Antibacterial mouthpiece and method of making same

Abstract

The application belongs to the technical field of dental product production, and particularly relates to an antibacterial mouthguard and a preparation method thereof. The antibacterial mouthguard comprises a mouthguard body, a clamping groove is arranged on the outer side of the mouthguard body, a drug delivery groove is clamped in the clamping groove, the drug delivery groove is internally hollow, and the mouthguard body and the drug delivery groove are connected through a drug delivery hole. The preparation method of the antibacterial mouthguard comprises the following steps: S1, organic modified nano zinc oxide compound is obtained through copolymerization; S2, the organic modified nano zinc oxide compound, isocyanate, polyether polyol, polymethyl methacrylate and a catalyst are uniformly mixed to perform polymerization reaction, and zinc-containing polyurethane resin is obtained; and S3, the prepared zinc-containing polyurethane resin and polypropylene resin are uniformly mixed and placed in a mold, and after melting and solidification forming, the antibacterial mouthguard is obtained. The antibacterial mouthguard has high antibacterial performance, and can kill common pathogenic bacteria including escherichia coli and staphylococcus aureus.

Description

Technical Field

[0001] This invention belongs to the field of dental product manufacturing technology, specifically relating to an antibacterial dental crown and its preparation method. Background Technology

[0002] Invisible clear aligners offer a good seal, but prolonged wear can breed bacteria, affecting oral health, such as causing gingivitis, which is usually caused by bacterial infection. Adding antibacterial ingredients to the aligners can effectively kill bacteria, reduce gum inflammation, and alleviate symptoms such as redness, swelling, and bleeding. Furthermore, the presence of aligners increases the difficulty of oral cleaning, making it easier for food debris and bacteria to accumulate between the teeth and the aligners. These foods can easily ferment in the mouth, creating an acidic environment that promotes bacterial growth. Antibacterial aligners can help inhibit bacterial activity and reduce the risk of tooth decay.

[0003] Chinese patent CN111150518A discloses a novel antibacterial dental brace and its preparation method, comprising a dental brace body, wherein the dental brace body includes a first membrane and a second membrane stacked sequentially, the dental brace body being formed by the sequentially stacked first membrane and second membrane, and the surface of the dental brace body facing away from the teeth being the second membrane; the first membrane is an antibacterial membrane, and the second membrane is a non-antibacterial membrane. This patent only adds an antibacterial membrane to the surface of the dental brace that contacts the teeth, while placing a non-antibacterial membrane on the surface that does not contact the teeth, thus lacking an antibacterial effect. Furthermore, the overall oral cavity environment is affected by this, and the patent cannot improve the antibacterial environment within the oral cavity.

[0004] Chinese patent CN117257496A discloses a sustained-release drug-loaded composite dental crown, comprising a crown body, which is formed from a composite sheet containing a membrane layer and an adsorption layer. The adsorption layer is a polymer with hydrophilic groups and is used to adsorb oral medication. The membrane layer comprises the following components: polyurethane resin, acrylic resin, modified cellulose fiber, and a composite antibacterial agent. The modified cellulose fiber is composed of three types of modified cellulose with an aspect ratio of 2:3:6 and a weight ratio of 2:2.8-3.0:5. The modified cellulose is obtained by soaking bamboo pulp cellulose in sodium hydroxide aqueous solution, ultrasonication, and dialysis. This patent uses a silver-containing compound as an antibacterial agent, which has poor stability. Summary of the Invention

[0005] In view of the shortcomings of the prior art, the technical problem to be solved by the present invention is to provide an antibacterial dental brace that can adapt to different tooth structures and reduce the growth of bacteria during the wearing of the brace; the present invention also provides a method for preparing the antibacterial dental brace.

[0006] The technical solution adopted by this invention to solve its technical problem is: The antibacterial dental brace of the present invention includes a dental brace body, a slot is provided on the outside of the dental brace body, a drug delivery slot is provided in the slot, the inside of the drug delivery slot is hollow, and the dental brace body and the drug delivery slot are connected through a drug delivery hole.

