CN106178116A - A kind of preparation method of photosensitive n-trimethyl chitosan chloride antimicrobial coating - Google Patents
A kind of preparation method of photosensitive n-trimethyl chitosan chloride antimicrobial coating Download PDFInfo
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- CN106178116A CN106178116A CN201610576936.8A CN201610576936A CN106178116A CN 106178116 A CN106178116 A CN 106178116A CN 201610576936 A CN201610576936 A CN 201610576936A CN 106178116 A CN106178116 A CN 106178116A
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- trimethyl chitosan
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- antimicrobial coating
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L27/00—Materials for grafts or prostheses or for coating grafts or prostheses
- A61L27/28—Materials for coating prostheses
- A61L27/34—Macromolecular materials
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L27/00—Materials for grafts or prostheses or for coating grafts or prostheses
- A61L27/50—Materials characterised by their function or physical properties, e.g. injectable or lubricating compositions, shape-memory materials, surface modified materials
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L27/00—Materials for grafts or prostheses or for coating grafts or prostheses
- A61L27/50—Materials characterised by their function or physical properties, e.g. injectable or lubricating compositions, shape-memory materials, surface modified materials
- A61L27/58—Materials at least partially resorbable by the body
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L2400/00—Materials characterised by their function or physical properties
- A61L2400/18—Modification of implant surfaces in order to improve biocompatibility, cell growth, fixation of biomolecules, e.g. plasma treatment
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L2420/00—Materials or methods for coatings medical devices
- A61L2420/02—Methods for coating medical devices
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L2420/00—Materials or methods for coatings medical devices
- A61L2420/06—Coatings containing a mixture of two or more compounds
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Abstract
The invention provides the preparation method of a kind of photosensitive n-trimethyl chitosan chloride antimicrobial coating.This preparation method includes: first introduces photosensitive group on n-trimethyl chitosan chloride main chain, gives the amphiphilic and heliosensitivity that n-trimethyl chitosan chloride is certain, is self-assembled into micelle by regulation pH induction system；Again with self-assembled micelle solution as electrodeposit liquid, in conjunction with electrophoretic deposition technique, self-assembled micelle is fixed on medical metal surface, cross-links through UV illumination, form antimicrobial coating.Gained antimicrobial coating has good biocompatibility and biodegradability.This method is easy and simple to handle, and low cost is applied widely, provides a kind of New Policy for medical metal surface modification.
Description
Technical field
The present invention relates to the preparation method of a kind of photosensitive n-trimethyl chitosan chloride antimicrobial coating, belong to natural polymer and antibacterial
Coating combines field.
Technical background
Recently numerous studies confirm, orthopaedics implant infects relevant with implantation material surface formation bacterial biof iotalm.Due to
The effect of whole body application antibiotic is not satisfactory, and untoward reaction is relatively big in addition, so should select to use with thin in implant local
Bacterium biomembrane sticks the infection means that releasing mechanism is given tit for tat.Research shows, forms antibacterial painting on orthopaedics implant surface
Layer has good inhibitory action to bacterial adhesion and biofilm formation, provides new for clinical prevention orthopaedics implant postoperative infection
Research direction.
And chitosan is a kind of natural polysaccharide, there is many advantageous properties, such as antibiotic property, degradability, bio-compatible
Property, adsorptivity and safety etc., thus be widely used in the fields such as textile industry, daily environmental protection and biomedicine, but shell gather
Sugar can not be dissolved in water and organic solvent, can only be dissolved in acid solution, greatly limit its range of application；Therefore, generally need to be to shell
Polysaccharide carries out chemical modification, improves its solubility property most important.And n-trimethyl chitosan chloride is a kind of modified derivative of chitosan
Thing, acid, in, under the conditions of alkalescence the most readily soluble, and there is extremely strong bacteriostasis and good performance of keeping humidity, medical and health,
The aspects such as waste water process suffer from being widely applied.Additionally, containing substantial amounts of-OH on n-trimethyl chitosan chloride, can repair as chemistry
Decorations site, then can prepare photosensitive n-trimethyl chitosan chloride as n-trimethyl chitosan chloride carries out photosensitive modification, and this functional characteristic is beneficial to increase
Strong n-trimethyl chitosan chloride structural stability in application process.Thus, invent a kind of photosensitive n-trimethyl chitosan chloride herein and resisted
The preparation method of bacterium coating.This preparation method will be grafted little point of heliosensitivity on the n-trimethyl chitosan chloride main chain have antibiotic property
Son, is self-assembled into micelle by hydrophobe effect, prepares antimicrobial coating by electro-deposition method on medical metal surface, because of photosensitive
Little molecule has heliosensitivity, and the coating being made preparation by UV illumination is finer and close.Simple operating steps, practicality and the suitability
By force, originality invention is belonged to.
