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CN111001392A - Preparation method and application of modified zirconium-based metal organic framework adsorbent for gold ion adsorption - Google Patents

Preparation method and application of modified zirconium-based metal organic framework adsorbent for gold ion adsorption Download PDF

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CN111001392A
CN111001392A CN201911389954.5A CN201911389954A CN111001392A CN 111001392 A CN111001392 A CN 111001392A CN 201911389954 A CN201911389954 A CN 201911389954A CN 111001392 A CN111001392 A CN 111001392A
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amino
adsorbent
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纪红兵
熊超
薛灿
周贤太
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Sun Yat Sen University
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    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
    • B01J20/22—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising organic material
    • B01J20/223—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising organic material containing metals, e.g. organo-metallic compounds, coordination complexes
    • B01J20/226—Coordination polymers, e.g. metal-organic frameworks [MOF], zeolitic imidazolate frameworks [ZIF]
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
    • B01J20/02—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising inorganic material
    • B01J20/0203—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising inorganic material comprising compounds of metals not provided for in B01J20/04
    • B01J20/0274—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising inorganic material comprising compounds of metals not provided for in B01J20/04 characterised by the type of anion
    • B01J20/0288—Halides of compounds other than those provided for in B01J20/046
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Abstract

The invention discloses a modified zirconium-based metal organic framework adsorbent for gold ion adsorption and a preparation method and application thereof, belonging to the technical field of adsorbent preparation. Namely zirconium tetrachloride, 2-amino terephthalic acid and hydrochloric acid inN,NAnd (4) refluxing and reacting in a dimethylformamide solution to obtain Amino-UiO-66. And then carrying out reflux reaction on the 2-Amino-5-aldehyde thiazole and Amino-UiO-66 under a certain condition to obtain the adsorbent AF-UiO-66. The preparation method of the adsorbent is simple and feasible, the operation is simple, and the reagent is cheap and easy to obtain. The obtained novel modified metal organic framework adsorbent has excellent stability, can be applied to high-efficiency and selective adsorption of gold ions in aqueous solution, and can be repeatedly used. The invention relates to the recovery of secondary gold-containing resourcesProvides a green and efficient adsorbent, and simultaneously brings a new idea for the design and synthesis of a novel adsorbent.

