CN104707574A - Preparation of sephadex solid-supported brominated 1-propyl-3 methylimidazole adsorbent - Google Patents
Preparation of sephadex solid-supported brominated 1-propyl-3 methylimidazole adsorbent Download PDFInfo
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Abstract
The invention discloses a preparation method for a sephadex solid-supported brominated 1-propyl-3 methylimidazole adsorbent. The preparation method is characterized by comprising the following steps: performing sulfhydrylation on activated sephadex by mercaptoacetic acid; then adding the following components in percentage by mass into a reactor: 55-65 percent of acetonitrile, 5-12 percent of brominated 1-propyl-3 methylimidazole, 28-38 percent of sulfydryl sephadex, 0.5-2 percent of azodiisobutyronitrile to obtain a mixture, wherein all the component percentage sum is 100 percent; keeping the temperature of 70-80 DEG C, stirring, reacting for 25-28 hours, performing cooling and suction filtration, washing the mixture by deionized water until the filtrate is neutral, washing the filtrate by a small amount of ethyl alcohol, and drying the filtrate in a vacuum drying box with the temperature of 50 DEG C to obtain the sephadex solid-supported brominated 1-propyl-3 methylimidazole adsorbent. The adsorbent is extremely high in adsorption capacity to arsenic and chromium, high in physical and chemical stability, high in mechanical performance, high in regeneration capacity, low in cost and environmentally friendly, and the number of repeated use times is large.
Description
Technical field
The present invention relates to the technical field of a kind of preparation method of biological adsorption agent, particularly a kind of sephadex immobilized bromination 1-propyl group-3 methylimidazole adsorbent preparation method and to pentavalent arsenic in water and Cr VI absorption application technology.
Background technology
Sephadex has the cancellated macromolecular compound in porous three-dimensional space, belongs to soft gel, and its micropore can suck a large amount of solvent.Gel swelling performance is good, is widely used in protein, nucleic acid, enzyme is separated with polysaccharide polymer substance, is an indispensable class medium in separation and purification of biological macromolecule technology in biochemistry.It is separated basis is sieve according to these material molecule volume sizes in solution, and sephadex plays molecular sieve.But the concentrated effect that sephadex is applied to weak solution is undesirable, and to close cannot being separated of molecular volume, more close to structure molecule None-identified.Glucan contains hydrophily, also with abundant dentate, be easy to carry out chemical modification, be ideal polymer support.Domestic at Wang Qi superfine (analytical chemistry, 1986,14(8) in 1986,584 ~ 586) first sulfydryl is connected to and glucan synthesizes Sulfhydryl dex-tran Gel is used for separation of metal ions enrichment.
Bromination 1-propyl group-3 methylimidazole is a kind of ionic liquid, has that specific volume is relatively large, the asymmetric organic cation of structure (as imidazoles, pyridine) and the relatively little inorganic anion of volume be (as Cl
-, Br
-deng) material be in a liquid state under room temperature or nearly room temperature that forms.Be a kind of fine solvent, polarity and nonpolar organic matter, inorganic matter can be dissolved, be easy to be separated, can be recycled.Its liquid state range is very wide, without vapour pressure, non-volatile, can not environmental pollution be caused, be described as green solvent.
Carry out immobilizedly can obtaining the solid matter that supported ion liquid or surface have ionic liquid structure to ionic liquid.This had both combined the advantage of solid support material, also solve ionic liquid and be applied to losing issue in water environment, maintain again the physics and chemistry character of ionic liquid itself simultaneously, solve the residual and toxicity problem of ionic liquid in extract preferably, with in being separated of extract, solvent cross pollution, also there is obvious advantage.Supported ion liquid is prepared absorption and is had been reported, Wang Ruonan etc. have studied load imidazole type ion liquid silica gel and inhale material preparation (Wang Ruonan etc., the research of load imidazole type ion liquid silica gel suction material preparations and applicatio, Chinese environmental detection, 2013,29(2): 69 ~ 72); Peng Changhong etc. have studied the arsenic removal of ionic liquid loaded type carbon nanotube adsorption (; The long grand plasma fluid load type carbon nanotube adsorption Study on Removal of Arsenic of Peng, Central South University's journal (natural science edition), 2010,41(2): 416 ~ 421), but bromination 1-propyl group-3 methylimidazole ionic liquid supported is had no report on sephadex.
