CN104069821B - A kind of Active dye waste water absorbent and preparation method thereof - Google Patents
A kind of Active dye waste water absorbent and preparation method thereof Download PDFInfo
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- CN104069821B CN104069821B CN201410323787.5A CN201410323787A CN104069821B CN 104069821 B CN104069821 B CN 104069821B CN 201410323787 A CN201410323787 A CN 201410323787A CN 104069821 B CN104069821 B CN 104069821B
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Abstract
A kind of Active dye waste water absorbent of the present invention and preparation method thereof, it is a kind of iron complex containing ionic liquid group, oh group by ionic liquid solidification and hydroxylating synthesis.Can be used for the adsorbent use of Active dye waste water treatment, its preparation technology is simple, synthesis condition is gentle, easily realize, have extremely strong suction-operated to reactive dye, desolventing technology can be carried out to active dye wastewater.And this hydroxylating imidazolium ionic liquid iron complex after absorbing dye only needs simple process, namely can be recycled.
Description
Technical field
What the present invention relates to is treatment of dyeing/printing wastewaters, particularly a kind of hydroxylating ionic liquid complex adsorption agent for active dye printing waste water process and preparation method thereof.
Background technology
Dying Wastewater Treatment & ambient source, containing multiple dye component in waste water, colourity is dark, must carry out process and reach emission request.
At present, Coagulation Method, absorption method, chemical oxidization method, biological treatment and electrochemical process etc. are had to the treatment technology of active dye printing waste water.Domestic active dye printing waste water process means mainly with flocculating setting in conjunction with chemical method.
Patent CN100436346C discloses the method for a kind of heterogeneous catalytic oxidation-coagulant sedimentation process active dye printing waste water, and by adding catalyst and oxidant, then flocculation realizes Active dye waste water treatment.
Patent CN101565224B discloses a kind of based on shitosan and the reactive dye flocculant being hydrolyzed wool, this flocculant utilizes dyestuff and wool fiber, the acting in conjunction of shitosan reaches decolorizing effect, the advantage of the method is being using discarded object as raw materials for production, but this flocculant can only play auxiliary flocculating effect, need to combinationally use Shi Caineng with polymeric ferric aluminum and reach optimum efficiency.
The open one of patent CN102151553B is with old newsprint deinked fiber adsorption activity dyestuff, and the advantage of the method is that raw material is easy to get, cost is low, but in preparation process, have discarded black liquid to produce, and brings the secondary pollution of environment.
Current ionic liquid metal complex is mainly used in catalysis, organic synthesis field, there are no application in dye wastewater treatment.
Summary of the invention
The object of this invention is to provide a kind of adsorbent for Active dye waste water treatment, namely a kind of hydroxylating imidazolium ionic liquid iron complex and preparation method thereof is provided.This adsorbent contains ionic liquid group and oh group, and its preparation technology is simple, synthesis condition is gentle, easily realize, and has extremely strong suction-operated, can carry out desolventing technology to active dye wastewater to reactive dye.And this hydroxylating imidazolium ionic liquid iron complex after absorbing dye only needs simple process, namely can be recycled.
Active dye waste water absorbent of the present invention is hydroxylating imidazolium ionic liquid ferrous metal complex, and its structural formula is:
Wherein: R
1=C
nh
2n+1, n=1-8;
R
2=C
nH
2n+1，n=1-8；
The preparation method of hydroxylating imidazolium ionic liquid ferrous metal complex of the present invention is:
By ionic liquid solidification and hydroxylating, synthesize a kind of iron complex containing ionic liquid group, oh group, its reaction equation is:
The preparation method of above-mentioned hydroxylating imidazolium ionic liquid ferrous metal complex Active dye waste water absorbent:
(1)chloralkane or brominated alkanes are mixed with alkyl imidazole, stirs 24-48 hour at 75-85 DEG C, obtained imidazolium ionic liquid salt;
(2)above-mentioned imidazolium ionic liquid salt and ferrous salt are dissolved in water, stir 2-10 hour at 20-90 DEG C, obtained imidazolium ionic liquid iron complex;
(3)above-mentioned imidazolium ionic liquid iron complex is mixed with aqueous slkali, under room temperature condition, stirs 1-2 hour, filter and obtain hydroxylating imidazolium ionic liquid iron complex;
Described chloralkane is: chloric ethane, chloro-propane, chloro-normal butane, chloroisopropane, chloro-pentane, chloro octane one;
Described brominated alkanes is: bromic ether, bromo propane, bromination of n-butane, bromo propane, bromo pentane, bromooctane one;
Described alkyl imidazole is: methylimidazole, ethyl imidazol(e) one;
Described ferrous salt is: ferrous sulfate, frerrous chloride, ferrous nitrate one;
Described aqueous slkali is: NaOH, potassium hydroxide, ammoniacal liquor, barium hydroxide solution one.
