Oral care compositions comprising hop beta acids

Abstract

An oral care composition comprises hop and one or more surfactants. A solution comprising the hop and the one or more surfactants is clear or slightly turbid in a pH range of about 4.5 to about 9. If the one or more surfactants comprise sodium cocoyl glutamate, lauryl glucoside, or poloxamer, then the oral care composition comprises at least two surfactants.

Description

TECHNICAL FIELD

[0001] The present disclosure relates generally to oral care compositions, and more specifically to oral care compositions comprising hops and surfactants with improved solubility of hops. BACKGROUND

[0002] Oral care compositions, such as toothpaste and / or dentifrice compositions, can be applied to the oral cavity to clean and / or maintain the aesthetics and / or health of the teeth, gums, and / or tongue. Additionally, many oral care compositions are used to deliver active ingredients directly to the oral care surface. Natural compounds with antibacterial activity, such as hops, can be incorporated into oral care compositions to provide antibacterial and / or anticaries activity. Natural antibacterial agents, such as hops, can include a mixture of active compounds, oils, flavonoids, and / or other flavorant compounds. Incorporating natural compounds into oral care compositions can impact the shelf stability of the composition. There is a need for oral care compositions with improved shelf stability. SUMMARY

[0003] An oral care composition is provided comprising hops and one or more surfactants, wherein a solution comprising the hops and the one or more surfactants is clear or slightly hazy at a pH range of about 4.5 to about 9.

[0004] An oral care composition is provided comprising hops and one or more surfactants, wherein if the one or more surfactants include sodium cocoyl glutamate, lauryl glucoside, or poloxamer, the oral care composition comprises at least two surfactants. A solution comprising the hops and the one or more surfactants is clear or slightly hazy at a pH range of about 4.5 to about 9.

[0005] An oral care composition is provided comprising hops and one or more surfactants, the one or more surfactants including sodium methyl cocoyl taurate, wherein a solution comprising the hops and the one or more surfactants is clear or slightly hazy at a pH range of about 4.5 to about 9. DETAILED DESCRIPTION

[0006] Many natural antibacterial agents, including hops, have poor water solubility and can phase separate from toothpaste, aggregating in the tip or separating along the composition / package interface. This results in uneven distribution of the natural antibacterial agent, such that consumers are not guaranteed to receive the correct amount of antibacterial agent during use. Embodiments of the present invention are directed to oral care compositions having improved stability of hops, comprising one or more surfactants and hops beta acids (e.g., lupulone-sodium lauryl sulfate, poly-lupulone-cocamidopropyl betaine, or co-lupulone-sodium methyl cocoyl taurate and / or others). Solutions in which the hops beta acids are properly solubilized will improve the physical stability of the oral care composition and help prevent phase separation thereof in aqueous compositions.

[0007] Without being bound by theory, it is believed that the combination of one or more surfactants with hops beta acid extract can result in increased phase stability of oral care compositions comprising hops beta acid extract.

[0008] Stability of dentifrice compositions can be assessed based on liquid compositions that do not contain colloidal stabilizers such as abrasives and polymeric binders. Such compositions can be considered sufficiently stable such that in the presence of colloidal stabilizers such as abrasives and polymeric binders, there will be no bulk phase separation in the absence of visible separation, in the presence of discrete droplets, or in a combination thereof. Compositions that separate into continuous layers will be considered to lack phase stability.

[0009] Definition To more clearly define the terms used herein, the following definitions are provided. Unless otherwise indicated, the following definitions are applicable to this disclosure. If a term is used in this disclosure but is not specifically defined herein, the definition from the IUPAC Compendium of Chemical Terminology, 2nd Ed. (1997) can apply, as long as that definition does not conflict with any other disclosure or definition applied herein, or render indefinite or non-enabled any claim to which that definition is applied.

[0010] As used herein, the term "oral care composition" includes a product that is not intended for swallowing for the purpose of systemic administration of a particular therapeutic agent during ordinary use, but is retained in the oral cavity for a time sufficient to contact the dental surfaces or oral tissues. Examples of oral care compositions include dentifrice, toothpaste, tooth gel, subgingival gel, emulsion, mouthwash, mousse, foam, mouth rinse, lozenge, chewable tablet, chewing gum, tooth whitening strip, dental floss and floss coating, breath freshening dissolvable strip, unit dose composition, fibrous composition, or denture care or adhesive product. Oral care compositions can also be incorporated onto a strip or film, such as a tooth whitening strip, for direct application or attachment to an oral surface. Examples of emulsion compositions include the emulsion compositions of U.S. Patent No. 11,147,753, occlusive emulsions such as the occlusive oil-in-water emulsions of U.S. Patent No. 11,096,874. Examples of unit dose compositions include the unit dose compositions of U.S. Patent Application Publication No. 2019 / 0343732.

[0011] Unless otherwise indicated, the term "dentifrice composition" as used herein includes a dental or subgingival paste, gel, or liquid preparation. The dentifrice composition can be a single phase composition, or can be a combination of two or more separate dentifrice compositions. The dentifrice composition can be in any desired form, such as a deep striped, a light striped, a multi-layered, a paste surrounded by a gel, or any combination thereof. In a dentifrice comprising two or more separate dentifrice compositions, each dentifrice composition can be contained in a physically independent dispenser compartment, and dispensed side-by-side.

[0012] The "active ingredients and other ingredients" useful herein can be categorized or described herein according to their cosmetic and / or therapeutic benefits or their postulated mode of action or function. However, it is to be understood that the active ingredients and other ingredients useful herein can in some instances provide more than one cosmetic and / or therapeutic benefit or function, or operate via more than one mode of action. Therefore, classifications herein are made for convenience and are not intended to limit an ingredient to the particular specified function or action.

[0013] The term "orally acceptable carrier" includes one or more compatible solid or liquid excipients or diluents suitable for topical oral administration. As used herein, by "compatible" it is meant that the components of the composition are capable of being mixed together in the amounts desired, and that the resulting mixture functions appropriately without any component adversely affecting another. The carriers or excipients useful in embodiments of the present application can include the usual and conventional components of a mouthwash or mouth rinse. Mouthwash or mouth rinse carrier materials typically include, but are not limited to, one or more of water, alcohol, humectants, surfactants, and acceptability improvers such as flavorants, sweeteners, colorants, and / or cooling agents.

[0014] As used herein, the term "substantially free of means that no more than 0.05%, preferably no more than 0.01%, and more preferably no more than 0.001% of the specified material is present in the composition, based on the total weight of such composition.

[0015] As used herein, the term "substantially free of means that the indicated material is not intentionally added to the composition, or is preferably not present at analytically detectable levels. This is meant to include compositions in which the indicated material is present only as an impurity in one of the other materials that is intentionally added.

[0016] The term "oral hygiene regimen" or "regimen" can be used to use two or more separate and distinct treatment steps for oral health, for example, toothpaste, mouthwash, dental floss, dental picks, sprays, water pick, massager.

[0017] As used herein, the term "total water content" refers to free water and water not bound to other ingredients in the oral care composition.

[0018] For the purposes of the present description, the relevant molecular weight (MW) to be used is that of the material as added in the preparation of the composition, for example, if the chelating agent is a citrate material, it can be provided as citric acid, sodium citrate or indeed other salts, the MW used is that of the particular salt or acid added to the composition, but ignoring any water of crystallization that can be present.

[0019] Unless otherwise specified, while compositions and methods are described herein in terms of "comprising" various components or steps, the compositions and methods can also "consist essentially of or "consist of the various components or steps.

[0020] As used herein, the word "or" when used as a connector of two or more elements is meant to include any single one of the elements or any combination of elements; for example, X or Y means X or Y or both.

[0021] As used herein, the articles "a" and "an" are understood to mean one or more than one of the material described, for example, "an oral care composition" or "a bleaching agent."

[0022] Unless otherwise indicated, all measurements are made at about 23°C (i.e., room temperature).

[0023] Generally, the numbering scheme shown in the version of the Periodic Table of the Elements published in Chemical and Engineering News, 63(5), 27, 1985 is used to indicate the group in which an element resides. In some instances, the group of an element can be indicated using the common name assigned to that group; for example, for Group 1, the alkali metals elements, for Group 2, the alkaline earth elements, and so on.

[0024] Several types of ranges are disclosed in connection with embodiments of the present invention. When any type of range is disclosed or claimed, it is intended to include every possible sub-range, including the end points of the range, and any combination of sub-ranges, within the range.

[0025] The oral care composition can be in any suitable form, such as a solid, a liquid, a powder, a paste, or combinations thereof. The oral care composition can be a dentifrice, a dental gel, a subgingival gel, a mouth rinse, a mousse, a foam, a mouth spray, a lozenge, a chewable tablet, a chewing gum, a tooth whitening strip, a dental floss and floss coating, a breath freshening dissolvable strip, or a denture care or adhesive product. Components of a dentifrice composition can be incorporated into a film, strip, foam, or fibrous base dentifrice composition.

[0026] The oral care composition can include a variety of active and inactive ingredients, such as, for example and without limitation, a hops extract, a dicarboxylic acid, a tin ion source, a calcium ion source, water, a fluoride ion source, a zinc ion source, one or more polyphosphates, a humectant, a surfactant, other ingredients, and the like, as well as any combinations thereof, as described below. The following section headings are provided merely for organization and convenience. In some cases, a compound can fall within one or more sections. For example, stannous fluoride can be a tin compound and / or a fluoride compound. Additionally, oxalic acid or a salt thereof can be a dicarboxylic acid, a polydentate ligand, and / or a whitening agent.

[0027] Hops The oral care composition of the present invention can include hops. The hops can include at least one hops compound of Formula I and / or Formula IV. The compounds of Formula I and / or Formula IV can be provided from any suitable source, such as an extract from hops or Humulus lupulus, hops itself, synthetic derivative compounds and / or salts, prodrugs, or other analogs thereof. The hops extract can include one or more hop alpha acids, one or more hop isoalpha acids, one or more hop beta acids, one or more hop oils, one or more flavonoids, one or more solvents, and / or water. Suitable hop alpha acids (generally represented by Formula I) can include humulone (Formula II), adhumulone, cohumulone, posthumulone, prehumulone, and / or mixtures thereof. Suitable hop isoalpha acids can include cis-isohumulone and / or trans-isohumulone. Humulone isomerization to trans-isohumulone can be represented by Formula III.

[0028] Formula I. Hop alpha acid. A is an alpha-position acidic hydroxyl functional group, B is a beta-position acidic hydroxyl functional group, and R is an alkyl functional group.

[0029] Formula II. Humulone Formula III. Isomerization of humulone to isohumulone.

[0030] Suitable hop beta acids can include humulone, colupulone, adhumulone, and / or mixtures thereof. Suitable hop beta acids can include compounds described in Formulas IV, V, VI, and / or VII.

[0031] Formula IV. Hop beta acid. B is an acidic hydroxyl functional group in the beta position and R is an alkyl functional group.

[0032] Formula V. Humulone Formula VI. Adhumulone Formula VII. Colupulone While hop alpha acids can exhibit some antibacterial activity, hop alpha acids also have a bitter taste. The bitterness provided by hop alpha acids can be suitable for beer, but they are not suitable for oral care compositions. In contrast, hop beta acids can be associated with higher antibacterial and / or anticaries activity, but are less bitter in taste. Thus, hop extracts with a higher proportion of beta acids to alpha acids than are typically found in nature can be suitable for oral care compositions for use as antibacterial and / or anticaries agents.

[0033] Depending on the variety of hops, a natural hop source can comprise from about 2% to about 12% hop beta acids by weight of the hop source. Hop extracts used in other contexts, such as in the brewing of beer, can comprise from about 15% to about 35% hop beta acids by weight of the extract. Hop extracts desired herein can comprise at least about 35%, at least about 40%, at least about 45%, from about 35% to about 95%, from about 40% to about 90%, or from about 45% to about 99% hop beta acids. Hop beta acids can be in acidic form (i.e., with a hydrogen atom attached to the hydroxyl functional group) or in salt form.

[0034] Suitable hop extracts are described in detail in U.S. Patent No. 7,910,140, which is incorporated by reference herein in its entirety. The desired hop beta acids can be non-hydrogenated, partially hydrogenated by non-naturally occurring chemical reactions, or hydrogenated by non-naturally occurring chemical reactions. The hop beta acids can be substantially free or essentially free of hydrogenated hop beta acids and / or hop acids. Non-naturally occurring chemical reactions are chemical reactions that are performed with compounds that are not present in hops, such as chemical hydrogenation reactions performed at high temperatures and / or in metal catalysts that wild hop plants would not normally experience.

[0035] Natural hop sources can comprise from about 2% to about 12% hop alpha acids by weight of the hop source. Hop extracts used in other contexts, such as in the brewing of beer, can comprise from about 15% to about 35% hop alpha acids by weight of the extract. The hop extracts desired herein can comprise less than about 10%, less than about 5%, less than about 1%, or less than about 0.5% hop alpha acids by weight of the extract.

[0036] The hop oils can comprise terpene hydrocarbons, such as myrcene, humulene, caryophyllene, and / or mixtures thereof. The hop extracts desired herein can comprise less than 5%, less than 2.5%, or less than 2% of one or more hop oils by weight of the extract.

[0037] The flavonoids present in the hop extracts can include xanthohumol, 8-prenylnaringenin, isoxanthohumol, and / or mixtures thereof. The hop extracts can be substantially free, essentially free, free, or have less than 250 ppm, less than 150 ppm, and / or less than 100 ppm of one or more flavonoids.

[0038] Hop acids have previously been added to oral care compositions as described in U.S. Patent No. 5,370,863. However, the oral care compositions taught by U.S. Patent No. 5,370,863 only comprise up to 0.01% by weight of the oral care composition. While not wishing to be bound by theory, it is believed that U.S. Patent No. 5,370,863 can only incorporate small amounts of hop acids because hop alpha acids have a bitter taste. Hop extracts with low levels of hop alpha acids do not have this problem.

[0039] The hop compounds can be combined with or free of extracts from another plant, such as a species from Magnolia, Garcinia mangostana L., or Zizyphus joazeiro. The oral care composition can comprise less than about 0.5%, less than about 0.1%, or less than about 0.01% of extracts from a plant other than hops, such as a species from Magnolia, Garcinia mangostana L., or Zizyphus joazeiro. The hop compounds can be combined with or free of non-ionic halogenated diphenyl ether, such as triclosan.

[0040] The oral care composition can comprise from about 0.01% to about 10%, greater than 0.01% to about 10%, from about 0.05%, to about 10%, from about 0.1% to about 10%, from about 0.2% to about 10%, from about 0.2% to about 10%, from about 0.2% to about 5%, from about 0.25% to about 2%, from about 0.05% to about 2%, or greater than 0.25% to about 2% of hops, such as hop beta acids, as described herein. The hops, such as hop beta acids, can be provided from a suitable hop extract, the hop plant itself, or a synthetically derived compound. The hops, such as hop beta acids, can be provided as neutral, acidic compounds, and / or as salts with suitable counterions, such as sodium, potassium, ammonia, or any other suitable counterion.

[0041] The hops can be provided from a hop extract, such as an extract from hops having at least 35% hop beta acids by weight of the extract and less than 1% hop alpha acids by weight of the hop extract. The oral care composition can comprise from 0.01% to about 10%, greater than 0.01% to about 10%, from about 0.05%, to about 10%, from about 0.1% to about 10%, from about 0.2% to about 10%, from about 0.2% to about 10%, from about 0.2% to about 5%, from about 0.25% to about 2%, from about 0.05% to about 2%, or greater than 0.25% to about 2% of hop extract, as described herein.

[0042] Dicarboxylic acid The oral care composition comprises a dicarboxylic acid. Dicarboxylic acids include compounds having two carboxylic acid functional groups. The dicarboxylic acid can include a compound defined by Formula VIII-A, Formula VIII-B, and / or Formula VIII-C, or a salt thereof.

