CN109092272B - Modified resin material, preparation method and application thereof - Google Patents
Modified resin material, preparation method and application thereof Download PDFInfo
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- CN109092272B CN109092272B CN201811066432.7A CN201811066432A CN109092272B CN 109092272 B CN109092272 B CN 109092272B CN 201811066432 A CN201811066432 A CN 201811066432A CN 109092272 B CN109092272 B CN 109092272B
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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
- B01J20/26—Synthetic macromolecular compounds
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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
- B01J20/30—Processes for preparing, regenerating, or reactivating
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- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F1/00—Treatment of water, waste water, or sewage
- C02F1/28—Treatment of water, waste water, or sewage by sorption
- C02F1/285—Treatment of water, waste water, or sewage by sorption using synthetic organic sorbents
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- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F1/00—Treatment of water, waste water, or sewage
- C02F1/42—Treatment of water, waste water, or sewage by ion-exchange
Abstract
The invention discloses a modified resin material, a preparation method and application thereof, and belongs to the technical field of material preparation. Adding polyglycidyl methacrylate and ethylenediamine into an ethanol solution, performing reflux reaction, performing liquid-solid separation, washing and drying to obtain EDA-PGMA; respectively adding EDA-PGMA and pyromellitic dianhydride into N, N-dimethylformamide, carrying out liquid-solid separation after reflux reaction, washing and drying to obtain modified polyglycidyl methacrylate PMDA-PGMA; the resin can be used as an adsorbent for adsorbing palladium ions in acidic leachate, has the advantages of low cost of used materials, simple preparation process, easy separation from aqueous solution, high adsorbability and reusability.
Description
Technical Field
The invention relates to a modified resin material, a preparation method and application thereof, belonging to the technical field of material preparation.
Background
Palladium is an important precious metal element and is an indispensable key material in high-tech fields such as aerospace, aviation, navigation, weapons and nuclear energy and the like and in the automobile manufacturing industry. Palladium is mainly used as a catalyst in chemistry; the palladium is fused with ruthenium, iridium, silver, gold, copper and the like to form an alloy, the resistivity, the hardness and the strength of the palladium can be improved, and the palladium is used for manufacturing precision resistors, jewelry and the like. The amount of palladium is increasing but the palladium ore alone is rare and it is mainly extracted from the heavy metal smelting by-product ore.
At present, extraction methods of palladium mainly comprise an extraction method, an amalgam method, a sodium bisulfite method, an adsorption method and the like. Wherein the resin adsorption method has the characteristics of good enrichment and separation effect, high efficiency, simple and convenient operation and the like. However, the traditional ion exchange resin is generally poor in selectivity, low in mechanical strength and high in price; based on this, it is necessary to find an adsorbent having high adsorption efficiency.
Disclosure of Invention
The invention aims to provide a modified resin material which can be used for adsorbing palladium ions in an acidic leaching solution, has low material cost and simple preparation process, is easy to separate from an aqueous solution, has high adsorbability and can be repeatedly used, and has the structural formula as follows:
the invention also aims to provide a preparation method of the modified resin material, which comprises the following specific steps:
(1) adding poly glycidyl methacrylate into a mixed solution of ethanol and ethylenediamine, performing liquid-solid separation after reflux reaction, taking out solid substances, washing the solid substances with ethanol, performing centrifugal separation and vacuum drying, and marking the obtained product as EDA-PGMA;
(2) respectively adding EDA-PGMA and pyromellitic dianhydride into N, N-dimethylformamide, performing liquid-solid separation after reflux reaction, taking out solid substances, washing with the N, N-dimethylformamide, performing centrifugal separation, and performing vacuum drying to obtain the final modified polyglycidyl methacrylate, wherein the mark is PMDA-PGMA.
Preferably, in the step (1), the liquid-solid ratio of the ethanol solution to the polyglycidyl methacrylate is 20: 1-25: 1ml/g, and the liquid-solid ratio of the ethylenediamine to the polyglycidyl methacrylate is 1: 1-1.5: 1.
