Cosmetic compositions comprising dispersions of specific hyperbranched copolymers and acrylic polymers
By combining specific hyperbranched copolymers and acrylic polymer liquid dispersions, the problem of material transfer during the application of cosmetic compositions was solved, resulting in a significant reduction in transfer and improved efficacy and aesthetics of the compositions.
Patent Information
- Application Number
- CN201980077222.4
- Authority / Receiving Office
- CN · China
- Patent Type
- Patents(China)
- Current Assignee / Owner
- Priority Date
- 2018-11-26
- Filing Date
- 2019-11-26
- Publication Date
- 2025-10-31
- Estimated Expiration
- 2039-11-26
AI Technical Summary
Cosmetic compositions can easily transfer to the contact surface when applied, leading to unwanted removal of the material and contamination of the contact surface, particularly negatively impacting fabrics and decorative or functional surfaces.
A specific combination of hyperbranched copolymers and acrylic polymer liquid dispersions is used. The hyperbranched copolymers are prepared from dodecenyl succinic anhydride, diisopropanolamine, and bis(dimethylaminopropylamine) with molecular weights between 1200 g/mol and 4000 g/mol. The acrylic polymers are homopolymers or copolymers of (meth)acrylic acid, (meth)acrylate, and (meth)acrylamide, used to reduce material transfer.
It significantly reduces the transfer of cosmetic compositions to contact surfaces by 15% to 30% or more, avoids contamination of surfaces such as fabrics and optical glass, and improves the effectiveness and aesthetics of the composition.
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Abstract
Description
Technical Field
[0001] This invention relates to the field of cosmetics, and more particularly to the field of skin care and sun protection. Background Technology
[0002] In the cosmetics industry, the details of cosmetic compositions, namely the formulation, are highly sensitive to aspects such as texture, feel, and appearance.
[0003] A major problem is that when the material of such a composition is applied to a surface, particularly skin, the composition can transfer to another surface upon contact with it. This transfer is negative in two ways: first, the transfer of material is undesirable because it is removed from the site of action (e.g., for treating, moisturizing, or protecting the skin). Second, the contact surface becomes contaminated with the material. Fabrics, such as clothing, in particular, can become stained. Furthermore, decorative or functional surfaces may become contaminated, which is detrimental to their functionality or their visual or aesthetic properties. Specifically, the displays of mobile phones, screens, or touchscreens can be negatively affected by this material transfer. Summary of the Invention
[0004] Therefore, it is highly desirable to reduce this transfer of cosmetic compositions from surface to surface when the surface is in contact with it.
[0005] Surprisingly, the cosmetic composition according to claim 1 has been found to address this problem. It has been discovered that a specific combination of hyperbranched copolymer and acrylic polymer liquid dispersion significantly reduces material transfer from this composition to the contact surface.
[0006] Other aspects of the invention are the subject of the other independent claims. Particularly preferred embodiments are the subject of the dependent claims. Detailed Implementation
[0007] In a first aspect, the present invention relates to a cosmetic composition comprising...
[0008] Hyperbranched copolymers of the following monomers
[0009] (i) Dodecenylsuccinic anhydride
[0010] (ii) diisopropanolamine
[0011] (iii) Dimethylaminopropylamine
[0012] The hyperbranched copolymer has end groups of the following formula.
[0013]
[0014] Furthermore, the molecular weight Mn is between 1200 g / mol and 4000 g / mol;
[0015] And at least one acrylic polymer liquid dispersion, said acrylic polymer being a homopolymer or copolymer of monomers selected from the group consisting of: (meth)acrylic acid, (meth)acrylate, (meth)acrylamide, and amides of (meth)acrylic acid.
[0016] The term "molecular weight Mn" represents the number-average molecular weight.
[0017] The terms “preparation” or “formulation” are equivalent to the term “composition” in this document.
[0018] The term "material transfer" as used herein refers to the mass transfer of a cosmetic composition or some of its components during the application of the cosmetic composition to a surface and subsequent contact and separation of the surface with the surface of a different object. Through this contact, some material is transferred from a first surface to the surface of a different object. The amount of material transferred can be determined by measuring the increase in weight of the second object.
[0019] Hyperbranched copolymers are preferably prepared via the following sequential steps:
[0020] a1) Polymerize monomer (i), monomer (ii), and monomer (iii) to obtain a product with the formula Polyesteramide with terminal dimethylamino group
[0021] a2) Quaternization of the dimethylamino group of the polyesteramide in step a1) by 2-chloroacetate, particularly by sodium 2-chloroacetate.
[0022] The polymerization step a1) is used to produce a product with the formula Details of the corresponding polyesteramides with terminal dimethylamino groups are disclosed, for example, by EP 2 794 729 B1.
[0023] Preferably, in polymerization step a1), monomer (iii) is added to the mixture of monomers (ii) and (iii) under stirring, and then heated.
