CN114805662B - High-absorption resin with in-situ antibacterial property and synthesis method thereof - Google Patents
High-absorption resin with in-situ antibacterial property and synthesis method thereof Download PDFInfo
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/04—Acids; Metal salts or ammonium salts thereof
- C08F220/06—Acrylic acid; Methacrylic acid; Metal salts or ammonium salts thereof
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- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F283/00—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G
- C08F283/06—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to polyethers, polyoxymethylenes or polyacetals
- C08F283/065—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to polyethers, polyoxymethylenes or polyacetals on to unsaturated polyethers, polyoxymethylenes or polyacetals
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Abstract
A sodium polyacrylate super absorbent resin with in-situ antibacterial property and a preparation method thereof are provided, wherein an acrolein component with reduction effect on silver ions is added into a formula of a traditional sodium polyacrylate super absorbent resin to be polymerized, and after the polymerization reaction is finished, a silver nitrate solution is added to perform redox reaction, so that the in-situ antibacterial super absorbent resin with a nano silver structure is obtained, and has obvious inhibition effect on bacteria such as escherichia coli, staphylococcus aureus and the like on the premise that the absorption performance of water, saline water and blood is almost unchanged, and meanwhile, nano silver is uniformly dispersed in the super absorbent resin, so that the uniformity and long-acting property of antibacterial property are ensured.
Description
Technical Field
The invention belongs to the field of production of sodium polyacrylate high-absorptivity resin, and in particular relates to modified sodium polyacrylate high-absorptivity resin with in-situ antibacterial property and a preparation method thereof.
Background
The current super absorbent resin (SAP) with the total global yield of more than 80% is applied to the medical and health fields of sanitary napkins, paper diapers and the like, and the super absorbent resin (SAP) is directly contacted with human skin and has better antibacterial performance due to safety consideration, so that the research on the antibacterial SAP has great significance, and the popularization and application prospect is quite wide.
The main preparation methods of the antibacterial SAP include a synthesis method in which an antibacterial agent is added during the synthesis of the resin to bind antibacterial groups of the antibacterial agent to a spatial network structure of the resin to thereby render the resin antibacterial, and a surface modification method in which the antibacterial agent is bound to the surface of the resin that has been synthesized to thereby render the resin antibacterial by adsorption or a film made of the antibacterial agent is coated on the surface of the resin particles, and the antibacterial agents currently used at home and abroad can be classified into inorganic, organic and natural antibacterial agent 3, and since the antibacterial SAP is a product of the combination of the antibacterial agent and the SAP, the corresponding antibacterial SAP type can be classified into inorganic, organic and natural antibacterial agent SAP 3. The inorganic antibacterial agent has the advantages of wide antibacterial spectrum, long-acting, good heat resistance and wider application range without drug resistance. The silver ion or nano silver is the most widely adopted inorganic antibacterial agent, and the antibacterial effect of the nano silver simple substance is far higher than that of the silver ion, so that the nano silver simple substance is widely applied to the synthesis and preparation of the antibacterial SAP. The general preparation method of the nano silver SAP at present is to mix the SAP with silver ion solution (most common silver nitrate solution) and then prepare the nano silver SAP by adopting a reducing mode of an external reducing agent, so that even dispersion of the nano silver in the SAP is difficult to ensure, and uniformity and long-acting property of the nano silver are difficult to ensure.
Disclosure of Invention
Therefore, an object of the present invention is to provide an SAP having a resin structure itself with a substance having a reducing property for silver ions, which can reduce silver ions to nano-silver simple substance in situ, while the substance has a similar structure to the main structural component of the SAP, that is, acrylic acid and good water solubility, thereby having little influence on water absorption while ensuring excellent antibacterial property. In order to achieve the above purpose, the invention adopts the following technical scheme:
a high-absorption resin with in-situ antibacterial performance is prepared from acrylic acid, acrolein matrix and sodium hydroxide through adding silver nitrate for reaction.
The super absorbent resin with in-situ antibacterial property can further contain a functional monomer according to requirements, wherein the functional monomer is preferably N-amino acid-based acrylamide, in particular an amide obtained by reacting carboxyl of acrylic acid with alpha amino of natural amino acid. More specifically, the functional monomer is N-amino acid-based acrylamide described in China patent CN109970904B, and the function of the functional monomer is to endow the resin with high blood absorption.
