Water-alcohol composition for hand disinfection
By combining water-in-oil emulsion and oil-in-water emulsion systems, the problems of unevenness, instability, and opacity in water-alcohol solutions are solved, resulting in a transparent and stable disinfectant solution suitable for bottled disinfection, which reduces production costs and improves efficiency.
Patent Information
- Authority / Receiving Office
- CN · China
- Patent Type
- Patents(China)
- Current Assignee / Owner
- SOC DEXPLOITATION DE PROD POUR LES IND CHEM SEPPIC
- Filing Date
- 2021-07-01
- Publication Date
- 2026-07-21
AI Technical Summary
Existing water-alcohol solutions suffer from unevenness, instability, and opacity during preparation, making it difficult to meet the needs of disinfection and handwashing. Furthermore, traditional thickeners are either costly or have low production efficiency.
It combines water-in-oil emulsion and oil-in-water emulsion systems, using compounds with specific structures and cross-linked anionic polyelectrolytes to form a transparent and stable water-alcohol solution, suitable for bottled use with pumps.
A transparent and stable water-alcohol solution was developed, suitable for rapid hand disinfection, meeting disinfection needs, while reducing production costs and improving production efficiency.
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Abstract
Description
[0001] The subject of this invention is a stable and transparent water-alcohol composition, as well as a method for hand disinfection using these novel water-alcohol compositions and a container containing said novel water-alcohol composition.
[0002] The control of nosocomial infections and exposure to infectious diseases is a concern for all healthcare workers, doctors, surgeons, nurses, and cleaners working in hospitals and outpatient settings.
[0003] As pandemics and epidemics develop on a city-wide, national, and global scale, operators of public transportation (rail, river, sea, or air), managers of facilities open to the public, and all users and residents of the planet share this concern.
[0004] Handwashing is one of the most effective ways to prevent viral, bacterial, and microbial infections. It should be done before or after contact with sick people, people carrying infectious diseases, or contaminated solid surfaces.
[0005] Disinfecting handwashing is done using disinfectant soap and water. These soaps can be provided in solid or liquid form and typically contain antimicrobial agents, surfactants, and skin-moisturizing ingredients.
[0006] Within the meaning of this invention, the term "antimicrobial agent" refers to a class of substances that kill microorganisms (microbiocidal agents) or slow down the growth of microorganisms (microbial inhibitors), such as bacteria (antibacterial activity), fungi (antifungal activity), viruses (antiviral activity), or parasites (antiparasitic activity).
[0007] Within the meaning of this invention, the term "antiseptique agent" refers to an antimicrobial agent that acts on the external surface of the body, and more particularly on the skin surface.
[0008] Within the meaning of this invention, the term "disinfection" refers to the intentional and temporary elimination of certain microorganisms in order to prevent or stop microbial infection.
[0009] Among the most commonly used antibacterial preservatives, biguanide compounds such as chlorhexidine, iodine derivatives such as povidone-iodine, chlorinated derivatives such as sodium hypochlorite, or alcohols such as ethanol can be mentioned.
[0010] Medical research has shown that, in hospitals, compliance with handwashing (simple or antibacterial and antiseptic) is no more than 30% to 50%, and the main reasons for this lack of compliance are primarily due to insufficient time available, lack of accessibility and other practical barriers, as well as the tolerance for repetitive washing procedures.
[0011] Applying a water-alcohol solution to dry hands without rinsing, without any visible signs of dirt, constitutes an alternative to washing hands with antibacterial and preservative soap. Its characteristics (i.e., application speed, no rinsing, and rapid drying) make it possible to overcome reasons for non-compliance regarding washing with antibacterial and preservative soap.
[0012] In order for aqueous-alcohol solutions to be easily and quickly rubbed onto the hands, they must exhibit a non-greasy texture and a balance between fluidity sufficient for rapid application and rubbing onto the hand surface and sufficient to prevent gelation during application. Furthermore, aqueous-alcohol solutions are preferably translucent, and in fact even transparent, as this relates to the user's and consumer's perception of purity.
[0013] Therefore, the preparation of disinfectant water-alcohol solutions faces multiple challenges, including obtaining water-alcohol solutions that are uniform and stable over time, characterized by viscosity levels suitable for container types and translucent or transparent appearance.
[0014] Synthetic polymers and naturally derived polymers are thickeners for the aqueous phase of cosmetics, as is well known to those skilled in the art, and enable the preparation of aqueous gels for topical use in the cosmetic and pharmaceutical fields.
[0015] Currently, the synthetic thickening polymers used in this field are provided in powder or liquid form, the latter being a water-in-oil emulsion of a polymer prepared by free radical polymerization of hydrophilic monomers in a reverse emulsion (often referred to as a reverse latex) using a surfactant.
[0016] Among the most well-known synthetic thickening polymers in powder form, those based on acrylic acid and / or its esters, such as Carbopol, can be mentioned. TM Or Pemulen TM Those sold under the name. They are specifically described in U.S. Patents US 5373044 and US 2798053, and also in European Patent Application EP 0301532 A2. Polymers based on 2-acrylamido-2-methylpropanesulfonic acid and / or its salts also exist, such as those under the name Aristoflex. TM Those for sale. They are specifically described in European patents EP 0 816 403, EP 1 116 733 and EP 1 069 142. These powders are typically obtained by precipitating one or more monomers in solution in an organic solvent such as benzene, ethyl acetate, cyclohexane or tert-butanol; therefore, this method requires many consecutive stages of purification of the final product in order to remove any trace amounts of residual solvent.
[0017] There are also synthetic thickeners that exhibit greater versatility, particularly due to the absence of any oil phase that could lead to a light-colored aqueous gel. They are in powder form but have a dissolution time and are therefore easy to use, comparable to those products that exist in liquid form. They are described in European patent application number EP 1 496 081 A2. They are obtained by conventional polymerization techniques, such as dispersed-phase free radical polymerization, reverse-phase suspension free radical polymerization, combined reverse-phase emulsion or reverse-phase microemulsion free radical polymerization, followed by separation by various techniques, such as precipitation from a third solvent, precipitation followed by optional washing, drying by atomization or by azeotropic dehydration, optionally followed by washing with a selected solvent. Thus, these synthetic thickeners combine some of the advantages of synthetic thickeners provided in conventional powder form (oil-free, produces a light-colored aqueous gel) with the advantages of synthetic thickeners provided in reverse-phase latex form (notable pre-neutralization, high dissolution rate, thickening power and stabilizing properties). However, for applications intended to prepare water-alcohol solutions as described above, consumers using such synthetic thickening systems would prefer to produce solutions that are even clearer than those available today.
[0018] International application No. WO 2011 / 030044 describes a linear, branched, or cross-linked terpolymer of at least one monomer having a free strong acid, partially salinated, or fully salinated functional group and at least one monomer having formula (A):
[0019]
[0020] Wherein R represents a straight-chain or branched alkyl group containing 8 to 20 carbon atoms, and n represents a number greater than or equal to 1 and less than or equal to 30, and the terpolymer constitutes a good thickener for preparing water-alcohol solutions that are stable, transparent and homogeneous over time.
[0021] However, the combined use of powder and alcohol to prepare water-alcohol solutions requires placing each piece of equipment used in a secure location, which leads to high industrial capital costs, or, if not, low productivity and obtaining cost prices that are not suitable for the relevant market.
[0022] Therefore, thickeners provided in liquid form appear to be a solution to overcome the aforementioned technical and economic difficulties.
[0023] A solution was formed by free radical polymerization in a reverse emulsion, stabilization with a surfactant, and delivery in liquid form.
[0024] Among the most well-known inverse latexes, Sepigel can be mentioned. TM Simulgel TM and SepiplusTM Those sold under the name. These thickeners are obtained through reverse emulsion free radical polymerization. They are easier to handle, especially at ambient temperatures, and disperse very quickly in water. Furthermore, they form very high-quality thickening agents. However, because they contain oil, this may make them less suitable for preparing translucent or transparent aqueous gels.
