EP4110281A1

EP4110281A1 - Bio-fermented surfactants for reducing abrasion of dental enamel

Info

Publication number: EP4110281A1
Application number: EP20842222.0A
Authority: EP
Inventors: Annika Baehren; Marianne Waldmann-Laue; Jennifer Evening; Melanie Schmidt
Original assignee: Henkel AG and Co KGaA
Current assignee: Henkel AG and Co KGaA
Priority date: 2020-02-27
Filing date: 2020-12-23
Publication date: 2023-01-04
Also published as: WO2021170283A1; DE102020105116A1

Abstract

The present invention relates to oral and dental care products containing bio-fermented surfactants that reduce the loss of dental enamel, and to the use of these surfactants for reducing dental enamel loss.

Description

Bio-fermented surfactants to reduce the abrasion of tooth enamel "

The present invention relates to oral and dental care products which contain substances which reduce the breakdown of tooth enamel, as well as the use of the substances for reducing the breakdown of tooth enamel.

Oral hygiene is an important part of human daily hygiene. When cleaning, especially with the help of a toothbrush, the tooth enamel is inevitably attacked while the impurities are removed. This effect of abrasion of the tooth enamel is intensified by abrasive substances that are contained in many oral and / or dental care products. The abrasive substances are intended to ensure particularly white teeth, which are considered the epitome of health and beauty.

The object of the present invention is to provide an oral and dental care product which may contain abrasive substances, but by which the tooth enamel is less affected than with conventional oral and dental care products. Surprisingly, it has been shown that bio-fermented surfactants can reduce the breakdown of tooth enamel.

In a first embodiment, the object on which the present invention is based is therefore achieved by an oral and dental care agent which has at least one bio-fermented surfactant. The agent according to the invention preferably also contains at least one abrasive.

Oral and / or dental care products for the purposes of the present invention are products for oral hygiene. For example, they can be in the form of a mouthwash, gel, liquid toothpaste lotion or stiff toothpaste.

Agents according to the invention preferably have the at least one bio-fermented surfactant in a proportion of 0.1% by weight to 10% by weight based on the total weight of the agent. Surprisingly, it has been shown that with a proportion of 0.1% by weight or more, in particular 0.2% by weight or more, preferably 0.3% by weight or more, preferably 0.4% by weight % or more, preferably 0.5% by weight or more and particularly preferably 0.6% by weight or more, the abrasive effect on the tooth enamel, which results from the cleaning of the teeth with abrasive substances, is significantly reduced can be. Proportions of less than 0.1% by weight show little or no effect in this regard.

Bio-fermented surfactant proportions of more than 10% by weight are not necessary. The effectiveness of the surfactant does not increase any further. In addition, the bio-fermented surfactants lead to significant foam formation in the mouth. The formation of foam is desirable, but only to a limited extent. According to the invention, the proportion of bio-fermented surfactant is 10% by weight. or less, preferably 9% by weight or less, in particular 8% by weight or less, preferably 7% by weight or less, especially 6% by weight or less or 5% by weight or less. The proportion of bio-fermented surfactant is particularly preferably in the range from 0.15% by weight to 4% by weight, preferably from 0.25% by weight to 3% by weight, in particular from 0.4% by weight. -% to 2% by weight, preferably from 0.5% by weight to 1.5% by weight.

If quantitative data are given in the present application, then it is usually% by weight, unless explicitly stated otherwise. These always relate to the total weight of the agent, which corresponds to 100% by weight. If ranges are disclosed in the present case, numerical values in between are also always to be understood as disclosed.

