DE202017007256U1 - Cosmetic emulsion comprising 1,2-hexanediol and 1,2-octanediol - Google Patents

Abstract

A cosmetic emulsion comprising
a continuous water phase,
Oil droplets distributed in the continuous water phase,
1,2-hexanediol and
1,2-octanediol,
in which
the weight ratio of 1,2-hexanediol to 1,2-octanediol is 3: 1 to 1: 3, preferably 2: 1 to 1: 2, more preferably about 1: 1,
the total amount of 1,2-hexanediol and 1,2-octanediol up to 2.0% by weight, preferably up to 1.5% by weight, more preferably up to 1.0% by weight, more preferably up to to 0.5% by weight, based on the total weight of the emulsion, and
the oil droplets distributed in the water phase have a volume-related diameter d _{v 0.5} of 1.0 to 10.0 μm, preferably 3.0 to 9.0 μm, more preferably 3.0 to 7.0 μm, most preferably 3.5 up to 6.0 µm.

Description

The skin is an important but at the same time sensitive human organ, the care of which is essential for physical and mental well-being. For this reason, numerous skin care products and cosmetics have already been developed, which are available, for example, as creams, lotions, oils, sprays or gels and contain various specific skin care ingredients.

Skin care products and cosmetics are often in the form of emulsions. Emulsions are heterogeneous systems consisting of at least two normally immiscible liquids (phases), whereby one liquid (phase) forms small droplets, which are distributed in the other liquid (phase). The phase that forms droplets is called the disperse phase. The phase in which the droplets are present is called the continuous phase.

The most important emulsions in the cosmetics industry are oil-in-water (O / W) and water-in-oil (W / O) emulsions. These emulsions are also referred to as single emulsions. O / W emulsions have water as the continuous phase and oil as the disperse phase. W / O emulsions have an oil as a continuous phase and water as a disperse phase. The basic character of an O / W emulsion is shaped by the water. The basic character of a W / O emulsion is shaped by the oil.

In the context of this invention, an oil is understood to mean an organic liquid which, under normal circumstances, cannot be mixed with water. Deionized water (also known as demineralized water, distilled water or ultrapure water) is usually used in cosmetic emulsions.

An important property of a cosmetic emulsion, in addition to its cosmetic effectiveness, is its physical stability. Because even an emulsion that appears homogeneous and stable can change with increasing storage time. These changes can either go unnoticed or lead to a clearly visible phase separation, a so-called "breaking up" or "breaking" of the emulsion with clearly visible water or oil deposits. These change processes can influence the characteristics of the emulsion to such an extent that the emulsions meet expectations, e.g. to a cosmetic product, no longer correspond and become unusable.

Without wishing to be bound by any particular theory, the undesired phase separation is due to the thermodynamic instability of an emulsion, which is a result of a normally high interfacial tension between the phases, which in turn is a result of the different intramolecular attractive forces within the respective phases. Emulsions therefore generally strive for the smallest possible interface between the individual (normally immiscible) phases and thus for a separation of the phases.

In order to counteract this endeavor and to keep emulsions stable over a longer period of time, emulsifiers are usually added which reduce the surface or interfacial tension of the emulsions. Emulsifiers are molecules with a polar, hydrophilic (i.e. water-loving) structural element and a non-polar lipophilic (i.e. oil-loving) structural element. Due to their amphiphilic character, the individual emulsifier molecules attach to the interfaces and thus reduce the interfacial tension. Together with an input of mechanical work and possibly thermal energy, this results in a finely dispersed system in which one phase is present in the form of droplets in the other phase.

There is therefore generally a need for substances which reduce the surface or interfacial tension of an emulsion. In particular, there is a need for substances which reduce the surface or interfacial tension of a (cosmetic) emulsion, are simple to use and have no negative influence on other properties of the emulsion, such as, for example, the viscosity and the yield point.

A class of compounds which are said to have surface or interfacial tension reducing properties are 1,2-alkanediols. These have the general formula CH ₂ OH-CHOH- (CH ₂ ) _n -CH ₃ , in which n is an integer.

1,2-alkanediols are also referred to as wetting agents. Although these reduce the interfacial tension between the aqueous phase and the oil phase, they are not the only ones capable of producing stable emulsions form. 1,2-Alkanediols are therefore not classified according to the HLB concept by Griffin (cf. Griffin, WC: Classification of surface active agents by HLB, J. Soc. Cosmet. Chem. 1, 1949) to the emulsifying substances (emulsifiers).

In addition to a surface or interfacial tension reducing property, 1,2-alkanediols are also said to have other positive properties, such as moisturizing or antimicrobial properties.

The use of 1,2-alkanediols in cosmetic emulsions and cosmetic emulsions comprising 1,2-acanediols are already known from the prior art.

Out EP 2 589 291 the use of 1,2-decanediol, 1,2-octanediol, 1,2-hexanediol and 1,2-pentanediol in cosmetically or dermatologically active mixtures is known.

Out DE 10 2012 224 158 a cosmetic emulsion is known which contains polyglycerol-3-methylglucose distearate, silica dimethyl silylate and acrylates / C10-C30 alkyl acrylates crosspolymer.

Out EP 1 946 742 is known a cosmetic water-in-silica oil emulsion containing 1,2-decanediol.

Out EP 1 426 029 A1 a long-term stable emulsion is known which comprises 1,2-alkanediols.

Out EP 2 589 291 the use of a ternary mixture of 2-phenoxyethanol and two different 1,2-alkanediols for synergistically enhancing the antimicrobial activity of mixtures of at least two of the 1,2-alkanediols is known.

Out WO 2003/069994 the use of various 1,2-alkanediol mixtures for synergistically enhancing the antimicrobial effect is known.

Out US 2016/0206571 the use of a mixture of 1,2-hexanediol and 1,2-octanediol is known for synergistically increasing the antimicrobial activity and reducing the droplet size.

Out WO 2006/069953 the use of various 1,2-alkanediol mixtures for synergistically influencing skin moisture regulation is known.

The present invention solves the aforementioned problem of the need for substances which reduce the surface or interfacial tension of a (cosmetic) emulsion, in particular for substances which reduce the surface or interfacial tension of a (cosmetic) emulsion, are easy to handle and have no negative impact on other properties (such as viscosity and yield point) of the emulsion.

The present invention solves these and other problems and relates to a cosmetic emulsion comprising 1,2-hexanediol and 1,2-octanediol, and also describes herein the use of a mixture of 1,2-hexanediol and 1,2-octanediol to reduce the surface area and / or interfacial tension of a cosmetic emulsion and a method for producing a cosmetic emulsion according to the invention.

The present invention provides a cosmetic emulsion comprising a continuous water phase, oil droplets distributed in the continuous water phase, 1,2-hexanediol and 1,2-octanediol. The emulsion according to the invention is therefore an O / W emulsion. The weight ratio of 1,2-hexanediol to 1,2-octanediol is 3: 1 to 1: 3, preferably 2: 1 to 1: 2, more preferably about 1: 1 and the total amount of 1,2-hexanediol and 1,2 Octane diol is up to 2.0% by weight, preferably up to 1.5% by weight, more preferably up to 1.0% by weight, more preferably up to 0.5% by weight, based on the total weight of the emulsion. The oil droplets present in the water phase have a volume-related diameter d _{v 0.5} of 1.0 to 10.0 μm, preferably 3.0 to 9.0 μm, more preferably 3.0 to 7.0 μm, most preferably 3, 5 to 6.0 µm.

According to Griffin's HLB concept, 1,2-hexanediol has an HLB value of 5.8 and 1,2-octanediol has an HLB value of 4.7. The HLB value of a 1: 1 (wt.) Mixture of 1,2-hexanediol and 1,2-octanediol is about 5.2 and is thus midway between the values for 1,2-hexanediol and 1,2-octanediol.

In the context of the present invention, the average volume-related diameter was preferably determined using the principle of laser diffraction spectroscopy. Corresponding devices for determining the average volume-related diameter are, for example, from Malvern Insruments GmbH and Malvern Instruments Ltd. expelled. Unless otherwise stated below, the average volume-related diameter was determined using a Malvern “Mastersizer 3000” device.

d _{v 0.5} XY means that 50% of the oil droplets in the emulsion have a volume diameter that is smaller than XY. For example, d _{v 0.5} 20 µm means that 50% of the oil droplets in the emulsion have a volume-related diameter that is smaller than 20 µm.

