Rinse-off conditioner composition comprising microcapsules

Abstract

The present invention relates to rinse-off hair conditioner compositions for cationically coated microcapsules with high deposition performance. The compositions of the present invention comprise a limited amount of quaternary ammonium salt which is replaced by at least one non-quaternized conditioning ingredient to provide high deposition of the microcapsules on the surface.

Description

[0001] This invention is a divisional application of patent application No. 201880038960.3, filed on June 14, 2018, entitled "Washable Conditioner Composition Containing Microcapsules". Technical Field

[0002] This invention relates to wash-off conditioning compositions comprising microcapsules having an oil-based core and a polymer shell at least coated with a cationic polymer. The compositions of this invention are characterized in that they contain a limited amount of a quaternary ammonium salt, which is offset by an optimal amount of non-quaternized conditioning ingredients, maximizing the deposition of the microcapsules on surfaces such as hair or skin. Background Technology

[0003] Microencapsulation is an effective technique for stabilizing volatile substances and efficiently delivering such active beneficial substances (e.g., essential oils) to various surfaces such as hair, skin, or fabrics. Therefore, microcapsules, especially those containing an oil-based core and a polymer shell known as a core-shell microcapsule, are now widely used in many consumer products.

[0004] When used as part of an eluent formulation, it is desirable to maximize the amount of capsules retained on the target surface after the rinsing process. Various patents have described methods of improving capsule deposition efficiency by adding cationic deposition aids to the capsule shell or directly to eluent products. Examples of such disclosures can be cited, for instance, as US 4,234,627, US 4,973,422, US 5,185,155, US 20040071742, WO 03 / 002699, and US 2003 / 017246.

[0005] In WO 2017 / 001385, the applicant previously described an enhanced deposition of microcapsules having a cationic coating made of a mixture of cationic polymers.

[0006] In consumer products requiring high deposition rates, wash-off conditioners can be used. These compositions typically consist of non-quaternized conditioners, often used in combination with quaternary ammonium salts and water-soluble cationic conditioner polymers, to provide good conditioning performance.

[0007] The performance of capsule deposition in existing wash-off conditioning formulations can be improved.

[0008] Therefore, there is a need to provide washable conditioner compositions that exhibit high performance in microcapsule deposition.

[0009] The present invention solves the above problems by providing a wash-off conditioner composition comprising microcapsules having an oil-based core and a polymer shell at least coated with a cationic polymer, the composition comprising a small amount of quaternary ammonium salt and an optimal amount of non-quaternized conditioner ingredients. Summary of the Invention

[0010] The first object of the present invention is a wash-off conditioner composition comprising:

[0011] Core-shell microcapsule slurry comprising microcapsules having an oil-based core and a polymer shell coated with at least one cationic polymer;

[0012] ~ Up to 4 wt% of at least one quaternary ammonium salt;

[0013] ~0.25~15 wt% of at least one non-quaternized conditioning ingredient, comprising oil or wax or a mixture thereof;

[0014] <2 wt% of at least one water-soluble cationic conditioning polymer; the above weights are based on the total weight of the composition.

[0015] A second object of the present invention is the use of the compositions as defined above for depositing microcapsules on a surface, preferably on hair and / or skin. Detailed Implementation

[0016] Unless otherwise stated, percentage (%) means weight percentage of the composition.

[0017] The present invention has now identified a method for improving the efficiency of microcapsule deposition on a substrate in wash-off conditioning applications. Improved deposition or improved deposition efficiency refers to the percentage of microcapsules remaining on the substrate during use, particularly after a rinsing step. Better deposition then translates into improved delivery performance of the encapsulated active ingredients, such as olfactory performance in the case of fragrances, meaning that the microcapsules are able to deliver a lasting perception of fragrance. Surprisingly, it has been found that in compositions containing cationicly coated microcapsules, completely or partially replacing quaternary ammonium salts with non-quaternized conditioning ingredients and optionally water-soluble cationic conditioning polymers can significantly improve the deposition performance of these microcapsules.

[0018] Therefore, a first object of the present invention is a wash-off conditioner composition comprising:

[0019] Core-shell microcapsule slurry comprising microcapsules having an oil-based core and a polymer shell coated with at least one cationic polymer;

[0020] ~ Up to 4 wt% of at least one quaternary ammonium salt;

[0021] ~0.25~15 wt% of at least one non-quaternized conditioning ingredient, comprising oil or wax or a mixture thereof;

[0022] <2 wt% of at least one water-soluble cationic conditioning polymer;

[0023] The above weights are based on the total weight of the composition.

[0024] Core-shell microcapsules

[0025] In this invention, "core-shell microcapsule" or the like is intended to refer to a capsule having a particle size distribution in the micrometer range (e.g., an average diameter (d(v,0.5)) between about 1 and 3000 μm). It includes a shell or polymer shell based on a solid oligomer and an internal continuous phase surrounded by the shell.

[0026] The core-shell microcapsules according to the present invention comprise an oil-based core. "Oil" refers to an organic phase that is liquid at about 20°C, forming the core of the core-shell capsule. According to any embodiment of the present invention, the oil comprises an ingredient or composition selected from fragrances, fragrance components, flavorings, seasoning components, nutritional supplements, cosmetic ingredients, sunscreens, pesticides, odor-resistant substances, bactericides, fungicides, bactericidal activators, insect repellents or attractants, insect control agents, pharmaceuticals, agricultural chemicals, and mixtures thereof.

[0027] According to one particular embodiment, the oil-based core comprises a fragrance and another ingredient selected from the group consisting of nutritional supplements, cosmetics, insect repellents, and bactericides.

