Hydroalcoholic compositions for hand disinfection
A hydroalcoholic gel composition with specific emulsion systems and additives achieves stability, transparency, and efficient hand disinfection, addressing industrial production challenges and improving user compliance.
Patent Information
- Application Number
- JP2023501660
- Authority / Receiving Office
- JP · JP
- Patent Type
- Patents
- Current Assignee / Owner
- Priority Date
- 2020-07-15
- Filing Date
- 2021-07-01
- Publication Date
- 2026-01-26
- Estimated Expiration
- 2041-07-01
AI Technical Summary
Existing hydroalcoholic solutions for hand disinfection face challenges in achieving a stable, transparent, and homogeneous consistency suitable for quick application, while also being cost-effective and efficient in industrial production.
A composition comprising ethanol, a cross-linked anionic polyelectrolyte, a fatty phase, and specific emulsion systems, including water-in-oil and oil-in-water emulsions, to create a hydroalcoholic gel with a dynamic viscosity of 1500-10,000 mPa.s and a transparent appearance, using emollients and moisturizers for skin compatibility.
The solution provides a stable, transparent, and effective hand disinfection gel with improved application speed and skin compatibility, overcoming industrial production challenges and enhancing user compliance.
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Abstract
Description
[Technical Field]
[0001] The subject of the present invention is stable and clear hydroalcoholic compositions and also methods for hand disinfection using these novel hydroalcoholic compositions and containers containing said novel hydroalcoholic compositions. [Background technology]
[0002] Nosocomial infection control and exposure to infectious diseases are concerns for all medical personnel, doctors, surgeons, nurses, and cleaning staff working both in hospitals and in outpatient settings.
[0003] As epidemics and pandemics occur on a population, national and global scale, this concern is also shared by operators of means of public transport (rail, river, sea or air), by managers of facilities open to the general public, and by all users and inhabitants of the world.
[0004] Antiseptic handwashing is one of the most effective means of preventing viral, bacterial, and microbial infections. It is performed before and after contact with a sick person, a carrier of an infectious disease, or a contaminated solid surface.
[0005] Disinfectant hand washing is performed using disinfectant soap and water. These soaps can be provided in solid or liquid form and generally contain antibacterial agents, surfactants, and human skin moisturizing ingredients.
[0006] The term "antimicrobial agent" within the meaning of the present invention refers to a class of substances that kill (microbicides) or slow the growth of (microbiostatics) microorganisms, such as bacteria (antibacterial activity), fungi (antifungal activity), viruses (antiviral activity) or parasites (antiparasitic activity).
[0007] The term "antiseptic" means, within the meaning of the present invention, an antimicrobial agent that acts on the external surfaces of the body, more particularly on the surface of the skin.
[0008] The term "disinfection" within the meaning of the present invention means the operation of the deliberate and short-lived elimination of certain bacteria in order to stop or prevent microbial infection.
[0009] Among the most commonly used antiseptics, mention may be made of the biguanides, such as, for example, chlorhexidine, iodine derivatives, such as, for example, povidone-iodine, chlorinated derivatives, such as, for example, sodium hypochlorite, or alcohols, such as, for example, ethanol.
[0010] Medical studies have demonstrated that in hospitals, compliance with simple or antiseptic handwashing does not exceed 30%-50% depending on the study, and that the main reasons for lack of compliance are, among others, lack of time due to workload, lack of accessibility and other implementation obstacles, and tolerance of repeated cleaning procedures.
[0011] The application of a hydroalcoholic solution by rubbing without rinsing to dry hands without visible signs of soiling constitutes an alternative to hand washing with antiseptic soap. Its characteristics, namely the speed of application, the absence of rinsing, and the fast drying, make it possible to overcome the reasons for non-compliance with washing with antiseptic soap.
[0012] In order for hydroalcoholic solutions to be easily and quickly rubbed into the hands, they must exhibit a non-greasy feel and a balance between flow properties that are fluid enough to be applied quickly and rubbed into the surface of the hands, and flow properties that are gelling enough to avoid running upon application. In addition, it is preferred that the hydroalcoholic solutions be translucent, even quite transparent, since this aspect is related to the concept of purity by users and consumers.
[0013] As a result, the preparation of disinfectant hydroalcoholic solutions faces a multiplicity of problems, consisting in having available a hydroalcoholic solution that is homogeneous and stable over time, characterized by a translucent or transparent appearance and at a level of viscosity appropriate for the type of container.
[0014] Synthetic polymers and polymers of natural origin are thickeners for the aqueous phase of cosmetic products that are well known to those skilled in the art and make it possible to prepare aqueous gels for topical use in the cosmetic and pharmaceutical fields.
[0015] The synthetic thickening polymers currently used in this field are provided in powder form or in liquid form, such as water-in-oil emulsions of polymers prepared by radical polymerization of hydrophilic monomers, using surfactants, in inverse emulsions, commonly called inverse latexes.
[0016] Among the best known synthetic thickening polymers in powder form are Carbopol TM or Pemulen TM Mention may be made of polymers based on acrylic acid and / or its esters, such as those sold under the name Aristoflex. They are described in particular in US Pat. No. 5,373,044 and US Pat. No. 2,798,053 and also in EP-A2 0 301 532 A2. TM There are also polymers based on 2-acrylamido-2-methylpropanesulfonic acid and / or its salts, such as those sold by EP 0 816 403, EP 1 116 733 and EP 1 069 142. These powders are generally obtained by precipitation of the polymerization of the monomers in solution in organic solvents of the benzene, ethyl acetate, cyclohexane or tert-butanol type; this method therefore requires multiple successive purification steps of the final product to remove any traces of residual solvent.
[0017] There are also synthetic thickeners that offer greater versatility in use, particularly due to the absence of any oil phase, which can result in lighter-colored aqueous gels. They are in powder form, but have dissolution times and therefore ease of use comparable to those of liquid products. They are described in European Patent Application Published under the number EP 1 496 081 A2. They are obtained by conventional polymerization techniques, such as dispersed-phase radical polymerization, inverse suspension radical polymerization, combined inverse emulsion polymerization, or inverse microemulsion radical polymerization, followed by separation by various techniques, such as precipitation from a third solvent, followed by optional washing, drying by atomization or azeotropic dehydration, and optionally washing with a well-chosen solvent. These synthetic thickeners thus combine some of the advantages of synthetic thickeners provided in conventional powder form (absence of oil, production of lighter colored aqueous gels) with the advantages of synthetic thickeners provided in inverse latex form (pre-neutralization, high rate of dissolution, thickening power and remarkable stabilizing properties). However, for uses intended to prepare hydroalcoholic solutions as described above, customers using such synthetic thickening systems would like to be able to produce even more colorless and transparent solutions than are available today.
[0018] at least one monomer having a free strong acid, partially salified or fully salified functional group and a compound of formula (A): [ka] (wherein R represents a linear or branched alkyl group containing 8 to 20 carbon atoms, and n represents a number of 1 or more and 30 or less). The linear, branched or crosslinked terpolymers of 2-(2-methyl-2-propanol)-4-one with at least one monomer of the formula (I) are described in the international application published under the number WO 2011 / 030044 and constitute good thickeners for preparing hydroalcoholic solutions that are stable over time, clear and homogeneous.
[0019] However, the joint use of powders and alcohol to prepare a hydroalcoholic solution requires that each item of equipment used be stored in a secure location, resulting in high industrial capital costs, or if not, in low productivity and resulting in costs that are inappropriate for the market concerned.
[0020] Thickeners provided in liquid form therefore appear to be a solution to overcome the above mentioned technical and economic difficulties.
