A dentifrice based on natural eutectic solvent

Abstract

The application discloses a natural eutectic solvent-based dentifrice, which takes natural eutectic solvent as an efficacy component, the hydrogen bond donor of which includes lactic acid, citric acid, maleic acid, malic acid or thymol, and the hydrogen bond acceptor includes xylitol or menthol; the natural components are combined with each other and heated to form binary or ternary eutectic solvent; then water is directly used as a solvent, or water is used as a solvent while Tween-80 or PEG-40 hydrogenated castor oil is used as an emulsifier to mix and stir to prepare the dentifrice. The preparation process is simple and low in cost; the obtained dentifrice is stable in composition, safe and friendly, has obvious dissolving capacity for common dental plaque components such as dental calculus, coffee stains, tea stains and oil stains, and can use ultrasonic waves or weak electric field to strengthen the cleaning effect. The dentifrice can also play the roles of bacteriostasis and improvement of oral odor. The process realizes all-around utilization of the eutectic solvent in oral care, and expands the application approach of the eutectic solvent in the field of health care.

Description

Technical Field

[0001] This invention belongs to the field of oral care products, and in particular relates to a multifunctional teeth cleaning agent prepared from natural ingredients that has a dissolving effect on various types of tooth stains. Background Technology

[0002] As an emerging type of green solvent, deep eutectic solvents (DES) are novel multi-purpose solvents formed by combining hydrogen bond donors (HBDs) and hydrogen bond acceptors (HBAs) in a specific ratio. They exist in liquid form at room temperature. Due to their unique physicochemical properties and flexible structural composition, they have shown great application potential and development prospects in many fields. Natural deep eutectic solvents (NADES) are a new type of deep eutectic solvent formed from biocompatible natural components as hydrogen bond donors and acceptors (such as polyols, amino acids, phenols, and sugars, most of which are edible). They have advantages such as wide availability, low cost, ease of preparation, and friendliness to humans and the environment, and have attracted the attention of researchers from various fields. Because their biocompatibility is more ideal than that of ordinary deep eutectic solvents, and their use is safer, they are particularly suitable for the food, pharmaceutical, and daily chemical industries.

[0003] Eutectic solvents possess a wide range of solubility for inorganic and organic gaseous / solid / liquid molecules of varying sizes, which is one of their key advantages over traditional solvents. This characteristic gives them great potential for applications in extraction, solubilization, washing, refining, immobilization, liquefaction, absorption, cleaning, and care. These solvents have moderate viscosity and a high diffusion coefficient, enabling them to generate various intermolecular interactions with the target analyte to promote its dissolution. Furthermore, different eutectic solvents exhibit solubility selectivity for different objects. For example, polyethylene glycol-citric acid eutectic solvent can selectively leach lithium cobalt oxide-copper mixed powder (Zeng Jing et al., Journal of Chemical Engineering of Chinese Universities, 2023, 37(1): 38-44); choline chloride-hydrated oxalic acid eutectic solvent has good solubility for zinc oxide (Zhang Yuan et al., Journal of Central South University (Natural Science Edition), 2016, 47(8): 2591-2599); hydrated metal salt eutectic solvent can dissolve cellulose at room temperature, with the selectivity manifested in the formation of hydroxyl groups on the cellulose surface by the solvent. Numerous hydrogen bonds are present (Wang Lei et al., Journal of Forestry Engineering, 2022, 7(4): 64-71); sucrose-based eutectic solvents can generate strong interactions with drug molecules such as piroxicam and ibuprofen (Zhan Ahui, Preparation of sucrose-based eutectic solvents and study on the solubility of poorly soluble drugs [D], Guangxi University, 2023); choline chloride-ethylene glycol eutectic solvents can improve the solubility and dry heat fastness of various dyes (Chen Heqing et al., Dyeing and Finishing Technology, 2022, 44(2): 12-15, 48). Overall, as long as the composition of the eutectic solvent is scientifically designed and supplemented with necessary screening, its solubility for the target substance can generally reach the expected level.

[0004] Currently, oral health experts recommend brushing teeth twice a day, morning and evening, and flossing to clean between teeth. Long-term research has confirmed that these oral hygiene practices play a significant role in promoting overall oral health. If plaque on the tooth surface is not cleaned promptly, it hardens into yellowish-white to brownish-black tartar (mainly composed of minerals such as calcium phosphate, small amounts of organic matter, bacteria, and food debris), depositing on the teeth, especially at the gum line. Bacteria accumulate on its surface, irritating the gums and causing gingivitis, leading to symptoms such as bad breath, swollen and bleeding gums. Tartar is difficult to remove by brushing and requires professional cleaning (such as ultrasonic cleaning at 20-40 kHz combined with antibiotics to control inflammation). Furthermore, many people have a habit of drinking tea, coffee, or smoking, which results in long-term tea stains, coffee stains, tar stains, or tobacco stains on the tooth surface, causing teeth to turn yellow or black, thus affecting both appearance and health. Common oral hygiene ingredients on the market include fluoride, triclosan, cetylpyridine chloride, chlorhexidine gluconate, potassium nitrate, and sodium thiosulfate. While these ingredients can kill some harmful bacteria upon contact with various parts of the mouth, they can also cause side effects such as strong irritation and damage to the oral mucosa. Prolonged exposure to fluoride can lead to dental fluorosis, neuromuscular paralysis, and weakened immunity. Therefore, oral hygiene products that effectively clean the mouth and freshen breath without adverse effects on oral health would be a boon for users.

