Inverse latex for cosmetic compositions, which combines EDDS as a chelating agent with a polyelectrolyte containing AMPS and acrylamide
A self-reversible inverse latex using specific monomers and ethylenediaminedisuccinic acid as a metal ion sequestering agent addresses regulatory compatibility and metal contamination issues, ensuring consistent thickening and stability in cosmetic and pharmaceutical compositions.
Patent Information
- Application Number
- JP2022532797
- Authority / Receiving Office
- JP · JP
- Patent Type
- Patents
- Current Assignee / Owner
- Priority Date
- 2019-12-09
- Filing Date
- 2020-12-07
- Publication Date
- 2025-06-24
- Estimated Expiration
- 2040-12-07
AI Technical Summary
Existing inverse latex formulations for topical cosmetic and pharmaceutical compositions require a metal ion sequestering agent that is compatible with regulatory changes and effective in removing metal contaminants to ensure consistent polymerization and thickening properties.
A self-reversible inverse latex is developed using monomer units derived from 2-methyl-2-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid, acrylamide, and polyethylene crosslinking monomers, along with ethylenediaminedisuccinic acid in trisodium salt form, to form a crosslinked anionic polyelectrolyte, which is used in conjunction with specific emulsifying surfactants and a controlled polymerization process to create a stable emulsion.
The new inverse latex provides consistent thickening properties and stability in the presence of metal ions, ensuring reproducible performance and compliance with regulatory standards.
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Abstract
Description
Technical Field
[0001] The present invention relates to a self-invertible inverse latex containing a novel metal ion sequestering agent, to a process for preparing the self-invertible inverse latex, to the use of the self-invertible inverse latex as a thickening agent for preparing topical cosmetic or pharmaceutical compositions, and to the compositions thus prepared.
Background Art
[0002] Polymers are widely used today in topical cosmetic formulations and represent the second most widely used group of products in this type of formulation. Cosmetic compositions contain a polar phase, e.g., a phase consisting of water, and in most cases require the use of a rheology-modifying polymer to increase the viscosity of these polar phases and also to impart a well-defined rheological behavior.
[0003] Among the rheology-modifying polymers for polar phases, natural polymers or synthetic polymers, in particular linear or branched, crosslinked or non-crosslinked anionic or cationic or amphoteric polyelectrolyte types, may be mentioned. These polymers, once introduced into the polar phase, have the property of spreading under the influence of electrostatic repulsive forces due to the presence of (negative and / or positive) charges on the linear or branched, non-crosslinked or crosslinked polymer backbone. The rheology modifier provides both an increase in the viscosity of the polar phase and also a certain consistency in the use of the thickened cosmetic, skin cosmetic or skin pharmaceutical formulation and / or a stabilizing effect on the use.
[0004] To meet consumer needs and to improve topical cosmetic formulations, scientists have developed new innovative and diverse polymer systems. Thus, polymers used in topical cosmetics or dermatologicals can act as film formers, rheology modifiers, enable the stabilization of the fatty phase in an emulsion (water-in-oil or oil-in-water) or the stabilization of particles (pigments or fillers), or impart specific sensory properties after application to the skin (such as softness to the touch, ease of handling and application, freshness effect, etc.), and can also have a direct impact on the appearance of the formulation (translucent or opaque).
[0005] Rheology-modifying polymers for the aqueous phase, mainly polyelectrolytes, result from the radical polymerization of (meth)acrylate-type monomers, i.e., esters derived from acrylic acid or methacrylic acid, or derivatives of acrylamide.
[0006] Today, these polymers, which can be in the form of inverse latex, concentrated inverse latex, or powder, enable the satisfaction of customer needs from the perspective of thickening performance in polar solvents such as, for example, water. The aqueous gel obtained once these polymers are dispersed in water has a smooth appearance without particles or lumps, has specific sensory properties upon touch, and also has ease of handling and application.
[0007] The liquid form, or its concentrated liquid form, known by the name "self-reversible inverse latex" is a composition in the form of a water-in-oil emulsion, - an aqueous phase containing at least one polymer of the linear and / or branched and / or crosslinked anionic, or cationic, or amphoteric polyelectrolyte type by itself, - a fatty phase containing at least one oil, - at least one oil-in-water emulsifying surfactant (S1), - at least one water-in-oil emulsifying surfactant (S2) and said polymer is obtained by using an inverse emulsion radical polymerization process.
[0008] Radical polymerization is known for its sensitivity to the presence of even small amounts of impurities. Compounds that can cause a decrease in the rate of polymerization at low concentrations are known as inhibitors or retarders. However, the distinction between these two effects is not always straightforward, and the same compound can have both detrimental contributions depending on its concentration in the medium or the nature of the monomers and the reaction medium. The reproducible performance of thickening polymers with respect to the aqueous phase must be ensured in order to guarantee the consistent quality of topical cosmetic formulations containing these polymers. For this purpose, manufacturers must ensure that the polymerization reaction follows the same kinetics, more specifically with respect to the inhibition time, the exothermicity of the reaction (°C / min), and the total duration of the polymerization reaction over time. Considering these constraints, factors that can affect the initiation of radical polymerization reactions, such as the presence of oxygen, which can slow down the polymerization reaction by reacting with the generated radicals, are particularly noteworthy. These new peroxide radicals exhibit lower reactivity as their initiating ability decreases. This results in lower initiation steps and lower growth reaction rates, and thus ultimately leads to polymers with different thickening properties. It can thus be seen that the step of deoxygenating the medium, especially by purging with nitrogen before initiating the polymerization reaction, is therefore necessary.
[0009] Another factor that directly affects polymerization is, in sequence, the presence of metal species (Fe 2+ , Fe 3+ , Cu 2+ , …) that generate an inhibitory effect. In this case, inhibition can occur during the initiation stage by the reaction of the initiating radicals with the metal impurities, as a result of which the active radical centers can no longer fix another monomer unit at that time and become inactive during polymerization.
[0010] The metal ions mentioned above can potentially be derived from raw materials or equipment.
[0011] The monomers used for the preparation of self-reversible inverse latex may have trace amounts of metal cations. Similarly, it is not impossible to predict the presence of metal contaminants in industrial equipment undergoing polymerization reactions. In most cases, the equipment is made of stainless steel (commonly referred to as stainless steel), and there are several different types of stainless steel according to their composition. Stainless steel is an iron-based alloy to which nickel, chromium, or in some cases molybdenum is added. In the presence of oxygen, chromium can regenerate its surface chromium oxide layer, which is called a passivation layer, so it is chromium that gives stainless steel its antioxidant properties.
[0012] However, in the case of long-term contact with pollution sources, acids, moisture, sprays or iron-bearing dust, or in the case of deep scratches, it is not impossible for the protective layer to depassivate (and thus activate) at that time, and the stainless steel will oxidize more quickly than it can protect itself. In these cases, the appearance of rust can help understand which rust is the source of iron-based metal contaminants.
[0013] Considering the risks associated with the presence of all these metal contaminant sources, the use of metal ion sequestering agents is absolutely necessary. A commonly used product is the pentasodium salt of diethylenetriaminepentaacetic acid (brand name Versenex TM 80, also known as).
