CN105168249B - A kind of antimicrobial composite material graphene oxide-triclosan and preparation method thereof - Google Patents
A kind of antimicrobial composite material graphene oxide-triclosan and preparation method thereof Download PDFInfo
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- CN105168249B CN105168249B CN201510579714.7A CN201510579714A CN105168249B CN 105168249 B CN105168249 B CN 105168249B CN 201510579714 A CN201510579714 A CN 201510579714A CN 105168249 B CN105168249 B CN 105168249B
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Abstract
The invention discloses a kind of novel antibacterial composite materials, the material is by graphene oxide and triclosan according to 1~12 ︰ 0.5~5 of mass ratio, ultrasound a period of time at a certain temperature, then it stirs, N is removed by way of dialysis or centrifugation, N dimethylformamides and extra triclosan, it can obtain the antimicrobial composite material, the composite antibacterial material preparation method is simple, and the material had both improved triclosan poor situation of dispersibility under the conditions of water system, the ability of the physical antibacterial of graphene and triclosan chemically antibacterial is had both again, so as to have the antibacterial ability of wide spectrum, potential application is extensive.
Description
Technical field
The present invention relates to anti-biotic material technical fields, and stone is aoxidized more particularly to a kind of novel broad-spectrum antiseptic composite material
Black alkene-triclosan and preparation method thereof.
Background technology
As people step up living standard requirement, anti-biotic material is reducing disease, reply burst biological pollution
Irreplaceable important function is increasingly shown in terms of event.
Since two scientists of Univ Manchester UK in 2004 are successfully separated out graphene, graphene already becomes
The focus and hot spot of research, in recent years, scientist find graphene not only can by the insertion to bacterial cell membrane so as into
Row cutting, can also by the extensive direct extraction to phospholipid molecule on cell membrane, to destroy cell membrane so as to kill bacterium,
But because its principle is physical sterilization, so as to there is the shortcomings that sterilization speed is slow.
Triclosan, scientific name are referred to as " triclosan ", chemical molecular C12H7Cl3O2Also known as " Triclosan ", " trichlorine
Newly " etc., it is widely used as active constituent of cosmetics, detergent and disinfection and health care products etc. as antiseptic.
But triclosan is hydrophobic antimicrobial agent and easily assembles in hydrogel matrix and lose activity, so as to cause biological utilisation
Rate reduces.Therefore, how hydrophobic triclosan is evenly dispersed into hydrophilic hydrogel matrix, is that triclosan should in clinic
The problem faced in.Current triclosan emulsifiable paste is mostly to increase its dissolubility by adding the solubilizer such as ethylene glycol, glycerine, but
It is still difficult to solve sustained release triclosan and improve the additives such as the purpose of its stability, and ethylene glycol that Nervous toxicity can be generated
Property.Therefore graphene oxide and triclosan are compounded to obtain efficient antiseptic with very big development prospect.
Invention content
The technical problem to be solved in the present invention is to provide a kind of broad-spectrum antiseptic composite materials and preparation method thereof, which answers
Condensation material had not only improved the water dispersible of triclosan, but also with high antibacterial action, and preparation method is simple.
In order to solve the above technical problems, the present invention uses following technical scheme：
A kind of composite antibacterial material, the composite antibacterial material are combined by graphene oxide and antimicrobial triclosan,
Described in the mass ratio of graphene oxide and antimicrobial triclosan be 1~12：0.5~5.Wherein described graphene oxide and antibacterial
The mass ratio of agent triclosan is preferably 1~4：1.
As limitation of the invention further, the antimicrobial triclosan will be by n,N-Dimethylformamide to it
Predissolve is carried out, the mass concentration of the n,N-Dimethylformamide solution of the triclosan is 5~30mg/mL.Due to triclosan
It is fat-soluble drug, predissolve carries out antimicrobial triclosan by n,N-Dimethylformamide, such processing is convenient for it
It can more fully be carried out in graphene oxide compound.
