CN115957137A - Compositions and methods for long-acting anti-bacterial adhesion - Google Patents
Compositions and methods for long-acting anti-bacterial adhesion Download PDFInfo
- Publication number
- CN115957137A CN115957137A CN202211661980.0A CN202211661980A CN115957137A CN 115957137 A CN115957137 A CN 115957137A CN 202211661980 A CN202211661980 A CN 202211661980A CN 115957137 A CN115957137 A CN 115957137A
- Authority
- CN
- China
- Prior art keywords
- weight
- parts
- composition
- strontium titanate
- barium strontium
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
Images
Classifications
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02A—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE
- Y02A50/00—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE in human health protection, e.g. against extreme weather
- Y02A50/30—Against vector-borne diseases, e.g. mosquito-borne, fly-borne, tick-borne or waterborne diseases whose impact is exacerbated by climate change
Abstract
Compositions and methods for long-acting anti-bacterial adhesion are disclosed. The method of the present invention comprises the step of forming a coating film between said bacteria and a contact substance thereof or using a composition for preventing adhesion of bacteria, wherein the coating film or the composition comprises the following components based on the weight of the coating film or the composition: 30-40 parts by weight of an organic component and 40-80 parts by weight of an inorganic filler, wherein the inorganic filler comprises ferroelectric phase barium strontium titanate having pyroelectric properties at a temperature varying from 20-50 ℃, and the organic component comprises 60-100 parts by weight of a matrix and 0.5-5 parts by weight of an initiator, based on the weight of the organic component. The method for preventing the adhesion of bacteria is quick, simple and convenient, and has excellent antibacterial performance.
Description
Technical Field
The present invention relates to repair materials, and in particular to compositions and methods for long-acting anti-bacterial adhesion.
Background
The oral cavity adhesive bacteria are adhered, colonized and grown on the surface of the tooth surface or the surface of the restoration body, so as to cause caries or secondary caries, wherein the adhesion is a key step, dental plaque formed by the oral cavity adhesive bacteria is one of factors causing caries and periodontal disease, and the research on the adhesion of the bacteria on the surface of the tooth and the surface of the restoration body has guiding significance for preventing caries and periodontal disease.
A series of compositions or coatings for inhibiting bacterial adhesion are currently developed, for example, CN111053696A discloses a super-hydrophobic gel nano-coating for inhibiting bacterial adhesion and a preparation method thereof, which comprises 5-10 parts by weight of tetraethoxysilane; 5-10 parts of methanol; 5-20 parts of NH 4 OH;5-10 parts of CH 3 OH;0.1-0.01 parts of dopamine hydrochloride; 50-100 parts of n-hexane; 5-10 parts of hexamethyldisilane, preparing silica sol from tetraethoxysilane in an alkaline environment, adding dopamine to form dopa-silica gel, and reacting with hexamethyldisilane to form modified gel. The application achieves inhibition of bacterial adhesion by the superhydrophobic properties of the surface by forming a superhydrophobic gel spray.
For another example, CN115028779A provides a functionalized high oxygen permeable hydrophilic anti-adhesion transparent resin, preparation and application. The resin material comprises fluorine monomer, silicon monomer, hydrophilic monomer, acrylate macromolecular cross-linking agent, silane cross-linking agent, free radical initiator, defoaming agent, toughening agent, anti-adhesion component and antibacterial agent. This application provides materials with anti-protein and anti-bacterial adhesion capabilities primarily through anti-protein and anti-bacterial adhesion components.
There is still a need for a composition for preventing bacterial adhesion, which has a long-lasting antibacterial function and can meet the requirements of appropriate mechanical properties, thereby solving the problems of the current antibacterial properties, mechanical properties, biocompatibility and the like.
The information in this background is only for the purpose of illustrating the general background of the invention and should not be taken as an acknowledgement or any form of suggestion that this information forms the prior art that is known to a person skilled in the art.
Disclosure of Invention
To solve at least part of the technical problems of the prior art, the present invention provides a composition for long-acting anti-bacterial adhesion based on the pyroelectric principle and its use. Specifically, the present invention includes the following.
