Hydroalcoholic composition for hand disinfection
A novel hydroalcoholic composition using a cross-linked anionic polyelectrolyte and specific emulsifying systems achieves stability and transparency, addressing the challenges of existing hydroalcoholic solutions for hand disinfection by providing a clear and effective disinfectant with suitable viscosity for rapid application.
Patent Information
- Authority / Receiving Office
- FR · FR
- Patent Type
- Patents
- Current Assignee / Owner
- Filing Date
- 2020-07-15
- Publication Date
- 2026-03-13
AI Technical Summary
Existing hydroalcoholic solutions for hand disinfection face challenges in achieving a stable, transparent, and homogeneous consistency with appropriate viscosity for rapid application and transparency, while avoiding the use of oil-based thickeners that compromise clarity.
A composition comprising ethanol, a cross-linked anionic polyelectrolyte, a fatty phase, and specific emulsifying systems, along with emollients and moisturizing agents, to create a stable and transparent hydroalcoholic solution with a dynamic viscosity between 1,500 mPa.s and 10,000 mPa.s, suitable for use in a pump device.
The solution provides a stable, transparent, and effective hand disinfectant with rapid application properties, overcoming the limitations of existing thickeners and ensuring consistent disinfection efficacy.
Abstract
Description
Title of the invention: Hydroalcoholic composition for hand disinfection
[0001] The invention relates to stable and transparent hydro-alcoholic compositions, as well as a method for hand disinfection using these new hydro-alcoholic compositions and containers containing said new hydro-alcoholic compositions.
[0002] The control of nosocomial infections and exposure to infectious diseases is a concern for all medical staff, doctors, surgeons, nurses, cleaning staff, who work both in hospital settings and in outpatient settings.
[0003] With the development of epidemics and pandemics on the scale of an agglomeration, a country and the whole planet, this concern is also shared by operators of means of public transport (rail, river, sea or air), by managers of establishments open to the public, and by all users and inhabitants of the planet.
[0004] Disinfectant handwashing is one of the most effective means of preventing viral, bacterial, and microbial infections. It should be performed before and after contact with a patient, a person carrying the infection, or a contaminated solid surface.
[0005] Disinfectant hand washing is performed using a disinfectant soap and water. These soaps may be in solid or liquid form, and generally include antimicrobial agents, surfactants, and ingredients that moisturize human skin.
[0006] For the purposes of this invention, "antimicrobial agent" means a family of substances that kill (microbicidal agents) or slow the growth (microbiostatic agents) of microbes such as bacteria (antibacterial activity), fungi (antifungal activity), viruses (antiviral activity) or parasites (antiparasitic activity).
[0007] For the purposes of this invention, "antiseptic agent" means an antimicrobial agent which acts on the external surfaces of the body and more particularly on the surface of the skin.
[0008] For the purposes of this invention, "disinfection" means an operation of voluntary and temporary elimination of certain germs in order to stop or prevent a microbial infection.
[0009] Among the most commonly used antiseptic agents, we can mention compounds from the biguanide family such as chlorhexidine, iodine derivatives such as povidone iodine, chlorinated derivatives such as sodium hypochlorite, alcohols such as ethanol.
[0010] A medical study has shown that in a hospital setting, compliance with handwashing, simple or antiseptic, does not exceed 30% to 50% according to studies, and that the main reasons for non-compliance include lack of time due to workload, lack of accessibility and other practical obstacles, and tolerance of repeated washings.
[0011] The application of hydroalcoholic solutions by rubbing without rinsing onto dry hands free of visible soiling constitutes an alternative to washing hands with antiseptic soap. Its characteristics, namely speed of application, no rinsing required, and rapid drying, make it possible to overcome the reasons for non-compliance with washing with antiseptic soap.
[0012] For hydroalcoholic solutions to be easily and quickly rubbed into the hands, they must have a non-greasy texture and a balance between sufficiently fluid flow characteristics for rapid application and rubbing onto the surface of the hands, and sufficient gel consistency to prevent dripping during application. Furthermore, it is preferable for hydroalcoholic solutions to be translucent or even transparent, as this aspect is associated with the notion of purity by users and consumers.
[0013] Consequently, the preparation of a disinfectant hydro-alcoholic solution faces the multiple problem of providing a homogeneous and stable hydro-alcoholic solution over time, characterized by a level of viscosity appropriate for the type of container, and by a translucent or transparent appearance.
[0014] Synthetic polymers and polymers of natural origin are well-known thickening agents for aqueous phases in cosmetics, used by those skilled in the art, and which allow the preparation of an aqueous gel for topical uses in the field of cosmetics and pharmaceuticals.
[0015] The synthetic thickening polymers currently used in this field are in powder form or in liquid form as a water-in-oil emulsion of the polymer prepared by radical polymerization of hydrophilic monomers, in reverse emulsion using surfactants, said reverse emulsion being commonly called reverse latex.
[0016] Among the best-known synthetic thickening polymers in powder form are polymers based on acrylic acid and / or its esters, such as those marketed under the names Carbopol™ or Pemulen™. They are described in particular in US patents US 5,373,044, US 2,798,053, and in European patent application EP 0 301 532 A2. There are also polymers based on 2-acrylamido-2-methylpropanesulfonic acid and / or its salts, such as those marketed under the name Aristoflex™. These are described in particular in European patents EP 0 816 403, EP 1 116 733, and EP 1 069 142. These powders are generally obtained by precipitating polymerization of the monomer(s) in solution in an organic solvent such as benzene, ethyl acetate, cyclohexane, or tert-butanol; this process therefore requires numerous successive purification steps of the final product to eliminate any trace of residual solvent.
[0017] Synthetic thickeners also exist that offer more versatile applications, particularly due to the absence of any oil phase that could lead to clearer aqueous gels. They are in powder form but have dissolution times, and therefore ease of use, comparable to those of products in liquid form. They are described in European patent application EP 1 496 081 A2.They are obtained using conventional polymerization techniques, such as dispersed-phase radical polymerization, inverse suspension radical polymerization, inverse emulsion radical polymerization, or combined inverse microemulsion radical polymerization, followed by separation using various techniques such as precipitation in a third solvent, precipitation in a third solvent, and possibly washing, spray drying, or azeotropic dehydration, possibly followed by washing with a carefully selected solvent. These synthetic thickeners thus combine some of the advantages of conventional powder-based synthetic thickeners (oil-free, producing clearer aqueous gels) with the advantages of inverse latex-based synthetic thickeners (pre-neutralization, high dissolution rate, remarkable thickening power, and stabilizing properties).However, for uses intended to prepare hydro-alcoholic solutions as described above, customers using such synthetic thickening systems would like to be able to produce solutions that are even clearer than those obtained today.
[0018] Linear, branched or crosslinked terpolymers of at least one monomer possess a strong acid function, free, partially salified or totally salified, and at least one monomer of formula (A):
[0019] in which R represents a linear or branched alkyl radical comprising eight to twenty carbon atoms and n represents a number greater than or equal to one and less than or equal to thirty are described in the international application published under number WO 2011 / 030044 and constitute good thickening agents for preparing stable, transparent and homogeneous hydro-alcoholic solutions over time.
[0020] However, the combined use of a powder and alcohols to prepare hydro-alcoholic solutions requires the securing of each piece of equipment used, leading to a large technical investment or, conversely, to low productivity and a cost price inappropriate to the market concerned.
[0021] Thickeners, being in liquid form, then appear as a solution to overcome the technical and economic difficulties mentioned above.
[0022] Reverse latexes prepared by radical polymerization in reverse emulsion, stabilized with surfactants, and in liquid form constitute a solution.
[0023] Among the best-known inverse latexes are those marketed under the names Sepigel™, Shnulgel™, and Sepiplus™. These thickeners are obtained by radical polymerization in inverse emulsions. They are easier to handle, particularly at room temperature, and disperse very rapidly in water. Furthermore, they exhibit remarkably high thickening performance. However, because they contain an oil, this potentially makes them less suitable for preparing translucent or transparent aqueous gels.
[0024] The US patent published under number US 4,956,170 discloses hydroalcoholic gels with antimicrobial properties, comprising ethanol or isopropanol, a thickening agent which is a polyacrylic acid in powder form neutralized by an amino alcohol, a hydrocarbon emollient, a fatty acid ester type emollient, a stabilizing surfactant preventing the phase separation between water and alcohol, such as ethoxylated fatty alcohols, ethoxylated alkylphenols, mono- and die-fatty esters of ethylene glycol, ethoxylated sorbitan esters.
