CN113142210A - Antibacterial super absorbent resin and preparation method and application thereof - Google Patents

Antibacterial super absorbent resin and preparation method and application thereof Download PDF

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CN113142210A
CN113142210A CN202110340657.2A CN202110340657A CN113142210A CN 113142210 A CN113142210 A CN 113142210A CN 202110340657 A CN202110340657 A CN 202110340657A CN 113142210 A CN113142210 A CN 113142210A
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antibacterial
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absorbent resin
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sodium alginate
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    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
    • A01N37/36—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof, e.g. hydroxy-carboxylic acids
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    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
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    • A01N25/08—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests containing solids as carriers or diluents
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    • C07C67/00—Preparation of carboxylic acid esters
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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
    • C08F251/00—Macromolecular compounds obtained by polymerising monomers on to polysaccharides or derivatives thereof

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Abstract

The invention discloses an antibacterial super absorbent resin, a preparation method and application thereof; the preparation method comprises the following steps: placing sodium alginate in a beaker, and adding an acetic acid solution to completely dissolve the sodium alginate to obtain a solution A; adding an antibacterial agent into the solution A, introducing nitrogen, and stirring and mixing uniformly to obtain a solution B; adding an initiator into the solution B, then heating, pre-initiating, introducing nitrogen, and adding a cross-linking agent; vacuumizing, introducing nitrogen, heating, stirring, reacting for 3-5 hours, cooling to room temperature after the reaction is finished, adding an ethanol solution, adjusting the pH value with an alkali solution, soaking, and drying in vacuum to obtain the antibacterial super absorbent resin. The antibacterial agent with excellent antibacterial property and a function of promoting the growth of crops is prepared, and is compounded with sodium alginate to obtain the antibacterial super absorbent resin with excellent antibacterial property, water absorption and retention property, and better salt tolerance and decolorization rate; it has wide application prospect in the fields of medical sanitation, agriculture and construction.

Description

Antibacterial super absorbent resin and preparation method and application thereof
Technical Field
The invention belongs to the field of high polymer materials, and particularly relates to an antibacterial super absorbent resin, and a preparation method and application thereof.
Background
The high water absorption resin is a novel functional polymer material, and has ultrahigh water absorption and good water retention. It can absorb hundreds or even thousands times of water, and after absorbing water, it is not easy to dewater by applying pressure. Therefore, the compound is widely applied to the aspects of medical treatment and health, petrochemical industry, building, agriculture, forestry, gardening and the like, and is receiving more and more attention. The super absorbent resin can be classified into starch-based, cellulose-based and synthetic-based ones according to the synthetic raw materials. The super absorbent resins prepared by grafting hydrophilic monomers on starch or cellulose are respectively called starch series and cellulose series, and although the super absorbent resins are low in price, the super absorbent resins have the defects of poor water absorption performance, easy mildew of products and the like, and the application range is limited. Synthetic super absorbent resins are often produced using hydrophilic monomers or polymers, such as polyvinyl alcohol, acrylic acid, and acrylamide. Among them, crosslinked polyacrylic acid (salt) -type super absorbent resins are most widely used.
In the prior art, for example, publication No. CN 110075342A discloses an antibacterial and deodorant super absorbent resin composition, which comprises a pre-crosslinked acrylic polymer, wherein a plant antibacterial agent is combined in the pre-crosslinked acrylic polymer, and then the pre-crosslinked acrylic polymer is subjected to surface treatment by a crosslinking agent, wherein the plant antibacterial agent is prepared from tea leaves, argy wormwood leaves and motherwort herbs. Publication No. CN 110075342A discloses an antibacterial super absorbent resin and a preparation method thereof, the resin is prepared by a long-chain quaternary ammonium salt cationic monomer containing an allyl structure, an acrylic acid anionic monomer partially neutralized by sodium hydroxide and a nonionic monomer acrylamide by adopting a redox initiation system aqueous solution polymerization method; the prepared high water absorption resin not only has excellent water absorption and water retention performance, higher gel strength and chemical stability, but also has better antibacterial performance, and is suitable for producing water absorption sanitary materials such as sanitary towels, paper diapers and the like, moisture retention cosmetics and water swelling sealing materials.