Summary of the invention
It is an object of the invention to provide the preparation method of a kind of photosensitive n-trimethyl chitosan chloride antimicrobial coating.The method operates
Simplicity, mild condition, applied widely, i.e. by electrophoretic deposition technique, utilize hydrophobe to act on self assembly plastic in aqueous phase
Bundle, then with self-assembled micelle solution as electrolyte, induce micelle film forming by electrophoretic deposition technique at medical metal surface electricity,
To antimicrobial coating based on n-trimethyl chitosan chloride micelle.
Another object of the present invention also resides in can be by controlling concentration and the electrodeposition technology bar of self-assembled micelle solution
Part, regulates and controls the performance of antimicrobial coating.
Technical scheme is as follows:
A kind of preparation method of photosensitive n-trimethyl chitosan chloride antimicrobial coating, its preparation process is as follows:
(1) preparation of self-assembled micelle solution: weigh appropriate n-trimethyl chitosan chloride and be dissolved in Loprazolam, after being completely dissolved
Add photosensitive little molecule and catalyst, be stirred vigorously appropriate time, regulate the pH of above-mentioned solution, promote photosensitive n-trimethyl chitosan chloride
There is self assembly, dialyse 3 days, lyophilization, obtain micelle sample；
(2) preparation of antimicrobial coating: ultrasonic cleaning 10～15min in acetone and dehydrated alcohol successively by medical metal,
Room temperature is dried standby, and then with medical metal as negative electrode, platinum plate electrode is anode, and micelle prepared by step (1) is dispersed in water
As electrolyte in solution, by electrophoretic deposition technique, prepare coating on medical metal surface, then by UV photo-crosslinking, formed
Fine and close antimicrobial coating.
The n-trimethyl chitosan chloride molecular weight selected in step (1) 30～500,000, the volume of Loprazolam be 10～
100mL；Photosensitive little molecule is 1:1～1:10 with the glucosamine unit mol ratio of n-trimethyl chitosan chloride；Catalyst is selected from N-
N-Hydroxysuccinimide, 1-ethyl-(3-dimethylaminopropyl) carbodiimide hydrochloride, 1-hydroxy benzo triazole, N, N-
One or more in dicyclohexylcarbodiimide, DMAP, the response time is 12～72h；The pH value model of solution
Enclosing is 5～12, and prepared micelle size is between 1～1000nm, and micellar surface positively charged.
In step (2), medical metal is selected from titanium or titanium alloy, 316L rustless steel, cobalt-base alloys；The concentration of micelle electrolyte
It is 0.1～50mg/mL.The thickness of prepared antimicrobial coating is 5nm～10 μm, and UV light application time is 1s～60min, prepared
Antimicrobial coating have excellence biodegradability, cell compatibility and anti-microbial property.
Beneficial effects of the present invention: the little molecule of heliosensitivity that is grafted on n-trimethyl chitosan chloride of novelty of the present invention prepares light
Quick n-trimethyl chitosan chloride, in aqueous phase, micelle is prepared in self assembly, induces glue by electrophoretic deposition technique at medical metal surface electricity
Bundle film forming, preparation has the coating material of biodegradability, cell compatibility and anti-microbial property, simple operating steps, material concurrently
Abundance, experimental cost is low, and practicality and the suitability are strong.
Accompanying drawing explanation
Fig. 1 is micelle shape appearance figure under the digital photograph of self-assembled micelle solution in embodiment 1 and dry state；
Fig. 2 is the pattern picture of antimicrobial coating in embodiment 2；
Fig. 3 is the cartogram of antimicrobial coating in embodiment 3.
Detailed description of the invention
Below in conjunction with embodiment, the invention will be further described, but the invention is not limited in this.