[0007] The card slot is U-shaped, with fixing strips on the left and right sides. Card strips are provided on the bottom and sides of the drug delivery slot. The card strips are designed to fit the card slot structure. The card strips are U-shaped, and the card strips on the sides of the drug delivery slot are located inside the fixing strips.

[0008] Both the dental sleeve body and the drug delivery slot are provided with drug delivery holes, and the drug delivery holes on the dental sleeve body and the drug delivery slot are arranged correspondingly to each other.

[0009] The drug is placed inside the drug delivery tank and released through the drug dispensing hole.

[0010] The method for preparing the antibacterial dental crown includes the following steps: S1. Nano zinc oxide, long-chain alkyl methacrylate, methyl methacrylate, initiator and organic solvent are mixed evenly and subjected to copolymerization reaction to obtain organic modified nano zinc oxide composite. S2. The organic modified nano zinc oxide composite, isocyanate, polyether polyol, polymethyl methacrylate and catalyst are mixed evenly and subjected to polymerization reaction to obtain zinc-containing polyurethane resin. S3. The prepared zinc-containing polyurethane resin and polypropylene resin are mixed evenly and placed into a mold. After melting and curing, an antibacterial dental crown is obtained.

[0011] In step S1, the long-chain alkyl methacrylate is dodecyl methacrylate, tridecyl methacrylate, or tetradecyl methacrylate, the initiator is benzoyl peroxide, and the organic solvent is diethyl ether; the mass ratio of nano zinc oxide, long-chain alkyl methacrylate, methyl methacrylate, initiator, and organic solvent is 0.3-0.75:1:1.7-3:0.015-0.017:2-3.5.

[0012] In step S1, the copolymerization reaction temperature is 70-80℃ and the copolymerization reaction time is 20-30 min.

[0013] In step S2, the isocyanate is hexamethylene diisocyanate, the polyether polyol is polypropylene glycol, and the catalyst is stannous octoate; the mass ratio of the organic modified nano zinc oxide composite, isocyanate, polyether polyol, polymethyl methacrylate and catalyst is 1:2-3:3-4:1-2:0.3-0.5.

[0014] In step S2, the polymerization reaction temperature is 80-90℃ and the polymerization reaction time is 2-3h.

[0015] In step S3, the mass ratio of zinc-containing polyurethane resin to polypropylene resin is 1.5-2.5:1, the melting temperature is 175-185℃, the curing time is 2-3 hours, and the curing temperature is 20-30℃.

[0016] The beneficial effects of this invention are: I. This invention combines and disperses nano-zinc oxide into dental braces through a two-step coating process.

[0017] 1. This invention uses nano-zinc oxide, long-chain alkyl methacrylate, and methyl methacrylate to form a bridged structure through coordination. Zinc can simultaneously coordinate with both the long-chain alkyl methacrylate and methyl methacrylate, and the long-chain alkyl methacrylate encapsulates and coats the nano-zinc oxide and methyl methacrylate. When methyl methacrylate and the long-chain alkyl methacrylate form a three-dimensional network through polymerization, the nano-zinc oxide is encapsulated within this network, enhancing the bonding force between the three-dimensional network and the nano-zinc oxide. This invention utilizes the synergistic effect of the long chain of the long-chain alkyl methacrylate and the short chain of methyl methacrylate to enhance both the bonding force with the nano-zinc oxide and the strength of the polymerization system of nano-zinc oxide with the long-chain alkyl methacrylate and methyl methacrylate, while also improving the dispersibility of the nano-zinc oxide, thereby preparing an organically modified nano-zinc oxide composite.

[0018] In the first step of this invention, a coating method is used, in which nano-zinc oxide is incorporated into the organically modified nano-zinc oxide composite through in-situ copolymerization.

