CN108030955A - A kind of preparation method and applications of dentistry implant antibacterial surface coating - Google Patents
A kind of preparation method and applications of dentistry implant antibacterial surface coating Download PDFInfo
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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
- A61L27/02—Inorganic materials
- A61L27/04—Metals or alloys
- A61L27/06—Titanium or titanium alloys
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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
- A61L27/54—Biologically active materials, e.g. therapeutic substances
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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
- A61L2300/00—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices
- A61L2300/20—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices containing or releasing organic materials
- A61L2300/204—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices containing or releasing organic materials with nitrogen-containing functional groups, e.g. aminoxides, nitriles, guanidines
- A61L2300/208—Quaternary ammonium compounds
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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
- A61L2300/00—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices
- A61L2300/40—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices characterised by a specific therapeutic activity or mode of action
- A61L2300/404—Biocides, antimicrobial agents, antiseptic agents
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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
- A61L2300/00—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices
- A61L2300/60—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices characterised by a special physical form
- A61L2300/606—Coatings
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Abstract
A kind of preparation method and applications of dentistry implant antibacterial surface coating, belong to field of biomedical polymer materials.Dopamine is coated on surface of metal titanium, accesses initiation point afterwards, triggers ATRP polymerization reaction, carries out ring-opening reaction, after aqueous solution, room temperature temperate condition under access antiseptic.In titanium tooth stake surface modification antimicrobial coating, antiseptic room temperature, aqueous solution temperate condition in be connected to surface.It is grafted to the method on surface, this method organic solvent-free residue problem, safe, the environment being more suitable in human oral cavity, and the long-term bactericidal effect with the non-release type of contact in organic solvent compared to other.
Description
Technical field
The invention belongs to field of biomedical polymer materials, and in particular to carry out antibacterial painting in titanium plantation tooth surface
The preparation method and applications of layer.
Background technology
With the development of China's economic, the raising of medical level, people increasingly pay attention to oral problem, and tooth-implanting is with hand
The many merits such as art risk is small, safe and reliable, beautiful are got the favour of people, and are that current defect of dentition and dentition defect are optimal
Repair mode.But common issue is that bacterium infection occurs before Osseointegrated implants or after synosteosis after planting body implantation,
So as to cause to plant repairing failure, the pain and economic loss on body are brought to patient.Therefore, in implant surface structure
The coating with antibacterial functions is built to prevent the generation of bacterium infection with great clinical meaning.Patent CN 105420680 exists
The preparation method of implant surface Ag/Sr codope titanium dioxide thin films, this method are existed to surrounding tissue using Ag come antibacterial
The problem of producing toxicity.105536063 A of CN use the method that antibiotic is distributed to polylactic acid base to prepare antimicrobial coating, should
Method is sterilized using the sustained release of antibiotic, and existing causes drug resistance, and the problem of cannot sterilize for a long time.Patent CN 106725937
The positive and negative electrostatic attraction effect by zwitterion that A modifies chitosan and antibacterial peptide is attached to implant surface, and this method is deposited
Combining loosely, the problem of easily coming off, and chitosan anti-bacteria effect is bad, and antibacterial peptide cost is higher.Patent CN
105343929 A have modified high molecular quaternary in implant surface, although there is long-term antibacterial effect, antibacterial components list
One, and it is not used to the preparation of labyrinth face coat.To solve problem above, the present invention is coated on titanium with dopamine
Surface is followed by initiator and triggers controllable atomic radicals polymerisation (ATRP) structure polymer molecule brush, passes through ring-opening reaction
And coupled reaction, finally antiseptic is modified to titanium metal implants surface in aqueous, to achieve the purpose that antibacterial.This hair
It is firm that the advantages of bright, is that coating is combined with planting body；Antiseptic aqueous solution, room temperature temperate condition under modification arrive surface, can
The antiseptic species of selection is more, can realize the modification of complex surface structures；The mode of antibacterial is contact, does not discharge antibacterial
Matter, on perienchyma without influence, does not produce drug resistance.