Accordingly, d _{v 0.1} XY means that 10% of the oil droplets in the emulsion have a volume diameter that is smaller than XY. For example, d _{v 0.1} 20 μm means that 10% of the oil droplets in the emulsion have a volume-related diameter that is smaller than 20 μm.

d _{v 0.9} XY means that 90% of the oil droplets in the emulsion have a volume diameter that is smaller than XY. For example, d _{v 0.9} 20 µm means that 90% of the oil droplets in the emulsion have a volume-related diameter that is smaller than 20 µm.

Deionized water is preferably used. Depending on the emulsion to be produced, however, normal tap water can also be used. The person skilled in the art can select the type of water to be used according to his specialist knowledge.

It is preferred that the emulsion according to the invention contains no further 1,2-alkanediols in addition to 1,2-hexanediol and 1,2-octanediol.

It is further preferred that the cosmetic emulsion contains no 2-phenoxyethanol.

OIL PHASE

The emulsion according to the invention is preferably a two-phase system composed of a cosmetic oil in water.

In the context of the present invention, a cosmetic oil is understood to be an oil which is compatible with the skin and / or has a positive cosmetic effect.

The oil used in the cosmetic emulsion according to the invention is preferably selected from the group consisting of
Guerbet alcohols based on fatty alcohols with 6 to 18, preferably 8 to 10, carbon atoms,
Esters of linear C ₆ -C ₂₂ fatty acids with straight-chain or branched C ₆ -C ₂₂ fatty alcohols or esters of branched C ₆ -C ₁₃ carboxylic acids with straight-chain or branched C ₆ -C ₂₂ fatty alcohols.

The oil (ie the oil phase) used in the cosmetic emulsion according to the invention is preferably selected from the group consisting of myristyl myristate, myristyl palmitate, myristyl stearate, myristyl isostearate, myristyl oleate, myristyl behenate, myristyl erucate, cetyl myristate, cetyl palmitate, cetyl stearylate stearate, cetyl stearylate stearate , stearyl palmitate, stearyl stearate, Stearylisostearat, stearyl oleate, stearyl behenate, Stearylerucat, isostearyl, isostearyl palmitate, Isostearylstearat, isostearyl isostearate, Isostearyloleat, isostearyl behenate, Isostearyloleat, oleyl myristate, oleyl palmitate, oleyl stearate, oleyl isostearate, oleyl oleate, Oleylbehenat, oleyl erucate, behenyl myristate, behenyl palmitate, behenyl, Behenylisostearat, behenyl oleate , Behenyl behenate, behenylerucate, erucyl myristate, erucyl palmitate, erucyl stearate, erucyl isostearate, erucyl oleate, erucyl behenate and erucylerucate. Other preferred oils are

Esters of straight-chain C ₆ -C ₂₂ fatty acids with branched alcohols, in particular 2-ethylhexanol,
Esters of C ₁₈ -C ₃₈ alkylhydroxycarboxylic acids with straight-chain or branched C ₆ -C ₂₂ fatty alcohols, especially dioctylmalate,
Esters of straight-chain or branched fatty acids with polyhydric alcohols (for example propylene glycol, dimer diol or trimer triol), Guerbet alcohols, triglycerides based on C ₆ -C ₁₀ fatty acids and / or liquid mono- / di- / triglyceride mixtures based on C ₆ -C ₁₈ fatty acids,
Esters of aromatic carboxylic acids, in particular benzoic acid, with C ₆ -C ₂₂ fatty alcohols and / or Guerbet alcohols,
Esters of C ₂ -C ₁₂ dicarboxylic acids with straight-chain or branched alcohols with 1 to 22 carbon atoms and / or polyols with 2 to 10 carbon atoms and 2 to 6 hydroxyl groups,
Vegetable oils,
branched primary alcohols,
substituted cyclohexanes,
straight-chain and branched C ₆ -C ₂₂ fatty alcohol carbonates, for example dicaprylyl carbonate (Cetiol ^® CC),
Guerbet carbonates based on fatty alcohols with 6 to 18, preferably 8 to 10, carbon atoms,
Esters of benzoic acid with straight-chain and / or branched C ₆ -C ₂₂ alcohols (eg Finsolv ^® TN),
straight or branched symmetrical or asymmetrical dialkyl ethers having 6 to 22 carbon atoms per alkyl group, for example dicaprylyl ether (Cetiol ^® OE), and / or ring-opening products of epoxidized Fettsäureestern with polyols.

Caprylic / Capric triglyceride (also known as neutral oil) and cetearyl ethyl hexanoate are particularly suitable.

Silicone oils (cyclomethicones, silicone methicones, etc.) and / or aliphatic or naphthenic hydrocarbons, for example squalanes, squalenes or dialkylcyclohexanes, are also suitable. In the context of the present invention, a silicone oil is understood to mean an oil which has the structural unit [R ¹ R ² SiO] _n , in which R ¹ and R ^{2 are,} for example, organic radicals and n is an integer.

The selection of the components of the oil phase and the mass composition of the oil phase are largely responsible for the spreadability of the cosmetic emulsion on the skin, which in turn has a significant influence on the feeling on the skin.

According to a preferred embodiment, the oil phase comprises ethylhexyl isononanoate, Caprylic / Capric triglyceride and Prunus Amygdalus Dulcis (Sweet Almond) oil. The oil phase particularly preferably consists of these components. It has been shown that this combination of low, medium and high spreading substances gives the formulation good spreadability on the skin surface and ensures a pleasant feeling on the skin.

The oil phase preferably comprises 20 to 80% by weight, more preferably 30 to 70% by weight, more preferably 40 to 60% by weight, particularly preferably 45 to 55% by weight, in particular approximately 50% by weight, Ethylhexyl isononanoate, based on the total weight of the oil phase.

It is further preferred that the oil phase contains 10 to 60% by weight, further preferably 20 to 50% by weight, further preferably 30 to 40% by weight, particularly preferably 32 to 38% by weight, in particular approximately 35% by weight .-%, Caprylic / Capric triglyceride, based on the total weight of the oil phase.

It is further preferred that the oil phase 1 to 30 wt .-%, more preferably 5 to 20 wt .-%, more preferably 8 to 17 wt .-%, particularly preferably 12 to 17 wt .-%, in particular about 15 wt .-% Prunus Amygdalus Dulcis (Sweet Almond) oil, based on the total weight of the oil phase.

The oil phase particularly preferably comprises
45 to 55% by weight, in particular approximately 50% by weight, of ethylhexyl isononanoate,
32 to 38 wt .-%, in particular about 35 wt .-%, Caprylic / Capric triglyceride and
12 to 17 wt .-%, in particular about 15 wt .-% Prunus Amygdalus Dulcis (Sweet Almond) oil, based on the total weight of the oil phase.

It is particularly preferred that the oil phase consists of 45 to 55% by weight, in particular approximately 50% by weight, ethylhexyl isononanoate, 32 to 38% by weight, in particular approximately 35% by weight, caprylic / capric triglyceride and 12 to 17 wt .-%, in particular about 15 wt .-% Prunus Amygdalus Dulcis (Sweet Almond) oil, based on the total weight of the oil phase.

According to a further preferred embodiment, the oil phase comprises caprylic / capric triglyceride and cetearyl ethyl hexanoate or consists thereof, the weight ratio preferably being 2: 1. The oil phase particularly preferably comprises caprylic / capric triglyceride and cetearylethylhexanoate in a total amount of 1.0 to 50.0% by weight, preferably 3.0 to 30.0% by weight, further preferably 5.0 to 20.0% by weight %, more preferably 8.0 to 15.0% by weight, most preferably 10.0 to 13.0% by weight, or consists thereof, based on the total weight of the emulsion. According to a further preferred embodiment, the oil phase caprylic / capric triglyceride in an amount of 2.0 to 15.0 wt .-%, preferably 4.0 to 12.0 wt .-% further preferably 5.0 to 10.0% by weight, most preferably 7.0 to 9.0% by weight, and / or cetearylethylhexanoate in an amount of 1.0 to 10.0% by weight, preferably 2.0 to 8.0% by weight, more preferably 3.0 to 5.0% by weight, or consists thereof, in each case based on the total weight of the emulsion. According to a particularly preferred embodiment, the oil phase comprises caprylic / capric triglyceride in an amount of 7.0 to 9.0% by weight and cetearylethylhexanoate in an amount of 3.0 to 5.0% by weight, or consists thereof, in each case based on the total weight of the emulsion.

EMULSIFIER

The emulsion according to the invention preferably contains one or more emulsifiers other than 1,2-hexanediol and 1,2-octanediol.

The one or more emulsifiers preferably have an HLB value in the range from 8 to 18, more preferably 8 to 16.

