ドナーーアクセプター型分極分子に基づく単一成分導体および特異な導電体の開発

• Project/Area Number: 15073212
• Research Category: Grant-in-Aid for Scientific Research on Priority Areas
• Allocation Type: Single-year Grants
• Review Section: Science and Engineering
• Research Institution: Tokyo Institute of Technology
• Principal Investigator: 山下 敬郎 Tokyo Institute of Technology, 大学院・総合理工学研究科, 教授 (90116872)
• Co-Investigator(Kenkyū-buntansha): 西田 純一 東京工業大学, 助教 (70334521)
• Project Period (FY): 2003 – 2007
• Project Status: Completed (Fiscal Year 2007)
• Budget Amount: ¥27,900,000 (Direct Cost: ¥27,900,000); Fiscal Year 2007: ¥4,100,000 (Direct Cost: ¥4,100,000); Fiscal Year 2006: ¥5,600,000 (Direct Cost: ¥5,600,000); Fiscal Year 2005: ¥8,600,000 (Direct Cost: ¥8,600,000); Fiscal Year 2004: ¥6,700,000 (Direct Cost: ¥6,700,000); Fiscal Year 2003: ¥2,900,000 (Direct Cost: ¥2,900,000)
• Keywords: 有機半導体 / 有機トランジスタ / 分子性結晶 / 機能材料 / 有機エレクトロニクス / 合成化学 / 分子性個体 / 構造・機能材料 / 有機FET / 分子性固体 / ドナー-アクセプター型化合物 / 有機酸化還元系 / X線結晶構造解析 / 有機電導体 / 単一成分導体

Research Abstract

ヘテロ環オリゴマーの末端にトリフルオロメチルフェニル基を導入して高性能のn-型のFETを開発した。中心のπ電子コアにチアゾロチアゾール誘導体、およびビチアゾール誘導体を用いて、高い移動度を実現した。コアとしてターチオフェンおよびその類縁体を用いた化合物も高性能を示した。ターチオフェンは電子供与性であるために、電子受容性は低いが、高移動度(0.37cm^2/Vs)を示し、閾値45Vもチアゾール系よりも低下した。これは分子間の相互作用が大きく、電極と半導体のコンタクトも良いためと考えられる。電子受容性を高めるためにピラジン環を縮環した化合物の移動度は0.22cm^2/Vsであり、閾値は20Vとさらに低下した。これらのチオフェン環をセレノフェン環に置換した化合物についても合成した。セレン原子の導入で分子間の相互作用が強まり、若干の性能向上が見られた。さらに新規なn-型半導体としてインデノフルオレンジオン誘導体およびピラジン類縁体を合成した。インデノフルオレンジオン誘導体のトップコンタクトのFETデバイスは移動度0.16cm^2/Vsであったが、閾値は75Vと高い値を示した。ピラジン環を導入することで電子受容性が大きくなり、閾値は大幅に低下した。また、TTF系において多環芳香族環を縮合させることで、系の安定化と分子間π-π相互作用を強くすることが出来た。例えば、ナフタレン縮合化合物はホール移動度0.42cm^2/Vsを示したが、酸素に対して不安定であった。一方、キノキサリン誘導体は電子受容性のキノキサリン環と電子供与性のTTF骨格との分子間電荷移動相互作用でπ-スタック構造を取っており、そのFETのホール移動度は0.20cm^2/Vsであった。フッ素などの電子受容基を導入することでTTFとして初めてn型特性を実現した。

Research Products

• [Journal Article] n-Type Organic Field-Effect Transistors with High Electron Mobilities Based on Thiazole-thiazolothiazole Conjugated Molecules (2007)
  • Author(s): M. Mamada, J. Nishida, D. Kumaki, S. Tokito, Y. Yamashita
  • Journal Title: Mater. Chem. 19 Pages: 5404-5409
  • Peer Reviewed
• [Journal Article] Photooxidation and Reproduction of Pentacene Derivatives Substituted by Aromatic Groups (2007)
  • Author(s): K. Ono, H. Totani, T. Hiei, A. Yoshino, K. Saito, K. Eguchi, M. Tomura, J. Nishida, Y. Yamashita
  • Journal Title: Tetrahedron 63 Pages: 9699-9704
  • Peer Reviewed
• [Journal Article] High-performance n-Type Organic Field-effect Transistors Based on Co-oligomers Containing a Trifluoromethylphenylthiazolyl Group and a Biphenylene Core (2007)
  • Author(s): T. Koiima, J. Nishida, S. Tokito, Y. Yamashita
  • Journal Title: Chem. Lett. 36 Pages: 1198-1199
  • NAID: 10019961337
  • Peer Reviewed
• [Journal Article] Organic Field-Effect Transistors Based on Asymmetrical Tetrathiafulvalene Analogues (2007)