[0005] Eutectic solvents are currently well-established in the fields of ultrasound-assisted extraction and electrochemistry. Ultrasound and electric field energies with appropriate intensity ranges significantly improve the relevant properties of eutectic solvents and synergistically leverage their advantages. Ultrasound and electric current are also used in dental cleaning. Ultrasonic cleaning utilizes the high-frequency, high-energy vibrations generated by ultrasound to break up tartar in the gingival sulcus, then uses water mist to wash away the tartar and plaque, achieving periodontal health. A weak electric field can not only decompose foreign objects and debris between teeth and kill bacteria, but also remove tartar and dental plaque and eliminate bad breath through electrochemical reactions. The combined effect of physical and chemical methods provides a more ideal cleaning effect for the oral cavity and teeth. The development of methods combining these two with eutectic solvents with broad dissolving capabilities for dental cleaning is urgently needed. The inherent cleaning properties of the latter can further reduce the intensity of ultrasound and electric fields used during the procedure, thus minimizing their potential impact on the user and making it safer and more user-friendly. Summary of the Invention

[0006] This invention discloses a dental cleaning agent based on a natural eutectic solvent, wherein the dental cleaning agent uses a natural eutectic solvent as its active ingredient. In terms of composition, it includes both binary and ternary natural eutectic solvents; in terms of properties, it includes both hydrophilic and hydrophobic natural eutectic solvents. Its hydrogen bond donors include, but are not limited to, lactic acid, citric acid, maleic acid, malic acid, or thymol, and its hydrogen bond acceptors include, but are not limited to, xylitol or menthol. These natural ingredients, widely used in food, beverages, and health and personal care products, combine with each other and form binary or ternary eutectic solvents through heating and stirring. The dental cleaning agent is then prepared by directly using water as a solvent, or by using water as a solvent while simultaneously using Tween-80 or PEG40-hydrogenated castor oil as an emulsifier. The preparation process involved is simple and inexpensive. The resulting dental cleaning agent has a stable composition, is safe and friendly, and has a significant dissolving ability for common dental plaque components such as tartar, coffee stains, tea stains, and oil stains. The cleaning effect can be enhanced by ultrasonic waves or a weak electric field. Furthermore, the described tooth-cleaning agent also has antibacterial properties and improves breath odor. The process involved in this invention realizes the comprehensive utilization of eutectic solvents in oral care, expanding its application in the broader health field.

[0007] Technical solution: In order to achieve the above objectives, a dental cleaning agent based on natural eutectic solvents is proposed. The dental cleaning agent is characterized in that it uses natural eutectic solvents as active ingredients; the composition category includes both binary and ternary natural eutectic solvents; and the property category includes both hydrophilic and hydrophobic natural eutectic solvents.

[0008] The aforementioned dental cleaning agent based on a natural eutectic solvent is characterized in that the natural eutectic solvent uses lactic acid, citric acid, maleic acid, malic acid, or thymol as hydrogen bond donors and xylitol or menthol as hydrogen bond acceptors; the natural edible ingredients are combined to form a binary or ternary natural eutectic solvent.

[0009] The aforementioned dental cleaning agent based on a natural eutectic solvent is characterized in that, when the natural eutectic solvent is a binary natural eutectic solvent, the molar ratio of hydrogen bond acceptor to hydrogen bond donor is 1:1 to 1:3; and when the natural eutectic solvent is a ternary natural eutectic solvent, the molar ratio of hydrogen bond acceptor to two types of hydrogen bond donors is 1:1:1 to 1:1:3.

[0010] The aforementioned dental cleaning agent based on a natural eutectic solvent is characterized in that the natural eutectic solvent is prepared by mixing the hydrogen bond acceptor and hydrogen bond donor of the natural eutectic solvent and heating and stirring at 60-90°C for 2-6 hours.

[0011] The aforementioned dental cleaning agent based on a natural eutectic solvent is characterized in that, when the natural eutectic solvent is hydrophilic, water is directly used as the solvent to prepare the dental cleaning agent; when the natural eutectic solvent is hydrophobic, water is used as the solvent, and Tween-80 or PEG-40 hydrogenated castor oil is used as an emulsifier to prepare the dental cleaning agent.

