CN104289191B - A kind of preparation method of solid-loaded ionic-liquid porous dextrangel adsorbent - Google Patents
A kind of preparation method of solid-loaded ionic-liquid porous dextrangel adsorbent Download PDFInfo
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Abstract
The invention discloses a kind of preparation method and application technology of solid-loaded ionic-liquid porous dextrangel adsorbent, feature is: by sephadex freeze drying, with N, polysaccharide gel after dinethylformamide and thionyl chloride process freeze drying, obtain chloride porous sephadex, in the reactor, add by following composition mass percentage concentration, acetonitrile: 58 ~ 72%, 1-ethyl-3-methylimidazole hexafluorophosphate: 7% ~ 15%, porous sephadex 15 ~ 28%, each component sum is absolutely, in 90 ± 2 DEG C of constant temperature, stir, back flow reaction 24 ~ 48? h, after cooling, suction filtration, spend deionized water, to filtrate is neutrality, after a small amount of ethanol washing, dry in vacuum drying chamber, obtain solid-loaded ionic-liquid porous dextrangel adsorbent.This adsorbent has very high adsorption capacity to bisphenol-A, excellent physical chemistry and mechanical performance, and power of regeneration is strong, Reusability often, the not only low but also environmental protection of cost.
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 preparation method of solid-loaded ionic-liquid porous dextrangel adsorbent and the application technology to bisphenol-A absorption.
Background technology
Ionic liquid is generally that inorganic anion that, structure asymmetric organic cation (as imidazoles, pyridine) relatively large by specific volume and volume are relatively little is (as Cl
-, Br
-deng) material be in a liquid state under room temperature or nearly room temperature that forms.Ionic liquid at room temperature is a kind of fine solvent, can dissolve polarity and nonpolar organic matter, inorganic matter, is easy to be separated, and 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 ionic liquid supported is had no report on porous sephadex.
In recent years, in water environment, the appearance of endocrine disruptor causes the extensive concern of people.Bisphenol-A (BPA) is widely used in produces synthetic resin, plastics, synthetic fibers and agricultural chemicals.Meanwhile, BPA is again important environment incretion interferent, it can with the endogenous hormones estradiol competition binding ERs of human body, and a series of pathology may be caused, Long Term Contact BPA can increase suffer from a heart complaint, the risk of diabetes and hepatopathy.Product containing BPA in use can entered environment thus harm humans is healthy by all means, and if baby bottles is in Long Term Contact comparatively hot liquid, BPA can discharge gradually thus produce potential hazard to the brain of immunoenzyme technics, behavior and prostate.Therefore, on October 18th, 2008, federal government of Canada announced, determined BPA to list in noxious material list.Therefore, to the waste water in drinking water in life and industrial production except BPA, being the important topic being related to the people's livelihood, is also the focus of domestic and international experts and scholars research.
The organic and inorganic pollutant that exists in adsorbing separation removing ambient water, has been considered to a kind of very effective and conventional processing method, and employing adsorption method of separation becomes those skilled in the art's concerned issue except the BPA in anhydrating.Adopt adsorbing separation removing BPA to have reported, Liu Guifang etc. have studied the absorption (Liu Guifang etc., the absorption research of bisphenol-A in Aqueous Solution on Modified Activated Carbons, environmental science, 2008,29(2) of bisphenol-A in Aqueous Solution on Modified Activated Carbons: 349-355); Woods Fu Hua etc. have studied the application (Lin Fuhua etc. of sorption extraction stirring rod in environmental water sample content of bisphenol A measures that molecularly imprinted polymer is coating; molecularly imprinted polymer is the application of sorption extraction stirring rod in environmental water sample content of bisphenol A measures of coating; chromatogram; 2010,28(5): 507-512) disclose redox graphene-Fe in Chinese patent CN103418340A
3o
4the application of nano composite material and preparation method thereof and absorption bisphenol-A; Preparation method and the application of bisphenol-A in adsorption treatment water body thereof of the U.S. aluminum binary houghite of a kind of modification is disclosed in Chinese patent CN102167371B;
Sephadex has the cancellated macromolecular compound in porous three-dimensional space, belong to soft gel, its micropore can suck a large amount of solvent, and specific area is large, and glucan contains hydrophily, also with abundant dentate, be easy to carry out chemical modification, sephadex is obtained by glucose fermentation, belongs to natural polymer, can biodegradation, abundance environmental protection, can Reusability.Sephadex is fully soaked activation by the present invention in water, freeze drying, chloride, the ion liquid modified porous sephadex of ion liquid modified preparation have porous sephadex and connect more polyion liquid group, namely it have the advantage of the good mechanical property of inorganic material, there are again all advantages of organic material, have no the report of solid-loaded ionic-liquid porous sephadex preparation method and application at present.Natural macromolecular material is utilized as adsorbent and has the advantages such as renewable, degradable, environmental protection be friendly, cheap, is important living resources.