The one or more emulsifiers different from 1,2-hexanediol and 1,2-octanediol are preferably selected from the group consisting of PEG-100 stearate, cetearyl glucoside, distearyldimonium chloride, palmitamidopropyltrimonium chloride, glyceryl stearate citrate, glyceryl oleate citrate, polyglyceryl - (3) -methyl glucose distearate, cetearyl alcohol, potassium cetyl phosphate, sodium cetyl phosphate, acrylate / C ₁₀ -C ₃₀ alkyl acrylate cross polymer, ammonium acryloyldimethyl taurate / Beheneth-25 methacrylate cross polymer, polyglyceryl-4-caprate, polyglyceryl-PEG-cap / PPG-10/1 dimethicone, polyglyceryl-6 dioleate, polyglyceryl-2-stearate, PEG-30 dipoly-hydroxystearate, sodium stearoyl lactylate, PEG-40 hydrogenated castor oil, hydrogenated palm glycerides (INCI nomenclature: hydrogenated palm glycerides) or a mixture thereof.

The one or more emulsifier (s) other than 1,2-hexanediol and 1,2-octanediol is / are particularly preferably selected from the group consisting of cetearyl alcohol, glyceryl stearate citrate, polyglyceryl (3) methyl glucose distearate, potassium cetyl phosphate, hydrogenated palm glycerides and a mixture of them.

It is further preferred that the one or more emulsifiers other than 1,2-hexanediol and 1,2-octanediol are selected from the group consisting of glyceryl stearate citrate, polyglyceryl (3) methyl glucose distearate, potassium cetyl phosphate, hydrogenated palm glycerides and one Mix of them.

The emulsifier other than 1,2-hexanediol and 1,2-octanediol is furthermore preferably a mixture of cetearyl alcohol and a member of the group consisting of (i) a mixture of potassium cetyl phosphate and hydrogenated palm glycerides (preferably in a weight ratio in the range from 1: 1 to 7: 3, especially about 6: 4 (potassium cetyl phosphate to hydrogenated palm glycerides)), (ii) glyceryl stearate citrate and (iii) polyglyceryl (3) methyl glucose distearate.

The emulsifier other than 1,2-hexanediol and 1,2-octanediol is furthermore preferably a mixture of cetearyl alcohol and a mixture of potassium cetyl phosphate and hydrogenated palm glycerides. The weight ratio of potassium cetyl phosphate to hydrogenated palm glycerides in the mixture of potassium cetyl phosphate and hydrogenated palm glycerides is preferably 1: 1 to 7: 3, in particular approximately 6: 4.

According to a further preferred embodiment, the emulsifier other than 1,2-hexanediol and 1,2-octanediol is a mixture of cetearyl alcohol and glyceryl stearate citrate. According to a further preferred embodiment, the emulsifier other than 1,2-hexanediol and 1,2-octanediol is a mixture of cetearyl alcohol and polyglyceryl (3) methyl glucose distearate.

The emulsifier other than 1,2-hexanediol and 1,2-octanediol is furthermore preferably a mixture of potassium cetyl phosphate and hydrogenated palm glycerides.

The emulsifier glyceryl stearate citrate other than 1,2-hexanediol and 1,2-octanediol is further preferred.

Also preferred is the emulsifier polyglyceryl (3) -methylglucose distearate, which is different from 1,2-hexanediol and 1,2-octanediol.

DROPLET SIZE

According to a further preferred embodiment, the oil droplets present in the water phase have an average volume-related diameter d _{v 0.1} of 1.0 to 10.0 μm, preferably 1.0 to 8.0 μm, more preferably 1.0 to 6, 0 µm, more preferably 1.0 to 4.0 µm, more preferably 1.0 to 3.0 µm, more preferably 1.0 to 2.5 µm, more preferably 1.5 to 2.0 µm, also preferably determined by means of laser diffraction spectroscopy.

INTERFACE TENSION

According to a preferred embodiment, the emulsion according to the invention has an interfacial tension of 10 to 30 mN / m, preferably 15 to 25 mN / m, more preferably 19 to 24 mN / m, particularly preferably 20 to 24 mN / m, determined by means of drop volume Method at an interface age of about 4 to about 636 s.

To measure the interfacial tension using the drop-volume method, water droplets (demineralized) were generated on a capillary at a constant temperature (20 ± 1 ° C) using a "Krüss DVT50" device and metered into a model oil phase. This drop grows through a defined volume flow until its drop weight exceeds the holding force of the same drop on the capillary.

in der δ die Grenzflächenspannung, V_Tr das Volumen des Tropfens, ρ_Tr die Dichte des Tropfens, ρ_M die Dichte des den Tropfen umgebenen Mediums, g die Erdbeschleunigung und r_K der Radius der Kapillare ist.The interfacial tension was determined using the following relationship:
$\sigma =\frac{V_{Tr.}\cdot \left({\rho }_{Tr.}-{\rho }_M\right)\cdot G}{\mathrm{2nd}\pi r_K},$

where δ is the interfacial tension, V _{Tr is} the volume of the drop, ρ _{Tr is} the density of the drop, ρ _{M is} the density of the medium surrounding the drop, g is the acceleration due to gravity and r _{K is} the radius of the capillary.

So is the critical demolition volume reached, i.e. the weight of the drop exceeds the compensation of the interfacial tension, the drop detaches from the capillary. This is detected by means of a light barrier and the demolition volume is measured. The interfacial tension is calculated from the volume and the difference in density of the medium surrounding the drop using the above formula.

SURFACE TENSION

The emulsion according to the invention preferably has a surface tension of 10 to 80 mN / m. The emulsion according to the invention more preferably has a surface tension of 20 to 60 mN / m, more preferably 20 to 50 mN / m, more preferably 20 to 40 mN / m, most preferably 20 to 30 mN / m. The surface tension was determined using the drop-volume method (static measurement). A device of the type LAUDA TVT2 was used for this.

OTHER INGREDIENTS

• Konservierungsmittel, antimikrobielle Mittel wie z.B weitere antibakterielle Mittel oder Fungizide, Abrasiva, Antiakne-Mittel, Mittel gegen Hautalterung, Anticellulitis-Mittel, Antischuppen-Mittel, entzündungshemmende Mittel, irritationsverhindernde Mittel, irritationshemmende Mittel, Antioxidantien, Adstringentien, schweisshemmende Mittel, antiseptische Mittel, Antistatika, Binder, Puffer, Trägermaterialien, Chelatbildner, Zellstimulantien, reinigende Mittel, pflegende Mittel, Enthaarungsmittel, oberflächenaktive Substanzen, deodorierende Mittel, Antiperspirantien, Weichmacher, Emulgatoren, Enzyme, ätherische Öle, Fasern, Filmbildner, Fixateure, Schaumbildner, Schaumstabilisatoren, Substanzen zum Verhindern des Schäumens, Schaumbooster, gelierende Mittel, gelbildende Mittel, Haarpflegemittel, Haarverformungsmittel, Haarglättungsmittel, feuchtigkeitsspendende Mittel, anfeuchtende Substanzen, feuchthaltende Substanzen, bleichende Mittel, stärkende Mittel, fleckenentfernende Mittel, optisch aufhellende Mittel, imprägnierende Mittel, schmutzabweisende Mittel, reibungsverringernde Mittel, Gleitmittel, Feuchtigkeitscremes, Salben, Trübungsmittel, plastifizierende Mittel, deckfähige Mittel, Politur, Glanzmittel, Polymere, Pulver, Proteine, rückfettende Mittel, abschleifende Mittel, Slilcone, hautberuhigende Mittel, hautreinigende Mittel, hautpflegende Mittel, hautheilende Mittel, Hautaufhellungsmittel, hautschützende Mittel, hauterweichende Mittel, kühlende Mittel, hautkühlende Mittel, wärmende Mittel, hautwärmende Mittel, Stabilisatoren, UV-absorbierende Mittel, UV-Filter, Waschmittel, Weichspüler, suspendierende Mittel, Hautbräunungsmittel, Verdickungsmittel, rheologische Additive, Vitamine, Öle, Wachse, Fette, Phospholipide, gesättigte Fettsäuren, ein- oder mehrfach ungesättigte Fettsäuren, α-Hydroxysäuren, Polyhydroxyfettsäuren, Verflüssiger, Farbstoffe, farbschützende Mittel, Pigmente, Antikorrosiva, Aromen, Geschmackstoffe, Riechstoffe, Polyole, Tenside, Elektrolyte, organische Lösungsmittel oder Silikonderivate.