[0014] However, changes in European regulations regarding the classification of the pentasodium salt of diethylenetriaminepentaacetic acid have led to the search for alternative solutions as metal ion sequestering agents for the preparation of self-reversible inverse latex.
Summary of the Invention
Problems to be Solved by the Invention
[0015] The problem that then arises is to provide a new inverse latex using a new metal ion sequestering agent that is as efficient as the pentasodium salt of diethylenetriaminepentaacetic acid, which exhibits characteristics of greater compatibility with regulatory changes.
Means for Solving the Problem
[0016] The solution of the present invention is a) - at least one monomer unit derived from 2-methyl-2-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid in free acid form or in partially or fully chlorinated 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; and - at least one monomer unit derived from a polyethylene crosslinking monomer (AR) to form a crosslinked anionic polyelectrolyte (P); b) ethylenediaminedisuccinic acid in trisodium salt form which is a self-reversible inverse latex containing an aqueous phase.
[0017] In fact, the self-reversible inverse latex according to the present invention has the following characteristics: - The aqueous phase contains at least 0.01 mol% of ethylenediaminedisuccinic acid in trisodium salt form; - The polyethylene crosslinking monomer (AR) is selected from methylenebis(acrylamide), ethylene glycol dimethacrylate, diethylene glycol diacrylate, ethylene glycol diacrylate, diallyl urea, triallylamine, trimethylolpropane triacrylate, diallyloxyacetic acid or its salts such as sodium diallyloxyacetate, or mixtures of these compounds; - The crosslinking monomer (AR) is methylenebis(acrylamide) or triallylamine; - The crosslinked anionic polyelectrolyte is · monomer units derived from 2-methyl-2-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid in a proportion of 20% to 90%, more particularly 20% to 80%, and even more particularly 32% to 70% in the free acid form or in a partially or fully chlorinated form; · monomer units derived from at least one monomer selected from the group consisting of acrylamide, N,N-dimethylacrylamide, methacrylamide, N-isopropylacrylamide, and N-(tert-butyl)acrylamide in a proportion of 10% to 80%, more particularly 20% to 80%, and even more particularly 30% to 68%; and · monomer units derived from at least one polyethylene crosslinked monomer (AR) in a molar proportion of more than 0 mol% and 1 mol% or less, more particularly 0.5 mol% or less, even more particularly 0.25 mol% or less, very particularly 0.1 mol% or less, and more particularly 0.005 mol% or more containing and can represent one or more of the above.
Embodiments for Carrying Out the Invention
[0018] For the purposes of the present invention, the crosslinked anionic polyelectrolyte (P), the polymer (P) means a non-linear polyelectrolyte provided in the form of a three-dimensional network structure that is insoluble in water but can swell in water, resulting in the formation of a chemical gel.
[0019] For the purposes of the present invention, the term "chlorinated" indicates that the acid functional groups present in the monomer are in an anionic form combined with a cation, such as a sodium or potassium cation, in the form of a salt with a cation, particularly an alkali metal salt, or in the form of a salt with a nitrogen base cation, such as an ammonium salt, a lysine salt, or a monoethanolamine (HOCH2-CH2-NH3 + ) salt, etc. Preferably, it is a sodium or ammonium salt.
[0020] According to one specific embodiment of the present invention, the self-reversible inverse latex as defined above contains 20% to 90% by weight, more particularly 30% to 90% by weight, more particularly 30% to 80% by weight, and even more particularly 33% to 80% by weight of the crosslinked anionic polyelectrolyte (P).
[0021] According to another specific embodiment of the present invention, the molar ratio of the monomer units derived from 2-methyl-2-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid in the free acid form or in a partially or fully salted form present in the crosslinked anionic polyelectrolyte (P) is 32 mol% or more and 100 mol% or less, more particularly 40 mol% or more and 100 mol% or less.
[0022] According to one specific embodiment of the present invention, 2-methyl-2-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid is in the form of a sodium or ammonium salt.
[0023] The subject of the present invention also relates to the following steps: a) Preparing an aqueous phase as defined above; b) Preparing an organic phase containing at least one oil and at least one oil-in-water type emulsifying surfactant system (S1); c) Mixing the aqueous phase and the organic phase prepared in steps a) and b) and emulsifying to form an emulsion; d) Inactivating the emulsion with nitrogen; e) Initiating a polymerization reaction by introducing a free radical initiator into the inactivated emulsion; f) Introducing an oil-in-water type emulsifying surfactant system (S2) into the reaction medium resulting from step e) at a temperature of 30°C to 60°C. This is a process for preparing a self-reversible inverse latex as defined above.
[0024] In some cases, the process according to the present invention has the following characteristics: - In step e), the radical initiator is a redox pair that generates bisulfite (HSO3 - ) ions, such as the cumene hydroperoxide / sodium metabisulfite (Na2S2O5) pair or the cumene hydroperoxide / thionyl chloride (SOCl2) pair; - In step e), the polymerization co-initiator, preferably azobisisobutyronitrile, is introduced into the inactivated emulsion; - In step a), the pH of the aqueous phase is adjusted to 3.0 to 7.0, more particularly 3.5 to 6.5, and even more particularly 4.0 to 6.5; - The reaction medium resulting from step e) is concentrated by distillation before performing step f); - The reaction medium resulting from step e) or f) is spray-dried and may have one or more of the above.
[0025] The term "oil (O)" particularly in the definition of said self-reversible inverse latex: - linear alkanes containing 11 to 19 carbon atoms; - those listed below and their INCI names: C 7~8 Isoparaffin, C 8~9 Isoparaffin, C 9~11 Isoparaffin, C 9~12 Isoparaffin, C 9~13 Isoparaffin, 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 13~16Branched alkanes containing 7 to 40 carbon atoms, such as those specified by isoparaffin, isododecane, isopentadecane, isohexadecane, isoheptadecane, isooctadecane, isononadecane or isoeicosane, or mixtures of several of them; - Cycloalkanes optionally substituted with one or more linear or branched alkyl groups; - The following names: Marcol TM 52, Marcol TM 82, Drakeol TM 6VR, Eolane TM 130, Eolane TM White mineral oil, such as products sold under 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; - A mixture of alkanes containing 15 to 19 carbon atoms (the alkanes being linear alkanes, branched alkanes and cycloalkanes), more particularly a branched alkane in a weight ratio of 90% or more and 100% or less, based on 100% by weight thereof; a linear alkane in a weight ratio of 0% or more and 9% or less, more particularly less than 5%; and a cycloalkane in a weight ratio of 0% or more and 1% or less, mixture (M1), for example named Emogreen TM L15 or Emogreen TM Mixtures sold under L19; - Formula (IV): Z1-O-Z2 (IV) (wherein Z1 and Z2, which may be the same or different, represent linear or branched alkyl groups containing 5 to 18 carbon atoms) Of fatty alcohol ethers, such as 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 (V): R’1-(C=O)-O-R’2 (V) (In the formula, 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-based chain containing 1 to 24 carbon atoms) A monoester of a fatty acid and an alcohol of the formula, 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, isostearyl isostearate; - Of formula (VI) and formula (VII): R’3-(C=O)-O-CH2-CH(OH)-CH2-O-(C=O)-R’4 (VI) R’5-(C=O)-O-CH2-CH[O-(C=O)-R’6]-CH2-OH (VII) (wherein R’3-(C=O), R’4-(C=O), R’5-(C=O) and R’6-(C=O), which may be the same or different, each represents a saturated or unsaturated, linear or branched acyl group containing 8 to 24 carbon atoms) a diester of a fatty acid and glycerol; - formula (VIII): R’7-(C=O)-O-CH2-CH[O-(C=O)-R’’8]-CH2-O-(C=O)-R’’9(VIII) (wherein R’7-(C=O), R’8-(C=O) and R’9-(C=O), which may be the same or different, each represents a saturated or unsaturated, linear or branched acyl group containing 8 to 24 carbon atoms) a triester of a fatty acid and glycerol is meant.