[0028] According to one particular embodiment, the oil-based core comprises a spice or seasoning. According to a preferred embodiment, the oil-based core comprises a spice. According to another embodiment, the oil-based core is composed of a spice.

[0029] The term "fragrant oil" (or "fragrance") refers herein to an ingredient or composition that is liquid at about 20°C. According to any of the above embodiments, the fragrant oil may be a single fragrance ingredient or a mixture of ingredients in the form of a fragrance composition. As a "fragrance ingredient," it refers herein to a compound whose primary purpose is to impart or modulate odor. In other words, such an ingredient, considered a fragrance ingredient, must be recognized by those skilled in the art as capable of imparting or altering the odor of the composition in at least a positive or pleasant manner, and not merely possessing an odor. For the purposes of this invention, the fragrant oil also includes combinations of the fragrance ingredient with substances that jointly improve, enhance, or alter the delivery of the fragrance ingredient, such as fragrance precursors, emulsions, or dispersions, and combinations that impart other benefits besides altering or imparting odor, such benefits as persistence, bursting, odor neutralization, antimicrobial effects, microbial stability, and insect control.

[0030] The nature and type of flavoring components present in the oil phase are not guaranteed to be described in greater detail here, nor are they exhaustive in any case. Those skilled in the art can select them based on their common sense and according to the intended use or application and the desired sensory effect. Generally, these flavoring components belong to different chemical categories, such as alcohols, aldehydes, ketones, esters, ethers, acetates, nitriles, terpenes, nitrogen- or sulfur-containing heterocyclic compounds, and essential oils, and the flavoring auxiliaries may be of natural or synthetic origin. In any case, many of these auxiliaries are listed in references such as S. Arctander's work (Perfume and Flavor Chemicals, 1969, Montclair, New Jersey, USA) or its later editions or other works of a similar nature, as well as in the extensive patent literature in the fragrance industry. It should also be understood that the components may also be compounds known to release various types of flavoring compounds in a controlled manner.

[0031] Fragrance ingredients can be dissolved in solvents currently used in the fragrance industry. The solvent is preferably not an alcohol. Examples of such solvents include diethyl phthalate, isopropyl myristate, and Abalyn. ® (Rosin resin, available from Eastman), benzyl benzoate, ethyl citrate, limonene or other terpenes or isoparaffins. Preferably, the solvent is highly hydrophobic and sterically hindered, such as Abalyn. ®Or benzyl benzoate. According to a particular embodiment, the solvent includes low-odor, high-density materials such as benzyl salicylate, cyclohexyl salicylate, and hexyl salicylate. Preferably, the fragrance contains less than 30% solvent. More preferably, the fragrance contains less than 20%, and even more preferably less than 10%, all percentages relative to the total weight of the fragrance. Most preferably, the fragrance is substantially solvent-free.

[0032] The properties of the polymer shell of the microcapsules of the present invention can vary. As a non-limiting example, the shell may be made of a polymer material selected from the group consisting of polyurea, polyurethane, polyamide, polyacrylate, polysiloxane, polycarbonate, polysulfonamide, urea-formaldehyde, melamine-formaldehyde resin, melamine-urea resin, melamine-glyoxal resin, gelatin / gum arabic shell wall, and mixtures thereof.

[0033] The shell can also be composite, i.e., organic-inorganic, such as a composite shell composed of at least two cross-linked inorganic particles, or a shell produced by the hydrolysis and condensation reaction of a polyalkoxysilane macromonomer composition.

[0034] According to one embodiment, the shell comprises an amino plastic copolymer, such as melamine-formaldehyde or urea-formaldehyde or cross-linked melamine-formaldehyde or melamine-glyoxal.

[0035] According to a specific implementation, the core-shell microcapsule is a cross-linked melamine-formaldehyde microcapsule obtained by a method comprising the following steps:

[0036] 1) The fragrance oil is mixed with a polyisocyanate having at least two isocyanate functional groups to form an oil phase;

[0037] 2) Disperse or dissolve the amino plastic resin and optional stabilizer in water to form an aqueous phase;

[0038] 3) By mixing the oil phase and the water phase, the oil phase is added to the water phase to form an oil-in-water dispersion, wherein the average droplet size is 1~100 μm.

[0039] 4) Perform a curing step to form the wall of the microcapsules; and

[0040] 5) Optionally, the final dispersion is dried to obtain dried core-shell microcapsules.

[0041] The method is described in more detail in WO 2013 / 092375 and WO 2015 / 110568, the contents of which are included herein by reference.

[0042] According to another embodiment, the shell is based on polyurea, for example, but not limited to, isocyanate-based monomers and amine-containing crosslinking agents, such as guanidine carbonate and / or guanidineazole. Preferred polyurea-based microcapsules comprise a polyurea wall, which is a reaction product of a polymerization reaction between at least one polyisocyanate containing at least two isocyanate functional groups and at least one reactant selected from the group consisting of amines (e.g., water-soluble guanidine salts and guanidines); a colloidal stabilizer or emulsifier; and an encapsulating fragrance. However, the use of amines may be omitted.

[0043] According to another embodiment, the shell is made of polyurethane, which is made of, for example but not limited to, polyisocyanates and polyols, polyamides, polyesters, etc.

[0044] According to one particular embodiment, the colloidal stabilizer comprises 0.1% to 0.4% of a cationic copolymer of polyvinyl alcohol, 0.6% to 1% of vinylpyrrolidone, and quaternized vinylimidazolium (all percentages are defined by weight relative to the total weight of the colloidal stabilizer). According to another embodiment, the emulsifier is an anionic or amphiphilic biopolymer, preferably selected from the group consisting of polyacrylates (and especially copolymers with acrylamide), gum arabic, soy protein, gelatin, sodium caseinate, and mixtures thereof.