The emulsion of the invention may also contain other useful ingredients, such as:

• Preservatives, antimicrobial agents such as further antibacterial agents or fungicides, abrasives, anti-acne agents, anti-aging agents, anti-cellulite agents, anti-dandruff agents, anti-inflammatory agents, anti-irritants, anti-irritants, antioxidants, astringents, antiperspirants, antistatic agents , Binders, buffers, carrier materials, chelating agents, cell stimulants, cleaning agents, conditioning agents, depilatory agents, surface-active substances, deodorising agents, antiperspirants, plasticizers, emulsifiers, enzymes, essential oils, fibers, film formers, fixatives, foaming agents, foam stabilizers, substances for preventing Foaming, foam boosters, gelling agents, gelling agents, hair care products, hair shaping agents, hair straightening agents, moisturizing agents, moisturizing substances, moisturizing substances, bleaching agents, tonic agents, stain removing agents, optis ch lightening agents, impregnating agents, dirt-repellent agents, friction-reducing agents, lubricants, moisturizers, ointments, opacifying agents, plasticizing agents, opacifying agents, polish, lustering agents, polymers, powders, proteins, moisturizing agents, abrasive agents, slilcones, skin-soothing agents, skin-cleaning agents , skin care agents, skin healing agents, skin lightening agents, skin protecting agents, skin softening agents, cooling agents, skin cooling agents, warming agents, skin warming agents, stabilizers, UV absorbing agents, UV filters, detergents, fabric softeners, suspending agents, Skin tanning agents, thickening agents, rheological additives, vitamins, oils, waxes, fats, phospholipids, saturated fatty acids, mono- or polyunsaturated fatty acids, α-hydroxy acids, polyhydroxy fatty acids, plasticizers, dyes, color-protecting agents, pigments, anti-corrosives, aromas, flavors, fragrances, Polyols, surfactants, electrolytes, organic solvents or silicone derivatives.

The cosmetic emulsion according to the invention can also contain antiperspirant active ingredients (antiperspirants) and can be used, for example, as a deodorant to combat body odor. Aluminum salts such as aluminum chloride, aluminum chlorohydrate, nitrate, sulfate, acetate, etc. are primarily used as antiperspirant active ingredients. In addition, the use of zinc, magnesium and zirconium compounds can also be advantageous. In particular, the aluminum salts and - to a somewhat lesser extent - aluminum / zirconium salt combinations have proven their worth. Also worth mentioning are the partially neutralized and therefore better skin-compatible but not quite as effective aluminum hydroxychlorides.

The emulsion according to the invention preferably additionally acts as a sunscreen. For this purpose, the emulsion according to the invention preferably contains at least one UVA filter and / or at least one UVB filter and / or at least one broadband filter and / or at least one inorganic pigment.

The emulsion according to the invention preferably contains at least one UVA filter and / or at least one UVB filter and / or at least one broadband filter and / or at least one inorganic pigment in a total amount of from 0.01% by weight to 40% by weight, preferably 0.1% to 10% by weight, in particular 1.0 to 5.0% by weight, based on the total weight of the emulsion.

VITAMINS

The emulsion according to the invention preferably contains vitamins and / or vitamin precursors, it being possible to use all vitamins and vitamin precursors which are suitable or customary for cosmetic and / or dermatological applications. Worth mentioning here are in particular vitamins and precursors such as tocopherols, vitamin A, niacic acid and niacin amide, further vitamins of the B complex, in particular biotin and vitamin C, panthenol and its derivatives, in particular the esters and ethers of panthenol, and cationically derivatized panthenols such as e.g. Panthenol triacetate, panthenol monoethyl ether and its monoacetate and cationic panthenol derivatives.

RHEOLOGICAL ADDITIVES

The cosmetic emulsion according to the invention particularly preferably also contains one or more rheological additive (s). Rheological additives are additives which have a rheological effect in the cosmetic emulsion, e.g. an increase in viscosity.

Suitable rheological additives are, for example, polymeric compounds such as those of Aerosil ^® -type (hydrophilic silica), polysaccharides, preferably xanthan gum, guar gum, agar-agar, alginates and tyloses, carboxymethyl cellulose and hydroxyethyl cellulose, polyethylene glycol Monoester and diesters of fatty acids relatively high molecular weight, polyacrylates (for example, Carbomer, Carbopol ^® [Goodrich] or Synthalens ^® [Sigma]), polyacrylamides, polyvinyl alcohol and polyvinyl pyrrolidone, surfactants such as ethoxylated fatty acid glycerides, esters of fatty acids with polyols, for example pentaerythritol or trimethylol propane, narrow-band Fatty alcohol ethoxylates and electrolytes such as sodium chloride and ammonium chloride, or a mixture thereof.

Carbomer and / or xanthan gum are preferably used as rheological additives. They are among the hydrophilic gel images and form a coherent three-dimensional network that binds liquids. Carbomer and xanthan gum thicken the continuous phase of the emulsion according to the invention, which further increases the (physical) stability of the emulsion.

If carbomer (this is an acrylic acid polymer) is used as the rheological additive, the emulsion according to the invention preferably has a pH in the range from 5 to 11, more preferably 5 to 10, particularly preferably 5.5 to 6.5. This is because the viscosity resulting from the carbomer is dependent on the concentration used, in addition to the concentration used, the maximum viscosity being reached at a pH of 6 to 10. If carbomer is used as a rheological additive, the emulsion according to the invention is preferably free of cationic substances and / or electrolytes and / or polyvalent metal ions.

An aqueous sodium hydroxide solution, preferably 10% (mass percent), is preferably used to adjust the pH.

The rheological additive (s) are preferably each in a concentration of 0.01 to 3.0% by weight, preferably 0.01 to 2.0% by weight, more preferably 0.01 to 1.0% by weight %, more preferably 0.01 to 0.5% by weight, more preferably 0.05 to 0.15% by weight, most preferably about 0.1% by weight, based on the emulsion according to the invention on the total weight of the emulsion.

The emulsion according to the invention particularly preferably comprises carbomer and xanthan gum in a concentration of 0.1% by weight, based on the total weight of the emulsion.

The emulsion according to the invention is preferably a skin care product, hair care product or a sunscreen. The invention is preferably in the form of a cream, a lotion, a spray, an ointment or a gel. The emulsion according to the invention is particularly preferably a skin cream, a shampoo, a shower gel, an antiperspirant, a deodorant or a soap.

USE

This also describes the use of a mixture comprising or consisting of 1,2-hexanediol and 1,2-octanediol for reducing the surface tension and / or the interfacial tension of a cosmetic emulsion. The cosmetic emulsion is preferably a previously described cosmetic emulsion.

It is particularly preferred to use a mixture comprising or consisting of 1,2-hexanediol and 1,2-octanediol for the synergistic reduction in the surface tension and / or the interfacial tension of a cosmetic emulsion. In this case too, the cosmetic emulsion is preferably a previously described cosmetic emulsion.

Synergistic lowering of the surface and / or interfacial tension means that a mixture of 1,2-hexanediol and 1,2-octanediol reduces the surface and / or interfacial tension more than expected due to the lowering of the surface or interfacial tension by the individual components . It is namely expected that a mixture of 1,2-hexanediol and 1,2-octanediol has the surface and / or interfacial tension in comparison to the independently used (ie individually) used 1,2-hexanediol and 1,2-octanediol in accordance with the Mixing ratio of 1,2-hexanediol and 1,2-octanediol is reduced. For example, if 1,2-hexanediol in an amount of 0.5% by weight reduces the surface tension from 70 mN / m to 60 mN / m and 1,2-octanediol reduces the surface tension from 70 mN / m to 40 with the same amount mN / m, it is generally expected that a 1: 1 mixture of 1,2-hexanediol and 1,2-octanediol (with the same amount used) will reduce the surface tension from 70 mN / m to about 50 mN / m.

A corresponding behavior is observed, for example, in relation to the HLB values. The HLB value of a 1: 1 mixture of 1,2-hexanediol and 1,2-octanediol is in the middle between the HLB values of 1,2-hexanediol and 1,2-octanediol. It was surprisingly found, however, that this expected behavior with regard to the surface and interface reducing properties does not occur, but that the surface and / or interfacial tension of a cosmetic emulsion comprising a mixture of 1,2-hexanediol and 1,2-octanediol clearly in the direction the surface tension of a cosmetic emulsion comprising 1,2-octanediol is shifted.

