CN112321837A - Resin for adsorbing boric acid in azithromycin process and preparation method thereof - Google Patents
Resin for adsorbing boric acid in azithromycin process and preparation method thereof Download PDFInfo
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- CN112321837A CN112321837A CN202011116368.6A CN202011116368A CN112321837A CN 112321837 A CN112321837 A CN 112321837A CN 202011116368 A CN202011116368 A CN 202011116368A CN 112321837 A CN112321837 A CN 112321837A
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- Prior art keywords
- resin
- boric acid
- azithromycin
- deionized water
- adsorbing
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G79/00—Macromolecular compounds obtained by reactions forming a linkage containing atoms other than silicon, sulfur, nitrogen, oxygen, and carbon with or without the latter elements in the main chain of the macromolecule
- C08G79/08—Macromolecular compounds obtained by reactions forming a linkage containing atoms other than silicon, sulfur, nitrogen, oxygen, and carbon with or without the latter elements in the main chain of the macromolecule a linkage containing boron
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D15/00—Separating processes involving the treatment of liquids with solid sorbents; Apparatus therefor
- B01D15/08—Selective adsorption, e.g. chromatography
-
- 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
- B01J20/262—Synthetic macromolecular compounds obtained otherwise than by reactions only involving carbon to carbon unsaturated bonds, e.g. obtained by polycondensation
-
- 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
- B01J2220/00—Aspects relating to sorbent materials
- B01J2220/40—Aspects relating to the composition of sorbent or filter aid materials
- B01J2220/48—Sorbents characterised by the starting material used for their preparation
- B01J2220/4812—Sorbents characterised by the starting material used for their preparation the starting material being of organic character
Abstract
The invention provides a resin for adsorbing boric acid in an azithromycin process and a preparation method thereof, wherein the resin is hydroxyl-group-rich anionic resin. The preparation method of the resin comprises the step of reacting the anion resin with 3-chloro-1, 2-epoxypropane and D-sodium gluconate in sequence to obtain the hydroxyl-rich anion resin. The resin has obvious advantages in the aspects of recycling performance, raw material and solvent cost and the like, and meanwhile, the post-treatment is simple, the energy consumption is low, and boric acid can be completely removed. In an enlarged preparation experiment, the maximum adsorption capacity of the obtained resin has no obvious change, and the method has a certain industrialization prospect.
Description
Technical Field
The invention relates to the technical field of high molecular chemistry, in particular to hydroxyl-rich anion resin for adsorbing boric acid in an azithromycin process and a preparation method thereof.
Background
The boric acid is used in glass industry in large quantity, and can improve the heat resistance and transparency of glass products, improve the mechanical strength and shorten the melting time. Meanwhile, the boric acid is widely applied to industrial and agricultural production, but excessive boric acid can harm plants, soil and human bodies. Boric acid impurities generated in the production process of azithromycin are mainly removed by adding sorbitol, and the method has the advantages of high raw material cost, easy blockage of tower kettle equipment after combination with boric acid and incapability of recycling. And the boron removal method is difficult to reduce the concentration of the boric acid to a safe range, so that the post-treatment is difficult.
The ion exchange resin method can almost completely remove boric acid, and the subsequent treatment is simple. The ion exchange resin method utilizes the rich hydroxyl of the resin to adsorb the boric acid, has high selectivity and good separation effect, can be repeatedly utilized, and most importantly can treat the boric acid with low concentration. The resin for adsorbing boric acid which is put into production and application at home and abroad at present is mainly prepared from methylglucamine aminated macroporous cross-linked chloromethylated polystyrene resin, but the cost of the raw materials and the solvent is high, and the energy consumption of the reaction is high.
Disclosure of Invention
In order to solve the defects of the prior art, the invention provides hydroxyl-rich anion resin for adsorbing boric acid in an azithromycin process and a preparation method thereof.
The purpose of the invention is realized by the following technical scheme:
the resin for adsorbing the boric acid in the azithromycin process is characterized in that: the resin is hydroxyl group-rich anion resin, and the structural formula of the resin is as follows:
wherein R is a hydroxyl-rich group.
