CN104311861A - Method for adsorbing and recycling aromatic compound in industrial wastewater - Google Patents
Method for adsorbing and recycling aromatic compound in industrial wastewater Download PDFInfo
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Abstract
The invention discloses a method for adsorbing and recycling an aromatic compound in industrial wastewater. The method for preparing the adsorbing material comprises the following steps: (1) by adopting acrylics, olefins containing benzene rings, or a monomer formed by mixed acrylics and olefins, as a polymerized monomer, dissolving a dispersing agent into water, adding a cross-linking agent, the polymerized monomer and an initiator at 30-60 DEG C, reacting so as to obtain a polymer, washing with hot water, and drying a product, thereby obtaining a high-molecular polymer; and (2) putting the obtained material into an alcohol swelling substance for swelling, and depressurizing so as to dry the swelled material. The method is simple in process procedure and stable in product quality. The adsorbing material has substances which cannot be dissolved in acid, alkali, organic solvents and the like, has good mechanical strength, can be used for multiple times and is low in production cost. The adsorbing material is applied to static and dynamic isothermal adsorption on aromatic compounds at normal temperature, has a good adsorption effect, and can be reused without adsorption capacity degradation after being desorbed and activated.
Description
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Technical field
The present invention relates to a kind of method of adsorbing aromatic compound in recovery trade effluent.
Background technology
Oil, as the important energy source of modern society, while bringing great wealth, also causes serious pollution to environment to human society.A large amount of aromatic compounds, if benzene, toluene, ethylbenzene and dimethylbenzene etc. are in petroleum refining, processing and transportation, inevitably enter in river, lake and ocean, causes water pollution.Leak into the aromatic compound in water body, exist for a long time in water body, to fish and human body, there is the serious harms such as carcinogenic, teratogenesis.For benzene, research shows that benzene reaches 12 ~ 15 years at human body Middle latency, and human body is once take in benzene, and the badly damaged neural system of meeting, Long Term Contact benzene, can cause leukemia, even bring out cancer.As far back as 1989,6 kinds of aromatic compounds (benzene, toluene, ethylbenzene, o-Xylol, m-xylene, p-Xylol) were just put into water environment in China priority pollutants.
Based on above reason, the focus of current research is cleared into this kind of aromatic compound.Chinese patent (publication number CN 101164905 A 2008) discloses a kind of method utilizing aromatic compounds in hydrophilic ionic-liquid-salt double-aqueous phase system extraction and recovery aqueous solution, the aromatic compounds such as the method Pyrogentisinic Acid or nitrophenols have higher percentage extraction, but existence may cause this defect of secondary pollution simultaneously.Chinese patent (publication number CN 101514036 A 2009) reports a kind of method adopting zero-valent iron base material to remove aromatic compound in water, this method has the unrivaled advantages such as use equipment is simple, the easy timing-saving and economic of operating process, but the zero-valent iron base material that the method adopts needs acidifying, and the pickling material after acidifying may cause secondary pollution, its use range of this drawbacks limit.Recently, Chinese patent (application number 201110134160.1) disclose a kind of can the homogeneous phase photooxidation reaction device of degrading aromatic compound waste water and treatment process, this method can aromatic compound in continuous degradation waste water, there is the advantages such as clearance is high, removal aromatics species is many, but there is technical process complexity simultaneously, the weak points such as Strong oxdiative process needed to sample in this method.
Carrying out absorption recovery research based on Intramolecular oil base to the avidity of aromatic compound molecule is the achievement in research received much concern in recent years, has successfully developed a series of sorbing materials different organic substances to adsorption effect.This kind of material is quite obvious to pure organic substance adsorption effect, and synthesis technique is also quite ripe, but, on this basis, develop and but do not report accordingly for the adsorption recovery method of aromatic compound in water and the preparation of exclusive sorbing material thereof specially.
Summary of the invention
The object of the invention is to overcome the deficiencies in the prior art, provide a kind of and adsorb the method reclaiming aromatic compound in trade effluent.
