CN115251081A - Graphene antibacterial slurry and preparation method thereof - Google Patents
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Abstract
The invention discloses graphene antibacterial slurry and a preparation method thereof, belonging to the technical field of graphene materials, and comprising modified graphene oxide, a dispersant, a stabilizer and deionized water, wherein the mass ratio of the modified graphene oxide to the dispersant to the stabilizer is 10-15; the preparation method comprises the steps of dispersing, ultramicro-processing and vacuum defoaming. In order to improve the antibacterial effect of the graphene oxide, a quaternary ammonium salt molecular chain is grafted on the surface of the graphene oxide through a series of chemical reactions, and the quaternary ammonium salt has the advantages of high stability, and antibacterial safety and durability, so that the antibacterial property of the graphene oxide can be improved; in addition, the grafted quaternary ammonium salt and the ester group have certain hydrophilic performance, and the carbon chain and the heterocycle have certain hydrophobic performance, so that the uniform and stable dispersion of the graphene oxide in the slurry can be improved under the combined action of the dispersant and the stabilizer.
Description
Technical Field
The invention belongs to the technical field of graphene materials, and particularly relates to graphene antibacterial slurry and a preparation method thereof.
Background
Graphene is a two-dimensional crystal material formed by closely packing carbon atoms, and has a unique structure and excellent electrical, mechanical, optical, chemical and thermal properties, which are hot spots for many researches.
The modification of graphene and the preparation of graphene slurry are good solutions for industrial application. The preparation of the graphene slurry is a good industrial application approach, the dispersibility of graphene in various systems can be improved, and the comprehensive properties of various composite materials such as electric conductivity, heat conductivity and mechanics can be enhanced, and the graphene oxide serving as a main active ingredient of the graphene slurry is more and more widely applied to multiple fields.
Graphene oxide has been continuously proven to have antibacterial effects in recent years, and has a wide range of mechanism approaches, and is widely applied to antibacterial action by combining wide surface area, excellent photoelectric characteristics and biocompatibility. However, the single antibacterial property of graphene oxide still needs to be improved, and especially when the graphene oxide is applied to the main active ingredients of slurry, the antibacterial property and the dispersion stability in an aqueous dispersion medium need to be further improved.
Disclosure of Invention
The invention aims to overcome the defects of the prior art and provides graphene antibacterial slurry and a preparation method thereof.
According to the invention, a series of chemical reactions are carried out on the surface of the graphene oxide, so that the graphene oxide is grafted with a quaternary ammonium salt molecular chain, and the quaternary ammonium salt has the advantages of high stability, and antibacterial safety and durability, so that the antibacterial property of the graphene oxide can be improved; in addition, the grafted quaternary ammonium salt and the ester group have certain hydrophilic performance, and the carbon chain and the heterocycle have certain hydrophobic performance, so that the uniform and stable dispersion of the graphene oxide in the slurry can be improved under the combined action of the dispersant and the stabilizer.
The purpose of the invention can be realized by the following technical scheme:
the graphene antibacterial slurry comprises modified graphene oxide, a dispersing agent, a stabilizing agent and deionized water, wherein the mass ratio of the modified graphene oxide to the dispersing agent to the stabilizing agent is 10-15.
Further, the dispersing agent is one or more of polyethylene glycol 400, polyethylene glycol 2000, polyethylene glycol 6000 and polyethylene glycol 12000.
Further, the stabilizer is one of sodium alginate, hydroxyethyl cellulose, sodium carboxymethyl cellulose and gelatin.
A preparation method of graphene antibacterial slurry comprises the following steps:
dispersing modified graphene oxide, a dispersing agent and a stabilizing agent in deionized water by using dispersing equipment, wherein the linear velocity of the dispersion is 5m/s, and the dispersion lasts for 100-120min;
and secondly, performing ultramicro refinement on the mixture obtained in the first step under the pressure of 60-70MPa, and finally performing vacuum deaeration under the vacuum value of-80 kPa to obtain the graphene antibacterial slurry.
