CN104707574B - 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 a kind of technical field of the preparation method of biological adsorption agent, solid particularly to a kind of polydextran gel
Carry preparation method and the application technology to pentavalent arsenic in water and Cr VI absorption of bromination 1- propyl group -3 Methylimidazole. adsorbent.
Background technology
Polydextran gel is macromolecular compound cancellated with porous three-dimensional space, belongs to soft gel, its
Micropore can suck a large amount of solvents.Gel swelling performance is good, is widely used in protein, nucleic acid, enzyme and polysaccharide in biochemistry
The separation of polymer substance, is an indispensable class medium in separation and purification of biological macromolecule technology.It separates basis is root
Sieved according to these material molecule volume sizes in solution, polydextran gel plays the effect of molecular sieve.But polydextran gel should
Concentrated effect for weak solution is undesirable, and cannot separate close to molecular volume, more close to structure molecule is no
Method identifies.Glucosan contains hydrophilic, also carries abundant dentate, is easy to carry out chemical modification, is that ideal polymer is propped up
Hold body.Domestic superfine (analytical chemistry, 1986,14(8) in Wang Qi in 1986,584 ~ 586) first sulfydryl is connected to glucosan
Upper synthesis Sulfhydryl dex-tran Gel is used for separation of metal ions and is enriched with.
Bromination 1- propyl group -3 Methylimidazole. is a kind of ionic liquid, has that specific volume is relatively large, structure is asymmetric
Organic cation (as imidazoles, pyridine) and the relatively small inorganic anion of volume (as cl-、br-Deng) constitute in room temperature or
The material being in a liquid state under nearly room temperature.It is a kind of fine solvent, polarity and nonpolar organic matter, inorganic matters can be dissolved it is easy to divide
From can be recycled.Its liquid state range is very wide, no vapour pressure, non-volatile, does not result in environmental pollution, is described as green solvent.
Ionic liquid is carried out immobilized to obtain supported ion liquid or surface has the solidss of ionic liquid structure
Matter.This had both combined the advantage of solid support material, also solved the losing issue that ionic liquid is applied in water environment, simultaneously
Maintain physics and the chemical property of ionic liquid itself again, preferably solve residual in extract for the ionic liquid and poison
Sex chromosome mosaicism, also has obvious advantage separating with extract, in terms of solvent cross-contamination.Supported ion liquid preparation absorption
It has been reported that Wang Ruonan etc. have studied load imidazole type ion liquid silica gel inhale material prepare (Wang Ruonan etc., load imidazole type from
Sub- liquid silica gel inhales material preparation and applied research, and Chinese environmental detects, and 2013,29(2): 69 ~ 72)；Peng Changhong etc. have studied
Ionic liquid loaded type carbon nanotube adsorption arsenic removal (；Peng's length grand plasma liquid load type carbon nanotube adsorption Study on Removal of Arsenic, in
Southern college journal (natural science edition), 2010,41(2): 416 ~ 421), but bromination 1- propyl group -3 Methylimidazole. ionic liquid is solid
It is loaded on polydextran gel and have no report.
Arsenic, chromium are widely distributed in nature, are present in rock in the earth's crust, soil, river, sea water and air
In.Arsenic-containing ores easily enter water body after weathering, oxidation and migrate.Arsenic, as there being more supervirulent element, is extensively deposited
It is in natural water and drinking water.The presence of arsenic be natural reaction (such as: biological activity, geochemical reaction, volcano eruption
Deng) and think discharge (such as: insecticide, Chemical Manufacture, semiconductor manufacturing etc.) coefficient result.Arsenic is a kind of violent in toxicity
Matter, is mainly existed with as () and as() two kinds of valence states.The low-oxidation-state of arsenic is bigger than the toxicity of high oxidation state.People are long-term
Drink and eat the water containing arsenic and food, make arsenic element can cause the organ-tissues such as Human Lung, liver, kidney and work(in people's cylinder accumulation
Mutation on energy, serious may result in canceration (such as: skin carcinoma, pulmonary carcinoma, hepatocarcinoma, renal carcinoma, bladder cancer etc.).Therefore, in life
Waste water arsenic removal in drinking water and commercial production, is the important topic being related to the people's livelihood, is also domestic and international experts and scholars' research
Focus.Chromium is a kind of important environmental contaminants, is mainly derived from the discharge of the industries such as plating, metallurgy, process hides, printing and dyeing and chemical industry
In " three wastes ".Chromium in environment is mainly with cr() and cr() two kinds of valence states presence, cr() existed with cationic form, and
Cr() then existed with chromate anionic form.With cr() compared with, cr() there is higher carcinogenic and mutagenesis ability,
Its toxicity is cr() more than 100 times；Meanwhile, cr() there is very strong oxidability and transfer ability, to ecological environment and
Human health constitutes a serious threat.Therefore, cr(in water) process increasingly paid close attention to by people.The present invention adopts bromination
1- propyl group -3 Methylimidazole. carries out chemical modification to polydextran gel.
