Modifications of Humic Acid Functions to Enhance Oxidative Degradationof Recalcitrant Organic Chlorinated Compounds

• Project/Area Number: 18201013
• Research Category: Grant-in-Aid for Scientific Research (A)
• Allocation Type: Single-year Grants
• Section: 一般
• Research Field: Environmental technology/Environmental materials
• Research Institution: Hokkaido University
• Principal Investigator: FUKUSHIMA Masami Hokkaido University, 大学院・工学研究科, 准教授 (40344113)
• Project Period (FY): 2006 – 2008
• Project Status: Completed (Fiscal Year 2008)
• Budget Amount: ¥22,620,000 (Direct Cost: ¥17,400,000、Indirect Cost: ¥5,220,000); Fiscal Year 2008: ¥3,900,000 (Direct Cost: ¥3,000,000、Indirect Cost: ¥900,000); Fiscal Year 2007: ¥3,640,000 (Direct Cost: ¥2,800,000、Indirect Cost: ¥840,000); Fiscal Year 2006: ¥15,080,000 (Direct Cost: ¥11,600,000、Indirect Cost: ¥3,480,000)
• Keywords: 環境修復技術 / 水質汚濁・土壌汚染防止・浄化 / 環境負荷低減技術 / グリーンケミストリー / 超分子化学 / 生体機能利用 / 触媒設計・反応 / 錯体・有機金属触媒 / 環境技術 / 環境材料 / 高分子合成

Research Abstract

鉄-ポルフィリン触媒は、木材腐朽菌(キノコ類に含まれる)が生産する酸化酵素の活性中心を模倣した触媒として知られている。これは、穏和な条件で安価かつ易分解性の酸化剤であるオクソン(KHSO5)共存下で、クロロフェノール(CPs)など有害な有機塩素化合物を穏和な条件にて酸化分解出来ることが報告されており、CPsで汚染された土壌・水圏環境の浄化剤として応用が期待できる。しかし、酸化剤共存下で、触媒自身が自己分解し不活性化する問題点がある。本研究では、鉄-ポルフィリン触媒を天然高分子である腐植酸へ共有結合することにより、自己分解の抑制とCPs に対する酸化分解率の向上を達成した。

Research Products

• [Journal Article] Effect of an allophanic soil on humificationreactions between catechol and glycine : spectroscopic investigations of reaction products (2009)
  • Author(s): M. Fukushima, A. Miura, M. Sasaki, K. Izumo
  • Journal Title: Journal of Molecular Structure 917 Pages: 142-147
  • Peer Reviewed
• [Journal Article] Effectsof the maturity of wood-waste compost on thestructural features of humic acids (2009)
  • Author(s): M. Fukushima, K. Yamamoto, K. Ohtsuka, T.Aramaki, T. Komai, S. Ueda, K. Horiya
  • Journal Title: Bioresource Technology 100 Pages: 791-797
  • Peer Reviewed
• [Journal Article] Effects of the maturity of wood-waste compost on the structural features of humic acids (2009)
  • Author(s): M. Fukushima, K. Yamamoto, K. Ohtsuka, T. Aramaki, T. Komai, S. Ueda, K. Horiya
  • Journal Title: Bioresource Technology 100 Pages: 791-797
  • Peer Reviewed
• [Journal Article] Effect of an allophanic soil on humification reactions between catechol and glycine : spectroscopic investigations of reaction products (2009)
  • Author(s): M. Fukushima, A. Miura, M. Sasaki, K. Izumo
  • Journal Title: Journal of Molecular Structure 917 Pages: 142-147
  • Peer Reviewed
• [Journal Article] Oxidative degradation of 2, 4, 6-trichlorophenol and pentachlorophenol in contaminated soil suspension using a supramolecular catalyst prepared via formaldehyde polycondensation between tetrakis(hydYoxyphenyl)-porphineiron(III)and humic acid (2009)
  • Author(s): M. Fukushima, S. Shigematsu, S. Nagao
  • Journal Title: Journal of Environmental Science and Health, PartA : Toxic / Hazardous Substances and Environmental Engineering (印刷中)
