memorial seminar on green sustainable chemistry …memorial seminar on green sustainable chemistry...
TRANSCRIPT
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Memorial Seminar on Green
Sustainable Chemistry in Tottori (2015)
日時:2015年10月13日(火) 13:30〜16:30
場所:鳥取大学大学院工学研究科大講義室
鳥取市湖山町南4-101
主催 有機合成化学協会 中国四国支部
主催 鳥取大学グリーン・サスティナブル・ケミストリー
(GSC)研究センター
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プログラム
開会挨拶 センター長 伊藤 敏幸
-−<GSC研究センター創設3周年記念セミナー>−−
13:30-14:30:座長 片田 直伸
Prof. Avelino Corma(Instituto de Tecnología, Química (CSIC-UPV), Spain) 「Catalysts from design to application」
14:30-15:30:座長 松浦 和則
丹羽 幹(公益財団法人 名古屋産業化学研究所,鳥取大学名誉教授)
「Catalysis and acidity on zeolites: A personal comment」
15:30-16:30:座長 伊藤 敏幸
Prof. Samir Zard(Ecole Polytechnique, France)
「A Radical Solution to an Old Problem. Some New
Perspectives for Organic Synthesis 」
閉会
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Avelino Corma
Professor at the Instituto de Tecnología Química (CSIC-UPV),
has been carrying out research in heterogeneous catalysis in academia and in collaboration with companies for
nearly 30 years. He has worked on fundamental aspects of acid-base and redox catalysis with the aim of
understanding the nature of the active sites, and reaction mechanisms. With these bases have developed
catalysts that are being used commercially in several industrial processes. He is an internationally recognized
expert in solid acid and bifunctional catalysts for oil refining, petrochemistry and chemical process, especially in
the synthesis and application of zeolite catalysts. He has published more than 900 research papers, and
inventor on more than 130 patents. Corma earned his BS in Chemistry at Valencia University, PhD at Madrid
under direction of Prof. Antonio Cortes, and spent two years postdoc at Queen´s University. He has received
the Dupont Award on “Materials Science”, Ciapetta and Houdry Awards of the North American Catalysis
Society, the F. Gault Award of the European Catalysis Society, the M. Boudart Award on Catalysis by the North
American and European Catalysis Societies, the G. J. Somorjai ACS Award on Creative Catalysis, the Breck
Award of the International Zeolite Association, the National Award of Science and technology of Spain, "Rey
Jaume I" Prize for New Technologies (2000), the ENI Award on Hydrocarbon Chemistry, the Royal Society of
Chemistry Centenary Prize, Solvay Pierre-Gilles de Gennes Prize for Science and Industry and Gold Medal for
the Chemistry Research Career 2001-2010 in Spain, La Grande Médaille de l'Académie des sciences de
France 2011 and Honour Medal to the Invention from the Fundación García Cabrerizo in Spain. Gold Medal
Foro QUÍMICA y SOCIEDAD to all his research career, Gran Medaille of the Science French Academy, Edith
Flanigen Lectureship, Eastman Lecture, Director´s Distinguished Lecture Series Pacific Northwest National
Laboratory´s. Prince of Asturias Award for Science & Technology 2014, 48th W. N. Lacey Lectureship in
Chemical Engineering-Caltech (2015) and The Jacobus van 't Hoff Lecture 2015 at TU Delft Process
Technology Institute (2015).
I “Doctor Honoris Causa” by Utrecht University (2006), UNED (2008), München Technological
University (2008), Universidad Jaime I de Castellón (2008), Universidad de Valencia (2009), Bochüm
University (2010), Universidad de Alicante (2010), Ottawa University (2012) Delft Technological
University (2013) Jilin University (China) (2013), University of Bucarest (2014).