Description

Preparation method and application of modified zirconium-based metal organic framework adsorbent for gold ion adsorption
Technical Field
The invention relates to a modified zirconium-based metal organic framework adsorbent for gold ion adsorption, and a preparation method and application thereof, and belongs to the technical field of adsorbent preparation.
Background
As a noble metal, gold has been popular with various industries since ancient times. Along with the development of society, gold is increasingly becoming an indispensable material. Meanwhile, gold is widely applied to industries such as electronic and electric appliances, chemical and chemical industries, medical treatment, financial securities and the like due to unique physical and chemical properties of gold. However, gold production is far below social demand. With the progress of smelting technology, the recovery and utilization of gold from various secondary resources, such as tailings, electronic wastes, leaching residues and the like, attract wide attention. Meanwhile, the presence of gold ions in the waste can cause environmental pollution, enter organisms, pose a threat to health and cause pathological changes. Therefore, the efficient selective recovery of gold ions not only meets the social requirements, but also meets the environmental requirements. At present, the main gold recovery methods include a biological enrichment method, an electrochemical method, an ion exchange method, a membrane filtration method, a solvent extraction method, an adsorption method and the like. In contrast, the adsorption method is considered to be one of the most effective methods due to the advantages of simple operation, good selectivity, no secondary pollution and the like. The common adsorbent comprises resin, natural minerals, metal organic framework, nano silicon dioxide, biochar and the like. In contrast, Metal Organic Frameworks (MOFs) are one of the most promising adsorbent materials to choose from due to their advantages of ultra-high specific surface area, simple operation, diverse structures, tunable functional groups, and long-lasting porosity. However, unmodified MOFs are less selective and less efficient in adsorption.
Disclosure of Invention
Aiming at the problems and the defects of the prior art, the invention provides a preparation method and application of a modified zirconium-based metal organic framework adsorbent for gold ion adsorption. The modified zirconium-based metal organic framework adsorbent can be used for selectively recovering gold ions in an aqueous solution, and has the advantages of low cost of used reagents, simple and easy synthesis process, easy separation from the aqueous solution, high adsorption capacity and high selectivity, and repeated use.
The invention is realized by the following technical scheme.
A modified zirconium-based metal organic framework adsorbent for gold ion adsorption has a structural formula as follows:
Figure BDA0002344681600000021
wherein
Figure BDA0002344681600000022
The invention also aims to provide a preparation method of the modified zirconium-based metal organic framework adsorbent for gold ion adsorption, which comprises the following specific steps:
(1) sequentially adding 2-aminoterephthalic acid and zirconium tetrachloride into an N, N-dimethylformamide solution, dropwise adding a certain amount of hydrochloric acid, carrying out reflux reaction in a round bottom three-necked bottle, carrying out liquid-solid separation, washing the obtained solid with the N, N-dimethylformamide solution, centrifuging, and carrying out vacuum drying to obtain the Amino-UiO-66. The synthetic route is as follows:
Figure BDA0002344681600000023
(2) and (2) sequentially adding the product Amino-UiO-66 and 2-Amino-5-aldehyde thiazole obtained in the step (1) into an N, N-dimethylformamide solution for reflux reaction, performing liquid-solid separation, washing the obtained solid with the N, N-dimethylformamide solution, centrifuging, and performing vacuum drying to obtain the AF-UiO-66. The synthetic route is as follows:
Figure BDA0002344681600000024
preferably, in the above production method: in the step (1), the solid-to-liquid ratio of the 2-aminoterephthalic acid to the N, N-dimethylformamide is 1: 30-1: 50g/mL, the liquid-to-solid ratio of the hydrochloric acid to the 2-aminoterephthalic acid is 1: 1-1: 10mL/g, and the mass ratio of the 2-aminoterephthalic acid to the zirconium tetrachloride is 1: 1-1.2: 1.