Bio-fermented surfactants in the context of the present invention are biosurfactants that are subjected to a fermentation process. Biosurfactants are surfactant molecules based on vegetable oil and sugar substrates, in particular based on sugar substrates, which are produced in particular from renewable raw materials. Suitable biosurfactants are in particular glycolipids. These are phosphorus-free structural lipids in which one or more mono- or oligosaccharides are glycosidically bound to a lipid molecule. The glycolipids, which are particularly preferred here, are the most widespread group of low molecular weight biosurfactants and can be divided into:

• Rhamnose lipids

• Sophorose lipids

• Trehalose and other mycolic acid containing glycolipids

• Cellobiose and mannosylerythritol lipids

Rhamnose lipids are particularly preferred in the present case. These are based on rhamnose as the sugar molecule and a 3- (hydroxyalkanoyloxy) alkanecarboxylic acid as the fatty acid. In particular, a distinction is made between mono- and di-rhamnose lipids, depending on whether the lipid has one or two rhamnose units. Di-rhamnose lipids are preferred here

According to the invention, these biosurfactants are subjected to fermentation, as a result of which they become biofermented surfactants for the purposes of the present invention. A suitable organic fermented surfactant is, for example, under the trade name Rheance ^® One. By the company Evonik, Germany, available.

As polishing components or abrasives can all heretofore known polishing agent, but preferably precipitated and gel silicas, aluminum hydroxide, aluminum silicate, alumina, alumina trihydrate, insoluble sodium metaphosphate, calcium pyrophosphate, calcium hydrogen phosphate, dicalcium phosphate, chalk, hydroxyapatite, hydrotalcites, talc, magnesium aluminum silicate (Veegum ^®), calcium sulfate, Magnesium carbonate, magnesium oxide, sodium aluminum silicates, for example zeolite A, or organic polymers, for example polymethacrylate, can be used. The polishing agents are preferably used in amounts of not more than 35% by weight. The polishing agents are preferably contained in a proportion of 5% by weight to 30% by weight, in particular 10% by weight to 25% by weight, preferably 15% by weight to 20% by weight. Polishing agents and abrasives are used synonymously in the present application.

In addition to the abovementioned abrasives, an agent according to the invention can, in a preferred embodiment, also contain activated carbon. Activated charcoal also has an abrasive effect and also enables the agent to be colored without discolouring the teeth. In a preferred embodiment, the agent according to the invention also has activated carbon in a proportion of 0.5% by weight to 2% by weight, in particular from 1% by weight to 1.5% by weight. Activated charcoal has a strong abrasive effect, so that larger proportions could be disadvantageous with regard to tooth enamel. Smaller amounts have no effect on the visual appearance of the agent.

The activated carbon preferably has a particle size in the range from 50-100 μm.

The agent according to the invention is usually incorporated into a suitable carrier. In addition to the carrier, the agents according to the invention also contain one or more components selected from aromatic oils, binders, consistency regulators, caries-inhibiting compounds, pH adjusters, anti-tartar active ingredients and demineralization inhibitors.

Powdery preparations or aqueous or aqueous alcoholic solutions, for example, containing 0 to 15% by weight of ethanol, 1 to 1.5% by weight of aromatic oils and 0.01 to 0.5% by weight of sweeteners as mouthwashes or as Mouthwash concentrates 15 to 60% by weight ethanol. 0.05 to 5% by weight of aromatic oils, 0.1 to 3% by weight of sweeteners and possibly other auxiliaries and can be diluted with water before use.

Gels or more or less flowable pastes, which are squeezed out of flexible plastic containers or tubes and applied to the teeth with the aid of a toothbrush, can also serve as carriers. Such products contain higher amounts of humectants and binders or consistency regulators and polishing components (abrasives). These preparations also contain aromatic oils, sweeteners and water.

Glycerine, sorbitol, xylitol, propylene glycols, polyethylene glycols or mixtures of these polyols, in particular those polyethylene glycols with molecular weights from 200 to 2000, preferably from 400 to 800, can be used as humectants. Sorbitol is preferably contained as the humectant in an amount of 25% by weight to 40% by weight.

Condensed phosphates in the form of their alkali salts, preferably in the form of their sodium or potassium salts, can be present as anti-tartar active ingredients and as demineralization inhibitors. The aqueous solutions of these phosphates have an alkaline reaction due to hydrolytic effects. The pH of the agents according to the invention is brought to the preferred values of 7.5 to 9 by adding acid set. In principle, the pH can be between pH 4 and pH 12, in particular between pH 5 and pH 11.