Content of the invention
An object of the present invention is to provide a kind of polydextran gel immobilized bromination 1- propyl group -3 Methylimidazole. adsorbent
Preparation method, a kind of polydextran gel immobilized bromination 1- propyl group -3 Methylimidazole. adsorbent of acquisition is to arsenic in aqueous systems, chromium
Carry out adsorbing separation.
The purpose of the present invention is achieved through the following technical solutions.
A kind of preparation method of polydextran gel immobilized bromination 1- propyl group -3 Methylimidazole. adsorbent, is characterised by the method
There is following processing step:
(1) polydextran gel activation processing: swelling in advance will wash multiple polydextran gel in 2mol/l hydrochloric acid solution,
Soak 36h under room temperature, be washed with deionized to neutrality, after sucking filtration, 80 DEG C of drying, obtain activated dextran gel；
(2) Sulfhydryl dex-tran Gel: in the triangular flask of tool plug, add by following composition mass percent, TGA:
32 ~ 42%, oxolane: 35 ~ 45%, activated dextran gel: 18 ~ 28%, concentrated sulphuric acid: 0.2 ~ 1%, jump a queue, at 50 ~ 60 DEG C,
Lower backflow 4 ~ 6 h of stirring, be then washed with deionized, sucking filtration, be in neutrality to filtrate, after a small amount of washing with alcohol, put
It is dried in 35 DEG C of baking ovens, obtain Sulfhydryl dex-tran Gel.
(3) preparation of polydextran gel immobilized bromination 1- propyl group -3 Methylimidazole. adsorbent: in the reactor, by such as the following group
Mass percent is become to add, acetonitrile: 55 ~ 65%, bromination 1- propyl group -3 Methylimidazole.: 5 ~ 12%, Sulfhydryl dex-tran Gel 28 ~ 38%,
Add azodiisobutyronitrile: 0.5 ~ 2%, that each group is divided and for absolutely, in 70 ~ 80 DEG C of constant temperature, stirring, reacting 25 ~ 28
H, after cooling, sucking filtration, it is washed with deionized, being in neutrality to filtrate, after a small amount of washing with alcohol, be placed on 50 DEG C of vacuum to do
It is dried in dry case, obtain polydextran gel immobilized bromination 1- propyl group -3 Methylimidazole. adsorbent.
A kind of polydextran gel immobilized bromination 1- propyl group -3 Methylimidazole. adsorbent preparation method it is characterised in that
In described Sulfhydryl dex-tran Gel between mol ratio 1:0.9 ~ 1.1 of sulfydryl and bromination 1- propyl group -3 Methylimidazole. ionic liquid
Optimum.
It is a further object of the present invention to provide polydextran gel immobilized bromination 1- propyl group -3 Methylimidazole. adsorbent is to water body
Absorption to arsenic in system, feature is: immobilized for the polydextran gel preparing bromination 1- propyl group -3 Methylimidazole. adsorbent is spent
Ionized water soaks 6 ~ 8h, by static method absorption.