Preferably, in the step (2), the liquid-solid ratio of N, N-dimethylformamide to EDA-PGMA is 16: 1-20: 1ml/g, and the mass ratio of pyromellitic anhydride to EDA-PGMA is 1: 1-1.2: 1.
Preferably, in the step (1) of the invention, the reflux reaction is carried out for 4-6 hours at the temperature of 60-70 ℃.
Preferably, in the step (2), the reflux reaction is carried out for 10-12 hours at 70-80 ℃.
The modified resin material can be used for adsorbing and separating palladium ions in acidic leaching solution.
The organic reagent and the inorganic reagent are commercially available analytical purifiers, and the poly glycidyl methacrylate is obtained by polymerizing the glycidyl methacrylate.
The invention has the beneficial effects that:
(1) the method has the advantages of simple preparation process and low cost of used materials, and the prepared modified resin material adsorbent is used for adsorbing and separating palladium ions from the acidic leaching solution, can be recycled and has better selectivity different from other ion exchange resins.
(2) The resin material adsorbent has higher adsorption capacity, is non-toxic and harmless, is environment-friendly, and is easy to separate from water, so the resin material PMDA-PGMA for adsorbing and separating palladium has good social benefit and economic benefit in the aspect of adsorption and separation of palladium ions.
Detailed Description
The present invention will be further described with reference to the following detailed description, but the scope of the present invention is not limited to the description.
Example 1
The structural formula of the modified resin material described in this example is:
the preparation method of the modified resin material comprises the following specific steps:
(1) adding poly glycidyl methacrylate into a mixed solution of ethanol and ethylenediamine, carrying out reflux reaction for 4 hours at 70 ℃, carrying out liquid-solid separation, taking out solid substances, washing the solid substances with ethanol, carrying out centrifugal separation and vacuum drying, and marking the obtained product as EDA-PGMA; wherein the liquid-solid ratio of the ethanol solution to the poly glycidyl methacrylate is 20:1ml/g, and the mass ratio of the ethylenediamine to the poly glycidyl methacrylate is 1: 1.
(2) Respectively adding the obtained EDA-PGMA and pyromellitic dianhydride into N, N-dimethylformamide, refluxing at 80 ℃ for 10h, performing liquid-solid separation, taking out a solid substance, washing with the N, N-dimethylformamide, performing centrifugal separation, and performing vacuum drying, wherein the obtained product is marked as PA-PGMA; wherein the liquid-solid ratio of the N, N-dimethylformamide to the EDA-PGMA is 16: 1ml/g, and the mass ratio of the pyromellitic anhydride to the EDA-PGMA is 1: 1.
And (3) measuring the performance of adsorbing palladium ions:
putting 10mg of BA-PGMA adsorbent into a palladium ion solution with the initial concentration of 100mg/L, performing vibration adsorption for 12 hours, centrifuging to separate the adsorbent, and measuring the concentration of the residual palladium ions in the filtrate to be 14.5mg/L by using ICP-OES, wherein the adsorption rate is 85.5%; stirring and washing the adsorbent adsorbing palladium ions in thiourea solution (10 wt%) for 12h, then washing with distilled water for 5 times, and finally vacuum-drying the adsorbent at 60 ℃ for 14 h; 10mg of the adsorbent is put into a palladium ion solution with the initial concentration of 100mg/L for shaking adsorption for 12 hours, the adsorbent is centrifugally separated, the concentration of the residual palladium ions in the filtrate is measured by ICP-OES to be 19.4mg/L, and the adsorption rate is 80.6%; the resin adsorbent PMDA-PGMA for adsorbing and separating palladium can be recycled.