[0045] According to a specific embodiment, the polyisocyanate is an aromatic polyisocyanate, preferably comprising a phenyl, toluene, xylene, naphthyl, or biphenyl moiety. Preferred aromatic polyisocyanates are biuret and polyisocyanurates, more preferably polyisocyanurates of toluene diisocyanate (available from Bayer under the trade name Desmodur). ® (purchased from RC), toluene diisocyanate of trimethylolpropane adduct (available from Bayer under the trade name Desmodur) ® (L75 available), trimethylolpropane adduct of phenyl diisocyanate (available from Mitsui Chemicals under the trade name Takenate) ® (Purchased from D-110N).

[0046] According to a specific implementation, the polyisocyanate is a trimethylolpropane adduct of phenyl diisocyanate (available from Mitsui Chemicals under the trade name Takenate). ® (Purchased from D-110N).

[0047] The preparation of aqueous dispersions / slurries of core-shell microcapsules is well known to those skilled in the art. On one hand, the microcapsule wall material may comprise any suitable resin, particularly including melamine, glyoxal, polyurea, polyurethane, polyamide, polyester, etc. Suitable resins include reaction products of aldehydes and amines, with suitable aldehydes including formaldehyde and glyoxal. Suitable amines include melamine, urea, benzoguanidine, glycourea, and mixtures thereof. Suitable melamines include hydroxymethyl melamine, methylated hydroxymethyl melamine, iminomelamine, and mixtures thereof. Suitable ureas include dihydroxymethyl urea, methylated dihydroxymethyl urea, urea-resorcinol, and mixtures thereof. Suitable manufacturing materials may be obtained from one or more of the following companies: Solutia Inc. (St. Louis, Missouri, USA), Cytec Industries (West Paterson, New Jersey, USA), and Sigma-Aldrich (St. Louis, Missouri, USA).

[0048] According to a specific implementation scheme, the core-shell microcapsules are formaldehyde-free capsules. A typical method for preparing formaldehyde-free amino-plastic microcapsule slurries includes the following steps:

[0049] 1) Prepare an oligomer composition comprising the reaction product of the following components, or obtain an oligomer composition by reacting the following components together:

[0050] a) A polyamine component in the form of melamine or a mixture of melamine and at least one C1-C4 compound containing two NH2 functional groups;

[0051] b) Glyoxal, C 4-6 The aldehyde component is in the form of a mixture of 2,2-dialkoxyacetaldehyde and optionally glyoxal, wherein the glyoxal / C ratio of the mixture is... 4-6 The molar ratio of 2,2-dialkoxy-acetaldehyde is 1 / 1 to 10 / 1; and

[0052] c) Protic acid catalysts;

[0053] 2) Prepare an oil-in-water dispersion, wherein the droplet size is between 1 and 600 μm, and includes:

[0054] i. Oil;

[0055] ii. Water medium

[0056] iii. At least the oligomer composition obtained in step 1;

[0057] iv. At least one crosslinking agent selected from the following:

[0058] A) C4-C 12Aromatic or aliphatic di or triisocyanates and their biuret, triuret, trimers, trimethylolpropane adducts and mixtures thereof; and / or

[0059] B) Di or triethylene oxide compounds of the following formula

[0060] A-(ethylene oxide-2-ylmethyl)n

[0061] Where n represents 2 or 3, and 1 represents a C2-C6 group that optionally contains 2 to 6 nitrogen atoms and / or oxygen atoms;

[0062] v. Optionally, a C1-C4 compound containing two NH2 functional groups;

[0063] 3) Heat the dispersion;

[0064] 4) Cool the dispersion.

[0065] The method is described in more detail in WO 2013 / 068255, the contents of which are included in this document by reference.

[0066] According to another embodiment, the shell of the microcapsule is based on polyurea or polyurethane. Examples of methods for preparing polyurea and polyurethane-based microcapsule slurries are described, for example, in WO2007 / 004166, EP2300146, and EP2579976, the contents of which are also incorporated herein by reference. Generally, methods for preparing polyurea or polyurethane-based microcapsule slurries include the following steps:

[0067] a) Dissolve at least one polyisocyanate having at least two isocyanate groups in oil to form an oil phase;

[0068] b) Prepare an aqueous solution of the emulsifier or colloidal stabilizer to form an aqueous phase;

[0069] c) Adding the oil phase to the aqueous phase to form an oil-in-water dispersion, wherein the average droplet size is 1~500 μm, preferably 5~50 μm;

[0070] d) Apply conditions sufficient to initiate interfacial polymerization and form microcapsules in slurry form.

[0071] cationic coating

[0072] The microcapsules present in the specific compositions of the present invention are coated with at least one cationic polymer.

[0073] According to the present invention, in order to form a cationic coating on the microcapsules, a cationic polymer is added at a certain stage of forming the capsule slurry. In other words, when they are added to the wash-off conditioner composition, the cationic coating is already present on the microcapsules and is not derived from the soluble cationic conditioner polymer or the quaternary ammonium salt present in the composition.

[0074] The microcapsules according to the invention are preferably anionic prior to coating with a cationic polymer, since the preferred emulsifier is a negatively charged polymer. Coating such anionic microcapsules with a cationic polymer is well known to those skilled in the art.

