Mouthwash composition

Abstract

The present disclosure relates to mouthwash compositions comprising a fluorinated amine, or an amine base, with a fluoride, and an acyl glutamate, and related methods of use of the compositions.

Description

Technical Field

[0001] The present disclosure relates to a mouthwash composition comprising a fluorinated amine and an acylglutamate, and related methods of using the composition. Background Art

[0002] Fluoride is one of the agents commonly used to combat dental caries. Fluoride can greatly contribute to dental health by strengthening tooth enamel to make it more resistant to tooth decay. Fluoride also helps remineralize weakened tooth enamel and reverse early signs of tooth decay. Many oral care products such as toothpaste, mouthwash, and professional dental treatment products contain fluoride. Fluorinated amines are well-known fluoride ion sources used in oral care products. The amine base has a hydrophobic non-polar tail and a hydrophilic polar amine head. Thus, fluorinated amines act as surfactants. Due to their surface activity, when using a hygiene composition orally, fluorinated amines form a thin hydrophobic film on tooth enamel. Thus, on the one hand, tooth enamel becomes more resistant to acid erosion due to the formation of a CaF2 coating layer. On the other hand, the long-chain hydrocarbon residues form a hydrophobic layer, thereby preventing the formation of deposits and the erosion of tooth enamel by acidic degradation products.

[0003] Increasing the viscoelasticity of a mouthwash is beneficial for film formation on the surface, so that more active ingredients are retained on the tooth enamel surface. It is known that viscoelasticity can be adjusted by adding cellulose polymers, gum polymers, and polyacrylate polymers.

[0004] There is a need for a mouthwash formulation containing a fluorinated amine with improved film-forming activity on the tooth enamel surface. Summary of the Invention

[0005] In one aspect, the present invention provides a mouthwash composition comprising a fluorinated amine, or an amine base and a fluoride, and an acylglutamate. In certain embodiments, the fluorinated amine is orap fluoride (N'-octadecyltrimethylenediamine-N,N,N'-tris(2-ethanol)-dihydrofluoride). In some embodiments, the composition does not contain or substantially does not contain cellulose polymers, gum polymers, and polyacrylate polymers.

[0006] In some embodiments, the fluorinated amine is present in an amount of 0.5% to 1.5% by weight of the composition, such as 0.5% to 1.2%, 0.5% to 1%, 0.7% to 1.5%, 0.7% to 1.2%, 0.7% to 1%, 0.8% to 1.5%, 0.8% to 1.2%, 0.8% to 1%, 0.85% to 0.95%, or about 0.9%.

[0007] In some embodiments, the acylglutamate is C 8-25 acylglutamate, such as C 8-18 acylglutamate, C 10-18 acylglutamate or C10-16 Acyl glutamates. In some embodiments, the acyl glutamates are selected from dipotassium capryloyl glutamate, dipotassium undecylenoyl glutamate, disodium capryloyl glutamate, disodium cocoyl glutamate, disodium lauroyl glutamate, disodium stearoyl glutamate, disodium undecylenoyl glutamate, potassium capryloyl glutamate, potassium cocoyl glutamate, potassium lauroyl glutamate, potassium myristoyl glutamate, potassium stearoyl glutamate, potassium undecylenoyl glutamate, sodium capryloyl glutamate, sodium cocoyl glutamate, sodium lauroyl glutamate, sodium myristoyl glutamate, sodium oleoyl glutamate, sodium palmitoyl glutamate, sodium stearoyl glutamate, and sodium undecylenoyl glutamate, and mixtures thereof. In certain embodiments, the acyl glutamate is a cocoyl glutamate, such as sodium cocoyl glutamate.

[0008] In some embodiments, the acyl glutamate is present in an amount of 0.05% to 1% by weight of the composition, such as 0.05% to 0.6%, 0.05% to 0.5%, 0.05% to 0.4%, 0.05% to 0.3%, 0.05% to 0.2%, 0.05% to 0.15%, 0.1% to 0.6%, 0.1% to 0.5%, 0.1% to 0.4%, 0.1% to 0.3%, 0.1% to 0.2%, 0.1% to 0.15%, 0.12% to 0.16%, 0.12% to 0.15%, 0.13% to 0.15%, or about 0.14%.

[0009] In another aspect, the present invention provides a method comprising applying to the oral cavity of a subject in need thereof an effective amount of any of the mouthwash compositions disclosed herein to: (i) reduce or inhibit the formation of dental caries, (ii) alleviate, repair, or inhibit pre-carious lesions of tooth enamel, (iii) alleviate or inhibit tooth demineralization and promote tooth remineralization, (iv) alleviate tooth hypersensitivity, (v) alleviate or inhibit gingivitis, (vi) promote the healing of ulcers or wounds in the oral cavity, (vii) reduce the level of acid-producing bacteria, (viii) reduce or inhibit the formation of microbial biofilms in the oral cavity, (ix) reduce or inhibit the formation of plaque in the oral cavity, (x) promote overall health, or (xi) clean teeth and the oral cavity.