[0025] U.S. Patent No. 4,956,170 discloses a water-alcohol gel suitable for antimicrobial use, comprising ethanol or isopropanol, a thickener of polyacrylic acid in powder form neutralized by an amino alcohol, a hydrocarbon emollient, a fatty acid ester type emollient, and a stabilizing surfactant that prevents phase separation between water and alcohol, such as ethoxylated fatty alcohols, ethoxylated alkylphenols, fatty monoesters and diesters of ethylene glycol, and ethoxylated sorbitol esters.
[0026] Therefore, the inventors have sought to develop novel, storage-stable water-alcohol compositions characterized by a dynamic viscosity of greater than or equal to 1500 mPa·s and less than or equal to 10000 mPa·s, as measured by a Brookfield LVT viscometer, for packaging in bottles equipped with pumps and exhibiting a transparent appearance.
[0027] Within the meaning of this invention, the term "transparent appearance" should be understood to refer to the visual aspect of the appearance of the water-alcohol composition, which is reflected by a haze value for the composition measured at 25°C and using a DRT 100B optical turbidimeter sold by HF Scientific (pre-calibrated with formalin solution (0.9 NTU)), which is less than or equal to 25 NTU.
[0028] The solution according to the present invention is a composition (C1) for hand disinfection, the composition (C1) comprising:
[0029] a) At least one alcohol containing 1 to 4 carbon atoms,
[0030] b) At least one water-in-oil emulsion (E) comprising the following:
[0031] - Crosslinked anionic polyelectrolytes (P);
[0032] -A fatty phase consisting of at least one oil (O),
[0033] -water,
[0034] -Water-in-oil emulsion system (S1), and
[0035] - Water-in-oil emulsion system (S2);
[0036] c) At least one compound having formula (II):
[0037] R2-(C=O)-O-(CH2-CH2-O) x -CH2-CH[(O-CH2-CH2) y -O-(C=O)-R3]-CH2-(O-CH2-CH2) z -O-(C=O)-R4 (II)
[0038] Where R2-(C=O), R3-(C=O), and R4-(C=O), whether the same or different, represent acyl groups that are saturated or unsaturated, straight-chain or branched, containing 16 to 24 carbon atoms, and wherein the sum of x+y+z is greater than or equal to 30 and less than or equal to 100; and
[0039] d) Water.
[0040] Depending on the specific circumstances, the compositions according to the present invention may exhibit one or more of the following characteristics:
[0041] - Each 100% by weight of the water-in-oil emulsion (E) comprises: 10% to 90% by weight of the 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 the water-in-oil emulsion system (S1), and 2% to 10% by weight of the oil-in-water emulsion system (S2); the sum of the weight percentages of the compounds equals 100% by weight.
[0042] -The composition (C1) comprises:
[0043] a) Alcohols containing 1 to 4 carbon atoms, ranging from 55% to 85% by weight.
[0044] b) The emulsion (E) in the range of 0.5% to 3% by weight,
[0045] c) From 0.5% to 5% by weight of the compound having formula (II),
[0046] d) Water content ranging from 14% to 37% by weight.
[0047] - Alcohols having formula (I)
[0048] R1-OH(I)
[0049] Wherein R1 represents a group that is included among the elements in the group consisting of methyl, ethyl, 1-propyl, and 2-propyl. Preferably, ethyl and 2-propyl are selected.
[0050] - The alcohol having formula (I) is ethanol. Ethanol is known for its rate of action, its ability to evaporate rapidly, and its activity against bacteria and fungi, and has been shown to be more active against viruses than povidone or chlorhexidine used in antibacterial and preservative detergents.
[0051] - The composition (C1) contains emollients and / or moisturizers.
[0052] - The emollient and / or moisturizer is selected from elements in the group consisting of: urea, lactic acid, hydroxyurea, triethanolamine, 1,2-propanediol, sorbitol, xylitol, erythritol, glycerin, and compounds having formula (III).
[0053] HO-[CH2-CH(OH)-CH2-O]pH (III),
[0054] In formula (III), p represents an integer greater than or equal to 2 and less than or equal to 6, and the composition (CA) represented by formula (IV) is:
[0055] HO-CH2-(CHOH)m-CH2-O-(G)xH (IV),
[0056] In formula (IV), G represents a reducing sugar residue, m represents an integer equal to 2, 3 or 4, and x indicates the average degree of polymerization of the residue G, representing a decimal greater than 1 and less than or equal to 5.
[0057] - The reducing sugar residue G is selected from residues of glucose, dextran, sucrose, fructose, idole, gulose, galactose, maltose, isomaltose, maltotriose, lactose, cellobiose, mannose, ribose, xylose, arabinose, lysoose, allose, azoose, dextran, or tarose, preferably the reducing sugar residue G is selected from residues of glucose, xylose, and arabinose, and even more preferably G represents a glucose residue in formula (IV).
[0058] -G represents glucosyl or α,β-D-glucopyranosyl (obtained by removing the hemiacetal hydroxyl group from α,β-D-glucopyranosyl), or xylose or α,β-D-xylopyranosyl (obtained by removing the hemiacetal hydroxyl group from α,β-D-xylopyranosyl in formula (IV)).
[0059] -The composition (C) A It is basically composed of a mixture of compounds represented by formulas (IV1), (IV2), (IV3), (IV4), and (IV5):
[0060] -HO-CH2-(CHOH) m -CH2-O-(G)1-H(IV1),
[0061] -HO-CH2-(CHOH) m -CH2-O-(G)2-H(IV2),
[0062] -HO-CH2-(CHOH) m -CH2-O-(G)3-H(IV3),
[0063] -HO-CH2-(CHOH) m -CH2-O-(G)4-H(IV4),
[0064] -HO-CH2-(CHOH) m -CH2-O-(G)5-H(IV5),
[0065] These compounds are in the corresponding molar ratios a1, a2, a3, a4, and a5 such that the sum of a1 + a2 + a3 + a4 + a5 equals 1 and the sum of a1 + 2a2 + 3a3 + 4a4 + 5a5 equals x.
[0066] In the foregoing definition, the term "substantially" indicates one or more forms (IV) w The presence of compounds, wherein in the composition (C) A The presence of w greater than 5 does not exclude the composition (C), however, if it is present, it is effective against the composition (C). A The minimum proportion of which does not produce any substantial change in the characteristics of ) exists.
[0067] In equation (IV) as defined above, HO-CH2-(CHOH) m The -CH2-O- group is bonded to (G) via the anomeric carbon of the sugar residue. x In order to form acetal functional groups.
[0068] - In equation (IV), x represents a decimal that is greater than or equal to 1.05 and less than or equal to 3, and very specifically greater than or equal to 1.15 and less than or equal to 2.5.
[0069] - In equation (IV), m equals 2, 3, or 4.
[0070] - The emollient and / or moisturizer is glycerin.
[0071] - The concentration of emollients and / or moisturizers is less than or equal to 5% by weight.
[0072] - The crosslinked anionic polyelectrolyte (P) comprises: at least one monomer unit generated from 2-methyl-2-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid in a free acid or partially or fully salted form; at least one monomer unit generated from at least one monomer selected from the group consisting of: acrylamide, N,N-dimethylacrylamide, methacrylamide, N-isopropylacrylamide, N-(tert-butyl)acrylamide, 2-hydroxyethyl acrylate, 2,3-dihydroxypropyl acrylate, 2-hydroxymethyl methacrylate Ethyl ester, 2,3-dihydroxypropyl methacrylate or vinylpyrrolidone; acrylic acid, methacrylic acid, 2-(carboxyethyl)acrylic acid, itaconic acid, maleic acid, 3-methyl-3-[(1-oxo-2-propenyl)amino]butyric acid, wherein the carboxyl functional group of the monomer is in a free acid, partially salted or fully salted form, preferably an element from the group consisting of acrylamide, N,N-dimethylacrylamide, methacrylamide, N-isopropylacrylamide, N-(tert-butyl)acrylamide; and at least one monomer unit generated from a polyene crosslinking monomer (CA).
[0073] The polyene crosslinking monomer (CA) is selected from methylene bis(acrylamide), ethylene glycol dimethacrylate, diethylene glycol diacrylate, ethylene glycol diacrylate, diallylurea, triallylamine, trimethylolpropane triacrylate, diallyloxyacetic acid, or a salt thereof such as sodium diallyloxyacetate, or a mixture of these compounds. Preferably, the polyene crosslinking monomer (CA) is selected from triallylamine or methylene bis(acrylamide), or a mixture of these compounds.