  • Peer Reviewed
• [Journal Article] Multiple polarcomponents in poorly-humified humic acidsstabilizing free radicals : Carboxyl andnitrogen-containing carbons (2008)
  • Author(s): Yabuta, M. Fukushima, M. Kawasaki, F.Tanaka, T. Kobayashi, K. Tatsumi
  • Journal Title: Organic Geochemistry 39 Pages: 1313-1335
  • Peer Reviewed
• [Journal Article] Oxidativedegradation of chlorophenol by iron-porphyrincatalyst bound to humic acid via formaldehydepolycondensation (2008)
  • Author(s): M. Fukushima, S. Shigematsu
  • Journal Title: Proceeding Papers of International Humic Substances Society 14th Conference, Moscow-Saint Petersburg, Russia Pages: 513-516
  • Peer Reviewed
• [Journal Article] Oxidativedegradation of 2,4,6-trichlorophenol by aniron(III)-porphyrin-humic acid supramolecularcatalyst (2008)
  • Author(s): S. Shigematsu, M. Fukushima
  • Journal Title: Proceeding Papers of 5th International Conference on Interface Against Pollution 2008, Kyoto, Japan Pages: 163-163
  • Peer Reviewed
• [Journal Article] Detoxification of organicpollutant by multi-functionalities of humicsubstances (2008)
  • Author(s): M. Fukushima
  • Journal Title: Proceeding Papers of 5thInternational Conference on Interface AgainstPollution 2008, Kyoto, Japan Pages: 64-64
  • Peer Reviewed
• [Journal Article] Oxidative degradation ofpentachlorophenol by an iron(III)-porphyrincatalyst bound to humic acid via formaldehydepolycondensation (2008)
  • Author(s): M. Fukushima
  • Journal Title: Journal of Molecular CatalysisA. Chemical 286 Pages: 47-54
  • Peer Reviewed
• [Journal Article] Introductionof 5,10,15,20-tetrakis (4-hydroxyphenyl)-porphineiron(III)into humic acid viaformaldehyde polycondensation (2008)
  • Author(s): M. Fukushima, S. Shigematsu
  • Journal Title: Journal ofMolecular Catalysis A. Chemical 293 Pages: 103-109
  • Peer Reviewed
• [Journal Article] Oxidative degradation of pentachlorophenol by an iron(III)-porphyrin catalyst bound to humic acid via formaldehyde polycondensation (2008)
  • Author(s): M. Fukushima
  • Journal Title: Journal of Molecular Catalysis A. Chemical 286 Pages: 47-54
  • Peer Reviewed
• [Journal Article] Multiple polar components in poorly-humified humic acids stabilizing free radicals : Carboxyl and nitrogen-containing carbons (2008)
  • Author(s): H. Yabuta, M. Fukushima, M. Kawasaki, F. Tanaka, T. Kobayashi, K. Tatsumi
  • Journal Title: Organic Geochemistry 39 Pages: 1313-1335
  • Peer Reviewed
• [Journal Article] Oxidative degradation of chlorophenol by iron-porphyrin catalyst bound to humic acid via formaldehyde polycondensation (2008)
  • Author(s): Masami Fukushima, Satoko Shigematsu
  • Journal Title: Proceeding Papers of International Humic Substances Society 14th Conference Pages: 513-516
  • Peer Reviewed