Disclosure of Invention
The invention aims to provide an antibacterial agent which has excellent antibacterial property and has certain promotion effect on the growth of crops.
The technical scheme adopted by the invention for realizing the purpose is as follows:
an antibacterial agent having the formula:
Figure BDA0002999008670000021
preferably, the antimicrobial agent is prepared by reacting 3, 4-dihydroxybenzoic acid with 1-penten-3-ol.
The 3, 4-dihydroxy benzoic acid and 1-pentene-3-alcohol are reacted to obtain the antibacterial agent, so that the antibacterial agent has excellent antibacterial property and also has a certain promotion effect on the growth of crops; and can be combined with water-absorbent resins for use in water-absorbent resins.
Preferably, the antibacterial agent is prepared by the following steps:
adding 3, 4-dihydroxybenzoic acid, 2-5% ferric chloride hexahydrate and 1-pentene-3-alcohol into a three-neck flask provided with a water separator, a thermometer and a reflux condenser pipe, wherein the molar ratio of the 3, 4-dihydroxybenzoic acid to the 1-pentene-3-alcohol is 1: 3-5, heating until the 3, 4-dihydroxybenzoic acid is dissolved, shaking up, sampling and analyzing; and dripping 1-penten-3-ol into the water separator, heating, refluxing and separating water for 2-4 h, cooling for 10-15 min, sampling and analyzing, and determining that the conversion rate is 80.3-86.5%.
The invention also discloses the application of the antibacterial agent in promoting the growth of crops.
The invention also discloses the use of the antibacterial agent in the water-absorbent resin.
The invention also discloses an antibacterial super absorbent resin which comprises an antibacterial agent.
The invention also aims to provide a novel antibacterial water-absorbing agent which has good antibacterial property and water-absorbing and water-retaining properties; meanwhile, the obtained resin has better salt resistance and antibacterial super absorbent resin.
The invention also discloses a preparation method of the antibacterial super absorbent resin, which comprises the following steps:
putting sodium alginate in a beaker, adding an acetic acid solution to completely dissolve the sodium alginate, and then transferring the sodium alginate into a three-neck flask to obtain a solution A;
adding an antibacterial agent into the solution A, introducing nitrogen, and stirring to uniformly mix the solution to obtain a solution B;
adding an initiator into the solution B, then heating to 50-60 ℃, pre-initiating for 10-20 min, introducing nitrogen, and adding a cross-linking agent; vacuumizing, introducing nitrogen, heating to 60-70 ℃, controlling the stirring speed to be 200-280 r/min, reacting for 3-5 h, cooling the reaction liquid to room temperature after the reaction is finished, adding an ethanol solution of v (water) v (ethanol) 1: 8-12, adjusting the pH to 11.5-12 with alkali liquor, soaking overnight, and vacuum-drying the product to obtain the antibacterial super absorbent resin.
The prepared antibacterial agent is compounded with sodium alginate to obtain the antibacterial super absorbent resin which has excellent water absorption and retention property and antibacterial property and better salt resistance; the reason may be that the resin has a good three-dimensional network structure and hydrophilic groups; because the antibacterial agent contains benzene rings, a polymer formed by the antibacterial agent and sodium alginate possibly has larger steric hindrance, water molecules in a high-water-absorption resin network can be bound in a network structure generated in a crosslinking process through physical adsorption and chemical adsorption, and the activity is lost, so that the resin has better water absorption and retention properties; meanwhile, the obtained resin has better antibacterial property and salt resistance; the antibacterial super absorbent resin has wide application prospect in the fields of medical sanitation, agriculture and construction.