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Catalysts from design to application
Avelino Corma Instituo de Tecnología Química-UPV-CSIC
[email protected] The design of a successful solid catalyst relies on the synthesis of materials with controlled adsorption and reactivity, to maximize selectivity towards the desired product. Thus, solid catalysts with well defined single or multiple sites have to be generated. We will show that this is possible by preparing structured inorganic micro and mesoporous materials with controlled porosity and framework chemical compositions. Further possibilities can be envisaged by preparing structured hybrid organic-inorganic materials in where the active sites can be introduced in the organic, the inorganic or in both the organic and inorganic moieties. This will allow the preparation of multifunctional solid catalysts for performing multistep reactions in a cascade manner. Then, it will be presented that the preparation of multifunctional catalysts can go beyond the lab and to reach industrial application. Finally, mono and bifunctional solid catalysts based on metal nanoclusters with a few atoms (3-10) and metal nanoparticles with controlled sizes and shapes within the range of 1 to 10 nm will be presented. With the metal nanoclusters entities it is possible to achieve turnover frequencies close to those obtained by enzymes under very mild reaction conditions. The challenge in this case is to stabilize those “molecular like” metal entities for long time. We have attempted to do that by generating the nanocluster within a polymeric matrix. In the case of catalysts based on metal nanoparticles, their activity and selectivity depend on size and shape of the crystallites, the interaction with the support and the introduction of a second metal to form a bimetallic catalyst. We will show that it is possible by controlling catalysts preparation to convert traditionally non selective into selective metal catalyst.
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Miki Niwa, Ph. D Professor Emeritus, Tottori University, Japan 405 Uchikoshi, Nagakute, Aichi, 480-1152, Japan Phone & Fax +81-561-63-4195 e-mail, [email protected] Miki Niwa was born in March 1946 at Nagoya, Japan. He received his B. S., M. S., and Ph. D. degrees in applied and synthetic chemistry, from Nagoya University working with Professor Yuichi Murakami. After studying in Nagoya University as assistant professor and lecturer, he was appointed a professor of Tottori University in 1992. He retired in 2011, and now is working as senior researcher of Nagoya Industrial Science Research Institute and guest professor of Aichi Institute of Technology. He studied as visiting professor not only at National University of Singapore in 2013 and 2014 but also at National Taiwan University in 2015. He has received the Catalysis Society of Japan Award in 2003 and the Japan Petroleum Institute Award in 2007. His research interest is mainly on the catalyst and catalysis of zeolites and metal oxides.
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Catalysis and acidity on zeolites: A personal comment
Miki Niwa Nagoya Industrial Science Research Institute, Chikusa, Nagoya 464-0819 Japan
[email protected], +81-561-63-4195
Heterogeneous catalysis is a key technology to accomplish the green chemical processes. Metal oxides and zeolites, having the strong acidity, have been utilized in the chemical processes. To utilize these catalysts adequately and effectively, a proper technique of the acidity characterization is essential. Our research group in Tottori university has been contributing to the research field based on the investigation of the method of temperature programmed desorption (TPD) of ammonia. In this lecture, I will have a presentation with the topic of the study of ammonia TPD and its application to the zeolite investigation. Unfortunately, the method of ammonia TPD is not fully recognized as a useful and dependable method to characterize the acidity of zeolites. Often we encountered the published papers which include the mistakes in acidity characterized by the ammonia TPD, although our previous investigations were referred to. However, the principle of the method is not difficult to understand. Once we know the principle of the method, we will have a valuable information of zeolite acidity which could be utilized in the development of new catalyst system. At first, I will shortly summarize the principle of method, i.e, how to measure the number and the strength of zeolite acid sites. Then, I will talk on the developed new method of IRMS (infrared and mass spectroscopies) –TPD in which not only mass-pec but IR is working together to get the information of number, strength, and structure of acid sites. This method provides us with uncountable information, and helps to understand the acidity in detail. In addition, DFT calculation supports the experimental observation. Main topics will be focused on why and how the technique was developed, and also how the interesting scientific conclusions were drawn1. Ref. 1. (a) Niwa, M.; Katada, N.; Okumura, K., Characterization and Design of Zeolite Catalysts. Springer: Berlin, Heidelberg, 2010; (b) Niwa, M.; Katada, N., New Method for the Temperature- Programmed Desorption (TPD) of Ammonia Experiment for Characterization of Zeolite Acidity: A Review. The Chemical Record 2013, 13 (5), 432-455.