[0074] - Each 100 mol% of the crosslinked anionic polyelectrolyte (P) contains a proportion of 20 mol% to 100 mol% of monomer units generated from free acid or in the partially or fully salted form of 2-methyl-2-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid.
[0075] - Each 100 mol% of the crosslinked anionic polyelectrolyte (P) comprises: between 20% and 90% of the monomer unit produced from 2-methyl-2-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid in its free acid or partially or fully salted form; between 10% and 80% of the monomer unit produced 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 greater than 0 mol% and less than or equal to 1 mol% of the monomer unit produced from at least one polyene crosslinking monomer (CA) selected from methylene bis(acrylamide) and triallylamine.
[0076] - The crosslinked anionic polyelectrolyte (P) comprises at least one monomer unit derived from a free acid or a partially or fully salted form of 2-methyl-2-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid and at least one monomer unit derived from a polyene crosslinking monomer (CA). The term "salting" indicates that the acid functional group present in the monomer is in an anionic form, which combines with a cation to form a salt, particularly an alkali metal salt, such as a sodium or potassium cation, or a nitrogen-containing base cation, such as an ammonium salt, lysine salt, or monoethanolamine salt (HO-CH2-CH2-NH3). + They are preferably sodium or ammonium salts.
[0077] - This oil (O) is selected from the following group of elements: undecane, tridecane, isododecane, isohexadecane, C 13-14 Mixtures of isoparaffins, squalane, hydrogenated polyisobutylene, or hydrogenated polydecene.
[0078] - The water-in-oil emulsion system (S1) contains at least one element from the group consisting of: sorbitol laurate, sorbitol palmitate, sorbitol stearate, sorbitol oleate, sorbitol sesquioleate, sorbitol trioleate, sorbitol isolarolate, sorbitol isostearate, oleylalkanolamide, PEG-30 dimer hydroxystearate, and trimethylolpropane-30 trimer hydroxystearate.
[0079] - The oil-in-water emulsion system (S2) contains at least one element from the group consisting of: 20 mol of ethylene oxide-polyethoxylated sorbitan oleate, 20 mol of ethylene oxide-polyethoxylated sorbitan lauryl ester, 20 mol of ethylene oxide-polyethoxylated sorbitan palmitate, 20 mol of ethylene oxide-polyethoxylated sorbitan stearate, 6 mol of ethylene oxide-polyethoxylated tridecanool, 7 mol of ethylene oxide-polyethoxylated lauryl alcohol, a composition of alkyl polyglycosides, fatty alcohols and alkyl polyglycosides, polyglycerol esters, and a composition of polyglycerol esters and polyglycerol.
[0080] - The oil-in-water emulsion system (S2) consists of a single emulsifying surfactant or a mixture of emulsifying surfactants, provided that the resulting emulsion system (S2) has a high HLB ("hydrophilic-lipophilic balance") value sufficient to induce the formation of a stable oil-in-water emulsion, which is typically greater than 9 and less than or equal to 16.
[0081] - This water-in-oil emulsion (E) contains, per 100% of its own weight:
[0082] i) From 10% to 90% by weight of a crosslinked anionic polyelectrolyte (P), comprising per 100 mol%: between 20 mol% and 90 mol% of the monomer unit produced from free acid or in partially or fully salted form of 2-methyl-2-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid; between 10 mol% and 80 mol% of monomer units produced from acrylamide; and a proportion greater than 0 mol% and less than or equal to 1 mol% of monomer units produced from methylenebis(acrylamide) or triallylamine.
[0083] ii) A fatty phase consisting of 5% to 50% by weight of at least one oil (O), wherein the at least one oil (O) is selected from isohexadecane and C 13-14 Elements in a group consisting of a mixture of isoparaffins.
[0084] iii) Water from 1% to 50% by weight,
[0085] iv) A water-in-oil emulsion system (S1) comprising from 0.5% to 10% by weight, comprising at least one element from the group consisting of: sorbitan laurate, sorbitan stearate, sorbitan oleate, oleylalkanolamide, and PEG-30 dimerized hydroxystearate, and
[0086] v) An oil-in-water emulsion system (S2) comprising 2% to 10% by weight, comprising at least one element from the group consisting of: 20 mol of ethylene oxide-polyethoxylated sorbitan oleate, 20 mol of ethylene oxide-polyethoxylated sorbitan laurate, 20 mol of ethylene oxide-polyethoxylated sorbitan stearate, 6 mol of ethylene oxide-polyethoxylated tridecyl alcohol, 7 mol of ethylene oxide-polyethoxylated lauryl alcohol, polyglycerol-10 laurate, polyglycerol-6 laurate, and a mixture of polyglycerol-6 laurate and polyglycerol-6; the sum of the weight proportions of the compounds according to c1), c2), c3), c4), and c5) equals 100% by weight.
[0087] - In formula (II), R2-(C=O), R3-(C=O) and R4-(C=O) are the same or different and represent saturated or unsaturated, straight-chain or branched acyl groups of elements selected from the group consisting of: ricinoleyl (or 12-hydroxy-9-cis-octadecenoyl), palmitoyl (or hexadecanoyl), stearyl (or octadecanoyl), oleyl (or (9Z)-octadecenoyl), linoleyl (or (9Z,12Z)-octadec-9,12-dienoyl), α-linolenic acid (or (9Z,12Z,15Z)-octadec-9,12,15-trienoyl) and 9,10-dihydroxyoctadecanoyl (or 9,10-dihydroxystearoyl) groups, or mixtures thereof.
[0088] The sum of -x + y + z is greater than or equal to 30 and less than or equal to 50.
[0089] - The compound having formula (II) is selected from hydrogenated castor oil polyoxylated with ethylene oxide in amounts between 30 and 100 mol, such as hydrogenated castor oil polyoxylated with 30 mol of ethylene oxide, hydrogenated castor oil polyoxylated with 40 mol of ethylene oxide, or hydrogenated castor oil polyoxylated with 50 mol of ethylene oxide.
[0090] -Composition (C1) contains, per 100% by weight:
[0091] i) Ethanol from 55% to 85%
[0092] ii) Glycerin from 0% to 5% by weight
[0093] iii) at least one water-in-oil emulsion (E) comprising, by weight, from 0.5% to 3%, wherein each 100% of its own weight contains:
[0094] o From 10% to 90% by weight of a crosslinked anionic polyelectrolyte (P), comprising per 100 mol%: between 20 mol% and 90 mol% of the monomer unit produced from free acid or in partially or fully salted form of 2-methyl-2-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid; between 10 mol% and 80 mol% of the monomer unit produced from acrylamide; and a proportion greater than 0 mol% and less than or equal to 1 mol% of the monomer unit produced from methylenebis(acrylamide) or triallylamine.
[0095] o A fatty phase consisting of 5% to 50% by weight of at least one oil (O), wherein the at least one oil (O) is selected from isohexadecane and C 13-14 Elements in a group consisting of a mixture of isoparaffins.
[0096] o Water from 1% to 50% by weight,
[0097] o A water-in-oil emulsion system (S1) comprising 0.5% to 10% by weight, comprising at least one element from the group consisting of: sorbitan oleate, oleylalkanolamide, and PEG-30 dimerized hydroxystearate, and
[0098] o A water-in-oil emulsion system (S2) comprising 2% to 10% by weight, comprising at least one element from the group consisting of: 20 mol of ethylene oxide polyethoxylated sorbitan oleate, 20 mol of ethylene oxide polyethoxylated sorbitan laurate, 20 mol of ethylene oxide polyethoxylated sorbitan stearate, 6 mol of ethylene oxide polyethoxylated tridecyl alcohol, 7 mol of ethylene oxide polyethoxylated lauryl alcohol, polyglycerol-10 laurate, polyglycerol-6 laurate, and a mixture of polyglycerol-6 laurate and polyglycerol-6;
[0099] The sum of the weight percentages of these four compounds equals 100% by weight.
[0100] iv) at least one compound of formula (II) in weight of 0.5% to 5%, which is castor oil polyoxylated with 40 mol of ethylene oxide.