Preferably, the preparation method of the resin for adsorbing boric acid in the azithromycin process comprises the step of reacting the anion resin with 3-chloro-1, 2-epoxypropane and D-sodium gluconate in sequence to obtain the hydroxyl-rich anion resin.
Preferably, the method comprises the following steps:
s1, weighing anion resin in a flask, adding deionized water, and dropwise adding 3-chloro-1, 2-epoxypropane at normal temperature;
s2, after the dropwise addition is finished, heating to 50-55 ℃, carrying out heat preservation reaction for 4-5 h, filtering, washing with water, adding D-sodium gluconate and water, and carrying out heat preservation reaction for 7-8 h at 65 ℃;
s3, washing the product with deionized water, an acid solution, deionized water, an alkaline solution and deionized water in sequence;
s4, carrying out suction filtration to obtain the required resin, and bagging and sealing;
the reaction formula is shown as follows,
wherein R is a hydroxyl-rich group.
Preferably, after the dropwise addition is finished in the step S2, the temperature is raised to 50-55 ℃, and the reaction is carried out for 5 hours under the condition of heat preservation.
Preferably, the acid solution in S3 is a sulfuric acid solution or a hydrochloric acid solution.
Preferably, the alkaline solution in S3 is a potassium hydroxide solution or a sodium hydroxide solution.
Preferably, the concentration of the hydrochloric acid solution is 0.5mol/L, and the concentration of the hydrochloric acid is 1 mol/L.
Preferably, the concentration of the potassium hydroxide solution is 1mol/L, and the concentration of the sodium hydroxide solution is 1 mol/L.
The invention has the beneficial effects that: the resin has obvious advantages in the aspects of recycling performance, raw material and solvent cost and the like, and meanwhile, the post-treatment is simple, the energy consumption is low, and boric acid can be completely removed. In an enlarged preparation experiment, the maximum adsorption capacity of the obtained resin has no obvious change, and the method has a certain industrialization prospect.
Detailed Description
The invention discloses a hydroxyl-rich anion resin for adsorbing boric acid in an azithromycin process and a preparation method thereof, and the invention is described in detail by combining a specific embodiment.
Example 1
Weighing 12g of anion resin (the aperture is 1.55nm), adding 80g of deionized water into a four-neck flask, dropwise adding 7.2mL of 3-chloro-1, 2-epoxypropane at normal temperature, heating to 50 ℃ after dropwise adding, carrying out heat preservation stirring reaction for 5h, filtering, washing with deionized water, adding 20g D-sodium gluconate and 80g of water, carrying out heat preservation stirring at 65 ℃, reacting for 8h, washing the product with deionized water, 0.5mol/L sulfuric acid solution, deionized water, 1mol/L potassium hydroxide solution and deionized water in sequence after reaction is finished, and carrying out suction filtration and sealed storage. The prepared resin has the maximum absorption amount of 29.86mg/g in an experiment for absorbing boric acid.
Example 2
Weighing 12g of anion resin (the aperture is 2-4 nm) into a four-neck flask, adding 80g of deionized water, dropwise adding 7.2mL of 3-chloro-1, 2-epoxypropane at normal temperature, heating to 55 ℃ after dropwise adding, carrying out heat preservation stirring reaction for 5h, filtering, washing with deionized water, adding 20g D-sodium gluconate and 80g of deionized water, carrying out heat preservation stirring at 65 ℃, reacting for 8h, sequentially adding water, 0.5mol/L sulfuric acid solution, water, 1mol/L potassium hydroxide solution and water after reaction, carrying out suction filtration, and carrying out sealed storage. The prepared resin has the maximum absorption amount of 44.73mg/g in an experiment for absorbing boric acid.
Example 3
Weighing 12g of anion resin (the aperture is 2-4 nm) into a four-necked flask, adding 80g of deionized water, dropwise adding 7.2mL of 3-chloro-1, 2-epoxypropane at normal temperature, heating to 50 ℃ after dropwise adding, carrying out heat preservation stirring reaction for 5h, filtering, washing with deionized water, adding 20g D-sodium gluconate and 80g of deionized water, carrying out heat preservation stirring at 65 ℃, reacting for 7h, washing the product with deionized water, 0.5mol/L sulfuric acid solution, deionized water, 1mol/L potassium hydroxide solution and deionized water in sequence after reaction, and carrying out suction filtration and sealed storage. The prepared resin has the maximum absorption amount of 47.93mg/g in an experiment for absorbing boric acid.