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Samir Z. Zard, Ph.D. Professor of Chemistry, Laboratoire de Synthèse Organique, CNRS UMR 7652, Ecole Polytechnique, 91128 Palaiseau, France Phone : +33-169335971 e-mail: [email protected] Samir Z. Zard was born in 1955 in Ife, Nigeria. His training as a chemist started at the American University of Beirut, then at Imperial College, London, and finally at the Université Paris-Sud, Orsay, France, where he received his doctorate under the supervision of Professor Sir Derek Barton in 1983. His main research concerns the study and development of new reactions and processes, with a special interest in radicals, organosulfur derivatives, alkynes, and nitro compounds. In addition to a number of academic awards, he received in 2007 the Croix de Chevalier de la Légion d’Honneur.
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A Radical Solution to an Old Problem. Some New Perspectives for Organic Synthesis
Samir Z. Zard
Laboratoire de Synthèse Organique, CNRS UMR 7652, Ecole Polytechnique, 91128 Palaiseau, France
E-mail: [email protected] Radical reactions offer many of the properties desired by synthetic organic chemists, in terms of variety, mildness of conditions, and a selectivity that is often complementary to that of ionic chemistry, making many protection steps superfluous. There is however one major difficulty, which derives from the propensity of radicals to interact with themselves (dimerisation, disproportionation) with extremely fast rates that are close to diffusion. In order to overcome this complication, it is essential to keep the steady-state concentration of radical species very low. This can be accomplished for example by contriving a chain reaction where the propagating steps are themselves quite fast, as for example in the typical, and now extremely popular, stannane based processes. While various unimolecular cyclisation and fragmentation steps can be efficiently incorporated into the radical sequence, kinetically slower bimolecular transformations, and in particular intermolecular additions to un-activated alkenes, have proven more difficult to implement. In the case of stannanes, the relatively slow addition to the alkene has to compete with premature hydrogen atom abstraction from the organotin hydride, a step that is usually thousands of times faster. Over the years, we have shown that xanthates and related thiocarbonylthio derivatives allow the generation of radicals under conditions where the radicals possess a considerably increased effective lifetime even in a concentrated medium [1]. Intermolecular additions to un-activated alkenes, as well as a variety of reputedly difficult radical transformations can now be easily accomplished. No metals, heavy or otherwise, are required, and the starting materials and reagents are cheap and readily available. Complex, densely functionalized structures can be constructed in a convergent, modular fashion. In the course of our study of the scope and limitations of this chemistry, we have uncovered a few surprising transformations. Recent results and some mechanistic aspects will be presented and discussed briefly.
