CN102500345A - Boron adsorption gel material and preparation method thereof - Google Patents
Boron adsorption gel material and preparation method thereof Download PDFInfo
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Abstract
The invention relates to an organic gel type boron adsorption functional material and preparation thereof. The material is characterized in that a glucose methylamine functional acrylate monomer, comonomer and cross-linking agent are initiated to be in cross-linking polymerization by initiator in solvent, then the solvent is removed, and finally the boron adsorption gel material is prepared. Preparation of the boron adsorption gel material is completed at one step by cross-linking polymerization of the functional monomers, a finished product is obtained via simple aftertreatment for removing the solvent, preparation process is greatly simplified, preparation process conditions are quite temperate, and the highest saturation adsorption capacity of the boron adsorption gel material can reach 1.85mmol/g, and is nearly twice of the saturation adsorption capacity of present commercial glucose methylamine functional macropore polystyrene boron adsorption resin.
Description
Technical field
The invention belongs to sorbing material preparation and adsorbing separation field, be specifically related to a kind of organogel type boron adsorption functional material and preparation thereof, and be used for the adsorbing separation of boron water solution boron and the purification of waste water containing boron.
Technical background
The daily productive life of boron element and people is closely bound up: on the one hand; Pure boron and boron compound have extensive and important purposes in the industry in modern times; Especially has irreplaceable effect in sophisticated industry fields such as space flight, atomic energy; This makes boron and compound thereof not only as a kind of important raw material of industry; More obtain each national great attention as a kind of important strategic material, the reserves of present labile high-grade boric acid salt mine reduce along with the lot of consumption of boron resource day by day, and boron resource is extracted for exploitation in countries in the world from seawater, salt lake saline technology is attached great importance to; On the other hand, the boron element that exceeds standard in the water causes very big restriction to the practical application of water resource---and as water for industrial use, excessive boron element has corrosiveness to production equipment, causes the damage of equipment; As irrigation water, excessive boron element is very unfavorable to the growth of plant; As drinking water, excessive boron element is harmful.Based on above various reasons, to develop a kind of simple and easy to do technology of separation and concentration boron element from water and have important application value, this technology will have very wide application prospect at aspects such as the separation of boron element, desalinization, water treatments.
Developed at present multiple from water the technology of separation and concentration boron element; These methods mainly comprise crystallisation, extraction, absorption method, the precipitation method, membrane separation process etc.; The absorption method that wherein boron element in the water is realized separation and concentration with the suction-operated through sorbing material is simple economy the most, and efficient is higher.People have developed the multiple sorbing material that is used for the boron element separation and concentration in succession; The starting stage of development process mainly be research some have inorganic material such as clay, Mg/Al type hydrotalcite, the hydrous zirconium oxide(HZO) etc. of adsorption capacity adsorption capacity to boron; Not only speed is very slow to the absorption of boron element for these inorganic material, and adsorption capacity is also very little.Nineteen sixties has occurred glucose methylamine functional group is grafted to the boron special efficacy polymeric adsorbent that process on the surface of macropore polystyrene resin (ps); Its adsorption capacity and adsorption rate obviously improve than the boron sorbing material of inorganic type, but fatal shortcoming is that the boron adsorption capacity significantly descends after the acid-alkali regeneration process.People are through changing matrix material, improving mode such as adsorption function unit structure, the boron sorbing material of making great efforts that the exploitation adsorption capacity is big, the rate of adsorption is fast, adsorptive selectivity is strong and having the good circulation serviceability.
The boron sorbing material that bibliographical information is arranged at present mainly is with the function sorbing material of glucose methylamine as adsorption group; There is the glucose methylamine type function boron sorbing material of bibliographical information mainly to comprise glucose methylamine function styrene resin boron sorbing material, glucose methylamine function acrylate boron sorbing material, the plain boron sorbing material of glucose methylamine functional fibre, glucose methylamine function chitosan boron sorbing material, glucose methylamine function organic/inorganic fiber boron sorbing material etc.; Its preparation method generally is through various chemical reactions glucose methylamine functional group to be grafted to substrate material surface; The preparation process is comparatively complicated; The preparation route that has also will comparatively carry out under the exacting terms, and the absorption property of material is also uneven.At present, preparing the problem that various boron sorbing materials mainly need solve comprises:
1) material will have enough big saturated adsorption capacity, so that boron element is carried out separation and concentration fully efficiently;
2) material will have the bigger rate of adsorption, to enhance productivity;
3) material will have certain selectivity to the absorption of boron element and can adapt to the absorption environment of various complicacies, with the scope of application of expansion material;
4) material will have and recycles performance preferably, to reduce its use cost;
5) material will have certain mechanical strength, to satisfy actual instructions for use;
6) the preparation route of material wants simple and preparation condition is gentle, to reduce its preparation cost and to improve production environment.