Described alkaline concentration does not have a significant effect to reaction, and adding concentration only has impact to yield.
The present invention has the following advantages: in synthesis technique, with water-soluble imidazolium ionic liquid and ferrous salt directly at synthesis in water, without the need to isolated air, simple to operate, synthesize the complex hydroxylating technique obtained simple, be easy to operation, can easily obtain under normal experiment condition.
In reactive dye absorption, this hydroxylating imidazolium ionic liquid iron complex has glyoxaline cation and oh group, can with reactive dye by electrostatic attraction effect or coordination, reactive dye in active dye wastewater are adsorbed onto on hydroxylating imidazolium ionic liquid iron complex, this hydroxylating imidazolium ionic liquid iron complex has extremely strong suction-operated to dyestuff, reaches 99% to the clearance of dyestuff, and process waste water efficiency is high, without solid waste discharge, secondary pollution can not be caused.
Detailed description of the invention
Embodiment 1:
(1)chloric ethane is mixed according to mol ratio 1:1.05 with methylimidazole, stirs 48 hours at 80 DEG C, obtained 1-ethyl-3-methylimidazole ionic liquid chloro salt;
(2)by obtained 1-ethyl-3-methylimidazole ionic liquid chloro salt and ferrous sulfate according to mol ratio 1:2 mixed dissolution in water, under 50 DEG C of conditions, stir 2 hours, obtain 1-ethyl-3-methylimidazole base chloro salt iron complex;
(3)by 1-ethyl-3-methylimidazole base chloro salt iron complex and NaOH according to mol ratio 1:2.5 mixed dissolution in water, under room temperature condition, stir 2 hours, filter and obtain hydroxylating 1-ethyl-3-methylimidazole chloro salt iron complex.
Embodiment 2:
(1)chloric ethane is mixed according to mol ratio 1:1.05 with ethyl imidazol(e), stirs 48 hours at 80 DEG C, obtained 1,3-diethyl imidazolium ionic liquid chloro salt;
(2)by 1,3-obtained diethyl imidazolium ionic liquid chloro salt and ferrous sulfate according to mol ratio 1:2 mixed dissolution in water, under 50 DEG C of conditions, stir 2 hours, obtain 1,3-diethyl imidazolium base chloro salt iron complex;
(3)by 1,3-diethyl imidazolium base chloro salt iron complex and NaOH according to mol ratio 1:2.5 mixed dissolution in water, under room temperature condition, stir 2 hours, filter and obtain hydroxylating 1,3-diethyl imidazolium chloro salt iron complex.
Embodiment 3:
(1)chloro-propane is mixed according to mol ratio 1:1.05 with methylimidazole, stirs 48 hours at 80 DEG C, obtained 1-propyl group-3-methylimidazole ionic liquid chloro salt;
(2)by obtained 1-propyl group-3-methylimidazole ionic liquid chloro salt and ferrous sulfate according to mol ratio 1:2 mixed dissolution in water, under 50 DEG C of conditions, stir 2 hours, obtain 1-propyl group-3-methylimidazolyl chloro salt iron complex;
(3)by 1-propyl group-3-methylimidazolyl chloro salt iron complex and NaOH according to mol ratio 1:2.5 mixed dissolution in water, under room temperature condition, stir 2 hours, filter and obtain hydroxylating 1-propyl group-3-methylimidazole chloro salt iron complex.
Embodiment 4:
(1)chloro-propane is mixed according to mol ratio 1:1.05 with ethyl imidazol(e), stirs 48 hours at 80 DEG C, obtained 1-propyl group-3-ethyl imidazol(e) ionic liquid chloro salt;
(2)by obtained 1-propyl group-3-ethyl imidazol(e) ionic liquid chloro salt and ferrous sulfate according to mol ratio 1:2 mixed dissolution in water, under 50 DEG C of conditions, stir 2 hours, obtain 1-propyl group-3-ethyl imidazole chloro salt iron complex;
(3)by 1-propyl group-3-ethyl imidazole chloro salt iron complex and NaOH according to mol ratio 1:2.5 mixed dissolution in water, under room temperature condition, stir 2 hours, filter and obtain hydroxylating 1 propyl group-3-ethyl imidazol(e) chloro salt iron complex.
