Design and development of new two-photon absorption dyes

• Project/Area Number: 20750111
• Research Category: Grant-in-Aid for Young Scientists (B)
• Allocation Type: Single-year Grants
• Research Field: Functional materials chemistry
• Research Institution: University of Yamanashi
• Principal Investigator: OGAWA Kazuya University of Yamanashi, 大学院・医学工学総合研究部, 准教授 (50335486)
• Project Period (FY): 2008 – 2009
• Project Status: Completed (Fiscal Year 2009)
• Budget Amount: ¥4,420,000 (Direct Cost: ¥3,400,000、Indirect Cost: ¥1,020,000); Fiscal Year 2009: ¥2,080,000 (Direct Cost: ¥1,600,000、Indirect Cost: ¥480,000); Fiscal Year 2008: ¥2,340,000 (Direct Cost: ¥1,800,000、Indirect Cost: ¥540,000)
• Keywords: 二光子吸収 / ポルフィリン / 色素 / パイ共役 / 三重結合 / カップリング反応 / アセチレン / ボルフィリン / 超分子

Research Abstract

Design and development of new two-photon absorption dyes were performed. Two-photon absorption efficiency was improved by connecting porphyrin and a pi-conjugation dye using triple bond. For example, two-photon absorption efficiency was improved by three orders by introducing phenanthrolin as the pi-conjugation dye. Furthermore, the efficiency was also improved by introducing electron acceptor.