  • Author(s): Naraso, J. Nishida, D. Kumaki, S. Tokito, Y. Yamashita
  • Journal Title: Asia. Chem. Lett. 11 Pages: 179-184
  • Peer Reviewed
• [Journal Article] Synthesis, Physical Properties and Field-Effect Transistors of Novel Thiazolothiazole/Phenylene Co-Oligomers (2007)
  • Author(s): S. Ando, D. Kumaki, J. Nishida, H. Tada, Y. Inoue, S. Tokito, Y. Yamashita
  • Journal Title: J. Mater. Chem 17 Pages: 553-558
  • Peer Reviewed
• [Journal Article] Synthesis, Characterization and Electroluminescence Properties of New Iridium Complexes Based on Cyclic Phenylvinylpyridine Derivatives : Tuning of Emission Colour and Efficiency by Structural Contorl (2007)
  • Author(s): S. Takizawa, Y. Sasaki, M. Akhtaruzzaman, H. Echizen, J. Nishida, T. Iwata, S. Tokito, Y. Yamashita
  • Journal Title: J. Mater. Chem 17 Pages: 841-849
  • Peer Reviewed
• [Journal Article] Organic Field-Effect Transistors Based on Heterocyclic Co-Oligomers Containing a Pyrazine Ring (2007)
  • Author(s): T. Kojima, J. Nishida, S. Tokito, H. Tada, Y. Yamashita
  • Journal Title: Chem. Commun Pages: 1430-1432
  • Peer Reviewed
• [Journal Article] High-Performance and Light-Emitting n-Type Organic Field-Effect Transistors Based on Dithienylbenzothiadiazole and Related Heterocycles (2007)
  • Author(s): T. Kono, D. Kumaki, J. Nishida, T. Sakanoue, M. Kakita, H. Tada, S. Tokito, Y. Yamashita
  • Journal Title: Chem. Mater 19 Pages: 1218-1220
  • Peer Reviewed
• [Journal Article] Significant Improvement of Electron Mobility in Organic Thin-Film Transistors Based on Thiazolothiazole Derivatives by Employing Self-Assembled Monolayer (2007)
  • Author(s): D. Kumaki, S. Ando, S. Shimono, Y. Yamashita, T. Umeda, S. Tokito
  • Journal Title: Appl. Phys. Lett. 90 Pages: 53506-53506
  • Peer Reviewed
• [Journal Article] Phosphorescent Iridium Complexes Based on 2-Phenylimidazo[1, 2-a]pyridine Ligands : Tuning of Emission Color Toward the Blue Region, and Application to Polymer Light-Emitting Devices (2007)
  • Author(s): S. Takizawa, J. Nishida, T. Tsuzuki, S. Tokito, Y. Yamashita
  • Journal Title: Inorg. Chem 46 Pages: 4308-4319
  • Peer Reviewed
• [Journal Article] Synthesis, Physical Properties and Field-Effect Transistors of Novel Thiaz olothiazole/Phenylene Co-0ligomers (2007)
  • Author(s): S. Ando, D. Kumaki, J. Nishida, H. Tada, Y. Inoue, S. Tokito, Y. Yamashita,
  • Journal Title: J. Mater. Chem 17 Pages: 553-558
  • Peer Reviewed
• [Journal Article] S. Takizawa, Y. Sasaki, M. Akhtaru zzaman, H. Echizen, J. Nishida, T. Iwata, S. Tokito, Y. Yamashita (2007)
  • Author(s): S. Takizawa, Y. Sasaki, M. Akhtaru zzaman, H. Echizen, J. Nishida, T. Iwata, S. Tokito, Y. Yamashita
  • Journal Title: J. Mater. Chem 17 Pages: 841-849
  • Peer Reviewed
• [Journal Article] High-Performance and Light-Emitting n-Type Organic Field-Effect Transisitors Based on Dithienylbenzothiadiazole and Related Heterocycles, (2007)
