EP3073988A1

EP3073988A1 - Composition of alkyl polyglucosides and fatty esters of cationic amino acids

Info

Publication number: EP3073988A1
Application number: EP14808550.9A
Authority: EP
Inventors: Dimitri PERUSSE; Thierry Benvegnu; Jerôme GUILBOT; Hervé Rolland
Original assignee: Centre National de la Recherche Scientifique CNRS; Ecole Nationale Superieure de Chimie de Rennes
Current assignee: Centre National de la Recherche Scientifique CNRS; Ecole Nationale Superieure de Chimie de Rennes
Priority date: 2013-11-28
Filing date: 2014-11-26
Publication date: 2016-10-05
Also published as: WO2015078893A1; CA2931395A1; FR3013589A1; US20170087077A1; US10149810B2; FR3013589B1

Abstract

The invention relates to a composition (C₁) including: (a) at least one compound of formula (I) in which each of the radicals Z is a hydrogen atom or a monovalent radical (Z₁); (b) at least one compound of formula (IV); (c) a compound of formula (V). The invention also relates to a method for preparing said composition and to the use thereof in cosmetics.

Description

Composition of alkyl polyglucosides and fatty esters of amino acids

cationized

The invention relates to a novel surfactant composition useful in the preparation of cosmetic and pharmaceutical formulations for topical use.

The use of emulsions in cosmetics or dermopharmacy is widespread for the design of hygiene or care products. Formulations of this type make it possible to achieve a harmonious combination, in a homogeneous and easy-to-use form, of an oily phase and of an aqueous phase containing antagonistic ingredients, sometimes lipophilic, sometimes hydrophilic.

The emulsifying agents used in these circumstances can be of different natures. If its chemical structure does not carry a charge, this compound is called a surfactant or nonionic surfactant; if it is attached to it a negative charge counterbalanced by a cation, it is an anionic surfactant; if different types of charges coexist on the carbon chain of the same chemical structure it is an amphoteric surfactant and finally, if the chemical structure comprises a group with a positive charge counterbalanced by an anion, it is a question of a cationic surfactant.

The preferred application areas of cationic surfactants are hair products and cosmetic formulas with a strong presence of mineral and / or organic fillers, such as sun products. Creams, especially those for depilatory use, and lotions, may also include such cationic surfactants.

Quaternary ammonium cationic surfactants are the most widely used in the cosmetics industry [Martin M. Reiger, "Harry's Cosmeticology," 8 ^th Edition, (2000), Vol. I-ll, p. 201, Chemical Publishing]. These include quaternary ammonium structures such as (trimethyl stearyl ammonium chloride) or behenyltrimonium methanesulfonate [Michael and Irene Ash, "Handbook of lubricants", (2012), (2 ^nd Edition), 999, Synapse Information Resources ], marketed for example by Croda under the name Incroquat Behenyl TMS [EW Flick, "Cosmetic and Toiletry Formulations", (1997), Vol. 6 (2 ^nd Edition), 126, 210, Noys Publications.], Or of trialkyl benzylammonium type such as the benzyl dimethyl stearyl ammonium chlorides in the STEPAN range under the trade names Ammonyx [Ernest W. Flick, "Cosmetics additives , An industrial guide "(1991), 725, Noyes Publications].

Access to cationic surfactants relies very largely today on a quaternization reaction of an alkyl dimethyl amine with a quaternizing agent capable of transferring a carbon group, most often a methyl radical, a reaction that can be illustrated by the following scheme:

R'-N + R "- Y * ~ R'-N-R", Y

^\ I

CH ₃ CH ₃

R 'represents, for example, an alkyl radical containing from 8 to 22 carbon atoms, R "representing a methyl radical or an ethyl radical and Y ^" representing a halogen, methyl sulphate or ethyl sulphate anion.

Another approach relies on the involvement of low molecular weight tertiary amines and alkyl halides intended to endow the final structure with a fatty chain and to give it surfactant properties. The scheme mentioned above also makes it possible to illustrate it when R 'represents, for example, a methyl radical or a benzyl radical, R "represents an alkyl radical comprising from 8 to 22 carbon atoms and Y ^" represents an anion halide, methylsulphate or tosylate.

However, the reagents used according to these two approaches are of synthetic or petrochemical origin, and are dangerous for health and for the environment. This is particularly the case for halogenated derivatives and dimethyl and diethyl sulphates. As for fatty dimethyl amines, they generally come from the transformation of fatty acids [Harold A. Wittcoff et al., "Industrial Organic Chemicals" (2004), 419, Wiley-Interscience.], Which also involves reagents such as ammonia or hydrogen which are tricky to use and often require the presence of heavy metal catalysts such as cobalt or nickel.

It has therefore been found necessary to have surfactant cationic derivatives which can be obtained from reagents which do not present a pronounced risk to human health and the environment and which can be used under conditions which soft, easy to master on an industrial scale.

Glycine betaine, naturally present in some fruits, such as orange or lemon, cereals such as oats, barley or wheat or in beet, has recently emerged as an interesting alternative to traditional ways to reach cationic surfactants [F. Nsimba Zakanda et al. "Thin Solid Films", (201 1), 520, 344-350]. This compound in fact carries a positively charged charge and makes it possible to transfer, under suitable conditions, this cationic character to the structure to which it is chemically bonded. Glycine betaine is extracted from beet molasses which represents about 27% of the weight.

The international application published under the number WO 2005/121294 discloses new compositions describing mixtures of alkyl hexosides or -xylosides and glycine betaine fatty esters or amides for use in bactericidal, fungicidal or preservative compositions.

The international application published under number WO 2005/121252 discloses the use of glycine betaine derivatives in cold bituminous emulsions and mentions the preparation and glycine betaine esters or amides.

The international application published under number WO 2005/121291 discloses the use of glycine betaine derivatives in cosmetic emulsions.

The present invention relates to novel compositions which combine fatty esters of glycine betaine, esters of glycine betaine and alkyl polyglucosides which contain in particular structures of alkyl polyglucoside type carrying a cationic group introduced through a controlled grafting of glycine betaine .

