CN110408272A - A kind of method that light power antimicrobial coating is prepared based on host-guest interaction and products thereof and application - Google Patents
A kind of method that light power antimicrobial coating is prepared based on host-guest interaction and products thereof and application Download PDFInfo
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- CN110408272A CN110408272A CN201910604958.4A CN201910604958A CN110408272A CN 110408272 A CN110408272 A CN 110408272A CN 201910604958 A CN201910604958 A CN 201910604958A CN 110408272 A CN110408272 A CN 110408272A
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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
- C09D105/00—Coating compositions based on polysaccharides or on their derivatives, not provided for in groups C09D101/00 or C09D103/00
- C09D105/08—Chitin; Chondroitin sulfate; Hyaluronic acid; Derivatives thereof
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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
- C09D105/00—Coating compositions based on polysaccharides or on their derivatives, not provided for in groups C09D101/00 or C09D103/00
- C09D105/16—Cyclodextrin; Derivatives thereof
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- 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
- C09D189/00—Coating compositions based on proteins; Coating compositions based on derivatives thereof
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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
- 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
- C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
- C09D7/40—Additives
- C09D7/60—Additives non-macromolecular
- C09D7/63—Additives non-macromolecular organic
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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
- C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
- C09D7/40—Additives
- C09D7/65—Additives macromolecular
Abstract
The invention belongs to bioabsorbable polymer material fields, specifically disclose a kind of method that light power antimicrobial coating is prepared based on host-guest interaction, this method first prepares the polyelectrolyte for being grafted with double bond and main functionality molecule, solution is configured as coated on substrate surface, solidifies to obtain coating by UV crosslinking；Coating is immersed in photosensitizing agent solution again, taking-up is cleaned up to light power antimicrobial coating.The invention also discloses light power antimicrobial coating made from the method and its applications in medical function coatings art.The preparation process of the method for the present invention is simple, easily operated, the thickness of light power antimicrobial coating obtained is adjustable, singlet oxygen quantum efficiency is high, excellent anti-microbial property is shown to methicillin-resistant staphylococcus aureus, has a good application prospect in medical function coatings art.
Description
Technical field
The invention belongs to bioabsorbable polymer material preparation fields, and in particular to one kind prepares light power based on host-guest interaction
Method of antimicrobial coating and products thereof and application.
Background technique
Hospital-acquired infection refers in medical procedure, feels caused by the use or medical care precess due to medical instrument are improper
Dye.In recent years, hospital-acquired infection has become global problem, not only threatens human health, and can be caused directly or indirectly
Serious Socie-economic loss.According to WHO, in developed country, the illness rate about 7% of patient medical sexuality dye；And developing
Middle country, the illness rate of patient medical sexuality dye is up to 10% or more.Since hospital-acquired infection occurs often in medical instrument
Use process in, therefore antimicrobial coating is designed, so that assigning medical instrument anti-microbial property should reduce and inhibit iatrogenic sense
Contaminate most effective and most practical one of method.
Photodynamic therapy (PDT) is a kind for the treatment of side based on photosensitizer optical sensibilization that earlier 1900s are found
Method has been increasingly becoming the 4th kind of therapy that tumour is treated except operation, radiation and chemotherapy, and has become the certain specific diseases for the treatment of
The preferred therapy of kind.PDT mainly includes three compositing factors, is photosensitizer, light and oxygen respectively.Specifically, photosensitizer
The energy of photon is absorbed under the irradiation of light source from ground state transition to excitation state, then passes through the side of vibration relaxation and intersystem crossing
The oxygen that formula reaches in triplet state, with environment reacts and generates active oxygen (ROS), especially singlet oxygen (1O2), thus real
Now to target substrates, such as the destruction of protein, DNA, phosphatide.
Based on the above-mentioned mechanism of action, light power is a kind for the treatment of method of multiaction target spot, and therefore, it is difficult to cause bacterium resistance to
Pharmacological property, and can realize the selective therapy in time and space, while showing higher antimicrobial efficiency.In practical applications,
With height1O2The light power antimicrobial coating of quantum efficiency is ideal.