Embodiment 5:
(1)chloro-normal butane is mixed according to mol ratio 1:1.05 with methylimidazole, stirs 48 hours at 85 DEG C, obtained 1-butyl-3-methylimidazole ionic liquid chloro salt;
(2)by obtained 1-butyl-3-methylimidazole ionic liquid chloro salt and ferrous sulfate according to mol ratio 1:2 mixed dissolution in water, under 50 DEG C of conditions, stir 2 hours, obtain 1-butyl-3-methylimidazolyl chloro salt iron complex;
(3)by 1-butyl-3-methylimidazolyl chloro salt iron complex and NaOH according to mol ratio 1:2.5 mixed dissolution in water, under room temperature condition, stir 2 hours, filter and obtain hydroxylating 1-butyl-3-methylimidazole chloro salt iron complex.
Embodiment 6:
(1)chloro-normal butane is mixed according to mol ratio 1:1.05 with ethyl imidazol(e), stirs 48 hours at 85 DEG C, obtained 1-butyl-3-ethyl imidazol(e) ionic liquid chloro salt;
(2)by obtained 1-butyl-3-ethyl imidazol(e) ionic liquid chloro salt and ferrous sulfate according to mol ratio 1:2 mixed dissolution in water, under 50 DEG C of conditions, stir 2 hours, obtain 1-butyl-3-ethyl imidazole chloro salt iron complex;
(3)by 1-butyl-3-ethyl imidazole chloro salt iron complex and NaOH according to mol ratio 1:2.5 mixed dissolution in water, under room temperature condition, stir 2 hours, filter and obtain hydroxylating 1-butyl-3-ethyl imidazol(e) chloro salt iron complex.
Embodiment 7:
(1)chloroisopropane is mixed according to mol ratio 1:1.1 with methylimidazole, stirs 48 hours at 85 DEG C, obtained 1-isopropyl-3-methylimidazole ionic liquid chloro salt;
(2)by obtained 1-isopropyl-3-methylimidazole ionic liquid chloro salt and ferrous sulfate according to mol ratio 1:2.5 mixed dissolution in water, under 50 DEG C of conditions, stir 2 hours, obtain 1-isopropyl-3-methylimidazolyl chloro salt iron complex;
(3)by 1-isopropyl-3-methylimidazolyl chloro salt iron complex and NaOH according to mol ratio 1:2.0 mixed dissolution in water, under room temperature condition, stir 2 hours, filter and obtain hydroxylating 1-isopropyl-3-methylimidazole chloro salt iron complex.
Embodiment 8:
(1)chloroisopropane is mixed according to mol ratio 1:1.1 with ethyl imidazol(e), stirs 48 hours at 85 DEG C, obtained 1-isopropyl-3-ethyl imidazol(e) ionic liquid chloro salt;
(2)by obtained 1-isopropyl-3-ethyl imidazol(e) ionic liquid chloro salt and frerrous chloride according to mol ratio 1:3 mixed dissolution in water, under 50 DEG C of conditions, stir 2 hours, obtain 1-isopropyl-3-ethyl imidazole chloro salt iron complex;
(3)by 1-isopropyl alkane-3-ethyl imidazole chloro salt iron complex and NaOH according to mol ratio 1:2.0 mixed dissolution in water, under room temperature condition, stir 2 hours, filter and obtain hydroxylating 1-isopropyl-3-ethyl imidazol(e) chloro salt iron complex.
Embodiment 9:
(1)chloro octane is mixed according to mol ratio 1:1.2 with methylimidazole, stirs 48 hours at 85 DEG C, obtained 1-octyl group-3-methylimidazole ionic liquid chloro salt;
(2)by obtained 1-octyl group-3-methylimidazole ionic liquid chloro salt and ferrous sulfate according to mol ratio 1:2.5 mixed dissolution in water, under 50 DEG C of conditions, stir 2 hours, obtain 1-octyl group-3-methylimidazolyl chloro salt iron complex;
(3)by 1-octyl group-3-methylimidazolyl chloro salt iron complex and NaOH according to mol ratio 1:2.0 mixed dissolution in water, under room temperature condition, stir 2 hours, filter and obtain hydroxylating 1-octyl group-3-methylimidazole chloro salt iron complex.