[0010] In another aspect, the present invention provides the use of an acyl glutamate in a mouthwash composition comprising a fluorinated amine (e.g., any of the mouthwash compositions disclosed herein) for improving the film-forming activity of the mouthwash on the tooth enamel surface (e.g., tooth surface).

[0011] Other applicable fields of the present disclosure will become apparent from the detailed description provided below. It should be understood that the detailed description and specific examples, while indicating some exemplary aspects of the present disclosure, are intended for illustrative purposes only and are not intended to limit the scope of the present disclosure. BRIEF DESCRIPTION OF THE DRAWINGS

[0012] Figure 1 Pictures showing the dripping of the mouthwash solution from a pipette (left: formulation B, viscosity 1.00 cP; middle: formulation C, viscosity 2.71 cP; right: Colgate Sensitive Pro - Relief mouthwash, viscosity 23 cP). DETAILED DESCRIPTION

[0013] The following description of the various exemplary aspects is merely exemplary in nature and is in no way intended to limit the present disclosure, its application, or uses.

[0014] As used throughout, ranges are used as shorthand for describing each and every value within the range. Any value within the range can be selected as the endpoint of the range.

[0015] Unless otherwise specified, all percentages and amounts expressed herein and elsewhere in the specification are to be understood as referring to weight percentages. The amounts given are based on the active weight of the materials.

[0016] In the present invention, it has been found that the use of acylglutamates (e.g., sodium cocoyl glutamate (SCG)) as surfactants in a mouthwash formulation containing a fluorinated amine (e.g., orotate fluoride (N'-octadecyltrimethylenediamine - N,N,N'-tris(2 - ethanol)-dihydrofluoride)) renders the mouthwash slightly viscoelastic without the use of any polymers such as cellulose polymers, gum polymers, and polyacrylate polymers. Without being bound by any theory, it is believed that the strong attraction between the oppositely charged fluorinated amine (AmF) and the SCG molecules effectively compresses the head region of the surfactant and promotes the formation of mixed worm - like micelles. The formation of mixed worm - like micelles may result in slight viscoelasticity. Further, it has been found that the combination of fluorinated amine and alkyl glutamate improves the film - forming property on the enamel surface compared to the combination of fluorinated amine / PEG - 40 hydrogenated castor oil (two key components in the commercial product Elmex mouthwash), thereby increasing the organic matter retention rate on the enamel. It is believed that the higher organic matter retention rate may be due to the worm - like structure of the AmF - SCG complex. Thus, for improving the film - forming activity of the mouthwash on the enamel surface (e.g., tooth surface) and increasing the organic matter retention rate on the enamel surface, the combination of fluorinated amine / acylglutamate in the mouthwash formulation is an improved alternative to fluorinated amine / PEG - 40 hydrogenated castor oil.

[0017] In one aspect, the present invention provides a mouthwash composition (Composition 1.0) comprising a fluorinated amine, or an amine base and a fluoride, and an acylglutamate.

[0018] For example, the present invention includes:

[0019] 1.1. Composition 1.0, wherein the acyl glutamate is C 8-25 acyl glutamate, such as C 8-18 acyl glutamate, C 10-18 acyl glutamate, or C 10-16 acyl glutamate. 1.2. Any one of the foregoing compositions, wherein the acyl glutamate is selected from dipotassium octanoyl glutamate, dipotassium undecylenoyl glutamate, disodium octanoyl glutamate, disodium cocoyl glutamate, disodium lauroyl glutamate, disodium stearoyl glutamate, disodium undecylenoyl glutamate, potassium octanoyl glutamate, potassium cocoyl glutamate, potassium lauroyl glutamate, potassium myristoyl glutamate, potassium stearoyl glutamate, potassium undecylenoyl glutamate, sodium octanoyl glutamate, sodium cocoyl glutamate, sodium lauroyl glutamate, sodium myristoyl glutamate, sodium oleoyl glutamate, sodium palmitoyl glutamate, sodium stearoyl glutamate, sodium undecylenoyl glutamate, and mixtures thereof.

[0020] 1.3. Any one of the foregoing compositions, wherein the acyl glutamate is cocoyl glutamate, such as sodium cocoyl glutamate.

[0021] 1.4. Any one of the foregoing compositions, wherein the acyl glutamate is present in an amount of 0.05% to 1% by weight of the composition, such as 0.05% to 0.6%, 0.05% to 0.5%, 0.05% to 0.4%, 0.05% to 0.3%, 0.05% to 0.2%, 0.05% to 0.15%, 0.1% to 0.6%, 0.1% to 0.5%, 0.1% to 0.4%, 0.1% to 0.3%, 0.1% to 0.2%, 0.1% to 0.15%, 0.12% to 0.15%, 0.12% to 0.16%, 0.13% to 0.15%, or about 0.14%.