[0024] EP 2 794 729 B1 also discloses details of the quaternization step a2). Therefore, the entire contents of EP 2 794 729 B1 are hereby incorporated by reference.
[0025] Hyperbranched copolymers of the following monomers
[0026] (i) Dodecenylsuccinic anhydride
[0027] (ii) diisopropanolamine
[0028] (iii) Dimethylaminopropylamine
[0029] And has the following end base
[0030]
[0031] Furthermore, the molecular weight Mn is between 1200 g / mol and 4000 g / mol.
[0032] Based on the total weight of the cosmetic composition, the amount of the hyperbranched copolymer in the cosmetic composition is typically between 0.1% by weight and 3% by weight.
[0033] Preferably, the molar ratio of monomer (i) to monomer (ii) is between 5:1 and 0.5:1, especially between 4:1 and 1:1, and preferably between 3:1 and 3:2.
[0034] More preferably, the molar ratio of monomer (i) to monomer (iii) is between 5:1 and 0.5:1, especially between 3:1 and 1:1, and preferably between 2.5:1 and 1.1:1.
[0035] Number-average molecular weight M of hyperbranched copolymers n Preferably, the concentration is between 1400 g / mol and 3000 g / mol, and more preferably between 2100 g / mol and 2300 g / mol.
[0036] Preferably, the hyperbranched polymer is polyquaternium-110, also identified by CAS number 1323977-82-7.
[0037] The cosmetic composition further comprises at least one acrylic polymer liquid dispersion, said acrylic polymer being a homopolymer or copolymer of monomers selected from the group consisting of: (meth)acrylic acid, (meth)acrylate, (meth)acrylamide, and amides of (meth)acrylic acid.
[0038] Acrylic polymer liquid dispersions are known to those skilled in the art and are widely used in the cosmetics industry.
[0039] The monomers mentioned above are particularly selected from the group consisting of: (meth)acrylic acid, hydroxyalkyl esters of (meth)acrylic acid, especially hydroxyethyl (meth)acrylic acid (HEMA, HEA), (meth)acrylamide, and (meth)acryloyldimethyl taurate. Monomers selected from the group consisting of: acrylic acid, hydroxyalkyl esters of acrylic acid, especially hydroxyethyl acrylate (HEA), acrylamide, and acryloyldimethyl taurate are particularly preferred.
[0040] In the case where the homopolymer or copolymer of the monomer contains any carboxylic acid group, the polymer may also exist entirely or partially in salt form, i.e., the H of the COOH group can be replaced by the corresponding cation (e.g., particularly alkali ions, alkaline earth ions, and ammonium ions (NH4+)). + Substitution with quaternary ammonium ions.
[0041] Particularly suitable acrylic polymer liquid dispersions are available from SEPPIC under the trademark Sepigel. TM and Sepiplus TM and Simulgel TM Especially Sepigel TM 305, Sepiplus TM S、Sepiplus TM 400 and Simulgel TM Polymers obtained commercially from NS. Sepigel TM 305 is polyacrylamide. Sepiplus TM S is a copolymer of hydroxyethyl acrylate and sodium acryloyl dimethyl taurate. TM 400 is polyacrylate 13, a copolymer of acrylic acid and acrylamide, sodium acrylate and sodium acryloyl dimethyl taurate. (Simulgel) TM NS is a copolymer of hydroxyethyl acrylate and sodium acryloyl dimethyl taurate.
[0042] Commercial products are often sold as dispersions, especially 50% by weight dispersions.
[0043] Preferably, the total amount of the acrylic polymer in the liquid dispersion is selected from the range of 0.01 wt% to 3 wt%, more preferably from 0.1 wt% to 2.0 wt%, and most preferably from 0.4 wt% to 1.5 wt%.
[0044] Cosmetic compositions typically contain other ingredients suitable for use in cosmetic compositions.
[0045] Specifically, the cosmetic composition preferably also contains at least one oil.
[0046] The term "oil" in this specification means a water-insoluble, organic, natural, or synthetic oil suitable for cosmetic purposes, preferably having a liquid or consistent viscosity at 23°C. In this context, "water-insoluble" means that the water solubility of the oil at 20°C does not exceed 2% by weight.
[0047] Preferably, the oil has a polarity index between 5 mN / m and 55 mN / m, more preferably in the range of 55-24 mN / m or in the range of 18-5 mN / m, and even more preferably in the range of 50 mN / m and 30 mN / m or in the range of 15 mN / m and 5 mN / m.
[0048] The term "polarity index" is a parameter known to those skilled in the art. The polarity of an oil is defined as the polarity index (interfacial tension) of the oil relative to water. Interfacial tension, i.e., the polarity index, can be determined, in particular, using a ring tensiometer (e.g., Krüss K10), which measures interfacial tension in mN / m in a manner similar to ASTM method D971-99a (2004).
