CN114350013A

CN114350013A - 8-hydroxyquinoline-containing porous polystyrene chelate resin and synthesis process thereof

Info

Publication number: CN114350013A
Application number: CN202111605686.3A
Authority: CN
Inventors: 罗德军
Original assignee: Individual
Current assignee: Individual
Priority date: 2021-12-25
Filing date: 2021-12-25
Publication date: 2022-04-15

Abstract

The invention relates to the technical field of chelating resin, and discloses 8-hydroxyquinoline-containing porous polystyrene chelating resin, wherein a diacryloyloxypiperazine compound contains a piperazine structure and two active acryloxy groups, can be used as a cross-linking agent and is subjected to cross-linking polymerization with a styrene monomer to obtain piperazine-containing porous polystyrene resin, the piperazine structure is introduced into the polystyrene resin, and 5-chloro-8-hydroxyquinoline is reacted with part of piperazine in polystyrene to obtain the piperazine-containing porous polystyrene resinThe porous polystyrene chelate resin containing 8-hydroxyquinoline has uniform pore diameter distribution and high specific surface area, and contains 8-hydroxyquinoline structure to Cd²⁺And Pb²⁺Has strong bidentate bond coordination chelation, and imine group contained in piperazine also has good coordination adsorption effect on heavy metal ions, so that the porous polystyrene chelate resin containing 8-hydroxyquinoline can adsorb Cd²⁺、Pb²⁺The heavy metal ions have excellent adsorption effect.

Description

8-hydroxyquinoline-containing porous polystyrene chelate resin and synthesis process thereof

Technical Field

The invention relates to the technical field of chelate resin, in particular to chelate resin containing 8-hydroxyquinoline porous polystyrene and a synthesis process thereof.

Background

Polystyrene porous chelating resin, usually using styrene as monomer, using divinylbenzene as cross-linking agent, n-heptanol or toluene as pore-forming agent to prepare porous resin, has high specific surface area, has excellent adsorptivity, has wide application in pollutant adsorption and water treatment, the process industry waste water contains a large amount of copper, lead, cadmium and other heavy metal ions, if not effectively treated, it will cause serious pollution to the environment, but the polystyrene porous resin has low adsorption efficiency to the heavy metal ions in the waste water, it is difficult to effectively remove the heavy metal, patent CN102702402B "synthetic method of polystyrene macromolecular ligand using 8-hydroxyquinoline as coordination group", reports that 8-hydroxyquinoline is introduced into polystyrene as coordination group, forms metal complex to zinc, magnesium, aluminum and other metal ions, therefore 8-hydroxyquinoline can be synthesized by novel and efficient synthesis process, is introduced into polystyrene and applied to the treatment of heavy metal ion wastewater.

Disclosure of Invention

Technical problem to be solved

Aiming at the defects of the prior art, the invention provides the 8-hydroxyquinoline-containing porous polystyrene chelate resin and a synthesis process thereof, and solves the problem that the polystyrene resin has low adsorption performance on metal ions such as cadmium, nickel and the like.

(II) technical scheme

In order to achieve the purpose, the invention provides the following technical scheme, namely a synthesis process of 8-hydroxyquinoline-containing porous polystyrene chelate resin, which comprises the following steps:

(1) adding the piperazine-containing porous polystyrene resin into dimethyl sulfoxide for swelling, then adding 5-chloro-8-hydroxyquinoline and potassium carbonate, heating to 30-60 ℃ in a nitrogen atmosphere for reaction for 5-15h, adding deionized water for precipitation after the reaction, filtering, and washing with the deionized water and ethanol in sequence to obtain the 8-hydroxyquinoline-containing porous polystyrene chelate resin.

Preferably, the synthesis process of the piperazine-containing porous polystyrene resin comprises the following steps:

(1) with propylene oxide and 1-BoC piperazine as a reactant to synthesize a dihydroxyBoc piperazine compound (C)₁₂H₂₄N₂O₂) Adding a dihydroxy Boc piperazine compound into an organic solvent, adding acryloyl chloride, then dropwise adding catalyst pyridine in an ice bath, heating to 15-40 ℃ for reaction for 3-10h, carrying out reduced pressure distillation after the reaction, washing a product by using diethyl ether, and then adding ethyl acetate for recrystallization to obtain the diacryloyloxy Boc piperazine compound (C)₁₈H₂₈N₂O₆)。

