WO2005121294A1

WO2005121294A1 - Novel family of alkyl polyglycoside compositions and compounds derived from glycine betain, use as surfactant

Info

Publication number: WO2005121294A1
Application number: PCT/FR2005/001070
Authority: WO
Inventors: Boris Estrine; Cedric Ernenwein; Anthony Bresin; Annie Wintrebert; Thierry Benvegnu; Daniel Plusquellec
Original assignee: Agro Industrie Recherches Et Developpements (A.R.D.); Ecole Nationale Superieure De Chimie De Rennes (Enscr)
Priority date: 2004-05-04
Filing date: 2005-04-29
Publication date: 2005-12-22
Also published as: FR2869912A1; FR2869912B1

Abstract

The invention concerns a composition comprising at least one alkyl polyglycoside characterized in that it comprises at least one ester or amide cationic compound derived from glycine betain.

Description

NEW FAMILY OF COMPOSITIONS BASED ON ALKYL POLYGLYCOSIDES AND COMPOUNDS DERIVED FROM BETAINE GLYCINE. USE AS SURFACTANT AGENT The subject of the present invention is a new family of particular compositions and their use as a surfactant and as an antibacterial and / or antifungal agent finding application in particular in the fields of detergency and cosmetics. Alkyl polyglycosides (APG) are well known nonionic surfactants. They can be used alone or in combination with other surfactants in a wide range of industrial applications. The properties sought by users depend essentially on the application sectors. For example, alkyl polyglycosides are used as emulsifying agents in the manufacture of emulsions with an aqueous or oily continuous phase (EP 1027921 A1, WO 92/06778, WO 96/37285, WO 95/13863, WO 98/47610, WO 97/18033, DE 19607977). Emulsions are known and widely used in industry either as materials to be consumed or to be applied to surfaces as carriers of agents which are not soluble in water. We find emulsions in cosmetics (milks, creams, ointments), in cooking (sauces, creams), in galenics (ointments, creams), in paint (odorless paint), in the road industry (bitumen in emulsion), in agrochemicals (phytosanitary products), in detergents, in rolling, in the steel industry and in the manufacture of various depots (printing, adhesives ...). In cosmetics and pharmacy, for the design of hygiene or care products, emulsions constitute an effective means to obtain the harmonious combination of ingredients of different nature and properties in a homogeneous presentation and easy to use. Many phytosanitary compounds are insoluble in water and, being previously dissolved in an organic solvent, they can be emulsified in water at the time of application or formulation by an appropriate choice of emulsifiers of the polyglycoside type. alkyl. Detergency is also another area of use for alkyl polyglycosides. This use is motivated among other things by the search for an efficient surfactant power, by the generation of volumes significant foam and by favorable ecotoxicity and biodegradability. However, there are many applications for which the alkyl polyglycosides have technical shortcomings. For example, the good foaming power of alkyl polyglycosides constitutes a defect in the cleaning of surfaces by a washing machine. The formulator must add to the detergent a compound with non-foaming or "anti-foaming" properties which makes it possible to reduce the phenomenon. In other sectors, alkyl polyglycosides do not always make it possible to formulate emulsions which are sufficiently stable over time (EP 0628305). These emulsions are also known for their low resistance to electrolytes. The formulator, to overcome this defect, will combine its emulsifying system with additives such as polymers or complexing agents. To resolve certain technical shortcomings encountered during applications, alkyl polyglycosides are therefore often combined with other surfactants or additives. Numerous patents relate to surfactant compositions comprising alkyl polyglycosides and nonionic, anionic, amphoteric or cationic surfactants. On this last point, there are already numerous examples of associations of alkyl polyglycosides with cationic surfactants such as the salts of quaternary amines (EP 0761206 B1). We will also cite the compositions based on alkyl polyglycosides and on salts of fatty acid esters of triethanolamine (esterquats) which are the subject of application WO 94/06899. Mixtures of alkyl polyglycosides and esterquats with oils and protein hydrolysas are protected by applications DE-C2 4305726 and WO 95/05802. The use of alkyl polyglycoside compositions and fluorinated cationic compounds also makes it possible to formulate quick-drying hair products (FR 2666346). The formulation of detergents or detergents from compositions comprising an alkyl polyglycoside and a cationic germicidal compound of the quaternary ammonium salt type is described in applications US 6090768 and US 6221828. However, we will note that due to their toxicity of many cationic surfactants see their use limited, even abandoned. It should also be noted the abundant literature concerning the associations of alkyl polyglycosides and amphoteric surfactants commonly known as "betaines" (JP 187499 A2 H2, WO 95/04592, WO 96/10558 and WO 96/10622). In fact, "betaines" can be considered as cationic surfactants when they are dissolved in an acid medium. They are mainly obtained by carboxyalkylation of amino compounds. The present invention therefore relates to a new family of compositions based on alkyl polyglycosides and cationic compounds derived from natural betaine glycine. These compositions generally have good environmental safety and make it possible to solve several problems linked to the use of alkyl polyglycosides. First, the compositions of the present invention have particularly low micellar concentrations (CMCs). The term “critical micellar concentration” is understood to mean the minimum concentration of surfactants necessary for obtaining micellar aggregates and from which a more or less abrupt variation in the physico-chemical properties of the solution of surfactants is observed, for example the surface tension. . In detergency, the soil solubilization mechanism only intervenes when the concentration of surfactants is higher than the critical micellar concentration. The lower the critical micellar concentration of a detergent composition, the more effective the composition will be at low concentration. The first advantage of the compositions of the invention is that products such as detergents can be prepared with reduced doses of surfactants. A second feature of the compositions of the invention relates to their foaming property. The term “foaming property” is understood to mean the property of a composition for forming foam under the effect of a mechanical action (agitation, drop of liquid). Foam can be an advantage when it represents, for example, an indication of the effectiveness of a product (dishwashing liquid, detergent for hand washing ...) or when it brings a feeling of comfort to the user (soap, shampoo). On the other hand, it is a drawback when it causes for example the overflow of a washing machine or the stopping of an industrial machine for washing floors. The compositions of the present invention will be tailor-made for the application. We will therefore choose to prepare compositions according to the invention having the property of forming either small quantities or large quantities of foam. The foam formed will either be stable or unstable over time and may be more or less resistant to the hardness of the water. Another feature of the compositions of the invention relates to their remarkable emulsifying property in the presence of electrolytes. An emulsion is a dispersion of a liquid in another immiscible liquid. The compositions of the invention make it possible to obtain stable emulsions (that is to say exhibiting no phase shift after three months of aging at 45 ° C.) even using less than 5% by weight of emulsifying composition relative to the total weight of the emulsion and even when the emulsion contains more than 0.3% by weight of salts relative to the total weight of emulsion. The stable emulsions thus obtained may not contain a polymer or a chelating agent. Finally, another peculiarity of the compositions relates to their effectiveness in being preserved in the face of microbial attacks. The effectiveness of antimicrobial preservation is demonstrated using a test which consists in subjecting a composition to a quantified artificial contamination by means of a standardized inoculum of known and referenced microorganisms, in maintaining the composition at an adequate temperature for the development of microorganisms, to take aliquots of composition at given time intervals and to count the organisms present in the samples thus taken. In the case of the compositions of the invention seeded according to the test described above, there is a significant decrease (bactericidal effect) or, depending on the case, the absence of increase in the number of microorganisms (bacteriostatic effect). This particularity of the compositions is also valid in the case of dilute solutions (less than 50% of dry matter) and especially in the case of compositions according to the invention comprising no additional preservative. The compositions of the invention will also be used as an antibacterial and / or antifungal agent in order to inhibit or even eliminate certain species of microorganisms. The method used to demonstrate the antibacterial activity of the compositions is based on the technique of diffusion in solid medium of the compositions on cellulose disc. The antimicrobial effect is tested on a panel of strains defined according to the targeted application sectors. The microorganisms are cultured in a petri dish on a specific agar medium for growth on which a sterile cellulose disc soaked with a given quantity of composition according to the invention is deposited. Each agar thus prepared is inoculated at a temperature allowing the growth of microorganisms. We then note the presence or not of an inhibition halo and if necessary the size of the inhibition halo is measured. The compositions of the invention are particularly active against bacteria such as Corynebacterium xerosis (responsible for axillary odors), Staphylococcus aureus, Pseudomonas aeruginosa (particularly pathogenic strains), Leuconostoc mesenteroides or Escherichia coli. They are also active against yeasts such as Pityrosporum ovale (responsible for the amplification of dandruff), Saccharomyces cerevisae, Candida bombicola, and finally against certain fungi such as Aspergillus niger. The compositions of the invention will therefore be used for several functions such as that of surfactant and of antibacterial and or antifungal agent. They will also reduce or even eliminate the use of preservatives in prepared products. A first aspect of the invention relates to compositions comprising at least one alkyl polyglycoside characterized in that they comprise at least one cationic ester or amide compound of glycine betaine. The compositions according to the invention are characterized in that they comprise, as alkyl polyglycosides: • at least one compound of formula (1) R1O (G1) a (G2) b (G3) c (G4) d (G5) e (1) in which: - R1 is a saturated or unsaturated, linear or branched, hydrocarbon radical having from 1 to 4 ethylenic unsaturations, having from 2 to 36 carbon atoms, - G1, G2, G3, G4, G5 are identical or different remains of dares chosen from hexoses and pentoses, - a, b, c, d and e being equal to 0 or 1, the sum of a, b, c, d and e being at least equal to 1 and as cationic compounds ester or amide of glycine betaine • at least one compound of formula (2) X ^" (CH ₃ ) ₃ N ⁺ -CH ₂ -CO-ZRM (2) in which: - Z is an oxygen or an NH group, - R is a saturated or unsaturated, linear or branched, hydrocarbon-based radical having from 1 to 4 ethylenic unsaturations, having from 2 to 35 carbon atoms, - M is a methyl group, or an OH group, or an NH ₂ group, or a betainate group (CH ₃ ) ₃ N ⁺ CH ₂ COO, or a betainylamino group

