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The Structure−Activity Relationship and Physicochemical Properties of Acetamide-Based Brønsted Acid Ionic Liquids
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  • 作者:Feng Wu ; Jin Xiang ; Renjie Chen ; Li Li ; Junzheng Chen ; Shi Chen
  • 刊名:Journal of Physical Chemistry C
  • 出版年:2010
  • 出版时间:December 2, 2010
  • 年:2010
  • 卷:114
  • 期:47
  • 页码:20007-20015
  • 全文大小:444K
  • 年卷期:v.114,no.47(December 2, 2010)
  • ISSN:1932-7455
文摘
We prepared three series of novel protic ionic liquids (PILs) based on acetamide and a Brønsted acid (HX, where X is CF3COO, CH3COO, or HSO4) by a simple atom-economic neutralization reaction. We investigated their physicochemical properties, such as acidic scale, viscosity, ionic conductivity, and thermal characteristics, as well as the structure−activity relationships of these PILs. Carboxylic acid formation is only observed in the acetamide sulfate complex system by FT-IR. The ionic conductivities for most of the samples are between 10−3 and 10−1 S/m at room temperature and at low viscosity. Acetamide trifluoroacetate (ATFA) with a molar ratio of 5/5 (acetamide/trifluoroacetic acid) has an ionic conductivity of 0.25 S/m, and its viscosity is only 10 cP at 25 °C. The samples exhibit better properties at higher temperatures. ATFA with molar ratios of 7/3 and 8/2 have ionic conductivities of 1.13 and 1.07 S/m at 80 °C, respectively. Moreover, most of the prepared samples possess relatively moderate thermal stabilities (up to 106 °C for ATFA) and a wide liquid range (down to −69 °C for ATFA). All these properties make these acetamide-based PILs of interest as reaction media, as catalysts in organic synthesis, or as electrolytes in fuel cells.

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