In photodynamic therapy, it is mostly to have altogether that common photosensitizer, which includes porphyrin, phthalocyanines, phenothiazines etc.,
The plane unsaturation organic molecule of yoke structure, still, such organic molecule easily pass through strong π-π stacking and hydrophobic interaction
Assemble on coating, finally seriously affects coating1O2Quantum efficiency.
Host-guest interaction is one of important research field of supramolecular chemistry, has been widely used in molecular recognition and molecule
It is compound, to realize the functionalization of material.Common main functionality molecule, such as cyclodextrin, Cucurbituril, can be with many photosensitizers
Molecule forms compound by host-guest interaction, as beta-cyclodextrin can be with Porphyrin-Based Sensitizer tetrasulfonic acid base phenyl porphyrin with 2:1
Ratio form compound, compound is formed with the ratio of 1:1 with phenothiazines photosensitizer methylene blue.
In existing correlative study, in order to solve photosensitizer stack-up issue, photosensitizer is passed through covalent bond by big more options
The method of conjunction is fixed on coating, and although the method obtains certain effect, but need complicated chemical synthesis, and can consume
Take the plenty of time.
Summary of the invention
The object of the present invention is to provide a kind of method for preparing light power antimicrobial coating based on host-guest interaction, the systems
The stacking that Preparation Method is easy to operate, can effectively avoid photosensitizer on coating, so that coating shows height1O2Quantum efficiency, simultaneously
There is excellent anti-microbial property under conditions of extremely low photosensitizer load capacity.
The object of the invention is also to provide light power antimicrobial coating made from the above method and its as medical
Application in functional coating.
Technical scheme is as follows:
A method of light power antimicrobial coating is prepared based on host-guest interaction, comprising the following steps:
(1) double bond and main functionality molecule are grafted on and grafting polyelectrolyte is made on polyelectrolyte, then be configured to
Solution is coated on substrate surface, obtains coating after crosslinking curing；
(2) coating made from step (1) is immersed in photosensitizing agent solution, taking-up is cleaned to be applied up to the smooth power antibacterial
Layer.
The polyelectrolyte solution that double bond and main functionality molecule are grafted first is formed stable painting by crosslinking curing by the present invention
Layer, then by the host-guest interaction between main functionality molecule and object functional molecular photosensitizer, light power antimicrobial coating is made,
Host-guest interaction can obviously improve stacking situation of the photosensitizer on coating, so that coating be made to show height1O2Quantum efficiency and excellent
Different anti-microbial property.
In step (1), the grafting polyelectrolyte is dissolved in solvent obtained solution；The concentration of the solution is 100 μ g/mL
~10g/mL.Preferably, the concentration of the solution is 1~50mg/mL.
It is matched based on the considerations of main functionality molecule physicochemical characteristic and size, the main functionality molecule is cyclodextrin (α-
CD, β-CD, γ-CD), Cucurbituril (CB [n]), crown ether, calixarenes or column aromatic hydrocarbons.Further preferably, the main functionality molecule
For cyclodextrin, Cucurbituril (CB [n]) or column aromatic hydrocarbons.
The grafting rate of the main functionality molecule is 1~100%.Preferably, the grafting rate of the main functionality molecule is
10~70%, preferred embodiment can make photosensitizer have certain load capacity, to obtain the preferable coating of antibacterial effect.
The grafting rate of the double bond is 1~100%.Preferably, the grafting rate of the double bond is 10~80%.This is because
The coating that preferred double bond grafting rate can make keeps stable in physiological conditions, the coating degree of cross linking with higher.
Preferably, the polyelectrolyte is hyaluronic acid, chitosan, gelatin, collagen, cellulose, polyethyleneimine or poly-
Acrylic acid.This is because it is preferred that polyelectrolyte has good biocompatibility and modifiability.
The method of the coating includes dip-coating, spin coating and Ultrasonic spraying, and different base materials selects different paintings
Coating method prepares coating.Preferably, the base material is sheet glass or silicon wafer, and the coating method is Ultrasonic spraying.
In step (2), photosensitizer is dissolved in solvent, photosensitizing agent solution is made.It is photosensitive that the photosensitizer is selected from porphyrin
Any one in agent, phenothiazines photosensitizer and crystal violet.