[1] Quiclet-Sire, B.; Zard, S. Z. Pure & Appl. Chem. 2011, 83, 519-551.
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鳥取大学GSCセミナーの歴史
○第1回(Seminar on Green and Sustainable Chemistry in Tottori),日本化学会・グリーンケ
ミストリー研究会(17th Green Chemistry Forum)と共催,平成20年12月10日,とりぎん文化
会館(鳥取県民文化会館)小ホール, 講師3名,出席者187名
講師:上村明男(山口大学大学院医学系研究科 教授),「プラスチックの化学リサイクルに向けた新しい
方法」
講師:丹羽 幹(鳥取大学大学院工学研究科 教授),「Yゼオライトのブレーンステッド酸性質発現と触
媒活性」
講師:萩原久大(新潟大学大学院自然科学研究科 教授)「イオン液体固定化触媒(SILC)とグリーンケ
ミストリー」
講師: Professor TECK PENG LOH(Nanyang Technological University,(Singapore))“Ionic
Liquids as Green Solvents & Catalysts for Organic Synthesis”
○第2回(Seminar on Green and Sustainable Chemistry in Tottori 2009 (1))(科研費,特定
領域研究「イオン液体の科学」,触媒学会,石油学会と共催),H21年11月14日,工学研究科大講
義室,講師13名,出席者167名
講師:Professor Douglas MacFarlane( Monash Univ., Australia)” Ionic Liquids and Global
Sustainability”
講師:Dr. Asako Narita (Kyoto University, Japan) “Ionic Liquid-modified Inorganic
Nanoparticles and their Biomedical Applications”
講師:Dr. Hideo Midorikawa (Asahi Kasei Chemicals Corp., Japan), “Environmental Friendly
Process for Producing Cyclohexanol from Benzene by Using Heterogeneous Catalysts”
講師:Dr. Kazu Okumura (Tottori Univ., Japan), “In situ X-ray Absorption Spectroscopic
Study of Highly Dispersed Pd Species Active in the Suzuki-Miyaura Reactions”
講師:Professor Toshiyuki Itoh (Tottori Univ., Japan), “Iron Salt-catalyzed One-Pot Nazarov
Cyclization / Michael Reaction of Pyrrole Derivatives
講 師: Professor Bohari M. Yamin (Univ. Kebangsaan, Malaysia), “Structural and
Complexation Studies of Fluorophenylthioureas”
講師:Dr. Hyunjoo Lee (KIST, Korea),” Alkyl Polyfluoroalkyl Imidazolium Ionic liquids: Synthesis
and Characterization”
講師:Dr. Hisashi Shimakoshi (Kyushu Univ., Japan), “Bio-related Tetrapyrrole Catalyst with
Ionic Liquid”
講師:Professor Kenji Takahashi, (Kanazawa Univ., Japan),” ormation of Anhydrosugars
from Cellobiose in Ionic Liquids”
講師:Dr. Mayumi Nishida (Koei Chemical Co. Ltd., Japan), ” The Development of Koei’s
Ionic Liquids”
講師:Professor Seiji Suga, (Okayama Univ., Japan), ” Electroorganic Synthesis Using Micro
Reaction Systems”
講師:Professor Toshio Fuchigami (Tokyo Institute of Technology, Japan),” Highly Selective
Fluorination of Organic Molecules and Macromolecules in Ionic Liquids”
講師:Professor Junko N. Kondo (Tokyo Institute of Technology, Japan), “Crystalline
Mesoporous Ta2O5 Photocatalyst for Overall Water Splitting”
○第3回(Seminar on Green and Sustainable Chemistry in Tottori 2009 (2))H21年12月
1日,工学研究科代講義室, 講師2名,出席者154名
講師:Professor Pedro Lozano (University of Murcia, Spain), “Enzymatic Catalysis in Ionic
Liquids and sc-CO2 Biphasic Systems”
講師:Professor Joe Chappell University of Kentucky, USA),“Evolving the Catalytic (
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Specificity of Terpene Biosynthetic Enzymes and the Development of Sustainable, Robust
Production Platforms in Yeast and Plants”
○第4回(2010年度GSC in Tottori(1))(日本化学会,第53回中国四国産学連携化学フォーラ
ムと共同開催)H22年9月20日,工学研究科大講義室,講師5名,出席者177名
特別講演: J-E. Bäckvall(ストックホルム大学教授)” A Biomimetic Approach to Green Organic
Transformations”