[0021] Inverse latexes, prepared by radical polymerization in inverse emulsion, stabilized using surfactants, and provided in liquid form, constitute a solution.
[0022] Among the best known reverse latexes, Sepigel TM , Simulgel TM and Sepiplus TM These thickeners are obtained by inverse emulsion radical polymerization. They are easier to handle and disperse in water very quickly, especially at ambient temperature. Furthermore, they exhibit significantly improved thickening performance qualities. However, since they contain oil, this makes them potentially less suitable for preparing translucent or transparent aqueous gels.
[0023] The US patent published under the specification of US Pat. No. 4,956,170 discloses a hydroalcoholic gel suitable for antimicrobial use, comprising ethanol or isopropanol, a thickening agent which is a polyacrylic acid in powder form neutralized with an amino alcohol, a hydrocarbon emollient, an emollient of the fatty acid ester type, and a stabilizing surfactant which prevents phase separation between the water and the alcohol, such as ethoxylated fatty alcohols, ethoxylated alkylphenols, fatty mono- and diesters of ethylene glycol, ethoxylated sorbitan esters, etc.
[0024] The inventors have therefore endeavoured to develop a novel, storage-stable, hydroalcoholic composition, characterized by a dynamic viscosity, measured with a Brookfield LVT type viscometer, of greater than or equal to 1500 mPa.s and less than or equal to 10 000 mPa.s, to be packaged in a bottle equipped with a pump device, and exhibiting a transparent appearance.
[0025] The term "transparent appearance" is understood within the meaning of the present invention to mean the visual aspect of the appearance of said hydroalcoholic composition, reflected by the value obtained for the haze of said composition, being less than or equal to 25 NTU, measured at a temperature of 25°C and using an optical turbidimeter of the DRT 100B model sold by HF Scientific, pre-calibrated with a solution of formamidine (0.9 NTU). Summary of the Invention [Means for solving the problem]
[0026] The solution according to the invention is a) at least one alcohol containing 1 to 4 carbon atoms; b) at least one emulsion (E) of the water-in-oil type, - cross-linked anionic polyelectrolytes (P); a fatty phase consisting of at least one oil (O), - water, - Water-in-oil emulsion systems (S1), and - Oil-in-water emulsion system (S2) an emulsion (E) comprising: c) Formula (II): R2-(C=O)-O-(CH2-CH2-O) x -CH2-CH[(O-CH2-CH2) y -O-(C=O)-R]-CH-(O-CH-CH) z -O-(C=O)-R4(II) (wherein R2-(C=O), R3-(C=O), and R4-(C=O), which may be the same or different, represent a saturated or unsaturated, linear or branched acyl group containing 16 to 24 carbon atoms, and the sum of x+y+z is 30 or more and 100 or less.) with at least one compound of the formula: d) Water and A composition (C1) for hand disinfection comprising: DETAILED DESCRIPTION OF THE INVENTION
[0027] In some cases, the compositions according to the invention may exhibit one or more of the following characteristics: - the water-in-oil emulsion (E) comprises, per 100% of its weight: 10% to 90% by weight of a crosslinked anionic polyelectrolyte (P), 5% to 50% by weight of a fatty phase consisting of at least one oil (O), 1% to 50% by weight of water, 0.5% to 10% by weight of a water-in-oil emulsifying system (S1) and 2% to 10% by weight of an oil-in-water emulsifying system (S2); the sum of the weight proportions of the compounds is equal to 100% by weight, composition (C1) a) 55% to 85% by weight of an alcohol containing 1 to 4 carbon atoms; b) 0.5% by weight to 3% by weight of emulsion (E); c) 0.5% to 5% by weight of a compound of formula (II), d) 14% to 37% by weight of water Including, the alcohol is of formula (I) R1-OH (I) wherein R1 represents a radical included in the group consisting of methyl, ethyl, 1-propyl and 2-propyl radicals. Preferably, the ethyl and 2-propyl groups will be selected. - the alcohol of formula (I) is ethanol, which is known for its speed of action, its rapid evaporation and its activity against bacteria and fungi, and has been found to be more active against viruses than povidone or chlorhexidine, which are used for disinfecting irrigation; - composition (C1) comprises an emollient and / or moisturizer, emollients and / or moisturizers include urea, lactic acid, hydroxyurea, triethanolamine, propane-1,2-diol, sorbitol, xylitol, erythritol, glycerol, hydroxybenzoates of formula (III): HO-[CH2-CH(OH)-CH2-O] p -H (III) (In the formula (III), p represents an integer of 2 or more and 6 or less.) a compound of formula (IV): HO-CH2-(CHOH) m -CH2-O-(G) x -H (IV) wherein in formula (IV), G represents a residue of a reducing sugar, m represents an integer equal to 2, 3 or 4 and indicates the average degree of polymerization of said residue G, and x represents a decimal number greater than 1 and less than or equal to 5. The composition (C A ) selected from the group consisting of: - said residue G of a reducing sugar is chosen from the residues of glucose, dextrose, sucrose, fructose, idose, gulose, galactose, maltose, isomaltose, maltotriose, lactose, cellobiose, mannose, ribose, xylose, arabinose, lyxose, allose, altrose, dextran or talose, preferably said residue G of a reducing sugar is chosen from the residues of glucose, xylose and arabinose, more preferentially still G represents the residue of glucose in formula (IV), G in formula (IV) represents a glucosyl or α,β-D-glucopyranosyl group resulting from the deletion of the hemiacetal hydroxyl group of α,β-D-glucopyranose, or a xylosyl or α,β-D-xylopyranosyl group resulting from the deletion of the hemiacetal hydroxyl group of α,β-D-xylopyranose, - the composition (C A ) are represented by the formulae (IV1), (IV2), (IV3), (IV4) and (IV5): - HO-CH2-(CHOH) m-CH2-O-(G)1-H (IV1), - 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) consisting essentially of a mixture of compounds represented by In the respective molar proportions a1, a2, a3, a4 and a5, the sum a1+a2+a3+a4+a5 is such that it equals 1, and the sum a1+2a2+3a3+4a4+5a5 is such that it equals x. In the preceding definitions, the term "essentially" refers to the compounds of formula (IV) where w is greater than 5. w ) is present in the composition (C A ) but if it is present, it is not excluded in said composition (C A ) is present in the minimum proportion that does not result in any substantial alteration of the properties of the In formula (IV) as defined above, HO-CH2-(CHOH) m The -CH2-O- group is attached to the anomeric carbon of the saccharide residue to form an acetal functional group (G). x is bonded to in formula (IV), x represents a decimal number greater than or equal to 1.05 and less than or equal to 3, very particularly greater than or equal to 1.15 and less than or equal to 2.5, in formula (IV), m is equal to 2 or 3 or 4, the emollient and / or moisturizer is glycerol; - the concentration of emollients and / or moisturizers is less than or equal to 5% by weight; - the crosslinked anionic polyelectrolyte (P) is composed of at least one monomer unit derived from 2-methyl-2-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid in free acid or partially or completely salified form; acrylamide, N,N-dimethylacrylamide, methacrylamide, N-isopropylacrylamide, 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-(carbo at least one monomer unit derived from at least one monomer selected from the group consisting of: (1-oxo-2-propenyl)acrylic acid, itaconic acid, maleic acid, 3-methyl-3-[(1-oxo-2-propenyl)amino]butanoic acid, wherein the carboxyl function of said monomer is in the free acid, partially salified or fully salified form, preferably acrylamide, N,N-dimethylacrylamide, methacrylamide, N-isopropylacrylamide, N-(tert-butyl)acrylamide; and at least one monomer unit derived from a polyethylene crosslinking monomer (CA). the polyethylene crosslinking monomer (CA) is selected from methylene