[0026] According to another specific embodiment of the present invention, the oil (O) is undecane, tridecane, isododecane or isohexadecane, for example, a mixture (M1) as defined above and the name Emogreen TM L15, Emogreen TM L19, Emosmart TM L15, Emosmart TM L19, Emosmart TM V21, Isopar TM L or Isopar TM a mixture of an alkane, an isoalkane and a cycloalkane of a mixture sold under the name Marcol TM 52, Marcol TM 82, Drakeol TM 6VR, Eolane TM 130 or Eolane TMWhite mineral oil sold at 150; Hemisqualane, squalane, hydrogenated polyisobutene or hydrogenated polydecene; Dioctyl ether or didecyl ether; Isopropyl myristate, hexyl palmitate, octyl palmitate, isostearyl isostearate, octanoyl / decanoyl triglyceride, hexadecanoyl / octadecanoyl triglyceride, or triglycerides derived from rapeseed oil, sunflower oil, linseed oil or coconut oil.
[0027] In the self-reversible inverse latex which is the subject of the present invention, the water-in-oil emulsion system (S1) consists of a single emulsifier or a mixture of emulsifiers, provided that the resulting emulsifier system (S1) has an HLB value low enough to result in the formation of a water-in-oil emulsion.
[0028] Examples of water-in-oil emulsifiers (S1) include esters of anhydrohexitol and linear or branched, saturated or unsaturated aliphatic carboxylic acids containing 12 to 22 carbon atoms, optionally substituted with one or more hydroxyl groups, and more particularly esters of anhydrohexitol selected from anhydro sorbitol and anhydro mannitol and linear or branched, saturated or unsaturated aliphatic carboxylic acids containing 12 to 22 carbon atoms, optionally substituted with one or more hydroxyl groups.
[0029] According to another specific aspect of the present invention, the water-in-oil emulsifier system (S1) is sorbitan laurate, for example, sold under the name Montane TM Sold at 20, sorbitan palmitate, for example, sold under the name Montane TM Sold at 40, sorbitan stearate, for example, sold under the name Montane TM Sold at 60, sorbitan oleate, for example, sold under the name Montane TM Sold at 80, sorbitan sesquioleate, for example, sold under the name Montane TMThose sold at 85, sorbitan trioleate, for example under the name Montane TM Those sold at 83, sorbitan isolaureate, sorbitan isostearate, for example under the name Montane TM Those sold at 70, mannitol laurate, mannitol oleate and mixtures of these esters; Hypermer TM Polyesters resulting from the condensation between polyisobutenyl succinic acid or its acid anhydride and having a molecular weight between 1000 and 3000 such as 2296, or the brand name Simaline TM Mixtures sold under IE 501 A, polyglycol polyhydroxystearates of formula (IX):
Chem.
Chem.
[0030] Examples of water-in-oil emulsifying surfactants of formula (IX) that can be used to prepare the emulsion system (S1) include the name Simaline TM PEG-30 dipolyhydroxystearate sold under WO, or mixtures containing PEG-30 dipolyhydroxystearate and having the name Simaline TM IE 201 A and Simaline TM Mixtures sold under IE 201 B, or also having the name Simaline TM There are mixtures containing trimethylolpropane-30 tripolyhydroxystearate sold under IE 301 B.
[0031] According to a particular embodiment of the present invention, the water-in-oil emulsion system (S2) contains, per 100% by weight thereof, a composition (Ce) in a proportion of 50% by weight or more and 100% by weight or less, and the composition (Ce) contains, per 100% by weight thereof: - from 10% by weight to 60% by weight, more particularly from 15% by weight to 60% by weight, very particularly from 15% by weight to 50% by weight of the formula (I): HO-[CH2-CH(OH)-CH2-O] n -H (I) (wherein n represents an integer of 1 or more and 15 or less) of at least one compound; - from 40% by weight to 90% by weight, more particularly from 40% by weight to 85% by weight, very particularly from 50% by weight to 85% by weight of the formula (II): R1-(C=O)-[O-CH2-CH(OH)-CH2] p -OH (II) (wherein p, which is different from or the same as n, represents an integer of 1 or more and 15 or less; and in the formula, the group R1-(C=O)- represents a saturated or unsaturated, linear or branched aliphatic group containing 6 to 22 carbon atoms) of at least one compound; and optionally - 30% by weight or less, more particularly 0% by weight to 25% by weight, very particularly 0% by weight to 20% by weight of the formula (III): HO-[CH2-CHOH-CH2-O-] q -(G) r -H (III) (wherein q, which is different from or the same as n, represents an integer of 1 or more and 3 or less, G represents a residue of a reducing sugar, and r represents a decimal of 1.05 or more and 5.00 or less) represented by at least one composition (C 11 ) containing said composition (C 11 ) being of the formulae (III1), (III2), (III3), (III4) and (III5): HO-[CH2-CHOH-CH2-O-] q -O-(G)1-H (III1), HO-[CH2-CHOH-CH2-O-] q -O-(G)2-H (III2), HO-[CH2-CHOH-CH2-O-] q -O-(G)3-H (III3), HO-[CH2-CHOH-CH2-O-] q -O-(G)4-H (III4), HO-[CH2-CHOH-CH2-O-] q -O-(G)5-H (III5) and consists of a mixture of compounds of wherein, in the molar ratios of said compounds of formula (III1), (III2), (III3), (III4) and (III5) equal to a1, a2, a3, a4 and a5 respectively, the sum (a1 + a2 + a3 + a4 + a5) is equal to 1, and the sum (a1 + 2a2 + 3a3 + 4a4 + 5a5) is equal to r.
[0032] The oil-in-water emulsion system (S2) consists of the composition (C e ) alone or a mixture of the composition (C e ) and one or more other emulsifying surfactants, provided that the resulting emulsion system (S2) has an HLB value high enough to result in the formation of an oil-in-water emulsion.
[0033] The term "reducing sugar" means, in formula (III) as defined above, a saccharide derivative having no glycosidic bond established between the anomeric carbon and the oxygen of the acetal group in their structure, as defined in the reference publication: "Biochemistry", Daniel Voet / Judith G. Voet, p. 250, John Wiley & Sons, 1990. The oligomeric structure (G) x can be in any isomeric form, whether it is optical isomerism, geometric isomerism or positional isomerism; it can also represent a mixture of isomers.
