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MXPA97003648A - Methods and compositions for the conditioning of the skin and the head - Google Patents

Methods and compositions for the conditioning of the skin and the head

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Publication number
MXPA97003648A
MXPA97003648A MXPA/A/1997/003648A MX9703648A MXPA97003648A MX PA97003648 A MXPA97003648 A MX PA97003648A MX 9703648 A MX9703648 A MX 9703648A MX PA97003648 A MXPA97003648 A MX PA97003648A
Authority
MX
Mexico
Prior art keywords
weight
sucroglyceride
composition
sucrose
conditioning
Prior art date
Application number
MXPA/A/1997/003648A
Other languages
Spanish (es)
Other versions
MX9703648A (en
Inventor
Shapiro Irene
Tseitlina Galina
Original Assignee
Stepan Company
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority claimed from US08/529,306 external-priority patent/US5705147A/en
Application filed by Stepan Company filed Critical Stepan Company
Publication of MXPA97003648A publication Critical patent/MXPA97003648A/en
Publication of MX9703648A publication Critical patent/MX9703648A/en

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Abstract

The present invention relates to compositions for cleansing and conditioning hair and / or skin comprising a mixture that can be prepared by transesterification of a triglyceride with sucrose. Typically, these compositions additionally comprise various surfactants and optional ingredients depending on the specific composition desired

