RU2801309C2 - Oral care composition - Google Patents

Abstract

FIELD: oral care.

SUBSTANCE: invention relates to a method of producing an oral care composition containing gingerdiol. The method includes the following steps: i) adding gingerdiol to a polyol or a mixture of polyols containing less than 5 wt.% of water relative to the weight of the mixture of polyols, obtaining a pre-mixture based on gingerdiol in the form of a suspension or solution; ii) adding the resulting suspension or solution to the liquid base composition.

EFFECT: using the method ensures uniform distribution of gingerdiol throughout the product.

13 cl, 2 tbl

Description

The present invention relates to a composition for caring for the oral cavity, more specifically to a composition for application to the external surface or oral cavity.

BACKGROUND OF THE INVENTION

Many of the foods we eat have a negative impact on our teeth and mouth. Acidic drinks and sweets, for example, can lead to tooth erosion due to damage to the enamel, which is the outer covering that protects teeth. Sticky foods can accumulate in the spaces between teeth and in the area between the gums and teeth. In the absence of proper oral hygiene, they can harden over time by oral bacteria to form a film known as plaque. Gingivitis is an inflammation of the gums caused by a buildup of plaque and/or bacteria. During gingivitis, bacteria found in plaque biofilms and their respective components interact with gum tissue. Gingivitis is a mild phase of periodontal disease and is defined as reversible inflammation. It is thought that a good oral hygiene habit, such as brushing your teeth and using a mouthwash with a therapeutic antimicrobial and anti-inflammatory action, can be an effective way to reduce gingivitis in people. Chronic gingivitis causes the gums to bleed easily during brushing. Gingivitis can develop into a more severe condition (chronic periodontitis), in which the inflammatory process extends to the periodontal ligament and alveolar bone and/or has a significant systemic impact on health. Chronic periodontitis is asymptomatic until there is displacement, loosening or loss of teeth.

KR100835899 (Korean Res. Inst of Bioscience, 2008) describes an extract of ginger Zingiber officinale Roscoe or gingerol isolated from it, showing antibacterial ability and sterilizing ability, thus allowing it to be used to prevent or treat periodontal disease.

WO2018/041544 describes a combination of gingerdiol and vitamin B3 as an active anti-inflammatory agent that can be used in oral, scalp/hair and skin care products.

However, obtaining an oral care composition in which gingerdiol is evenly distributed throughout the product is a challenge. The present invention describes a manufacturing method in which gingerdiol is evenly distributed throughout the product.

SUMMARY OF THE INVENTION

The present invention relates to a method for preparing an oral composition containing gingerdiol, comprising the following steps:

i) adding gingerdiol to a polyol or a mixture of polyols containing less than 5% of the mass. water relative to the weight of the mixture of polyols, obtaining a pre-mixture based on gingerdiol in the form of a suspension or solution

ii) adding the resulting premix to the liquid base composition.

The present invention also relates to an oral composition containing an gingerdiol-based composition in which gingerdiol is in polycrystalline form.

DETAILED DESCRIPTION OF THE INVENTION

The compositions obtained according to the present invention contain gingerdiol.

Imbirdiol is also known by the chemical name 1-(4-hydroxy-3-methoxyphenyl)decan-3,5-diol. The gingerdiol for use in the composition of the present invention must be synthesized in a chemical reaction. A suitable chemical synthesis process includes the steps of providing gingerol in a suitable solvent and reducing agent at a temperature of 0 to 10°C; heating the reaction mixture to 15-25 °C to obtain imberdiol; and separating the gingerdiol from said mixture by solvent extraction .

The gingerdiol of the present invention has the following chemical structure as shown below:

1-(4-hydroxy-3-methoxyphenyl)decane-3,5-diol;

Various possible chemicals and process conditions that can be used in the preparation of imberdiol are described in WO2018/041544.

Preferably, if gingerdiol is present in the total composition in an amount of 0.01% wt. up to 5% wt., more preferably from 0.05% wt. up to 2% wt., most preferably in an amount of from 0.1% wt. up to 1% wt.