Research Products

• [Journal Article] Strong two-photon and three-photon absorptions in the antiparallel dimer of a porphyrin-phthalocyanine tandem (2010)
  • Author(s): M.Morisue, K.Ogawa, K.Kamada, K.Ohta, Y.Kobuke
  • Journal Title: Chem.Commun. 46 Pages: 2121-2123
  • Peer Reviewed
• [Journal Article] Electroabsorption and Electrophotoluminescence Spectra of Porphyrin Supramolecules in a Polymer Film (2010)
  • Author(s): T.Nakabayashi, T.Yotsutsuji, K.Ogawa, Y.Kobuke, N.Ohta
  • Journal Title: Bull.Chem.Soc.Jpn. Vol.83, No.1 Pages: 33-38
  • NAID: 10027171285
  • Peer Reviewed
• [Journal Article] Strong two-photon and three-photon absorptions in the antiparallel dimer of a porphyrin-phthalocyanine tandem (2010)
  • Author(s): M.Morisue
  • Journal Title: Chem.Commun. Pages: 2121-2123
  • Peer Reviewed
• [Journal Article] Electroabsorption and Electrophotoluminescence Spectra of Porphyrin Supramolecules in a Polymer Film (2010)
  • Author(s): T.Nakabayashi
  • Journal Title: Bull.Chem.Soc.Jpn. Volume: 83 Pages: 33-38
  • Peer Reviewed
• [Journal Article] Energy Transfer Followed by Electron Transfer in Porphyrin Macroring and Central Acceptor Ligand: A Model for Photosynthetic Composite of Light-Harvesting Complex and Reaction Center (2009)
  • Author(s): Y.Kuramochi, A.S.D.Sandanayaka, A.Satake, Y.Araki, K.Ogawa, O.Ito, Y.Kobuke
  • Journal Title: Chem.Eur.J. 15 Pages: 2317-2327
  • Peer Reviewed
• [Journal Article] Design of Two-photon Absorbing Materials for Molecular Optical Memory and Photodynamic Therapy (2009)
  • Author(s): K.Ogawa, Y.Kobuke
  • Journal Title: Org.Biomol.Chem. 7 Pages: 2241-2246
  • Peer Reviewed
• [Journal Article] Synthesis and Photophysical Properties of Bisporphyrin Connected by Tetrathiafulvalene (2009)
  • Author(s): K.Ogawa, Y.Nagatsuka
  • Journal Title: J.Porphyrins.Phthalocyanines. 13 Pages: 114-121
  • Peer Reviewed
• [Journal Article] 機能性二光子吸収材料 (2009)
  • Author(s): 小川和也
  • Journal Title: 化学工業 Pages: 29-34
• [Journal Article] 三次元光記録の実現に向けた二光子吸収材料の開発 (2009)
  • Author(s): 小川和也
  • Journal Title: レーザ加工学会誌 16 Pages: 141-143
  • NAID: 40016855571
• [Journal Article] Energy Transfer Followed by Electron Transfer in Porphyrin Macroring and Central Acceptor Ligand : A Model for Photosynthetic Composite of Light-Harvesting Complex and Reaction Center (2009)
  • Author(s): Y.Kuramochi
  • Journal Title: Chem.Eur.J. Volume: 15 Pages: 2317-2327
  • Peer Reviewed
• [Journal Article] Synthesis and Photophysical Properties of Bisporphyrin Connected by Tetratiafulvalene (2009)
  • Author(s): K. Ogawa
  • Journal Title: J. Porphyrins. Phthalocyanines 13 Pages: 114-121
  • Peer Reviewed
• [Journal Article] Design of Two-photon Absorbing Materials for Molecular Optical Memory and Photodynamic Therapy (2009)
  • Author(s): K. Ogawa
  • Journal Title: Org. Biomol. Chem 7(印刷中)
  • Peer Reviewed
• [Journal Article] Energy Transfer Followed by Electron Transfer in Porphyrin Macroring and Central Acceptor Ligand : A Model for Photosynthetic Composite of Light-Harvesting Complex and Reaction Center (2009)
  • Author(s): Y. Kuramochi
  • Journal Title: Chem. Eur. J 15 Pages: 2317-2327
  • Peer Reviewed
• [Journal Article] 機能性二光子吸収材料 (2009)
  • Author(s): 小川和也
  • Journal Title: 化学工業 60 Pages: 29-34
• [Journal Article] 三次元光記録の実現に向けた二光子吸収材料の開発 (2009)
  • Author(s): 小川和也
  • Journal Title: レーザ加工学会誌 16(印刷中)
  • NAID: 40016855571
• [Journal Article] Synthesis and Two Photon Absorption Enhancement of Porphyrin Macrocycles (2008)
  • Author(s): J.E.Raymond, A.B., T.Goodson III, N.Makiuchi, K.Ogawa, Y.Kobuke
  • Journal Title: J.Am.Chem.Soc. 130 Pages: 17212-17213
  • Peer Reviewed
• [Journal Article] Stepwise Elongation Effect on the Two-photon Absorption of Self-assembled Butadiyne Porphyrins (2008)
  • Author(s): J.T.Dy, K.Ogawa, K.Kamada, K.Ohta, Y.Kobuke
  • Journal Title: Chem.Commun. Pages: 3411-3413
  • Peer Reviewed
• [Journal Article] Light-Harvesting Supramolecular Porphyrin Macroring Accommodating a Fullerene Tripodal Ligand (2008)
  • Author(s): Y.Kuramochi, A.Satake, M.Itou, K.Ogawa, Y.Araki, O.Ito, Y.Kobuke
  • Journal Title: Chem.Eur.J. 14 Pages: 2827-2841
  • Peer Reviewed
• [Journal Article] Synthesis and Two Photon Absorption Enhancement of Porphyrin Macrocycles (2008)
  • Author(s): J. E. Raymond
  • Journal Title: J. Am. Chem. Soc 130 Pages: 17212-17213
  • Peer Reviewed
• [Journal Article] Stepwise Elongation Effect on the Two-photon Absorption of Self-assembled Butadiyne Porphyrins (2008)