Example 2
The structural formula of the modified resin material described in this example is:
the preparation method of the modified resin material comprises the following specific steps:
(1) adding poly glycidyl methacrylate into a mixed solution of ethanol and ethylenediamine, carrying out reflux reaction for 4 hours at 60 ℃, carrying out liquid-solid separation, taking out solid substances, washing the solid substances with ethanol, carrying out centrifugal separation and vacuum drying, and marking the obtained product as EDA-PGMA; wherein the liquid-solid ratio of the ethanol solution to the poly glycidyl methacrylate is 23:1ml/g, and the mass ratio of the ethylenediamine to the poly glycidyl methacrylate is 1.3: 1.
(2) Respectively adding the obtained EDA-PGMA and pyromellitic dianhydride into N, N-dimethylformamide, refluxing at 70 ℃ for 12h, performing liquid-solid separation, taking out a solid substance, washing with the N, N-dimethylformamide, performing centrifugal separation, and performing vacuum drying, wherein the obtained product is marked as PA-PGMA; wherein the liquid-solid ratio of the N, N-dimethylformamide to the EDA-PGMA is 18: 1ml/g, and the mass ratio of the pyromellitic anhydride to the EDA-PGMA is 1.1: 1.
And (3) measuring the performance of adsorbing palladium ions:
putting 10mg of BA-PGMA adsorbent into a palladium ion solution with the initial concentration of 100mg/L, performing vibration adsorption for 12 hours, centrifuging to separate the adsorbent, and measuring the concentration of the residual palladium ions in the filtrate to be 11.3 mg/L by using ICP-OES, wherein the adsorption rate is 88.7%; stirring and washing the adsorbent adsorbing palladium ions in thiourea solution (10 wt%) for 12h, then washing with distilled water for 5 times, and finally vacuum-drying the adsorbent at 60 ℃ for 14 h; 10mg of the adsorbent is put into a palladium ion solution with the initial concentration of 100mg/L for shaking adsorption for 12 hours, the adsorbent is centrifugally separated, the concentration of the residual palladium ions in the filtrate is measured by ICP-OES to be 16.8mg/L, and the adsorption rate is 83.2%; the resin adsorbent PMDA-PGMA for adsorbing and separating palladium can be recycled.
Example 3
The structural formula of the modified resin material described in this example is:
the preparation method of the modified resin material comprises the following specific steps:
(1) adding poly glycidyl methacrylate into a mixed solution of ethanol and ethylenediamine, carrying out reflux reaction for 4 hours at 70 ℃, carrying out liquid-solid separation, taking out solid substances, washing the solid substances with ethanol, carrying out centrifugal separation and vacuum drying, and marking the obtained product as EDA-PGMA; wherein the liquid-solid ratio of the ethanol solution to the poly glycidyl methacrylate is 25:1ml/g, and the mass ratio of the ethylenediamine to the poly glycidyl methacrylate is 1.5: 1.
(2) Respectively adding the obtained EDA-PGMA and pyromellitic dianhydride into N, N-dimethylformamide, refluxing at 80 ℃ for 12h, performing liquid-solid separation, taking out a solid substance, washing with the N, N-dimethylformamide, performing centrifugal separation, and performing vacuum drying, wherein the obtained product is marked as PA-PGMA; wherein the liquid-solid ratio of the N, N-dimethylformamide to the EDA-PGMA is 20:1ml/g, and the mass ratio of the pyromellitic anhydride to the EDA-PGMA is 1.2: 1.
And (3) measuring the performance of adsorbing palladium ions:
putting 10mg of BA-PGMA adsorbent into a palladium ion solution with the initial concentration of 100mg/L, performing vibration adsorption for 12 hours, centrifuging to separate the adsorbent, and measuring the concentration of the residual palladium ions in the filtrate to be 13.3mg/L by using ICP-OES, wherein the adsorption rate is 86.7%; stirring and washing the adsorbent adsorbing palladium ions in thiourea solution (10 wt%) for 12h, then washing with distilled water for 5 times, and finally vacuum-drying the adsorbent at 60 ℃ for 14 h; 10mg of the adsorbent is put into a palladium ion solution with the initial concentration of 100mg/L for shaking adsorption for 12 hours, the adsorbent is centrifugally separated, the concentration of the residual palladium ions in the filtrate is measured by ICP-OES to be 17.8mg/L, and the adsorption rate is 82.2%; the resin adsorbent PMDA-PGMA for adsorbing and separating palladium can be recycled.