[0019] 2. In this invention, organic modified nano zinc oxide composite, isocyanate, polyether polyol, polymethyl methacrylate and catalyst are mixed evenly and subjected to polymerization reaction to obtain zinc-containing polyurethane resin; finally, it is added to polypropylene resin to prepare antibacterial dental crown, so that the zinc-containing polyurethane resin can be evenly dispersed inside the antibacterial dental crown to enhance the antibacterial efficiency.

[0020] The addition of polymethyl methacrylate (PMMA) is intended to better disperse the organically modified nano-zinc oxide composite in the polyurethane resin, thus significantly improving the interface. The organically modified nano-zinc oxide composite contains polymers of PMMA and long-chain alkyl methacrylates. The newly added PMMA, together with the polymers containing PMMA and long-chain alkyl methacrylates, forms an internal and external PMMA system based on intermolecular hydrogen bonds, thereby greatly improving compatibility.

[0021] In the second step of this invention, the coating method is also used, and the organic modified nano zinc oxide composite is incorporated into the polyurethane resin through in-situ polymerization.

[0022] In summary, this invention prepares an organically modified nano-zinc oxide composite by combining nano-zinc oxide with long-chain alkyl methacrylate and methyl methacrylate, then adds the organically modified nano-zinc oxide composite to isocyanate, polyether polyol, and polymethyl methacrylate to prepare zinc-containing polyurethane resin, and finally adds it to polypropylene resin to prepare antibacterial dental crowns.

[0023] The two-step coating method of this invention constructs an organic-inorganic hybrid system with better dispersibility, enabling the slow release of nano-zinc oxide and prolonging the antibacterial duration. Compared with free nano-zinc oxide added directly, this slow-release mechanism improves the antibacterial effect and avoids the problem of rapid consumption of nano-zinc oxide.

[0024] II. The antibacterial dental crown prepared by this invention can inhibit the growth of bacteria in the oral cavity.

[0025] The antibacterial brace of this invention has high antibacterial performance and can kill common pathogenic bacteria, including Escherichia coli and Staphylococcus aureus. The organic modified nano zinc oxide complex can be evenly dispersed and its antibacterial effect is slowly released during the wearing of the brace, which prolongs the antibacterial time of the antibacterial brace, effectively destroys the cell structure of bacteria, avoids the development of drug resistance in bacteria, and has a stable effect with long-term use.

[0026] Third, the antibacterial dental crown prepared by this invention is convenient for drug administration.

[0027] The antibacterial dental tube prepared by this invention can be filled with drugs. The drugs slowly enter the inside of the dental tube through the drug release hole and come into contact with the teeth, which can release the drugs at a specific point and prolong the contact time between the drugs and the teeth, so that the drugs can fully exert their effects. Since the antibacterial dental tube prepared by this invention has antibacterial effect, it plays a synergistic antibacterial role in the drug release process. Attached Figure Description

[0028] Figure 1 This is a schematic diagram of the antibacterial dental brace structure of the present invention; Figure 2 This is a schematic diagram of the structure of the antibacterial dental crown after the drug delivery slot is removed; Figure 3 This is a schematic diagram of the drug delivery slot structure for the antibacterial dental brace of the present invention. Figure 1 ; Figure 4 This is a schematic diagram of the drug delivery slot structure for the antibacterial dental brace of the present invention. Figure 2 ; In the diagram: 1. Dental crown body; 2. Medication tray; 3. Medication dispensing hole; 4. Card slot; 201. Card strip; 401. Fixing strip. Detailed Implementation

[0029] The embodiments of the present invention will be further described below with reference to the accompanying drawings.

[0030] Example 1 The antibacterial dental brace of the present invention includes a dental brace body 1, a slot 4 is provided on the outside of the dental brace body 1, a drug delivery slot 2 is provided in the slot 4, the inside of the drug delivery slot 2 is hollow, and the dental brace body 1 and the drug delivery slot 2 are connected by a drug delivery hole 3.