[0022] 1.5. Any one of the foregoing compositions, wherein the amine base is a primary amine, a secondary amine, a tertiary amine, or a combination thereof.

[0023] 1.6. Any one of the foregoing compositions, wherein the amine base comprises a primary amine base or consists of a primary amine base.

[0024] 1.7. Any one of the foregoing compositions, wherein the amine base comprises a secondary amine base or consists of a secondary amine base.

[0025] 1.8. Any one of the foregoing compositions, wherein the amine base comprises a tertiary amine base or consists of a tertiary amine base.

[0026] 1.9. Any one of the foregoing compositions, wherein the amine base is of plant origin.

[0027] 1.10. Any one of the foregoing compositions, wherein the amine base is of animal origin.

[0028] 1.11. Any one of the foregoing compositions, wherein the amine base is derived from tallow.

[0029] 1.12. Any one of the foregoing compositions, wherein the amine base is derived from rapeseed oil or from rice bran oil.

[0030] 1.13. Any one of the foregoing compositions, wherein the amine base is a linear or branched fatty amine or polyamine, or a mixture thereof.

[0031] 1.14. The foregoing composition, wherein the amine base is a saturated or unsaturated C 12-20 alkylamine base or a saturated or unsaturated C 12-20 alkyl polyamine base, or a mixture thereof.

[0032] 1.15. Any one of the foregoing compositions, wherein the amine base is myristyl, palmityl, linoleyl, oleyl or stearyl amine or polyamine, or a combination thereof.

[0033] 1.16. Any one of the foregoing compositions, wherein the amine base is a polyamine (e.g., a monoamine base, a diamine base and / or a triamine base).

[0034] 1.17. Any one of the foregoing compositions, wherein the amine base is a monoamine base.

[0035] 1.18. Any one of the foregoing compositions, wherein the amine base is a diamine base.

[0036] 1.19. Any one of the foregoing compositions, wherein the amine base is a triamine base.

[0037] 1.20. Any one of the foregoing compositions, wherein the amine base includes one or more of N'-octadecyltrimethylenediamine-N,N,N'-tris(2-ethanol), and / or oleyl diamine ethoxylate, and / or N-octadec-9-enamine, and / or alkyl trihydroxyethyl propanediamine.

[0038] 1.21. Any one of the foregoing compositions, wherein the amine base is N'-octadecyltrimethylenediamine-N,N,N'-tris(2-ethanol).

[0039] 1.22. Any one of the foregoing compositions, wherein the amine base is N-octadec-9-enamine.

[0040] 1.23. Any one of the foregoing compositions, wherein the amine base and the fluoride form a fluorinated amine in situ.

[0041] 1.24. Any one of the foregoing compositions, wherein the fluorinated amine is oraftin (N'-octadecyltrimethylenediamine-N,N,N'-tris(2-ethanol)-dihydrofluoride).

[0042] 1.25. Any one of the foregoing compositions, wherein the fluorinated amine is present in an amount of 0.5% to 1.5%, such as 0.5% to 1.2%, 0.5% to 1%, 0.7% to 1.5%, 0.7% to 1.2%, 0.7% to 1%, 0.8% to 1.5%, 0.8% to 1.2%, 0.8% to 1%, 0.85% to 0.95%, or about 0.9% by weight of the composition.

[0043] 1.26. Any one of the foregoing compositions, wherein the composition comprises oraftin and cocoyl glutamate, such as sodium cocoyl glutamate.

[0044] 1.27. Any one of the foregoing compositions, wherein the composition comprises oraftin in an amount of 0.5% to 1.5% by weight of the composition and cocoyl glutamate in an amount of 0.05% to 1% by weight of the composition, such as sodium cocoyl glutamate.

[0045] 1.28. Any one of the foregoing compositions, wherein the composition comprises oraftin in an amount of 0.8% to 1.2% by weight of the composition and cocoyl glutamate in an amount of 0.1% to 0.2% by weight of the composition, such as sodium cocoyl glutamate.

[0046] 1.29. Any one of the foregoing compositions, wherein the composition comprises oraftin in an amount of 0.8% to 1%, such as about 0.9% by weight of the composition and cocoyl glutamate in an amount of 0.12% to 0.16%, such as about 0.14% by weight of the composition, such as sodium cocoyl glutamate.

[0047] 1.30. Any one of the foregoing compositions, wherein the composition does not contain or substantially does not contain sodium lauryl sulfate.

[0048] 1.31. Any one of the foregoing compositions, wherein the composition does not contain or substantially does not contain alkyl sulfates.

[0049] 1.32. Any one of the foregoing compositions, wherein the composition does not contain or substantially does not contain anionic surfactants other than acyl glutamates.