[0049] These oils are specifically oils containing chemical groups such as alkanes, triglycerides, ester oils, or glycol esters.
[0050] The oil is preferably selected from the group consisting of: dibutyl adipate, castor oil, calendula oil, wheat germ oil, di-C12-13 alkyl tartrate, propylene glycol monoisostearate, and cocoyl glycerol, and particularly from the group consisting of: di-C12-13 alkyl tartrate, dibutyl adipate, and cocoyl glycerol.
[0051] Oils with a preferred polarity index between 50 mN / m and 30 mN / m are those selected from the group consisting of: isoparaffins (C12-C14), cycloalkanes, polydecene, squalane, hydrogenated polyisobutylene, isohexadecane, paraffin oil perliquidum, polydimethylsiloxane, isoeicosane, ethoxydiethylene glycol oleate, decyl oleate, dioctylcyclohexane, paraffin oil subliquidum, liquid paraffin, isocetyl palmitate, cyclopentadiene, dioctyl carbonate, octyl isostearate, trimethylhexyl isononanoate, 2-ethylhexyl isononanoate, dioctyl ether, dihexyl carbonate, and octyl cocoate, particularly those selected from the group consisting of: dioctyl carbonate, liquid paraffin, and squalane.
[0052] The preferred oils with a polarity index in the range of 18-5 mN / m are di-C12-13 alkyl tartrate, dibutyl adipate, or coconut oil-based glyceryl ester, and even more preferably di-C12-13 alkyl tartrate or dibutyl adipate.
[0053] Based on the total weight of the cosmetic composition, the total weight of the oil, especially the total amount of oil with a polarity index in the range of 55-24 mN / m or 18-5 mN / m, preferably in the range of 2-20% by weight, particularly 3-15% by weight.
[0054] Furthermore, it is preferred that the cosmetic composition contains at least one ultraviolet (UV) filter. The UV filter can be a liquid or a solid UV filter. The UV filter can be a UV-A or UV-B filter.
[0055] Suitable liquid UV filters absorb light in the UVB and / or UVA range and are liquid at ambient temperature (i.e., 25°C). Such liquid UV filters are well known to those skilled in the art and particularly include cinnamic acid esters, such as octyl methoxycinnamate (…). MCX) and isoamyl methoxycinnamate (Neo) E1000); salicylate esters, such as homosalate (2-hydroxybenzoic acid 3,3,5-trimethylcyclohexyl ester). HMS) and ethylhexyl salicylate (also known as ethylhexyl salicylate, 2-hydroxybenzoic acid 2-ethylhexyl ester, ... EHS); acrylates, such as octocrylene (2-cyano-3,3-phenylacrylate 2-ethylhexyl ester, 340) and 2-cyano-3,3-diphenyl acrylate ethyl ester; esters of benzylidene malonate, such as, in particular, dialkyl benzylidene malonate esters, such as 4-methoxybenzyl malonate di(2-ethylhexyl) ester and polysiloxane-15 ( SLX); dialkyl esters of naphthalenecarboxylic acid, such as diethylhexyl 2,6-naphthalenecarboxylic acid (SLX); TQ); eugenol malonate, such as diethylhexyl eugenol malonate (TQ); ST liquid), and benzotriazolyl dodecyl p-cresol ( TL) as well as benzophenone-3 and cresoltrazol trisiloxane.
[0056] Particularly advantageous liquid UV filters are octyl methoxycinnamate, homosalate, ethylhexyl salicylate, octocrylene, diethylhexyl 2,6-naphthalenedicarboxylate, diethylhexyl eugenol malonate, benzotriazolyl dodecyl p-cresol, benzophenone-3, cresoltrazol trisiloxane, polysiloxane-15, and mixtures thereof.
[0057] Suitable solid UV filters absorb light in the UVB (280-315 nm) and / or UVA (315-400 nm) range and are solid at ambient temperature (i.e., 25 °C). They are particularly solid organic UV filters. Particularly suitable solid UV filters are those consisting of the group consisting of: bis-ethylhexyloxyphenol methoxyphenyl triazine, butyl methoxydibenzoylmethane, methylene bis-benzotriazolyl tetramethylbutylphenol, diethylaminohydroxybenzoylhexyl benzoate, ethylhexyl triazine ketone, diethylhexylbutamidotriazine ketone, 4-methylbenzyl camphor, and 1,4-bis(benzoxazol-2'-yl)benzene.
[0058] Based on the total weight of the cosmetic composition, the amount of the individual organic UV filter is preferably in the range of about 0.1% by weight to about 6% by weight, more preferably in the range of 0.5% by weight to 5% by weight, and most preferably in the range of 1% by weight to 4% by weight.
[0059] In the case of sunscreen compositions, the total amount of organic UV filters is strongly dependent on the target UV protection of the composition and is typically between 1% and 50% by weight, preferably between 5% and 40% by weight, based on the total weight of the composition.