This is why, according to a first aspect, the subject of the invention is a composition (Ci), comprising for 100 mol%:

(a) - from 0.1 mol% to 5 mol% or from a compound of formula (I): formula (I) wherein each of the Z radicals independently represents one another two, a hydrogen atom or a monovalent radical (Zi):

O

Mr. JJ

Me- N -C

/ | _ |

Me ⁿ

wherein the anion X ^" is an anion selected from bromide ion, chloride ion, iodide ion, para-toluenesulfonate ion, methanesulfonate ion or trifluoromethanesulfonate ion; understood that at least one of the radicals Z does not represent a hydrogen atom; formula (I) in which the radical R ₂ represents a linear or branched alkyl radical containing from eight to twenty-two carbon atoms, and I) wherein m represents a number greater than or equal to 1 and less than or equal to 5, or a mixture of compounds represented by said formula (I);

(b) - from 20 mol% to 60 mol% and more particularly from 45 mol% to 60 mol% or from a compound of formula (IV);

formula (IV) in which the anion X ^" is as defined for said radical (Zi) and the radical R ₂ is as defined for said formula (I), or a mixture of compounds represented by said formula ( IV);

(c) - from 15 mol% to 50 mol% and more particularly from 35 mol% to 50 mol% of a compound of formula (V);

formula (V) wherein the anion X ^" is as defined for said radical (Zi);

In the definition of the composition (Ci) which is the subject of the present invention, by a mixture of compounds represented by said formula (I), is meant mainly a mixture of two or more compounds represented by the formulas (Ia), (Ib), (le), (Id) and (le): (the)

in the respective molar proportions of _a , a _b , a _c , a _d and a _e , such that the sum a _a + a _b + a _c + a _d + a _e is equal to 1 and that each of the proportions a _a , a _b , a _c , a _d and a _e is greater than or equal to zero and less than or equal to one.

According to a particular aspect of the present invention, the composition (Ci) as defined above further comprises, for 100 mol%:

(d) - from 5% to 25% by mol, and more particularly from 5% to 15% by mol, or from an alcohol of formula (II):

R ₂ OH (II)

formula (II) in which the radical R ₂ represents a linear or branched alkyl radical containing from eight to twenty-two carbon atoms;

or a mixture of alcohols represented by said formula (II).

According to another particular aspect of the present invention, the composition (Ci) as defined above further comprises for 100 mol%:

(e) - from 20% to 35 mol% of an acid of formula (IX):

HX (IX)

chosen from hydrobromic, hydrochloric, hydroiodic, para-toluenesulphonic, methanesulphonic or trifluoromethanesulphonic acids.

(f) - from 0.1 mol% to 5 mol%, or from a compound of formula (III):

formula (III) in which the radical R ₂ represents a linear or branched alkyl radical containing from eight to twenty-two carbon atoms;

or a mixture of compounds represented by said formula (III).

In the definition of the composition (Ci) which is the subject of the present invention, by a mixture of compounds represented by said formula (III), is meant mainly a mixture of two or more compounds represented by the formulas (IIIa), (IIIb), (lllc), (llld) and (llle):

According to another particular aspect of the present invention, the composition (Ci) as defined above, is characterized in that in the formulas (I), (II), (III) and (IV), the radical R ₂ is linear and is selected from tetradecyl, hexadecyl, octadecyl, eicosyl or docosyl.

According to another particular aspect of the present invention, the composition (Ci) as defined above, is characterized in that in the formulas (I), (IV) and (V), the ion X ^" represents the methanesulphonate anion and wherein the acid of formula (IX) is methanesulfonic acid.

According to another particular aspect of the present invention, the composition (Ci) as defined above is characterized in that, in formulas (I) and (III), m is 1.

According to another particular aspect of the present invention, the composition (Ci) as defined above, is characterized in that, in formulas (I) and (III), m is greater than 1 and less than or equal to 2.5.

The subject of the invention is particularly a composition as defined above, comprising for 100 mol%:

(a) - from 0.1 mol% to 1 mol% of a compound of formula (I) or a mixture of compounds represented by said formula (I);

(b) - from 20 mol% to 30 mol% of a compound of formula (IV) or a mixture of compounds represented by said formula (IV);

(c) - from 15 mol% to 25 mol% of a compound of formula (V);

(d) - from 15% to 25% molar of an alcohol of formula (II) or a mixture of alcohols represented by said formula (II);

(e) - from 25 mol% to 35 mol% of an acid of formula (IX):

(f) - from 1 mol% to 2 mol% of a compound of formula (III) or a mixture of compounds represented by said formula (III).

The subject of the invention is also a process for the preparation of a composition (Ci), as defined above, characterized in that it comprises a step during which the 2-trimethylammonioacetate of formula (X):

O

Me

^E M (X)

is reacted with a mixture (M-i) comprising for 100 mol%:

From 5 mol% to 20 mol% or from a compound of formula (III), or from a mixture of compounds represented by said formula (III); and

- From 80% to 95% molar or an alcohol of formula (II), or a mixture of alcohols represented by said formula (II);

in the presence of an excess of acid of formula (IX):

HX (IX)

to form a mixture (M ₂ ) comprising:

or the compound of formula (I) or a mixture of compounds represented by said formula (I); and

- Or the compound of formula (IV) or a mixture of compounds represented by said formula (IV); and

the compound of formula (V); and

a proportion of the unreacted compound of formula (X); and optionally a proportion of the alcohol of formula (II) or a mixture of alcohols represented by said unreacted formula (II), and / or the excess of acid of formula (IX) and / or a proportion of the compound of formula (III), a mixture of compounds represented by said formula (III) unreacted.

In the process as defined above, the function of the strong acid of formula (IX) is to convert the carboxylate function of glycine betaine into its protected form. It is used in a molar stoichiometric excess relative to glycine betaine, generally less than or equal to 4 and in particular between 1, 5 and 2.5.

The process as defined above is carried out at a temperature generally of between 50 ° C. and 120 ° C., more particularly between 60 ° C. and 90 ° C., while maintaining the pressure between 5 × 10 ³ Pa and 1.5 × 10 ⁵ Pa, more particularly between 4 × 10 ² Pa and 4 × 10 ³ Pa, for a period not exceeding twenty-four hours, generally between ten and twenty hours.

The subject of the invention is also the use of a composition (Ci), as defined above, as an emulsifying agent, for preparing emulsions intended for cleaning the skin, the hair, the scalp or the mucous membranes, or topical cosmetic emulsions for the care of skin, hair, scalp or mucous membranes.

The term "cleaning the skin, hair, scalp or mucous membranes" means any action intended to allow the removal of dirt on the skin, hair, scalp or mucous membranes of humans or animals. Examples of soiling on the skin, hair, scalp or mucous membranes of humans or animals include dust, dirt, sebaceous secretions, sweat, dandruff, dead cells, microorganisms or various chemical substances such as residues of make-up and skincare compositions, hair, scalp or mucous membranes.

Finally, the subject of the invention is a cosmetic emulsion (Ei) intended for cleaning the skin, the hair, the scalp or the mucous membranes, or for the care of the skin, the hair, the scalp or the mucous membranes, comprising as agent emulsifier, an effective amount of a composition (Ci) as defined above.