Summary of the invention
An object of the present invention is to provide a kind of preparation method of solid-loaded ionic-liquid porous dextrangel adsorbent, and a kind of solid-loaded ionic-liquid porous dextrangel adsorbent of acquisition carries out adsorbing separation to BPA in aqueous systems.
Object of the present invention is achieved through the following technical solutions.
A preparation method for solid-loaded ionic-liquid porous dextrangel adsorbent, is characterised in that the method has following processing step:
(1) porous sephadex preparation: in the reactor, sephadex is used distilled water immersion 24h, fully wash to neutrality with distilled water, filter, be placed in-12 ~-18 DEG C of quick freeze 4 ~ 6h, after taking-up, put into freeze drying box, freeze drying 24h, obtains porous sephadex;
(2) prepared by chloride porous sephadex: in the reactor, add by following composition mass percent, N, dinethylformamide: 18 ~ 35%, thionyl chloride: 50 ~ 65%, porous sephadex: 12 ~ 22%, each component sum is absolutely, in 65 ~ 75 DEG C of constant temperature, stirring, back flow reaction 40 ~ 48h, wash with acetone reflux after completion of the reaction, the dimethyl formamide of removing surface adhesion and thionyl chloride, put in vacuum drying chamber dry, obtain chloride porous sephadex after taking-up;
(3) preparation of solid-loaded ionic-liquid porous dextrangel adsorbent: in the reactor, add by following composition mass percentage concentration, acetonitrile: 58 ~ 72%, 1-ethyl-3-methylimidazole hexafluorophosphate: 7% ~ 15%, porous sephadex 15 ~ 28%, each component sum is absolutely, in 90 ± 2 DEG C of constant temperature, stirring, back flow reaction 24 ~ 48h, after cooling, suction filtration, spends deionized water, to filtrate is neutrality, after a small amount of ethanol washing, dry in vacuum drying chamber, obtain solid-loaded ionic-liquid porous dextrangel adsorbent.
Described sephadex is sephadex g-100, sephadex G-200
Porous sephadex described in step (2) and thionyl chloride mass ratio are optimum in the scope of 1:3.8 ~ 4.2.
1-ethyl-3-methylimidazole hexafluorophosphate described in step (3) and porous sephadex mass ratio are optimum in the scope of 1:1.8 ~ 2.2.
Another object of the present invention be to provide solid-loaded ionic-liquid porous dextrangel adsorbent in aqueous systems to the absorption of BPA, feature is: the solid-loaded ionic-liquid porous dextrangel adsorbent deionized water for preparing is soaked 1 ~ 2h, adsorbs by static method.
The solid-loaded ionic-liquid porous dextrangel adsorbent deionized water prepared is soaked 1 ~ 2h, adsorbs by dynamic method.
Compared with the prior art, tool has the following advantages and beneficial effect in the present invention:
(1) the solid-loaded ionic-liquid porous dextrangel adsorbent that the present invention obtains has good physical and chemical stability and excellent mechanical strength, adsorption capacity is large, maximum adsorption capacity reaches 82.66mg/g, mechanical strength is high, wear-resistingly can reach more than 10 times by Reusability number of times, the speed of absorption is fast, and desorption performance is good, can use within the scope of wider soda acid.