Therefore, the preparation route of the structure and material of necessary appropriate design sorbing material, and can be through the various aspects of performance of certain means adjustment material, with the boron sorbing material of preparation high comprehensive performance.
Summary of the invention
The boron adsorption capacity of the gained material that the objective of the invention is to exist to current boron sorbing material technology of preparing is little, the rate of adsorption slow, recycle problem such as the loaded down with trivial details and partial reaction condition harshness of the preparation route of performance difference and material, and a kind of boron adsorption function gel rubber material and preparation method thereof is provided.This material is that to have the glucose methylamine function acrylate monomer that has glucose methylamine functional group in polymerizing power and the molecular structure be basic material with a kind of; Under the crosslinked action of crosslinking agent, directly be polymerized to the solid gel sorbing material with boron adsorption capacity, this material can be used for the adsorbing separation enrichment of boron element in the boron water solution.
Technical scheme of the present invention is:
A kind of boron absorption gel rubber material, this material feedstock is formed and is comprised as follows:
Above raw material is formed in solvent after initator causes cross-linking polymerization again through the solvent removal step, makes boron absorption gel rubber material at last.
Described glucose methylamine function acrylate monomer is glucose methylamine function GMA monomer GMHP (3-(N-glucidol-N-methyl)-2-hydroxy-propyl methacrylate; Chinese named is 3-(N-glucosyl group-N-methyl)-2-hydroxypropyl methyl acrylic acid ester, and english abbreviation is GMHP);
Described comonomer comprises methyl methacrylate, EMA, methyl acrylate, ethyl acrylate or styrene;
Described crosslinking agent is 1,6-hexanediyl ester, glycol diacrylate, divinylbenzene, ethylene glycol diglycidylether, polyethylene glycol diepoxide for example methyl ether or epoxychloropropane.
Described solvent comprises N, dinethylformamide, dimethyl sulfoxide (DMSO), N-methyl pyrrolidone, acetone, water/acetone, water/oxolane or water/1,4-dioxane.
Described initator comprises benzoyl peroxide, azodiisobutyronitrile, ABVN, potassium peroxydisulfate or ammonium persulfate.
The preparation method of boron absorption gel rubber material recited above may further comprise the steps:
(1) synthesis step: raw material components glucose methylamine function acrylate monomer, comonomer and crosslinking agent are dissolved in its gross mass 1.0-6.0 solvent doubly in top ratio, at N
2Protection adds initator initiated polymerization and the cross-linking reaction in 20 ℃ of-70 ℃ of temperature ranges of raw material integral molar quantity 1%-5% down, and reaction is carried out finishing behind the 0.5-5h, obtains the transparent solid material;
(2) post-processing step: reaction finishes and smashs solid matter to pieces taking-up, adopts washing-filtration-vacuum drying mode or direct vacuum drying mode to remove the solvent in the solid matter, obtains described boron absorption gel rubber material.
In the described post-processing step; When being N to the employed solvent of synthesis step, when dinethylformamide or dimethyl sulfoxide (DMSO) or N-methyl pyrrolidone, take to wash-filter-the vacuum drying mode removes the solvent in the synthesis step gained solid matter; Be that high boiling solvent is removed in the water eccysis; The water in the product is removed in vacuum drying afterwards, 50 ℃ of vacuum drying temperature, vacuum 0.001MPa; When solvent is acetone, water/acetone, water/oxolane, water/1, during the 4-dioxane, take direct vacuum drying mode to remove the solvent in the synthesis step gained solid matter, 50 ℃ of vacuum drying temperature, vacuum 0.001MPa.