bis(acrylamide), ethylene glycol dimethacrylate, diethylene glycol diacrylate, ethylene glycol diacrylate, diallyl urea, triallylamine, trimethylolpropane triacrylate, diallyloxyacetic acid or one of its salts, such as sodium diallyloxyacetate, or a mixture of these compounds. Preferably, the polyethylene crosslinking monomer (CA) is selected from triallylamine or methylene bis(acrylamide) or a mixture of these compounds; the crosslinked anionic polyelectrolyte (P) comprises, per 100 mol%, at least 20 mol% and at most 100 mol% of monomer units derived from 2-methyl-2-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid in free acid or partially or completely salified form, the crosslinked anionic polyelectrolyte (P) comprises, per 100 mol%, 20% to 90% of monomer units derived from 2-methyl-2-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid in free acid or partially or completely salified form; 10% to 80% of monomer units derived from at least one monomer selected from the group consisting of acrylamide, N,N-dimethylacrylamide, 2-hydroxyethyl acrylate, acrylic acid, methacrylic acid and 2-(carboxyethyl)acrylic acid; and a proportion of more than 0 mol% and not more than 1 mol% of monomer units derived from at least one polyethylene crosslinking monomer (CA) selected from methylenebis(acrylamide) and triallylamine, - the crosslinked anionic polyelectrolyte (P) comprises at least one monomer unit derived from 2-methyl-2-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid in free acid or partially or completely salified form, and at least one monomer unit derived from a polyethylene crosslinking monomer (CA). The term "salinated" means that the acid function present in the monomer is in the form of a salt with a cation, in particular a salt of an alkali metal, such as a sodium or potassium cation, or an ammonium salt, a lysine salt or a monoethanolamine salt (HO-CH2-CH2-NH3 + ), which are preferably sodium or ammonium salts. - Oil (O) is undecane, tridecane, isododecane, isohexadecane, C 13~14 selected from the group consisting of isoparaffin mixtures, squalane, hydrogenated polyisobutene or hydrogenated polydecene, the water-in-oil emulsifying system (S1) comprises at least one member of the group consisting of sorbitan laurate, sorbitan palmitate, sorbitan stearate, sorbitan oleate, sorbitan sesquioleate, sorbitan trioleate, sorbitan isolaurate, sorbitan isostearate, oleoyl alkanolamide, PEG-30 dipolyhydroxystearate and trimethylolpropane-30 tripolyhydroxystearate, the oil-in-water emulsifying system (S2) comprises at least one member of the group consisting of sorbitan oleate polyethoxylated with 20 moles of ethylene oxide, sorbitan laurate polyethoxylated with 20 moles of ethylene oxide, sorbitan palmitate polyethoxylated with 20 moles of ethylene oxide, sorbitan stearate polyethoxylated with 20 moles of ethylene oxide, tridecyl alcohol polyethoxylated with 6 moles of ethylene oxide, lauryl alcohol polyethoxylated with 7 moles of ethylene oxide, alkyl polyglycosides, compositions of fatty alcohols and of alkyl polyglycosides, polyglycerol esters, and compositions of polyglycerol esters and of polyglycerol, - the oil-in-water emulsifying system (S2) consists either of a single emulsifying surfactant or of a mixture of emulsifying surfactants, provided that the resulting emulsifying properties (S2) have an HLB ("hydrophilic-hydrophobic balance") sufficiently high to induce the formation of a stable oil-in-water emulsion, generally greater than 9 and less than or equal to 16; - Water-in-oil emulsions, per 100% of their weight: i) 10% to 90% by weight of a crosslinked anionic polyelectrolyte (P) comprising, per 100 mol%, 20% to 90% by mol of monomer units derived from 2-methyl-2-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid in free acid or partially or completely salified form; 10% to 80% by mol of monomer units derived from acrylamide; and more than 0% and not more than 1% by mol of monomer units derived from methylenebis(acrylamide) or triallylamine; ii) Isohexadecane and C 13~14 5% to 50% by weight of a fatty phase consisting of at least one oil (O) selected from the group consisting of isoparaffin mixtures; iii) 1 wt% to 50 wt% water; iv) 0.5% to 10% by weight of a water-in-oil emulsion system (S1) comprising at least one member of the group consisting of sorbitan laurate, sorbitan stearate, sorbitan oleate, oleoyl alkanolamide, and PEG-30 dipolyhydroxystearate; v) 2% to 10% by weight of an oil-in-water emulsion system (S2) comprising at least one member from the group consisting of sorbitan oleate polyethoxylated with 20 moles of ethylene oxide, sorbitan laurate polyethoxylated with 20 moles of ethylene oxide, sorbitan stearate polyethoxylated with 20 moles of ethylene oxide, tridecyl alcohol polyethoxylated with 6 moles of ethylene oxide, lauryl alcohol polyethoxylated with 7 moles of ethylene oxide, polyglyceryl-10 laurate, polyglyceryl-6 laurate, and a mixture of polyglyceryl-6 laurate and polyglyceryl-6; wherein the sum of the weight proportions of the compounds according to c1), c2), c3), c4) and c5) is equal to 100% by weight, in formula (II), R2-(C=O), R3-(C=O) and R4-(C=O) are identical or different and represent saturated or unsaturated, linear or branched, acyl radicals selected from the group consisting of ricinoleoyl (i.e. 12-hydroxy-9-cis-octadecenoyl), palmitoyl (i.e. hexadecanoyl), stearoyl (i.e. octadecanoyl), oleoyl (i.e. (9Z)-octadecenoyl), linoleoyl (i.e. (9Z,12Z)-octadeca-9,12-dienoyl), α-linolenoyl (i.e. (9Z,12Z,15Z)-octadeca-9,12,15-trienoyl) and 9,10-dihydroxyoctadecanoyl (i.e. 9,10-dihydroxystearoyl) radicals, or mixtures thereof; - the sum x+y+z is greater than or equal to 30 and less than or equal to 50, the compound of formula (II) is selected from hydrogenated castor oils polyethoxylated with 30 to 100 moles of ethylene oxide, such as hydrogenated castor oils polyethoxylated with 30 moles of ethylene oxide, hydrogenated castor oils polyethoxylated with 40 moles of ethylene oxide or hydrogenated castor oils polyethoxylated with 50 moles of ethylene oxide, composition (C1) contains, per 100% of its weight: i) 55% to 85% ethanol ii) 0% to 5% by weight of glycerol iii) Per 100% of its own weight: - 10% to 90% by weight of a crosslinked anionic polyelectrolyte (P) comprising, per 100 mol %, 20% to 90% by mol of monomer units derived from 2-methyl-2-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid in free acid or partially or completely salified form; 10% to 80% by mol of monomer units derived from acrylamide; and a proportion of more than 0% and not more than 1% by mol of monomer units derived from methylenebis(acrylamide) or from triallylamine, ○ Isohexadecane and C 13~14 5% to 50% by weight of a fatty phase consisting of at least one oil (O) selected from the group consisting of isoparaffin mixtures, 1% to 50% by weight of water, 0.5% to 10% by weight of a water-in-oil emulsifying system (S1) comprising at least one member of the group consisting of sorbitan oleate, oleoyl alkanolamide and PEG-30 dipolyhydroxystearate, and ○ 2% to 10% by weight of a water-in-oil emulsifying system comprising at least one member of the group consisting of sorbitan oleate polyethoxylated with 20 moles of ethylene oxide, sorbitan laurate polyethoxylated with 20 moles of ethylene oxide, sorbitan stearate polyethoxylated with 20 moles of ethylene oxide, tridecyl alcohol polyethoxylated with 6 moles of ethylene oxide, lauryl alcohol polyethoxylated with 7 moles of ethylene oxide, polyglyceryl-10 laurate, polyglyceryl-6 laurate, and mixtures of polyglyceryl-6 laurate and polyglyceryl-6. 0.5% to 3% by weight of at least one emulsion (E) of the water-in-oil type, an emulsion (E) in which the sum of the weight proportions of these four compounds is equal to 100% by weight; iv) 0.5% to 5% by weight of at least one compound of formula (II) which is castor oil polyethoxylated with 40 moles of ethylene oxide Includes.
