CN110105686A - A kind of anti-biotic material and its preparation method and application - Google Patents
A kind of anti-biotic material and its preparation method and application Download PDFInfo
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- CN110105686A CN110105686A CN201910443633.2A CN201910443633A CN110105686A CN 110105686 A CN110105686 A CN 110105686A CN 201910443633 A CN201910443633 A CN 201910443633A CN 110105686 A CN110105686 A CN 110105686A
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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
- C08F212/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring
- C08F212/02—Monomers containing only one unsaturated aliphatic radical
- C08F212/04—Monomers containing only one unsaturated aliphatic radical containing one ring
- C08F212/06—Hydrocarbons
- C08F212/08—Styrene
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/18—Oxygen-containing compounds, e.g. metal carbonyls
- C08K3/20—Oxides; Hydroxides
- C08K3/22—Oxides; Hydroxides of metals
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
- C09D5/14—Paints containing biocides, e.g. fungicides, insecticides or pesticides
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/18—Oxygen-containing compounds, e.g. metal carbonyls
- C08K3/20—Oxides; Hydroxides
- C08K3/22—Oxides; Hydroxides of metals
- C08K2003/2296—Oxides; Hydroxides of metals of zinc
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K2201/00—Specific properties of additives
- C08K2201/011—Nanostructured additives
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Abstract
The present invention provides a kind of preparation methods of anti-biotic material, comprising the following steps: (1) 60-80 DEG C of polymerization under microwave condition after mixing the vinyl monomer of hydroxyl, styrene monomer and initiator；(2) unreacted monomer is removed in washing after reacting, and obtains polymer microballoon；(3) polymer microballoon and dispersion stabilizer that step (2) obtains are added in the mixed solution of zinc solution and sodium hydroxide, are uniformly dispersed, and 20-30 DEG C reaction 40-60 minutes under ultrasonic conditions, cleaning obtains the anti-biotic material.The method of the present invention has the polystyrene microsphere of hydroxy functional group by free radical polymerization preparation, and monomer conversion reaches 99.9%；The Zinc oxide nanoparticle uniform particle sizes and distribution that polymer and zinc solution and sodium hydroxide mixed solution are obtained under the action of ultrasonic wave and dispersion stabilizer are uniform, and preparation method is simple, at low cost.Anti-biotic material of the invention has inorganic nano zinc oxide quick release sterilizing function, and antibacterial is efficiently and lasting.
Description
Technical field
The invention belongs to multi-functional organic/inorganic composite material chemical fields, and in particular to a kind of anti-biotic material and its preparation
Methods and applications.
Background technique
There are a large amount of bacterial micro-organisms in human habitat, and the harm of bacterial micro-organism breeding is food industry, clinic
Researchs and the application fields such as medicine, bio-medical material, Biochemical Engineering, marine ship anticorrosion and antifouling, industry and drinking water safety
Involved in general character, basic and generality a significant problem.From day common fabric clothes, sanitary ceramics system
Product, to steel for building, marine vessel to medical supplies and the disinfection treatment of drinking water etc., bacterium is being suitable for temperature
Phenomena such as breeding rapidly under degree and nutrient, causing the rotten corruption of substance mouldy and wound suppuration infection, seriously threaten people
The health of class, and microorganism is attached on various types of materials surface often through interface interaction, forms adhesion by growth and breeding
Microbial film, thus caused pathogenic bacteria are propagated, microbial contamination and seriously corroded endanger human health and the national economic development.
In the patent application of 108659685 A of Patent No. CN, it is multiple that Gao Hengdong discloses a kind of titanium dioxide, zinc oxide
Close modified poly (methyl methacrylate) antibiotic paint preparation method, by acrylic acid ester emulsion, titanium dioxide, dicyclopentadiene,
Styrene, paraffin, coloring pigment, organobentonite, ethyl acetate, nano zine oxide, silane resin acceptor kh-550, poly- methyl-prop
The raw materials such as e pioic acid methyl ester, 2,2- azobisisobutyronitrile, a hydronium(ion) lithia are made.
Presently, there are anti-biotic material preparation method reaction condition it is excessively complicated, and most of is all physical blending antibacterial
Agent itself is unstable, and anti-microbial property is not lasting.
Summary of the invention
A kind of anti-biotic material and its preparation are provided it is an object of the invention to overcome in place of the shortcomings of the prior art
Methods and applications.