Arsenic, chromium are widely distributed at occurring in nature, are present in the rock in the earth's crust, soil, river, seawater and air.Arsenic-containing ores easily enters water body and moves after weathering, oxidation.Arsenic, as there being more supervirulent element, is extensively present in natural water and drinking water.The existence of arsenic is natural reaction (as: biologically active, geochemical reaction, volcano eruption etc.) and thinks discharge (as: pesticide, Chemical Manufacture, semiconductor manufacturing etc.) coefficient result.Arsenic is a kind of extremely toxic substance, mainly with As (III) and As(V) two kinds of valence states exist.The low-oxidation-state of arsenic is larger than the toxicity of high oxidation state.People drink and eat the water and food that contain arsenic for a long time, make arsenic element can cause organ-tissue and the mutations functionally such as Human Lung, liver, kidney at people's cylinder accumulation, serious caused canceration (as: cutaneum carcinoma, lung cancer, liver cancer, kidney, carcinoma of urinary bladder etc.).Therefore, to the waste water arsenic removal in drinking water in life and industrial production, being the important topic being related to the people's livelihood, is also the focus of domestic and international experts and scholars research.Chromium is a kind of important environmental contaminants, is mainly derived from " three wastes " of the industry discharges such as plating, metallurgy, process hides, printing and dyeing and chemical industry.Chromium in environment is mainly with Cr(III) and Cr(VI) two kinds of valence states exist, Cr(III) exist with cationic form, Cr(VI) then exist with chromate anionic form.With Cr(III) compared with, Cr(VI) there is stronger carcinogenic and mutagenesis ability, its toxicity is Cr(III) more than 100 times; Meanwhile, Cr(VI) there is very strong oxidability and transfer ability, ecological environment and human health are constituted a serious threat.Therefore, Cr(VI in water) process more and more receive the concern of people.The present invention adopts bromination 1-propyl group-3 methylimidazole to carry out chemical modification to sephadex.
Summary of the invention
An object of the present invention is to provide the preparation method of a kind of sephadex immobilized bromination 1-propyl group-3 methylimidazole adsorbent, a kind of sephadex immobilized bromination 1-propyl group-3 methylimidazole adsorbent of acquisition to arsenic in aqueous systems, chromium carry out adsorbing separation.
Object of the present invention is achieved through the following technical solutions.
A preparation method for sephadex immobilized bromination 1-propyl group-3 methylimidazole adsorbent, is characterised in that the method has following processing step:
(1) sephadex activation process: by swelling washing in advance repeatedly sephadex in 2mol/L hydrochloric acid solution, under room temperature, soak 36h, spend deionized water to neutral, after suction filtration, 80 DEG C of oven dry, obtain activated dextran gel;
(2) Sulfhydryl dex-tran Gel: in the triangular flask of tool plug, adds by following composition mass percent, TGA: 32 ~ 42%, oxolane: 35 ~ 45%, activated dextran gel: 18 ~ 28%, the concentrated sulfuric acid: 0.2 ~ 1%, jumps a queue, at 50 ~ 60 DEG C, stir lower backflow 4 ~ 6 h, then spend deionized water, suction filtration, to filtrate be neutrality, after washing with a small amount of ethanol, be placed in 35 DEG C of baking ovens dry, obtain Sulfhydryl dex-tran Gel.
(3) preparation of sephadex immobilized bromination 1-propyl group-3 methylimidazole adsorbent: in the reactor, add by following composition mass percent, acetonitrile: 55 ~ 65%, bromination 1-propyl group-3 methylimidazole: 5 ~ 12%, Sulfhydryl dex-tran Gel 28 ~ 38%, add azodiisobutyronitrile again: 0.5 ~ 2%, each component sum is absolutely, in 70 ~ 80 DEG C of constant temperature, stir, reaction 25 ~ 28 h, after cooling, suction filtration, spend deionized water, to filtrate is neutrality, after a small amount of ethanol washing, be placed in 50 DEG C of vacuum drying chambers dry, obtain sephadex immobilized bromination 1-propyl group-3 methylimidazole adsorbent.