The high-absorption resin with the in-situ antibacterial property comprises the following raw materials in parts by weight:
the high-absorption resin with the in-situ antibacterial property comprises, by weight, 4-6 parts of an oxidant, 2-3 parts of a reducing agent and 20-30 parts of deionized water.
For the raw materials, the neutralization degree of the acrylic acid is 75% -85%; the cross-linking agent is one or a mixture of diacetone acrylamide and polyethylene glycol diacrylate; the oxidant is one of ammonium persulfate, potassium persulfate, hydrogen peroxide and tert-butyl hydroperoxide; the reducing agent is one of sodium bisulphite, sodium sulfite and ascorbic acid.
A process for preparing the high-absorption resin with antibacterial function in situ includes such steps as neutralizing reaction of acrylic acid, acrolein and optional functional monomer, polymerizing reaction, adding silver nitrate, reducing reaction, and post-treating.
Specifically, the preparation method specifically comprises the following steps:
(1) Neutralization reaction
Neutralizing acrylic acid, acrolein and optional functional monomers with sodium hydroxide solution to obtain a neutralization solution;
(2) Polymerization reaction
Mixing the neutralization solution with a cross-linking agent and an initiator for reaction to obtain polymer soft colloid;
(3) Reduction reaction
Adding silver nitrate solution into the polymer soft colloid to be mixed and reacted to obtain a product;
(4) Optionally, the method further comprises a post-treatment step of drying and crushing the obtained product.
Wherein, the raw materials are as follows:
preferably, in the step (1), the reaction temperature is controlled to be lower than 50 ℃, and sodium hydroxide aqueous solution is added dropwise into the reaction system and then stirred, so that the reaction system is naturally cooled; step (2) stirring and polymerizing at 20-60 ℃ for 10-20 minutes; step (3) preparing silver nitrate into aqueous solution with the concentration of 10% -50%; step (4) comprises drying the obtained product at 100-180 ℃ for 50-120 minutes, and crushing the product into granular materials.
For example: the preparation method of the super absorbent resin with the in-situ antibacterial property can comprise the following steps:
(1) Neutralization of acrylic acid and its functional monomers
Preparing 30% aqueous solution of sodium hydroxide, adding the rest deionized water and acrylic acid into a neutralization kettle, dissolving N-amino acid-based acrylic acid amide into the neutralization kettle, and stirring uniformly. And (3) dropwise adding a sodium hydroxide aqueous solution which is naturally cooled to room temperature into the neutralization kettle, controlling the reaction temperature to be lower than 50 ℃, stirring for 20-30 minutes after the dropwise adding is finished, and naturally cooling.
(2) Polymerization reaction
Adding the obtained neutralization solution into a polymerization reaction kettle, adding an aqueous solution of a cross-linking agent and an initiator under stirring, and stirring and polymerizing at 20-60 ℃ for 10-20 minutes to obtain the polymer soft colloid.
(3) Reduction reaction
Preparing silver nitrate into aqueous solution with concentration of 10% -50%, adding the aqueous solution into the polymer soft colloid under stirring, and fully stirring for 1-3 hours.
(4) Drying and pulverizing
Drying the soft colloid obtained in the step 3) at 100-180 ℃ for 50-120 minutes, and crushing the soft colloid into granular materials.
The invention has the beneficial effects that:
the acrolein monomer is added into the polymerized monomer, the aldehyde group contained in the acrolein monomer can reduce silver ions into elemental silver, and the elemental silver can be uniformly dispersed in SAP (super absorbent polymer) due to the uniform distribution of the aldehyde group in the polymer structure, and SAP with different silver carrying amounts can be obtained by controlling the content of acrolein and the proportion of the acrolein to silver nitrate, meanwhile, the solubility of the acrolein in water is very good, and the acrolein can be oxidized into an acrylic acid structure after the oxidation-reduction reaction of the acrolein and the silver ions, so that the water absorption of the acrolein is not influenced; in addition, the functional monomer containing the natural amino acid structure can be added to effectively improve and control the blood sucking performance of the sanitary towel and endow SAP with high blood sucking performance, so that the sanitary towel is applied to the fields with high requirements on the blood sucking performance, such as sanitary napkins, and the like, or the functional monomer is not added, so that the sanitary towel is applied to the fields with no requirements on the blood sucking performance, such as paper diapers and the like.
