申请人:——
公开号:US20040225131A1
公开(公告)日:2004-11-11
This invention describes a one pot, single-step process for the preparation of halide-free hydrophobic salts comprising polyalkylated imidazolium cations and various anions in accordance with the following structure, where R
1
and R
3
represent the either the same or different alkyl groups, and R
2
, R
4
, and R
5
represent either hydrogen atoms, or the same or different alkyl group substituents; X represents a polyatomic anion that is the conjugate base of an acid. By simply mixing aqueous formaldehyde with an alkyl amine such as methylanune, ethylamine, n-propyl oriso-propylamine, or n-butyl-, iso-butyl, or t-butylamine, or by mixing aqueous formaldehyde with two alkyl amines (preferably one being methylamine, ethylamine, n-propyl- or iso-propylamine, or n-butyl-, isobutyl, or t-butylamine) and another being n-propyl- or isopropylaine, or n-butyl-, isbutyl, or t-butylamine), an acid (such as hexafluorophosphoric acid, trifluoroacetic acid, pentafluoropropionic, heptafluorobutyric acid, or the free acid of a bis(perfluoroalkylsulfonyprnide or tris(perfluoroalkylsulfonyl)methide as the source of the anion) and aqueous glyoxal solution, the hydrophobic ionic salts or mixtures thereof thus formed may be conveniently separated directly from the aqueous byproduct layer. Like the single cation hydrophobic salts, these mixed hydrophobic ionic liquids are non-flammable and manifest no detectable vapor pressure up to their decomposition temperature of greater than 300° C. We have also discovered that, surprisingly, ternary mixtures of dialkylated ionic liquids manifest higher ionic conductivities than a single ionic liquid of the mixture alone. This property benefits electrochemical power source applications such as batteries and capacitors. Furthermore, we have discovered that ternary mixtures of dialkylated ionic liquids absorb microwave radiation more efficiently than a single ionic liquid of the mixture alone. This property benefits microwave-induced synthetic reactions. Such physical and chemical properties make it possible to employ inexpensive mixtures of polyalkylated imidazolium cations in an advantageous manner as thermal transfer fluids, high temperature lubricants, and plasticizers, and as solvents in the areas of electrochemistry, synthetic chemistry, catalysis, and separations chemistry.
1
这项发明描述了一种一锅法、单步骤的制备无卤疏水盐的过程,包括具有多取代咪唑阳离子和各种阴离子的结构,其中R1和R3代表相同或不同的烷基基团,R2、R4和R5代表氢原子或相同或不同的烷基基团取代物;X代表是酸的共轭碱的多原子阴离子。通过简单地混合水甲醛与烷基胺(如甲基胺、乙基胺、正丙基或异丙基胺、正丁基、异丁基或叔丁基胺)或混合水甲醛与两种烷基胺(最好是一种为甲基胺、乙基胺、正丙基或异丙基胺、正丁基、异丁基或叔丁基胺,另一种为正丙基或异丙基胺、正丁基、异丁基或叔丁基胺)、酸(如六氟磷酸、三氟乙酸、五氟丙酸、七氟丁酸,或作为阴离子源的双(全氟烷基磺酰基)或三(全氟烷基磺酰基)甲烷的游离酸)和水甘醛溶液,因此形成的疏水离子盐或其混合物可以方便地直接从水相副产物层分离出来。像单阳离子疏水盐一样,这些混合疏水离子液体是不可燃的,并且在其分解温度高于300°C时没有可检测到的蒸汽压力。我们还发现,令人惊讶的是,二烷基化离子液体的三元混合物表现出比单一混合物中的离子液体更高的离子电导率。这种性质有益于电化学动力源应用,如电池和电容器。此外,我们还发现,二烷基化离子液体的三元混合物比单一混合物中的离子液体更有效地吸收微波辐射。这种性质有益于微波诱导的合成反应。这些物理和化学性质使得可以以有利的方式将廉价的多取代咪唑阳离子混合物用作热传输流体、高温润滑剂和增塑剂,并作为电化学、合成化学、催化和分离化学领域的溶剂。