CN104785211A - Method for adsorbing uranyl by using amide group-immobilized beta-cyclodextrin - Google Patents
Method for adsorbing uranyl by using amide group-immobilized beta-cyclodextrin Download PDFInfo
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- CN104785211A CN104785211A CN201510204915.9A CN201510204915A CN104785211A CN 104785211 A CN104785211 A CN 104785211A CN 201510204915 A CN201510204915 A CN 201510204915A CN 104785211 A CN104785211 A CN 104785211A
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Abstract
The invention relates to a method for adsorbing uranyl by using amide group-immobilized beta-cyclodextrin. According to the method, a novel adsorbent of beta-cyclodextrin bonded silica gel is synthesized, then salicylamide is used for modifying beta-cyclodextrin, and C=O and -NH2 capable of chelating metal ions are introduced for better adsorbing uranyl ions. The used raw materials are inexpensive in price and easy to buy. The results show that when the pH value is 4.5, the adsorption process can reach adsorption equilibrium within 60 min, and the maximum adsorption capacity is 41.6 mg/g; the adsorption process is in line with the Langmuir adsorption isotherm and Lagergren first-order rate equation. When the concentrations of interfering ions Fe3+, Cu2+, Mg2+ and Na+ are less than 15 mg/L, the presence of the ions has no significant effect on the adsorption capacity of UO22+.
Description
Technical field
The present invention relates to a kind of method utilizing amide groups immobilized beta-schardinger dextrin-absorption uranyl.
Background technology
Along with the fast development of uranium mining and energy industry, a large amount of industrial wastewater containing uranium element is discharged in environment and goes, and result in large-scale environmental pollution.Therefore, to the height extensive concern of the absorption of the uranium research person that causes Related Work.This method utilizes beta-schardinger dextrin-to have the cavity structure feature of external hydrophilic, inner hydrophobic, by the interaction of Subjective and Objective, the inner chamber of beta-schardinger dextrin-can optionally with some metallo-chelate molecule forming bag mixture.Therefore, amide groups immobilized beta-schardinger dextrin-selective absorption uranyl ion is utilized to have positive effect.
Summary of the invention
For solving the problem, a kind of method utilizing amide groups immobilized beta-schardinger dextrin-absorption uranyl of special proposition.Synthesize a kind of adsorbent of novel beta-schardinger dextrin-bonded silica gel, then utilized salicylamide to modify beta-schardinger dextrin-, introduce C=O and the-NH metal ion to chelation
2, uranyl ion is better adsorbed.The method comprises the steps:
The preparation of 1 adsorbent
The preparation of 1.1 chloropropylation silica gel
The method of silica gel activating: get the concentrated nitric acid solution (V that 10 g silica gel join 120-150 mL
hNO3: V
h2O=1:1) in, soak 20-30 h under room temperature.Stir once at set intervals, to soak more complete.Nitric acid dousing makes a small amount of inorganic impurity removing in silica gel, and can increase the number of Silica Surface hydroxyl.Spend deionized water silica gel again until neutrality, and then with acetone washing, be convenient to remove the organic impurities in silica gel.Put into 120 DEG C of baking ovens and dry 8-10h, the mechanical water of removing Silica Surface, the hydroxyl on activated silica gel surface.It is stand-by that taking-up is placed in drier.
The preparation of chloropropylation silica gel (CPS): the activated silica gel taking 10.0 g is distributed in dry toluene, under agitation, adds the 3-chloropropyl triethoxysilane of 10mL, under nitrogen protection, and 100-110 DEG C of back flow reaction 20-24 h.After completion of the reaction, carry out suction filtration, respectively with toluene, acetone, intermediate water washing several, then by solid dry 8 h in baking oven.
The synthesis of 1.2 beta-schardinger dextrin-bonding chloropropyl silica gel
The beta-schardinger dextrin-taking 10.0 g recrystallizations is dissolved in the DMF (DMF) of 120mL drying, is then joined in DMF solution by the sodium metal of 1.0g.Reaction under room temperature, until bubble-free produces, is carried out suction filtration, is obtained filtrate for subsequent use.Join in filtrate by the chloropropylation silica gel be obtained by reacting, mixed liquor reacts 20-24 h under the condition of 90-100 DEG C.React complete, suction filtration, and with DMF, acetone and intermediate water washing several, then solid is put into dry 8 h of baking oven.
