Ultimate Performance of Hybridized Conjugated Polymers with Super-Controlled Sizes and Molecular Shapes

2008 Fiscal Year Final Research Report

• Project/Area Number: 17067009
• Research Category: Grant-in-Aid for Scientific Research on Priority Areas
• Allocation Type: Single-year Grants
• Review Section: Science and Engineering
• Research Institution: Kyoto Institute of Technology
• Principal Investigator: HOTTA Shu Kyoto Institute of Technology, 工芸科学研究科, 教授 (00360743)
• Co-Investigator(Kenkyū-buntansha): YAMAO Takeshi 京都工芸繊維大学, 工芸科学研究科, 助教 (10397606)
• Project Period (FY): 2005 – 2008
• Keywords: 共役ポリマー / 極限性能 / 電流注入レーザー / 有機半導体 / 結晶薄膜

Research Abstract

(チオフェン/フェニレン)コオリゴマーと称する、寸法と分子形状を超精密制御した新奇なハイブリッド共役ポリマーを開発した。この材料系の高配向結晶薄膜を作製し、光学性質および電荷輸送特性を研究した。結晶薄膜は光の閉じ込め機能が図抜けて高く、レーザー媒質として抜きん出て優れる。これをレーザー光励起し、縦多モードに由来するレーザー発振に基づく発光スペクトルを観察した。トランジスタデバイス上で、レーザー発振の前駆現象と考えられる超狭線化発光(FWHM : 1.1nm)を達成した。

Research Products

• [Journal Article] Gain-narrowed emissions from oligomer crystals assisted by interference exposure (2009)
  • Author(s): T. Yamao, T. Inoue, Y. Okuda, T. Ishibashi, S. Hotta, N. Tsutsumi
  • Journal Title: Synthetic Metals Vol. 159, No. 9-10 Pages: 889-892
  • Peer Reviewed
• [Journal Article] Photoluminescence from donor-acceptor molecular systems via long distance energy transfer mediated by surface plasmons (2009)
  • Author(s): T. Shimada, S. Tomita, S. Hotta, S. Hayashi, H. Yanagi
  • Journal Title: Japanese Journal of Applied Physics Vol. 48, No. 4 Pages: 042001/4
  • Peer Reviewed
• [Journal Article] Refractive index along the molecular long axis of an orthorhombic thiophene/phenylene co-oligomer crystal (2009)
  • Author(s): T. Yamao, K. Yamamoto, T. Inoue, Y. Okuda, Y. Taniguchi, S. Hotta
  • Journal Title: Japanese Journal of Applied Physics Vol. 48, No. 4 Pages: 04C174/4
  • Peer Reviewed
• [Journal Article] A high optical-gain organic crystal comprising thiophene/phenylene co-oligomer nanomolecules (2009)
  • Author(s): T. Yamao, K. Yamamoto, S. Hotta
  • Journal Title: Journal of Nanoscience and Nanotechnology Vol. 9, No. 4 Pages: 2582-2585
  • Peer Reviewed
• [Journal Article] Crystal structure and FET characteristics of an n-type thiophene/phenylene co-oligomer of 1, 4-bis{5-[4-(trifluoromethyl)phenyl]thiophen-2-yl}benzene (2009)
  • Author(s): S. Hotta, Y. Shimizu, T. Yamao, M. Goto, R. Azumi
  • Journal Title: Chemistry Letters Vol. 38, No. 3 Pages: 294-295
  • Peer Reviewed
• [Journal Article] A field-effect transistor based upon thiophene/phenylene co-oligomer nanomolecules combined with a composite polymer gate insulator (2009)
  • Author(s): T. Yamao, H. Kuriki, T. Miki, S. Hotta
  • Journal Title: Journal of Nanoscience and Nanotechnology Vol. 9, No. 1 Pages: 165-168
  • Peer Reviewed
• [Journal Article] Gain-narrowed emissions of thiophene/phenylene co-oligomer single crystals (2009)
  • Author(s): T. Hiramatsu, N. Matsuoka, H. Yanagi, F. Sasaki, S. Hotta