[0025] The inventors therefore sought to develop new hydroalcoholic compositions, stable in storage, which are characterized by a dynamic viscosity measured by a Brookfield LVT type viscometer greater than or equal to 1,500 mPa.s and less than or equal to 10,000 mPa.s to be packaged in a bottle fitted with a pump device, and which has a transparent appearance.
[0026] For the purposes of this invention, "transparent appearance" means a visual aspect of the hydro-alcoholic composition, resulting in a turbidity value of the composition of less than or equal to 25 NTU, measured at a temperature of 25°C using a DRT 100B optical turbidimeter. marketed by HF Scientific, previously calibrated with a Formazine solution (0.9 NTU).
[0027] A solution according to the invention is a composition (Cl) for hand disinfection comprising:
[0028] a) At least one alcohol comprising from one to four carbon atoms,
[0029] b) At least one water-in-oil emulsion (E) comprising: - a cross-linked anionic polyelectrolyte (P); - a fatty phase consisting of at least one oil (H), - water, - a water-in-oil (Si) type emulsifying system, and - an oil-in-water type emulsifying system (S2);
[0030] c) at least one compound of formula (II):
[0031] R2-(C=O)-O-(CH2-CH2-O)x-CH2-CH[(O-CH2-CH2)yO-(C=O)-R3]-CH2-(O-CH2- CH2)zO-(C=O)-R4
[0032] (II)
[0033] wherein R2-(C=O), R3-(C=O) and R4-(C=O), identical or different, represent an acyl group, saturated or unsaturated, linear or branched, comprising from sixteen to twenty-four carbon atoms, and wherein the sum x + y + z is greater than or equal to thirty and less than or equal to one hundred; and
[0034] d) water.
[0035] Depending on the case, the composition according to the invention may have one or more of the following characteristics: - the water-in-oil type emulsion (E) comprises for 100% of its mass: from 10% to 90% by mass of the crosslinked anionic polyelectrolyte (P), from 5% to 50% by mass of the oil phase consisting of at least one oil (H), from 1% to 50% by mass of water, from 0.5% to 10% by mass of the water-in-oil type emulsifying system (Si), and from 2% to 10% by mass of the oil-in-water type emulsifying system (S2); the sum of the mass proportions of compounds being equal to 100% by mass. - The composition (Cl) includes:
[0036] a) From 55% to 85% by mass of alcohol comprising one to four carbon atoms,
[0037] b) From 0.5% to 3% by mass of the emulsion (E),
[0038] c) From 0.5% to 5% of the compound of formula (II),
[0039] d) From 14% to 37% mass of water. - alcohol has the formula (I)
[0040] RrOH (I)
[0041] Where RI represents a radical included among the elements of the group consisting of the methyl, ethyl, 1-propyl, 2-propyl radicals. Preferably the ethyl and 2-propyl radicals will be chosen. The alcohol with formula (I) is ethanol. Ethanol is known for its rapid action, its rapid evaporation power, its activity on bacteria and fungi, and is more active on viruses than povidone and chlorhexidine used for antiseptic washes. Composition (Cl) includes an emollient and / or moisturizing agent. The emollient and / or moisturizing agent is chosen from the elements of the group consisting of urea, lactic acid, hydroxyurea, triethanolamine, propane-1,2-diol, sorbitol, xylitol, erythritol, glycerol, the compound of formula (III)
[0042] HO-[CH2-CH(OH)-CH2-O]pH (III),
[0043] formula (III) in which p represents an integer greater than or equal to 2 and less than or equal to 6, the composition (CA) represented by formula (IV):
[0044] HO-CH2-(CHOH)m-CH2-O-(G)xH (IV),
[0045] formula (IV) in which G represents the remainder of a reducing sugar, m represents an integer u equal to 2, 3 or 4 and x, which indicates the average degree of polymerization of said remainder G, represents a decimal number greater than 1 and less than or equal to 5. said remainder G of a reducing sugar is chosen from the remainders of glucose, dextrose, sucrose, fructose, idose, gulose, galactose, maltose, isomaltose, maltotriose, lactose, cellobiose, mannose, ribose, xylose, arabinose, lyxose, allose, altrose, dextran or tallose, preferably said remainder G of a reducing sugar is chosen from the remainders of glucose, xylose and arabinose, and even more preferably G represents the remainder of glucose in formula (IV). G represents the glucosyl radical or α,[3-D-glucopyranosyl, obtained from the suppression of the hemiacetal hydroxyl group of α,[3-D-glucopyranose, or the xylosyl radical or α,[3-D-xylopyranosyl, obtained from the suppression of the hemiacetal hydroxyl group of α,[3-D-xylopyranose in formula (IV). said composition (CA) consists essentially of a mixture of compounds represented by the formulas (IVi), (IV2), (IV3), (IV4) and (IV5): HO-CH2-(CHOH)m-CH2-O-(G)1-H (IVJ, HO-CH2-(CHOH)m-CH2-O-(G)2-H (IV2), HO-CH2-(CHOH)m-CH2-O-(G)3-H (IV3), HO-CH2-(CHOH)m-CH2-O-(G)4-H (IV4), HO-CH2-(CHOH)m-CH2-O-(G)5-H (IV5),
[0046] in the respective molar proportions aH a2, a3, a4 and a5, such that the sum ai+ a2 + a3 + a4 + a5 is equal to 1 and the sum ai + 2a2 + 3a3 + 4a4 + 5a5 is equal to x.
[0047] Essentially, it is indicated in the preceding definition that the presence of one or more compounds of formula (IVW) with w greater than 5 is not excluded within the composition (CA), but that if there is a presence, it is in minimal proportions which do not entail any substantial modification of the properties of said composition (CA).
[0048] In formula (IV) as defined above, the HO-CH2-(CHOH)m-CH2-O- group is linked to (G)x by the anomeric carbon of the saccharidic remainder, so as to form an acetal function. - in formula (IV), x represents a decimal number greater than or equal to 1.05 and less than or equal to 3, and in particular greater than or equal to 1.15 and less than or equal to 2.5. - in formula (IV), m is equal to 2, or to 3, or to 4, - The emollient and / or moisturizing agent is glycerol, - The concentration of emollient and / or moisturizing agent is less than or equal to 5% by mass, - the crosslinked anionic polyelectrolyte (P) consists of: at least one monomeric unit derived from 2-methyl-2-[(l-oxo-2-propenyl)amino] 1-propanesulfonic acid in free acid form or partially or totally salified; at least one monomeric unit derived from at least one monomer selected from the elements of the group consisting of acrylamide, N,N-dimethyl acrylamide, methacrylamide, N-isopropyl acrylamide, N-tert-butyl acrylamide, (2-hydroxyethyl) acrylate, (2,3-dihydroxypropyl) acrylate, (2-hydroxyethyl) methacrylate, (2,3-dihydroxypropyl) methacrylate, or vinylpyrrolidone;acrylic acid, methacrylic acid, 2-carboxyethyl acrylic acid, itaconic acid, maleic acid, 3-methyl 3-[(l-oxo 2-propenyl)amino]butanoic acid, the carboxylic function of said monomers being in free acid form, partially salified or totally salified, preferably the elements of the group consisting of acrylamide, N,N-dimethyl acrylamide, methacrylamide, N-isopropyl acrylamide, N-tert-butyl acrylamide; and at least one monomeric unit derived from a polyethylene crosslinking (CR) monomer. - the polyethylene crosslinking monomer (AR) is chosen from methylene-bis(acrylamide), ethylene glycol dimethacrylate, diacrylate diethylene glycol, ethylene glycol diacrylate, diallyl urea, triallylamine, trimethylol propanetriacrylate, diallyoxyacetic acid or one of its salts such as sodium diallyloxyacetate, or a mixture of these compounds. Preferably, the polyethylene crosslinking monomer (CR) is selected from triallylamine, or methylene-bis(acrylamide) or a mixture of these compounds. The crosslinked anionic polyelectrolyte (P) comprises, for 100 mol%, a proportion greater than or equal to 20 mol% and less than or equal to 100 mol%, of monomeric units derived from 2-methyl 2-[(l-oxo 2-propenyl) amino] 1-propanesulfonic acid in free acid form or partially or totally salified. The crosslinked anionic polyelectrolyte (P) comprises, by 100 mol%: between 20% and 90% of the monomeric unit derived from 2-methyl-2-[(l-oxo-2-propenyl)amino] 1-propanesulfonic acid in the form of free acid or partially or totally salified; between 10% and 80% of the monomeric unit derived from at least one monomer selected from the elements of the group consisting of acrylamide, N,N-dimethyl acrylamide, (2-hydroxyethyl) acrylate, acrylic