The immobilized beta-schardinger dextrin-of 1.3 salicylamide produces adsorbent
4.0 g salicylamides are dissolved in the acetone of 120 ml, then slowly add the epoxychloropropane of 4 ml.Reaction system reacts 10-14 h under the condition of 60 DEG C.Then, the beta-schardinger dextrin-bonded silica gel polymer 10.0g (Si-β-CD) obtained is joined in system, continue reaction 24-30h.Suction filtration, and carry out washing for several times with acetone and intermediate water, be then put in dry 6 h in baking oven and, to weight, prepare the adsorbent of the immobilized beta-schardinger dextrin-of acid amides.Total reaction scheme as shown in Figure 1.
The powder of adsorbent is used for adsorbing uranyl by 2
Preparation UO
2 2+content is 25mg/L, utilize the NaOH solution of 0.1 mol/L and the HCl solution of 0.1 mol/L to regulate pH to be 3-6, get the adsorbent sample that 100 mL add 10 mg, at 25 DEG C of magnetic agitation 60 min, centrifugation, measures the concentration of adsorbance and the rear uranyl ion solution of absorption.
Following formula is utilized to calculate adsorbance Q:
Wherein, C
0the initial concentration of uranyl ion, unit: mg/L; C is the equilibrium concentration of uranyl ion, unit: mg/L; V is the volume of solution, unit: L; M is the quality of adsorbent, unit: g.
accompanying drawing illustrates:
The synthetic reaction route map of Fig. 1 adsorbent.
detailed description of the invention:
Embodiment 1
Get the concentrated nitric acid solution (V that 10 g silica gel join 120 mL
hNO3: V
h2O=1:1) in, soak 20 h under room temperature.Stir at set intervals once, make it to soak completely.Spend deionized water silica gel again until neutrality; and then dry 8h with putting into 120 DEG C of baking ovens after acetone washing; the activated silica gel taking 10.0 g is distributed in dry toluene; under agitation; add the 3-chloropropyl triethoxysilane of 10mL; under nitrogen protection, 100 DEG C of back flow reaction 20 h.After completion of the reaction, carry out suction filtration, respectively with toluene, acetone, intermediate water washing several, then by solid dry 8 h in baking oven.The beta-schardinger dextrin-taking 10.0 g recrystallizations is dissolved in the DMF (DMF) of 120mL drying, is then joined in DMF solution by the sodium metal of 1.0g.Reaction under room temperature, until bubble-free produces, is carried out suction filtration, is obtained filtrate for subsequent use.Join in filtrate by the chloropropylation silica gel be obtained by reacting, mixed liquor reacts 20 h under the condition of 90 DEG C.React complete, suction filtration, and with DMF, acetone and intermediate water washing several, then beta-schardinger dextrin-bonding chloropropyl silica gel is put into dry 8 h of baking oven stand-by.
4.0 g salicylamides are dissolved in the acetone of 120 ml, then slowly add the epoxychloropropane of 4 ml.Reaction system is reacted under the condition of 60 DEG C
10h.Then, the beta-schardinger dextrin-bonding chloropropyl silica gel 10.0g in baking oven is joined in reaction system, continue reaction 24h.Suction filtration, and carry out washing for several times with acetone and intermediate water, be then put in dry 5 h in baking oven and obtain adsorbent sample 1.
Powder in sample 1 is used for adsorbing uranyl.Preparation UO
2 2content is 25mg/L, utilizes the NaOH solution of 0.1 mol/L and the HCl solution of 0.1 mol/L to regulate pH to be 3, gets
100 ml adds the adsorbent sample 1 of 10 mg, and at 25 DEG C of magnetic agitation 60 min, centrifugation, the concentration measuring the rear uranyl ion solution of absorption is 27.5mg/g.