The content of the invention
The problem of the purpose of the present invention is for titanium metal implants bacterium infection, resisted on titanium metal implants surface
Bacterium is modified, and makes it have anti-infectious function.The experimental implementation is simple and practicable, and dopamine is coated on surface of metal titanium, is followed by
Enter initiation point, trigger ATRP polymerization reaction, carry out ring-opening reaction, after aqueous solution, room temperature temperate condition under access antiseptic.
The experimental technique scheme that the present invention uses is as follows：
Titanium metal plate, dopamine, initiator, monomer, glutaraldehyde, reducing agent, antiseptic etc. are included using raw material.Dopamine
Dosage is 0.1-10mg/mL, preferably 1-9mg/mL, and 2- bromine isobutyl acylbromides (BiBB) or two bromo acids can be selected in initiator
(BiBA) preferably BiBB etc., the optional methacrylic acid of monomer (MAA), glycidyl methacrylate (GMA) etc., glutaraldehyde is dense
2.5%-25% is spent, quaternized PEI 25000 (QPEI25000), Quaternary Polyethyleneimine can be selected in antiseptic
1800 (QPEI1800), Quaternary Polyethyleneimine 600 (QPEI600), quaternary ammonium N, N- dimethyl-ethylenediamines (QDED).
A kind of preparation method of dentistry implant antibacterial surface coating, concrete operation step are as follows：
(1) Titanium is cleaned as cleaned 1h under the conditions of 60 DEG C using 0.1moL/mL NaOH solutions with NaOH solution,
Then it is respectively washed repeatedly, is freezed with ethanol and water；
(2) aqueous dopamine solution is prepared, Titanium is put into aqueous dopamine solution, reacts 1-24h, preferably 2-20h, instead
Answer 25-60 DEG C of temperature, preferably 30-55 DEG C；Dopamine concentration is 0.1-10mg/mL, preferably 1-9mg/mL.
(3) initiator is added in organic solvent A, adds the titanium of step (2)；The optional dichloromethane of organic solvent A, N,
Dinethylformamide, N, N- dimethyl sulfoxide (DMSO)s, chloroform etc..
(4) monomer is dissolved in organic solvent B, then adds titanium obtained by step (3), and add catalyst, ligand N, N,
N, N, N- five methyl diethylentriamine (PMDETA), are reacted.The optional methacrylic acid of monomer (MAA), methacrylic acid
Ethylene oxidic ester (GMA) etc., catalyst optional CuCl, CuBr, the optional ethanol of organic solvent B, methanol, dichloromethane, N, N- bis-
Methylformamide, N, N- dimethyl sulfoxide (DMSO)s, chloroform etc..Preferred alcohol, methanol, dichloromethane, n,N-Dimethylformamide, N, N-
Dimethyl sulfoxide (DMSO).5-100 DEG C of reaction temperature, preferably 10-90 DEG C, preferably reaction time 1-24h, 2-20h.
(5) Diamines material is dissolved in organic solvent C, adds the titanium that step (4) obtains, carries out reaction 1-24h, preferably 2-
The optional ethanol of 20h, organic solvent C, methanol, dichloromethane, n,N-Dimethylformamide, N, N- dimethyl sulfoxide (DMSO)s, chloroform etc..It is excellent
Select ethanol, methanol, dichloromethane, n,N-Dimethylformamide, N, N- dimethyl sulfoxide (DMSO)s；Amine substance is selected from ethylenediamine, fourth two
Amine, hexamethylene diamine.
(6) glutaraldehyde water solution is matched somebody with somebody, concentration 1.25wt%-50wt%, preferably 2.5%-50%, are put into step (5) and obtain
Titanium, react 1-24h, preferably 2-12h；
(7) match somebody with somebody antiseptic aqueous solution, be put into the titanium that step (6) obtains；Antiseptic can select QPEI25000,
QPEI1800, quaternized PEI600, QDED etc.；It is preferred that QPEI25000, QPEI1800, QPEI600.