The preparation method of above-mentioned composite antibacterial material is specifically what is followed the steps below：
(1) the N,N-dimethylformamide solution and graphene oxide water solution of triclosan are prepared；
(2) the N,N-dimethylformamide solution of the triclosan obtained in step (1) is being stirred by certain mass ratio
While be added in graphene oxide solution, and use ultrasonic water bath pot ultrasonic certain time at a certain temperature；
(3) it is stirred at a temperature of setting after a certain period of time, N, N- dimethyl formyls is removed with the mode of dialysis or centrifugation
Amine and extra triclosan can obtain certain density brown color bacterium composite material graphene oxide-triclosan.
As limitation of the invention, the n,N-Dimethylformamide solution of the triclosan described in the step (1)
5~30mg/mL of mass concentration, the mass concentration of the graphene oxide water solution is 1~6mg/mL.The wherein described trichlorine
The mass concentration of raw n,N-Dimethylformamide solution is preferably 10~15mg/mL, the graphene oxide water solution
Mass concentration is preferably 2~4mg/mL.
As limitation of the invention further, the ultrasonic time described in step (2) is 0.5~3 hour, ultrasonic water bath
Temperature is 15~40 DEG C；For the whipping temp set described in step (3) as 25~60 DEG C, mixing time is 1~5 hour；
It is limited as another step to the present invention, graphene oxide-trichlorine in the antimicrobial composite material obtained in step (3)
Raw a concentration of 0.5~6mg/mL, ratio, that is, charging ratio in the composite of triclosan is 2%~26%.
After above-mentioned technical solution, the advantageous effect that the present invention obtains is：
(1) broad-spectrum antiseptic composite material of the present invention introduces the bactericidal mechanism of physics and chemistry simultaneously, on the one hand passes through stone
Insertion, cutting of the black alkene to bacterial cell membrane can also be killed by the extensive direct extraction to phospholipid molecule on cell membrane
The effect of dead bacterium (based on physical action)；On the other hand it can be first adsorbed on bacteria cell wall, and then penetrate by triclosan
Lipid, albumen qualitative response in cell wall, with cytoplasm lead to protein denaturation (based on chemical action), and then kill bacterium,
Therefore the material totality bactericidal effect is stronger, while more wide spectrum.
It (2), can be by by graphite oxide due to the good water dispersible of graphene oxide, and with very strong adsorptivity
For alkene by π-pi-conjugated, the effects that hydrogen bond action and electrostatic attraction, loads hydrophobic triclosan, improves its hydrophily, resists preparation
Bacterium composite material has excellent biocompatibility.
(3) antimicrobial composite material preparation method of the invention is simple, mild condition, it is environmentally protective the advantages that.
(4) antimicrobial composite material of the present invention can be applied in antibacterials, preparation or other antibacterial fields, while
It can apply in fabric and waterborne antibacterial material with antibacterial action is prepared, can especially apply anti-with killing in preparation
In the fabric and waterborne antibacterial material of Escherichia coli and Listeria effect.
Description of the drawings
Fig. 1 is graphene oxide and the compound schematic diagram of triclosan:Between graphene oxide and triclosan, π-π can be passed through
The effects that conjugation, hydrogen bond action and electrostatic attraction, loads hydrophobic triclosan.
Fig. 2 is antibiotic property (Escherichia coli) the experiment knot of the graphene oxide-triclosan prepared in the embodiment of the present invention 1
Fruit：2-a is control groups；2-b is graphene oxide group；2-c is antimicrobial composite material graphene oxide-triclosan group.
Specific embodiment
In order to make the foregoing objectives, features and advantages of the present invention clearer and more comprehensible, with reference to the specific of the present invention
Embodiment is described in detail.Many details are elaborated in the following description in order to fully understand the present invention.But
It is that the invention can be embodied in many other ways as described herein, those skilled in the art can be without prejudice to originally
Similar improvement is done in the case of invention intension, therefore the present invention is not limited to the specific embodiments disclosed below.