  • Author(s): J. T. Dy
  • Journal Title: Chem. Commun Pages: 3411-3413
  • Peer Reviewed
• [Presentation] エチニル基で連結したポルフィリン-フルオレン複合体の合成 (2010)
  • Author(s): 高野悠介
  • Organizer: 日本化学会第90春季年会
  • Place of Presentation: 東大阪、近畿大学
  • Year and Date: 2010-03-27
• [Presentation] π共役系を拡張したポルフィリンの非線形光学特性 (2010)
  • Author(s): 山口浩由
  • Organizer: 日本化学会第90春季年会
  • Place of Presentation: 東大阪、近畿大学
  • Year and Date: 2010-03-27
• [Presentation] カルバゾールをエチニル基で連結したポルフィリンの合成 (2010)
  • Author(s): 田中美紗
  • Organizer: 日本化学会第90春季年会
  • Place of Presentation: 東大阪、近畿大学
  • Year and Date: 2010-03-27
• [Presentation] 電子アクセプターを有する水溶性ポルフィリンの合成 (2010)
  • Author(s): 上村健二
  • Organizer: 日本化学会第90春季年会
  • Place of Presentation: 東大阪、近畿大学
  • Year and Date: 2010-03-27
• [Presentation] 電子アクセプターを有する水溶性ポルフィリンの合成 (2010)
  • Author(s): 上村健二
  • Organizer: 日本化学会第90春季年会
  • Place of Presentation: 東大阪,近畿大学
  • Year and Date: 2010-03-27
• [Presentation] カルバゾールをエチニル基で連結したポルフィリンの合成 (2010)
  • Author(s): 田中美紗
  • Organizer: 日本化学会第90春季年会
  • Place of Presentation: 東大阪,近畿大学
  • Year and Date: 2010-03-27
• [Presentation] π共役系を拡張したポルフィリンの非線形光学特性 (2010)
  • Author(s): 山口浩由
  • Organizer: 日本化学会第90春季年会
  • Place of Presentation: 東大阪,近畿大学
  • Year and Date: 2010-03-27
• [Presentation] エチニル基で連結したポルフィリン-フルオレン複合体の合成 (2010)
  • Author(s): 高野悠介
  • Organizer: 日本化学会第90春季年会
  • Place of Presentation: 東大阪,近畿大学
  • Year and Date: 2010-03-27
• [Presentation] 大環状π共役系の構築を目指したヘテロ色素複合体 (2010)
  • Author(s): 小川和也
  • Organizer: ナノテクノロジー・ネットワーク成果報告会
  • Place of Presentation: 奈良、ホテル日航奈良
  • Year and Date: 2010-03-19
• [Presentation] 大環状π共役系の構築を目指したヘテロ色素複合体 (2010)
  • Author(s): 小川和也
  • Organizer: ナノテクノロジー・ネットワーク成果報告会
  • Place of Presentation: 奈良,ホテル日航奈良
  • Year and Date: 2010-03-19
• [Presentation] 光合成の色素配列に学ぶ光機能性材料の創成 (2009)
  • Author(s): 小川和也
  • Organizer: 第7回積水化学自然に学ぶものづくりフォーラム
  • Place of Presentation: 京都, 積水化学工業(株)京都研究所
  • Year and Date: 2009-10-21
• [Presentation] 光合成の色素配列に学ぶ光機能性材料の創成 (2009)
  • Author(s): 小川和也
  • Organizer: 第7回 積水化学 自然に学ぶものづくりフォーラム
  • Place of Presentation: 京都,積水化学工業(株)京都研究所
  • Year and Date: 2009-10-21
• [Presentation] 新規光機能性パイ共役色素 (2009)
  • Author(s): 小川和也
  • Organizer: やまなし産学官連携交流事業
  • Place of Presentation: 甲府、ベルクラシック甲府
  • Year and Date: 2009-09-04
• [Presentation] 新規光機能性パイ共役色素 (2009)
  • Author(s): 小川和也
  • Organizer: やまなし産学官連携交流事業
  • Place of Presentation: 甲府,ベルクラシック甲府
  • Year and Date: 2009-09-04
• [Presentation] 二光子光線力学療法を目指したアセチレン連結トリスポルフィリンの合成及び物性 (2009)
  • Author(s): 吉田真由加
  • Organizer: 日本化学会第89春季年会
  • Place of Presentation: 船橋、日大
  • Year and Date: 2009-03-29
• [Presentation] 二光子光線力学療法を目指したアセチレン連結トリスポルフィリンの合成及び物性 (2009)
  • Author(s): 吉田真由加
  • Organizer: 日本化学会第89春季年会
  • Place of Presentation: 船橋
  • Year and Date: 2009-03-29
• [Presentation] ポルフィリンおよびフタロシアニン超分子の電場吸収スペクトル (2008)
  • Author(s): 中林孝和
  • Organizer: 2008光化学討論会
  • Place of Presentation: 堺、大阪府大
  • Year and Date: 2008-09-12
• [Presentation] ヘテロパイ共役分子の合成と光物性 (2008)
  • Author(s): 小川和也
  • Place of Presentation: 堺、大阪府大
  • Year and Date: 2008-09-12
• [Presentation] 二光子光線力学療法を目指したアセチレン連結ビス‐及びトリスポルフィリンの合成及び物性 (2008)
  • Author(s): 吉田真由加
  • Place of Presentation: 堺、大阪府大
  • Year and Date: 2008-09-12
• [Presentation] 二光子光線力学療法を目指したアセチレン連結ビス-及びトリスポルフィリンの合成及び物性 (2008)
  • Author(s): 吉田真由加
  • Organizer: 2008光化学討論会
  • Place of Presentation: 堺
  • Year and Date: 2008-09-12
• [Presentation] ヘテロパイ共役分子の合成と光物性 (2008)
  • Author(s): 小川和也
  • Organizer: 2008光化学討論会
  • Place of Presentation: 堺
  • Year and Date: 2008-09-12
• [Presentation] ポルフィリンおよびフタロシアニン超分子の電場吸収スペクトル (2008)
  • Author(s): 中林孝和
  • Organizer: 2008光化学討論会
  • Place of Presentation: 堺
  • Year and Date: 2008-09-12
• [Presentation] Synthesis and Photophysical Property of Macrocyclic Porphyrin Array Consisting of Fluorene-bridged Bisporphyrin (2008)
  • Author(s): K.Ogawa
  • Organizer: Fifth International Conference on Porphyrins and Phthalocyanines
  • Place of Presentation: モスクワ
  • Year and Date: 2008-07-10
• [Presentation] Two Photon Absorption Materials from Porphyrin and their Applications (2008)
  • Author(s): Y.Kobuke
  • Organizer: Fifth International Conference on Porphyrins and Phthalocyanines
  • Place of Presentation: モスクワ
  • Year and Date: 2008-07-10
• [Remarks] 〔その他〕日経産業新聞, 2008.08.05, テラバイト級光ディスクへの道を拓く色素材料の開発～高密度光記録材料や深部がんの光治療の実現に期待～ホームページ等
  • URL: http://erdb.yamanashi.ac.jp/rdb/A_DispInfo.Scholar/2_1/16674CB7F5DABF94.html
• [Remarks]
  • URL: http://erdb.yamanashi.ac.jp/rdb/A_DispInfo.Scholar/2_1/16674CB7F5DABF94.html