  • Journal Title: Physica Status Solidi (c) Vol. 6, No. 1 Pages: 338-341
  • Peer Reviewed
• [Journal Article] Organic Light-Emitting Field-Effect Transistors Operated by Alternating-Current Gate Voltages (2008)
  • Author(s): T. Yamao, Y. Shimizu, K. Terasaki, S. Hotta
  • Journal Title: Advanced Materials Vol. 20, No. 21 Pages: 4109-4112
  • Peer Reviewed
• [Journal Article] Polarized laser oscillation from polygon crystals of thiophene/phenylene co-oligomers grown by liquid-phase growth (2008)
  • Author(s): T. Yamao, K. Yamamoto, T. Miki, H. Akagami, Y. Nishimoto, S. Hotta
  • Journal Title: Physica Status Solidi (c) Vol. 5, No. 9 Pages: 3194-3196
  • Peer Reviewed
• [Journal Article] Polarized emissions from single crystals of thiophene/phenylene co-oligomers measured by microspectroscopy (2008)
  • Author(s): T. Yamao, Y. Taniguchi, K. Yamamoto, T. Miki, T. Ohira, S. Hotta
  • Journal Title: Japanese Journal of Applied Physics Vol. 47, No. 6 Pages: 4719-4723
  • Peer Reviewed
• [Journal Article] Laser oscillation in a highly anisotropic organic crystal with a refractive index of 4.0 (2008)
  • Author(s): T. Yamao, K. Yamamoto, Y. Taniguchi, T. Miki, S. Hotta
  • Journal Title: Journal of Applied Physics Vol. 103, No. 9 Pages: 093115/4
  • Peer Reviewed
• [Journal Article] Development and electronic and photonic characteristics of thiophene/phenylene co-oligomers (2008)
  • Author(s): S. Hotta, T. Katagiri, T. Yamao, K. Shimizu, H. Yanagi, M. Ichikawa, Y. Taniguchi
  • Journal Title: International Journal of Polymeric Materials Vol. 57, No. 5 Pages: 515-531
  • Peer Reviewed
• [Journal Article] Ambipolar field effect transistors with heterojunction of organic semiconductors (2008)
  • Author(s): K. Yamane, H. Yanagi, S. Hotta
  • Journal Title: Thin Solid Films Vol. 516, No. 10 Pages: 3157-3161
  • Peer Reviewed
• [Journal Article] Organic heterojunction ambipolar field effect transistors with asymmetric source and drain electrodes (2008)
  • Author(s): K. Yamane, A. Sawamoto, S. Hotta, H. Yanagi
  • Journal Title: Thin Solid Films Vol. 516, No. 9 Pages: 2758-2761
  • Peer Reviewed
• [Journal Article] Photoluminescence dynamics of thiophene/phenylene co-oligomer thin films based on Forster energy transfer (2008)
  • Author(s): T. Hiramatsu, T. Shimada, S. Hotta, H. Yanagi
  • Journal Title: Thin Solid Films Vol. 516, No. 9 Pages: 2700-2703
  • Peer Reviewed
• [Journal Article] Improved sublimation growth of single crystals of thiophene/phenylene co-oligomers (2008)
  • Author(s): T. Yamao, S. Ota, T. Miki, S. Hotta, R. Azumi
  • Journal Title: Thin Solid Films Vol. 516, No. 9 Pages: 2527-2531
  • Peer Reviewed
• [Journal Article] Energy-transferred photoluminescence from thiophene/phenylene oligomer thin films (2008)
  • Author(s): T. Shimada, S. Hotta, H. Yanagi
  • Journal Title: Journal of Luminescence Vol. 128, No. 3 Pages: 457-461
  • Peer Reviewed
• [Journal Article] Optical selection rule for the lower Davydov excitons in co-oligomer single crystals (2008)