Embodiment 2
Get the concentrated nitric acid solution (V that 10 g silica gel join 130 mL
hNO3: V
h2O=1:1) in, soak 24 h under room temperature.Stir at set intervals once, make it to soak completely.Spend deionized water silica gel again until neutrality; and then to dry 10h for subsequent use with putting into 120 DEG C of baking ovens after acetone washing; the activated silica gel taking 10.0 g is distributed in dry toluene; under agitation; add the 3-chloropropyl triethoxysilane of 10mL; under nitrogen protection, 110 DEG C of back flow reaction 20 h.After completion of the reaction, carry out suction filtration, respectively with acetone, intermediate water washing several, then by for subsequent use for solid dry 8 h in baking oven.The beta-schardinger dextrin-taking 10.0 g recrystallizations is dissolved in the DMF (DMF) of 120mL drying, is then joined in DMF solution by the sodium metal of 1.0g.Reaction under room temperature, until bubble-free produces, is carried out suction filtration, is obtained filtrate for subsequent use.Join in filtrate by the chloropropylation silica gel be obtained by reacting, mixed liquor reacts 20 h under the condition of 95 DEG C.React complete, suction filtration, and with DMF, acetone and intermediate water washing several, then solid is put into dry 8 h of baking oven and obtain beta-schardinger dextrin-bonding chloropropyl silica gel.
4.0 g salicylamides are dissolved in the acetone of 120 ml, then slowly add the epoxychloropropane of 4 ml.Reaction system reacts 12 h under the condition of 60 DEG C.Then, beta-schardinger dextrin-bonding chloropropyl silica gel 10.0g is joined in reaction system, continue reaction 26h.Suction filtration, and carry out washing for several times with acetone and intermediate water, be then put in dry 5 h in baking oven and obtain adsorbent sample 2.
Powder in sample 2 is used for adsorbing uranyl.Preparation UO
2 2content is 25mg/L, regulates pH to be the 4.0 adsorbent samples 2 getting that 100 mL add 10 mg, and at 25 DEG C of magnetic agitation 60 min, centrifugation, measuring the concentration of uranyl ion solution after absorption is 32.5mg/g.
Embodiment 3
Get the concentrated nitric acid solution (V that 10 g silica gel join 140 mL
hNO3: V
h2O=1:1) in, soak 24 h under room temperature.Stir at set intervals once, make it to soak completely.Spend deionized water silica gel again until neutrality; and then to dry 12h for subsequent use with putting into 120 DEG C of baking ovens after acetone washing; the activated silica gel taking 10.0 g is distributed in dry toluene; under agitation; add the 3-chloropropyl triethoxysilane of 10mL; under nitrogen protection, 110 DEG C of back flow reaction 24 h.After completion of the reaction, carry out suction filtration, respectively with acetone, intermediate water washing several, then by for subsequent use for solid dry 10h in baking oven.The beta-schardinger dextrin-taking 10.0 g recrystallizations is dissolved in the DMF (DMF) of 120mL drying, is then joined in DMF solution by the sodium metal of 1.0g.Reaction under room temperature, until bubble-free produces, is carried out suction filtration, is obtained filtrate for subsequent use.Join in filtrate by the chloropropylation silica gel be obtained by reacting, mixed liquor reacts 22 h under the condition of 100 DEG C.React complete, suction filtration, and with DMF, acetone and intermediate water washing several, then solid is put into dry 8 h of baking oven and obtain beta-schardinger dextrin-bonding chloropropyl silica gel.
4.0 g salicylamides are dissolved in the acetone of 120 ml, then slowly add the epoxychloropropane of 4 ml.Reaction system reacts 12 h under the condition of 60 DEG C.Then, beta-schardinger dextrin-bonding chloropropyl silica gel 10.0g is joined in reaction system, continue reaction 28h.Suction filtration, and carry out washing for several times with acetone and intermediate water, be then put in dry 6 h in baking oven and obtain adsorbent sample 3.
Powder in sample 3 is used for adsorbing uranyl.Preparation UO
2 2content is 25mg/L, regulates pH to be 4.5, gets the adsorbent sample 3 that 100 mL add 10 mg, and at 30 DEG C of magnetic agitation 90 min, centrifugation, the concentration measuring the rear uranyl ion solution of absorption is 41.6mg/g.