[0012] The aforementioned dental cleaning agent based on a natural eutectic solvent is characterized in that the mass concentration of the natural eutectic solvent in the dental cleaning agent is 5-40%.

[0013] The aforementioned dental cleaning agent based on a natural eutectic solvent is characterized in that the auxiliary cleaning conditions of the dental cleaning agent are 20-40 kHz ultrasound or a 1.5-6 V weak electric field.

[0014] The aforementioned dental cleaning agent based on a natural eutectic solvent is characterized in that the natural eutectic solvent has the ability to dissolve tartar, tea stains, coffee stains or oil stains, and can also play a role in inhibiting bacteria and improving oral odor. Attached Figure Description

[0015] To more completely illustrate the technical solutions of specific embodiments of the present invention, the accompanying drawings required in the embodiments will be briefly described below. The described drawings are merely a part of the embodiments of the present invention; those skilled in the art should be able to obtain other drawings of the embodiments based on these drawings. Wherein:

[0016] Figure 1 The appearance of the 12 natural eutectic solvents prepared in Examples 1-14.

[0017] Figure 2 The solubility of calcium phosphate in the dental cleaning agents based on natural eutectic solvents prepared in Examples 1-14 under three conditions (water as reference).

[0018] Figure 3 The cleaning efficiency of the dental cleaning agents based on natural eutectic solvents prepared in Examples 1-14 for cleaning mixed stains of tea and coffee under three conditions.

[0019] Figure 4 The dissolution effect of the dental cleaning agents based on natural eutectic solvents prepared in Examples 1-14 on oil stains under stirring conditions (water as a reference).

[0020] Figure 5 The color difference values ​​of the dental cleaning agent based on natural eutectic solvent prepared in Example 3 before and after cleaning coffee-stained cow teeth under three conditions.

[0021] Figure 6Scanning electron microscope images of human teeth before and after cleaning with the dental cleaning agents based on natural eutectic solvents prepared in Examples 3 and 13, which were used to clean a mixture of oil stains, tea stains, and coffee stains (a: human teeth before staining, b: human teeth after staining, c: human teeth after cleaning with the dental cleaning agent obtained in Example 3, d: human teeth after cleaning with the dental cleaning agent obtained in Example 13).

[0022] Figure 7 To investigate the antibacterial effect of the dental cleaning agents based on natural eutectic solvents prepared in Examples 3, 5 and 13 on common Gram-negative bacteria Escherichia coli (a) and Gram-positive bacteria Staphylococcus aureus (b). Detailed Implementation

[0023] The following is a detailed description of the present invention. While specific embodiments of the invention have been shown, it should be understood that the invention can be implemented in various forms and should not be limited to the embodiments set forth herein. Rather, these embodiments are provided to enable a more thorough understanding of the invention and to fully convey the scope of the invention to those skilled in the art.

[0024] This specification and claims do not distinguish components by differences in terminology, but rather by differences in function. The terms "comprising" or "including" used in this application are open-ended and should be interpreted as "including but not limited to." The embodiments described later in the specification are preferred embodiments of the invention and are intended to convey the general principles of the specification, not to limit the scope of the invention.

[0025] Example 1

[0026] (1) Weigh 7.00g of lactic acid and mix with 11.82g of xylitol. Stir continuously at 80℃ for 2h until a transparent liquid product is completely formed, thus obtaining a hydrophilic eutectic solvent with a molar ratio of lactic acid to xylitol of 1:1.

[0027] (2) Weigh 16g of lactic acid-xylitol (1:1) eutectic solvent and mix with 24g of pure water. Stir until completely dissolved to obtain a dental cleaning agent with a mass concentration of 40% based on natural eutectic solvent.

[0028] Example 2

[0029] (1) Weigh 5.50g of citric acid and 13.07g of xylitol and mix them. Stir continuously at 90℃ for 6h until a transparent liquid product is completely formed, thus obtaining a hydrophilic eutectic solvent with a molar ratio of citric acid to xylitol of 1:3.

[0030] (2) Weigh 16g of citric acid-xylitol (1:3) eutectic solvent and mix with 24g of pure water. Stir until completely dissolved to obtain a dental cleaning agent with a mass concentration of 40% based on natural eutectic solvent.

[0031] Example 3

[0032] (1) Weigh 8.00g of maleic acid and 10.49g of xylitol and mix them. Stir continuously at 90℃ for 6h until a transparent liquid product is completely formed, thus obtaining a hydrophilic eutectic solvent with a molar ratio of maleic acid and xylitol of 1:1.

[0033] (2) Weigh 16g of maleic acid-xylitol (1:1) eutectic solvent and mix with 24g of pure water. Stir until completely dissolved to obtain a dental cleaning agent with a mass concentration of 40% based on natural eutectic solvent.