Immobilized for the polydextran gel preparing bromination 1- propyl group -3 Methylimidazole. adsorbent deionized water is soaked 6 ~ 8h,
By dynamic method absorption.
The present invention compared with the prior art, has the advantage that and beneficial effect:
(1) polydextran gel immobilized bromination 1- propyl group -3 Methylimidazole. adsorbent that the present invention obtains has good physics
Chemical stability and excellent mechanical strength, wear-resisting can Reusability number of times up to more than 10 times,
(2) polydextran gel immobilized bromination 1- propyl group -3 Methylimidazole. adsorbent that the present invention obtains both had had solid phase carrier
The advantage of material, also solves bromination 1- propyl group -3 Methylimidazole. and is applied to the losing issue in water environment.
(3) good stability, is natural green product, regrown material, and garbage is biodegradable；
(4) synthesize cross range request condition be easily controlled, energy consumption is low, simple to operate, belong to process for cleanly preparing it is easy to
Industrialized production.
(5) speed adsorbed is fast, and desorption performance is good, can use in the range of wider soda acid.Adsorption capacity is big, to arsenic
The adsorption capacity of () is up to 122.3 mg/g；To the adsorption capacity of chromium () up to 192.5 mg/g.
Specific embodiment
Embodiment 1
(1) polydextran gel activation processing: swelling in advance will wash multiple polydextran gel in 2mol/l hydrochloric acid solution,
Soak 36h under room temperature, be washed with deionized to neutrality, after sucking filtration, 80 DEG C of drying, obtain activated dextran gel；
(2) Sulfhydryl dex-tran Gel: in the triangular flask of tool plug, be separately added into, TGA: 35ml, oxolane:
42ml, activated dextran gel: 23g, concentrated sulphuric acid: 0.5ml, jump a queue, at 55 DEG C, lower 5 h that flow back of stirring, then use deionization
Water washing, sucking filtration, to filtrate be in neutrality, after a small amount of washing with alcohol, be placed in 35 DEG C of baking ovens be dried, obtain sulfydryl Portugal gather
Sugared gel.
(3) preparation of polydextran gel immobilized bromination 1- propyl group -3 Methylimidazole. adsorbent: in the reactor, respectively plus
Enter, acetonitrile: 63ml, bromination 1- propyl group -3 Methylimidazole.: 10g, Sulfhydryl dex-tran Gel 29g, add azodiisobutyronitrile:
1g, in 75 DEG C of constant temperature, stirring, reaction 27 h, after cooling, sucking filtration, it is washed with deionized, being in neutrality to filtrate, with less
After amount washing with alcohol, it is placed in 50 DEG C of vacuum drying ovens and is dried, obtain polydextran gel immobilized bromination 1- propyl group -3 Methylimidazole.
Adsorbent.
Embodiment 2
(1) polydextran gel activation processing: swelling in advance will wash multiple polydextran gel in 2mol/l hydrochloric acid solution,
Soak 36h under room temperature, be washed with deionized to neutrality, after sucking filtration, 80 DEG C of drying, obtain activated dextran gel；
(2) Sulfhydryl dex-tran Gel: in the triangular flask of tool plug, be separately added into, TGA: 30ml, oxolane:
45ml, activated dextran gel: 26g, concentrated sulphuric acid: 0.2ml, jump a queue, at 50 DEG C, the lower 6h that flows back of stirring, then uses deionization
Water washing, sucking filtration, to filtrate be in neutrality, after a small amount of washing with alcohol, be placed in 35 DEG C of baking ovens be dried, obtain sulfydryl Portugal gather
Sugared gel.
(3) preparation of polydextran gel immobilized bromination 1- propyl group -3 Methylimidazole. adsorbent: in the reactor, respectively plus
Enter, acetonitrile: 58ml, bromination 1- propyl group -3 Methylimidazole.: 12g, Sulfhydryl dex-tran Gel 32g, add azodiisobutyronitrile:
0.5g, in 70 DEG C of constant temperature, stirring, reaction 28 h, after cooling, sucking filtration, it is washed with deionized, being in neutrality to filtrate, use
After a small amount of washing with alcohol, it is placed in 50 DEG C of vacuum drying ovens and is dried, obtain polydextran gel immobilized bromination 1- propyl group -3 methyl miaow
Azoles adsorbent.