Preferably, the weight parts of sodium alginate are 10-30 parts, and the weight parts of antibacterial agent are 30-60 parts.
Preferably, the content of the acetic acid solution is 1-3%.
Preferably, the crosslinking agent is 0.07-0.3 part, and the initiator is 0.02-0.2 part.
Preferably, the grafting rate of the antibacterial agent in the sodium alginate is 79.2-88.5%.
The invention also discloses application of the antibacterial high water-absorbent resin in the fields of medical sanitation, agriculture and/or construction.
Preferably, the cross-linking agent is one of N, N' -methylene bisacrylamide and dimethylaminopropylamine.
Preferably, the initiator is one of potassium persulfate, potassium sodium persulfate, or sodium bisulfite.
In order to further improve the water absorption and retention property and antibacterial property of the antibacterial super absorbent resin and enable the resin to have a better decolorization rate, the preferable measures adopted further comprise:
the erythritol is added to further improve the water retention and water absorption and antibacterial property of the resin, and simultaneously the resin has better decoloration rate; the reason is probably that the addition of the erythritol enables the resin to be further crosslinked, so that a better network structure is obtained, and the resin has better water absorption and retention effects; erythritol and the antibacterial agent possibly play a synergistic role, so that the antibacterial effect of the resin is further improved, and the resin has a better decolorization rate.
According to the invention, 3, 4-dihydroxy benzoic acid and 1-pentene-3-alcohol are reacted to obtain the antibacterial agent, and the antibacterial agent is compounded with sodium alginate to obtain the antibacterial super absorbent resin, so that the antibacterial super absorbent resin has the following beneficial effects: the antibacterial agent has good antibacterial property and has certain promotion effect on the growth of crops; the obtained antibacterial super absorbent resin has excellent antibacterial property, water absorption and retention property, and simultaneously has better salt tolerance and decolorization rate. The reason is probably that the antibacterial agent is compounded with the sodium alginate, so that a better three-dimensional network structure can be formed, and the resin has better water absorption and retention properties; meanwhile, the obtained resin has better antibacterial property, salt resistance and decolorization rate; therefore, the invention is an antibacterial agent with excellent antibacterial property and a certain promotion effect on the growth of crops, and the antibacterial agent is compounded with sodium alginate to obtain the antibacterial super absorbent resin with excellent antibacterial property, water absorption and retention property, and better salt resistance and decolorization rate; the antibacterial super absorbent resin has wide application prospect in the fields of medical sanitation, agriculture and construction.
Drawings
FIG. 1 is an SEM photograph of an antibacterial super absorbent resin;
FIG. 2 shows the water absorption and water retention of the antibacterial super absorbent resin;
FIG. 3 shows the diameter of the bacteriostatic ring of the antibacterial super absorbent resin;
FIG. 4 shows the salt tolerance of the antibacterial super absorbent resin;
FIG. 5 shows the decolorization ratio of antibacterial super absorbent resin.
Detailed Description
In some embodiments of the invention, the erythritol-modified sodium alginate is prepared by the following steps:
placing erythritol and sodium alginate in deionized water according to the mass ratio of 5-10: 1, and fully stirring at the water bath temperature of 60-80 ℃ until the erythritol and the sodium alginate are uniformly mixed; cooling to room temperature, adding 0.5-1.5% sulfuric acid, fully stirring for 10-20 min, then adding 0.02-0.05% formaldehyde solution, stirring for 10-20 min, and uniformly mixing to obtain the erythritol modified sodium alginate composite solution.