[0101] Within the meaning of this patent application, the term "emollient" should be understood to mean compounds that come into contact with the skin and are characterized by their ability to fill the intercellular spaces between keratinocytes (cells of the stratum corneum of the epidermis); they also limit water evaporation from the epidermis, but to a lesser extent than occlusive agents.
[0102] Within the meaning of this patent application, the term "moisturizer" should be understood to mean that a compound has a "moisturizing effect" when it comes into contact with the skin.
[0103] Within the meaning of this patent application, the term "moisturizing effect" should be understood to mean an increase in the hydration of the stratum corneum resulting from the topical application of a chemical substance or chemical composition to the surface of the skin to be treated.
[0104] As defined above, a compound having formula (III) refers to diglycerol when p equals 2, triglycerol when p equals 3, tetraglycerol when p equals 4, pentaglycerol when p equals 5, and hexaglycerol when p equals 6.
[0105] In formula (IV) as defined above, reducing sugars are sugar derivatives whose structure does not exhibit a glycosidic bond between the anomeric carbon and the oxygen in the acetal group, as defined in the following reference publication: "Biochemistry", Daniel Voet / Judith G. Voet, p. 250, John Wiley & Sons, 1990. Oligomeric structures (G) x It can exist in all forms of isomerism, whether it is optical isomerism, geometric isomerism or positional isomerism; it can also represent a mixture of isomers.
[0106] In the definition of a water-in-oil emulsion (E) present in the composition (C1) which is the subject of this invention, a crosslinked anionic polyelectrolyte (P) refers to a nonlinearly crosslinked anionic polyelectrolyte existing in a three-dimensional network state, which is insoluble in water but can swell in water and result in a chemical gel.
[0107] According to another specific aspect of the invention, the crosslinked anionic polyelectrolyte (P) is composed of elements from the group consisting of: homopolymers of 2-methyl-2-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid, partially or fully salted in sodium or ammonium salt form and crosslinked with triallylamine and / or methylene bis(acrylamide); copolymers of 2-methyl-2-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid, partially or fully salted in sodium or ammonium salt form and acrylic acid, partially or fully salted in sodium or ammonium salt form and crosslinked with triallylamine and / or methylene bis(acrylamide); and 2-methyl-2-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid, partially or fully salted in sodium or ammonium salt form and crosslinked with triallylamine and / or methylene bis(acrylamide); A copolymer of 2-methyl-2-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid (γ) and partially or fully salted acrylic acid (δ) in sodium salt form, crosslinked by triallylamine and / or methylene bis(acrylamide) in a molar ratio (γ) / (δ) greater than or equal to 30 / 70 and less than or equal to 90 / 10; a copolymer of 2-methyl-2-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid (γ) and partially or fully salted acrylic acid (δ) in sodium salt form, crosslinked by triallylamine and / or methylene bis(acrylamide) in a molar ratio (γ) greater than or equal to 40 / 6 ... / (δ) greater than or equal to 40 / 60 and less than or equal to 90 / 10; a copolymer of 2-methyl-2-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid (γ) and partially or fully salted acrylic acid (δ) in sodium salt form, crosslinked by triallylamine and / or methylene bis(acrylamide). A copolymer of 2-methyl-2-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid (γ) and acrylamide (ε) in a molar ratio (γ) / (ε) 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-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid (γ) and hydroxyethyl acrylate (ζ) in a molar ratio (γ) / (ζ ... greater than or equal to 30 / 70 and less than or equal to 90 / 10, crosslinked by triallylamine and / or methylene bis(acrylamide) in a molar ratio (γ) / (ζ) 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-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid (γ) in a molar or ammonium salt form. [(1-oxo-2-propenyl)amino]-1-propanesulfonic acid, acrylamide, and acrylic acid partially or fully salted in sodium or ammonium salt form, crosslinked with triallylamine and / or methylene bis(acrylamide); a terpolymer of 2-methyl-2-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid partially or fully salted in sodium or ammonium salt form, acrylamide in a molar ratio of ≥30% and ≤45%, and acrylic acid partially or fully salted in sodium or ammonium salt form, crosslinked with triallylamine and / or methylene bis(acrylamide);A terpolymer crosslinked with triallylamine and / or methylenebis(acrylamide) in the form of sodium or ammonium salts, comprising ≥30% and ≤45% molar proportions of 2-methyl-2-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid, ≥47% and ≤68% molar proportions of acrylamide, and ≥2% and ≤8% molar proportions of acrylic acid, ...
[0108] In the definition of emulsion (E) present in the composition (C1) which is the subject of this invention, oil (O) specifically refers to:
[0109] - Straight-chain alkanes containing 11 to 19 carbon atoms;
[0110] - Branched alkanes containing 7 to 40 carbon atoms, such as isododecane, isopentadecane, isohexadecane, isohexadecane, isohexadecane, isohexadecane, isohexadecane, isohexadecane, or mixtures thereof, as those mentioned below and identified by their INCI names: C 7-8 Isoalkanes, C 8-9 Isoalkanes, C 9-11 Isoalkanes, C 9-12 Isoalkanes, C 9-13 Isoalkanes, C 9-14 Isoalkanes, C 9-16 Isoalkanes, C 10-11 Isoalkanes, C 10-12 Isoalkanes, C 10-13 Isoalkanes, C 11-12 Isoalkanes, C 11-13 Isoalkanes, C 11-14 Isoalkanes, C 12-14 Isoalkanes, C 12-20 Isoalkanes, C 13-14 Isoalkanes, C 13-16 Isoalkanes;
[0111] - Cycloalkanes optionally substituted with one or more straight-chain or branched alkyl groups;
[0112] - White mineral oil, such as those sold under the name Marcol TM 52. Marcol TM 82. Drakeol TM 6VR, Eolane TM 130. Eolane TM 150;
[0113] - Hemisqualane (or 2,6,10-trimethyldodecane; CAS No.: 3891-98-3), squalane (or 2,6,10,15,19,23-hexamethyltetracosane), hydrogenated polyisobutylene or hydrogenated polydecene;
[0114] - A mixture comprising alkanes from 15 to 19 carbon atoms, said alkanes being straight-chain alkanes, branched alkanes, and cycloalkanes, and more particularly a mixture (M1) comprising, per 100% of its weight, greater than or equal to 90% and less than or equal to 100% by weight of branched alkanes; greater than or equal to 0% and less than or equal to 9%, and more particularly less than 5% by weight of straight-chain alkanes; and greater than or equal to 0% and less than or equal to 1% by weight of cycloalkanes, for example, under the name Emogreen. TM L15 or Emogreen TM The mixture sold by L19;
[0115] - Fatty alcohol ethers of formula (V):
[0116] -Z1-O-Z2 (V),
[0117] Where Z1 and Z2 are the same or different, they represent straight-chain or branched alkyl groups containing 5 to 18 carbon atoms, such as dioctyl ether, didecyl ether, bis(dodecyl) ether, dodecyl octyl ether, bis(hexadecyl) ether, 1,3-dimethylbutyltetradecyl ether, 1,3-dimethylbutylhexadecyl ether, bis(1,3-dimethylbutyl) ether or dihexyl ether;
[0118] - Monoesters of fatty acids and alcohols having formula (VI):
[0119] -R'1-(C=O)-O-R'2 (VI),
[0120] Where R'1-(C=O) represents a saturated or unsaturated, straight-chain or branched acyl group containing 8 to 24 carbon atoms, and R'2, independent of R'1, represents a saturated or unsaturated, straight-chain or branched hydrocarbon chain containing 1 to 24 carbon atoms, such as 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 Esters, 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 isostearate.
[0121] - Diesters of fatty acids and glycerol having formula (VII) and formula (VIII):
[0122] R'3-(C=O)-O-CH2-CH(OH)-CH2-O-(C=O)-R'4(VII)
[0123] R'5-(C=O)-O-CH2-CH[O-(C=O)-R'6]-CH2-OH(VIII),
[0124] In formulas (VII) and (VIII), R'3-(C=O), R'4-(C=O), R'5-(C=O) and R'6-(C=O), whether the same or different, represent acyl groups that are saturated or unsaturated, straight or branched, containing 8 to 24 carbon atoms.
