Synthesis, Spectroscopy, and Applications of novel long-wavelength absorbing dyes with excellent durability

• Project/Area Number: 15K05486
• Research Category: Grant-in-Aid for Scientific Research (C)
• Allocation Type: Multi-year Fund
• Section: 一般
• Research Field: Functional solid state chemistry
• Research Institution: Nihon University
• Principal Investigator: OTSUKI Joe 日本大学, 理工学部, 教授 (80233188)
• Project Period (FY): 2015-04-01 – 2018-03-31
• Project Status: Completed (Fiscal Year 2017)
• Budget Amount: ¥5,070,000 (Direct Cost: ¥3,900,000、Indirect Cost: ¥1,170,000); Fiscal Year 2017: ¥910,000 (Direct Cost: ¥700,000、Indirect Cost: ¥210,000); Fiscal Year 2016: ¥910,000 (Direct Cost: ¥700,000、Indirect Cost: ¥210,000); Fiscal Year 2015: ¥3,250,000 (Direct Cost: ¥2,500,000、Indirect Cost: ¥750,000)
• Keywords: 蛍光色素 / ナフタルイミド / チオフェン / プッシュープル / π共役 / パイ共役 / 分光特性 / 共役系

Outline of Final Research Achievements

We have prepared a series of naphthalimide-based fluorescence dyes in which the pi-system is extended with oligothiophene units. It has been revealed that the absorption and fluorescence maxima can be tuned over ca. 100 nm and ca. 180 nm range by extending pi-conjugation, respectively. For the same series but with an electron-donating moiety (push-pull type dyes), the absorption and fluorescence maxima are less dependent on the conjugation length. These new fluorescent dyes have been fully characterized in terms of spectroscopy and photophysics, for which absorption maxima, molar absorption coefficients, fluorescence maxima, Stokes shifts, fluorescence quantum yields, excited state lifetimes, radiative rate constants, and nonradiative rate constants have been revealed, providing a valuable guide for the development of fluorescence probes and sensors.