Preferably, in the above production method: in the step (2), the liquid-solid ratio of the N, N-dimethylformamide to the Amino-UiO-66 is 30: 1-50: 1mL/g, and the mass ratio of the Amino-UiO-66 to the 2-Amino-5-aldehyde thiazole is 1: 1-1: 1.2.
Preferably, in the above production method: the reflux in the step (1) is carried out for 12-24 h at the temperature of 110-130 ℃. And (3) the reflux in the step (2) is carried out for 12-24 hours at the temperature of 50-70 ℃.
The modified zirconium-based metal organic framework adsorbent is applied to selective adsorption of gold ions in a solution.
The organic and inorganic reagents were commercially available analytical grade.
Compared with the prior art, the invention has the following beneficial effects:
(1) the modified zirconium-based metal organic framework adsorbent for gold ion adsorption has good selectivity and reusability for gold ion adsorption, and has high adsorption capacity and recovery rate.
(2) The adsorbent provided by the invention is simple and feasible in preparation process, easy to synthesize and low in raw material cost.
(3) The modified zirconium-based metal organic framework adsorbent for gold ion adsorption has the advantages of no toxicity, stable performance, easy separation, reutilization and no secondary pollution to the environment.
(4) The modified zirconium-based metal organic framework adsorbent has good economic and practical values. Has great popularization potential in the aspect of selective recovery of gold ions.
Detailed Description
The present invention will be further described with reference to the following embodiments.
Example 1:
the modified zirconium-based metal organic framework adsorbent for gold ion adsorption has the structural formula:
Figure BDA0002344681600000031
wherein
Figure BDA0002344681600000032
The preparation method of the gold ion adsorbed modified zirconium-based metal organic framework adsorbent comprises the following specific steps:
(1) uniformly mixing 2-aminoterephthalic acid and N, N-dimethylformamide solution according to the solid-to-liquid ratio of 1:30 g/mL; adding zirconium tetrachloride according to the mass ratio of the 2-amino terephthalic acid to the zirconium tetrachloride of 1: 1; and then adding hydrochloric acid according to the liquid-solid ratio of 1:1mL/g of hydrochloric acid and 2-Amino terephthalic acid, carrying out reflux reaction at 110 ℃ for 12h, carrying out liquid-solid separation, washing the obtained solid with an N, N-dimethylformamide solution, centrifuging, and carrying out vacuum drying to obtain Amino-UiO-66. The synthetic route is as follows:
Figure BDA0002344681600000041
(2) uniformly mixing N, N-dimethylformamide and Amino-UiO-66 at a liquid-solid ratio of 30:1mL/g, adding 2-Amino-5-aldehyde thiazole according to the mass ratio of the Amino-UiO-66 to the 2-Amino-5-aldehyde thiazole of 1:1, carrying out reflux reaction at 50 ℃ for 12 hours, carrying out liquid-solid separation, washing the obtained solid with N, N-dimethylformamide solution, centrifuging, and carrying out vacuum drying to obtain AF-UiO-66. The synthetic route is as follows:
Figure BDA0002344681600000042
and (3) testing the performance of adsorbing gold ions:
10mg of the AF-UiO-66 adsorbent in the embodiment is put into a gold ion solution with the initial concentration of 100mg/L for oscillation adsorption for 5h, centrifugal separation is carried out, the concentration of gold ions in the supernatant is measured by AAS to be 5.41mg/L, and the adsorption rate is 94.59%. Desorbing the bottom layer solid with thiourea solution (10 wt%) for 12h, centrifuging, washing, drying at 65 deg.C for 12h, adding into 100mg/L gold ion solution again, shaking for 5h, centrifuging, and determining the gold ion concentration in the supernatant to be 7.89mg/L and the adsorption rate to be 92.11% by AAS. The 2-amino-5-aldehyde thiazole modified zirconium-based metal organic framework adsorbent AF-UiO-66 can be repeatedly used for removing gold ions in aqueous solution.
Example 2:
the modified zirconium-based metal organic framework adsorbent for gold ion adsorption has the structural formula:
Figure BDA0002344681600000051
it 4
Figure BDA0002344681600000052
The preparation method of the gold ion adsorbed modified zirconium-based metal organic framework adsorbent comprises the following specific steps:
(1) uniformly mixing 2-aminoterephthalic acid and N, N-dimethylformamide solution according to the solid-to-liquid ratio of 1:40 g/mL; adding zirconium tetrachloride according to the mass ratio of 1.1:1 between 2-amino terephthalic acid and zirconium tetrachloride; and then adding hydrochloric acid according to the liquid-solid ratio of 1:5mL/g of hydrochloric acid to 2-Amino terephthalic acid, carrying out reflux reaction at 120 ℃ for 18h, carrying out liquid-solid separation, washing the obtained solid with an N, N-dimethylformamide solution, centrifuging, and carrying out vacuum drying to obtain Amino-UiO-66. The synthetic route is as follows:
Figure BDA0002344681600000053
(2) uniformly mixing N, N-dimethylformamide and Amino-UiO-66 at a liquid-solid ratio of 40:1mL/g, adding 2-Amino-5-aldehyde thiazole according to the mass ratio of the Amino-UiO-66 to the 2-Amino-5-aldehyde thiazole of 1:1.1, carrying out reflux reaction at 55 ℃ for 18h, carrying out liquid-solid separation, washing the obtained solid with N, N-dimethylformamide solution, centrifuging, and carrying out vacuum drying to obtain the AF-UiO-66. The synthetic route is as follows:
Figure BDA0002344681600000054
and (3) testing the performance of adsorbing gold ions:
10mg of the AF-UiO-66 adsorbent in the embodiment is put into a gold ion solution with the initial concentration of 100mg/L for oscillation adsorption for 5h, centrifugal separation is carried out, the concentration of gold ions in the supernatant is determined to be 3.99mg/L by AAS, and the adsorption rate is 96.01%. Desorbing the bottom layer solid with thiourea solution (10 wt%) for 12h, centrifuging, washing, drying at 65 deg.C for 12h, adding into 100mg/L gold ion solution again, shaking for 5h, centrifuging, and determining the gold ion concentration in the supernatant as 5.44mg/L by AAS, with the adsorption rate of 94.56%. The 2-amino-5-aldehyde thiazole modified zirconium-based metal organic framework adsorbent AF-UiO-66 can be repeatedly used for removing gold ions in aqueous solution.
Example 3:
the gold ion-adsorbed modified zirconium-based metal organic framework adsorbent has the structural formula:
Figure BDA0002344681600000061
wherein
Figure BDA0002344681600000062
The preparation method of the gold ion adsorbed modified zirconium-based metal organic framework adsorbent comprises the following specific steps:
(1) uniformly mixing 2-aminoterephthalic acid and N, N-dimethylformamide solution according to the solid-to-liquid ratio of 1:50 g/mL; adding zirconium tetrachloride according to the mass ratio of 1.2:1 of 2-amino terephthalic acid to zirconium tetrachloride; and then adding hydrochloric acid according to the liquid-solid ratio of 1:10mL/g of hydrochloric acid to 2-Amino terephthalic acid, carrying out reflux reaction at 130 ℃ for 24 hours, carrying out liquid-solid separation, washing the obtained solid with an N, N-dimethylformamide solution, centrifuging, and carrying out vacuum drying to obtain Amino-UiO-66. The synthetic route is as follows:
Figure BDA0002344681600000063
(2) uniformly mixing N, N-dimethylformamide and Amino-UiO-66 at a liquid-solid ratio of 50:1mL/g, adding 2-Amino-5-aldehyde thiazole according to the mass ratio of the Amino-UiO-66 to the 2-Amino-5-aldehyde thiazole of 1:1.2, carrying out reflux reaction at 65 ℃ for 24 hours, carrying out liquid-solid separation, washing the obtained solid with N, N-dimethylformamide solution, centrifuging, and carrying out vacuum drying to obtain the AF-UiO-66. The synthetic route is as follows:
Figure BDA0002344681600000071
and (3) testing the performance of adsorbing gold ions:
10mg of the AF-UiO-66 adsorbent in the embodiment is put into a gold ion solution with the initial concentration of 100mg/L for shaking adsorption for 5 hours, and then centrifugal separation is carried out, the gold ion concentration in the supernatant is measured to be 0.54mg/L by AAS, and the adsorption rate is 99.46%. Desorbing the bottom layer solid with thiourea solution (10 wt%) for 12h, centrifuging, washing, vacuum drying at 65 deg.C for 12h, adding into 100mg/L gold ion solution again, shaking for 5h, centrifuging, and determining the gold ion concentration in the supernatant to be 1.15mg/L by AAS, with the adsorption rate of 98.85%. The 2-amino-5-aldehyde thiazole modified zirconium-based metal organic framework adsorbent AF-UiO-66 can be repeatedly used for removing gold ions in aqueous solution.
While the present invention has been described in detail with reference to the specific embodiments thereof, the present invention is not limited to the embodiments described above, and various changes can be made without departing from the spirit of the present invention within the knowledge of those skilled in the art.