Example 4
Weighing 12g of anion resin (with the aperture of 2-4 nm) into a four-necked flask, adding 80g of deionized water, dropwise adding 21.6mL of 3-chloro-1, 2-epoxypropane at normal temperature, heating to 50 ℃ after dropwise addition, carrying out heat preservation stirring reaction for 5h, filtering, washing with deionized water, adding 20g D-sodium gluconate and 80g of deionized water, carrying out heat preservation stirring at 65 ℃, reacting for 7h, washing the product with deionized water, 0.5mol/L sulfuric acid solution, deionized water, 1mol/L potassium hydroxide solution and deionized water in sequence after reaction, and carrying out suction filtration and sealed storage. The prepared resin has the maximum absorption amount of 47.86mg/g in an experiment for absorbing boric acid.
Example 5
Weighing 12g of anion resin (with the aperture of 2-4 nm) into a four-necked flask, adding 80g of deionized water, dropwise adding 21.6mL of 3-chloro-1, 2-epoxypropane at normal temperature, heating to 50 ℃ after dropwise addition, carrying out heat preservation stirring reaction for 5h, filtering, washing with deionized water, adding 20g D-sodium gluconate and 80g of deionized water, carrying out heat preservation stirring at 65 ℃, reacting for 7h, washing the product with deionized water, 0.5mol/L sulfuric acid solution, deionized water, 1mol/L potassium hydroxide solution and deionized water in sequence after reaction, and carrying out suction filtration and sealed storage. The resin thus obtained was charged into a glass column, and the azithromycin hydrolysis reaction liquid was passed through the resin column at a certain rate to determine a dynamic maximum adsorption amount of 28.5 mg/g.
Example 6
Weighing 2kg of anionic resin (with the aperture of 2-4 nm) into a four-necked flask, adding 13kg of deionized water, dropwise adding 3.6L of 3-chloro-1, 2-epoxypropane at normal temperature, heating to 50 ℃ after dropwise adding, carrying out heat preservation stirring reaction for 5h, filtering, washing with deionized water, adding 3.3kg of D-sodium gluconate and 13kg of deionized water, carrying out heat preservation stirring at 65 ℃, reacting for 8h, washing the product with deionized water, 0.5mol/L sulfuric acid solution, deionized water, 1mol/L potassium hydroxide solution and deionized water in sequence after reaction, and carrying out suction filtration and sealed storage. The prepared resin has the maximum absorption amount of 47.58mg/g in an experiment for absorbing boric acid.
There are, of course, many other specific embodiments of the invention and these are not to be considered as limiting. All technical solutions formed by using equivalent substitutions or equivalent transformations fall within the scope of the claimed invention.
Claims (8)
1. The resin for adsorbing the boric acid in the azithromycin process is characterized in that: the resin is hydroxyl group-rich anion resin, and the structural formula of the resin is as follows:
wherein R is a hydroxyl-rich group.
2. The method for preparing a resin for adsorbing boric acid in an azithromycin process, as claimed in claim 1, wherein: and (3) reacting the anion resin with 3-chloro-1, 2-epoxypropane and D-sodium gluconate in sequence to obtain the hydroxyl-rich anion resin.
3. The method for preparing a resin for adsorbing boric acid in an azithromycin process, as claimed in claim 2, wherein: the method comprises the following steps:
s1, weighing anion resin in a flask, adding deionized water, and dropwise adding 3-chloro-1, 2-epoxypropane at normal temperature;
s2, after the dropwise addition is finished, heating to 50-55 ℃, carrying out heat preservation reaction for 4-5 h, filtering, washing with water, adding D-sodium gluconate and water, and carrying out heat preservation reaction for 7-8 h at 65 ℃;
s3, washing the product with deionized water, an acid solution, deionized water, an alkaline solution and deionized water in sequence;
s4, carrying out suction filtration to obtain the required resin, and bagging and sealing;
the reaction formula is shown as follows,
wherein R is a hydroxyl-rich group.