  • Author(s): T. Kono, D. Kumaki, J. Nishida, T. Sakanoue, M. Kakita, H. Tada, S. Tokito, Y. Yamashita
  • Journal Title: Chem. Mater 19 Pages: 1218-1220
  • Peer Reviewed
• [Journal Article] Significant Improvement of Electron Mobility in Organic Thin-Film Transistors B ased on Thiazolothiazole Derivatives by Employing Self-Assembled Monolayer (2007)
  • Author(s): D. Kumaki, S. Ando, S. Shimono, Y. Yamashita, T. Umeda, S. Tokito
  • Journal Title: Appl, Phys. Lett. 90 Pages: 53506-53506
  • Peer Reviewed
• [Journal Article] Phosphorescent Iridium Complexes Based on 2-Phenylimidazo〔1,2-a〕pyridine Ligands: Tuning of Emission Color Toward the Blue Region, and Application to Polymer Light-Emitting Devices (2007)
  • Author(s): S. Takizawa, J. Nishida, T. Tsuzuki, S. Tokito, Y. Yamashita,
  • Journal Title: Inorg. Chem 46 Pages: 4308-4319
  • Peer Reviewed
• [Journal Article] Synthesis, Physical Properties and Field-Effect Transistors of Novel Thiazolothiazole/Phenylene Co-Oligomers (2007)
  • Author(s): S.Ando, D.Kumaki, J.Nishida, H.Tada, Y.Inoue, S.Tokito, Y.Yamashita
  • Journal Title: J. Mater. Chem. 17(6) Pages: 553-558
• [Journal Article] Synthesis, Characterization and Electroluminescence Properties of New Iridium Complexes Based on Cyclic Phenylvinylpyridine Derivatives : Tuning of Emission Color and Efficiency by Structural Control (2007)
  • Author(s): S.Takizawa, Y.Sasaki, M.Akhtaruzzaman, H.Echizen, J.Nishida, T.Iwata, S.Tokito, Y.Yamashita
  • Journal Title: J. Mater. Chem. 17(9) Pages: 841-849
• [Journal Article] Organic Field-Effect Transistors Based on Heterocyclic Co-Oligomers Containing a Pyrazine Ring (2007)
  • Author(s): T.Kojima, J.Nishida, S.Tokito, H.Tada, Y.Yamashita
  • Journal Title: Chem. Commun (14) Pages: 1430-1432
• [Journal Article] High-Performance and Light-Emitting n-Type Organic Field-Effect Transistors Based on Dithienylbenzothiadiazole and Related Heterocycles (2007)
  • Author(s): T.Kono, D.Kumaki, J.Nishida, T.Sakanoue, M.Kakita, H.Tada, S.Tokito, Y.Yamashita
  • Journal Title: Chem. Mater 19(6) Pages: 1218-1220
• [Journal Article] n-Type and Ambipolar FET Characteristics Using Pyrazinophenanthrolines Linked with Oligothiophenes (2006)
  • Author(s): J. Nishida, S. Murakami, H. Tada, Y. Yamashita
  • Journal Title: Chem. Lett. 35 Pages: 1236-1237
  • NAID: 10018404754
  • Peer Reviewed
• [Journal Article] High Performance n- and p-Type Field-Effect Transistors Based on Tetrathiafulvalene Derivatives (2006)
  • Author(s): Naraso, J. Nishida, D. Kumaki, S. Tokito, Y. Yamashita
  • Journal Title: J. Am. Chem. Soc 128 Pages: 9898-9599
  • Peer Reviewed
• [Journal Article] Phosphorescence Color Tunable Iridium Complexes with Ligands of 2-Phenyimidazo[1, 2-a]pyridine Derivatives (2006)
  • Author(s): S. Takizawa, J. Nishida, Y. Yamashita
  • Journal Title: Mol. Cryst. Liq. Cryst. 455 Pages: 381-385