(CH ₃ ) ₃ N ⁺ CH ₂ CONH, - X is chlorine, bromine, iodine, CH ₃ SO ₃ , CH ₃ C ₆ H ₄ SO ₃ , CH ₃ OSO ₃ , sulfate, phosphate, nitrate or a hydroxyl. According to a particular embodiment of the invention, the compositions will comprise, in addition to the compounds of formulas (1) and (2), at least one compound of formula (3), R2-OH (3) in which R2 is hydrogen or a hydrocarbon radical, linear or branched, saturated or unsaturated having from 1 to 4 ethylenic unsaturations, having from 2 to 36 carbon atoms. According to another particular embodiment of the invention, the compositions as described above may also comprise at least one compound chosen from those of formula (4), (5) and (6), M1 -R3-Z1 -H ( 4) X2H (5) X2 ^" (CH ₃ ) ₃ N ⁺ -CH ₂ -COOH (6) in which: - Z1 is an oxygen or an NH group, - R3 is a hydrocarbon radical, linear or branched, saturated or unsaturated having from 1 to 4 ethylenic unsaturations, having from 2 to 35 carbon atoms, - M1 is a methyl group, or an OH group, or an NH ₂ group, or a betainate group (CH ₃ ) ₃ N ⁺ CH ₂ COO, or a betainylamino group (CH ₃ ) ₃ N ⁺ CH ₂ CONH, - X2 is chlorine, bromine, iodine, CH ₃ SO ₃ , CH ₃ C ₆ H SO ₃ ,

CH ₃ OSO ₃ , a sulfate, a phosphate, a nitrate or a hydroxyl. In particular, for R1, alkyl radicals will be preferred, and in particular those derived from primary or secondary alcohols having from 2 to 36 carbon atoms. Typical examples of alkyl radicals are ethyl, butyl, octyl radicals as well as radicals from capric, lauric, myristic, palmitic, stearic, oleic and more alcohols generally the radicals resulting from alcohols synthesized by hydrogenation of fatty acids or esters of fatty acids of vegetable origin. It is also possible to choose alkyl radicals originating from technical alcohols originating from the hydrogenation of aldehydes of petrochemical origin. When R2 is not hydrogen, the alkyl radicals described above for R1 will also be preferred, R2 possibly being identical to R1. For G1, G2, G3, G4 and G5, the residues of reducing sugars, in particular hexoses and or pentoses, such as glucose, galactose, mannose, sorbose, arabinose, lyxose, ribose, will be preferred. or xylose. The reducing sugars may in particular come from the hydrolysis of oligosaccharides or polysaccharides. Also preferred are the ester or amide compounds of the glycine betaine of formula (2) of which M is a methyl radical. The alkyl polyglycosides used in the present invention can be synthesized by the numerous methods of organic chemistry known to date. For example, one route conventionally used for the preparation of alkyl polyglycosides is an acetalization reaction. This method consists in contacting one or more reducing sugars and one or more alcohols in the presence of an acid catalyst, at a temperature between 50 and 140 ° C for a period of 15 minutes to 6 hours and removing water of the reaction medium until a solution of alkyl polyglycosides is obtained and optionally separating the alkyl polyglycosides from this solution. It will be preferred to use as acid catalyst, sulfuric acid, a sulfonic acid such as methanesulfonic acid, hydrochloric acid, hypophosphorous acid or any other acid catalyst allowing the reaction to be carried out. It is preferable to carry out the reaction in the total absence of solvents, but it is possible, if necessary, to use a solvent such as an ether oxide such as tetrahydrofuran, diethyl oxide, 1,4-dioxane, isopropyl oxide, methyl- tert-butyl ether, ethyl-tert-butyl ether or diglyme, a halogenated hydrocarbon or a solvent of the family of amides such as N, N-dimethylformamide, an alkane such as hexane or an aromatic solvent such as toluene. To collect the mixture of alkyl polyglycosides, it is possible to remove the reaction solvent, if it is present. We can then neutralize the acid catalyst and then filter the solution. Neutralization will be carried out, for example, with a hydrogen carbonate or an alkali or alkaline earth metal carbonate, in particular sodium hydrogencarbonate, with an alkali or alkaline earth metal hydroxide, in particular sodium hydroxide, or with an organic base such than triethanolamine. The alkyl polyglycosides can then be purified either by evaporation of the excess alcohols under vacuum of between 0.1 and 100 mbar at a temperature between 60 and 200 ° C, preferably by means of a thin layer evaporator, or by chromatography on a column of silica gel, alumina, activated carbon or on an ion exchange resin, either by crystallization from a solvent. If necessary, the alkyl polyglycosides can be discolored by adding 0.05 to 10% and preferably 0.5 to 3% of hydrogen peroxide, of metal peroxodisulfates, at a temperature of between 15 and 100 ° C. alkaline or alkaline earth, perborates, persulfates, perphosphates, percarbonates, ozone or even periodinates. 30 or 50% hydrogen peroxide is preferred. The alkyl polyglycosides can be prepared from pure or mixed sugar sources. Consequently, it will be possible to prepare compositions based on polyalkylosaccharides, on polyxylosides on alkyl, on polyarabinosides on alkyl or on mixtures of these three types of alkyl polyglycosides. Thus, the alkyl polyglycosides used for the preparation of the compositions may in particular correspond to the surfactants or compositions of applications FR 2723858, FR 2767069, FR 2789330 and FR 2816517 in the name of the applicant. It is therefore preferable to use alkyl polyglycosides obtained from syrups of reducing sugars derived from vegetable raw materials rich in starch and hemicelluloses, or from products or by-products of agricultural origin such as products or by-products of corn. (corn bran, fiber and grains), barley (bran), or wheat co-products (bran and straw) containing hexoses and pentoses. Also preferred are mixtures of alkyl polyglycosides from bran and wheat straw and comprising from 7 to 70% by weight of alkyl polyhexosides relative to the alkyl polyglycosides and from 30 to 93% by weight of polypentosides alkyl. The average degree of polymerization (DP _m ) of the alkyl polyglycosides used in the invention is preferably between 1 and 5 and more particularly between 1 and 3. The alkyl polyglycosides used will be in the form of aqueous solutions having preferably a dry matter of 40 to