In the preparation method of a kind of sephadex immobilized bromination 1-propyl group-3 methylimidazole adsorbent, it is characterized in that, in described Sulfhydryl dex-tran Gel sulfydryl and bromination 1-propyl group-3 methylimidazole ionic liquid mol ratio 1:0.9 ~ 1.1 between optimum.
Another object of the present invention be to provide sephadex immobilized bromination 1-propyl group-3 methylimidazole adsorbent in aqueous systems to the absorption of arsenic, feature is: sephadex immobilized bromination 1-propyl group-3 methylimidazole adsorbent deionized water prepared is soaked 6 ~ 8h, adsorbs by static method.
Sephadex immobilized bromination 1-propyl group-3 methylimidazole adsorbent deionized water prepared is soaked 6 ~ 8h, adsorbs by dynamic method.
Compared with the prior art, tool has the following advantages and beneficial effect in the present invention:
(1) sephadex immobilized bromination 1-propyl group-3 methylimidazole adsorbent that the present invention obtains has good physical and chemical stability and excellent mechanical strength, wear-resistingly can reach more than 10 times by Reusability number of times,
(2) sephadex immobilized bromination 1-propyl group-3 methylimidazole adsorbent that the present invention obtains both had had the advantage of solid support material, also solved bromination 1-propyl group-3 methylimidazole and was applied to losing issue in water environment.
(3) good stability is natural green product, regrown material, and discarded object is biodegradable;
(4) condition of the process entails synthesized easily controls, and energy consumption is low, simple to operate, belongs to process for cleanly preparing, is easy to suitability for industrialized production.
(5) speed of adsorbing is fast, and desorption performance is good, can use within the scope of wider soda acid.Adsorption capacity is large, can reach 122.3 mg/g to the adsorption capacity of arsenic (V); 192.5 mg/g can be reached to the adsorption capacity of chromium (VI).
Detailed description of the invention
Embodiment 1
(1) sephadex activation process: by swelling washing in advance repeatedly sephadex in 2mol/L hydrochloric acid solution, under room temperature, soak 36h, spend deionized water to neutral, after suction filtration, 80 DEG C of oven dry, obtain activated dextran gel;
(2) Sulfhydryl dex-tran Gel: in the triangular flask of tool plug, adds, TGA: 35mL respectively, oxolane: 42mL, activated dextran gel: 23g, the concentrated sulfuric acid: 0.5mL, jumps a queue, at 55 DEG C, stir lower backflow 5 h, then spend deionized water, suction filtration, to filtrate be neutrality, after washing with a small amount of ethanol, be placed in 35 DEG C of baking ovens dry, obtain Sulfhydryl dex-tran Gel.
(3) preparation of sephadex immobilized bromination 1-propyl group-3 methylimidazole adsorbent: in the reactor, add respectively, acetonitrile: 63mL, bromination 1-propyl group-3 methylimidazole: 10g, Sulfhydryl dex-tran Gel 29g, add azodiisobutyronitrile again: 1g, in 75 DEG C of constant temperature, stirring, reaction 27 h, after cooling, suction filtration, spends deionized water, to filtrate is neutrality, after a small amount of ethanol washing, be placed in 50 DEG C of vacuum drying chambers dry, obtain sephadex immobilized bromination 1-propyl group-3 methylimidazole adsorbent.
Embodiment 2
(1) sephadex activation process: by swelling washing in advance repeatedly sephadex in 2mol/L hydrochloric acid solution, under room temperature, soak 36h, spend deionized water to neutral, after suction filtration, 80 DEG C of oven dry, obtain activated dextran gel;
(2) Sulfhydryl dex-tran Gel: in the triangular flask of tool plug, adds, TGA: 30mL respectively, oxolane: 45mL, activated dextran gel: 26g, the concentrated sulfuric acid: 0.2mL, jumps a queue, at 50 DEG C, reflux under stirring 6h, then spend deionized water, suction filtration, to filtrate is neutrality, after the washing of a small amount of ethanol, be placed in 35 DEG C of baking ovens dry, obtain Sulfhydryl dex-tran Gel.