The weight ratio of 1,2-hexanediol to 1,2-octanediol is preferably 3: 1 to 1: 3, preferably 2: 1 to 1: 2, more preferably about 1: 1, and / or the total amount of 1 , 2-hexanediol and 1,2-octanediol in the emulsion up to 2.0% by weight, preferably up to 1.5% by weight, more preferably up to 1.0% by weight, more preferably up to 0.5% by weight, based on the total weight of the emulsion.

The cosmetic emulsion preferably comprises a continuous water phase and oil droplets distributed in the continuous water phase. Preference is therefore given to using a mixture comprising or consisting of 1,2-hexanediol and 1,2-octanediol to reduce the surface tension and / or the interfacial tension of a cosmetic O / W emulsion. The cosmetic O / W emulsion is particularly preferably a two-phase system composed of a cosmetic oil in water.

It is further preferred that a mixture comprising or consisting of 1,2-hexanediol and 1,2-octanediol is used to reduce the surface and / or interfacial tension of a cosmetic emulsion, so that the oil droplets of the cosmetic emulsion which are distributed in the water phase are present a volume-related diameter d _{v 0.5} of 1.0 to 10.0 μm, preferably 3.0 to 9.0 μm, more preferably 3.0 to 7.0 μm, most preferably 3.5 to 6.0 μm, and / or an average volume-related diameter d _{v 0.1} of 1.0 to 10.0 µm, preferably 1.0 to 8.0 µm, more preferably 1.0 to 6.0 µm, more preferably 1.0 to 4, 0 µm, more preferably 1.0 to 3.0 µm, more preferably 1.0 to 2.5 µm, more preferably 1.5 to 2.0 µm, preferably determined by means of laser diffraction spectroscopy.

It is further preferred that a mixture comprising or consisting of 1,2-hexanediol and 1,2-octanediol is used to reduce the surface and / or interfacial tension of a cosmetic emulsion, so that the emulsion has an interfacial tension of 10 to 30 mN / m , preferably 15 to 25 mN / m, more preferably 19 to 24 mN / m, particularly preferably 20 to 24 mN / m (determined using the drop-volume method) and / or a surface tension of 10 to 80 mN / m, preferably 20 to 60 mN / m, more preferably 20 to 50 mN / m, more preferably 20 to 40 mN / m, most preferably 20 to 40 mN / m (determined by the drop-volume method).

In addition to the mixture comprising or consisting of 1,2-hexanediol and 1,2-octanediol, no further 1,2-alkanediols are furthermore preferably used. It is therefore preferred that the mixture and / or the emulsion contain no 1,2-alkanediols other than 1,2-hexanediol and 1,2-octanediol.

It is further preferred that the mixture and / or the emulsion contain no 2-phenoxyethanol.

It is further preferred that the cosmetic emulsion has an oil which is preferably selected from the group consisting of
Guerbet alcohols based on fatty alcohols with 6 to 18, preferably 8 to 10, carbon atoms,
Esters of linear C ₆ -C ₂₂ fatty acids with straight-chain or branched C ₆ -C ₂₂ fatty alcohols or esters of branched C ₆ -C ₁₃ carboxylic acids with straight-chain or branched C ₆ -C ₂₂ fatty alcohols.
The oil (ie the oil phase) used in the cosmetic emulsion according to the invention is preferably selected from the group consisting of myristyl myristate, myristyl palmitate, myristyl stearate, myristyl isostearate, myristyl oleate, myristyl behenate, myristyl erucate, cetyl myristate, cetyl palmitate, cetyl stearylate stearate, cetyl stearylate stearate , stearyl palmitate, stearyl stearate, Stearylisostearat, stearyl oleate, stearyl behenate, Stearylerucat, isostearyl, isostearyl palmitate, Isostearylstearat, isostearyl isostearate, Isostearyloleat, isostearyl behenate, Isostearyloleat, oleyl myristate, oleyl palmitate, oleyl stearate, oleyl isostearate, oleyl oleate, Oleylbehenat, oleyl erucate, behenyl myristate, behenyl palmitate, behenyl, Behenylisostearat, behenyl oleate , Behenyl behenate, behenylerucate, erucyl myristate, erucyl palmitate, erucyl stearate, erucyl isostearate, erucyl oleate, erucyl behenate and erucylerucate.

Other preferred oils are
Esters of straight-chain C ₆ -C ₂₂ fatty acids with branched alcohols, in particular 2-ethylhexanol,
Esters of C ₁₈ -C ₃₈ alkylhydroxycarboxylic acids with straight-chain or branched C ₆ -C ₂₂ fatty alcohols, especially dioctylmalate,
Esters of straight-chain or branched fatty acids with polyhydric alcohols (for example propylene glycol, dimer diol or trimer triol), Guerbet alcohols, triglycerides based on C ₆ -C ₁₀ fatty acids and / or liquid mono- / di- / triglyceride mixtures based on C ₆ -C ₁₈ fatty acids,
Esters of aromatic carboxylic acids, in particular benzoic acid, with C ₆ -C ₂₂ fatty alcohols and / or Guerbet alcohols,
Esters of C ₂ -C ₁₂ dicarboxylic acids with straight-chain or branched alcohols with 1 to 22 carbon atoms and / or polyols with 2 to 10 carbon atoms and 2 to 6 hydroxyl groups,
Vegetable oils,
branched primary alcohols,
substituted cyclohexanes,
straight-chain and branched C ₆ -C ₂₂ fatty alcohol carbonates, for example dicaprylyl carbonate (Cetiol ^® CC),
Guerbet carbonates based on fatty alcohols with 6 to 18, preferably 8 to 10, carbon atoms,
Esters of benzoic acid with straight-chain and / or branched C ₆ -C ₂₂ alcohols (eg Finsolv ^® TN),
straight or branched symmetrical or asymmetrical dialkyl ethers having 6 to 22 carbon atoms per alkyl group, for example dicaprylyl ether (Cetiol ^® OE), and / or ring-opening products of epoxidized Fettsäureestern with polyols.

Caprylic / Capric triglyceride (also known as neutral oil) and cetearyl ethyl hexanoate are particularly suitable.

Silicone oils (cyclomethicones, silicone methicones, etc.) and / or aliphatic or naphthenic hydrocarbons, for example squalanes, squalenes or dialkylcyclohexanes, are also suitable. In the context of the present invention, a silicone oil is understood to mean an oil which has the structural unit [R ¹ R ² SiO] _n , in which R ¹ and R ^{2 are,} for example, organic radicals.

The selection of the components of the oil phase and the mass composition of the oil phase are largely responsible for the spreadability of the cosmetic emulsion on the skin, which in turn has a significant influence on the feeling on the skin.

According to a preferred embodiment, the oil phase comprises ethylhexyl isononanoate, Caprylic / Capric triglyceride and Prunus Amygdalus Dulcis (Sweet Almond) oil. The oil phase particularly preferably consists of these components. It has been shown that this combination of low, medium and high spreading substances gives the formulation good spreadability on the skin surface and ensures a pleasant feeling on the skin.

The oil phase preferably comprises 20 to 80% by weight, more preferably 30 to 70% by weight, more preferably 40 to 60% by weight, particularly preferably 45 to 55% by weight, in particular approximately 50% by weight, Ethylhexyl isononanoate, based on the total weight of the oil phase.

It is further preferred that the oil phase contains 10 to 60% by weight, further preferably 20 to 50% by weight, further preferably 30 to 40% by weight, particularly preferably 32 to 38% by weight, in particular approximately 35% by weight .-%, Caprylic / Capric triglyceride, based on the total weight of the oil phase.

It is further preferred that the oil phase 1 to 30 wt .-%, more preferably 5 to 20 wt .-%, more preferably 8 to 17 wt .-%, particularly preferably 12 to 17 wt .-%, in particular about 15 wt .-% Prunus Amygdalus Dulcis (Sweet Almond) oil, based on the total weight of the oil phase.

The oil phase particularly preferably comprises
45 to 55% by weight, in particular approximately 50% by weight, of ethylhexyl isononanoate,
32 to 38 wt .-%, in particular about 35 wt .-%, Caprylic / Capric triglyceride and
12 to 17 wt .-%, in particular about 15 wt .-% Prunus Amygdalus Dulcis (Sweet Almond) oil, based on the total weight of the oil phase.

It is particularly preferred that the oil phase consists of 45 to 55% by weight, in particular approximately 50% by weight, ethylhexyl isononanoate, 32 to 38% by weight, in particular approximately 35% by weight, caprylic / capric triglyceride and 12 to 17 wt .-%, in particular about 15 wt .-% Prunus Amygdalus Dulcis (Sweet Almond) oil, based on the total weight of the oil phase.