[0043] Formula VIII-A. Dicarboxylic acid R can be null, alkyl, alkenyl, allyl, phenyl, benzyl, acetyl, aliphatic, aromatic, polyethylene glycol, polymer, O, N, P, or combinations thereof. R can also be additionally functionalized with one or more functional groups such as -OH, -NH2, and / or alkyl, alkenyl, aromatic, or combinations thereof.

[0044] Formula VIII-B. dicarboxylic acid R can be null, alkyl, alkenyl, allyl, phenyl, benzyl, acetyl, aliphatic, aromatic, polyethylene glycol, polymer, O, N, P, or combinations thereof. R can also be additionally functionalized with one or more functional groups such as -OH, -NH2, and / or alkyl, alkenyl, aromatic, or combinations thereof.

[0045] X1and X2may independently be H, alkali metal, alkaline earth metal, transition metal, or combinations thereof. Suitable alkali metals include lithium, sodium, potassium, or combinations thereof. Suitable alkaline earth metals include magnesium, calcium, barium, or combinations thereof. Suitable transition metals include titanium, chromium, iron, nickel, copper, zinc, tin, gold, silver, or combinations thereof.

[0046] Formula VIII-C. dicarboxylic acid.

[0047] R1can be null, alkyl, alkenyl, allyl, phenyl, benzyl, acetyl, aliphatic, aromatic, polyethylene glycol, polymer, O, N, P, or combinations thereof. R1may also be additionally functionalized with one or more functional groups such as -OH, -NH2, and / or alkyl, alkenyl, aromatic, or combinations thereof.

[0048] X1and X2may independently be H, alkali metal, alkaline earth metal, transition metal, or combinations thereof. Suitable alkali metals include lithium, sodium, potassium, or combinations thereof. Suitable alkaline earth metals include magnesium, calcium, barium, or combinations thereof. Suitable transition metals include titanium, chromium, iron, nickel, copper, zinc, tin, gold, silver, or combinations thereof.

[0049] The dicarboxylic acid can be added to the formulation as a neutral acid (as shown in Formula VIII-A) or as a dicarboxylic acid mono-salt (where one of the carboxylic acid functionalities is a salt and the other carboxylic acid functionality is neutral), a dicarboxylic acid di-salt (where both of the carboxylic acid functionalities are salts), or a combination thereof. Additionally, as is well known to those of ordinary skill in the art, whether one or both of the carboxylic acid functionalities of the dicarboxylic acid is neutral or charged in solution can be affected by the pH of the solution. For example, a neutral dicarboxylic acid can be added to an aqueous solution, and if the pH is below the pKa of the carboxylic acid functionality, one or both of the protons from the two carboxylic acid functionalities can be removed, as shown in Formula VIII-D.

[0050] Formula VIII-D. Acid-base properties of a dicarboxylic acid, where M is any metal.

[0051] The dicarboxylic acid can include oxalic acid, malonic acid, succinic acid, glutaric acid, adipic acid, pimelic acid, suberic acid, azelaic acid, sebacic acid, undecanedioic acid, dodecanedioic acid, tridecanedioic acid, hexadecanedioic acid, japanic acid, phorcynic acid, equisetolic acid, malic acid, maleic acid, tartaric acid, phthalic acid, methylmalonic acid, dimethylmalonic acid, hydroxymalonic acid, mesoxalic acid, dihydroxymalonic acid, fumaric acid, terephthalic acid, glutaric acid, salts thereof, or combinations thereof. The dicarboxylic acid can include suitable salts of the dicarboxylic acid, such as, when the dicarboxylic acid includes a salt of oxalic acid: monoalkali metal oxalate, di-alkali metal oxalate, monopotassium monohydrogen oxalate, dipotassium oxalate, monosodium monohydrogen oxalate, disodium oxalate, titanium oxalate, and / or other metal salts of oxalate. The dicarboxylic acid can also include hydrates of the dicarboxylic acid and / or hydrates of the salts of the dicarboxylic acid.

[0052] Suitable dicarboxylic acid compounds include malonic acid, methylmalonic acid, hydroxymalonic acid, malic acid, dimethylmalonic acid, mesoxalic acid, oxalic acid, salts thereof, or combinations thereof. These dicarboxylic acid compounds are particularly suitable because these compounds have been shown to have surprisingly high whitening benefits. While not wishing to be bound by theory, it is believed that the particular dicarboxylic acid compounds have a surprisingly high affinity for certain cationic cross-linking agents in the colored matrix typically present on the surface of the hard tissues of the oral cavity, resulting in the removal of stains from the surface.

[0053] Suitable dicarboxylic acid compounds include dicarboxylic acids described by Formula VIII-A, where R is absent, includes a methylene or ethylene group with one or two substituents, and / or is an acetyl group.

[0054] Without being bound by theory, it is hypothesized that the whitening efficacy of dicarboxylic acids and their corresponding anions is driven by the ability of the dicarboxylic acid to reach and remove the chromophore and the cationic bridge between the chromophore and the pellicular proteins on the tooth surface.

[0055] Fluoride The oral care composition can comprise fluoride, which can be provided by a fluoride ion source. The fluoride ion source can comprise one or more fluoride containing compounds such as stannous fluoride, sodium fluoride, titanium fluoride, calcium fluoride, calcium phosphate silicate fluoride, potassium fluoride, amine fluoride, sodium monofluorophosphate, zinc fluoride, and / or mixtures thereof.

[0056] The fluoride ion source and the tin ion source can be the same compound, for example, stannous fluoride, which can generate tin ions and fluoride ions. Additionally, the fluoride ion source and the tin ion source can be separate compounds, such as when the tin ion source is stannous chloride and the fluoride ion source is sodium monofluorophosphate or sodium fluoride.

[0057] The fluoride ion source and the zinc ion source can be the same compound, for example, zinc fluoride, which can generate zinc ions and fluoride ions. Additionally, the fluoride ion source and the zinc ion source can be separate compounds, such as when the zinc ion source is zinc phosphate and the fluoride ion source is stannous fluoride.

[0058] The fluoride ion source can be substantially free or free of stannous fluoride. Thus, the oral care composition can comprise sodium fluoride, potassium fluoride, amine fluoride, sodium monofluorophosphate, zinc fluoride, and / or mixtures thereof.

[0059] The oral care composition can comprise a fluoride ion source capable of providing from about 50 ppm to about 5000 ppm, and preferably from about 500 ppm to about 3000 ppm, of free fluoride ions. To deliver the desired amount of fluoride ions, the fluoride ion source can be present in the oral care composition in an amount of from about 0.0025% to about 5%, from about 0.01% to about 10%, from about 0.2% to about 1%, from about 0.5% to about 1.5%, or from about 0.3% to about 0.6%, by weight of the oral care composition. Alternatively, the oral care composition can comprise less than 0.1%, less than 0.01%, substantially free, essentially free, or free of fluoride ion source.

[0060] Metal The oral care compositions as described herein can comprise a metal, which can be provided by a metal ion source comprising one or more metal ions. As described herein, the metal ion source can comprise and / or be other than a tin ion source and / or a zinc ion source. Suitable metal ion sources include compounds having metal ions such as, but not limited to, Sn, Zn, K, Cu, Mn, Mg, Sr, Ti, Fe, Mo, B, Ba, Ce, Al, In, and / or mixtures thereof. The metal ion source can be any compound having a suitable metal and any accompanying ligand and / or anion.

[0061] Suitable ligands and / or anions that can be paired with the metal ion source include, but are not limited to, acetate, ammonium sulfate, benzoate, bromide, borate, carbonate, chloride, citrate, gluconate, glycerophosphate, hydroxide, iodide, oxalate, oxide, propionate, D-lactate, DL-lactate, orthophosphate, pyrophosphate, sulfate, nitrate, tartrate, and / or mixtures thereof.

[0062] The oral care composition can comprise from about 0.01% to about 10%, from about 1% to about 5%, or from about 0.5% to about 15% of the metal and / or metal ion source.

[0063] Tin The oral care compositions according to embodiments of the present application can comprise tin, which can be provided by a tin ion source. The tin ion source can be any suitable compound that can provide tin ions in the oral care composition and / or deliver tin ions into the oral cavity when the oral care composition is applied to the oral cavity. The tin ion source can comprise one or more tin-containing compounds such as stannous fluoride, stannous chloride, stannous bromide, stannous iodide, stannous oxide, stannous oxalate, stannous sulfate, stannous sulfide, stannic fluoride, stannic chloride, stannic bromide, stannic iodide, stannic sulfide, and / or mixtures thereof. The tin ion source can comprise stannous fluoride, stannous chloride, and / or mixtures thereof. The tin ion source can also be a fluorine-free tin ion source such as stannous chloride.

[0064] The oral care composition can comprise from about 0.0025% to about 5%, from about 0.01% to about 10%, from about 0.2% to about 1%, from about 0.4% to about 1%, or from about 0.3% to about 0.6% of the tin and / or tin ion source by weight of the oral care composition. Alternatively, the oral care composition can be substantially free, essentially free, or free of tin.

[0065] Antibacterial agent The oral care composition can comprise one or more antibacterial agents. Suitable antibacterial agents include any molecule that provides antibacterial activity in the oral cavity. Suitable antibacterial agents include hops acid, a tin ion source, benzyl alcohol, sodium benzoate, menthyl glycerate acetate, menthyl lactate, L-menthol, o-neomenthol, a copper chlorophyllin complex, phenol, hydroxyquinoline, and / or combinations thereof.

[0066] The oral care composition can comprise from about 0.01% to about 10%, from about 1% to about 5%, or from about 0.5% to about 15% of the antibacterial agent.

[0067] Biologically active substance The oral care composition can also comprise a bioactive material suitable for tooth remineralization. Suitable bioactive materials include bioactive glass, Novamin ™ , Recaldent ™ , hydroxyapatite, one or more amino acids (e.g., arginine, citrulline, glycine, lysine, or histidine), or combinations thereof. Suitable examples of compositions comprising arginine can be found in U.S. Patent Nos. 4,154,813 and 5,762,911, both of which are incorporated by reference herein in their entirety. Other suitable bioactive materials include any calcium phosphate compound. Other suitable bioactive materials include compounds comprising a calcium source and a phosphate source.

[0068] Amino acids are organic compounds that contain an amine functional group, a carboxyl functional group, and a side chain unique to each amino acid. Suitable amino acids include, for example, amino acids having positive or negative side chains, amino acids having acidic or basic side chains, amino acids having polar uncharged side chains, amino acids having hydrophobic side chains, and / or combinations thereof. Suitable amino acids also include, for example, arginine, histidine, lysine, aspartic acid, glutamic acid, serine, threonine, asparagine, glutamine, cysteine, selenocysteine, glycine, proline, alanine, valine, isoleucine, leucine, methionine, phenylalanine, tyrosine, tryptophan, citrulline, ornithine, creatine, diaminobutyric acid, diaminopropionic acid, salts thereof, and / or combinations thereof.

[0069] Bioactive glasses comprise calcium and / or phosphate, which can be present in proportions similar to hydroxyapatite. These glasses can bond to tissue and are biocompatible. Bioactive glasses can comprise a phosphopeptide, a calcium source, a phosphate source, a silica source, a sodium source, and / or combinations thereof.

[0070] The oral care composition can comprise from about 0.01% to about 20%, from about 0.1% to about 10%, or from about 1% to about 10%, by weight of the oral care composition, of the bioactive material.

[0071] Zinc The oral care composition can comprise zinc, which can be provided by a zinc ion source. The zinc ion source can include one or more zinc-containing compounds such as zinc fluoride, zinc lactate, zinc oxide, zinc phosphate, zinc chloride, zinc acetate, zinc hexafluorozirconate, zinc sulfate, zinc tartrate, zinc gluconate, zinc citrate, zinc malate, zinc glycinate, zinc pyrophosphate, zinc metaphosphate, zinc oxalate, and / or zinc carbonate. The zinc ion source can be a non-fluoride zinc ion source such as zinc phosphate, zinc oxide, and / or zinc citrate.

[0072] The zinc and / or zinc ion source can be present in the total oral care composition in an amount of from about 0.01% to about 10%, from about 0.2% to about 1%, from about 0.4% to about 1%, from about 0.5% to about 1.5%, or from about 0.3% to about 0.6%, by weight of the oral care composition. Alternatively, the oral care composition can be substantially free, essentially free, or free of zinc. In one embodiment, the oral care composition can be substantially free, essentially free, or free of soluble zinc.

[0073] Potassium The oral care composition can comprise potassium, which can be provided by a potassium ion source. The potassium ion source can include one or more potassium-containing compounds such as potassium nitrate, potassium fluoride, potassium chloride, or combinations thereof.

[0074] The oral care composition can comprise from about 0.01% to about 10%, from about 0.2% to about 1%, from about 0.4% to about 1%, or from about 0.3% to about 0.6%, by weight of the oral care composition, of potassium and / or potassium ion source. Alternatively, the oral care composition can be substantially free, essentially free, or free of potassium.

[0075] Quaternary ammonium compound Oral care compositions may contain quaternary ammonium compounds. Quaternary ammonium compounds in compositions of embodiments of the present invention may include those in which one or two substituents on the quaternary nitrogen have a carbon chain length (typically alkyl) of about 8 to about 20, typically about 10 to 18 carbon atoms, while the remaining substituents (typically alkyl or benzyl) have a lower number of carbon atoms, such as about 1 to about 7, typically those of methyl or ethyl groups. Cetylpyridinium chloride, hexadecyl fluorinated pyridinium, tetradecyl pyridinium chloride, N-tetradecyl-4-ethyl pyridinium chloride, domethacin, benzalkonium chloride, benzyl chloride, methylbenzyl chloride, dodecyltrimethylammonium bromide, dodecyl dimethyl (2-phenoxyethyl)ammonium bromide, benzyl dimethoxystearyl ammonium chloride, quaternized 5-amino-1,3-bis(2-ethylhexyl)-5-methylhexahydropyrimidine, lauryltrimethylammonium chloride, cocoyltrimethylammonium chloride, hexadecyltrimethylammonium bromide, diisobutylphenoxyethyl dimethylbenzyl ammonium chloride, and dodecyltrimethylammonium bromide are typical examples of quaternary ammonium antimicrobial agents. Other compounds are bis[4-(R-amino)-1-pyridinium]alkanes, such as those disclosed in U.S. Patent 4,206,215 to Bailey. Pyridinium compounds are preferred quaternary ammonium compounds, particularly hexadecylpyridinium or tetradecylpyridinium halide salts (i.e., chlorides, bromides, fluorides, and iodides). Hexadecylpyridinium chloride and fluoride salts are particularly preferred.

[0076] The oral care composition may contain at least about 0.025%, at least about 0.035%, at least about 0.045% to about 1.0%, about 0.025% to about 1%, or about 0.01% to about 10% of a quaternary ammonium compound by weight of the composition. Alternatively, the oral care composition may be substantially free of, substantially free of, or contain no quaternary ammonium compound.

[0077] pH The pH of the oral care compositions described herein may be from about 4 to about 10, from about 4.5 to about 9, from about 7 to about 10, greater than 7 to about 10, greater than 8 to about 10, greater than 7, greater than 7.5, greater than 8, greater than 9, from about 8.5 to about 10, from about 4 to about 7, from about 4 to about 6, from about 4.5 to about 6.5, from about 4.5 to about 5.5, from about 4 to less than 5.5, from about 4.5 to less than 5.5, greater than 4 to less than 5, greater than 4 to about 4.9, from about 4.9, from about 4 to about 5.4, from about 4 to about 5.3, from about 4 to about 5.2, from about 4 to about 5.1, from about 4 to about 5, from about 4 to about 4.9, from about 4 to about 4.8, from about 4 to about 4.7, or from about 4.8 to about 5.3. The pH of the mouthwash solution may be determined as the pH of the pure solution. The pH of a dental cleaning composition can be determined as a slurry pH, which is the pH of a mixture of the dental cleaning composition and water (such as a 1:4, 1:3, or 1:2 mixture of the dental cleaning composition and water).