acid, methacrylic acid, 2-carboxyethyl acrylic acid, and a proportion greater than 0 mol% and less than or equal to 1 mol%, of monomeric units derived from at least one polyethylene crosslinking monomer (AR) selected from methylene-bis(acrylamide) and triallylamine, The crosslinked anionic polyelectrolyte (P) comprises at least one monomeric unit derived from 2-methyl 2-[(l-oxo 2-propenyl)amino] 1-propanesulfonic acid in its free acidic form or partially or totally salified, and at least one monomeric unit derived from a polyethylene crosslinking monomer (AR). The term "salified" indicates that the acidic function present in a monomer is in an anionic form associated as a salt with a cation, particularly alkali metal salts, such as sodium or potassium cations, or nitrogenous base cations such as ammonium salt, lysine salt, or monoethanolamine salt (HO-CH2-CH2-NH3+). These are preferably sodium or ammonium salts. the oil (H) is chosen from the elements of the group consisting of undecane, tridecane, isododecane, isohexadecane, the mixture of Cb u isoparaffins, squalane, hydrogenated polyisobutene or hydrogenated polydecene. - the water-in-oil emulsifying system (SI) comprises at least one element from the group consisting of sorbitan laurate, sorbitan palmitate, sorbitan stearate, sorbitan oleate, sorbitan sesquioleate, sorbitan trioleate, sorbitan isolaurate, sorbitan isostearate, oleyl alkanolamide, PEG-30 dipolyhydroxy stearate, Trimethylolpropane-30 tripolyhydroxystearate. - the oil-in-water type emulsifying system (S2) comprises at least one element of the group consisting of polyethoxylated sorbitan oleate with 20 moles of ethylene oxide, polyethoxylated sorbitan laurate with 20 moles of ethylene oxide, polyethoxylated sorbitan palmitate with 20 moles of ethylene oxide, polyethoxylated sorbitan stearate with 20 moles of ethylene oxide, polyethoxylated tridecyl alcohol with 6 moles of ethylene oxide, polyethoxylated lauryl alcohol with 7 moles of ethylene oxide, alkyl polyglycosides, compositions of fatty alcohols and alkyl polyglycosides, polyglycerol esters, compositions of polyglycerol esters and polyglycerol. - the oil-in-water type emulsifying system (S2) consists of either a single emulsifying surfactant or a mixture of emulsifying surfactants, provided that the resulting emulsifying system (S2) has a sufficiently high HLB (Hydrophilic Lipophilie Balance) value, generally greater than 9 and less than or equal to 16, to induce the formation of stable oil-in-water type emulsions. - the water-in-oil type emulsion (E) comprises, by 100% of its own mass:
[0049] i) from 10 wt% to 90 wt%, of a crosslinked anionic polyelectrolyte (P) comprising for 100 mol%: between 20% and 90 mol% of the monomeric unit derived from 2-methyl-2-[(l-oxo-2-propenyl)amino] 1-propanesulfonic acid in the form of free acid or partially or totally salified; between 10% and 80 mol% of the monomeric unit derived from acrylamide; and a proportion greater than 0% and less than or equal to 1 mol% of a monomeric unit derived from methylene-bis(acrylamide), or from triallylamine.
[0050] ii) From 5% by mass to 50% by mass, of a fatty phase consisting of at least one oil (H) chosen from the elements of the group consisting of isohexadecane, the Cb u isoparaffin mixture,
[0051] iii) From 1% by mass to 50% by mass of water,
[0052] iv) From 0.5% by mass to 10% by mass of a water-type emulsifying system in-oil (SJ comprising at least one element of the group consisting of laurate of sorbitan, sorbitan stearate, sorbitan oleate, oleyl alkanolamide, PEG-30 dipolyhydroxystearate, and
[0053] v) From 2 wt% to 10 wt% of an oil-in-water type emulsifying system (S2) comprising at least one element of the group consisting of polyethoxylated sorbitan oleate with 20 moles of ethylene oxide, polyethoxylated sorbitan laurate with 20 moles of ethylene oxide, polyethoxylated sorbitan stearate with 20 moles of ethylene oxide, polyethoxylated tridecyl alcohol with 6 moles of ethylene oxide, polyethoxylated lauryl alcohol with 7 moles of ethylene oxide, polyglyceryl-10 laurate, polyglyceryl-6 laurate, the mixture of polyglyceryl-6 laurate and polyglyceryl-6; the sum of the mass proportions of compounds according to Ci), c2), c3), c4) and c5) being equal to 100% mass. - in formula (II), R2-(C=O), R3-(C=O) and R4-(C=O) are identical or different, and represent an acyl group, saturated or unsaturated, linear or branched, chosen from the elements of the group consisting of the radicals ricinoleoyl (or 12-hydroxy-9-cis-octadecenoyl), palmitoyl (or hexadecanoyl), stearoyl (or octadecanoyl), oleoyl (or (9Z)-octadecenoyl), linoleoyl (or (9Z, 12Z)-octadeca-9, 12-dienoyl), a-linolenoyl (or (9Z, 12Z, 15Z)-octadeca-9, 12, 15-trienoyl), 9, 10-dihydroxyoctadecanoyl (or 9, 10-dihydroxystearoyl), or their mixture. - The sum x + y + z is greater than or equal to thirty and less than or equal to fifty. - The compounds of formula (II) are chosen from hydrogenated and polyethoxylated castor oils with between 30 and 100 moles of ethylene oxide, such as hydrogenated and ethoxylated castor oil with 30 moles of ethylene oxide, hydrogenated and ethoxylated castor oil with 40 moles of ethylene oxide, hydrogenated and ethoxylated castor oil with 50 moles of ethylene oxide. - The composition (Cl) comprises, for 100% of its mass: i. 55% to 85% ethanol ii. 0% to 5% mass of glycerol iii. 0.5% to 3% by mass of at least one water-in-oil emulsion (E) comprising 100% of its own mass: • from 10% wt to 90% wt of a cross-linked anionic polyelectrolyte (P) comprising, at 100 mol%: between 20% and 90 mol% of the monomeric unit derived from 2-methyl-2-[(l-oxo-2-propenyl)amino] 1-propanesulfonic acid in the form of free acid or partially or totally salified; between 10% and 80% molar of the monomeric unit derived from acrylamide; and a proportion greater than 0% and less than or equal to 1% molar of a monomeric unit derived from methylene-bis(acrylamide), or from triallylamine. • from 5% by mass to 50% by mass, of a fatty phase consisting of at least one oil (H) chosen from the elements of the group consisting of isohexadecane, the mixture of Ci3-i4 isoparaffins, • from 1% by mass to 50% by mass of water, • from 0.5% by mass to 10% by mass of an emulsifying system of water-in-oil type (Si) comprising at least one element of the group consisting of sorbitan oleate, oleyl alkanolamide, PEG-30 dipolyhydroxystearate, and • from 2% by mass to 10% by mass of an oil-in-water type emulsifying system (S2) comprising at least one element of the group consisting of polyethoxylated sorbitan oleate with 20 moles of ethylene oxide, polyethoxylated sorbitan laurate with 20 moles of ethylene oxide, polyethoxylated sorbitan stearate with 20 moles of ethylene oxide, polyethoxylated tridecyl alcohol with 6 moles of ethylene oxide, polyethoxylated lauryl alcohol with 7 moles of ethylene oxide, polyglyceryl-10 laurate, polyglyceryl-6 laurate, the mixture of polyglyceryl-6 laurate and polyglyceryl-6;
[0054] the sum of the mass proportions of these four compounds being equal to 100% by mass.
[0055] iv) 0.5% to 5% by mass of at least one compound of formula (II) which is a polyethoxylated castor oil with 40 moles of ethylene oxide.
[0056] For the purposes of this application, "emollient agent" means compounds which, when placed in contact with the skin, are characterized by their ability to fill the intercellular spaces between comeocytes (cells of the stratum corneum of the epidermis); they also limit the evaporation of water from the epidermis, but to a lesser extent than occlusive agents.
[0057] For the purposes of this application, "moisturizing agent" means a compound which has a "moisturizing effect" when placed in contact with the skin.
[0058] For the purposes of this application, "hydrating effect" means an increase in the hydration level of the stratum comeum resulting from the topical application of a chemical substance or chemical composition to the surface of the skin to be treated.
[0059] By compound of formula (III) as defined above, we mean diglycerol when p is equal to 2, triglycerol when p is equal to 3, tetraglycerol pentaglycerol when p equals 4, pentaglycerol when p equals 5, and hexaglycerol when p equals 6.