[0034] Example 4

[0035] (1) Weigh 8.50g of malic acid and 9.65g of xylitol and mix them. Stir continuously at 90℃ for 6h until a transparent liquid product is completely formed, thus obtaining a hydrophilic eutectic solvent with a molar ratio of malic acid to xylitol of 1:1.

[0036] (2) Weigh 16g of malic acid-xylitol (1:1) eutectic solvent and mix with 24g of pure water. Stir until completely dissolved to obtain a dental cleaning agent with a mass concentration of 40% based on a natural eutectic solvent.

[0037] Example 5

[0038] (1) Weigh 2.90g of lactic acid, 6.19g of citric acid and 9.80g of xylitol and mix them. Stir continuously at 80℃ for 2h until a transparent liquid product is completely formed, thus obtaining a hydrophilic eutectic solvent with a molar ratio of lactic acid, citric acid and xylitol of 1:1:2.

[0039] (2) Weigh 16g of lactic acid-citric acid-xylitol (1:1:2) eutectic solvent and mix with 24g of pure water. Stir until completely dissolved to obtain a dental cleaning agent with a mass concentration of 40% based on natural eutectic solvent.

[0040] Example 6

[0041] (1) Weigh 4.50g of lactic acid, 5.80g of maleic acid and 7.60g of xylitol and mix them. Stir continuously at 80℃ for 2h until a transparent liquid product is completely formed, thus obtaining a hydrophilic eutectic solvent with a molar ratio of lactic acid, maleic acid and xylitol of 1:1:1.

[0042] (2) Weigh 16g of lactic acid-maleic acid-xylitol (1:1:1) eutectic solvent and mix with 24g of pure water. Stir until completely dissolved to obtain a dental cleaning agent with a mass concentration of 40% based on natural eutectic solvent.

[0043] Example 7

[0044] (1) Weigh 4.50g of lactic acid, 6.70g of malic acid and 7.60g of xylitol and mix them. Stir continuously at 80℃ for 2h until a transparent liquid product is completely formed, thus obtaining a hydrophilic eutectic solvent with a molar ratio of lactic acid, maleic acid and xylitol of 1:1:1.

[0045] (2) Weigh 16g of lactic acid-malic acid-xylitol (1:1:1) eutectic solvent and mix with 24g of pure water. Stir until completely dissolved to obtain a dental cleaning agent with a mass concentration of 40% based on natural eutectic solvent.

[0046] Example 8

[0047] (1) Weigh 4.50g of citric acid, 3.14g of malic acid and 10.69g of xylitol and mix them. Stir continuously at 90℃ for 6h until a transparent liquid product is completely formed, thus obtaining a hydrophilic eutectic solvent with a molar ratio of lactic acid, malic acid and xylitol of 1:1:3.

[0048] (2) Weigh 16g of citric acid-malic acid-xylitol (1:1:3) eutectic solvent and mix with 24g of pure water. Stir until completely dissolved to obtain a dental cleaning agent with a mass concentration of 40% based on natural eutectic solvent.

[0049] Example 9

[0050] (1) Weigh 5.50g of maleic acid, 6.35g of malic acid and 14.42g of xylitol and mix them. Stir continuously at 90℃ for 6h until a transparent liquid product is completely formed, thus obtaining a hydrophilic eutectic solvent with a molar ratio of maleic acid, malic acid and xylitol of 1:1:2.

[0051] (2) Weigh 16g of maleic acid-malic acid-xylitol (1:1:2) eutectic solvent and mix with 24g of pure water. Stir until completely dissolved to obtain a dental cleaning agent with a mass concentration of 40% based on natural eutectic solvent.

[0052] Example 10

[0053] (1) Weigh 2.50g maleic acid, 4.14g citric acid and 13.11g xylitol and mix them. Stir continuously at 90℃ for 6h until a transparent liquid product is completely formed, thus obtaining a hydrophilic eutectic solvent with a molar ratio of maleic acid, citric acid and xylitol of 1:1:4.

[0054] (2) Weigh 16g of maleic acid-citric acid-xylitol (1:1:4) eutectic solvent and mix with 24g of pure water. Stir until completely dissolved to obtain a dental cleaning agent with a mass concentration of 40% based on natural eutectic solvent.

[0055] Example 11

[0056] (1) Weigh 8.00g of lactic acid and 13.88g of menthol and mix them. Stir continuously at 60℃ for 2h until a transparent liquid product is completely formed, thus obtaining a hydrophobic eutectic solvent with a molar ratio of lactic acid to menthol of 1:1.

[0057] (2) Weigh 16g of lactic acid-menthol (1:1) eutectic solvent and 20g of pure water and mix them. Slowly add 4g of PEG-40 hydrogenated castor oil and stir with a vortex mixer at 2800r / min for 10min to obtain a dental cleaning agent with a mass concentration of 40% based on natural eutectic solvent.