[0078] If the oral care composition contains one or more dicarboxylic acids, a pH below about 7 or below about 6 is preferred due to the pKa of the dicarboxylic acids. While not wishing to be bound by theory, it is believed that dicarboxylic acids exhibit unique properties at pH levels below about 7 or below about 6, but surfaces in the oral cavity may also be sensitive to low pH. Additionally, at pH values ​​above about pH 7, metal ion sources can react with water and / or hydroxide ions to form insoluble metal oxides and / or metal hydroxides. The formation of these insoluble compounds can limit the ability of dicarboxylic acids to stabilize metal ions in the oral care composition and / or can limit the interaction between dicarboxylic acids and target metal ions in the oral cavity.

[0079] Furthermore, at pH values ​​less than 4, the likelihood of demineralization increases significantly. Therefore, as described herein, oral care compositions containing dicarboxylic acids may preferably have a pH of about 4 to about 7, about 4 to about 6, about 4.5 to about 6.5, about 4 to about 5, about 4 to less than 5, about 4 to about 4.9, or about 4.5 to less than 5.5 to minimize the formation of metal hydroxides / metal oxides in the oral cavity and any increased demineralization.

[0080] As described herein, the pH of an oral care composition can be measured immediately after mixing, or after aging the composition by placing it under ambient temperature or accelerated temperature and humidity conditions, such as measuring pH for approximately 28 days or longer prior to measurement at temperatures of 25°C, 30°C and / or 40°C and relative humidity of 30%, 60% and / or 75%.

[0081] Buffer Oral care compositions may contain one or more buffers. As used herein, a buffer is a reagent that can be used to adjust the pH of the slurry in an oral care composition. Buffers include alkali metal hydroxides, carbonates, sesquicarbonates, borates, silicates, phosphates, imidazoles, carboxylates, and mixtures thereof. Specific buffers include monosodium phosphate, trisodium phosphate, sodium hydroxide, potassium hydroxide, alkali metal carbonates, sodium carbonate, imidazoles, pyrophosphates, citric acid, and sodium citrate. Oral care compositions may contain one or more buffers, each in an amount of about 0.1% to about 30%, about 1% to about 10%, or about 1.5% to about 3% by weight of the composition of the invention.

[0082] Polyphosphate Oral care compositions may contain polyphosphates, which may be provided by a polyphosphate source. A polyphosphate source may contain one or more polyphosphate molecules. Polyphosphates are a class of substances obtained by the dehydration and condensation of orthophosphates to form linear and cyclic polyphosphates of varying chain lengths. Therefore, polyphosphate molecules are typically identified by the average number (n) of polyphosphate molecules, as described below. Although some cyclic derivatives may exist, polyphosphates are generally considered to consist of two or more phosphate molecules arranged primarily in a linear configuration.

[0083] Preferred polyphosphates are those having an average of two or more phosphate groups, so that sufficient unbound phosphate functional groups are generated for effective surface adsorption, which enhances the anionic surface charge and the surface's hydrophilic properties. Preferred polyphosphates include straight-chain polyphosphates having the following formula: XO(XPO3). n X, where X is sodium, potassium, ammonium, or any other alkali metal cation, and n on average is from about 2 to about 21. Alkaline earth metal cations (such as calcium) are not preferred because they tend to form insoluble fluoride salts from aqueous solutions containing fluoride ions and alkaline earth metal cations. Therefore, the oral care compositions disclosed herein may be free of, substantially free of, or substantially free of calcium pyrophosphate.

[0084] Some examples of suitable polyphosphate molecules include, for example, pyrophosphate (n=2), tripolyphosphate (n=3), tetrapolyphosphate (n=4), sodium polyphosphate (n=6), hexapolyphosphate (n=13), benzene polyphosphate (n=14), and hexametaphosphate (n=21), which is also known as Glass H. Polyphosphates may include those polyphosphate compounds produced by FMC Corporation, ICL Performance Products, and / or Astaris.

[0085] The oral care composition may contain about 0.01% to about 15%, about 0.1% to about 10%, about 0.5% to about 5%, about 1% to about 20%, or about 10% or less of a polyphosphate source based on the weight of the oral care composition. Alternatively, the oral care composition may be substantially free of, substantially free of, or free of polyphosphates.

[0086] Surfactant Oral care compositions may contain one or more surfactants. Surfactants can be used to make the composition more cosmetically acceptable. Surfactants are preferably detergency agents that impart detergency and foaming properties to the composition. Suitable surfactants are anionic, cationic, nonionic, amphoteric, amphoteric, and betaine surfactants in safe and effective amounts.

[0087] Suitable anionic surfactants include, for example, water-soluble salts of alkyl sulfates having 8 to 20 carbon atoms in the alkyl group and water-soluble salts of sulfonated monoglycerides of fatty acids having 8 to 20 carbon atoms. Examples of such anionic surfactants are sodium lauryl sulfate (SLS) and sodium coconut monoglyceride sulfonate. Other suitable anionic surfactants include sarcosine salts (such as sodium lauroyl sarcosine), taurine salts, sodium lauryl sulfoacetate, sodium lauroyl hydroxyethyl sulfonate, sodium lauryl polyoxyethylene ether carboxylate, and sodium dodecylbenzene sulfonate. Combinations of anionic surfactants may also be used.

[0088] Another suitable class of anionic surfactants are alkyl phosphates. These surface-active organophosphate reagents exhibit strong affinity for enamel surfaces and a strong tendency to surface-bind, thereby desorbing surface proteins and maintaining their attachment to the enamel surface. Suitable examples of organophosphate compounds include monoesters, diesters, and trimers represented by the following general formulas: Z1, Z2, or Z3 may be the same or different, and at least one of them is an organic moiety. Z1, Z2, or Z3 may be selected from straight-chain or branched alkyl or alkenyl groups of 1 to 22 carbon atoms, optionally substituted with: one or more phosphate groups; alkoxylated alkyl or alkenyl groups, (poly)saccharide groups, polyol groups, or polyether groups. Some other reagents include alkyl phosphates or alkenyl phosphates represented by the following structures: Wherein R1 represents a straight-chain or branched alkyl or alkenyl group having 6 to 22 carbon atoms, optionally substituted with one or more phosphate groups; n and m are individually and respectively 2 to 4, and a and b are individually and respectively 0 to 20; Z and Z may be the same or different, each representing hydrogen, alkali metal, ammonium, protonated alkylamine or protonated functionalized alkylamine, such as alkanolamine or R-(OCH2)(OCH)- group. Examples of suitable reagents include alkyl phosphates and alkyl (poly)alkoxy phosphates, such as lauryl phosphate; PPGS cetearyl polyoxyethylene ether-10 phosphate; lauryl polyoxyethylene ether-1 phosphate; lauryl polyoxyethylene ether-3 phosphate; lauryl polyoxyethylene ether-9 phosphate; trilauryl polyoxyethylene ether-4 phosphate; C 12-18 PEG 9 phosphate ester: and dilauryl polyoxyethylene ether-10 sodium phosphate. Alkyl phosphates may be polymers. Examples of polymeric alkyl phosphate esters include those containing repeating alkoxy groups as polymeric moieties, specifically those containing three or more ethoxy, propoxy, isopropoxy, or butoxy groups.

[0089] Other suitable anionic surfactants are sarcosinates, hydroxyethyl sulfonates, and taurines, especially their alkali metal or ammonium salts. Examples include lauroyl sarcosinate, myristoyl sarcosinate, palmitoyl sarcosinate, stearoyl sarcosinate, oleoyl sarcosinate, or combinations thereof.

[0090] Other suitable anionic surfactants include sodium or potassium alkyl sulfates, such as sodium lauryl sulfate, acyl hydroxyethyl sulfonate, acyl methyl hydroxyethyl sulfonate, alkyl ether carboxylates, acyl alanine salts, acyl glutamate salts, acyl glycinate salts, acyl sarcosine salts, sodium methyl acyl taurate, sodium lauryl ether sulfosuccinate, α-olefin sulfonate, alkylbenzene sulfonate, sodium lauroyl lactate, sodium lauryl glucoside hydroxypropyl sulfonate, and / or combinations thereof.

[0091] Suitable taurine surfactants are represented by the following formula: Wherein R1 is a saturated or unsaturated straight-chain or branched alkyl chain having 6 to 18 carbon atoms; R2 is H or methyl, and M is H, sodium, or potassium. Preferably, R1 is a saturated or unsaturated straight-chain or branched alkyl chain having 8 to 18 carbon atoms. Optionally, but preferably, the taurine surfactant comprises one or more of the following: potassium cocoyl taurate, potassium methyl cocoyl taurate, sodium hexanoyl methyl taurate, sodium cocoyl taurate, sodium lauroyl taurate, sodium methyl cocoyl taurate, sodium methyl lauroyl taurate, sodium methyl myristoyl taurate, sodium methyl cocoyl taurate, and combinations thereof.

[0092] The zwitterionic surfactants or amphoteric surfactants that can be used herein include derivatives of aliphatic quaternary ammonium, phosphonium, and sulfonium compounds, wherein the aliphatic group can be straight-chain or branched, and one of the aliphatic substituents contains 8 to 18 carbon atoms, and one of the aliphatic substituents contains an anionic water-solubilizing group, such as a carboxyl, sulfonate, sulfate, phosphate, or phosphonate group. Suitable betaine surfactants are disclosed in U.S. Patent No. 5,180,577. Typical alkyl dimethyl betaines include decyl betaine or 2-(N-decyl-N,N-dimethylamine) acetate, cocoyl betaine or 2-(N-cocoyl-N,N-dimethylamine) acetate, tetradecyl betaine, palmityl betaine, lauryl betaine, hexadecyl betaine, hexadecyl betaine, stearyl betaine, etc. Amide betaines can be exemplified by cocamidoethyl betaine, cocamidopropyl betaine (CADB), and lauramidopropyl betaine. Other suitable amphoteric surfactants include betaine, sulfobetaine, sodium lauryl amphoteric acetate, alkyl amphoteric diacetates, and / or combinations thereof.

[0093] Suitable cationic surfactants include, for example, quaternary ammonium compound derivatives having a long alkyl chain containing 8 to 18 carbon atoms, such as lauryltrimethylammonium chloride; cetylpyridinium chloride; hexadecyltrimethylammonium bromide; hexadecylpyridinium fluoride or combinations thereof.

[0094] Suitable nonionic surfactants include, for example, compounds prepared by the condensation of an alkylene group (which is itself hydrophilic) with an organic hydrophobic compound, which may itself be aliphatic or alkyl aromatic. Examples of suitable nonionic surfactants may include Pluronics. ® (i.e., poloxamer), alkylphenol polyoxyethylene condensates, products derived from the condensation of ethylene oxide with propylene oxide and ethylenediamine, fatty alcohol ethylene oxide condensates, long-chain tertiary amine oxides, long-chain tertiary phosphine oxides, long-chain dialkyl sulfoxides, and combinations thereof. Other suitable nonionic surfactants include alkyl glucosamides, alkyl glucosides, and / or combinations thereof.

[0095] One or more surfactants may also include one or more natural and / or naturally derived surfactants. Natural surfactants may include surfactants derived from natural products and / or minimally processed or unprocessed surfactants. Natural surfactants may include: hydrogenated, non-hydrogenated or partially hydrogenated vegetable oils, vegetable oils, passion fruit oil, candelilla wax, cocoyl caprylate, caprylate, dioctyl ether, lauryl alcohol, tetradecyl myristate, dioctyl ether, caprylic acid, octyl ester, octyl caprylate, octyl caprylate, undecane, tridecane, decyl oleate, decyl oleate, hexadecyl palmitate, stearic acid, palmitic acid, glyceryl stearate, hydrogenated, non-hydrogenated or partially hydrogenated vegetable glycerides, polyglycerol-2 dihydroxystearate, hexadecyl alcohol / octadecanol, sucrose polystearate, glycerin, octadecyl alcohol, hydrolyzed, partially hydrolyzed Hydrolyzed or unhydrolyzed plant proteins, hydrolyzed, partially hydrolyzed or unhydrolyzed wheat protein hydrolysates, polyglycerol-3 diisostearate, glyceryl oleate, myristyl alcohol, hexadecyl alcohol, sodium hexadecylstearyl sulfate, hexadecylstearyl alcohol, glyceryl laurate, triglycerides caprylate, cocoglyceryl esters, lecithin, dioctyl ether, xanthan gum, sodium cocosulfate, ammonium lauryl sulfate, sodium cocosulfate, sodium cocoglutamate, polyalkyl glucosides (such as decyl glucoside, hexadecylstearyl glucoside), hexadecylstearyl polyglucoside, cocoglycoside and lauryl glucoside and / or combinations thereof. Natural surfactants may include any of the natural ingredients sold by BASF, such as, for example, CegeSoft. ® Cetiol ® Cutina ® Dehymuls ® Emulgade ® Emulgin® Eutanol ® Gluadin ® Lameform ® LameSoft ® Lanette ® Monomuls ® Myritol ® Plantacare ® Plantaquat ® Platasil ® Rheocare ® Sulfopon ® Texapon ® and / or combinations thereof.

[0096] Other specific examples of surfactants include sodium lauryl sulfate, sodium lauryl hydroxyethyl sulfonate, sodium lauroyl methyl hydroxyethyl sulfonate, sodium cocoyl glutamate, sodium dodecylbenzene sulfonate, alkali metal or ammonium salts of lauroyl sarcosine, myristoyl sarcosine, palmitoyl sarcosine, stearoyl sarcosine, and oleoyl sarcosine; polyoxyethylene sorbitan monostearate, isostearate, and laurate; sodium lauryl sulfoacetate; sodium, potassium, and ethanolamine salts of N-lauroyl sarcosine, N-lauroyl, N-myristoyl, or N-palmitoyl sarcosine; polyoxyethylene condensates of alkylphenols; cocoamidopropyl betaine; lauramidopropyl betaine; palmitoyl betaine; sodium cocoyl glutamate, etc. Additional surfactants desired include fatty acid salts of glutamate, alkyl glucosides, taurine, betaine, caprylates, and / or mixtures thereof. Oral care compositions may also be sulfate-free. The oral care composition may contain one or more surfactants, each surfactant being present in a concentration of about 0.01% to about 15%, about 0.3% to about 10%, or about 0.3% to about 2.5% of the net surfactant by weight of the oral care composition.

[0097] In some embodiments, the oral care composition may comprise one or more surfactants selected from the group consisting of sodium lauryl sulfate, cocamidopropyl betaine, sodium cocoglutamate, sodium methyl cocoyl taurate, lauryl glucoside, and poloxamer. In some embodiments, the oral care composition may comprise one or more surfactants substantially consisting of sodium lauryl sulfate, cocamidopropyl betaine, sodium cocoglutamate, sodium methyl cocoyl taurate, lauryl glucoside, poloxamer, or combinations thereof. In some embodiments, the oral care composition may comprise one or more surfactants substantially consisting of sodium lauryl sulfate, cocamidopropyl betaine, sodium cocoglutamate, sodium methyl cocoyl taurate, lauryl glucoside, poloxamer, or combinations thereof. In some embodiments, the oral care composition may comprise one or more surfactants substantially consisting of sodium lauryl sulfate, cocamidopropyl betaine, sodium methyl cocoyl taurate, or combinations thereof.

[0098] In some embodiments, the oral care composition may comprise a primary surfactant and a secondary surfactant, wherein the concentration of the primary surfactant is greater than the concentration of the secondary surfactant. In some embodiments where the oral care composition comprises monosodium cocoate, lauryl glucoside, or poloxamer as a surfactant, the oral care composition comprises at least two surfactants. The ratio of surfactant to secondary surfactant may be about 1:0.25, or about 1:0.33, or about 1:0.4, or about 1:0.5, or about 1:0.6, or about 1:0.75, or about 1:0.9, or about 1:1.