(2) the solid-loaded ionic-liquid porous dextrangel adsorbent that the present invention obtains both had had the advantage of solid support material, also solved ionic liquid 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.
Detailed description of the invention
Embodiment 1
(1) porous sephadex preparation: in the reactor, sephadex is used distilled water immersion 24h, fully wash to neutrality with distilled water, filter, be placed in-15 DEG C of quick freeze 5h, after taking-up, put into freeze drying box, freeze drying 24h, obtains porous sephadex;
(2) prepared by chloride porous sephadex: in the reactor, add N respectively, dinethylformamide: 27mL, thionyl chloride: 37mL, porous sephadex: 15g, in 70 DEG C of constant temperature, stirring, back flow reaction 45h, wash with acetone reflux after completion of the reaction, the dimethyl formamide of removing surface adhesion and thionyl chloride, put in vacuum drying chamber dry, obtain chloride porous sephadex after taking-up;
(3) preparation of solid-loaded ionic-liquid porous dextrangel adsorbent: in the reactor, add acetonitrile respectively: 88mL, 1-ethyl-3-methylimidazole hexafluorophosphate: 10g, porous sephadex 20g, in 90 ± 2 DEG C of constant temperature, stirring, back flow reaction 36h, after cooling, suction filtration, spends deionized water, to filtrate is neutrality, after a small amount of ethanol washing, dry in vacuum drying chamber, obtain solid-loaded ionic-liquid porous dextrangel adsorbent.
Embodiment 2
(1) porous sephadex preparation: in the reactor, sephadex is used distilled water immersion 24h, fully wash to neutrality with distilled water, filter, be placed in-18 DEG C of quick freeze 4h, after taking-up, put into freeze drying box, freeze drying 24h, obtains porous sephadex;
(2) prepared by chloride porous sephadex: in the reactor, add N respectively, dinethylformamide: 21mL, thionyl chloride: 35mL, porous sephadex: 22g, in 65 DEG C of constant temperature, stirring, back flow reaction 48h, wash with acetone reflux after completion of the reaction, the dimethyl formamide of removing surface adhesion and thionyl chloride, put in vacuum drying chamber dry, obtain chloride porous sephadex after taking-up;
(3) preparation of solid-loaded ionic-liquid porous dextrangel adsorbent: in the reactor, add acetonitrile respectively: 91mL, 1-ethyl-3-methylimidazole hexafluorophosphate: 13g, porous sephadex 15g, in 90 ± 2 DEG C of constant temperature, stirring, back flow reaction 30h, after cooling, suction filtration, spends deionized water, to filtrate is neutrality, after a small amount of ethanol washing, dry in vacuum drying chamber, obtain solid-loaded ionic-liquid porous dextrangel adsorbent.
Embodiment 3
(1) porous sephadex preparation: in the reactor, sephadex is used distilled water immersion 24h, fully wash to neutrality with distilled water, filter, be placed in-12 DEG C of quick freeze 6h, after taking-up, put into freeze drying box, freeze drying 24h, obtains porous sephadex;
(2) prepared by chloride porous sephadex: in the reactor, add N respectively, dinethylformamide: 29mL, thionyl chloride: 32mL, porous sephadex: 20g, in 75 DEG C of constant temperature, stirring, back flow reaction 40h, wash with acetone reflux after completion of the reaction, the dimethyl formamide of removing surface adhesion and thionyl chloride, put in vacuum drying chamber dry, obtain chloride porous sephadex after taking-up;
(3) preparation of solid-loaded ionic-liquid porous dextrangel adsorbent: in the reactor, add acetonitrile respectively: 86mL, 1-ethyl-3-methylimidazole hexafluorophosphate: 8g, porous sephadex 24g, in 90 ± 2 DEG C of constant temperature, stirring, back flow reaction 24h, after cooling, suction filtration, spends deionized water, to filtrate is neutrality, after a small amount of ethanol washing, dry in vacuum drying chamber, obtain solid-loaded ionic-liquid porous dextrangel adsorbent.
