A mechanistic insight into the organocatalytic properties of imidazolium-based ionic liquids and a positive co-solvent effect on cellulose modification reactions in an ionic liquid

被引：44
|
作者：
Kakuchi, Ryohei [1 ]
Ito, Ryo [3 ]
Nomura, Shuhei [1 ]
Abroshan, Hadi [5 ]
Ninomiya, Kazuaki [2 ]
Ikai, Tomoyuki [3 ,4 ]
Maeda, Katsuhiro [3 ,4 ]
Kim, Hyung J. [5 ,6 ]
Takahashi, Kenji [1 ]
机构：
[1] Kanazawa Univ, Inst Sci & Engn, Fac Nat Syst, Kakuma Machi, Kanazawa, Ishikawa 9201192, Japan
[2] Kanazawa Univ, Inst Frontier Sci Initiat, Kakuma Machi, Kanazawa, Ishikawa 9201192, Japan
[3] Kanazawa Univ, Coll Sci & Engn, Grad Sch Nat Sci & Technol, Kakuma Machi, Kanazawa, Ishikawa 9201192, Japan
[4] Kanazawa Univ, Coll Sci & Engn, Res Ctr Sustainable Energy & Technol, Kakuma Machi, Kanazawa, Ishikawa 9201192, Japan
[5] Carnegie Mellon Univ, Dept Chem, Pittsburgh, PA 15213 USA
[6] Korea Inst Adv Study, Sch Computat Sci, Seoul 02455, South Korea
来源：
RSC ADVANCES | 2017年 / 7卷 / 16期
基金：
美国国家科学基金会;
关键词：
TRANSESTERIFICATION REACTIONS; ACETATE; DISSOLUTION; DENSITY; POLYMERIZATION; SOLVATION; EFFICIENT; CHARGES; SALTS; RESP;
D O I：
10.1039/c6ra28659c
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Detailed insights into the organocatalytic properties of imidazolium-based ionic liquids (Im-ILs) for transesterification of cellulose with isopropenyl acetate (IPA) are presented. According to model transesterification reactions and their computational analysis, acetate anions of Im-ILs play an essential role in the promotion of the reactions. Mechanistic considerations in the optimization of the protocol of IL-catalyzed transesterification reactions have enabled a significant improvement in reaction conditions and a positive co-solvent effect for cellulose modifications in an imidazolium acetate ionic liquid.
引用
收藏
页码：9423 / 9430
页数：8
相关论文
共 50 条
  • [41] Properties of Apolar Solutes in Alkyl Imidazolium-Based Ionic Liquids: The Importance of Local Interactions
    Lesch, Volker
    Heuer, Andreas
    Holm, Christian
    Smiatek, Jens
    CHEMPHYSCHEM, 2016, 17 (03) : 387 - 394
  • [42] Investigation on the effect of water on the spectroscopic behaviors of TPPS in acidic imidazolium-based ionic liquids
    Liu, Li Li
    Zhao, Yun Fang
    Jin, Wei Jun
    JOURNAL OF PORPHYRINS AND PHTHALOCYANINES, 2012, 16 (10) : 1132 - 1139
  • [43] Elucidating effect of dicarboxylate anions on nanostructural organization of dicationic imidazolium-based ionic liquids
    Kuhn, Bruna L.
    Zibetti, Leticia
    Pereira, Victor S.
    Bender, Caroline R.
    Villetti, Marcos A.
    Frizzo, Clarissa P.
    COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS, 2024, 702
  • [44] Dissolving Cellulose in 1,2,3-Triazolium- and Imidazolium-Based Ionic Liquids with Aromatic Anions
    Brehm, Martin
    Radicke, Julian
    Pulst, Martin
    Shaabani, Farzaneh
    Sebastiani, Daniel
    Kressler, Jorg
    MOLECULES, 2020, 25 (15):
  • [45] Cation-Anion-CO2 Interactions in Imidazolium-Based Ionic Liquid Sorbents
    Simon, Nathalia M.
    Zanatta, Marcileia
    Neumann, Jesse
    Girard, Anne-Lise
    Marin, Graciane
    Stassen, Hubert
    Dupont, Jairton
    CHEMPHYSCHEM, 2018, 19 (21) : 2879 - 2884
  • [46] STUDY ON THE DISSOLUTION OF CELLULOSE IN N-ALLYLPYRIDINIUM CHLORIDE IONIC LIQUID AND CO-SOLVENT COMPOSITES
    Zhao, Di-shun
    Fu, Lin-lin
    Zhang, Juan
    Li, He
    Liu, Meng-shuai
    Fu, Jiang-tao
    Wang, Wei
    ACTA POLYMERICA SINICA, 2012, (09) : 937 - 942
  • [47] Temperature and Alkyl Chain Dependence of Physicochemical Properties of Pyrrolidinium- and Imidazolium-Based Ionic Liquids
    Aljasmi, Abdullah
    Aljimaz, Adel S.
    Alkhaldi, Khaled H. A. E.
    Altuwaim, Mohammad S.
    Alhasan, Meshal F.
    Alnajjar, Abdulaziz
    JOURNAL OF SOLUTION CHEMISTRY, 2024, 53 (06) : 869 - 891
  • [48] Molecular dynamics simulation of the effect of alkyl side chain length on the mixture of imidazolium-based ionic liquids and water
    Mozaffari, Farkhondeh
    Mehraban, Atefeh
    FLUID PHASE EQUILIBRIA, 2023, 574
  • [49] Polymerizable Choline- and Imidazolium-Based Ionic Liquids Reinforced with Bacterial Cellulose for 3D-Printing
    Smirnov, Michael A.
    Fedotova, Veronika S.
    Sokolova, Maria P.
    Nikolaeva, Alexandra L.
    Elokhovsky, Vladimir Yu
    Karttunen, Mikko
    POLYMERS, 2021, 13 (18)
  • [50] A molecular dynamics study on magnetic imidazolium-based ionic liquids: the effect of an external magnetic field
    Daneshvar, Azadeh
    Moosavi, Majid
    Sabzyan, Hassan
    PHYSICAL CHEMISTRY CHEMICAL PHYSICS, 2020, 22 (23) : 13070 - 13083
12345