[0099] In some embodiments where the oral care composition comprises a single surfactant, the single surfactant does not include monosodium cocoate, lauryl glucoside, or poloxamer. In some embodiments where the oral care composition comprises a single surfactant, the single surfactant may include sodium lauryl sulfate, cocamidopropyl betaine, or sodium methylcocoyl taurate. In some embodiments, the oral care composition may be substantially free of, substantially free of, or contain no monosodium cocoate, lauryl glucoside, or poloxamer.

[0100] Monodentate ligand Oral care compositions may contain a monodentate ligand having a molecular weight (MW) of less than 1000 g / mol. The monodentate ligand has a single functional group capable of interacting with a central atom such as a tin ion. The monodentate ligand must be suitable for use in the oral care composition and may be included in the oral care composition listed on the FDA's Generally Recognized As Safe (GRAS) list or other suitable lists within the jurisdiction of concern.

[0101] As described herein, monodentate ligands may contain a single functional group capable of chelating, associating, and / or bonding with tin. Suitable functional groups capable of chelating, associating, and / or bonding with tin include carbonyl, amine, and other functional groups known to those skilled in the art. Suitable carbonyl functional groups may include carboxylic acids, esters, amides, or ketones.

[0102] Monodentate ligands may contain a single carboxylic acid functional group. Suitable monodentate ligands containing carboxylic acids may include compounds having the formula R-COOH, where R is any organic structure. Suitable monodentate ligands containing carboxylic acids may also include aliphatic carboxylic acids, aromatic carboxylic acids, sugar acids, their salts, and / or combinations thereof.

[0103] Aliphatic carboxylic acids may contain a carboxylic acid functional group attached to a straight-chain hydrocarbon chain, a branched hydrocarbon chain, and / or a cyclic hydrocarbon molecule. Aliphatic carboxylic acids may be fully saturated or unsaturated and have one or more alkene and / or alkyne functional groups. Other functional groups may be present and bonded to the hydrocarbon chain, including halogenated variants of the hydrocarbon chain. Aliphatic carboxylic acids may also include hydroxy acids, which are organic compounds having an alcohol functional group at the α, β, or γ position relative to the carboxylic acid functional group. Suitable α-hydroxy acids include lactic acid and / or its salts.

[0104] Aromatic carboxylic acids may contain a carboxylic acid functional group attached to at least one aromatic functional group. Suitable aromatic carboxylic acid groups may include benzoic acid, salicylic acid, and / or combinations thereof.

[0105] Carboxylic acids may include formic acid, acetic acid, propionic acid, butyric acid, valeric acid, hexanoic acid, heptanoic acid, octanoic acid, ascorbic acid, benzoic acid, octanoic acid, cholic acid, glycine, alanine, valine, isoleucine, leucine, phenylalanine, linoleic acid, nicotinic acid, oleic acid, propionic acid, sorbic acid, stearic acid, gluconic acid, lactic acid, carbonic acid, chloroacetic acid, dichloroacetic acid, trichloroacetic acid, their salts and / or combinations thereof.

[0106] Oral care compositions may contain about 0.01% to about 10%, about 0.1% to about 15%, about 1% to about 5%, or about 0.0001% to about 25% of monodental ligands by weight of the composition.

[0107] Polydentate ligand Oral care compositions may contain polydentate ligands with a molecular weight (MW) of less than 1000 g / mol or less than 2500 g / mol. The polydentate ligands have at least two functional groups capable of interacting with a central atom such as a tin ion. Additionally, the polydentate ligands must be suitable for use in oral care compositions and may be included in the oral care composition listed on the FDA's Generally Recognized As Safe (GRAS) list or another suitable list within the jurisdiction of concern.

[0108] As described herein, polydentate ligands may contain at least two functional groups that can chelate, associate, and / or bond with tin. Polydentate ligands may include dipentate ligands (i.e., having two functional groups), tripentate ligands (i.e., having three functional groups), tetradentate ligands (i.e., having four functional groups), etc.

[0109] Suitable functional groups that can chelate, associate, and / or bond with tin include carbonyl, phosphate, nitrate, amine, and other functional groups known to those skilled in the art. Suitable carbonyl functional groups may include carboxylic acids, esters, amides, or ketones.

[0110] Polydentate ligands can contain two or more carboxylic acid functional groups. Suitable polydentate ligands containing carboxylic acids can include compounds having the formula HOOC-R-COOH, where R is any organic structure. Suitable polydentate ligands containing two or more carboxylic acids can also include dicarboxylic acids, tricarboxylic acids, tetracarboxylic acids, etc.

[0111] Other suitable polydentate ligands include compounds containing at least two phosphate functional groups. Therefore, as described herein, polydentate ligands can include polyphosphates.

[0112] Other suitable polydentate ligands include hop β-acids, such as humulone, polyhumulone, polyhumulone, and / or combinations thereof. Hop β-acids can be synthetically derived and / or extracted from natural sources.

[0113] Polydentate ligands may also include phosphate groups as functional groups to interact with tin. Suitable phosphate compounds include phosphates, organophosphates, or combinations thereof. Suitable phosphates include orthophosphates, hydrogen phosphates, dihydrogen phosphates, alkylated phosphates, and combinations thereof. Polydentate ligands may include oxalic acid, malonic acid, succinic acid, glutaric acid, adipic acid, pimelic acid, octanoic acid, azelaic acid, sebacic acid, undecanoic acid, dodecanoic acid, tridecanoic acid, hexadecanoic acid, jasminoides, styracidin, equisetic acid, maleic acid, malic acid, tartaric acid, phthalic acid, citric acid, phytic acid, pyrophosphate, tripolyphosphate, tetrapolyphosphate, hexametaphosphate, their salts, and / or combinations thereof.

[0114] The oral care composition may contain about 0.01% to about 10%, about 0.1% to about 15%, about 1% to about 5%, or about 0.0001% to about 25% of a multidentate ligand by weight of the composition.

[0115] Thickening agent Oral care compositions may contain one or more thickeners. Thickeners may be used in oral care compositions to provide a gel-like structure that stabilizes the composition and prevents phase separation. Suitable thickeners include polysaccharides, polymers, and / or silica thickeners.

[0116] Thickeners may contain one or more polysaccharides. Some non-limiting examples of polysaccharides include starch; starch glycerol; gums such as carrageenan gum, tragacanth gum, gum arabic, solanum, xanthan gum, guar gum, and cellulose gum; magnesium aluminum silicate (colloidal magnesium aluminum silicate); carrageenan; sodium alginate; agar; pectin; gelatin; cellulose compounds such as cellulose, microcrystalline cellulose, carboxymethyl cellulose, hydroxyethyl cellulose, hydroxypropyl cellulose, hydroxymethyl cellulose, hydroxymethyl carboxypropyl cellulose, methyl cellulose, ethyl cellulose, and sulfated cellulose; natural and synthetic clays, such as lithium montmorillonite clay; and mixtures thereof.

[0117] Other polysaccharides applicable to this document include carrageenan, gellan gum, locust bean gum, xanthan gum, carbomer, poloxamer, modified cellulose, and mixtures thereof. Carrageenan is a polysaccharide derived from seaweed. Several types of carrageenan exist, which can be distinguished by their seaweed origin and / or by their degree and position of sulfation. Thickeners may include κ-carrageenan, modified κ-carrageenan, ι-carrageenan, modified ι-carrageenan, λ-carrageenan, and mixtures thereof. Carrageenan applicable to this document includes those commercially available under the series name "Viscarin" from FMC Company, including but not limited to Viscarin TP 329, Viscarin TP 388, and Viscarin TP 389.

[0118] The thickener may comprise one or more polymers. The polymer may be polyethylene glycol (PEG), polyvinylpyrrolidone (PVP), polyacrylic acid, a polymer derived from at least one acrylic acid monomer, a copolymer of maleic anhydride and methyl vinyl ether, or a crosslinked polyacrylic acid polymer having various weight percentages and a wide range of average molecular ranges in the oral care composition. Alternatively, the oral care composition may be free of, substantially free of, or substantially free of copolymers of maleic anhydride and methyl vinyl ether. The polymer may include a polyacrylate crosslinker, such as polyacrylate crosslinker-6. Suitable sources of polyacrylate crosslinker-6 may include Sepimach Zen, commercially available from Seppic. ™ .

[0119] Thickeners may include inorganic thickeners. Some non-limiting examples of suitable inorganic thickeners include colloidal magnesium aluminum silicate and silica thickeners. Non-limiting examples of silica thickeners that may be used include, for example, amorphous precipitated silica, such as ZEODENT. ® 165% silica. Other non-limiting silica thickeners include ZEODENT. ® 153, 163, and 167, and ZEOFREE® 177 and 265 silica products (both purchased from Evonik Corporation) and AEROSIL ® Pyrolysis of silicon dioxide.

[0120] Oral care compositions may contain one or more thickeners in amounts of 0.01% to about 15%, 0.1% to about 10%, about 0.2% to about 5%, or about 0.5% to about 2%.

[0121] Abrasive The oral care composition of embodiments of the present invention may contain abrasives. Abrasives may be added to oral care formulations to help remove surface stains on teeth. Oral care products may contain calcium abrasives and / or non-calcium abrasives (such as silica abrasives).

[0122] Oral care compositions may contain calcium abrasives. The calcium abrasive can be any suitable abrasive compound that, when applied to the oral cavity, provides and / or delivers calcium ions into the oral cavity. Oral care compositions may contain about 5% to about 70%, about 10% to about 60%, about 20% to about 50%, about 25% to about 40%, or about 1% to about 50% of calcium abrasives. The calcium abrasive may contain one or more calcium abrasive compounds, such as calcium carbonate, precipitated calcium carbonate (PCC), ground calcium carbonate (GCC), chalk, dicalcium phosphate, calcium pyrophosphate, and / or mixtures thereof.

[0123] Oral care compositions may contain non-calcium abrasives, such as bentonite, silica gel (alone and of any structure), precipitated silica, amorphous precipitated silica (alone and also of any structure), silica hydrate, perlite, titanium dioxide, calcium pyrophosphate, calcium hydrogen phosphate dihydrate, alumina, alumina hydrate, calcined alumina, aluminum silicate, insoluble sodium metaphosphate, insoluble potassium metaphosphate, insoluble magnesium carbonate, zirconium silicate, particulate thermosetting resin, and other suitable abrasive materials. Such materials may be incorporated into oral care compositions to tailor the polishing properties of the target dental cleaning formulation. Oral care compositions may contain approximately 5% to approximately 70%, approximately 10% to approximately 50%, approximately 10% to approximately 60%, approximately 20% to approximately 50%, approximately 25% to approximately 40%, or approximately 1% to approximately 50% of non-calcium abrasives by weight of the oral care composition.

[0124] Alternatively, the oral care composition may be substantially free of, substantially free of, substantially free of, or free of silica, alumina, or any other non-calcium abrasives. The oral care composition may contain less than about 5%, less than about 1%, less than about 0.5%, less than about 0.1%, or 0% of non-calcium abrasives, such as silica and / or alumina.

[0125] Oral care compositions may also contain silica abrasives, such as silica gel (in its own form or any structure), precipitated silica, amorphous precipitated silica (in its own form or any structure), silica hydrates, and / or combinations thereof. Oral care compositions may contain about 5% to about 70%, about 10% to about 60%, about 10% to about 50%, about 20% to about 50%, about 25% to about 40%, or about 1% to about 50% silica abrasives.

[0126] In cases where the oral care composition contains dicarboxylic acid, the oral care composition may contain a low amount of abrasive or no abrasive, because dicarboxylic acid can provide a sufficiently high whitening effect without the need for abrasive.

[0127] While mouthwash compositions typically do not contain abrasives, dental cleaning compositions typically do. However, the dental cleaning compositions and / or toothpaste compositions of embodiments of the present invention may contain low amounts of abrasives or none at all. Therefore, oral care compositions or dental cleaning compositions may contain less than about 5%, about 0.5% to about 2%, or less than about 2% abrasives by weight of the composition. Oral care compositions or dental cleaning compositions may also be substantially free of, substantially free of, or contain no abrasives.

[0128] Prenylated flavonoid Oral care compositions may contain isoprene-modified flavonoids. Flavonoids are a group of natural substances widely found in fruits, vegetables, grains, bark, roots, stems, flowers, tea, and wine. Flavonoids can have a variety of beneficial effects on health, such as antioxidant, anti-inflammatory, antimutagenic, anticancer, and antibacterial effects. Isoprene-modified flavonoids are flavonoids that include at least one isoprene functional group (3-methylbut-2-en-1-yl, as shown in Formula IX), which has previously been identified as promoting binding to cell membranes. Therefore, while not wishing to be bound by theory, it is believed that the addition of an isoprene group (i.e., isoprene modification) to flavonoids can enhance the activity of the original flavonoid by increasing the lipophilicity of the parent molecule and improving the permeability of the isoprene molecule to bacterial cell membranes. Increasing lipophilicity to increase permeability to cell membranes may be a double-edged sword, as isoprene-modified flavonoids tend to be insoluble at high Log P values ​​(high lipophilicity). Log P can be an important indicator of antibacterial efficacy.

[0129] Therefore, the term isoprene flavonoids may include naturally occurring flavonoids having one or more isoprene functional groups, flavonoids having synthetically added isoprene functional groups, and / or isoprene flavonoids having synthetically added additional isoprene functional groups.

[0130] Formula IX. Isoprene functional group, where R represents other parts of the molecule. Other suitable functional groups of the parent molecule that improve the structure-activity relationship (e.g., structure-MIC relationship) of the isoprene molecule include additional heterocycles containing nitrogen or oxygen, alkyl amino chains, or alkyl chains substituted to one or more aromatic rings of the parent flavonoid.

[0131] Flavonoids may have a 15-carbon backbone having at least two benzene rings and at least one heterocycle. Some suitable flavonoid backbones may be shown in formula X (flavonoid backbone), formula XI (isoflavone backbone), and / or formula XII (novel flavonoid backbone).

[0132] Formula X. Flavonoid backbone Formula XI. Isoflavone backbone Formula XII. New flavonoid backbone Other suitable flavonoid subgroups include anthocyanins, flavonoids, flavanones, flavanols, flavans, isoflavones, chalcones, and / or combinations thereof.

[0133] Isoprene flavonoids may include naturally isolated isoprene flavonoids or naturally isolated flavonoids, which are synthetically modified by a variety of synthetic methods known to those skilled in the art of synthetic organic chemistry to add one or more isoprene functional groups.

[0134] Other suitable isoprene-based flavonoids may include psoralen chalcone, psoralen dihydroflavonoid, methyl psoralen chalcone, Corylifol A, icariin A, icariin A1, icariin B, icariin C, icariin, icariin I, icariin II, icariin, isopsoralen chalcone, isoflavone, neopsoralen isoflavone, 6-isoprene naringenin, 8-isoprene naringenin, sophoranone G, (-)-stigmocarpin, flavol, quercetin, myristoyl phenol, sophora flavescens chalcone, sophoraecin, morinone G, morinone C, panduratin A, 6-geranyl naringenin, Australone A, 6,8-diisoprene sennaol, dorsmanin C, dorsmanin F, 8-isoprene kaempferol, 7-O-methyl lupin isoflavone, lupin isoflavone, 6-isoprene genistein, isowighteone, yellow lupin veneterone, and / or combinations thereof. Other suitable isoprene-based flavonoids include cannabinoids, such as cannabinoid A, cannabinoid B, and / or cannabinoid C.

[0135] Preferably, isoprene flavonoids are highly likely to have a MIC of less than about 25 ppm against Staphylococcus aureus (a Gram-positive bacterium). Suitable isoprene flavonoids include psoralen dihydroflavonoids, methyl psoralen, Corylifol A, icariin, isoflavone, neopsoralen isoflavone, 6-isoprene naringenin, 8-isoprene naringenin, sophoranone G, (-)-stigmosiderin, matrine, morinone C, pandanatin A and / or combinations thereof.