  • Peer Reviewed
• [Journal Article] Finely Tuned Blue Phosphorescent Iridium Complexes Based on 2-Phenypyridine Derivatives and Application to Polymer Organic Light-emitting Device (2006)
  • Author(s): S. Takizawa, H. Echizen, J. Nishida, T. Tsuzuki, S. Tokito, Y. Yamashita
  • Journal Title: Chem. Lett. 35 Pages: 748-749
  • Peer Reviewed
• [Journal Article] Physical properties and field-effect transistors based on novel thiazolothiazole/heterocyclic and thiazolothiazole/phenylene co-oligomers (2006)
  • Author(s): S. Ando, J. Nishida, H. Tada, Y. Inoue, S. Tokito, Y. Yamashita
  • Journal Title: Synth. Met. 156 Pages: 327-331
  • Peer Reviewed
• [Journal Article] High Performance n- and p-Type Field-Effect Transistors Based on Tetrathiafulvale Derivatives (2006)
  • Author(s): Naraso, J.Nishida, D.Kumaki, S.Tokito, Y.Yamashita
  • Journal Title: J. Am. Chem. Soc 128(30) Pages: 9598-9599
• [Journal Article] n-Type and Ambipolar FET Characteristics Using Pyrazinophenanthrolines Linked with Oligothiophenes (2006)
  • Author(s): J.Nishida, S.Murakami, H.Tada, Y.Yamashita
  • Journal Title: Chem. Lett. 35(10) Pages: 1236-1237
  • NAID: 10018404754
• [Journal Article] n-Type Organic Field-Effect Transistors with Very High Electron Mobilities Based on Thiazole Oligomers with Trifluoromethylphenyl Groups (2005)
  • Author(s): S. Ando, R. Murakami, J. Nishida, H. Tada, Y. Inoue, S. Tokito, Y. Yamashita
  • Journal Title: J. Am. Chem. Soc. 127 Pages: 14996-14997
  • Peer Reviewed
• [Journal Article] Preparation and Electroluminescent Characteristics of a Series of Electron Rich Cyclometalated Phenylpyridine Ir(III) Complexes with a Diphenylamino Group (2005)
  • Author(s): J. Nishida, H. Echizen, H. Iwata, Y. Yamashita
  • Journal Title: Chem. Lett. 34 Pages: 1378-1379
  • Peer Reviewed
• [Journal Article] Synthesis and Characterization of Novel Iridium Complexes with Ligands of 2-Phenylimidazo[1, 2-a]pyridine Derivatives, and Application to Organic Light-Emitting Diode (2005)
  • Author(s): S. Takizawa, .J. Nishida, T. Tsuzuki, S. Tokito, Y. Yamashita
  • Journal Title: Chem. Lett 34 Pages: 1222-1223
  • NAID: 130004424008
  • Peer Reviewed
• [Journal Article] High Performance Organic Field-Effect Transistors Based on π-Extended Tetrathiafulvalene Derivatives (2005)
  • Author(s): Naraso, J. Nishida, S. Ando, J. Yamaguchi, K. Itaka, H. Koinuma, H. Tada, S. Tokito, Y. Yamashita
  • Journal Title: J. Am. Chem. Soc. 127 Pages: 10142-10143
  • Peer Reviewed
• [Journal Article] Synthesis, Characterization and FET Properties of Novel Dithazolylbenzothiadiazole Derivatives (2005)
  • Author(s): M. Akhtaruzzaman, N. Kamata, J. Nishida, S. Ando, H. Tada, M. Tomura, Y. Yamashita
  • Journal Title: Chem. Commun. Pages: 3183-3185
  • Peer Reviewed
• [Journal Article] TTF Derivatives Containing Fused-Pyrazine Rings for Novel Donor-Acceptor Systems (2005)