(2) Adding diacryloyloxy Boc piperazine into ethyl acetate, dropwise adding concentrated hydrochloric acid in an ice bath to adjust pH, reacting at 15-40 ℃ for 2-8h, dropwise adding ammonia water, stirring and adjusting the pH of the solution, uniformly stirring, carrying out reduced pressure distillation, adding ethyl acetate and deionized water to extract, taking an ethyl acetate organic phase, and then recrystallizing and purifying to obtain the diacryloyloxy piperazine compound (C)₁₃H₂₀N₂O₄)

(3) Adding styrene, a diacryloyloxy piperazine compound and dibenzoyl peroxide into n-heptane to form an oil phase, then adding polyvinyl alcohol into deionized water to prepare a water phase, dropwise adding the oil phase into the water phase, heating to 70-80 ℃ in a nitrogen atmosphere, reacting for 6-12h, cooling after reaction, filtering, and washing with deionized water and ethanol in sequence to obtain the porous polystyrene resin containing piperazine.

Preferably, the organic solvent in step (1) is dichloromethane or chloroform or tetrahydrofuran or ethyl acetate or toluene.

Preferably, concentrated hydrochloric acid is added in the step (2) to adjust the pH of the solution to 1.5-3, ammonia water is added dropwise to adjust the pH of the solution to 8-10.

Preferably, the amount of the diacryloyloxypiperazine compound used in the step (3) is 8 to 20%, and the amount of the dibenzoyl peroxide used is 0.8 to 1.5%.

(III) advantageous technical effects

Compared with the prior art, the invention has the following beneficial technical effects:

the 8-hydroxyquinoline-containing porous polystyrene chelate resin is compounded by dihydroxy Boc piperazineReacting the product with acryloyl chloride to generate a diacryloyloxy Boc piperazine compound, then carrying out de-Boc protection to obtain the diacryloyloxy piperazine compound which contains a piperazine structure and two active acryloxy groups and can be used as a cross-linking agent to replace a traditional cross-linking agent divinylbenzene, and carrying out cross-linking polymerization with a styrene monomer to obtain porous polystyrene resin containing piperazine, so that the piperazine structure is introduced into the polystyrene resin, then the 5-chloro-8-hydroxyquinoline reacts with part of piperazine in polystyrene by controlling the reaction amount of the 5-chloro-8-hydroxyquinoline to obtain the porous polystyrene chelating resin containing 8-hydroxyquinoline, and the porous polystyrene chelating resin containing the piperazine structure and the 8-hydroxyquinoline structure is synthesized by a simple and efficient synthesis process, the porous polystyrene chelating resin has uniform pore size distribution and high specific surface area, and contains 8-hydroxyquinoline structure to Cd²⁺And Pb²⁺Has strong bidentate bond coordination chelation, and imine group contained in piperazine also has good coordination adsorption effect on heavy metal ions, so that the porous polystyrene chelate resin containing 8-hydroxyquinoline can adsorb Cd²⁺、Pb²⁺The heavy metal ions have excellent adsorption effect and wide application prospect in heavy metal wastewater.

Drawings

FIG. 1 is a reaction scheme for the synthesis of a diacryloyloxy Boc piperazine compound;

FIG. 2 is a reaction scheme for the synthesis of diacryloyloxypiperazine compounds;

FIG. 3 is a structural view of a piperazine-containing porous polystyrene resin;

FIG. 4 is a reaction diagram of the synthesis of 8-hydroxyquinoline-containing porous polystyrene chelate resin.

Detailed Description

To achieve the above object, the present invention provides the following embodiments and examples: the synthesis process of the 8-hydroxyquinoline-containing porous polystyrene chelate resin comprises the following steps:

(1) synthesis of dihydroxy Boc piperazine Compound (C) with propylene oxide and 1-Boc piperazine as reactants₁₂H₂₄N₂O₂) Then the dihydroxy Boc piperazine is addedAdding a oxazine compound into an organic solvent, wherein the organic solvent is dichloromethane or trichloromethane or tetrahydrofuran or ethyl acetate or toluene, adding acryloyl chloride, dropwise adding catalyst pyridine in an ice bath, heating to 15-40 ℃, reacting for 3-10h, distilling under reduced pressure after reaction, washing a product with diethyl ether, adding ethyl acetate, and recrystallizing to obtain the diacryloyloxy Boc piperazine compound (C)₁₈H₂₈N₂O₆)。