[0125] - Triesters containing fatty acids and glycerol of formula (IX):
[0126] R'7-(C=O)-O-CH2-CH[O-(C=O)-R”8]-CH2-O-(C=O)-R”9(IX),
[0127] R'7-(C=O), R'8-(C=O), and R'9-(C=O), whether the same or different, represent acyl groups that are saturated or unsaturated, straight or branched, containing 8 to 24 carbon atoms.
[0128] According to another specific aspect of the invention, the oil (O) is selected from undecane, tridecane, isododecane, or isohexadecane, and mixtures of isoparaffins such as C 11-13 Mixture of isoparaffins, C 11-14 Mixture of isoparaffins, C 12-14 Mixture of isoparaffins, C 13-14 Mixtures of isoparaffins or under the trade name Isopar TM M sells mixtures, C 13-16 Mixtures of isoalkanes, mixtures of alkanes and isoalkanes and cycloalkanes as defined above (M1) and under the name Emogreen TM L15, Emogreen TM L19, Emosmart TM L15, Emosmart TM L19 or Emosmart TM V21 sells a mixture; under the name Marcol TM 52. Marcol TM 82. Drakeol TM 6VR, Eolane TM 130 or Eolane TM White mineral oil sold for 150; hemisqualane, squalane, hydrogenated polyisobutylene or hydrogenated polydecene; dioctyl ether or didecyl ether; isopropyl myristate, hexyl palmitate, octyl palmitate, isostearate, octyl / decyl triglyceride, hexadecyl / octadecyl triglyceride or triglycerides produced from rapeseed oil, sunflower oil, linseed oil or palm oil.
[0129] In the emulsion (E) present in the composition (C1) which is the subject of this invention, the water-in-oil emulsion system (S1) consists of a single emulsifying surfactant or a mixture of emulsifying surfactants, provided that the resulting emulsion system (S1) has a sufficiently low HLB (hydrophilic-lipophilic balance) value to induce the formation of a water-in-oil emulsion.
[0130] Examples of emulsifying surfactants present in water-in-oil systems (S1) include esters of dehydrated hexitols and esters of saturated or unsaturated, straight-chain or branched aliphatic carboxylic acids comprising 12 to 22 carbon atoms optionally substituted with one or more hydroxyl groups, and more particularly selected from esters of dehydrated hexitols and dehydrated mannitols and esters of saturated or unsaturated, straight-chain or branched aliphatic carboxylic acids comprising 12 to 22 carbon atoms optionally substituted with one or more hydroxyl groups.
[0131] According to another specific aspect of the invention, at least one surfactant present in the water-in-oil emulsion system (S1) is selected from elements of the group consisting of: dehydrated sorbitol laurate, for example, under the name Montane TM Those sold in 2020, dehydrated sorbitan palmitate, such as those sold under the name Montane TM Those sold for 40, dehydrated sorbitan stearate, such as those under the name Montane TM Those sold at 60, dehydrated sorbitan oleate, such as those under the name Montane TM Those sold for 80, dehydrated sorbitan sesquioleate, such as those sold under the name Montane TM Those sold at 85% are sorbitol trioleate, for example, under the name Montane. TM Those sold in 83, such as sorbitol isolarate and sorbitol isostearate, are for example, under the name Montane. TM Those sold in 70 are: mannitol laurate, mannitol oleate, or mixtures of these esters; oleoyl alkanolamides; polyesters with a molecular weight between 1000 and 3000 and produced by the condensation of poly(isobutylene)succinic acid or its anhydrides, such as Hypermer. TM 2296, or by the trade name Simaline TM The mixture sold by IE 501A has a polydiol polyhydroxystearate of formula (X):
[0132]
[0133] In formula (X), y2 represents an integer greater than or equal to 2 and less than or equal to 50, Z4 represents a hydrogen atom, a methyl group, or an ethyl group, and Z3 represents a group having formula (XI):
[0134]
[0135] In formula (XI), 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 group having formula (XI) as defined above, wherein Z'3 is the same as or different from Z3; or a hydrogen atom.
[0136] Examples of water-in-oil emulsifying surfactants of formula (X) that can be used to prepare emulsified systems (S1) include those named Simaline. TM WO sells PEG-30 dimerhydroxystearate, or products containing PEG-30 dimerhydroxystearate and marketed under the name Simaline. TM IE 201 A and SimalineTM IE 201 B sells mixtures, or contains trimethylolpropane-30 trihydroxystearate under the name Simaline. TM The mixture sold by IE 301 B.
[0137] Among the surfactants in the oil-in-water emulsion system (S2), the following can be mentioned:
[0138] - Ethoxylated fatty alcohols whose aliphatic hydrocarbon chains contain 8 to 14 carbon atoms and whose number of ethylene oxide units is between 5 and 40, such as ethoxylated lauryl alcohol (INCI name: lauryl ether-7) with 7 mol of ethylene oxide or tridecyl alcohol (INCI name: tridecyl alcohol ether-6) with 6 mol of ethylene oxide.
[0139] -Ethoxylated sorbitol esters, whose aliphatic hydrocarbon chains contain 12 to 22 carbon atoms and whose number of ethylene oxide units is between 5 and 40, such as ethoxylated sorbitol oleate (trade name Montanox) with 20 mol of ethylene oxide. TM 80 (for sale), containing 20 mol of ethylene oxide ethoxylated dehydrated sorbitan laurate (trade name Montanox) TM 20 (for sale), using 20 mol of ethylene oxide polyethoxylated dehydrated sorbitan palmitate (produced by SEPPIC under the name Montanox) TM 40 (for sale), or with 20 mol of ethylene oxide polyethoxylated dehydrated sorbitan stearate (produced by Seppic Corporation under the name Montanox). TM (For sale at 60);
[0140] -Ethoxylated alkylphenols, such as ethoxylated nonylphenol and ethoxylated octylphenol; or
[0141] -Ethoxylated castor oil, such as ethoxylated castor oil with 40 mol of ethylene oxide (trade name Simulsol) TM OL 50 for sale),
[0142] - Polyethoxylated sorbitan hexaoleate (produced by Sepico under the name Simaline) TM IE 400 for sale),
[0143] - Polyglycerol esters, and more particularly polyglycerol esters of formula (XII):
[0144] R”1-(C=O)-[O-CH2-CH(OH)-CH2] p” -OH (XII),
[0145] in:
[0146] *p represents an integer greater than or equal to 1 and less than or equal to 15, 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.
[0147] *The R”1-(C=O)- group represents at least one saturated or unsaturated, straight-chain or branched aliphatic group comprising 6 to 22 carbon atoms, more particularly 8 to 18 carbon atoms, and even more particularly the R1-(C=O)- group is selected from at least one element from the group consisting of octanoyl, decanoyl, ω-undecenoyl, dodecanoyl, tetradecanoyl, hexadecanoyl, octadecanoyl, 9-octadecenoyl or 9,12-octadecadienoyl.
[0148] - A mixture of polyglycerol esters and polyglycerol, more specifically indicated by composition (Ce), which per 100% of its weight comprises:
[0149] *At least one compound having formula (XIII) in amounts ranging from 10% to 60% by weight, more particularly from 15% to 60% by weight, and very particularly from 15% to 50% by weight:
[0150] HO-[CH2-CH(OH)-CH2-O] n” -H(XIII)
[0151] Where n” represents an integer greater than or equal to 1 and less than or equal to 15;
[0152] * At least one compound having formula (XII) as defined above, comprising from 40% to 90% by weight, more particularly from 40% to 85% by weight, and very particularly from 50% to 85% by weight.
[0153] According to another, or even more specific, aspect of the invention, in the composition (Ce) as defined above, n” equals 10, p” equals 10, and R”1-(C=O)- group is dodecanoyl; n” equals 6, p” equals 10, and R”1-(C=O)- group is dodecanoyl; n” equals 6, p” equals 6, and R”1-(C=O)- group is dodecanoyl; n” equals 1, p” equals 10, and R1-(C=O)- group is dodecanoyl.
