CN111389377A - Method for producing post-crosslinked adsorption resin by one-pot method - Google Patents
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- C08J2325/02—Homopolymers or copolymers of hydrocarbons
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Abstract
The invention discloses a method for producing post-crosslinking adsorption resin by a one-pot method, wherein white balls are subjected to chloromethylation, then extracted and washed by an extraction solvent, the washed extraction solvent is also used as a solvent for post-crosslinking reaction, a catalyst is added for post-crosslinking reaction, after the reaction is finished, a water-soluble solvent is selected for washing, and finally a product is obtained after water washing.
Description
Technical Field
The invention belongs to the technical field of chemical industry, and relates to a method for producing post-crosslinking adsorption resin by a one-pot method.
Background
The post-crosslinking adsorption resin is prepared by carrying out secondary additional crosslinking on white spheres of the adsorption resin after one-step polymerization, and has the characteristics of large specific surface area, high adsorption capacity, good pollution resistance and the like; the traditional post-crosslinking adsorption resin is prepared by preparing white balls, wherein the white balls are subjected to chloromethylation and then post-crosslinking reaction
The preparation process involves the following steps:
polymerization: polymerizing styrene and divinyl benzene to form white balls, then washing with water, drying, and controlling the water content to be less than or equal to 3%;
chloromethylation and drying: reacting the white balls with chloromethyl methyl ether under the action of a catalyst to prepare chlorine balls, washing after the reaction is finished, soaking in methanol, and drying at low temperature, wherein the water content is controlled to be less than or equal to 3%;
post-crosslinking: adding a catalyst into dried chlorine balls with the water content of less than or equal to 3% in a solvent for post-crosslinking reaction, then filtering, evaporating the solvent, and washing with water to obtain a product;
specifically, the reaction equation is as follows:
the preparation process has the disadvantages that the white balls dried in the first step are washed after the chloromethylation reaction, and the secondary drying is needed because the post-crosslinking reaction requires anhydrous conditions, and chloromethyl ether and a catalyst are directly discharged in the washing process, so that a large amount of wastewater is generated, the acidity is strong, the COD is high, the burden is brought to the environment, and the preparation process does not belong to an environment-friendly process.
Disclosure of Invention
The invention aims to provide a method for producing post-crosslinking adsorption resin by a one-pot method, the pollution in the preparation process is small, high-acid and high-COD wastewater is not generated in the preparation process, the catalyst for chloromethylation and post-crosslinking reaction can be recovered, the preparation cost is low, and the method is environment-friendly;
in order to achieve the purpose, the invention adopts the technical scheme that:
a method for producing post-crosslinking adsorption resin by a one-pot method comprises the following steps:
s1, chloromethylation
Adding white balls with the crosslinking degree of 6-10% into a reaction kettle, adding chloromethyl ether with the mass of 3-5 times that of the white balls, and a catalyst C1 with the mass of 0.4-0.8 time that of the white balls for chloromethylation, wherein the reaction temperature is 40 +/-3 ℃, reacting for 10-20h, and filtering out a mother solution M1 after the chloromethylation is finished to be used as a solvent for the next chloromethylation reaction;
s2, extracting and washing chlorine balls
Continuously adding the chloromethylated chlorine spheres obtained in the step S1 into an extraction solvent Z1 at normal temperature for extraction and washing in an original reaction kettle, filtering the chlorine spheres 3-5 times after washing, and recovering a washing liquid G1;
s3 post-crosslinking reaction
Continuously adding an extraction solvent Z1 into the chlorine balls drained in the step S2 in the original reaction kettle until resin particles can be stirred, then adding a catalyst C2, heating to 70-80 ℃ for post-crosslinking reaction, cooling to normal temperature after the reaction is finished, draining a mother solution M2, and using the mother solution as a next reaction solvent;
s4, washing finished products
And (4) continuously adding a solvent Z2 capable of dissolving the extraction solvent Z1 into the resin balls obtained in the step S3 in the original reaction kettle, washing for 3-5 times, recovering a washing solution G2, and washing with water after washing to obtain the post-crosslinking adsorption resin.
Further, the white ball skeleton used for chloromethylation in the step S1 is polystyrene.
Further, the white sphere skeleton also comprises one or more of acrylonitrile, methyl acrylate, methyl methacrylate, methacrylonitrile, acrylamide and allylamine.