Detailed Description
The present invention will be further described with reference to examples, but the present invention is not limited thereto.
Example 1
Weighing 180kg of sodium hydroxide to prepare 30% aqueous solution, and standing for cooling; 360kg of acrylic acid, 10kg of acrolein and 100kg of deionized water are added into a neutralization kettle, after stirring and dissolving uniformly, the prepared sodium hydroxide aqueous solution is dripped, the temperature of the neutralization kettle is controlled to be lower than 50 ℃, and after dripping, the reaction is stirred for 20-30 minutes.
Weighing 4.3kg of ammonium persulfate, 2.2kg of sodium sulfite and 7kg of diacetone acrylamide, dissolving in 25kg of deionized water, adding into a polymerization kettle, adding the obtained neutralization solution of acrylic acid and functional monomers thereof, and carrying out polymerization reaction for 20 minutes at 20-60 ℃ to obtain the soft colloid of the super absorbent resin.
8kg of silver nitrate is weighed, and is prepared into a 20% aqueous solution by deionized water, and is added into the soft colloid of the super absorbent resin under stirring, and is subjected to oxidation-reduction reaction for 1.5 hours under stirring.
Drying the obtained soft colloid at 100-180 ℃ for 50-120 minutes, and crushing the soft colloid into granular materials.
Comparative example 1a
The same amount of acrylic acid and silver nitrate were removed from the acrolein in example 1, and the oxidation-reduction reaction step was removed, and the soft colloid obtained by polymerization was directly dried and pulverized, and the other steps were the same as in example 1.
Comparative example 1b
The same amount of acrylic acid as that used in the acrolein in example 1 was changed, and after adding a silver nitrate solution, 10% of a glucose solution was added at a molar ratio of 1:1 to silver nitrate to perform oxidation-reduction reaction of an external reducing agent, and the same procedure as in example 1 was followed.
Example 2
Weighing 205kg of sodium hydroxide, preparing into 30% aqueous solution, and standing for cooling; 390kg of acrylic acid, 18kg of acrolein and 80kg of deionized water are added into a neutralization kettle, after stirring and dissolving uniformly, the prepared sodium hydroxide aqueous solution is dripped, the temperature of the neutralization kettle is controlled to be lower than 50 ℃, and after dripping, the reaction is stirred for 20-30 minutes.
Weighing 5kg of ammonium persulfate, 2.5kg of sodium sulfite and 6kg of diacetone acrylamide, dissolving in 29kg of deionized water, adding into a polymerization kettle, adding the obtained acrylic acid and the neutralization solution of the functional monomer thereof, and carrying out polymerization reaction for 15 minutes at 20-60 ℃ to obtain the soft colloid of the super absorbent resin.
9kg of silver nitrate is weighed, and is prepared into 25% aqueous solution by deionized water, and is added into the soft colloid of the super absorbent resin under stirring, and is subjected to redox reaction for 2 hours under stirring.
Drying the obtained soft colloid at 100-180 ℃ for 50-120 minutes, and crushing the soft colloid into granular materials.
Comparative example 2a
The same amount of acrylic acid and silver nitrate were removed from the acrolein in example 2, and the oxidation-reduction reaction step was removed, and the soft colloid obtained by polymerization was directly dried and pulverized, and the other steps were the same as in example 2.
Comparative example 2b
The same amount of acrylic acid as that used in the acrolein in example 2 was changed, and after adding a silver nitrate solution, 10% of a glucose solution was added at a molar ratio of 1:1 to silver nitrate to perform oxidation-reduction reaction of an external reducing agent, and the same procedure as in example 1 was followed.
Example 3
Weighing 180kg of sodium hydroxide to prepare 30% aqueous solution, and standing for cooling; 350kg of acrylic acid, 10kg of acrolein, 15kg of N-glycine acrylamide and 100kg of deionized water are added into a neutralization kettle, after stirring and dissolving uniformly, the prepared sodium hydroxide aqueous solution is dripped, the temperature of the neutralization kettle is controlled to be lower than 50 ℃, and after dripping is finished, stirring and reacting is carried out for 20-30 minutes.