When used for cosmetic purposes, namely to modify the external appearance of the skin, hair, scalp or mucous membranes, as for example to prevent unsightly effects of aging, or to clean, the emulsion ( Ei) object of the present invention is more particularly administered topically.

The expression "topical" means that the emulsion (Ei) according to the invention is implemented by application to the skin, the hair, the scalp or the mucous membranes, which it it is a direct application or an indirect application, when for example the emulsion (Ei) according to the invention is incorporated in a support intended to be put in contact with the skin (paper, wipe, textile, transdermal device , etc.).

The topical emulsion (Ei) according to the invention may be packaged in a bottle, and also in pressurized form in an aerosol device or in a device of the "pump bottle" type, in a device provided with a perforated wall such as, for example a grid, in a device provided with a ball applicator (called "roll-on").

The topical emulsion (Ei) according to the invention generally comprises chemical additives usually used in the field of formulations for topical use, in particular cosmetic, dermocosmetic, pharmaceutical or dermopharmaceutical formulations, such as foaming and / or detergent surfactants, thickening and / or gelling surfactants, thickening and / or gelling agents, stabilizing agents, film-forming compounds, solvents and co-solvents, hydrotropic agents, plasticizing agents, emulsifying and co-emulsifying agents, opacifying agents , pearlescent agents, superfatting agents, sequestering agents, chelating agents, oils, waxes, antioxidants, perfumes, essential oils, preserving agents, conditioners, deodorants, bleaching agents for the fading of the hair and the skin, the active principles intended to bring an action t and / or protective against the skin or hair, sunscreens, mineral fillers or pigments, particles providing a visual effect or intended for the encapsulation of active ingredients, exfoliating particles, texture agents , optical brighteners, repellents for insects.

As examples of foaming and / or detergent surfactants, optionally present in the topical emulsion (E-i) according to the invention, mention may be made of cationic, amphoteric or nonionic foaming and / or detergent surfactants.

Among the foaming and / or detergent amphoteric surfactants which may be included in the topical emulsion (Ei) according to the invention, mention may be made of alkylbetaines, alkylamidobetaines, sultaines, alkylamidoalkylsulfobetaines, imidazoline derivatives, phosphobetaines, amphopolyacetates and amphopropionates.

Among the foaming and / or detergent cationic surfactants which may be included in the topical emulsion (E-i) according to the invention, mention may be made especially of quaternary ammonium derivatives.

Among the foaming and / or detergent nonionic surfactants that may be included in the topical emulsion (Ei) according to the invention, mention may be made more particularly of alkylpolyglycosides comprising a linear or branched, saturated or unsaturated aliphatic radical, and comprising from 8 to 16 carbon atoms, such as octylpolyglucoside, decylpolyglucoside, undecylenylpolyglucoside, dodecylpolyglucoside, tetradecyl polyglucoside, hexadecyl polyglucoside, 1-12 dodecanediyl polyglucoside; ethoxylated hydrogenated castor oil derivatives such as the product marketed under the INCI name "Peg-40 hydrogenated castor oil"; polysorbates such as Polysorbate 20, Polysorbate 40, Polysorbate 60, Polysorbate 70, Polysorbate 80, Polysorbate 85; coconut amides; N-alkylamines.

As examples of thickening and / or gelling surfactants, optionally present in the topical emulsion (Ei) according to the invention, mention may be made of fatty esters of optionally alkoxylated alkylpolyglycosides, such as ethoxylated methylpolyglucoside esters such as PEG 120 methyl glucose trioleate and PEG 120 methyl glucose dioleate respectively marketed under the names GLUCAMATE ™ LT and GLUMATE ™ DOE120; alkoxylated fatty esters such as PEG 150 pentaerythrityl tetrastearate marketed under the name CROTHIX ™ DS53, PEG 55 propylene glycol oleate sold under the name ANTIL ™ 141; fatty chain polyalkylene glycol carbamates, for example PPG-14 laureth isophoryl dicarbamate marketed under the name ELFACOS ™ T21 1, PPG-14 palmeth-60 hexyl dicarbamate sold under the name ELFACOS ™ GT2125.

As examples of thickening and / or gelling agents optionally present in the topical emulsion (Ei) according to the invention, mention may be made of linear or branched or crosslinked polyelectrolyte type polymers, such as, for example, the homopolymer of the acrylic acid, homopolymer of methacrylic acid, homopolymer of 2-methyl-[(1-oxo-2-propenyl) amino] 1-propanesulfonic acid (AMPS), copolymers of acrylic acid and AMPS, copolymers of acrylamide and AMPS, copolymers of vinylpyrrolidone and AMPS, copolymers of AMPS and (2-hydroxyl) acrylate, copolymers of AMPS and (2-hydroxylethyl) methacrylate, copolymers of AMPS and hydroxyethylacrylamide, copolymers of AMPS and Ν, Ν-dimethylacrylamide, copolymers of AMPS and tris (hydroxymethyl) acrylamido methane (THAM), copolymers of acrylic or methacrylic acid and (2-hydroxyl) acrylate ethyl), copolymers of acrylic or methacrylic acid and (2-hydroxyethyl) methacrylate, copolymers of acrylic or methacrylic acid and hydroxyethylacrylamide, copolymers of acrylic or methacrylic acid and THAM copolymers of acrylic or methacrylic acid and Ν, Ν-dimethyl acrylamide, terpolymers of acrylic or methacrylic acid, AMPS and (2-hydroxyl) acrylate, terpolymers of acrylic or methacrylic acid, AMPS and (2-hydroxyethyl) methacrylate, terpolymers of acrylic or methacrylic acid, AMPS and THAM, terpolymers of acrylic or methacrylic acid, AMPS and N, N-dimethylacrylamide, terpolymers of acrylic or methacrylic acid, AMPS and acrylamide, copolymers of acrylic acid or of methacrylic acid and of alkyl acrylates in which the carbon chain comprises between four and thirty carbon atoms and more particularly between ten and thirty carbon atoms, the copolymers of AMPS and alkyl acrylates whose carbon chain comprises between four and thirty carbon atoms and more particularly between ten and thirty carbon atoms. The polymers, and more particularly the crosslinked copolymers, terpolymers and tetrapolymers comprising AMPS and macromers, such as those described in the European patent applications published under the numbers EP 1 069 142 A1 and EP 1 339 789 A2, in the international patent application published under the number WO 201 1/030044 A1 and in the French patent application published under the number 2 910 899 A1.