[0060] Based on the total weight of the composition, a sunscreen with an SPF of 15 (SPF = sun protection factor) contains, for example, a total amount of organic UV filters, preferably between 4% and 20% by weight, more preferably between 7% and 15% by weight.
[0061] Based on the total weight of the composition, a sunscreen with an SPF of 30 contains, for example, a total amount of organic UV filters, preferably between 10% and 40% by weight, more preferably between 15% and 25% by weight.
[0062] Based on the total weight of the composition, a sunscreen with an SPF of 50 contains, for example, a total amount of organic UV filters, preferably between 15% and 50% by weight, more preferably between 20% and 40% by weight.
[0063] Cosmetic compositions particularly contain at least one anionic emulsifier.
[0064] An "anionic emulsifier" is an organic compound having both hydrophobic and hydrophilic groups, typically carboxylates, sulfates, or sulfonates, which stabilizes the emulsion and forms negatively charged organic ions in acidic or neutral media.
[0065] An anionic emulsifier that can be advantageously used in one embodiment is selected from the group consisting of carboxylic acids and carboxylate salts or esters thereof, wherein the corresponding hydrophobic group is a hydrocarbon group comprising at least 6, preferably at least 10, more preferably at least 14 carbon atoms.
[0066] Examples of such anionic emulsifiers include
[0067] -Carboxylates, especially aluminum stearate, magnesium alkanolate, and zinc undecenoate.
[0068] Salts of α-carboxylic acid esters, particularly calcium stearoyl lactylate, sodium stearoyl lactylate, glyceryl stearate citrate, lauryl ether-6 citrate, and PEG-4 lauryl amide sodium carboxylate.
[0069] Salts of carboxylic acid ethers, particularly sodium lauryl ether-13 carboxylate and sodium cocoamide carboxylate-6.
[0070] - A salt of succinic acid or its ester.
[0071] In another preferred embodiment, the anionic emulsifier is a salt of an acyl amino acid.
[0072] Examples of such anionic emulsifiers include
[0073] -Acylglutamate, especially sodium acylglutamate, di-TEA-palmitoyl aspartate, sodium octanoate / capric acid glutamate, sodium stearoyl glutamate;
[0074] - Acyl peptides, particularly palmitoyl-hydrolyzed milk protein, cocoyl-hydrolyzed soy protein sodium, and cocoyl-hydrolyzed collagen sodium / potassium;
[0075] - Sarcosine salts, especially myristoyl sarcosine salt, TEA-lauroyl sarcosine salt, sodium lauroyl sarcosine and sodium cocoyl sarcosine;
[0076] - Taurates, especially sodium lauroyl taurate and sodium methyl cocoyl taurate;
[0077] -Acyl lactates, especially lauroyl lactate and hexanoyl lactate;
[0078] -Alanine salt.
[0079] In another preferred embodiment, the anionic emulsifier is an organophosphonic acid or phosphoric acid or a salt thereof or a salt of the corresponding ester thereof, wherein the corresponding hydrophobic group is a hydrocarbon group comprising at least 6, preferably at least 10, more preferably at least 14 carbon atoms.
[0080] Examples of such anionic emulsifiers are DEA-oleyl alcohol polyether-10 phosphate, dilauryl alcohol polyether-4 phosphate, or cetyl phosphate potassium. Cetyl phosphate potassium is particularly preferred. Cetyl phosphate potassium can be used as… K was purchased from DSM Naturitional Products Ltd Kaiseraugst.
[0081] In another preferred embodiment, the anionic emulsifier is an organic sulfonate, wherein the corresponding hydrophobic group is a hydrocarbon group comprising at least 6, preferably at least 10, more preferably at least 14 carbon atoms.
[0082] Examples of such anionic emulsifiers include
[0083] - Acyl hydroxyethyl sulfonates; especially ammonium cocoyl hydroxyethyl sulfonate, sodium cocoyl hydroxyethyl sulfonate, and sodium lauryl hydroxyethyl sulfonate.
[0084] -alkylarylsulfonate
[0085] alkyl sulfonates, particularly sodium cocoyl monoglyceride sulfonate, sodium C12-14-olefin sulfonate, sodium lauryl sulfoacetate, and PEG-3 cocamidosulfonate magnesium.
[0086] - Sulfosuccinates, particularly sodium dioctyl sulfosuccinate, disodium lauryl ether sulfosuccinate, disodium lauryl sulfosuccinate, disodium undecyleneamide-MEA sulfosuccinate, disodium cetearyl sulfosuccinate, and sodium lauryl ether sulfosuccinate.
[0087] The anionic emulsifier is preferably selected from the group consisting of: potassium cetyl phosphate, disodium cetearyl sulfosuccinate, sodium stearoyl glutamate, sodium stearoyl lactylate, glyceryl stearate citrate, and sodium cocoyl hydroxyethyl sulfonate.