In a first aspect of the present invention, there is provided a method for long-acting antibacterial adhesion, comprising the step of forming a coating film between said bacteria and a contact therewith or using a composition for preventing adhesion of bacteria, wherein said coating film or composition comprises the following components, based on the weight of said coating film or composition: 30-40 parts by weight of an organic component and 40-80 parts by weight of an inorganic filler, wherein the inorganic filler comprises a ferroelectric phase barium strontium titanate having pyroelectric properties at a temperature varying from 20-50 ℃, and the organic component comprises 60-100 parts by weight of a matrix and 0.5-5 parts by weight of an initiator, based on the weight of the organic component.
In certain embodiments, the method according to the present invention, wherein the ferroelectric phase barium strontium titanate is barium strontium titanate particles and/or barium strontium titanate fibers.
In certain embodiments, the method according to the present invention, wherein the inorganic filler further comprises coarse particles, the composition of the coarse particles is selected from silica, zirconia, and/or barium glass, and the coarse particles have a particle size of 900 to 2000nm.
In certain embodiments, the method according to the present invention, wherein the barium strontium titanate particles have a particle size of 20nm to less than 900nm.
In certain embodiments, the method according to the present invention, wherein the matrix comprises bisphenol a diglycidyl dimethacrylate and triethylene glycol dimethacrylate in a weight ratio of 0.9 to 1.1.
In certain embodiments, the method according to the present invention, wherein the barium strontium titanate further comprises a doped barium strontium titanate.
In certain embodiments, the method according to the present invention, wherein the composition of the coarse particles is selected from silica, zirconia, and/or barium glass, and the weight ratio of the barium strontium titanate particles to the coarse particles is greater than 1.
In certain embodiments, the method according to the present invention, wherein the barium strontium titanate particles have a pyroelectric coefficient of 698 μ C-m at 36 ℃ -2 ·K -1 The above.
In a second aspect of the invention, there is provided a composition for preventing bacterial adhesion, comprising the following components, by weight of the composition: 30 to 40 parts by weight of an organic component and 40 to 80 parts by weight of an inorganic filler, wherein the inorganic filler comprises ferroelectric phase fine particles or fibers having a pyroelectric property when a temperature is changed from 20 to 50 ℃, and the organic component comprises 60 to 100 parts by weight of a matrix and 0.5 to 5 parts by weight of an initiator based on the weight of the organic component.
In a third aspect of the invention, there is provided a method of preparing a composition for long-acting antibacterial adhesion, comprising the steps of:
(1) Preparing polymerizable monomer molecules, a diluent and an initiator under non-polymerization conditions;
(2) Preparing ferroelectric phase barium strontium titanate with pyroelectric performance when the temperature is changed between 20 and 50 ℃, wherein the particle size is between 50nm and less than 900nm;
(3) Mixing the components in the steps (1) and (2), and obtaining the composition through curing.
The invention develops a novel self-antibacterial material of a composition for long-acting antibacterial adhesion, which has a long-acting antibacterial function, can meet the requirement of proper mechanical property, can solve the problems of the antibacterial property, the mechanical property, the biocompatibility and the like of the existing dental, realizes the synergistic improvement of the antibacterial function and the mechanical adaptation of an oral cavity repairing material, prolongs the service life of a prosthesis and improves the long-term repairing effect of dental caries.
Drawings
Fig. 1 illustrates the bacteriostatic rate of the composition for preventing bacterial adhesion.
FIG. 2 SEM-results of the anti-bacterial adhesion experiment.
FIG. 3CCK-8 shows the experimental results.
Detailed Description
Reference will now be made in detail to various exemplary embodiments of the invention, the detailed description should not be construed as limiting the invention but as a more detailed description of certain aspects, features and embodiments of the invention.
It is to be understood that the terminology used herein is for the purpose of describing particular embodiments only and is not intended to be limiting of the invention. Further, for numerical ranges in this disclosure, it is understood that the upper and lower limits of the range, and each intervening value therebetween, is specifically disclosed. Every smaller range between any stated value or intervening value in a stated range and any other stated or intervening value in that stated range is encompassed within the invention. The upper and lower limits of these smaller ranges may independently be included or excluded in the range.
Unless defined otherwise, all technical and scientific terms used herein have the same meaning as commonly understood by one of ordinary skill in the art to which this invention belongs. Although only preferred methods and materials are described herein, any methods and materials similar or equivalent to those described herein can be used in the practice or testing of the present invention. All documents mentioned in this specification are incorporated by reference herein for the purpose of disclosing and describing the methods and/or materials associated with the documents. In case of conflict with any incorporated document, the present specification will control. Unless otherwise indicated, "%" is percent by weight.