  • Author(s): Naraso, J. Nishida, M. Tomura, Y. Yamashita
  • Journal Title: Synth. Met. 153 Pages: 389-392
  • Peer Reviewed
• [Journal Article] Novel TTF Vinylogues Containing Phenyl Groups at the Vinyl Positions (2005)
  • Author(s): M. Osada, T. Kumagai, M. Sugimoto, J. Nishida, Y. Yamashita
  • Journal Title: Synth. Met. 152 Pages: 429-432
  • Peer Reviewed
• [Journal Article] High Performance n-Type Organic Field-Effect Transistors Based on π-Electronic Systems with Trifluoromethylphenyl Groups (2005)
  • Author(s): S. Ando, J. Nishida, H. Tada, Y. Inoue, S. Tokito, Y. Yamashita
  • Journal Title: J. Am. Chem. Soc. 127 Pages: 5336-5337
  • Peer Reviewed
• [Journal Article] Preparation, Characterization and Electroluminescence Characteristics of α-Diimine-type Platinum(II) Complexes with Perfluorinated Phenyl Groups as Ligands (2005)
  • Author(s): J. Nishida, A. Maruyama, T. Iwata, Y. Yamashita
  • Journal Title: Chem. Lett. 34 Pages: 592-593
  • NAID: 10015515774
  • Peer Reviewed
• [Journal Article] Novel p-and n-Type Organic Semiconductors with an Anthracene Unit (2005)
  • Author(s): S. Ando, J. Nishida, E. Fujiwara, H. Tada, Y. Inoue, S. Tokito, Y. Yamashita
  • Journal Title: Chem. Mater. 17 Pages: 1261-1264
  • Peer Reviewed
• [Journal Article] Field-Effect Transistors Based on Single Crystalline Wires of Bis(l, 2, 5-thiadiazolo)-p-quinobis(1, 3-dithiole) (2005)
  • Author(s): E. Fujiwara, M. Takada, Y. Yamashita, H. Tada
  • Journal Title: Jpn. J. Applied. Phys. 44
  • Peer Reviewed
• [Journal Article] Novel p-and n-Type Organic Semiconductors with an Anthracene Unit (2005)
  • Author(s): S.Ando, Y.Yamashita et al.
  • Journal Title: Chem.Mater. 17・6 Pages: 1261-1264
• [Journal Article] High Performance n-Type Organic Field-Effect Transistors Based on p-Electronic Systems with Trifluoromethylphenyl Groups (2005)
  • Author(s): S.Ando, Y.Yamashita et al.
  • Journal Title: J.Am.Chem.Soc. 127・15 Pages: 5336-5337
• [Journal Article] Synthesis, Characterization and FET Properties of Novel Dithazolylbenzothiadiazole Derivatives (2005)
  • Author(s): Md.Akhtaruzzaman, Y.Yamashita et al.
  • Journal Title: Chem.Commun. (25) Pages: 3183-3185
• [Journal Article] High Performance Organic Field-Effect Transistors Based on π-Extended Tetrathiafulvalene Derivatives (2005)
  • Author(s): Naraso, Y.Yamashita et al.
  • Journal Title: J.Am.Chem.Soc. 127・29 Pages: 10142-10143
• [Journal Article] n-Type Organic Field-Effect Transistors with Very High Electron Mobilities Based on Thiazole Oligomers with Trifluoromethylphenyl Groups (2005)
  • Author(s): S.Ando, Y.Yamashita et al.
  • Journal Title: J.Am.Chem.Soc. 127・43 Pages: 14996-14997
• [Journal Article] TTF Derivatives containing Fused-Pyrazine Rings for Novel Donor-Acceptor Systems; (2005)
  • Author(s): Naraso, Y.Yamashita et al.