80%. Depending on the nature of the alcohol or the mixture of alcohols used for the synthesis, they may also be in the form of a solid, pasty or liquid wax. The cationic compounds of formula (2), used for the preparation of the compositions of the present invention, are described, inter alia, in applications US 2888383, EP 0750904 A1 or EP 1016650 A1. These cationic compounds can be obtained by acid-catalyzed grafting of alcohols (synthesis of esters) or amines (synthesis of amides) on glycine betaine, a by-product of the sugar industry naturally present in sugar beet molasses. . The ester derivatives of glycine betaine or alkyl betainates can be prepared by the action of an alcohol in an acid medium (JAP. 157,750). The esters of glycine betaine can also be prepared according to the general method of Byrne (US 2888383), which consists in reacting the acid chloride of glycine betaine with an alcohol in the presence of a solvent such as chloride methylene and a base. The acid chloride of glycine betaine can be prepared according to the method of Byrne (US 2888383) from the hydrochloride of glycine betaine and thionyl chloride at 70 ° C. Next, the acid chloride of the glycine betaine is placed in the presence of an alcohol with a base in an organic solvent such as dichloromethane or tetrahydrofuran. The esters can then be purified by aqueous treatment and then precipitated with diethyl ether. The amide derivatives of glycine betaine or betainylaminoalkanes, can also be prepared from the acid chloride of glycine betaine according to the general method of Byrne (US 2888383), which consists in this case of reacting the acid chloride glycine betaine with an amine in the presence of a solvent such as ethylene chloride and a base such as dimethylaniline The amide derivatives can also be purified by aqueous treatment and then precipitated with diethyl ether. It will be preferable to prepare alkyl betainate mesylates and in particular hexadecyl betainate and octadecyl mesylates according to the method illustrated by the following example: reacting the glycine betaine (125 g, 1.066 mole) with methane sulfonic acid (128.2 g, 1.334 mole) and a mixture of hexadecanol and octadecanol (417.6 g, 1.6 mole). The mixture is heated to 120 ° C under reduced pressure (20 mbar) for 8 hours. After neutralizing the excess acid by adding triethanolamine (39.8 g, 0.267 mole), 655.3 g of glycine betaine esters are obtained. It will also be preferred to prepare betainylaminoalkane mesylates and more particularly betainylaminoalkane mesylates derived from hexadecylamine or from a mixture of amines comprising predominantly dodecylamine and tetradecylamine according to the method illustrated by the following example: reacting glycine betaine (100g, 0.85 mole) with methane sulfonic acid (94.3 g, 0.98 mole) and butanol (126.3 g, 1.707 mole) at 140 ° C for 4 hours. The water formed is removed by azeotropy. A mixture of primary amines from a “coconut-cocoa” cut (506.9 g, 2.666 mol) is then added, then the reaction medium is placed at 125 ° C. for 1 hour 45 minutes. The crude reaction product can then either be dissolved in water or be precipitated in a solvent such as ethyl acetate. The compositions according to the invention can be prepared in a conventional manner by mixing the various constituents in any order. For this, we can operate at temperatures varying from 15 to 80 ° C. It is preferable to prepare the compositions of the invention without using a solvent. In particular, compositions according to the invention will be prepared comprising, by weight relative to the total weight of the composition, from 1 to 99.99% of alkyl polyglycosides of formula (1) and from 0.01 to 99% of ester compounds or amides derived from betaine glycine of formula (2). In particular, compositions according to the invention will be prepared comprising, by weight relative to the total weight of the composition, from 10 to 98% of water or alcohol of formula (3), and comprising from 1 to 89.99% of polyglycosides of alkyl of formula (1) and from 0.01 to 89% of ester or amide compounds derived from the glycine betaine of formula (2). The compositions of the present invention have enhanced surfactant properties or performance which vary according to the nature of the constituents. By enhanced surfactant properties or performance is meant higher surfactant properties or performance , „„ „„, 2005/121294