[0031] The card slot 4 is generally U-shaped. Fixing strips 401 are provided on the left and right sides of the card slot 4. Card strips 201 are provided on the bottom and side of the drug delivery slot 2. The card strips 201 are designed to fit the structure of the card slot 4. The card strips 201 are generally U-shaped. The card strips 201 on the side of the drug delivery slot 2 are located inside the fixing strips 401.

[0032] Both the dental sleeve body 1 and the drug delivery slot 2 are provided with drug delivery holes 3, and the drug delivery holes 3 on the dental sleeve body 1 and the drug delivery slot 2 are arranged correspondingly to each other.

[0033] The drug is placed inside the drug delivery tank 2 and released through the drug delivery hole 3.

[0034] The preparation method of antibacterial dental crowns includes the following steps: S1. Mix 50g of nano zinc oxide, 128g of dodecyl methacrylate, 220g of methyl methacrylate, 1.92g of benzoyl peroxide and 280g of diethyl ether evenly, and carry out copolymerization reaction at 70℃ for 30min to obtain organic modified nano zinc oxide composite. S2. Mix 65g of organic modified nano zinc oxide composite, 130g of hexamethylene diisocyanate, 227g of polypropylene glycol, 130g of polymethyl methacrylate and 20g of stannous octoate evenly, and carry out polymerization reaction at 90℃ for 2h to obtain zinc-containing polyurethane resin. S3. Mix 180g of zinc-containing polyurethane resin and 120g of polypropylene resin evenly and place them into a mold. Melt at 180℃ and cure at 30℃ for 3 hours to obtain an antibacterial dental crown.

[0035] Example 2 The structure of the antibacterial dental brace is the same as in Example 1.

[0036] S1. Mix 95g of nano zinc oxide, 128g of tetradecyl methacrylate, 350g of methyl methacrylate, 2.18g of benzoyl peroxide and 440g of diethyl ether evenly, and carry out copolymerization reaction at 75℃ for 20min to obtain organic modified nano zinc oxide composite. S2. Mix 65g of organic modified nano zinc oxide composite, 168g of hexamethylene diisocyanate, 260g of polypropylene glycol, 90g of polymethyl methacrylate and 32g of stannous octoate evenly, and carry out polymerization reaction at 85℃ for 2.5h to obtain zinc-containing polyurethane resin. S3. Mix 250g of zinc-containing polyurethane resin and 100g of polypropylene resin evenly and place them into a mold. Melt at 175℃ and cure at 20℃ for 2 hours to obtain an antibacterial dental crown.

[0037] Example 3 The structure of the antibacterial dental brace is the same as in Example 1.

[0038] S1. Mix 39g of nano zinc oxide, 128g of tridecyl methacrylate, 300g of methyl methacrylate, 2.05g of benzoyl peroxide and 350g of diethyl ether evenly, and carry out copolymerization reaction at 80℃ for 25min to obtain organic modified nano zinc oxide composite. S2. Mix 65g of organic modified nano zinc oxide composite, 195g of hexamethylene diisocyanate, 220g of polypropylene glycol, 70g of polymethyl methacrylate and 25g of stannous octoate evenly, and carry out polymerization reaction at 85°C for 2.5h to obtain zinc-containing polyurethane resin. S3. Mix 200g of zinc-containing polyurethane resin and 100g of polypropylene resin evenly and place them into a mold. Melt at 185℃ and cure at 25℃ for 2.5h to obtain an antibacterial dental crown.

[0039] Comparative Example 1 In step S1, no nano zinc oxide was added, and the remaining steps were the same as in Example 1. The resulting braces had poor antibacterial effects and no further testing was required.

[0040] Comparative Example 2 Step S1 is omitted. In step S2, the organic modified nano zinc oxide composite is replaced with nano zinc oxide. The remaining steps are the same as in Example 1, and the braces are obtained.