The polyelectrolytic polymers, linear or branched or crosslinked optionally present in the topical emulsion (Ei) according to the invention may be in the form of a solution, an aqueous suspension, a water-in-water emulsion. oil, an oil-in-water emulsion, a powder. The polyelectrolytes, linear or branched or crosslinked polymers optionally present in the topical composition according to the invention can be selected from the products marketed under the names SIMULGEL ™ EG, SIMULGEL ™ EPG, SEPIGEL ™ 305, SIMULGEL ™ 600, SIMULGEL ™ NS , SIMULGEL ™ INS 100, SIMULGEL ™ FL, SIMULGEL ™ A, SIMULGEL ™ SMS 88, SEPINOV ™ EMT 10, SEPIPLUS ™ 400, SEPIPLUS ™ 265, SEPIPLUS ™ S, SEPIMAX ™ ZEN, ARISTOFLEX ™ HMB, ARISTOFLEX ™ VELVET, ARISTOFLEX ™ AVIS, ARISTOFLEX ™ AVS, NOVEMER ™ EC-1, NOVEMER ™ EC-2, FLOCARE ™ AND 25, FLOCARE ™ AND 75, FLOCARE ™ AND 26, FLOCARE ™ AND 30, FLOCARE ™ AND 58, FLOCARE ™ PSD 30, VISCOLAM ™ AT 64, VISCOLAM ™ AT 100.

As examples of thickening and / or gelling agents optionally present in the topical emulsion (Ei) according to the invention, mention may be made of polysaccharides consisting solely of dares, such as, for example, glucans or homopolymers of glucose, glucomannoglucans, xyloglycans, galactomannans whose degree of substitution (DS) of D-galactose units on the main D-mannose chain is between 0 and 1, and more particularly between 1 and 0.25, such as for example galactomannans from cassia gum (DS = 1/5), locust bean gum (DS = 1/4), tara gum (DS = 1/3), guar gum (DS = 1/2) , fenugreek gum (DS = 1).

As examples of thickening and / or gelling agents optionally present in the topical emulsion (Ei) according to the invention, mention may be made of polysaccharides consisting of osse derivatives, for example sulphated galactans and more particularly carrageenans and agar, uronans and more particularly alginines, alginates and pectins, heteropolymers of oste and uronic acids and more particularly xanthan gum, gellan gum, exudates of gum arabic and karaya gum, glucosaminoglycans.

Examples of thickening and / or gelling agents that may be present in the topical emulsion (Ei) according to the invention include cellulose, cellulose derivatives such as, for example, methylcellulose, ethylcellulose, hydroxypropyl cellulose, silicates, starch, hydrophilic derivatives of starch, polyurethanes.

Examples of stabilizing agents that may be present in the topical emulsion (Ei) according to the invention include, for example, microcrystalline waxes, and more particularly ozokerite, mineral salts such as sodium chloride or sodium chloride. magnesium, silicone polymers such as polysiloxane polyalkyl polyether copolymers.

Examples of solvents that may be present in the topical emulsion (Ei) according to the invention include water, organic solvents, for example glycerol, diglycerol, oligomers of glycerol, ethylene glycol and propylene. glycol, butylene glycol, 1,3-propanediol, 1,2-propanediol, hexylene glycol, diethylene glycol, xylitol, erythritol, sorbitol, water-soluble alcohols such as ethanol, isopropanol or butanol, water mixtures and said organic solvents.

Examples of emulsifying surfactants that may be present in the topical emulsion (E-i) according to the invention include nonionic surfactants and cationic surfactants.

Examples of emulsifying nonionic surfactants that may be present in the topical emulsion (Ei) according to the invention include esters of fatty acids and of sorbitol, such as, for example, the products marketed under the names MONTANE ™ 40, MONTANE ™ 60, MONTANE ™ 70, MONTANE ™ 80 and MONTANE ™ 85; compositions comprising glycerol stearate and ethoxylated stearic acid between 5 moles and 150 moles of ethylene oxide, for example the composition comprising stearic acid ethoxylated with 135 moles of ethylene oxide and stearate glycerol marketed under the name SIMULSOL ™ 165; mannitan esters; ethoxylated mannitan esters; sucrose esters; methylglucoside esters; alkyl polyglycosides having a linear or branched, saturated or unsaturated aliphatic radical containing from 14 to 36 carbon atoms, for example tetradecyl polyglucoside, hexadecyl polyglucoside, octadecyl polyglucoside, hexadecylpolyxyloside, octadecyl polyxyloside, eicosyl polyglucoside, dodecosyl polyglucoside, 2-octyldodecyl polyxyloside, 12-hydroxystearyl polyglucoside; the essays linear or branched fatty alcohols, saturated or unsaturated, and having from 14 to 36 carbon atoms and alkylpolyglycosides as described above.

Examples of cationic emulsifying surfactants that may be present in the topical emulsion (Ei) according to the invention include aminoxides, quaternium-82 and the surfactants described in the patent application WO 96/00719 and mainly those whose chain at least 16 carbon atoms, quaternary ammonium compounds, for example trimethyl stearyl ammonium chloride, behenyltrimonium methanesulphonate, trialkyl benzylammonium compounds, for example benzyl dimethyl stearyl ammonium chlorides.

Examples of opacifying and / or pearling agents that may be present in the topical emulsion (Ei) according to the invention include sodium palmitate, sodium stearate, sodium hydroxystearate, magnesium palmitate, magnesium stearate, magnesium hydroxystearate, ethylene glycol monostearate, ethylene glycol distearate, polyethylene glycol monostearate, polyethylene glycol distearate, and fatty alcohols having from 12 to 22 carbon atoms.

Examples of texturizing agents that may be present in the topical emulsion (Ei) according to the invention include N-acyl derivatives of amino acids, for example lauroyl lysine sold under the name AMINOHOPE ™ LL, octenyl starch succinate sold under the name DRYFLO ™, myristyl polyglucoside marketed under the name MONTANOV ™ 14, cellulose fibers, cotton fibers, chitosan fibers, talc, sericite, mica.

Examples of deodorant agents which may be present in the topical emulsion (E 1 according to the invention include, for example, alkali silicates, zinc salts, for instance zinc sulphate, zinc gluconate or zinc chloride, zinc lactate, quaternary ammonium salts such as cetyltrimethylammonium salts, cetylpyridinium salts, glycerol derivatives such as glycerol caprate, glycerol caprylate, polyglycerol caprate, 1,2-decanediol; 1,3-propanediol, salicylic acid, sodium bicarbonate, cyclodextrins, metal zeolites, Triclosan ™, aluminum bromohydrate, aluminum chlorohydrates, aluminum chloride, aluminum sulphate , aluminum and zirconium hydrochloride, aluminum and zirconium trihydrochloride, aluminum and zirconium tetrachlorohydrate, aluminum and zirconium pentachlorohydrate, aluminum zircon octochloride aluminum sulphate, sodium and aluminum lactate, aluminum and glycol hydrochloride complexes, such as the aluminum and propylene glycol hydrochloride complex, the aluminum dihydrochloride propylene glycol, the complex of aluminum sesquichlorohydrate and propylene glycol, the complex of aluminum chlorohydrate and polyethylene glycol, the complex of aluminum dihydrochloride and polyethylene glycol, the complex of aluminum sesquichlorohydrate and polyethylene glycol.