[0088] Preferably, the total amount of the anionic emulsifier is selected from the range of 0.1% to 6% by weight, more preferably from 0.25% to 5% by weight, and most preferably from 0.5% to 4% by weight.
[0089] The composition is preferably sulfate-free.
[0090] Therefore, cosmetic compositions are particularly preferably free of sulfates selected from the group consisting of alkyl sulfates, alkyl ether sulfates, alkyl amide ether sulfates, alkyl aryl polyether sulfates, and monoglyceride sulfates, as well as mixtures thereof.
[0091] As used in this document, the term "free of," for example, "sulfate-free," means that the corresponding substance is present only in an amount of less than 0.5% by weight, particularly less than 0.1% by weight, and more particularly less than 0.05% by weight, relative to the weight of the composition. Preferably, "free of" means that the corresponding substance is completely absent from the composition.
[0092] The term "sulfate-free" is used in this document to indicate that the composition does not contain any anionic surfactants having terminal anionic groups having the following formula.
[0093]
[0094] Cosmetic compositions are preferably free of cationic emulsifiers.
[0095] In contrast, a "cationic emulsifier" is an organic compound having both hydrophobic and hydrophilic groups, which stabilizes the emulsion and forms positively charged organic ions in acidic or neutral media.
[0096] Typical examples of such cationic emulsifiers are isostearamidopropyl dimethylamine, silachlor, stearamidoethyl diethylamine, behenyltrimethylammonium sulfate, behenyloxy PG-trimethylammonium chloride, hexadecyltrimethylammonium bromide, behenamidopropyl dimethylamine behenate, rapeseed oleamidopropyl dimethylamine, stearamidopropyl dimethylamine, cocamidopropyl PG-dimethylammonium chloride, distearylethylhydroxyethylmethylammonium methyl sulfate, dicocoylethylhydroxyethylmethylammonium methyl sulfate, and distearylethyl... The following are listed: methylammonium chloride, terpineamide propyltrimethylammonium chloride, behenamidopropyl dimethylamine, brassinolide isoleucine ester ethanesulfonate, acrylamide propyltrimethylammonium chloride / acrylate copolymer, linoleamide propyl ethyl dimethylammonium ethyl sulfate, dimethyl laurylamine isostearate, isostearamide propyl lauryl acetyl dimethylammonium chloride, especially behenamide trimethylammonium chloride, diceryl dimethylammonium chloride, cetrimonium chloride, stearyl trimethylammonium chloride and palmitamide propyltrimethylammonium chloride.
[0097] Cosmetic compositions may also contain cosmetic carriers, excipients, and diluents suitable for use in the cosmetic compositions of the present invention, as well as additives and active ingredients commonly used in the skin care industry, examples of which are described, for example, in, but not limited to, the International Cosmetic Ingredient Dictionary & Handbook by Personal Care (http: / / www.personalcarecouncil.org / ), which is available online at INFO BASE (http: / / online.personalcarecouncil.org / jsp / Home.jsp).
[0098] Such possible components in cosmetic compositions particularly enhance performance and / or consumer acceptability, such as preservatives, antioxidants, fatty substances / oils, thickeners, emollients, sunscreens, moisturizers, fragrances, co-surfactants, fillers, multivalent chelating agents, cationic polymers, nonionic polymers, or amphoteric polymers or mixtures thereof, acidifiers or alkalizers, viscosity modifiers, and natural hair nutrients (e.g., botanicals, fruit extracts, sugar derivatives, and / or amino acids) or any other ingredients commonly formulated into cosmetic compositions. The necessary amounts of adjuvants and additives can be readily selected by those skilled in the art based on the desired product and will be illustrated in the examples, but are not limited thereto.
[0099] In an advantageous embodiment, the cosmetic composition according to the invention contains 50% to 99%, preferably 60% to 98%, more preferably 70% to 98%, and in particular 80% to 95% of a carrier, based on the total weight of the cosmetic composition.
[0100] The cosmetic composition preferably contains water. In a particularly advantageous embodiment, the carrier also consists of at least 40% by weight, more preferably at least 50% by weight, and most preferably at least 55% by weight of water, for example, particularly 55% to 90% by weight of water.
[0101] In all embodiments of the invention, particularly suitable thickeners are xanthan gum, gellan gum, and / or carboxymethyl cellulose. Most preferably, in all embodiments of the invention, the thickener is xanthan gum or gellan gum.
[0102] Based on the total weight of the cosmetic composition, such thickeners are preferably used in an amount (total) selected from 0.1% by weight to 1% by weight, more preferably in an amount of 0.1% by weight to 0.5% by weight.
[0103] Preferably, the composition is free of polyvinylpyrrolidone (PVP), and in particular free of alkylated polyvinylpyrrolidone, such as copolymers of N-vinylpyrrolidone and hexadecane or eicosene, such as those commercially available as Antaron V-216 or Antaron V-220.