Mixtures of different condensed phosphates or hydrated salts of the condensed phosphates can also be used. The specific amounts of 2% by weight to 12% by weight are based on the anhydrous salts. A sodium or potassium tripolyphosphate is preferably present as the condensed phosphate in an amount of 5% by weight to 10% by weight of the composition.

An active ingredient preferably contained is a caries-inhibiting fluorine compound, preferably from the group of fluorides or monofluorophosphates, in an amount of 0.1% by weight to 0.5% by weight of fluorine. Suitable fluorine compounds are e.g. B. Sodium monofluorophosphate (Na ₂ P03F), potassium monofluorophosphate, sodium fluoride, potassium fluoride, tin fluoride or the fluoride of an organic amino compound.

Natural and synthetic water-soluble polymers such as carragheen, tragacanth, guar, starch and their nonionic derivatives such as hydroxypropyl guar, hydroxyethyl starch, cellulose ethers such as hydroxyethyl cellulose or methylhydroxypropyl cellulose are used as binders and consistency regulators. Also agar-agar, xanthan gum, pectins, water-soluble carboxyvinyl polymers (eg Carbopol ^® types), polyvinyl alcohol, polyvinylpyrrolidone, higher molecular weight polyethylene glycols (molecular weight 10 ³ to 10 ⁶ D). Further substances that are suitable for controlling viscosity are sheet silicates such as montmohllonite clays, colloidal thickening silicas, such as airgel silicic acid or pyrogenic silicas.

The tooth and / or oral care products according to the invention can be improved in their organoleptic properties by adding aromatic oils and sweeteners. All natural and synthetic aromas customary for oral, dental and / or dental prosthesis care products can be used as aroma oils. Natural flavors can be used both in the form of the essential oils isolated from the drugs and as the individual components isolated from them. It should preferably contain at least one aromatic oil from the group consisting of peppermint oil, spearmint oil, anise oil, caraway oil, eucalyptus oil, fennel oil, cinnamon oil, geranium oil, sage oil, thyme oil, marjoram oil, basil oil, citrus oil, gaultheria oil or one or more synthetically produced components of these oils isolated therefrom. The most important components of the oils mentioned are e.g. menthol,

Carvone, anethole, cineol, eugenol, cinnamaldehyde, geraniol, citronellol, linalool, salven, thymol, terpinene, terpinol, methylchavicol and methyl salicylate. Other suitable flavors are, for example, menthyl acetate, vanillin, ionone, linalyl acetate, rhodinol and piperitone. Suitable sweeteners are either natural sugars such as sucrose, maltose, lactose and fructose or synthetic sweeteners such as sodium saccharin, sodium cyclamate or aspartame. Other common additives for oral and / or dental care products are, for example, pigments, e.g. titanium dioxide, and / or dyes, pH adjusters and buffer substances such as sodium bicarbonate, sodium citrate, sodium benzoate, citric acid, phosphoric acid or acidic salts, e.g. NahhPC, wound-healing and anti-inflammatory substances such as allantoin, urea, panthenol, azulene or chamomile extract, other substances effective against tartar such as organophosphonates, for example hydroxyethane diphosphonate or azacycloheptane diphosphonate, preservatives such as sorbic acid salts, p-hydroxybenzoic acid esters, plaque inhibitors such as hexachlorophene, hexidine, hexidene, hexachlorophene , Triclosan, bromochlorophene, phenylsalicylic acid ester. Enzymes, such as proteases and carbohydrase, for breaking down proteins and carbohydrates are also suitable as additional ingredients. Hydrophobic bases, in particular hydrocarbons such as white vaseline (DAB) or paraffin oil, are particularly suitable as auxiliaries for pasty and liquid products.

A further preferred component of an agent according to the invention are zinc salts, for example zinc oxide or zinc sulfate. These have an antibacterial effect. The proportion of zinc salts in an agent according to the invention is preferably in the range from 0.05% by weight to 0.5% by weight, preferably from 0.1% by weight to 0.45% by weight, in particular from 0 , 15% by weight to 0.4% by weight, preferably from 0.2% by weight to 0.3% by weight.