To achieve these goals, the present invention adopts following technical scheme:
The present invention is on the basis of existing oil-absorbing resin, in conjunction with the character of aromatic compounds, synthesis has the high molecular polymer of selective adsorption separating effect to fragrant compounds, and subsequent disposal is carried out to this polymer polymers, obtain sorbing material aromatic compounds to excellent adsorption effect.
A preparation method for sorbing material, comprises the steps:
(1) using esters of acrylic acid or the monomer containing the olefines of phenyl ring or both 1:5 ~ 5:1 ratio mixing in mass ratio as polymerization single polymerization monomer, dispersion agent is dissolved in water, in the temperature range of 30 ~ 60 DEG C, add linking agent, polymerization single polymerization monomer, initiator react; Namely obtain polymkeric substance after completion of the reaction, after hot wash, the product obtained is carried out drying, obtains high molecular polymer; The ratio of weight and number of each material is: monomer: 10 ~ 40 parts, linking agent: 0.5 ~ 6 part, dispersion agent: 0.3 ~ 3 part, initiator: 0.2 ~ 2.5 part, water: 90 ~ 400 parts;
(2) material obtained is placed in the swelling material of alcohols swelling, by the material drying under reduced pressure after swelling, obtains sorbing material.
In above-mentioned preparation method, described esters of acrylic acid is the material of solubility parameter and aromatic compound Solubility of Substances parameter similar, is preferably butyl methacrylate, β-dimethyl-aminoethylmethacrylate, N-Hexyl methacrylate, Octyl methacrylate, lauryl methacrylate or butyl acrylate.The esters of acrylic acid that employing of the present invention and aromatic compound solubility parameter are close or be polymerization single polymerization monomer containing the olefin compound of single phenyl ring or both mixtures, under initiator existent condition, first carry out polyreaction, copolymerzation with cross-linking becomes the high molecular polymer of three-dimensional net structure.
In above-mentioned preparation method, the described olefines containing phenyl ring be vinylbenzene, chloro-styrene, bromstyrol, fluorobenzene ethene, vinyl toluene, the chloro-alpha-methyl styrene of 4-, to methoxy styrene or 4-t-butyl styrene.
In above-mentioned preparation method, described dispersion agent is polyvinyl alcohol, gelatin, Zulkovsky starch, polyoxyethylene glycol or methylcellulose gum.
In above-mentioned preparation method, described initiator is one or both the mixture in benzoyl peroxide, Diisopropyl azodicarboxylate, 2,2'-Azobis(2,4-dimethylvaleronitrile).
In above-mentioned preparation method, described linking agent is divided into two classes, and a class is oil-soluble monomer, is specially Vinylstyrene, vinyl cyanide, vinylformic acid, methacrylic acid, acrylamide, N-isobutoxymethyl acrylamide etc.; Another kind of is water-soluble monomer, is specially N,N methylene bis acrylamide, and linking agent used is one wherein.
In above-mentioned preparation method, the swelling material of described alcohols is one or more the mixture in methyl alcohol, ethanol, Virahol, n-propyl alcohol, 2-butanols, isopropylcarbinol.
Utilize above-mentioned sorbing material to adsorb the method reclaiming aromatic compound in trade effluent, comprise the steps:
(1) joined by sorbing material in the trade effluent containing aromatic compounds, vibration or stirring under room temperature, filtering separation, aromatic compounds is attracted in sorbing material;
(2) join in desorbing agent by the sorbing material of absorption aromatic compounds, stirred at ambient temperature, filtration, make aromatic compounds desorption, reclaims sorbent material and aromatic compound;
(3) be again placed in the vacuum drying oven at 30 ~ 70 DEG C by the sorbent material of recovery, drying under reduced pressure 2 ~ 12 h, activates sorbent material, and obtain the sorbing material after desorption, storage reuses.
In the methods described above, the mass volume ratio (gram: rise) of described sorbing material and trade effluent is 1:10 ~ 10:1.
In the methods described above, described desorbing agent is methyl alcohol or ethanol.