Claims (6)

1.一种用于金离子吸附的改性锆基金属有机框架吸附剂，其特征在于，结构式为：1. a modified zirconium-based metal organic framework adsorbent for gold ion adsorption, is characterized in that, structural formula is:
Figure 1
Figure 1
 2.权利要求1所述的用于金离子吸附的改性锆基金属有机框架吸附剂的制备方法，其特征在于，包括如下步骤：2. the preparation method of the modified zirconium-based metal organic framework adsorbent for gold ion adsorption according to claim 1, is characterized in that, comprises the steps: (1)将2-氨基对苯二甲酸和四氯化锆依次加入到N,N-二甲基甲酰胺溶液中，滴加盐酸，在圆底三口瓶中回流反应后液固分离，所得固体用N,N-二甲基甲酰胺溶液洗涤离心后真空干燥，得到Amino-UiO-66；(1) 2-aminoterephthalic acid and zirconium tetrachloride are successively added to the N,N-dimethylformamide solution, hydrochloric acid is added dropwise, the liquid-solid separation is performed after the reflux reaction in the round-bottom three-necked flask, and the obtained solid Washed with N,N-dimethylformamide solution, centrifuged and dried in vacuo to obtain Amino-UiO-66; (2)将步骤(1)产物Amino-UiO-66和2-氨基-5-醛基噻唑依次加入到N,N-二甲基甲酰胺溶液中回流反应后液固分离，所得固体用N,N-二甲基甲酰胺溶液洗涤离心后真空干燥，得到AF-UiO-66。(2) adding step (1) product Amino-UiO-66 and 2-amino-5-aldol thiazole to N,N-dimethylformamide solution successively, liquid-solid separation after reflux reaction, and the obtained solid is treated with N, N-dimethylformamide solution. The N-dimethylformamide solution was washed, centrifuged, and dried in vacuo to obtain AF-UiO-66. 3.根据权利要求2所述的制备方法，其特征在于：步骤(1)中所述2-氨基对苯二甲酸与N,N-二甲基甲酰胺固液比为1:30～1:50g/mL，盐酸与2-氨基对苯二甲酸的液固比为1:1～1:10mL/g，2-氨基对苯二甲酸与四氯化锆的质量比为1:1～1.2:1。3. preparation method according to claim 2, is characterized in that: described in step (1), 2-amino terephthalic acid and N,N-dimethylformamide solid-liquid ratio are 1:30～1: 50g/mL, the liquid-solid ratio of hydrochloric acid and 2-aminoterephthalic acid is 1:1～1:10mL/g, and the mass ratio of 2-aminoterephthalic acid and zirconium tetrachloride is 1:1～1.2: 1. 4.根据权利要求2所述的制备方法，其特征在于：步骤(2)中所述N,N-二甲基甲酰胺与Amino-UiO-66液固比为30:1～50:1mL/g，Amino-UiO-66与2-氨基-5-醛基噻唑的质量比为1:1～1:1.2。4. preparation method according to claim 2 is characterized in that: the liquid-solid ratio of N,N-dimethylformamide and Amino-UiO-66 described in step (2) is 30:1～50:1mL/ g, The mass ratio of Amino-UiO-66 to 2-amino-5-aldolthiazole is 1:1 to 1:1.2. 5.根据权利要求2所述的制备方法，其特征在于：步骤(1)所述回流是在110～130℃条件下反应12～24h；步骤(2)所述回流是在50～70℃条件下反应12～24h。5. The preparation method according to claim 2, characterized in that: the reflux in step (1) is to react at 110-130°C for 12-24 hours; the reflux in step (2) is at 50-70°C The reaction is continued for 12 to 24 hours. 6.权利要求1至5所述的用于金离子吸附的改性锆基金属有机框架吸附剂在水溶液中金离子的选择性吸附回收中的应用。6. Application of the modified zirconium-based metal organic framework adsorbent for gold ion adsorption according to claims 1 to 5 in selective adsorption recovery of gold ions in aqueous solution.
CN201911389954.5A 2019-12-30 2019-12-30 Preparation method and application of modified zirconium-based metal organic framework adsorbent for gold ion adsorption Pending CN111001392A (en)

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CN119708516A (en) * 2024-12-13 2025-03-28 合肥工业大学 Adsorbent for removing metal ions in alcohol ether solvent and preparation method and application thereof

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Application publication date: 20200414