特別講演: B. K. Mihovilovic(ウイーン工業大学教授)“Bioorganic Chemistry in Sustainable
Synthesis”
講師:國信洋一郎(岡山大学大学院自然科学研究科 助教)「不活性結合の切断を鍵とする新規有機合成
反応の開発」
講師:米山公啓(広島大学大学院工学研究科 助教)「安全・安価な金属触媒を活用した有機合成反応」
講師:依馬 正(岡山大学大学院自然科学研究科 准教授)「多重水素結合部位を有するキラル大環状化合
物の不斉識別機能」
○第5回(2010年度GSC in Tottori (2))(日本化学会,触媒学会,石油学会,化学工学会と共催),
H22年11月13日工学研究科大講義室,講師4名,出席者188名
講師:Suk Bong HONG (Pohang University of Science and Technology, Korea)
“Zeolite Syntheses via a CDM Approach”
講師:Shinji INAGAKI (Toyota Central R&D Labs, Inc., Japan)
“Synthesis of Optically Active Periodic Mesoporous Organosilicas toward the Construction
of Artificial Photosynthesis”
講師: Akira MIYAMOTO (Tohoku University, Japan)
“Multi-level Computational Chemistry Methods for Green and Sustainable Chemistry”
講師: German SASTRE (Instituto de Tecnologia Quimica UPV-CSIC, Spain)
“Synthesis of Octahedral Metal Oxides with Pore Structures”
○第6回(2010年度GSC in Tottori(3)),(第1回イオン液体討論会(イオン液体研究会)と共催)
平成23年1月17日,18日,とりぎん文化会館,参加者186名
特別講演:R. Rogers(アラバマ大学 教授,米国)“Ionic Liquid Solvents for the Grand Challenge
Inherent in a Biorefinery: Extraction and Separation of Lignin, Cellulose, and Hemicellulose”
特別講演:M-J. KOO(インハ大学 教授,韓国,韓国生物工学会会長)“Application of Ionic
Liquids in Bioconversion Process”
○第7回(2011 Green Sustainable Chemistry Seminar in Tottori (1))
2011年12月15日(木),共通教育棟A20講義室,出席者93名,講師3名
講師:久枝良雄 (九州大学大学院工学研究院 教授)「Bio-inspired Catalysts for Degradation of
Environmental Pollutants: Lessons from Metalloenzyme(バイオインスパイアード触媒の創製と
環境浄化への応用)」
講師:稲永純二 (九州大学先導物質化学研究所 教授)「Green Asymmetric Catalysis with Diionic
Chiral Sc-Complex in Ionic Liquid: An Organic Solvent-Free Catalytic Asymmetric Reaction
Process(有機溶媒フリーの不斉反応プロセスの構築)」
講師:Suojiang Zhang (中国科学院(北京)教授,プロセス工学研究所長)「Hydrogen Bonds: A New
Insight Into Ionic Liquids」
○第8回(2011 Green Sustainable Chemistry Seminar in Tottori (2))
2012年2月14日(火曜),工学研究科大講義室,出席者193名,講師3名
講師:小川 順(京都大学大学院農学研究科 教授)「Valuable microbial functions pioneering
bio-based industry- development of bio-lipid platform and biotransformation 」
講師:酒井貴志(岡山大学大学院自然科学研究科 教授)「New and Efficient Catalysts for Activation
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of Carbon Dioxide and Epoxide to Produce Cyclic Carbonate」
講師:Xin-Hui Xing(中国,清華大学 教授)「Microbial Evolution Engineering for Microbial Strain
Improvement」
○第9回(2012 Green Sustainable Chemistry Seminar in Tottori (1))
GSC研究センター設置記念講演会
2012年10月14日(火曜),共通教育棟A20講義室,出席者152名,講師3名
講師:奥村 和(鳥取大学大学院工学研究科 准教授)
「Structure and catalysis of layered NbW oxide catalysts constructed by the self-assembly
of nanofibers」
講師:Dae Yoon Chi(韓国 Sogang大学 教授)
「New Concept Nucleophilic Fluorination Assisted by 1H-1,2,3-Triazol-3-ium Triflates」
講師:吉田 潤一(京都大学大学院工学研究科 教授)
「空間で時間を制御する合成化学」
○第10回(2012 Green Sustainable Chemistry Seminar in Tottori (2))
2012年12月3日(月曜),工学研究科大講義室,出席者156名,講師3名
講師:Franz Hollmann (オランダ,Delft 工科大学 准教授)「Oxidoreductases for a greener
organic synthesis – scope and challenges」
講師:伊藤 伸哉(富山県立大学教授,生物工学研究センター所長)
「Development of novel biocatalysts for producing chiral compounds」
講師:溝端 知宏(鳥取大学大学院工学研究科 准教授)
「Elucidating the molecular mechanism of chaperonin- facilitated protein folding」
○第11回(2013 Green Sustainable Chemistry Seminar in Tottori(1))有機合成化学協会中国