(2) Adding diacryloyloxy Boc piperazine into ethyl acetate, dropwise adding concentrated hydrochloric acid in an ice bath to adjust the pH value to 1.5-3, reacting at 15-40 ℃ for 2-8h, then dropwise adding ammonia water, stirring and adjusting the pH value of the solution to 8-10, uniformly stirring, then carrying out reduced pressure distillation, adding ethyl acetate and deionized water for extraction, taking an ethyl acetate organic phase, then carrying out recrystallization purification, and obtaining the diacryloyloxy piperazine compound (C)₁₃H₂₀N₂O₄)

(3) Adding styrene, 8-20% of diacryloyloxy piperazine compound and 0.8-1.5% of dibenzoyl peroxide into n-heptane to form an oil phase, then adding polyvinyl alcohol into deionized water to prepare a water phase, dropwise adding the oil phase into the water phase, heating to 70-80 ℃ in a nitrogen atmosphere, reacting for 6-12h, cooling after reaction, filtering, and washing with deionized water and ethanol in sequence to obtain the porous polystyrene resin containing piperazine.

(4) Adding the piperazine-containing porous polystyrene resin into dimethyl sulfoxide for swelling, then adding 5-chloro-8-hydroxyquinoline and potassium carbonate, heating to 30-60 ℃ in a nitrogen atmosphere for reaction for 5-15h, adding deionized water for precipitation after the reaction, filtering, and washing with the deionized water and ethanol in sequence to obtain the 8-hydroxyquinoline-containing porous polystyrene chelate resin.

200mL of Cd with the concentration of C being 50mg²⁺Adding 100mg of 8-hydroxyquinoline-containing porous polystyrene chelate resin into a standard solution, adjusting the pH of the solution to 6, adsorbing the solution at 25 ℃ for 4 hours, and detecting Cd in the solution by adopting an atomic absorption spectrophotometry²⁺Concentration C of₁Test pair Cd²⁺The removal rate Q of (d) is calculated according to the following formula: q ═ C (C-C)₁)/C×100％。

200mL of Pb with the concentration of C being 50mg²⁺Adding 200mg of 8-hydroxyquinoline-containing porous polystyrene chelate resin into the standard solution, adjusting the pH of the solution to 5, adsorbing the solution at 25 ℃ for 6h, and detecting Pb in the solution by adopting an atomic absorption spectrophotometry²⁺Concentration C of₁Test for Pb²⁺The removal rate of (d) is calculated according to the following formula: q ═ C (C-C)₁)/C×100％。

Example 1

(1) Synthesis of dihydroxy Boc piperazine Compound (C) with propylene oxide and 1-Boc piperazine as reactants₁₂H₂₄N₂O₂) Then 100 parts (mass parts) of dihydroxy Boc piperazine compound is added into 600 parts of dichloromethane, 65 parts of acryloyl chloride is added, 30 parts of catalyst pyridine is dropwise added in an ice bath, then the mixture is heated to 15 ℃ for reaction for 3 hours, reduced pressure distillation is carried out after the reaction, the product is washed by diethyl ether, and then added into ethyl acetate for recrystallization, so as to obtain diacryloyloxy Boc piperazine compound (C)₁₈H₂₈N₂O₆)。

(2) Adding 100 parts (by mass) of diacryloyloxy Boc piperazine into 500 parts of ethyl acetate, dropwise adding concentrated hydrochloric acid in an ice bath to adjust the pH value to 1.5, reacting at 15 ℃ for 2 hours, then dropwise adding ammonia water, stirring and adjusting the pH value of the solution to 8, uniformly stirring, then carrying out reduced pressure distillation, adding ethyl acetate and deionized water to carry out extraction, taking an ethyl acetate organic phase, and then carrying out recrystallization purification to obtain the diacryloyloxy piperazine compound (C)₁₃H₂₀N₂O₄)

(3) Adding 100 parts (by mass) of styrene, 8 parts of diacryloyloxypiperazine compound and 0.8 part of dibenzoyl peroxide into 55 parts of n-heptane to form an oil phase, then adding 0.3 part of polyvinyl alcohol into 400 parts of deionized water to prepare a water phase, dropwise adding the oil phase into the water phase, heating to 70 ℃ in a nitrogen atmosphere, reacting for 6 hours, cooling after the reaction, filtering, and washing with deionized water and ethanol in sequence to obtain the porous polystyrene resin containing piperazine.

(4) 100 parts by mass of porous polystyrene resin containing piperazine is added into 500 parts by mass of dimethyl sulfoxide for dissolutionSwelling, then adding 25 parts of 5-chloro-8-hydroxyquinoline and 40 parts of potassium carbonate, heating to 30 ℃ in a nitrogen atmosphere for reaction for 5 hours, adding deionized water for precipitation after the reaction, filtering, washing with deionized water and ethanol in sequence to obtain the 8-hydroxyquinoline-containing porous polystyrene chelate resin, and reacting with Cd²⁺The removal rate of (2) was 86.7% for Pb²⁺The removal rate of (3) was 93.2%.