Wherein, the Porphyrin-Based Sensitizer include tetrasulfonic acid base phenyl porphyrin (TPPS), tetracarboxylic phenyl porphyrin (TCPP),
Tetrapyridylporphine (TMPyP) and four-(N- picolyl) porphyrins (TMPyP)；The phenothiazines photosensitizer includes methylene
Base indigo plant and toluidine blue.
The concentration of the photosensitizing agent solution is 10 μM~100mM.The coating immerses in photosensitizing agent solution, after 20~28h
It takes out cleaning and obtains the smooth power antimicrobial coating.
Solvent in step (1) and step (2) is that solute can be made to dissolve and have volatile single or mixed solvent.
In addition the present invention discloses the light power antimicrobial coating that the above method is prepared.The invention also discloses the light
Application of the power antimicrobial coating in medical function coatings art.
Compared with the prior art, the present invention has the following beneficial effects:
(1) preparation method of the invention simplifies process flow without complicated photosensitizer chemical modification process, has wide
General applicability is suitble to industrialization large-scale production application.
(2) thickness of light power antimicrobial coating of the invention is adjustable, avoids photosensitizer by host-guest interaction and is applying
Stack-up issue on layer, so that coating shows height1O2Quantum efficiency.
(3) light power antimicrobial coating of the invention can show excellent anti-microbial property under conditions of low-load amount,
The coating can kill 99% methicillin-resistant staphylococcus aureus under illumination condition, therefore, in medical function coating
Field has a good application prospect.
Detailed description of the invention
Fig. 1 is the stereoscan photograph of light power antimicrobial coating prepared by the embodiment of the present invention 1.
Fig. 2 is the light power antimicrobial coating of the preparation of the embodiment of the present invention 1 to methicillin-resistant staphylococcus aureus
(MRSA) fungistatic effect photo.
Specific embodiment
In conjunction with specific embodiments, technical solution of the present invention is further described, following case study on implementation is to this
The further explanation of invention is not intended to limit the scope of application of the invention.
Embodiment 1
(1) grafting double bond and the hyaluronic acid (HACD) of β-CD are first prepared: 100mg hyaluronic acid being dissolved at 4 DEG C super
In pure water, 77mg methacrylic anhydride (AMA) is added dropwise, and regulating and controlling pH value of solution is 8~10, ice-water bath reacts for 24 hours；It again will be molten
Drop adds to ethanol precipitation, and product is dissolved in ultrapure water after centrifuge washing and is protected from light dialysis 3 days, and freeze-drying obtains grafting double bond
Hyaluronic acid (MeHA)；100mg MeHA is dissolved in ultrapure water, 240mg (1- (3- dimethylamino-propyl) -3- ethyl is added
Carbodiimide hydrochloride) and 270mg N- hydroxy thiosuccinimide, after activating 1h, 632mg amino functional β-ring is added
Dextrin is protected from light room temperature reaction for 24 hours, after the reaction was completed, is protected from light dialysis 3 days, freeze-drying obtains HACD, double bond and β-CD grafting rate
Respectively 45% and 27%.
(2) HACD that step (1) obtains is configured to the aqueous solution that concentration is 2mg/mL, utilizes Ultrasonic spraying technology
Solution is coated in glass sheet surface, controls the rate that ultrasound sprays as 30 μ L/min, spray time 30min, spraying finishes
Ultraviolet radiation is crosslinked to obtain HACD coating afterwards.
(3) the HACD coating at room temperature obtaining step (2) immerses in the aqueous solution of methylene blue that concentration is 100 μM,
It takes out, is then cleaned with PBS solution afterwards for 24 hours, obtain HACD/MB coating.
The surface of HACD coating made from above-mentioned steps (2) and the microstructure of section are as shown in Figure 1, coating layer thickness is
740nm。
Light power antibacterial HACD/MB coating is to the fungistatic effect of MRSA as shown in Fig. 2, coating made from above-mentioned steps (3)
It can be in (660nm, 30J/cm under illumination condition2) kill 99% bacterium.