[0060] By reducing sugar, in formula (IV) as defined above, we designate the saccharide derivatives which do not have in their structures a glycosidic bond established between an anomeric carbon and the oxygen of an acetal group as defined in the reference work: "Biochemistry", Daniel Voet / Judith G. Voet, p. 250, John Wyley & Sons, 1990. The oligomeric structure (G)x can be in all forms of isomerism, whether optical isomerism, geometric isomerism or positional isomerism; it can also represent a mixture of isomers.
[0061] By crosslinked anionic polyelectrolyte (P), in the definition of the water-in-oil type emulsion (E) present in the composition (Cl) of the object of the present invention, a non-linear crosslinked anionic polyelectrolyte, which is in the state of a three-dimensional network insoluble in water, but swelling in water and leading to the formation of a chemical gel.
[0062] According to another particular aspect of the present invention, said crosslinked anionic polyelectrolyte (P) is an element of the group consisting of a homopolymer of 2-methyl 2-[(l-oxo 2-propenyl)amino] 1-propanesulfonic acid partially or totally salified as a sodium salt or ammonium salt, crosslinked by triallylamine and / or methylene-bis(acrylamide); a copolymer of 2-methyl 2-[(l-oxo 2-propenyl)amino] 1-propanesulfonic acid partially or totally salified as a sodium salt or ammonium salt and acrylic acid partially or totally salified as a sodium salt or ammonium salt, crosslinked by triallylamine and / or methylene-bis(acrylamide);a copolymer of 2-methyl 2-[(l-oxo 2-propenyl)amino] 1-propanesulfonic acid (y) partially or totally salified as sodium salt or ammonium salt and acrylic acid (o) partially or totally salified as sodium salt in a molar ratio (y) / (o) greater than or equal to 30 / 70 and less than or equal to 90 / 10, crosslinked by triallylamine and / or methylene-bis(acrylamide); a copolymer of 2-methyl 2-[(l-oxo 2-propenyl)amino] 1-propanesulfonic acid (y) partially or totally salified as sodium salt, and acrylic acid (o) partially or totally salified as sodium salt in a molar ratio (y) / (o) greater than or equal to 40 / 60 and less than or equal to 90 / 10, crosslinked by triallylamine and / or methylene-bis(acrylamide);a copolymer of 2-methyl 2-[(l-oxo 2-propenyl)amino] 1-propanesulfonic acid (y) partially or totally salified as the sodium salt, and acrylamide (e) in a molar ratio (y) / (e) greater than or equal to 30 / 70 and less than or equal to 90 / 10, crosslinked by triallylamine and / or methylene-bis(acrylamide); a copolymer of 2-methyl acid; 2-[(1-oxo 2-propenyl)amino] 1-propanesulfonic acid (y) partially or totally salified as the sodium salt, and hydroxyethylacrylate (C) in a molar ratio (y) / (C) greater than or equal to 30 / 70 and less than or equal to 90 / 10, crosslinked with triallylamine and / or methylene-bis(acrylamide); a terpolymer, 2-methyl 2-[(l-oxo 2-propenyl)amino] 1-propanesulfonic acid partially or totally salified as the sodium or ammonium salt, acrylamide and acrylic acid partially or totally salified as the sodium or ammonium salt, crosslinked with triallylamine and / or methylene-bis(acrylamide);a terpolymer crosslinked with triallylamine and / or methylene-bis(acrylamide), 2-methyl 2-[(l-oxo 2-propenyl)amino] 1-propanesulfonic acid partially or totally salified as sodium salt or ammonium salt in a molar proportion greater than or equal to 30% and less than or equal to 45%, acrylamide in a molar proportion greater than or equal to 45% and less than or equal to 68% and acrylic acid partially or totally salified as sodium salt or ammonium salt in a molar proportion greater than or equal to 2% and less than or equal to 10%;a terpolymer crosslinked with triallylamine and / or methylene-bis(acrylamide), 2-methyl 2-[(l-oxo 2-propenyl)amino] 1-propanesulfonic acid partially or totally salified as sodium or ammonium salt in a molar proportion greater than or equal to 30% and less than or equal to 45%, acrylamide in a molar proportion greater than or equal to 47% and less than or equal to 68% and acrylic acid partially or totally salified as sodium or ammonium salt in a molar proportion greater than or equal to 2% and less than or equal to 8%. ;
[0063] In the definition of the emulsion (E) present in the composition (Ci) of the present invention, the term "oil" (H) refers in particular to: - Linear alkanes containing eleven to nineteen carbon atoms; - Branched alkanes, containing from seven to forty carbon atoms, such as isododecane, isopendatecane, isohexadecane, isoheptadecane, isooctadecane, isonadecane or isoeicosane), or mixtures of some of them such as those listed below and identified by their INCI name: C7 8 isoparaffin, C8_9 isoparaffin, C9.n isoparaffin, C9.i2 isoparaffin, C9_n isoparaffin, C9_u isoparaffin, C9_i6 isoparaffin, Cio-n isoparaffin, C10-12 isoparaffin, C10-13 isoparaffin, C11-12 isoparaffin, Cu b isoparaffin, Cn u isoparaffin, C1214 isoparaffin, Ci2_2o isoparaffin, Cb u isoparaffin, Cn_16 isoparaffin; - Cycloalkanes optionally substituted by one or more linear or branched alkyl radicals; - White mineral oils, such as those marketed under the following names: Marcol™52, Marcol™82, Drakeol™6VR, Eolane™130, Eolane™150; - Hemisqualane (or 2,6,10-trimethyl-dodecane; CAS number: 3891-98-3), squalane (or 2,6,10,15,19,23-hexamethyltetracosane), hydrogenated polyisobutene or hydrogenated polydecene; - Mixtures of alkanes comprising 15 to 19 carbon atoms, said alkanes being linear alkanes, branched alkanes and cycloalkanes, and more particularly the mixture (MJ which comprises for 100% of its mass, a mass proportion of branched alkanes greater than or equal to 90% and less than or equal to 100%; a mass proportion of linear alkanes greater than or equal to 0% and less than or equal to 9%, and more particularly less than 5% and a mass proportion of cycloalkanes greater than or equal to 0% and less than or equal to 1%, for example the mixtures marketed under the names Emogreen™L15 or Emogreen™L19; - Fatty alcohol ethers of formula (V): ZrO-Z2 (V),
[0064] wherein Zi and Z2, identical or different, represent a linear or branched alkyl radical comprising five to eighteen carbon atoms, for example dioctyl ether, didecyl ether, didodecyl ether, dodecyl octyl ether, dihexadecyl ether, (1,3-dimethyl butyl) tetradecyl ether, (1,3-dimethyl butyl) hexadecyl ether, bis(1,3-dimethyl butyl) ether or dihexyl ether. - Monoesters of fatty acids and alcohols of formula (VI): R'r(C=O)-O-R'2(VI),
[0065] wherein R'r(C=O) represents an acyl radical, saturated or unsaturated, linear or branched, comprising from eight to twenty-four carbon atoms, and R'2 represents, independently of R', a saturated or unsaturated hydrocarbon chain, linear or branched, comprising from one to twenty-four carbon atoms, for example methyl laurate, ethyl laurate, propyl laurate, isopropyl laurate, butyl laurate, 2-butyl laurate, hexyl laurate, methyl cocoate, ethyl cocoate, propyl cocoate, isopropyl cocoate, butyl cocoate, 2-butyl cocoate, hexyl cocoate, methyl myristate, ethyl myristate, propyl myristate, isopropyl myristate, butyl myristate, myristate 2-butyl, hexyl myristate, octyl myristate, methyl palmitate, ethyl palmitate, propyl palmitate, isopropyl palmitate, butyl palmitate, 2-butyl palmitate, hexyl palmitate, octyl palmitate,methyl oleate, ethyl oleate, , propyl oleate, isopropyl oleate, butyl oleate, 2-butyl oleate, hexyl oleate, octyl oleate, methyl stearate, ethyl stearate, propyl stearate, isopropyl stearate, butyl stearate, 2-butyl stearate, hexyl stearate, octyl stearate, methyl isostearate, ethyl isostearate, propyl isostearate, isopropyl isostearate, butyl isostearate, 2-butyl isostearate, hexyl isostearate, isostearate of isostearyl; - Fatty acid and glycerol diesters of formula (VII) and formula (VIII):
[0066] R'3-(C=O)-O-CH2-CH(OH)-CH2-O-(C=O)-R'4 (VII)
[0067] R'5-(C=O)-O-CH2-CH[O-(C=O)-R'6]-CH2-OH (VIII),
[0068] formulas (VII) (VIII) in which R'3-(C=0), R'4-(C=0), R'5-(C=0), R'6-(C=0), identical or different, represent an acyl group, saturated or unsaturated, linear or branched, comprising from eight to twenty-four carbon atoms; - The tri-esters of fatty acids and glycerol of formula (IX):
[0069] R'7-(C=O)-O-CH2-CH[O-(C=O)-R”8]-CH2-O-(C=O)-R”9 (IX),
[0070] in which R'7-(C=O), R'8-(C=O) and R'9-(C=O), identical or different, represent an acyl group, saturated or unsaturated, linear or branched, comprising from eight to twenty-four carbon atoms.
