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基于胆碱衍生物的离子液体。

Choline-derivative-based ionic liquids.

作者信息

Pernak Juliusz, Syguda Anna, Mirska Ilona, Pernak Anna, Nawrot Jan, Pradzyńska Aleksandra, Griffin Scott T, Rogers Robin D

机构信息

Poznań University of Technology, Poznań, Poland.

出版信息

Chemistry. 2007;13(24):6817-27. doi: 10.1002/chem.200700285.

DOI:10.1002/chem.200700285
PMID:17534999
Abstract

A total of sixty-three choline derivative-based ionic liquids in the forms of chlorides, acesulfamates, and bis(trifluoromethylsulfonyl)imides have been prepared and their physical properties (density, viscosity, solubility, and thermal stability) have been determined. Thirteen of these salts are known chlorides: precursors to the 26 water-soluble acesulfamates, 12 acesulfamates only partially miscible with water, and 12 water-insoluble imides. The crystal structures for two of the chloride salts-(2-hydroxyethyl)dimethylundecyloxymethylammonium chloride and cyclododecyloxymethyl(2-hydroxyethyl)dimethylammonium chloride-were determined. The antimicrobial (cocci, rods, and fungi) activities of the new hydrophilic acesulfamate-based ILs were measured and 12 were found to be active. The alkoxymethyl(2-hydroxyethyl)dimethylammonium acesulfamates have been shown to be insect feeding deterrents and thus open up a new generation of synthetic deterrents based on ionic liquids. The alkoxymethyl(2-decanoyloxyethyl)dimethylammonium bis(trifluoromethylsulfonyl)imides have also been shown to act as fixatives for soft tissues and can furthermore be used as substitutes for formalin and also preservatives for blood.

摘要

总共制备了63种氯化物、乙酰磺胺酸盐和双(三氟甲基磺酰)亚胺形式的胆碱衍生物基离子液体,并测定了它们的物理性质(密度、粘度、溶解度和热稳定性)。这些盐中有13种是已知的氯化物:是26种水溶性乙酰磺胺酸盐的前体,12种乙酰磺胺酸盐仅部分与水混溶,12种水不溶性亚胺。测定了两种氯化物盐——(2-羟乙基)二甲基十一烷氧基甲基氯化铵和环十二烷氧基甲基(2-羟乙基)二甲基氯化铵的晶体结构。测量了新型亲水性乙酰磺胺酸盐基离子液体的抗菌(球菌、杆菌和真菌)活性,发现其中12种具有活性。已证明烷氧基甲基(2-羟乙基)二甲基铵乙酰磺胺酸盐是昆虫取食抑制剂,从而开创了基于离子液体的新一代合成抑制剂。烷氧基甲基(2-癸酰氧基乙基)二甲基铵双(三氟甲基磺酰)亚胺也已证明可作为软组织固定剂,还可作为福尔马林的替代品以及血液防腐剂。

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