Embodiment 10:
(1)chloro octane is mixed according to mol ratio 1:1.2 with ethyl imidazol(e), stirs 48 hours at 85 DEG C, obtained 1-octyl group-3-ethyl imidazol(e) ionic liquid chloro salt;
(2)by obtained 1-octyl group-3-ethyl imidazol(e) ionic liquid chloro salt and ferrous nitrate according to mol ratio 1:3 mixed dissolution in water, under 50 DEG C of conditions, stir 2 hours, obtain 1-octyl group-3-ethyl imidazole chloro salt iron complex;
(3)by 1-octyl group-3-ethyl imidazole chloro salt iron complex and potassium hydroxide according to mol ratio 1:2.5 mixed dissolution in water, under room temperature condition, stir 2 hours, filter and obtain hydroxylating 1-octyl group-3-ethyl imidazol(e) chloro salt iron complex.
Embodiment 11:
(1)bromic ether is mixed according to mol ratio 1:1.05 with methylimidazole, stirs 48 hours at 80 DEG C, obtained 1-ethyl-3-methylimidazole ionic liquid bromo salt;
(2)by obtained 1-ethyl-3-methylimidazole ionic liquid bromo salt and ferrous sulfate according to mol ratio 1:2 mixed dissolution in water, under 50 DEG C of conditions, stir 2 hours, obtain 1-ethyl-3-methylimidazole base bromo salt iron complex;
(3)by 1-ethyl-3-methylimidazole base bromo salt iron complex and NaOH according to mol ratio 1:2.5 mixed dissolution in water, under room temperature condition, stir 2 hours, filter and obtain hydroxylating 1-ethyl-3-methylimidazole bromo salt iron complex.
Embodiment 12:
(1)bromic ether is mixed according to mol ratio 1:1.05 with ethyl imidazol(e), stirs 48 hours at 80 DEG C, obtained 1,3-diethyl imidazolium ionic liquid bromo salt;
(2)by 1,3-obtained diethyl imidazolium ionic liquid bromo salt and ferrous sulfate according to mol ratio 1:2 mixed dissolution in water, under 50 DEG C of conditions, stir 2 hours, obtain 1,3-diethyl imidazolium base bromo salt iron complex;
(3)by 1,3-diethyl imidazolium base bromo salt iron complex and NaOH according to mol ratio 1:2.5 mixed dissolution in water, under room temperature condition, stir 2 hours, filter and obtain hydroxylating 1,3-diethyl imidazolium bromo salt iron complex.
Embodiment 13:
(1)bromo propane is mixed according to mol ratio 1:1.05 with methylimidazole, stirs 48 hours at 80 DEG C, obtained 1-propyl group-3-methylimidazole ionic liquid bromo salt;
(2)by obtained 1-propyl group-3-methylimidazole ionic liquid bromo salt and ferrous sulfate according to mol ratio 1:2 mixed dissolution in water, under 50 DEG C of conditions, stir 2 hours, obtain 1-propyl group-3-methylimidazolyl bromo salt iron complex;
(3)by 1-propyl group-3-methylimidazolyl bromo salt iron complex and NaOH according to mol ratio 1:2.5 mixed dissolution in water, under room temperature condition, stir 2 hours, filter and obtain hydroxylating 1-propyl group-3-methylimidazole bromo salt iron complex.
Embodiment 14:
(1)bromo propane is mixed according to mol ratio 1:1.05 with ethyl imidazol(e), stirs 48 hours at 80 DEG C, obtained 1-propyl group-3-ethyl imidazol(e) ionic liquid bromo salt;
(2)by obtained 1-propyl group-3-ethyl imidazol(e) ionic liquid bromo salt and ferrous sulfate according to mol ratio 1:2 mixed dissolution in water, under 50 DEG C of conditions, stir 2 hours, obtain 1-propyl group-3-ethyl imidazole bromo salt iron complex;
(3)by 1-propyl group-3-ethyl imidazole bromo salt iron complex and NaOH according to mol ratio 1:2.5 mixed dissolution in water, under room temperature condition, stir 2 hours, filter and obtain hydroxylating 1 propyl group-3-ethyl imidazol(e) bromo salt iron complex.
Embodiment 15:
(1)bromination of n-butane is mixed according to mol ratio 1:1.1 with methylimidazole, stirs 48 hours at 85 DEG C, obtained 1-butyl-3-methylimidazole ionic liquid bromo salt;
(2)by obtained 1-butyl-3-methylimidazole ionic liquid bromo salt and frerrous chloride according to mol ratio 1:2.5 mixed dissolution in water, under 50 DEG C of conditions, stir 2 hours, obtain 1-butyl-3-methylimidazolyl bromo salt iron complex;
(3)by 1-butyl-3-methylimidazolyl bromo salt iron complex and barium hydroxide according to mol ratio 1:2.5 mixed dissolution in water, under room temperature condition, stir 2 hours, filter and obtain hydroxylating 1-butyl-3-methylimidazole bromo salt iron complex.