In some embodiments of the invention, the antimicrobial agent is prepared by a method comprising:
adding 3, 4-dihydroxybenzoic acid, 2-5% ferric chloride hexahydrate and 1-pentene-3-alcohol into a three-neck flask provided with a water separator, a thermometer and a reflux condenser, wherein the molar ratio of the 3, 4-dihydroxybenzoic acid to the 1-pentene-3-alcohol is 1:4, heating until the 3, 4-dihydroxybenzoic acid is dissolved, shaking up, sampling and analyzing; dripping 1-penten-3-ol into the water separator, heating, refluxing and separating water for 3h, cooling for 10min, sampling and analyzing, and determining the conversion rate to be 85.7%; the structural formula is as follows:
Figure BDA0002999008670000041
the technical solution of the present invention is further described in detail below with reference to the following detailed description and the accompanying drawings:
example 1:
a preparation method of antibacterial super absorbent resin comprises the following steps:
putting 15 parts by weight of sodium alginate in a beaker, adding 1.5% acetic acid solution to completely dissolve the sodium alginate, and transferring the mixture into a three-neck flask to obtain solution A;
adding 40 parts by weight of an antibacterial agent into the solution A, introducing nitrogen, and stirring to uniformly mix the solution to obtain a solution B;
adding 0.05 weight part of sodium potassium persulfate into the solution B, then heating to 60 ℃, pre-initiating for 15min, introducing nitrogen, and adding 0.1 weight part of N, N' -methylene bisacrylamide; vacuumizing, introducing nitrogen, heating to 60 ℃, controlling the stirring speed to be 200r/min, reacting for 3h, cooling the reaction liquid to room temperature after the reaction is finished, adding an ethanol solution of v (water) v (ethanol) 1:8, regulating the pH value to 11.5 by using an alkali solution, soaking overnight, and drying the product in vacuum to obtain the antibacterial super absorbent resin;
weighing 1 part by weight of the obtained resin, taking acetone as a solvent, extracting for 10 hours in a Soxhlet extractor, and calculating the obtained product according to the following formula after vacuum drying:
percent graft ratio (%) - (W)1-W0)/W0×100％
In the formula: w0The mass of the original sodium alginate; w1To obtain the quality of the resin;
wherein, the grafting rate of the antibacterial agent in the sodium alginate in the implementation is measured to be 85.6%.
Example 2:
a preparation method of antibacterial super absorbent resin comprises the following steps:
putting 20 parts by weight of sodium alginate in a beaker, adding 1.5% acetic acid solution to completely dissolve the sodium alginate, and transferring the mixture into a three-neck flask to obtain solution A;
adding 50 parts by weight of antibacterial agent into the solution A, introducing nitrogen, and stirring to uniformly mix the solution to obtain solution B;
adding 0.15 part by weight of sodium potassium persulfate into the solution B, then heating to 60 ℃, pre-initiating for 15min, introducing nitrogen, and adding 0.2 part by weight of dimethylaminopropylamine; vacuumizing, introducing nitrogen, heating to 60 ℃, controlling the stirring rate to be 200r/min, reacting for 3h, cooling the reaction liquid to room temperature after the reaction is finished, adding an ethanol solution of which the ratio of v (water) to v (ethanol) is 1:8, adjusting the pH to 11.5 by using an alkali solution, soaking overnight, and drying the product in vacuum to obtain the antibacterial super absorbent resin, wherein the grafting rate of the antibacterial agent in the sodium alginate is measured to be 87.2%.
Example 3:
a method for preparing antibacterial super absorbent resin, which is different from the embodiment 2: the antibacterial agent was added in an amount of 40 parts by weight, wherein the graft ratio of the antibacterial agent in sodium alginate was determined to be 79.5%.
Example 4:
a preparation method of antibacterial super absorbent resin comprises the following steps:
preparing an erythritol/sodium alginate composite solution:
placing erythritol and sodium alginate in deionized water according to the mass ratio of 6:1, and fully stirring at the water bath temperature of 45 ℃ until the erythritol and the sodium alginate are uniformly mixed; cooling to room temperature, fully stirring with 1.2% sulfuric acid for 15min, then adding 0.035% formaldehyde solution, stirring for 10min, and mixing uniformly to obtain the erythritol modified sodium alginate composite solution.