[0104] Generally, the cosmetic compositions according to the invention have a pH in the range of 3 to 10, preferably in the range of 4 to 8, and most preferably in the range of 4 to 7.5. The pH can be readily adjusted as needed using a suitable acid (e.g., citric acid) or base (e.g., NaOH) according to standard methods in the art.
[0105] Cosmetic compositions are preferably free of sulfates and / or parabens and / or silicone oils and / or siloxane surfactants and / or methylisothiazolidinediones, and / or polyvinylpyrrolidone (PVP), especially alkylated polyvinylpyrrolidone.
[0106] The cosmetic composition is preferably a topical composition.
[0107] As used herein, the term "local" should be understood to mean externally applied to a keratinous substance, specifically skin, scalp, eyelashes, eyebrows, nails, mucous membranes, and hair, preferably skin.
[0108] Because topical compositions are intended for topical application, they are known to contain physiologically acceptable mediators, i.e., mediators compatible with keratinous substances such as skin, mucous membranes, and keratin fibers. Specifically, physiologically acceptable mediators are cosmetically acceptable carriers.
[0109] The term "cosmetically acceptable carrier" refers to all carriers and / or excipients and / or diluents commonly used in topical cosmetic compositions, such as, in particular, sunscreen products.
[0110] Preferably, the cosmetic composition is a skin care preparation, a decorative preparation, or a functional preparation.
[0111] Examples of skin care preparations include, in particular, photoprotective preparations, anti-aging preparations, preparations for treating photoaging, body oils, body lotions, body gels, care creams, skin ointments, skin powders, moisturizing gels, moisturizing sprays, facial and / or body moisturizers, skin tanning preparations (i.e., compositions for artificial / non-sun tanning and / or browning of human skin), such as tanning creams, and skin brightening preparations.
[0112] Examples of functional formulations are cosmetic or pharmaceutical compositions containing active ingredients, such as, but not limited to, hormone formulations, vitamin formulations, plant extract formulations, and / or anti-aging formulations.
[0113] The cosmetic composition is preferably a skin care composition.
[0114] In one embodiment of the described embodiments, the cosmetic composition is a sunscreen composition. The sunscreen composition is a photoprotective agent (sunscreen product), such as sun protection milks, sunscreen lotions, sunscreen creams, sunscreen oils, sunscreen blocks, or day creams with an SPF (Sun Protection Factor). Sunscreen creams, sunscreen lotions, sunscreen milks, and sunscreen agents are of particular interest.
[0115] The cosmetic compositions according to the invention may be in the form of a suspension or dispersion in a solvent or fatty substance, or an emulsion or microemulsion (especially oil-in-water (O / W) or water-in-oil (W / O) type, siloxane-in-water (Si / W) or siloxane-in-water (W / Si) type, PIT emulsion, multiple emulsion (e.g., oil-in-water-in-oil (O / W / O) or water-in-oil-in-water (W / O / W) type), Pickering emulsion, hydrogel, alcohol gel, lipogel, single-phase or multi-phase solution or capsule dispersion, or other commonly used forms, which may also be applied as a mask or spray using a pen applicator.
[0116] Preferred cosmetic compositions in all embodiments of the invention are emulsions containing an oil phase and an aqueous phase, such as, in particular, O / W, W / O, Si / W, W / Si, O / W / O, W / O / W multi-phase or Pickering emulsions.
[0117] Based on the total weight of the cosmetic composition, the total amount of oil phase present in this emulsion is preferably at least 5% by weight, for example in the range of 5% to 50% by weight, more preferably in the range of 10% to 40% by weight, and most preferably in the range of 10% to 35% by weight.
[0118] Based on the total weight of the cosmetic composition, the amount of the aqueous phase present in this emulsion is preferably at least 20% by weight, for example in the range of 50% to 95% by weight, more preferably in the range of 60% to 90% by weight, and most preferably in the range of 65% to 90% by weight.
[0119] More preferably, the cosmetic composition according to the invention is in the form of an oil-in-water (O / W) emulsion, which contains an oil phase dispersed in an aqueous phase in the presence of an O / W emulsifier or a Si / W emulsifier, because such compositions exhibit a significantly reduced transfer of the corresponding composition to the surface. The preparation of such oil-in-water emulsions is well known to those skilled in the art.
[0120] The compositions according to the invention in the form of O / W emulsions can be provided, for example, in all formulations of O / W emulsions, such as serums, emulsions, or creams, and they are prepared according to commonly used methods. The compositions as the subject of this invention are preferably intended for topical application and can particularly constitute dermatological or cosmetic compositions, for example, intended for protecting human skin from the adverse effects of ultraviolet radiation (anti-wrinkle, anti-aging, moisturizing, sun protection, etc.).
[0121] The cosmetic composition is preferably a leave-on composition.