Composition for preventing adhesion of bacteria
In a first aspect of the present invention, there is provided a dental composition for preventing adhesion of bacteria based on the pyroelectric principle, which is a curable composition, or a composition before curing, capable of forming a cured resin used in dentistry by curing. On the other hand, the composition of the present invention may also be used as, for example, an adhesive agent to be applied to the surface of a medical device for preventing adhesion of bacteria, and for this reason, the composition may further comprise other components.
Examples of medical devices in the present invention include, but are not limited to: medical instruments, dental equipment, dental implants, periodontal implants, drug delivery devices, grafts, stents, pacemakers, implantable cardioverter-defibrillators, cardiac resynchronization therapy devices, cardiovascular device leads, ventricular assist devices and transmissions, heart valves, vena cava filters, intravascular coils, catheters, catheter connectors, catheter valves, intravenous delivery lines, intravenous delivery manifolds, shunts, wound drains, drainage catheters, infusion ports, cochlear implants, endotracheal tubes, tracheostomy tubes, ventilator breathing tubes and wiring, implantable sensors, ophthalmic devices, orthopedic devices, breast implants, maxillofacial implants, orthopedic implants, valves, braces, suture materials, hernia repair meshes, prosthetic neurological devices, and ear tubes.
Use for long-lasting anti-bacterial adhesion includes preventing adhesion between pathogenic bacteria, such as oral adhesive bacteria, and the implant, thereby preventing colonization of the bacteria. Examples of bacteria include, but are not limited to, gram positive and gram negative bacteria, or oral flora.
The term "preventing bacterial adhesion" or "anti-bacterial adhesion" as used herein refers to reducing or eliminating the attachment of bacteria to a surface (e.g., by reducing the growth rate on the surface). The present composition may prevent more than 10%, more preferably 20%, more preferably 30%, more preferably 40%, more preferably 50%, more preferably 60%, more preferably 70%, more preferably 80%, more preferably 90% and most preferably 100% of the bacteria from adhering. It will be appreciated that the compositions of the invention may also be capable of preventing bacterial aggregation (i.e. bacteria do not aggregate to a surface). The prevention of bacterial adhesion according to the present invention can be achieved by the composition according to the present invention, which destroys the morphology of the bacteria, including wrinkles, deformation of the bacterial cell membrane.
In certain embodiments, forming the composition into a coated film may be carried out using methods known in the art, including spraying, wetting, dipping, immersing, coating, bonding, or photocuring, and the like, it being understood that the compositions of the present invention may also sometimes form a coated layer in a single layer or in multiple layers.
In certain embodiments, the organic component is generally present in an amount of 30 to 40 parts by weight, such as 32, 35, 38 parts by weight, and the like, based on the weight of the composition. The inorganic filler is generally used in an amount of 40 to 80 parts by weight, for example, 45 parts by weight, 50 parts by weight, 55 parts by weight, 60 parts by weight, 65 parts by weight, 70 parts by weight, 75 parts by weight, etc.
In the present invention, the organic component generally comprises a matrix comprising a polymerizable monomer and an initiator. The polymerizable monomer is polymerized by the action of the initiator to form a cured resin. Optionally, the matrix further comprises a diluent. The matrix is generally used in an amount of 60 to 100 parts by weight, such as 65 parts by weight, 70 parts by weight, 75 parts by weight, 80 parts by weight, 85 parts by weight, 90 parts by weight, 95 parts by weight, based on the weight of the organic component. The amount of the initiator may be suitably determined as required, and is usually 0.5 to 5 parts by weight, for example, 0.5 to 4 parts by weight, 1 to 2 parts by weight, or the like.
In the present invention, the polymerizable monomer is not particularly limited, and for example, a dimethacrylate-based molecule can be used, and examples thereof include, but are not limited to, bisphenol a diglycidyl dimethacrylate, bis-GMA, which is capable of forming a cured resin having a good mechanical strength. In the invention, the diluent is used for promoting the blending between the polymerizable monomer and the inorganic filler and improving the conversion rate of double bonds during polymerization. The polymerizable monomers and diluents are generally used in amounts of 0.5 to 2. If the amount of the diluent used is too large, the resultant cured resin tends to have a high polymerization shrinkage and an increased water absorption, which in turn affects the mechanical properties. On the other hand, if the amount of the diluent used is too low, uniform dispersion of the inorganic filler tends to be affected, thereby affecting the double bond conversion rate.