Further, the modified graphene oxide is prepared by the following steps:
s1, adding imidazole and acetone into a three-neck flask, stirring and dissolving, adding anhydrous potassium carbonate, refluxing for 1h at 70 ℃, then dropwise adding an acetone dissolving solution of 3-chloropropionic acid, continuously refluxing for 12h, cooling to room temperature after the reaction is finished, filtering to remove unreacted potassium carbonate, collecting filtrate, carrying out reduced pressure distillation, recrystallizing with acetone, and finally carrying out vacuum drying on the product for 5-6h at 65 ℃ to obtain a modifier; the dosage ratio of imidazole, acetone, anhydrous potassium carbonate and 3-chloropropionic acid is 25120mL;
under the action of potassium carbonate, imidazole reacts with 3-chloropropionic acid to obtain a modifier, and the specific reaction process is as follows:
s2, dissolving a modifier in DMF (N, N-dimethylformamide), adding DMAP (4-dimethylaminopyridine) and stirring for dissolving, keeping magnetic stirring, placing the system in an ice bath condition, slowly adding EDC & HCl (1-ethyl- (3-dimethylaminopropyl) carbodiimide hydrochloride), then adjusting the pH value of the mixed solution to 5.5, and stirring the whole reaction system for reaction for 2 hours at the temperature of 25 ℃ in a sealed and light-proof manner; slowly adding the graphene oxide dispersion liquid (with the concentration of 1 mg/mL) into the mixed solution while stirring, adjusting the pH value of the mixed solution to 7.2, performing ultrasonic treatment for 10min to uniformly disperse the graphene oxide dispersion liquid, continuously stirring the whole reaction system for reaction for 24h under the conditions of sealing and avoiding light at 25 ℃, centrifuging, washing, and freeze-drying to obtain pre-modified graphene oxide; the dosage ratio of the modifier, DMF, DMAP, EDC & HCl and the graphene oxide dispersion liquid is 1g; the graphene oxide dispersion liquid takes DMF as a dispersion medium;
under the action of DMAP and EDC & HCl, reacting-OH on the surface of graphene oxide with-COOH on a modifier molecule, and grafting the modifier molecule on the surface of the graphene oxide to obtain pre-modified graphene oxide, wherein the reaction process is as follows:
s3, adding the pre-modified graphene oxide and trichloromethane into a three-neck flask, performing ultrasonic dispersion for 10min at room temperature, adding bromobutane, heating to 70 ℃, performing condensation reflux, stirring at the temperature, reacting for 12h, and after the reaction is finished, centrifuging, washing, and freeze-drying to obtain modified graphene oxide; the dosage ratio of the pre-modified graphene oxide, the trichloromethane and the bromobutane is 0.5g;
the pre-modified graphene oxide reacts with bromobutane to obtain the modified graphene oxide, and the reaction process is as follows:
modifying agent molecules are grafted on the surface of the pre-modified graphene oxide, N-containing groups are introduced, and quaternization reaction is carried out on the N-containing groups and bromobutane to obtain modified graphene oxide; the quaternary ammonium salt is grafted on the surface of the obtained modified graphene oxide, and has the advantages of high stability and lasting antibacterial safety, so that the antibacterial property of the graphene oxide can be improved; in addition, the grafted quaternary ammonium salt and the ester group have certain hydrophilic performance, and the carbon chain and the heterocycle have certain hydrophobic performance, so that the uniform and stable dispersion of the graphene oxide in the slurry can be improved under the combined action of the dispersant and the stabilizer.
The invention has the beneficial effects that:
in order to improve the antibacterial effect of the graphene oxide, a quaternary ammonium salt molecular chain is grafted on the surface of the graphene oxide through a series of chemical reactions, and the quaternary ammonium salt has the advantages of high stability, and antibacterial safety and durability, so that the antibacterial property of the graphene oxide can be improved; in addition, the grafted quaternary ammonium salt and the ester group both have certain hydrophilic performance, and the carbon chain and the heterocycle have certain hydrophobic performance, so that the uniform and stable dispersion of the graphene oxide in the slurry can be improved under the combined action of the dispersant and the stabilizer.
Detailed Description
The technical solutions in the embodiments of the present invention will be clearly and completely described below with reference to the embodiments of the present invention, and it is obvious that the described embodiments are only a part of the embodiments of the present invention, and not all of the embodiments. All other embodiments, which can be derived by a person skilled in the art from the embodiments given herein without making any creative effort, shall fall within the protection scope of the present invention.
Example 1
Preparing modified graphene oxide:
s1, adding 25mmol of imidazole and 120mL of acetone into a three-neck flask, stirring and dissolving, adding 10g of anhydrous potassium carbonate, refluxing for 1h at 70 ℃, then dropwise adding an acetone dissolving solution containing 27mmol of 3-chloropropionic acid, continuously refluxing for 12h, cooling to room temperature after the reaction is finished, filtering to remove unreacted potassium carbonate, collecting filtrate, carrying out reduced pressure distillation, recrystallizing with acetone, and finally carrying out vacuum drying on the product at 65 ℃ for 5h to obtain a modifier;
s2, dissolving 1g of modifier in 100mL of DMF, adding 0.41g of DMAP, stirring and dissolving, keeping magnetic stirring, slowly adding 1.06g of EDC & HCl into the system under the ice bath condition, then adjusting the pH value of the mixed solution to 5.5, and stirring and reacting the whole reaction system for 2 hours at the sealed and lightproof condition of 25 ℃; then, slowly adding 500mL of DMF (1 mg/mL) dispersion liquid of graphene oxide into the mixed solution while stirring, adjusting the pH value of the mixed solution to 7.2, carrying out ultrasonic treatment for 10min to uniformly disperse the graphene oxide, finally, continuously stirring the whole reaction system for reaction for 24h under the conditions of sealing, avoiding light and 25 ℃, centrifuging, washing, and freeze-drying to obtain pre-modified graphene oxide;
and S3, adding 0.5g of pre-modified graphene oxide and 40mL of trichloromethane into a three-neck flask, performing ultrasonic dispersion for 10min at room temperature, adding 0.9g of bromobutane, heating to 70 ℃, performing condensation reflux, stirring at the temperature for reaction for 12h, and after the reaction is finished, centrifuging, washing, and freeze-drying to obtain the modified graphene oxide.