• [Journal Article] Introduction of 5, 10, 15, 20-tetrakis(4-hydroxyphenyl)-porphineiron (III)into humic acid via formaldehyde polycondensation (2008)
  • Author(s): M. Fukushima, S. Shigematsu
  • Journal Title: Journal of Molecular Catalysis A. Chemical 293 Pages: 103-109
  • Peer Reviewed
• [Journal Article] Oxidative degradation of pentachlorophenol by an iron(III)-porphyrin catalyst bound to humic acid via formaldehyde polycondensation (2008)
  • Author(s): 福嶋正巳
  • Journal Title: Journal of Molecular Catalysis A: Chemical (印刷中)
  • Peer Reviewed
• [Journal Article] 土壌中の自然浄化作用の促進に寄与する腐植物質の機能解明 (2007)
  • Author(s): 福嶋正巳
  • Journal Title: 地学雑誌 116 Pages: 906-914
  • NAID: 10025677627
  • Peer Reviewed
• [Journal Article] Coagulation characteristics of humic acidmodified with glucosamine or taurine (2007)
  • Author(s): M. Terashima, M. Fukushima, S. Tanaka
  • Journal Title: Chemosphere 69 Pages: 240-246
  • Peer Reviewed
• [Journal Article] Oxidativedegradation of pentachlorophenol incontaminated soil suspensions by potassiummonopersulfate catalyzed with a supramolecularcatalyst between iron(III)-porphyrin and hydroxypropyl-β-cyclodextrin (2007)
  • Author(s): M. Fukushima, K. Tatsumi
  • Journal Title: Journal of Hazardous Materials 144 Pages: 222-228
  • Peer Reviewed
• [Journal Article] Role of humic acid fraction with higheraromaticity in enhancing the activity of abiomimetic catalyst (2007)
  • Author(s): M. Fukushima, Y. Tanabe, K. Morimoto, K.Tatsumi
  • Journal Title: tetra (p-sulfonatophenyl) porphineiron (III), Biomacromolecules 8 Pages: 386-391
  • Peer Reviewed
• [Journal Article] Oxidative degradation of pentachlorophenol in contaminated soil suspensions by potassium monopersulfate catalyzed with a supramolecular catalyst between iron(III)-porphyrin and hydroxypropyl-β-cyclodextrin (2007)
  • Author(s): 福嶋正巳、辰巳憲司
  • Journal Title: Journal of Hazardous Materials 144 Pages: 222-228
  • Peer Reviewed
• [Journal Article] Coagulation characteristics of humic acid modified with glucosamine or taurine (2007)
  • Author(s): 寺島元基、福嶋正巳、田中俊逸
  • Journal Title: Chemosphere 69 Pages: 240-246
  • Peer Reviewed
• [Journal Article] Role of humic acid fraction with higher aromaticity in enhancing the activity of a biomimetic catalyst, tetra(p-sulfonatophenyl)porphineiron(III) (2007)
  • Author(s): Masami Fukushima, Yasuaki Tanabe, Kengo Morimoto, Kenji Tatsumi
  • Journal Title: Biomacromolecules Vol.8 Pages: 386-391
• [Journal Article] Oxidative degradation of pentachlorophenol in contaminated soil suspensions by potassium monopersulfate catalyzed with a supramolecular catalyst between iron(III)-porphyrin and hydroxypropyl-β- cyclodextrin (2007)
  • Author(s): Masami Fukushima, Kenji Tatsumi
  • Journal Title: Journal of Hazardous Materials (印刷中)
• [Journal Article] Coagulation characteristics of humic acid modified with glucosamine or taurine (2007)
  • Author(s): Motoki Terashima, Masami Fukushima, Shunitz Tanaka