Embodiment 4
(1) porous sephadex preparation: in the reactor, sephadex is used distilled water immersion 24h, fully wash to neutrality with distilled water, filter, be placed in-14 DEG C of quick freeze 5h, after taking-up, put into freeze drying box, freeze drying 24h, obtains porous sephadex;
(2) prepared by chloride porous sephadex: in the reactor, add N respectively, dinethylformamide: 21mL, thionyl chloride: 39mL, porous sephadex: 16g, in 70 DEG C of constant temperature, stirring, back flow reaction 45h, wash with acetone reflux after completion of the reaction, the dimethyl formamide of removing surface adhesion and thionyl chloride, put in vacuum drying chamber dry, obtain chloride porous sephadex after taking-up;
(3) preparation of solid-loaded ionic-liquid porous dextrangel adsorbent: in the reactor, add acetonitrile respectively: 74mL, 1-ethyl-3-methylimidazole hexafluorophosphate: 14g, porous sephadex 28g, in 90 ± 2 DEG C of constant temperature, stirring, back flow reaction 48h, after cooling, suction filtration, spends deionized water, to filtrate is neutrality, after a small amount of ethanol washing, dry in vacuum drying chamber, obtain solid-loaded ionic-liquid porous dextrangel adsorbent.
Embodiment 5
(1) porous sephadex preparation: in the reactor, sephadex is used distilled water immersion 24h, fully wash to neutrality with distilled water, filter, be placed in-16 DEG C of quick freeze 6h, after taking-up, put into freeze drying box, freeze drying 24h, obtains porous sephadex;
(2) prepared by chloride porous sephadex: in the reactor, add N respectively, dinethylformamide: 37mL, thionyl chloride: 32mL, porous sephadex: 13g, in 75 DEG C of constant temperature, stirring, back flow reaction 46h, wash with acetone reflux after completion of the reaction, the dimethyl formamide of removing surface adhesion and thionyl chloride, put in vacuum drying chamber dry, obtain chloride porous sephadex after taking-up;
(3) preparation of solid-loaded ionic-liquid porous dextrangel adsorbent: in the reactor, add acetonitrile respectively: 85mL, 1-ethyl-3-methylimidazole hexafluorophosphate: 11g, porous sephadex 22g, in 90 ± 2 DEG C of constant temperature, stirring, back flow reaction 40h, after cooling, suction filtration, spends deionized water, to filtrate is neutrality, after a small amount of ethanol washing, dry in vacuum drying chamber, obtain solid-loaded ionic-liquid porous dextrangel adsorbent.
Embodiment 6
Take 0.20g solid-loaded ionic-liquid porous dextrangel adsorbent and be placed in 250mL tool plug conical flask, adding 100mL concentration is in 400mg/LBPA standard liquid, be in 2.0 ~ 11.0 scopes with the pH value of diluted acid or alkali regulation system, at room temperature shake absorption 2 ~ 6h, get supernatant, electrochemically measure the concentration of BPA, according to the concentration difference of BPA in water before and after absorption, calculate the adsorption capacity of solid-loaded ionic-liquid porous dextrangel adsorbent, solid-loaded ionic-liquid porous dextrangel adsorbent obtained by the present invention is maximum and stable to the absorption pH value of BPA adsorbent adsorption capacity to BPA in 5.0 ~ 7.5 scopes, at room temperature concussion absorption 2h, BPA adsorbs completely substantially, the adsorption capacity of BPA can reach 82.66mg/g.