[0034] Regarding the polymerization reaction, it is initiated in step e) at a preferred temperature of 10 °C and then carried out either adiabatically up to a temperature of 50 °C or higher or by controlling the temperature.
[0035] Another subject of the present invention is the use of said self-reversible inverse latex as defined above as a thickener and / or emulsifier and / or stabilizer for topical cosmetic or pharmaceutical compositions.
[0036] Another subject of the present invention is a topical cosmetic composition (F) or topical pharmaceutical composition (G) characterized in that it contains, as a thickener, from 0.1% to 10% by weight of said self-reversible inverse latex as defined above per 100% of its total weight.
[0037] The expression "topical" used in the definition of said compositions (F) and (G) means that they are used by application to the skin, hair, scalp or mucous membranes, whether by direct application, as in the case of cosmetics, skin cosmetics, skin pharmaceuticals or pharmaceutical preparations, or by indirect application, as in the case of body care products in the form of, for example, a textile or paper wipe, or of sanitary articles intended to come into contact with the skin or mucous membranes.
[0038] Said compositions (F) and (G) are generally provided in the form of an aqueous or aqueous / alcoholic or aqueous / glycol solution, whether they are of the oil-in-water, water-in-oil, water-in-oil-in-water or oil-in-water-in-oil type, in the form of a suspension, an emulsion, a microemulsion or a nanoemulsion.
[0039] Said compositions (F) and (G) can be filled into bottles, into devices of the "pump-action spray" type, into aerosol devices under pressure, into devices provided with a perforated wall, such as a grill, or into devices provided with a ball applicator (known as a "roll-on").
[0040] Generally, the compositions (F) and (G) also include thickening and / or gelling surfactants, stabilizers, film-forming compounds, water-repellent agents, plasticizers, emulsifiers and co-emulsifiers, opacifiers, pearlescent agents, superfatting agents, sequestering agents, chelating agents, antioxidants, fragrances, preservatives, regulators, whitening agents for bleaching body hair and skin, active ingredients intended to contribute to treatment effects on the skin or hair, sunscreen agents, pigments or inorganic fillers, particles for providing a visual effect or for encapsulating active ingredients, exfoliating particles or texturing agents, etc., which are excipients and / or active ingredients customarily used in the field of topical formulations, particularly in the fields of cosmetics, skin cosmetics, pharmaceuticals or skin pharmaceutical formulations.
[0041] Examples of foaming and / or detergency surfactants that can be combined with the self-reversible inverse latex as defined above in the compositions (F) and (G) include anionic, cationic, amphoteric or nonionic foaming and / or detergency surfactants.
[0042] Examples of anionic foaming and / or detergency surfactants that can be combined with the self-reversible inverse latex as defined above in the compositions (F) and (G) include alkali metal, alkaline earth metal, ammonium, amine or amino alcohol salts of alkyl ether sulfates, alkyl sulfates, alkyl amide ether sulfates, alkyl aryl polyether sulfates, monoglyceride sulfates, α-olefin sulfonates, paraffin sulfonates, alkyl phosphates, alkyl ether phosphates, alkyl sulfonates, alkyl amide sulfonates, alkyl aryl sulfonates, alkyl carboxylates, alkyl sulfosuccinates, alkyl ether sulfosuccinates, alkyl amide sulfosuccinates, alkyl sulfoacetates, alkyl sarcosinates, acyl isethionates, N-acyl taurates, acyl lactylates, N-acylated derivatives of amino acids, N-acylated derivatives of peptides, N-acylated derivatives of proteins or N-acylated derivatives of fatty acids.
[0043] Examples of the foaming and / or detergency amphoteric surfactants that can be combined with the self-reversible inverse latex as defined above in the compositions (F) and (G) include alkyl betaines, alkyl amide betaines, sultaines, alkyl amide alkyl sulfobetaines, imidazoline derivatives, phosphobetaines, amphopolyacetates and amphopropionates.
[0044] Examples of the foaming and / or detergency cationic surfactants that can be combined with the self-reversible inverse latex as defined above in the compositions (F) and (G) include, in particular, quaternary ammonium derivatives.
[0045] Examples of the foaming and / or detergency nonionic surfactants that can be combined with the self-reversible inverse latex as defined above in the compositions (F) and (G) include, more particularly, alkyl polyglycosides containing linear or branched, saturated or unsaturated aliphatic groups and containing 8 to 16 carbon atoms, such as octyl polyglucoside, decyl polyglucoside, undecylenyl polyglucoside, dodecyl polyglucoside, tetradecyl polyglucoside, hexadecyl polyglucoside or 1,12-dodecanediyl polyglucoside; ethoxylated hydrogenated castor oil derivatives, such as products sold under the INCI name "PEG-40 hydrogenated castor oil"; polysorbates, such as Polysorbate 20, Polysorbate 40, Polysorbate 60, Polysorbate 70, Polysorbate 80 or Polysorbate 85; coconut amide; or N-alkylamines.
[0046] Examples of the thickening and / or gelling surfactants that can be combined with the self-reversible inverse latex as defined above in the compositions (F) and (G) include ethoxylated methyl polyglucoside esters, for example, under the names Glucamate TM LT and Glucamate TMOptionally alkoxylated alkyl polyglycoside fatty esters such as PEG 120 methyl glucose trioleate and PEG 120 methyl glucose dioleate sold under the name Crothix and sold under the name DOE - 120 TM PEG 150 pentaerythritol tetrastearate sold under the name Antil or sold under the name DS53 TM Alkoxylated fatty esters such as PEG 55 propylene glycol oleate sold under the name Elfacos and sold under the name 141 TM PPG - 14 lauryl isophoryl dicarbamate sold under the name Elfacos or sold under the name T211 TM Examples of fatty chain polyalkylene glycol carbamates such as PPG - 14 palmeth - 60 hexyl dicarbamate sold under the name GT2125
[0047] Examples of thickeners and / or gelling agents that can be combined with the self - reversible inverse latex as defined above in the compositions (F) and (G) include copolymers of AMPS and alkyl acrylates (the carbon chain of which contains 4 to 30, more particularly 10 to 30 carbon atoms), at least one monomer having free, partially chlorinated or fully chlorinated strong acid functional groups, at least one neutral monomer, and a linear, branched or cross - linked terpolymer with at least one monomer of the formula (XIII): CH2 = C(R’3)-C(=O)-[CH2 - CH2 - O] n’ -R’4(XIII) (wherein R’3 represents a hydrogen atom or a methyl group, R’4 represents a linear or branched alkyl group containing 8 to 30 carbon atoms, and n’ represents a number of 1 or more and 50 or less) include linear, branched or cross - linked terpolymers with at least one monomer of the formula (XIII).