Boron absorption gel rubber material of the present invention was accomplished through one step of cross-linking polymerization of function monomer, got product through simple desolventizing post processing, had not only simplified preparation technology greatly, and the process conditions of preparation are also very gentle; The saturated adsorption capacity of this boron absorption gel rubber material can reach 1.85mmol/g, is the nearly twice of present commercial glucose methylamine function macroporous polystyrene boron polymeric adsorbent; This absorption gel rubber material can obtain regeneration, recover its original boron adsorption capacity through simple pickling-alkali cleaning-water-washing step; 1.00g this coacervation material boron content that can in 20min, make 50ml contain the boric acid aqueous solution of 100ppm boron element be reduced to about 5ppm.This material is applicable to the adsorbing separation of boron element in the aqueous solution such as waste water containing boron, seawater, salt lake bittern, domestic water, water for industrial use, irrigation water, river lake water.
The specific embodiment
The GMHP monomer of using among the embodiment is glucose methylamine function GMA monomer GMHP (3-(N-glucidol-N)-methyl-2-hydroxy-propyl methacrylate; Chinese named is 3-(N-glucosyl group-N-methyl)-2-hydroxypropyl methyl acrylic acid ester; English abbreviation is GMHP), its structural formula is following:
This monomer prepares with reference to the method among the U.S. Pat 2010/0178358A1: 9.75g (0.05mol) glucose methylamine and 7.10g (0.05mol) methacrylic acid acid glycidyl ester 70 ℃ of following reacting by heating 7h afterreactions in 30ml N-crassitude ketone solvent finish; To wherein adding the 150ml ether, the adularescent sediment occurs, and removes the system supernatant liquor afterwards; In the residue white depositions, add 30ml methyl alcohol and make its dissolving; Solution after the dissolving joins adularescent sediment appearance again in the 60ml ethyl acetate, removes the system supernatant liquor, and the lower sediment thing removes with Rotary Evaporators and desolvates; Get the GMHP monomer product 14.20g of waxy solid, yield 84%.
Embodiment 1.
Mechanical agitation, reflux condensing tube, thermometer, N are being housed
2In the 100ml four-hole boiling flask of protective device, add GMHP monomer 6.40g (0.019mol), glycol diacrylate 0.17g (0.001mol), use 20.00g N, the dinethylformamide dissolving adds initiator potassium persulfate 0.22g (0.0008mol), N
2Be warming up to 60 ℃ under the protection and make it that cross-linking polymerization take place, system becomes transparent solid matter behind the 1h.Solid matter is taken out,, place vacuum drying oven dry (50 ℃ of temperature, vacuum 0.001MPa), obtain boron absorption gel rubber material to constant weight with filtering behind the 100ml water logging bubble 8h.
Get this boron absorption gel rubber material 1.00g and place 100ml 0.10mol/L boric acid aqueous solution to adsorb 24h, acid-base titration is confirmed boron adsorption capacity 1.85mmol/g.Jello after the absorption is after filtration behind filtration, the 50ml0.1mol/L NaOH solution soaking 1h behind the 50ml 1.0mol/L HCl solution soaking 1h, washing jello to cleaning solution are the regenerative process of neutrality; Place 100ml 0.10mol/L boric acid aqueous solution to adsorb 24h once more, acid-base titration confirms that the boron adsorption capacity still is 1.85mmol/g.Get the 1.00g resin and place 50ml to contain the boric acid aqueous solution of 100ppm boron element, 20min detects boron content and is reduced to 5ppm.
Embodiment 2.
Mechanical agitation, reflux condensing tube, thermometer, N are being housed
2In the 100ml four-hole boiling flask of protective device; Add GMHP monomer 5.73g (0.017mol), comonomer methyl methacrylate 0.10g (0.001mol), crosslinking agent 1; 6-hexanediyl ester 0.45g (0.002mol); Use the 30.00g dmso solution, add initiator ammonium persulfate 0.23g (0.001mol), N
2Be warming up to 70 ℃ under the protection and make it that cross-linking polymerization take place, system becomes transparent solid matter behind the 0.5h.Solid matter is taken out, and water 100ml filters after soaking 8h, places vacuum drying oven dry (50 ℃ of temperature, vacuum 0.001MPa) to constant weight, obtains boron absorption gel rubber material.