Reclaim in above-mentioned absorption in the method for aromatic compound, the aromatic compound in the elutriant obtained and eluent can be reclaimed by underpressure distillation, can not produce secondary pollution.Trade effluent after absorption is reclaimed, content is extremely low, the quality expanding sorbent material in proportion and wastewater volume ratio, its content can be can't detect.Sorbing material can circulate Reusability, is easy to broadened application in the industrial production.
Compared with prior art, the present invention has following beneficial effect:
1, the method for synthesis sorbing material of the present invention, belongs to synthesis technique and the condition of conventional absorbtion resin, and technical process is simple, constant product quality, easily realizes suitability for industrialized production.The sorbing material obtained, have character such as being insoluble to acid, alkali, organic solvent, and have good physical strength, can repeatedly use, production cost is low.
2, sorbent material is directly put in the trade effluent containing aromatic compound by adsorption separating method of the present invention, can complete the adsorption separation process of highly selective at normal temperatures.
3, the present invention uses alcohols material to carry out desorption, and the reclaiming process of sorbent material is simple, and cost recovery is low.
4, the sorbing material that obtains of the present invention, carry out Static and dynamic isothermal adsorption to aromatic compounds at normal temperatures, have good adsorption effect, and after desorptive activation, reuse, adsorptive capacity remains unchanged.
Embodiment
Below in conjunction with embodiment, the present invention is described further, but protection scope of the present invention is not limited to the scope that embodiment represents.
Embodiment 1:
The preparation (1) of sorbing material:
By 0.8 g polyvinyl alcohol dissolution in the distilled water of 250 mL, then at 35 ~ 60 DEG C, in this solution, slowly add the mixing solutions of 25 g butyl methacrylate, 1.5 g N-isobutoxymethyl acrylamide and 0.15 g benzoyl peroxide, at 40 DEG C, react 10 min.Then, at being warming up to 80 DEG C, 8 h are reacted.The product cooling obtained, filters, after the warm water washing for several times of 60 ~ 80 DEG C, at air dry oven inner drying 6 h of 60 DEG C.Then this product is placed in ethanolic soln, swelling 24 h.Filtered by product after swelling, be placed in the vacuum drying oven at 60 DEG C, drying under reduced pressure 24 h, obtains the sorbing material of transparence.
Embodiment 2:
The preparation (2) of sorbing material:
By 1.0 g polyvinyl alcohol dissolution in the distilled water of 250 mL, then at 40 DEG C, add 0.5 g N in this solution, N-methylene radical acryloyl, rapid stirring is dissolved in this aqueous phase.Then the mixing solutions of 0.20 g Diisopropyl azodicarboxylate, 25 g butyl methacrylate and vinylbenzene (both mass ratioes are 5:1) is slowly added at such a temperature.10 min are reacted at 40 DEG C.Then 5 h are reacted at being warming up to 80 DEG C.The product cooling obtained, filters, and after the warm water washing for several times of 60 ~ 80 DEG C, under room temperature, dries in ventilating kitchen.Then this product is placed in swelling 24 h of ethanolic soln.Filtered by product after swelling, be placed in the vacuum drying oven at 60 DEG C, drying under reduced pressure 24 h, obtains the sorbing material that shallow white surface is more coarse.
Embodiment 3:
The preparation (3) of sorbing material:
Be dissolved at 80 DEG C in the distilled water of 250 mL by 0.75 g polyvinyl alcohol, be then cooled to 40 DEG C, in this solution, add 0.5 g N,N methylene bis acrylamide, rapid stirring is dissolved in this aqueous phase.In this aqueous phase, slowly add the mixing solutions of 0.15 g benzoyl peroxide, 25 g butyl methacrylate again, react 10 min at being stabilized in 40 DEG C, at being then warming up to 80 DEG C, react 5 h.By the product filtered while hot obtained, with the hot washes several of 50 ~ 80 DEG C, be then placed in air dry oven, forced air drying 6 h at 60 DEG C.Then this product obtained is placed in swelling 24 h of ethanolic soln.This product after swelling is placed in the vacuum drying oven at 60 DEG C, drying under reduced pressure 24 h, obtains white clear, ganoid sorbing material.