Embodiment 2
(1) it first prepares the hyaluronic acid (HAP) of grafting double bond and column aromatic hydrocarbons: 100m hyaluronic acid being dissolved at 4 DEG C super
In pure water, 77mg methacrylic anhydride (AMA) is added dropwise, and regulating and controlling pH value of solution is 8~10, ice-water bath reacts for 24 hours；It again will be molten
Drop adds to ethanol precipitation, and product is dissolved in ultrapure water after centrifuge washing and is protected from light dialysis 3 days, and freeze-drying obtains grafting double bond
Hyaluronic acid (MeHA)；100mg MeHA is dissolved in ultrapure water, 240mg (1- (3- dimethylamino-propyl) -3- ethyl is added
Carbodiimide hydrochloride) and 270mg N- hydroxy thiosuccinimide, after activating 1h, 500mg amino functional column virtue is added
Hydrocarbon is protected from light room temperature reaction for 24 hours, after the reaction was completed, is protected from light dialysis 3 days, freeze-drying obtains HAP, double bond and column aromatic hydrocarbons grafting rate
Respectively 45% and 30%.
(2) HAP that step (1) obtains is configured to the aqueous solution that concentration is 2mg/mL, utilizes Ultrasonic spraying technology
Solution is coated in glass sheet surface, controls the rate that ultrasound sprays as 30 μ L/min, spray time 30min, spraying finishes
Ultraviolet radiation is crosslinked to obtain HAP coating afterwards.
(3) the HAP coating at room temperature obtaining step (2) immerses in the aqueous solution of methylene blue that concentration is 100 μM,
It takes out, is then cleaned with PBS solution afterwards for 24 hours, obtain HAP/MB coating.
Light power antibacterial HAP/MB coating obtained can be in (660nm, 30J/cm under illumination condition2) kill 99% it is thin
Bacterium.
Embodiment 3
(1) grafting double bond and the gelatin (GelCB [7]) of CB [7] are first prepared: 100mg gelatin being dissolved at 50 DEG C ultrapure
In water, 80mg methacrylic anhydride (AMA) is added dropwise, and regulating and controlling pH value of solution is 7.0~7.4, heating reaction 8h；Again by solution
It is added dropwise to ethanol precipitation, product is dissolved in ultrapure water after centrifuge washing and is protected from light dialysis 3 days, freeze-drying obtains grafting double bond
Gelatin (MeGel)；100mg MeGel is dissolved in ultrapure water, 240mg (1- (3- dimethylamino-propyl) -3- ethyl carbon two is added
Inferior amine salt hydrochlorate) and 270mg N- hydroxy thiosuccinimide, after activating 1h, 500mg amino functional Cucurbituril is added, keeps away
Light reacts at room temperature for 24 hours, after the reaction was completed, is protected from light dialysis 3 days, and freeze-drying obtains GelCB [7], double bond and CB [7] grafting rate point
It Wei 60% and 31%.
(2) GelCB [7] that step (1) obtains is configured to the aqueous solution that concentration is 2mg/mL, utilizes Ultrasonic spraying
Solution is coated in glass sheet surface by technology, and the rate for controlling ultrasound spraying is 30 μ L/min, spray time 30min, spraying
After ultraviolet radiation be crosslinked to obtain GelCB [7] coating.
(3) GelCB [7] coating at room temperature obtaining step (2) immerses toluidine blue (TBO) water that concentration is 50 μM
It in solution, takes out, is then cleaned with PBS solution afterwards for 24 hours, obtain GelCB [7]/TBO coating.
Light power antibacterial GelCB [7]/TBO coating obtained can be in (660nm, 30J/cm under illumination condition2) kill 99%
Bacterium.
Embodiment 4
(1) grafting double bond and the gelatin (GelCD) of β-CD are first prepared: 100mg gelatin is dissolved in ultrapure water at 50 DEG C,
80mg methacrylic anhydride (AMA) is added dropwise, and regulating and controlling pH value of solution is 7.0~7.4, heating reaction 8h then drips solution
Ethanol precipitation is added to, product is dissolved in ultrapure water after centrifuge washing and is protected from light dialysis 3 days, freeze-drying obtains the bright of grafting double bond
Glue (MeGel)；100mg MeGel is dissolved in ultrapure water, 240mg is added, and (1- (3- dimethylamino-propyl) -3- ethyl carbon two is sub-
Amine hydrochlorate) and 270mg N- hydroxy thiosuccinimide, after activating 1h, 500mg amino functional beta-cyclodextrin is added, keeps away
Light reacts at room temperature for 24 hours, after the reaction was completed, is protected from light dialysis 3 days, freeze-drying obtains GelCD, and double bond and β-CD grafting rate are respectively
60% and 30%.