Embodiment 3
(1) polydextran gel activation processing: swelling in advance will wash multiple polydextran gel in 2mol/l hydrochloric acid solution,
Soak 36h under room temperature, be washed with deionized to neutrality, after sucking filtration, 80 DEG C of drying, obtain activated dextran gel；
(2) Sulfhydryl dex-tran Gel: in the triangular flask of tool plug, be separately added into, TGA: 40ml, oxolane:
40ml, activated dextran gel: 20g, concentrated sulphuric acid: 0.3ml, jump a queue, at 60 DEG C, the lower 4h that flows back of stirring, then uses deionization
Water washing, sucking filtration, to filtrate be in neutrality, after a small amount of washing with alcohol, be placed in 35 DEG C of baking ovens be dried, obtain sulfydryl Portugal gather
Sugared gel.
(3) preparation of polydextran gel immobilized bromination 1- propyl group -3 Methylimidazole. adsorbent: in the reactor, respectively plus
Enter, acetonitrile: 68ml, bromination 1- propyl group -3 Methylimidazole.: 5g, Sulfhydryl dex-tran Gel 28g, add azodiisobutyronitrile: 2g,
In 80 DEG C of constant temperature, stirring, reaction 25h, after cooling, sucking filtration, it is washed with deionized, being in neutrality to filtrate, use a small amount of second
After alcohol washing, it is placed in 50 DEG C of vacuum drying ovens and is dried, obtain the absorption of polydextran gel immobilized bromination 1- propyl group -3 Methylimidazole.
Agent.
Embodiment 4
(1) polydextran gel activation processing: swelling in advance will wash multiple polydextran gel in 2mol/l hydrochloric acid solution,
Soak 36h under room temperature, be washed with deionized to neutrality, after sucking filtration, 80 DEG C of drying, obtain activated dextran gel；
(2) Sulfhydryl dex-tran Gel: in the triangular flask of tool plug, be separately added into, TGA: 32ml, oxolane:
48ml, activated dextran gel: 21g, concentrated sulphuric acid: 0.1ml, jump a queue, at 55 DEG C, lower 5.5 h that flow back of stirring, then spend from
Sub- water washing, sucking filtration, to filtrate be in neutrality, after a small amount of washing with alcohol, be placed in 35 DEG C of baking ovens be dried, obtain sulfydryl Portugal
Polysaccharide gel.
(3) preparation of polydextran gel immobilized bromination 1- propyl group -3 Methylimidazole. adsorbent: in the reactor, respectively plus
Enter, acetonitrile: 60ml, bromination 1- propyl group -3 Methylimidazole.: 8g, Sulfhydryl dex-tran Gel 35g, add azodiisobutyronitrile: 1g,
In 70 DEG C of constant temperature, stirring, reaction 26 h, after cooling, sucking filtration, it is washed with deionized, being in neutrality to filtrate, use a small amount of second
After alcohol washing, it is placed in 50 DEG C of vacuum drying ovens and is dried, obtain the absorption of polydextran gel immobilized bromination 1- propyl group -3 Methylimidazole.
Agent.
Embodiment 5
(1) polydextran gel activation processing: swelling in advance will wash multiple polydextran gel in 2mol/l hydrochloric acid solution,
Soak 36h under room temperature, be washed with deionized to neutrality, after sucking filtration, 80 DEG C of drying, obtain activated dextran gel；
(2) Sulfhydryl dex-tran Gel: in the triangular flask of tool plug, be separately added into, TGA: 38ml, oxolane:
45ml, activated dextran gel: 18g, concentrated sulphuric acid: 0.4ml, jump a queue, at 50 DEG C, the lower 4.5h that flows back of stirring, then spend from
Sub- water washing, sucking filtration, to filtrate be in neutrality, after a small amount of washing with alcohol, be placed in 35 DEG C of baking ovens be dried, obtain sulfydryl Portugal
Polysaccharide gel.