The weight ratio of gingerdiol to polyol in the premix is preferably 2:1 to 1:15, more preferably 1:1 to 1:10, most preferably 1:2 to 1:6.

Gingerdiol is preferably added to a polyol or a mixture of polyols to form a preblend at a temperature of 40°C to 90°C, more preferably 50°C to 70°C, these temperatures being particularly preferred if the polyol is glycerol.

The base composition preferably contains water and/or sorbitol, or preferably when the composition is in non-aqueous glycerol.

The preferred method comprising the following steps:

i) adding gingerdiol to a polyol or a mixture of polyols containing less than 5% of the mass. water relative to the weight of the mixture of polyols, obtaining a pre-mixture based on gingerdiol in the form of a suspension or solution;

ii) obtaining a liquid base composition containing a polyol and particles;

iii) adding the gingerdiol premix to the liquid base composition;

iv) adding additional particles to the resulting composition.

The base composition preferably contains a particulate material, said particulate material preferably containing silica. Preferably, if the content of silicon dioxide in the composition for pre-treatment i) is from 20 to 80% of the mass. relative to the total content of silicon dioxide in the composition, more preferably from 30 to 70 wt. -%, most preferably from 40 to 60 wt.%.

If present, it is preferred if the surfactant is added with additional particles in step iv).

In a preferred embodiment, the polyol in the gingerdiol premix comprises glycerin. Preferably, if the mixture of polyols used to dissolve gingerdiol to obtain a pre-blend contains at least 95% of the mass. one polyol relative to the weight of the total mixture of polyols, more preferably 99% of the mass.

The composition of the present invention is an oral care composition, which is preferably used for cleaning oral surfaces and is known as an oral care composition.

Accordingly, preferred formulations for the compositions of the present invention are those suitable for brushing and/or rinsing oral surfaces.

The composition according to the present invention is most preferably in the form of a dentifrice. The term "dentifrice" means an oral composition that is used to clean oral surfaces. Such a composition is not intentionally swallowed for the purpose of systemically administering therapeutic agents, but is applied to the oral cavity, used to treat the oral cavity and then spit out. Typically, such a composition is used in conjunction with a cleaning agent, such as a toothbrush, typically by applying it to the bristles of the toothbrush and then brushing the exposed oral surfaces.

The dentifrice/toothpaste is preferably in the form of an extrudable semi-solid such as a cream, paste or gel (or a mixture thereof).

The liquid base preferably contains water, it is also preferred if the liquid base contains sorbitol. In a dentifrice, a combination of sorbitol and water is preferred.

According to some variants of implementation of the water content is from 15 to 50% of the mass. relative to the weight of the total weight of the composition, in other embodiments the water content is kept to a minimum, such compositions are known as non-aqueous. In non-aqueous compositions, the water content is less than 0.5% of the mass. relative to the weight of the total weight of the composition.

A composition of the present invention (such as a dentifrice/toothpaste) will generally contain additional ingredients to improve efficacy and/or consumer acceptance in addition to the ingredients listed above.

The compositions of the present invention, in particular toothpastes, preferably contain particulate abrasives such as silicas, aluminas, calcium carbonates, dicalcium phosphates, calcium pyrophosphates, hydroxyapatites, trimetaphosphates, insoluble hexametaphosphates, etc., including abrasive materials in the form of agglomerated particles, usually in an amount of from 3 to 60% by weight relative to the weight of the composition for caring for the oral cavity.

The proposed composition, in particular toothpaste, preferably contains an abrasive based on silicon dioxide. Preferred abrasive silicas for use in the present invention are low refractive silicas. It can be used as the sole abrasive silica or in combination with low levels of other abrasive silicas, such as the abrasive silicas according to EP 236070. The low refractive index silicas used as abrasives in the present invention are preferably apparent refractive index (RI) in the range of 1.41 to 1.47, preferably 1.435 to 1.445, and preferably having a weighted average particle size of 5 to 15 mm, a BET surface area (nitrogen) of 10 to 100 m ² / g and oil absorption from about 70 to 150 cm ³ /100 g, but it is also possible to use abrasive silica with a lower apparent refractive index.