[0075] Cationic polymers are well known to those skilled in the art. Preferred cationic polymers have a cationic charge density of at least 0.5 meq / g, more preferably at least about 1.5 meq / g, but also preferably less than about 7 meq / g, more preferably less than about 6.2 meq / g. The cationic charge density of the cationic polymer can be determined by the Kjeldahl method, as described in the United States Pharmacopeia for the determination of nitrogen in chemical tests. Preferred cationic polymers are selected from those containing units comprising primary, secondary, tertiary, and / or quaternary ammonium groups, which may form part of the main polymer chain or may be carried by side substituents directly attached thereto. The weight-average molecular weight (Mw) of the cationic polymer is preferably between 10,000 and 3.5 M Daltons, more preferably between 50,000 and 2 M Daltons.

[0076] According to a specific implementation scheme, cationic polymers based on acrylamide, methacrylamide, N-vinylpyrrolidone, quaternized N,N-dimethylaminomethacrylate, diallyl dimethylammonium chloride, quaternized vinylimidazolium (3-methyl-1-vinyl-1H-imidazol-3-onium chloride), vinylpyrrolidone, acrylamidopropyltrimethylammonium chloride, cassia seed hydroxypropyltrimethylammonium chloride, guar gum hydroxypropyltrimethylammonium chloride, or polygalactomannan 2-hydroxypropyltrimethylammonium chloride ether, starch hydroxypropyltrimethylammonium chloride, and cellulose hydroxypropyltrimethylammonium chloride will be used. Preferably, the copolymer should be selected from the group consisting of polyquaternium-5, polyquaternium-6, polyquaternium-7, polyquaternium-10, polyquaternium-11, polyquaternium-16, polyquaternium-22, polyquaternium-28, polyquaternium-43, polyquaternium-44, polyquaternium-46, cassia seed hydroxypropyltrimethylammonium chloride, guar gum hydroxypropyltrimethylammonium chloride or polygalactomannan 2-hydroxypropyltrimethylammonium chloride ether, starch hydroxypropyltrimethylammonium chloride and cellulose hydroxypropyltrimethylammonium chloride.

[0077] As a specific example of a commercially available product, Salcare can be cited. ®SC60 (a cationic copolymer of acrylamidopropyltrimethylammonium chloride and acrylamide, source: BASF) or Luviquat ® For example, PQ 11N, FC 550, or Style (quaternized copolymers of polyquaternium-11 to polyquaternium-68 or vinylpyrrolidone, source: BASF), or Jaguar. ® (C13S or C17, source: Rhodia).

[0078] In this invention, the terms "poly(acrylamidopropyltrimethylammonium chloride-acrylamide)" and "acrylamidopropyltrimethylammonium chloride / acrylamide copolymer" are used interchangeably.

[0079] According to any of the above embodiments of the present invention, the amount of cationic polymer added is about 0.25 to 2.0 wt%, or even about 0.5 to 1.5 wt%, the percentage being expressed on a w / w basis relative to the total weight of the microcapsule slurry.

[0080] According to one particular embodiment, the microcapsules are coated with a mixture of at least two cationic polymers. Such microcapsules are disclosed in WO 2017 / 001385, the contents of which are also incorporated herein by reference.

[0081] Quaternary ammonium salts

[0082] Quaternary ammonium conditioners that can be used in this invention are well known to those skilled in the art. Examples of such compounds are described in US2006 / 0210509 (

[19] ~

[32] ).

[0083] Compositions containing reduced amounts of quaternary ammonium salts have been found to be useful for obtaining high deposition rates in microcapsules.

[0084] Therefore, according to the present invention, the composition contains up to 4%, preferably up to 3%, more preferably up to 1.5% by weight of a quaternary ammonium salt.

[0085] According to one embodiment, based on the total weight of the composition, the composition contains 0 to 4 wt%, more preferably 0 to 3 wt%, and even more preferably 0 to 1.5 wt% of a quaternary ammonium salt by weight.

[0086] According to another embodiment, based on the total weight of the composition, the composition contains 0.01 to 4 wt%, more preferably 0.01 to 3 wt%, and even more preferably 0.01 to 1.5 wt% of a quaternary ammonium salt by weight.

[0087] According to one particular embodiment, the composition does not contain quaternary ammonium salts.

[0088] The quaternary ammonium salt of the present invention is preferably a quaternary ammonium salt having at least one long alkyl chain having between 10 and 24 carbons. Examples without limitation include behenyltrimethylammonium chloride, hexadecyltrimethylammonium chloride, behenyltrimethylammonium sulfate methyl ester, ester-containing quaternary ammonium salts such as monoester quaternary ammonium salts, diester quaternary ammonium salts, and trimerster quaternary ammonium salts, and mixtures thereof.

[0089] Surprisingly, it was found that replacing quaternary ammonium salts with non-quaternized conditioning oils and optionally with water-soluble cationic conditioning polymers and copolymers, either partially or completely, can improve microcapsule deposition.

[0090] Non-quaternized conditioning ingredients

[0091] According to the present invention, the non-quaternized conditioning ingredients are preferably hydrophobic or amphiphilic and contain oils or waxes or mixtures thereof.

[0092] According to one implementation, the non-quaternized conditioning ingredients are selected from the group consisting of oils, waxes and mixtures thereof.

[0093] According to the present invention, based on the total weight of the composition, the composition contains 0.25 to 15%, preferably 1 to 15%, more preferably 3 to 15%, even more preferably 5 to 15%, even more preferably 6 to 15% by weight of non-quaternized conditioning ingredients.

[0094] Non-quaternized conditioning ingredients can be derived from polysiloxanes, aminosiloxanes, polydimethylsiloxane copolyols, alkyl silicone copolymers, mineral oils, organic oils (e.g., macadamia oil, jojoba oil, sunflower oil, almond oil, olive oil), fatty alcohols such as lanolin alcohol and cetearyl alcohol, fatty acids such as stearic acid, lauric acid and palmitic acid, fatty acid esters, and fatty acid amides such as diethyl (isostearyl imidazoline) isostearamide (Keradyn). TM Selected from the group consisting of HH), beeswax, and mixtures thereof.