[0154] -Alkyl polyglycosides, more particularly represented by compositions (C'2) of alkyl polyglycosides represented by formula (XIV):
[0155] R2-O-(G) x '-H(XIV)
[0156] Where x' represents a decimal between 1.05 and 2.5, G represents glucosyl or α,β-D-glucopyranosyl, which is obtained by removing the hemiacetal hydroxyl group from α,β-D-glucopyranosyl, and R'2 represents a group selected from the following elements: n-octyl, n-decyl, n-dodecyl, n-tetradecyl, n-hexadecyl, n-octadecyl, n-eicosyl, and n-benzylene.
[0157] More specifically, R'2 represents a group consisting of an element selected from the group consisting of n-octyl, n-decyl, n-dodecyl, n-tetradecyl, and n-hexadecyl, and x' represents a decimal greater than or equal to 1.05 and less than or equal to 2.5, more specifically greater than or equal to 1.05 and less than or equal to 2.0, and even more specifically greater than or equal to 1.15 and less than or equal to 2.0.
[0158] -A mixture of alkyl polyglycosides and fatty alcohols, and more particularly those represented by combinations of fatty alcohols having the formula (XV) (C'2):
[0159] R' 21 -OH (XV),
[0160] Where R' 21 The same as or different from R'2 indicates a group consisting of elements selected from the following groups: n-octyl, n-decyl, n-dodecyl, n-tetradecyl, n-hexadecyl, n-octadecyl, n-eicosyl, and n-sorbenyl.
[0161] More specifically, the emulsifier constituting the oil-in-water emulsion system (S2) is a composition (C”2) that comprises, per 100% by weight:
[0162] *At least one composition (C'2) represented by formula (XIV) comprising, by weight, from 10% to 50%, more particularly from 15% to 40%, and even more particularly from 20% to 30%, of at least one element selected from the group consisting of: n-octyl, n-decyl, n-dodecyl, n-tetradecyl, and n-hexadecyl; G representing glucosyl or α,β-D-pyranoglucosyl, obtained by removing the hemiacetal hydroxyl group from α,β-D-pyranoglucose; and x' representing a decimal greater than or equal to 1.05 and less than or equal to 2.0.
[0163] *At least one fatty alcohol having the formula (XV) comprising, by weight, 90% to 50%, more particularly 85% to 60%, and even more particularly 80% to 70%, of a weight, wherein R' 21Similar to R'2, it represents a group consisting of at least one element selected from the group consisting of: n-octyl, n-decyl, n-dodecyl, n-tetradecyl, and n-hexadecyl.
[0164] The water-in-oil emulsion (E) present in the composition (C1) that is the subject of this invention is prepared by a "reverse emulsion polymerization" method, which is well known to those skilled in the art and includes the following stages:
[0165] -Stage a) Prepare an aqueous phase comprising water, water-soluble monomers and crosslinking monomers (CA), as well as commonly used additives (such as chelating agents);
[0166] -Stage b) Mix the oil phase (O) with the water-in-oil emulsion system (S1);
[0167] - Stage c) The aqueous and oil phases prepared during the previous stage are mixed and emulsified using a rotor-stator type agitator;
[0168] -Stage d) Impart inertness with nitrogen gas;
[0169] - Stage e) Initiates the polymerization reaction by introducing a free radical initiator and optionally a co-initiator into the emulsion formed in c); then allows the reaction to occur;
[0170] - Stage f) Introduce the oil-in-water emulsion system as defined above (S2) at a temperature of less than or equal to 50°C.
[0171] According to the specific aspects of the method defined above, the polymerization reaction in stage e) generates bisulfite (HSO3) ions. - The redox pairs of ions (such as cumene hydroperoxide / sodium metabisulfite (Na2S2O5) pair or cumene hydroperoxide / thionyl chloride (SOCl2) pair) are initiated at a temperature less than or equal to 10 °C, with the addition of a polymerization co-initiator (such as azobis(isobutyronitrile)) if desired, and then carried out quasi-adiabatically until the temperature is greater than or equal to 50 °C, or by controlling the temperature.
[0172] According to another specific aspect of the method as defined above, the reaction medium produced by stage e) is concentrated by distillation before stage f).
[0173] According to another specific aspect of the method as defined above, the aqueous phase prepared in stage a) may contain a chain-reducing agent, which is designed to reduce the length of the polymer chains formed and increase the branching degree of the polymer in order to change the rheological properties.
[0174] Among the chain-reducing agents applicable to the methods defined above, methanol, isopropanol, butanediol, 2-mercaptoethanol, mercaptoacetic acid, formic acid, or salts thereof may be mentioned.
[0175] According to a specific aspect of the composition (C1) that is the subject of this invention, R2-(C=O), R3-(C=O) and R4-(C=O) in formula (II) may be the same or different, representing a saturated straight-chain acyl group containing 16 to 24 carbon atoms, and more particularly at least one element from the group consisting of: palmitoyl (or hexadecanoyl), stearoyl (or octadecanoyl), 12-hydroxyoctadecanoyl, 9,10-dihydroxyoctadecanoyl (or 9,10-dihydroxystearoyl), arachidoyl and behenanoyl.
[0176] Within the meaning of this invention, castor oil should be understood to refer to a composition containing, by weight, at least 99% or more of at least one triglyceride, said triglyceride being a compound having the formula (XVI):
[0177] R2-C(=O)-O-CH2-CH[OC(=O)-R3]-CH2-OC(=O)-R4(XVI)
[0178] R2-C(=O)-, R3-C(=O)-, and R4-C(=O)- are the same.
[0179] Depending on the specific aspect, within the meaning of this invention, castor oil refers to a mixture comprising, by weight, 2% to 3% of a triglyceride of formula (I) having the following composition per 100% of the weight: a triglyceride of formula (XVI) having the following composition, wherein the R2-C(=O)-, R3-C(=O)-, and R4-C(=O)- groups represent palmitoyl groups.
[0180] And / or a triglyceride of formula (I) in an amount between 8% and 20% by weight, wherein the R2-C(=O)-, R3-C(=O)- and R4-C(=O)- groups represent stearoyl groups, and / or a triglyceride of formula (I) in an amount between 80% and 95% by weight, wherein the R2-C(=O)-, R3-C(=O)- and R4-C(=O)- groups represent 12-hydroxystearoyl groups, and / or a triglyceride of formula (I) in an amount between 0% and 5% by weight, wherein the R2-C(=O)-, R3-C(=O)- and R4-C(=O)- groups represent 9,10-dihydroxyoctadecanoyl groups.
[0181] According to another subject matter, the subject matter of the present invention is a method for preparing a composition (C1) as defined and described above, said method comprising the following stages:
[0182] - Stage a Preparation of emulsion (E),
[0183] - Stage b At a temperature of 20°C and with mechanical stirring at a speed between 500 and 1000 rpm, the emulsion (E) is added to the desired amount of water that has been pre-filled into a beaker of appropriate volume. Stirring continues until an aqueous gel is obtained.
[0184] - Stage c Add the desired amount of ethanol to the solution. Stage b The gel is produced to obtain a homogeneous mixture in gel form, the addition is carried out at a temperature of 20°C and under mechanical stirring at a speed between 500 and 1000 rpm.
[0185] - Stage d The compound having formula (II) was added to a mixture of [amount] at a temperature between 20°C and 35°C and with mechanical stirring at a speed between 500 and 1000 rpm. Stage c In the mixture produced.
[0186] -Optional Stage e At a temperature between 20°C and 35°C and with mechanical stirring at a speed between 500 and 1000 rpm, add at least one emollient and / or moisturizer as defined above to the mixture. Stage d The mixture produced.
[0187] According to alternative forms of the method that is the subject of this invention and as described above, Stage b The following is composed of: Stage c' ): Add the desired amount of ethanol and a mixture of a compound having formula (II) (previously prepared separately) to a solution containing ethanol. Stage b The gel is produced; stage c′) is carried out at a temperature between 20°C and 35°C and with mechanical stirring at a speed between 500 and 1000 rpm. The optional stage e) remains unchanged.
[0188] The emulsion (E) can be commercially available, such as a self-reversible reversible emulsion sold under the trade name Sepigel. TM 305, Simulgel TM 600, Simulgel TM EG, Simulgel TM NS, Simulgel TM INS100, Simulgel TM FL, Simulgel TM SMS 88, SepiplusTM 400, Sepiplus TM 265 and Sepiplus TM 800.
