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Dive into the research topics where Wakana Matsuda is active.

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Featured researches published by Wakana Matsuda.


Journal of Materials Chemistry | 2016

A new class of epitaxial porphyrin metal–organic framework thin films with extremely high photocarrier generation efficiency: promising materials for all-solid-state solar cells

Jinxuan Liu; Wencai Zhou; Jianxi Liu; Yamato Fujimori; Tomohiro Higashino; Hiroshi Imahori; Xue Jiang; Jijun Zhao; Tsuneaki Sakurai; Yusuke Hattori; Wakana Matsuda; Shu Seki; Suresh Kumar Garlapati; Subho Dasgupta; Engelbert Redel; Licheng Sun; Christof Wöll

We demonstrate the fabrication of a new class of epitaxial porphyrin metal–organic framework thin films whose photophysical properties can be tuned by the introduction of electron-donating diphenylamine (DPA) groups into the porphyrin skeleton. The attachment of DPA groups results in strongly improved absorption characteristics, yielding the highest photocarrier generation efficiency reported so far. DFT calculations identify a shift of the charge localization pattern in the VBM (lowest unoccupied molecular orbital), confirming that the introduction of the DPA groups is the main reason for the shift of the optical absorption spectrum and the improved photocurrent generation.


Chemistry: A European Journal | 2016

π-Electron Systems That Form Planar and Interlocked Anion Complexes and Their Ion-Pairing Assemblies.

Ryohei Yamakado; Tsuneaki Sakurai; Wakana Matsuda; Shu Seki; Nobuhiro Yasuda; Shigehisa Akine; Hiromitsu Maeda

Interactions between designed charged species are important for the ordered arrangements of π-electron systems in assembled structures. As precursors of π-electron anion units, new arylethynyl-substituted dipyrrolyldiketone boron complexes, which showed anion-responsive behavior, were synthesized. They formed a variety of receptor-anion complexes ([1+1] and [2+1] types) in solution, and the stabilities of these complexes were discussed in terms of their thermodynamic parameters. Solid-state ion-pairing assemblies of [1+1]- and [2+1]-type complexes with countercations were also revealed by single-crystal X-ray analysis. In particular, a totally charge-segregated assembly was constructed based on negatively and positively charged layers fabricated from [2+1]-type receptor-anion complexes and tetrabutylammonium cations, respectively. Furthermore, the [1+1]-type anion complex of the receptor possessing long alkyl chains exhibited mesophases based on columnar assembled structures with contributions from charge-by-charge and charge-segregated arrangements, which exhibited charge-carrier transporting properties.


Chemistry: A European Journal | 2016

Ion-Pairing Assemblies Based on Pentacyano-Substituted Cyclopentadienide as a π-Electronic Anion

Yuya Bando; Yohei Haketa; Tsuneaki Sakurai; Wakana Matsuda; Shu Seki; Hikaru Takaya; Hiromitsu Maeda

Pentacyanocyclopentadienide (PCCp(-) ), a stable π-electronic anion, provided various ion-pairing assemblies in combination with various cations. PCCp(-) -based assemblies exist as single crystals and mesophases owing to interionic interactions with π-electronic and aliphatic cations with a variety of geometries, substituents, and electronic structures. Single-crystal X-ray analysis revealed that PCCp(-) formed cation-dependent arrangements with contributions from charge-by-charge and charge-segregated assembly modes for ion pairs with π-electronic and aliphatic cations, respectively. Furthermore, some aliphatic cations gave dimension-controlled organized structures with PCCp(-) , as observed in the mesophases, for which synchrotron XRD analysis suggested the formation of charge-segregated modes. Noncontact evaluation of conductivity for (C12 H25 )3 MeN(+) ⋅PCCp(-) films revealed potential hole-transporting properties, yielding a local-scale hole mobility of 0.4 cm(2)  V(-1)  s(-1) at semiconductor-insulator interfaces.


Journal of the American Chemical Society | 2017

Topologically Directed Assemblies of Semiconducting Sphere–Rod Conjugates

Zhiwei Lin; Xing Yang; Hui Xu; Tsuneaki Sakurai; Wakana Matsuda; Shu Seki; Yangbin Zhou; Jian Sun; Kuan-Yi Wu; Xiao-Yun Yan; Ruimeng Zhang; Mingjun Huang; Jialin Mao; Chrys Wesdemiotis; Takuzo Aida; Wei Zhang; Stephen Z. D. Cheng

Spontaneous organizations of designed elements with explicit shape and symmetry are essential for developing useful structures and materials. We report the topologically directed assemblies of four categories (a total of 24) of sphere-rod conjugates, composed of a sphere-like fullerene (C60) derivative and a rod-like oligofluorene(s) (OF), both of which are promising organic semiconductor materials. Although the packing of either spheres or rods has been well-studied, conjugates having both shapes substantially enrich resultant assembled structures. Mandated by their shapes and topologies, directed assemblies of these conjugates result not only in diverse unconventional semiconducting supramolecular lattices with controlled domain sizes but also in tunable charge transport properties of the resulting structures. These results demonstrate the importance of persistent molecular topology on hierarchically assembled structures and their final properties.