  • Journal Title: Chemosphere (印刷中)
• [Journal Article] 産業技術総合研究所における土壌汚染に関わる分野融合研究の成果-土壌汚染調査・評価・管理手法の開発- (2006)
  • Author(s): 松永烈、駒井武、徳永修三、杉田創、川辺能成、丸茂克美、今井登、木村克己、田尾博明、中里哲也、辰巳憲司、飯村洋介、澤田章、福嶋正巳
  • Journal Title: 地質ニュース No.628 Pages: 6-13
  • Peer Reviewed
• [Journal Article] Studies on the formation of supramolecular complexes between humic acid and porphyrins (2006)
  • Author(s): Masami Fukushima, Kenji Tatsumi
  • Journal Title: Proceeding Papers of International Humic Substances Society 13th Conference 45-I Pages: 133-136
• [Journal Article] Oxidative degradation of 2,4,6-trichlorophenoland pentachlorophenol in contaminated soilsuspension using a supramolecular catalystprepared via formaldehyde polycondensationbetween tetrakis (hydroxyphenyl) porphine-iron(III) and humic acid, Journal of Environmental Science and Health
  • Author(s): M. Fukushima, S. Shigematsu, S. Nagao
  • Journal Title: Part A : Toxic/Hazardous Substances and EnvironmentalEngineering (in press)
  • Peer Reviewed
• [Presentation] 鉄ポルフィリン-腐植酸超分子触媒によるペンタクロロフェノールの酸化分解 (2009)
  • Author(s): 重松聡子、福嶋正巳
  • Organizer: 日本化学会第89春季年会
  • Place of Presentation: 日本大学(千葉)
  • Year and Date: 2009-03-28
• [Presentation] エーテル架橋による鉄ポルフィリン-腐植酸超分子触媒の合成とその触媒活性 (2009)
  • Author(s): 辻大輔、重松聡子、福嶋正巳
  • Organizer: 日本化学会北海道支部2009年冬季研究発表会
  • Place of Presentation: 北海道大学(札幌)
  • Year and Date: 2009-02-04
• [Presentation] ヒドロキノンを修飾した腐植酸への鉄ポルフィリン触媒の導入とその触媒活性評価 (2008)
  • Author(s): 福嶋正巳、長尾誠也
  • Organizer: 第24回日本腐植物質学会講演会
  • Place of Presentation: 北海道大学(札幌)
  • Year and Date: 2008-11-05
• [Presentation] Oxidativedegradation of chlorophenol by iron-porphyrincatalyst bound to humic acid via formaldehydepolycondensation (2008)
  • Author(s): M. Fukushima, S. Shigematsu
  • Organizer: International Humic Substances Society 14th Conference, a four-deckship "Leonid Krasin", Moscow-Saint Petersburg
  • Place of Presentation: Russia(招待講演)
  • Year and Date: 2008-09-17
• [Presentation] Oxidative degradation of chlorophenol by iron-porphyrin catalyst bound to humic acid via formaldehyde polycondensation (2008)
  • Author(s): Masami Fukushima, Satoko Shigematsu
  • Organizer: International Humic Substances Society 14th Conference
  • Place of Presentation: Moscow-Saint Petersburg, Russia
  • Year and Date: 2008-09-17
• [Presentation] Oxidativedegradation of 2,4,6-trichlorophenol by aniron(III)-porphyrin-humic acid supramolecularcatalyst (2008)
  • Author(s): S. Shigematsu, M. Fukushima
  • Organizer: 5th International Conference onInterface Against Pollution 2008
  • Place of Presentation: Kyoto University, Kyoto, Japan
  • Year and Date: 2008-06-02
• [Presentation] Detoxification of organicpollutant by multi-functionalities of humicsubstances (2008)
  • Author(s): M. Fukushima
  • Organizer: 5th International Conference onInterface Against Pollution 2008
  • Place of Presentation: Kyoto University, Kyoto, Japan