Embodiment 16:
(1)bromination of n-butane is mixed according to mol ratio 1:1.05 with ethyl imidazol(e), stirs 48 hours at 85 DEG C, obtained 1-butyl-3-ethyl imidazol(e) ionic liquid bromo salt;
(2)by obtained 1-butyl-3-ethyl imidazol(e) ionic liquid bromo salt and ferrous sulfate according to mol ratio 1:2 mixed dissolution in water, under 50 DEG C of conditions, stir 2 hours, obtain 1-butyl-3-ethyl imidazole bromo salt iron complex;
(3)by 1-butyl-3-ethyl imidazole bromo salt iron complex and potassium hydroxide according to mol ratio 1:2.5 mixed dissolution in water, under room temperature condition, stir 2 hours, filter and obtain hydroxylating 1-butyl-3-ethyl imidazol(e) bromo salt iron complex.
Embodiment 17:
(1)bromo propane is mixed according to mol ratio 1:1.2 with methylimidazole, stirs 48 hours at 85 DEG C, obtained 1-isopropyl-3-methylimidazole ionic liquid bromo salt;
(2)by obtained 1-isopropyl-3-methylimidazole ionic liquid bromo salt and ferrous nitrate according to mol ratio 1:2.5 mixed dissolution in water, under 50 DEG C of conditions, stir 2 hours, obtain 1-isopropyl-3-methylimidazolyl bromo salt iron complex;
(3)by 1-isopropyl-3-methylimidazolyl bromo salt iron complex and ammoniacal liquor according to mol ratio 1:3 mixed dissolution in water, under room temperature condition, stir 2 hours, filter and obtain hydroxylating 1-isopropyl-3-methylimidazole bromo salt iron complex.
Embodiment 18:
(1)bromo propane is mixed according to mol ratio 1:1.1 with ethyl imidazol(e), stirs 48 hours at 85 DEG C, obtained 1-isopropyl-3-ethyl imidazol(e) ionic liquid bromo salt;
(2)by obtained 1-isopropyl-3-ethyl imidazol(e) ionic liquid bromo salt and frerrous chloride according to mol ratio 1:3 mixed dissolution in water, under 50 DEG C of conditions, stir 2 hours, obtain 1-isopropyl-3-ethyl imidazole bromo salt iron complex;
(3)by 1-isopropyl alkane-3-ethyl imidazole bromo salt iron complex and NaOH according to mol ratio 1:2.0 mixed dissolution in water, under room temperature condition, stir 2 hours, filter and obtain hydroxylating 1-isopropyl-3-ethyl imidazol(e) bromo salt iron complex.
Embodiment 19:
(1)bromooctane is mixed according to mol ratio 1:1.2 with methylimidazole, stirs 48 hours at 85 DEG C, obtained 1-octyl group-3-methylimidazole ionic liquid bromo salt;
(2)by obtained 1-octyl group-3-methylimidazole ionic liquid bromo salt and ferrous sulfate according to mol ratio 1:2.5 mixed dissolution in water, under 50 DEG C of conditions, stir 2 hours, obtain 1-octyl group-3-methylimidazolyl bromo salt iron complex;
(3)by 1-octyl group-3-methylimidazolyl bromo salt iron complex and NaOH according to mol ratio 1:2.0 mixed dissolution in water, under room temperature condition, stir 2 hours, filter and obtain hydroxylating 1-octyl group-3-methylimidazole bromo salt iron complex.
Embodiment 20:
(1)bromooctane is mixed according to mol ratio 1:1.2 with ethyl imidazol(e), stirs 48 hours at 85 DEG C, obtained 1-octyl group-3-ethyl imidazol(e) ionic liquid bromo salt;
(2)by obtained 1-octyl group-3-ethyl imidazol(e) ionic liquid bromo salt and ferrous nitrate according to mol ratio 1:3 mixed dissolution in water, under 50 DEG C of conditions, stir 2 hours, obtain 1-octyl group-3-ethyl imidazole bromo salt iron complex;
(3)by 1-octyl group-3-ethyl imidazole bromo salt iron complex and potassium hydroxide according to mol ratio 1:2.5 mixed dissolution in water, under room temperature condition, stir 2 hours, filter and obtain hydroxylating 1-octyl group-3-ethyl imidazol(e) bromo salt iron complex.