[0071] According to another particular aspect of the present invention, said oil (H) is selected from undecane, tridecane, isododecane or isohexadecane, mixtures of isoparaffins such as mixture Cim3 isoparaffins, mixture Cim4 isoparaffins, mixture Ci2_i4 isoparaffins, mixture C,314 isoparaffins or marketed under the brand name Isopar™ M, CX3 isoparaffins, mixtures of alkanes and isoalkanes and cycloalkanes such as mixture (Mi) as defined above and mixtures marketed under the names Emogreen™L15, Emogreen™L19, Emosmart™L15, Emosmart™L19, Emosmart™V21; white mineral oils marketed under the names Marcol™52, Marcol™82, Drakeol™6VR, Eolane™130 or Eolane™150; hemisqualane, squalane, hydrogenated polyisobutene or hydrogenated polydecene; dioctyl ether or didecyl ether;isopropyl myristate, hexyl palmitate, octyl palmitate, isostearyl isostearate, octanoyl / decanoyl triglyceride, hexadecanoyl / octadecanoyl triglyceride, triglycerides derived from rapeseed oil, sunflower oil, linseed oil or palm oil.
[0072] In said emulsion (E) present in the composition (Cl) of the subject of the present invention, the water-in-oil type emulsifying system (Si) consists either of a single emulsifying surfactant or of a mixture of emulsifying surfactants, provided that said resulting emulsifying system (Si) has an HLB value (“ Hydrophilic Lipophilic Balance") sufficiently low to induce the formation of water-in-oil type emulsions.
[0073] As an emulsifying surfactant present in the (Si) water-in-oil type system, there are, for example, esters of anhydro hexitol and aliphatic carboxylic acids, linear or branched, saturated or unsaturated, comprising from 12 to 22 carbon atoms possibly substituted with one or more hydroxyl groups, and more particularly esters of anhydro hexitol selected from anhydro-sorbitols and anhydro-mannitols and aliphatic carboxylic acids, linear or branched, saturated or unsaturated, comprising from 12 to 22 carbon atoms possibly substituted with one or more hydroxyl groups.
[0074] According to another particular aspect of the present invention, the minimum surfactant present in said water-in-oil emulsifying system (Si) is selected from the elements of the group consisting of sorbitan laurate, for example that marketed under the name Montane™20, sorbitan palmitate, for example that marketed under the name Montane™40, sorbitan stearate, for example that marketed under the name Montane™60, sorbitan oleate, for example that marketed under the name Montane™80, sorbitan sesquioleate, for example that marketed under the name Montane™85, sorbitan trioleate, for example that marketed under the name Montane™83, sorbitan isolaurate, sorbitan isostearate, for example that marketed under the name Montane™70, mannitan laurate, mannitan oleate, or a mixture of these esters; oleyl alkanolamide;polyesters with molecular weights between 1000 and 3000 and resulting from the condensation between poly(isobutenyl) succinic acid or its anhydride, such as HYPERMER™ 2296, or the mixture marketed under the brand name SIMALINE™ IE 501 A, polyhydroxystearates of polyglycols of formula (X): ;
[0075] formula (X) in which y2 represents an integer greater than or equal to 2 and less than or equal to 50, Z4 represents the hydrogen atom, the methyl radical, or the ethyl radical, Z3 represents a radical of formula (XI): (XI),
[0076] formula (XI) in which y'2 represents an integer greater than or equal to 0 and less than or equal to 10, more particularly greater than or equal to 1 and less than or equal to 10 and Z'3 represents a radical of formula (XI) as defined above, with Z3' identical or different from Z3, or the hydrogen atom.
[0077] As an example of a water-in-oil type emulsifying surfactant of formula (X) which can be used to prepare the emulsifying system (Si), there is PEG-30 dipolyhydroxystearate marketed under the name SIMALINE™ WO, or mixtures comprising PEG-30 dipolyhydroxystearate and marketed under the names SIMALINE™IE 201 A and SIMALINE™IE 201 B, or the mixture comprising Trimethylolpropane-30 tripolyhydroxystearate marketed under the name SIMALINE™IE 301 B.
[0078] Among these surfactants constituting the oil-in-water type emulsifying system (S2), we can mention: - ethoxylated fatty alcohols, whose aliphatic hydrocarbon chain comprises 8 to 14 carbon atoms and whose number of ethylene oxide units is between 5 - and 40, for example, ethoxylated lauryl alcohol with 7 moles of ethylene oxide (INCI name: Laureth-7), or tridecyl alcohol with 6 moles of ethylene oxide (INCI name: trideceth-6); - ethoxylated sorbitan esters, whose aliphatic hydrocarbon chain comprises 12 to 22 carbon atoms and whose number of ethylene oxide motifs is between 5 and 40, for example ethoxylated sorbitan oleate with 20 moles of ethylene oxide marketed under the trade name Montanox™80, ethoxylated sorbitan laurate with 20 moles of ethylene oxide marketed under the trade name Montanox™20, polyethoxylated sorbitan palmitate with 20 moles of ethylene oxide marketed by the company SEPPIC under the name MONTANOX™40, polyethoxylated sorbitan stearate with 20 moles of ethylene oxide, marketed by the company SEPPIC under the name MONTANOX™ 60; - ethoxylated alkylphenols, for example ethoxylated nonylphenols and ethoxylated octylphenols; or - ethoxylated castor oils, for example ethoxylated castor oil with 40 moles of ethylene oxide marketed under the brand name SIMULSOL™OL 50, - polyethoxylated sorbitan hexaoleates marketed by the company SEPPIC under the name SIMALINE™-IE 400, - polyglycerol esters and more particularly polyglycerol esters of formula (XII)
[0079] R”1-(C=O)-[O-CH2-CH(OH)-CH2]P-OH (XII),
[0080] in which:
[0081] * p' 'represents an integer greater than or equal to one and less than or equal to fifteen, more specifically greater than or equal to 1 and less than or equal to 10, and even more specifically greater than or equal to 4 and less than or equal to 10, and
[0082] * the group R' ' r(C=O)- represents at least one saturated aliphatic radical or unsaturated, linear or branched, comprising from six to twenty-two carbon atoms, more particularly from eight to eighteen carbon atoms, and even more particularly the Rr(C=O)- group is chosen from at least one element of the group consisting of the radicals octanoyl, decanoyl, co-undecylenenoyl, dodecanoyl, tetradecanoyl, hexadecanoyl, octadecanoyl, 9-octadecenoyl or 9,12-octadecadienoyl. - mixtures of polyglycerol ester and polyglycerol, more particularly represented by a composition (Ce) which comprises, by 100% of its mass:
[0083] * From 10% by mass to 60% by mass, more particularly from 15% by mass to 60% mass percentage and particularly 15% to 50% of at least one compound of formula (XIII):
[0084] HO-[CH2-CH(OH)-CH2-O]n -H (XIII)
[0085] in which n' ' represents an integer greater than or equal to one and less than or equal to fifteen;
[0086] * From 40% by mass to 90% by mass, more particularly from 40% by mass to 85% % mass and especially from 50% mass to 85% mass of at least one compound of formula (XII) as defined above.
[0087] According to another even more particular aspect of the present invention, in the composition (Ce) as defined above, n” is equal to 10, p” is equal to 10, and the group R”r(C=O)- is the dodecanoyl radical; n” is equal to 6, p” is equal to 10, and the group R”r(C=O)- is the dodecanoyl radical; n” is equal to 6, p” is equal to 6, and the group R”i-(C=O)- is the dodecanoyl radical; n” is equal to 1, p” is equal to 10, and the group Rr(C=O)- is the dodecanoyl radical. - Alkyl polyglycosides and more particularly represented by a composition (C'2) of alkyl polyglycosides represented by the formula (XIV): R'2-O-(G)x'-H (XIV)
[0088] in which x' represents a decimal number between 1.05 and 2.5, G represents the glucosyl or α,[3-D-glucopyranosyl] radical, obtained from the removal of the hemiacetal hydroxyl group of α,[3-D-glucopyranose], and R'2 represents a radical chosen from among the elements of the group consisting of the radical n-octyl, n-decyl, n-dodecyl, n-tetradecyl, n-hexadecyl, n-octadecyl, n-eicosyl and n-behenyl.