to the surfactant properties or performance of compositions similar in all respects to the compositions of the present invention but not comprising either a compound of formula (2) or a compound of formula (1). These enhanced properties are obtained by the combination of alkyl polyglycosides of formula (1) and cationic surfactants derived from betaine glycine of formula (2). A first surfactant performance of the compositions of the invention relates to their effectiveness in lowering the surface tension of water. It will be noted in particular the synergies observed at the level of the critical micellar concentrations of the compositions of the invention. Among the compositions of the invention, preference will be given, for their surfactant power and especially for their very low critical micellar concentration (less than 50 mg / l of surfactant), to those composed of alkyl polyglycosides having an alkyl radical having from 6 to 14 carbon atoms, and betainylaminoalkanes or alkyl betainates having alkyl radicals having from 6 to 20 carbon atoms. Particular preference will be given to compositions comprising by weight from 10 to 90% and more particularly from 30 to 70% by weight of water, from 1 to 89% and more particularly from 1 to 69% by weight of octyl polyglycosides and decyl, and from 1 to 89% and more particularly from 1 to 69% of betainylaminohexadecane. A second surfactant property characteristic of the compositions of the invention is their ability to form large or small amounts of foam. Among the compositions of the invention, preference will be given, for their non-foaming properties, to those composed of alkyl polyglycosides having an alkyl radical having 5 to 10 carbon atoms, and of alkyl betainate having an alkyl radical having 5 to 20 carbon atoms. Particular preference will be given to compositions comprising by weight from 10 to 90% and more particularly from 30 to 70% by weight of water, from 1 to 89% and more particularly from 1 to 69% by weight of octyl polyglycosides and decyl, and from 1 to 89% and more particularly from 1 to 69% of hexadecyl betainate. Among the compositions of the invention, preference will be given, for their foaming properties, to those composed of alkyl polyglycosides having an alkyl radical having from 8 to 14 carbon atoms, and of betainylaminoalkane having an alkyl radical having from 8 to 20 carbon atoms. carbon. We particularly preferable, the compositions comprising by weight from 10 to 90% and more particularly from 30 to 70% by weight of water, from 1 to 89% and more particularly from 1 to 69% by weight of octyl and decyl polyglycosides , and from 1 to 89% and more particularly from 1 to 69% of betainylaminohexadecane. Very particularly, for the stability in hard water of the foam formed, the compositions of the invention will be preferred, composed by weight of 10 to 90% and more particularly of 30 to 70% by weight of water, from 1 to 89% and more particularly from 1 to 69% by weight of octyl and decyl polyglycosides, and from 1 to 89% and more particularly from 1 to 69% of a mixture of betainylaminoalkane mesylates mainly comprising betainylaminododecane mesylate and mesylate of bétaïnylaminotétradécane. Another surfactant characteristic of the compositions of the invention, the emulsifying power. Particularly noteworthy is the salt tolerance characterizing the emulsions obtained from these compositions. Among the compositions of the present invention, preference will be given, for their emulsifying power in the presence of electrolyte, to the compositions comprising, fatty alcohols having from 8 to 36 carbon atoms, polyglycosides having an alkyl radical having from 8 to 36 carbon atoms. carbon and an ester or amide derivative of glycine betaine having an alkyl radical having from 8 to 36 carbon atoms. More particularly, preference will be given to compositions comprising by weight from 1 to 98%, and preferably from 40 to 60% of a mixture of palmitic and stearic alcohols, from 1 to 98% and preferably from 1 to 59% of polyglycosides of hexadecyl and octadecyl and from 1 to 98% and preferably from 1 to 59% of betainylaminohexadecane. A particular property of the compositions of the invention relates to the hydrotropic nature. The term “hydrotropic composition” means a composition which makes it possible either to reduce the viscosity of a surfactant solution or to maintain the homogeneity of a detergent composition comprising several surfactants and in particular detergents comprising alkoxylated surfactants. Among the compositions of the invention, preference will be given, for their hydrotropic nature, to those composed of polyglycosides having an alkyl radical having 4 to 10 carbon atoms, and of betainylaminoalkane or of alkyl betainate having an alkyl radical having at least 2 to 20 carbon atoms. More particularly, we will prefer using glycine betaine esters and alkyl polyglycosides derived from fusel oils for the preparation of compositions of hydrotropic nature. Fusel oils represent a fatal co-product of the ethanol distillation process and are mainly composed of 2 and 3 methylbutanol. It will therefore be preferred to use as hydrotropic agent the compositions comprising by weight from 10 to 50% of water, from 1 to 89% by weight of a mixture of betainate mesylate of 2 and 3 methylbutyl and also comprising from 1 to 89% by weight of polyxylosides of 2 and 3 methylbutyl. Finally, the compositions of the present invention have properties which allow them in particular to be preserved against bacterial attack. Among the compositions of the invention, preference will be given, for their ability to inhibit the development of microorganisms, to those composed by weight of 10 to 98% of water, from 0.01 to 5% by weight of a mixture mainly comprising betainylaminododecane mesylate and betainylaminotetradecane mesylate, 85 to 89.99% by weight of alkyl polyglycosides, and containing no other preservative. A final aspect relates to the use of the compositions according to the invention as a surfactant or as an antibacterial and or antifungal active agent for the preparation of detergent products or cosmetic products. These products are understood to mean any product allowing the cleaning of the surface of a solid object or of a part of the body according to a process involving a physicochemical action other than the simple dissolution of dirt. These products contain at least one surfactant compound (or a composition according to the invention) and may also contain specific agents according to the intended application (cosmetic, textile, industrial cleaning, household products) such as anti-limescale, alkaline, bleaching agents. . The prepared products can also contain enzymes, polymers (or thickening agent), anti-foaming agents or foam promoters, optical brighteners, opacifiers, dyes, different fillers allowing the adjustment of pH, flavors, preservatives or therapeutic agents or touch. Here are some examples of adjuvants for formulating detergents or cosmetic products without intending to be limited thereto: - thickeners and ionic or non-ionic gelling agents, such as cellulose derivatives (carboxymethylcellulose, hydroxyethylcellulose), guar (hydroxypropylguar, carboxymethylguar, carboxymethylhydroxypropylguar ...), carob, tree exudates (gum arabic, karaya ...), seaweed extracts (alginates, carrageenans ...), micro exudates -organisms (xanthan gum), - hydrotropic agents, such as C2-C8 short alcohols, in particular ethanol, diols and glycols such as diethylene glycol, dipropylene glycol, ... - moisturizing or humectants for skin such as glycerol, sorbitol, collagen, gelatin, aloe vera, hyaluronic acid, urea or skin protectants, such as proteins or protein hydrolysates, cationic polymers, such as derivatives cationic guar (JAGUAR C13S®, JAGUAR C162®, HICARE 1000® sold by the company RHODIA), - glycolipids such as lipid sophoroses, - fillers such as powders or mineral particles such as calcium carbonate, oxides minerals under in powder form or in colloidal form (particles of smaller size or of the order of a micrometer, sometimes a few tens of nanometers) such as titanium dioxide, silica, aluminum salts generally used as antiperspirants, kaolin , talc, clays and their derivatives, - preservatives such as methyl, ethyl, propyl and butyl esters of p-hydroxybenzoic acid, sodium benzoate or any chemical agent preventing bacterial proliferation or molds and traditionally used in cosmetic compositions up to 0.01 to 3% by weight, - photoprotective mineral monopigments, such as titanium dioxide or cerium oxides in the form of powder or colloidal particles, - softeners, antioxidants, agents self-tanner like dihydroxyacetone, insect repellents, vitamins, perfumes, fillers, sequestrants, dyes, ages nts buffer ... - abrasives such as crushed apricot kernels, microbeads ... polyphosphates (tripolyphosphates, pyrophosphates, orthophosphates, hexametaphosphates) of alkali metals, ammonium or alkanolamines, - tetraborates or borate precursors, - the silicates, in particular those having an SiO ₂ / Na ₂ O ratio of the order of 1.6 / 1 to 3.2 / 1 and the lamellar silicates described in US-A-4,664,839, - the carbonates ( bicarbonates, sesquicarbonates) alkaline or alkaline earth, - cogranules of hydrated silicates of alkali metals and carbonates of alkali metals (sodium or potassium) rich in silicon atoms in Q2 or Q3 form, described in EP-A-488 868 , - crystalline or amorphous aminosilicates of alkali metals (sodium, potassium) or ammonium, such as zeolites A, P, X ...; zeolite A with a particle size of the order of 0.1-10 micrometers is preferred, - water-soluble polyphosphonates (1-hydroxy-1 ethane, 1-diphosphonates, methylene salts diphosphonates ...), - water-soluble salts of carboxylic polymers or copolymers or their water-soluble salts such as: polycarboxylate ethers (oxidisuccinic acid and its salts, monosuccinic tartrate acid and its salts, disuccinic tartrate acid and its salts), hydroxypolycarboxylate ethers, citric acid and its salts, mellitic acid, succinic acid and their salts, polyacetic acid salts (ethylenediaminetetraacetates, nitrilotriacetates, N- (2 hydroxyethyl) - nitrilodiacetates), C5-C20 alkyl acids succinics and their salts (2-dodecenylsuccinates, lauryl succinates,), polyacetal carboxylic esters, polyaspartic acid, polyglutamic acid and their salts, polyimides derived from the polycondensation of aspartic acid and / or aci of glutamic, polycarboxymethylated derivatives of glutamic acid or other amino acids, - optical brighteners conventionally in the field, in particular stilbene disulfonic acid or bis- (styryl) biphenyl derivatives, - bleaching agents optionally associated with bleach activators such as: perborates such as sodium perborate monohydrate or tetrahydrate, peroxygen compounds such as sodium carbonate peroxyhydrate, pyrophosphate peroxyhydrate, urea peroxyhydrate, sodium peroxide, sodium persulfate preferably associated with a bleach activator generating in situ in the washing medium, a peroxycarboxylic acid; among these activators, mention may be made of tetraacetylethylene diamine, tetraacetylmethylene diamine, tetraacetyl glycoluryl, sodium p-acetoxybenzene sulfonate, pentaacetyl glucose, octaacetyl lactose, percarboxylic acids and their salts (called "percarbonates") such as magnesium monoperoxyphthalate hexahydrate, magnesium metachloroperbenzoate, acid 4 -nonylamine- 4-oxoperoxybutyric, 6-nonylamine-6-oxoperoxycaproic acid, diperoxydodecanedioic acid, nonylamide of peroxysuccinic acid, decyldiperoxysuccinic acid, - anti-fouling agents such as: cellulose derivatives such as cellulose hydroxyethers, methylcellulose, ethylcellulose, hydroxypropyl methylcellulose, hydroxybutyl methylcellulose, polyvinylesters grafted on polyalkylene trunks such as polyvinylacetates grafted on polyoxyethylene trunks (EP-A-219 048), polyvinyl alcohols , polyester copolymers based on ethylene terephthalate and / or propylene terephthalate and polyoxyet units hylene terephthalate ... - anti-redeposition agents such as: ethoxylated monoamines or polyamines, ethoxylated amine polymers (US-A-4,597,898, EP-A-11,984), carboxymethylcellulose, sulfonated polyester oligomers obtained by condensation of isophthalic acid, dimethyl sulfosuccinate and diethylene glycol (FR-A-2236 926), polyvinylpyrrolidones, - chelating agents of iron and magnesium, such as: nitrilotriacetates, ethylenediaminetetraacetates, hydroxyethylethylenediaminetriacetates nitrilotris- (methylene phosphonates), polyfunctional aromatic compounds such as dihydroxydisulfobenzenes, - fluorescent agents such as stilbene derivatives, pyrazoline, coumarin, fumaric acid, cinnamic acid, azoles, methinecyanines, thiophenes ... - agents foam suppressants such as: C10-C24 monocarboxylic fatty acids or their alkali, ammonium or alkanolamin salts es, fatty acid triglycerides, saturated or unsaturated aliphatic, alicyclic, aromatic or heterocyclic hydrocarbons, such as paraffins, waxes, N-alkylaminotriazines, monostearylphosphates, monostearyl alcohol phosphates, oils or polyorganosiloxane resins which may be combined with silica particles, - softening agents such as clays, - enzymes such as: proteases, amylases, lipases, cellulases, peroxidases (US-A-3 553 139, US-A-4 101 457, US-A-4507219, US-A-4261 868), According to one aspect particular of the invention, compositions based on alkyl polyglycosides and ester or amide derivatives of glycine betaine will be used as self-emulsifying base for the preparation of water in oil or oil in water emulsions by hot or cold dispersion compositions of the invention in water or in an appropriate polar phase such as a polar organic solvent such as formamide, dimethylformamide or a branched fatty alcohol such as Guerbet alcohols of the Isofol type sold by the company Sasol, for example agitation, in particular mechanical or by sonication. The emulsions prepared from the composition of the invention can be used in various cosmetic or dermatological applications, for example in the form of creams for the face, for the body, for the scalp or for the hair or in the form of milk for the body or for makeup removal or in the form of ointments for example for pharmaceutical use. These emulsions can also be used for makeup, in particular in the form of foundations, after addition of pigments. They can also be used as sun creams after addition of UVA and / or UVB and / or DHA filters, or as after sun creams or milks after addition of soothing compounds such as panthenol or shea butter. The emulsions can also contain washing or foaming surfactants or ionic or nonionic detergents such as sodium lauryl ether sulfate, alkyl betaines to make washing emulsions such as hydrating washing creams, or shaving emulsions. The emulsions may also contain, in order to increase their cosmetic qualities, a cosmetic wax such as for example rice wax, candellila wax, Japanese wax. The compositions of the invention can also be used in formulations where it is necessary to maintain in suspension in water finely divided solids, such as the formulations of agrochemical active materials (herbicides, insecticides, fungicides, etc.) known under the generic name of "concentrated suspensions". In addition to a dispersing surfactant, found as additives in a concentrated suspension formulation, additives such as a wetting surfactant, taken from alkylated derivatives of aliphatic alcohols, aryl sulfonated derivatives such as sodium isopropylnaphthalene sulfonate, dialkyl sulfosuccinates such as diethyl- Sodium 2-hexyl sulfosuccinate, dispersing polymers, such as polyacrylic acids and their salts, maleic anhydride (or acid) copolymers - diisobutylene and their salts, condensed sodium methylnaphthalene sulfonates, dispersing polymers derived from lignin such as lignosulfonates sodium or calcium or other dispersing surfactants such as alkoxylated, optionally sulfated or phosphated derivatives of tristyrylphenols. We can also find in these formulations, antifreeze additives such as propylene glycol and thickening additives, modifying the rheological behavior of the suspension such as xanthan gum, cellulose derivatives (carboxymethylcellulose), guar gum or its derivatives, clays or modified clays such as bentonite and bentones. The oily phase of the emulsions according to the invention may consist of the linear or branched fatty alcohol (s) which may be present in the emulsifying composition of the invention without it being necessary to use another oil. But more generally, an oil or a mixture of oils will be used, chosen without intending to be limited thereto, from the following oils: - Oils of vegetable origin, such as almond oil sweet, coconut oil, castor oil, jojoba oil, olive oil, rapeseed oil, hazelnut oil, palm oil, shea butter, apricot kernel oil, calophylum oil, safflower oil, avocado oil, walnut oil, grape seed oil, wheat germ oil, sunflower oil, corn germ oil, soybean oil, cottonseed oil, alfalfa oil, barley oil, poppy oil, pumpkin oil , sezame oil, rye oil, evening primrose oil, passionflower oil, derivatives of these oils such as hydrogenated oils, - Oils of animal origin, such as tallow oil , fish oil, - Mineral oils, such as paraffin oil, petroleum jelly oil and mineral oils, in particular from petroleum fractions, - Synthetic oils, such as poly-D-olefins, - Lanolin derivatives, - Alkanediols having from 2 to 10 carbon atoms such as 1, 2 propanediol, 1, 3-butanediol, - Alcohols having an aliphatic, saturated or unsaturated radical having 1 to 4 ethylenic unsaturations, linear or branched, having 12 to 22 carbon atoms, such as myristic alcohol, cetyl alcohol, stearyl alcohol, oleic alcohol, - Polyethylene glycols or polypropylene glycols, - Fatty esters such as myristates alkyl, in particular butyl myristate, propyl myristate, alkyl palmitates such as isopropyl palmitate, alkyl stearates in particular hexadecyl stearates, alkyl oleates, in particular dodecyl oleate , alkyl laurates, in particular hexyl laurate, propylene glycol dicaprylate, ethyl-2-hexyl cocoate, esters of lactic acid, behennic acid, isostearic acid such than isostearyl isostearate, acid esters es rapeseed fats, sunflower fatty acids, flax fatty acids, cotton fatty acids, soy fatty acids, - And silicone oils grouping cyclic polydimethylsiloxanes, α-ω hydroxylated polydimethylsiloxanes, α-ω trimethylsilyllated polydimethylsiloxanes, polyorganosiloxanes such as polyalkylmethylsolixanes, polymethylphenylsiloxanes, polydiohenilsiloxanes, amino derivatives of silicones, silicone copolyethers or mixed silicone derivatives such as mixed polyalkylmethylsiloxymers. - The essential oils of lavender, thyme, savory, sage, mint, cumin, caraway, green anise, fennel, dill, eucalyptus, cajeput, niaouli, cloves, pine, cedar, cypress, juniper, lemon, orange, bergamot, cinnamon, laurel, chamomile, cedar. The emulsions will contain, as active substance, specific agents according to the intended application (cosmetic, textile, industrial cleaning, household products) such as anti-limescale, alkaline, bleaching agents, enzymes, polymers (or thickening agent), anti-foaming agents or foam promoters, optical brighteners, opacifiers, colorants, different fillers allowing the adjustment of the pH, aromas, preservatives or therapeutic agents or to touch and in particular the adjuvants of formulation mentioned above. The emulsions can be produced either by directly mixing the solid or liquid ingredients at a temperature between room temperature and 90 ° C. and by homogenizing the preparation by vigorous stirring or using a high-pressure homogenizer, or by preparing independently the lipophilic and hydrophilic phases at a temperature between room temperature and 90 ° C and by homogenizing the preparation by adding one of the phases to the other with stirring. The following examples illustrate the invention, without however limiting it:

EXAMPLE 1: Critical micellar concentration of detergent compositions according to the invention comprising alkyl polyglycosides derived from wheat bran and betainylaminohexadecane mesylate Several detergent compositions according to the invention are prepared by dissolving different proportions of betainylaminohexadecane mesylate ( AGB C16) and octyl and decyl polyglycosides from wheat bran (APG C8 / C10). The latter are obtained according to the method described in FR 2723858. For each composition prepared, the molar fraction of alkyl polyglycosides (APG C8 / C10) is indicated relative to the number of moles of total surfactant in the solution. The critical micellar concentration (expressed in mg / l) is measured for each composition by the technique of the Wilhelmy blade at 25 ° C. The critical micellar concentrations (CMC) and the surface tensions were determined at 25 ° C. using a K100 tensiometer marketed by the company KRUSS. The surfactant solutions were made with ultra-permuted water. We will also measure, for comparison, the critical micellar concentrations of the solutions comprising as sole surfactants alkyl polyglycosides (APG C8 / C10) or betainylaminohexadecane mesylate (AGB C16). The results are shown in the following graph: Micellar concentration of the compositions 450 "3 400 350

^ 300

+3 o te .2 250

(AT

C 0)

* G-) 200 ε

_O 150

Ξ ϋ 100 50 23.8 24.5 ", 5 0 0.92 0.83 0.49 0.24 0.11 Molar fraction of alkylpolyglycosides The surface tension measured at the critical micellar concentration of each solution of surfactants studied is less than 32 mN / m. It will be noted that the critical micellar concentrations of the detergent compositions of the invention (molar fraction between 0.11 and 0.92) are lower than the critical micellar concentrations of solutions comprising either only the polyglycosides of alkyl (molar fraction equal to 1) , or only the glycine betaine derivative (molar fraction equal to 0).