  • Year and Date: 2008-06-02
• [Presentation] Detoxification of organic pollutant by multi-functionalities of humic substances (2008)
  • Author(s): Masami Fukushima
  • Organizer: 5th International Conference on Interface Against Pollution 2008
  • Place of Presentation: 京都大学(京都)
  • Year and Date: 2008-06-02
• [Presentation] Oxidative degradation of 2, 4, 6-trichlorophenol by aniron(III)-porphyrin-humic acid supramolecular catalyst (2008)
  • Author(s): Satoko Shigematsu, Masami Fukushima
  • Organizer: 5th International Conference on Interface Against Pollution 2008
  • Place of Presentation: 京都大学(京都)
  • Year and Date: 2008-06-02
• [Presentation] 鉄ポルフィリン-腐植酸超分子触媒による2,4,6-トリクロロフェノールの酸化分解 (2008)
  • Author(s): 重松聡子、福嶋正巳
  • Organizer: 日本化学会第88春季年会
  • Place of Presentation: 立教大学(東京)
  • Year and Date: 2008-03-27
• [Presentation] レゾール型鉄ポルフィリン-腐植酸超分子触媒による2,4,6-トリクロロフェノールの酸化分解 (2008)
  • Author(s): 福嶋正巳、重松聡子
  • Organizer: 日本化学会北海道支部2008年冬季研究発表会
  • Place of Presentation: 北海道大学(札幌)
  • Year and Date: 2008-01-30
• [Presentation] レゾール型鉄ポルフィリン-超分子触媒による2,4,6-トリクロロフェノールの酸化分解 (2008)
  • Author(s): 福嶋正巳、重松聡子
  • Organizer: 日本化学会北海道支部2008年冬季研究発表会
  • Place of Presentation: 北海道大学(札幌)
  • Year and Date: 2008-01-30
• [Presentation] レゾール型鉄ポルフィリン-腐植酸超分子の合成とその触媒活性 (2007)
  • Author(s): 福嶋正巳
  • Organizer: 日本腐植物質学会第23回講演会
  • Place of Presentation: 弘前大学(弘前)
  • Year and Date: 2007-11-10
• [Presentation] 腐植物質の酸化還元能による有害化学物質の無害化 (2007)
  • Author(s): 福嶋正巳
  • Organizer: 「環境汚染と吸着現象」シンポジウム
  • Place of Presentation: 京都大学(京都)
  • Year and Date: 2007-06-07
• [Presentation] バイオミメティック触媒の活性に及ぼす芳香族度の高い腐植酸分画の影響 (2006)
  • Author(s): 福嶋正巳、田邉恭明、森本研吾、辰巳憲司
  • Organizer: 第22回日本腐植物質学会講演会
  • Place of Presentation: 創価大学(東京)
  • Year and Date: 2006-11-04
• [Presentation] 鉄ポルフィリン触媒の活性に及ぼす腐植酸の構造特性 (2006)
  • Author(s): 福嶋正巳、田邉恭明、森本研吾、辰巳憲司
  • Organizer: 日本分析化学会第55年会
  • Place of Presentation: 大阪大学(大阪)
  • Year and Date: 2006-09-20
• [Presentation] Studies on theformation of supramolecular complexes betweenhumic acid and porphyrins (2006)
  • Author(s): M. Fukushima, K. Tatsumi
  • Organizer: 13th InternationalHumic Substances Society Conference,University of Karlsruhe
  • Place of Presentation: Karlsruhe (Germany)
  • Year and Date: 2006-08-04
• [Book] 腐植物質の酸化還元能、In : 環境中の腐植物質 : その特徴と研究法(石渡良志, 米林甲陽, 宮島徹 編) (2008)
  • Author(s): 福嶋正巳、田中俊逸
  • Total Pages: 291
  • Publisher: 三共出版
• [Book] 環境中の腐植物質 : その特徴と研究法 (2008)
  • Author(s): 石渡良志、米林甲陽、宮島徹、日下部武敏、清水芳久、高橋嘉夫、辰巳憲司、田中俊逸、力石嘉人、筒木潔、寺島元基、長尾誠也、福嶋正巳、藤嶽暢英、山本修一、渡辺彰
  • Total Pages: 291
  • Publisher: 三共出版
• [Book] 赤外分光分析、In : 腐植物質分析ハンドブック-標準試料を例にして-、(渡辺彰, 藤嶽暢英, 長尾誠也 編)(日本腐植物質学会監修) (2007)
  • Author(s): 福嶋正巳
  • Total Pages: 142
  • Publisher: 三恵社
• [Book] 腐植物質分析ハンドブック-標準試料を例にして- (2007)
  • Author(s): 池谷康祐、川東正幸、墨田裕明、筒木潔、長尾誠也、福嶋正巳、藤嶽暢英、真家永光、山本修一、渡辺彰
  • Total Pages: 142
  • Publisher: 三恵社
• [Remarks]
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