  • Journal Title: Synth.Met., 153 Pages: 389-392
• [Journal Article] Novel Field-Effect Transistors Based on Bis(1, 3-dithiol-2-ylidene) Compounds with a Conjugated Spacer Group (2004)
  • Author(s): Y. Morioka, J. Nishida, E. Fujiwara, H. Tada, Y. Yamashita
  • Journal Title: Chem. Lett. 33 Pages: 1632-1633
  • NAID: 10014153784
  • Peer Reviewed
• [Journal Article] Characterization and Field-Effect Transistor Performance of Heterocyclic Oligomers Containing a Thiazolothiazole Unit (2004)
  • Author(s): S. Ando, J. Nishida, ^+ E. Fujiwara, H. Tada, Y. Inoue, S. Tokito, Y. Yamashita
  • Journal Title: Chem. Lett. 33 Pages: 1170-1171
  • NAID: 10013527834
  • Peer Reviewed
• [Journal Article] Novel Donor-π-Acceptor Compounds Containing 1, 3-Dithiol-2-ylidene and Tetracyanobutadiene units (2004)
  • Author(s): Y. Morioka, N. Yoshizawa, J. Nishida, Y. Yamashita
  • Journal Title: Chem. Lett. 33 Pages: 1190-1191
  • NAID: 10013527971
  • Peer Reviewed
• [Journal Article] Novel Thiophene Oligomers Containing a Redox Active Hexaarylethane Unit (2004)
  • Author(s): J. Nishida, T. Miyagawa, Y. Yamashita
  • Journal Title: Org. Lett. 6 Pages: 2523-2526
  • Peer Reviewed
• [Journal Article] Preparation, Characterization and FET Properties of Novel Dicyanopyrazinoquinoxaline Derivatives (2004)
  • Author(s): J. Nishida, Naraso, S. Murai, E. Fujiwara, H. Tada, M. Tomura, Y. Yamashita
  • Journal Title: Org. Lett 6 Pages: 2007-2010
  • Peer Reviewed
• [Journal Article] Synthesis and Characterization of Novel Dipyridylbenzothiadiazole and Bisbenzothiadiazole Derivatives (2004)
  • Author(s): M. Akhtaruzzaman, M. Tomura, J. Nishida, Y. Yamashita
  • Journal Title: J. Org. Chem. 69 Pages: 2953-2958
  • Peer Reviewed
• [Journal Article] Synthesis, Physical Properties, and Field-Effect Transistors of Novel Thiophene/Thiazolothiazole Co-Oligomers (2004)
  • Author(s): S. Ando, J. Nishida, Y. Inoue, S. Tokito, Y, Yamashita
  • Journal Title: J. Mater. Chem. 14 Pages: 1787-1790
  • Peer Reviewed
• [Journal Article] Pyrazino-tetracyanonaphthoquinodimethanes : Sterically Deformed Electron Acceptors Affording Zwitterionic Radicals (2004)
  • Author(s): T. Suzuki, S. Miyanari, H. Kawai, K. Fujiwara, T. Fukushima, T. Miyashi, Y. Yamashita
  • Journal Title: Tetrahedron 60 Pages: 1997-2003
  • Peer Reviewed
• [Journal Article] Combined Spectroscopic and Theoretical Study of Narrow-Bandgap Heterocyclic Cooligomers Containing Alternating Aromatic-Donor and o-Quinonoid-Acceptor Units (2004)
  • Author(s): M. C. R. Delgado, V. Hernandez, J. T. L. Navarrete, S. Tanaka, Y. Yamashita
  • Journal Title: J. Phys. Chem. B 108 Pages: 2516-2526
  • Peer Reviewed
• [Journal Article] 4, 5-Diiodo[1, 2, 5]thiadiazolotetrathiafulvalene (2004)
  • Author(s): M. Tomura, Y. Yamashita
  • Journal Title: Acta Cryst. Sect. E 60
  • Peer Reviewed
• [Journal Article] Synthesis and Characterization of Novel Dipyridylbenzothiadiazole and Bisbenzothiadiazole Derivatives (2004)
  • Author(s): M.Akhtaruzzaman
  • Journal Title: J.Org.Chem. 69,9 Pages: 2953-2958