Embodiment 4:
Process containing Toluene Wastewater solution:
The certain density Toluene Wastewater solution of 50 mL is placed in the Erlenmeyer flask of 250 mL, then in this Erlenmeyer flask, drop into sorbing material 0.05 g of embodiment 3, with sealing membrane sealing, to be placed at 30 DEG C, vibrate with the complete temperature cultivation shaking table of the speed oscillation of 150 rpm 24 h.After vibration, filter out sorbing material, utilize the concentration of ultraviolet-visible spectrophotometer to this waste water solution before and after absorption to analyze.Being learnt by result, is the Toluene Wastewater solution of 4.51 mmol/L for starting point concentration, and after 24 h Static Adsorption, in the waste water solution obtained, toluene concentration is 2.54 mmol/L, and the adsorptive capacity of sorbent material is 1.97 mmol/g.
Embodiment 5:
Process containing benzene waste water solution:
The certain density benzene waste water solution of 50 mL is placed in the Erlenmeyer flask of 250 mL, then in this Erlenmeyer flask, drop into sorbing material 0.05 g of embodiment 3, with sealing membrane sealing, to be placed at 30 DEG C, vibrate with the complete temperature cultivation shaking table of the speed oscillation of 150 rpm 24 h.After vibration, filter out sorbing material, utilize the concentration of ultraviolet-visible spectrophotometer to this waste water solution before and after absorption to analyze.Being learnt by result, is the Toluene Wastewater solution of 20.18 mmol/L for starting point concentration, and after 24 h isothermal adsorption, the concentration of the waste water solution obtained is 4.70 mmol/L, and the adsorptive capacity of sorbent material is 2.32 mmol/g.
Embodiment 6:
Process containing p-Xylol waste water solution:
Just the certain density p-Xylol waste water solution of 50 mL is placed in the Erlenmeyer flask of 250 mL, then in this Erlenmeyer flask, drop into sorbing material 0.05 g of embodiment 3, with sealing membrane sealing, to be placed at 30 DEG C, vibrate with the complete temperature cultivation shaking table of the speed oscillation of 150 rpm 24 h.After vibration, filter out sorbing material, utilize the concentration of ultraviolet-visible spectrophotometer to this waste water solution before and after absorption to analyze.Being learnt by result, is the p-Xylol waste water solution of 1.67 mmol/L for starting point concentration, and after 24 h isothermal adsorption, the concentration of the waste water solution obtained is 0.22 mmol/L, and the adsorptive capacity of sorbent material is 4.36 mmol/g.
Embodiment 7:
Process containing ethylbenzene waste water solution:
Just the certain density ethylbenzene waste water solution of 50 mL is placed in the Erlenmeyer flask of 250 mL, then in this Erlenmeyer flask, drop into sorbing material 0.05 g of embodiment 3, with sealing membrane sealing, to be placed at 30 DEG C, vibrate with the complete temperature cultivation shaking table of the speed oscillation of 150 rpm 24 h.After vibration, filter out sorbing material, utilize the concentration of ultraviolet-visible spectrophotometer to this waste water solution before and after absorption to analyze.Being learnt by result, is the ethylbenzene waste water solution of 2.32 mmol/L for starting point concentration, and after 24 h isothermal adsorption, the concentration of the waste water solution obtained is 0.52 mmol/L, and the adsorptive capacity of sorbent material is 5.52 mmol/g.