Example 2

(1) Synthesis of dihydroxy Boc piperazine Compound (C) with propylene oxide and 1-Boc piperazine as reactants₁₂H₂₄N₂O₂) Then 100 parts (mass parts) of dihydroxy Boc piperazine compound is added into 800 parts of trichloromethane, 72 parts of acryloyl chloride is added, 38 parts of catalyst pyridine is dropwise added in an ice bath, then the mixture is heated to 40 ℃ for reaction for 3 hours, reduced pressure distillation is carried out after the reaction, the product is washed by diethyl ether, and then ethyl acetate is added for recrystallization, so that diacryloyloxy Boc piperazine compound (C) is obtained₁₈H₂₈N₂O₆)。

(2) Adding 100 parts (by mass) of diacryloyloxy Boc piperazine into 800 parts of ethyl acetate, dropwise adding concentrated hydrochloric acid in an ice bath to adjust the pH value to 2, reacting at 30 ℃ for 5 hours, then dropwise adding ammonia water, stirring and adjusting the pH value of the solution to 8, uniformly stirring, then carrying out reduced pressure distillation, adding ethyl acetate and deionized water to carry out extraction, taking an ethyl acetate organic phase, then carrying out recrystallization purification, and obtaining the diacryloyloxy piperazine compound (C)₁₃H₂₀N₂O₄)

(3) Adding 100 parts (by mass) of styrene, 12 parts of diacryloyloxypiperazine compound and 1 part of dibenzoyl peroxide into 65 parts of n-heptane to form an oil phase, adding 0.35 part of polyvinyl alcohol into 450 parts of deionized water to prepare a water phase, dropwise adding the oil phase into the water phase, heating to 70 ℃ in a nitrogen atmosphere, reacting for 12 hours, cooling after the reaction, filtering, and washing with deionized water and ethanol in sequence to obtain the porous polystyrene resin containing piperazine.

(4) 100 parts by mass of porous polystyrene resin containing piperazine is added into 1000 parts by mass of dimethyl sulfoxide for swelling, and then 35 parts by mass of 5-chloro-8-hydroxyquinoline is addedHeating quinoline and 70 parts of potassium carbonate to 40 ℃ in a nitrogen atmosphere to react for 10 hours, adding deionized water to precipitate after the reaction, filtering, and washing by using the deionized water and ethanol in sequence to obtain the 8-hydroxyquinoline-containing porous polystyrene chelate resin, namely p-Cd²⁺The removal rate of (2) was 90.1%, for Pb²⁺The removal rate of (2) was 98.3%.

Example 3

(1) Synthesis of dihydroxy Boc piperazine Compound (C) with propylene oxide and 1-Boc piperazine as reactants₁₂H₂₄N₂O₂) Then 100 parts (mass parts) of dihydroxy Boc piperazine compound is added into 1200 parts of tetrahydrofuran, 82 parts of acryloyl chloride is added, 48 parts of catalyst pyridine is dropwise added in an ice bath, then the mixture is heated to 30 ℃ to react for 5 hours, reduced pressure distillation is carried out after the reaction, the product is washed by diethyl ether, and then ethyl acetate is added to the product for recrystallization, so that diacryloyloxy Boc piperazine compound (C) is obtained₁₈H₂₈N₂O₆)。

(2) Adding 100 parts (by mass) of diacryloyloxy Boc piperazine into 1200 parts of ethyl acetate, dropwise adding concentrated hydrochloric acid in an ice bath to adjust the pH value to 2, reacting at 30 ℃ for 6 hours, then dropwise adding ammonia water, stirring and adjusting the pH value of the solution to 9, uniformly stirring, then carrying out reduced pressure distillation, adding ethyl acetate and deionized water to carry out extraction, taking an ethyl acetate organic phase, then carrying out recrystallization purification, and obtaining the diacryloyloxy piperazine compound (C)₁₃H₂₀N₂O₄)

(3) Adding 100 parts (by mass) of styrene, 16 parts of diacryloyloxypiperazine compound and 1.2 parts of dibenzoyl peroxide into 75 parts of n-heptane to form an oil phase, then adding 0.42 part of polyvinyl alcohol into 550 parts of deionized water to prepare a water phase, dropwise adding the oil phase into the water phase, heating to 75 ℃ in a nitrogen atmosphere, reacting for 10 hours, cooling after the reaction, filtering, and washing with deionized water and ethanol in sequence to obtain the porous polystyrene resin containing piperazine.