According to a further preferred embodiment, the oil phase comprises or consists of caprylic / capric triglyceride and cetearylethylhexanoate. The weight ratio is particularly preferably 2: 1. The oil phase particularly preferably comprises caprylic / capric triglyceride and cetearyl ethylhexanoate in a total amount of 1.0 to 50.0% by weight, preferably 3.0 to 30.0% by weight, more preferably 5.0 to 20.0 % By weight, more preferably 8.0 to 15.0% by weight, most preferably 10.0 to 13.0% by weight, or consists thereof, based on the total weight of the emulsion. According to a further preferred embodiment, the oil phase comprises caprylic / capric triglyceride in an amount of 2.0 to 15.0% by weight, preferably 4.0 to 12.0% by weight, more preferably 5.0 to 10.0 % By weight, most preferably 7.0 to 9.0% by weight, and / or cetearyl ethylhexanoate in an amount of 1.0 to 10.0% by weight, preferably 2.0 to 8.0% by weight %, more preferably 3.0 to 5.0% by weight, or consists thereof, in each case based on the total weight of the emulsion. According to a particularly preferred embodiment, the oil phase comprises caprylic / capric triglyceride in an amount of 7.0 to 9.0% by weight and cetearyl ethyl hexanoate in an amount of 3.0 to 5.0% by weight, or consists of each based on the total weight of the emulsion.

More preferably, the emulsion also comprises one or more emulsifiers other than 1,2-hexanediol and 1,2-octanediol.

The one or more emulsifiers preferably have an HLB value in the range from 8 to 18, more preferably 8 to 16.

Preferably is / are these / r emulsifier / s selected from the group consisting of PEG-100 stearate, cetearyl glucoside, distearyldimonium chloride, Palmitamidopropyltrimoniumchlorid, glyceryl stearate, glyceryl oleate, polyglyceryl (3) methylglucose, cetearyl alcohol, potassium cetyl phosphate, Natriumcetylphosphat, acrylate / C ₁₀ -C ₃₀ -alkyl acrylate cross polymer, ammonium acryloyldimethyl taurate / beheneth-25 methacrylate cross polymer, polyglyceryl-4-caprate, polyglyceryl-4-caprylate / caprate, cetyl PEG / PPG-10/1 dimethicone, polyglyceryl-6 dioleate, polyglyceryl-2- Stearate, PEG-30 dipoly-hydroxystearate, sodium stearoyl lactylate, PEG-40 hydrogenated castor oil, hydrogenated palm glycerides (INCI nomenclature: hydrogenated palm glycerides) or a mixture thereof.

It is particularly preferred that the one or more emulsifiers different from 1,2-hexanediol and 1,2-octanediol are selected from the group consisting of cetearyl alcohol, glyceryl stearate citrate, polyglyceryl (3) methyl glucose distearate, potassium cetyl phosphate, hydrogenated palm glycerides and a mixture thereof.

It is further preferred that the one or more emulsifiers other than 1,2-hexanediol and 1,2-octanediol are selected from the group consisting of glyceryl stearate citrate, polyglyceryl (3) methyl glucose distearate, potassium cetyl phosphate, hydrogenated palm glycerides and one Mix of them.

The emulsifier other than 1,2-hexanediol and 1,2-octanediol is furthermore preferably a mixture of cetearyl alcohol and a member of the group consisting of (i) a mixture of potassium cetyl phosphate and hydrogenated palm glycerides (preferably in a weight ratio in the range from 1: 1 to 7: 3, especially about 6: 4 (potassium cetyl phosphate to hydrogenated palm glycerides)), (ii) glyceryl stearate citrate and (iii) polyglyceryl (3) methyl glucose distearate.

The emulsifier other than 1,2-hexanediol and 1,2-octanediol is furthermore preferably a mixture of cetearyl alcohol and a mixture of potassium cetyl phosphate and hydrogenated palm glycerides, preferably a mixture with the weight ratio in the range of 1: as a mixture of potassium cetyl phosphate and hydrogenated palm glycerides. 1 to 7: 3, in particular about 6: 4 (potassium cetyl phosphate: hydrogenated palm glycerides) is used. According to a further preferred embodiment, the emulsifier other than 1,2-hexanediol and 1,2-octanediol is a mixture of cetearyl alcohol and glyceryl stearate citrate. According to a further preferred embodiment, the emulsifier other than 1,2-hexanediol and 1,2-octanediol is a mixture of cetearyl alcohol and polyglyceryl (3) methyl glucose distearate.

The emulsifier other than 1,2-hexanediol and 1,2-octanediol is furthermore preferably a mixture of potassium cetyl phosphate and hydrogenated palm glycerides, the weight ratio of potassium cetyl phosphate to hydrogenated palm glycerides in the mixture of potassium cetyl phosphate and hydrogenated palm glycerides being particularly preferably 1: 1 to 7: 3, in particular about 6: 4.

The emulsifier glyceryl stearate citrate other than 1,2-hexanediol and 1,2-octanediol is further preferred.

Also preferred is the emulsifier polyglyceryl (3) -methylglucose distearate, which is different from 1,2-hexanediol and 1,2-octanediol.

It is further preferred that the cosmetic emulsion also contains further useful constituents which are described above and to which reference is hereby made.

PROCEDURE

It also describes a method for making a cosmetic emulsion as described herein. The method consists of or comprises the following steps: a) providing an aqueous phase; b) providing an oil phase; c) Combining the aqueous phase and the oil phase, the aqueous phase and / or the oil phase comprising 1,2-hexanediol and / or 1,2-octanediol.

In one embodiment, the aqueous phase comprises 1,2-hexanediol and 1,2-octanediol. According to a further embodiment, the oil phase comprises 1,2-hexanediol and 1,2-octanediol. According to a further embodiment, the aqueous phase and the oil phase comprise 1,2-hexanediol and 1,2-octanediol. According to a further embodiment, the aqueous phase comprises 1,2-hexanediol and the oil phase 1,2-octanediol. According to a further embodiment, the aqueous phase comprises 1,2-octanediol and the oil phase 1,2-hexanediol.

The aqueous phase and / or the oil phase is / are preferably heated before step c), which leads to good homogenization of the phases.

In this connection it was found that a particularly good homogenization is achieved if the phases are heated to a temperature of 50 to 100 ° C., in particular if the aqueous phase to a temperature in the range of 70 to 90 ° C., preferably to about 80 ° C, and when the oil phase is heated to a temperature in the range of 80 to 100 ° C, preferably to about 90 ° C.

The phases are therefore preferably heated to a temperature of 50 to 100 ° C. The aqueous phase is particularly preferably heated to a temperature in the range from 70 to 90 ° C., preferably to approximately 80 ° C., and the oil phase is heated to a temperature in the range from 80 to 100 ° C., preferably to approximately 90 ° C. . This led to the best results.

If the emulsion according to the invention comprises one or more rheological additives, the oil phase is preferably first provided by combining and mixing the individual components, but without the rheological additive (s). This mixture is then heated, preferably to the temperature indicated above, and only then is the rheological additive (s) added.

The phases combined in step c) are preferably homogenized. For this, a gear rim dispersion unit (IKA ^® T25 digital ULTRA TURRAX ^® ) is preferably used. The homogenization is particularly preferably carried out for three minutes at 6000 rpm.

Then (ie after homogenization has taken place) the emulsion obtained can be adjusted to the desired pH with stirring, preferably by means of a blade stirrer, particularly preferably at 150 rpm, with a sodium hydroxide solution, preferably 10%. If carbomer is used as the rheological additive, the emulsion obtained is preferably adjusted to a pH in the range from 5-11, preferably 5-10, particularly preferably 5.5 to 6.5.

This pH value also has the advantage that the protective acid mantle of the skin is not attacked, which leads to good skin tolerance.

After the desired pH has been set, the emulsion is cooled, preferably gently, with further stirring for 10 minutes at 150 rpm, 10 minutes at 100 rpm and 5 minutes at 50 rpm until it is complete after the stirring process Has temperature of about 43 ° C.

EXAMPLES

Preferred embodiments of the present invention are explained in more detail below with the aid of examples,

example 1

Synergistic reduction of the interfacial tension with 1,2-hexanediol and 1,2-octanediol

The interfacial tension was determined using the drop-volume method (dynamic method). A "Krüss DVT50" device was used.

At constant temperature (20 ± 1 ° C), a drop of water (demineralized) was generated using a capillary (diameter 0.2540 mm) and dosed into a model oil phase. The capillary thus protruded into the model oil phase.