[0095] According to a particular implementation scheme, the non-quaternized conditioning ingredients are selected from the group consisting of stearates, cetearyl alcohol, jojoba oil, paraffin oil, beeswax, macadamia oil, lauric acid, olive oil, diethyl (isostearyl imidazoline) isostearamide, ammonia-terminated polydimethylsiloxane, polydimethylsiloxane, and mixtures thereof.

[0096] According to one embodiment, the at least one non-quaternized conditioning ingredient is a mixture of cetearyl alcohol and at least one component selected from the group consisting of jojoba oil, paraffin oil, beeswax, macadamia nut oil, lauric acid, olive oil, diethyl(isostearylimidazoline) isostearamide and mixtures thereof.

[0097] According to a specific implementation scheme, the non-quaternized conditioning ingredients include jojoba oil, preferably in combination with cetearyl alcohol.

[0098] According to another specific implementation, the non-quaternized conditioning ingredients include paraffin oil, preferably in combination with cetearyl alcohol.

[0099] According to another specific implementation, the non-quaternized conditioning ingredients include bis(isostearyl)imidazoline isostearamide (Keradyn) TM HH), preferably in combination with cetearyl alcohol.

[0100] Water-soluble cationic conditioning polymers

[0101] The compositions of the present invention may comprise water-soluble cationic conditioning polymers and copolymers, preferably based on quaternized N,N-dimethylaminomethacrylate, diallyl dimethylammonium chloride, quaternized vinylimidazolium, vinylpyrrolidone, cassia seed hydroxypropyltrimethylammonium chloride, guar gum hydroxypropyltrimethylammonium chloride, polygalactomannan 2-hydroxypropyltrimethylammonium chloride ether, starch hydroxypropyltrimethylammonium chloride, cellulose hydroxypropyltrimethylammonium chloride, polyquaternium salt-5, polyquaternium salt-6, polyquaternium salt-7, polyquaternium salt-10, polyquaternium salt-11, polyquaternium salt-16, polyquaternium salt-22, polyquaternium salt-28, polyquaternium salt-43, polyquaternium salt-44, polyquaternium salt-46 and mixtures thereof, as well as copolymers and terpolymers of the above substances with the above-mentioned acrylic acid, methacrylic acid, acrylamide, methacrylamide and N-vinylpyrrolidone.

[0102] Based on the total weight of the composition, the composition contains less than 2 wt%, preferably less than 1 wt%, of a water-soluble cationic conditioning polymer and preferably 0.1 to 1 wt% of a copolymer.

[0103] According to one particular embodiment, the composition does not contain water-soluble cationic conditioning polymers.

[0104] According to a particular embodiment, the composition comprises:

[0105] ~0.1~5 wt% of core-shell microcapsule slurry, comprising microcapsules having an oil-based core and a polymer shell coated with at least one cationic polymer;

[0106] ~ Up to 3 wt% of at least one quaternary ammonium salt, preferably selected from the group consisting of behenyltrimethylammonium chloride, hexadecyltrimethylammonium chloride, behenyltrimethylammonium sulfate, ester-containing quaternary ammonium salts such as monoester quaternary ammonium salts, diester quaternary ammonium salts and trimer quaternary ammonium salts and mixtures thereof;

[0107] ~From 5 to 15 wt%, preferably from 6 to 15 wt%, at least one non-quaternized conditioning ingredient, preferably selected from the group consisting of stearates, cetearyl alcohol, jojoba oil, paraffin oil, beeswax, macadamia oil, lauric acid, olive oil, diethyl(isostearylimidazoline)isostearamide, amine polydimethylsiloxane, polydimethylsiloxane and mixtures thereof;

[0108] Water-soluble cationic conditioning polymers of less than 1 wt% are preferably selected from the group consisting of acrylamidopropyltrimethylammonium chloride / acrylamide copolymer, guar hydroxypropyltrimethylammonium chloride and mixtures thereof;

[0109] The above weights are based on the total weight of the composition.

[0110] According to one embodiment, the compositions of the present invention are free of anionic, amphoteric, or zwitterionic surfactants.

[0111] Other ingredients

[0112] The wash-off conditioner composition of the present invention may contain one or more of those ingredients known in the art for use in wash-off conditioners, such as viscosity modifiers, dyes, thickeners, solubilizers, foam promoters, and fragrances (cosmetic fragrances).

[0113] The composition can be in liquid form, and its viscosity is preferably 1,500 to 30,000 cPs, more preferably 4,000 to 30,000 cPs, and even more preferably 5,000 to 25,000 cPs.

[0114] Twenty-four hours after sample preparation, viscosity was measured using a BROOKFIELD DV-II+ viscometer at 20 rpm and 25°C using rotor No. 5.

[0115] According to one embodiment, the composition comprises a cosmetically acceptable aqueous phase, which may be present at a level of about 20% to about 95%, preferably about 60% to about 85%. The cosmetically acceptable aqueous phase may be selected from the group consisting of water and aqueous solutions of lower alkyl alcohols and polyols. The lower alkyl alcohols may be monohydric alcohols having 1 to 6 carbon atoms. In one embodiment, the lower alkyl alcohols are ethanol and isopropanol. The polyols may be ethylene glycol, propylene glycol, hexanediol, glycerol, and propane diol. Examples also include ethylene glycol ethers, polyethylene glycol ethers such as TWEEN-20 or BRIJS20, polypropylene glycol ethers, and polyethylene / polypropylene glycol ethers.