Putting 20 parts by weight of erythritol/sodium alginate composite solution into a beaker, adding 1.5% acetic acid solution to completely dissolve the erythritol/sodium alginate composite solution, and transferring the solution into a three-neck flask to obtain solution A;
adding 50 parts by weight of antibacterial agent into the solution A, introducing nitrogen, and stirring to uniformly mix the solution to obtain solution B;
adding 0.15 part by weight of sodium potassium persulfate into the solution B, then heating to 60 ℃, pre-initiating for 15min, introducing nitrogen, and adding 0.2 part by weight of dimethylaminopropylamine; vacuumizing, introducing nitrogen, heating to 60 ℃, controlling the stirring speed to be 200r/min, reacting for 3h, cooling the reaction liquid to room temperature after the reaction is finished, adding an ethanol solution of which the ratio of v (water) to v (ethanol) is 1:8, adjusting the pH to 11.5 by using an alkali liquor, soaking overnight, and drying the product in vacuum to obtain the antibacterial super absorbent resin, wherein the measured grafting rate of the antibacterial agent in erythritol/sodium alginate is 87.1%.
Example 5:
a method for preparing antibacterial super absorbent resin, which is different from the embodiment 4: the added antibacterial agent was 35 parts by weight, wherein the graft ratio of the antibacterial agent in erythritol/sodium alginate was determined to be 84.6%.
Comparative example 1:
a method for preparing antibacterial super absorbent resin, which is different from the embodiment 2: in the antibacterial agent, the 3, 4-dihydroxy benzoic acid is not modified by 1-pentene-3-ol.
Comparative example 2
A method for preparing antibacterial super absorbent resin, which is different from the embodiment 2: no antimicrobial agent was added.
Test example 1:
1. determination of nuclear magnetic resonance of antibacterial agent
In the experiment, an antibacterial agent sample is dissolved in 0.6mL of deuterated water and is filled into a nuclear magnetic tube, and a DPX300MHz nuclear magnetic resonance instrument manufactured by Brucker, Switzerland is used for carrying out nuclear magnetic resonance characterization on the antibacterial agent sample to determine the structure and the molecular weight of the antibacterial agent sample.
1HNMR(CDCl3)：5.39(s,2H,OH)，7.05(d,1H,CH)，7.41(s,1H,CH)，7.46(d,1H,CH)，4.68(t,1H,CH)，5.92(s,1H,CH)，1.81(m,2H,CH2)，5.13(s,1H,CH2)，5.44(s,1H,CH2)，1.05(m,3H,CH3). As can be seen from the nuclear magnetic data analysis, the antibacterial agent is obtained by reacting 3, 4-dihydroxybenzoic acid with 1-penten-3-ol.
2. Determination of crop growth by antimicrobial agents
Soaking rape seeds in a solution with the concentration of an antibacterial agent of 5 mu g/mL for 10h, and taking clear water without the antibacterial agent as a control group; taking back the whole rape plant in the rape maturation period to determine the wet weight, taking part of rape samples according to each component, taking the parts of rape samples back, drying the parts in a constant-temperature drying oven at 105 ℃ to constant weight, and determining the moisture content of the rape so as to calculate the biomass of the whole rape plant.
TABLE 1 growth of Brassica napus by antimicrobial agents
Experimental group Root biomass (g) Total biomass (g)
Control group 1.14 6.32
Example 2 1.56 8.85
Comparative example 1 1.13 6.34
As can be seen from Table 1, the biomass of rape roots in example 2 is higher than 15g and the total biomass is higher than 8.8g, while the biomass of rape roots in comparative example 2 and the control group and the total biomass in comparative example 1, and the biomass of rape roots and the total biomass in example 2 are higher than those in the control group and the comparative example 1, because the 3, 4-dihydroxybenzoic acid are modified by 1-penten-3-ol, and the obtained antibacterial agent is degraded and decomposed by the water-absorbent resin after being combined with the water-absorbent resin, so that the antibacterial agent has a certain promotion effect on the growth of crops.
