【公開日：2023.07.28】【最終更新日：2023.05.30】
課題データ / Project Data
課題番号 / Project Issue Number
22HK0062
利用課題名 / Title
原子レベルによる固体触媒の表面構造解析
利用した実施機関 / Support Institute
北海道大学
機関外・機関内の利用 / External or Internal Use
外部利用/External Use
技術領域 / Technology Area
【横断技術領域 / Cross-Technology Area】（主 / Main）計測・分析/Advanced Characterization（副 / Sub）-
【重要技術領域 / Important Technology Area】（主 / Main）量子・電子制御により革新的な機能を発現するマテリアル/Materials using quantum and electronic control to perform innovative functions（副 / Sub）-
キーワード / Keywords
電子顕微鏡/Electron microscopy,表面・界面・粒界制御/ Surface/interface/grain boundary control
利用者と利用形態 / User and Support Type
利用者名（課題申請者）/ User Name (Project Applicant)
山口 渉
所属名 / Affiliation
大阪大学 大学院基礎工学研究科 物質創成専攻
共同利用者氏名 / Names of Collaborators in Other Institutes Than Hub and Spoke Institutes
中島清隆,菅沼学史
ARIM実施機関支援担当者 / Names of Collaborators in The Hub and Spoke Institutes
大多亮
利用形態 / Support Type
（主 / Main）機器利用/Equipment Utilization（副 / Sub）-
利用した主な設備 / Equipment Used in This Project
報告書データ / Report
概要（目的・用途・実施内容）/ Abstract (Aim, Use Applications and Contents)
Reductive amination of carboxylic acids naturally abundant is an important reaction for the synthesis of alkylamines used in pharmaceuticals and surfactants. There have been reports on the use of stoichiometric amounts of hydride reagents as reductants. However, these methods suffer from generating a large amount of waste. In contrast, the use of H2 as a reductant results in a clean reaction system that produces only water as a byproduct. Generally, it is difficult to reduce carboxylic acids because of the low electrophilicity of carbonyl carbon atom, and the reported catalyst system requires severe reaction conditions such as high temperature and high H2 pressure. Therefore, the development of more active catalyst for highly efficient reductive amination of carboxylic acids using hydrogen is highly desired. In this study, we found that Pt-Mo catalysts promoted this reaction under mild conditions.
実験 / Experimental
Pt-Mo catalysts were prepared by the impregnation method. Scanning transmission electron microscopy (STEM) images with experimental maps were collected using a FEI Titan Cubed G2 60-300 instrument operated at 300 kV and equipped with a Super-X energy-dispersive X-ray spectroscopy (EDX) detector. Elemental mapping based on quantitative analysis of the EDX spectra was conducted using Esprit software.
結果と考察 / Results and Discussion
High-Angle
Annular Dark Field (HAADF)-STEM images and elemental mapping of supported Pt-Mo
catalysts show that Pt nanoparticles and Mo cluster species are highly
dispersed on the support (Figure).
This catalyst
is a solid catalyst, and so it can be easily recovered by filtration after the
reaction and can be reused five times without the need for pretreatment.
Furthermore, a wide range of carboxylic acids and amines successfully converted
to N-alkylated amines with good
functional tolerance. The Pt‒Mo/γ-Al2O3
catalyst system offers a highly efficient and unique strategy for the selective
and mild reductive amination of carboxylic acids to produce alkylated amines in
a green manner.
図・表・数式 / Figures, Tables and Equations
Figure. (a) HAADF-STEM image and (b) elemental mapping of Pt, Mo, and Al in Pt–Mo/γ-Al2O3.
その他・特記事項（参考文献・謝辞等） / Remarks(References and Acknowledgements)
This work was supported by JSPS KAKENHI Grant No. 21K04776.
成果発表・成果利用 / Publication and Patents
論文・プロシーディング（DOIのあるもの） / DOI (Publication and Proceedings)
口頭発表、ポスター発表および、その他の論文 / Oral Presentations etc.
- Katsumasa Sakoda, Sho Yamaguchi, Takato Mitsudome, Tomoo Mizugaki, “Zirconium Oxide-Supported Pt–Mo Catalyst for the Selective Hydrodeoxygenation of Esters to Unsymmetrical Ethers”, 12th International Conference on Environmental Catalysis (ICEC2022), Kansai University, 2022.8.2.
- Kazuto Ohashi, Sho Yamaguchi, Takato Mitsudome, Tomoo Mizugaki, “Efficient N-Alkylation of Amines Using Alcohols over an Air-stable Nickel-based Catalyst Supported on Hydroxyapatite”, Osaka-Kansai International Symposium on Catalysis (OKCAT2022) 2022, 11, 11.
特許 / Patents
特許出願件数 / Number of Patent Applications：0件
特許登録件数 / Number of Registered Patents：0件