(2) GelCD that step (1) obtains is configured to the aqueous solution that concentration is 2mg/mL, utilizes Ultrasonic spraying skill
Solution is coated in glass sheet surface by art, and the rate for controlling ultrasound spraying is 30 μ L/min, and spray time 30min has been sprayed
Ultraviolet radiation is crosslinked to obtain GelCD coating after finishing.
(3) the GelCD coating at room temperature obtaining step (2) immerses the tetrasulfonic acid base phenyl porphyrin that concentration is 10mM
(TPPS) it in solution, takes out, is then cleaned with PBS solution afterwards for 24 hours, obtain GelCD/TPPS coating.
Light power antibacterial GelCD/TPPS coating obtained can be in (660nm, 30J/cm under illumination condition2) kill 99%
Bacterium.
Embodiment 5
(1) it first prepares the hyaluronic acid (HAP) of grafting double bond and column aromatic hydrocarbons: 100m hyaluronic acid being dissolved at 4 DEG C super
In pure water, 77mg methacrylic anhydride (AMA) is added dropwise, and regulating and controlling pH value of solution is 8~10, ice-water bath reacts for 24 hours, then will
Solution is added dropwise to ethanol precipitation, and product is dissolved in ultrapure water after centrifuge washing and is protected from light dialysis 3 days, it is double that freeze-drying obtains grafting
The hyaluronic acid (MeHA) of key；100mg MeHA is dissolved in ultrapure water, 240mg (1- (3- dimethylamino-propyl) -3- second is added
Base carbodiimide hydrochloride) and 270mg N- hydroxy thiosuccinimide, after activating 1h, 500mg amino functional column is added
Aromatic hydrocarbons is protected from light room temperature reaction for 24 hours, after the reaction was completed, is protected from light dialysis 3 days, freeze-drying obtains HAP, double bond and the grafting of column aromatic hydrocarbons
Rate is respectively 45% and 30%.
(2) HAP that step (1) obtains is configured to the aqueous solution that concentration is 2mg/mL, utilizes Ultrasonic spraying technology
Solution is coated in glass sheet surface, controls the rate that ultrasound sprays as 30 μ L/min, spray time 30min, spraying finishes
Ultraviolet radiation is crosslinked to obtain HAP coating afterwards.
(3) the HAP coating at room temperature obtaining step (2) immerses the tetracarboxylic phenyl porphyrin (TCPP) that concentration is 10mM
It in solution, takes out, is then cleaned with PBS solution afterwards for 24 hours, obtain HAP/TCCP coating.
Light power antibacterial HAP/TCCP coating obtained can be in (660nm, 30J/cm under illumination condition2) kill 99% it is thin
Bacterium.
Embodiment 6
(1) grafting double bond and the hyaluronic acid (HACD) of β-CD are prepared first: 100mg hyaluronic acid is dissolved at 4 DEG C
In ultrapure water, 77mg methacrylic anhydride (AMA) is added dropwise, and regulating and controlling pH value of solution is 8~10, ice-water bath reacts for 24 hours, then
Solution is added dropwise to ethanol precipitation, product is dissolved in ultrapure water after centrifuge washing and is protected from light dialysis 3 days, freeze-drying is grafted
The hyaluronic acid (MeHA) of double bond；100mg MeHA is dissolved in ultrapure water, 240mg (1- (3- dimethylamino-propyl) -3- is added
Ethyl-carbodiimide hydrochloride) and 270mg N- hydroxy thiosuccinimide, after activating 1h, 632mg amino functional is added
Beta-cyclodextrin is protected from light room temperature reaction for 24 hours, after the reaction was completed, is protected from light dialysis 3 days, freeze-drying obtains HACD, and double bond and β-CD connect
Branch rate is respectively 45% and 27%.