[0050] 1.33. Any one of the foregoing compositions, wherein the composition does not contain any surfactants other than acyl glutamates and fluorinated amines.

[0051] 1.34. Any one of the foregoing compositions, wherein the composition does not contain or is substantially free of cellulose polymers, gum polymers, and polyacrylate polymers.

[0052] 1.35. Any one of the foregoing compositions, which comprises a humectant, such as a humectant selected from glycerol, sorbitol, propylene glycol, polyethylene glycol, xylitol, and mixtures thereof.

[0053] 1.36. Any one of the foregoing compositions, wherein the composition comprises one or more soluble phosphates, such as soluble phosphates selected from tetrasodium pyrophosphate (TSPP), sodium tripolyphosphate (STPP), and combinations thereof.

[0054] 1.37. Any one of the foregoing compositions, wherein the composition comprises a basic amino acid in free form or salt form, optionally wherein the basic amino acid includes arginine.

[0055] 1.38. Any one of the foregoing compositions, wherein the composition comprises a zinc ion source.

[0056] 1.39. Composition 1.38, wherein the zinc ion source is selected from zinc oxide, zinc sulfate, zinc chloride, zinc citrate, zinc lactate, zinc gluconate, zinc malate, zinc tartrate, zinc carbonate, zinc phosphate, and combinations thereof.

[0057] 1.40. Any one of Compositions 1.38 to 1.39, wherein the zinc ion source is selected from zinc oxide, zinc citrate, and combinations thereof, optionally wherein the zinc ion source is a combination of zinc oxide and zinc citrate.

[0058] 1.41. Any one of the foregoing compositions, which comprises a sweetening agent, optionally wherein the sweetening agent is saccharin.

[0059] 1.42. Any one of the foregoing compositions, which comprises a breath freshener.

[0060] 1.43. Any one of the foregoing compositions, which comprises an aromatic agent.

[0061] 1.44. Any one of the foregoing compositions, which comprises a flavoring agent.

[0062] 1.45. Any one of the foregoing compositions, which comprises a pigment.

[0063] 1.46. Any one of the foregoing compositions, which comprises a preservative.

[0064] 1.47. Any one of the foregoing compositions, wherein the composition comprises water.

[0065] 1.48. Any of the foregoing compositions that does not contain or substantially does not contain ethanol, for example, has less than 0.5% ethanol by weight.

[0066] 1.49. Any of the foregoing compositions, wherein the mouthwash is a micellar mouthwash.

[0067] The mouthwash composition of the present invention comprises a fluorinated amine, or an amine base and a fluoride. As used herein, the term "amine base" may refer to a primary amine base, a secondary amine base, or a tertiary amine base. A "primary amine base" refers to a compound containing at least one amine in which the nitrogen atom is directly bonded to one carbon of any hybridization (excluding a carbonyl carbon). A "secondary amine base" refers to a compound containing at least one amine in which the nitrogen atom is directly bonded to two carbons of any hybridization (excluding a carbonyl carbon). A "tertiary amine base" refers to a compound containing at least one amine in which the nitrogen atom is directly bonded to three carbons of any hybridization (excluding a carbonyl carbon). "Amine base" may be used to refer to a compound containing plural primary amine groups, secondary amine groups, and / or tertiary amine groups (e.g., tertiary polyamines). In particular, the term "amine base" does not include acid addition salts (e.g., hydrochloride and hydrofluoride salts), and thus refers to the free base form of the molecule. In some embodiments, the amine base is selected from N'-octadecyltrimethylenediamine-N,N,N'-tris(2-ethanol), oleyl diamine ethoxylate, N-octadec-9-enamine, alkyltrihydroxyethylpropylenediamine, and combinations thereof. The hydrofluoride derivative of the amine is referred to herein as a "fluorinated amine". In a method for producing or manufacturing a composition containing a fluorinated amine, the amine base may be a precursor for forming the fluorinated amine. In certain embodiments, the fluorinated amine is orapin (N'-octadecyltrimethylenediamine-N,N,N'-tris(2-ethanol)-dihydrofluoride).

[0068] In some embodiments, the amine base and the fluoride form the fluorinated amine in situ. As used herein, the term "in situ" is used to refer to the formation of a chemical product (e.g., a fluorinated amine) in the mouthwash composition. For example, the reaction may be a salt-forming reaction carried out by mixing an amine with a fluoride source and an acid, thereby producing a fluorinated amine and a salt.

[0069] In some embodiments, the fluorinated amine is present in an amount of 0.5% to 1.5%, such as 0.5% to 1.2%, 0.5% to 1%, 0.7% to 1.5%, 0.7% to 1.2%, 0.7% to 1%, 0.8% to 1.5%, 0.8% to 1.2%, 0.8% to 1%, 0.85% to 0.95%, or about 0.9% by weight of the composition.

