One of the keys to highly efficient phosphorescent emission in organic light-emitting devices is confine triplet excitons generated within emitting layer. We employ “starburst” perfluorinated phenylenes (C60F42) as a both hole- and exciton-block layer, hole-transport material 4,4′,4″-tri(N-carbazolyl) triphenylamine host for dopant dye A maximum external quantum efficiency reaches 19.2%, keeps over 15% even at high current densities 10–20 mA/cm2, providing several times brightness...

We report the synthesis and characterization of perfluoropentacene as an n-type semiconductor for organic field-effect transistors (OFETs). Perfluoropentacene is a planar crystalline material that adopts herringbone structure observed pentacene. OFETs with were constructed using top-contact geometry, electron mobility 0.11 cm2 V-1 s-1 was observed. Bipolar pentacene function at both negative positive gate voltages. The improved p-n junctions are probably due to similar d-spacings acenes....

[n]Cycloparaphenylenes (n = 8-13, CPPs) were synthesized, and their physical properties systematically investigated. [8] [12]CPPs selectively prepared from the reaction of 4,4'-bis(trimethylstannyl)biphenyl 4,4''-bis(trimethylstannyl)terphenyl, respectively, with Pt(cod)Cl(2) (cod 1,5-cyclooctadiene) through square-shaped tetranuclear platinum intermediates. A mixture [8]-[13]CPPs was in good combined yields by mixing biphenyl terphenyl precursors sources. Products easily separated purified...

An aromatic saddle was designed from the hypothetical three-dimensional graphene with negative Gaussian curvature (Schwarzite P192). Two saddles, tetrabenzo[8]circulene (TB8C) and its octamethyl derivative OM-TB8C, were synthesized by Scholl reaction of cyclic octaphenylene precursors. The structure TB8C greatly deviates planarity, deep shape confirmed single-crystal X-ray crystallography. There are two conformers S4 symmetry, which twisted compared to DFT (D2d). theoretical studies propose...

The synthesis of a new family spheroidal carbon molecules derived from the fullerenes is described. fulleroids are produced by incremental addition divalent equivalent that has two phenyl (Ph) rings to fullerene C(60). Ph(2)C(61), Ph(4)C(62), Ph(6)C(63), Ph(8)C(64), Ph(10)C(65), and Ph(12)C(66) have been prepared characterized.

Novel iridium complexes with perfluorophenyl‐substituted phenylpyridine ligands have been developed. The Figure shows the photoluminescence (PL) spectra of four in doped films. By changing position substitution, peaks PL are tuned wavelength region 513–578 nm. Light‐emitting diodes using these as emitting material show an external quantum efficiency 10–17 %.

ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTDihydrofulleroid H3C61: synthesis and properties of the parent fulleroidT. Suzuki, Q. Li, K. C. Khemani, F. WudlCite this: J. Am. Chem. Soc. 1992, 114, 18, 7301–7302Publication Date (Print):August 1, 1992Publication History Published online1 May 2002Published inissue 1 August 1992https://pubs.acs.org/doi/10.1021/ja00044a055https://doi.org/10.1021/ja00044a055research-articleACS PublicationsRequest reuse permissionsArticle...

ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTRedox Properties of OrganofullerenesToshiyasu Suzuki, Yusei Maruyama, Takeshi Akasaka, Wataru Ando, Kaoru Kobayashi, and Shigeru NagaseCite this: J. Am. Chem. Soc. 1994, 116, 4, 1359–1363Publication Date (Print):February 1, 1994Publication History Published online1 May 2002Published inissue 1 February 1994https://pubs.acs.org/doi/10.1021/ja00083a022https://doi.org/10.1021/ja00083a022research-articleACS PublicationsRequest reuse permissionsArticle...

The charge-transport parameters of the perfluoropentacene and perfluorotetracene crystals are studied with a joint experimental theoretical approach that combines gas-phase ultraviolet photoelectron spectroscopy density functional theory. To gain better understanding role perfluorination, results for compared to those their parent oligoacenes, is, pentacene tetracene. Perfluorination is calculated increase ionization potentials electron affinities by approximately 1 eV, which expected reduce...

The interfaces formed between pentacene (PEN) and perfluoropentacene (PFP) molecules Cu(111) were studied using photoelectron spectroscopy, X-ray standing wave (XSW), scanning tunneling microscopy measurements, in conjunction with theoretical modeling. average carbon bonding distances for PEN PFP differ strongly, that is, 2.34 A versus 2.98 PFP. An adsorption-induced nonplanar conformation of is suggested by XSW (F atoms 0.1 above the plane), which causes an intramolecular dipole...

ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTBis(ethylenedioxy)tetrathiafulvalene: the first oxygen substituted tetrathiafulvaleneT. Suzuki, H. Yamochi, G. Srdanov, K. Hinkelmann, and F. WudlCite this: J. Am. Chem. Soc. 1989, 111, 8, 3108–3109Publication Date (Print):April 1, 1989Publication History Published online1 May 2002Published inissue 1 April 1989https://pubs.acs.org/doi/10.1021/ja00190a079https://doi.org/10.1021/ja00190a079research-articleACS PublicationsRequest reuse...