It is specific embodiment part below.
Embodiment 1
The n,N-Dimethylformamide solution of 30mg/mL triclosans is prepared respectively, and it is water-soluble to prepare 1mg/mL graphene oxides
Liquid is 1 according to the mass ratio of graphene oxide and antimicrobial triclosan：5 relationship between quality takes 5mL n,N-Dimethylformamide
Solution be added to while agitating in 30mL graphene oxide water solutions, then using ultrasonic water bath pot ultrasound 2 hours, so
It is stirred 5 hours at 60 DEG C afterwards.
The bag filter of solution molecular cut off 8000 is then taken out, is dialysed 1 day, preceding 8 hours change water every 2 hours
Once, the solution of antimicrobial composite material graphene oxide-triclosan is can obtain after dialysis, solution concentration is about
0.75mg/mL。
The triclosan of different quality is taken, is configured to a series of solution of concentration gradients, it, can be with by ultraviolet specrophotometer
Calculate the standard curve of triclosan, by standard curve we can with to antimicrobial composite material graphene oxide-triclosan
The charging ratio of middle triclosan is about 25.8%.
Embodiment 2
The solution of the n,N-Dimethylformamide of 5mg/mL triclosans is prepared respectively, and it is water-soluble to prepare 4mg/mL graphene oxides
Liquid is 12 according to the mass ratio of graphene oxide and antimicrobial triclosan：0.5 relationship between quality takes 1mL N, N- dimethyl methyls
The solution of amide is added to while agitating in 30mL graphene oxide water solutions, then using ultrasonic water bath pot ultrasound 0.5
Hour, then stirred 1 hour at 25 DEG C.
The bag filter of solution molecular cut off 8000 is then taken out, is dialysed 1 day, preceding 8 hours change water every 2 hours
Once, the solution of antimicrobial composite material graphene oxide-triclosan is can obtain after dialysis, solution concentration is about
3.32mg/mL。
The triclosan of different quality is taken, is configured to a series of solution of concentration gradients, it, can be with by ultraviolet specrophotometer
Calculate the standard curve of triclosan, by standard curve we can with to antimicrobial composite material graphene oxide-triclosan
The charging ratio of middle triclosan is about 2.7%.
Embodiment 3
The solution of the n,N-Dimethylformamide of 5mg/mL triclosans is prepared respectively, and it is water-soluble to prepare 2mg/mL graphene oxides
Liquid is 4 according to the mass ratio of graphene oxide and antimicrobial triclosan：1 relationship between quality takes 4mL n,N-Dimethylformamide
Solution be added to while agitating in 40mL graphene oxide water solutions, then using ultrasonic water bath pot ultrasound 1 hour, so
It is stirred 3 hours at 40 DEG C afterwards.
The bag filter of solution molecular cut off 8000 is then taken out, is dialysed 1 day, preceding 8 hours change water every 2 hours
Once, the solution of antimicrobial composite material graphene oxide-triclosan, solution concentration 1.2mg/ are can obtain after dialysis
mL。
The triclosan of different quality is taken, is configured to a series of solution of concentration gradients, it, can be with by ultraviolet specrophotometer
Calculate the standard curve of triclosan, by standard curve we can with to antimicrobial composite material graphene oxide-triclosan
The charging ratio of middle triclosan is about 7.6%.
Embodiment 4
The solution of the n,N-Dimethylformamide of 10mg/mL triclosans is prepared respectively, prepares 1mg/mL graphene oxide water
Solution is 1 according to the mass ratio of graphene oxide and antimicrobial triclosan：1 relationship between quality takes 3mL N, N- dimethyl formyls
The solution of amine is added to while agitating in 30mL graphene oxide water solutions, then 1 hour ultrasonic using ultrasonic water bath pot,
Then it is stirred 3 hours at 30 DEG C.