Get this boron absorption gel rubber material 1.00g and place 100ml 0.10mol/L boric acid aqueous solution to adsorb 24h, acid-base titration is confirmed boron adsorption capacity 1.80mmol/g.
Embodiment 3.
Mechanical agitation, reflux condensing tube, thermometer, N are being housed
2In the 100ml four-hole boiling flask of protective device; Add GMHP monomer 3.03g (0.009mol), comonomer ethyl acrylate 0.10g (0.001mol), crosslinking agent glycol diacrylate 1.70g (0.010mol); Use the 10.00g acetone solution; Add initiator potassium persulfate 0.22g (0.0008mol), N
2Protection normal temperature (20-30 ℃) down makes it that cross-linking polymerization take place, and system becomes transparent solid matter behind the 3h.Solid matter is taken out, place vacuum drying oven dry (50 ℃ of temperature, vacuum 0.001MPa), obtain boron absorption gel rubber material to constant weight.
Get this boron absorption gel rubber material 1.00g and place 100ml 0.10mol/L boric acid aqueous solution to adsorb 24h, acid-base titration is confirmed boron adsorption capacity 1.52mmol/g.
Embodiment 4.
Mechanical agitation, reflux condensing tube, thermometer, N are being housed
2In the 100ml four-hole boiling flask of protective device; Add GMHP monomer 2.70g (0.008mol), comonomer methyl acrylate 0.86g (0.010mol), crosslinking agent divinylbenzene 0.26g (0.002mol); Use the 20.00g dmso solution; Add initator benzoyl peroxide 0.10g (0.0004mol), N
2Be warming up to 50 ℃ under the protection and make it that cross-linking polymerization take place, system becomes transparent solid matter behind the 1.5h.Solid matter is taken out, and water 100ml filters after soaking 8h, places vacuum drying oven dry (50 ℃ of temperature, vacuum 0.001MPa) to constant weight, obtains boron absorption gel rubber material.
Get this condensation product 1.00g and place 100ml 0.10mol/L boric acid aqueous solution to adsorb 24h, acid-base titration is confirmed boron adsorption capacity 1.45mmol/g.
Embodiment 5.
Mechanical agitation, reflux condensing tube, thermometer, N are being housed
2In the 100ml four-hole boiling flask of protective device; Add GMHP monomer 3.71g (0.011mol), comonomer styrene 0.52g (0.005mol), crosslinking agent 1; 6-hexanediyl ester 0.90g (0.004mol); With the dissolving of 15.00g N-methyl pyrrolidone, add initator azodiisobutyronitrile 0.05g (0.0003mol), N
2Be warming up to 50 ℃ under the protection and make it that cross-linking polymerization take place, system becomes transparent solid matter behind the 1.5h.Solid matter is taken out, and water 100ml filters after soaking 8h, places vacuum drying oven dry (50 ℃ of temperature, vacuum 0.001MPa) to constant weight, obtains boron absorption gel rubber material.
Get this boron absorption gel rubber material 1.00g and place 100ml 0.10mol/L boric acid aqueous solution to adsorb 24h, acid-base titration is confirmed boron adsorption capacity 1.53mmol/g.
Embodiment 6.
Mechanical agitation, reflux condensing tube, thermometer, N are being housed
2In the 100ml four-hole boiling flask of protective device, add GMHP monomer 5.40g (0.016mol) and crosslinking agent epoxychloropropane 0.37g (0.004mol), use 10.00g N, the dinethylformamide dissolving adds initator ABVN 0.05g (0.0002mol), N
2Be warming up to 50 ℃ under the protection and make it that cross-linking polymerization take place, system becomes transparent solid matter behind the 2h.Solid matter is taken out, and water 100ml filters after soaking 8h, places vacuum drying oven dry (50 ℃ of temperature, vacuum 0.001MPa) to constant weight, obtains boron absorption gel rubber material.