In the present invention, the initiator is not particularly limited, and any known initiator type may be used, including a thermal initiator and a photoinitiator, and two initiators may be used in combination to form a dual initiation system. Examples of thermal initiators include, but are not limited to, terephthaloyl peroxide (BPO), preferably further using amine-based molecules as catalysts. The photoinitiator is preferably a visible photoinitiator, examples of which include, but are not limited to, camphorquinone (CQ) and 4-N, N-dimethylaminoethyl benzoate (EDMAB), where EDMAB is a co-initiator common to CQ, having accelerator and anti-oxygen inhibition functions.
In the present invention, barium strontium titanate fine particles refer to ferroelectric phase inorganic particles having pyroelectric properties in a temperature range in the oral cavity, for example, when the temperature is changed at 20 to 50 ℃. The present inventors have found that by using such fine particles in place of at least part of the inorganic filler in conventional curable resins, the cured resins can be provided with pyroelectric properties, and further found that the inorganic fine particles having pyroelectric properties still enable the cured resins to exhibit excellent bacteriostatic activity.
In the present invention, the nano-sized fine particles contained in the inorganic filler generally have a particle diameter of 20 to less than 900nm, preferably 50 to 850nm, more preferably 100 to 700nm, such as 200nm, 300nm, 500nm, 600nm, etc. The particle size in the range can be more uniformly dispersed in the polymerizable resin, thereby being beneficial to the conduction of micro-current generated by heat release and leading the obtained cured resin to have higher antibacterial activity. If the particle diameter is too small, it may be more advantageous in conduction of the generated microcurrent, but is disadvantageous in dispersion of the inorganic filler in the organic component, thereby affecting polymerization and curing rate, and tends to become high in polymerization shrinkage upon large-scale filling, thereby affecting mechanical strength. On the other hand, if the particle diameter is too large, the surface finish of the resulting resin becomes poor.
In an exemplary embodiment, the fine particle component of the present invention is barium strontium titanate, which has a composition of (Ba) x Sr 1-x )TiO 3 Wherein x is 0.5-0.95, such as 0.6, 0.7, 0.8, etc.
In the present invention, the inorganic filler may optionally further comprise coarse particles having a particle size generally in the order of micrometers, such as 1 to 5 μm, for example 1 to 3 μm and the like. In this case, the inorganic filler is a mixed type filler. The invention discovers that when the particles with different particle sizes are mixed for use, the compressive strength and the three-point bending strength can be improved, and meanwhile, the polishing resin has better polishing property, and is particularly suitable for serving as a universal repairing resin for front and rear teeth. Herein, the coarse particles generally refer to inorganic particles having no pyroelectric property, and examples thereof include, but are not limited to, silica, zirconia, barium glass powder and the like. The present invention may use one or a combination of two or more of the above components. Preferably, the present invention uses coarse particles having a relatively high light transmittance, such as barium glass frit and/or silica.
In the present invention, the amount of the barium strontium titanate fine particles and the coarse particles is generally larger than that of the coarse particles. Preferably on a weight basis (10-1): 1, more preferably (9-1.5): 1, such as 8. If the dosage of the coarse particles is too large, the bacteriostatic effect is greatly reduced.
In the present invention, the inorganic filler may be modified by surface modification, for example, to improve compatibility with the organic component. Examples of the surface modification method include surface modification of an inorganic filler with a silane coupling agent such as MPTS or the like to improve the mechanical strength of the composite resin.
Preparation method
The invention also provides a preparation method of the adhesive composition, which at least comprises the following steps:
(1) Preparing polymerizable monomer molecules, a diluent and an initiator under non-polymerization conditions;
(2) Preparing ferroelectric phase barium strontium titanate with pyroelectric performance when the temperature is changed between 20 and 50 ℃, wherein the particle size is 50nm to less than 900nm; and
(3) Mixing the components in the steps (1) and (2), and obtaining the composition through curing.
It is understood by those skilled in the art that the steps numbered (1), (2), etc. are only for the purpose of distinguishing different steps and do not indicate the order of the steps. The order of the above steps is not particularly limited as long as the object of the present invention can be achieved. Further, two or more of the above steps may be combined and performed simultaneously, for example, steps (1) and (2) may be performed simultaneously. In addition, it will be understood by those skilled in the art that other steps or operations may be included before, after, or between any of the above steps (1) - (3), such as to further optimize and/or improve the methods of the present invention.