[0116] According to one embodiment, the composition of the present invention is a hair conditioner, preferably in the form of a wash-off conditioner, a conditioning shampoo, or a skin conditioning wash-off product such as an in-shower lotion.

[0117] Another object of the present invention is the use of the compositions as defined above for depositing microcapsules on a surface, preferably on hair and / or skin.

[0118] Another object of the present invention is to improve a method for depositing microcapsules on a surface, the method comprising treating the surface with a composition of the present invention as defined above.

[0119] The invention will now be further described by way of examples. It should be understood that the claimed invention is not intended to be limited in any way by these examples.

[0120] Example

[0121] sediment

[0122] For the following embodiments, the analytical deposition of microcapsules on hair is measured as described below.

[0123] Aromatized microcapsules were added to the washable composition of the present invention at a dosage of 0.2% of the encapsulated fragrance. The microcapsules contained Fragrance A as described in Example 1, and UV tracer (Uvinul A Plus) as shown in Table 1.

[0124] For quantitative deposition, the following procedure was used. A 500 mg miniature brown Caucasian hair sample was moistened with 40 mL of tap water (39°C). Excess water was gently squeezed out once, and 0.1 mL of a conditioning agent containing microcapsules containing a UV tracer was applied. The conditioning agent was dispensed for 30 seconds with gentle rubbing between two fingers. The sample was then rinsed with 100 mL of tap water (39°C), i.e., 50 mL on each side of the sample. Excess water was gently squeezed out, and the hair sample was then cut into pre-weighed 20 mL scintillation vials. This process was repeated in triplicate, and the vials containing the cut hair were then dried in a vacuum oven at 50–60°C (100 Torr) for at least 5 hours.

[0125] After the drying process, the vials were weighed again to determine the hair mass within. A control was also prepared by adding 0.1 mL of the conditioner composition containing microcapsules to an empty vial. Then, 8 mL of anhydrous ethanol was added to each vial, and the vials were sonicated for 60 minutes. After sonication, the samples were filtered through a 0.45 µm PTFE filter and analyzed by HPLC using a UV detector. To determine the percentage of microcapsules deposited from the conditioner composition, the amount of Uvinul extracted from the hair samples was compared to the amount extracted from the control samples.

[0126] For each deposition measurement, prepare three duplicate hair samples and report the average of the three samples as the deposition value. If the difference between the deposition measurements on each sample is greater than 5%, prepare three more samples. A measurement of 10% or higher, ideally 25% or higher, indicates a high deposition level.

[0127] Viscosity

[0128] Twenty-four hours after sample preparation, viscosity was measured using a BROOKFIELD DV-II+ viscometer at 20 rpm and 25°C using rotor No. 5.

[0129] Example

[0130] Example 1

[0131] Preparation of microcapsules for the present invention

[0132] In a round-bottom flask, melamine (0.91 g), 2,2-dimethoxyacetaldehyde (60 wt%, 1.37 g in water), glyoxal (40 wt%, 1.73 g in water), and 2-oxoacetic acid (50 wt%, 0.58 g in water) were dispersed in water (1.48 g) at room temperature. The pH of the dispersion was controlled with sodium hydroxide (30 wt%, pH = 9.5 in water). The reaction mixture was heated at 45°C for 25 minutes to obtain a solution. Then, water (6.31 g) was added, and the resin was stirred at 45°C for 5 minutes.

[0133] The resin was transferred to a 200 mL beaker. Guanidazole (0.60 g) was dissolved in a solution of Ambergum 1221 (2 wt%, 27.04 g in water). The resulting solution was transferred to the beaker. An oil solution of Takenate D-110N (2.15 g) and fragrance oil (components in Table 1) (29.56 g) were added to the aqueous solution. The biphasic reaction mixture was sheared at 21500 rpm for 2 minutes using an Ultra-turrax. Acetic acid was added to initiate the polycondensation reaction (pH = 5.35). The quality of the emulsion was controlled using an optical microscope. The emulsion was transferred to a 200 mL Schmizo reactor and heated at 45 °C for 1 h, then at 60 °C for 1 h, and finally at 80 °C for 2 h. Then, a solution of the first cationic copolymer, namely acrylamide propyltrimethylammonium chloride / acrylamide copolymer (Salcare SC60, source: BASF) (20 g, 3 wt% in water), and the second cationic copolymer, polygalactomannan 2-hydroxypropyltrimethylammonium chloride ether (Jaguar C13S, source: Rhodia) (11 g, 1 wt% in water), was added, and the reaction mixture was heated at 80°C for 30 minutes. Finally, a urea solution (6.25 g, 50 wt% in water) was added to the reaction mixture, and it was heated at 80°C for 30 minutes.

[0134] The zeta potential measured for the capsule was -37 mV.

[0135] Table 1: Composition of Flavor A

[0136]

[0137] 1) Cyclopentaneacetic acid, 3-oxo-2-pentyl-methyl ester; Source and trademark: Firmenich SA, Geneva, Switzerland

[0138] 2) 4-Methyl-2-(2-methyl-1-propen-1-yl)tetrahydro-2H-pyran

[0139] Example 2

[0140] The hair conditioning wash-off composition according to the present invention

[0141] ▲ program:

[0142] Prepare aqueous solutions of Salcare SC 60 and Tylose H10 Y G4 and mix the components together in the order listed in Table 2.

[0143] Table 2: Hair shampoo compositions that do not contain alkyl quaternary ammonium salts and include amino-terminated polydimethylsiloxane as a non-quaternized conditioning ingredient

[0144]

[0145] 1) SALCARE SC 60, Ciba

[0146] 2) TYLOSE H10 Y G4, Shin Etsu

[0147] 3) MIRASIL ADM-E, Bluestar Silicone

[0148] 4) Kathon CG, Rohm and Haas

[0149] Composition 2A exhibits good performance in deposition.