The concentration of each material can be adjusted as needed in above-mentioned steps (3), (4), (5), (7) solution.
Antibacterial experiment bacterium can select Escherichia coli, staphylococcus aureus, Pseudomonas aeruginosa, porphyromonas gingivalis,
Treponema denticola etc..
Beneficial effects of the present invention：In titanium tooth stake surface modification antimicrobial coating, antiseptic is in room temperature, the temperature of aqueous solution
With surface is connected in condition.It is grafted to the method on surface in organic solvent compared to other, this method organic solvent-free residual is asked
Topic, safe, the environment being more suitable in human oral cavity, and the long-term bactericidal effect with the non-release type of contact.
Brief description of the drawings
Fig. 1 is the titanium sheet that (A) is completed in (B) and modification before the embodiment of the present invention 1 is modified；
Fig. 2 is the antibiotic rate design sketch of the embodiment of the present invention 6
Embodiment
With reference to embodiment, the invention will be further described, but the present invention is not limited to following embodiments.Following reality
Apply a Titanium to be cleaned as cleaned 1h under the conditions of 60 DEG C using 0.1moL/mL NaOH solutions with NaOH solution, then use ethanol
It is respectively washed repeatedly, freezes with water；
Embodiment 1
Aqueous dopamine solution with 1mg/mL, the Titanium disk handled well is put into above-mentioned solution, reacts 2h, reaction
30 DEG C of temperature, takes out titanium sheet and cleans and dry.BiBB is added to concentration 4.3 × 10 in DMSO-4Mol/mL, adds above-mentioned titanium
Piece.Glycidyl methacrylate is dissolved in concentration 4.3 × 10 in ethanol-2Mol/mL, add afterwards it is above-mentioned in titanium sheet and add
Enter CuBr 8mg/mL, PMDETA 20uL/mL, react 1h, take out titanium sheet and be cleaned and dried.2mL ethylenediamines are dissolved in 4mL organic solvents
In DMSO, titanium sheet reaction 2h obtained above is added, with 2.5% glutaraldehyde solution of concentration, is put into above-mentioned titanium sheet.With quaternized
600 solution 5mg/mL of PEI, are put into above-mentioned titanium sheet.Antibacterial experiment, bacterium solution 10 are carried out with Escherichia coli6CFU, by titanium sheet with
Bacterium solution co-cultures 6h at 37 DEG C.Experimental group is to connect the titanium sheet that antiseptic modification is completed, and control group is respectively unmodified complete titanium
Original titanium sheet before piece and modification, the titanium sheet effect that antiseptic modification is completed basically reach 0.8.
Embodiment 2
Aqueous dopamine solution with 2mg/mL, Titanium disk is put into above-mentioned solution, reacts 3h, reaction temperature 30
DEG C, take out titanium sheet and clean and dry.BiBB is added to concentration 4.3 × 10 in DMSO-4Mol/mL, adds above-mentioned titanium sheet.By first
Base glycidyl acrylate is dissolved in 4.3 × 10 in ethanol-2Mol/mL, add afterwards it is above-mentioned in titanium sheet add CuBr 8mg/mL,
PMDETA 20uL/mL, react 2h, take out titanium sheet and are cleaned and dried.2mL ethylenediamines are dissolved in 4mL organic solvents DMSO, in addition
The titanium sheet reaction 2h stated, with 3% glutaraldehyde solution of concentration, is put into above-mentioned titanium sheet.With quaternized 600 solution 6mg/ of PEI
ML, is put into above-mentioned titanium sheet.Antibacterial experiment, bacterium solution 10 are carried out with Escherichia coli6CFU, by titanium sheet and bacterium solution in 37 DEG C of trainings altogether
Support 6h.Experimental group is to connect the titanium sheet that antiseptic modification is completed, before control group is respectively unmodified complete titanium sheet and modification
Original titanium sheet, the titanium sheet effect that antiseptic modification is completed basically reach 0.8.