The detachment of the drop was detected by means of a light barrier and the drop volume was calculated from the volume flow. All measurements were carried out in duplicate, with each single measurement being the average of the measured values of three falling drops. The final value used for the evaluation is calculated by averaging the double determination.

• Ethylhexylisononanoat, ex Symrise AG: 50,0 Gew.-%
• Caprylic/Capric Triglyceride, ex IOI: 35 Gew.-%
• Prunus Amygdalus Dulcis (Sweet Almond) Öl, ex Gustav Hess GmbH & Co: 15,0 Gew.-%

The following model oil phase was used:

• Ethylhexyl isononanoate, ex Symrise AG: 50.0% by weight
• Caprylic / Capric Triglyceride, ex IOI: 35% by weight
• Prunus Amygdalus Dulcis (Sweet Almond) oil, ex Gustav Hess GmbH & Co: 15.0% by weight

• Lösung 1: Modellölphase
• Lösung 2: Modellölphase + 1,2-Hexandiol (0,5 Gew.-%)
• Lösung 3: Modellölphase + 1,2-Octandiol (0,5 Gew.-%)
• Lösung 4: Modellölphase + 1:1 Gemisch aus 1,2-Hexandiol und 1,2-Octandiol (0,5 Gew.-%)

0.5% by weight of the alkanediols were dissolved in the model oil phase. The following test batches were produced:

• Solution 1: model oil phase
• Solution 2: model oil phase + 1,2-hexanediol (0.5% by weight)
• Solution 3: model oil phase + 1,2-octanediol (0.5% by weight)
• Solution 4: model oil phase + 1: 1 mixture of 1,2-hexanediol and 1,2-octanediol (0.5% by weight)

The% by weight are based on the total weight of the oil phase (model oil phase + 1,2-alkanediol).

The results are shown in Table 1. Table 1 Solution 1 Solution 2 Solution 3 Solution 4 GFA GFS GFA GFS GFA GFS GFA GFS 4.5 33.3 5.5 28.8 4.0 21.3 4.4 23.6 7.2 33.8 8.7 28.9 6.4 21.3 7.1 23.6 11.4 33.8 13.8 28.8 10.0 21.1 11.1 23.5 18.0 33.6 21.6 28.5 15.6 20.8 17.5 23.2 28.4 33.4 33.9 28.2 24.3 20.4 27.2 22.8 44.8 33.3 53.2 27.9 37.8 20.0 42.4 22.5 70.5 33.1 83.3 27.5 59.1 19.7 66.5 22.2 111.4 33.0 130.0 27.1 93.0 19.6 104.0 21.9 175.9 33.0 201.6 26.5 144.1 19.1 161.2 21.4 281.8 32.8 308.4 26.0 220.9 18.8 247.3 21.0 494.8 25.4 358.7 18.6 398.5 20.6 572.5 18.4 635.2 20.4 GFA: Interface Age [s] GFS: interfacial tension [mN / m]

As can be seen from the table above, the interfacial tension between the model oil phase and water (deionized) is around 33 mN / m in the absence of emulsifiers. This interfacial tension is reduced by the addition of 1,2-alkanediols. Solution 2 (addition of 1,2-hexanediol) shows an interfacial tension of approximately 28 mN / m, the interfacial tension decreasing slightly with increasing interface age (from 28.8 mN / m at 5.5 s to 25.4 mN / m at 494.8 s). Solution 3 (addition of 1,2-octanediol) has an interfacial tension of approximately 20 mN / m, the interfacial tension decreasing slightly with increasing interface age (from 21.3 mN / m at 4.0 s to 18.4 mN / m at 572.5 s). The interfacial tension of solution 4 (addition of 1,2-hexanediol and 1,2-octanediol) is surprisingly not between the interfacial tension of solutions 2 and 3, but is clearly shifted towards the interfacial tension of solution 3. So there is a synergistic effect. This is particularly surprising since the HLB value of the 1: 1 mixture of 1,2-hexanediol and 1,2-octanediol is, as expected, midway between the HLB values of 1,2-hexanediol and 1,2-octanediol.

By using 1,2-hexanediol and 1,2-octanediol in a ratio of 1: 1, the interfacial tensions can be reduced almost as much as when 1,2-octanediol is used alone. This is particularly advantageous because the mixture of 1,2-hexanediol and 1,2-octanediol over the Use of 1,2-octanediol alone shows some advantages. In contrast to 1,2-octanediol, the mixture is present as a liquid (1,2-octanediol is a solid), so that the mixture can be metered particularly easily when producing emulsions.

As shown below using rheological studies, the mixture shows no negative influence on the yield point and the viscosity.

The rheological tests (yield point & viscosity) were carried out with the Rheostress 1 device from Haake at 20 ° C.
Measuring geometry P35 Ti L L13042 1,000 mm

To determine the flow limits, O / W emulsions each containing 0.5% (w / w) 1,2-hexanediol, 1,2-octanediol and 0.5% of a mixture of 1,2-hexanediol and 1,2-octanediol were used (w / w% 1: 1).

The composition is shown in the following table: Without 1,2-alkanediol 1,2-hexanediol 1,2-octanediol mixture INCI % By weight % By weight % By weight % By weight Phase A Glyceryl stearate / citrate, ex Symrise AG 2.00 2.00 2.00 2.00 Cetyl Alcohol, ex BASF 1.00 1.00 1.00 1.00 Caprylic / Capric / Triglyceride, ex IOI 4.00 4.00 4.00 4.00 Prunus Amygdalus Dulcis (Sweet Almond) oil, ex Gustav Hess 2.00 2.00 2.00 2.00 Ethylhexyl isononanoate, ex Symrise AG 6.00 6.00 6.00 6.00 Dimethicone, ex Evonik 0.50 0.50 0.50 0.50 Carbomer, ex Aqualon 0.10 0.10 0.10 0.10 Xanthan gum, ex Kelco 0.10 0.10 0.10 0.10 Phase B Water (aqua) Ad 100.0 Ad 100.0 Ad 100.0 Ad 100.0 DMDM hydantoin 0.05 0.05 0.05 0.05 Glycerin 4.00 4.00 4.00 4.00 1,2-hexanediol - 0.5 - - 1,2-octanediol - - 0.5 - 1,2-hexanediol / 1,2-octanediol (1: 1,% by weight) - - 0.5

Production method:

Heat phase A (without carbomer + xanthan gum) and phase B separately to 80 ° C. Disperse carbomer and xanthan gum in phase A using a magnetic stirrer for 1 minute.
Add phase B to phase A and emulsify (Homo Rex, 3 min, 6000 rpm). Add phase C and stir using a blade stirrer.
Perform the pH value determination at room temperature.

The results of the yield point determination are shown in the following table: Yield point τ in [Pa] mean (n = 3) Without 1,2-alkanediol 25.9 1,2-hexanediol 35.4 1,2-octanediol 14.0 1,2-hexanediol / 1,2-octanediol (1: 1,% by weight) 37.5

The results of the yield point determination clearly show that an addition of 0.5% of the mixture of 1,2-hexanediol and 1,2-octanediol (1: 1% by weight) increases the yield point of the emulsion, while the addition of 0, 5% 1,2-octanediol significantly reduced the yield point. The reduction in the flow limit is an indication of a less pronounced gel network of the emulsion and is associated with increased instability. The yield point of the emulsion with 1,2-hexanediol is also lower compared to the mixture of 1,2-hexanediol and 1,2-octanediol (1: 1% by weight).

To determine the viscosity, the O / W emulsion described above, each with 0.5% by weight of 1,2-hexanediol, 1,2-octanediol and 0.5% of a mixture of 1,2-hexanediol and 1,2, was also used -Octanediol (1: 1, wt .-%) used.

Results of the viscosity determination at different shear rates are shown in the following table concentration Shear rate ẏ [s ^-1 ] Viscosity η in [mPas] mean (n = 3) without 1,2 alkanediol 15.4 7947 32.3 4397 49.2 3140 66.1 2467 83.1 2043 100.0 1750 0.5% 1.2 hexanediol 15.35 7090 32.28 3863 49.21 2777 66.14 2207 83.07 1840 100.00 1583 0.5% 1,2 octanediol 15.35 5810 32.28 3153 49.21 2130 66.14 1577 83.07 1243 100.00 1037 0.25% 1.2 hexanediol + 0.25% 1.2 octanediol 15.35 7090 32.28 3863 49.21 2777 66.14 2207 83.07 1840 100.00 1583

The results of the viscosity determination likewise show very clearly that the addition of 0.5% by weight of the mixture of 1,2-hexanediol and 1,2-octanediol (1: 1% by weight) only slightly reduces the viscosity, while the addition of 0.5 wt .-% 1,2-octanediol significantly reduces the viscosity.