Research Products

• [Journal Article] Hole-Transport Materials Containing Triphenylamine Donors with a Spiro[fluorene-9,9'-xanthene] Core for Efficient and Stable Large Area Perovskite Solar Cells (2017)
  • Author(s): Wu, Guohua; Zhang, Yaohong; Kaneko, Ryuji; Kojima, Yoshiyuki; Sugawa, Kosuke; Chowdhury, Towhid H.; Islam, Ashraful; Shen, Qing; Akhtaruzzaman, Md.; Noda, Takeshi; Otsuki, Joe
  • Journal Title: Solar RRL Volume: 1 Issue: 9 Pages: 1-9
  • DOI: 10.1002/solr.201700096
  • Peer Reviewed
• [Journal Article] A 2,1,3-Benzooxadiazole Moiety in a D-A-D-type Hole-Transporting Material for Boosting the Photovoltage in Perovskite Solar Cells (2017)
  • Author(s): Wu Guohua、Zhang Yaohong、Kaneko Ryuji、Kojima Yoshiyuki、Shen Qing、Islam Ashraful、Sugawa Kosuke、Otsuki Joe
  • Journal Title: J. Phys. Chem. C Volume: 121 Issue: 33 Pages: 17617-17624
  • DOI: 10.1021/acs.jpcc.7b04614
  • Peer Reviewed
• [Journal Article] Improvement of photovoltaic performance of colloidal quantum dot solar cells using organic small molecule as hole-selective layer (2017)
  • Author(s): Zhang Yaohong, Wu Guohua, Mora-Sero Ivan, Ding Chao, Liu Feng, Huang Qingxun, Ogomi Yuhei, Hayase Shuzi, Toyoda Taro, Wang Ruixiang, Otsuki Joe, and Shen Qing*
  • Journal Title: The Journal of Physical Chemistry Letter Volume: ８ Issue: 10 Pages: 2163-2169
  • DOI: 10.1021/acs.jpclett.7b00683
  • NAID: 120006467682
  • Peer Reviewed / Int'l Joint Research / Acknowledgement Compliant
• [Journal Article] Cyclometalated ruthenium complexes with 6-(ortho-methoxyphenyl)-2,2'-bipyridine as panchromatic dyes for dye-sensitized solar cells (2017)
  • Author(s): Kaneko, Ryuji; Wu, Guohua; Sugawa, Kosuke; Otsuki, Joe; Islam, Ashraful; Han, Liyuan; Bedja, Idriss; Gupta, Ravindra Kumar
  • Journal Title: Journal of Organometallic Chemistry Volume: 833 Pages: 61-70
  • DOI: 10.1016/j.jorganchem.2017.01.025
  • Peer Reviewed
• [Journal Article] Identification of Binding Targets of a Pyrrole-Imidazole Polyamide KR12 in the LS180 Colorectal Cancer Genome. (2016)
  • Author(s): Lin J, Hiraoka K, Watanabe T, Kuo T, Shinozaki Y, Takatori A, Koshikawa N, Chandran A, Otsuki J, Sugiyama H, Horton P and Nagase H.
  • Journal Title: PlosOne Volume: 11 Issue: 10 Pages: e0165581-e0165581
  • DOI: 10.1371/journal.pone.0165581
  • NAID: 120005997725
  • Peer Reviewed / Open Access / Acknowledgement Compliant
• [Presentation] Photo/electronic Processes in Multimetal Coordination Compounds (2018)
  • Author(s): J. Otsuki
  • Organizer: 14th International Conference of Computational Methods in Sciences and Engineering
  • Int'l Joint Research / Invited
• [Presentation] Coordination-Directed Supramolecular Assemblies: Light-Harvesting and Metal-Metal Interactions (2018)
  • Author(s): J. Otsuki
  • Organizer: International Congress on Pure & Applied Chemistry (ICPAC) 2018
  • Int'l Joint Research / Invited
• [Presentation] 超分子金属錯体の光・電子機能 (2018)
  • Author(s): 大月穣
  • Organizer: 分子研研究会
  • Invited
• [Presentation] 水素結合性テトラチアフルバレン誘導体の集合構造および分光学的・電気化学的特性 (2017)
  • Author(s): 三原純一，大月穣，山野みのり，須川晃資
  • Organizer: 日本化学会第97春季年会(2017)
  • Place of Presentation: 慶応大学（神奈川県横浜市）
  • Year and Date: 2017-03-16
• [Presentation] Coordination-Directed Self-Assembling Systems for Photoelectroactive Functions (2017)
  • Author(s): J. Otsuki
  • Organizer: International Symposium on Pure & Applied Chemistry (ISPAC) 2017
  • Int'l Joint Research / Invited
• [Presentation] Supramolecular Coupled Light Harvesting and Charge Separation Systems (2017)
  • Author(s): J. Otsuki
  • Organizer: EMN Summer Meeting 2017
  • Int'l Joint Research / Invited
• [Presentation] Self-Assembling Supramolecular Systems for Light Harvesting (2016)
  • Author(s): J. Otsuki
  • Organizer: International Workshop on Novel Photo-Induced Phenomena and Applications
  • Place of Presentation: 日本大学理工学部（東京都千代田区）
  • Year and Date: 2016-11-11
  • Int'l Joint Research
• [Presentation] Supramolecular Approach to Photo/Electro-Active Molecular Systems: Light Harvesting and Charge Separation (2016)
  • Author(s): J. Otsuki
  • Organizer: IKM International Symposium on Pure & Applied Chemistry
  • Place of Presentation: Kuching, Sarawak, Malaysia
  • Year and Date: 2016-08-16
  • Int'l Joint Research / Invited
• [Presentation] チオフェンで共役系を広げたナフタルイミド色素の合成と物理化学的特性 (2016)
  • Author(s): 山野みのり，大月穣，須川晃資
  • Organizer: 日本化学会第96春季年会(2016)
  • Place of Presentation: 同志社大学京田辺キャンパス（京都府京田辺市）
  • Year and Date: 2016-03-24
• [Presentation] Photophysical Properties of Naphthalimide Dyes Pi-Extended with Oligothiophenes (2016)
  • Author(s): M. Yamano, K. Sugawa, J. Otsuki
  • Organizer: International Workshop on Novel Photo-Induced Phenomena and Applications
  • Place of Presentation: 日本大学理工学部（東京都千代田区）
  • Int'l Joint Research
• [Presentation] 光・電子活性分子システム：機能性色素から光合成モデルまで (2015)
  • Author(s): 大月穣
  • Organizer: 超短時間光・物質相互作用の理解・制御が切り開く新材料・物性・デバイスの探索と創生，平成27年度シンポジウム・研究成果報告会
  • Place of Presentation: 日本大学理工学部船橋キャンパス（千葉県船橋市）
  • Year and Date: 2015-10-31
• [Remarks] 大月穣
  • URL: http://www.chem.cst.nihon-u.ac.jp/~otsuki/otsuki.html
• [Remarks] 日本大学理工学部物質応用化学科 Joe Otsuki Web Site
  • URL: http://www.chem.cst.nihon-u.ac.jp/~otsuki/otsuki.html
• [Remarks] Joe Otsuki Web Site
  • URL: http://www.chem.cst.nihon-u.ac.jp/~otsuki/otsuki.html