Examples of oils that may be present in the topical emulsion (E-i) according to the invention include mineral oils such as liquid paraffin, liquid petroleum jelly, isoparaffins or mineral white oils; oils of animal origin, such as squalene or squalane; vegetable oils, such as phytosqualane, sweet almond oil, coconut oil, castor oil, jojoba oil, olive oil, rapeseed oil, peanut oil, sunflower oil, wheat germ oil, corn germ oil, soybean oil, cottonseed oil, alfalfa oil, poppy oil , pumpkin oil, evening primrose oil, millet oil, barley oil, rye oil, safflower oil, bancoulier oil, passionflower oil , hazelnut oil, palm oil, shea butter, apricot kernel oil, calophyllum oil, sysymbrium oil, avocado oil, calendula, oils derived from flowers or vegetables vegetable oils ethoxylated; synthetic oils such as fatty acid esters such as butyl myristate, propyl myristate, isopropyl myristate, cetyl myristate, isopropyl palmitate, octyl palmitate, butyl stearate, hexadecyl stearate, isopropyl stearate, octyl stearate, isocetyl stearate, dodecyl oleate, hexyl laurate, propylene glycol dicaprylate, lanolic acid derived esters, such as isopropyl lanolate, isocetyl lanolate, monoglycerides, diglycerides and triglycerides of fatty acids such as glycerol triheptanoate, alkylbenzoates, hydrogenated oils, poly (alpha-olefin), polyolefins such as polyisobutane ) synthetic isoalkanes such as isohexadecane, isododecane, perfluorinated oils; silicone oils such as dimethylpolysiloxanes, methylphenylpolysiloxanes, amine-modified silicones, fatty acid-modified silicones, alcohol-modified silicones, alcohol-modified silicones and fatty acids, modified silicones, polyether groups, modified epoxy silicones, silicones modified with fluorinated groups, cyclic silicones and silicones modified with alkyl groups. By "oils" is meant herein the compounds and / or the mixtures of water-insoluble compounds having a liquid appearance at a temperature of 25 ° C.

As examples of waxes possibly present in the topical emulsion (Ei) according to the invention, mention may be made of beeswax, carnauba wax, candelilla wax, ouricoury wax, Japanese wax, cork fiber wax, sugar cane wax, paraffin waxes, lignite waxes, microcrystalline waxes, lanolin wax; ozokerite; polyethylene wax; silicone waxes; vegetable waxes; fatty alcohols and solid fatty acids at room temperature; glycerides solid at room temperature. By "waxes" is meant in this application the compounds and / or mixtures of water-insoluble compounds having a solid appearance at or above 45 ° C.

Examples of active principles that may be present in the topical emulsion (Ei) according to the invention include vitamins and their derivatives, in particular their esters, such as retinol (vitamin A) and its esters (retinyl palmitate, for example ), ascorbic acid (vitamin C) and its esters, ascorbic acid sugar derivatives (for example ascorbyl glucoside) and its esters (for example tocopherol acetate), vitamins B3 or B10 (niacinamide and its derivatives); compounds showing a lightening or depigmenting action on the skin, for example ω-undecelynoyl phenylalanine sold under the name SEPIWHITE ™ MSH, SEPICALM ™ VG, the mono ester and / or the glycerol diester of ω-undecylenoyl phenylalanine, ester-undecylenoyl phenylalanine erythritol monoester and / or erythritol diester, ω-undecylenoyl phenylalanine xylitol monoester and / or diester, ω-undecylenoyl phenylalanine sorbitol monoester and / or diester, ω-undecylenoyl phenylalanine -undecylenoyl dipeptides such as, for example, ω-undecylenoyl-leucine-leucine, ω-undecylenoyl-isoleucine-lsoleucine, ω-undecylenoyl-leucine-lsoleucine, ω-undecylenoyl-isoleucine-leucine, arbutin, kojic acid hydroquinone; the compounds showing a soothing action including SEPICALM ™ S, allantoin and bisabolol; anti-inflammatory agents; compounds showing a moisturizing action such as, for example, urea, hydroxyureas, glycerol, polyglycerols, glycerolglucoside, diglycerolglucoside, polyglycerylglucosides, xylitylplucoside; plant extracts rich in polyphenols such as grape extracts, pine extracts, wine extracts, olive extracts; compounds showing a slimming or lipolytic action such as caffeine or its derivatives, ADIPOSLIM ™, ADIPOLESS ™, fucoxanthin; N-acylated proteins; N-acylated peptides, for example MATRIXIL ™; N-acyl amino acids; partial hydrolysates of N-acylated proteins; amino acids; peptides; total hydrolysts of protein; soy extracts, for example Raffermine ™; wheat extracts for example TENSINE ™ or GLIADINE ™; plant extracts, such as tannin-rich plant extracts, plant extracts rich in isoflavones or plant extracts rich in terpenes; freshwater or marine algae extracts; marine plant extracts; marine extracts in general such as corals; essential waxes; bacterial extracts; ceramides; phospholipids; compounds showing antimicrobial action or purifying action, such as LIPACIDE ™ C8G, LIPACIDE ™ UG, SEPICONTROL ™ A5; OCTOPIROX ™ or SENSIVA ™ SC50; compounds showing an energizing or stimulating property such as Physiogenyl ™, panthenol and its derivatives such as SEPICAP ™ MP; anti-aging active ingredients like SEPILIFT ™ DPHP, LIPACIDE ™ PVB, SEPIVINOL ™, SEPIVITAL ™, MANOLIVA ™, PHYTO-AGE ™, TIMECODE ™; SURVICODE ™; anti-aging photo active ingredients; the active ingredients protecting the integrity of the dermal-epidermal junction; the active agents increasing the synthesis of the components of the extracellular matrix, for example collagen, elastins, glycosaminoglycans; assets acting favorably on chemical cellular communication such as cytokines or physical ones such as integrins; the active ingredients that create a feeling of "heating" on the skin, such as the activators of cutaneous microcirculation (such as, for example, derivatives of nicotinic acid) or products that create a sensation of "freshness" on the skin (such as menthol for example) and derivatives); the active agents improving cutaneous microcirculation, for example the venotonic ones; draining assets; decongestant assets such as extracts of ginko biloba, ivy, horse chestnut, bamboo, ruscus, small holly, centalla asiatica, fucus, rosemary, willow; tanning agents or skin browning agents, such as, for example, dihydroxyacetone, isatin, alloxane, ninhydrin, glyceraldehyde, mesotartaric aldehyde, glutaraldehyde, erythrulose.

