

Functional Oligothiophenes: Molecular Design for Multidimensional Nanoarchitectures and Their Applications

Crystalline triphenylamine substituted arenes: solid state packing and luminescence properties

Donor-π-Acceptor Type Diphenylaminothiophenyl Anthracene-mediated Organic Photosensitizers for Dye-sensitized Solar Cells

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