Embodiment 8:
Process containing benzene, toluene, ethylbenzene, dimethylbenzene composite waste solution:
The certain density benzene of 150 mL, toluene, ethylbenzene, dimethylbenzene waste water solution are placed in the Erlenmeyer flask of 250 mL, in this Erlenmeyer flask, then drop into sorbing material 0.1 g of embodiment 3, seal with sealing membrane.Then to be placed at 30 DEG C, to cultivate shaking table with the full temperature of the speed oscillation of 200 rpm and to vibrate 12 h.After vibration, filter out sorbing material, obtain the waste water solution after sorbent treatment.Accurately pipette this aqueous solution of 2 mL in centrifuge tube, then in this centrifuge tube, add 2 mL ethyl acetate solutions extract, pipette a certain amount of upper layer of extraction liquid in gas phase bottle, utilize gas chromatograph to carry out concentration analysis detection.Result shows, in mixing solutions, the starting point concentration of benzene, toluene, ethylbenzene, p-Xylol is respectively 18.38 mmol/L, 6.07 mmol/L, 1.35 mmol/L, 1.11 mmol/L, after Static Adsorption, the concentration of each component is respectively 9.40 mmol/L, 2.04 mmol/L, 0.23 mmol/L, 0.06mmol/L, and the static adsorbance of sorbent material to each component is respectively 13.47 mmol/g, 6.05 mmol/g, 1.68 mmol/g, 1.57 mmol/g.
Embodiment 9: the desorption of sorbing material, regeneration and repeat performance:
The sorbing material that embodiment 4 obtains is placed in isopyknic ethanolic soln, requires that ethanolic soln just floods sorbing material.Then static 12 h at normal temperatures, filter, the sorbent material obtained are placed in reduced vacuum loft drier inner drying 12 h at 60 DEG C.Obtain the sorbing material that white clear is smooth.
Divided by finite concentration Toluene Wastewater solution 50 mL in the Erlenmeyer flask of 250 mL, sorbing material 0.05 g obtained after above-mentioned process is placed in this Erlenmeyer flask, seal with sealed membrane, be then placed at 30 DEG C, the full temperature of the speed oscillation of 150 rpm cultivates shaking table and to vibrate 24 h.After vibration, filter out sorbing material, utilize ultraviolet-visible spectrophotometer to analyze the concentration before and after this adsorption from aqueous solution.Experimental result shows, for the Toluene Wastewater solution that starting point concentration is 4.22 mmol/L, after the static desorption of 24 h, in the waste water solution obtained, toluene concentration is 2.37 mmol/L, the adsorptive capacity of sorbent material is 1.85 mmol/g, and the adsorptive capacity of sorbing material does not change substantially.
Claims (10)
1. a preparation method for sorbing material, is characterized in that comprising the steps:
(1) using esters of acrylic acid or the monomer containing the olefines of phenyl ring or both 1:5 ~ 5:1 ratio mixing in mass ratio as polymerization single polymerization monomer, dispersion agent is dissolved in water, at the temperature of 30 ~ 60 DEG C, add linking agent, polymerization single polymerization monomer, initiator react; Namely obtain polymkeric substance after completion of the reaction, after hot wash, the product obtained is carried out drying, obtains high molecular polymer; The ratio of weight and number of each material is: monomer: 10 ~ 40 parts, linking agent: 0.5 ~ 6 part, dispersion agent: 0.3 ~ 3 part, initiator: 0.2 ~ 2.5 part, water: 90 ~ 400 parts;
(2) material obtained is placed in the swelling material of alcohols swelling, by the material drying under reduced pressure after swelling, obtains sorbing material.
2. preparation method as claimed in claim 1, it is characterized in that, described esters of acrylic acid is butyl methacrylate, β-dimethyl-aminoethylmethacrylate, N-Hexyl methacrylate, Octyl methacrylate, lauryl methacrylate or butyl acrylate.
3. preparation method as claimed in claim 1, it is characterized in that, the described olefines containing phenyl ring be vinylbenzene, chloro-styrene, bromstyrol, fluorobenzene ethene, vinyl toluene, the chloro-alpha-methyl styrene of 4-, to methoxy styrene or 4-t-butyl styrene.
4. preparation method as claimed in claim 1, it is characterized in that, described dispersion agent is polyvinyl alcohol, gelatin, Zulkovsky starch, polyoxyethylene glycol or methylcellulose gum.