• [Journal Article] Synthesis, Physical Properties, and Field-Effect Transistors of Novel Thiophene/Thiazolothiazole Co-Oligomers (2004)
  • Author(s): S.Ando
  • Journal Title: J.Mater.Chem. 14,12 Pages: 1787-1790
• [Journal Article] Preparation, Characterization and FET Properties of Novel Dicyanopyrazinoquinoxaline Derivatives (2004)
  • Author(s): J.Nishida
  • Journal Title: Org.Lett. 6,12 Pages: 2007-2010
• [Journal Article] Novel Thiophene Oligomers Containing a Redox Active Hexaarylethane Unit (2004)
  • Author(s): J.Nishida
  • Journal Title: Org.Lett. 6,15 Pages: 2523-2526
• [Journal Article] Characterization and Field-Effect Transistor Performance of Heterocyclic Oligomers Containing a Thiazolothiazole Unit (2004)
  • Author(s): S.Ando
  • Journal Title: Chem.Lett. (9) Pages: 1170-1171
• [Journal Article] Novel Donor-p-Acceptor Compounds Containing 1,3-Dithiol-2-ylidene and Tetracyanobutadiene units (2004)
  • Author(s): Y.Morioka
  • Journal Title: Chem.Lett. (9) Pages: 1190-1191
• [Journal Article] Crystal Structure of 4, 7-Dibromo-2, 1, 3-benzothiadiazole, C6H2Br2N2S (2003)
  • Author(s): M. Tomura, Y. Yamashita
  • Journal Title: Z. Kristallogr. NCS 218 Pages: 555-556
  • Peer Reviewed
• [Journal Article] (1, 3-Dithio-2-ylidene)propanedinitrile (2003)
  • Author(s): M. Tomura, Y. Yamashita
  • Journal Title: Acta Cryst. Sect. E 59
  • Peer Reviewed
• [Journal Article] Preparation, Structure and Properties of Novel 1, 3-Dithiole-2-ylidene Derivatives Containing Bis(ethynylpyridine) Units (2003)
  • Author(s): T. Kumagai, M. Tomura, J. Nishida, Y. Yamashita
  • Journal Title: Tetrahedron Lett. 44 Pages: 6845-6848
  • Peer Reviewed
• [Journal Article] Unusual Hydrogen Bonding Networks Consisted of π-Extended 4, 4'-Bipyridines and Chloranilic Acid (2003)
  • Author(s): M. Akhtaruzzaman, M. Tomura, K. Takahashi, J. Nishida, Y. Yamashita
  • Journal Title: Supramolecular Chemistry 15 Pages: 239-243
  • Peer Reviewed
• [Journal Article] Linear Molecules with Ethynylpyridine and Bisbenzothiadiazole Units (2003)
  • Author(s): M. Akhtaruzzaman, M. Tomura, J. Nishida, Y. Yamashita
  • Journal Title: Synth. Met. 137 Pages: 873-874
  • Peer Reviewed
• [Journal Article] Novel Electron Acceptors Containing Thiadiazole and Thiophene Units (2003)
  • Author(s): Y. Yamashita, K. Suzuki, M. Tomura
  • Journal Title: Synth. Met. 133 Pages: 341-343
  • Peer Reviewed
• [Journal Article] Unsymmetrical Tetrathiafulvalene with a Fused 1, 2, 5-Thiadiazole Ring and an Ethylenedioxy Group (2003)
  • Author(s): M. Tomura, Y. Yamashita
  • Journal Title: Acta Cryst. Sect. E 59
  • Peer Reviewed
• [Presentation] チエノチアジアゾール及びチエノピラジン骨格を含んだ低エネルギーギャップを示すπ共役型分子の合成と物性 (2007)
  • Author(s): 西田純一・鈴木裕之・河野隆広・山
  • Organizer: 電気化学会秋季大会
  • Place of Presentation: 東京
  • Year and Date: 2007-09-19
• [Presentation] インデノフルオレンジオン骨格を有する化合物のFET特性 (2007)
  • Author(s): 中川智裕・西田純一・山下敬郎
  • Organizer: 電気化学会秋季大会
  • Place of Presentation: 東京
  • Year and Date: 2007-09-19
• [Presentation] ヘテロ環化合物に基づく新規なn-型有機FETの開発 (2007)
  • Author(s): 山下敬郎