(3) preparation of sephadex immobilized bromination 1-propyl group-3 methylimidazole adsorbent: in the reactor, add respectively, acetonitrile: 58mL, bromination 1-propyl group-3 methylimidazole: 12g, Sulfhydryl dex-tran Gel 32g, add azodiisobutyronitrile again: 0.5g, in 70 DEG C of constant temperature, stirring, reaction 28 h, after cooling, suction filtration, spends deionized water, to filtrate is neutrality, after a small amount of ethanol washing, be placed in 50 DEG C of vacuum drying chambers dry, obtain sephadex immobilized bromination 1-propyl group-3 methylimidazole adsorbent.
Embodiment 3
(1) sephadex activation process: by swelling washing in advance repeatedly sephadex in 2mol/L hydrochloric acid solution, under room temperature, soak 36h, spend deionized water to neutral, after suction filtration, 80 DEG C of oven dry, obtain activated dextran gel;
(2) Sulfhydryl dex-tran Gel: in the triangular flask of tool plug, adds, TGA: 40mL respectively, oxolane: 40mL, activated dextran gel: 20g, the concentrated sulfuric acid: 0.3mL, jumps a queue, at 60 DEG C, reflux under stirring 4h, then spend deionized water, suction filtration, to filtrate is neutrality, after the washing of a small amount of ethanol, be placed in 35 DEG C of baking ovens dry, obtain Sulfhydryl dex-tran Gel.
(3) preparation of sephadex immobilized bromination 1-propyl group-3 methylimidazole adsorbent: in the reactor, add respectively, acetonitrile: 68mL, bromination 1-propyl group-3 methylimidazole: 5g, Sulfhydryl dex-tran Gel 28g, add azodiisobutyronitrile again: 2g, in 80 DEG C of constant temperature, stirring, reaction 25h, after cooling, suction filtration, spends deionized water, to filtrate is neutrality, after a small amount of ethanol washing, be placed in 50 DEG C of vacuum drying chambers dry, obtain sephadex immobilized bromination 1-propyl group-3 methylimidazole adsorbent.
Embodiment 4
(1) sephadex activation process: by swelling washing in advance repeatedly sephadex in 2mol/L hydrochloric acid solution, under room temperature, soak 36h, spend deionized water to neutral, after suction filtration, 80 DEG C of oven dry, obtain activated dextran gel;
(2) Sulfhydryl dex-tran Gel: in the triangular flask of tool plug, adds, TGA: 32mL respectively, oxolane: 48mL, activated dextran gel: 21g, the concentrated sulfuric acid: 0.1mL, jumps a queue, at 55 DEG C, stir lower backflow 5.5 h, then spend deionized water, suction filtration, to filtrate be neutrality, after washing with a small amount of ethanol, be placed in 35 DEG C of baking ovens dry, obtain Sulfhydryl dex-tran Gel.
(3) preparation of sephadex immobilized bromination 1-propyl group-3 methylimidazole adsorbent: in the reactor, add respectively, acetonitrile: 60mL, bromination 1-propyl group-3 methylimidazole: 8g, Sulfhydryl dex-tran Gel 35g, add azodiisobutyronitrile again: 1g, in 70 DEG C of constant temperature, stirring, reaction 26 h, after cooling, suction filtration, spends deionized water, to filtrate is neutrality, after a small amount of ethanol washing, be placed in 50 DEG C of vacuum drying chambers dry, obtain sephadex immobilized bromination 1-propyl group-3 methylimidazole adsorbent.