The bag filter of solution molecular cut off 8000 is then taken out, is dialysed 1 day, preceding 8 hours change water every 2 hours
Once, the solution of antimicrobial composite material graphene oxide-triclosan is can obtain after dialysis, solution concentration is about
0.73mg/mL。
The triclosan of different quality is taken, is configured to a series of solution of concentration gradients, it, can be with by ultraviolet specrophotometer
Calculate the standard curve of triclosan, by standard curve we can with to antimicrobial composite material graphene oxide-triclosan
The charging ratio of middle triclosan is about 16.5%.
Embodiment 5
The solution of the n,N-Dimethylformamide of 15mg/mL triclosans is prepared respectively, prepares 6mg/mL graphene oxide water
Solution is 1 according to the mass ratio of graphene oxide and antimicrobial triclosan：1 relationship between quality takes 8mL N, N- dimethyl formyls
The solution of amine is added to while agitating in 20mL graphene oxide water solutions, then 2 hours ultrasonic using ultrasonic water bath pot,
Then it is stirred 2 hours at 60 DEG C.
The bag filter of solution molecular cut off 8000 is then taken out, is dialysed 1 day, preceding 8 hours change water every 2 hours
Once, the solution of antimicrobial composite material graphene oxide-triclosan is can obtain after dialysis, solution concentration is about
3.65mg/mL。
The triclosan of different quality is taken, is configured to a series of solution of concentration gradients, it, can be with by ultraviolet specrophotometer
Calculate the standard curve of triclosan, by standard curve we can with to antimicrobial composite material graphene oxide-triclosan
The charging ratio of middle triclosan is about 18.6%.
Embodiment 6
The solution of the n,N-Dimethylformamide of 30mg/mL triclosans is prepared respectively, prepares 5mg/mL graphene oxide water
Solution is 2 according to the mass ratio of graphene oxide and antimicrobial triclosan：1 relationship between quality takes 2mL N, N- dimethyl formyls
The solution of amine is added to while agitating in 24mL graphene oxide water solutions, then 1 hour ultrasonic using ultrasonic water bath pot,
Then it is stirred 5 hours at 60 DEG C.
The bag filter of solution molecular cut off 8000 is then taken out, is dialysed 1 day, preceding 8 hours change water every 2 hours
Once, the solution of antimicrobial composite material graphene oxide-triclosan is can obtain after dialysis, solution concentration is about
3.92mg/mL。
The triclosan of different quality is taken, is configured to a series of solution of concentration gradients, it, can be with by ultraviolet specrophotometer
Calculate the standard curve of triclosan, by standard curve we can with to antimicrobial composite material graphene oxide-triclosan
The charging ratio of middle triclosan is about 13.7%.
Embodiment 7
The solution of the n,N-Dimethylformamide of 30mg/mL triclosans is prepared respectively, prepares 6mg/mL graphene oxide water
Solution is 12 according to the mass ratio of graphene oxide and antimicrobial triclosan：0.5 relationship between quality takes 0.5mL N, N- diformazans
The solution of base formamide is added to while agitating in 60mL graphene oxide water solutions, then using ultrasonic water bath pot ultrasound
It 3 hours, is then stirred 1 hour at 60 DEG C.
The bag filter of solution molecular cut off 8000 is then taken out, is dialysed 1 day, preceding 8 hours change water every 2 hours
Once, the solution of antimicrobial composite material graphene oxide-triclosan is can obtain after dialysis, solution concentration is about
5.67mg/mL。
The triclosan of different quality is taken, is configured to a series of solution of concentration gradients, it, can be with by ultraviolet specrophotometer
Calculate the standard curve of triclosan, by standard curve we can with to antimicrobial composite material graphene oxide-triclosan
The charging ratio of middle triclosan is about 2.1%.
