CN109824824A - One kind ionic liquid adsorbent of Type of Collective containing aminooimidazole and preparation method thereof - Google Patents
One kind ionic liquid adsorbent of Type of Collective containing aminooimidazole and preparation method thereof Download PDFInfo
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- CN109824824A CN109824824A CN201910018579.7A CN201910018579A CN109824824A CN 109824824 A CN109824824 A CN 109824824A CN 201910018579 A CN201910018579 A CN 201910018579A CN 109824824 A CN109824824 A CN 109824824A
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- aminooimidazole
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Abstract
One kind ionic liquid adsorbent of Type of Collective containing aminooimidazole and preparation method thereof, it is related to a kind of adsorbent and preparation method thereof, the adsorbent is by Polymerizable ionic liquid monomer the third aminooimidazole of 1- vinyl -3- and crosslinking agent Polymerizable ionic liquid 1, butyl -3 4-, 3 '-two -1- vinyl imidazole dibromo salts polymerize to obtain aminooimidazole Type of Collective ionic liquid N H2- PIL-Br, general structure are as follows:Wherein degree of polymerization a is 2-50, and degree of polymerization b is 2-50.The characteristics of present invention has synthetic method simple, is convenient for operation.The ionic liquid N of Type of Collective containing the aminooimidazole H2Application of-PIL-Br the adsorbent in Adsorption of Methyl Orange, Cr (VI) absorption and tannic acid adsorbing domain, easily separates with target analytes, convenient for recycling;The ionic liquid N of Type of Collective containing aminooimidazole H2- PIL-Br has more good absorption property to target analytes.
Description
Technical field
The present invention relates to a kind of adsorbents and preparation method thereof, more particularly to a kind of ionic liquid of Type of Collective containing aminooimidazole
Body adsorbent and preparation method thereof.
Background technique
Ionic liquid refers to the organic cations such as nitrogen, phosphorus and organic or inorganic anion structure, in room temperature or room temperature
It is nearby the organic fuse salt of one kind of liquid.Since ionic liquid is stablized with electrochemical properties, electrochemical window mouth width, liquid Cheng Fan
Enclose the advantages that wide, saturated vapor forces down, solubility property is unique.The excellent solubility property of ionic liquid makes it in extraction and separation field
It has a wide range of applications, the differences such as traditional liquid-liquid extraction, ionic liquid aqueous two-phase extraction and ion liquid microemulsion extraction
Extraction mode is reported, wide separation application prospect has been shown.But some of ionic liquid lack in use
Point also is embodied as out, such as dosage is big, at high cost, large viscosity, stability difference are low with the rate of recovery etc., limit ionic liquid
It further uses.
Polymeric ionic liquid is one kind in each repetitive unit of high-molecular compound, all has ionic liquid structure
Special electrolyte.Material has also incorporated the characteristic of polymer while remaining ionic liquid characteristic, overcomes ionic liquid
The shortcomings that, the property of ionic liquid and polymer is not only enriched, while also improving polymeric ionic liquid in adsorbing separation, work
The application value in the fields such as industry catalysis, bio-sensing.Can significantly it change by adjusting the structure of ionic liquid anions and canons
The property of polymeric ionic liquid.Summary of the invention
The purpose of the present invention is to provide a kind of ionic liquid adsorbent of Type of Collective containing aminooimidazole and preparation method thereof, the present invention
Synthetic method is simple, convenient for operation.Compared with traditional ionic liquid, it is easily separated with target analytes, convenient for recycling, and
With good absorption property.
The purpose of the present invention is what is be achieved through the following technical solutions:
A kind of ionic liquid adsorbent of Type of Collective containing aminooimidazole, the adsorbent are first by Polymerizable ionic liquid monomer 1- ethylene
- 3,3 '-two -1- vinyl imidazole dibromo of base -3- the third aminooimidazole bromide and crosslinking agent Polymerizable ionic liquid 1,4- butyl
Salt obtains aminooimidazole Type of Collective ionic liquid N H2- PIL-Br, structural formula are as follows:
Wherein degree of polymerization a is 2-50, and degree of polymerization b is 2-50.