[0048] Examples of thickeners and / or gelling agents that can be combined with the self-reversible inverse latex as defined above in the compositions (F) and (G) include glucans or glucose homopolymers, glucomannoglucans, xyloglucans, galactomannans (the degree of substitution (DS) of D-galactose units on the main D-mannose chain thereof is from 0 to 1, more particularly from 1 to 0.25), for example, galactomannans of the origin of cassia gum (DS = 1 / 5), locust bean gum (DS = 1 / 4), tara gum (DS = 1 / 3), guar gum (DS = 1 / 2) or fenugreek gum (DS = 1), and polysaccharides consisting solely of monosaccharides.
[0049] Examples of thickeners and / or gelling agents that can be combined with the self-reversible inverse latex as defined above in the compositions (F) and (G) include sulfated galactans, more particularly carrageenan and agar, uronans, more particularly algin, alginates and pectin, heteropolymers of monosaccharides and uronic acids, more particularly xanthan gum, gellan gum, gum arabic exudate and karaya gum exudate, or glucosaminoglycans, and polysaccharides consisting of monosaccharide derivatives.
[0050] Examples of thickeners and / or gelling agents that can be combined with the self-reversible inverse latex as defined above in the compositions (F) and (G) include cellulose derivatives such as cellulose, methyl cellulose, ethyl cellulose or hydroxypropyl cellulose, silicates, starch, hydrophilic starch derivatives or polyurethanes.
[0051] Examples of stabilizers that can be combined with the self-reversible inverse latex as defined above in the compositions (F) and (G) include monocrystal waxes, more particularly ozokerite, inorganic salts such as sodium chloride or magnesium chloride, or silicone polymers such as polysiloxane polyalkyl polyether copolymers.
[0052] Examples of solvents that can be combined with the self-reversible inverse latex as defined above in the compositions (F) and (G) include organic solvents such as glycerol, diglycerol, glycerol oligomers, ethylene glycol, propylene glycol, butylene glycol, 1,3-propanediol, 1,2-propanediol, hexylene glycol, diethylene glycol, xylitol, erythritol, sorbitol, water-soluble alcohols such as ethanol, isopropanol or butanol, or mixtures of water and the organic solvents.
[0053] Examples of thermal water or mineral water that can be combined with the self-reversible inverse latex as defined above in the compositions (F) and (G) include thermal water or mineral water having a mineralization of at least 300 mg / L, in particular Avene water, Vittel water, Vichy basin water, Uriage water, La Roche-Posay water, La Bourboule water, Enghien-les-Bains water, Saint-Gervais-les-Bains water, Neris-les-Bains water, Allard-les-Bains water, Digne water, Maizieres water, Neyrac-les-Bains water, Lons-le-Saunier water, Rochefort water, Saint Christau water, Les Fumades water and Tercis-les-Bains water.
[0054] Examples of dehydrating agents that can be combined with the self-reversible inverse latex as defined above in the compositions (F) and (G) include xylene sulfonate, cumene sulfonate, hexyl polyglucoside, 2-ethylhexyl polyglucoside and n-heptyl polyglucoside.
[0055] Examples of emulsifying surfactants that can be combined with the self-reversible inverse latex as defined above in the compositions (F) and (G) include nonionic surfactants, anionic surfactants or cationic surfactants.
[0056] Examples of emulsifying nonionic surfactants that can be combined with the self-reversible inverse latex as defined above in the compositions (F) and (G) include products sold under the names Montane TM 40, Montane TM 60, Montane TM 70, Montane TM 80 and Montane TM 85, such as esters of fatty acids and sorbitol; compositions containing stearic acid ethoxylated with 135 mol of ethylene oxide and glycerol stearate sold under the name Simulsol TM 165, such as compositions containing glycerol stearate and stearic acid ethoxylated with 5 mol to 150 mol of ethylene oxide; mannitol esters; ethoxylated mannitol esters; sucrose esters; methyl glucoside esters; linear or branched, saturated or unsaturated alkyl polyglycosides containing an aliphatic group with 14 to 36 carbon atoms, such as tetradecyl polyglycoside, hexyl decyl polyglycoside, octadecyl polyglycoside, hexyl decyl polyxyloside, octadecyl polyxyloside, eicosyl polyglycoside, dodecyl polyglycoside, 2-octyldodecyl polyxyloside or 12-hydroxystearyl polyglycoside; compositions of linear or branched, saturated or unsaturated fatty alcohols containing 14 to 36 carbon atoms and alkyl polyglycosides as described above, such as products sold under the names Montanov TM 68, Montanov TM 14, Montanov TM 82, Montanov TM 202, Montanov TM S, Montanov TM WO18, Montanov TM L, Fluidanov TM 20X and Easynov TM and compositions sold under these names may be mentioned.
[0057] Examples of anionic surfactants that can be combined with the self-reversible inverse latex as defined above in the compositions (F) and (G) include soaps such as glyceryl stearate citrate, cetearyl sulfate, sodium stearate or triethanolammonium stearate, and N-acylated derivatives of amino acids that are chlorinated, such as stearoyl glutamate.
[0058] Examples of emulsifying cationic surfactants that can be combined with the self-reversible inverse latex as defined above in the compositions (F) and (G) include amine oxides, quaternium-82, and the surfactants described in Pamphlet of International Publication of Patent Application No. WO96 / 00719, and mainly those whose fatty chain contains at least 16 carbon atoms.
[0059] Examples of opacifying agents and / or pearlescent agents that can be combined with the self-reversible inverse latex as defined above in the compositions (F) and (G) include sodium palmitate, sodium stearate, sodium hydroxystearate, magnesium palmitate, magnesium stearate, magnesium hydroxystearate, ethylene glycol monostearate, ethylene glycol distearate, polyethylene glycol monostearate, polyethylene glycol distearate, or fatty alcohols containing 12 to 22 carbon atoms.
[0060] Examples of texturing agents that can be combined with the self-reversible inverse latex as defined above in the compositions (F) and (G) include N-acylated derivatives of amino acids such as lauroyl lysine sold under the name Aminohope TM LL, starch octenyl succinate sold under the name Dryflo TM and myristyl polyglucoside sold under the name Montanov TM 14, cellulose fibers, cotton fibers, chitosan fibers, talc, sericite or mica.