Typical examples of suitable low refractive index silica abrasives (eg R.I. 1.435 to 1.445) are Tixosil 63 and 73 from Rhone Poulenc; Sident 10 by Degussa; Zeodent 113 from Zeofinn; Zeodent 124 from Huber, Sorbosil AC 77 from Crosfield Chemicals (with an R.I. of about 1.440). In general, the amount of such silicas in the proposed composition is from 5 to 60% by weight, usually from 5 to 20% by weight.

The proposed composition, in particular if it is a toothpaste, preferably contains an inorganic or natural or synthetic thickener or gelling agent with a relative content of from about 0.10 to about 15% by weight, depending on the selected material. Such relative thickener levels in the dentifrice compositions of the present invention produce an extrudable, shape-retaining product that can be extruded from a tube onto a toothbrush and that will not fall between the bristles of the brush, but rather will substantially retain its shape on the brush. . Suitable thickeners or gelling agents useful in the practice of the present invention include inorganic thickening silicas such as amorphous silicas available from Huber Corporation under the trade name Zeodent 165, Irish moss, iota carrageenan, gum tragacanth, and polyvinylpyrrolidone.

The compositions of the present invention preferably contain a polymeric deposition aid. The proposed composition preferably contains polymers based on acid anhydrides, especially preferred are copolymers of maleic anhydride with methyl vinyl ether, in which the anhydride fragment may be in partially or completely hydrolyzed or alcoholized form. Preferred copolymers include Gantrez(R) polymers such as:

Gantrez S-95: molecular weight 216000; free acid;

Gantrez S-96: molecular weight 700,000; free acid;

Gantrez S-97: molecular weight 1500000; free acid; And

Gantrez MS-955: molecular weight 1060000; calcium/sodium salt.

Particularly preferred copolymers of maleic acid and methyl vinyl ether have a molecular weight of 1,000,000 or more, with Gantrez S-97 being a particularly preferred material.

The compositions of the present invention may contain a tooth whitening agent. The bleaching agent preferably contains a green and/or blue pigment. In the context of the present invention, a pigment is generally understood to mean a tooth shade/material that is insoluble in the respective medium at the respective temperature. In this it differs from dyes, which are soluble. In the context of the present invention, a "suitable medium" is human saliva, a liquid medium in which the proposed composition is used at the temperature of the oral cavity during brushing, that is, up to 37 degrees Celsius. As a reasonable approximation, consider that the appropriate medium may be water and the corresponding temperature is 25 degrees Celsius.

The blue pigment is preferably a blue pigment 15, more preferably a blue pigment 15:1, 15:2, 15:3, 15:4, 15:5 or 15:6, most preferably 15:1. The preferred pigment is a blue pigment, which is a phthalocyanine blue pigment, CI No. 74160, covarine blue.

The preferred green pigment is phthalocyanine green, preferably Cl-74260 phthalocyanine green.

The total pigment content in the proposed composition is preferably from 0.01% of the mass. up to 3% wt., more preferably from 0.02 to 2% wt.

If the composition is a toothpaste, it may be a two-phase paste, with the whitening pigments in one phase.

The compositions of the present invention may contain water-soluble or sparingly water-soluble zinc ion sources such as zinc chloride, zinc acetate, zinc gluconate, zinc sulfate, zinc fluoride, zinc citrate, zinc lactate, zinc oxide, zinc monoglycerolate, zinc tartrate, zinc pyrophosphate, and maleate. zinc;

Compositions of the present invention may contain oral care enzyme systems such as hydrogen peroxide producing enzyme systems (e.g., the enzyme glucose oxidase of the oxidoreductase class), amyloglucosidase, dextranase, and/or mutanase (optionally in the presence of zinc ion supplying compounds, and/ or derivatives of 8-hydroxyquinoline), lactoperoxidase, lactoferrin, lysozyme and mixtures thereof;

The compositions of the present invention may contain fluoride sources such as sodium fluoride, tin fluoride, tin pyrophosphate, sodium monofluorophosphate, zinc ammonium fluoride, tin ammonium fluoride, calcium fluoride, cobalt ammonium fluoride, and mixtures thereof;

In one embodiment, a preferred class of active oral agents for incorporation into the compositions of the present invention includes agents for remineralizing teeth. The term "remineralization" in the context of the present invention means the in situ formation of hydroxyapatite on the teeth.