Use of
The invention further provides the use of a composition for preventing bacterial adhesion based on the pyroelectric principle for the preparation of a material for restorations. The use herein includes the case of preparing a restorative material using the composition, and also includes the case of combining the composition for preventing adhesion of bacteria with other materials such as a packaging material into a restorative material for clinical use. In the second case, the organic component and the inorganic filler in the composition may be present in a premixed form and stored under non-curing conditions such as protection from light, or may be present separately. In certain embodiments, the polymerizable monomer and the initiator are present in the organic component in separate forms and are combined prior to use.
Example 1
1. Weighing 40 parts by weight of the premixed organic components in a beaker, wherein the organic components comprise 49 parts by weight of Bis-GMA, 49 parts by weight of TEGDMA, 1 part by weight of EDB and 1 part by weight of CQ;
2. 60 parts by weight of an inorganic filler, namely barium strontium titanate BST, with a particle size of 400nm, a molar ratio of Ba to Sr of 7 -2 ·K -1 ；
3. Adding the components obtained in step (1) and step (2) into a beaker, stirring overnight on a magnetic stirrer, and ultrasonically defoaming for 15 minutes;
4. and (3) sucking a proper amount of mixed liquid, adding the mixed liquid into a silica gel mold, and carrying out photocuring by using a dental photocuring lamp to obtain the pyroelectric antibacterial resin.
Example 2
1. Weighing 40 parts by weight of the premixed organic components in a beaker, wherein the organic components comprise 49 parts by weight of Bis-GMA, 49 parts by weight of TEGDMA, 1 part by weight of EDB and 1 part by weight of CQ;
2. 60 parts by weight of inorganic filler are weighed, wherein the inorganic filler comprises barium strontium titanate BST and commercial barium glass powder in a weight ratio of 2 to 1, the particle size of the barium strontium titanate is 400nm, the molar ratio of Ba to Sr is 7, and the pyroelectric coefficient of body temperature is 698 mu C.m -2 ·K -1 The particle size of the commercial barium glass powder is 1000nm;
3. adding the components obtained in the step (1) and the step (2) into a beaker, stirring overnight on a magnetic stirrer, and ultrasonically defoaming for 15 minutes;
4. and (3) sucking a proper amount of mixed liquid, adding the mixed liquid into a silica gel mold, and carrying out photocuring by using a dental photocuring lamp to obtain the pyroelectric antibacterial resin.
Example 3
1. Weighing 40 parts by weight of the premixed organic components in a beaker, wherein the organic components comprise 49 parts by weight of Bis-GMA, 49 parts by weight of TEGDMA, 1 part by weight of EDB and 1 part by weight of CQ;
2. 60 parts by weight of an inorganic filler, namely doped barium strontium titanate, is weighed, and the component is (Ba) 0.6 Sr 0.3 Ca 0.1 )TiO 3 +0.1mol％MnCO 3 +0.5mol％Y 2 O 3 Particle size of 300nm and room temperature heat release coefficient of 5500 μ C · m -2 ·K -1 The grain size of the commercial barium glass powder is 1000nm;
3. adding the components obtained in step (1) and step (2) into a beaker, stirring overnight on a magnetic stirrer, and ultrasonically defoaming for 15 minutes;
4. and (3) sucking a proper amount of mixed liquid, adding the mixed liquid into a silica gel mold, and carrying out photocuring by using a dental photocuring lamp to obtain the pyroelectric antibacterial resin.
Comparative example 1
1. Weighing 40 parts by weight of the premixed organic components in a beaker, wherein the organic components comprise 49 parts by weight of Bis-GMA, 49 parts by weight of TEGDMA, 1 part by weight of EDB and 1 part by weight of CQ;
2. 60 parts by weight of inorganic filler are weighed, wherein the inorganic filler comprises barium strontium titanate BST and commercial barium glass powder, the weight ratio of the inorganic filler to the commercial barium strontium titanate BST is 1 -2 ·K -1 And the molar ratio of Ba to Sr is 7, and the particle size of the commercial barium glass powder is 1000nm;
3. adding the components 1 and 2 into a beaker, stirring overnight on a magnetic stirrer, and ultrasonically defoaming for 15 minutes;
4. and (3) sucking a proper amount of mixed liquid, adding the mixed liquid into a silica gel mold, and carrying out photocuring by using a dental photocuring lamp to obtain the pyroelectric antibacterial resin.