In addition to the bio-fermented surfactant according to the invention, the agent according to the invention can also have one or more further surfactants. The proportion of the surfactants usually used can be reduced according to the invention, since a part is replaced by the bio-fermented surfactant according to the invention. It is also possible that only the bio-fermented surfactant according to the invention is contained as a surfactant. The agent according to the invention thus also makes it possible to keep the proportion of commonly used surfactants low. For example, sulfate-containing surfactants are suspected of causing irritation in the oral cavity. Their proportion can, for example, be significantly reduced in agents according to the invention or, in a preferred embodiment, the agents according to the invention are free from sulfate-containing surfactants. The at least one bio-fermented surfactant according to the invention is also preferred over conventional surfactants, since it is of natural origin, that is to say is obtained from renewable raw materials, so that it can be viewed as particularly environmentally friendly. The bio-fermented surfactant according to the invention can be biodegraded after use.

As surfactants which can be used in addition to the bio-fermented surfactant according to the invention, in particular alkyl and / or alkenyl (oligo) glycosides can be used. Their production and use as surface-active substances are disclosed, for example, in US-A-3839 318, US-A-3707535, US-A-3 547 828, DE-A-1943689, DE-A-20 36472 and DE-A-30 01 064 as well as EP-A-77,167. With regard to the glycoside residue, both monoglycosides (x = 1), in which a pentose or hexose residue is glycosidically bonded to a primary alcohol with 4 to 16 carbon atoms, and oligomeric glycosides with a degree of oligomerization x to 10 are suitable. The degree of oligomerization is a statistical mean value based on a homolog distribution customary for such technical products.

Preferably, suitable alkyl and / or alkenyl (oligo) -glykosid an alkyl and / or alkenyl (oligo) - glycoside of the formula RO (C 6 H _IO O) _X -H, in which R is an alkyl and / or Is an alkenyl group with 8 to 14 carbon atoms and x has an average value of 1 to 4. Particularly preferred are alkyl oligoglycosides based on hardened Ci _{2 / i4} coconut alcohol with a DP of 1 to 3. The alkyl and / or alkenyl glycoside surfactant can be used very sparingly, with amounts of 0.005 to 1% by weight. are sufficient.

In addition to the alkyl glycoside surfactants mentioned, other nonionic, ampholytic and cationic surfactants can also be included, such as: fatty alcohol polyglycol ether sulfates, monoglyceride sulfates, monoglyceride ether sulfates, mono- and / or dialkyl sulfosuccinates, fatty acid isethionates, fatty acid isethionates, fatty acid isethionates, fatty acid isethionates, fatty acid glycosylates, fatty acid glycosylates, fatty acid isethionates, fatty acid glycosylates, fatty acid glycosylates, fatty acid glycates, fatty acid isethionates, fatty acid glycosylates, fatty acid isethionates, fatty acid glycosylates, fatty acid isethionates, fatty acid isethionates, Alkylamido-betaines and / or protein fatty acid condensates, the latter preferably based on wheat proteins.

A non-ionic solubilizer from the group of surface-active compounds may be required in particular to solubilize the mostly water-insoluble aromatic oils. Particularly suitable for this purpose are, for example, ethoxylated fatty acid glycerides, ethoxylated fatty acid sorbitan partial esters or fatty acid partial esters of glycerol or sorbitan oxyethylates. Solubilizers from the group of ethoxylated fatty acid glycerides mainly include addition products of 20 to 60 mol of ethylene oxide with mono- and diglycerides of linear fatty acids with 12 to 18 carbon atoms or with triglycerides of hydroxy fatty acids such as oxystearic acid or ricinoleic acid. Other suitable solubilizers are ethoxylated

Fatty acid sorbitan partial esters; these are preferably addition products of 20 to 60 mol of ethylene oxide with sorbitan monoesters and sorbitan diesters of fatty acids having 12 to 18 carbon atoms. Also suitable solubilizers are fatty acid partial esters of glycerol or sorbitan oxyethylates; these are preferably mono- and diesters of Ci2-Ci8 fatty acids and addition products of 20 to 60 moles of ethylene oxide with 1 mole of glycerol or with 1 mole of sorbitol.