Embodiment 3
Aqueous dopamine solution with 3mg/mL, Titanium disk is put into above-mentioned solution, reacts 4h, reaction temperature 30
DEG C, take out titanium sheet and clean and dry.BiBB is added to concentration 4.3 × 10 in DMSO-4Mol/mL, adds above-mentioned titanium sheet.By first
Base glycidyl acrylate is dissolved in 4.3 × 10 in ethanol-2Added after mol/mL it is above-mentioned in titanium sheet add CuBr 8mg/mL,
PMDETA 20uL/mL, react 3h, take out titanium sheet and are cleaned and dried.2mL ethylenediamines are dissolved in 4mL organic solvents DMSO, in addition
The titanium sheet reaction 2h stated, with 3.5% glutaraldehyde solution of concentration, is put into above-mentioned titanium sheet.With quaternized 600 solution 7mg/ of PEI
ML, is put into above-mentioned titanium sheet.Antibacterial experiment, bacterium solution 10 are carried out with Escherichia coli6CFU, by titanium sheet and bacterium solution in 37 DEG C of trainings altogether
Support 6h.Experimental group is to connect the titanium sheet that antiseptic modification is completed, before control group is respectively unmodified complete titanium sheet and modification
Original titanium sheet, the titanium sheet effect that antiseptic modification is completed basically reach 0.8.
Embodiment 4
Aqueous dopamine solution with 4mg/mL, Titanium disk is put into above-mentioned solution, reacts 5h, reaction temperature 30
DEG C, take out titanium sheet and clean and dry.BiBB is added to 4.3 × 10 in DMSO-4Mol/mL, adds above-mentioned titanium sheet.By methyl-prop
Olefin(e) acid ethylene oxidic ester is dissolved in 4.3 × 10 in ethanol-2Added after mol/mL it is above-mentioned in titanium sheet add CuBr 8mg/mL,
PMDETA 20uL/mL, react 4h, take out titanium sheet and are cleaned and dried.2mL ethylenediamines are dissolved in 4mL organic solvents DMSO, in addition
The titanium sheet reaction 2h stated, with 4% glutaraldehyde solution of concentration, is put into above-mentioned titanium sheet.With quaternized PEI1600 solution 8mg/
ML, is put into above-mentioned titanium sheet.Antibacterial experiment, bacterium solution 10 are carried out with Escherichia coli6CFU, by titanium sheet and bacterium solution in 37 DEG C of trainings altogether
Support 6h.Experimental group is to connect the titanium sheet that antiseptic modification is completed, before control group is respectively unmodified complete titanium sheet and modification
Original titanium sheet, the titanium sheet effect that antiseptic modification is completed basically reach 0.8.
Embodiment 5
Aqueous dopamine solution with 5mg/mL, Titanium disk is put into above-mentioned solution, reacts 6h, reaction temperature 30
DEG C, take out titanium sheet and clean and dry.BiBB is added to 4.3 × 10 in DMSO-4Mol/mL, adds above-mentioned titanium sheet.By methyl-prop
Olefin(e) acid ethylene oxidic ester is dissolved in 4.3 × 10 in ethanol-2Added after mol/mL it is above-mentioned in titanium sheet add CuBr 8mg/mL,
PMDETA 20uL/mL, react 5h, take out titanium sheet and are cleaned and dried.2mL ethylenediamines are dissolved in 4mL organic solvents DMSO, in addition
The titanium sheet reaction 5h stated, with 4.5% glutaraldehyde solution of concentration, is put into above-mentioned titanium sheet.With quaternized 600 solution 9mg/ of PEI
ML, is put into above-mentioned titanium sheet.Antibacterial experiment, bacterium solution 10 are carried out with Escherichia coli6CFU, by titanium sheet and bacterium solution in 37 DEG C of trainings altogether
Support 6h.Experimental group is to connect the titanium sheet that antiseptic modification is completed, before control group is respectively unmodified complete titanium sheet and modification
Original titanium sheet, the titanium sheet effect that antiseptic modification is completed basically reach 0.8.