A specific example of a suitable tooth remineralizing agent is a mixture of a calcium source and a phosphate source which, when delivered to the teeth, results in in situ formation of hydroxyapatite on the teeth.

Illustrative examples of the types of calcium sources that can be used in this context (hereinafter referred to as "remineralizing calcium sources") include, for example, calcium phosphate, calcium gluconate, calcium oxide, calcium lactate, calcium glycerophosphate, calcium carbonate, calcium hydroxide, calcium sulfate, calcium carboxymethylcellulose, calcium alginate, calcium salts of citric acid, calcium silicate and mixtures thereof. The remineralizing calcium source is preferably calcium silicate.

The amount of remineralizing calcium source(s) (e.g., calcium silicate) in the composition of the present invention is typically 1 to 30%, preferably 5 to 20%, by total weight of the remineralizing calcium source, based on the total weight of the oral composition.

Illustrative examples of the types of phosphate sources that can be used in this context (hereinafter referred to as "remineralizing phosphate sources") include, for example, monosodium dihydrogen phosphate, disodium hydrogen phosphate, sodium pyrophosphate, tetrasodium pyrophosphate, sodium tripolyphosphate, sodium hexametaphosphate, potassium dihydrogen phosphate, trisodium phosphate, tripotassium phosphate; and mixtures thereof. The remineralizing phosphate source is preferably a mixture of trisodium phosphate and sodium dihydrogen phosphate.

The amount of remineralizing phosphate source(s) (e.g., trisodium phosphate and sodium dihydrogen phosphate) in the composition of the present invention is typically 2 to 15%, preferably 4 to 10%, by total weight of the remineralizing phosphate source, based on the total weight of the care composition. oral cavity.

Mixtures of any of the materials described above can also be used.

The composition according to the present invention will include additional ingredients that are widely used in the art, such as:

antimicrobials, eg chlorhexidine, sanguinarine extract, metronidazole, quaternary ammonium compounds such as cetylpyridinium chloride; bis-guanides such as chlorhexidine digluconate, hexetidine, octenidine, alexidine; and halogenated bisphenolic compounds such as 2,2'-methylenebis-(4-chloro-6-bromophenol);

anti-inflammatory agents such as ibuprofen, flurbiprofen, aspirin, indomethacin, etc.;

anti-caries agents such as sodium and stannous fluorides, aminofluorides, sodium monofluorophosphate, sodium trimetaphosphate and casein;

antiplaque buffers such as urea, calcium lactate, calcium glycerophosphate and strontium polyacrylates;

vitamins such as vitamins A, C and E;

plant extracts;

vegetable antioxidants such as flavonoids, catechins, polyphenols, tannic compounds and mixtures thereof;

desensitizers, for example, potassium citrate, potassium chloride, potassium tartrate, potassium bicarbonate, potassium oxalate, potassium nitrate and strontium salts;

antitartar agents, for example, alkali metal pyrophosphates, polymers containing pyrophosphites, organic phosphonates and phosphocitrates, etc.;

biomolecules, eg bacteriocins, antibodies, enzymes, etc.;

flavorings such as peppermint and spearmint oils;

protein materials such as collagen;

preservatives;

opacifiers;

amino acids such as arginine;

dyes;

pH regulators;

sweeteners;

pharmaceutically acceptable carriers, eg starch, sucrose, water or water/alcohol systems, etc.;

surfactants such as anionic, nonionic, cationic and zwitterionic or amphoteric surfactants;

humectants such as glycerin, sorbitol, propylene glycol, xylitol, lactitol, etc.;

binders and thickeners such as sodium carboxymethylcellulose, hydroxyethylcellulose (Natrosol® (Natrosol)), xanthan gum, gum arabic, etc., as well as synthetic polymers such as polyacrylates and carboxyvinyl polymers such as Carbopol® (Carbopol);

you can also include polymeric compounds that can improve the delivery of active ingredients, such as antimicrobials;

buffers and salts for buffering the pH and ionic strength of the oral composition; And

other optional ingredients that may be included are, for example, bleaching agents such as peroxy compounds such as potassium peroxydiphosphate, bubble generating systems such as sodium bicarbonate/citric acid systems, and color change systems.

