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Dication type imidazolium ionic liquid and preparation method thereof

A double cation and ionic liquid technology, applied in the field of analytical chemistry, can solve the problems of poor repeatability and low sensitivity, and achieve the effects of improved sensitivity, stable electrochemical performance, and simple preparation methods

Inactive Publication Date: 2019-11-05
QINGDAO INST OF BIOENERGY & BIOPROCESS TECH CHINESE ACADEMY OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] The object of the present invention is to provide a kind of double cationic imidazole ionic liquid and preparation method thereof; Aiming at the problems of low sensitivity and poor repeatability in the analysis of small molecule ionic compounds in the prior art, the present invention aims to solve the problem of The design and synthesis of new double cationic imidazole ionic liquids, the application of ionic liquids as electrospray mass spectrometry ion pair reagents, and the improvement of the detection limit and sensitivity of small molecule ionic compounds have been deeply studied, and a double ionic liquid has been developed. Cationic imidazole ionic liquid, the invention includes its preparation method and its application in the field of electrospray mass spectrometry ion pair reagents

Method used

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  • Dication type imidazolium ionic liquid and preparation method thereof
  • Dication type imidazolium ionic liquid and preparation method thereof
  • Dication type imidazolium ionic liquid and preparation method thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0028] Implementation example 1: double cationic ionic liquid as ion pairing agent

[0029] The preparation process involved in this example is as follows: figure 1 As shown, the specific steps are as follows:

[0030] First, the intermediate chain of imidazole and dichloroalkane undergoes nucleophilic substitution reaction to form a barbell-shaped chain structure to ensure the overall polarity and stability of cationic groups. Add 11 mmol p-dichlorobenzyl and nitrogen gas into the reaction system Condensate and reflux, heat the reaction system to 75°C and stir for 72h, pay attention to the stirring speed during this process.

[0031] After filtration, extraction with methanol and n-hexane, and vacuum drying at 60°, the corresponding product was obtained. The product is a yellow oily ionic liquid. The intermediate of the overall double cationic imidazole ionic liquid is the main cationic part, and the long chains on both sides are designed to enhance the spatial structure s...

Embodiment 2

[0032] Implementation Example 2: First, take 10 mg of hexachloroplatinate in a 10 ml volumetric flask, dissolve in 3 ml of methanol and shake well, then dilute to the 10 ml mark as a mother liquor for later use. The concentration of the mother liquor is 1000 μg / mL.

[0033] Take 10mg of phthalate disulfonate in a 10ml volumetric flask, dissolve in 3ml of methanol and shake well, then dilute to the 10ml mark as the mother liquor for later use. The concentration of the mother liquor is 1000μg / mL.

[0034] Take 10mg of ionic liquid in a 10ml volumetric flask, take 3ml of methanol to dissolve and shake well, then dilute to the 10ml mark as the mother liquor for later use, the concentration of the mother liquor is 1000μg / mL.

[0035] The configuration of hexachloroplatinate solution to be tested: use a pipette gun to take 100 μL of hexachloroplatinate mother solution into the sample bottle, then take 900 μL of methanol and shake well as the initial dilution. The concentration after ...

Embodiment 3

[0038]Implementation example 3 measurement results: the hexachloroplatinate and phthalate disulfonate are configured into a standard solution to be tested and separated by HPLC at a flow rate of 300 μL / min mobile phase, and the path behind the liquid chromatography column is connected to a Y-shaped tee On one side, the other side is pumped by a peristaltic pump at 100 μL / min into the diluted solution of the electrospray mass spectrometry ion pair reagent, so that the anions in the sample to be tested can be fully exchanged with the anions in the ionic liquid to form a combination of the anion to be tested and a large cation The stable complex is then entered into ESI-MS for detection. The operating parameters of ESI-MS are: the spray voltage is set to 3KV, the capillary temperature is set to 350°C, the capillary voltage is set to 11V, the lens barrel is set to 105V, and the carrier gas and auxiliary gas are 37 and 6psi respectively. The detection limit of anion was determined ...

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Abstract

The invention discloses a dication type imidazolium ionic liquid and a preparation method thereof. The dication type imidazolium ionic liquid has a dual-imidazole-ring structure as two cation groups,a connecting bridge with the chain type structure is arranged in the middle, two long-carbon chains are arranged at the two ends, and the liquid has two connection cation groups and two free anion groups, the dication type imidazolium ionic liquid has the advantages that the thermodynamic stability is high, the chemical performance stability is high, polarity is adjustable, anion exchange is convenient, the preserving performance is good, and the preparation method is simple; the product purity is high, hydrophilicity and hydrophobicity are adjustable, the good selectivity and stability are achieved, the liquid can be adopted as an electric spraying mass spectrum ion pair agent, anion exchange is performed with small molecule compounds to add the molecular mass of the cation part, and theanion matter mass spectrum detection sensitivity is improved.

Description

technical field [0001] The invention belongs to the field of analytical chemistry, in particular to a dicationic imidazole ionic liquid and a preparation method thereof. Background technique [0002] With the development of chromatography and mass spectrometry, the analysis of anions is still an important task in many scientific fields, including environmental analysis, pharmaceutical and food industries. Flow injection analysis and separation techniques such as ion chromatography selective electrodes and spectrophotometry are used to detect different types of anionic compounds, however, these detection methods are generally considered unsuitable for use with mass spectrometry detectors, conductometric detection can be used as a general purpose detector for anions , but even when used in combination with separation techniques, the lack of specificity is an insurmountable problem in the analysis of complex samples. Mass spectrometry is gaining popularity as a universal detec...

Claims

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Application Information

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IPC IPC(8): C07D233/58
CPCC07D233/58
Inventor 观文娜王诗雨毛鑫涛
Owner QINGDAO INST OF BIOENERGY & BIOPROCESS TECH CHINESE ACADEMY OF SCI
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