EXAMPLE 2 Stable cosmetic emulsions obtained using the emulsifying compositions of the invention comprising alkyl polylosides, betainylaminohexadecane mesylate and fatty alcohols A composition 1 is prepared comprising a mixture consisting of polyadylosides of hexadecyl and d octadecyl (APX C16 / C18), hexadecanol and octadecanol (ROH C16 / C18). This composition is obtained according to the method described in FR 2789330. The compositions 2, 3 and 4 comprising a mixture of hexadecyl and octadecyl polyxylosides (APX C16 / C18), a mixture of hexadecanol, are prepared according to the present invention. and octadecanol (ROH C16 / C18), and betainylaminohexadecane mesylate (AGB C16). The mass proportions of each compound are given in the following table:

APX C16 / C18 ROH C16 / C18 AGB C16 Composition 1 50 50 0 Composition 2 47.5 47.5 5 Composition 3 46.5 46.5 7 Composition 4 45 45 10 Emulsions are prepared with increasing levels of salt (NaCl ) by mixing at 70 ° C., 1.2 g of emulsifying composition, 4.5 g of triglycerides of fatty acid of the Miglyol 812N type sold by the company Hϋls, and 24.3 g of reverse osmosis water having quantities of salt variables. The emulsions are produced by vigorous stirring (8000 revolutions per minute) using a polytron for one minute. They are then left to stand for 15 hours at 20 ° C. The emulsions are considered stable if at least 95% residual emulsion is obtained relative to the total volume after 30 minutes of centrifugation at 4000G. The following table gives the maximum mass percentage of salt that can be incorporated into a stable emulsion obtained from the compositions described above.

% NaCI max Composition 1 0.35 Composition 2 0.58 Composition 3 0.87 Composition 4 1.46

It will be noted that it is possible to incorporate larger amounts of salt in the emulsions obtained from the compositions of the invention (compositions 2, 3 and 4) than in the emulsion obtained with a composition not comprising glycine betaine derivative (composition 1).

EXAMPLE 3 Viscosities of cosmetic emulsions obtained using compositions 1. 3 and 4 In the same way as for Example 2, emulsions comprising different levels of salts, are prepared using compositions 1, 3 and 4 of Example 2. The table below gives the viscosities in centipoise second (cps ) of the emulsions thus obtained measured at 20 ° C. using a viscometer of the Brookfield brand (type LVTDV II) at 12 revolutions / minute with the module No. 63.

% NaCI 0 0.17% 0.29% 0.41% 0.58% 1.17% Composition 1 15,200 5,350 4,410 - - Composition 3 10,500 12,600 14,700 18,700 - - Composition 4 7,180 9,780 10,400 12,155 27,900 13,350

It is possible to regulate the viscosity of the emulsions obtained by adding salt. However, this regulation can be done over a wider salt concentration range with the emulsions of the invention

(compositions 3 and 4) than for the emulsions obtained with composition 1.

EXAMPLE 4 Detergent composition with low foaming properties for sanitary application according to the invention, comprising alkyl polyglycosides derived from wheat bran and octadecyl betainate mesylate The foaming properties are determined using a foaming power test according to French standard NF-T-73-404 of November 1966.

This test consists in measuring over time and at a given temperature, the volume of foam obtained after the fall, from a height of 450 mm, of 500 ml of a surfactant solution on a liquid surface of the same solution.

(50ml) contained in a thermostated test tube. A composition 5 according to the invention is prepared from 99.9% by weight of osmosis water, 0.098% by weight of octyl and decyl polyglycosides from wheat bran (APG C8 / C10 of the example 1) and 0.002% by weight of octadecyl betainate mesylate. The volumes of foam (in ml) obtained at 50 ° C. with composition 5 are measured over time and by way of comparison with a solution of reverse osmosis water comprising 0.1% by weight of octyl and decyl polyglycosides derived wheat bran from Example 1 (APG C8 / C10 solution). Duration (min) 0 1 2 3 5 10 15 20 APG C8 / C10 solution 445 445 435 425 410 385 365 335 Composition 5 270 270 270 260 250 220 200 160

EXAMPLE 5 Detergent composition with foaming properties exacerbated according to the invention, comprising alkyl polyglycosides derived from wheat bran and betainylaminohexadecane mesylate In an identical manner to Example 4, the foaming power of a composition 6 is determined according to the invention. Composition 6 comprises by weight, 99% of city water (hardness 30 ° TH), 0.66% of octyl and decyl polyglycosides (APG C8 / C10 of Example 1) and 0.34% of betainylaminohexadecane mesylate (AGB C16 of Example 1). The volumes of foam (in ml) of a city water solution (hardness 30 ° TH) comprising 1% by weight of octyl and decyl polyglycosides derived from the wheat bran of Example 1 are also measured at comparison (APG C8 / C10 hard water solution).

Duration (min) 0 1 2 3 5 10 .15 20 APG solution C8 / C10 hard water 597 556 528 500 389 100 20 0 Composition 6 597 597 569 555 528 320 220 150

EXAMPLE 6 Detergent composition with exacerbated foaming property for sanitary application according to the invention, comprising alkyl polyglycosides derived from wheat bran, betainylaminododecane mesylate and betainylaminotetradecane mesylate. A solution is prepared comprising by weight, 99% of city water (hardness 30 ° TH) and 1% of octyl and decyl polyglycosides of Example 1 (APG C8 / C10 hard water solution). A solution is also prepared comprising by weight, 99% of city water (hardness 30 ° TH) and 1% of a mixture of betainylaminododecane mesylate and. betainylaminotetradecane mesylate (AGB C12 / C14 hard water solution). Finally, according to the invention, a composition 7 consisting of 99% of city water (hardness 30 ° TH), 0.5% of octyl and decyl polyglycosides from wheat bran such as as described in example 1 (APG C8 / C10) and 0.5% of a mixture of betainylaminododecane mesylate and betainylaminotetradecane mesylate. The volumes of foams are measured at 50 ° C. according to the method described in Example 4 for the various solutions studied and the foaming stability at 20 minutes is thus determined. The foaming stability at 20 minutes corresponds to the ratio of the volume of foam at 20 minutes by the volume of foam obtained immediately after the flow (t = 0 min) multiplied by 100. The table below gives the results for the solutions described below. - above and for composition 7.

Foaming stability at 20 min. APG C8 / C 10 hard water solution 0% AGB C12 / C14 hard water solution 0% Composition 7 15%

EXAMPLE 7 Preparation of a cosmetic cream from composition according to the invention 3 g of composition 2 of Example 2 are suspended in 47 g of osmosis water. The mixture is brought to 50 ° C. and is then stirred (500 revolutions per minute) for 2 minutes. The emulsion thus formed is then cooled to room temperature. This emulsion remains stable for 3 months in an oven at 45 ° C.

EXAMPLE 8 Preparation of a cosmetic emulsion from composition according to the invention The lipophilic phase (10 g of isostearyl isostearate from the company Gattefossé) which contains 4 g of composition 2 of Example 2 and the phase hydrophilic (86 g of reverse osmosis water) are heated separately to a temperature of 70 ° C. The lipophilic phase is put under vigorous stirring with a polytron (800 revolutions per minute) and the hydrophilic phase is added thereto in 2 minutes until the phase reversal characterized by a sudden change in viscosity. The addition can then be faster (1 minute). Finally allowed to cool the emulsion with slow stirring (300 revolutions per minute) to a temperature of about 25 ° C. This emulsion remains stable for 3 months in an oven at 45 ° C. EXAMPLE 9 Preparation of a concentrated phytosanitary emulsion from composition according to the invention 2 g of composition 4 of Example 2 are heated, 70 g of rapeseed oil from the company OLEON and 28 g of reverse osmosis water. same time at a temperature of 75 ° C, then allowed to homogenize (10,000 revolutions per minute with polytron) at the same temperature for 2 minutes and finally allowed to cool with slow stirring (300 revolutions per minute) to a temperature of l 'around 25 ° C. This emulsion remains stable for 2 months in an oven at 45 ° C.