[0070] The mouthwash composition of the present invention contains acylglutamate. Acylglutamate is a compound in which the acyl group is linked to glutamate through an amide bond. The acyl group refers to the moiety (R-C=O) containing a double-bonded oxygen group and a hydrocarbon group. As used herein, the term "acylglutamate" can be in the free form or any acceptable salt thereof, or includes the free form or any acceptable salt thereof. The salt can be sodium or potassium. For example, the structure of sodium cocoyl glutamate is shown below:

[0071]

[0072] The acylglutamate that can be used in the composition can be C 8-25 acylglutamate, such as C 8-18 acylglutamate, C 10-18 acylglutamate or C 10-16 acylglutamate. The acyl group can be branched or unbranched. In some embodiments, the acyl group is unbranched. The acyl group can be saturated or unsaturated. In some embodiments, the acyl group is saturated. In some embodiments, the acylglutamate is selected from dipotassium caprylyl glutamate, dipotassium undecylenoyl glutamate, disodium caprylyl glutamate, disodium cocoyl glutamate, disodium lauroyl glutamate, disodium stearoyl glutamate, disodium undecylenoyl glutamate, potassium caprylyl glutamate, potassium cocoyl glutamate, potassium lauroyl glutamate, potassium myristoyl glutamate, potassium stearoyl glutamate, potassium undecylenoyl glutamate, sodium caprylyl glutamate, sodium cocoyl glutamate, sodium lauroyl glutamate, sodium myristoyl glutamate, sodium oleoyl glutamate, sodium palmitoyl glutamate, sodium stearoyl glutamate, sodium undecylenoyl glutamate, and combinations thereof. In some embodiments, the acylglutamate is cocoylglutamate, such as sodium cocoyl glutamate.

[0073] In some embodiments, the acylglutamate is present in an amount of 0.05% to 1% by weight of the composition, such as 0.05% to 0.6%, 0.05% to 0.5%, 0.05% to 0.4%, 0.05% to 0.3%, 0.05% to 0.2%, 0.05% to 0.15%, 0.1% to 0.6%, 0.1% to 0.5%, 0.1% to 0.4%, 0.1% to 0.3%, 0.1% to 0.2%, 0.1% to 0.15%, 0.12% to 0.16%, 0.12% to 0.15%, 0.13% to 0.15%, or about 0.14%.

[0074] In some embodiments, the mouthwash composition of the present invention does not contain or substantially does not contain sodium lauryl sulfate. In some embodiments, the composition does not contain or substantially does not contain alkyl sulfates. In some embodiments, the composition does not contain or substantially does not contain anionic surfactants other than acylglutamates. In some embodiments, the composition does not contain any surfactants other than acylglutamates and amine fluorides.

[0075] In some embodiments, the composition does not contain or substantially does not contain cellulose polymers, gum polymers, and polyacrylate polymers.

[0076] The mouthwash composition of the present invention contains water. The water used to prepare the mouthwash composition should be deionized and free of organic impurities. The water can constitute the remainder of the mouthwash composition. In some embodiments, the water is present in an amount of 70% to 99%, such as 80% to 99%, 90% to 99% by weight of the composition. This amount of water includes the added free water plus the amount introduced with other components of the oral care composition, such as sorbitol.

[0077] The mouthwash composition of the present invention may contain one or more humectants. Humectants can reduce evaporation and also contribute to preservation by lowering the water activity, and can also impart a desired sweetness or flavor to the composition. Illustrative humectants can be or can include, but are not limited to, glycerol, propylene glycol, polyethylene glycol, sorbitol, xylitol, etc., or any mixture or combination thereof. In a preferred embodiment, the orally acceptable carrier can be or can include, but is not limited to, glycerol or sorbitol. In some embodiments, the humectant is selected from glycerol, sorbitol, and combinations thereof.

[0078] The mouthwash composition of the present invention may comprise a basic amino acid in free form or in salt form. Basic amino acids that can be used in the composition include not only naturally occurring basic amino acids such as arginine, lysine, and histidine, but also any basic amino acid having a carboxyl group and an amino group in the molecule, which is water-soluble and provides an aqueous solution having a pH of about 7 or higher. Thus, basic amino acids include, but are not limited to, arginine, lysine, citrulline, ornithine, creatine, histidine, diaminobutyric acid, diaminopropionic acid, salts thereof, or combinations thereof. In a particular embodiment, the basic amino acid is selected from arginine, lysine, citrulline, and ornithine. The basic amino acids of the oral care composition can generally be present in the L-form or L-configuration. The basic amino acid can be provided as a salt of a dipeptide or tripeptide containing the amino acid. In some embodiments, at least a portion of the basic amino acid present in the mouthwash composition is in salt form. In some embodiments, the basic amino acid is arginine, such as L-arginine, or a salt thereof. Arginine can be provided as free arginine or a salt thereof. For example, arginine can be provided as arginine phosphate, arginine hydrochloride, arginine sulfate, arginine bicarbonate, etc., and mixtures or combinations thereof. The basic amino acid can be provided as a solution or a solid. For example, the basic amino acid can be provided as an aqueous solution. In some embodiments, the amino acid comprises or is provided by an arginine bicarbonate solution. For example, the amino acid can be provided by a solution of about 40% of a basic amino acid (such as arginine bicarbonate or alternatively called arginine carbamate).