Comparative example 2
1. Weighing 40 parts by weight of the premixed organic components in a beaker, wherein the organic components comprise 49 parts by weight of Bis-GMA, 49 parts by weight of TEGDMA, 1 part by weight of EDB and 1 part by weight of CQ;
2. weighing 60 parts by weight of inorganic filler which is commercial barium glass powder and has the particle size of 1000nm;
3. adding the components obtained in step (1) and step (2) into a beaker, stirring overnight on a magnetic stirrer, and ultrasonically defoaming for 15 minutes;
4. and (3) sucking a proper amount of mixed liquid, adding the mixed liquid into a silica gel mold, and carrying out photocuring by using a dental photocuring lamp to obtain the pyroelectric antibacterial resin.
Comparative example 3
1. Weighing 40 parts by weight of the premixed organic components in a beaker, wherein the organic components comprise 49 parts by weight of Bis-GMA, 49 parts by weight of TEGDMA, 1 part by weight of EDB and 1 part by weight of CQ;
2. 60 parts by weight of inorganic filler is weighed, wherein the inorganic filler is barium strontium titanate BST, the particle size is 1500nm, the molar ratio of Ba to Sr is 7 -2 ·K -1 ；
3. Adding the components obtained in step (1) and step (2) into a beaker, stirring overnight on a magnetic stirrer, and ultrasonically defoaming for 15 minutes;
4. and (3) sucking a proper amount of mixed liquid, adding the mixed liquid into a silica gel mold, and carrying out photocuring by using a dental photocuring lamp to obtain the pyroelectric antibacterial resin.
Test example
1. SEM-anti-bacterial adhesion experiment
And (3) preparing the resin round sample wafer, and sterilizing the round sample wafer at high temperature and high pressure for later use. Adding artificial saliva into the resin sample, incubating for 30min, and simulating oral cavity acquired membrane. A micronutrient conditioned medium was prepared by mixing 1/9 of sucrose-containing BHI medium with artificial saliva and diluting pre-cultured Streptococcus mutans ua159 to 10 4 CFU/ml, 1ml per tube. The temperature change interval of the metal bath is set to be 25-45 ℃ (a multiple temperature mode is set, the temperature is gradually increased to 45 ℃ after the temperature is kept for 2min at 25 ℃, and the temperature is decreased to 25 ℃ through a semiconductor refrigeration module after the temperature is kept for 2min at 45 ℃, so that a cold-hot cycle is formed). At the completion of the 150 th cycle, the resin samples were taken out, fixed with 2.5% glutaraldehyde for 30min, 30% and 50% at 4 deg.CAnd carrying out gradient dehydration on 75 percent, 90 percent and 100 percent ethanol for 15min each time. And (5) drying, spraying gold on a computer, and shooting a scanning electron microscope by magnifying visual field times.
2. CCK-8 experiment
Preparing a resin circular sample wafer, sterilizing at high temperature and high pressure, soaking in a bacterial culture medium for 3 days to obtain a resin leaching solution, performing L929 bacterial culture by using the resin leaching solution, adding CCK-8 reagents respectively on the 1 st day, the 2 nd day and the 3 rd day of culture, and testing the bacterial activity on an enzyme-labeling instrument.
TABLE 1
| Numbering | Curing Rate DC (%) | Bacteriostatic ratio (%) |
| Example 1 | 55.2 | 94.5 |
| Example 2 | 63.3 | 93.1 |
| Example 3 | 59.2 | 96.4 |
| Comparative example 1 | 86.1 | 51.6 |
| Comparative example 2 | 62.5 | 0 |
| Comparative example 3 | 47.5 | 50.7 |
As can be seen from table 1, in the case where the inorganic filler contains nanoscale BST, the higher the content thereof, the higher the bacteriostatic ratio. When the amount of other inorganic fillers (coarse particles) is greater than the amount of BST, the pyroelectric bacteriostatic activity is drastically reduced, probably because the coarse particles form a discontinuous phase inside the resin, which affects the conduction of the micro-current generated by pyroelectric. Further, it was found that when BST alone is used as the inorganic filler, the curing rate thereof is low, and the curing rate increases with the addition of other inorganic fillers, which may be caused because the refraction of BST is not favorable for photo-curing. And excellent curing rate and bacteriostasis rate when the amount of BST and other inorganic fillers is in the range of (10-1): 1 on a weight basis.