Get this boron absorption gel rubber material 1.00g and place 100ml 0.10mol/L boric acid aqueous solution to adsorb 24h, acid-base titration is confirmed boron adsorption capacity 1.45mmol/g.
Embodiment 7.
Mechanical agitation, reflux condensing tube, thermometer, N are being housed
2In the 100ml four-hole boiling flask of protective device; Add GMHP monomer 4.72g (0.014mol), comonomer EMA 0.23g (0.002mol), crosslinking agent ethylene glycol diglycidylether 0.70g (0.004mol); With broad the separating of 10.00g water/acetone mixed solvent (water/acetone volume ratio 1: 1); Add initiator potassium persulfate 0.22g (0.0008mol), N
2Protection normal temperature (20-30 ℃) down makes it that cross-linking polymerization take place, and system becomes transparent solid matter behind the 3h.Solid matter is taken out, place vacuum drying oven dry (50 ℃ of temperature, vacuum 0.001MPa), obtain boron absorption gel rubber material to constant weight.
Get this boron absorption gel rubber material 1.00g and place 100ml 0.10mol/L boric acid aqueous solution to adsorb 24h, acid-base titration is confirmed boron adsorption capacity 1.42mmol/g.
Embodiment 8.
Mechanical agitation, reflux condensing tube, thermometer, N are being housed
2In the 100ml four-hole boiling flask of protective device; Add GMHP monomer 5.05g (0.015mol), comonomer methyl methacrylate 0.10g (0.001mol), crosslinking agent polyethylene glycol diepoxide for example methyl ether 0.87g (0.004mol); With 20.00g water/oxolane mixed solvent (water/oxolane volume ratio 2: 1) dissolving, add initator initiator ammonium persulfate 0.23g (0.001mol) g, N
2Protection normal temperature (20-30 ℃) down makes it that cross-linking polymerization take place, and system becomes transparent solid matter behind the 5h.Solid matter is taken out, place vacuum drying oven dry (50 ℃ of temperature, vacuum 0.001MPa), obtain boron absorption gel rubber material to constant weight.
Get this boron absorption gel rubber material 1.00g and place 100ml 0.10mol/L boric acid aqueous solution to adsorb 24h, acid-base titration is confirmed boron adsorption capacity 1.38mmol/g.
Embodiment 9.
Mechanical agitation, reflux condensing tube, thermometer, N are being housed
2In the 100ml four-hole boiling flask of protective device; Add GMHP monomer 6.07g (0.018mol), crosslinking agent ethylene glycol diglycidylether 0.35g (0.002mol); With 20.00g water/1,4 dioxane mixed solvent (water/1,4 dioxane volume ratio 1: 1) dissolving; Add initator initiator potassium persulfate 0.22g (0.0008mol), N
2Protection normal temperature (20-30 ℃) down makes it that cross-linking polymerization take place, and system becomes transparent solid matter behind the 4h.Solid matter is taken out, place vacuum drying oven dry (50 ℃ of temperature, vacuum 0.001MPa), obtain boron absorption gel rubber material to constant weight.
Get this boron absorption gel rubber material 1.00g and place 100ml 0.10mol/L boric acid aqueous solution to adsorb 24h, acid-base titration is confirmed boron adsorption capacity 1.65mmol/g.
In sum; Boron absorption gel rubber material of the present invention has adsorption capacity big (the highest boron adsorption capacity 1.85mmol/g), the rate of adsorption fast (the boron content that this coacervation material of 1.00g can make 50ml contain the boric acid aqueous solution of 100ppm boron element is reduced to 5ppm), recycles the good advantages such as (material after the absorption recover original boron adsorption capacity through the simple regeneration process) of performance in 20min, its preparation were established is simple, preparation condition is gentle.This invention has huge value in the preparation and the application facet of boron sorbing material.
Claims (8)
1. a boron adsorbs gel rubber material, it is characterized by this material feedstock composition and comprises as follows:
Above raw material is formed in solvent after initator causes cross-linking polymerization again through the solvent removal step, makes boron absorption gel rubber material at last.
2. boron absorption gel rubber material as claimed in claim 1; It is characterized by described glucose methylamine function acrylate monomer is 3-(N-glucosyl group-N-methyl)-2-hydroxypropyl methyl acrylic acid ester (English full name 3-(N-glucidol-N-methyl)-2-hydrox-ypropyl methacrylate is abbreviated as GMHP).