The oral, dental and / or denture care products according to the invention preferably contain adducts of 20 to 60 mol of ethylene oxide with hardened or unhardened castor oil (ie with oxystearic acid or ricinoleic acid triglyceride), with glycerol mono- and / or as solubilizers for any aromatic oils contained distearate or sorbitan mono- and / or distearate.

In a further embodiment, the present invention relates to the use of a bio-fermented surfactant in an oral and / or dental care product for reducing the abrasion of tooth enamel. Bio-fermented surfactant and oral and / or dental care products are to be understood as described above. All of the aforementioned embodiments can be combined with one another in any way. If number ranges are disclosed, then this always includes all values in between. In the following exemplary embodiment, the present invention is illustrated again in a non-limiting manner.

Examples:

Formulation of a toothpaste according to the invention:

A toothpaste according to the invention was provided with the following composition (the quantities are given in% by weight):

Abrasion Tests:

Tooth enamel was abraded by toothpaste in accordance with ISO 11609: 2017. The following 4 agents were tested:

A) Agent with 1.5% sodium lauryl sulfate (SLS) as surfactant, 25.0% abrasive and 1.0% activated carbon

B) Medium with 1.5% SLS and 25.0% abrasive

C) Agent with 1.0% bio-fermented surfactant, 25.0% abrasive and 1.0% activated carbon

D) Agent with 1.0% bio-fermented surfactant and 25.0% abrasive A and B represented the reference, C and D agents according to the invention. In each case, only the surfactant was exchanged in the composition, i.e. the bio-fermented surfactant according to the invention was used instead of SLS. Nothing was changed in the further composition.

The following mean values of the relative dentin abrasion were obtained from 8 tests:

A: 136.54 B: 113.79 C: 108.50 D: 86.80

A comparison of A with C shows that a significant reduction in abrasion was achieved even when using the highly abrasive activated carbon. This unexpected effect can also be seen in the comparison of samples B and D, in which a significantly reduced abrasion was also observed.

Claims

Patent claims:

1 . Oral and / or dental care products which contain at least one bio-fermented surfactant.

2. Oral and / or dental care product according to claim 1, further comprising at least one abrasive.

3. Oral and / or dental care product according to claim 1 or 2, characterized in that the bio-fermented surfactant in a proportion of 0.1 wt .-% to 10 wt .-%, in particular 0.5 wt .-% to 5 wt .-% is included.

4. Oral and / or dental care product according to one of claims 1 to 3, characterized in that the bio-fermented surfactant is a glycolipid and in particular a rhamnolipid.

5. oral and / or dental care product according to one of claims 1 to 4, characterized in that the at least one abrasive in a proportion of 5 wt .-% to 35 wt .-%, in particular from 10 wt .-% to 30 wt .-% having.

6. Oral and / or dental care product according to one of claims 1 to 5, characterized in that it also contains activated carbon.

7. Oral and / or dental care product according to claim 6, characterized in that it contains activated carbon in a proportion of 0.5% by weight to 2% by weight, in particular from 1% by weight to 1.5% by weight. % contains.

8. Oral and / or dental care products according to one of claims 1 to 7, furthermore contain one or more auxiliaries selected from pigments, dyes, pH adjusters, buffer substances, wound-healing and anti-inflammatory substances, substances effective against tartar, preservatives, plaque inhibitors and enzymes.

9. Oral and / or dental care product according to one of claims 1 to 8, characterized in that it is a mouthwash, a tooth gel or a toothpaste.

10. Use of at least one bio-fermented surfactant to reduce the abrasion of tooth enamel by abrasive substances when cleaning and / or caring for the mouth and / or teeth.