In addition, the bacteriostatic activity is found to be related to the pyroelectric coefficient, and the higher the pyroelectric coefficient is, the higher the bacteriostatic activity of the obtained cured resin is.
While the present invention has been described with reference to exemplary embodiments, it is to be understood that the invention is not limited to the disclosed exemplary embodiments. Many modifications and variations may be made to the exemplary embodiments of the present description without departing from the scope or spirit of the present invention. The scope of the claims is to be accorded the broadest interpretation so as to encompass all modifications and equivalent structures and functions.
Claims (10)
1. A method for long acting anti-bacterial adhesion comprising the step of forming a coating film or using a composition for preventing bacterial adhesion between said bacteria and a contact therewith, wherein said coating film or composition comprises the following components, based on the weight of said coating film or composition: 30-40 parts by weight of an organic component and 40-80 parts by weight of an inorganic filler, wherein the inorganic filler comprises a ferroelectric phase barium strontium titanate having pyroelectric properties at a temperature varying from 20-50 ℃, and the organic component comprises 60-100 parts by weight of a matrix and 0.5-5 parts by weight of an initiator, based on the weight of the organic component.
2. The method of claim 1, wherein the ferroelectric phase barium strontium titanate is barium strontium titanate particles and/or barium strontium titanate fibers.
3. The method according to claim 1, wherein the inorganic filler further comprises coarse particles, the composition of the coarse particles is selected from silica, zirconia, and/or barium glass, and the particle size of the coarse particles is 900 to 2000nm.
4. The method of claim 2, wherein the barium strontium titanate particles have a particle size of 20nm to less than 900nm.
5. The method of claim 1, wherein the matrix comprises bisphenol a diglycidyl methacrylate and triethylene glycol dimethacrylate in a weight ratio of 0.9 to 1.1.
6. The method of claim 1, wherein the barium strontium titanate further comprises a doped barium strontium titanate.
7. The method according to claim 3, wherein the coarse particles have a composition selected from silica, zirconia and/or barium glass, and the weight ratio of the barium strontium titanate particles to the coarse particles is greater than 1.
8. The method of claim 1, wherein the barium strontium titanate particles have a thermal discharge coefficient of 698 μ C-m at 36 ℃ -2 ·K -1 As described above.
9. A composition for long-acting anti-bacterial adhesion comprising, based on the weight of the composition: 30 to 40 parts by weight of an organic component and 40 to 80 parts by weight of an inorganic filler, wherein the inorganic filler comprises ferroelectric phase fine particles or fibers having a pyroelectric property when a temperature is changed from 20 to 50 ℃, and the organic component comprises 60 to 100 parts by weight of a matrix and 0.5 to 5 parts by weight of an initiator based on the weight of the organic component.