[0058] Example 12

[0059] (1) Weigh 8.00g of lactic acid and 13.88g of menthol and mix them. Stir continuously at 60℃ for 2h until a transparent liquid product is completely formed, thus obtaining a hydrophobic eutectic solvent with a molar ratio of lactic acid to menthol of 1:1.

[0060] (2) Weigh 16g of lactic acid-menthol (1:1) eutectic solvent and mix with 18g of pure water. Slowly add 6g of Tween-80 and stir with a vortex mixer at 2800r / min for 10min to obtain a dental cleaning agent with a mass concentration of 40% based on natural eutectic solvent.

[0061] Example 13

[0062] (1) Weigh 9.00g of thymol and 9.36g of menthol and mix them. Stir continuously at 60℃ for 2h until a transparent liquid product is completely formed, thus obtaining a hydrophobic eutectic solvent with a molar ratio of thymol to menthol of 1:1.

[0063] (2) Weigh 16g of thymol-menthol (1:1) eutectic solvent and 16g of pure water and mix them. Slowly add 8g of PEG-40 hydrogenated castor oil and stir with a vortex mixer at 2800r / min for 10min to obtain a dental cleaning agent with a mass concentration of 40% based on natural eutectic solvent.

[0064] Example 14

[0065] (1) Weigh 9.00g of thymol and 9.36g of menthol and mix them. Stir continuously at 60℃ for 2h until a transparent liquid product is completely formed, thus obtaining a hydrophobic eutectic solvent with a molar ratio of thymol to menthol of 1:1.

[0066] (2) Weigh 16.0g of thymol-menthol (1:1) eutectic solvent and 20.8g of pure water and mix them. Slowly add 3.2g of Tween-80 and stir with a vortex mixer at 2800r / min for 10min to obtain a dental cleaning agent with a mass concentration of 40% based on natural eutectic solvent.

[0067] Example 15

[0068] (1) Weigh 2.90g of lactic acid, 6.19g of citric acid and 9.80g of xylitol and mix them. Stir continuously at 80℃ for 2h until a transparent liquid product is completely formed, thus obtaining a hydrophilic eutectic solvent with a molar ratio of lactic acid, citric acid and xylitol of 1:1:2.

[0069] (2) Weigh 8g of lactic acid-citric acid-xylitol (1:1:2) eutectic solvent and mix with 32g of pure water. Stir until completely dissolved to obtain a 20% mass concentration dental cleaning agent based on natural eutectic solvent.

[0070] Example 16

[0071] (1) Weigh 2.90g of lactic acid, 6.19g of citric acid and 9.80g of xylitol and mix them. Stir continuously at 80℃ for 2h until a transparent liquid product is completely formed, thus obtaining a hydrophilic eutectic solvent with a molar ratio of lactic acid, citric acid and xylitol of 1:1:2.

[0072] (2) Weigh 2g of lactic acid-citric acid-xylitol (1:1:2) eutectic solvent and mix with 38g of pure water. Stir until completely dissolved to obtain a 5% (w / w) dental cleaning agent based on a natural eutectic solvent.

[0073] Example 17

[0074] (1) Weigh 9.00g of thymol and 9.36g of menthol and mix them. Stir continuously at 60℃ for 2h until a transparent liquid product is completely formed, thus obtaining a hydrophobic eutectic solvent with a molar ratio of thymol to menthol of 1:1.

[0075] (2) Weigh 8g of thymol-menthol (1:1) eutectic solvent and mix with 26g of pure water. Slowly add 6g of PEG-40 hydrogenated castor oil and stir with a vortex mixer at 2800r / min for 10min to obtain a 20% mass concentration dental cleaning agent based on natural eutectic solvent.

[0076] Example 18

[0077] (1) Weigh 9g of thymol and 9.36g of menthol and mix them. Stir continuously at 60℃ for 2h until a transparent liquid product is completely formed. This yields a hydrophobic eutectic solvent with a molar ratio of thymol to menthol of 1:1.

[0078] (2) Weigh 2g of thymol-menthol (1:1) eutectic solvent and mix with 34g of pure water. Slowly add 4g of PEG-40 hydrogenated castor oil and stir with a vortex mixer at 2800r / min for 10min to obtain a 5% (w / w) dental cleaning agent based on natural eutectic solvent.

[0079] A comparison of the appearance of the 12 eutectic solvents prepared in Examples 1-14 is shown below. Figure 1 (The eutectic solvents obtained in Examples 1 to 10 correspond to DES-1 to DES-10, the eutectic solvents obtained in Examples 11 and 12 correspond to DES-11, and the eutectic solvents obtained in Examples 13 and 14 correspond to DES-12), wherein DES-1 to DES-11 are all colorless and transparent liquids, and DES-12 is a pale yellow and transparent liquid.