[0122] "No-rinse composition" is a cosmetic composition that remains on hair or skin after application and is not washed off immediately (within 30 minutes of application).
[0123] It has been found that when certain hyperbranched copolymers are used with at least one acrylic polymer liquid dispersion, cosmetic compositions exhibit a strongly reduced material transfer to the contact surface, wherein the hyperbranched copolymer is a monomer of the following monomers.
[0124] (i) Dodecenylsuccinic anhydride
[0125] (ii) diisopropanolamine
[0126] (iii) Dimethylaminopropylamine
[0127] Hyperbranched copolymers having end groups of the following formula
[0128]
[0129] And the molecular weight Mn is between 1200 g / mol and 4000 g / mol, and the at least one acrylic polymer liquid dispersion is a homopolymer or copolymer of monomers selected from the group consisting of: (meth)acrylic acid, (meth)acrylic acid, (meth)acrylate, (meth)acrylamide, and amides of (meth)acrylic acid.
[0130] Therefore, another aspect of the present invention is the use of hyperbranched copolymers in cosmetic compositions comprising at least one acrylic polymer liquid dispersion for reducing material transfer to contact surfaces, said hyperbranched copolymers being hyperbranched copolymers of the following monomers.
[0131] (i) Dodecenylsuccinic anhydride
[0132] (ii) diisopropanolamine
[0133] (iii) Dimethylaminopropylamine
[0134] The specific hyperbranched copolymer has end groups of the following formula.
[0135]
[0136] Furthermore, the molecular weight Mn is between 1200 g / mol and 4000 g / mol.
[0137] The acrylic polymer is a homopolymer or copolymer of monomers selected from the group consisting of: (meth)acrylic acid, (meth)acrylate, (meth)acrylamide, and amides of (meth)acrylic acid.
[0138] The amount of material transfer was determined by measuring the weight of the object (the second object) before and after contact. Any increase in weight after contact is due to material transfer from the first object to the second object. The reduction in material transfer was determined by comparing the composition according to the invention with a corresponding composition (not according to the invention) of a liquid dispersion not containing the aforementioned hyperbranched copolymer or acrylic polymer. The reduction was expressed as a percentage of material transfer measured in two measurements.
[0139] It has been found that reductions of more than 15%, even more than 25%, and especially more than 30% can be achieved.
[0140] The cosmetic composition is applied to a first surface. The surface is preferably skin, particularly human skin. It has been found that using a porous sponge instead of skin is a good method for simulating material transfer from skin to another surface.
[0141] The surface of the object in contact (the second object) is preferably a glass surface, or a plastic or fabric surface.
[0142] When the surface is fabric, this is very helpful in preventing unwanted transfer of cosmetic compositions to the fabric, especially to clothing, as the cosmetic compositions may stain the fabric.
[0143] Specifically, the contact surface (i.e., the surface of the second object) is a glass surface.
[0144] Most preferably, the contact surface (i.e., the surface of the second object) is optical glass, such as that used in reading glasses or sunglasses, or the screen display of a smartphone, computer device, or tablet computer.
[0145] By reducing material transfer from cosmetic compositions, particularly when the glass surface comes into contact with fingers, traces left on the glass (e.g., optical glass of instruments, or vision glass), especially fingerprints, can be reduced or even avoided. Specifically, this can greatly reduce or even avoid any undesirable effects of the material left on the surface on light rays transmitted through the glass.
[0146] Furthermore, it can greatly reduce the amount of residue left on aesthetic surfaces such as mirrors or on high-gloss or highly matte surfaces such as the finishes of cars, furniture, or artwork. This is highly advantageous because such surfaces require extensive cleaning and maintenance if they come into contact with skin on which a cosmetic composition has been applied, especially if touched with fingers that have previously been in contact with the cosmetic composition.
[0147] This invention can significantly reduce traces left on the surface of a display unit, such as a mobile phone display, or the screen or touchscreen of a monitor, laptop, mobile phone, or tablet. Therefore, readability can be improved. Since the functionality of a touchscreen depends on various surface aspects, this invention also helps to improve consistent touchscreen functionality without an excessive need to clean the glass surface.
[0148] When the surface comes into contact with the skin, reduced material transfer also significantly reduces the labor and cost involved in cleaning the surface.
[0149] Example
[0150] The invention is further illustrated by the following experiments. These embodiments are merely illustrative and are not intended to limit the scope of the invention in any way.