To achieve the above object, the technical scheme adopted by the invention is as follows: a kind of preparation method of anti-biotic material, the method
The following steps are included:
(1) vinyl monomer of hydroxyl, styrene monomer and initiator are uniformly mixed, under microwave condition 60-80
DEG C reaction 6-8h, keep in reaction process reaction system be in atmosphere of inert gases protection under stirring；
(2) remove unreacted monomer with organic solvent washing after the reaction was completed, obtain polymer microballoon；
(3) polymer microballoon and dispersion stabilizer that step (2) obtains are added to the mixed of zinc solution and sodium hydroxide
It closes in solution, is uniformly dispersed, and 20-30 DEG C reaction 40-60 minutes under ultrasonic conditions, it is clear with deionized water after the reaction was completed
Unreacting substance is washed away, the anti-biotic material is obtained.
The present invention has the polystyrene microsphere of hydroxy functional group by free radical polymerization preparation, activates under microwave condition
Reaction greatly improves reaction efficiency, and the conversion ratio of all monomer reactions reaches 99.9%；By polymer and zinc solution and hydrogen
Zinc oxide nanoparticle uniform particle sizes that sodium oxide molybdena mixed solution obtains under the action of ultrasonic wave and dispersion stabilizer and distribution
It is uniform.
Preferably, in step (1), the vinyl monomer of the hydroxyl is hydroxyethyl methacrylate or methacrylic acid
Hydroxypropyl acrylate.
Preferably, in step (1), the initiator is azodiisobutyronitrile, and the dosage of the initiator is described containing hydroxyl
The vinyl monomer of base and the 0.1%-0.5% of styrene monomer total weight.
Preferably, in step (3), the zinc salt is zinc acetate, and in the mixed solution, acetic acid zinc concentration is 0.1-
0.9mol/L。
Preferably, in step (1), the power of the microwave is 300-500W.
Preferably, in step (1), the temperature of reaction is 70 DEG C
Preferably, in step (1), the inert gas is nitrogen.
Preferably, in step (3), the dispersion stabilizer is lauryl glucosyl.
Preferably, in step (3), the ultrasonic power is 1000W.
Preferably, in step (2), the organic solvent is ethyl alcohol, and the mode of washing is centrifuge washing, and the revolving speed of centrifugation is
3000r/min。
The present invention also provides a kind of anti-biotic materials that any of the above-described the method is prepared.
The Zinc oxide nanoparticle uniform particle sizes of anti-biotic material of the invention and distribution is uniform；Anti-biotic material tool of the invention
Organic/inorganic nano zinc oxide quick release sterilizing function, antibacterial is efficiently and lasting, using the polystyrene microsphere of functionalization as mould
Cricket restores zinc ion finally by sodium hydroxide chemical reduction method, so that anti-biotic material has inorganic nano zinc oxide quick
Discharge sterilizing function.Anti-biotic material of the invention can discharge zinc ion synergistic oxidation zinc nanometer using inorganic nano zinc oxide
The nanoscale effect of grain acts on the cell membrane of bacterium, and then the inhereditary materials such as enzyme reaction and RNA for destroying bacterium inner cell
Cause the characteristic of the release of intracellular matter to inhibit bacterial growth and breeding, can effectively kill Escherichia coli, golden yellow Portugal
The bacteriums such as grape coccus.And since nano zine oxide bonding is fixed on microsphere surface, release persistently, therefore has good durability
Antibacterial.
The present invention also provides application of the anti-biotic material as described above in coating.
The beneficial effects of the present invention are: the present invention provides a kind of anti-biotic material and its preparation method and application, this hairs
The bright polystyrene microsphere by free radical polymerization preparation with hydroxy functional group, is random copolymer, lives under microwave condition
Changing reaction greatly improves reaction efficiency, and the conversion ratio of all monomer reactions reaches 99.9%；By polymer and zinc solution and
Zinc oxide nanoparticle uniform particle sizes that sodium hydroxide mixed solution obtains under the action of ultrasonic wave and dispersion stabilizer and point
Cloth is uniform, and preparation method of the present invention is simple, at low cost.The Zinc oxide nanoparticle uniform particle sizes of anti-biotic material of the invention and point
Cloth is uniform；Anti-biotic material of the invention has inorganic nano zinc oxide quick release sterilizing function, and antibacterial is efficiently and lasting.
Detailed description of the invention
Fig. 1 is the phenogram for the anti-biotic material (Ps/ZnO complex microsphere) that the embodiment of the present invention is prepared；Wherein, a:
Ps/ZnO complex microsphere SEM figure, b:Ps/ZnO complex microsphere EDS figure.