Embodiment 6
Aqueous dopamine solution with 6mg/mL, Titanium disk is put into above-mentioned solution, reacts 7h, reaction temperature 30
DEG C, take out titanium sheet and clean and dry.BiBB is added to concentration 4.3 × 10 in DMSO-4Mol/mL, adds above-mentioned titanium sheet.By first
Base glycidyl acrylate is dissolved in 4.3 × 10 in ethanol-2Added after mol/mL it is above-mentioned in titanium sheet add CuBr 8mg/mL,
PMDETA 20uL/mL, react 6h, take out titanium sheet and are cleaned and dried.2mL ethylenediamines are dissolved in 4mL organic solvents DMSO, in addition
The titanium sheet reaction 7h stated, with 5% glutaraldehyde solution of concentration, is put into above-mentioned titanium sheet, that is, obtains GA-PDA/Ti.With quaternized
600 solution 10mg/mL of PEI, are put into above-mentioned titanium sheet, that is, obtain QPEI-PDA/Ti.Antibacterial experiment, bacterium are carried out with Escherichia coli
Liquid is 106CFU, 6h is co-cultured by titanium sheet and bacterium solution at 37 DEG C.Experimental group is to connect the titanium sheet (QPEI- that antiseptic modification is completed
PDA/Ti), the original titanium sheet (Ti) before control group is respectively unmodified complete titanium sheet (i.e. GA-PDA/Ti) and modification.
Antibacterial titanium sheet prepared by above-mentioned implementation can be found in Fig. 1；Antibacterial effect of the present invention is shown in Fig. 2.
Claims (10)
1. a kind of preparation method of dentistry implant antibacterial surface coating, it is characterised in that comprise the following steps：
(1) Titanium is cleaned with NaOH solution, is then respectively washed repeatedly with ethanol and water, freezed；
(2) aqueous dopamine solution is prepared, Titanium is put into aqueous dopamine solution, reaction 1-24h, 25-60 DEG C of reaction temperature,
Dopamine concentration is 0.1-10mg/mL；
(3) initiator is added in organic solvent A, adds the titanium of step (2)；
(4) monomer is dissolved in organic solvent B, then adds titanium obtained by step (3), and add catalyst, ligand N, N, N, N,
N- five methyl diethylentriamines (PMDETA), are reacted；5-100 DEG C of reaction temperature, reaction time 1-24h；
(5) Diamines material is dissolved in organic solvent C, adds the titanium that step (4) obtains, carries out reaction 1-24h, preferably 2-20h；
(6) glutaraldehyde water solution is matched somebody with somebody, concentration 1.25wt%-50wt%, is put into the titanium that step (5) obtains, and reacts 1-24h；
(7) match somebody with somebody antiseptic aqueous solution, be put into the titanium that step (6) obtains and reacted.
A kind of 2. preparation method of dentistry implant antibacterial surface coating described in accordance with the claim 1, it is characterised in that step
(1) 1h is cleaned under the conditions of 60 DEG C using 0.1moL/mL NaOH solutions.
A kind of 3. preparation method of dentistry implant antibacterial surface coating described in accordance with the claim 1, it is characterised in that step
(2) 2-20h, 30-55 DEG C of reaction temperature are reacted；Dopamine concentration is 1-9mg/mL.
4. the preparation method of a kind of dentistry implant antibacterial surface coating described in accordance with the claim 1, it is characterised in that organic
Solvent orange 2 A is selected from dichloromethane, N,N-dimethylformamide, N, N- dimethyl sulfoxide (DMSO)s, chloroform.
A kind of 5. preparation method of dentistry implant antibacterial surface coating described in accordance with the claim 1, it is characterised in that monomer
Selected from methacrylic acid (MAA), glycidyl methacrylate (GMA), catalyst is selected from CuCl, CuBr, organic solvent B choosing
From ethanol, methanol, dichloromethane, N,N-dimethylformamide, N, N- dimethyl sulfoxide (DMSO)s, chloroform.