[0079] The mouthwash composition of the present invention may comprise a zinc ion source. The zinc ion source can be or include zinc ions and / or one or more zinc salts. For example, the zinc salt can be at least partially dissociated in an aqueous solution to produce zinc ions. Exemplary zinc salts can include, but are not limited to, zinc lactate, zinc oxide, zinc chloride, zinc phosphate, zinc citrate, zinc acetate, zinc borate, zinc butyrate, zinc carbonate, zinc formate, zinc gluconate, zinc glycerate, zinc glycolate, zinc picolinate, zinc propionate, zinc salicylate, zinc silicate, zinc stearate, zinc tartrate, zinc undecylenate, and mixtures thereof. In some embodiments, the zinc ion source is selected from zinc oxide, zinc citrate, and combinations thereof.

[0080] The mouthwash composition of the present invention may comprise a preservative. Suitable preservatives include, but are not limited to, sodium benzoate, potassium sorbate, methylisothiazolinone, parabens such as methyl paraben, propyl paraben, and mixtures thereof. In certain embodiments, the preservative is sodium benzoate.

[0081] The mouthwash composition of the present invention may comprise a sweetening agent, such as saccharin, for example sodium saccharin, acesulfame potassium, neotame, sodium cyclamate or sucralose; natural high-intensity sweetening agents, such as thaumatin, stevioside or glycyrrhizin; or, for example, sorbitol, xylitol, maltitol or mannitol. In certain embodiments, the sweetening agent is saccharin, such as sodium saccharin.

[0082] The mouthwash composition of the present invention may comprise a flavoring agent. Suitable flavoring agents include, but are not limited to, essential oils and various flavored aldehydes, esters, alcohols and the like, as well as sweetening agents such as sodium saccharin. Examples of essential oils include oils of spearmint, peppermint, wintergreen, sassafras, clove, sage, eucalyptus, marjoram, cinnamon, lemon, lime, grapefruit and orange. Such chemicals as menthol, carvone and anethole are also available.

[0083] The mouthwash composition of the present invention may comprise one or more pH regulators. For example, the oral care composition may comprise one or more acidifying agents and / or one or more alkalizing agents configured to respectively lower and / or increase its pH. Illustrative acidifying agents and / or one or more alkalizing agents may be or include, but are not limited to, alkali metal hydroxides such as sodium hydroxide and / or potassium hydroxide, citric acid, hydrochloric acid, etc., or combinations thereof.

[0084] The mouthwash composition of the present invention may further comprise one or more buffering agents configured to control or adjust the pH within a predetermined or desired range. Illustrative buffering agents may include, but are not limited to, sodium bicarbonate, sodium phosphate, sodium carbonate, sodium acid pyrophosphate, sodium citrate and mixtures thereof. Sodium phosphate may include sodium dihydrogen phosphate (NaH2PO4), disodium hydrogen phosphate (Na2HPO4), trisodium phosphate (Na3PO4) and mixtures thereof. In a typical embodiment, the buffering agent may be anhydrous sodium phosphate dibasic or disodium phosphate and / or sodium dihydrogen phosphate. In another embodiment, the buffering agent comprises anhydrous sodium phosphate dibasic or disodium phosphate and phosphoric acid (e.g., syrupy phosphoric acid; 85%-food grade).

[0085] The mouthwash composition of the present invention may comprise an anti-calculus agent. Illustrative anti-calculus agents may include, but are not limited to, phosphates and polyphosphates (e.g., pyrophosphates), polyaminopropanesulfonic acid (AMPS), hexametaphosphates, zinc citrate trihydrate, polypeptides, polyolefin sulfonates, polyolefin phosphates, diphosphonates. In some embodiments, the anti-calculus agent comprises tetrasodium pyrophosphate (TSPP), sodium tripolyphosphate (STPP) or a combination thereof.

[0086] The mouthwash composition of the present invention may comprise an antioxidant. Any orally acceptable antioxidant may be used, including but not limited to butylated hydroxyanisole (BHA), butylated hydroxytoluene (BHT), vitamin A, carotenoids, vitamin E, flavonoids, polyphenols, ascorbic acid, herbal antioxidants, chlorophyll, melatonin, etc., or combinations and mixtures thereof.