[0151] Preparation of hyperbranched copolymer (HBC1)
[0152] A hyperbranched copolymer HBC1 of monomeric dodecenyl succinic anhydride, diisopropanolamine, and bis(dimethylaminopropyl)amine was prepared according to Example 3 of EP 2 794 729 B1 using 237.59 g of N,N-bis(N'N'-dimethylaminopropyl)amine, 112.6 g of diisopropanolamine, and 426.89 g of dodecenyl succinic anhydride. After heating and vacuum, a residual carboxylic acid content <0.3 meq / g (titration analysis), AV = 9.8 mg KOH / g, and an amine content of 2.99 meq / g (titration analysis) were obtained, with a molecular weight Mn = 2240. The product was reacted with sodium chloroacetate in water and stirred at 80 °C until... 1 1H-NMR analysis showed complete conversion of chloroacetic acid to obtain the hyperbranched copolymer HBC1, which has end groups of the following formula.
[0153] And its molecular weight Mn is 2.3 kDa.
[0154] The hyperbranched copolymer HBC1 was used in the following experiments as a 45% aqueous solution.
[0155] Material transfer
[0156] Material transfer is determined using the sponge test shown below:
[0157] - Place a piece of sponge cloth (from Weitawip Claire of Weita AG: cellulose / cotton fiber blend, 200g / m²) 2 Cut the 5mm thick piece into 76mm x 26mm pieces.
[0158] - Weigh the tare of the sponge sample.
[0159] - Apply 350 mg of the corresponding sample (= cosmetic composition) and distribute it evenly on a 76 mm × 26 mm sponge surface.
[0160] - Weigh the sponge with the applied sample.
[0161] -Weigh the tare of a microscope slide (glass plate 76mm×26mm×1mm).
[0162] - Place the microscope slide (glass plate) on top of the sponge, and place a 500g weight (height: 6.3cm, contact area diameter: 3.7cm) on the slide for 10 seconds to apply specific pressure to the sample.
[0163] Carefully remove the microscope slide vertically.
[0164] Weigh the removed microscope slide and accordingly determine the amount of sample transferred to the glass plate.
[0165] - Repeat the test 10 times for each composition to obtain the mean (average value) for each sample.
[0166] Preparation of cosmetic compositions
[0167] The oil phase components (in weight %) according to Table 1 were mixed and heated to 85°C. The aqueous phase components (in weight %) according to Table 1 were mixed and stirred until the xanthan gum was completely dissolved, then heated to 80°C. The two phases were mixed and homogenized at 10,000 rpm for 1 minute. The emulsion was cooled to 35°C with moderate stirring. In the case of using hyperbranched copolymers in the examples, the corresponding hyperbranched polymer (in weight %) was now added to the emulsion with stirring. Stirring continued until the emulsion reached room temperature. The amounts of the components used in the compositions (totaling 100% by weight) were selected such that the total weight of each composition was 70 grams.
[0168]
[0169] Table 1. Material transfer and corresponding reduction in cosmetic compositions.
[0170] 1 Material transfer of the cosmetic composition relative to the composition applied to the sponge.
[0171] 2 Compared to the corresponding reference, the reduction in material transfer is (e.g., for 1: 16.67% = 100% - 100*(0.85 / 1.02)).
[0172] 3Acrylic polymer liquid dispersions from SEPPIC
[0173] 4 Solid cross-linked polyacrylic acid from Lubrizol
[0174] The results in Table 1 clearly demonstrate that the samples with the specific hyperbranched copolymer exhibit significantly higher material transfer reductions compared to the corresponding reference examples (“References”) without said copolymer (1 vs. Reference 1, 2 vs. Reference 2, 3 vs. Reference 3). Furthermore, the results in Table 1 also clearly show the effect of polyacrylic acid polymer liquid dispersions. They indicate that, compared to solid polyacrylates, polyacrylic acid polymer liquid dispersions exhibit significantly higher material transfer reductions (1, 2, 3 vs. Reference 4).
[0175] When the above composition is applied to the fingertip and the touchscreen of a Samsung S9 display is touched with such a finger, and the amount of trace left on the screen is visually assessed, the positive results and effects of the composition according to the invention in reducing material transfer can also be observed in the above experiments.
Claims
1. Use of a hyperbranched copolymer in a cosmetic composition comprising at least one acrylic polymer liquid dispersion for reducing material transfer to a contact surface, said hyperbranched copolymer being a monomer of the following monomers (i) Dodecenylsuccinic anhydride (ii) diisopropanolamine (iii) A hyperbranched copolymer of dimethylaminopropylamine having end groups of the following formula Furthermore, the molecular weight Mn is between 1200 g / mol and 4000 g / mol. The acrylic polymer is a homopolymer or copolymer of monomers selected from the group consisting of: (meth)acrylic acid, (meth)acrylate, (meth)acrylamide, and amides of (meth)acrylic acid.
2. The use according to claim 1, characterized in that... The contact surface is a glass surface.
3. The use according to claim 1 or 2, characterized in that... The contact surface is the display of a mobile phone, computer device, or tablet computer.
Citation Information
Patent Citations
Hyperbranched polymers
EP2794729B1
Hair care polymer
CN104640931A
Hyperbranched polymers
WO2013092800A1
Hair care polymer
WO2014041019A1