[0089] More particularly, R'2 represents a radical chosen from among the elements of the group consisting of the n-octyl radical, n-decyl radical, n-dodecyl radical, the n-tetradecyl radical, the n-hexadecyl radical, and x' represents a decimal number greater than or equal to 1.05 and less than or equal to 2.5, more particularly greater than or equal to 1.05 and less than or equal to 2.0, and even more particularly greater than or equal to 1.15 and less than or equal to 2.0. - Mixtures of alkyl polyglycosides and fatty alcohols, and more particularly those represented by the combination of composition (C'2) with a fatty alcohol of formula (XV):
[0090] R'21-OH (XV),
[0091] with R'2[, identical or different from R'2, represents a radical chosen from among the elements of the group consisting of the radical n-octyl, n-decyl, n-dodecyl, n-tetradecyl, n-hexadecyl, n-octadecyl, n-eicosyl and n-behenyl.
[0092] More specifically, the emulsifying agent constituting the oil-in-water emulsifying system (S2) is a composition (C”2) which comprises, by mass, 100% of:
[0093] * From 10% to 50% by mass, more particularly from 15% to 40% by mass, and even more particularly of 20% to 30% by mass, of at least one composition (C'2) represented by formula (XIV) for which, R'2 represents at least one radical chosen from the elements of the group consisting of the n-octyl, n-decyl, n-dodecyl, n-tetradecyl, n-hexadecyl radical, G represents the glucosyl or α,[3-D-glucopyranosyl radical, obtained from the removal of the hemiacetal hydroxyl group of α,[3-D-glucopyranose, and x' represents a decimal number greater than or equal to 1.05 and less than or equal to 2.0,
[0094] * From 90% to 50% by mass, more particularly from 85% to 60% by mass, and even more particularly 80% to 70% mass, of at least one fatty alcohol of formula (XV) for which R'2i, identical to R'2, represents at least one radical chosen from among the elements of the group constituted by the radical n-octyl, n-decyl, n-dodecyl, n-tetradecyl, n-hexadecyl.
[0095] Said water-in-oil emulsion (E) present in the composition (Ci) of the present invention is prepared by implementing a process known as "reverse emulsion polymerization", well known to those skilled in the art, and which comprises the following steps: - a step a) of preparing an aqueous phase comprising water, water-soluble monomers and the crosslinking monomer (AR), as well as commonly used additives such as sequestering agents - a step b) of mixing the oily phase (H) with the water-in-oil type emulsifying system (Si); - a step c) of mixing the aqueous phase and the oily phase, prepared during the previous steps, and emulsifying using a rotor-stator type mobile; - a step d) of nitrogen inerting; - a step e) of initiating the polymerization reaction by introduction in the emulsion formed in c), of a free radical initiator and possibly a co-initiator; then it is allowed to unwind, - a step f) of introducing the oil-in-water type emulsifying system (S2) as defined above at a temperature less than or equal to 50 C.
[0096] According to a particular aspect of the process as defined above, the polymerization reaction of step e) is initiated by a hydrogen sulfite (HSO3) ion-generating redox couple, such as the cumene hydroperoxide-sodium metabisulfite (Na2S2O5) couple or the cumene hydroperoxide-thionyl chloride (SOC12) couple at a temperature less than or equal to 10°C, if desired accompanied by a co-initiating polymerization agent such as, for example, azo-bis(isobutyronitrile) and then conducted either quasi-adiabatically up to a temperature greater than or equal to 50°C, or by controlling the temperature.
[0097] According to another particular aspect of the process as defined above, the reaction medium from step e), is concentrated by distillation, before the implementation of step f).
[0098] According to another particular aspect of the process as defined above, the aqueous phase prepared in step a) may include chain-reducing agents, intended to reduce the length of the polymer chains formed and to increase the branching rate on the polymer, so as to modify the rheological properties.
[0099] Among the chain-reducing agents suitable for the process as defined above, we can mention methanol, isopropanol, butylene glycol, 2-mercaptoethanol, thioglycolic acid, formic acid or its salts.
[0100] According to a particular aspect of the composition (Ci) of the present invention, R2-(C=O), R3-(C=O) and R4-(C=O), whether identical or different, represent in formula (II) a saturated, linear acyl group comprising sixteen to twenty-four carbon atoms, and more particularly at least one element of the group constituted by the radicals palmitoyl (or hexadecanoyl), stearoyl (or octadecanoyl), 12-hydroxy-octadecanoyl, 9,10-dihydroxyoctadecanoyl (or 9,10-dihydroxystearoyl), arachidoyl, behenoyl.
[0101] For the purposes of this invention, castor oil means a composition comprising, for 100% of its mass, a mass proportion of at least one triglyceride greater than or equal to 99% by mass, said triglyceride being a compound of formula (XVI): R2-C(=O)-O-CH2-CH [OC(=O)-R3]-CH2-OC(=O)-R4 (XVI)
[0102] With R2-C(=O)-, R3-C(=O)-, R4-C(=O)- identical.
[0103] According to a particular aspect, castor oil, as used in the present invention, means a mixture comprising, for 100% of the mass of triglycerides of formula (I): a mass quantity of between 2% and 3% of a triglyceride of formula (XVI) for which the radicals R2-C(=O)-, R3-C(=O)-, R4-C(=O)- represent the palmitoyl radical, and / or a mass quantity of between 8% and 20% of a triglyceride of formula (I) for which the radicals R2-C(=O)-, R3-C(=O)-, R4-C(=O)- represent the stearoyl radical, and / or a mass quantity of between 80% and 95% of a triglyceride of formula (I) for which the radicals R2-C(=O)-, R3-C(=O)-, R4-C(=O)- represent the 12-hydroxystearoyl radical, and / or a mass amount between 0% and 5% by mass of a triglyceride of formula (I) for which the radicals R2-C(=O)-, R3-C(=O)-, R4-C(=O)- represent the 9,10-dihydroxyoctadecanoyl radical.
[0104] According to another object, the invention relates to a method for preparing the composition (Cl) as defined and described above, said method comprises the following steps: - a step a) of preparing the emulsion (E), - a step b) of adding the emulsion (E) to the desired quantity of water, previously introduced into a beaker of suitable volume, at a temperature of 20°C and under mechanical stirring at a speed between 500 and 1000 revolutions per minute. Stirring continues until an aqueous gel is obtained. - A step c) of adding the desired quantity of ethanol with the gel from step b), so as to obtain a homogeneous mixture in the form of a gel, said addition being carried out at a temperature of 20°C and under mechanical stirring at a speed between 500 and 1000 revolutions per minute. - A step d) of adding the compound of formula (II) to the mixture from step c), at a temperature between 20°C and 35°C and under mechanical stirring at a speed between 500 and 1000 revolutions per minute. - Optionally, a step e) of adding at least one emollient and / or moisturizing agent as defined above, with the mixture from step d), at a temperature between 20°C and 35°C and under mechanical stirring at a speed between 500 and 1000 revolutions per minute.
[0105] According to a variant of the process of the invention as previously described, step b) is followed by step c'l consisting of adding a mixture of the desired quantity of ethanol and the compound of formula (II), previously prepared separately, to the gel obtained from step b); said step c') being carried out at a temperature between 20°C and 35°C and under mechanical stirring at a speed between 500 and 1000 rpm. The optional step e) then remains unchanged.
[0106] The emulsion (E) may be commercially available, such as, for example, self-reversing inverse emulsions marketed under the brand names Sepigel™305, Simulgel™600, Simulgel™EG, Simulgel™NS, Simulgel™INS100, Simulgel™FL, Simulgel™SMS 88, Sepiplus™400, Sepiplus™265, Sepiplus™800.
[0107] The emulsion (E) can also be prepared by implementing a reverse emulsion radical polymerization process, well known to those skilled in the art, and which comprises the following steps:
[0108] a') Preparation of the aqueous phase by mixing water with the monomers water-soluble as previously described, the crosslinking monomer, at least one sequestering agent and optionally other additives known to those skilled in the art;
[0109] b') Preparation of an organic phase comprising at least one oil (H) and a water-in-oil type emulsifying surfactant (Si) system,
[0110] c') Mixing of the aqueous phase and the organic phase prepared in steps a') and b') and emulsification so as to form an emulsion,
[0111] d') Nitrogen inerting of the emulsion,
[0112] e') Initiation of the polymerization reaction by introduction into the emulsion inert of a free radical initiator, and
[0113] f) Introduction into the reaction medium from step e) of an oil-in-water type emulsifying surfactant system (S2) at a temperature between 30 and 60°C.