Weighing 4.6kg of ammonium persulfate, 2.3kg of sodium sulfite and 6.5kg of polyethylene glycol diacrylate, dissolving in 25kg of deionized water, adding into a polymerization kettle, adding the neutralization solution of the acrylic acid and the functional monomer thereof, and carrying out polymerization reaction for 15 minutes at 20-60 ℃ to obtain the soft colloid of the super absorbent resin.
10kg of silver nitrate is weighed, deionized water is used for preparing 30% aqueous solution, the aqueous solution is added into the soft colloid of the super absorbent resin under stirring, and the oxidation-reduction reaction is carried out for 1.5 hours under stirring.
Drying the obtained soft colloid at 100-180 ℃ for 50-120 minutes, and crushing the soft colloid into granular materials.
Comparative example 3a
The same amount of acrylic acid and silver nitrate were removed from the reaction mixture in example 3, and the oxidation-reduction reaction step was removed, and the soft colloid obtained by polymerization was directly dried and pulverized, and the other steps were the same as in example 3.
Comparative example 3b
The same amount of acrylic acid as that used in the acrolein in example 3 was changed, and after adding a silver nitrate solution, 10% of a glucose solution was added at a molar ratio of 1:1 to silver nitrate to perform oxidation-reduction reaction of an external reducing agent, and the same procedure as in example 3 was followed.
Example 4
Weighing 200kg of sodium hydroxide, preparing into 30% aqueous solution, and standing for cooling; 360kg of acrylic acid, 20kg of acrolein, 22kg of N-alanine acrylamide and 85kg of deionized water are added into a neutralization kettle, after stirring and dissolving uniformly, the prepared aqueous solution of sodium hydroxide is dripped, the temperature of the neutralization kettle is controlled to be lower than 50 ℃, and after dripping is finished, the reaction is carried out for 20-30 minutes under stirring.
Weighing 5kg of potassium persulfate, 2.4kg of sodium bisulfate and 6.8kg of diacetone acrylamide, dissolving in 28kg of deionized water, adding into a polymerization kettle, adding the neutralization solution of the obtained acrylic acid and the functional monomer thereof, and carrying out polymerization reaction for 15 minutes at 20-60 ℃ to obtain the soft colloid of the super absorbent resin.
30kg of silver nitrate was weighed, and a 40% aqueous solution was prepared with deionized water, and added to the soft colloid of the above super absorbent resin with stirring, followed by stirring for redox reaction for 2.5 hours.
Drying the obtained soft colloid at 100-180 ℃ for 50-120 minutes, and crushing the soft colloid into granular materials.
Comparative example 4a
The same amount of acrylic acid and silver nitrate were removed from the acrolein in example 4, and the oxidation-reduction reaction step was removed, and the soft colloid obtained by polymerization was directly dried and pulverized, and the other steps were the same as in example 4.
Comparative example 4b
The same procedure as in example 4 was followed except that the acrolein in example 4 was changed to acrylic acid in the same amount, a 10% glucose solution was added to the mixture at a molar ratio of 1:1 with respect to silver nitrate to effect oxidation-reduction of the external reducing agent.
Example 5
Weighing 210kg of sodium hydroxide, preparing into 30% aqueous solution, and standing for cooling; 370kg of acrylic acid, 15kg of acrolein, 16kg of N-serine acrylamide and 90kg of deionized water are added into a neutralization kettle, after stirring and dissolving uniformly, the prepared sodium hydroxide aqueous solution is dripped, the temperature of the neutralization kettle is controlled to be lower than 50 ℃, and after dripping is finished, the reaction is carried out for 20-30 minutes by stirring.
Weighing 4.8kg of ammonium persulfate, dissolving 2.4kg of ascorbic acid and 6.2kg of polyethylene glycol diacrylate in 30kg of deionized water, adding into a polymerization kettle, adding the neutralization solution of the acrylic acid and the functional monomer thereof, and carrying out polymerization reaction for 15 minutes at 20-60 ℃ to obtain the soft colloid of the super absorbent resin.
20kg of silver nitrate is weighed, and is prepared into 25% aqueous solution by deionized water, and is added into the soft colloid of the super absorbent resin under stirring, and is subjected to oxidation-reduction reaction for 1.6 hours under stirring.