Example 2

Synergistic reduction of surface tension using 1,2-hexanediol and 1,2-octanediol

The surface tension of deionized water was determined using the drop-volume method (static method). A LAUDA TVT2 device was used.

At constant temperature (20 ± 1 ° C) water droplets (demineralized) were generated using a capillary (diameter 0.78 mm) and metered into the ambient air.

The detachment of the drop was detected by means of a light barrier and the drop volume was calculated from the volume flow. All measurements were carried out in triplicate, with each single measurement being the average of the measured values of five falling drops. The final value used for the evaluation is calculated by averaging the triple determination.

The results are shown in Table 2. Table 2 Concentration [w / w] 1,2-pentanediol 1,2-hexanediol 1,2-octanediol 1,2-hexanediol / 1,2-octanediol (1: 1 by weight) 0.0 69.23 mN / m 0.01 69.51 mN / m 69.31 mN / m 66.64 mN / m 68.24 mN / m 0.5 64.80 mN / m 55.93 mN / m 27.97 mN / m 36.44 mN / m 1 60.89 mN / m 50.25 mN / m - 27.24 mN / m 2nd 55.03 mN / m 42.86 mN / m - -

Practically relevant amounts of up to 2% by weight were examined.

The results show that 1,2-pentanediol in an amount of 2% by weight can only reduce the surface tension to a value of 55.03 mN / m.

1,2-octanediol was only soluble in deionized water in a maximum amount of 0.5% by weight. Therefore, 1,2-octanediol can only reduce the surface tension to a value of 27.97 mN / m.

Although 1,2-hexanediol could be used in an amount of 2% by weight, in this amount it only reduces the surface tension to a value of 42.86 mN / m.

Surprisingly, it has been shown that a mixture of 1,2-hexanediol and 1,2-octanediol can be used in an amount of 1% by weight. It is also surprising that the surface tension of the mixture of 1,2-hexanediol and 1,2-octanediol is not approximately in the middle between 1,2-hexanediol and 1,2-octanediol, but is particularly strongly shifted towards 1,2-octanediol. A synergistic effect of reducing the surface tension can therefore be observed. As a result, a mixture of 1,2-hexanediol and 1,2-octanediol reduces the surface tension approximately as much as 1,2-octanediol with the same amount, but due to the higher solubility it is able to lower the overall surface tension more than it does 1,2-octanediol alone is capable.

QUOTES INCLUDE IN THE DESCRIPTION

This list of documents listed by the applicant has been generated automatically and is only included for the better information of the reader. The list is not part of the German patent or utility model application. The DPMA assumes no liability for any errors or omissions.

Patent literature cited

• EP 2589291 [0013, 0017]
• DE 102012224158 [0014]
• EP 1946742 [0015]
• EP 1426029 A1 [0016]
• WO 2003/069994 [0018]
• US 2016/0206571 [0019]
• WO 2006/069953 [0020]

Claims (10)

Cosmetic emulsion comprising a continuous water phase, oil droplets present in the continuous water phase, 1,2-hexanediol and 1,2-octanediol, the weight ratio of 1,2-hexanediol to 1,2-octanediol being 3: 1 to 1: 3 , preferably 2: 1 to 1: 2, more preferably about 1: 1, the total amount of 1,2-hexanediol and 1,2-octanediol is up to 2.0% by weight, preferably up to 1.5% by weight %, more preferably up to 1.0% by weight, more preferably up to 0.5% by weight, based on the total weight of the emulsion, and the oil droplets present in the water phase have a volume-related diameter d _{v 0.5} from 1.0 to 10.0 µm, preferably 3.0 to 9.0 µm, more preferably 3.0 to 7.0 µm, most preferably 3.5 to 6.0 µm. Cosmetic emulsion after Claim 1 , wherein the emulsion contains no other 1,2-alkanediols in addition to 1,2-hexanediol and 1,2-octanediol. Cosmetic emulsion after Claim 1 or 2nd , the emulsion containing no 2-phenoxyethanol. Cosmetic emulsion according to one of the preceding claims, wherein the emulsion is a two-phase system of a cosmetic oil in water, preferably wherein the oil is selected from the group consisting of Guerbet alcohols based on fatty alcohols having 6 to 18, preferably 8 to 10, carbon atoms , Esters of linear C6-C22 fatty acids with straight-chain or branched C6-C22 fatty alcohols or esters of branched C6-C13 carboxylic acids with straight-chain or branched C6-C22 fatty alcohols. Cosmetic emulsion according to one of the preceding claims, wherein the oil phase 45 to 55% by weight, in particular approximately 50% by weight, of ethylhexyl isononanoate, 32 to 38% by weight, in particular approximately 35% by weight, of caprylic / capric triglyceride and 12 to 17% by weight, in particular approximately 15% by weight of Prunus Amygdalus Dulcis (Sweet Almond) oil, based on the total weight of the Oil phase, includes, preferably wherein the oil phase consists of 45 to 55% by weight, in particular approximately 50% by weight, ethylhexyl isononanoate, 32 to 38% by weight, in particular approximately 35% by weight, caprylic / capric triglyceride and 12 to 17% by weight %, in particular about 15% by weight of Prunus Amygdalus Dulcis (Sweet Almond) oil, based on the total weight of the oil phase. Cosmetic emulsion according to one of the preceding claims, which further contains one or more emulsifiers other than 1,2-hexanediol and 1,2-octanediol, preferably selected from the group consisting of cetearyl alcohol, glyceryl stearate citrate, polyglyceryl (3) - Methyl glucose distearate, potassium cetyl phosphate, hydrogenated palm glycerides and a mixture thereof, particularly preferably a mixture of cetearyl alcohol and a member of the group consisting of (i) a mixture of potassium cetyl phosphate and hydrogenated palm glycerides, preferably in a weight ratio in the range from 1: 1 to 7: 3, in particular about 6: 4 (potassium cetyl phosphate to hydrogenated palm glycerides), (ii) glyceryl stearate citrate and (iii) polyglyceryl (3) methyl glucose distearate. Cosmetic emulsion according to one of the preceding claims, wherein the emulsion has an interfacial tension of 10 to 30 mN / m, preferably 15 to 25 mN / m, more preferably 19 to 24 mN / m, particularly preferably 20 to 24 mN / m, determined by means of Drop volume method at an interface age of approximately 4 to approximately 636 s. Cosmetic emulsion according to one of the preceding claims, wherein the emulsion has a surface tension of 10 to 80 mN / m, preferably a surface tension of 20 to 60 mN / m, more preferably 20 to 50 mN / m, more preferably 20 to 40 mN / m . Cosmetic emulsion after Claim 6 , wherein the one or more emulsifier (s) is / are selected from the group consisting of PEG-100 stearate, cetearyl glucoside, distearyldimonium chloride, palmitamidopropyltrimonium chloride, glyceryl stearate citrate, glyceryl oleate citrate, polyglyceryl (3) - Methyl glucose distearate, cetearyl alcohol, potassium cetyl phosphate, sodium cetyl phosphate, acrylate / C ₁₀ -C ₃₀ alkyl acrylate cross-polymer, ammonium acryloyldimethyl taurate / beheneth-25 methacrylate cross-polymer, polyglyceryl-4-caprate, polyglyceryl-4-caprylet / PEG / capate 1 dimethicone, polyglyceryl-6 dioleate, polyglyceryl-2-stearate, PEG-30 dipoly-hydroxystearate, sodium stearoyl lactylate, PEG-40 hydrogenated castor oil, hydrogenated palm glycerides or a mixture thereof. Cosmetic emulsion according to one of the preceding claims, produced or producible by a method for producing a cosmetic emulsion according to one of the preceding claims, consisting of or comprising the following steps: a) providing an aqueous phase; b) providing an oil phase; c) combining the aqueous phase and the oil phase, wherein the aqueous phase and / or the oil phase comprises 1,2-hexanediol and / or 1,2-octanediol, preferably wherein the aqueous phase and / or the oil phase is heated before step c), preferably to a temperature of 50 to 100 ° C, more preferably wherein the aqueous phase to a temperature in the range from 70 to 90 ° C, preferably of about 80 ° C, is heated and the oil phase to a temperature in the range from 80 to 100 ° C, preferably to about 90 ° C, preferably wherein the combined phases are homogenized after step c), preferably by means of a gear rim dispersion unit.