Embodiment 4
Get the concentrated nitric acid solution (V that 10 g silica gel join 150 mL
hNO3: V
h2O=1:1) in, soak 24 h under room temperature.Stir at set intervals once, make it to soak completely.Spend deionized water silica gel again until neutrality; and then to dry 12h for subsequent use with putting into 120 DEG C of baking ovens after acetone washing; the activated silica gel taking 10.0 g is distributed in dry toluene; under agitation; add the 3-chloropropyl triethoxysilane of 10mL; under nitrogen protection, 110 DEG C of back flow reaction 24 h.After completion of the reaction, carry out suction filtration, respectively with acetone, intermediate water washing several, then by for subsequent use for solid dry 10h in baking oven.The beta-schardinger dextrin-taking 10.0 g recrystallizations is dissolved in the DMF (DMF) of 120mL drying, is then joined in DMF solution by the sodium metal of 1.0g.Reaction under room temperature, until bubble-free produces, is carried out suction filtration, is obtained filtrate for subsequent use.Join in filtrate by the chloropropylation silica gel be obtained by reacting, mixed liquor reacts 24 h under the condition of 100 DEG C.React complete, suction filtration, and with DMF, acetone and intermediate water washing several, then solid is put into dry 8 h of baking oven and obtain beta-schardinger dextrin-bonding chloropropyl silica gel.
4.0 g salicylamides are dissolved in the acetone of 120 ml, then slowly add the epoxychloropropane of 4 ml.Reaction system reacts 12 h under the condition of 60 DEG C.Then, beta-schardinger dextrin-bonding chloropropyl silica gel 10.0g is joined in reaction system, continue reaction 30h.Suction filtration, and carry out washing for several times with acetone and intermediate water, be then put in dry 6 h in baking oven and obtain adsorbent sample 4.
Powder in sample 4 is used for adsorbing uranyl.Preparation UO
2 2content is 25mg/L, regulates pH to be 5, gets the adsorbent sample 4 that 100 mL add 10 mg, and at 30 DEG C of magnetic agitation 90 min, centrifugation, the concentration measuring the rear uranyl ion solution of absorption is 40.8mg/g.
Embodiment 5
Get the concentrated nitric acid solution (V that 10 g silica gel join 150 mL
hNO3: V
h2O=1:1) in, soak 24 h under room temperature.Stir at set intervals once, make it to soak completely.Spend deionized water silica gel again until neutrality; and then to dry 12h for subsequent use with putting into 120 DEG C of baking ovens after acetone washing; the activated silica gel taking 10.0 g is distributed in dry toluene; under agitation; add the 3-chloropropyl triethoxysilane of 10mL; under nitrogen protection, 110 DEG C of back flow reaction 24 h.After completion of the reaction, carry out suction filtration, respectively with acetone, intermediate water washing several, then by for subsequent use for solid dry 10h in baking oven.The beta-schardinger dextrin-taking 10.0 g recrystallizations is dissolved in the DMF (DMF) of 120mL drying, is then joined in DMF solution by the sodium metal of 1.0g.Reaction under room temperature, until bubble-free produces, is carried out suction filtration, is obtained filtrate for subsequent use.Join in filtrate by the chloropropylation silica gel be obtained by reacting, mixed liquor reacts 24 h under the condition of 100 DEG C.React complete, suction filtration, and with DMF, acetone and intermediate water washing several, then solid is put into dry 8 h of baking oven and obtain beta-schardinger dextrin-bonding chloropropyl silica gel.
4.0 g salicylamides are dissolved in the acetone of 120 ml, then slowly add the epoxychloropropane of 4 ml.Reaction system reacts 14 h under the condition of 60 DEG C.Then, beta-schardinger dextrin-bonding chloropropyl silica gel 10.0g is joined in reaction system, continue reaction 30h.Suction filtration, and carry out washing for several times with acetone and intermediate water, be then put in dry 6 h in baking oven and obtain adsorbent sample 5.
Powder in sample 5 is used for adsorbing uranyl.Preparation UO
2 2content is 25mg/L, regulates pH to be 6, gets the adsorbent sample 5 that 100 mL add 10 mg, and at 25 DEG C of magnetic agitation 90 min, centrifugation, the concentration measuring the rear uranyl ion solution of absorption is 30.2mg/g.