EXAMPLE 10 Preparation of a concentrated phytosanitary emulsion from composition according to the invention 2 g of composition 3 of Example 2 are heated, 70 g of rapeseed methyl ester (from the company OLEON) and 28 g of osmosis water at the same time at a temperature of 75 ° C, then homogenized with polytron (10,000 revolutions per minute) at the same temperature for 2 minutes and finally allowed to cool with slow stirring (300 revolutions per minute) to a temperature about 25 ° C. This emulsion remains stable for 2 months in an oven at 45 ° C.

EXAMPLE 11 Preparation of a self-tanning and moisturizing cream without preservative from the composition of invention A - Composition 4 of example 2 4.0% Aloe vera 1.0% Shea butter 0.2% Dimethicone (Brentag) 2.0% 2-octyldodecyl myristate (MOD) 3.0% Propylglycol stearate (Stepan PGMS) 1.0% Stearic acid 1.0% Vitamin E 0.1% Hyaluronic acid (VITALHYAL) 1.0% B - Glycerol 10% Water qs 100% C - Dihydroxyacetone 5.0% Water 10.0% D - Fragrance QS Method of making the cream: Weigh all the ingredients for A. Weigh all the ingredients for B and mix. Heat to 75 ° C separately. Put A under stirring at 800 revolutions per minute with a polytron. Add B in a net to A. Mix at 1300 rpm for a few minutes at 75 ° C. Let cool to 40 ° C with stirring at 300 rpm. Prepare solution C at room temperature. Add C and D to the emulsion. Correct the pH if necessary.

EXAMPLE 12 Preparation of a hydrating milk without preservative from composition according to the invention Composition 2 of Example 2 2.0% Miglyol 812 N (Hϋls) 3.0% Isostearyl isostearate 3.0% Dimethicone ( Brentag) 2.0% Stearic acid 1.0% Hyaluronic acid (VITALHYAL) 1.0% Water QSP 100% Milk manufacturing process: Weigh all the ingredients. Heat to 75 ° C. Mix at 3000 revolutions per minute with polytron for a few minutes at 75 ° C. Leave to cool to 30 ° C with stirring at 500 rpm. Correct the pH if necessary.

EXAMPLE 13 Preparation of a nutritive hair balm without preservative from the composition according to the invention Composition 4 of Example 2 3.0% Dimethicone (Brentag) 1.0% Wheat oil 0.5% Wheat peptides 0.5% QS Perfume Water QSP 100% Manufacturing process: Weigh everything except the perfume. Heat 75 ° C. Agitate at 1300 rpm with a polytron for 1 minute. Let cool at 300 rpm to 25 ° C. Add the perfume. EXAMPLE 14 Preparation of an anti-acne cream without preservative from compositions according to the invention Composition 4 of Example 2 4.0% Paraffin oil (MARCOL 82 ESSO) 2.0% Miglyol 812 N (Hϋls) 3.0% Isostearyl isostearate 3.0% Dimethicone (Brentag) 2.0% Stearic acid 2.0% Composition 7 of Example 6 1.0% Water QSP 100% Method of manufacturing the cream: Weigh all Ingredients. Heat at 75 ° C for 10 minutes.

Mix at 1500 rpm with the polytron for 1 minute at 75 ° C.

Leave to cool while stirring at 300 revolutions per minute. Correct the pH if necessary. Stop agitation at around 30 ° C.

EXAMPLE 15 Demonstration of the Antibacterial Properties of the Compositions According to the Invention:

1) List of microorganisms and agar growth media used for the test: Bacteria

yeasts

Mushrooms

A bacterial mat of each microorganism (10 ⁶ CFU / ml: CFU colony-forming unit) is produced on specific agar. After drying the boxes, the previously sterilized cellulose discs are deposited. Solutions of 10% and 2% of Dry Matter (MS) of compositions 7 of Example 6 according to the invention are prepared and sterilized by filtration 0.22 μ. Each sample is taken sterile and inoculated on the discs at a rate of 10 μl per disc. Each agar thus inoculated, is incubated at a temperature allowing the growth of the microorganism (37 ° C.). The measurement of the halos around the discs is evaluated after 72 hours of incubation. The test series is validated by a control test (not comprising an antibacterial composition) making it possible to validate the normal growth of the microorganisms (control prepared according to the protocol described above).

2) Size of the halos at t = 72 hours The measurements taken are in millimeters and represent the diameter of the halo net of inhibition. (The disc measuring 6mm in diameter / Dry Material (MS))

EXAMPLE 16 Demonstration of the bacterial stability of an emulsion according to the invention: A composition 8 is prepared according to the invention comprising on the one hand 67% by weight relative to the weight of the composition of an emulsifying base derived wheat bran sold by the company Soliance under the name "Emuliance" and composed of 51% by weight of a mixture of hexadecanol and octadecanol and 49% by weight of a mixture of polyglycosides of hexadecyl and octadecyl, and comprising on the other hand 33% by weight relative to the weight of the composition of a mixture of betainylaminoalkane mesylates derived from a cut of fatty amines of the “coco-copra” type. An emulsion 1 according to the invention is prepared by the following method: 6 g of composition 8, 18.8 g of paraffin oil, 75.2 g of water are weighed. Heat at 75 ° C for 10 minutes. The polytron is mixed at 8000 rpm for 1 minute at 75 ° C. The mixture is allowed to cool with stirring at 300 revolutions per minute. The stirring is stopped at around 30 ° C. By way of comparison, an emulsion 2 is prepared according to the following method: 6 g of the emulsifying composition "Emuliance" from the company Soliance, 18.8 g of paraffin oil, 75.2 g of water are weighed. Heat at 75 ° C for 10 minutes. The polytron is mixed at 8000 rpm for 1 minute at 75 ° C. The mixture is allowed to cool with stirring at 300 revolutions per minute. The stirring is stopped at around 30 ° C. The following test is then carried out: A standardized bacterial mat (10 ⁶ CFU) of each microorganism is produced on specific agar. After drying the boxes, the previously sterilized cellulose discs are deposited. Emulsions 1 and 2 are sterilized by 0.22μ filtration. Each sample is taken sterile and inoculated on the discs at the rate of 2 μl per disc. Each agar thus inoculated, is incubated at a temperature allowing the growth of the microorganism (37 ° C.). We observe the appearance of halos around the discs after 72 hours of incubation.

• Inhib. : inhibition of the microorganism (appearance of a halo or total inhibition)

• Believe. : growth of the microorganism

Claims

1. Composition comprising at least one alkyl polyglycoside and characterized in that it comprises at least one cationic ester or amide compound derived from betaine glycine

2. Composition according to claim 1 characterized in that it comprises, as alkyl polyglycosides: • at least one compound of formula (1) R10 (G1) a (G2) b (G3) c (G4) d (G5) e (1) in which - R1 is a hydrocarbon radical, linear or branched, saturated or unsaturated having from 1 to 4 ethylenic unsaturations, having from 2 to 36 carbon atoms, - G1, G2, G3, G4, G5 are residues identical or different from dares chosen from hexoses and pentoses, - a, b, c, d and e being equal to 0 or 1, the sum of a, b, c, d and e being at least equal to 1 • and as cationic ester or amide compounds derived from betaine glycine, at least one compound of formula (2) X ^" (CH ₃ ) ₃ N ⁺ -CH ₂ -CO-ZRM (2) in which - Z is an oxygen or an NH group, - R is a saturated or unsaturated, linear or branched, hydrocarbon radical having from 1 to 4 ethylenic unsaturations, having from 2 to 35 carbon atoms, - M is a methyl group, or an OH group, or a group e NH ₂ , or a betainate group (CH ₃ ) ₃ N ⁺ CH ₂ COO, or a betainylamino group (CH ₃ ) ₃ N ⁺ CH ₂ CONH, - X is chlorine, bromine, iodine, CH ₃ S0 ₃ , CH ₃ C ₆ H ₄ S0 ₃ , CH ₃ OS0 ₃ , a sulfate, a phosphate, a nitrate or a hydroxyl.

3. Composition according to any one of claims 1 or 2, characterized in that it comprises at least one compound of formula (3), R2-OH (3) in which - R2 is a hydrogen or a hydrocarbon radical, linear or branched, saturated or unsaturated having from 1 to 4 ethylenic unsaturations, having from 2 to 36 carbon atoms.