  • Author(s): K. Bando, T. Nakamura, S. Fujiwara, Y. Masumoto, F. Sasaki, S. Kobayashi, Y. Shimoi, S. Hotta
  • Journal Title: Physical Review B Vol. 77, No. 4 Pages: 045205/6
  • Peer Reviewed
• [Journal Article] Spectrally narrowed emissions occurring near an interface between a single crystal thiophene/phenylene co-oligomer and a glass substrate (2007)
  • Author(s): T. Yamao, K. Yamamoto, Y. Taniguchi, S. Hotta
  • Journal Title: Applied Physics Letters Vol. 91, No. 20 Pages: 201117/3
  • Peer Reviewed
• [Journal Article] Anisotropic refractive indices of organic crystals of thiophene/phenylene co-oligomers determined by microspectroscopic measurements (2007)
  • Author(s): T. Yamao, Y. Taniguchi, K. Yamamoto, T. Miki, S. Ota, S. Hotta, M. Goto, R. Azumi
  • Journal Title: Japanese Journal of Applied Physics Vol. 46, No. 11 Pages: 7478-7482
  • Peer Reviewed
• [Journal Article] Microdisk and microring lasers of thiophene-phenylene co-oligomers embedded in Si/SiO_2 substrates (2007)
  • Author(s): F. Sasaki, S. Kobayashi, S. Haraichi, S. Fujiwara, K. Bando, Y. Masumoto, S. Hotta
  • Journal Title: Advanced Materials Vol. 19, No. 21 Pages: 3653-3655
  • Peer Reviewed
• [Journal Article] Direct formation of thin single crystals of organic semiconductors onto a substrate (2007)
  • Author(s): T. Yamao, T. Miki, H. Akagami, Y. Nishimoto, S. Ota, S. Hotta
  • Journal Title: Chemistry of Materials Vol. 19, No. 15 Pages: 3748-3753
  • Peer Reviewed
• [Journal Article] Laser oscillations of whispering gallery modes in thiophene/phenylene co-oligomer microrings (2007)
  • Author(s): S. Fujiwara, K. Bando, Y. Masumoto, F. Sasaki, S. Kobayashi, S. Haraichi, S. Hotta
  • Journal Title: Applied Physics Letters Vol. 91, No. 2 Pages: 021104/3
  • Peer Reviewed
• [Journal Article] Synthesis of thiophene/phenylene co-oligomers. V. Functionalization at molecular terminals toward optoelectronic device applications (2007)
  • Author(s): T. Katagiri, S. Ota, T. Ohira, T. Yamao, S. Hotta
  • Journal Title: Journal of Heterocyclic Chemistry Vol. 44, No. Jul-Aug Pages: 853-862
  • Peer Reviewed
• [Journal Article] Polarized measurements of spectrally narrowed emissions from a single crystal of a thiophene/phenylene co-oligomer (2007)
  • Author(s): T. Yamao, T. Ohira, S. Ota, S. Hotta
  • Journal Title: Journal of Applied Physics Vol. 101, No. 8 Pages: 083517/5
  • Peer Reviewed
• [Journal Article] Peculiar crystal structure of a thiophene/phenylene co-oligomer of 2, 5-bis(4'-methoxybiphenyl-4-yl)thiophene (2007)
  • Author(s): S. Hotta, M. Goto, R. Azumi
  • Journal Title: Chemistry Letters Vol. 36, No. 2 Pages: 270-271
  • Peer Reviewed
• [Journal Article] Ambipolar organic light emitting field effect transistors with modified asymmetric electrodes (2007)
  • Author(s): K. Yamane, H. Yanagi, A. Sawamoto, S. Hotta
  • Journal Title: Applied Physics Letters Vol. 90, No. 16 Pages: 162108/3