3. Determination of surface morphology of antibacterial super absorbent resin
The experiment was observed using an S-300 variable pressure scanning electron microscope. The specific test method comprises the following steps of selecting samples with consistent particle sizes, and drying the samples to be tested at 60 ℃. The powder sample was then carefully and evenly spread over the conductive gel on the coupon holder and the sample powder that did not adhere to the conductive gel was blown off with an ear-washing ball. And spraying gold on the sample holder in a vacuum environment, plating a conductive film, and then putting the sample holder together for observation.
FIG. 1 is an SEM photograph of an antibacterial super absorbent resin. As can be seen from FIG. 1, the surface of the resin has an obvious three-dimensional network structure, so that water molecules are dispersed in the three-dimensional structure during the water absorption process of the resin, and the molecular chains are expanded to form pores, so that the resin has good water absorption.
4. Determination of Water absorption and Water Retention of antibacterial super absorbent resin
And (3) water absorption performance measurement: accurately weighing 0.5g of resin with the particle size of 0.15-0.45 mm, adding the resin into a nylon mesh bag with the pore diameter of 0.15mm, soaking the nylon mesh bag into excessive deionized water or a W (NaCl) 0.9% aqueous solution, and standing at room temperature for 16-24 h to ensure that the resin reaches swelling balance. Lifting the nylon mesh bag out of the water surface, standing for 5min, and weighing. The resin saturation liquid absorption rate was calculated according to the following formula:
Qeq＝(Ww-Wa-Wd)/Wd
wherein: qeqThe saturated water absorption capacity of the super absorbent resin is g/g; wdIs the mass of dry resin; wwThe total mass of the nylon mesh bag after imbibition saturation; waIs the quality of the dry nylon mesh bag.
And (3) determination of water retention: accurately weighing a certain amount of super absorbent resin sample, putting the super absorbent resin sample into deionized water, after water absorption saturation, measuring the water absorption capacity of the resin by a 200-mesh sample sieve (the aperture is 75 mu m), putting the water absorption gel into a beaker with known weight, standing the beaker in a natural environment with the relative humidity of about 31 percent, weighing the mass of the gel after standing the beaker for 30 days, and using pure water as a reference by using the beaker with the same specification. The calculation formula is as follows:
Rn＝mn/m1×100％
wherein: rnIs the water retention rate of the super absorbent resin in percent when the super absorbent resin is placed in an indoor natural environment; m isnThe mass g of the super absorbent resin gel is the mass of the super absorbent resin gel after being placed in an indoor natural environment for n days; m is1Is a high water absorption resinInitial mass of gel, g.
FIG. 2 shows the water absorption and water retention of the antibacterial super absorbent resin. As can be seen from FIG. 2, the water absorption of examples 1-3 is higher than 535g/g, the retention rate of water retention is still higher than 57% after being placed for 30 days, comparing examples 2 with comparative examples 1-2, the water absorption and water retention of example 2 are higher than those of comparative examples 1-2, which shows that the addition of the antibacterial agent to sodium alginate further improves the water absorption and water retention of the resin material, because the antibacterial agent contains benzene rings, the polymer formed by the antibacterial agent and sodium alginate may have larger steric hindrance, and water molecules in the high water-absorbent resin network can be bound in the network structure generated in the cross-linking process through physical adsorption and chemical adsorption, so that the activity is lost, and the resin has better water absorption and water retention; the water absorption of examples 4-5 is higher than 560g/g, the water retention after standing for 30 days is higher than 64%, the water absorption and the water retention of comparative examples 2 and 4, and example 4 are both higher than example 2, which shows that the modification of sodium alginate by erythritol further improves the water retention and water absorption of the resin, probably because the addition of erythritol enables the resin to be further crosslinked, so that a better network structure is obtained, and the resin has better water absorption and water retention effects.