A kind of 6. preparation method of dentistry implant antibacterial surface coating described in accordance with the claim 1, it is characterised in that step
(4) 10-90 DEG C of reaction temperature, reaction time 2-20h.
7. the preparation method of a kind of dentistry implant antibacterial surface coating described in accordance with the claim 1, it is characterised in that organic
Solvent C is selected from ethanol, methanol, dichloromethane, n,N-Dimethylformamide, N, N- dimethyl sulfoxide (DMSO)s, chloroform；Diamines material selects
From ethylenediamine, butanediamine, hexamethylene diamine.
A kind of 8. preparation method of dentistry implant antibacterial surface coating described in accordance with the claim 1, it is characterised in that step
(6) glutaraldehyde water solution 2.5wt%-50wt%, reacts 2-12h.
A kind of 9. preparation method of dentistry implant antibacterial surface coating described in accordance with the claim 1, it is characterised in that antibacterial
Agent is selected from QPEI25000, QPEI1800, quaternized PEI600, QDED.
A kind of 10. dentistry implant, it is characterised in that the dentistry plantation being prepared including any one of claim 1-9 method
Body surface face antimicrobial coating.
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| CN201711013901.4A CN108030955B (en) | 2017-10-25 | 2017-10-25 | Preparation method and application of antibacterial coating on surface of dental implant |
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| CN201711013901.4A CN108030955B (en) | 2017-10-25 | 2017-10-25 | Preparation method and application of antibacterial coating on surface of dental implant |
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| CN108030955B CN108030955B (en) | 2021-02-05 |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111839768A (en) * | 2020-07-28 | 2020-10-30 | 中日友好医院(中日友好临床医学研究所) | Zinc-modified implant and preparation method thereof |
| CN112914761A (en) * | 2021-01-25 | 2021-06-08 | 天琪(广东)科技发展有限公司 | Dental implant antibacterial surface and preparation method thereof |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105343929A (en) * | 2015-11-30 | 2016-02-24 | 武汉大学 | Method for preparing antibacterial coating on titanium planting body surface |
| CN105801734A (en) * | 2016-03-20 | 2016-07-27 | 北京化工大学 | Preparation method of quaternary ammonium salt polymer antibacterial agent and silver-loaded compound antibacterial agent thereof on basis of ATRP method |
| CN107096068A (en) * | 2017-03-15 | 2017-08-29 | 北京科技大学 | A kind of preparation method of dentistry implant and its bioactivity antimicrobial surface |
-
2017
- 2017-10-25 CN CN201711013901.4A patent/CN108030955B/en active Active
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105343929A (en) * | 2015-11-30 | 2016-02-24 | 武汉大学 | Method for preparing antibacterial coating on titanium planting body surface |
| CN105801734A (en) * | 2016-03-20 | 2016-07-27 | 北京化工大学 | Preparation method of quaternary ammonium salt polymer antibacterial agent and silver-loaded compound antibacterial agent thereof on basis of ATRP method |
| CN107096068A (en) * | 2017-03-15 | 2017-08-29 | 北京科技大学 | A kind of preparation method of dentistry implant and its bioactivity antimicrobial surface |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111839768A (en) * | 2020-07-28 | 2020-10-30 | 中日友好医院(中日友好临床医学研究所) | Zinc-modified implant and preparation method thereof |
| CN112914761A (en) * | 2021-01-25 | 2021-06-08 | 天琪(广东)科技发展有限公司 | Dental implant antibacterial surface and preparation method thereof |
| CN112914761B (en) * | 2021-01-25 | 2021-10-12 | 天琪(广东)科技发展有限公司 | Dental implant antibacterial surface and preparation method thereof |
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| Publication number | Publication date |
|---|---|
| CN108030955B (en) | 2021-02-05 |
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