Fig. 2 is the anti-biotic material fungistatic effect figure of the embodiment of the present invention；Wherein, a: blank group staphylococcus aureus, b:
Experimental group staphylococcus aureus.
Fig. 3 is the phenogram of the anti-biotic material (Ps/ZnO complex microsphere) of the embodiment of the present invention；Wherein, a:Ps/ZnO is compound
Microballoon SEM figure, b:Ps/ZnO complex microsphere EDS figure.
Fig. 4 is the fungistatic effect figure of the anti-biotic material of the embodiment of the present invention；Wherein, a: blank group Escherichia coli, b: experiment
Group Escherichia coli.
Fig. 5 is the phenogram of the anti-biotic material (Ps/ZnO complex microsphere) of the embodiment of the present invention；Wherein, a:Ps/ZnO is compound
Microballoon SEM schemes b:Ps/ZnO complex microsphere EDS figure.
Fig. 6 is the fungistatic effect figure of the anti-biotic material of the embodiment of the present invention；Wherein, a: blank group staphylococcus aureus,
B: experimental group staphylococcus aureus.
Specific embodiment
To better illustrate the object, technical solutions and advantages of the present invention, below in conjunction with specific embodiment to the present invention
It is described further.
Embodiment 1
A kind of preparation method of anti-biotic material as the embodiment of the present invention, the described method comprises the following steps:
(1) azodiisobutyronitrile 0.1g, hydroxyethyl methacrylate 2g and styrene monomer 20g as initiator are mixed
It closes uniformly, 6h is reacted at a temperature of microwave reactor is in 70 DEG C, reaction system is kept to be in nitrogen atmosphere protection in reaction process
Under stirring；
(2) unreacted monomer is removed with the rate centrifuge washing of 3000r/min with ethyl alcohol, obtains polymer microballoon；
(3) step (2) is obtained polymer microballoon zinc acetate concentration is added being 0.1mol/L and naoh concentration is
In the mixed solution of 0.1-0.5mol/L, and lauryl glucosyl of the 0.1g as dispersion stabilizer is added, is uniformly dispersed,
30 DEG C reduction reaction 60 minutes under ultrasonic conditions, are cleaned with a large amount of deionized water after reaction, remove unreacting substance, obtained
To the anti-biotic material.
Embodiment 2
A kind of preparation method of anti-biotic material as the embodiment of the present invention, the difference of the present embodiment and embodiment 1 are as follows: step
Suddenly acetic acid zinc concentration is 0.3mol/L in mixed solution in (3).
Embodiment 3
A kind of preparation method of anti-biotic material as the embodiment of the present invention, the difference of the present embodiment and embodiment 1 are as follows: step
Suddenly acetic acid zinc concentration is 0.9mol/L in mixed solution in (3).
Experimental example 1
1, SEM and EDS is carried out to the anti-biotic material that embodiment 1-3 is prepared to characterize.
Fig. 1 is the phenogram for the anti-biotic material (Ps/ZnO complex microsphere) that the embodiment of the present invention 1 is prepared；Fig. 3 is this
The phenogram for the anti-biotic material (Ps/ZnO complex microsphere) that inventive embodiments 1 are prepared；Fig. 5 is the preparation of the embodiment of the present invention 1
The phenogram of obtained anti-biotic material (Ps/ZnO complex microsphere)；By Fig. 1 a, Fig. 3 a, Fig. 5 a it is found that polymer surfaces oxidation
Zinc nanoparticles uniform particle sizes, are evenly distributed.
The elemental constituent percentage for the anti-biotic material that embodiment 1 is prepared is measured as shown in Figure 1 b by EDS map, EDS
Analyze Ps/ZnO complex microsphere essential element and content be respectively C:46.30%, O:41.75%, ZnO:11.94%.
The elemental constituent percentage for the anti-biotic material that embodiment 2 is prepared is measured as shown in Figure 3b by EDS map, EDS
Analyze Ps/ZnO complex microsphere essential element and content be respectively C:52.32%, O:32.17%, ZnO:15.51%.
The elemental constituent percentage for the anti-biotic material that embodiment 3 is prepared is measured as shown in Figure 5 b by EDS map, EDS
Analyze Ps/ZnO complex microsphere essential element and content be respectively C:39.52%, O:42.26%, ZnO:18.21%.
2, experimental verification is carried out to the anti-microbial property of the embodiment 1-3 anti-biotic material being prepared.
Experimental material: staphylococcus aureus is staphylococcus aureus (Staphylococcus aureus)
ATCC29213, Escherichia coli are Escherichia coli (Escherichia coli) ATCC25922.