  • Organizer: 応用物理学会学術講演会
  • Place of Presentation: 札幌
  • Year and Date: 2007-09-07
• [Presentation] High Performance n-Type FETs Based on Heterocyclic Ring Systems with Trlfluoromethylphenyl Groups (2007)
  • Author(s): Y. Yamashita
  • Organizer: SPIE Optics+Photonics
  • Place of Presentation: San Diego
  • Year and Date: 2007-08-27
• [Presentation] Synthesis and Properties of New Phosphorescent Metal Complexes with Ligands of 2-Phenylimidazo〔1,2-a〕pyridines (2007)
  • Author(s): S. Takizawa, J. Nishida, S. Tokito, Y. Yamashita
  • Organizer: 12th International Symposium on Novel Aromatic Compounds(ISNA12)
  • Place of Presentation: Awaji
  • Year and Date: 2007-06-23
• [Presentation] Synthesis and n-Type Semiconducting Properties of 6,11-dihydroxytetracene-5,12-dione with BF2-Chelating Moieties (2007)
  • Author(s): K. Ono, H. Yamaguchi, K. Taga, K. Saito, J. Nishida, Y. Yamashita
  • Organizer: 12th International Symposium on Novel Aromatic Compounds(ISNA12)
  • Place of Presentation: Awaji
  • Year and Date: 2007-06-23
• [Presentation] Synthesis and FET Chracteristics of Dithienylbenzothiadiazole and Related Heterocycles (2007)
  • Author(s): T. Kono, D. Kumaki, J. Nishida, T. Sakanoue, M. Kakita, H. Tada, S. Tokito, Y. Yamashita
  • Organizer: 12th International Symposium on Novel Aromatic Compounds(ISNA12)
  • Place of Presentation: Awaji
  • Year and Date: 2007-06-23
• [Book] 電子共役系有機材料の創製・機能開発・応用 (2007)
  • Author(s): 山下敬郎
  • Total Pages: 324
  • Publisher: シーエムシー出版
• [Patent(Industrial Property Rights)] 特許権 (2005)
  • Inventor(s): 山下 敬郎, 那 日蘇
  • Industrial Property Rights Holder: 東京工業大学
  • Filing Date: 2005-08-01
• [Patent(Industrial Property Rights)] 特許権 (2005)
  • Inventor(s): 山下 敬郎, 安藤 伸治
  • Industrial Property Rights Holder: 東京工業大学
  • Filing Date: 2005-01-28
• [Patent(Industrial Property Rights)] 特許権 (2003)
  • Inventor(s): 山下敬郎
  • Industrial Property Rights Holder: 財団法人理工学振興会
  • Filing Date: 2003-01-14
  • Acquisition Date: 2006-06-23
• [Publications] M.Tomura, Y.Yamashita: "Unsymmetrical Tetrathiafulvalene with a Fused 1,2,5-Thiadiazole Ring and an Ethylenedioxy Group"Acta Cryst.Sect.E. 59. o145-o147 (2003)
• [Publications] Y.Yamashita, K.Suzuki, M.Tomura: "Novel Electron Acceptors Containing Thiadiazole and Thiophene Units"Synth.Met.. 133-134. 341-343 (2003)
• [Publications] M.Akhtaruzzaman, M.Tomura, J.Nishida, Y.Yamashita: "Linear Molecules with Ethynylpyridine and Bisbenzothiadiazole Units"Synth.Met.. 137. 873-874 (2003)
• [Publications] M.Akhtaruzzaman, M.Tomura, K.Takahashi, J.Nishida, Y.Yamashita: "Unusual Hydrogen Bonding Networks Consisted of π-Extended 4,4'-Bipyridines and Chloranilic Acid"Supramolecular Chemistry. 15・4. 239-243 (2003)
• [Publications] T.Kumagai, M.Tomura, J.Nishida, Y.Yamashita: "Preparation, Structure and Properties of Novel 1,3-Dithiole-2-ylidene Derivatives Containing Bis(ethynylpyridine) Units"Tetrahedron Lett.. 44・36. 6845-6848 (2003)
• [Publications] M.Tomura, Y.Yamashita: "(1,3-Dithio-2-ylidene)propanedinitrile"Acta Cryst.Sect.E. 59. o1941-o1943 (2003)