[0114] Depending on the case, the process for preparing the emulsion (E) may have one or more of the following characteristics: - the process includes between steps a') and b') a step of adding to the aqueous phase prepared in step a') a solution selected from a sodium hydroxide solution, a potassium hydroxide solution, an ammonium hydroxide solution, a monoethanolamine salt solution, and a lysine salt solution. - At step e') the radical initiator is an oxidoreducible couple generating hydrogen sulfite ions (HSO3), such as the cumene hydroperoxide - sodium metabisulfite (Na2S2O5) couple or the cumene hydroperoxide - thionyl chloride (SOC12) couple. - At step e') a polymerization co-initiator, preferably azo-bis(isobutyronitrile), is introduced into the inert emulsion. - At step a') the pH of the aqueous phase is adjusted between 3.0 and 7.0, more particularly between 3.5 and 6.5, even more particularly between 4.0 and 6.5. - the reaction mixture from step e) is concentrated by distillation before the implementation of step f).
[0115] The present invention also relates to a method for disinfecting hands characterized in that it comprises at least one step A of applying to the skin of said hands the composition (Ci) according to the invention.
[0116] In other words, the invention relates to the use of composition (Cl) for hand disinfection by application of composition (Cl) to the skin of said hands.
[0117] The hand disinfection process may further include a step B of hand rubbing following the completion of step A.
[0118] The composition (Ci) according to the invention can be packaged in the form of bottles, spray bottles, pump bottles, roll-on bottles, tubes, and more particularly in the form of spray bottles or pump bottles.
[0119] The invention therefore also relates to a container, preferably a bottle, comprising a spraying means and a packaging means, and containing a composition (Ci) according to the invention. In a particular aspect, the spraying means included in the container of the present invention is a hand pump.
[0120] The composition (Ci) according to the invention can thus be applied to the palm of one hand which will either be rubbed with the other hand, or used to apply the composition (Ci) according to the invention to another part of the body, preferably to the forearm of the other hand, to rub it on said other part.
[0121] The following examples illustrate the invention, without however limiting it.
[0122] I- Preparation and evaluation of compositions according to the invention and comparative compositions.
[0123] 1-1. Preparation of compositions according to the invention and of compositions comparatives
[0124] Three hydro-alcoholic compositions according to the invention, designated (Fi) to (F3), and ten comparative compositions, designated (F'i) to (F'io), are prepared, the proportions of which The mass fractions of their constituents are respectively indicated in Tables 1 and 2 below.
[0125] The preparation process common to these compositions is as follows:
[0126] [Tables 1] (FJ (F2) (F3) Water Qs. 10 0% Qs. 10 0% Qs. 10 0% Ethanol 95° 65% 65% 65% Simulgel™600 (1) 2% 1.6% — (LIÛ (2) — -# 1.8% Glycerol - - 3% Simulsol™P23(3) — -# - PEG-25 hydrog enated castor oil(4) — -# - PEG-30 hydrog enated castor oil(5) 4% 4% 4% Montanox™ 80(6) - - - Montanox™ 20 (7) - - - Oramix™CG 110(8) - - - Sepiclear™G7(9) - - - Compositions according to the invention
[0127] [Tables2] (F’i) (F’2) (F’3) (F’4) (F’5) (F’6) (F’7) (F’s) (F’ç) (F’io) Eau Qs. 100% Qs. 100% Qs. 100% Qs. 100% Qs. 100% Qs. 100% Qs. 100% Qs. 100% Qs. 100% Qs. 100% Ethanol 95° 65% 65% 65% 65% 65% 65% 65% 65% 65% 65% Simulgel™600 (i) 2% 2% 2% — -# -# -# -# -# -# (LIÛ (2) — -# -# 1,#% 1,6% 2,2% 1,8% 1,8% 1,8% 1,8% Glycérol - - - 3% 3% 3% 3% 3% 3% 3% Simulsol™P23(3) - 4% — -# -# - # - - - - PEG-25 hydrog enated castor oil (4) - — 4% — -# - # - - - - PEG-30 hydrog enated castor oil (5) - - - — 1% 1% - - - - Montanox™ 80(6) - - - - - - 1% - - - Montanox™ 20 m - - - - - - - 1% - - Oramix™CG 110(8) - - - - - - - - 1% - Sepiclear™G7(9) - - - - - - - - - 1% Compositions comparatives
[0128] (1) : SIMULGEL™600 est un latex inverse auto-inversible (nom INCI : Acrylamide / Sodium Acryloyldimethyl Taurate Copolymer & Isohexadecane & Polysorbate 80), presented as a water-in-oil type emulsion, the polymeric skeleton of which comprises the acrylamide monomer and the 2-methyl-2-[(l-oxo-2-propenyl)amino] 1-propanesulfonic acid monomer in the form of sodium salt and methylene-bis-acrylamide, in the presence of a sorbitan oleate in the reverse emulsion water-in-oil surfactant system.
[0129] (2) (LIi): is a self-reversing inverse latex, taking the form of a water-in-oil emulsion, comprising an aqueous phase containing a polymer whose polymeric backbone comprises the acrylamide monomer and the 2-methyl-2-[(l-oxo-2-propenyl)amino] 1-propanesulfonic acid monomer in the form of sodium salt and methylene-bis-acrylamide, and whose oil phase is a C13-14 Isoparaffin, in the presence of a sorbitan oleate in the water-in-oil surfactant system of the inverse emulsion and a lauryl alcohol ethoxylated to 7 moles of ethylene oxide in the oil-in-water surfactant system of the inverse emulsion.
[0130] The emulsion (LIi) is prepared according to the process described previously for the emulsion (E).
[0131] (3): SIMULSOL™ P23 is an ethoxylated lauryl alcohol with 23 moles of oxide ethylene
[0132] (PM =1198);
[0133] (4): PEG-25 hydrogenated castor oil (INCI name) is a hydrogenated castor oil and ethoxylated with 25 moles of ethylene oxide is a;
[0134] (5): PEG-30 hydrogenated castor oil (INCI name) is a hydrogenated castor oil and ethoxylated with 30 moles of ethylene oxide
[0135] (6): MONTANOX™ 80 is a sorbitan monooleate ethoxylated with 20 moles of oxide ethylene
[0136] (7): MONTANOX™ 20 is a 20-mol ethoxylated sorbitan monolaurate of ethylene (PM = 1226);
[0137] (8): ORAMIX™ CG 110 is an aqueous composition comprising caprylyl glucoside and capryl glucoside.
[0138] (9): SEPICLEAR™ G7 is an aqueous composition comprising n-heptyl glucoside;
[0139] 1-2. Evaluation of compositions according to the invention and of compositions comparatives
[0140] The hydro-alcoholic compositions (Fi) to (F3) according to the invention and the comparative (F'i) to (F'io) thus prepared are then stored in an isolated climatic chamber regulated at a temperature of 25°C for 7 days. At the end of this 7-day period, each aqueous composition is evaluated by the following measurements: - Measurement of the dynamic viscosity (q) at 25°C using a type viscometer - Brookfield LVT at a speed of 6 revolutions per minute (V6), fitted with the appropriate propeller, after a storage period of 7 days at 25 °C. - Measurement of the turbidity of the aqueous composition obtained at a temperature of - 25°C, using an HF Scientific™ brand optical turbidimeter and DRT100B model, previously calibrated with a Formazine solution (0.9 NTU); turbidity measurements are expressed in NTU units. - Visual evaluation of the appearance of the aqueous composition prepared after a storage period of 7 days at 25°C; the visual appearance of each aqueous composition is noted by the experimenter and described as clear (L), cloudy (T) or heterogeneous cloudiness (TH), as appropriate.
[0141] The results obtained for the comparative hydro-alcoholic compositions (Fl) to (F3) according to the invention and (F' 1) to (F' 10) are recorded respectively in Tables 3 and 4 below.