  • Peer Reviewed
• [Journal Article] Pulse-shaped emissions with time delay in single crystals of thiophene/phenylene co-oligomers (2006)
  • Author(s): F. Sasaki, S. Kobayashi, S. Haraichi, H. Yanagi, S. Hotta, M. Ichikawa, Y. Taniguchi
  • Journal Title: Japanese Journal of Applied Physics Vol. 45, No. 45 Pages: L1206-L1208
  • Peer Reviewed
• [Journal Article] Laser oscillation from hexagonal crystals of a thiophene/phenylene co-oligomer (2006)
  • Author(s): K. Shimizu, Y. Mori, S. Hotta
  • Journal Title: Journal of Applied Physics Vol. 99, No. 6 Pages: 063505/4
  • Peer Reviewed
• [Journal Article] Magnetic properties of quinoidal oligothiophenes : More than good candidates for ambipolar organic semiconductors? (2006)
  • Author(s): R. P. Ortiz, J. Casado, V. Hernandez, J. T. L. Navarrete, E. Orti, P. M. Viruela, B. Milian, S. Hotta, G. Zotti, S. Zecchin, B. Vercelli
  • Journal Title: Advanced Functional Materials Vol. 16, No. 4 Pages: 531-536
  • Peer Reviewed
• [Journal Article] Origin of the amplified spontaneous emission from thiophene/phenylene co-oligomer single crystals : Towards co-oligomer lasers (2006)
  • Author(s): K. Bando, T. Nakamura, Y. Masumoto, F. Sasaki, S. Kobayashi, S. Hotta
  • Journal Title: Journal of Applied Physics Vol. 99, No. 1 Pages: 013518/4
  • Peer Reviewed
• [Journal Article] Reciprocal space mapping and single-crystal scattering rods (2005)
  • Author(s): D. -M. Smilgies, D. R. Blasini, S. Hotta, H. Yanagi
  • Journal Title: Journal of Synchrotron Radiation Vol. 12, No. 6 Pages: 807-811
  • Peer Reviewed
• [Journal Article] Laser oscillation in monolithic molecular single crystals (2005)
  • Author(s): M. Ichikawa, R. Hibino, M. Inoue, T. Haritani, S. Hotta, K. Araki, T. Koyama, Y. Taniguchi
  • Journal Title: Advanced Materials Vol. 17, No. 17 Pages: 2073-2077
  • Peer Reviewed
• [Journal Article] Organic-crystal light-emitting field-effect transistors driven by square-wave gate voltages
  • Author(s): T. Yamao, K. Terasaki, Y. Shimizu, S. Hotta
  • Journal Title: Journal of Nanoscience and Nanotechnology (印刷中)
  • Peer Reviewed
• [Journal Article] Grating-assisted spectrally-narrowed emissions from an organic slab crystal excited with a mercury lamp
  • Author(s): S. Hotta, Y. Sakurai, Y. Okuda, T. Miki, K. Matsunaga, F. Hirato, T. Yamao, H. Jinnai
  • Journal Title: Journal of Nanoscience and Nanotechnology (印刷中)
  • Peer Reviewed
• [Journal Article] High mobility and luminescent-efficiency in organic single-crystal light-emitting transistors
  • Author(s): S. Z. Bisri, T. Takenobu, Y. Yomogida, H. Shimotani, T. Yamao, S. Hotta, Y. Iwasa
  • Journal Title: Advanced Functional Materials (印刷中)
  • Peer Reviewed
• [Journal Article] Improvements of morphologies and emission characteristics of highly purified organic oligomer semiconductors
  • Author(s): T. Yamao, T. Sakaguchi, K. Juri, H. Doi, A. Kamoi, N. Suganuma, S. Hotta
  • Journal Title: Thin Solid Films (印刷中)