Furthermore, the water content of the white ball is less than or equal to 3 percent.
Further, the catalyst C1 is one or more of ferric chloride, zinc chloride and stannic chloride.
Further, the extraction solvent Z1 is one or more of dichloroethane, carbon tetrachloride, nitrobenzene, chlorinated benzene and tetrachloroethane.
Further, the catalyst C2 is one or more of anhydrous aluminum chloride, ferric chloride and stannic chloride.
Further, the solvent Z2 is one or more of methanol, ethanol, methylal, dimethylformamide and acetone.
Further, in the step S2, the chloromethyl ether, the catalyst C1 and the extraction solvent Z1 were recovered by distillation while recovering the solvent G1
Further, in the step S4, the catalyst C2, the solvent Z2 and the extraction solvent Z1 are recovered by distillation when the washing solution G2 is recovered.
The invention discloses a method for producing post-crosslinking adsorption resin by a one-pot method, white balls are extracted and washed by an extraction solvent after chloromethylation, the extraction solvent after washing is also used as a solvent for post-crosslinking reaction, a catalyst is added for post-crosslinking reaction, and after the reaction is finished, a water-soluble solvent is selected for washing to obtain a product.
Detailed Description
The present invention will be described in further detail with reference to the following examples, which are not intended to limit the invention thereto.
Example 1:
100g of polystyrene white balls containing a third monomer acrylonitrile, the water content of which is 2 percent and the crosslinking degree of which is 6 percent, are added into a 1000ml reaction kettle, 500g of chloromethyl ether and 40g of zinc chloride are added, and the temperature is raised to 42 ℃; reacting for 10 hours, filtering out the mother liquor after the reaction is finished, and recovering the mother liquor to be used for the next chloromethylation;
continuously adding dichloroethane into the chloromethylated chlorine spheres in the original reaction kettle at normal temperature for extraction and washing, filtering the chlorine spheres 3-5 times after the extraction and washing, recovering the washing liquid, distilling the washing liquid, and recovering chloromethyl ether, catalyst zinc chloride and extraction solvent dichloroethane;
continuously adding dichloroethane into the filtered dry chlorine spheres in the original reaction kettle until the resin particles can be stirred, then adding a catalyst of anhydrous aluminum chloride, heating to 70 ℃, carrying out post-crosslinking reaction, cooling to normal temperature after the reaction is finished, filtering the dichloroethane mother liquor to be dry, and using the mother liquor as a next reaction solvent;
continuously adding the solvent methanol into the obtained resin balls in the original reaction kettle, washing for 3-5 times, and after washing is finished, washing with water and discharging to obtain the post-crosslinking adsorption resin-1; distilling the methanol washing liquid, and recovering catalyst anhydrous aluminum chloride and solvent methanol.
Example 2:
100g of polystyrene resin white balls with the water content of 2.5 percent and the crosslinking degree of 10 percent are added into a 1000ml reaction kettle, 300g of chloromethyl ether and 50g of ferric chloride are added, and the temperature is raised to 37 ℃; reacting for 15h, filtering out the mother liquor after the reaction is finished, and recovering the mother liquor to be used for next chloromethylation;
continuously adding carbon tetrachloride into chloromethylated chlorine spheres in an original reaction kettle for washing at normal temperature, filtering the chlorine spheres after 3-5 times of washing, distilling the washing liquid, and recovering chloromethyl ether, catalyst ferric chloride and solvent carbon tetrachloride;
continuously adding carbon tetrachloride into the filtered chlorine spheres in the original reaction kettle until the resin particles can be stirred, then adding a catalyst, namely ferric chloride, heating to 75 ℃ for post-crosslinking reaction, cooling to normal temperature after the reaction is finished, filtering the carbon tetrachloride to dryness, and using the mother liquor as a next reaction solvent;
and (3) continuously adding solvent ethanol into the obtained resin balls in the original reaction kettle, washing for 3-5 times, washing with water after washing to obtain the post-crosslinking adsorption resin-2, distilling the ethanol washing solution, and recovering catalysts of ferric chloride, carbon tetrachloride and solvent ethanol.