Embodiment 7
Take the agent of 1.0g solid-loaded ionic-liquid porous dextrangel adsorbent and be placed in 250mL tool plug conical flask, adding 100mL concentration is in 200mg/LBPA standard liquid, be in 5.0 ~ 7.5 scopes with the pH value of diluted acid or alkali regulation system, at room temperature concussion absorption 4h, get supernatant, electrochemically measure the concentration of BPA, according to the concentration difference of BPA in water before and after absorption, calculate solid-loaded ionic-liquid porous dextrangel adsorbent to the clearance of BPA, solid-loaded ionic-liquid porous dextrangel adsorbent obtained by the present invention to the clearance of BPA all more than 95.62%, reach as high as 98.65%.
Claims (5)
1. a preparation method for solid-loaded ionic-liquid porous dextrangel adsorbent, is characterized in that the method has following processing step:
(1) porous sephadex preparation: in the reactor, sephadex is used distilled water immersion 24h, fully wash to neutrality with distilled water, filter, be placed in-12 ~-18 DEG C of quick freeze 4 ~ 6h, after taking-up, put into freeze drying box, freeze drying 24h, obtains porous sephadex;
(2) prepared by chloride porous sephadex: in the reactor, add by following composition mass percent, N, dinethylformamide: 18 ~ 35%, thionyl chloride: 50 ~ 65%, porous sephadex: 12 ~ 22%, each component sum is absolutely, in 65 ~ 75 DEG C of constant temperature, stirring, back flow reaction 40 ~ 48h, after completion of the reaction with acetone reflux washing, the DMF of removing surface adhesion and thionyl chloride, put in vacuum drying chamber dry after taking-up, obtain chloride porous sephadex;
(3) preparation of solid-loaded ionic-liquid porous dextrangel adsorbent: in the reactor, add by following composition mass percentage concentration, acetonitrile: 58 ~ 72%, 1-ethyl-3-methylimidazole hexafluorophosphate: 7% ~ 15%, chloride porous sephadex 15 ~ 28%, each component sum is absolutely, in 90 ± 2 DEG C of constant temperature, stir, back flow reaction 24 ~ 48h, after cooling, suction filtration, spend deionized water, to filtrate is neutrality, after a small amount of ethanol washing, dry in vacuum drying chamber, obtain solid-loaded ionic-liquid porous dextrangel adsorbent.
2., according to the preparation method of a kind of solid-loaded ionic-liquid porous dextrangel adsorbent described in claim 1, it is characterized in that: described sephadex is sephadex g-100 or sephadex G-200.
3. according to the preparation method of a kind of solid-loaded ionic-liquid porous dextrangel adsorbent described in claim 1, it is characterized in that: the porous sephadex described in step (2) and thionyl chloride mass ratio are optimum in the scope of 1:3.8 ~ 4.2.
4. according to the preparation method of a kind of solid-loaded ionic-liquid porous dextrangel adsorbent described in claim 1, it is characterized in that: the 1-ethyl-3-methylimidazole hexafluorophosphate described in step (3) and chloride porous sephadex mass ratio are optimum in the scope of 1:1.8 ~ 2.2.
5. according to solid-loaded ionic-liquid porous dextrangel adsorbent prepared by method described in claim 1, it is characterized in that: solid-loaded ionic-liquid porous dextrangel adsorbent is to the application of the adsorbing separation of BPA in water body.
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| CN104815618A (en) * | 2015-04-27 | 2015-08-05 | 宁夏医科大学 | Preparation method of astragalus residue bio-absorbent |
| CN105195099B (en) * | 2015-09-21 | 2017-06-23 | 济南大学 | A kind of preparation method of the modified macroporous GAG adsorbent of beta cyclodextrin |
| CN105195116B (en) * | 2015-09-21 | 2017-06-23 | 济南大学 | A kind of beta cyclodextrin modifies the preparation method of porous dextrangel adsorbent |
| CN105498721B (en) * | 2015-11-23 | 2018-03-09 | 天津科技大学 | A kind of aflatoxin molecular engram material and preparation method thereof |
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| WO2013059523A3 (en) * | 2011-10-18 | 2013-07-18 | The Regents Of The University Of California | Carbonaceous material for purifying lignocellulosic oligomers |
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