[0150] Example 3

[0151] Head and shoulders formula using behenyltrimethylammonium chloride as a quaternary ammonium salt and cetearyl alcohol as a non-quaternized conditioning ingredient Preparation of hair conditioner wash-off composition

[0152] ▲ program:

[0153] Phase 1 / A: Mix all ingredients until homogeneous, then heat to 70-75°C.

[0154] 2 / Phase B: Mix and melt all components of Phase B at 70~75℃.

[0155] 3 / At a temperature of 70~75℃, slowly add phase B to phase A while mixing.

[0156] 4 / Keep mixing until cooled to 40°C and add phase C while stirring.

[0157] Table 3 A hair shampoo composition using behenyltrimethylammonium chloride as the quaternary ammonium salt and cetearyl alcohol as the non-quaternized conditioning ingredient.

[0158]

[0159] 1) BRIJ S20, solubilizer, Croda

[0160] 2) GENAMIN KDMP, Clariant

[0161] 3) Lanette O, BASF

[0162] 4) Kathon CG, Rohm and Haas

[0163] Table 4A hair shampoo composition using behenyltrimethylammonium chloride as a quaternary ammonium salt and cetearyl alcohol as a non-quaternized conditioning ingredient.

[0164]

[0165] 1) BRIJ S20, solubilizer, Croda

[0166] 2) GENAMIN KDMP, Clariant

[0167] 3) Lanette O, BASF

[0168] 4) Kathon CG, Rohm and Haas

[0169] ▲ in conclusion:

[0170] Compared with comparative compositions 3D, 3E and 3F (which contain more than 4% quaternary ammonium salt), compositions 3A, 3B, 3C, 3G, 3H and 3I exhibited good performance in deposition.

[0171] Both the quaternary ammonium salt and cetearyl alcohol contribute to the final viscosity of the composition; to provide a creamy appearance, the final viscosity should be 4000–5000 cPs or higher. This can be achieved with a dosage of 3 wt% quaternary ammonium salt and 4% (3-C) cetearyl alcohol.

[0172] By increasing the content of cetearyl alcohol (3-B and 3-J), viscosity can be significantly improved even with quaternary ammonium salt content as low as 1.5 wt%.

[0173] Example 4

[0174] A head containing a mixture of behenyltrimethylammonium sulfate as a quaternary ammonium salt and a non-quaternized conditioning ingredient Hair conditioner wash-off composition

[0175] ▲ program:

[0176] Phase 1 / A: Mix all ingredients until homogeneous, then heat to 70-75°C.

[0177] 2 / Phase B: Mix and melt all components of Phase B at 70~75℃.

[0178] 3 / At a temperature of 70~75℃, slowly add phase B to phase A while mixing.

[0179] 4 / Keep mixing until cooled to 40°C and add phase C while stirring.

[0180] Table 5: A hair shampoo composition comprising a mixture of behenyltrimethylammonium sulfate as a quaternary ammonium salt and a non-quaternized conditioning ingredient.

[0181]

[0182] 1) BRIJ S20, Croda

[0183] 2) INCROQUAT BEHENYL TMS-50-PA- (MH), Croda

[0184] 3) KERADYN™HH, Croda

[0185] 4) Lanette O, BASF

[0186] 5) Kathon CG, Rohm and Haas

[0187] Compositions 4A-4D exhibited good deposition properties. It can be noted that the addition of bis(isostearylimidazoline) isostearamide (Keradyn) to cetearyl alcohol... TM HH) has a positive effect on sedimentation.

[0188] Example 5

[0189] Hair conditioner shampoo containing behenyltrimethylammonium chloride as a quaternary ammonium salt and other conditioning ingredients. Deformation Composition

[0190] ▲ program:

[0191] Phase 1 / A: Mix all ingredients until homogeneous, then heat to 70-75°C.

[0192] 2 / Phase B: Mix and melt all components of Phase B at 70~75℃.

[0193] 3 / At a temperature of 70~75℃, slowly add phase B to phase A while mixing.

[0194] 4 / Keep mixing until cooled to 40°C and add phase C while stirring.

[0195] Table 6a Hair shampoo composition containing behenyltrimethylammonium chloride as a quaternary ammonium salt and other conditioning ingredients.

[0196]

[0197] 1) BRIJ S20, Croda

[0198] 2) GENAMIN KDMP, Clariant

[0199] 3) Savonol 40, Savita

[0200] 4) PNJ Deodorized Clear Jojoba, Purcell Jojoba International

[0201] 5) Lanette O, BASF

[0202] 6) KATHON CG, Room and Haas

[0203] Table 6b Hair shampoo composition containing behenyltrimethylammonium chloride as a quaternary ammonium salt and other conditioning ingredients.

[0204]

[0205] 1) BRIJ S20, Croda

[0206] 2) GENAMIN KDMP, Clariant

[0207] 3) Baerlocher

[0208] 4) FRUTAROM

[0209] 5) FLORIN AG

[0210] 6) Lanette O, BASF

[0211] 7) KATHON CG, Room and Haas

[0212] ▲ in conclusion:

[0213] In terms of deposition, compositions 5A-5H exhibit good performance.

[0214] In addition to cetearyl alcohol, significant improvements in deposits can be observed when jojoba oil or paraffin oil is used as a conditioning oil.

[0215] Example 6

[0216] Hair conditioner shampoo composition containing a mixture of quaternary ammonium salts and non-quaternized conditioning ingredients

[0217] ▲ program:

[0218] Phase 1 / A: Disperse TYLOSE in water until homogeneous, then add the remaining ingredients while mixing and heat to 70-75℃.