Example 3:
adding 100g of polystyrene resin white balls containing third monomer methyl acrylate, the water content of which is 3 percent and the crosslinking degree of which is 8 percent, into a 1000ml reaction kettle, adding 400g of chloromethyl ether and 80g of stannic chloride, and raising the temperature to 43 ℃; reacting for 20 hours, filtering out the mother liquor after the reaction is finished, and recovering the mother liquor to be used for the next chloromethylation;
continuously adding nitrobenzene into chlorine spheres obtained by chloromethylation in an original reaction kettle for washing at normal temperature, and filtering the chlorine spheres after 3-5 times of washing; distilling the nitrobenzene extraction washing liquid, and recovering chloromethyl ether, a catalyst tin chloride and a solvent nitrobenzene;
continuously adding nitrobenzene into the filtered dry chlorine spheres in the original reaction kettle until resin particles can be stirred, then adding a catalyst tin chloride, heating to 80 ℃, carrying out post-crosslinking reaction, cooling to normal temperature after the reaction is finished, filtering out nitrobenzene mother liquor, and using the mother liquor as a next reaction solvent;
and (3) continuously adding a solvent methylal into the obtained resin balls in the original reaction kettle, washing for 3-5 times, washing with water after washing is finished to obtain the post-crosslinked adsorption resin-3, distilling a methylal washing solution, and recovering the catalyst tin chloride, the solvent methylal and nitrobenzene.
Example 4:
adding 100g of polystyrene resin white balls containing third monomers of methyl methacrylate and methacrylonitrile, the water content of which is 2 percent and the crosslinking degree of which is 7 percent, into a 1000ml reaction kettle, adding 500g of chloromethyl ether, 60g of stannic chloride and ferric chloride, and raising the temperature to 40 ℃; reacting for 18h, filtering out the mother liquor after the reaction is finished, and recovering the mother liquor to be used for next chloromethylation;
continuously adding an extracting detergent, namely benzene chloride and tetrachloroethane into a chlorine ball obtained by chloromethylation at normal temperature for washing, filtering the chlorine ball to be dry after 3-5 times of washing, distilling the washing liquid, recovering chloromethyl ether, a catalyst, namely tin chloride and ferric chloride, and using solvents, namely benzene chloride and tetrachloroethane;
continuously adding benzene chloride and tetrachloroethane into the filtered dry chlorine spheres in the original reaction kettle until resin particles can be stirred, then adding tin chloride and ferric chloride serving as catalysts, heating to 75 ℃, carrying out post-crosslinking reaction, cooling to normal temperature after the reaction is finished, filtering the benzene chloride and carbon tetrachloride mother liquor to dry, and using the mother liquor as a next reaction solvent;
continuously adding solvents dimethylformamide and acetone into the obtained resin balls in the original reaction kettle, washing for 3-5 times, and after washing, washing with water to discharge materials to obtain post-crosslinking adsorption resin-4; the washing liquid of dimethyl formamide and acetone is distilled to recover tin chloride and ferric chloride as catalysts, dimethyl formamide and acetone as solvents, and benzene chloride and carbon tetrachloride.
Example 5:
adding 100g of polystyrene resin white balls containing acrylamide and allylamine as third monomers, wherein the polystyrene resin white balls contain 2% of water and 7% of crosslinking degree, into a 1000ml reaction kettle, adding 500g of chloromethyl ether and 60g of stannic chloride, and raising the temperature to 40 ℃; reacting for 18h, filtering out the mother liquor after the reaction is finished, and recovering the mother liquor to be used for next chloromethylation;
continuously adding an extraction detergent chlorobenzene into chlorine spheres obtained by chloromethylation at normal temperature for washing, filtering the chlorine spheres after 3-5 times of washing, distilling the washing liquid, and recovering chloromethyl ether, a catalyst stannic chloride and a solvent chlorobenzene;
continuously adding chlorobenzene into the filtered chlorine balls in the original reaction kettle until resin particles can be stirred, then adding a catalyst of ferric chloride, heating to 75 ℃, carrying out post-crosslinking reaction, cooling to normal temperature after the reaction is finished, filtering out chlorobenzene mother liquor, and using the chlorobenzene mother liquor as a next reaction solvent;
and (3) continuing to add dissolved acetone into the obtained resin balls in the original reaction kettle, washing for 3-5 times, washing with water after washing is finished to obtain the post-crosslinking adsorption resin-5, distilling the acetone washing liquid, and recovering the catalyst ferric chloride, the solvent acetone and the chlorobenzene.