A kind of poly ion liquid sorbent preparation method of class containing aminooimidazole, the described method comprises the following steps:
1) by 1.2 g ionic liquid monomer 1- vinyl -3- the third aminooimidazole bromides, 0.3 g crosslinking agent Isosorbide-5-Nitrae-butyl -3,
3 '-two -1- vinyl imidazole dibromo salts, 60 mg initiator potassium persulfates are added to the Na of 1.4 mL2HPO4-NaH2PO4Buffering
(pH=6.0, concentration are 0.2 mol L to solution-1) in, ultrasound is uniformly configured to dispersed phase;
2) sorbester p17 of 1 mL is dissolved in be uniformly dispersed in 20 mL dodecanes and is configured to continuous phase;
3) under the conditions of ice-water bath, the dispersed phase that step 1) is obtained is slowly added dropwise in the continuous phase that step 2) obtains, then
10 min of ultrasound are configured to miniemulsion;
4) in N2Under protective condition, the catalyst n of 150 μ L, N, N ' is added, N '-tetramethylethylenediamine to step 3) obtains
The miniemulsion arrived, initiated polymerization;
5) after reacting 2 h, 20 mL acetone of precipitating reagent is added into the reaction solution that step 4) obtains, polymer is precipitated;Deionization
Water washing 3 times, obtain the white solid ionic liquid adsorbent of Type of Collective containing aminooimidazole NH2- PIL-Br, freeze-drying to perseverance
Weight.
One kind ionic liquid sorbent preparation method of Type of Collective containing aminooimidazole, the initiation of the initiated polymerization
Agent is oxidation-reduction initiator potassium peroxydisulfate and N,N,N',N' tetramethylethylene diamine.
One kind Type of Collective containing aminooimidazole ionic liquid sorbent preparation method, the Type of Collective containing aminooimidazole from
Sub- liquid absorbent is applied in methyl orange dye absorption, reaches 680 mg g to the maximum adsorption capacity of methyl orange-1。
One kind Type of Collective containing aminooimidazole ionic liquid sorbent preparation method, the Type of Collective containing aminooimidazole from
Sub- liquid absorbent is applied in Cr (VI) is adsorbed, and reaches 641 mg g to the maximum adsorption capacity of Cr (VI)-1。
One kind Type of Collective containing aminooimidazole ionic liquid sorbent preparation method, the Type of Collective containing aminooimidazole from
Sub- liquid absorbent is applied in tannic acid absorption, reaches 452.5 mg g to the maximum adsorption capacity of tannic acid-1。
The advantages and effects of the present invention are:
Polymeric ionic liquid NH of the present invention in preparation class containing aminooimidazole2- PIL-Br studies it to methyl orange dye, Cr
(VI) and the absorption property of tannic acid it, is inhaled for promoting the development of polymeric ionic liquid material and widening polymeric ionic liquid solid
Attached dose of application has important theory significance and application value.
Specific embodiment
The following describes the present invention in detail with reference to examples.
Embodiment 1
1) by 1.2 g ionic liquid monomer 1- vinyl -3- the third aminooimidazole bromides, 0.3 g crosslinking agent Isosorbide-5-Nitrae-butyl -3,
3 '-two -1- vinyl imidazole dibromo salts, 60 mg initiator potassium persulfates are added to the Na of 1.4 mL2HPO4-NaH2PO4Buffering
(pH=6.0, concentration are 0.2 mol L to solution-1) in, ultrasound is uniformly configured to dispersed phase.
2) sorbester p17 of 1 mL is dissolved in be uniformly dispersed in 20 mL dodecanes and is configured to continuous phase.
3) under the conditions of ice-water bath, the continuous phase obtained into step 2) is slowly added dropwise in the dispersed phase that step 1) is obtained
In, then 10 min of ultrasound are configured to miniemulsion.