  • Peer Reviewed
• [Journal Article] Improved device performance of organic crystal field-effect transistors fabricated on friction-transferred substrates
  • Author(s): T. Yamao, H. Akagami, Y. Nishimoto, S. Hotta, Y. Yoshida
  • Journal Title: Journal of Nanoscience and Nanotechnology (印刷中)
  • Peer Reviewed
• [Remarks]
  • URL: http://www.mse.kit.ac.jp/
• [Patent(Industrial Property Rights)] 発光デバイスの駆動方法及び駆動装置 (2009)
  • Inventor(s): 山雄健史, 清水康弘, 寺崎皓平, 堀田収
  • Industrial Property Rights Holder: 国立大学法人京都工芸繊維大学
  • Industrial Property Number: 特許, PCT/JP2009/052092
  • Filing Date: 2009-02-09
  • Overseas
• [Patent(Industrial Property Rights)] (チオフェン/フェニレン)コオリゴマー, その製造方法, およびそれを含む有機半導体材料および発光材料 (2008)
  • Inventor(s): 坂東誠二, 片桐敏文, 宮田真良, 鈴木三千雄, 堀田収, 山雄健史
  • Industrial Property Rights Holder: 国立大学法人京都工芸繊維大学, 住友精化株式会社
  • Industrial Property Number: 特許, 特願2008-278300
  • Filing Date: 2008-10-29
• [Patent(Industrial Property Rights)] (チオフェン/フェニレン)コオリゴマー, その製造方法, およびそれらを含む有機半導体材料および発光材料 (2008)
  • Inventor(s): 片桐敏文, 坂東誠二, 宮田真良, 鈴木三千雄, 堀田収, 山雄健史
  • Industrial Property Rights Holder: 国立大学法人京都工芸繊維大学, 住友精化株式会社
  • Industrial Property Number: 特許, 特願2008-216781
  • Filing Date: 2008-08-26
• [Patent(Industrial Property Rights)] (チオフェン/フェニレン)コオリゴマー, その製造方法, およびそれらを含む有機半導体材料および発光材料 (2008)
  • Inventor(s): 坂東誠二, 片桐敏文, 宮田真良, 鈴木三千雄, 堀田収, 山雄健史
  • Industrial Property Rights Holder: 住友精化株式会社, 国立大学法人京都工芸繊維大学
  • Industrial Property Number: 特許, 特願2008-188486
  • Filing Date: 2008-07-22
• [Patent(Industrial Property Rights)] 有機光学デバイス, その製造方法, 及び増幅又は狭線化した光を発する方法 (2008)
  • Inventor(s): 堀田収, 山雄健史, 陣内浩司, 櫻井陽一, 松永和之, 三木智晴, 平等文雄
  • Industrial Property Rights Holder: 国立大学法人京都工芸繊維大学
  • Industrial Property Number: 特許, 特願2008-175782
  • Filing Date: 2008-07-04
• [Patent(Industrial Property Rights)] (チオフェン/フェニレン)コオリゴマー (2007)
  • Inventor(s): 坂東誠二, 片桐敏文, 宮田真良, 鈴木三千雄, 北山浩之, 堀田収, 山雄健史
  • Industrial Property Rights Holder: 住友精化株式会社, 国立大学法人京都工芸繊維大学
  • Industrial Property Number: 特許, 特願2007-285196
  • Filing Date: 2007-11-01
• [Patent(Industrial Property Rights)] 有機半導体膜の製造方法 (2006)
  • Inventor(s): 堀田収, 山雄健史, 鴨井彬, 栗木寛文
  • Industrial Property Rights Holder: 国立大学法人京都工芸繊維大学, 国立大学法人京都大学, 日本電信電話株式会社, パイオニア株式会社, 株式会社日立製作所, 三菱化学株式会社, ローム株式会社
  • Industrial Property Number: 特許, 特願2006-238133, 特開2008-060480
  • Filing Date: 2006-09-01
• [Patent(Industrial Property Rights)] 材料の単結晶薄膜製造方法及び単結晶薄膜製造装置 (2006)
  • Inventor(s): 山雄健史, 堀田収, 大田郷史, 三木智晴
  • Industrial Property Rights Holder: 国立大学法人京都工芸繊維大学
  • Industrial Property Number: 特許, 特願2006-179593, 特開2008-007377
  • Filing Date: 2006-06-29
• [Patent(Industrial Property Rights)] 有機半導体膜の製造方法および有機デバイス (2006)
  • Inventor(s): 堀田収, 山雄健史, 鴨井彬, 大田郷史, 大平貴之, 栗木寛文, 土井拡子, 栗原隆, 松浦徹, 小勝負信建, 奥良彰
  • Industrial Property Rights Holder: 国立大学法人京都工芸繊維大学, 国立大学法人京都大学, 日本電信電話株式会社, パイオニア株式会社, 株式会社日立製作所, 三菱化学株式会社, ローム株式会社
  • Industrial Property Number: 特許, 特願2006-112273, 特開2008-287862
  • Filing Date: 2006-04-14