[0061] Examples of deodorants that can be combined with the self-reversible inverse latex as defined above in the compositions (F) and (G) include zinc salts such as alkali metal silicates, zinc sulfate, zinc gluconate, zinc chloride or zinc lactate; quaternary ammonium salts such as cetyltrimethylammonium salts or cetylpyridinium salts; glycerol derivatives such as glycerol caprate, glycerol caprylate or polyglycerol caprate; 1,2-decanediol, 1,3-propanediol; salicylic acid; sodium bicarbonate; cyclodextrin; metallic zeolite; Triclosan TM ; aluminum bromohydrate, aluminum chlorohydrate, aluminum chloride, aluminum sulfate, aluminum zirconium chlorohydrate, aluminum zirconium trichlorohydrate, aluminum zirconium tetrachlorohydrate, aluminum zirconium pentachlorohydrate, aluminum zirconium octachlorohydrate, aluminum sulfate, sodium aluminum lactate, a complex of aluminum chlorohydrate and propylene glycol, a complex of aluminum dichlorohydrate and propylene glycol, a complex of aluminum sesquichlorohydrate and propylene glycol, a complex of aluminum chlorohydrate and polyethylene glycol, a complex of aluminum dichlorohydrate and polyethylene glycol, or a complex of aluminum sesquichlorohydrate and polyethylene glycol, and complexes of aluminum chlorohydrate and glycols
[0062] Examples of oils that can be combined with the self-reversible inverse latex as defined above in the compositions (F) and (G) include mineral oils such as liquid paraffin, liquid petrolatum, isoparaffin or white mineral oil; oils of animal origin such as squalene or squalane; vegetable oils such as phytosqualane, sweet almond oil, coconut oil, castor oil, jojoba oil, olive oil, rapeseed oil, peanut oil, sunflower oil, wheat germ oil, corn germ oil, soybean oil, cottonseed oil, alfalfa oil, poppy seed oil, pumpkin seed oil, matricaria oil, millet oil, barley oil, rye oil, safflower oil, candlenut oil, asparagus oil, hazelnut oil, palm oil, shea butter, apricot kernel oil, carophyllum oil, sisymbrium oil, avocado oil, calendula oil, oils derived from flowers or plants or ethoxylated vegetable oils; esters derived from lanolinic acid such as fatty acid esters, for example butyl myristate, propyl myristate, isopropyl myristate, cetyl myristate, isopropyl palmitate, octyl palmitate, butyl stearate, hexadecyl stearate, isopropyl stearate, octyl stearate, isocetyl stearate, dodecyl oleate, hexyl laurate, propylene glycol dicaprylate, isopropyl lanolate or isocetyl lanolate, fatty acid monoglycerides, diglycerides and triglycerides such as glycerol triheptanoate, alkyl benzoates, hydrogenated oils, polyolefins such as poly(α-olefin), poly(isobutene), synthetic isoalkanes such as isohexadecane or isododecane, or synthetic oils such as perfluorinated oils; silicone oils such as dimethylpolysiloxane, methylphenylpolysiloxane, silicone modified with an amine, silicone modified with a fatty acid, silicone modified with an alcohol, silicone modified with an alcohol and a fatty acid, silicone modified with a polyether group, epoxy modified silicone, silicone modified with a fluorinated group, cyclic silicone and silicone modified with an alkyl group. In the present application, the term "oil" refers to compounds and / or mixtures of compounds that are insoluble in water at a temperature of 25 °C and have a liquid appearance.
[0063] Examples of waxes that can be combined with the self-reversible inverse latex as defined above in the compositions (F) and (G) include beeswax, carnauba wax, candelilla wax, oricury wax, wood wax, cork fiber wax, sugarcane wax, paraffin wax, lignite wax, microcrystalline wax, lanolin wax; ozokerite, polyethylene wax, silicone wax, plant wax, fatty alcohols and fatty acids that are solid at ambient temperature, or glycerides that are solid at ambient temperature. In the present application, the term "wax" refers to compounds and / or mixtures of compounds that are insoluble in water and have a solid appearance at a temperature of 45°C or higher.
[0064] Examples of active ingredients that can be combined with the self-reversible inverse latex as defined above in the compositions (F) and (G) include retinol (vitamin A) and its esters (e.g., retinyl palmitate), ascorbic acid (vitamin C) and its esters, sugar derivatives of ascorbic acid (such as ascorbyl glucoside), tocopherol (vitamin E) and its esters (such as tocopheryl acetate), vitamins and their derivatives, especially their esters, such as vitamin B3 or B10 (niacinamide and its derivatives); the name Sepiwhite TM MSH, Sepicalm TM ω-undecylenoyl phenylalanine sold under the name VG, glycerol monoester and / or glycerol diester of ω-undecylenoyl phenylalanine, ω-undecylenoyl dipeptide, arbutin, kojic acid, hydroquinone, and other compounds that exhibit a skin lightening or depigmenting effect; compounds that exhibit a smoothing effect, especially Sepicalm TMS, allantoin and bisabolol; anti-inflammatory drugs; compounds showing moisturizing effects such as urea, hydroxyurea, glycerol, polyglycerol, glycerol glucoside, diglycerol glucoside, polyglyceryl glucoside, xylityl glucoside; plant extracts rich in polyphenols such as grape extract, pine extract, wine extract or olive extract; caffeine or its derivatives, Adiposlim TM , Adipoless TM , compounds showing slimming or lipolytic effects such as fucoxanthin; N-acylated proteins; Matrixyl TM such as N-acylated peptides; N-acylated amino acids; partial hydrolysates of N-acylated proteins; amino acids; peptides; total hydrolysates of proteins; soybean extracts such as Raffermine TM ; wheat extracts such as Tensine TM or Gliadine TM ; plant extracts such as plant extracts rich in tannins, plant extracts rich in isoflavones or plant extracts rich in terpenes; extracts of freshwater algae or seaweeds; marine plant extracts; general marine extracts such as coral; essential wax; bacterial extracts; ceramides; phospholipids; Lipacide TM C8G, Lipacide TM UG, Sepicontrol TM A5; Octopirox TM or Sensiva TM SC50 and other compounds showing antibacterial or purifying effects; Physiogenyl TM , panthenol and its derivatives such as Sepicap TM MP and other compounds showing energy-providing or stimulating properties; Sepilift TM DPHP, Lipacide TM PVB, Sepivinol TM , Sepivital TM , Manoliva TM , Phyto-Age TM , Timecode TM and other anti-aging active ingredients; Survicode TM; Active ingredients for preventing photoaging; Active ingredients for protecting the integrity of the dermo-epidermal junction; Active ingredients for increasing the synthesis of components of the extracellular matrix such as collagen, elastin or glycosaminoglycans; Active ingredients that act favorably on chemical cell communication such as cytokines, or physical cell communication such as integrins; Active ingredients that produce a "heating" sensation on the skin, such as activators of skin microcirculation (e.g., nicotinic acid derivatives), or products that produce a "coolness" sensation on the skin (e.g., menthol and derivatives); Active ingredients for improving skin microcirculation, such as venotonic; Dehydrating active ingredients; Active ingredients for the purpose of removing stasis, such as extracts of Ginkgo biloba, ivy, horse chestnut, bamboo, Ruscus, climbing fern, Centella asiatica, meadowsweet, rosemary or willow; Agents for sunburning or browning the skin, such as dihydroxyacetone (DHA), erythrulose, mesotartaric aldehyde, glutaraldehyde, glyceraldehyde, alloxan or ninhydrin, as described in European Patent Application No. 0 971 683, plant extracts, such as extracts of Pterocarpus santalinus, Pterocarpus osun, Pterocarpus soyauxii, Pterocarpus erinaceus, Pterocarpus indicus, or Baphia nitida, extracts of redwoods of the genus Pterocarpus and the genus Baphia; Agents known for their action of facilitating and / or accelerating sunburn and / or browning of human skin and / or their action of coloring human skin, such as products sold under the brand name Carrot Oil (INCI name: Daucus carrota, Helianthus annuus sunflower oil l) by Provital, containing carotenoids (and more particularly β-carotene and γ-carotene), carotenoids, vitamin E and vitamin K;They are known for their effect on accelerating sunburn of human skin in combination with exposure to ultraviolet light, and are products sold under the brand name SunTan Accelerator by Provital, containing tyrosine and / or its derivatives, such as tyrosine and riboflavin (vitamin B). TM Products sold under the brand name Zymo Tan Complex by Zymo Line, containing tyrosine and tyrosinase complex, and products sold under the brand name MelanoBronze by Mibelle, containing acetyl tyrosine TM (INCI name: acetyl tyrosine, Monk's pepper (Vitex agnus-castus) extract), products sold under the brand name Unipertan VEG-24 / 242 / 2002 (INCI name: butylene glycol and acetyl tyrosine and hydrolyzed vegetable protein and adenosine triphosphate) by Unipex, products sold under the brand name Try-Excell by Sederma, containing extract of Momordica seeds (i.e., loofah oil) TM (INCI name: oleoyl tyrosine and Luffa Cylindrica (species) oil and oleic acid), products sold under the brand name Actibronze by Alban Muller TM (INCI name: hydrolyzed wheat protein and acetyl tyrosine and copper gluconate), products sold under the brand name Tyrostan by Synerga TM (INCI name: potassium caproyl tyrosine), products sold under the brand name Tyrosinol by Synerga (INCI name: sorbitan isostearate, glyceryl oleate, caproyl tyrosine), products sold under the brand name InstaBronze by Alban Muller TMProducts sold under [[ID=]], TM Products sold under [[ID=]] (INCI name: Butylene Glycol, TM Products sold under [[ID=]] (INCI name: Inositol), containing TM (or Phycosaccharide TM AG) (INCI name: Water and Hydrolyzed Algin TMProducts sold under [[ID=]],
[0065] Examples of antioxidants that can be combined with the self-reversible inverse latex as defined above in the compositions (F) and (G) include EDTA and its salts, citric acid, tartaric acid, oxalic acid, BHA (butylhydroxyanisole), BHT (butylhydroxytoluene), tocopherol derivatives such as tocopheryl acetate, and mixtures of antioxidant compounds such as Dissolvine GL 47S sold by AkzoNobel under the INCI name: Tetrasodium Glutamate Diacetate.