[0080] The dissolution experiment of calcium phosphate, the main component of dental calculus, was carried out on 14 kinds of dental cleaning agents based on natural eutectic solvents prepared in Examples 1-14. The specific operation of the calcium phosphate dissolution experiment was carried out by the gravimetric method used in the reference (Ji Wenqin et al., Journal of Beijing University of Chemical Technology (Natural Science Edition), 2016, 43(06): 29-35):

[0081] Accurately weigh calcium phosphate standard into a centrifuge tube, denoted as W0(g). Then, accurately measure a natural eutectic solvent dental cleaning agent and add it to the centrifuge tube. The experiment was conducted under three conditions. In the stirring test, the centrifuge tube was placed in a 25°C constant temperature water bath and stirred at 300 rpm for 10 min. In the ultrasonic test, the centrifuge tube was placed in a 25°C constant temperature water bath and treated with ultrasound at 40 kHz for 10 min. In the electric stirring test, the centrifuge tube was placed in a 25°C constant temperature water bath and stirred at 300 rpm for 10 min powered by four 6V dry cell batteries. In subsequent operations, the sample solution was filtered, and the centrifuge tube was rinsed three times with 10 mL of ultrapure water. After filtration and drying, the remaining calcium phosphate mass was weighed and denoted as W1(g). The calcium phosphate solubility rate was calculated using the formula: R(%) = (W0 - W1) / W0; the experiment was repeated three times, and the average value was taken.

[0082] The dissolution results of 14 dental cleaning agents prepared in Examples 1-14 based on natural eutectic solvents on calcium phosphate, the main component of dental calculus, under three conditions are as follows: Figure 2 As shown, the eutectic solvent dental cleaning agent has a good dissolving effect on calcium phosphate, the main component of dental calculus, and the dental cleaning agent obtained in Example 5 shows the best effect.

[0083] The 14 dental cleaning agents prepared in Examples 1-14 based on natural eutectic solvents were subjected to a cleaning experiment on mixed stains from tea and coffee. Following the method established in the reference (Guan Li et al., Oral Care Products Industry, 2014, 24(02): 45-47), hydroxyapatite was used to simulate the main components of teeth, and it was stained with tea and coffee. The stained hydroxyapatite was then washed with dental cleaning agents. The processing steps and conditions were consistent with the stirring, electric stirring, and ultrasonic methods described above. Finally, it was washed with 2 mol / L hydrochloric acid. After high-speed centrifugation, the absorbance of the supernatant at 350 nm was measured (subtracting the solvent background, recorded as An). As a reference, ultrapure water was used to wash the stained hydroxyapatite under the same conditions. Subsequent operations were the same as before. After centrifugation of the 2 mol / L hydrochloric acid washing solution, the absorbance of the supernatant at 350 nm was measured (subtracting the solvent background, recorded as As). The cleaning efficiency is calculated using the formula: E = (As - An) / As; the experiment was repeated three times, and the average value was taken. The experimental results are as follows: Figure 3 As shown, the dental cleaning agent based on eutectic solvent has a good cleaning effect on the mixed stains of tea and coffee on hydroxyapatite, and the dental cleaning agent obtained in Example 3 has the best effect.

[0084] Oil stain removal experiments were conducted on 14 types of dental cleaning agents based on natural eutectic solvents prepared in Examples 1-14. The experimental procedures were based on the method of national standard GB35833-2018 "Kitchen Oil Stain Cleaners". During the cleaning process, the stainless steel stained sheet was first completely immersed in the natural eutectic solvent dental cleaning agent for 10 minutes, and then the sheet was slowly rinsed in 200 mL of ultrapure water for 30 seconds. The oil stain removal power was calculated using the formula: f(%) = (m1-m2) / (m1-m0), where f is the oil stain removal efficiency; m1(g) is the mass of the stainless steel sheet before cleaning; m2(g) is the mass of the stainless steel sheet after cleaning; and m0(g) is the initial mass of the stainless steel sheet. The experiment was repeated 3 times and the average value was taken. The experimental results are as follows. Figure 4 As shown, the dental cleaning agent obtained in Example 13 has the best cleaning effect on oil stains.

[0085] Three dental cleaning agents with different mass concentrations prepared using the same natural eutectic solvent, based on Example 5 and Examples 15 and 16 (which showed the best dissolution effect on calcium phosphate), were selected for tartar dissolution experiments. Similar to the calcium phosphate dissolution experiment, the gravimetric method was used to determine the solubility of tartar in the reference (Ji Wenqin et al., Journal of Beijing University of Chemical Technology (Natural Science Edition), 2016, 43(06): 29-35). The processing steps and conditions were consistent with the stirring, electric stirring, and ultrasonic methods described above. The formula for calculating the tartar dissolution efficiency was: R(%) = (W0-W1) / V, where W0(g) is the initial tartar mass, W1(g) is the remaining tartar mass, and V(mL) is the volume of the dental cleaning agent used. The experiment was repeated 3 times and the average value was taken.