3. boron absorption gel rubber material as claimed in claim 1 is characterized by described comonomer, comprises methyl methacrylate, EMA, methyl acrylate, ethyl acrylate or styrene;
4. boron absorption gel rubber material as claimed in claim 1; It is characterized by described crosslinking agent; Be 1,6-hexanediyl ester, glycol diacrylate, divinylbenzene, ethylene glycol diglycidylether, polyethylene glycol diepoxide for example methyl ether or epoxychloropropane.
5. boron absorption gel rubber material as claimed in claim 1 is characterized by described solvent and comprises N, dinethylformamide, dimethyl sulfoxide (DMSO), N-methyl pyrrolidone, acetone, water/acetone, water/oxolane or water/1,4-dioxane.
6. boron absorption gel rubber material as claimed in claim 1 is characterized by described initator and comprises benzoyl peroxide, azodiisobutyronitrile, ABVN, potassium peroxydisulfate or ammonium persulfate.
7. boron as claimed in claim 1 adsorbs the preparation method of gel rubber material, it is characterized by may further comprise the steps:
(1) synthesis step: raw material components glucose methylamine function acrylate monomer, comonomer and crosslinking agent are dissolved in its gross mass 1.0-6.0 solvent doubly in top ratio, at N
2Protection adds initator initiated polymerization and the cross-linking reaction in 20 ℃ of-70 ℃ of temperature ranges of raw material integral molar quantity 1%-5% down, and reaction is carried out finishing behind the 0.5-5h, obtains the transparent solid material;
(2) post-processing step: reaction finishes and smashs solid matter to pieces taking-up, adopts washing-filtration-vacuum drying mode or direct vacuum drying mode to remove solvent wherein, obtains described boron absorption gel rubber material.
8. the preparation method of boron absorption gel rubber material as claimed in claim 7 is characterized by in the described post-processing step, is N when being directed against the employed solvent of gel synthesis step; When dinethylformamide or dimethyl sulfoxide (DMSO) or N-methyl pyrrolidone; Take to wash-filter-the vacuum drying mode removes the solvent in the synthesis step gained solid matter, i.e. and high boiling solvent is removed in water eccysis, and the water in the product is removed in vacuum drying afterwards; 50 ℃ of vacuum drying temperature, vacuum 0.001MPa; When solvent is acetone or water/acetone or water/oxolane or water/1, during the 4-dioxane, take direct vacuum drying mode to remove the solvent in the synthesis step gained solid matter, 50 ℃ of vacuum drying temperature, vacuum 0.001MPa.
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| CN110711563A (en) * | 2018-07-13 | 2020-01-21 | 天津工业大学 | Boron removal material, preparation method thereof and boron removal-recovery integrated reactor |
| CN111039382A (en) * | 2018-10-15 | 2020-04-21 | 中国科学院过程工程研究所 | Method for removing trace boron in reverse osmosis seawater desalination by water-soluble polymer reinforced ultrafiltration |
| CN116196906A (en) * | 2023-04-19 | 2023-06-02 | 河北工业大学 | Preparation method of organic porous adsorbent for removing boron in sea water desalination |
| CN116196906B (en) * | 2023-04-19 | 2024-05-17 | 河北工业大学 | Preparation method of organic porous adsorbent for removing boron in sea water desalination |
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110711563A (en) * | 2018-07-13 | 2020-01-21 | 天津工业大学 | Boron removal material, preparation method thereof and boron removal-recovery integrated reactor |
| CN111039382A (en) * | 2018-10-15 | 2020-04-21 | 中国科学院过程工程研究所 | Method for removing trace boron in reverse osmosis seawater desalination by water-soluble polymer reinforced ultrafiltration |
| CN116196906A (en) * | 2023-04-19 | 2023-06-02 | 河北工业大学 | Preparation method of organic porous adsorbent for removing boron in sea water desalination |
| CN116196906B (en) * | 2023-04-19 | 2024-05-17 | 河北工业大学 | Preparation method of organic porous adsorbent for removing boron in sea water desalination |
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