[0066] Examples of sunscreen agents that can be combined with the self-reversible inverse latex as defined above in the compositions (F) and (G) include all those appearing in the amended Cosmetics Directive 76 / 768 / EEC, Annex VII.
[0067] Organic sunscreen agents that can be combined with the self-reversible inverse latex as defined above in the compositions (F) and (G) include para-aminobenzoic acid (PABA), especially the monoglycerol ester of PABA, the ethyl ester of N,N-dipropoxy PABA, the ethyl ester of N,N-diethoxy PABA, the ethyl ester of N,N-dimethyl PABA, the methyl ester of N,N-dimethyl PABA, or the butyl ester of N,N-dimethyl PABA, etc., belonging to the family of benzoic acid derivatives; N-acetylanthranilic acid homomenthyl, etc., belonging to the family of anthranilic acid derivatives; amyl salicylate, homomenthyl salicylate, ethylhexyl salicylate, phenyl salicylate, benzyl salicylate, or p-isopropylphenyl salicylate, etc., belonging to the family of salicylic acid derivatives; ethylhexyl cinnamate, ethyl 4-isopropylcinnamate, methyl 2,5-diisopropylcinnamate, propyl p-methoxycinnamate, isopropyl p-methoxycinnamate, isoamyl p-methoxycinnamate, octyl p-methoxycinnamate (2-ethylhexyl p-methoxycinnamate), 2-ethoxyethyl p-methoxycinnamate, cyclohexyl p-methoxycinnamate, ethyl α-cyano-β-phenylcinnamate, 2-ethylhexyl α-cyano-β-phenylcinnamate, or mono(2-ethylhexanoyl)glyceryl di(p-methoxycinnamate), etc., belonging to the family of cinnamic acid derivatives; 2,4-dihydroxybenzophenone, 2,2'-dihydroxy-4-methoxybenzophenone, 2,2',4,4'-tetrahydroxybenzophenone, 2-hydroxy-4-methoxybenzophenone, 2-hydroxy-4-methoxy-4'-methylbenzophenone, 2-hydroxy-4-methoxybenzophenone-5-sulfonate, 4-phenylbenzophenone, 2-ethylhexyl 4'-phenylbenzophenone-2,5-dicarboxylate, 2-hydroxy-4-(n-octyloxy)benzophenone, 4-hydroxy-3-carboxybenzophenone, etc., belonging to the family of benzophenone derivatives; 3-(4'-methylbenzylidene)-d,l-camphor, 3-benzylidene-d,l-camphor, camphor benzalkonium methosulfate; urocanic acid, ethyl urocanate;Systems of sulfonic acid derivatives such as 2-phenylbenzimidazole-5-sulfonic acid and its salts; Systems of triazine derivatives such as hydroxyphenyltriazine, ethylhexylhydroxyphenyl-4-methoxyphenyltriazine, 2,4,6-triani lino(p-carb-2'-ethylhexyl-1'-oxy)-1,3,5-triazine, 4,4-((6-(((1,1-dimethylethyl)amino)carbonyl)phenyl)amino)-1,3,5-triazine-2,4-diyl diimino)bis(2-ethylhexyl)ester of benzoic acid; 2-phenyl-5-methylbenzoxazole, 2,2'-hydroxy-5-methylphenylbenzotriazole, 2-(2'-hydroxy-5'-(t-octyl)phenyl)benzotriazole, 2-(2'-hydroxy-5'-methylphenyl)benzotriazole; dibenzalazine; dianisoylmethane, 4-methoxy-4''-t-butylbenzoylmethane; 5-(3,3-dimethyl-2-norbornylidene)-3-pentan-2-one; Systems of diphenylacrylate derivatives such as 2-ethylhexyl 2-cyano-3,3-diphenyl-2-propenoate or ethyl 2-cyano-3,3-diphenyl-2-propenoate; or Systems of polysiloxanes such as benzylidene siloxane malonate are included.;
[0068] Inorganic sunscreens, also known as "inorganic filters", which can be combined with the self-reversible inverse latex as defined above in the compositions (F) and (G), include titanium oxide, zinc oxide, cerium oxide, zirconium oxide, iron yellow, valve handle or black iron oxide, or chromium oxide. These inorganic blockers may or may not be micronized and may or may not be surface-treated and may optionally be provided in the form of an aqueous or oily pre-dispersion system.;
Examples
[0069] The following examples illustrate the invention but do not limit it.;
[0070] 1 - Example 1.1 Preparation of an inverse latex (LI1) containing a crosslinked copolymer of the sodium salt of 2-methyl-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid and acrylamide containing ethylenediaminedisuccinic acid in trisodium salt form as a metal ion sequestering agent While stirring, the following:[[]] · A commercially available solution containing 272 g of the sodium salt of 55% 2-methyl-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid · A solution containing 255 g of 50% acrylamide · 115 g of 2-methyl-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid · 0.115 g of methylenebisacrylamide · A commercially available solution of 0.62 g of ethylenediaminedisuccinic acid in trisodium salt form · 0.14 g of copper(II) sulfate pentahydrate are charged into a beaker.[[]] The pH of the aqueous phase is adjusted to 6 with 48% sodium hydroxide solution. The organic phase is simultaneously · 220 grams of isohexadecane · 21 grams of Montane TM 80 (1) is prepared by mixing.[[]] (1): Montane TM 80 is a water-in-oil sorbitan monooleate, an emulsifying surfactant, sold by SEPPIC.[[]]
[0071] The aqueous phase prepared above is gradually added to the oil phase and then dispersed using an Ultra-Turrax TM rotor-stator sold by Ika.[[]] TM (1): The Ultra-Turrax
[0072] The resulting emulsion is then transferred to a jacketed reactor and subjected to nitrogen bubbling to remove oxygen. A solution containing 0.56 wt% cumene hydroperoxide in 5 ml of isohexadecane is introduced, and the emulsion is kept stirred for 5 minutes for homogenization at ambient temperature.