Finally, it should be noted that: the above embodiments are only for illustrating the technical solutions of the present invention and not for limiting the same, and although the present invention is described in detail with reference to the above embodiments, those of ordinary skill in the art should understand that: modifications and equivalents may be made to the embodiments of the invention without departing from the spirit and scope of the invention, which is to be covered by the claims.
Claims (10)
1. A method for producing post-crosslinking adsorption resin by a one-pot method is characterized by comprising the following steps:
s1, chloromethylation
Adding white balls with the crosslinking degree of 6-10% into a reaction kettle, adding chloromethyl ether with the mass of 3-5 times that of the white balls, and a catalyst C1 with the mass of 0.4-0.8 time that of the white balls for chloromethylation, wherein the reaction temperature is 40 +/-3 ℃, reacting for 10-20h, and filtering out a mother solution M1 after the chloromethylation is finished to be used as a solvent for the next chloromethylation reaction;
s2, extracting and washing chlorine balls
Continuously adding the chloromethylated chlorine spheres obtained in the step S1 into an extraction solvent Z1 at normal temperature for extraction and washing in an original reaction kettle, filtering the chlorine spheres 3-5 times after washing, and recovering a washing liquid G1;
s3 post-crosslinking reaction
Continuously adding an extraction solvent Z1 into the chlorine balls drained in the step S2 in the original reaction kettle until resin particles can be stirred, then adding a catalyst C2, heating to 70-80 ℃ for post-crosslinking reaction, cooling to normal temperature after the reaction is finished, draining a mother solution M2, and using the mother solution as a next reaction solvent;
s4, washing finished products
And (4) continuously adding a solvent Z2 capable of dissolving the extraction solvent Z1 into the resin balls obtained in the step S3 in the original reaction kettle, washing for 3-5 times, recovering a washing solution G2, and washing with water after washing to obtain the post-crosslinking adsorption resin.
2. The one-pot method for producing post-crosslinked adsorbent resin of claim 1, wherein: the white ball skeleton used for chloromethylation in the step S1 is polystyrene.
3. The one-pot process for the production of post-crosslinked adsorbent resins according to claim 2, characterized in that: the white sphere skeleton also comprises one or more of acrylonitrile, methyl acrylate, methyl methacrylate, methacrylonitrile, acrylamide and allylamine.
4. The one-pot method for producing post-crosslinked adsorbent resin of claim 1, wherein: the water content of the white ball is less than or equal to 3 percent.
5. The one-pot method for producing post-crosslinked adsorbent resin of claim 1, wherein: the catalyst C1 is one or more of ferric chloride, zinc chloride and stannic chloride.
6. The one-pot method for producing post-crosslinked adsorbent resin of claim 1, wherein: the extraction solvent Z1 is one or more of dichloroethane, carbon tetrachloride, nitrobenzene, chlorinated benzene and tetrachloroethane.
7. The one-pot method for producing post-crosslinked adsorbent resin of claim 1, wherein: the catalyst C2 is one or more of anhydrous aluminum chloride, ferric chloride and stannic chloride.
8. The one-pot method for producing post-crosslinked adsorbent resin of claim 1, wherein: the solvent Z2 is one or more of methanol, ethanol, methylal, dimethylformamide and acetone.
9. The one-pot method for producing post-crosslinked adsorbent resin of claim 1, wherein: in the step S2, the solvent G1 was recovered by distillation, and chloromethyl ether, the catalyst C1 and the extraction solvent Z1 were recovered.
10. The one-pot method for producing post-crosslinked adsorbent resin of claim 1, wherein: in the step S4, the washing solution G2 was recovered, and the catalyst C2, the solvent Z2 and the extraction solvent Z1 were recovered by distillation.
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| CN112724449A (en) * | 2020-12-01 | 2021-04-30 | 陕西蓝深特种树脂有限公司 | Post-processing method for chloromethylation of crosslinked styrene polymer |
| CN112742356A (en) * | 2020-12-15 | 2021-05-04 | 蚌埠市天星树脂有限责任公司 | Adsorption resin for treating waste water and gas and preparation method thereof |
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Application publication date: 20200710 |