(2) HACD that step (1) obtains is configured to the aqueous solution that concentration is 2mg/mL, utilizes Ultrasonic spraying technology
Solution is coated in glass sheet surface, controls the rate that ultrasound sprays as 30 μ L/min, spray time 30min, spraying finishes
Ultraviolet radiation is crosslinked to obtain HACD coating afterwards.
(3) the HACD coating at room temperature obtaining step (2) immerses four-(N- picolyl) porphins that concentration is 1mM
In quinoline (TMPyP) solution, takes out, then cleaned with PBS solution afterwards for 24 hours, obtain HACD/TMPyP coating.
Light power antibacterial HACD/TMPyP coating obtained can be in (660nm, 30J/cm under illumination condition2) kill 99%
Bacterium.
Embodiment 7
(1) grafting double bond and the polyethyleneimine (PCD) of β-CD: 110mg polyethyleneimine (M are prepared firstw=25000)
It is dissolved in ultrapure water at 4 DEG C, 30mg methacrylic anhydride (AMA) is added dropwise, and regulating and controlling pH value of solution is 5~7, ice-water bath is anti-
It should for 24 hours.The solution sufficiently reacted is then protected from light dialysis 3 days in ultrapure water, freeze-drying obtains the polyethylene of grafting double bond
Imines (MeP)；660mg carboxymethyl-β-cyclodextrin is dissolved in ultrapure water, 240mg (1- (3- dimethylamino-propyl) -3- second is added
Base carbodiimide hydrochloride) and 270mg N- hydroxy thiosuccinimide, after activating 1h, 50mg MeP is added, is protected from light room temperature
Reaction for 24 hours, after the reaction was completed, is protected from light dialysis 3 days, freeze-drying obtains PCD, and double bond and β-CD grafting rate are respectively 60% He
18%.
(2) PCD that step (1) obtains is configured to the aqueous solution that concentration is 2mg/mL, utilizes Ultrasonic spraying technology
Solution is coated in glass sheet surface, controls the rate that ultrasound sprays as 30 μ L/min, spray time 30min, spraying finishes
Ultraviolet radiation is crosslinked to obtain PCD coating afterwards.
(3) the PCD coating at room temperature obtaining step (2) immerses in the aqueous solution of methylene blue that concentration is 100 μM,
It takes out, is then cleaned with PBS solution afterwards for 24 hours, obtain PCD/MB coating.
Light power antibacterial PCD/MB coating obtained can be in (660nm, 30J/cm under illumination condition2) kill 99% it is thin
Bacterium.
Illustrative description has been done to the present invention above, it should explanation, the case where not departing from core of the invention
Under, any simple deformation, modification or other skilled in the art can not spend the equivalent replacement of creative work,
Fall into protection scope of the present invention.
Claims (10)
1. a kind of method for preparing light power antimicrobial coating based on host-guest interaction, includes the following steps:
(1) double bond and main functionality molecule are grafted on and grafting polyelectrolyte is made on polyelectrolyte, then be configured to solution
Coated on substrate surface, coating is obtained after crosslinking curing；
(2) coating made from step (1) is immersed in photosensitizing agent solution, takes out cleaning and obtains the smooth power antimicrobial coating.
2. the method according to claim 1 for preparing light power antimicrobial coating based on host-guest interaction, which is characterized in that step
Suddenly in (1), the main functionality molecule is cyclodextrin, Cucurbituril, crown ether, calixarenes or column aromatic hydrocarbons.
3. the method according to claim 1 for preparing light power antimicrobial coating based on host-guest interaction, which is characterized in that step
Suddenly in (1), the grafting rate of the main functionality molecule is 1~100%.
4. the method according to claim 1 for preparing light power antimicrobial coating based on host-guest interaction, which is characterized in that step
Suddenly in (1), the grafting rate of the double bond is 1~100%.
5. the method according to claim 1 for preparing light power antimicrobial coating based on host-guest interaction, which is characterized in that step
Suddenly in (1), the polyelectrolyte is hyaluronic acid, chitosan, gelatin, collagen, cellulose, polyethyleneimine or polyacrylic acid.