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 (7)
1. A modified resin material is characterized in that the structural formula is as follows:
2. the method for preparing the modified resin material according to claim 1, comprising the steps of:
(1) adding poly glycidyl methacrylate into a mixed solution of ethanol and ethylenediamine, performing liquid-solid separation after reflux reaction, taking out solid substances, washing the solid substances with ethanol, performing centrifugal separation and vacuum drying, and marking the obtained product as EDA-PGMA;
(2) respectively adding EDA-PGMA and pyromellitic dianhydride into N, N-dimethylformamide, performing liquid-solid separation after reflux reaction, taking out solid substances, washing with the N, N-dimethylformamide, performing centrifugal separation, and performing vacuum drying to obtain the final modified polyglycidyl methacrylate, wherein the mark is PMDA-PGMA.
3. The method for producing a modified resin material according to claim 2, characterized in that: in the step (1), the liquid-solid ratio of the ethanol solution to the polyglycidyl methacrylate is 20: 1-25: 1ml/g, and the liquid-solid ratio of the ethylenediamine to the polyglycidyl methacrylate is 1: 1-1.5: 1.
4. The method for producing a modified resin material according to claim 2, characterized in that: in the step (2), the liquid-solid ratio of N, N-dimethylformamide to EDA-PGMA is 16: 1-20: 1ml/g, and the mass ratio of pyromellitic dianhydride to EDA-PGMA is 1: 1-1.2: 1.
5. The method for producing a modified resin material according to claim 2, characterized in that: the reflux reaction conditions in the step (1) are as follows: and carrying out reflux reaction for 4-6 h at the temperature of 60-70 ℃.
6. The method for producing a modified resin material according to claim 2, characterized in that: the reflux reaction conditions in the step (2) are as follows: and carrying out reflux reaction for 10-12 h at the temperature of 70-80 ℃.
7. Use of the modified resin material of claim 1 in the adsorptive separation of palladium from an acidic leach solution.
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| CN109092272B true CN109092272B (en) | 2021-11-23 |
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Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103566908A (en) * | 2013-11-13 | 2014-02-12 | 济南大学 | Preparation method and application of pyromellitic dianhydride modified coconut shell adsorbent |
| CN106040162A (en) * | 2016-07-01 | 2016-10-26 | 昆明理工大学 | Surface modified silicon dioxide material, preparation method and application thereof |
| CN106582535A (en) * | 2016-11-30 | 2017-04-26 | 昆明理工大学 | Modified silicon dioxide nanoparticle adsorbent and preparation method and application thereof |
| CN106693924A (en) * | 2016-12-16 | 2017-05-24 | 昆明理工大学 | Nanosilicon dioxide adsorbent, preparation method and application of nanosilicon dioxide adsorbent |
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Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103566908A (en) * | 2013-11-13 | 2014-02-12 | 济南大学 | Preparation method and application of pyromellitic dianhydride modified coconut shell adsorbent |
| CN106040162A (en) * | 2016-07-01 | 2016-10-26 | 昆明理工大学 | Surface modified silicon dioxide material, preparation method and application thereof |
| CN106582535A (en) * | 2016-11-30 | 2017-04-26 | 昆明理工大学 | Modified silicon dioxide nanoparticle adsorbent and preparation method and application thereof |
| CN106693924A (en) * | 2016-12-16 | 2017-05-24 | 昆明理工大学 | Nanosilicon dioxide adsorbent, preparation method and application of nanosilicon dioxide adsorbent |
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