The test of quick release antibiotic rate:
(1) antibacterial agent will not added to be set as blank group, and using the anti-biotic material of embodiment 1-3 as experimental group, will be carrying out antibacterial
The 30min of sterilizing is put under ultraviolet lamp before experiment；
(2) prepare PBS (phosphate) buffer solution of 35mL in conical flask after sterilizing, take the 5mL bacterial concentration to be about
(1×106)~(5 × 106) CFU/mL bacteria suspension addition conical flask, make the overall density (1 × 10 of conical flask bacterium liquid5)~
(5×105)CFU/mL；
(3) blank group and experimental group sample are separately added into above-mentioned conical flask, are marked, shaken in 25 DEG C of constant-temperature tables
Culture is swung, revolving speed is 200 turns/min, vibrates 1min, carries out the sampling of " 0 " time of contact；
(4) after vibrating 1min, it is diluted numeration using 10 times of dilution methods twice, takes 100 μ L appropriate dilutions with liquid-transfering gun
Solution after multiple carries out painting Plate Procedure, after cultivating 24~48 hours in 37 DEG C of constant temperature biochemical cultivation case, records bacterium colony
Number；
(5) after 10h, the sample of each conical flask uses 10 times of dilution methods to be serially diluted to appropriate dilutions multiple, with shifting
Liquid rifle takes the solution after 100 μ L appropriate dilutions multiples to carry out painting Plate Procedure, cultivates 24 in 37 DEG C of constant temperature biochemical cultivation case
After~48 hours, bacterium colony number is recorded, each sample does 3 parallel controls；
(6) after oscillating contact 6h, compare the viable bacteria concentration in blank sample and experimental sample flask, antibiotic rate calculates as follows:
In formula: Y: the antibiotic rate of sample,
Wt: after the sample 10h oscillating contact of 3 blank groups in flask viable bacteria concentration average value,
Qt: after the 10h oscillating contact of 3 experimental groups in flask viable bacteria concentration average value；
The test of durability antibiotic rate:
(1) anti-biotic material of embodiment 1-3 is respectively put into the PBS solution of 100ml and is sufficiently vibrated 7 days, consume nanometer
Zinc oxide, then filtered with circulating water type vacuum pump；Anti-biotic material after collection is used for permanent seal cooling antibacterial test；
(2) anti-biotic material will not added to be set as blank group, using anti-biotic material as experimental group, will be put into before carrying out antibacterial experiment
Sterilize 30min under ultraviolet lamp；
(3) prepare PBS (phosphate) buffer solution of 35mL in conical flask after sterilizing, take the 5mL bacterial concentration to be about
(1×106)~(5 × 106) conical flask after the above sterilizing is added in CFU/mL bacteria suspension, make the overall density of conical flask bacterium liquid
It is (1 × 105)~(5 × 105)CFU/mL；
(4) blank group and experimental group sample are separately added into above-mentioned conical flask, are marked, shaken in 25 DEG C of constant-temperature tables
Culture is swung, revolving speed is 200 turns/min, vibrates 1min, carries out the sampling of " 0 " time of contact；
(5) after 10h, the sample of each conical flask uses 10 times of dilution methods to be serially diluted to appropriate dilutions multiple, with shifting
Solution after 100 μ L appropriate dilutions multiple of liquid rifle carries out painting Plate Procedure, in 37 DEG C of constant temperature biochemical cultivation case cultivate 24~
After 48 hours, bacterium colony number is recorded, each sample does 3 parallel controls；
(6) after oscillating contact 10h, compare blank sample and test the viable bacteria concentration in sample flask, antibiotic rate calculates as follows:
In formula: Y: the antibiotic rate of sample；
Wt: after the sample 10h oscillating contact of 3 blank groups in flask viable bacteria concentration average value；
Qt: after the 10h oscillating contact of 3 experimental groups in flask viable bacteria concentration average value.
Experimental result:
The anti-biotic material of embodiment 1 is to staphylococcus aureus antibacterial effect figure as shown in Fig. 2, the antibacterial material of embodiment 1
Material has significant antibacterial effect to staphylococcus aureus.The results are shown in Table 1 for the antibiotic rate that antibacterial experiment obtains, and illustrates embodiment
1 anti-biotic material has good Durable antibacterial.