Embodiment 1
A kind of preparation method of photosensitive n-trimethyl chitosan chloride antimicrobial coating, concrete preparation process is as follows:
(1) preparation of self-assembled micelle solution: the n-trimethyl chitosan chloride that 2g molecular weight is 300,000 is dissolved in 20mL methane sulphur
Acid, after being completely dissolved, adds cinnamoyl chloride, is stirred vigorously 3h, regulates the pH=7 of above-mentioned solution, promotes photosensitive quaternized shell to gather
There is self assembly in sugar, dialyses 3 days, and lyophilization obtains micelle sample, shape appearance figure such as accompanying drawing under the digital photograph of sample and dry state
Shown in 1.
(2) preparation of antimicrobial coating: first by titanium alloy, carries out ultrasonic cleaning with acetone and dehydrated alcohol to it successively
10min, then using above-mentioned pretreated medical titanium alloy as the self-assembled micelle solution prepared by negative electrode immerses step (1)
In, use ability cathode electrophoresis deposition technique, make the micelle particle of lotus positive electricity to the swimming of medical metal surface and be deposited into micelle film, then
By UV illumination 10min, form fine and close antimicrobial coating.
Embodiment 2
A kind of preparation method of photosensitive n-trimethyl chitosan chloride antimicrobial coating, concrete operation step is as follows:
(1) preparation of self-assembled micelle solution: the n-trimethyl chitosan chloride that 1.7g molecular weight is 400,000 is dissolved in 30mL methane
Sulfonic acid, after being completely dissolved, adds cinnamic acid, and 1mmol 1-ethyl-(3-dimethylaminopropyl) carbodiimide hydrochloride, salt is violent
Stirring 12h, regulates the pH=7 of above-mentioned solution, promotes photosensitive n-trimethyl chitosan chloride generation self assembly, dialyse 3 days, lyophilization,
Obtain micelle sample.
(2) preparation of antimicrobial coating: first by 316L rustless steel, surpasses it with acetone and dehydrated alcohol the most successively
Sound cleans 10min, and above-mentioned pretreated 316L rustless steel is molten as the self-assembled micelle prepared by negative electrode immerses step (1)
In liquid, use ability cathode electrophoresis deposition technique, make the micelle particle of lotus positive electricity to the swimming of medical metal surface and be deposited into micelle film,
Again by UV illumination 30min, forming fine and close antimicrobial coating, the pattern of coating is as shown in Figure 2.
Embodiment 3
A kind of preparation method of photosensitive n-trimethyl chitosan chloride antimicrobial coating, concrete operation step is as follows:
(1) preparation of self-assembled micelle solution: the n-trimethyl chitosan chloride that 1.5g molecular weight is 500,000 is dissolved in 35mL methane
Sulfonic acid, after being completely dissolved, adds caffeic acid, N, N-dicyclohexylcarbodiimide, DMAP, stirs 24h, in regulation
State the pH=7 of solution, promote photosensitive n-trimethyl chitosan chloride generation self assembly, dialyse 3 days, lyophilization, obtain micelle sample.
(2) preparation of antimicrobial coating: first by cobalt-base alloys, carries out ultrasonic with acetone and dehydrated alcohol to it the most successively
Clean 10min, using above-mentioned pretreated medical metal as the self-assembled micelle solution prepared by negative electrode immerses step (1)
In, use ability cathode electrophoresis deposition technique, make the micelle particle of lotus positive electricity to the swimming of medical metal surface and be deposited into micelle film, then
By UV illumination 60min, form fine and close antimicrobial coating.The good anti-microbial property such as accompanying drawing 3 of coating shows, to Staphylococcus aureus
The antibiotic rate of bacterium reaches 84%, and colibacillary antibiotic rate reaches 64%.
Above-described embodiment be used for illustrate the present invention rather than limit the invention, the present invention spirit and
In scope of the claims, any modifications and changes that the present invention is made, both fall within this bright protection domain.
Claims (6)
1. a preparation method for photosensitive n-trimethyl chitosan chloride antimicrobial coating, its characteristic manipulation step is:
(1) preparation of self-assembled micelle solution: weigh appropriate n-trimethyl chitosan chloride and be dissolved in Loprazolam, adds after being completely dissolved
Photosensitive little molecule and catalyst, be stirred vigorously appropriate time, regulates the pH of above-mentioned solution, promotes photosensitive n-trimethyl chitosan chloride to occur
Self assembly, dialyses 3 days, and lyophilization obtains micelle sample；
(2) preparation of antimicrobial coating: ultrasonic cleaning 10～15min, room temperature in acetone and dehydrated alcohol successively by medical metal
Drying standby, then with medical metal as negative electrode, platinum plate electrode is anode, and micelle prepared by step (1) is dispersed in aqueous solution
Middle as electrolyte, by electrophoretic deposition technique, prepare coating on medical metal surface, then by UV photo-crosslinking, form densification
Antimicrobial coating.