(4) Adding 100 parts (by mass) of porous polystyrene resin containing piperazine into 1500 parts of dimethyl sulfoxide for swelling, then adding 50 parts of 5-chloro-8-hydroxyquinoline and 100 parts of potassium carbonate, and carrying out nitrogen atmosphereHeating to 50 ℃ for reaction for 12h, adding deionized water for precipitation after the reaction, filtering, washing by using deionized water and ethanol in sequence to obtain 8-hydroxyquinoline-containing porous polystyrene chelate resin for treating Cd²⁺The removal rate of (2) was 98.1%, for Pb²⁺The removal rate of (3) was 91.7%.

Example 4

(1) Synthesis of dihydroxy Boc piperazine Compound (C) with propylene oxide and 1-Boc piperazine as reactants₁₂H₂₄N₂O₂) Then 100 parts (mass parts) of dihydroxy Boc piperazine compound is added into 1500 parts of toluene, 90 parts of acryloyl chloride is added, 55 parts of catalyst pyridine is dropwise added in an ice bath, the mixture is heated to 40 ℃ to react for 10 hours, reduced pressure distillation is carried out after the reaction, the product is washed by diethyl ether, and then added into ethyl acetate to be recrystallized, so as to obtain diacryloyloxy Boc piperazine compound (C)₁₈H₂₈N₂O₆)。

(2) Adding 100 parts (by mass) of diacryloyloxy Boc piperazine into 1500 parts of ethyl acetate, dropwise adding concentrated hydrochloric acid in an ice bath to adjust the pH value to 3, reacting at 40 ℃ for 8 hours, then dropwise adding ammonia water, stirring and adjusting the pH value of the solution to 10, uniformly stirring, then carrying out reduced pressure distillation, adding ethyl acetate and deionized water to carry out extraction, taking an ethyl acetate organic phase, then carrying out recrystallization purification, and obtaining the diacryloyloxy piperazine compound (C)₁₃H₂₀N₂O₄)

(3) Adding 100 parts (by mass) of styrene, 20 parts of diacryloyloxypiperazine compound and 1.5 parts of dibenzoyl peroxide into 85 parts of n-heptane to form an oil phase, adding 0.5 part of polyvinyl alcohol into 600 parts of deionized water to prepare a water phase, dropwise adding the oil phase into the water phase, heating to 80 ℃ in a nitrogen atmosphere, reacting for 12 hours, cooling after the reaction, filtering, and washing with deionized water and ethanol in sequence to obtain the porous polystyrene resin containing piperazine.

(4) Adding 100 parts (by mass) of porous polystyrene resin containing piperazine into 2000 parts of dimethyl sulfoxide for swelling, then adding 60 parts of 5-chloro-8-hydroxyquinoline and 120 parts of potassium carbonate, heating to 60 ℃ in a nitrogen atmosphere for reaction for 15h, and adding the obtained product after reactionPrecipitating with deionized water, filtering, washing with deionized water and ethanol sequentially to obtain 8-hydroxyquinoline-containing porous polystyrene chelate resin for treating Cd²⁺The removal rate of (2) was 91.0% for Pb²⁺The removal rate of (2) was 95.4%.

Comparative example 1

(1) Synthesis of dihydroxy Boc piperazine Compound (C) with propylene oxide and 1-Boc piperazine as reactants₁₂H₂₄N₂O₂) Then 100 parts (mass parts) of dihydroxy Boc piperazine compound is added into 800 parts of ethyl acetate, 70 parts of acryloyl chloride is added, 40 parts of catalyst pyridine is dropwise added in an ice bath, then the mixture is heated to 15 ℃ to react for 10 hours, reduced pressure distillation is carried out after the reaction, the product is washed by diethyl ether, and then added into ethyl acetate to be recrystallized, so that diacryloyloxy Boc piperazine compound (C) is obtained₁₈H₂₈N₂O₆)。

(2) Adding 100 parts (by mass) of diacryloyloxy Boc piperazine into 500 parts of ethyl acetate, dropwise adding concentrated hydrochloric acid in an ice bath to adjust the pH value to 1.5, reacting at 40 ℃ for 2 hours, then dropwise adding ammonia water, stirring and adjusting the pH value of the solution to 9, uniformly stirring, then carrying out reduced pressure distillation, adding ethyl acetate and deionized water to carry out extraction, taking an ethyl acetate organic phase, and then carrying out recrystallization purification to obtain the diacryloyloxy piperazine compound (C)₁₃H₂₀N₂O₄)