[0086] The results of the tartar dissolution experiment of the three dental cleaning agents based on natural eutectic solvents prepared in Examples 5, 15, and 16 are shown in Table 1. It can be seen that the dental cleaning agent obtained in Example 5 has the best overall effect, which indicates that the dissolution effect is closely related to the mass concentration of the natural eutectic solvent. In addition, under the three different conditions, ultrasonic dissolution has the best effect, followed by electric stirring, and then stirring.

[0087] Table 1 shows the solubility of dental calculus by three different mass concentrations of dental cleaning agents obtained in Examples 5, 15, and 16, based on the same natural eutectic solvent.

[0088] Example Stir electric stirrer ultrasound 5 11.88±0.98mg / mL 12.53±1.27mg / mL 17.30±0.91mg / mL 15 7.66±1.15mg / mL 9.34±0.84mg / mL 14.14±1.41 mg / mL 16 5.64±0.68mg / mL 6.12±0.54mg / mL 10.22±0.49mg / mL

[0089] A cleaning experiment was conducted on bovine teeth stained with coffee using the dental cleaning agent based on a natural eutectic solvent prepared in Example 3. Following the method established in the reference (Gao Ying et al., Oral Care Products Industry, 2016, 26(03): 8-9), the specific procedures for the coffee stain cleaning experiment with the dental cleaning agent are as follows:

[0090] Cleaned bovine teeth were soaked in coffee extract for 24 hours, and the cleaning effect was evaluated using a DS-220 colorimeter. The soaked bovine teeth were then placed in centrifuge tubes containing 30 mL of eutectic solvent cleaning agent and cleaned under the same stirring, electro-stirring, and ultrasonic conditions as before. The cleaning volume (L) of the bovine teeth was recorded after 5 min, 10 min, 15 min, 20 min, 30 min, and 60 min. t Value, a t value and b t Value. The formula for calculating the color difference value of cow teeth is: ΔE=[(L t -L1) 2 +(a t -a1) 2 +(b t -b1) 2 ] 1 / 2Where △E is the color difference of the cow teeth before and after cleaning; L1 and L t The blackness and whiteness of the cow teeth before and after cleaning are shown respectively; a1 and a t The red-green color of the cow teeth before and after cleaning are shown in Figures 1 and 2; b1 and b t The yellow-blue tint of the cow teeth before and after cleaning was recorded; the experiment was repeated 3 times and the average value was taken.

[0091] The results of the experiment on cleaning coffee stains from cow teeth using the dental cleaning agent based on a natural eutectic solvent prepared in Example 3 are as follows: Figure 5 As shown, the color change becomes more pronounced with prolonged cleaning time; furthermore, ultrasonic cleaning is more effective than electric stirring and agitation.

[0092] The two dental cleaning agents prepared in Examples 3 and 13, based on natural eutectic solvents, were used to conduct a human tooth cleaning experiment on mixed stains of oil, tea, and coffee. The method established in the reference (Gao Ying et al., Oral Care Products Industry, 2016, 26(03): 8-9) was followed. The specific operation of the mixed stain cleaning experiment is as follows:

[0093] Cleaned human teeth were soaked sequentially in oolong tea extract, coffee extract, and artificial oil stains for 24 hours. After soaking, the teeth were removed, rinsed to remove easily removable stains, and dried in a 120℃ oven for 2 hours. After cooling, the L1, a1, and b1 values ​​were measured using a DS-220 colorimeter. 10 mL of eutectic solvent dental cleaning agent was accurately measured into a 50 mL centrifuge tube. The teeth soaked in the composite stains were placed in the centrifuge tube, and the teeth were cleaned using the same stirring, electric stirring, and ultrasonic operation and conditions as before. The L1, a1, and b1 values ​​of the cleaned teeth were measured. t Value, a t value and b t Value. Formula for calculating human tooth color difference: ΔE=[(L t -L1) 2 +(a t -a1) 2 +(b t -b1) 2 ] 1 / 2 Where △E represents the color difference of human teeth before and after cleaning; L1 and L t These represent the blackness and whiteness of human teeth before and after cleaning; a1 and a t The red-green color of human teeth before and after cleaning are shown in Figures 1 and 2; b1 and b t The values ​​represent the yellow-blue tint of human teeth before and after cleaning; the experiment was repeated 3 times and the average value was taken.

[0094] The results of the two dental cleaning agents based on natural eutectic solvents prepared in Examples 3 and 13 for cleaning coffee stains on bovine teeth are shown in Table 2. It can be seen that the dental cleaning agent obtained in Example 3 has a better overall effect. Under the three different conditions, ultrasonic cleaning has the best effect, followed by electric stirring, and then stirring.