10. A method of preparing a composition for long acting anti-bacterial adhesion according to claim 9, comprising the steps of:
(1) Preparing polymerizable monomer molecules, a diluent and an initiator under non-polymerization conditions;
(2) Preparing ferroelectric phase barium strontium titanate with pyroelectric performance when the temperature is changed between 20 and 50 ℃, wherein the particle size is 50nm to less than 900nm; and
(3) Mixing the components in the steps (1) and (2), and obtaining the composition through curing.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202211661980.0A CN115957137B (en) | 2022-12-23 | 2022-12-23 | Compositions and methods for long-acting antibacterial adhesion |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202211661980.0A CN115957137B (en) | 2022-12-23 | 2022-12-23 | Compositions and methods for long-acting antibacterial adhesion |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN115957137A true CN115957137A (en) | 2023-04-14 |
| CN115957137B CN115957137B (en) | 2023-09-12 |
Family
ID=87352415
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN202211661980.0A Active CN115957137B (en) | 2022-12-23 | 2022-12-23 | Compositions and methods for long-acting antibacterial adhesion |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN115957137B (en) |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2004168747A (en) * | 2002-11-21 | 2004-06-17 | Shiyoufuu:Kk | Plaque deposition suppressing film |
| CN113499269A (en) * | 2021-06-05 | 2021-10-15 | 北京化工大学 | Dental restoration composite resin with dual functions of bacteriostasis and remineralization as well as preparation and application thereof |
| CN114959933A (en) * | 2022-07-08 | 2022-08-30 | 北京大学口腔医学院 | Electroactive antibacterial dental floss and preparation method thereof |
| CN115252872A (en) * | 2022-09-30 | 2022-11-01 | 北京大学口腔医学院 | Antibacterial dressing based on ferroelectric material and preparation method and application thereof |
| CN115381722A (en) * | 2022-09-28 | 2022-11-25 | 桂林凯文彼德科技有限公司 | Dental color-changing pit and fissure sealant, and preparation method and application thereof |
-
2022
- 2022-12-23 CN CN202211661980.0A patent/CN115957137B/en active Active
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2004168747A (en) * | 2002-11-21 | 2004-06-17 | Shiyoufuu:Kk | Plaque deposition suppressing film |
| CN113499269A (en) * | 2021-06-05 | 2021-10-15 | 北京化工大学 | Dental restoration composite resin with dual functions of bacteriostasis and remineralization as well as preparation and application thereof |
| CN114959933A (en) * | 2022-07-08 | 2022-08-30 | 北京大学口腔医学院 | Electroactive antibacterial dental floss and preparation method thereof |
| CN115381722A (en) * | 2022-09-28 | 2022-11-25 | 桂林凯文彼德科技有限公司 | Dental color-changing pit and fissure sealant, and preparation method and application thereof |
| CN115252872A (en) * | 2022-09-30 | 2022-11-01 | 北京大学口腔医学院 | Antibacterial dressing based on ferroelectric material and preparation method and application thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| CN115957137B (en) | 2023-09-12 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JP3012213B2 (en) | Dental materials containing polymerizable fillers | |
| Oyagüe et al. | Effect of water aging on microtensile bond strength of dual-cured resin cements to pre-treated sintered zirconium-oxide ceramics | |
| WO2021143584A1 (en) | Long-acting renewable antibacterial coating for surface of titanium implant | |
| US7470728B2 (en) | Dental glazes and method of manufacture and use thereof | |
| Tanaka et al. | Development of novel dental restorative composites with dibasic calcium phosphate loaded chitosan fillers | |
| US20080226728A1 (en) | Antimicrobial Nanoparticulate Additives Forming Non-Leachable Sustained Antimicrobial Polymeric Compositions | |
| US8853321B2 (en) | Laser curable polymerisable composition for the protection of hard tissue | |
| CN110785158A (en) | Curable composition for making dental composite crowns and method of making | |
| JPS6162537A (en) | Use of porous filler in polymerizable composition and use for manufacturing same composition and formed product | |
| WO2001090251A1 (en) | Antimicrobial composition | |
| EP1749514A1 (en) | Silver-containing dental composition | |
| JP2013536831A (en) | Endodontic sealing composition | |
| CN112494341B (en) | Dental restoration composition and preparation method and application thereof | |
| JP2004097813A (en) | Dental polymer membrane | |
| CN112515974A (en) | Self-adhesive resin cement composition for dentistry | |
| CN115957137B (en) | Compositions and methods for long-acting antibacterial adhesion | |
| JP2013189482A (en) | Dental composition containing nanometer-sized silica particles for use as sealant | |
| EP3153186B1 (en) | Method for producing an antibacterial coating composition for implants | |
| CN113773442B (en) | Hydrophobic self-cleaning resin slurry, hydrophobic self-cleaning resin dental material and application thereof | |
| Li et al. | Biomineralizing dental resin empowered by bioactive amphiphilic composite nanoparticles | |
| CN114316135A (en) | Bulk filling dental composite resin with efficient antibacterial property and preparation method thereof | |
| CN115634158B (en) | Long-acting antibacterial flowing composite resin or pit and fissure sealant composition for dentistry and application | |
| Kumada et al. | Influence of resin coating materials on Porphyromonas gingivalis attachment | |
| DE4229947A1 (en) | Low shrinkage cement for medical and dental use - comprises oligomeric anhydride, poly:hydroxy cpd., reactive inorganic filler and hardener, with good adhesion and mechanical properties | |
| KR100354193B1 (en) | Light Cured Dental Compositions |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| GR01 | Patent grant | ||
| GR01 | Patent grant |