Further, the present invention will be illustrated using the following non-limiting examples.

EXAMPLES

The base composition was obtained by combining water + sorbitol followed by the addition of TiO ₂ , saccharin and PEG 1500 and sodium fluoride to the mixture. After that, silicon dioxide and sodium carboxymethylcellulose were added.

In a separate vessel, gingerdiol was added to the polyol shown in Table 1. The mixture was heated to 65°C and stirred. The resulting gingerdiol-based premix was added to the base composition.

Finally, silica, surfactant and other minor substances were added.

The composition of the samples is shown in table 1:

Table 1

chemical name Percentage in composition sample 1 Sample 2 Sample 3 Sample A Titanium Dioxide (Anatase) 0.25 0.25 0.25 0.25 Glycerol* 1.11 0 0 0 Glycerol** 1.11 Propylene Glycol* 0 1.11 0 0 70% sorbitol/30% water* 0 0 1.11 0 flavoring 1.2 1.2 1.2 1.2 Water 31.2 31.2 31.2 31.2 Synthetic amorphous silicon dioxide 16 16 16 16 Polyethylene glycol 2 2 2 2 Sulfuric acid, mono-C12-18-alkyl esters, sodium salts 1.7 1.7 1.7 1.7 sodium fluoride 0.32 0.32 0.32 0.32 1-(4-hydroxy-3-methoxyphenyl)decane-3,5-diol; gingerdiol 0.3 0.3 0.3 0.3 Sodium carboxymethylcellulose 0.7 0.7 0.7 0.7 Sorbitol and minor substances Up to 100 Up to 100 Up to 100 Up to 100

*added as a premix with gingerdiol.

**included

The ease of preparation of the composition is indicated in table 2.

table 2

Sample results 1 Uniform dispersion of gingerdiol in toothpaste 3 Dispersion of gingerdiol in toothpaste is not as uniform 2 Uniform dispersion of gingerdiol in toothpaste A Difficult to obtain, not dispersed

The results shown in Table 2 show that it is easier to obtain a composition with samples according to the present invention than with a comparative sample.

Claims (15)

1. A method for producing an oral care composition containing gingerdiol, comprising the following steps: i) adding gingerdiol to a polyol or a mixture of polyols containing less than 5% of the mass. water relative to the weight of the mixture of polyols, obtaining a pre-mixture based on gingerdiol in the form of a suspension or solution; ii) adding the resulting suspension or solution to the liquid base composition. 2. The method of claim. 1, in which the polyol or mixture of polyols includes glycerin. 3. The method according to claim 1 or 2, wherein the polyol or mixture of polyols is at a temperature of 50 to 90° C. when or after the addition of gingerdiol. 4. The method according to any preceding paragraph, in which the mixture of polyols contains at least 95% of the mass. one polyol relative to the weight of the total mixture of polyols. 5. The method according to any preceding paragraph, in which the content of gingerdiol in the total composition is from 0.01 to 5% wt., preferably from 0.05 to 2% wt., more preferably from 0.1 to 1% wt. 6. The process according to any one of the preceding claims, wherein the weight ratio of gingerdiol to polyol in the preblend is 2:1 to 1:15, preferably 1:1 to 1:10, more preferably 1:2 to 1:6. 7. The method according to any one of the preceding claims, wherein the liquid base composition comprises water and sorbitol. 8. The method according to p. 7, in which the water content in the total composition is from 15 to 50% of the mass. relative to the weight of the total composition. 9. The method according to any one of the preceding claims, wherein the composition comprises particles. 10. The method of any one of the preceding claims, wherein the liquid base composition contains particles. 11. The method according to any one of the preceding claims, wherein the particles contain silica. 12. The method according to any one of paragraphs. 9-11, in which part of the particles are added to the liquid base composition after the addition of gingerdiol. 13. The method of any one of the preceding claims, wherein the oral composition is a dentifrice.