6. the method according to claim 1 for preparing light power antimicrobial coating based on host-guest interaction, which is characterized in that step
Suddenly in (2), any one of the photosensitizer in Porphyrin-Based Sensitizer, phenothiazines photosensitizer and crystal violet.
7. the method according to claim 6 for preparing light power antimicrobial coating based on host-guest interaction, which is characterized in that institute
State photosensitizer be tetrasulfonic acid base phenyl porphyrin, tetracarboxylic phenyl porphyrin, tetrapyridylporphine, four-(N- picolyl) porphyrins,
Methylene blue or toluidine blue.
8. the method according to claim 1 for preparing light power antimicrobial coating based on host-guest interaction, which is characterized in that step
Suddenly in (2), the coating immerses in photosensitizing agent solution, and cleaning is taken out after 20~28h and obtains the smooth power antimicrobial coating.
9. a kind of smooth power antimicrobial coating, which is characterized in that be made by any one of claim 1~8 the method.
10. a kind of application of smooth power antimicrobial coating according to claim 9 in medical function coatings art.
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Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111635658A (en) * | 2020-05-08 | 2020-09-08 | 南通大学 | Preparation method of self-repairing antibacterial host-guest chitosan coating |
| CN112426986A (en) * | 2020-11-17 | 2021-03-02 | 清华大学深圳国际研究生院 | Chemical reactor and application thereof |
| CN113197211A (en) * | 2021-04-30 | 2021-08-03 | 南京师范大学 | Photodynamic microbe disinfectant |
| CN113694261A (en) * | 2020-05-21 | 2021-11-26 | 江苏百赛飞生物科技有限公司 | Antibacterial composite coating and preparation method and product thereof |
| CN113698535A (en) * | 2020-05-21 | 2021-11-26 | 江苏百赛飞生物科技有限公司 | Polymer, composition, coating thereof and product |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2008096779A1 (en) * | 2007-02-09 | 2008-08-14 | National University Corporation NARA Institute of Science and Technology | C70-containing liposome, method for producing the same, and use of the same |
| CN102863553A (en) * | 2012-04-01 | 2013-01-09 | 金陵科技学院 | Chitosan derivative with cross-linking polymerization and containing drug ligand |
| CN107428851A (en) * | 2014-12-18 | 2017-12-01 | 盖尔德玛公司 | Hyaluronic acid for being crosslinked cyclodextrin grafting fiber to ether by amido link and application thereof |
| CN108611854A (en) * | 2018-05-18 | 2018-10-02 | 江南大学 | Light power antibacterial screen window and preparation method thereof |
-
2019
- 2019-07-05 CN CN201910604958.4A patent/CN110408272A/en active Pending
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2008096779A1 (en) * | 2007-02-09 | 2008-08-14 | National University Corporation NARA Institute of Science and Technology | C70-containing liposome, method for producing the same, and use of the same |
| CN102863553A (en) * | 2012-04-01 | 2013-01-09 | 金陵科技学院 | Chitosan derivative with cross-linking polymerization and containing drug ligand |
| CN107428851A (en) * | 2014-12-18 | 2017-12-01 | 盖尔德玛公司 | Hyaluronic acid for being crosslinked cyclodextrin grafting fiber to ether by amido link and application thereof |
| CN108611854A (en) * | 2018-05-18 | 2018-10-02 | 江南大学 | Light power antibacterial screen window and preparation method thereof |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111635658A (en) * | 2020-05-08 | 2020-09-08 | 南通大学 | Preparation method of self-repairing antibacterial host-guest chitosan coating |
| CN113694261A (en) * | 2020-05-21 | 2021-11-26 | 江苏百赛飞生物科技有限公司 | Antibacterial composite coating and preparation method and product thereof |
| CN113698535A (en) * | 2020-05-21 | 2021-11-26 | 江苏百赛飞生物科技有限公司 | Polymer, composition, coating thereof and product |
| CN112426986A (en) * | 2020-11-17 | 2021-03-02 | 清华大学深圳国际研究生院 | Chemical reactor and application thereof |
| CN113197211A (en) * | 2021-04-30 | 2021-08-03 | 南京师范大学 | Photodynamic microbe disinfectant |
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