[0041] Comparative Example 3 In step S2, the organic modified nano zinc oxide composite is omitted. In step S3, the organic modified nano zinc oxide composite, the polyurethane resin obtained in step S2, and the polypropylene resin are mixed evenly. The remaining steps are the same as in Example 1 to obtain the dental brace.

[0042] Comparative Example 4 In step S2, polymethyl methacrylate is not added, and the remaining steps are the same as in Example 1, to obtain the dental brace.

[0043] Table 1. Antibacterial rate data of antibacterial dental aligners in Examples 1-3 and comparative examples 2-4.

Claims

1. An antibacterial dental brace, comprising a brace body (1), characterized in that, The dental sleeve body (1) has a slot (4) on the outside, and a drug delivery slot (2) is installed inside the slot (4). The inside of the drug delivery slot (2) is hollow. The dental sleeve body (1) and the drug delivery slot (2) are connected by a drug delivery hole (3). Both the dental sleeve body (1) and the drug delivery slot (2) have drug delivery holes (3), and the drug delivery holes (3) on the dental sleeve body (1) and the drug delivery slot (2) are arranged corresponding to each other. The slot (4) is arranged in a U-shape. Fixing strips (401) are arranged on the left and right sides of the slot (4). The bottom and side of the drug delivery slot (2) are provided with a locking strip (201). The locking strip (201) is arranged in accordance with the structure of the slot (4). The locking strip (201) is arranged in a U-shape. The locking strip (201) on the side of the drug delivery slot (2) is arranged inside the fixing strip (401). The method for preparing the antibacterial dental crown includes the following steps: S1. Nano zinc oxide, long-chain alkyl methacrylate, methyl methacrylate, initiator and organic solvent are mixed evenly and subjected to copolymerization reaction to obtain organic modified nano zinc oxide composite. S2. The organic modified nano zinc oxide composite, isocyanate, polyether polyol, polymethyl methacrylate and catalyst are mixed evenly and subjected to polymerization reaction to obtain zinc-containing polyurethane resin. S3. The prepared zinc-containing polyurethane resin and polypropylene resin are mixed evenly and placed into a mold. After melting and curing, an antibacterial dental crown is obtained.

2. The antibacterial dental crown according to claim 1, characterized in that, The drug is placed inside the drug delivery tank (2) and released through the drug delivery hole (3).

3. The antibacterial dental crown according to claim 1, characterized in that, In step S1, the long-chain alkyl methacrylate is dodecyl methacrylate, tridecyl methacrylate, or tetradecyl methacrylate, the initiator is benzoyl peroxide, and the organic solvent is diethyl ether; the mass ratio of nano zinc oxide, long-chain alkyl methacrylate, methyl methacrylate, initiator, and organic solvent is 0.3-0.75:1:1.7-3:0.015-0.017:2-3.

5.

4. The antibacterial dental crown according to claim 1, characterized in that, In step S1, the copolymerization reaction temperature is 70-80℃ and the copolymerization reaction time is 20-30min.

5. The antibacterial dental crown according to claim 1, characterized in that, In step S2, the isocyanate is hexamethylene diisocyanate, the polyether polyol is polypropylene glycol, and the catalyst is stannous octoate; the mass ratio of the organic modified nano zinc oxide composite, isocyanate, polyether polyol, polymethyl methacrylate and catalyst is 1:2-3:3-4:1-2:0.3-0.

5.

6. The antibacterial dental crown according to claim 1, characterized in that, In step S2, the polymerization reaction temperature is 80-90℃ and the polymerization reaction time is 2-3h.

7. The antibacterial dental crown according to claim 1, characterized in that, In step S3, the mass ratio of zinc-containing polyurethane resin to polypropylene resin is 1.5-2.5:1, the melting temperature is 175-185℃, the curing time is 2-3 hours, and the curing temperature is 20-30℃.

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