(3) preparation of polydextran gel immobilized bromination 1- propyl group -3 Methylimidazole. adsorbent: in the reactor, respectively plus
Enter, acetonitrile: 65ml, bromination 1- propyl group -3 Methylimidazole.: 6g, Sulfhydryl dex-tran Gel 30g, add azodiisobutyronitrile:
1.5g, in 80 DEG C of constant temperature, stirring, reaction 27 h, after cooling, sucking filtration, it is washed with deionized, being in neutrality to filtrate, use
After a small amount of washing with alcohol, it is placed in 50 DEG C of vacuum drying ovens and is dried, obtain polydextran gel immobilized bromination 1- propyl group -3 methyl miaow
Azoles adsorbent.
Embodiment 6
(1) polydextran gel activation processing: swelling in advance will wash multiple polydextran gel in 2mol/l hydrochloric acid solution,
Soak 36h under room temperature, be washed with deionized to neutrality, after sucking filtration, 80 DEG C of drying, obtain activated dextran gel；
(2) Sulfhydryl dex-tran Gel: in the triangular flask of tool plug, be separately added into, TGA: 35ml, oxolane:
38ml, activated dextran gel: 28g, concentrated sulphuric acid: 0.1ml, jump a queue, at 60 DEG C, lower 5 h that flow back of stirring, then use deionization
Water washing, sucking filtration, to filtrate be in neutrality, after a small amount of washing with alcohol, be placed in 35 DEG C of baking ovens be dried, obtain sulfydryl Portugal gather
Sugared gel.
(3) preparation of polydextran gel immobilized bromination 1- propyl group -3 Methylimidazole. adsorbent: in the reactor, respectively plus
Enter, acetonitrile: 60ml, bromination 1- propyl group -3 Methylimidazole.: 7g, Sulfhydryl dex-tran Gel 38g, add azodiisobutyronitrile:
0.5g, in 75 DEG C of constant temperature, stirring, reaction 26 h, after cooling, sucking filtration, it is washed with deionized, being in neutrality to filtrate, use
After a small amount of washing with alcohol, it is placed in 50 DEG C of vacuum drying ovens and is dried, obtain polydextran gel immobilized bromination 1- propyl group -3 methyl miaow
Azoles adsorbent.
Embodiment 7
Weigh 0.20g polydextran gel immobilized bromination 1- propyl group -3 Methylimidazole. adsorbent and be placed in 250ml conical flask with cover
In, add 100ml concentration to be in 600mg/l arsenic () standard solution；Weigh immobilized bromination 1- of 0.50g polydextran gel third again
Base -3 Methylimidazole. adsorbent is placed in 250ml conical flask with cover, and addition 100ml concentration is 800mg/l chromium () standard solution
In, with the ph value of diluted acid or alkali regulation system respectively in the range of 1.0 ~ 10.0, shake absorption 40 ~ 60min at room temperature, take
Clear liquid, electrochemically measures the concentration of arsenic (), according to the concentration difference of arsenic () in water before and after absorption, calculates glucosan
The adsorption capacity to () for gel immobilized bromination 1- propyl group -3 Methylimidazole. adsorbent, dense with Spectrophotometric Determination of Chromium ()
Degree, according to the concentration difference of chromium () in water before and after absorption, calculates polydextran gel immobilized bromination 1- propyl group -3 Methylimidazole. and inhales
The attached dose of adsorption capacity to chromium (), result shows ph value, and in the range of 4.0 ~ 7.5, adsorbent is to the adsorption capacity of arsenic ()
Greatly and stable, concussion absorption 40 min, this adsorption saturation of arsyl at room temperature, the adsorption capacity of arsenic () is up to 122.3
mg/g；Ph value adsorbent in the range of 3.0 ~ 4.0 is maximum and stable to the adsorption capacity of chromium (), concussion absorption at room temperature
50 min, the basic adsorption saturation of chromium (), the adsorption capacity of chromium () is up to 192.5 mg/g.