[0087] All ingredients used in the compositions described herein should be orally acceptable. As used herein, "orally acceptable" may refer to any ingredient present in the composition in an amount and form that does not render the described composition unsafe for use in the oral cavity.

[0088] In another aspect, the present invention provides a method for (i) reducing or inhibiting the formation of dental caries, (ii) alleviating, repairing or inhibiting pre-carious lesions of tooth enamel, (iii) alleviating or inhibiting tooth demineralization and promoting tooth remineralization, (iv) alleviating tooth hypersensitivity, (v) alleviating or inhibiting gingivitis, (vi) promoting the healing of ulcers or wounds in the oral cavity, (vii) reducing the level of acid-producing bacteria, (viii) reducing or inhibiting the formation of microbial biofilms in the oral cavity, (ix) reducing or inhibiting the formation of plaque in the oral cavity, (x) promoting general health, or (xi) cleaning teeth and the oral cavity, the method comprising applying an effective amount of any one of the mouthwash compositions disclosed herein to the oral cavity of a subject in need thereof.

[0089] In another aspect, the present invention provides a method comprising applying an effective amount of any one of the mouthwash compositions disclosed herein to the oral cavity of a subject in need thereof to (i) reduce or inhibit the formation of dental caries, (ii) alleviate, repair or inhibit pre-carious lesions of tooth enamel, (iii) alleviate or inhibit tooth demineralization and promote tooth remineralization, (iv) alleviate tooth hypersensitivity, (v) alleviate or inhibit gingivitis, (vi) promote the healing of ulcers or wounds in the oral cavity, (vii) reduce the level of acid-producing bacteria, (viii) reduce or inhibit the formation of microbial biofilms in the oral cavity, (ix) reduce or inhibit the formation of plaque in the oral cavity, (x) promote general health, or (xi) clean teeth and the oral cavity.

[0090] In another aspect, the present invention provides the use of acyl glutamate salts in a mouthwash composition comprising a fluorinated amine (e.g., any one of the mouthwash compositions disclosed herein) for improving the film-forming activity of the mouthwash on the tooth enamel surface (e.g., tooth surface). In some embodiments, the composition is free or substantially free of cellulose polymers, gum polymers and polyacrylate polymers.

[0091] Examples

[0092] Three solutions with the formulations shown in Table 1 were prepared. Formulation A is a solution of amine fluoride (orally fluoride). Formulation B contains amine fluoride (orally fluoride) and PEG-40 hydrogenated castor oil, which is used as a surfactant in a commercial mouthwash (Elemex) formulation, while Formulation C contains orally fluoride and sodium cocoyl glutamate (SCG). The Elemex mouthwash contains 0.89% orally fluoride and 0.27% PEG-40 hydrogenated castor oil.

[0093] Table 1

[0094] Preparation A Preparation B Preparation C Amine fluoride (Olaflur) 0.9％ 0.9％ 0.9％ PEG - 40 Hydrogenated Castor Oil (90%) 0.3％ Sodium Cocoyl Glutamate (42%) 0.33％ Water Appropriate amount Appropriate amount Appropriate amount

[0095] The viscosities of Formulations A to C were measured using an Ubbelohde viscometer. The results are shown in Table 2.

[0096] Table 2

[0097] Preparation Viscosity (cP) A 1.00 B 1.00 C 2.71

[0098] Both Formulation A and Formulation B have a viscosity of 1.00 cP, which is close to the viscosity of pure water. However, Formulation C has a higher viscosity, approximately 2.71 cP, but is still within the viscosity range of conventional mouthwash products. It is believed that the strong interaction between the oppositely charged amine fluoride (AmF) and SCG molecules promotes the formation of cylindrical micelles, resulting in viscoelasticity. Figure 1 Pictures showing the dropping of the mouthwash solutions from a pipette are presented. In Figure 1 , the viscoelasticity of Formulation C was confirmed by the formation of a liquid thread when dropping the solution from a pipette ( Figure 1 , middle). In contrast, Formulation B dropped as a typical water droplet ( Figure 1 , left). Viscoelasticity is not directly related to the apparent viscosity. The Colgate Sensitive Pro-Relief mouthwash with a viscosity of approximately 23 cP also dropped as a water droplet without the formation of a thread ( Figure 1 , right).

[0099] Next, the active substance retention rate was examined on bovine enamel blocks. Before treatment, each block was gently cleaned using a polishing pad and then pre-washed with 5 ml of DI water for 5 minutes to remove surface residues. Then the blocks were etched in a 1% citric acid solution at pH 3.5 for 2 minutes and then repeatedly washed with DI water. After draining the excess water on the surface, the baseline of the enamel blocks was obtained by XPS. Then, each block was soaked in 2 mL of the mouthwash solution for 30 seconds and then transferred to a weighing boat to drain the excess liquid and air-dried. Then the organic matter retention rate on the enamel blocks was analyzed by X-ray photoelectron spectroscopy (XPS). Each formulation was performed in duplicate. The organic matter retention rate results are shown in Table 3.