4) in N2Under protective condition, the catalyst n of 150 μ L, N, N ', N '-tetramethylethylenediamine to step 3) is added
Obtained miniemulsion, initiated polymerization.
5) after reacting 2 h, 20 mL acetone of precipitating reagent is added into the reaction solution that step 4) obtains, polymer is precipitated.It goes
Ion water washing 3 times, obtain the white solid ionic liquid N of Type of Collective containing aminooimidazole H2- PIL-Br, freeze-drying to constant weight.
Application Example 1
The ionic liquid N of Type of Collective containing aminooimidazole H2- PIL-Br is for Adsorption of Methyl Orange in aqueous solution: at 25 DEG C, toward 25
ML known concentration is 50,100,150,200,250,300,350,400 μ g mL-1Methyl orange aqueous solution in, be added 10 mg samples
Product, adsorption equilibrium to be achieved after 2 h of magnetic agitation, the solution after taking absorption carry out the ultraviolet-visible spectrum detection of 464 nm, lead to
It crosses and saturated extent of adsorption data is calculated.The ionic liquid N of Type of Collective containing aminooimidazole H2- PIL-Br and other adsorbents are to methyl
The adsorbance result such as table 1 of orange.
Absorption scale of 1 adsorbent of table to methyl orange
Table 1 shows the ionic liquid N of Type of Collective containing aminooimidazole H prepared by the present invention2- PIL-Br is reported in the literature better than at present
Adsorption of Methyl Orange agent.
Application Example 2
The ionic liquid N of Type of Collective containing aminooimidazole H2- PIL-Br is for Cr (VI) absorption in aqueous solution: at 25 DEG C, toward 25
ML known concentration is 50,100,150,200,250,300 and 350 μ g mL-1Cr (VI) aqueous solution in, be added 10 mg samples,
Adsorption equilibrium to be achieved after 30 min of magnetic agitation, the solution after taking absorption carry out the ultraviolet-visible spectrum detection of 365 nm, lead to
It crosses and saturated extent of adsorption data is calculated.The ionic liquid N of Type of Collective containing aminooimidazole H2- PIL-Br and other adsorbents are to Cr
(VI) adsorbance result such as table 2.
Absorption scale of 2 adsorbent of table to Cr (VI)
Table 2 shows the ionic liquid N of Type of Collective containing aminooimidazole H prepared by the present invention2- PIL-Br is reported in the literature better than at present
Cr (VI) adsorbent.
Application Example 3
The ionic liquid N of Type of Collective containing aminooimidazole H2- PIL-Br is for tannic acid absorption in aqueous solution: at 25 DEG C, toward 25
ML known concentration is 25,50,100,150,200,250,300 μ g mL-1Tannin aqueous acid in, be added 10 mg samples, magnetic
Power stirs adsorption equilibrium to be achieved after 1 h, and the solution after taking absorption carries out the ultraviolet-visible spectrum detection of 272 nm, passes through meter
Calculation obtains saturated extent of adsorption data.The ionic liquid N of Type of Collective containing aminooimidazole H2- PIL-Br and other adsorbents are to tannic acid
Adsorbance result such as table 3.
Absorption scale of 3 adsorbent of table to tannic acid
Table 3 shows the ionic liquid N of Type of Collective containing aminooimidazole H prepared by the present invention2- PIL-Br is reported in the literature better than at present
Tannic acid adsorption agent.
Claims (6)
1. a kind of ionic liquid adsorbent of Type of Collective containing aminooimidazole, which is characterized in that the adsorbent is first by polymerizable ion
- 3,3 '-two -1- of liquid monomer 1- vinyl -3- the third aminooimidazole bromide and crosslinking agent Polymerizable ionic liquid 1,4- butyl
Vinyl imidazole dibromo salt obtains aminooimidazole Type of Collective ionic liquid N H2- PIL-Br, structural formula are as follows:
Wherein degree of polymerization a is 2-50, and degree of polymerization b is 2-50.