Chemistry-an Asian Journal | 2016

Ion-Free and Ion-Pairing Assemblies of Anion-Responsive π-Electronic Systems Possessing Directly Linked Alkyl Chains.

Yohei Haketa; Daisuke Katayama; Shinya Fukunaga; Yuya Bando; Tsuneaki Sakurai; Wakana Matsuda; Shu Seki; Hiromitsu Maeda

Alkyl-substituted pyrrole-based anion-responsive π-electronic systems formed supramolecular gels and liquid crystals through effective π-π stacking and van der Waals interactions. The addition of chloride as a planar cation salt afforded ion-pairing assemblies as soft materials comprising planar receptor-Cl(-) complexes and the cation.


Journal of Organic Chemistry | 2017

Regio- and Stereoselective Synthesis of Triarylalkene-Capped Rotaxanes via Palladium-Catalyzed Tandem Sonogashira/Hydroaryl Reaction of Terminal Alkynes

Hiroshi Masai; Wakana Matsuda; Tetsuaki Fujihara; Yasushi Tsuji; Jun Terao

Triarylalkene-capped conjugated rotaxanes were synthesized via a palladium-catalyzed tandem Sonogashira/hydroaryl reaction between aryl halides and terminal alkynes bearing two permethylated α-cyclodextrins (PM α-CDs) with high regioselectivity because of the insulation effect of the PM α-CDs. Moreover, sequential Sonogashira coupling and hydroarylation reactions using different aryl substrates afforded a regio- and stereoselective trisubstituted alkene as a single product. This new class of rotaxane-forming reactions can be used to increase the diversity of rotaxane skeletons, and thereby the material functionalities of rotaxanes.


Nano Research | 2018

Fullerene/cobalt porphyrin charge-transfer cocrystals: Excellent thermal stability and high mobility

Shushu Zheng; Junwen Zhong; Wakana Matsuda; Peng Jin; Muqing Chen; Takeshi Akasaka; Kazuhito Tsukagoshi; Shu Seki; Jun Zhou; Xing Lu

Although organic semiconductors with high mobility and thermal stability are particularly desirable for practical applications, facile methods for their development still remains a big challenge. In this work, a charge-transfer cocrystal based on fullerene (C70)/cobalt porphyrin supramolecular architecture was prepared by a solution-processable co-assembly strategy. This supramolecular architecture showed hole mobility as high as 4.21 cm2·V−1·s−1, and a relatively high mobility of 0.02 cm2·V−1·s−1 even after thermal treatment at 1,000 °C. Further studies confirmed the occurrence of charge-transfer from 5,10,15,20-tetrakis(4-methoxyphenyl)porphyrinato cobalt(II) (CoTMPP) to C70 and the paramagnetic character within the supramolecular system. These factors were found to be responsible for the aforementioned superior performances. Thus, a novel organic semiconductor has been reported in this work, which can be potentially used for next generation electronic devices. Furthermore, it has been demonstrated that charge-transfer co-crystallization is a powerful strategy for the rational design and construction of a broad class of new multifunctional organic co-crystalline materials.


Chemistry: A European Journal | 2018

Peripherally Cyanated Subphthalocyanines as Potential n-Type Organic Semiconductors

German Zango; Tsuneaki Sakurai; Beatriz Urones; Hidenori Saeki; Wakana Matsuda; M. Victoria Martínez-Díaz; Shu Seki; Tomás Torres

A series of peripherally dicyano-, tricyano-, and tetracyano-substituted subphthalocyanines (SubPcs) have been prepared through microwave-assisted, palladium-mediated cyanation of iodinated precursors. The introduction of π-accepting cyano groups in the macrocycle clearly influences its electronic and redox properties, which are dependent on the number and relative position of these substituents. Additional functionalization of the periphery of SubPcs with electron-donating or -withdrawing groups allows for a further fine-tuning of their features, leading to intensely absorbing, strongly electron-accepting panchromatic dyes with low-lying LUMO energy levels. Flash-photolysis time-resolved microwave conductivity measurements on vapor-deposited films demonstrate that some of these novel SubPc derivatives display remarkable intrinsic charge-carrier mobilities that are comparable to or larger than those of other known well-performing acceptor SubPcs; thus confirming their potential as n-type organic semiconductors for application in the fabrication of photovoltaic devices.


Chemical Communications | 2014

Synthesis of functionalized insulated molecular wires by polymerization of an insulated π-conjugated monomer.

Jun Terao; Kyohei Homma; Yohei Konoshima; Rika Imoto; Hiroshi Masai; Wakana Matsuda; Shu Seki; Tetsuaki Fujihara; Yasushi Tsuji


Chemical Science | 2017

Regioisomer effects of [70]fullerene mono-adduct acceptors in bulk heterojunction polymer solar cells

Tomokazu Umeyama; Tetsushi Miyata; Andreas C. Jakowetz; Sho Shibata; Kei Kurotobi; Tomohiro Higashino; Tomoyuki Koganezawa; Masahiko Tsujimoto; Simon Gélinas; Wakana Matsuda; Shu Seki; Richard H. Friend; Hiroshi Imahori

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