[0100] Table 3. Organic matter retention rate on the surface of bovine enamel measured by XPS

[0101]

[0102] Among the tested formulations, the total carbon retention rate C in formulation C 总 is the highest: formulation C (38.67%) > formulation B (30.28%) > formulation A (22.61%). Among the tested formulations, the total nitrogen retention rate N in formulation C 总 is also the highest: formulation C (2.08%) > formulation B (1.44%) > formulation A (1.24%). The enamel treated with the viscoelastic formulation C showed higher CH2 and N levels than the enamel samples treated with other treatments. Compared with formulation B (a simple solution of the current Elmex mouthwash), C 总 in formulation C increased by 27.7% and N 总 increased by 44.4%, indicating a higher deposition of the active substance and surfactant on the enamel in formulation C. It is considered that the higher organic matter retention rate in formulation C may be due to the worm-like structure of the AmF-SCG complex. Due to the higher viscosity and slight viscoelasticity, formulation C can form a film on the enamel surface, resulting in a higher organic matter retention rate.

[0103] Although the present disclosure has been described with reference to the embodiments, those skilled in the art will understand that various modifications and variations can be made thereto without departing from the scope of the present disclosure as defined by the appended claims.

Claims

1. A mouthwash composition comprising a fluorinated amine, or an amine base and a fluoride, and an acylglutamate.

2. The composition according to claim 1, wherein the acyl glutamate is C 8-25 acyl glutamate.

3. The composition according to any one of the preceding claims, wherein the acylglutamate is selected from dipotassium caprylyl glutamate, dipotassium undecylenoyl glutamate, disodium caprylyl glutamate, disodium cocoyl glutamate, disodium lauroyl glutamate, disodium stearoyl glutamate, disodium undecylenoyl glutamate, potassium caprylyl glutamate, potassium cocoyl glutamate, potassium lauroyl glutamate, potassium myristoyl glutamate, potassium stearoyl glutamate, potassium undecylenoyl glutamate, sodium caprylyl glutamate, sodium cocoyl glutamate, sodium lauroyl glutamate, sodium myristoyl glutamate, sodium oleoyl glutamate, sodium palmitoyl glutamate, sodium stearoyl glutamate, and sodium undecylenoyl glutamate, and mixtures thereof.

4. The composition according to any one of the preceding claims, wherein the acylglutamate is a cocoylglutamate, such as sodium cocoyl glutamate.

5. The composition according to any one of the preceding claims, wherein the acylglutamate is present in an amount of 0.05% to 1% by weight of the composition.

6. The composition according to any one of the preceding claims, wherein the acylglutamate is present in an amount of 0.12% to 0.16% by weight of the composition.

7. The composition according to any one of the preceding claims, wherein the amine base is a linear or branched aliphatic amine or polyamine.

8. The composition according to any one of the preceding claims, wherein the amine base is a saturated or unsaturated C 12-20 alkylamine base or a saturated or unsaturated C 12-20 alkyl polyamine base.

9. The composition according to any one of the preceding claims, wherein the amine base is myristyl, palmityl, linoleyl, oleyl or stearyl amine or polyamine, or N'-octadecyltrimethylenediamine-N,N,N'-tris(2-ethanol), or N-octadec-9-enamine, and combinations thereof.

10. The composition according to any one of the preceding claims, wherein the amine base and the fluoride form a fluorinated amine in situ.

11. The composition according to any one of the preceding claims, wherein the fluorinated amine is orafluor (N'-octadecyltrimethylenediamine-N,N,N'-tris(2-ethanol)-dihydrofluoride).

12. The composition according to any one of the preceding claims, wherein the fluorinated amine is present in an amount of 0.5% to 1.5% by weight of the composition.

13. The composition according to any one of the preceding claims, wherein the fluorinated amine is present in an amount of 0.8% to 1.2% by weight of the composition.

14. The composition according to any one of the preceding claims, wherein the composition comprises orafluor in an amount of 0.8% to 1.2% by weight of the composition and a cocoylglutamate in an amount of 0.12% to 0.16% by weight of the composition, such as sodium cocoyl glutamate.

15. The composition according to any one of the preceding claims, wherein the composition does not contain or substantially does not contain sodium lauryl sulfate.

16. The composition according to any one of the preceding claims, wherein the composition does not contain or substantially does not contain an anionic surfactant other than the acylglutamate.

17. The composition according to any one of the preceding claims, wherein the composition is free or substantially free of cellulose polymers, gum polymers, and polyacrylate polymers.

18. Use of acyl glutamate salts in a mouthwash composition comprising a fluorinated amine for improving the film-forming activity of the mouthwash on the enamel surface (e.g., tooth surface).

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