[0028] The term "emollients" is understood within the meaning of the present patent application to mean compounds characterized by their ability to fill the intercellular spaces present between corneocytes (cells of the horny layer of the epidermis) when in contact with the skin; they also limit the evaporation of water from the epidermis, but to a lesser extent than occlusive agents.
[0029] The term "moisturizing agent" is understood within the meaning of the present patent application to mean a compound that has a "moisturizing effect" when brought into contact with the skin.
[0030] The term "moisturizing effect" is understood within the meaning of the present patent application to mean an increase in the degree of moistening of the stratum corneum resulting from the topical application of a chemical substance or chemical composition to the surface of the treated skin.
[0031] The compound of formula (III) as defined above means diglycerol when p is equal to 2, triglycerol when p is equal to 3, tetraglycerol when p is equal to 4, pentaglycerol when p is equal to 5 and hexaglycerol when p is equal to 6.
[0032] Reducing sugars are saccharide derivatives of formula (IV) as defined above, which in their structure do not show a glycosidic bond established between the anomeric carbon and the oxygen of the acetal group, as defined in the reference publication: "Biochemistry", Daniel Voet / Judith G. Voet, p. 250, John Wiley & Sons, 1990. Oligomeric structure (G) x can exist in all isomeric forms, whether optical, geometric or positional; it can also represent a mixture of isomers.
[0033] Crosslinked anionic polyelectrolyte (P) means, in the definition of the water-in-oil emulsion (E) present in the composition (C1) that is the subject of the present invention, a non-linear crosslinked anionic polyelectrolyte that is present in the state of a three-dimensional network, insoluble in water but swellable in water, and that results in the resulting chemical gel.
[0034] According to another particular aspect of the invention, the crosslinked anionic polyelectrolyte (P) is a homopolymer of 2-methyl-2-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid, partially or completely salified in the form of its sodium or ammonium salt, crosslinked with triallylamine and / or methylenebis(acrylamide); a homopolymer of 2-methyl-2-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid, partially or completely salified in the form of its sodium or ammonium salt, crosslinked with triallylamine and / or methylenebis(acrylamide); )amino]-1-propanesulfonic acid and partially or completely salified acrylic acid in the form of its sodium or ammonium salt; copolymers of 2-methyl-2-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid (γ) partially or completely salified in the form of its sodium or ammonium salt and acrylic acid (δ) partially or completely salified in the form of its sodium salt, crosslinked with triallylamine and / or methylenebis(acrylamide), in a molar ratio (γ) / (δ) of not less than 30 / 70 and not more than 90 / 10 copolymers of 2-methyl-2-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid (γ), partially or completely salified in the form of its sodium salt, crosslinked with triallylamine and / or methylenebis(acrylamide), and of acrylic acid (δ), partially or completely salified in the form of its sodium salt, in a molar ratio (γ) / (δ) of greater than or equal to 40 / 60 and less than or equal to 90 / 10; copolymers of 2-methyl-2-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid (γ), partially or completely salified in the form of its sodium salt, crosslinked with triallylamine and / or methylenebis(acrylamide), - Copolymers of 2-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid (γ) and acrylamide (ε) in a molar ratio (γ) / (ε) of 30 / 70 or more and 90 / 10 or less; copolymers of 2-methyl-2-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid (γ), partially or completely salified in the form of its sodium salt, and hydroxyethyl acrylate (ζ), in a molar ratio (γ) / (ζ) of 30 / 70 or more and 90 / 10 or less, crosslinked with triallylamine and / or methylenebis(acrylamide);Terpolymers of 2-methyl-2-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid, partially or completely salified in the form of its sodium or ammonium salt, of acrylamide and of acrylic acid, partially or completely salified in the form of its sodium or ammonium salt, crosslinked with triallylamine and / or methylenebis(acrylamide); terpolymers of 2-methyl-2-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid, partially or completely salified in the form of its sodium or ammonium salt in a molar proportion of not less than 30% and not more than 45%, of acrylamide in a molar proportion of not less than 45% and not more than 68% and of acrylic acid in a molar proportion of not less than 2% and not more than 10%. Terpolymers of acrylic acid partially or completely salified in the form of its sodium or ammonium salts, crosslinked with triallylamine and / or methylenebis(acrylamide); terpolymers of 2-methyl-2-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid partially or completely salified in the form of its sodium or ammonium salts in a molar proportion of 30% or more and 45% or less, of acrylamide in a molar proportion of 47% or more and 68% or less, and of acrylic acid partially or completely salified in the form of its sodium or ammonium salts in a molar proportion of 2% or more and 8% or less, crosslinked with triallylamine and / or methylenebis(acrylamide);
[0035] The oil (O) is, in the definition of the emulsion (E) present in the composition (C1) that is the subject of the present invention, in particular: - linear alkanes containing 11 to 19 carbon atoms; - branched alkanes containing 7 to 40 carbon atoms, such as isododecane, isopentadecane, isohexadecane, isoheptadecane, isooctadecane, isononadecane or isoeicosane, or some mixtures thereof, such as those mentioned below and their INCI names: C 7~8 Isoparaffin, C 8~9 Isoparaffin, C 9~11 Isoparaffin, C 9~12 Isoparaffin, C 9~13Isoparaffin, C 9~14 Isoparaffin, C 9~16 Isoparaffin, C 10~11 Isoparaffin, C 10~12 Isoparaffin, C 10~13 Isoparaffin, C 11~12 Isoparaffin, C 11~13 Isoparaffin, C 11~14 Isoparaffin, C 12~14 Isoparaffin, C 12~20 Isoparaffin, C 13~14 Isoparaffin, C 13~16 such as those identified with isoparaffins; - cycloalkanes optionally substituted with one or more linear or branched alkyl groups; White mineral oil, for example under the name: Marcol TM 52. Marcol TM 82, Drakeol TM 6VR, Eolane TM 130, Eolane TM Such as those sold for 150; - hemisqualane (i.e. 2,6,10-trimethyldodecane; CAS number: 3891-98-3), squalane (i.e. 2,6,10,15,19,23-hexamethyltetracosane), hydrogenated polyisobutene or hydrogenated polydecene; - mixtures of alkanes containing 15 to 19 carbon atoms, the alkanes being linear alkanes, branched alkanes and cycloalkanes, more particularly mixtures containing, per 100% of their weight, a proportion by weight of branched alkanes of ≥ 90% and ≤ 100%; a proportion by weight of linear alkanes of ≥ 0% and ≤ 9%, more particularly < 5%; and a proportion by weight of cycloalkanes of ≥ 0% and ≤ 1% (M1), for example those under the name Emogreen TM L15 or Emogreen TM Mixture sold at L19; - Formula (V): - Z1-O-Z2(V) (wherein Z1 and Z2, which may be the same or different, represent a linear or branched alkyl group containing 5 to 18 carbon atoms). fatty alcohol ethers of, for example dioctyl ether, didecyl ether, didodecyl ether, dodecyl octyl ether, dihexadecyl ether, 1,3-dimethylbutyl tetradecyl ether, 1,3-dimethylbutyl hexadecyl ether, bis(1,3-dimethylbutyl) ether or dihexyl ether; Formula (VI): - R'1-(C=O)-O-R'2(VI) (wherein R'1-(C=O) represents a saturated or unsaturated, linear or branched acyl group containing 8 to 24 carbon atoms, and R'2, independently of R'1, represents a saturated or unsaturated, linear or branched hydrocarbon chain containing 1 to 24 carbon atoms). Monoesters of fatty acids and of alcohols, 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, 2-butyl myristate, 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 or isostearyl isostearate; of formula (VII) and of formula (VIII) R'3-(C=O)-O-CH2-CH(OH)-CH2-O-(C=O)-R'4(VII) R'5-(C=O)-O-CH2-CH[O-(C=O)-R'6]-CH2-OH (VIII) (In the formulae (VII) and (VIII), R'3-(C=O), R'4-(C=O), R'5-(C=O) and R'6-(C=O), which may be the same or different, represent saturated or unsaturated, linear or branched acyl groups containing 8 to 24 carbon atoms.) diesters of fatty acids and of glycerol; - Formula (IX): R'7-(C=O)-O-CH2-CH[O-(C=O)-R”8]-CH2-O-(C=O)-R”9(IX) (In the formula, R'7-(C=O), R'8-(C=O), and R'9-(C=O), which may be the same or different, represent a saturated or unsaturated, linear or branched acyl group containing 8 to 24 carbon atoms.) Triesters of fatty acids and glycerol means.