Embodiment 8
Weigh 1.0g polydextran gel immobilized bromination 1- propyl group -3 Methylimidazole. adsorbent and be placed in 250ml conical flask with cover
In, add 100ml concentration to be in 200mg/l arsenic () standard solution, with the ph value of diluted acid or alkali regulation system for 4.0 ~ 7.5 models
In enclosing, concussion absorption 40min, takes supernatant at room temperature, electrochemically measures the concentration of arsenic (), before and after absorption
The concentration difference of arsenic in water, calculates the clearance to arsenic for polydextran gel immobilized bromination 1- propyl group -3 Methylimidazole. adsorbent, should
Adsorbent to arsenic () in the clearance in water all more than 96.6%, reach as high as 99%.Weigh 1.0g polydextran gel more solid
Carry bromination 1- propyl group -3 Methylimidazole. adsorbent to be placed in 250ml conical flask with cover, addition 100ml concentration is 200mg/l chromium
In () standard solution, with the ph value of diluted acid or alkali regulation system in the range of 3.0 ~ 4.0, concussion absorption 50min at room temperature,
Take supernatant, with the concentration of Spectrophotometric Determination of Chromium (), according to the concentration difference of chromium () in water before and after absorption, calculate Portugal
The clearance to chromium () for polysaccharide gel immobilized bromination 1- propyl group -3 Methylimidazole. adsorbent, this adsorbent is to chromium () in water
Clearance all more than 98.2%, reach as high as 99.2%.
Claims (3)
1. a kind of preparation of polydextran gel immobilized bromination 1- propyl group -3 Methylimidazole. adsorbent is it is characterised in that have following
Processing step:
(1) polydextran gel activation processing: swelling in advance will wash multiple polydextran gel in 2mol/l hydrochloric acid solution, under room temperature
Soak 36h, be washed with deionized to neutrality, after sucking filtration, 80 DEG C of drying, obtain activated dextran gel；
(2) Sulfhydryl dex-tran Gel: in the triangular flask of tool plug, add by following composition mass percent, TGA: 32～
42%, oxolane: 35～45%, activated dextran gel: 18～28%, concentrated sulphuric acid: 0.2～1%, jump a queue, in 50～60
At DEG C, the lower backflow 4～6h of stirring, be then washed with deionized, sucking filtration, be in neutrality to filtrate, use a small amount of washing with alcohol
Afterwards, it is placed in 35 DEG C of baking ovens and is dried, obtain Sulfhydryl dex-tran Gel；
(3) preparation of polydextran gel immobilized bromination 1- propyl group -3 Methylimidazole. adsorbent: in the reactor, by following composition matter
Amount percentage ratio adds, acetonitrile: 55～65%, bromination 1- propyl group -3 Methylimidazole.: and 5～12%, Sulfhydryl dex-tran Gel 28～
38%, add azodiisobutyronitrile: 0.5～2%, that each group is divided and for absolutely, in 70～80 DEG C of constant temperature, stirring, instead
Answer 25～28h, after cooling, sucking filtration, it is washed with deionized, being in neutrality to filtrate, after a small amount of washing with alcohol, be placed on 50
It is dried in DEG C vacuum drying oven, obtain polydextran gel immobilized bromination 1- propyl group -3 Methylimidazole. adsorbent.
2. the system of a kind of polydextran gel immobilized bromination 1- propyl group -3 Methylimidazole. adsorbent according to claim 1
Standby it is characterised in that in described Sulfhydryl dex-tran Gel sulfydryl and bromination 1- propyl group -3 Methylimidazole. ionic liquid mole
More optimum than between 1:0.9～1.1.
3. the preparation of a kind of polydextran gel immobilized bromination 1- propyl group -3 Methylimidazole. adsorbent according to claim 1
Obtained polydextran gel solid-loaded ionic-liquid adsorbent is it is characterised in that polydextran gel immobilized bromination 1- propyl group -3 first
The application to arsenic () and chromium () adsorbing separation in water for the base imidazoles adsorbent.
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| CN104707574A (en) | 2015-06-17 |
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