[0142] [Tables3] Compositions of the invention (F x) (F 2) (F3) Visual appearance 7 days at 25°C (L) (L) (L) Turbidity (NTU) 5 NTU 9 NTU <5 NT U (q) at 7 days 2 5°C 2000 mPa.s 2600 mPa.s 2400 mPa.s Evaluation of compositions according to the invention
[0143] [Tables4 Comparative compositions (F\) (F'2) (F'3) (F'4) (F'5) (F'6) (F'7) (F'8) (F'ç) (F'1O) Visual appearance 1 7 days at 25°C (T) (T) (T) (T) (T) (T) (T) (T) (T) (T) Turbidity (N TU) > 1 000 NTU > 1000 NTU 117 NTU 50 NTU 50 NTU 825 NTO >100 NTU >100 NTU 100 NTU 100 NTU (q) at 7 days 25°C 2500 mPa.s 5800 mPa.s 2500 mPa.s 3800 mPa.s 3600 mPa.s 30,200 mPa.s 2100 mPa.s 2400 mPa.s 2000 mPa.s 2000 mPa.s Evaluation of comparative compositions 1-3. Analysis and commentary on the results obtained
[0144] a) The implementation of solubilizing agents known to those skilled in the art, such as Polysorbate 80, Polysorbate 20, caprylyl / capryl glucoside or n-heptyl glucoside, respectively present in the comparative compositions (F'7), (F'8), (F'9) and (F'10), does not allow for the achievement of transparent hydro-alcoholic compositions, namely those with a turbidity measurement of less than 25 NTU, whereas formula (F3), which also contains 1.8% of inverse latex (LIi), 3% of glycerol, but also 4% mass of a compound of formula (II) (PEG-30 hydrogenated castor oil), allows for a turbidity of less than 25 NTU.
[0145] b) Similarly, when the composition according to the invention includes as a thickening ingredient the emulsion (E) (or self-reversing inverse latex) marketed under the brand name Simulgel™600, the selection of the compound of formula (II) (PEG-30 hydrogenated castor oil), compared to other solubilizers known to those skilled in the art, such as PEG-30 hydrogenated castor oil or lauryl alcohol ethoxylated with 23 moles of ethylene oxide, makes it possible to obtain transparent hydroalcoholic compositions, namely those whose turbidity measurement is less than 25 NTU. Thus, the hydro-alcoholic compositions (FJ and (F2) are characterized by a clear physical appearance, a viscosity greater than or equal to 1,500 mPa.s and less than or equal to 10,000 mPa.s, a turbidity less than 25 NTU, unlike the comparative compositions (F'2) and (F'3) and the comparative composition (F'J which contains no solubilizing agent.
Claims
Demands
1. Composition (Cl) for hand disinfection comprising: a) At least one alcohol of formula (I)R1-OH(I) in which RI represents the ethyl radical, b) At least one water-in-oil emulsion (E) comprising: a cross-linked anionic polyelectrolyte (P) consisting of: at least one monomeric unit derived from 2-methyl-2-[(l-oxo-2-propenyl)amino] 1-propanesulfonic acid in the form of free acid or partially or totally salified; at least one monomeric unit derived from at least one monomer selected from the elements of the group consisting of acrylamide, N,N-dimethyl acrylamide, methacrylamide, N-isopropyl acrylamide, N-tert-butyl acrylamide; at least one monomeric unit derived from a crosslinking monomer (AR) polyethylene; an oily phase consisting of at least one oil (H), water, a water-in-oil type emulsifying system (Si), and an oil-in-water type emulsifying system (S2); c) at least one compound of formula (II): R2-(C=O)-O-(CH2-CH2-O)x-CH2-CH[(O-CH2-CH2)yO-(C=O)-R3]- CH2-(O-CH2-CH2)zO-(C=O)-R4 (II) in which R2-(C=O), R3-(C=O) and R4-(C=O), identical or different, represent an acyl group, saturated or unsaturated, linear or branched, comprising from sixteen to twenty-four carbon atoms, and in which the sum x + y + z is greater than or equal to thirty and less than or equal to one hundred; and d) water.
2. Composition (Ci) according to claim 1, characterized in that the water-in-oil type emulsion (E) comprises for 100% of its mass: - From 10% to 90% by mass of the crosslinked anionic polyelectrolyte (P); - From 5% to 50% by mass of the oil phase consisting of at least one oil (H), - From 1% to 50% by mass of water, - From 0.5% to 10% by mass of the water-in-oil type emulsifying system (Si), and - From 2% to 10% by mass of the oil-in-water type emulsifying system (S2); The sum of the mass proportions of compounds being equal to 100% by mass.
3. Composition (Ci) according to any one of claims 1 or 2, characterized in that it comprises: a) 55% to 85% by mass of alcohol having one to two carbon atoms, b) 0.5% to 3% by mass of the emulsion (E), c) 0.5% to 5% of the compound of formula (II), d) 14% to 37% by mass of water.
4. Composition (Cl) according to any one of claims 1 to 4, characterized in that it comprises an emollient and / or moisturizing agent.
5. Composition (C1) according to claim 4, characterized in that the emollient and / or moisturizing agent is selected from the elements of the group consisting of urea, lactic acid, hydroxyurea, triethanolamine, propane-1,2-diol, sorbitol, xylitol, erythritol, glycerol, the compound of formula (III) HO-[CH2-CH(OH)-CH2-O]pH (III), formula (III) in which p represents an integer greater than or equal to 2 and less than or equal to 6, the composition (C1) represented by formula (IV): HO-CH2-(CHOH)m-CH2-O-(G)xH (IV), formula (IV) in which G represents the remainder of a reducing sugar, m represents an integer equal to 2, 3, or 4, and x, which indicates the average degree of polymerization of said remainder G, represents a decimal greater than 1 and less than or equal to at 5.
6. Composition (Cl) according to claim 1, characterized in that the polyethylene crosslinking monomer (AR) is selected from methylene-bis(acrylamide), ethylene glycol dimethacrylate, diethylene glycol diacrylate, ethylene glycol diacrylate, diallyl urea, triallylamine, trimethylol propanetriacrylate, diallyoxyacetic acid or one of its salts such as sodium diallyloxyacetate, or a mixture of these compounds.
7. Composition (Cl) according to any one of claims 1 to 6, characterized in that the crosslinked anionic polyelectrolyte (P) comprises for 100% molar: - Between 20% and 90% of the monomeric unit derived from 2-methyl-2-[(l-oxo-2-propenyl)amino] 1-propanesulfonic acid in the form of free acid or partially or totally salified; - Between 10% and 80% of the monomeric unit derived from at least one monomer selected from the elements of the group consisting of acrylamide, N,N-dimethyl acrylamide, (2-hydroxyethyl) acrylate, acrylic acid, methacrylic acid, 2-carboxyethyl acrylic acid, and - A proportion greater than 0% molar and less than or equal to 1% molar, of monomeric units derived from at least one polyethylene crosslinking (CR) monomer selected from methylene-bis(acrylamide) and triallylamine.
8. Composition (Cl) according to any one of claims 1 to 7, characterized in that the oil (H) is selected from the elements of the group consisting of undecane, tridecane, isododecane, isohexadecane, the mixture of Ci3_i4 isoparaffins, squalane, hydrogenated polyisobutene or hydrogenated polydecene.
9. Composition (Cl) according to any one of claims 1 to 8, characterized in that the water-in-oil type emulsifying system (SI) comprises at least one element of the group consisting of sorbitan laurate, sorbitan palmitate, sorbitan stearate, sorbitan oleate, sorbitan sesquioleate, sorbitan trioleate, sorbitan isolaurate, sorbitan isostearate, oleyl alkanolamide, PEG-30 dipolyhydroxystearate, Trimethylolpropane-30 tripolyhydroxystearate.
10. Composition (Cl) according to any one of claims 1 to 9, characterized in that the oil-in-water emulsifying system (S2) comprises at least one element of the group consisting of polyethoxylated sorbitan oleate with 20 moles of ethylene oxide, polyethoxylated sorbitan laurate with 20 moles of ethylene oxide, polyethoxylated sorbitan palmitate with 20 moles of ethylene oxide, polyethoxylated sorbitan stearate with 20 moles of ethylene oxide, polyethoxylated tridecyl alcohol with 6 moles of ethylene oxide, polyethoxylated lauryl alcohol with 7 moles of ethylene oxide, alkyl polyglycosides, compositions of fatty alcohols and alkyl polyglycosides, polyglycerol esters, compositions of esters of polyglycerol and polyglycerol.
11. Composition (Cl) according to any one of claims 1 to 10, characterized in that in formula (II), R2-(C=O), R3-(C=O) and R4-(C=O) are identical or different, and represent an acyl group, saturated or unsaturated, linear or branched, selected from the elements of the group consisting of the radicals ricinoleoyl (or 12-hydroxy-9-cis-octadecenoyl), palmitoyl (or hexadecanoyl), stearoyl (or octadecanoyl), oleoyl (or (9Z)-octadecenoyl), linoleoyl (or (9Z, 12Z)-octadeca-9,12-dienoyl), α-linolenoyl (or (9Z, 12Z, 15Z)-octadeca-9,12,15-trienoyl), 9, 10-dihydroxyoctadecanoyl (or 9,10-dihydroxystearoyl), or a mixture thereof.
12. Container comprising a manual pumping means and a conditioning means, and containing a composition (Ci) as defined in any one of claims 1 to 11.