[0136] Preferably, isoprene flavonoids are highly likely to have a MIC of less than about 25 ppm against *Escherichia coli* (a Gram-negative bacterium). Suitable isoprene flavonoids include methyl psoralen, isoxoflavone, 8-isoprene naringenin, sophoranone G, matrine, pandanatin A, and / or combinations thereof.

[0137] Approximately 1000 isoprene flavonoids have been identified from plants. Based on previously reported numbers of isoprene flavonoids, isoprene flavonoids are the most common subclass, while isoprene flavanols are the rarest. Although naturally occurring isoprene flavonoids have been detected with diverse structural characteristics, their distribution in plants is narrow, unlike their parent flavonoid counterparts which are present in almost all plants. Most isoprene flavonoids are found in the following families: Cannabaceae, Guttiferae, Leguminosae, Moraceae, Rutaceae, and Umbelliferae. Leguminosae and Moraceae, due to their use as fruits and vegetables, are the most frequently studied families, and many novel isoprene flavonoids have been explored. Hops from the Cannabaceae family contain 8-isoprene naringenin and isoflavones, which may contribute to the health benefits of beer.

[0138] Isoprene flavonoids can be incorporated into hop extract, added to a standalone extract, or added as a standalone component of the oral care compositions disclosed herein.

[0139] Suitable isoprene-modified flavonoids can possess specific octanol-water partition coefficients. Octanol-water partition coefficients can be used to predict the lipophilicity of compounds. Without wishing to be bound by theory, compounds falling within the scope described herein are believed to be able to enter and / or disrupt the major hydrophobic phospholipid bilayer that constitutes the microbial cell membrane. Therefore, octanol-water partition coefficients can be correlated with the antibacterial activity of isoprene-modified flavonoids. Suitable isoprene-modified flavonoids may have log P values ​​of at least about 2, at least about 4, about 2 to about 10, about 4 to about 10, about 4 to about 7, or about 4 to about 7.

[0140] The oral care composition may contain at least about 0.001%, about 0.001% to about 5%, about 0.01% to about 2%, about 0.0001% to about 2%, or at least about 0.05% of isoprene flavonoids.

[0141] Amino acid Oral care compositions may contain amino acids. As described herein, amino acids may include one or more amino acids, peptides, and / or polypeptides.

[0142] As shown in Formula XIII, an amino acid is an organic compound containing an amine functional group, a carboxyl functional group, and a side chain (R in Formula XIII) specific to each amino acid. Suitable amino acids include, for example, amino acids with positive or negative side chains, amino acids with acidic or basic side chains, amino acids with polar, uncharged side chains, amino acids with hydrophobic side chains, and / or combinations thereof. Suitable amino acids also include, for example, arginine, histidine, lysine, aspartic acid, glutamic acid, serine, threonine, asparagine, glutamine, cysteine, selenocysteine, glycine, proline, alanine, valine, isoleucine, leucine, methionine, phenylalanine, tyrosine, tryptophan, citrulline, ornithine, creatine, diaminobutyric acid, diaminopropionic acid, their salts, and / or combinations thereof.

[0143] Suitable amino acids include compounds of formula XIII, naturally occurring or synthetically derived compounds. Based on the R group and the environment, amino acids can be zwitterionic, neutral, positively charged, or negatively charged. The charge of amino acids and whether specific functional groups can interact with tin under specific pH conditions are well known to those skilled in the art.

[0144] Formula XIII. Amino acids. R is any suitable functional group. Suitable amino acids include one or more basic amino acids, one or more acidic amino acids, one or more neutral amino acids, or combinations thereof.

[0145] The oral care composition may contain about 0.01% to about 20%, about 0.1% to about 10%, about 0.5% to about 6%, or about 1% to about 10% of amino acids by weight of the oral care composition.

[0146] As used herein, the term "neutral amino acid" includes not only naturally occurring neutral amino acids such as alanine, asparagine, cysteine, glutamine, glycine, isoleucine, leucine, methionine, phenylalanine, proline, serine, threonine, tryptophan, tyrosine, and valine, but also biologically acceptable amino acids with an isoelectric point in the pH range of 5.0 to 7.0. Biologically preferred acceptable neutral amino acids have a single amino group and a carboxyl group in the molecule or its functional derivatives, such as functional derivatives with modified side chains, although having similar or substantially similar physicochemical properties. In another embodiment, the amino acid will be at least partially water-soluble and provide a pH of less than 7 in an aqueous solution of 1 g / 1000 ml at 25°C.

[0147] Therefore, the neutral amino acids suitable for embodiments of the present invention include, but are not limited to, alanine, GABA, asparagine, cysteine, cystine, glutamine, glycine, hydroxyproline, isoleucine, leucine, methionine, phenylalanine, proline, serine, taurine, threonine, tryptophan, tyrosine, valine, their salts, or mixtures thereof. Preferably, the neutral amino acids used in embodiments of the present invention may include asparagine, glutamine, glycine, their salts, or mixtures thereof. Neutral amino acids may have the following isoelectric points in aqueous solutions at 25°C: 5.0, 5.1, 5.2, 5.3, 5.4, 5.5, 5.6, 5.7, 5.8, 5.9, 6.0, 6.1, 6.2, 6.3, 6.4, 6.5, 6.6, 6.7, 6.8, 6.9, or 7.0. Preferably, the neutral amino acid is selected from proline, glutamine, or glycine, more preferably in its free form (i.e., uncoordinated). If the neutral amino acid is in its salt form, suitable salts include those known in the art as pharmaceutically acceptable and considered physiologically acceptable at the provided amounts and concentrations. Preferably, the neutral amino acid is present in amounts from about 0.0001% to about 10%, preferably about 0.05% to about 5%, preferably about 0.1% to about 3%, preferably about 0.5% to about 3%, and preferably about 1% to about 3% by weight of the composition. In one aspect, the neutral amino acid is glutamine (or a salt thereof). In another aspect, the neutral amino acid is proline (or a salt thereof). In yet another aspect, the neutral amino acid is glycine (or a salt thereof).

[0148] The oral care composition may contain about 0.0001% to about 20%, about 0.1% to about 10%, about 0.5% to about 6%, or about 1% to about 10% of neutral amino acids by weight of the oral care composition.

[0149] Whitening agent The oral care composition may contain a whitening agent in amounts of about 0.1% to about 10%, about 0.2% to about 5%, about 1% to about 5%, or about 1% to about 15% by weight of the oral care composition. The whitening agent may be a compound suitable for whitening at least one tooth in the oral cavity. The whitening agent may include peroxides, metal chlorites, perborates, percarbonates, peroxy acids, persulfates, dicarboxylic acids, and combinations thereof. Suitable peroxides include solid peroxides, hydrogen peroxide, urea peroxide, calcium peroxide, benzoyl peroxide, sodium peroxide, barium peroxide, inorganic peroxides, hydroperoxides, organic peroxides, and mixtures thereof. Suitable metal chlorites include calcium chlorite, barium chlorite, magnesium chlorite, lithium chlorite, sodium chlorite, and potassium chlorite. Other suitable whitening agents include sodium persulfate, potassium persulfate, peroxydone complex (polyvinylpyrrolidone and hydrogen peroxide), 6-phthaliminoperoxyhexanoic acid, phthaliminoperoxyhexanoic acid, or mixtures thereof.

[0150] Humectant Oral care compositions may contain one or more humectants, have a low content of humectants, be substantially free of, substantially free of, or contain no humectants. Humectants are used to increase the consistency or "texture" of oral care compositions or dental cleanings and to prevent dental cleanings from drying out. Suitable humectants include polyethylene glycol (of various molecular weights), propylene glycol, glycerin, erythritol, xylitol, sorbitol, mannitol, butylene glycol, lactitol, hydrogenated starch hydrolysate, and / or mixtures thereof. Oral care compositions may contain one or more humectants, each humectant present in an amount of 0% to about 70%, about 5% to about 50%, about 10% to about 60%, or about 20% to about 80% by weight of the oral care composition.

[0151] Water The oral care composition according to embodiments of the present invention may be anhydrous, low-water, or high-water. Generally, the oral care composition may contain 0% to about 99%, about 5% to about 75%, about 20% or more, about 30% or more, about 50% or more, up to about 45%, or up to about 75% of water by weight of the composition.

[0152] In high-water oral care compositions and / or toothpaste formulations, the oral care composition comprises about 45% to about 75% water by weight of the composition. The high-water oral care composition and / or toothpaste formulation may comprise about 45% to about 65%, about 45% to about 55%, or about 46% to about 54% water by weight of the composition. Water may be added to the high-water formulation, and / or water may enter the composition due to the inclusion of other ingredients.

[0153] In low-water oral care compositions and / or toothpaste formulations, the oral care composition contains about 5% to about 45% water by weight of the composition. The low-water oral care composition may contain about 5% to about 35%, about 10% to about 25%, or about 20% to about 25% water by weight of the composition. Water may be added to the low-water formulation, and / or water may be incorporated into the composition due to the inclusion of other ingredients.

[0154] In anhydrous oral care compositions and / or toothpaste formulations, the oral care composition contains less than about 10% water by weight of the composition. The anhydrous composition contains less than about 5%, less than about 1%, or 0% water by weight of the composition. Water may be added to the anhydrous formulation, and / or water may be incorporated into the composition due to the inclusion of other ingredients.

[0155] Oral care compositions may also be mouthwash formulations. Mouthwash formulations may contain about 75% to about 99%, about 75% to about 95%, or about 80% to about 95% water.

[0156] The dental cleaning composition may also contain other oral-acceptable carrier materials, such as alcohols, humectants, polymers, surfactants, and acceptability improvers (such as flavoring agents, sweeteners, coloring agents, and / or cooling agents).

[0157] Other ingredients Oral care compositions may contain a variety of other ingredients, such as flavoring agents, sweeteners, coloring agents, preservatives, buffers, or other ingredients suitable for use in oral care compositions, as described below.

[0158] Flavoring agents can also be added to oral care compositions. Suitable flavoring agents include wintergreen oil, peppermint oil, spearmint oil, clove bud oil, menthol, p-propenyl anisole, methyl salicylate, eucalyptol, cinnamon, 1-menthol acetate, sage, eugenol, parsley oil, hydroxyphenyl ethyl ketone, α-ionone, oregano, lemon, orange, propenyl ethyl guaiacol, cinnamon, vanillin, ethyl vanillin, heliotrope, 4-cis-heptenal, dimethyl butyl ketone, methyl p-tert-butylphenylacetate, and mixtures thereof. Cooling agents can also be part of the flavoring agent system. Preferred cooling agents in the compositions of the present invention are p-menthanecarbamoyl reagents, such as N-ethyl-p-menthane-3-carboxamide (commercially known as "WS-3") or N-(ethoxycarbonylmethyl)-3-p-menthanecarboxamide (commercially known as "WS-5"), and mixtures thereof. Flavoring systems are typically used in compositions at a concentration of about 0.001% to about 5% by weight of the oral care composition. These flavorings typically contain aldehydes, ketones, esters, phenols, acids, and mixtures of aliphatic, aromatic, and other alcohols.

[0159] Sweeteners can be added to oral care compositions to give the product a pleasant taste. Suitable sweeteners include saccharin (such as sodium saccharin, potassium saccharin, or calcium saccharin), cyclosulfonates (such as sodium, potassium, or calcium salts), acesulfame K, arbutin, neohesperidin dihydrochalcone, aminoglycoside, dextrose, levulose, sucrose, mannose, sucralose, stevia, and glucose.

[0160] Colorants are added to improve the aesthetic appearance of products. Suitable colorants include, but are not limited to, those approved by the relevant regulatory agencies such as the FDA and those listed in the European Food and Drug Directive, and include pigments such as TiO2, as well as colors such as FD&C and D&C dyes.

[0161] Preservatives can also be added to oral care compositions to prevent bacterial growth. Suitable preservatives approved for use in oral compositions, such as methylparaben, propylparaben, benzoic acid, and sodium benzoate, can be added in safe and effective amounts.

[0162] Titanium dioxide may also be added to the compositions of the present invention. Titanium dioxide is a white powder that increases the opacity of the composition. Titanium dioxide typically comprises about 0.25% to about 5% by weight of the oral care composition.

[0163] Other ingredients may be used in oral care compositions, such as desensitizers, rehabilitative agents, other caries prevention agents, chelating agents / polyvalent chelating agents, vitamins, amino acids, proteins, other anti-plaque / anti-tartar agents, light-blocking agents, antibiotics, anti-enzymes, enzymes, pH control agents, oxidants, antioxidants, etc.

[0164] Oral care composition form Suitable compositional forms include emulsion compositions such as the emulsion composition of U.S. Patent No. 11,147,753 (the entire contents of which are incorporated herein by reference), unit dose compositions such as the unit dose composition of U.S. Patent Application Publication 2019 / 0343732 (the entire contents of which are incorporated herein by reference), no-rinse oral care compositions, clogging emulsions such as the clogging oil-in-water emulsion of U.S. Patent No. 11,096,874 (the entire contents of which are incorporated herein by reference), dental cleaning compositions, mouthwash compositions, mouthwash compositions, teeth whitening gels, subgingival gels, mouthwashes, mousses, foams, oral sprays, tablets, chewing tablets, chewing gum, teeth whitening strips, dental floss and floss coatings, breath freshener dissolving strips, denture care products, denture adhesive products, or combinations thereof.

[0165] Method As described herein, oral care compositions can provide beneficial effects on oral health, such as treating, reducing, and / or preventing tooth decay, cavities, gingivitis, and / or combinations thereof when applied to the oral cavity, and / or whitening teeth, removing stains from teeth, and / or preventing stains from accumulating on teeth. For example, a user may dispense at least one inch of a suitable oral care composition strip as described herein into an oral care appliance such as a toothbrush, applicator, and / or mouth tray, and apply it to the oral cavity and / or teeth.

[0166] It can instruct users to brush their teeth thoroughly for at least 30 seconds, at least one minute, at least 90 seconds, or at least two minutes, at least once, at least twice, or at least three times a day. It can also instruct users to spit out the oral care composition after brushing.

[0167] It can also instruct users to rinse with mouthwash and / or mouthwash after or in place of brushing. Users can be instructed to rinse thoroughly with the oral care composition for at least 30 seconds, at least one minute, at least 90 seconds, or at least two minutes, at least once, at least twice, or at least three times daily. Users can also be instructed to spit out the oral care composition after the process is complete.

[0168] Oral care compositions according to embodiments of the present invention can be used to treat, reduce, and / or prevent dental caries, cavities, gingivitis, and / or combinations thereof. Oral care compositions according to embodiments of the present invention can be used to provide beneficial whitening effects, such as whitening teeth, removing stains from teeth, and / or preventing stain buildup on teeth. For example, as described herein, hop β-acid can be used as an anti-gingivitis agent. Therefore, adding hops to any oral care composition can provide anti-gingivitis protection.

[0169] Oral care compositions may include primary packaging, such as tubes, bottles, and / or drums. The primary packaging may be placed within secondary packaging, such as cartons, shrink wrap, etc. Instructions for use of the oral care composition may be printed on the primary and / or secondary packaging. The scope of this method is intended to include instructions provided by the manufacturer, distributor, and / or producer of the oral care composition.

[0170] If the oral care composition is toothpaste, the user can be instructed to dispense the toothpaste from the tube.

[0171] The user can be instructed to apply a portion of toothpaste to the toothbrush. This portion of toothpaste can be any suitable shape, such as a strip, a pea-sized amount, or various other shapes that will fit onto any mechanical and / or manual brush head. The user can be instructed to apply a strip of toothpaste at least about 1 inch, at least about 0.5 inches, at least 1 inch, and / or at least 0.5 inches to the bristles of the toothbrush (such as a soft-bristled toothbrush).

[0172] Users can be instructed to apply a pea-sized or rice-grain-sized amount of toothpaste to the bristles of the toothbrush, such as when used by children under 6 years of age and / or under 2 years of age.