[0036] According to another particular aspect of the invention, the oil (O) is a mixture of undecane, tridecane, isododecane or isohexadecane, isoparaffins, such as C 11~13 Isoparaffin mixture, C 11~14 Isoparaffin mixture, C 12~14 Isoparaffin mixture, C 13~14 Isoparaffin mixture or trade name Isopar TM Mixtures sold under M, C 13~16 Isoparaffins, mixtures of alkanes, isoalkanes and cycloalkanes, such as the mixture (M1) as defined above and named Emogreen TM L15, Emogreen TM L19, Emosmart TM L15, Emosmart TM L19 or Emosmart TM Mixture sold under V21; name Marcol TM 52. Marcol TM82, Drakeol TM 6VR, Eolane TM 130 or Eolane TM 150; hemisqualane, squalane, hydrogenated polyisobutene or hydrogenated polydecene; dioctyl ether or didecyl ether; isopropyl myristate, hexyl palmitate, octyl palmitate, isostearyl isostearate, octanoyl / decanoyl triglycerides, hexadecanoyl / octadecanoyl triglycerides or triglycerides derived from rapeseed oil, sunflower oil, linseed oil or palm oil.
[0037] In said emulsion (E) present in the composition (C1) that is the subject of the present invention, the water-in-oil emulsifying system (S1) consists either of a single emulsifying surfactant or of a mixture of emulsifying surfactants, provided that said resulting emulsifying system (S1) has a sufficiently low HLB (hydrophilic-hydrophobic balance) value to result in the formation of a water-in-oil emulsion.
[0038] Examples of emulsifying surfactants present in the water-in-oil system (S1) include esters of anhydrohexitols and of saturated or unsaturated, linear or branched, aliphatic carboxylic acids containing 12 to 22 carbon atoms, optionally substituted with one or more hydroxyl groups, more particularly esters of anhydrohexitols selected from anhydrosorbitol and anhydromannitol and of saturated or unsaturated, linear or branched, aliphatic carboxylic acids containing 12 to 22 carbon atoms, optionally substituted with one or more hydroxyl groups.
[0039] According to another particular aspect of the invention, at least one surfactant present in said emulsification system (S1) of the water-in-oil type is sorbitan laurate, for example the surfactant known as Montane TM 20, sorbitan palmitate, e.g. Montane TM 40, sorbitan stearate, e.g. Montane TM60, sorbitan oleate, e.g. Montane TM 80, sorbitan sesquioleate, e.g. Montane TM 85, sorbitan trioleate, e.g. Montane TM 83, sorbitan isolaurate, sorbitan isostearate, e.g., Montane TM 70, mannitan laurate, mannitan oleate, or a mixture of these esters; oleoyl alkanolamide; poly(isobutenyl) succinic acid or anhydride thereof, e.g., Hypermer TM 2296, or the trade name Simaline TM Mixtures sold under IE 501 A, formula (X): [ka] [In the formula (X), y2 represents an integer of 2 or more and 50 or less, Z4 represents a hydrogen atom, a methyl group, or an ethyl group, and Z3 represents a group represented by the formula (XI): [ka] (In the formula (XI), y'2 represents an integer of 0 or more and 10 or less, more particularly 1 or more and 10 or less). and Z'3 represents a group of formula (XI) as defined above, and Z'3 is the same as or different from Z3 or a hydrogen atom. and polyesters resulting from the condensation between polyglycol polyhydroxystearates.
[0040] An example of a water-in-oil emulsifying surfactant of formula (X) that can be used to prepare the emulsifying system (S1) is a surfactant with the name Simaline TM PEG-30 Dipolyhydroxystearate, sold under the trade name Simaline, or containing PEG-30 Dipolyhydroxystearate, sold under the trade name Simaline. TM IE 201 A and Simaline TMMixtures sold under IE 201 B or under the name Simaline TM Examples include mixtures containing trimethylolpropane-30 tripolyhydroxystearate sold under the designation IE 301 B.
[0041] Among these constituent surfactants of the oil-in-water emulsifying system (S2), - ethoxylated fatty alcohols, the aliphatic hydrocarbon chain of which contains 8 to 14 carbon atoms and the number of ethylene oxide units of which is 5 to 40, such as 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 contains 12 to 22 carbon atoms and whose number of ethylene oxide units is 5 to 40, such as those sold under the trade name Montanox TM Ethoxylated sorbitan oleate with 20 moles of ethylene oxide, sold under the trade name Montanox 80 TM Ethoxylated sorbitan laurate polyethoxylated with 20 moles of ethylene oxide, sold under the name Montanox TM Sorbitan palmitate polyethoxylated with 20 moles of ethylene oxide, sold by SEPPIC under the name Montanox TM sorbitan stearate polyethoxylated with 20 moles of ethylene oxide, sold by SEPPIC at 60; ethoxylated alkylphenols, such as ethoxylated nonylphenol and ethoxylated octylphenol; or ethoxylated castor oil, such as Simulsol TM ethoxylated castor oil with 40 moles of ethylene oxide, sold under OL 50; - Name Simaline TM Polyethoxylated sorbitan hexaoleate, sold by SEPPIC under IE 400, polyglycerol esters, more particularly of formula (XII): R”1-(C=O)-[O-CH2-CH(OH)-CH2] p” -OH (XII) (In the formula: * p" represents an integer greater than or equal to 1 and less than or equal to 15, more particularly greater than or equal to 1 and less than or equal to 10, and even more particularly greater than or equal to 4 and less than or equal to 10; * The R"-(C=O)- group represents at least one saturated or unsaturated, linear or branched, aliphatic group containing 6 to 22 carbon atoms, more particularly 8 to 18 carbon atoms, and more particularly still the R-(C=O)- group is selected from at least one member of the group consisting of octanoyl, decanoyl, ω-undecylenoyl, dodecanoyl, tetradecanoyl, hexadecanoyl, octadecanoyl, 9-octadecenoyl or 9,12-octadecadienoyl groups. Polyglycerol esters of - More particularly, per 100% of its weight: * 10% to 60% by weight, more particularly 15% to 60% by weight, very particularly 15% to 50% by weight of at least one compound of formula (XIII): HO-[CH2-CH(OH)-CH2-O] n” -H (XIII) (wherein n" represents an integer of 1 or more and 15 or less). Compounds of; * 40% to 90% by weight, more particularly 40% to 85% by weight, very particularly 50% to 85% by weight of at least one compound of formula (XII) as defined above A mixture of polyglycerol ester and polyglycerol represented by composition (Ce) comprising:
[0042] According to another even more particular embodiment of the present invention, in the composition (Ce) as defined above, n" is equal to 10, p" is equal to 10 and the R"1-(C=O) group is a dodecanoyl group; n" is equal to 6, p" is equal to 10 and the R"1-(C=O) group is a dodecanoyl group; n" is equal to 6, p" is equal to 6 and the R"1-(C=O) group is a dodecanoyl group; n" is equal to 1, p" is equal to 10 and the R"1-(C=O) group is a dodecanoyl group, More specifically, of formula (XIV): R'2-O-(G) x’ -H (XIV) wherein x' represents a decimal number between 1.05 and 2.5, G represents a glucosyl or α,β-D-glucopyranosyl group resulting from the deletion of the hemiacetal hydroxyl group of α,β-D-glucopyranose, and R'2 represents a group selected from the group consisting of n-octyl, n-decyl, n-dodecyl, n-tetradecyl, n-hexadecyl, n-octadecyl, n-eicosyl, and behenyl groups. Alkyl polyglycosides represented by the alkyl polyglycoside composition (C'2).