Abstract A cyclic tetramer of pyrene, [4]cyclo‐2,7‐pyrenylene ([4]CPY), was synthesized from pyrene in six steps and 18 % overall yield by the platinum‐mediated assembly units subsequent reductive elimination platinum. The structures two key intermediates were unambiguously determined X‐ray crystallographic analysis. DFT calculations showed that topology frontier orbitals [4]CPY essentially same as those [8]cycloparaphenylene ([8]CPP), all fully conjugated. electrochemical analyses proved...

[10]Cycloparaphenylene ([10]CPP) was selectively synthesized in four steps 13% overall yield from commercially available 4,4′-diiodobiphenyl by using mono-I–Sn exchange, Sn–Pt transmetalation, I–Pd and subsequent oxidative coupling reactions. The single-crystal X-ray structure of [10]CPP is described.

Abstract The selective synthesis of [6]-, [8]-, and [10]cycloparaphenylenes (CPPs) was achieved by a new synthetic route involving Ni(0)-mediated coupling bis(para-haloaryl)dinuclear arylplatinum complexes the reductive elimination complexes. Importantly, highly strained [6]CPP prepared in good overall yield.

Oligo(2,6-anthrylene)s 1 and their dihexyl derivatives have been synthesized by Suzuki coupling using palladium catalysts. Organic field-effect transistors (OFETs) of these anthracene oligomers exhibited FET activity, high hole mobilities up to 0.18 cm2 V−1 s−1 were observed.

ADVERTISEMENT RETURN TO ISSUEPREVCommunicationNEXTTetradecafluorosexithiophene: The First Perfluorinated OligothiopheneYouichi Sakamoto, Shingo Komatsu, and Toshiyasu SuzukiView Author Information Institute for Molecular Science Myodaiji, Okazaki 444-8585, Japan Cite this: J. Am. Chem. Soc. 2001, 123, 19, 4643–4644Publication Date (Web):April 20, 2001Publication History Received23 February 2001Revised3 April 2001Published online20 inissue 1 May...

ADVERTISEMENT RETURN TO ISSUEPREVCommunicationNEXTPerfluorinated Oligo(p-Phenylene)s: Efficient n-Type Semiconductors for Organic Light-Emitting DiodesSophie B. Heidenhain, Youichi Sakamoto, Toshiyasu Suzuki, Atsushi Miura, Hisayoshi Fujikawa, Tomohiko Mori, Shizuo Tokito, and Yasunori TagaView Author Information Institute Molecular Science Myodaiji, Okazaki 444-8585, Japan TOYOTA Central Research Development Laboratories Inc. Nagakute, Aichi 480-1192, Cite this: J. Am. Chem. Soc. 2000, 122,...

ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXT[3 + 2] and [4 Cycloadditions of fullerene C60M. Prato, T. Suzuki, H. Foroudian, Q. Li, K. Khemani, F. Wudl, J. Leonetti, R. D. Little, White, Cite this: Am. Chem. Soc. 1993, 115, 4, 1594–1595Publication Date (Print):February 1, 1993Publication History Published online1 May 2002Published inissue 1 February 1993https://pubs.acs.org/doi/10.1021/ja00057a065https://doi.org/10.1021/ja00057a065research-articleACS PublicationsRequest reuse...

ADVERTISEMENT RETURN TO ISSUEPREVCommunicationNEXTSynthesis, Characterization, and Electron-Transport Property of Perfluorinated Phenylene DendrimersYouichi Sakamoto, Toshiyasu Suzuki, Atsushi Miura, Hisayoshi Fujikawa, Shizuo Tokito, Yasunori TagaView Author Information Institute for Molecular Science, Myodaiji Okazaki 444-8585, Japan Toyota Central Research Development Laboratories Inc. Nagakute, Aichi 480-1192, Cite this: J. Am. Chem. Soc. 2000, 122, 8, 1832–1833Publication Date...

ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTEnergetic preference in 5,6 and 6,6 ring junction adducts of C60: fulleroids methanofullerenesMaurizio Prato, Vittorio Lucchini, Michele Maggini, Elmar Stimpfl, Gianfranco Scorrano, Matthias Eiermann, Toshiyasu Suzuki, Fred WudlCite this: J. Am. Chem. Soc. 1993, 115, 18, 8479–8480Publication Date (Print):September 1, 1993Publication History Published online1 May 2002Published inissue 1 September...

La2@C80 is a stronger electron acceptor than [email protected]82 and has remarkably narrow HOMOLUMO gap in comparision to empty fullerenes. This result was derived from the redox potentials of determined by electrochemistry. Ab initio calculations on with an Ih-symmetric C80 cage (see picture right) suggest that partially filled HOMOs are occupied six electrons La2. The LaLa distance 3.45 Å.

We report on n-channel organic thin-film transistors (OTFTs) based the novel n-type semiconductor, perfluoropentacene. The transistor exhibits excellent electrical characteristics, with a high electron mobility of 0.22 cm 2 /(V s) and good current on/off ratio 10 5 . is comparable to hole pentacene OTFT. By combining perfluoropentacene p-type pentacene, we have fabricated ambipolar OTFTs complementary inverter circuits. heterostructures p- semiconductors can operate as an device mobilities...