[0173] Users can be instructed to brush their teeth for at least approximately 30 seconds, at least approximately 1 minute, at least approximately 90 seconds, at least approximately 2 minutes, at least 30 seconds, at least 1 minute, at least 90 seconds, and / or at least 2 minutes.

[0174] It can instruct users to brush their teeth thoroughly and / or as directed by a doctor and / or dentist.

[0175] Users can be instructed to brush their teeth after each meal. Users can be instructed to brush their teeth at least once, at least twice, and / or at least three times a day. Users can be instructed to brush their teeth no more than three times a day, for example, to prevent Sn staining. Users can be instructed to brush their teeth in the morning and / or before going to bed at night.

[0176] Because the toothpaste composition contains ingredients that are not suitable for ingestion, such as fluoride, the user may be instructed not to swallow it. However, in the case of oral care compositions that contain hops but not fluoride, it may not be necessary to instruct the user not to swallow the toothpaste. The user may be instructed to spit out (or cough up) the toothpaste composition after stopping the brushing cycle.

[0177] If the oral care composition is mouthwash, the user can be instructed to dispense the mouthwash from the bottle containing the mouthwash.

[0178] Users may be instructed to use mouthwash at least once a day, at least twice a day, and / or at least three times a day.

[0179] Users can be instructed to use the mouthwash composition after using toothpaste and / or dental floss.

[0180] The user can be instructed to rinse their mouth with a portion of mouthwash for a period of time, such as between their teeth. The user can also be instructed to rinse vigorously with a portion of mouthwash.

[0181] Users can be instructed to use mouthwash in doses of approximately 5 mL to approximately 50 mL, approximately 10 mL to approximately 40 mL, 10 mL, 20 mL, 25 mL, 30 mL, 40 mL, 2 teaspoons, and / or 4 teaspoons.

[0182] Users may be instructed to rinse their mouths with mouthwash for at least approximately 30 seconds, at least approximately 1 minute, at least approximately 90 seconds, at least approximately 2 minutes, at least 30 seconds, at least 1 minute, at least 90 seconds, and / or at least 2 minutes.

[0183] Because the mouthwash composition contains ingredients that are not suitable for ingestion, such as fluoride, the user may be instructed not to swallow it. However, in the case of oral care compositions that contain hops but not fluoride, it may not be necessary to instruct the user not to swallow the mouthwash. The user may be instructed to spit out (or cough up) the mouthwash composition after stopping the rinsing cycle.

[0184] Instructions for use of oral care compositions such as toothpaste compositions and / or mouthwashes may vary based on age. For example, one set of instructions may be provided for adults and children aged at least 6 years or at least 2 years, while a second set of instructions may be provided for children aged 6 years or less.

[0185] As described herein, oral care compositions containing hops can be used as medicines, such as those for treating cavities and / or gingivitis. Suitable medicines include oral care compositions, toothpaste compositions, mouthwash compositions, dental floss coatings, chewing gum, and / or other suitable compositions to be applied to the oral cavity.

[0186] Additionally, as described herein, oral care compositions can be used to reduce the number and / or intensity of white patches on teeth that may be attributable to the presence of dental caries in the oral cavity. Alternatively, oral care compositions as described herein can be used to reduce redness, swelling, tenderness, and / or edema of the gingiva at the gingival line immediately adjacent to the tooth surface (which may be attributable to the presence of gingivitis in the oral cavity).

[0187] Combination A. An oral care composition comprising: Hops; and One or more surfactants, The solution containing the hops and one or more surfactants is clear or slightly turbid in a pH range of about 4.5 to about 9.

[0188] B. The oral care composition according to A, wherein if the one or more surfactants include monosodium cocoate, lauryl glucoside, or poloxamer, the oral care composition contains at least two surfactants.

[0189] C. The oral care composition according to A or B, wherein the one or more surfactants are composed of a single surfactant, and the single surfactant does not include sodium cocoyl glutamate, lauryl glucoside, or poloxamer.

[0190] D. The oral care composition according to any one of A to C, wherein the one or more surfactants are selected from the group consisting of sodium lauryl sulfate, cocamidopropyl betaine, sodium cocoyl glutamate, sodium methyl cocoyl taurate, or combinations thereof.

[0191] E. The oral care composition according to any one of A to C, wherein the one or more surfactants are substantially composed of sodium lauryl sulfate, cocamidopropyl betaine, sodium methyl cocoyl taurate, or combinations thereof.

[0192] F. The oral care composition according to any one of A to E, wherein the oral care composition comprises greater than 0% to about 5%, preferably greater than 0% to about 2% of the sodium lauryl sulfate by weight of the oral care composition, and the pH range is about 7 to about 9.

[0193] G. An oral care composition according to any one of A to F, wherein the oral care composition comprises about 2% sodium lauryl sulfate by weight of the oral care composition, and has a pH range of about 7 to about 9.

[0194] H. An oral care composition according to any one of A to G, wherein the oral care composition comprises more than 0% to about 2% of the cocamidopropyl betaine by weight of the oral care composition.

[0195] I. The oral care composition according to any one of A to H, wherein the oral care composition comprises more than 0% to about 5%, preferably more than 0% to about 1% of the cocamidopropyl betaine by weight of the oral care composition, and the pH range is about 5 to about 9.

[0196] J. The oral care composition according to any one of A to I, wherein the oral care composition comprises more than 0% to about 5%, preferably about 1% to about 2% of the cocamidopropyl betaine by weight of the oral care composition.

[0197] K. An oral care composition according to any one of A to J, wherein the oral care composition comprises sodium methylcocoyl taurate in an amount greater than 0% to about 5% by weight of the oral care composition, preferably greater than 0% to less than 2%.

[0198] L. An oral care composition according to any one of A to K, wherein the one or more surfactants comprises sodium lauryl sulfate as the primary surfactant and auxiliary surfactants comprising cocamidopropyl betaine, sodium methyl cocoyl taurate, lauryl glucoside, or poloxamer.

[0199] M. An oral care composition according to any one of A to L, wherein the one or more surfactants include cocamidopropyl betaine as the primary surfactant and auxiliary surfactants including sodium lauryl sulfate, sodium methyl cocoyl taurate, lauryl glucoside, or poloxamer.

[0200] N. The oral care composition according to M, wherein the auxiliary surfactant comprises sodium lauryl sulfate, preferably wherein the pH is from about 4.5 to about 8. O. The oral care composition according to N, wherein the auxiliary surfactant comprises poloxamer, preferably wherein the pH is about 7 to about 8.

[0201] P. An oral care composition according to any one of A to L, wherein the one or more surfactants include sodium methylcocoyl taurate as the main surfactant and auxiliary surfactants including sodium lauryl sulfate, cocamidopropyl betaine or lauryl glucoside.

[0202] Q. An oral care composition according to any one of A to L, wherein the one or more surfactants comprises lauryl glucoside as a primary surfactant and an auxiliary surfactant comprising sodium lauryl sulfate, preferably wherein the pH is about 8 to about 9.

[0203] R. An oral care composition according to any one of A to L, wherein the one or more surfactants include poloxamer as the primary surfactant and auxiliary surfactants including sodium lauryl sulfate, cocamidopropyl betaine, sodium cocoyl glutamate, sodium methyl cocoyl taurate, or lauryl glucoside.

[0204] S. The oral care composition according to R, wherein the auxiliary surfactant comprises LG, preferably wherein the pH is about 8 to about 9.

[0205] T. The oral care composition according to any one of A to S, wherein the oral care composition further comprises an abrasive.

[0206] U. The oral care composition according to T, wherein the abrasive comprises calcium abrasive.

[0207] V. The oral care composition according to T, wherein the calcium abrasive comprises calcium carbonate.

[0208] W. An oral care composition according to any one of A to V, wherein the oral care composition is free of silica.

[0209] X. The oral care composition according to any one of A to V, wherein the oral care composition is free of fluoride.

[0210] Y. An oral care composition according to any one of A to V, the oral care composition further comprising a metal ion source of about 0.01% to about 10% by weight of the composition.

[0211] Z. The oral care composition according to Y, wherein the metal ion source comprises tin, zinc, or a combination thereof.

[0212] AA. The oral care composition according to any one of A to Z, wherein hop β-acid comprises only non-hydrogenated hop β-acid.

[0213] BB. An oral care composition according to any one of A to AA, wherein the oral care composition comprises more than 0% to about 5%, preferably more than 0% to about 3%, more preferably more than 0% to about 2% of the composition by weight.

[0214] CC. An oral care composition, the oral care composition comprising: Hops acidity; Flavoring agents; and One or more surfactants, The oral care composition has an added salt concentration of at least 2.5% by weight of the oral care composition and a pH of about 5 to about 7.5. The oral care composition exhibits phase stability.

[0215] DD. The oral care composition according to CC, wherein the one or more surfactants include sodium lauryl sulfate.

[0216] EE. The oral care composition according to DD, wherein the one or more surfactants further comprises polysorbate 80, lauryl glucoside, sodium methyl cocoyl taurate, sodium cocoyl glutamate, or combinations thereof.

[0217] FF. Oral care compositions according to CC or DD, wherein the one or more surfactants are free of poloxamer, polysorbate 80, or combinations thereof.

[0218] GG. An oral care composition according to any one of CC to FF, wherein the concentration of added salt is at least 3%.

[0219] HH. The oral care composition according to any one of claims CC to GG, wherein the added salt has a weight percentage ratio of 0.05 or greater to water, or preferably about 0.1 or greater.

[0220] II. The oral care composition according to any one of claims CC to HH, wherein the composition is free of zinc lactate.

[0221] JJ. The oral care composition according to any one of claims C to II, wherein the composition comprises sodium citrate.

[0222] KK. The oral care composition according to any one of claims C to JJ, wherein the composition is a dental cleaning composition.

[0223] LL. The oral care composition according to any one of claims CC to KK, wherein the flavoring agent comprises a peppermint flavoring agent, a wintergreen flavoring agent, or a combination thereof.

[0224] Example The following embodiments further illustrate the invention, and these embodiments should not be construed in any way as limiting the scope of the invention. After reading this specification, various other aspects, modifications, and equivalents thereof may be proposed to those skilled in the art without departing from the spirit of the invention or the scope of the appended claims.

[0225] Evaluation of hops stability in mouthwash compositions Tables 1 and 2 show compositions containing hops from hop β-acid extract and optionally one or more surfactants, including sodium lauryl sulfate (SLS), cocamidopropyl betaine (CAPB), sodium cocoyl glutamate (SCG), sodium methyl cocoyl taurate (SMCT), lauryl glucoside (LG), and poloxamer (POL). The compositions in Table 1 contain a single surfactant at different concentrations, and the compositions in Table 2 contain 1% (net) of a primary surfactant and 0.33% (net) of a secondary surfactant.

[0226] The hop compositions described in Tables 1 and 2 were prepared by first preparing a 1.0M NaCl stock solution (60g NaCl in 1L of water). The pH of the NaCl stock solution was adjusted to pH 9 with 1M NaOH. Then, surfactants were added to 100mL volumetric flasks according to the examples in Tables 1 and 2. A certain amount of NaCl stock solution was added to bring the volume to 100mL. Two 50mL portions of the dissolved surfactant / NaCl solution were drawn into two 60mL Luer-lock syringes. Two 0.25g portions of the hop β-acid extract solution as described in Table 3 were added to two additional 60mL Luer-lock syringes. Excess air was removed from all syringes. The syringe containing the NaCl and optionally surfactant solution was connected to the corresponding syringe containing the hop β-acid extract using a Luer-lock connector. The syringe plunger was quickly depressed to push the fluid from one syringe to the other. This process was repeated 20 times until the fluids were mixed. A cross-shaped stir bar was added to a 150mL beaker. The syringes were disengaged, and the contents from both syringes were added to the 150mL beaker. Thus, solutions from each of the examples in Tables 1 and 2 were prepared and evaluated for hop solubility. The pH of the resulting solutions was approximately 9 in each case.

[0227] Table 1. Hops compositions Example SLS (wt%) CAPB (wt%) SCG (wt%) SMCT (wt%) LG (wt%) POL (wt%) Hops (wt%) 1 0 0 0 0 0 0 0.225 2 0.5 0 0 0 0 0 0.225 3 1.0 0 0 0 0 0 0.225 4 2.0 0 0 0 0 0 0.225 5 0 0.5 0 0 0 0 0.225 6 0 1.0 0 0 0 0 0.225 7 0 2.0 0 0 0 0 0.225 8 0 0 0.5 0 0 0 0.225 9 0 0 1.0 0 0 0 0.225 10 0 0 2.0 0 0 0 0.225 11 0 0 0 0.5 0 0 0.225 12 0 0 0 1.0 0 0 0.225 13 0 0 0 2.0 0 0 0.225 14 0 0 0 0 0.5 0 0.225 15 0 0 0 0 1.0 0 0.225 16 0 0 0 0 2.0 0 0.225 17 0 0 0 0 0 0.5 0.225 18 0 0 0 0 0 1.0 0.225 19 0 0 0 0 0 2.0 0.225 Table 2. Hops compositions Example SLS (wt%) CAPB (wt%) SCG (wt%) SMCT (wt%) LG (wt%) POL (wt%) Hops (wt%) 20 1.0 0.33 0 0 0 0 0.225 21 1.0 0 0.33 0 0 0 0.225 22 1.0 0 0 0.33 0 0 0.225 23 1.0 0 0 0 0.33 0 0.225 24 1.0 0 0 0 0 0.33 0.225 25 0.33 1.0 0 0 0 0 0.225 26 0 1.0 0.33 0 0 0 0.225 27 0 1.0 0 0.33 0 0 0.225 28 0 1.0 0 0 0.33 0 0.225 29 0 1.0 0 0 0 0.33 0.225 30 0.33 0 1.0 0 0 0 0.225 31 0 0.33 1.0 0 0 0 0.225 32 0 0 1.0 0.33 0 0 0.225 33 0 0 1.0 0 0.33 0 0.225 34 0 0 1.0 0 0 0.33 0.225 35 0.33 0 0 1.0 0 0 0.225 36 0 0.33 0 1.0 0 0 0.225 37 0 0 0.33 1.0 0 0 0.225 38 0 0 0 1.0 0.33 0 0.225 39 0 0 0 1.0 0 0.33 0.225 40 0.33 0 0 0 1.0 0 0.225 41 0 0.33 0 0 1.0 0 0.225 42 0 0 0.33 0 1.0 0 0.225 43 0 0 0 0.33 1.0 0 0.225 44 0 0 0 0 1.0 0.33 0.225 45 0.33 0 0 0 0 1.0 0.225 46 0 0.33 0 0 0 1.0 0.225 47 0 0 0.33 0 0 1.0 0.225 48 0 0 0 0.33 0 1.0 0.225 49 0 0 0 0 0.33 1.0 0.225 Table 3. Hops beta acid extract specifications Ingredient Amount (wt%) Hops beta acid 45 ± 2 Hops alpha acid 0.4 ± 0.3 Hops oil 1.5 ± 0.5 Propylene glycol 20 ± 15 Water < 8% pH 11 ± 0.5 Solution solubility determination and pH titration Place the beaker containing the example compositions from Tables 1 and 2 on a magnetic stirrer, turn it on and set it to approximately 100 rpm until a gentle vortex forms. Insert a calibrated pH probe. Titrate the surfactant / hops / NaCl solution with 1M HCl and take pictures when the pH reaches 9, 8, 7, 6, 5, and 4.5. Each picture is graded according to the following levels: • Clear The composition in this example appears crystal clear and yellow. The outline of the pH probe is easily observed.

[0228] • Slightly hazy The composition in the example appears almost completely transparent, with slight turbidity and a slightly yellowish hue. The outline of the pH probe is discernible.

[0229] • Partially hazy The composition in the example appears mostly transparent with slight turbidity and a pale yellow hue. The outline of the pH probe is slightly difficult to discern.

[0230] • Hazy The composition in the example appears slightly transparent but is cloudy and slightly yellowish. The outline of the pH probe is possible but difficult to discern.