4. Composition according to any one of claims 1 to 3, characterized in that it comprises at least one compound chosen from those of formula (4), (5) and (6), M1-R3-Z1-H ( 4) X2H (5) X2 ^" (CH ₃ ) ₃ N ⁺ -CH ₂ -COOH (6) in which - Z1 is an oxygen or an NH group, - R3 is a saturated or unsaturated, linear or branched hydrocarbon radical having from 1 to 4 ethylenic unsaturations, having from 2 to 35 carbon atoms, - M1 is a methyl group, or an OH group, or an NH ₂ group, or a betainate group (CH ₃ ) ₃ N ⁺ CH ₂ COO, or a betainylamino group (CH ₃ ) ₃ N ⁺ CH ₂ CONH, - X2 is a chlorine, a bromine, an iodine, CH ₃ S0 ₃ , CH ₃ CβH S0 ₃ , CH ₃ OS0 ₃ , a sulfate, a phosphate, a nitrate or a hydroxyl.

5. Composition according to any one of claims 1 to 4, characterized in that the alkyl polyglycosides of formula (1) are polyhexosides of alkyl.

6. Composition according to any one of claims 1 to 5, characterized in that the alkyl polyglycosides of formula (1) are polyalkyl glycosides.

7. Composition according to any one of claims 1 to 6, characterized in that the alkyl polyglycosides of formula (1) are alkyl polypentosides.

8. Composition according to any one of claims 1 to 7, characterized in that the alkyl polyglycosides of formula (1), are alkyl polyxylosides.

9. Composition according to any one of claims 1 to 8, characterized in that the alkyl polyglycosides of formula (1), are alkyl polyarabinosides.

10. Composition according to any one of claims 1 to 9, characterized in that it comprises by weight relative to the total weight of the composition, from 1 to 99.99% of alkyl polyglycosides of formula (1) and from 0.01 to 99% of ester or amide compounds derived from the glycine betaine of formula (2).

11. Composition according to any one of claims 3 to 9, characterized in that it comprises by weight relative to the total weight of the composition, from 10 to 98% of water or alcohol of formula (3), and comprising from 1 to 89.99% of alkyl polyglycosides of formula (1) and from 0.01 to 89% of ester or amide compounds derived from the glycine betaine of formula (2).

12. Composition according to any one of claims 1 to 11, characterized in that the alkyl polyglycosides of formula (1) are mixtures comprising by weight from 1 to 99% of polyhexosides of alkyl and from 1 to 99 % of alkyl polypentosides.

13. Composition according to any one of claims 1 to 12, characterized in that the alkyl polyglycosides of formula (1), are derived from sugar syrups obtained by hydrolysis of plant by-products rich in starch and in hemicelluloses.

14. Composition according to any one of claims 1 to 13, characterized in that the alkyl polyglycosides of formula (1) are derived from wheat bran, mixtures of starch and wheat bran, from bran corn, corn husks or mixtures thereof.

15. Composition according to any one of claims 3 to 12, characterized in that the radical R1 of the alkyl polyglycosides of formula (1) and the radical R2 of the compound of formula (3) have from 8 to 22 carbon atoms and preferably from 16 to 18 carbon atoms.

16. Composition according to any one of claims 3 to 12, characterized in that the radical R1 of the alkyl polyglycosides of formula (1) has from 2 to 14 carbon atoms and preferably from 5 to 12 carbon atoms and the radical R2 of the compound of formula (3) is hydrogen.

17. Composition according to Claim 15, characterized in that it comprises by weight from 40 to 49.5% and preferably from 45 to 47.5% of a mixture of hexadecyl and octadecyl polyglycosides, of 40 at 49.5% and preferably from 45 to 47.5% of a mixture of hexadecanol and octadecanol, and from 1 to 20% and preferably from 5 to 10% of betainylaminoalkane.

18. Composition according to claim 17, characterized in that the betainylaminoalkane derivative is a betainylaminohexadecane mesylate.

19. Composition according to claim 16, characterized in that the alkyl polyglycosides are octyl and decyl polyglycosides derived from wheat bran, and the compound of formula (2) is a betainylaminoalkane.

20. Composition according to claim 19, characterized in that it comprises by weight from 10 to 90% and more particularly from 30 to 70% of water, from 1 to 89% and more particularly from 1 to 69% by weight of octyl and decyl polyglycosides, and from 1 to 89% and more particularly from 1 to 69% of betainylaminohexadecane mesylate.

21. Use of a composition according to any one of claims 1 to 20, as a surfactant.

22. Use of a composition according to any one of claims 1 to 21, as an antibacterial and or antifungal agent.

23. Use of a composition according to any one of claims 1 to 22, as a preservative.

24. Use of a composition according to any one of claims 1 to 23, for the preparation of detergent products.

25. Use of a composition according to any one of claims 1 to 24, for the preparation of cosmetic products.

26. Use of a composition according to any one of claims 1 to 25, for the preparation of emulsions.

27. Emulsion which comprises by weight: - from 4.5 to 99.5% of water - from 0 to 95% of oil and - from 0 to 50% of active substance, the oil being chosen from: - oils of vegetable origin, such as sweet almond oil, coconut oil, castor oil, jojoba oil, olive oil, rapeseed oil, oil hazelnut, palm oil, shea butter, apricot kernel oil, calophylum oil, safflower oil, avocado oil, walnut oil, grape seed oil, wheat germ oil, sunflower oil, corn germ oil, soybean oil, cottonseed oil, alfalfa oil, d oil barley, poppy oil, pumpkin oil, sezame oil, rye oil, evening primrose oil, passionflower oil, derivatives of these oils such as hydrogenated oils, - Oils of animal origin, such as tallow oil, fish oil, - Mineral oils, such as paraffin oil, petrolatum oil and mineral oils, in particular from petroleum fractions, - Synthetic oils, such as poly-α-olefins, - Lanolin derivatives, - Alkanediols having from 2 to 10 carbon atoms such as 1, 2 propanediol, 1, 3-butanediol, - Alcohols having a radical aliphatic, saturated or unsaturated having 1 to 4 ethylenic unsaturations, linear or branched, having 12 to 22 carbon atoms, such as myristic alcohol, cetyl alcohol, stearyl alcohol, oleic alcohol, - Polyethylene glycols or polypropylene glycols, - Fatty esters such as alkyl myristates, in particular butyl myristate, propyl myristate, alkyl palmitates such as isopropyl palmitate, alkyl stearates, in particular hexadecyl stearates, alkyl oleates, especially Pol dodecyl ate, alkyl laurates, in particular hexyl laurate, propylene glycol dicaprylate, ethyl-2-hexyl cocoate, esters of lactic acid, behennic acid, isostearic acid such as isostearyl isostearate, esters of rapeseed fatty acids, sunflower fatty acids, flax fatty acids, cotton fatty acids, soy fatty acids, - And silicone oils grouping together cyclic polydimethylsiloxanes, α-ω hydroxylated polydimethylsiloxanes, α-ω trimethylsilyllated polydimethylsiloxanes, polyorganosiloxanes such as polyalkylmethylsolixanes, polymethylphenylsiloxanes, polydiohenylsilone silicones and silicone derivatives polyalkylmethylsiloxane-silicone copolyether mixed copolymers. - The essential oils of lavender, thyme, savory, sage, mint, cumin, caraway, green anise, fennel, dill, eucalyptus, cajeput, niaouli, cloves, pine, cedar, cypress, juniper, lemon, orange, bergamot, cinnamon, laurel, chamomile, cedar, characterized by composition according to one of claims 1 to 20 in addition to 100%.

28. Emulsion according to claim 27, characterized in that the oily phase represents from 2 to 70% and preferably 10 to 40% by weight relative to the total weight of the emulsion.

29. Emulsion according to Claim 27, characterized in that the composition according to the invention represents from 1 to 20%, preferably from 2 to 6

% and very particularly from 3 to 4% by weight of the total weight of the emulsion.

30. Use of composition according to any one of claims 1 to 20 or of emulsion according to one of claims 27 to 29, characterized in that the products or emulsions prepared do not comprise an antibacterial and or antifungal agent or d preservative other than the compositions or emulsions according to said claims.