The preparation method of a kind of photosensitive n-trimethyl chitosan chloride antimicrobial coating the most according to claim 1, it is characterised in that step
Suddenly the n-trimethyl chitosan chloride molecular weight selected in (1) is 30～500,000, and the volume of Loprazolam is 10～100mL.
The preparation method of a kind of photosensitive n-trimethyl chitosan chloride antimicrobial coating the most according to claim 1, it is characterised in that step
Suddenly in (1), the glucosamine unit mol ratio of photosensitive little molecule and n-trimethyl chitosan chloride is 1:1～1:10；Catalyst is selected from N-
N-Hydroxysuccinimide, 1-ethyl-(3-dimethylaminopropyl) carbodiimide hydrochloride, 1-hydroxy benzo triazole, N, N-
One or more in dicyclohexylcarbodiimide, DMAP, the response time is 12～72h.
The preparation method of a kind of photosensitive n-trimethyl chitosan chloride antimicrobial coating the most according to claim 1, it is characterised in that step
Suddenly in (1), the pH value range of solution is 5～12, and prepared micelle size is between 1～1000nm, and micellar surface band is just
Electricity.
The preparation method of a kind of photosensitive n-trimethyl chitosan chloride antimicrobial coating the most according to claim 1, it is characterised in that step
Suddenly in (2), medical metal is selected from titanium or titanium alloy, 316L rustless steel, cobalt-base alloys；The concentration of micelle electrolyte be 0.1～
50mg/mL。
The preparation method of a kind of photosensitive n-trimethyl chitosan chloride antimicrobial coating the most according to claim 1, it is characterised in that step
The thickness of suddenly prepared in (2) antimicrobial coating is 5nm～10 μm, and UV light application time is 1s～60min, prepared antibacterial painting
Layer has biodegradability, cell compatibility and the anti-microbial property of excellence.
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| CN201610576936.8A CN106178116A (en) | 2016-07-20 | 2016-07-20 | A kind of preparation method of photosensitive n-trimethyl chitosan chloride antimicrobial coating |
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| CN201610576936.8A CN106178116A (en) | 2016-07-20 | 2016-07-20 | A kind of preparation method of photosensitive n-trimethyl chitosan chloride antimicrobial coating |
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Citations (5)
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|---|---|---|---|---|
| CN102516568A (en) * | 2011-11-23 | 2012-06-27 | 天津大学 | Preparation method of chitosan-base photocrosslinked aquagel |
| CN103724618A (en) * | 2013-12-03 | 2014-04-16 | 江南大学 | Preparation method for light sensitivity gamma-polyglutamic acid grafted copolymer micelle |
| CN103757683A (en) * | 2014-01-07 | 2014-04-30 | 江南大学 | Electrodeposition preparation method of light-crosslinking bio-based coating |
| CN104193889A (en) * | 2014-07-31 | 2014-12-10 | 江南大学 | Preparation of photosensitive copolymer self-assembling micelle and medical nano-coating of photosensitive copolymer self-assembling micelle |
| CN105079878A (en) * | 2015-09-14 | 2015-11-25 | 江南大学 | Preparation method of nano antibacterial coating based on chitosan complex micelle |
-
2016
- 2016-07-20 CN CN201610576936.8A patent/CN106178116A/en active Pending
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102516568A (en) * | 2011-11-23 | 2012-06-27 | 天津大学 | Preparation method of chitosan-base photocrosslinked aquagel |
| CN103724618A (en) * | 2013-12-03 | 2014-04-16 | 江南大学 | Preparation method for light sensitivity gamma-polyglutamic acid grafted copolymer micelle |
| CN103757683A (en) * | 2014-01-07 | 2014-04-30 | 江南大学 | Electrodeposition preparation method of light-crosslinking bio-based coating |
| CN104193889A (en) * | 2014-07-31 | 2014-12-10 | 江南大学 | Preparation of photosensitive copolymer self-assembling micelle and medical nano-coating of photosensitive copolymer self-assembling micelle |
| CN105079878A (en) * | 2015-09-14 | 2015-11-25 | 江南大学 | Preparation method of nano antibacterial coating based on chitosan complex micelle |
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