(3) Adding 100 parts (by mass) of styrene, 12 parts of diacryloyloxypiperazine compound and 0.8 part of dibenzoyl peroxide into 75 parts of n-heptane to form an oil phase, then adding 0.3 part of polyvinyl alcohol into 600 parts of deionized water to prepare a water phase, dropwise adding the oil phase into the water phase, heating to 70 ℃ in a nitrogen atmosphere, reacting for 10 hours, cooling after the reaction, filtering, washing with deionized water and ethanol in sequence to obtain the porous polystyrene resin containing piperazine, and reacting with Cd²⁺The removal rate of (2) was 61.2% for Pb²⁺The removal rate of (2) was 72.2%.

Comparative example 2

(1) To 70 parts of n-heptane, 100 parts (parts by mass) of styrene, 15 parts of divinylbenzene and 1 part of dibenzoyl peroxide were addedAdding 0.42 part of polyvinyl alcohol into 500 parts of deionized water to prepare a water phase, dropwise adding the oil phase into the water phase, heating to 70 ℃ in a nitrogen atmosphere, reacting for 12 hours, cooling after the reaction, filtering, washing with deionized water and ethanol in sequence to obtain porous polystyrene resin, and reacting Cd with the porous polystyrene resin²⁺The removal rate of (2) was 46.8% for Pb²⁺The removal rate of (3) was 61.0%.

Claims

1. A synthesis process of 8-hydroxyquinoline-containing porous polystyrene chelate resin is characterized by comprising the following steps: the synthesis process comprises the following steps:

(1) adding the piperazine-containing porous polystyrene resin into dimethyl sulfoxide for swelling, then adding 5-chloro-8-hydroxyquinoline and potassium carbonate, heating to 30-60 ℃ in a nitrogen atmosphere, and reacting for 5-15h to obtain the 8-hydroxyquinoline-containing porous polystyrene chelate resin.

2. The synthesis process of the 8-hydroxyquinoline-containing porous polystyrene chelate resin according to claim 1, wherein the synthesis process comprises the following steps: the synthesis process of the piperazine-containing porous polystyrene resin comprises the following steps:

(1) synthesis of dihydroxy Boc piperazine Compound (C) with propylene oxide and 1-Boc piperazine as reactants₁₂H₂₄N₂O₂) Then adding the dihydroxyBoc piperazine compound into an organic solvent, adding acryloyl chloride, then dropwise adding catalyst pyridine in an ice bath, heating to 15-40 ℃, and reacting for 3-10h to obtain diacryloyloxy Boc piperazine compound (C)₁₈H₂₈N₂O₆)；

(2) Adding diacryloyloxy Boc piperazine into ethyl acetate, dropwise adding concentrated hydrochloric acid in ice bath to adjust pH, reacting at 15-40 deg.C for 2-8h, dropwise adding ammonia water, stirring and adjusting pH to obtain diacryloyloxy piperazine compound (C)₁₃H₂₀N₂O₄)

(3) Adding styrene, a diacryloyloxypiperazine compound and dibenzoyl peroxide into n-heptane to form an oil phase, then adding polyvinyl alcohol into deionized water to prepare a water phase, dropwise adding the oil phase into the water phase, heating to 70-80 ℃ in a nitrogen atmosphere, and reacting for 6-12h to obtain the porous polystyrene resin containing piperazine.

3. The synthesis process of the 8-hydroxyquinoline-containing porous polystyrene chelate resin according to claim 2, wherein the synthesis process comprises the following steps: the organic solvent in the step (1) is dichloromethane or trichloromethane or tetrahydrofuran or ethyl acetate or toluene.

4. The synthesis process of the 8-hydroxyquinoline-containing porous polystyrene chelate resin according to claim 2, wherein the synthesis process comprises the following steps: and (3) adding concentrated hydrochloric acid to adjust the pH of the solution to 1.5-3 in the step (2), dropwise adding ammonia water, and adjusting the pH of the solution to 8-10.

5. The synthesis process of the 8-hydroxyquinoline-containing porous polystyrene chelate resin according to claim 2, wherein the synthesis process comprises the following steps: in the step (3), the dosage of the diacryloyloxypiperazine compound is 8-20%, and the dosage of the dibenzoyl peroxide is 0.8-1.5%.