四国支部 (第69回パネル討論会)と共催
2013年6月13日(木曜),工学研究科大講義室,出席者105名,講師3名
講師:藤井 郁雄(大阪府立大学大学院理学系研究科教授,生命環境科学域 自然科学類・学類長)
「Molecular Basis for Transition-state Stabilization in Catalytic Antibodies」
講師:宇梶 裕(金沢大学理工研究域物質化学系 教授)
「Development of novel synthetic methods for heterocycles utilizing 1,3-dipoles」
講師:三好 徳和(徳島大学大学院教授・ソシオアーツ&サイエンス研究部)
「Development and Application for Unexpected Sr-mediated Reactions」
○第12回(2013 Green Sustainable Chemistry Seminar in Tottori(2))日本化学会中国四国支
部(平成25年度 鳥取地区化学講演会)と共催
2013年10月25日(金曜),工学研究科大講義室,出席者160名,講師3名
講師:Peter Wasserscheid(ドイツ フリードリヒ・アレクサンダー大学エアランゲン=ニュンベルク
教授)「Ionic Liquid Thin Films in Catalysis - Fundamental Aspects and Applications」
講師:秋山 隆彦(学習院大学理学部化学科 教授)「Recent Progress in the Chiral Phosphoric Acid
Catalysis」
講師:吉田 勝 (産業技術総合研究所 博士)「Gels and Photoresoponsive Compounds as Novel
Smart Materials」
○第13回(2013 Green Sustainable Chemistry Seminar in Tottori(3))
2014年1月30日(木曜),工学研究科大講義室,出席者118名,講師3名
講師:Jason A. C. Clyburne(セントメリー大学 (カナダ) 教授)「Unusual anions in ion-rich media
and their implication in catalysis and in nature」
講師:柳 日馨(大阪府立大学大学院理学系研究科 教授)「Greener Synthetic Processes Based on
Continuous Micro Flow Systems 」
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講師:松浦 和則(鳥取大学大学院工学研究科 教授)「Development of Self-assembled Synthetic
Viral Capsids 」
○第14回(2014 Green Sustainable Chemistry Seminar in Tottori(1))
2014年5月23日(金曜),工学研究科大講義室,出席者138名,講師2名
講師:小林 修(東京大学大学院理学系研究科 教授)「Immobilized Catalysts for Green Sustainable
Chemistry」
講師:伊原 博隆(熊本大学大学院自然科学研究科(工学・化学系)教授,熊本大学副学長)
「Supramolecular Gels」
○第15回(2014 Green Sustainable Chemistry Seminar in Tottori(2)・第1回テニュアトラッ
クフォーラム)第24回グリーンケミストリーフォーラムと共催
2014年11月14日(金曜),工学研究科大講義室,出席者149名,講師4名
講師:菅沼 学史(鳥取大学大学院工学研究科 GSCセンター・テニュアトラック助教)
「固体酸触媒によるグリーンプロセスの開発」
講師:西形 孝司(山口大学大学院理工研究科 准教授・テニュアトラック)
「銅-多座アミン触媒系が可能にする新しいアルキル化反応化学」
講師:Shang-Bin Liu (中央研究院(台湾))
「Heteropolyacid-based Ionic Liquids as Efficient Green Homogeneous Catalysts for
Biomass Conversion」
講師:石原 一彰(名古屋大学大学院工学研究科 教授)
「遷移金属の代替元素としてヨウ素を利用した触媒的酸化的カップリング反応の開発」
○第16回(2014 Green Sustainable Chemistry Seminar in Tottori(3)・第2回テニュアトラッ
クフォーラム)
2014年12月5日(金曜),工学研究科大講義室,出席者142名,講師5名
講師:大野 弘幸(東京農工大学工学研究院長 工学研究院生命機能科学部門 教授)
「Design and control of phase state of ionic liquid/water mixtures」
講師:鶴巻 晃子(東京農工大学大学院工学府 博士後期課程)
「Deign of ionic liquids to enhance excellent and sustainable antistatic properties for
polyther-based polyurethanes」
講師:Yuan Lu(東京大学大学院工学研究科,清華大学生物化工研究所)
「Application of cell-free synthetic biology in the synthesis of highly stable virus-like particles」
講師:八木 寿梓(鳥取大学大学院工学研究科 GSCセンター・テニュアトラック助教)
「Direct observation of amyloid fibril growth by total internal reflection fluorescence
microscopy」
講師:Rita P.-Y. Chen (中央研究院(台湾))
「Application of Biophysics Tools in the Studies of Protein Misfolding Diseases」
○第17回(2015 Green Sustainable Chemistry Seminar in Tottori(1))
2015年5月14日(木曜),工学研究科大講義室,出席者152名,講師1名
講師:Mark S. Taylor(カナダ トロント大学 准教授)
「 Catalytic Processes Based on Reversible Covalent Interactions of Organoboron
Compounds」
○第18回(2015 Green Sustainable Chemistry Seminar in Tottori(2))
2015年7月22日(水曜),大学院棟6F大ゼミ室,出席者50名,講師1名
講師:南 一郎(スウェーデン ルーレオ工科大学 教授)
「トライボケミストリーの紹介〜学術領域で独自性を発揮する〜
延べ参加者2667名,講師63名