As examples of sunscreens possibly present in the topical emulsion (E-i) according to the invention, mention may be made of all those appearing in the cosmetic directive 76/768 / EEC modified Annex VII.

Among the solar organic filters optionally present in the topical emulsion (Ei) according to the invention, mention may be made of the family of benzoic acid derivatives such as para-aminobenzoic acids (PABA), in particular the monoglycerol esters of PABA, the ethyl esters of Ν, Ν-propoxy PABA, the ethyl esters of N, N-diethoxy PABA, the ethyl esters of Ν, Ν-dimethyl PABA, the methyl esters of Ν, Ν-dimethyl PABA, the butyl esters of Ν, Ν-dimethyl PABA; the family of anthranilic acid derivatives such as homomenthyl-N-acetyl anthranilate; the family of salicylic acid derivatives such as amyl salicylate, homomenthyl salicylate, ethylhexyl salicylate, phenyl salicylate, benzyl salicylate, p-isopropanolphenyl salicylate; the family of cinnamic acid derivatives such as ethylhexyl cinnamate, ethyl-4-isopropyl cinnamate, methyl-2,5-diisopropyl cinnamate, p-methoxypropyl cinnamate, p-methoxyisopropyl cinnamate , p-methoxyisoamyl cinnamate, p-methoxyoctyl cinnamate (p-methoxy-2-ethylhexyl cinnamate), p-methoxy 2-ethoxyethyl cinnamate, p-methoxycyclohexyl cinnamate, ethyl-ocyano cinnamate -3-phenyl, 2-ethylhexyl-Docyano-3-phenyl cinnamate, diparamethoxy mono-2-ethylhexanoyl glyceryl cinnamate; the family of benzophenone derivatives such as 2,4-dihydroxybenzophenone, 2,2'-dihydroxy-4-methoxybenzophenone, 2,2 ', 4,4'- tetrahydroxybenzophenone, 2-hydroxy-4-methoxybenzophenone, 2-hydroxy-4-methoxy-4'-methylbenzophenone, 2-hydroxy-4-methoxybenzophenone-5-sulfonate, 4-phenylbenzophenone, 2-ethylhexyl-4 ' phenylbenzophenone-2-carboxylate, 2-hydroxy-4-n-octyloxybenzophenone, 4-hydroxy-3-carboxybenzophenone; 3- (4'-methylbenzylidene) -d, 1-camphor, 3- (benzylidene) -d, 1-camphor, benzalkonium methosulfate camphor; urocanic acid, ethyl urocanate; the family of sulfonic acid derivatives such as sulfonic acid 2-phenylbenzimidazole-5 and its salts; the family of triazine derivatives such as hydroxyphenyl triazine, ethylhexyloxyhydroxyphenyl-4-methoxyphenyltriazine, 2,4,6-trianillino- (p-carbo-2'-ethylhexyl-1'-oxy) -1,3,5 triazine, 4,4 - ((6 - (((1,1-dimethylethyl) amino) carbonyl) phenyl) amino) -1,3,5-triazine-2,4-diyl diimino) bis- benzoic acid, 2-phenyl-5-methylbenzoxazole, 2,2'-hydroxy-5-methylphenylbenzotriazole, 2- (2'-hydroxy-5'-t-octylphenyl) benzotriazole, - (2'-hydroxy-5'-methylphenyl) benzotriazole; dibenzazine; dianisoylmethane, 4-methoxy-4 "-t-butylbenzoylmethane, 5- (3,3-dimethyl-2-norbornylidene) -3-pentan-2-one, the family of diphenylacrylate derivatives such as 2-ethylhexyl- 2-cyano-3,3-diphenyl-2-propenoate, ethyl-2-cyano-3,3-diphenyl-2-propenoate, the family of polysiloxanes such as benzylidene malonate siloxane.

Among the inorganic solar filters, also called "inorganic screens", possibly present in the topical emulsion (Ei) according to the invention, mention may be made of titanium oxides, zinc oxides, cerium oxide, oxide of zirconium, iron oxides yellow, red or black, chromium oxides. These inorganic screens may or may not be micronized, have undergone or not surface treatments and may be presented in the form of aqueous or oily pre-dispersions.

The topical emulsion (Ei) according to the invention may be more particularly a suspension of solid particles. Said suspended solid particles present in the topical emulsion (Ei) according to the invention can have different geometries, regular or irregular, and be in the form of beads, beads, rods, flakes, lamellae or polyhedra. These solid particles are characterized by an apparent average diameter of between 1 micrometer and 5 millimeters, more particularly between 10 micrometers and 1 millimeter. Among the solid particles, mention may be made of micas, iron oxide, titanium oxide, zinc oxide, aluminum oxide, talc, silica, kaolin, clays, nitride boron, calcium carbonate, magnesium carbonate, magnesium hydrogencarbonate, inorganic colored pigments, polyamides such as nylon-6, polyethylenes, polypropylenes, polystyrenes, polyesters, acrylic or methacrylic polymers such as polymethyl methacrylates, polytetrafluoroethylene, crystalline or microcrystalline waxes, porous spheres, selenium sulphide, zinc pyrithione, starches, alginates, plant fibers, Loofah particles, sponge particles.

The following experimental study illustrates the invention without limiting it. Example 1 Preparation of a Composition (Ci)

19.9 mmol of methanesulfonic acid are added to a reactor containing 13.33 mmol of glycine betaine, 1.33 mmol of compound of formula (III) in which m is equal to 1.25 and R ₂ represents a tetradecyl radical , 1 1, 95mmol of tetradecanol. The mixture thus obtained is placed under reduced pressure (5 to 10 mbar) and is heated at 70 ° C for about eighteen hours. The reaction is followed, on the one hand, by ¹ H NMR analysis in the solvent CDCl ₃ / MeOD (1: 1 v / v), and on the other hand, by thin layer chromatography by elution in the AcOEt / AcOH mixture. / H ₂ 0 (7: 2: 1 v / v / v). The conversion of the compounds of formula (I II) to compounds of formulas (I) determined by proton NMR is 39%. The composition (Ci) is obtained, comprising, in molar percentages, the following compounds:

Glycine betaine mesylate [Compound of formula (V)]: 19%

Methanesulfonic acid [Compound of formula (IX)]: 34%

Tetradecyl alcohol [Compound of formula (II)]: 21%

Mesylate of the tetradecyl ester of glycine betaine [Compound of formula (IV)]: 24% Compounds of formula (I) in which R ₂ represents a tetradecyl radical: 0.5%