2. a kind of poly ion liquid sorbent preparation method of class containing aminooimidazole, which is characterized in that the method includes following steps
It is rapid:
1) by 1.2 g ionic liquid monomer 1- vinyl -3- the third aminooimidazole bromides, 0.3 g crosslinking agent Isosorbide-5-Nitrae-butyl -3,
3 '-two -1- vinyl imidazole dibromo salts, 60 mg initiator potassium persulfates are added to the Na of 1.4 mL2HPO4-NaH2PO4Buffering
(pH=6.0, concentration are 0.2 mol L to solution-1) in, ultrasound is uniformly configured to dispersed phase;
2) sorbester p17 of 1 mL is dissolved in be uniformly dispersed in 20 mL dodecanes and is configured to continuous phase;
3) under the conditions of ice-water bath, the dispersed phase that step 1) is obtained is slowly added dropwise in the continuous phase that step 2) obtains, then
10 min of ultrasound are configured to miniemulsion;
4) in N2Under protective condition, the catalyst n of 150 μ L, N, N ' is added, N '-tetramethylethylenediamine to step 3) obtains
Miniemulsion, initiated polymerization;
5) after reacting 2 h, 20 mL acetone of precipitating reagent is added into the reaction solution that step 4) obtains, polymer is precipitated;Deionization
Water washing 3 times, obtain the white solid ionic liquid adsorbent of Type of Collective containing aminooimidazole NH2- PIL-Br, freeze-drying to perseverance
Weight.
3. one kind ionic liquid sorbent preparation method of Type of Collective containing aminooimidazole as claimed in claim 2, which is characterized in that
The initiator of the initiated polymerization is oxidation-reduction initiator potassium peroxydisulfate and N,N,N',N' tetramethylethylene diamine.
4. one kind ionic liquid adsorbent of Type of Collective containing aminooimidazole and preparation method thereof as claimed in claim 1 or 2, feature
It is, this contains aminooimidazole Type of Collective ionic liquid adsorbent and applies in methyl orange dye absorption, inhales to the maximum of methyl orange
Attached capacity reaches 680 mg g-1。
5. one kind ionic liquid adsorbent of Type of Collective containing aminooimidazole and preparation method thereof as claimed in claim 1 or 2, feature
It is, this contains aminooimidazole Type of Collective ionic liquid adsorbent and applies in Cr (VI) absorption, holds to the maximum adsorption of Cr (VI)
Amount reaches 641 mg g-1。
6. one kind ionic liquid adsorbent of Type of Collective containing aminooimidazole and preparation method thereof as claimed in claim 1 or 2, feature
It is, this contains aminooimidazole Type of Collective ionic liquid adsorbent and applies in tannic acid absorption, holds to the maximum adsorption of tannic acid
Amount reaches 452.5 mg g-1。
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Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
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CN113583180A (en) * | 2021-08-11 | 2021-11-02 | 浙江理工大学龙港研究院有限公司 | Polyionic liquid containing thioctic acid anions and preparation method thereof |
CN114870818A (en) * | 2022-05-13 | 2022-08-09 | 长春黄金研究院有限公司 | Method for adsorbing and separating gold, platinum and palladium by utilizing polyion liquid gel adsorbent |
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2019
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Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
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CN113583180A (en) * | 2021-08-11 | 2021-11-02 | 浙江理工大学龙港研究院有限公司 | Polyionic liquid containing thioctic acid anions and preparation method thereof |
CN113583180B (en) * | 2021-08-11 | 2023-01-10 | 浙江理工大学龙港研究院有限公司 | Polyionic liquid containing thioctic acid anions and preparation method thereof |
CN114870818A (en) * | 2022-05-13 | 2022-08-09 | 长春黄金研究院有限公司 | Method for adsorbing and separating gold, platinum and palladium by utilizing polyion liquid gel adsorbent |
CN114870818B (en) * | 2022-05-13 | 2024-02-27 | 长春黄金研究院有限公司 | Method for adsorbing and separating gold, platinum and palladium by using polyion liquid gel adsorbent |
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Application publication date: 20190531 |