Drying the obtained soft colloid at 100-180 ℃ for 50-120 minutes, and crushing the soft colloid into granular materials.
Comparative example 5a
The same procedure as in example 5 was followed except that the acrolein in example 5 was changed to acrylic acid in the same amount, silver nitrate was removed, the redox reaction step was removed, and the soft colloid obtained by polymerization was directly dried and pulverized.
Comparative example 5b
The same procedure as in example 5 was followed except that the acrolein in example 5 was changed to acrylic acid in the same amount, a 10% glucose solution was added to the mixture at a molar ratio of 1:1 with respect to silver nitrate to effect oxidation-reduction of the external reducing agent.
Example 6
Weighing 190kg of sodium hydroxide to prepare 30% aqueous solution, and standing for cooling; 380kg of acrylic acid, 20kg of acrolein and 90kg of deionized water are added into a neutralization kettle, after stirring and dissolving uniformly, the prepared sodium hydroxide aqueous solution is dripped, the temperature of the neutralization kettle is controlled to be lower than 50 ℃, and after dripping, the reaction is carried out for 20-30 minutes under stirring.
Weighing 4.6kg of ammonium persulfate, 2.3kg of sodium sulfite and 6.2kg of diacetone acrylamide, dissolving in 28kg of deionized water, adding into a polymerization kettle, adding the neutralization solution of the acrylic acid and the functional monomer thereof, and carrying out polymerization reaction for 15 minutes at 20-60 ℃ to obtain the soft colloid of the super absorbent resin.
15kg of silver nitrate was weighed, prepared into a 30% aqueous solution with deionized water, added to the soft colloid of the above super absorbent resin under stirring, and subjected to redox reaction under stirring for 1.5 hours.
Drying the obtained soft colloid at 100-180 ℃ for 50-120 minutes, and crushing the soft colloid into granular materials.
Comparative example 6a
The same procedure as in example 6 was followed except that the acrolein in example 6 was changed to acrylic acid in the same amount, silver nitrate was removed, and the redox reaction step was removed, and the soft colloid obtained by polymerization was directly dried and pulverized.
Comparative example 6b
The same procedure as in example 6 was followed except that the acrolein in example 6 was changed to acrylic acid in the same amount, a 10% glucose solution was added to the mixture at a molar ratio of 1:1 with respect to silver nitrate to effect oxidation-reduction of the external reducing agent.
TABLE 1 absorption Properties of the absorption resins prepared in examples and comparative examples
The test of the blood sucking amount and the blood sucking speed is carried out according to the national standard GB/T22875-2008 method; the water absorption rate and the water absorption rate are tested according to the national standard GB22905-2008 method; the saline absorption amount and the saline absorption rate were carried out according to the method of GB22905-2008, except that water was replaced with 0.1% physiological saline.
As is apparent from the data set forth in table 1, the examples show little change in absorption properties of water, saline, or blood as compared with the corresponding comparative examples.
Antibacterial properties of hydrogels were tested by reference (A facile approach to incorpo-rate silver nanoparticles into dextran-based hydrogels for antibacterial and catalytical application. Journal of Macromolecular Science, part A: pure and Applied Chemistry,2009, 46:643-648.) and antibacterial properties of two representative bacteria, E.coli and Staphylococcus aureus, were selected as examples, and comparative examples using the method of adding the reducing agent are shown in Table 2.
TABLE 2 antibacterial Properties of the absorption resins prepared in examples
As is apparent from Table 2, the in-situ composite absorption resin has good inhibition effect on common bacteria such as escherichia coli, staphylococcus aureus and the like on the premise that the absorption performance of water, saline water and blood is hardly changed, and has more obvious inhibition effect than the comparative example adopting an external reducing agent reduction method; the nano silver is uniformly dispersed in the SAP, so that the nano silver has excellent antibacterial effect, and the uniformity and the long-acting property of the antibacterial performance of the in-situ composite absorption resin are ensured.
It is apparent that the above examples are given by way of illustration only and are not limiting of the embodiments. Other variations or modifications of the above teachings will be apparent to those of ordinary skill in the art. It is not necessary here nor is it exhaustive of all embodiments. While still being apparent from variations or modifications that may be made by those skilled in the art are within the scope of the invention.