[0095] Table 2 shows the changes in tooth color difference values ​​of two tooth cleaning agents based on natural eutectic solvents in Examples 3 and 13 on human teeth stained with a mixture of oil, tea, and coffee stains.

[0096] Example ΔE (stirring) ΔE (electric stirring) ΔE (ultrasound) 3 16.58±0.60 18.67±0.54 23.74±1.06 13 11.46±0.66 12.48±0.88 15.55±0.71

[0097] Two dental cleaning agents based on natural eutectic solvents prepared in Examples 3 and 13 were used to conduct cleaning experiments on human teeth stained with a mixture of oil, tea, and coffee stains. The surface morphology of the human teeth before and after cleaning was observed using a scanning electron microscope (SEM). The results are as follows: Figure 6 As shown, after cleaning with a dental cleaning agent based on a natural eutectic solvent, the stains on the tooth surface are clearly removed, and no erosion, grooves, or pores are caused by the cleaning procedure.

[0098] The antibacterial zone experiments were conducted on the dental cleaning agents based on natural eutectic solvents prepared in Examples 3, 5, and 13. The experimental procedures were based on the method established in the reference (Xu Liang et al., Wild Plant Resources of China, 2019, 38(05): 15-19+30). The bacteria used were common Gram-positive Staphylococcus aureus and Gram-negative Escherichia coli. The positive control used was commercially available Baiyunshan Dental Cleaning Water (Guangxi Baiyunshan Yingkang Pharmaceutical Co., Ltd., JLM24041801). The experimental results are as follows: Figure 7 As shown, dental cleaning agents based on natural eutectic solvents have significant antibacterial properties.

[0099] Experimental study on the oral odor improvement of the dental cleaning agents based on natural eutectic solvents prepared in Examples 3, 5, and 13. The wrist-licking test method used in the reference (Wu Yamin, Foreign Medical Sciences. Stomatology Section, 2002, (04): 244-245+248) involved licking the wrist with the tongue, and smelling the wrist after the saliva dried; a certain odor was found. For comparison, after licking the wrist with the tongue, a drop of the dental cleaning agent prepared in Examples 3, 5, and 13 was added to the area, and the odor was significantly improved after drying. The dental cleaning agent prepared in Example 13, using thymol and menthol as raw materials, gave the wrist a fresher and more fragrant odor, indicating its potential effect in regulating breath.

Claims

1. A dental cleaning agent based on a natural eutectic solvent, characterized in that, This dental cleaning agent uses natural eutectic solvents as its active ingredient; its composition includes both binary and ternary natural eutectic solvents; and its properties include both hydrophilic and hydrophobic natural eutectic solvents.

2. The dental cleaning agent based on a natural eutectic solvent as described in claim 1, characterized in that, The natural eutectic solvents use lactic acid, citric acid, maleic acid, malic acid, or thymol as hydrogen bond donors and xylitol or menthol as hydrogen bond acceptors; these natural edible components are combined to form binary or ternary natural eutectic solvents.

3. The dental cleaning agent based on a natural eutectic solvent as described in claim 1, characterized in that, When the binary natural eutectic solvent is a binary natural eutectic solvent, the molar ratio of hydrogen bond acceptor to hydrogen bond donor is 1:1 to 1:3; when the natural eutectic solvent is a ternary natural eutectic solvent, the molar ratio of hydrogen bond acceptor to two types of hydrogen bond donor is 1:1:1 to 1:1:

3.

4. The dental cleaning agent based on a natural eutectic solvent as described in claim 1, characterized in that, The natural eutectic solvent is prepared by mixing the hydrogen bond acceptor and hydrogen bond donor and heating and stirring at 60-90°C for 2-6 hours.

5. The dental cleaning agent based on a natural eutectic solvent as described in claim 1, characterized in that, When the natural eutectic solvent is hydrophilic, water is used directly as the solvent to make the dental cleaning agent; when the natural eutectic solvent is hydrophobic, water is used as the solvent, and Tween-80 or PEG-40 hydrogenated castor oil is used as the emulsifier to make the dental cleaning agent.

6. The dental cleaning agent based on a natural eutectic solvent as described in claim 1, characterized in that, The mass concentration of the natural eutectic solvent in the dental cleaning agent is 5-40%.

7. The dental cleaning agent based on a natural eutectic solvent as described in claim 1, characterized in that, The auxiliary cleaning conditions for the dental cleaning agent are 20-40kHz ultrasound or 1.5-6V weak electric field.

8. The dental cleaning agent based on a natural eutectic solvent as described in claim 1, characterized in that, The natural eutectic solvent has the ability to dissolve tartar, tea stains, coffee stains or oil stains, and can also play a role in inhibiting bacteria and improving oral odor.

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