[0073] The polymerization reaction is initiated by adding 15 ml of an aqueous solution containing 0.2% sodium metabisulfite. As soon as the polymerization reaction is completed, the reaction medium is heated at 85 °C for 1 h, then the whole mixture is cooled to approximately 35 °C, and then 50 g of Montanox TM 80 (2) is added to the preparation. (2): Montanox TM 80 is a polyoxyethylenated derivative of sorbitan monooleate, which is sold by SEPPIC and used as an oil-in-water surfactant.
[0074] The resulting product is reference (LI1), and the evaluation results are shown in Table 1.
[0075] 1.2 Preparation of an inverse latex (LI2) containing a crosslinked copolymer of sodium salt of 2-methyl-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid and acrylamide containing sodium diethylenetriaminepentaacetate as a metal ion sequestering agent The same protocol as in 1.1 was carried out, but a commercially available solution of ethylenediaminedisuccinic acid in the trisodium salt form of 0.62 g was replaced with a solution of 0.45 g of sodium diethylenetriaminepentaacetate (brand name Versenex TM sold as 80).
[0076] This product is reference (LI2).
[0077]
Table 1
[0078] As a conclusion, tests on the copolymerization of 2-methyl-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid and acrylamide show that in the presence of copper cations, trisodium ethylenediaminedisuccinate exhibits an efficiency similar to that of sodium diethylenetriaminepentaacetate.
[0079] In each of the tests, the polymerization shows similar characteristics: duration of inhibition of polymerization and exothermicity. The self-reversible inverse latexes obtained under these conditions have equivalent thickening properties in water and in the presence of electrolytes.
Claims
1. a) - At least one monomer unit derived from 2-methyl-2-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid in free acid form or in partially or fully chlorinated 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; and - At least one monomer unit derived from a polyethylene crosslinked monomer (AR) to form a crosslinked anionic polyelectrolyte (P); b) Ethylenediamine disuccinic acid in trisodium salt form to form a self-reversible inverse latex containing an aqueous phase.
2. The inverse latex according to claim 1, characterized in that the aqueous phase contains at least 0.01 mol% of ethylenediamine disuccinic acid in trisodium salt form.
3. The inverse latex according to claim 1 or 2, characterized in that the polyethylene crosslinked monomer (AR) is selected from methylenebis(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.
4. The inverse latex according to any one of claims 1 to 3, characterized in that the crosslinked monomer (AR) is methylenebis(acrylamide) or triallylamine.
5. The crosslinked anionic polyelectrolyte is, based on 100 mol%:[[]] - 20% to 90% proportion of monomer units derived from 2-methyl-2-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid in free acid form or in partially or fully chlorinated form - 10% to 80% proportion of monomer units derived from at least one monomer selected from the group consisting of acrylamide, N,N-dimethylacrylamide, methacrylamide, N-isopropylacrylamide, and N-(tert-butyl)acrylamide; and - More than 0 mol% and 1 mol% or less proportion of monomer units derived from at least one polyethylene crosslinked monomer (AR) The inverse latex according to any one of claims 1 to 4, characterized by comprising
6. The following steps: a) - 2-Methyl-2-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid in free acid form or in partially or fully chlorinated form; - At least one monomer selected from the group consisting of acrylamide, N,N-dimethylacrylamide, methacrylamide, N-isopropylacrylamide, and N-(tert-butyl)acrylamide; - A polyethylene crosslinking monomer (AR); - Ethylenediaminedisuccinic acid in trisodium salt form Preparing an aqueous phase containing; and b) preparing an organic phase comprising at least one oil and a water-in-oil emulsifier system (S 1 ) c) Mixing the aqueous phase and the organic phase prepared in steps a) and b) and emulsifying to form an emulsion; d) Inactivating the emulsion with nitrogen; e) Initiating a polymerization reaction by introducing a free radical initiator into the inactivated emulsion; f) A step of introducing an oil-in-water type emulsifying surfactant system (S 2 ) at a temperature of 30°C to 60°C into the reaction medium resulting from step e) and A process for preparing the inverse latex according to any one of claims 1 to 5, comprising
7. In step e), the radical initiator is a redox pair that generates hydrogen sulfite (HSO 3 - ). The process according to claim 6, characterized in that it is an ion).
8. The process according to claim 6 or 7, characterized in that in step e), a polymerization co-initiator is introduced into the inactivated emulsion.
9. The process according to any one of claims 6 to 8, characterized in that in step a), the pH of the aqueous phase is adjusted to 3.0 to 7.
0.
10. The process according to any one of claims 6 to 9, characterized in that the reaction medium derived from step e) is concentrated by distillation before performing step f).
11. The following steps: a) - 2-Methyl-2-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid in free acid form or in partially or fully chlorinated form; - At least one monomer selected from the group consisting of acrylamide, N,N-dimethylacrylamide, methacrylamide, N-isopropylacrylamide, and N-(tert-butyl)acrylamide; - A polyethylene crosslinking monomer (AR); - Ethylenediaminedisuccinic acid in trisodium salt form Preparing an aqueous phase containing; and b) Preparing an organic phase containing at least one oil and a water-in-oil type emulsifier system (S1); c) mixing the aqueous phase and the organic phase prepared in steps a) and b) and emulsifying to form an emulsion; d) inactivating the emulsion with nitrogen; e) initiating a polymerization reaction by introducing a free radical initiator into the inactivated emulsion; f) introducing an oil-in-water type emulsifier system (S2) at a temperature of 30°C to 60°C into the reaction medium resulting from step e); spray drying the reaction medium derived from step e) or f); A method for producing a powder of a thickener and / or an emulsifier and / or a stabilizer, comprising:
12. Use of the inverse latex according to any one of claims 1 to 5 as a thickener and / or an emulsifier and / or a stabilizer for a topical cosmetic composition.
13. A topical cosmetic composition (F), characterized in that it contains 0.1% to 10% by weight of the inverse latex according to any one of claims 1 to 5 per 100% of its total weight as a thickener.
14. A topical pharmaceutical composition (G), characterized in that it contains 0.1% to 10% by weight of the inverse latex according to any one of claims 1 to 5 per 100% of its total weight as a thickener.
Citation Information
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