Example 2
Preparing modified graphene oxide:
s1, adding 50mmol of imidazole and 240mL of acetone into a three-neck flask, stirring and dissolving, adding 20g of anhydrous potassium carbonate, refluxing for 1h at 70 ℃, then dropwise adding an acetone dissolving solution containing 54mmol of 3-chloropropionic acid, continuously refluxing for 12h, cooling to room temperature after the reaction is finished, filtering to remove unreacted potassium carbonate, collecting filtrate, carrying out reduced pressure distillation, recrystallizing with acetone, and finally carrying out vacuum drying on the product at 65 ℃ for 6h to obtain a modifier;
s2, dissolving 2g of modifier in 200mL of DMF, adding 0.82g of DMAP, stirring for dissolving, keeping magnetic stirring, placing the system in an ice bath condition, slowly adding 2.12g of EDC & HCl, then adjusting the pH value of the mixed solution to 5.5, and stirring the whole reaction system for reaction for 2 hours at the temperature of 25 ℃ in a sealed and light-proof manner; then, slowly adding 1000mL of DMF (1 mg/mL) dispersion liquid of graphene oxide into the mixed solution while stirring, adjusting the pH value of the mixed solution to 7.2, carrying out ultrasonic treatment for 10min to uniformly disperse the graphene oxide, finally, continuously stirring the whole reaction system for reaction for 24h under the conditions of sealing, avoiding light and 25 ℃, centrifuging, washing, and freeze-drying to obtain pre-modified graphene oxide;
and S3, adding 1g of pre-modified graphene oxide and 80mL of trichloromethane into a three-neck flask, performing ultrasonic dispersion for 10min at room temperature, adding 1.8g of bromobutane, heating to 70 ℃, performing condensation reflux, stirring at the temperature for reaction for 12h, and after the reaction is finished, centrifuging, washing, and freeze-drying to obtain the modified graphene oxide.
Example 3
A graphene antibacterial slurry comprises 10g of the modified graphene oxide prepared in example 1, 2g of polyethylene glycol 400, 0.5g of sodium alginate and 100g of deionized water;
the preparation method of the graphene antibacterial slurry comprises the following steps:
dispersing modified graphene oxide, polyethylene glycol 400 and sodium alginate in deionized water by using dispersing equipment, wherein the linear velocity of dispersion is 5m/s, and the dispersion is 100min;
and secondly, performing ultramicro refinement on the mixture obtained in the first step under the pressure of 60MPa, and finally performing vacuum deaeration under the vacuum value of-80 kPa to obtain the graphene antibacterial slurry.
Example 4
A graphene antibacterial slurry comprising 12.5g of the modified graphene oxide prepared in example 2, 2.5g of polyethylene glycol 2000, 0.6g of hydroxyethyl cellulose and 100g of deionized water;
the preparation method of the graphene antibacterial slurry comprises the following steps:
dispersing modified graphene oxide, polyethylene glycol 2000 and hydroxyethyl cellulose in deionized water by using dispersing equipment, wherein the linear speed of dispersion is 5m/s, and the dispersion lasts 110min;
and secondly, performing ultramicro refinement on the mixture obtained in the first step at the pressure of 65MPa, and finally performing vacuum deaeration at the vacuum value of-80 kPa to obtain the graphene antibacterial slurry.
Example 5
A graphene antibacterial slurry comprising 15g of the modified graphene oxide prepared in example 1, 3g of polyethylene glycol 6000, 0.7g of sodium carboxymethylcellulose and 100g of deionized water;
the preparation method of the graphene antibacterial slurry comprises the following steps:
dispersing modified graphene oxide, polyethylene glycol 6000 and sodium carboxymethylcellulose in deionized water by using dispersing equipment, wherein the linear velocity of dispersion is 5m/s, and the dispersion is carried out for 120min;
and secondly, performing ultramicro refinement on the mixture obtained in the first step under the pressure of 70MPa, and finally performing vacuum deaeration under the vacuum value of-80 kPa to obtain the graphene antibacterial slurry.
Comparative example
The modified graphene oxide in example 3 was replaced with graphene oxide without any treatment, and the remaining raw materials and preparation process were unchanged.