Reactive dye adsorbent of the present invention joins in pending active dye wastewater, and reactive dye, by electrostatic attraction or mating reaction and the effect of hydroxylating imidazolium ionic liquid iron complex, are adsorbed to adsorbent surface.
Using alkaline solution if sodium hydroxide solution is as eluant, eluent, can by the dyestuff wash-out on adsorbent, realize being separated of adsorbent and dyestuff, the reactive dye after desorb are recycling, and the adsorbent after desorb can direct reuse.
Reactive dye adsorbent prepared by the present embodiment 1-20 is for Active dye waste water treatment:
Experimental example 1:
Get each 0.005g of hydroxylating imidazole ion liquid iron complex prepared by above-described embodiment 1-20, at room temperature, be that 0.050g/L active blue 19 dye solution 3.0ml mixes respectively with concentration, add the hydrochloric acid solution that 0.1ml concentration is 0.02mol/L again, shake 10 minutes, after centrifugation, measure the absorbance of the rear active blue 19 solution of absorption.Follow according to dye strength and absorbance standard curve, calculate reactive dye concentration in the rear waste water of absorption.Follow according to adsorption rate=(c
0-c)/c
0(c
0for initial dye concentration) calculate adsorption rate, obtain the adsorption rate of embodiment 1-20 product hydroxylating imidazolium ionic liquid iron complex as adsorbent.Result is as shown in table 1.
Table 1 embodiment 1-20 product is as the adsorption rate (adsorbent: 0.005g) of adsorbent to active blue 19
| Adsorbent | Adsorption rate % | Adsorbent | Adsorption rate % |
| Embodiment 1 | 92 | Embodiment 11 | 93 |
| Embodiment 2 | 92 | Embodiment 12 | 92 |
| Embodiment 3 | 91 | Embodiment 13 | 92 |
| Embodiment 4 | 91 | Embodiment 14 | 91 |
| Embodiment 5 | 90 | Embodiment 15 | 89 |
| Embodiment 6 | 85 | Embodiment 16 | 86 |
| Embodiment 7 | 82 | Embodiment 17 | 83 |
| Embodiment 8 | 79 | Embodiment 18 | 80 |
| Embodiment 9 | 75 | Embodiment 19 | 77 |
| Embodiment 10 | 70 | Embodiment 20 | 73 |
Experimental example 2;
Get each 0.01g of hydroxylating imidazolium ionic liquid iron complex prepared by above-described embodiment 1-20, at room temperature, be that the active blue 19 dye solution 3.0ml of 0.050g/L mixes respectively with concentration, add the hydrochloric acid solution that 0.1ml concentration is 0.02mol/L again, shake 10 minutes, after centrifugation, measure the absorbance of the rear active blue 19 solution of absorption.Follow according to dye strength and absorbance standard curve, calculate reactive dye concentration in the rear waste water of absorption.Follow according to adsorption rate=(c
0-c)/c
0(c
0for initial dye concentration) calculate adsorption rate, obtain the adsorption rate of embodiment 1-20 product hydroxylating imidazolium ionic liquid iron complex as adsorbent.Result is as shown in table 2.
Table 2 embodiment 1-20 product is as the adsorption rate (adsorbent: 0.01g) of adsorbent to active blue 19
| Adsorbent | Adsorption rate % | Adsorbent | Adsorption rate % |
| Embodiment 1 | 95 | Embodiment 11 | 94 |
| Embodiment 2 | 94 | Embodiment 12 | 94 |
| Embodiment 3 | 93 | Embodiment 13 | 93 |
| Embodiment 4 | 92 | Embodiment 14 | 92 |
| Embodiment 5 | 91 | Embodiment 15 | 90 |
| Embodiment 6 | 88 | Embodiment 16 | 89 |
| Embodiment 7 | 85 | Embodiment 17 | 86 |
| Embodiment 8 | 83 | Embodiment 18 | 82 |
| Embodiment 9 | 80 | Embodiment 19 | 80 |
| Embodiment 10 | 78 | Embodiment 20 | 76 |
Experimental example 3:
Get each 0.02g of hydroxylating imidazolium ionic liquid iron complex prepared by above-described embodiment 1-20, at room temperature, be that the active blue 19 dye solution 3.0ml of 0.050g/L mixes respectively with concentration, add the hydrochloric acid solution that 0.1ml concentration is 0.02mol/L again, shake 10 minutes, after centrifugation, measure the absorbance of the rear active blue 19 solution of absorption.Follow according to dye strength and absorbance standard curve, calculate reactive dye concentration in the rear waste water of absorption.Follow according to adsorption rate=(c
0-c)/c
0(c
0for initial dye concentration) calculate adsorption rate, obtain the adsorption rate of embodiment 1-20 product hydroxylating imidazolium ionic liquid iron complex as adsorbent.Result is as shown in table 3.