Claims (8)
1. A high-absorption resin with in-situ antibacterial property is obtained by adding silver nitrate to react on the basis of acrylic acid, acrolein and sodium hydroxide; the high-absorption resin comprises the following raw materials in parts by weight:
300-400 parts of acrylic acid;
5-30 parts of acrolein;
0-50 parts of functional monomer;
5-10 parts of cross-linking agent;
500-700 parts of deionized water;
180-240 parts of sodium hydroxide;
26-39 parts of an initiator;
4-50 parts of antibacterial agent silver nitrate;
wherein the functional monomer is N-amino acid group acrylamide.
2. The super absorbent resin with in-situ antibacterial property according to claim 1, wherein the initiator comprises 4-6 parts of oxidant, 2-3 parts of reducing agent and 20-30 parts of deionized water in parts by weight.
3. The super absorbent resin as set forth in claim 1 or 2, wherein the acrylic acid has a neutralization degree of 75% to 85%.
4. The super absorbent resin with in-situ antibacterial property according to claim 1, wherein the crosslinking agent is one of diacetone acrylamide and polyethylene glycol diacrylate or a mixture thereof.
5. The super absorbent resin with in-situ antibacterial property according to claim 2, wherein the oxidant is one of ammonium persulfate, potassium persulfate, hydrogen peroxide and tert-butyl hydroperoxide; the reducing agent is one of sodium bisulphite, sodium sulfite and ascorbic acid.
6. The method for preparing a super absorbent resin having in-situ antibacterial properties according to any one of claims 1 to 5, which comprises neutralization reaction of acrylic acid, acrolein, and optionally functional monomers, polymerization reaction, reduction reaction with addition of silver nitrate, and post-treatment step.
7. The method for preparing the super absorbent resin with in-situ antibacterial property as set forth in claim 6, which comprises the following steps:
(1) Neutralization reaction
Neutralizing acrylic acid, acrolein and optional functional monomers with sodium hydroxide solution to obtain a neutralization solution;
(2) Polymerization reaction
Mixing the neutralization solution with a cross-linking agent and an initiator for reaction to obtain polymer soft colloid;
(3) Reduction reaction
Adding silver nitrate solution into the polymer soft colloid to be mixed and reacted to obtain a product;
(4) Optionally, the method further comprises a post-treatment step of drying and crushing the obtained product,
wherein, the raw materials are as follows:
300-400 parts of acrylic acid;
5-30 parts of acrolein;
0-50 parts of functional monomer;
5-10 parts of cross-linking agent;
500-700 parts of deionized water;
180-240 parts of sodium hydroxide;
26-39 parts of an initiator;
4-50 parts of antibacterial agent silver nitrate.
8. The method for preparing a super absorbent resin with in-situ antibacterial property as claimed in claim 7, further comprising the steps of controlling the reaction temperature to be lower than 50 ℃ in the step (1), adding aqueous sodium hydroxide solution dropwise into the reaction system, stirring, and naturally cooling; step (2) stirring and polymerizing at 20-60 ℃ for 10-20 minutes; step (3) preparing silver nitrate into aqueous solution with the concentration of 10% -50%; step (4) comprises drying the obtained product at 100-180 ℃ for 50-120 minutes, and crushing the product into granular materials.
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| DE1081670B (en) * | 1958-03-06 | 1960-05-12 | Hoechst Ag | Process for the polymerization of ª ‡, ª ‰ -unsaturated aldehydes |
| DE60231834D1 (en) * | 2001-12-19 | 2009-05-14 | Nippon Catalytic Chem Ind | WATER ABSORBING RESIN AND ITS MANUFACTURING PROCESS |
| CN101708555B (en) * | 2009-11-26 | 2011-06-08 | 上海大学 | Method for preparing flake silver powder |
| CN107141414B (en) * | 2017-05-16 | 2019-10-01 | 西华大学 | A kind of super absorbent resin and preparation method thereof |
| CN109970904B (en) * | 2019-04-03 | 2021-04-27 | 山东昊月新材料股份有限公司 | Sodium polyacrylate high-absorptivity resin with high blood absorption performance and preparation method thereof |
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