[0189] The emulsion (E) can also be prepared by reverse emulsion free radical polymerization, a method well known to those skilled in the art and comprising the following stages:
[0190] a') An aqueous phase is prepared by mixing water with water-soluble monomers, crosslinking monomers, at least one chelating agent, and optionally other additives known to those skilled in the art as described above;
[0191] b') Prepare an organic phase comprising at least one oil (O) and a water-in-oil emulsified surfactant system (S1).
[0192] c') The aqueous phase prepared in stage a') and the organic phase prepared in stage b') are mixed and emulsified to form an emulsion.
[0193] d') Impart inertness to the emulsion using nitrogen gas.
[0194] e') Initiating the polymerization reaction by introducing a free radical initiator into the inert emulsion, and
[0195] f') At a temperature between 30°C and 60°C, an oil-in-water emulsified surfactant system (S2) is introduced into the reaction medium generated by stage e').
[0196] Depending on the specific circumstances, the methods used to prepare emulsions (E) may exhibit one or more of the following characteristics:
[0197] -The method includes a step between step a') and step b') of adding a solution selected from sodium hydroxide solution, potassium hydroxide solution, ammonium hydroxide solution, monoethanolamine salt solution and lysine salt solution to the aqueous phase prepared in step a').
[0198] - In stage e'), the free radical initiator is the one that generates bisulfite (HSO3). - Redox pairs of ions, such as cumene hydroperoxide / sodium metabisulfite (Na2S2O5) pair or cumene hydroperoxide / thionyl chloride (SOCl2) pair;
[0199] - In stage e'), a polymerization co-initiator, preferably azobis(isobutyronitrile), is introduced into the inert emulsion;
[0200] - In stage a'), the pH of the aqueous phase is adjusted to be between 3.0 and 7.0, more particularly between 3.5 and 6.5, and even more particularly between 4.0 and 6.5;
[0201] - Prior to stage f'), the reaction medium produced by stage e') is concentrated by distillation.
[0202] Another subject of the invention is a method for disinfecting hands, characterized in that it includes at least one stage A of applying a composition (C1) according to the invention to the skin of said hands.
[0203] In other words, the subject of this invention is the use of the composition (C1) for disinfecting the hands by applying the composition (C1) to the skin of the hands.
[0204] The method for disinfecting hands may additionally include a step B of rubbing the hands after step A.
[0205] The composition (C1) according to the invention can be packaged in the form of a bottle, spray bottle, pump-operated spray, ball or tube, and more particularly in the form of a spray bottle or pump-operated spray.
[0206] Therefore, another subject of the invention is a container, preferably a bottle, comprising a spraying device and a packaging device, and containing a composition according to the invention (C1). According to a specific aspect, the spraying device included in the container, which is the subject of the invention, is a manual pump.
[0207] Therefore, the composition (C1) according to the invention can be applied to the palm of the hand, causing the hand to rub against the other hand, or the hand can be used to apply the composition (C1) according to the invention to another part of the body, preferably to the forearm of the other hand, so as to rub it on said other part.
[0208] The following examples illustrate the invention, but do not limit the invention.
[0209] I - Preparation and evaluation of the compositions and comparative compositions according to the present invention.
[0210] I-1. Preparation of the composition according to the present invention and the comparative composition
[0211] Three water-alcohol compositions (referred to as (F1) to (F3)) and ten comparative compositions (referred to as (F'1) to (F')) according to the present invention were prepared. 10 The weight proportions of their composition are shown in Tables 1 and 2 below.
[0212] The common preparation method for these compositions is as follows:
[0213] [Table 1]
[0214]
[0215] The composition according to the invention
[0216] [Table 2]
[0217]
[0218] Comparative Composition
[0219] (1): Simulgel TM 600 is a self-reversible reverse latex (INCI name: acrylamide / sodium acryloyl dimethyl taurate copolymer & isohexadecane & polysorbate 80), provided in the form of a water-in-oil emulsion in the presence of dehydrated sorbitan oleate in a water-in-oil surfactant system of a reverse emulsion. Its polymer backbone contains acrylamide monomer and 2-methyl-2-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid monomer and methylenebisacrylamide in sodium salt form.
[0220] (2)(IL1): is a self-reversible reverse latex, provided in the form of a water-in-oil emulsion in the presence of dehydrated sorbitan oleate in the water-in-oil surfactant system of the reverse emulsion and lauryl alcohol with 7 mol of ethylene oxide in the oil-in-water surfactant system of the reverse emulsion. It contains an aqueous phase containing polymers, the polymer backbone of which contains acrylamide monomers and 2-methyl-2-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid monomers and methylenebisacrylamide in the form of sodium salts, and its oil phase is C13-14 isoparaffins.
[0221] The emulsion (IL1) was prepared according to the method described above for emulsion (E).
[0222] (3): Simulsol TM P23 is lauryl alcohol ethoxylated with 23 mol of ethylene oxide (MW = 1198).
[0223] (4): PEG-25 hydrogenated castor oil (INCI name) is castor oil with 25 mol of hydrogenated and ethoxylated ethylene oxide.
[0224] (5): PEG-30 hydrogenated castor oil (INCI name) is castor oil with 30 mol of hydrogenated and ethoxylated ethylene oxide.
[0225] (6): Montanox TM 80 is an ethoxylated dehydrated sorbitol monooleate containing 20 mol of ethylene oxide.
[0226] (7): Montanox TM 20 is an ethoxylated dehydrated sorbitol monolaurate containing 20 mol of ethylene oxide (MW = 1226).
[0227] (8): Oramix TM CG 110 is an aqueous composition comprising octanoyl glucoside and decanoyl glucoside.
[0228] (9): Sepiclear TM G7 is an aqueous composition containing n-heptyl glucoside.
[0229] I-2. Evaluation of the composition according to the invention and the comparative composition
[0230] The water-alcohol compositions (F1) to (F3) prepared according to the invention and the comparative water-alcohol compositions (F'1) to (F'2) prepared accordingly were compared. 10 The mixture was then stored in an insulated climate chamber regulated at 25°C for 7 days. At the end of this 7-day period, each water-alcohol composition was evaluated by the following measurements:
[0231] - After a 7-day storage period at 25°C, the dynamic viscosity (μ) at 25°C was measured using a Brookfield LVT viscometer equipped with a suitable rotor at a speed of 6 revolutions per minute (S6).
[0232] -Use the product name HF Scientific TM The haze of a water-alcohol composition at 25°C was measured using a DRT100B optical turbidimeter (pre-calibrated with formalin solution (0.9 NTU)); the haze measurements are expressed in NTU units.
[0233] - After a 7-day storage period at 25°C, the appearance of the prepared water-alcohol compositions was visually evaluated; the visual appearance of each water-alcohol composition was recorded by the experimenter and defined as clear (CR), turbid (CY), or turbid-heterogeneous (CY-H) depending on the specific circumstances.
[0234] The results obtained for the water-alcohol compositions (F1) to (F3) according to the present invention and the comparative water-alcohol compositions (F′1) to (F′10) are given in Tables 3 and 4 below, respectively.
[0235] [Table 3]
[0236]
[0237] Evaluation of the composition according to the invention
[0238] [Table 4]
[0239]
[0240] Evaluation of comparative compositions
[0241] I-3. Analysis and Commentary on the Results Obtained
[0242] a) present in comparative compositions (F'7), (F'8), (F'9) and (F' 10 The use of solubilizers known to those skilled in the art (e.g., Polysorbate 80, Polysorbate 20, octanoyl / decanoyl glucoside or n-heptyl glucoside) in the present invention does not enable the achievement of a transparent water-alcohol composition, i.e., a haze measurement of less than 25 NTU, while the composition of formula (F3), which also contains 1.8% reverse latex (IL1) and 3% glycerol, but also contains 4% by weight of a compound having formula (II) (PEG-30 hydrogenated castor oil), enables the achievement of a haze of less than 25 NTU.