5. Determination of antibacterial Properties of antibacterial superabsorbent resins
The antibacterial performance of the resin is tested by adopting a bacteriostatic ring method in the experiment, the diameter of a bacteriostatic tablet used in the experiment is 5mm, then sterile forceps are used for clamping the diaphragm and placing the diaphragm on a flat plate containing bacillus subtilis, and 4 diaphragms are made in parallel for each sample. After the antibacterial sheets are stuck, placing the culture dish at 37 ℃ for culturing for 16-18 h, measuring the diameter of the antibacterial ring of each membrane after the culturing is finished, and recording the experimental result to compare the antibacterial action of different samples.
FIG. 3 shows the diameter of the bacteriostatic ring of the antibacterial super absorbent resin. As can be seen from FIG. 3, the diameter of the inhibition ring of the example 1-3 is higher than 19mm, the diameter of the inhibition ring of the comparative example 2 is much higher than that of the comparative example 1-2 compared with that of the comparative example 1-2, which shows that the diameter of the inhibition ring of the resin material is increased by compounding the prepared antibacterial agent with sodium alginate, namely, the antibacterial effect of the resin is improved; the diameter of the inhibition ring of the embodiment 4-5 is higher than 23.5mm, the diameter of the inhibition ring of the embodiment 4 is higher than that of the embodiment 2 by comparing the embodiment 2 with the embodiment 4, which shows that the modification of the sodium alginate by using the erythritol further improves the antibacterial effect of the resin.
6. Determination of salt resistance of antibacterial super absorbent resin
The salt tolerance of the super absorbent resin is expressed by the water absorption capacity in sodium chloride solutions with different concentrations, and the specific method is as follows: firstly, NaCl solutions with different mass fractions (0.1-1 wt%) are prepared, a certain mass of super absorbent resin is swelled in an excessive NaCl solution at room temperature, when a super absorbent resin sample reaches a swelling equilibrium state, a 100-mesh screen is used for filtering out excessive water, surface water is absorbed by absorbent paper, the weight of the resin at the moment is weighed, and the water absorption capacity of the super absorbent resin in the NaCl solution is calculated according to the following formula:
Q＝(m1-m0)/m0
wherein Q is the saturated water absorption capacity of the super absorbent resin, g/g; m is0Weight of the dry sample of superabsorbent resin, g; m is1The weight of the superabsorbent polymer in the swollen state, g.
FIG. 4 shows the salt tolerance of the antibacterial super absorbent resin. As can be seen from fig. 4, the water absorption rates in the NaCl solutions of example 2 and example 4 show a decreasing trend with the increasing content of the NaCl solution, but the decreasing trend is not large, and the changing trends of example 2 and example 4 are relatively consistent and have no obvious difference, that is, the modification of sodium alginate by using erythritol has no obvious influence on the salt resistance of the resin; comparing the example 2 with the comparative examples 1-2, the comparative examples 1-2 have obvious reduction of the water absorption along with the increase of the content of the NaCl solution, which shows that the salt resistance of the resin material is improved by compounding the prepared antibacterial agent with the sodium alginate.
7. Determination of decolorization ratio of antibacterial super absorbent resin
Preparing acid scarlet dye into simulated wastewater with the concentration of 40-100 mg/L by using a test water sample; and (3) taking 500mL of simulated wastewater with a certain concentration, adding 0.4g of resin sample, adjusting the pH value of the solution, stirring the solution in a stirrer, standing the solution, filtering the solution, taking filtrate, measuring optical density, and calculating the decolorization rate. The determination method comprises the following steps: the colorimetric determination is made by spectrophotometry.