Table 3 embodiment 1-20 product is as the adsorption rate (adsorbent: 0.02g) of adsorbent to active blue 19
| Adsorbent | Adsorption rate % | Adsorbent | Adsorption rate % |
| Embodiment 1 | 98 | Embodiment 11 | 99 |
| Embodiment 2 | 97 | Embodiment 12 | 97 |
| Embodiment 3 | 97 | Embodiment 13 | 96 |
| Embodiment 4 | 96 | Embodiment 14 | 95 |
| Embodiment 5 | 94 | Embodiment 15 | 92 |
| Embodiment 6 | 89 | Embodiment 16 | 90 |
| Embodiment 7 | 88 | Embodiment 17 | 88 |
| Embodiment 8 | 86 | Embodiment 18 | 86 |
| Embodiment 9 | 83 | Embodiment 19 | 81 |
| Embodiment 10 | 78 | Embodiment 20 | 80 |
Can find out from above form, increase with adsorbent amount, active blue 19 Dye Adsorption rate increases, and when adsorbent amount is greater than 0.02g, the adsorption rate of hydroxylating 1-ethyl-3-methylimidazole chloro salt iron complex is maximum, reaches 99%.
Experimental example 4:
Get each 0.005g of hydroxylating imidazolium ionic liquid iron complex prepared by above-described embodiment 1-20, at room temperature, be that the active red B-3BD dye solution 4.0ml of 0.050g/L mixes respectively with concentration, shake 10 minutes, after centrifugation, measure the absorbance of the rear active red B-3BD dye solution of absorption.Follow according to dye strength and absorbance standard curve, calculate reactive dye concentration in the rear waste water of absorption.Follow according to adsorption rate=(c
0-c)/c
0(c
0for initial dye concentration) calculate adsorption rate, obtain the adsorption rate of embodiment 1-20 product hydroxylating imidazolium ionic liquid iron complex as adsorbent.Result is as shown in table 4.
Table 4 embodiment 1-20 product is as the adsorption rate (adsorbent: 0.005g) of adsorbent to active red B-3BD
| Adsorbent | Adsorption rate % | Adsorbent | Adsorption rate % |
| Embodiment 1 | 93 | Embodiment 11 | 94 |
| Embodiment 2 | 92 | Embodiment 12 | 93 |
| Embodiment 3 | 92 | Embodiment 13 | 92 |
| Embodiment 4 | 90 | Embodiment 14 | 90 |
| Embodiment 5 | 88 | Embodiment 15 | 90 |
| Embodiment 6 | 84 | Embodiment 16 | 89 |
| Embodiment 7 | 81 | Embodiment 17 | 88 |
| Embodiment 8 | 80 | Embodiment 18 | 82 |
| Embodiment 9 | 79 | Embodiment 19 | 79 |
| Embodiment 10 | 75 | Embodiment 20 | 74 |
Experimental example 5:
Get each 0.010g of hydroxylating imidazolium ionic liquid iron complex prepared by above-described embodiment 1 to 20, at room temperature, be that the active red B-3BD dye solution 4.0ml of 0.050g/L mixes respectively with concentration, shake 10 minutes, after centrifugation, measure the absorbance of the rear active red B-3BD dye solution of absorption.Follow according to dye strength and absorbance standard curve, calculate reactive dye concentration in the rear waste water of absorption.Follow according to adsorption rate=(c
0-c)/c
0(c
0for initial dye concentration) calculate adsorption rate, obtain the adsorption rate of embodiment 1-20 product hydroxylating imidazolium ionic liquid iron complex as adsorbent.Result is as shown in table 5.