[0043] More particularly, R'2 represents a radical selected from the group consisting of n-octyl, n-decyl, n-dodecyl, n-tetradecyl and n-hexadecyl radicals, 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, more particularly still greater than or equal to 1.15 and less than or equal to 2.0, mixtures of alkyl polyglycosides and of fatty alcohols, more particularly of the composition (C'2) and of formula (XV): R' 21 -OH (XV) (Wherein R' is the same as or different from R'2, 21 represents a radical selected from the group consisting of n-octyl, n-decyl, n-dodecyl, n-tetradecyl, n-hexadecyl, n-octadecyl, n-eicosyl and behenyl radicals) In combination with a fatty alcohol of may be mentioned.
[0044] More specifically, the emulsifiers constituting the oil-in-water emulsion system (S2) are, per 100% by weight: * 10% to 50% by weight, more particularly 15% to 40% by weight, and even more particularly 20% to 30% by weight of at least one composition (C'2) of formula (XIV) in which R'2 represents at least one radical selected from the group consisting of n-octyl, n-decyl, n-dodecyl, n-tetradecyl and n-hexadecyl radicals, G represents a glucosyl or α,β-D-glucopyranosyl radical resulting from deletion of the hemiacetal hydroxyl group of α,β-D-glucopyranose, and x' represents a decimal number greater than or equal to 1.05 and less than or equal to 2.0, * Formula (XV) (wherein R' is identical to R' 21 represents at least one radical selected from the group consisting of n-octyl, n-decyl, n-dodecyl, n-tetradecyl and n-hexadecyl radicals), The composition (C"2) comprises:
[0045] Said emulsion (E) of the water-in-oil type present in the composition (C1) that is the subject of the present invention is well known to those skilled in the art and is prepared by the following steps: - step a of preparing an aqueous phase containing water, water-soluble monomers and crosslinking monomers (CA), and also commonly used additives, such as, for example, sequestering agents; - step b of mixing the oil phase (O) with a water-in-oil emulsifying system (S1); - stage c of mixing the aqueous and oily phases prepared in the preceding stage and emulsifying them using a rotor-stator agitator; - stage d of inerting with nitrogen); - step e) of initiating the polymerization reaction by introducing a free radical initiator and optionally a coinitiator into the emulsion formed in c); the reaction is then allowed to take place; - step f) of introducing an emulsifying system (S2) of oil-in-water type as defined above at a temperature below 50°C It is prepared by carrying out an "inverse emulsion polymerization" method, which includes
[0046] According to a particular embodiment of the method as defined above, the polymerization reaction of step e) is carried out at a temperature below 10° C., using a polymerization initiator such as cumene hydroperoxide / sodium metabisulfite (NaSO) or cumene hydroperoxide / thionyl chloride (SOCl), if necessary accompanied by a polymerization co-initiator, for example azobis(isobutyronitrile). - ) ions and is then carried out either pseudoadiabatically or by controlling the temperature up to temperatures of 50°C or higher.
[0047] According to another particular embodiment of the process as defined above, the reaction medium resulting from step e) is concentrated by distillation before carrying out step f).
[0048] According to another particular embodiment of the method as defined above, the aqueous phase prepared in step a) may contain chain reducing agents intended to reduce the length of the polymer chains formed and to increase the degree of branching on the polymer in order to modify the rheological properties.
[0049] Among the chain lowering agents suitable for the process as defined above, mention may be made of methanol, isopropanol, butylene glycol, 2-mercaptoethanol, thioglycolic acid, formic acid or its salts.
[0050] According to a particular embodiment of composition (C1) that is the subject of the present invention, R2-(C=O), R3-(C=O) and R4-(C=O), identical or different, represent, in formula (II), at least one member of the group consisting of saturated linear acyl radicals containing from 16 to 24 carbon atoms, more particularly palmitoyl (i.e. hexadecanoyl), stearoyl (i.e. octadecanoyl), 12-hydroxyoctadecanoyl, 9,10-dihydroxyoctadecanoyl (i.e. 9,10-dihydroxystearoyl), arachidoyl and behenoyl radicals.
[0051] Castor oil, within the meaning of the present invention, is at least one triglyceride in a proportion by weight of at least 99% by weight per 100% of its weight, said triglyceride having the same R2-C(=O)-, R3-C(=O) and R4-C(=O) groups of formula (XVI): R2-C(=O)-O-CH2-CH[OC(=O)-R3]-CH2-OC(=O)-R4(XVI) is understood to mean triglycerides, which are compounds of the formula:
[0052] According to a particular embodiment, the castor oil is, within the meaning of the present invention, comprised, per 100% by weight of triglycerides of formula (I), from 2% to 3% by weight of triglycerides of formula (XVI) (for which the groups R2-C(=O)-, R3-C(=O)- and R4-C(=O)- represent palmitoyl groups) and / or from 8% to 20% by weight of triglycerides of formula (I) (for which the groups R2-C(=O)-, R3-C(=O)- and R4-C(=O)- represent stearoyl groups). means a mixture comprising 80% to 95% by weight of triglycerides of formula (I) (in which the groups R2-C(=O)-, R3-C(=O)- and R4-C(=O)- represent 12-hydroxystearoyl groups) and / or 0% to 5% by weight of triglycerides of formula (I) (in which the groups R2-C(=O)-, R3-C(=O)- and R4-C(=O)- represent 9,10-dihydroxyoctadecanoyl groups).
[0053] According to another subject, the subject of the present invention is a method for preparing a composition (C1) as defined and described above, said method comprising the following steps: - step a) of the preparation of the emulsion (E), Step b) of adding emulsion (E) to the desired amount of water, previously introduced into a beaker of suitable volume, at a temperature of 20°C and with mechanical stirring at a speed of 500-1000 revolutions per minute. Stirring is continued until an aqueous gel is obtained. - step c) of addition of the desired amount of ethanol to the gel resulting from step b) in order to obtain a homogeneous mixture in the form of a gel, said addition being carried out at a temperature of 20°C and with mechanical stirring at a speed of 500 to 1000 revolutions per minute, - step d) of addition of a compound of formula (II) to the mixture resulting from step c) at a temperature between 20°C and 35°C and with mechanical stirring at a speed between 500 and 1000 revolutions per minute, - step e) of addition of at least one emollient and / or moisturizer as defined above to the mixture resulting from step d), optionally with mechanical stirring at a temperature between 20°C and 35°C and at a speed of between 500 and 1000 revolutions per minute. The method includes:
[0054] According to an alternative form of the process, which is the subject of the present invention and which is as described above, step b) is followed by step c') consisting of adding to the gel resulting from step b) a mixture of the desired amount of ethanol and a compound of formula (II), previously prepared separately; said step c') is carried out at a temperature between 20°C and 35°C and with mechanical stirring at a speed between 500 and 1000 revolutions per minute. Optional step e) then remains unchanged.