Compounds of formula (I II) in which R ₂ represents a tetradecyl radical: 1.5%

Example 2 Preparation of an Emulsion of Interest for the Cosmetic Domain from a Composition According to the Invention

The aqueous phase is an aliquot of a demineralised water solution whose pH is previously adjusted to 5.5 by means of controlled additions of acetic acid and sodium acetate. The fatty phase (20 g of a capric / capric type triglyceride mixture marketed by the Dubois company under the name Dub MCT ™ 5545) and the aqueous phase (171 g) are previously separately brought to 80 ° C. . The emulsifying composition (Ci) prepared in Example 1 is dissolved with stirring in the fatty phase, then 1 g of "Caesalpinia spinosa gum" gum marketed by the company SEPPIC under the name Solagum Tara is introduced into the fatty phase just before the mixing of the two phases by means of a rotor-stator-type apparatus of Silverson brand. The emulsion thus formed is then brought back to ambient temperature with gentle stirring (150 rpm) with an anchor type mobile. A preservative may possibly be added during this last phase. This type of emulsion remains stable in an oven at 45 ° C for one month. Example 3 Preparation of an Emulsion of Interest for the Cosmetic Domain from a Composition According to the Invention

An emulsion such as that of Example 2 above was prepared, but without the inclusion of Caesalpinia spinosa gum gum, the emulsion thus formed remains stable in an oven at 45 ° C. for one month.

Example 4: Formulations

In the following formulas, the percentages are expressed as a percentage by mass for 100% of the mass of the formulation.

4-1 Fluid day formulation

Formula

A Composition (Ci): 3.00%

MONTANOV ™ 14: 1, 50%

DUB ™ BB: 2.00%

Butyrospermum Parkj (Bio) 1, 50%

DUB ™ MUG: 1, 50%

Squalane: 3.00%

Caprylic / capric triglyceride: 6.00%

DUB ™ ISIP: 3.00%

DERMOFEEL TOCO 70 ™: 0.10%

B Water Q.S. 100.00%

Aqueous Hordeum Vulgare extract 3.50%

Tara gum 0.60%

C GEOGARD ™ 221 0.60%

AQUAXYL ™ 3, 00%

DERMOSOFT ™ 700 B 0.50%

Soda Q.S. pH = 5.5

Procedure: phase B is added to phase A at a temperature of 80 ° C., with stirring with a turbine of the rotor / stator type, and then cooled with moderate stirring with a mechanical stirrer equipped with a stirring device of the following type anchor at a speed of 80 rounds / minute. Phase C is then added under the same stirring conditions at a temperature of 40 ° C.

4-2 Intense firmness milk for the body Formula

A Water: Q.S. 100.00%

48% Soda: Q.S. pH = 5.5

AVICEL ™ PC 61 1: 0.40%

Glycerol: 2.00%

B Composition (Ci) 2.00%

DUB ™ ISIP 4.00%

Caprylic / capric triglyceride 7.00%

Carthamus Tinctorius (Safflower) oil 1, 00%

SEPILIFT ™ DPHP 1, 00%

C Aqueous Hordeum Vulgare extract 10.00%

D GEOGARD ™ 221 0.60%

DERMOFEEL TOCO 70 ™ 0.10%

Fragrance 0.10%

Procedure: Phase A is added to phase B at 80 ° C. with stirring with a rotor / stator turbine. The resulting mixture is then cooled to a temperature of 40 ° C with moderate stirring using a mechanical stirrer with an anchor-type mobile at a speed of 80 rpm. Phase C is then added at 40 ° C, then phase D is then added at 40 ° C.

4-3 Care Cream

Cyclomethicone: 10%

SIMULGEL ™ EG: 0.8%

Composition (Ci): 2%

Stearyl alcohol: 1%

Stearyl alcohol: 0.5%

Conservative: 0.65%

Lysine: 0.025%

EDTA (disodium salt): 0.05%

Xanthan gum: 0.2%

Glycerin: 3%

Water: q.s. 100%

4-4 Moisturizing and mattifying foundation

FORMULA

A water: 20.0% Butylene glycol: 4.0%

PEG-400: 4.0%

PECOSIL ™ PS100: 1, 0%

Sodium hydroxide: q.s. pH = 9

Titanium dioxide: 7.0%

Talc: 2.0%

Yellow iron oxide: 0.8%

Red iron oxide: 0.3%

Black iron oxide: 0.05%

B LANOL ™ 99: 8%

Caprylic capric triglyceride 8%

Composition (Ci): 5.00%

Water: q.s. 100%

MICROPEARL ™ M305: 2.0%

Tetrasodium EDTA: 0.05%

D Cyclomethicone: 4.0%

Xanthan gum: 0.2%

SIMULGEL ™ EG: 2.5%

E SEPICIDE ™ HB: 0.5%

SEPICIDE Cl: 0.3%

Perfume: 0.2%

OPERATIVE MODE

Prepare at 60 ° C, mix B + D and A + C, then mix and emulsify all.

4-5 Capillary mask to rinse

FORMULA

A MONTANOV ™ 82: 1, 0%

SIMULSOL ™ 165: 2.5%

Cetearyl Alcohol: 1, 5%

Argania Spinosa kernel Oil 1, 0%

Hydrogenated Vegetable Oil & Prunus Amygdalus Dulcis Oil & Tocopherol 1, 0%

Mineral oil 3.0%

B Dimethicone & Dimethiconol 3.0%

C Water Qsp 100%

Composition (Ci): 3.0%

D Hydroxyethylcellulose 1, 0%

E AQUAXYL ™ 1, 0% Phenoxyethanol & Ethylhexylglycerine 1, 0%

SEPICAP ™ MP 1, 0%

Fragrance / Fragrance 1, 0% 4-6 Detangling and anti-frizz hair spray

FORMULA

A MONTANOV ™ L: 0.5%

Cyclopentasiloxane & Dimethiconol 2.0%

B SIMULGEL ™ I NS 100 1, 2%

Water qs 60%

C Water qs 100%

Composition (Ci): 0.5%

D SEPICIDE ™ HB 1, 0%

Perfume 0.1%

Lactic acid qs pH 5-5,5

MONTANOV ™ 14 is a mixture of myristyl alcohol and myristyl polyglucosides sold by the company SEPPIC as an emulsifying agent.

DUB ™ BB is behenyl behenate marketed by the company STEARI NERIE DUBOIS.

DUB ™ MUG is the glycerol undecylenate marketed by the company STEARINERI E DUBOIS.

DUB ™ ISIP is isopropyl isostearate marketed by the company STEARI NERIE DUBOIS.

DERMOFEEL TOCO 70 ™ is a blend of tocopherols and Helianthus Annus seed oil used as an antioxidant and marketed by Dr. Straetmans.