[0219] 2 / Phase B: Mix and melt all components of Phase B at 70~75℃.

[0220] 3 / At a temperature of 70~75℃, slowly add phase B to phase A while mixing.

[0221] 4 / Continue stirring until cooled to 40°C, then add the C phase component while stirring.

[0222] Table 7 Hair shampoo compositions comprising a mixture of alkyl quaternary ammonium salts and non-quaternized conditioning ingredients

[0223]

[0224] 1) BRIJ S20, Croda

[0225] 2) TYLOSE H10 Y G4, Shin Etsu

[0226] 3) GENAMIN KDM, Clariant

[0227] 4) GENAMIN CTAC, Clariant

[0228] 5) INCROQUAT BEHENYL TMS-50-PA- (MH), Croda

[0229] 6) ARLACEL 165, Croda

[0230] 7) Lanette 16, BASF

[0231] 8) Lanette O, BASF

[0232] 9) Berg + Schmidt

[0233] 10) Polydimethylsiloxane 200 fluid 60000 cSt, Dow Corning

[0234] 11) XIAMETER MEM 169 1, Dow Corning

[0235] 12) XIAMETER MEM-949, Dow Corning

[0236] 13) MIRASIL ADM E, Bluestar Silicones

[0237] 14) Kathon CG, Rohm and Haas

[0238] ▲ in conclusion:

[0239] The deposition of the cationic-coated microcapsules from Example 1 was strongly correlated with the amount of alkyl quaternary ammonium salt present in the composition. Deposition remained high at up to 2.7 wt% (6-A, 6-B, 6-C, 6-D). With increasing amounts of the selected non-quaternized conditioning ingredients, deposition could increase to over 30% (6-B, 6-D). At higher quaternary ammonium salt concentrations of 4.9 wt%, deposition decreased significantly (6-E), and was even more pronounced at a quaternary ammonium salt concentration of 6.1 wt% (6-F).

Claims

1. A wash-off conditioner composition comprising: ~ Core-shell microcapsule slurry comprising microcapsules having an oil-based core and a polymer shell coated with at least one cationic polymer; ~ 0.25~15 wt% of at least one non-quaternized conditioning ingredient selected from the group consisting of cetearyl alcohol, diethyl(isostearylimidazoline)isostearylamide, and mixtures thereof; ~ less than 2 wt% of at least one water-soluble cationic conditioning polymer; The above weights are based on the total weight of the composition, and This composition does not contain quaternary ammonium salts.

2. The wash-off conditioner composition according to claim 1, wherein the composition is free of anionic, amphoteric, or zwitterionic surfactants.

3. The wash-off conditioner composition according to claim 1 or 2, wherein the composition comprises 0.1 to 5 wt% of microcapsule slurry.

4. The wash-off conditioner composition according to any one of the preceding claims, wherein the composition comprises less than 1 wt% of at least one water-soluble cationic conditioner polymer.

5. The wash-off conditioner composition according to any one of the preceding claims, wherein the polymer shell of the microcapsules is based on a polymeric material selected from the group consisting of polyurea, polyurethane, polyamide, polyacrylate, polysiloxane, polycarbonate, polysulfonamide, urea-formaldehyde, melamine-formaldehyde resin, melamine-urea-formaldehyde resin, melamine-glyoxal resin, gelatin / gum arabic, and mixtures thereof.

6. The wash-off conditioning composition according to any one of the preceding claims, wherein the at least one water-soluble cationic conditioning polymer is derived from quaternized N,N-dimethylaminomethacrylate, diallyl dimethylammonium chloride, quaternized vinylimidazolium, vinylpyrrolidone, cassia seed hydroxypropyltrimethylammonium chloride, guar gum hydroxypropyltrimethylammonium chloride, polygalactomannan 2-hydroxypropyltrimethylammonium chloride ether, starch hydroxypropyltrimethylammonium chloride, cellulose hydroxypropyltrimethylammonium chloride, etc. The following are selected from the group consisting of ammonium chloride, polyquaternium-5, polyquaternium-6, polyquaternium-7, polyquaternium-10, polyquaternium-11, polyquaternium-16, polyquaternium-22, polyquaternium-28, polyquaternium-43, polyquaternium-44, polyquaternium-46, and mixtures thereof, as well as copolymers and terpolymers of the above substances with acrylic acid, methacrylic acid, acrylamide, methacrylamide and N-vinylpyrrolidone, and mixtures thereof.

7. The wash-off conditioning composition according to any one of the preceding claims, wherein the at least one non-quaternized conditioning ingredient is cetearyl alcohol.

8. The wash-off conditioner composition according to any one of the preceding claims, wherein the oil-based core comprises a fragrance.

9. The wash-off conditioner composition according to any one of the preceding claims, comprising: ~ 0.1~5 wt% of core-shell microcapsule slurry, comprising microcapsules having an oil-based core and a polymer shell coated with at least one cationic polymer; ~ 3~15 wt% of at least one non-quaternized conditioning ingredient selected from the group consisting of cetearyl alcohol, diethyl(isostearylimidazoline)isostearylamide, and mixtures thereof; ~ Less than 1 wt% of a water-soluble cationic conditioning polymer selected from the group consisting of acrylamidopropyltrimethylammonium chloride / acrylamide copolymer, guar hydroxypropyltrimethylammonium chloride and mixtures thereof; The above weights are based on the total weight of the composition.

10. The wash-off conditioner composition according to any one of the preceding claims, wherein it is a hair conditioner, preferably in the form of a wash-off conditioner, a conditioning shampoo, or a skin conditioning wash-off product such as a bath lotion.

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