The antibiotic rate of the anti-biotic material of 1 embodiment 1 of table
| Quick release antibiotic rate | Antibiotic rate after endurance test | |
| Staphylococcus aureus | 95.32% | 90.45% |
| Escherichia coli | 94.99% | 90.02% |
The anti-biotic material of embodiment 2 shows staphylococcus aureus antibacterial effect figure such as 4, the anti-biotic material pair of embodiment 2
Staphylococcus aureus has significant antibacterial effect.The results are shown in Table 2 for the antibiotic rate that antibacterial experiment obtains, and illustrates that embodiment 2 is anti-
Bacterium material has good Durable antibacterial.
The antibiotic rate of the anti-biotic material of 2 embodiment 2 of table
| Quick release antibiotic rate | Antibiotic rate after endurance test | |
| Staphylococcus aureus | 97.83% | 92.10% |
| Escherichia coli | 96.69% | 91.09% |
The anti-biotic material of embodiment 3 shows staphylococcus aureus antibacterial effect figure such as 6, the anti-biotic material pair of embodiment 3
Staphylococcus aureus has significant antibacterial effect.The results are shown in Table 3 for the antibiotic rate that antibacterial experiment obtains, and illustrates that embodiment 3 is anti-
Bacterium material has good Durable antibacterial.The antibiotic rate of the anti-biotic material of 2 embodiment 2 of table
The antibiotic rate of the anti-biotic material of 3 embodiment 3 of table
Finally, it should be noted that the above embodiments are merely illustrative of the technical solutions of the present invention rather than protects to the present invention
The limitation of range is protected, although the invention is described in detail with reference to the preferred embodiments, those skilled in the art should
Understand, it can be with modification or equivalent replacement of the technical solution of the present invention are made, without departing from the essence of technical solution of the present invention
And range.
Claims (10)
1. a kind of preparation method of anti-biotic material, which is characterized in that the described method comprises the following steps:
(1) vinyl monomer of hydroxyl, styrene monomer and initiator are uniformly mixed, under microwave condition 60-80 DEG C it is anti-
6-8h is answered, reaction system is kept to be under atmosphere of inert gases protection and stirring in reaction process；
(2) remove unreacted monomer with organic solvent washing after the reaction was completed, obtain polymer microballoon；
(3) mixing for polymer microballoon and dispersion stabilizer that step (2) obtains being added to zinc solution and sodium hydroxide is molten
It in liquid, is uniformly dispersed, and 20-30 DEG C reaction 40-60 minutes under ultrasonic conditions, is cleaned after the reaction was completed with deionized water
Fall unreacting substance, obtains the anti-biotic material.
2. the method according to claim 1, wherein the vinyl monomer of the hydroxyl is first in step (1)
Base hydroxy-ethyl acrylate or hydroxy propyl methacrylate.
3. the initiator is azodiisobutyronitrile the method according to claim 1, wherein in step (1),
The dosage of the initiator is the vinyl monomer of the hydroxyl and the 0.1%-0.5% of styrene monomer total weight.
4. the method according to claim 1, wherein the zinc salt is zinc acetate, the mixing in step (3)
Acetic acid zinc concentration is 0.1-0.9mol/L in solution.
5. the power of the microwave is 300-500W the method according to claim 1, wherein in step (1),
The inert gas is nitrogen, and in step (1), the temperature of reaction is 70 DEG C.
6. the method according to claim 1, wherein the dispersion stabilizer is dodecyl Portugal in step (3)
Polyglycoside.
7. the method according to claim 1, wherein the ultrasonic power is 1000W in step (3).
8. the method according to claim 1, wherein the organic solvent is ethyl alcohol, washing in step (2)
Mode is centrifuge washing, and the revolving speed of centrifugation is 3000r/min.
9. a kind of anti-biotic material being prepared such as any the method for claim 1-8.
10. application of the anti-biotic material as claimed in claim 9 in coating.
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN113402736A (en) * | 2021-07-02 | 2021-09-17 | 晋江市石达塑胶精细有限公司 | Antibacterial color master batch and preparation method thereof |
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| CN101955613A (en) * | 2010-10-20 | 2011-01-26 | 江南大学 | Method for preparing polymer-zinc oxide nano composite microspheres |
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2019
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| CN101955613A (en) * | 2010-10-20 | 2011-01-26 | 江南大学 | Method for preparing polymer-zinc oxide nano composite microspheres |
| CN106220771A (en) * | 2016-08-16 | 2016-12-14 | 曹健 | A kind of styrene/acrylic carries the preparation method of silver microsphere |
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| CN113402736A (en) * | 2021-07-02 | 2021-09-17 | 晋江市石达塑胶精细有限公司 | Antibacterial color master batch and preparation method thereof |
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Application publication date: 20190809 |