Table 5 embodiment 1-20 product is as the adsorption rate (adsorbent: 0.010g) of adsorbent to active red B-3BD
| Adsorbent | Adsorption rate % | Adsorbent | Adsorption rate % |
| Embodiment 1 | 93 | Embodiment 11 | 94 |
| Embodiment 2 | 92 | Embodiment 12 | 93 |
| Embodiment 3 | 92 | Embodiment 13 | 92 |
| Embodiment 4 | 90 | Embodiment 14 | 90 |
| Embodiment 5 | 88 | Embodiment 15 | 90 |
| Embodiment 6 | 84 | Embodiment 16 | 89 |
| Embodiment 7 | 81 | Embodiment 17 | 88 |
| Embodiment 8 | 80 | Embodiment 18 | 82 |
| Embodiment 9 | 79 | Embodiment 19 | 79 |
| Embodiment 10 | 75 | Embodiment 20 | 74 |
Experimental example 6:
Get each 0.02g of hydroxylating imidazolium ionic liquid iron complex prepared by above-described embodiment 1 to 20, at room temperature, be that the active red B-3BD dye solution 4.0ml of 0.050g/L mixes respectively with concentration, shake 10 minutes, after centrifugation, measure the absorbance of the rear active red B-3BD dye solution of absorption.Follow according to dye strength and absorbance standard curve, calculate reactive dye concentration in the rear waste water of absorption.Follow according to adsorption rate=(c
0-c)/c
0(c
0for initial dye concentration) calculate adsorption rate, obtain the adsorption rate of embodiment 1-20 product hydroxylating imidazolium ionic liquid iron complex as adsorbent.Result is as shown in table 6.
Table 6 embodiment 1-20 product is as the adsorption rate (adsorbent: 0.02g) of adsorbent to active red B-3BD
| Adsorbent | Adsorption rate % | Adsorbent | Adsorption rate % |
| Embodiment 1 | 98 | Embodiment 11 | 99 |
| Embodiment 2 | 98 | Embodiment 12 | 98 |
| Embodiment 3 | 97 | Embodiment 13 | 97 |
| Embodiment 4 | 97 | Embodiment 14 | 97 |
| Embodiment 5 | 95 | Embodiment 15 | 96 |
| Embodiment 6 | 94 | Embodiment 16 | 95 |
| Embodiment 7 | 91 | Embodiment 17 | 93 |
| Embodiment 8 | 89 | Embodiment 18 | 90 |
| Embodiment 9 | 87 | Embodiment 19 | 86 |
| Embodiment 10 | 86 | Embodiment 20 | 85 |
Can find out from above form, increase with adsorbent amount, active red B-3BD Dye Adsorption rate increases, and when adsorbent amount is 0.02g, the adsorption rate of hydroxylating 1-ethyl-3-methylimidazole bromo salt iron complex is maximum, reaches 99%.
Claims (3)
1. an Active dye waste water absorbent, is characterized in that: the structural formula of adsorbent is
Wherein: R
1=C
nh
2n+1, n=1-8;
R
2=C
nH
2n+1，n=1-8。
2. a preparation method for Active dye waste water absorbent, is characterized in that:
By ionic liquid solidification and hydroxylating, synthesize a kind of iron complex containing ionic liquid group, oh group, its reaction equation is:
The preparation method of above-mentioned hydroxylating imidazolium ionic liquid ferrous metal complex Active dye waste water absorbent:
(1) brominated alkanes is mixed with alkyl imidazole, stir 24-48 hour at 75-85 DEG C, obtained imidazolium ionic liquid salt;
(2) above-mentioned imidazolium ionic liquid salt and ferrous salt are dissolved in water, stir 2-10 hour at 20-90 DEG C, obtained imidazolium ionic liquid iron complex;
(3) above-mentioned imidazolium ionic liquid iron complex is mixed with aqueous slkali, under room temperature condition, stir 1-2 hour, filter and obtain hydroxylating imidazolium ionic liquid iron complex.
3. the preparation method of Active dye waste water absorbent according to claim 2, is characterized in that:
Described brominated alkanes is: bromic ether, bromo propane, bromination of n-butane, bromo propane, bromo pentane, bromooctane one;
Described alkyl imidazole is: methylimidazole, ethyl imidazol(e) one;
Described ferrous salt is: ferrous sulfate;
Described aqueous slkali is: NaOH, potassium hydroxide, ammoniacal liquor, barium hydroxide solution one.
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|---|---|---|---|---|
| JP3247584B2 (en) * | 1995-06-29 | 2002-01-15 | 株式会社荏原製作所 | Method for producing phosphorus adsorbent and method for removing phosphorus |
| CN103007883A (en) * | 2012-12-13 | 2013-04-03 | 武汉钢铁(集团)公司 | Iron and steel industrial wastewater iron remover and preparation method thereof |
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|---|---|---|---|---|
| JP3247584B2 (en) * | 1995-06-29 | 2002-01-15 | 株式会社荏原製作所 | Method for producing phosphorus adsorbent and method for removing phosphorus |
| CN103007883A (en) * | 2012-12-13 | 2013-04-03 | 武汉钢铁(集团)公司 | Iron and steel industrial wastewater iron remover and preparation method thereof |
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