FIG. 5 shows the decolorization ratio of antibacterial super absorbent resin. As can be seen from FIG. 5, the decolorization ratio of examples 1-3 is higher than 76%, the decolorization ratio of comparative example 2 is almost the same as that of comparative examples 1-2, the decolorization ratio of example 2 is almost the same as that of comparative examples 1-2, and the decolorization ratio of example 1 is also not significantly different from that of comparative examples 1-2, which shows that the combination of the prepared antibacterial agent and sodium alginate has almost no influence on the decolorization ratio of the resin material; the decoloring rate of the embodiments 4 to 5 is higher than 86%, and compared with the embodiment 2 and the embodiment 4, the decoloring rate of the embodiment 4 is higher than that of the embodiment 2, which shows that erythritol is adopted to modify sodium alginate, so that the decoloring rate of the resin is improved, and the antibacterial super absorbent resin has a better decoloring effect.
Conventional operations in the operation steps of the present invention are well known to those skilled in the art and will not be described herein.
The above embodiments are merely illustrative, and not restrictive, and those skilled in the art can make various changes and modifications without departing from the spirit and scope of the invention. Therefore, all equivalent technical solutions also belong to the scope of the present invention, and the protection scope of the present invention should be defined by the claims.

Claims (10)

1. An antibacterial agent having the formula:
Figure FDA0002999008660000011
2. an antimicrobial agent according to claim 1, wherein: the antibacterial agent is prepared by reacting 3, 4-dihydroxy benzoic acid with 1-pentene-3-alcohol.
3. Use of the antibacterial agent of claim 1 for promoting the growth of crops.
4. Use of the antibacterial agent according to claim 1 in a water-absorbent resin.
5. An antibacterial super absorbent resin, wherein the antibacterial agent as claimed in claim 1 is graft-copolymerized with sodium alginate.
6. A preparation method of antibacterial super absorbent resin comprises the following steps:
putting sodium alginate in a beaker, adding an acetic acid solution to completely dissolve the sodium alginate, and then transferring the sodium alginate into a three-neck flask to obtain a solution A;
adding the antibacterial agent according to claim 1 into the solution A, introducing nitrogen, and stirring to uniformly mix the solution to obtain a solution B;
adding an initiator into the solution B, then heating to 50-60 ℃, pre-initiating for 10-20 min, introducing nitrogen, and adding a cross-linking agent; vacuumizing, introducing nitrogen, heating to 60-70 ℃, controlling the stirring speed to be 200-280 r/min, reacting for 3-5 h, cooling the reaction liquid to room temperature after the reaction is finished, adding an ethanol solution of v (water) v (ethanol) 1: 8-12, adjusting the pH to 11.5-12 with alkali liquor, soaking overnight, and vacuum-drying the product to obtain the antibacterial super absorbent resin.
7. The method for preparing antibacterial super absorbent resin according to claim 6, wherein: 10-30 parts of sodium alginate and 30-60 parts of an antibacterial agent.
8. The method for preparing antibacterial super absorbent resin according to claim 6, wherein: 0.07-0.3 part of cross-linking agent and 0.02-0.2 part of initiator by weight.
9. The method for preparing antibacterial super absorbent resin according to claim 6, wherein: the grafting rate of the antibacterial agent in the sodium alginate is 79.2-88.5%.
10. Use of an antibacterial super absorbent resin according to claim 5 in medical hygiene, agriculture and/or construction fields.
CN202110340657.2A 2021-03-30 2021-03-30 Antibacterial super absorbent resin and preparation method and application thereof Withdrawn CN113142210A (en)

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN113527718A (en) * 2021-07-28 2021-10-22 太原理工大学 Composite hydrogel material and preparation method and application thereof

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN109381738A (en) * 2018-07-20 2019-02-26 中国海洋大学 A kind of chitosan-based hydrogel and its preparation method and application

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN109381738A (en) * 2018-07-20 2019-02-26 中国海洋大学 A kind of chitosan-based hydrogel and its preparation method and application

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
周石洋等: "3,4-二羟基苯甲酸乙酯合成工艺研究", 《黑龙江大学工程学报》 *

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN113527718A (en) * 2021-07-28 2021-10-22 太原理工大学 Composite hydrogel material and preparation method and application thereof

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