Embodiment 5
(1) sephadex activation process: by swelling washing in advance repeatedly sephadex in 2mol/L hydrochloric acid solution, under room temperature, soak 36h, spend deionized water to neutral, after suction filtration, 80 DEG C of oven dry, obtain activated dextran gel;
(2) Sulfhydryl dex-tran Gel: in the triangular flask of tool plug, adds, TGA: 38mL respectively, oxolane: 45mL, activated dextran gel: 18g, the concentrated sulfuric acid: 0.4mL, jumps a queue, at 50 DEG C, reflux under stirring 4.5h, then spend deionized water, suction filtration, to filtrate is neutrality, after the washing of a small amount of ethanol, be placed in 35 DEG C of baking ovens dry, obtain Sulfhydryl dex-tran Gel.
(3) preparation of sephadex immobilized bromination 1-propyl group-3 methylimidazole adsorbent: in the reactor, add respectively, acetonitrile: 65mL, bromination 1-propyl group-3 methylimidazole: 6g, Sulfhydryl dex-tran Gel 30g, add azodiisobutyronitrile again: 1.5g, in 80 DEG C of constant temperature, stirring, reaction 27 h, after cooling, suction filtration, spends deionized water, to filtrate is neutrality, after a small amount of ethanol washing, be placed in 50 DEG C of vacuum drying chambers dry, obtain sephadex immobilized bromination 1-propyl group-3 methylimidazole adsorbent.
Embodiment 6
(1) sephadex activation process: by swelling washing in advance repeatedly sephadex in 2mol/L hydrochloric acid solution, under room temperature, soak 36h, spend deionized water to neutral, after suction filtration, 80 DEG C of oven dry, obtain activated dextran gel;
(2) Sulfhydryl dex-tran Gel: in the triangular flask of tool plug, adds, TGA: 35mL respectively, oxolane: 38mL, activated dextran gel: 28g, the concentrated sulfuric acid: 0.1mL, jumps a queue, at 60 DEG C, stir lower backflow 5 h, then spend deionized water, suction filtration, to filtrate be neutrality, after washing with a small amount of ethanol, be placed in 35 DEG C of baking ovens dry, obtain Sulfhydryl dex-tran Gel.
(3) preparation of sephadex immobilized bromination 1-propyl group-3 methylimidazole adsorbent: in the reactor, add respectively, acetonitrile: 60mL, bromination 1-propyl group-3 methylimidazole: 7g, Sulfhydryl dex-tran Gel 38g, add azodiisobutyronitrile again: 0.5g, in 75 DEG C of constant temperature, stirring, reaction 26 h, after cooling, suction filtration, spends deionized water, to filtrate is neutrality, after a small amount of ethanol washing, be placed in 50 DEG C of vacuum drying chambers dry, obtain sephadex immobilized bromination 1-propyl group-3 methylimidazole adsorbent.
Embodiment 7
Take 0.20g sephadex immobilized bromination 1-propyl group-3 methylimidazole adsorbent and be placed in 250mL tool plug conical flask, adding 100mL concentration is in 600mg/L arsenic (V) standard liquid, take 0.50g sephadex immobilized bromination 1-propyl group-3 methylimidazole adsorbent again and be placed in 250mL tool plug conical flask, adding 100mL concentration is in 800mg/L chromium (VI) standard liquid, be in 1.0 ~ 10.0 scopes with the pH value of diluted acid or alkali regulation system respectively, at room temperature shake absorption 40 ~ 60min, get supernatant, electrochemically measure the concentration of arsenic (V), according to the concentration difference of arsenic (V) in water before and after absorption, calculate sephadex immobilized bromination 1-propyl group-3 methylimidazole adsorbent to the adsorption capacity of (V), with the concentration of Spectrophotometric Determination of Chromium (VI), according to the concentration difference of chromium (VI) in water before and after absorption, calculate sephadex immobilized bromination 1-propyl group-3 methylimidazole adsorbent to the adsorption capacity of chromium (VI), result shows that pH value adsorbent adsorption capacity to arsenic (V) in 4.0 ~ 7.5 scopes is maximum and stable, at room temperature shake absorption 40 min, this absorption of arsyl is saturated, the adsorption capacity of arsenic (V) can reach 122.3 mg/g, pH value adsorbent adsorption capacity to chromium (VI) in 3.0 ~ 4.0 scopes is maximum and stable, at room temperature shakes absorption 50 min, and chromium (VI) substantially absorption is saturated, and the adsorption capacity of chromium (VI) can reach 192.5 mg/g.