[0231] • Very hazy The composition in this example appears completely opaque and slightly yellow. The outline of the pH probe is not discernible.

[0232] • Precipitated The composition in the example appears completely opaque and cloudy white. The outline of the pH probe is not discernible.

[0233] The presence of residue on the glass beaker and pH electrode in the absence of dissolved hops (which had to be removed by washing the electrode in 1% cocamidopropyl betaine in pH 10 buffer for 30 minutes) demonstrates phase instability in the poorly dissolved composition.

[0234] Using Examples 6 and 9, a spectrophotometer (Spectramax M2e, Molecular Devices, San Jose, CA, USA) was employed to convert the stability grades into optical density (OD) absorbance values ​​at 600 nm using calibration curves. Optical density is the background-normalized absorbance value from the spectrophotometer. As the composition becomes phase-instable, the optical density increases by an order of magnitude, thus enabling accurate quantification of the transition between stable and unstable states. During titration, three 1.5 mL aliquots of each example were extracted and placed in microcolorimetric tubes with a 1 cm path length. OD values ​​were determined at pH values ​​of 9, 8, 7, 6, 5, and 4.5 and measured within one minute after extraction (“initial OD”) to determine the optical density at the nominal pH. The graded grades were then converted to optical density using the average optical density at each pH value. If the solution optical density was less than or equal to 0.136 Abs (corresponding to clear, slightly turbid, and partially turbid), the hops were considered effectively dissolved.

[0235] Optical density results and discussion The OD values ​​of the example compositions from Tables 1 and 2 are given in Tables 4 and 5, respectively.

[0236] Table 4. Observed hops solubility based on optical density of surfactant solution pH 4.5 pH 5 pH 6 pH 7 pH 8 pH 9 Example 1 2.149 2.149 2.149 2.149 2.149 2.046 Example 2 2.046 2.046 2.046 2.046 0.350 0.072 * Example 3 0.350 0.136 * 0.136 * 0.136 * 0.136 * 0.100 * Example 4 0.136 * 0.136 * 0.136 * 0.100 * 0.100 * 0.100 * Example 5 0.350 0.350 0.350 0.136 * 0.100 * 0.100 * Example 6 0.136 * 0.100 * 0.100 * 0.100 * 0.072 * 0.072 * Example 7 0.072 * 0.072 * 0.072 * 0.072 * 0.100 * 0.100 * Example 8 2.149 2.149 2.149 2.149 2.149 2.046 Example 9 2.046 2.149 2.149 2.149 2.149 0.350 Example 10 2.046 2.046 2.149 2.149 2.046 0.350 Example 11 0.072 * 0.072 * 0.072 * 0.072 * 0.072 * 0.072 * Example 12 0.072 * 0.072 * 0.072 * 0.072 * 0.072 * 0.072 * Example 13 2.046 2.046 2.046 2.046 2.046 2.046 Example 14 2.149 2.149 2.149 2.149 2.149 2.046 Example 15 2.046 2.046 2.046 2.046 2.046 2.046 Example 16 2.149 2.149 2.149 2.149 2.149 2.046 Example 17 2.149 2.149 2.046 0.350 0.350 0.350 Example 18 0.350 0.350 0.350 0.350 0.350 0.136 * Example 19 0.136 * 0.136 * 0.136 * 0.136 * 0.136 * 0.136 * * indicates a solution that has been effectively dissolved. In any of the examples in Table 4, no single surfactant was effective in dissolving hops at every pH value and surfactant concentration considered. In Example 1, without a surfactant, hops were not effectively dissolved at any of the tested pH levels. Regarding SLS, a concentration of 0.5% SLS (Example 2) produced effectively dissolved hops only at a pH of about 9. With 1% SLS (Example 3), hops were effectively dissolved at pH 5 or higher. In Example 4, for 2% SLS, higher concentrations of SLS achieved effectively dissolved hops over a wider pH range of about 4.5 or higher. In Examples 5 through 7, regarding cocamidopropyl betaine, hops were more effectively dissolved at pH 7 or higher for 0.5% betaine and across the entire pH range tested for 1% and 2% betaine. In any case, monosodium cocoate glutamate (Examples 8 through 10) or lauryl glucoside (Examples 14 through 16) did not effectively dissolve hops. In Examples 11 and 12, sodium methylcocoyl taurate effectively dissolved hops at all pH values ​​with 0.5% and 1% surfactant. Surprisingly, a concentration of 2% SMCT (Example 13) did not dissolve hops at any of the tested values. For poloxamer (Examples 17 to 19), hops were effectively dissolved at pH 9 with only 1% poloxamer, and effectively dissolved at all tested pH values ​​with 2% poloxamer.

[0237] The solubility of hops cannot be predetermined based on knowledge of surfactant type, concentration, and pH. These results are unexpected based on existing technology.

[0238] Table 5. Observed hops solubility in surfactant solutions pH 4.5 pH 5 pH 6 pH 7 pH 8 pH 9 Example 20 0.072 * 0.072 * 0.072 * 0.072 * 0.072 * 0.072 * Example 21 0.350 0.350 0.350 0.350 0.136 * 0.136 * Example 22 0.072 * 0.072 * 0.072 * 0.072 * 0.072 * 0.072 * Example 23 0.072 * 0.072 * 0.072 * 0.072 * 0.072 * 0.072 * Example 24 0.100 * 0.072 * 0.072 * 0.072 * 0.072 * 0.072 * Example 25 0.072 * 0.072 * 0.072 * 0.072 * 0.072 * 0.136 * Example 26 0.136 * 0.136 * 0.136 * 0.136 * 0.136 * 0.136 * Example 27 0.072 * 0.072 * 0.072 * 0.072 * 0.072 * 0.072 * Example 28 0.136 * 0.136 * 0.136 * 0.100 * 0.100 * 0.136 * Example 29 0.072 * 0.072 * 0.072 * 0.072 * 0.072 * 0.072 * Example 30 2.046 2.149 2.149 2.149 2.149 2.046 Example 31 2.149 2.149 2.149 2.149 2.046 0.350 Example 32 2.046 2.149 2.149 2.149 2.149 2.046 Example 33 2.046 2.149 2.149 2.149 2.046 2.046 Example 34 0.350 2.046 2.149 2.149 2.149 2.046 Example 35 0.072 * 0.072 * 0.072 * 0.072 * 0.072 * 0.072 * Example 36 0.100 * 0.100 * 0.072 * 0.072 * 0.072 * 0.072 * Example 37 2.046 2.046 2.046 2.046 0.350 0.350 Example 38 0.100 * 0.100 * 0.100 * 0.072 * 0.072 * 0.072 * Example 39 2.046 2.046 2.046 2.046 2.046 2.046 Example 40 0.136 * 0.136 * 0.136 * 0.136 * 0.100 * 0.100 * Example 41 2.046 2.046 2.046 2.046 2.046 2.046 Example 42 2.149 2.149 2.149 2.149 2.046 2.046 Example 43 2.046 2.046 2.046 2.046 2.046 2.046 Example 44 0.136 * 0.350 2.046 2.046 2.046 2.046 Example 45 0.072 * 0.072 * 0.072 * 0.072 * 0.072 * 0.072 * Example 46 0.100 * 0.100 * 0.100 * 0.100 * 0.100 * 0.100 * Example 47 0.100 * 0.100 * 0.100 * 0.100 * 0.100 * 0.100 * Example 48 0.100 * 0.100 * 0.100 * 0.100 * 0.100 * 0.072 * Example 49 0.350 0.136 * 0.136 * 0.136 * 0.100 * 0.100 * * indicates a solution that has been effectively dissolved. The hop solubility results in Table 5 show a combination of 1% primary surfactant and 0.33% secondary surfactant. Even considering the results from Table 4, hop solubility cannot be predetermined based on knowledge of surfactant type, concentration, and pH.

[0239] With SLS (which is not entirely effective in dissolving hops) as the main surfactant, the addition of small amounts of cocamidopropyl betaine (Example 20), sodium methyl cocoyl taurate (Example 22), lauryl glucoside (Example 23), or poloxamer (Example 24) yielded compositions that completely dissolved hops at each of the tested pH values. This was entirely unexpected, considering that some of these surfactants, when used alone, were completely ineffective at dissolving hops. The combination of sodium lauryl sulfate and sodium cocoyl glutamate (Example 21) was ineffective at dissolving hops except at pH 8 or 9. This was surprising, as 1% SLS alone (Example 3) was effective at pH values ​​below 8, but the addition of 0.33% sodium cocoyl glutamate (Example 21) prevented effective dissolution.

[0240] With regard to cocamidopropyl betaine as the primary surfactant (Examples 25 to 29), all compositions containing auxiliary surfactants functioned at all pH values ​​studied.

[0241] In all cases (where sodium cocoyl glutamate is the primary surfactant (Examples 30 to 34)), the combination with the co-surfactant was ineffective in dissolving hops. Surprisingly, however, when poloxamer was the primary surfactant and sodium cocoyl glutamate was the co-surfactant (Example 47), hops were effectively dissolved. This is surprising because sodium cocoyl glutamate alone is completely ineffective in dissolving hops, and 1% poloxamer alone is only effective at a pH of approximately 9.

[0242] With regard to sodium methylcocoyl taurate as the primary surfactant (Examples 35 to 39), all compositions containing sodium lauryl sulfate, cocamidopropyl betaine, or lauryl glucoside as secondary surfactants produce soluble hops at at least some of the pH values. Combinations of sodium methylcocoyl taurate with sodium cocoyl glutamate (Example 37) or poloxamer (Example 39) were not effective at dissolving hops at any pH value.

[0243] Regarding lauryl glucoside as the primary surfactant (Examples 40 to 44) (which alone did not function to dissolve hops at any pH or concentration), its combination with sodium lauryl sulfate (Example 40) was effective in dissolving hops, while lauryl glucoside and poloxamer (Example 44) functioned at a pH of approximately 4.5. This is surprising, as a combination of two surfactants that cannot dissolve hops at any concentration is effective in dissolving hops at relatively low pH.

[0244] When poloxamer was used as the primary surfactant (Examples 45-49) (which primarily functioned at a 2% concentration), it was effective in dissolving hops across most of the studied pH range, in combination with any of the co-surfactants. In only one case (where poloxamer was combined with lauryl glucoside (Example 49)), instability was observed at pH 4.5. Interestingly, this was the opposite of what was observed when lauryl glucoside was the primary surfactant and poloxamer was the co-surfactant (Example 44). These results are unexpected based on prior art.

[0245] Evaluation of hops stability in dentifrice compositions To investigate the effects of different auxiliary surfactants and flavoring agents on the phase stability of dental floss formulations, a series of base materials were prepared as described in Table 6. The total weight percentage of each component was less than 100% to illustrate the formulation "cavities," which could be filled with silica, binders, sweeteners, dyes, aesthetic modifiers (e.g., mica or titanium dioxide), additional wetting agents / water, etc. Using these base materials allowed any phase instabilities to be rapidly and visually apparent.

[0246] Table 6. Liquid dentifrice base formulations for phase separation evaluation Ingredient Base A Base B Base C Base D Sorbitol (70% solution) 30.000 48.000 60.000 41.040 Glycerin 20.000 -- Treated water 10.000 20.000 23.200 Stannous fluoride 0.450 0.450 0.450 Stannous chloride (10% silica) 0.440 0.560 Sodium gluconate 1.030 1.300 1.060 Sodium citrate 1.380 1.050 Zinc citrate 0.530 Sodium fluoride 0.243 Sodium acid pyrophosphate 3.690 Scope mouthwash 5.000 Zinc lactate 0.250 Xylitol 3.000 Oxalic acid 1.500 Malonic acid 1.700 NaOH (50% solution) 0.870 2.300 0.750 Pores 36.700 24.040 28.767 30.250 Total 100.000 100.000 100.000 100.000 Salt concentration (% by weight of composition including pores) 3.256 7.904 6.233 2.26 Approximate water content (% by weight of composition including pores) ~31 ~54 ~47 ~52 Salt / water ratio 0.10 0.15 0.13 0.04 pH 6.9 6.9 6.9 5.4 Experiments were repeated for each combination of primary surfactant, secondary surfactant, flavor oil type, and hop β-acid extract as defined in Tables 7A, 8A, 9A, and 10A. Flavor 1 was typically characterized as a high-menthol mint blend. Flavoring 2 was typically characterized as a low-menthol mint blend. Flavoring agent 3 was typically characterized as a blend of mint / wintergreen flavoring agents. Flavoring agents are blends of individual flavoring agent components, resulting in flavoring agent compositions with different solubility and polarity properties, which indicate which flavoring agents are typically suitable for use in oral care compositions. Not all variations of flavoring agent compositions observable by an expert in the art can be described; therefore, the use of different compositions is useful for indicating phase separation measurements and for the rapid observation of phase instability in liquid bases. The added salt concentration was based on the concentration (wt%) of soluble salts in the liquid base, including pores. Scope used in base C ® For mouthwash, its salt content is not considered, as it is mainly water.

[0247] The liquid base was prepared using conventional methods. First, the wetting agent and water were combined until completely dissolved, then a chelating agent and stabilizer (e.g., gluconate, citrate, pyrophosphate, oxalate, malonate) were added until completely dissolved. A zinc salt or fluoride salt was added, and the pH was adjusted to approximately 5 to approximately 7.5. Once formed, the base was used for the next step of the experiment within five days. A certain amount of the liquid base was added to a 50 mL conical centrifuge tube. The primary and secondary surfactants were added and vortexed for 30 seconds. The flavor oil was then added and vortexed for 60 seconds. The hop β-acid extract was then added and vortexed for 60 seconds. The liquid composition was allowed to stand for 24 hours before observing and recording phase separation characteristics.

[0248] Some compositions show no visible separation or have discontinuous droplets, while others separate into a continuous layer. If a continuous layer is formed, the layer thickness is measured using caliper. For those embodiments where discontinuous droplets with a layer thickness of less than 1 mm are observed, the liquid composition is considered sufficiently stable to prevent bulk phase separation in the presence of colloidal stabilizers (such as abrasives and polymer binders). For those embodiments where a continuous layer forms with a measurable and well-defined thickness, the liquid composition is considered insufficiently stable or unstable to result in the expected bulk phase separation even in the presence of colloidal stabilizers (such as abrasives and polymer binders). Generally, no surfactant / co-surfactant blend works for all base / flavor combinations or does not work for all base / flavor combinations. Each flavor / base combination must be uniquely examined for phase stability. Similar to the previously used optical density measurements, rapid phase separation testing provides sufficient information to assess phase stability.

[0249] Table 7A describes example formulations that include base material A. Table 7B shows examples of various flavoring agents and auxiliary surfactants (if present) used in formulations with Table 7A, along with their physical separation results.

[0250] Table 7A. Example formulations including Base A Ingredient wt% Base A 63.30 SLS (29% solution) 6.00 (1.74% opacity) Co-surfactant 0-1.00 Hops beta acid extract 0.33 Flavor oil 1.30 Pores 28.07-29.07 Table 7B. Formulations including Base A along with phase separation results and observations Co-surfactant Co-surfactant (net wt%) Flavor Phase separation layer thickness (mm) Phase separation layer observations Example 50 -- -- Flavor 1 <0.5* Discontinuous droplets Example 51 Poloxamer 1.00 Flavorant 1 6.53 Continuous layer Example 52 Tween 80 † ]] 1.00 Flavorant 1 9.55 Continuous layer Example 53 LG 1.00 Flavorant 1 <1* Discontinuous droplets Example 54 SMCT 1.00 Flavorant 1 0* Example 55 SCG 1.00 Flavorant 1 0* Example 56 -- -- Flavorant 2 0* Example 57 Poloxamer 1.00 Flavorant 2 2.72 Continuous layer Example 58 Tween 80 1.00 Flavorant 2 11.11 Continuous layer Example 59 LG 1.00 Flavorant 2 <1* Discontinuous droplets Example 60 SMCT 1.00 Flavorant 2 0* Example 61 SCG 1.00 Flavorant 2 0* Example 62 -- -- Flavorant 3 <0.5* Discontinuous layer Example 63 Tween 80 1.00 Flavorant 3 1.22 Continuous layer Example 64 SMCT 1.00 Flavorant 3 0* Example 65 SCG 1.00 Flavorant 3 0* * indicates a solution that has been effectively dissolved. † Polysorbate 80 Regarding compositions containing base A, SLS alone (Examples 50, 56, 62) and blends of SLS with lauryl glucoside (LG) (Examples 53, 59), sodium methyl cocoyl taurate (SMCT) (Examples 54, 60, 64), and sodium cocoyl glutamate (SCG) (Examples 55, 61, 65) provide effective stability to hop β-acid extract in the presence of all three flavoring agents. Improvements are observed in the SLS / SMCT and SLS / SCG blends compared to SLS alone. Effective stability remains in the SLS / LG blend compared to SLS alone, but with limited variation. Blends of SLS with poloxamer (Examples 51, 57) and Tween 80 (Examples 52, 58, 63) are ineffective in stabilizing hop β-acid extract and any combination of flavoring agents.