[0055] Emulsions (E), such as those under the trade name Sepigel TM 305, Simulgel TM 600, Simulgel TM EG, Simulgel TM NS, Simulgel TM INS100, Simulgel TM FL, Simulgel TMSMS 88, Sepiplus TM 400, Sepiplus TM 265 and Sepiplus TM Self-inverting inverse emulsions such as those sold under the tradename 800 are commercially available.
[0056] The emulsion (E) can also be prepared by using the inverse emulsion radical polymerization method, well known to those skilled in the art, which comprises the following steps: a') preparing an aqueous phase by mixing water with a water-soluble monomer as described above, a crosslinking monomer, at least one sequestering agent and optionally additives known to those skilled in the art; b') preparation of an organic phase comprising at least one oil (O) and a water-in-oil emulsifying surfactant system (S1); c') mixing and emulsifying the aqueous phase and organic phase prepared in steps a') and b') to form an emulsion; d') inactivation of the emulsion with nitrogen; e') initiating the polymerization reaction by introducing a free radical initiator into the inactivated emulsion; f') introducing into the reaction medium resulting from step e') an oil-in-water emulsifying surfactant system (S2) at a temperature between 30°C and 60°C; Includes.
[0057] Optionally, the process for preparing the emulsion (E) has the following characteristics: - between steps a') and b') the process comprises a step of adding to the aqueous phase prepared in step a') a solution selected from sodium hydroxide solution, potassium hydroxide solution, ammonium hydroxide solution, monoethanolamine salt solution and lysine salt solution; In step e'), the radical initiator is hydrogen sulfite (HSO3), such as the pair cumene hydroperoxide / sodium metabisulfite (Na2S2O5) or the pair cumene hydroperoxide / thionyl chloride (SOCl2). - ) is a redox pair that generates ions; - in step e'), a polymerization co-initiator, preferably azobis(isobutyronitrile), is introduced into the inactivated emulsion; - in step a') the pH of the aqueous phase is adjusted to between 3.0 and 7.0, more particularly between 3.5 and 6.5, more particularly still between 4.0 and 6.5; - the reaction medium resulting from step e') is concentrated by distillation before carrying out step f'). One or more of the following may be indicated:
[0058] Another subject of the present invention is a method for disinfecting the hands, as described above, characterized in that it comprises at least one step A of application to the skin of the hands of a composition (C1) according to the invention.
[0059] In other words, a subject of the present invention is the use of composition (C1) for disinfecting the hands by applying said composition (C1) to the skin of the hands.
[0060] The hand disinfection method may further include step B, after performing step A, of rubbing hands together.
[0061] The composition (C1) according to the invention can be packaged in the form of a bottle, a spray bottle, a pump-action spray, a roll-on or a tube, more particularly in the form of a spray bottle or a pump-action spray.
[0062] Another subject of the present invention is therefore a container, preferably a bottle, comprising a spraying means and a packaging means and containing a composition (C1) according to the invention. According to a particular embodiment, the spraying means included in the container that is the subject of the present invention is a manual pump.
[0063] The composition (C1) according to the invention can therefore be applied to the palm of the hand, which will either be rubbed against the other hand or used to apply the composition (C1) according to the invention to another part of the body, in particular the forearm of the other hand, in order to rub it over the other part.
[0064] The following examples illustrate the present invention but do not limit it. [Example]
[0065] I. Preparation and Evaluation of Compositions According to the Invention and Comparative Compositions I-1. Preparation of the composition according to the present invention and comparative compositions Three hydroalcoholic compositions according to the present invention, designated (F1) to (F3), and (F'1) to (F'2), for which the weight percentages of their components are shown in Tables 1 and 2 below, respectively. 10 Ten comparative compositions, referred to as:
[0066] The common preparation method for these compositions is as follows:
[0067] [Table 1]
[0068] [Table 2]
[0069] (1): Simulgel TM 600 is a self-inverting inverse latex (INCI name: Acrylamide / Sodium Acryloyldimethyltaurate Copolymer & Isohexadecane & Polysorbate 80) provided in the form of a water-in-oil emulsion, whose polymer backbone comprises acrylamide monomers, 2-methyl-2-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid monomers in the sodium salt form, and methylenebisacrylamide, in the presence of sorbitan oleate in the water-in-oil surfactant system of the inverse emulsion. (2) (IL1) comprises an aqueous phase containing a polymer, the polymer backbone of which comprises acrylamide monomers, 2-methyl-2-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid monomers in the sodium salt form, and methylenebisacrylamide, in the presence of sorbitan oleate in the water-in-oil surfactant system of the inverse emulsion and ethoxylated lauryl alcohol having 7 moles of ethylene oxide in the oil-in-water surfactant system of the inverse emulsion, and the oil phase is C 13~14 It is an isoparaffinic, self-inverting inverse latex provided in the form of a water-in-oil emulsion. Emulsion (IL1) is prepared according to the method described above for emulsion (E). (3):Simulsol TM P23 is lauryl alcohol ethoxylated with 23 moles of ethylene oxide (MW=1198). (4): PEG-25 Hydrogenated Castor Oil (INCI name) is a hydrogenated and ethoxylated castor oil with 25 moles of ethylene oxide. (5): PEG-30 Hydrogenated Castor Oil (INCI name) is a hydrogenated and ethoxylated castor oil with 30 moles of ethylene oxide. (6):Montanox TM 80 is an ethoxylated sorbitan monooleate with 20 moles of ethylene oxide. (7):Montanox TM 20 is an ethoxylated sorbitan mono with 20 moles of ethylene oxide (MW=1226). (8): Oramix TM CG 110 is an aqueous composition containing caprylyl glucoside and capryl glucoside. (9):Sepiclear TM G7 is an aqueous composition containing n-heptyl glucoside.
[0070] I-2. Evaluation of the composition according to the present invention and comparative compositions The hydroalcoholic compositions (F1) to (F3) according to the present invention and comparative hydroalcoholic compositions (F'1) to (F' 10 ) are then stored for 7 days in an insulated climate chamber regulated at a temperature of 25° C. At the end of this period of 7 days, each hydroalcoholic composition is evaluated by the following measurements: - Measurement of the dynamic viscosity (μ) at 25°C using a Brookfield LVT type viscometer equipped with the appropriate spindle at a speed of 6 revolutions per minute (S6) after a period of storage at 25°C for 7 days. - Pre-calibrated with formamidine solution (0.9 NTU), trade name HF Scientific TM , measuring the haze of the resulting hydroalcoholic composition at a temperature of 25°C using an optical turbidimeter, model DRT100B; the haze measurement results are expressed in NTU units. - visual evaluation of the appearance of the prepared hydroalcoholic compositions after a period of storage at 25°C for 7 days; the appearance of each hydroalcoholic composition is noted by the experimenter and described as clear and colorless (CR), cloudy (CY) or cloudy-heterogeneous (CY-H), as the case may be.
[0071] The hydroalcoholic compositions (F1) to (F3) according to the present invention and comparative hydroalcoholic compositions (F'1) to (F' 10 The results obtained for (a) and (b) are shown in Tables 3 and 4 below, respectively.