Embodiment 6
Get the concentrated nitric acid solution (V that 10 g silica gel join 150 mL
hNO3: V
h2O=1:1) in, soak 24 h under room temperature.Stir at set intervals once, make it to soak completely.Spend deionized water silica gel again until neutrality; and then to dry 12h for subsequent use with putting into 120 DEG C of baking ovens after acetone washing; the activated silica gel taking 10.0 g is distributed in dry toluene; under agitation; add the 3-chloropropyl triethoxysilane of 10mL; under nitrogen protection, 110 DEG C of back flow reaction 24 h.After completion of the reaction, carry out suction filtration, respectively with acetone, intermediate water washing several, then by for subsequent use for solid dry 10h in baking oven.The beta-schardinger dextrin-taking 10.0 g recrystallizations is dissolved in the DMF (DMF) of 120mL drying, is then joined in DMF solution by the sodium metal of 1.0g.Reaction under room temperature, until bubble-free produces, is carried out suction filtration, is obtained filtrate for subsequent use.Join in filtrate by the chloropropylation silica gel be obtained by reacting, mixed liquor reacts 24 h under the condition of 95 DEG C.React complete, suction filtration, and with DMF, acetone and intermediate water washing several, then solid is put into dry 8 h of baking oven and obtain beta-schardinger dextrin-bonding chloropropyl silica gel.
4.0 g salicylamides are dissolved in the acetone of 120 ml, then slowly add the epoxychloropropane of 4 ml.Reaction system reacts 14 h under the condition of 60 DEG C.Then, beta-schardinger dextrin-bonding chloropropyl silica gel 10.0g is joined in reaction system, continue reaction 30h.Suction filtration, and carry out washing for several times with acetone and intermediate water, be then put in dry 6 h in baking oven and obtain adsorbent sample 6.
Powder in sample 6 is used for adsorbing uranyl.Preparation UO
2 2content is 25mg/L, regulates pH to be 4.5, gets the adsorbent sample 6 that 100 mL add 10 mg, and at 35 DEG C of magnetic agitation 120min, centrifugation, the concentration measuring the rear uranyl ion solution of absorption is 45.5mg/g.
Claims (2)
1. utilize a method for amide groups immobilized beta-schardinger dextrin-absorption uranyl, it is characterized in that, the adsorbent of synthesis beta-schardinger dextrin-bonded silica gel, then utilizes salicylamide to modify beta-schardinger dextrin-, adsorbs, comprise the steps: uranyl ion
(1) preparation of adsorbent
The preparation of 1.1 chloropropylation silica gel
The method of silica gel activating: get 10 g silica gel and join in the concentrated nitric acid solution of 120-150 mL, 20-30 h is soaked under room temperature, stir at set intervals once, to soak more complete, then to spend deionized water silica gel until neutrality, and then to wash with acetone, put into 120 DEG C of baking ovens and dry 8-10h, the mechanical water of removing Silica Surface, the hydroxyl on activated silica gel surface, it is stand-by that taking-up is placed in drier;
The preparation of chloropropylation silica gel: the activated silica gel taking 10.0 g is distributed in dry toluene, under agitation, add the 3-chloropropyl triethoxysilane of 10mL, under nitrogen protection, 100-110 DEG C of back flow reaction 20-24 h, after completion of the reaction, carries out suction filtration, respectively with toluene, acetone, intermediate water washing, then by solid dry 8 h in baking oven;
The synthesis of 1.2 beta-schardinger dextrin-bonding chloropropyl silica gel: the beta-schardinger dextrin-taking 10.0 g recrystallizations is dissolved in the N of 120mL drying, in dinethylformamide, then the sodium metal of 1.0g is joined in solution, reaction under room temperature is until bubble-free produces, carry out suction filtration, obtain filtrate for subsequent use, the chloropropylation silica gel be obtained by reacting is joined in filtrate, mixed liquor reacts 20-24 h under the condition of 90-100 DEG C, react complete, suction filtration, and with the washing of DMF, acetone and intermediate water, then solid is put into dry 8 h of baking oven;
The immobilized beta-schardinger dextrin-of 1.3 salicylamide produces adsorbent
4.0 g salicylamides are dissolved in the acetone of 120 ml, then the epoxychloropropane of 4 ml is slowly added, reaction system reacts 10-14 h under the condition of 60 DEG C, then, the beta-schardinger dextrin-bonded silica gel polymer 10.0g obtained is joined in system, continue reaction 24-30h, suction filtration, and wash with acetone and intermediate water, be then put in dry 6 h in baking oven and, to weight, prepare the adsorbent of the immobilized beta-schardinger dextrin-of acid amides;
(2) powder of adsorbent is used for adsorbing uranyl
Preparation UO
2 2content is 25mg/L, utilize the NaOH solution of 0.1 mol/L and the HCl solution of 0.1 mol/L to regulate pH to be 3-6, get the adsorbent that 100 mL add 10 mg, at 25 DEG C of magnetic agitation 60 min, centrifugation, measures the concentration of adsorbance and the rear uranyl ion solution of absorption.