Embodiment described above only expresses the several embodiments of the present invention, and description is more specific and detailed, but simultaneously
Cannot the limitation to the scope of the claims of the present invention therefore be interpreted as.It should be pointed out that for those of ordinary skill in the art
For, without departing from the inventive concept of the premise, various modifications and improvements can be made, these belong to the guarantor of the present invention
Protect range.Therefore, the protection domain of patent of the present invention should be determined by the appended claims.
Claims (6)
1. a kind of composite antibacterial material, it is characterised in that the composite antibacterial material is compound with antimicrobial triclosan by graphene oxide
It forms, wherein the mass ratio of the graphene oxide and antimicrobial triclosan is 1~12：0.5~5, the antiseptic trichlorine
Life will carry out it by n,N-Dimethylformamide predissolve, the mass concentration of the n,N-Dimethylformamide solution of triclosan
For 5~30mg/mL.
2. a kind of composite antibacterial material according to claim 1, it is characterised in that the graphene oxide and antiseptic three
The mass ratio of chlorine life is 1~4：1.
3. the preparation method of a kind of composite antibacterial material according to claim 1, it is characterised in that this method is specifically to press
It is carried out according to following steps：
(1) the N,N-dimethylformamide solution and graphene oxide water solution of triclosan are prepared；
(2) by certain mass ratio by the N,N-dimethylformamide solution of triclosan obtained in step (1) in the same of stirring
When be added in graphene oxide solution, and use ultrasonic water bath pot ultrasound 0.5~3 hour；
(3) at a temperature of 25~60 DEG C, after stirring 1~5 hour, N, N- dimethyl formyls are removed with the mode of dialysis or centrifugation
Amine and extra triclosan are the brown color antimicrobial composite material graphene oxide-trichlorine that can obtain a concentration of 0.5~6mg/mL
It is raw.
A kind of 4. preparation method of composite antibacterial material according to claim 3, it is characterised in that institute in the step (1)
5~30mg/mL of mass concentration of the n,N-Dimethylformamide solution for the triclosan stated, the graphene oxide water solution
Mass concentration is 1~6mg/mL.
A kind of 5. preparation method of composite antibacterial material according to claim 3, it is characterised in that institute in the step (1)
10~15mg/mL of mass concentration of the n,N-Dimethylformamide solution for the triclosan stated, the graphene oxide water solution
Mass concentration be 2~4mg/mL.
6. the preparation method of a kind of composite antibacterial material according to claim 3, it is characterised in that obtained in step (3)
Ratio, that is, charging ratio of triclosan is 2%~26% in antimicrobial composite material.
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| CN110464851A (en) * | 2019-08-20 | 2019-11-19 | 上海纳米技术及应用国家工程研究中心有限公司 | The preparation method of graphene filled-type hydrogel ultrasonic coupling patch |
| CN110973156B (en) * | 2019-11-28 | 2021-09-10 | 自然资源部第三海洋研究所 | Graphene oxide/rosmarinic acid composite material and preparation method thereof |
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| CN103598179A (en) * | 2013-09-11 | 2014-02-26 | 华南师范大学 | Compound antibacterial gel, preparation method thereof and applications thereof |
| CN104126611A (en) * | 2014-07-24 | 2014-11-05 | 四川大学 | Preparation method of nano-silver composite antibacterial agent |
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Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103598179A (en) * | 2013-09-11 | 2014-02-26 | 华南师范大学 | Compound antibacterial gel, preparation method thereof and applications thereof |
| CN104126611A (en) * | 2014-07-24 | 2014-11-05 | 四川大学 | Preparation method of nano-silver composite antibacterial agent |
Non-Patent Citations (2)
| Title |
|---|
| Sensitive and selective determination of aqueous triclosan based on gold nanoparticles on polyoxometalate/reduced graphene oxide nanohybrid;Mehmet Lutfi Yola等;《RSC Advances》;20150728(第5期);65953–65962 * |
| 三氯生/SiO2杂化材料的制备和抗菌性能;刘海弟等;《精细化工》;20111130;第28卷(第11期);1046-1050 * |
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