[0072] [Table 3]
[0073] [Table 4]
[0074] I-3. Analysis of the results and explanation of the results a) For example, comparative compositions (F'7), (F'8), (F'9) and (F' 10The use of solubilizers known to those skilled in the art, such as polysorbate 80, polysorbate 20, caprylyl / capryl glucoside or n-heptyl glucoside, respectively present in IL1, does not make it possible to achieve a hydroalcoholic composition that is transparent, i.e. whose haze measurement is less than 25 NTU, whereas formulation (F3), comprising 1.8% of inverse latex (IL1) and 3% of glycerol, but also 4% by weight of a compound of formula (II) (PEG-30 hydrogenated castor oil), makes it possible to obtain a haze of less than 25 NTU.
[0075] b) Likewise, the composition according to the invention contains, as a thickening component, a compound under the trade name Simulgel TM In the case of emulsion (E) sold under the trade name of 600 (i.e., a self-inverting inverse latex), the selection of the compound of formula (II) (PEG-30 hydrogenated castor oil) makes it possible to obtain hydroalcoholic compositions that are transparent, i.e., whose haze measurements are less than 25 NTU, compared to other solubilizers known to those skilled in the art, such as, for example, PEG-30 hydrogenated castor oil or lauryl alcohol ethoxylated with 23 moles of ethylene oxide. Thus, hydroalcoholic compositions (F1) and (F2) are characterized by a clear and colorless physical appearance, a viscosity of 1500 mPa.s or more and 10,000 mPa.s or less, and a haze of less than 25 NTU, unlike comparative compositions (F'2) and (F'3) and comparative composition (F'1), which do not contain any solubilizer.
Claims
1. a) Formula (I): R 1 -OH (I) (In the formula, R 1 represents an ethyl group) and at least one alcohol of the formula: b) at least one emulsion (E) of the water-in-oil type, - the below described: at least one monomer unit derived from 2-methyl-2-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid in free acid or partially or completely salified form; at least one monomer unit derived from at least one monomer selected from the group consisting of acrylamide, N,N-dimethylacrylamide, methacrylamide, N-isopropylacrylamide and N-(tert-butyl)acrylamide; at least one monomer unit derived from a polyethylene cross-linking monomer (CA) a crosslinked anionic polymer electrolyte (P) consisting of: a fatty phase consisting of at least one oil (O), - water, - Water-in-oil emulsion system (S 1 ),and - Oil-in-water emulsion system (S) 2 ) an emulsion (E) comprising: c) Formula (II): R 2 -(C=O)-O-(CH 2 -CH 2 -O) x -CH 2 -CH[(O-CH 2 -CH 2 ) y -O-(C=O)-R 3 ]-CH 2 -(O-CH 2 -CH 2 ) z -O-(C=O)-R 4 (II) (Wherein, R 2 -(C=O), R 3 -(C=O) and R 4 -(C=O) represents a saturated or unsaturated, linear or branched, acyl group containing 16 to 24 carbon atoms, and wherein the sum of x+y+z is equal to or greater than 30 and equal to or less than 100. and at least one compound of the formula: d) water and Including, said compound of formula (II) is hydrogenated castor oil polyethoxylated with 30 to 100 moles of ethylene oxide; 0.5% by weight to 2% by weight of the emulsion (E); 4% to 5% by weight of said compound of formula (II), A composition for hand disinfection (C 1 ).
2. The water-in-oil emulsion (E) contains, per 100% of its weight: - 10% to 90% by weight of said crosslinked anionic polyelectrolyte (P); - from 5% to 50% by weight of said fatty phase consisting of at least one oil (O); - 1% to 50% by weight of water; - 0.5% to 10% by weight of a water-in-oil emulsion system (S 1 )and; - 2% to 10% by weight of an oil-in-water emulsion system (S 2 )and Including; 2. The composition according to claim 1, characterized in that the sum of the weight percentages of the compounds is equal to 100% by weight. 1 ).
3. a) 55% to 85% by weight of an alcohol containing 1 to 4 carbon atoms; d) 14% to 37% by weight of water; The composition (C) according to any one of claims 1 and 2, characterized in that it comprises 1 ).
4. Composition (C) according to any one of claims 1 to 3, characterized in that it comprises an emollient and / or a moisturizer. 1 ).
5. The emollient and / or moisturizer may be urea, lactic acid, hydroxyurea, triethanolamine, propane-1,2-diol, sorbitol, xylitol, erythritol, glycerol, a hydroxybenzoate of formula (III): HO-[CH] 2 -CH(OH)-CH 2 -O] p -H (IIII) (wherein p represents an integer of 2 or more and 6 or less), a compound of formula (IV): HO-CH 2 -(CHOH) m -CH 2 -O-(G) x -H (IV) wherein G represents a residue of a reducing sugar, m represents an integer equal to 2, 3 or 4 and indicates the average degree of polymerization of said residue G, and x represents a decimal number greater than 1 and less than or equal to 5. A 5. The composition (C) according to claim 4, characterized in that it is selected from the group consisting of 1 ).
6. 6. Composition (C) according to claim 5, characterized in that the polyethylene crosslinking monomer (CA) is selected from one of the following: methylene bis(acrylamide), ethylene glycol dimethacrylate, diethylene glycol diacrylate, ethylene glycol diacrylate, diallyl urea, triallylamine, trimethylolpropane triacrylate, diallyloxyacetic acid or its salts, or a mixture of these compounds. 1 ).
7. The crosslinked anionic polymer electrolyte (P) contains, per 100 mol%, - 20% to 90% of monomer units derived from 2-methyl-2-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid in free acid or partially or completely salified form; - 10% to 80% of monomer units derived from at least one monomer selected from the group consisting of acrylamide and N,N-dimethylacrylamide; - a proportion of more than 0 mol % and less than or equal to 1 mol % of monomer units derived from at least one polyethylene crosslinking monomer (CA) selected from methylenebis(acrylamide) and triallylamine; The composition (C) according to any one of claims 1 to 6, characterized in that it comprises 1 ).
8. The oil (O) is selected from the group consisting of undecane, tridecane, isododecane, isohexadecane, C 13~14 Composition (C) according to any one of claims 1 to 7, characterized in that it is selected from the group consisting of isoparaffin mixtures, squalane, hydrogenated polyisobutene or hydrogenated polydecene. 1 ).
9. The water-in-oil emulsion system (S 1 9. The composition (C) according to claim 1, characterized in that it comprises at least one member of the group consisting of sorbitan laurate, sorbitan palmitate, sorbitan stearate, sorbitan oleate, sorbitan sesquioleate, sorbitan trioleate, sorbitan isolaurate, sorbitan isostearate, oleoyl alkanolamide, PEG-30 dipolyhydroxystearate and trimethylolpropane-30 tripolyhydroxystearate. 1 ).
10. The emulsion system of oil-in-water type (S 2 10. The composition (C) according to any one of claims 1 to 9, characterized in that it comprises at least one member of the group consisting of sorbitan oleate polyethoxylated with 20 moles of ethylene oxide, sorbitan laurate polyethoxylated with 20 moles of ethylene oxide, sorbitan palmitate polyethoxylated with 20 moles of ethylene oxide, sorbitan stearate polyethoxylated with 20 moles of ethylene oxide, tridecyl alcohol polyethoxylated with 6 moles of ethylene oxide, lauryl alcohol polyethoxylated with 7 moles of ethylene oxide, alkyl polyglycosides, compositions of fatty alcohols and of alkyl polyglycosides, polyglycerol esters, and compositions of polyglycerol esters and of polyglycerol. 1 ).
11. A manual pumping means and a packaging means, and a composition (C) according to any one of claims 1 to 10. 1 ) a container containing
Citation Information
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