2. a kind of method utilizing amide groups immobilized beta-schardinger dextrin-absorption uranyl according to claim 1, is characterized in that, utilize following formula to calculate adsorbance Q:
Wherein, C
0the initial concentration of uranyl ion, unit: mg/L; C is the equilibrium concentration of uranyl ion, unit: mg/L; V is the volume of solution, unit: L; M is the quality of adsorbent, unit: g.
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| CN105195101A (en) * | 2015-09-21 | 2015-12-30 | 济南大学 | Preparation method of beta-cyclodextrin modified nanometer silicon nitride adsorbent |
| CN105478077A (en) * | 2015-12-17 | 2016-04-13 | 中国工程物理研究院材料研究所 | Mesoporous molecular sieve/phosphoramide composite material and preparation method thereof |
| CN107818832A (en) * | 2016-09-14 | 2018-03-20 | 南京理工大学 | A kind of method that albuminoid amino chelating resin processing removal uranyl ion is modified using asparagine |
| CN107837792A (en) * | 2017-12-20 | 2018-03-27 | 中国海洋大学 | A kind of preparation method of cyclodextrin modified magnetic hollow microcapsules sorbing material |
| CN109513427A (en) * | 2018-11-19 | 2019-03-26 | 浙江海洋大学 | A kind of preparation method of straw base chromium ion adsorbent |
| CN109985609A (en) * | 2019-04-24 | 2019-07-09 | 山东大学 | A kind of PAN film adsorbent material and preparation method thereof of succinyl-beta-cyclodextrin modification |
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| CN105195101A (en) * | 2015-09-21 | 2015-12-30 | 济南大学 | Preparation method of beta-cyclodextrin modified nanometer silicon nitride adsorbent |
| CN105195101B (en) * | 2015-09-21 | 2017-06-23 | 济南大学 | A kind of preparation method of beta cyclodextrin modified nano silicon nitride adsorbent |
| CN105478077A (en) * | 2015-12-17 | 2016-04-13 | 中国工程物理研究院材料研究所 | Mesoporous molecular sieve/phosphoramide composite material and preparation method thereof |
| CN107818832A (en) * | 2016-09-14 | 2018-03-20 | 南京理工大学 | A kind of method that albuminoid amino chelating resin processing removal uranyl ion is modified using asparagine |
| CN107818832B (en) * | 2016-09-14 | 2020-06-19 | 南京理工大学 | Method for removing uranyl ions by treating with asparagine modified protein amino chelate resin |
| CN107837792A (en) * | 2017-12-20 | 2018-03-27 | 中国海洋大学 | A kind of preparation method of cyclodextrin modified magnetic hollow microcapsules sorbing material |
| CN109513427A (en) * | 2018-11-19 | 2019-03-26 | 浙江海洋大学 | A kind of preparation method of straw base chromium ion adsorbent |
| CN109985609A (en) * | 2019-04-24 | 2019-07-09 | 山东大学 | A kind of PAN film adsorbent material and preparation method thereof of succinyl-beta-cyclodextrin modification |
| CN109985609B (en) * | 2019-04-24 | 2021-08-31 | 山东大学 | Succinyl-beta-cyclodextrin modified PAN membrane adsorption material and preparation method thereof |
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