DERMOSOFT ™ 700 B: (INCI name: Levulinic acid / Sodium levulinate / glycerine and water)

GEOGARD ™ 221 is a mixture of dehydroacetic acid and benzyl alcohol used as a preservative and marketed by LONZA.

AQUAXYL ™ (INCI name: Xylitylglucoside & Anhydroxylitol & Xylitol) is a moisturizing and restruturizing composition of the epidermis marketed by the company SEPPIC.

AVICEL ™ PC 61 1 is microcrystalline cellulose marketed by the company FMC. SEPI LI FT ™ DPHP is DiPalmitoyIHydroxyProline marketed by the company SEPPIC as active ingredient anti-wrinkle. SIMULGEL ™ EG: (INCI name: Sodium acrylate / sodium acryloyldimethyl taurate copolymer and Isohexadecane and Polysorbate 80) sold by the company SEPPIC; PECOSIL ™ PS 100 is Dimethicone PEG-7 marketed by the company PHOENIX. MICROPEARL ™ M 305 is a silky, water-dispersible powder based on a cross-linked methyl methacrylate copolymer.

LANOL ™ 99 is isononyl isononanoate sold by the company SEPPIC. SEPICIDE ™ HB, which is a mixture of phenoxyethanol, methylparaben, ethylparaben, propylparaben and butylparaben, is a preservative marketed by the company SEPPIC.

SEPICIDE ™ Cl, imidazolidine urea, is a preservative marketed by the company SEPPIC. SIMULSOL ™ 165 is a mixture of PEG-100 Stearate and Glyceryl Stearate.

SEPICAP ™ MP (INCI name: sodium cocoyl amino acids / potassium dimethicone copolyol panthenyl phosphate.

MONTANOV ™ 82 (INCI name: Cetearyl Alcohol (and) Coco glucoside) is a nonionic emulsifier sold by the company SEPPIC.

MONTANOV ™ L (INCI name: C14-22 Alcohol (and) C12-20 Glucoside) is a nonionic emulsifier sold by the company SEPPIC.

SIMULGEL ™ INS100 (INCI name: Hydroxyethyl Acrylate / Sodium Acryloyldimethyl Taurate Copolymer ^■ Isohexadecane ^■ Polysorbate 60) is a thickening agent sold by the company SEPPIC.

Claims

1. Composition (Ci) comprising for 100 mol%:

(a) - from 0.1 mol% to 5 mol% or from a compound of formula (I):

formula (I) wherein each of the radicals Z independently represents one another two, a hydrogen atom or a monovalent radical (Z-i):

O

Me I

in which the anion X ^" represents an anion chosen from bromide ion, chloride ion, iodide ion, para-toluenesulphonate ion, methanesulphonate ion or trifluoromethanesulphonate ion; at least one of the radicals Z does not represent a hydrogen atom; formula (I) in which the radical R ₂ represents a linear or branched alkyl radical containing from eight to twenty-two carbon atoms, and formula (I) wherein m represents a number greater than or equal to 1 and less than or equal to 5, or a mixture of compounds represented by said formula (I);

formula (IV) in which the anion X ^" is as defined for said radical (Zi) and the radical R ₂ is as defined for said formula (I), or a mixture of compounds re presented by said formula (IV);

formula (V) wherein the anion X ^" is as defined for said radical (Zi);

2. Composition (Ci) as defined in claim 1, further comprising 100 mol%:

(d) - 5% to 25% molar and more particularly 5% molar to 15% molar or an alcohol of formula (II):

R ₂ OH (II)

formula (II) wherein the radical R ₂ represents a linear or branched alkyl radical having from eight to twenty-two carbon atoms;

or a mixture of alcohols represented by said formula (II).

3. Composition (Ci) as defined in any one of claims 1 or 2 further comprising for 100 mol%:

(e) - from 20% to 35 mol% of an acid of formula (IX):

HX (IX)

chosen from hydrobromic, hydrochloric, hydroiodic, para toluenesulphonic, methanesulphonic or trifluoromethanesulphonic acids.

4. Composition (Ci) as defined in any one of claims 1 to 3 further comprising for 100 mol%:

(f) - From 0.1% molar to 5% molar or from a compound of formula (III):

or a mixture of compounds represented by said formula (I II).

5. Composition (Ci) as defined in any one of claims 1 to 4, wherein in the formulas (I), (II), (I II) and (IV), the radical R ₂ is linear and is selected from tetradecyl, hexadecyl, octadecyl, eicosyl or docosyl radicals.

6. Composition (Ci) as defined in any one of claims 1 to 5, wherein in the formulas (I), (IV) and (V), the ion X ^" represents the methanesulfonate anion and for which the acid of formula (IX) is methanesulfonic acid.

7. Composition (Ci) as defined in any one of claims 1 to 6, wherein in formulas (I) and (III), m is equal to 1.

8. Composition (Ci) as defined in any one of claims 1 to 7, wherein in formulas (I) and (III), m is greater than 1 and less than or equal to 2.5.

9. Composition (Ci) as defined in one of claims 1 to 8, comprising for 100 mol%:

(c) - from 15 mol% to 25 mol% of a compound of formula (V);

(d) - from 15% to 25% molar of an alcohol of formula (II): or a mixture of alcohols represented by said formula (II);

(e) - from 25 mol% to 35 mol% of an acid of formula (IX):

10. Process for the preparation of a composition (Ci), as defined in any one of Claims 1 to 9, characterized in that it comprises a step during which 2-trimethylammonioacetate of formula (X):

O

Me

Me _(χ)

is reacted with a mixture (M-i) comprising for 100 mol%:

in the presence of an excess of acid of formula (IX):

HX (IX)

to form a mixture (M ₂ ) comprising:

- Or the compound of formula (I) or a mixture of compounds represented by said formula (I); and - Or the compound of formula (IV) or a mixture of compounds represented by said formula (IV); and

the compound of formula (V); and

a proportion of the unreacted compound of formula (X); and

optionally a proportion of the alcohol of formula (II) or a mixture of alcohols represented by said unreacted formula (II), and / or the excess of acid of formula (IX) and / or a proportion of the compound of formula (III), a mixture of compounds represented by said formula (III) unreacted.

1 1. Use of a composition (Ci) as defined in any one of Claims 1 to 9, as an emulsifying agent, for preparing emulsions intended for cleaning the skin, the hair, the scalp or the mucous membranes, or emulsions topical cosmetics for the care of skin, hair, scalp or mucous membranes.

12. Cosmetic emulsion (E) for cleaning the skin, hair, scalp or mucous membranes, or for the care of the skin, hair, scalp or mucous membranes, comprising as an emulsifying agent, an effective amount of a composition (Ci) as defined in any one of claims 1 to 9.