[0243] b) Similarly, when the composition according to the invention contains Simulgel as a thickening ingredient... TM When selling emulsions (E) (or self-reversible inverted latex) of 600, the selection of compounds having formula (II) (PEG-30 hydrogenated castor oil) (e.g., PEG-30 hydrogenated castor oil or lauryl alcohol ethoxylated with 23 mol of ethylene oxide) compared to other solubilizers known to those skilled in the art makes it possible to obtain a transparent water-alcohol composition, i.e., one with a haze measurement of less than 25 NTU. Therefore, unlike comparative compositions (F'2) and (F'3) and comparative composition (F'1) which contains no solubilizer, water-alcohol compositions (F1) and (F2) are characterized by a clear physical appearance, a viscosity greater than or equal to 1500 mPa·s and less than or equal to 10000 mPa·s, and a haze of less than 25 NTU.
Claims
1. A composition (C1) for hand disinfection, the composition (C1) comprising: a) At least one alcohol having formula (I): R1-OH(I) Where R1 represents ethyl, b) At least one water-in-oil emulsion (E) comprising the following: - A cross-linked anionic polyelectrolyte (P) composed of the following: o At least one monomeric unit generated from free acid or in partially or fully salted form of 2-methyl-2-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid; o At least one monomer unit generated from at least one monomer selected from the group consisting of acrylamide, N,N-dimethylacrylamide, methacrylamide, N-isopropylacrylamide and N-(tert-butyl)acrylamide; o At least one monomer unit produced by a polyene crosslinking monomer (CA); -A fatty phase composed of at least one oil (O), -water, -Water-in-oil emulsion system (S1), and - Water-in-oil emulsion system (S2); c) At least one hydrogenated castor oil polyoxylated with 30 to 50 moles of ethylene oxide; and d) Water, Its features are, The composition (C1) comprises: a) Alcohols having formula (I) in amounts ranging from 55% to 85% by weight, b) The emulsion (E) at a weight of 0.5% to 2%, c) From 4% to 5% by weight of at least one of the hydrogenated castor oils, d) Water, ranging from 14% to 37% by weight. The sum of the weight proportions of components a), b), c), and d) is less than or equal to 100% by weight.
2. The composition (C1) according to claim 1, characterized in that, This water-in-oil emulsion (E) contains, per 100% by weight: - The cross-linked anionic polyelectrolyte (P) comprises 10% to 90% by weight; - The fatty phase, consisting of at least one oil (O), comprises 5% to 50% by weight; -Water content ranging from 1% to 50% by weight; - The water-in-oil emulsion system (S1) comprising 0.5% to 10% by weight; and - This oil-in-water emulsion system (S2) consists of 2% to 10% by weight; The sum of the weight percentages of the compounds equals 100% by weight.
3. The composition (C1) according to claim 1, characterized in that, The composition contains emollients and / or moisturizers.
4. The composition (C1) according to claim 3, characterized in that, The emollient and / or moisturizer is selected from elements in the group consisting of: urea, lactic acid, hydroxyurea, triethanolamine, 1,2-propanediol, sorbitol, xylitol, erythritol, glycerin, and compounds having formula (III). HO-[CH2-CH(OH)-CH2-O] p -H(III), In formula (III), p represents an integer greater than or equal to 2 and less than or equal to 6, and the compound (C) represented by formula (IV) A ): HO-CH2-(CHOH) m -CH2-O-(G) x -H(IV), In formula (IV), G represents a reducing sugar residue, m represents an integer equal to 2, 3 or 4, and x indicates the average degree of polymerization of the residue G, representing a decimal greater than 1 and less than or equal to 5.
5. The composition (C1) according to claim 4, characterized in that, The polyene crosslinking monomer (CA) is selected from methylene bis(acrylamide), ethylene glycol dimethacrylate, diethylene glycol diacrylate, ethylene glycol diacrylate, diallylurea, triallylamine, trimethylolpropane triacrylate, diallyloxyacetic acid or a salt thereof, or a mixture of these compounds.
6. The composition of claim 5 (C1), wherein the salt of diallyloxyacetic acid is sodium diallyloxyacetic acid.
7. The composition (C1) according to claim 2, characterized in that, The composition contains emollients and / or moisturizers.
8. The composition (C1) according to claim 7, characterized in that, The emollient and / or moisturizer is selected from elements in the group consisting of: urea, lactic acid, hydroxyurea, triethanolamine, 1,2-propanediol, sorbitol, xylitol, erythritol, glycerin, and compounds having formula (III). HO-[CH2-CH(OH)-CH2-O] p -H(III), In formula (III), p represents an integer greater than or equal to 2 and less than or equal to 6, and the compound (C) represented by formula (IV) A ): HO- CH2-(CHOH) m - CH2-O-(G) x -H(IV), In formula (IV), G represents a reducing sugar residue, m represents an integer equal to 2, 3 or 4, and x indicates the average degree of polymerization of the residue G, representing a decimal greater than 1 and less than or equal to 5.
9. The composition (C1) according to claim 8, characterized in that, The polyene crosslinking monomer (CA) is selected from methylene bis(acrylamide), ethylene glycol dimethacrylate, diethylene glycol diacrylate, ethylene glycol diacrylate, diallylurea, triallylamine, trimethylolpropane triacrylate, diallyloxyacetic acid or a salt thereof, or a mixture of these compounds.
10. The composition of claim 9 (C1), wherein the salt of diallyloxyacetic acid is sodium diallyloxyacetic acid.
11. The composition (C1) of any one of claims 1 to 10, wherein the at least one hydrogenated castor oil is PEG-30 hydrogenated castor oil.
12. The composition (C1) according to any one of claims 1 to 10, characterized in that, This cross-linked anionic polyelectrolyte (P) contains per 100 mol%: -The monomer unit produced by 2-methyl-2-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid in the form of free acid or partially or fully salted, between 20% and 90%; -The monomer unit produced by at least one monomer selected from the group consisting of acrylamide and N,N-dimethylacrylamide, in amounts between 10% and 80%; as well as - A proportion greater than 0 mol% and less than or equal to 1 mol% of monomer units produced from at least one polyene crosslinking monomer (CA) selected from methylenebis(acrylamide) and triallylamine.
13. The composition (C1) according to any one of claims 1 to 10, characterized in that, The oil (O) is selected from the following group of elements: undecane, tridecane, isododecane, isohexadecane, C 13-14 Mixtures of isoparaffins, squalane, hydrogenated polyisobutylene, or hydrogenated polydecene.
14. The composition (C1) according to any one of claims 1 to 10, characterized in that, The water-in-oil emulsion system (S1) contains at least one element from the group consisting of: sorbitol laurate, sorbitol palmitate, sorbitol stearate, sorbitol oleate, sorbitol sesquioleate, sorbitol trioleate, sorbitol isolarolate, sorbitol isostearate, oleylalkanolamide, PEG-30 dimer hydroxystearate, and trimethylolpropane-30 trimer hydroxystearate.
15. The composition (C1) according to any one of claims 1 to 10, characterized in that, The oil-in-water emulsion system (S2) comprises at least one element from the group consisting of: 20 mol of ethylene oxide-polyethoxylated sorbitan oleate, 20 mol of ethylene oxide-polyethoxylated sorbitan lauryl ester, 20 mol of ethylene oxide-polyethoxylated sorbitan palmitate, 20 mol of ethylene oxide-polyethoxylated sorbitan stearate, 6 mol of ethylene oxide-polyethoxylated tridecanool, 7 mol of ethylene oxide-polyethoxylated lauryl alcohol, a composition of alkyl polyglycosides, fatty alcohols and alkyl polyglycosides, polyglycerol esters, and a composition of polyglycerol esters and polyglycerol.
16. The composition (C1) according to any one of claims 1 to 10, characterized in that... The composition (C1) comprises: b) The emulsion (E) at a weight of 1.6% to 2%.
17. The composition (C1) according to any one of claims 1 to 10, characterized in that... The composition (C1) comprises: b) The emulsion (E) at a weight of 1.6% to 1.8%.
18. A method for disinfecting hands, characterized in that, It includes at least one stage A of applying the composition (C1) as defined in any one of claims 1 to 17 to the skin of the hand.
19. The method as described in claim 18, characterized in that, It includes stage B, which involves rubbing the hands after stage A.
20. A container comprising a manual pump device and a packaging device, and comprising the composition as defined in any one of claims 1 to 17 (C1).