4. The method for preparing a resin for adsorbing boric acid in an azithromycin process, as claimed in claim 1, wherein: and after the dropwise addition is finished in the S2, heating to 50-55 ℃, and carrying out heat preservation reaction for 5 hours.
5. The method for preparing a resin for adsorbing boric acid in an azithromycin process, as claimed in claim 1, wherein: the acid solution in the S3 is a sulfuric acid solution or a hydrochloric acid solution.
6. The method for preparing a resin for adsorbing boric acid in an azithromycin process, as claimed in claim 1, wherein: the alkaline solution in the S3 is potassium hydroxide solution or sodium hydroxide solution.
7. The method for preparing a resin for adsorbing boric acid in an azithromycin process, as claimed in claim 5, wherein: the concentration of the hydrochloric acid solution is 0.5mol/L, and the concentration of the hydrochloric acid is 1 mol/L.
8. The method for preparing a resin for adsorbing boric acid in an azithromycin process, as claimed in claim 6, wherein: the concentration of the potassium hydroxide solution is 1mol/L, and the concentration of the sodium hydroxide solution is 1 mol/L.
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| Application Number | Priority Date | Filing Date | Title |
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| CN202011116368.6A CN112321837B (en) | 2020-10-19 | 2020-10-19 | Resin for adsorbing boric acid in azithromycin process and preparation method thereof |
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| CN202011116368.6A CN112321837B (en) | 2020-10-19 | 2020-10-19 | Resin for adsorbing boric acid in azithromycin process and preparation method thereof |
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| CN112321837A true CN112321837A (en) | 2021-02-05 |
| CN112321837B CN112321837B (en) | 2022-04-29 |
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Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS60102948A (en) * | 1983-11-11 | 1985-06-07 | Mitsubishi Chem Ind Ltd | Anion exchange resin for concentrating boron isotope |
| JP2007132732A (en) * | 2005-11-09 | 2007-05-31 | Sumika Chemical Analysis Service Ltd | Passive sampler for collecting boron compound |
| CN102336856A (en) * | 2011-07-04 | 2012-02-01 | 常州大学 | Special effect boron adsorption resin and synthetic method and application thereof |
| CN110237824A (en) * | 2019-05-10 | 2019-09-17 | 天津大学 | The preparation method of the boron chelating adsorbent of meglumine functionalization cross-linked chitosan base |
| CN110339868A (en) * | 2019-06-12 | 2019-10-18 | 山东大学 | A kind of situ aggregation method modified anion exchanger resin and the preparation method and application thereof |
| CN110918065A (en) * | 2019-11-28 | 2020-03-27 | 浙江工业大学 | Bamboo powder-based ion exchange adsorption material and preparation method thereof |
-
2020
- 2020-10-19 CN CN202011116368.6A patent/CN112321837B/en active Active
Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS60102948A (en) * | 1983-11-11 | 1985-06-07 | Mitsubishi Chem Ind Ltd | Anion exchange resin for concentrating boron isotope |
| JP2007132732A (en) * | 2005-11-09 | 2007-05-31 | Sumika Chemical Analysis Service Ltd | Passive sampler for collecting boron compound |
| CN102336856A (en) * | 2011-07-04 | 2012-02-01 | 常州大学 | Special effect boron adsorption resin and synthetic method and application thereof |
| CN110237824A (en) * | 2019-05-10 | 2019-09-17 | 天津大学 | The preparation method of the boron chelating adsorbent of meglumine functionalization cross-linked chitosan base |
| CN110339868A (en) * | 2019-06-12 | 2019-10-18 | 山东大学 | A kind of situ aggregation method modified anion exchanger resin and the preparation method and application thereof |
| CN110918065A (en) * | 2019-11-28 | 2020-03-27 | 浙江工业大学 | Bamboo powder-based ion exchange adsorption material and preparation method thereof |
Non-Patent Citations (1)
| Title |
|---|
| 章思规等: "《精细有机化工制备手册》", 31 May 1994, 科学技术文献出版社 * |
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