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Ionic liquid containing allylsulfonate anion
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A technology of ionic liquid and allyl methyl imidazolinium sulfonate, applied in the field of new ionic liquids, can solve the problems such as the absence of polymerizable functional groups, and achieve the effect of good ionic conductivity
Inactive Publication Date: 2014-02-26
FUJIFILM WAKO PURE CHEM CORP
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[0009] However, since the polymerizability of the final polymerizable functional group of this ionic liquid disappears, there is no polymerizable functional group in the cation and anion.
In addition, the ionic liquid containing allyl sulfonate anion as an anion has not been specifically disclosed.
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Embodiment 1
[0153] Example 1. Allyl 1-picoline sulfonate
[0154]
[0155] ※Me=methyl
[0156] Methyl allyl sulfonate (21.4 g, 0.157 mol) and pyridine (13.1 g, 0.166 mol, 1.05 eq) synthesized by a conventional method were stirred and reacted at 80° C. for 2 hours. After the reaction was terminated, unreacted pyridine was distilled off under reduced pressure, and the crude product was washed several times with ethyl acetate. Heat drying was performed under reduced pressure to obtain the target allyl 1-picolinesulfonate in a yield of 93% (31.4 g, 0.146 mmol). The melting point is 39°C. 1 The measurement results of H NMR are shown below.
[0158] Example 2. Allyl 1-ethylpyridinium sulfonate
[0159]
[0160] ※Et=Ethyl
[0161] Except that methyl allyl sulfonate in Example 1 is replaced with ethyl allyl sulfonate, the same operation is used to obtain 1-ethylpyridinium sulfonic acid with a yield of 95% (33.3g, 0.145mol) Allyl esters. The melting point is 28°C. 1 The measurement results of H NMR are shown below.
[0163] Example 3. Allyl 1-propylpyridinium sulfonate
[0164]
[0165] ※Pr=Propyl
[0166] Except using propyl allyl sulfonate instead of methyl allyl sulfonate in Example 1, the same operation was used to obtain 1-propylpyridinium with a yield of 74% (28.2g, 0.116mol) Allyl sulfonate. The melting point is 36°C. 1 The measurement results of H NMR are shown below.
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Abstract
PROBLEM: Providing a novel ionic liquid, which is low-cost, environment-friendly, and has low viscosity and melting point. MEANS FOR SOLVING THE PROBLEM: The present invention is the invention of the ionic liquid represented by the general formula [1]: {wherein, R 1 to R 3 and n moieties of R 4 each independently represent hydrogen atom or alkyl group having 1 to 4 carbon atoms, R 5 to R 7 each independently represent alkyl group, aralkyl group, or aryl group, R 8 represents alkyl group, aralkyl group, aryl group, or the one represented by the general formula [2]: (wherein T represents alkylene chain having 1 to 8 carbon atoms, n represents 1 or 2, and R 1 to R 7 are the same as the above-described), X represents nitrogen atom or phosphorus atom, n represents 1 or 2. When n is 1, R 3 and R 4 are bound and may form cyclohexene ring together with the adjacent carbon atoms. In addition, when X is nitrogen atom, R 5 to R 7 or R 5 to R 6 may form hetero ring with nitrogen atom binding thereto}.
Description
Technical field [0001] The invention involves new types of ionic liquids with low manufacturing costs, environmentally friendly and low -viscosity and low melting points. Background technique [0002] Ion liquid is also called room temperature melting salt, which is composed of cations and anion components, such as heat resistance, wide range of liquid temperature, non -volatile, high ionic conduction, high solubility to high molecular and salt display, etc.Essence [0003] A ionic liquid with this characteristic can be used in wide fields, such as the application of electrolytes, antistatic agents, lubricants, etc. in chemical reaction solvents, electrochemical devices, etc. [0004] As an ionic liquid, many literatures have proposed that the ionic liquid containing fluorine -containing atoms in the anion (e.g. 3 So 2 Cure 2 - , CF 3 So 3 - , BF 4 -, PF 6 - Wait), these ionic liquids containing fluorine atoms have the problem of adverse effects on the environment due to therm...
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