Embodiment 8
Take 1.0g sephadex immobilized bromination 1-propyl group-3 methylimidazole adsorbent and be placed in 250mL tool plug conical flask, adding 100mL concentration is in 200mg/L arsenic (V) standard liquid, be in 4.0 ~ 7.5 scopes with the pH value of diluted acid or alkali regulation system, at room temperature concussion absorption 40min, get supernatant, electrochemically measure the concentration of arsenic (V), according to the concentration difference of arsenic in water before and after absorption, calculate sephadex immobilized bromination 1-propyl group-3 methylimidazole adsorbent to the clearance of arsenic, this adsorbent to the clearance of arsenic (V) in water all more than 96.6%, reach as high as 99%.Take 1.0g sephadex immobilized bromination 1-propyl group-3 methylimidazole adsorbent again and be placed in 250mL tool plug conical flask, adding 100mL concentration is in 200mg/L chromium (VI) standard liquid, be in 3.0 ~ 4.0 scopes with the pH value of diluted acid or alkali regulation system, at room temperature concussion absorption 50min, get supernatant, by the concentration of Spectrophotometric Determination of Chromium (VI), according to the concentration difference of chromium (VI) in water before and after absorption, calculate sephadex immobilized bromination 1-propyl group-3 methylimidazole adsorbent to the clearance of chromium (VI), this adsorbent to the clearance of chromium (VI) in water all more than 98.2%, reach as high as 99.2%.
Claims (3)
1. a preparation for sephadex immobilized bromination 1-propyl group-3 methylimidazole adsorbent, it is characterized in that, the method has following processing step:
(1) sephadex activation process: by swelling washing in advance repeatedly sephadex in 2mol/L hydrochloric acid solution, under room temperature, soak 36h, spend deionized water to neutral, after suction filtration, 80 DEG C of oven dry, obtain activated dextran gel;
(2) Sulfhydryl dex-tran Gel: in the triangular flask of tool plug, adds by following composition mass percent, TGA: 32 ~ 42%, oxolane: 35 ~ 45%, activated dextran gel: 18 ~ 28%, the concentrated sulfuric acid: 0.2 ~ 1%, jumps a queue, at 50 ~ 60 DEG C, stir lower backflow 4 ~ 6 h, then spend deionized water, suction filtration, to filtrate be neutrality, after washing with a small amount of ethanol, be placed in 35 DEG C of baking ovens dry, obtain Sulfhydryl dex-tran Gel;
(3) preparation of sephadex immobilized bromination 1-propyl group-3 methylimidazole adsorbent: in the reactor, add by following composition mass percent, acetonitrile: 55 ~ 65%, bromination 1-propyl group-3 methylimidazole: 5 ~ 12%, Sulfhydryl dex-tran Gel 28 ~ 38%, add azodiisobutyronitrile again: 0.5 ~ 2%, each component sum is absolutely, in 70 ~ 80 DEG C of constant temperature, stir, reaction 25 ~ 28 h, after cooling, suction filtration, spend deionized water, to filtrate is neutrality, after a small amount of ethanol washing, be placed in 50 DEG C of vacuum drying chambers dry, obtain sephadex immobilized bromination 1-propyl group-3 methylimidazole adsorbent.
2. according to the preparation of a kind of sephadex immobilized bromination 1-propyl group-3 methylimidazole adsorbent described in claim 1, it is characterized in that, in described Sulfhydryl dex-tran Gel sulfydryl and bromination 1-propyl group-3 methylimidazole ionic liquid mol ratio 1:0.9 ~ 1.1 between optimum.
3. the sephadex solid-loaded ionic-liquid adsorbent prepared by the preparation method of a kind of sephadex immobilized bromination 1-propyl group-3 methylimidazole adsorbent described in claim 1, it is characterized in that, sephadex immobilized bromination 1-propyl group-3 methylimidazole adsorbent is to the application of arsenic in water (V) and chromium (VI) adsorbing separation.
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