The following performance tests were performed on the graphene slurries obtained in examples 3 to 5 and comparative example:
carrying out particle size test on the slurry, and observing whether the slurry has a sedimentation phenomenon after standing for three months;
the sterilization rate (2 h contact time) of the slurry on escherichia coli and staphylococcus aureus is tested by adopting a plate counting method;
the measured performance parameters are shown in the following table:
the data in the table show that the graphene slurry obtained by the invention has good dispersibility and stability; the graphene slurry has high sterilization rate to escherichia coli and staphylococcus aureus, and the graphene slurry has good antibacterial property; according to the data of the comparative example, the stability of the slurry can be improved to a certain extent after the graphene oxide is modified, and the antibacterial performance can be obviously improved.
In the description herein, references to the description of "one embodiment," "an example," "a specific example" or the like are intended to mean that a particular feature, structure, material, or characteristic described in connection with the embodiment or example is included in at least one embodiment or example of the invention. In this specification, the schematic representations of the terms used above do not necessarily refer to the same embodiment or example. Furthermore, the particular features, structures, materials, or characteristics described may be combined in any suitable manner in any one or more embodiments or examples.
The foregoing is illustrative and explanatory only, and it will be appreciated by those skilled in the art that various modifications, additions and substitutions can be made to the embodiments described without departing from the scope of the invention as defined in the appended claims.
Claims (7)
1. The graphene antibacterial slurry is characterized by comprising modified graphene oxide, a dispersing agent, a stabilizing agent and deionized water, wherein the mass ratio of the modified graphene oxide to the dispersing agent to the stabilizing agent is 10-15;
wherein the modified graphene oxide is prepared by the following steps:
s1, adding imidazole and acetone into a three-neck flask, stirring and dissolving, adding anhydrous potassium carbonate, refluxing for 1h at 70 ℃, then dropwise adding an acetone dissolving solution of 3-chloropropionic acid, continuously refluxing for 12h, cooling to room temperature after the reaction is finished, filtering to remove unreacted potassium carbonate, collecting filtrate, carrying out reduced pressure distillation, recrystallizing with acetone, and finally carrying out vacuum drying on the product at 65 ℃ for 5-6h to obtain a modifier;
s2, dissolving a modifier in DMF, adding DMAP, stirring and dissolving, keeping magnetic stirring, slowly adding EDC & HCl into the system under an ice bath condition, then adjusting the pH value of the mixed solution to 5.5, and stirring and reacting the whole reaction system for 2 hours at a sealed and light-proof condition of 25 ℃; slowly adding the graphene oxide dispersion liquid into the mixed solution while stirring, adjusting the pH value of the mixed solution to 7.2, performing ultrasonic treatment for 10min to uniformly disperse the graphene oxide dispersion liquid, finally continuously stirring the whole reaction system under the conditions of sealing and avoiding light at 25 ℃ for reacting for 24h, centrifuging, washing, and freeze-drying to obtain pre-modified graphene oxide;
and S3, adding the pre-modified graphene oxide and trichloromethane into a three-neck flask, performing ultrasonic dispersion for 10min at room temperature, adding bromobutane, heating to 70 ℃, performing condensation reflux, stirring at the temperature for reaction for 12h, and after the reaction is finished, centrifuging, washing, and freeze-drying to obtain the modified graphene oxide.
2. The graphene antibacterial slurry according to claim 1, wherein the ratio of the dosage of imidazole, acetone, anhydrous potassium carbonate and 3-chloropropionic acid in step S1 is 25120ml.
3. The graphene antibacterial slurry according to claim 1, wherein the ratio of the amount of the modifier, DMF, DMAP, EDC-HCl and the graphene oxide dispersion in step S2 is 1 g; the graphene oxide dispersion liquid takes DMF as a dispersion medium, and the concentration is 1mg/mL.
4. The graphene antibacterial slurry according to claim 1, wherein the ratio of the pre-modified graphene oxide to the chloroform to the bromobutane in step S3 is 0.5g.
5. The graphene antibacterial paste according to claim 1, wherein the dispersant is one or more of polyethylene glycol 400, polyethylene glycol 2000, polyethylene glycol 6000 and polyethylene glycol 12000.
6. The preparation method of the graphene antibacterial slurry according to claim 1, characterized by comprising the following steps:
dispersing modified graphene oxide, a dispersing agent and a stabilizing agent in deionized water by using dispersing equipment, wherein the linear velocity of the dispersion is 5m/s, and the dispersion lasts for 100-120min;
and secondly, performing ultra-fining on the mixture obtained in the first step, and finally performing vacuum defoaming to obtain the graphene antibacterial slurry.
7. The preparation method of graphene antibacterial slurry according to claim 6, wherein the ultra-fining pressure in the second step is 60-70MPa, and the vacuum degassing vacuum value is-80 kPa.
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