5. preparation method as claimed in claim 1, it is characterized in that, described initiator is one or both the mixture in benzoyl peroxide, Diisopropyl azodicarboxylate, 2,2'-Azobis(2,4-dimethylvaleronitrile).
6. preparation method as claimed in claim 1, it is characterized in that, described linking agent is divided into Vinylstyrene, vinyl cyanide, vinylformic acid, methacrylic acid, acrylamide, N-isobutoxymethyl acrylamide or N,N methylene bis acrylamide.
7. preparation method as claimed in claim 1, it is characterized in that, the swelling material of described alcohols is one or more the mixture in methyl alcohol, ethanol, Virahol, n-propyl alcohol, 2-butanols, isopropylcarbinol.
8. utilize sorbing material described in claim 1 to adsorb the method reclaiming aromatic compound in trade effluent, it is characterized in that comprising the steps:
(1) joined by sorbing material in the trade effluent containing aromatic compounds, vibration or stirring under room temperature, filtering separation, aromatic compounds is attracted in sorbing material;
(2) join in desorbing agent by the sorbing material of absorption aromatic compounds, stirred at ambient temperature, filtration, make aromatic compounds desorption, reclaims sorbent material and aromatic compound;
(3) be again placed in the vacuum drying oven at 30 ~ 70 DEG C by the sorbent material of recovery, drying under reduced pressure 2 ~ 12 h, activates sorbent material, and obtain the sorbing material after desorption, storage reuses.
9. method as claimed in claim 8, it is characterized in that, the mass volume ratio of described sorbing material and trade effluent is 1:10 ~ 10:1, and the mass unit of described mass volume ratio is gram, and volume unit is liter.
10. method as claimed in claim 8, it is characterized in that, described desorbing agent is methyl alcohol or ethanol.
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN104927063A (en) * | 2015-06-21 | 2015-09-23 | 中山大学惠州研究院 | Method for adsorbing and recycling phenolic compounds in industrial wastewater and method for manufacturing adsorption materials |
| CN107434852A (en) * | 2017-08-16 | 2017-12-05 | 中山大学惠州研究院 | A kind of method of amino benzenes compounds in the super crosslinked resin and its adsorption recovery industrial wastewater of cyclo-dextrin-modified |
| CN108479727A (en) * | 2018-03-20 | 2018-09-04 | 中山大学惠州研究院 | A kind of method of phenyl amines component in styrene polymer and its adsorption recovery industrial wastewater that salicylic acid is modified |
| CN115138349A (en) * | 2022-08-02 | 2022-10-04 | 扬州工业职业技术学院 | Amphiphilic porous polymer material for treating aromatic compound-containing wastewater |
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Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104927063A (en) * | 2015-06-21 | 2015-09-23 | 中山大学惠州研究院 | Method for adsorbing and recycling phenolic compounds in industrial wastewater and method for manufacturing adsorption materials |
| CN104927063B (en) * | 2015-06-21 | 2018-01-30 | 中山大学惠州研究院 | A kind of method of adsorption recovery Phenols In Industrial Liquid Waste class compound and the preparation method of sorbing material |
| CN107434852A (en) * | 2017-08-16 | 2017-12-05 | 中山大学惠州研究院 | A kind of method of amino benzenes compounds in the super crosslinked resin and its adsorption recovery industrial wastewater of cyclo-dextrin-modified |
| CN108479727A (en) * | 2018-03-20 | 2018-09-04 | 中山大学惠州研究院 | A kind of method of phenyl amines component in styrene polymer and its adsorption recovery industrial wastewater that salicylic acid is modified |
| CN115138349A (en) * | 2022-08-02 | 2022-10-04 | 扬州工业职业技术学院 | Amphiphilic porous polymer material for treating aromatic compound-containing wastewater |
| CN115138349B (en) * | 2022-08-02 | 2023-09-29 | 扬州工业职业技术学院 | Amphiphilic porous polymer material for aromatic compound-containing wastewater treatment |
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Application publication date: 20150128 |