[0251] Table 8A describes example formulations that include base material B. Table 8B shows examples of various flavoring agents and auxiliary surfactants (if present) used in formulations with those in Table 8A, along with their physical separation results.

[0252] Table 8A. Example formulations including Base B Ingredient wt% Base B 75.96 SLS (29% solution) 6.00 (1.74% neatness) Co-surfactant 0-1.00 Hop beta acid extract 0.33 Flavor oil 1.30 Cavities 15.41-16.41 Table 8B. Formulations including Base B along with phase separation results and observations Co-surfactant Co-surfactant (net wt%) Flavorant Phase separation layer thickness (mm) Phase separation layer observations Example 66 -- -- Flavorant 1 <1* Discontinuous droplets Example 67 Poloxamer 1.00 Flavorant 1 3.23 Continuous layer Example 68 Tween 80 1.00 Flavorant 1 0* Example 69 LG 1.00 Flavorant 1 <1* Discontinuous droplets Example 70 SMCT 1.00 Flavorant 1 <1* Discontinuous droplets Example 71 SCG 1.00 Flavorant 1 <1* Discontinuous droplets Example 72 -- -- Flavorant 2 <1* Discontinuous droplets Example 73 Poloxamer 1.00 Flavorant 2 3.18 Continuous layer Example 74 Tween 80 1.00 Flavorant 2 0* Example 75 LG 1.00 Flavorant 2 <1* Discontinuous droplets Example 76 SMCT 1.00 Flavorant 2 0* Example 77 SCG 1.00 Flavorant 2 <1* Discontinuous droplets Example 78 -- -- Flavorant 3 <1* Discontinuous droplets Example 79 Tween 80 1.00 Flavorant 3 <1* Discontinuous droplets Example 80 SMCT 1.00 Flavorant 3 <1* Discontinuous droplets Example 81 SCG 1.00 Flavorant 3 <1* Discontinuous droplets * indicates a solution that has been effectively dissolved. For compositions containing base B, SLS alone (Ext. 66, Ext. 72, Ext. 78) and blends of SLS with LG (Ext. 69, Ext. 75), SMCT (Ext. 70, Ext. 76, Ext. 80), SCG (Ext. 71, Ext. 77, Ext. 81), and Tween 80 (Ext. 68, Ext. 74, Ext. 79) provide effective stability to hop β-acid extract in the presence of all three flavoring agents. For flavoring agent 2, SLS / SMCT is an improvement over SLS alone. Otherwise, effective stabilization still exists compared to SLS alone, but the variation is limited. Blends of SLS with poloxamer (Ext. 67, Ext. 73) are ineffective in stabilizing any combination of flavoring agent and hop β-acid extract. Blends of SLS / Tween 80 are effective in base B but ineffective in base A.

[0253] Table 9A describes example formulations that include base ingredient C. Table 9B shows examples of various flavoring agents and auxiliary surfactants (if present) used in formulations with those in Table 9A, along with their physical separation results.

[0254] Table 9A. Example formulations including Base C Ingredient wt% Base C 71.23 SLS (29% solution) 6.00 (1.74% neatness) Co-surfactant 0-1.00 Hop beta acid extract 0.33 Flavor oil 1.30 Cavities 20.14-21.14 Table 9B. Formulations including Base C along with phase separation results and observations Co-surfactant Co-surfactant (net wt%) Flavorant Phase separation layer thickness (mm) Phase separation layer observations Example 82 -- -- Flavorant 1 0* Example 83 Poloxamer 1.00 Flavorant 1 4.39 Continuous layer Example 84 Tween 80 1.00 Flavorant 1 4.93 Continuous layer Example 85 LG 1.00 Flavorant 1 <1* Discontinuous droplets Example 86 SMCT 1.00 Flavorant 1 0* Example 87 SCG 1.00 Flavorant 1 0* Example 88 -- -- Flavorant 2 0* Example 89 Poloxamer 1.00 Flavorant 2 4.37 Continuous layer Example 90 Tween 80 1.00 Flavorant 2 4.16 Continuous layer Example 91 LG 1.00 Flavorant 2 <1* Discontinuous droplets Example 92 SMCT 1.00 Flavorant 2 0* Example 93 SCG 1.00 Flavorant 2 0* Example 94 -- -- Flavorant 3 <1* Discontinuous droplets Example 95 Tween 80 1.00 Flavorant 3 1.48 Continuous layer Example 96 SMCT 1.00 Flavorant 3 <1* Discontinuous droplets Example 97 SCG 1.00 Flavorant 3 0* * indicates a solution that has been effectively dissolved. For compositions containing base C, SLS alone (Examples 82, 88, 94) and blends of SLS with LG (Examples 85, 91), SMCT (Examples 86, 92, 96), and SCG (Examples 87, 93, 97) provide effective stability for all three flavorings in the presence of hop β-acid extract. For flavor 3, SLS / SCG is an improvement over SLS alone. Otherwise, effective stabilization still exists compared to SLS alone, but with limited variation. Blends of SLS with poloxamer (Examples 83, 89) and Tween 80 (Examples 84, 90, 95) are ineffective in stabilizing any flavoring and hop β-acid extract. Blends of SLS / Tween 80 are effective in base B but ineffective in bases A and C.

[0255] Table 10A describes example formulations including base material D. Table 10B shows examples of various flavoring agents and auxiliary surfactants (if present) used in formulations with those in Table 10A, along with their physical separation results.

[0256] Table 10A. Example formulations including Base D Ingredient wt% Base B 75.96 SLS (29% solution) 6.00 (1.74% neatness) Co-surfactant Hop beta acid extract Flavor oil Cavities Co-surfactant 0-1.00 Hop beta acid extract 0.33 Flavor oil 1.30 1 N HCl Dropwise (all samples pH adjusted to 5.4) Cavities 15.41-16.41 Table 10B. Formulations including Base D and phase separation results and observations Co-surfactant Co-surfactant (net wt%) Flavorant Phase separation layer thickness (mm) Phase separation layer observations Example 98 -- -- Flavorant 1 <1* Discontinuous droplets Example 99 Poloxamer 1.00 Flavorant 1 0* Example 100 Betaine 1.00 Flavorant 1 <1* Discontinuous droplets Example 101 Tween 80 1.00 Flavorant 1 0* Example 102 LG 1.00 Flavorant 1 <1* Discontinuous droplets Example 103 SMCT 1.00 Flavorant 1 <1* Discontinuous droplets Example 104 SCG 1.00 Flavorant 1 <1* Discontinuous droplets Example 105 -- -- Flavorant 2 <1* Discontinuous droplets Example 106 Poloxamer 1.00 Flavorant 2 0* Example 107 Betaine 1.00 Flavorant 2 <1* Discontinuous droplets Example 108 Tween 80 1.00 Flavorant 2 0* Example 109 LG 1.00 Flavorant 2 <1* Discontinuous droplets Example 110 SMCT 1.00 Flavorant 2 <1* Discontinuous droplets Example 111 SCG 1.00 Flavorant 2 <1* Discontinuous droplets Example 112 -- -- Flavorant 3 <1* Discontinuous droplets Example 113 Poloxamer 1.00 Flavorant 3 0* Example 114 Betaine 1.00 Flavorant 3 <1* Discontinuous droplets Example 115 Tween 80 1.00 Flavorant 3 0* Example 116 LG 1.00 Flavorant 3 0* Example 117 SMCT 1.00 Flavorant 3 <1* Discontinuous droplets Example 118 SCG 1.00 Flavorant 3 <1* Discontinuous droplets * indicates a solution that has been effectively dissolved. For compositions containing base D, SLS alone, as well as in combination with all auxiliary surfactants (Examples 98 to 118), is capable of effectively dissolving hop β-acid extract in combination with all three flavoring agents. The effective dissolution of hop β-acid extract for all surfactant / flavoring agent combinations considered in base D contrasts with bases A, B, or C (where some surfactant combinations are ineffective in dissolving hop β-acid extract for at least one of the flavoring agents considered). Results for base D do not help predict results for bases A, B, or C. Rapid dissolution tests are effective in screening which surfactant combinations can dissolve hop β-acid extract in the presence of different flavoring agents. The practicality of this test is important because the effectiveness of surfactant systems changes with the composition of the base. Without being bound by theory, it is believed that the increase in added salt concentration from base D to bases A, B, or C is the reason for the change in dissolution effectiveness across different flavoring agent and surfactant system combinations. This is because of the increased salt content or the increased salt-to-water ratio.

[0257] The dimensions and values ​​disclosed herein should not be construed as strictly limited to the precise numerical values ​​cited. Rather, unless otherwise specified, each such dimension is intended to represent the stated value and the range surrounding its functional equivalent. For example, a dimension disclosed as “40 mm” is intended to represent “approximately 40 mm”.

[0258] Unless expressly excluded or otherwise limited, every reference cited herein, including any cross-references or related patents or patent applications, and any patent application or patent claiming priority to or benefiting from it, is incorporated herein by reference in its entirety. A reference to any document is not an admission that it is prior art concerning any invention disclosed or claimed herein, nor is it an admission that it, alone or in any combination with any other reference, teaches, suggests, or discloses any such invention. Furthermore, where any meaning or definition of a term in this invention conflicts with any meaning or definition of the same term in a referenced document, the meaning or definition given to that term in this invention shall prevail.

[0259] While specific embodiments of the invention have been illustrated and described, it will be apparent to those skilled in the art that various other changes and modifications can be made without departing from the spirit and scope of the invention. Therefore, it is intended that all such changes and modifications falling within the scope of the invention be covered by the appended claims.

Claims

1. An oral care composition comprising: Hops acid; and One or more surfactants, The solution containing the hop acid and one or more surfactants has an initial optical density of 0.136 or less, preferably 0.100 or less, more preferably 0.072 or less at 600 nm in a pH range of about 4.5 to about 9.

2. The oral care composition of claim 1, wherein the one or more surfactants comprises sodium cocoyl glutamate, lauryl glucoside, or poloxamer, and the oral care composition comprises at least two surfactants.

3. The oral care composition of claim 1, wherein the one or more surfactants are composed of a single surfactant, and the single surfactant comprises less than about 2% sodium methylcocoyl taurate.

4. The oral care composition of claim 1, wherein the one or more surfactants are composed of a single surfactant, and the single surfactant does not include sodium cocoyl glutamate, lauryl glucoside, or poloxamer.

5. The oral care composition according to any one of claims 1 to 3, wherein the one or more surfactants are selected from the group consisting of sodium lauryl sulfate, cocamidopropyl betaine, sodium cocoglutamate, sodium methyl cocoyl taurate, or combinations thereof, preferably wherein the one or more surfactants are substantially composed of sodium lauryl sulfate, cocamidopropyl betaine, sodium methyl cocoyl taurate, or combinations thereof.

6. The oral care composition according to any one of the preceding claims, wherein the oral care composition comprises greater than 0% to about 5%, preferably greater than 0% to about 2% of the sodium lauryl sulfate by weight of the oral care composition, and the pH range is about 7 to about 9.

7. The oral care composition according to any one of the preceding claims, wherein the oral care composition comprises about 2% sodium lauryl sulfate by weight of the oral care composition, and the pH range is about 7 to about 9.

8. The oral care composition according to any one of the preceding claims, wherein the oral care composition comprises more than 0% to about 1% of the cocamidopropyl betaine by weight of the oral care composition, and the pH range is about 5 to about 9.

9. The oral care composition according to any one of claims 1 to 12, wherein the one or more surfactants comprises sodium lauryl sulfate as the primary surfactant and auxiliary surfactants comprising cocamidopropyl betaine, sodium methyl cocoyl taurate, lauryl glucoside, or poloxamer.

10. The oral care composition according to any one of claims 1 to 12, wherein the one or more surfactants comprise cocamidopropyl betaine as the primary surfactant and auxiliary surfactants comprising sodium lauryl sulfate, sodium methyl cocoyl taurate, lauryl glucoside, or poloxamer.

11. The oral care composition according to any one of claims 1 to 12, wherein the one or more surfactants comprise sodium methylcocoyl taurate as the primary surfactant and auxiliary surfactants comprising sodium lauryl sulfate, cocamidopropyl betaine, or lauryl glucoside.

12. The oral care composition according to any one of claims 1 to 12, wherein the one or more surfactants comprise lauryl glucoside as the primary surfactant and an auxiliary surfactant comprising sodium lauryl sulfate, preferably wherein the pH is about 8 to about 9.

13. The oral care composition according to any one of claims 1 to 12, wherein the one or more surfactants comprise poloxamer as the primary surfactant and auxiliary surfactants comprising sodium lauryl sulfate, cocamidopropyl betaine, sodium cocoglutamate, sodium methyl cocoyl taurate, or lauryl glucoside.

14. The oral care composition according to the preceding claim, wherein the auxiliary surfactant comprises lauryl glucoside, preferably wherein the pH is about 8 to about 9.

15. The oral care composition according to any one of the preceding claims, wherein the oral care composition further comprises about 0.01% to about 10% by weight of the composition a metal ion source, preferably wherein the metal ion source comprises tin, zinc, or a combination thereof.

16. The oral care composition according to any one of the preceding claims, wherein hop β-acid comprises only non-hydrogenated hop β-acid.

17. The oral care composition according to any one of the preceding claims, wherein the oral care composition comprises more than 0% to about 5%, preferably more than 0% to about 3%, more preferably more than 0% to about 2% of the one or more surfactants by weight of the composition.

18. The oral care composition of claim 1, wherein the composition is a mouthwash.

19. An oral care composition comprising: Hops acidity; Flavoring agents; and One or more surfactants, The oral care composition has an added salt concentration of at least 2.5% by weight of the oral care composition and a pH of about 5 to about 7.

5. The oral care composition described herein is phase stable.

20. The oral care composition of claim 19, wherein one or more surfactants comprise sodium lauryl sulfate.

21. The oral care composition of claim 20, wherein the one or more surfactants further comprises polysorbate 80, lauryl glucoside, sodium methyl cocoyl taurate, sodium cocoyl glutamate, or combinations thereof.

22. The oral care composition of claim 20, wherein the one or more surfactants are free of poloxamer, polysorbate 80, or combinations thereof.

23. The oral care composition according to any one of claims 19 to 22, wherein the concentration of the added salt is at least 3%.

24. The oral care composition according to any one of claims 19 to 23, wherein the weight percentage ratio of the added salt to water is 0.05 or greater, or preferably about 0.1 or greater.

25. The oral care composition according to any one of claims 19 to 24, wherein the composition is free of zinc lactate.

26. The oral care composition according to any one of claims 19 to 25, wherein the composition comprises sodium citrate.

27. The oral care composition according to any one of claims 19 to 26, wherein the composition is a dental cleaning composition.

28. The oral care composition according to any one of claims 19 to 27, wherein the flavoring agent comprises a peppermint flavoring agent, a wintergreen flavoring agent, or a combination thereof.

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