Description

METHODS AND COMPOSITIONS FOR THE CONDITIONING OF SKIN AND HAIR BACKGROUND OF THE INVENTION Field of the Invention The present invention relates to compositions for conditioning the skin and hair. More specifically, it relates to compositions for the conditioning of skin and hair containing conditioning agents of sucroglycerides, hair conditioners and shampoos that condition the hair.
Description of Related Art Human hair becomes dirty due to its contact with the surrounding atmosphere and, to a greater degree, sebum secreted by the head. The progressive accumulation of sebum causes the hair to have a dirty feeling and an unattractive appearance. Hair fouling needs to be treated with shampoo with frequent regularity.
Treating hair with shampoo cleans it by removing excess dirt and sebum. However, the process of treating with shampoo has the disadvantages in that the hair can be left in a wet, entangled state and in general a non-manageable or docile state. Treating with shampoo can also result in the hair becoming dry or "matted" due to the removal of natural oils or other materials that moisten the hair. After treating with shampoo, the hair can also suffer a perceived loss of "softness". Of course, softness is, in general, a desirable attribute for many users of shampoo products. A variety of approaches have been developed to lighten the problems after shampooing. These vary from the use of a conditioning treatment after shampooing, i.e., hair rinses, to the inclusion of hair conditioners in the shampoo compositions themselves, ie, conditioning shampoos. Hair rinses typically work by depositing a polymeric film, a hair conditioning surfactant, cationic, or other material on the hair. However, such compositions, due to a variety of problems, have not been completely satisfactory. For example, hair rinses are generally liquid in nature and should be applied in a separate step after shampooing, leaving on hair for a long time, and rinsing with clean water. Of course, this is time consuming and not convenient. Conditioning shampoos containing cationic conditioning agents have been described in, for example, European Patent No. 018 717. These cationic agents confer some conditioning benefit on the hair, but are often thought to leave a residue on the hair, which It can cause hair opacification after drying. Non-volatile silicone oils are useful as conditioning agents. However, the use of such oils is associated with some difficulties. A particularly difficult problem encountered with shampoos containing such oils is the maintenance of the insoluble silicone oil suspended in a stable manner. A variety of materials have been proposed for use in shampoos containing silicone to condense and stabilize the shampoo. These materials include, for example, xanthan gum, long chain acyl derivatives, long chain amine oxides, and long chain alkanolamides. These materials are described in U.S. Patent Nos. 4,788,006, 4,704,272 and 4,741,885. In addition, excessive amounts of silicone can opacify the hair, and the progressive accumulation of silicone on the hair can give a greasy appearance. In addition, the incorporation of silicone oils in general produces a foam suppression effect. Accordingly, there is a need for conditioning agents capable of overcoming these problems.
BRIEF DESCRIPTION OF THE INVENTION The present invention provides cleaning and conditioning formulations for the skin and hair of humans comprising a composition of sucroglycerides in a base formulation. In this way, the invention encompasses conditioning shampoos and various formulations for personal care. Representative compositions include, for example, facial cleansers, foaming bath and gel, bar and liquid soaps, shaving creams, and anti-dandruff shampoos. It also encompasses other cleaning compositions containing a surfactant or detergent base. Representative of these other cleaning compositions are the liquid washer, in small quantities. The invention also provides methods for conditioning human hair or skin comprising contacting human hair or skin with an effective conditioning amount of a sucroglyceride composition. The sucroglyceride compositions suitable for use in the invention are anionic in character, ie they include an anionic component together with nonionic components. The sucroglycerides of the invention typically comprise monoesters of sucrose, salts of the aliphatic fatty acids derived from the triglyceride (soaps), sucrose, monoglycerides, glycerin and a mixture of diglycerides and triglycerides. The inventive compositions enjoy a variety of advantages over known conditioning agents. Sucroglycerides are derived from natural, non-toxic sources and are easily biodegradable. In addition, these are odorless, tasteless and benign to human skin. Sucroglycerides are not sensitizers; These are not allergenic and do not cause skin irritation. In addition, sucroglycerides function as excellent emulsifiers for a wide range of oils. In addition, they self-emulsify and self-suspend. In addition, these can be easily combined with conventional nionic, cationic and nonionic surfactants to provide many different conditioning formulations. In addition, sucroglycerides do not suppress the foam produced by the surfactants and do not cause progressive accumulation in the hair. The sucroglycerides also provide a pearlescent, temporary gloss effect to shampoos and other detergents based on personal care compositions. The sucroglycerides of the invention comprise a mixture of products resulting from the reaction between sucrose and a triglyceride. The sucroglycerides of the invention can optionally be prepared by mixing the required amount of each of the components required to achieve a sucroglyceride composition, specific.
DETAILED DESCRIPTION OF THE INVENTION Unless indicated otherwise, the amounts of all components described herein are indicated in percent by weight. As used herein, the term "sucroglyceride" or "sucrose glyceride" means a mixture of products (1) obtained directly from the transesterification between sucrose and natural or synthetic triglycerides; This mixture contains monoglycerides, diglycerides, undisturbed triglyceride, sucrose esters and soaps; or (2) obtained by combining predetermined amounts of sucrose, sucrose esters, glycerin, monoglyceride, di- and tri-glycerides, and soap (salts of fatty acids). As used in the present, "triglyceride" means one or more triglyceride (s) or aliphatic fatty acids, saturated or unsaturated, having at least 8 carbon atoms, preferably 8-22 carbon atoms, and most preferably 8 to 18 carbon atoms; carbon. Although synthetic triglycerides can be obtained from a glycerol and fatty acid reaction, it is preferable to use naturally occurring triglycerides, ie, mixtures of triglycerides. By "progressive accumulation", as used herein, is meant a greasy or oily feel and / or appearance on the hair caused by the deposition on the hair of successive layers of conditioning agents, such as cationic polymers, surfactants. cationic, silicone oils or combinations thereof. Naturally occurring, representative triglycerides include, for example, lard, tallow, coconut oil, butter oil, cottonseed oil, linseed oil, coconut oil, olive oil, palm oil, grapeseed oil, fish oil, soybean oil, castor oil, copra oil, rapeseed oil, oily resinous liquid, sunflower oil, sorghum oil, sesame oil, safflower oil, kernel oil the palm, linseed oil, and corn oil. Preferred sucroglycerides for use in the invention include sucroglycerides derived from cottonseed oil, palm oil, and baits. The sucroglycerides suitable for use in the invention are predominantly nonionic and include an anionic component in addition to the nonionic components. The nonionic component is typically soap or soaps, that is, salts of the fatty acids derived from the triglyceride. Preferred sucroglycerides for use in the invention are those capable of providing a conditioning effect for hair or human skin (the substrate) when contact with the substrate is allowed. When such sucroglycerides are brought into contact with the substrate, they are deposited on the substrate whereby they provide a "conditioned feeling" to the substrate. This conditioned feeling is apparent, for example, during the wet or dry combing of human hair. It is also seen as a soft or silky posterior sensation on the skin or hair. The sucroglycerides of the invention are typically in the state of a solid, semi-solid or paste depending on the composition and length of the triglyceride chain. In this way, these can be low melting solids having melting points from about 75 to 80 ° C. These sucroglycerides can be prepared by a transesterification reaction between a triglyceride and sucrose. The reaction is conducted in the presence of at least a catalytic amount of a strong base, preferably an alkali metal salt. The reaction is mixed at a high degree of shear at a temperature of about 125 ° C and allowed to proceed for about 7 to 15, preferably 10, hours. Alternatively, as noted above, sucroglycerides can be prepared by combining predetermined amounts of sucrose, sucrose esters, glycerin, monoglyceride, di- and triglycerides, and soap (salts of fatty acids). The sucroglycerides suitable for use in the invention contain, in percent by weight, about 1-40% sucrose monoesters, about 5-50% salts of the aliphatic fatty acids derived from the triglyceride (soaps), about 0-30. % sucrose, about 5-40% of monoglycerides, about 0.5-25% by weight of glycerin and about 1-55% of diglycerides and triglycerides. The sucroglycerides may optionally comprise the sucropolyesters. The preferred sucroglyceride compositions consist essentially of about 2-30% by weight of sucrose monoesters, about 10-40% by weight of salts of the aliphatic fatty acids derived from the triglyceride, about 0-20% by weight of sucrose, approximately 2-35% by weight of monoglycerides, approximately 0.5-20% by weight of glycerin, and 2-55% by weight of a mixture of diglycerides and triglycerides. The sucroglyceride is typically present in the conditioning formulation in an amount sufficient to give a satisfactory feeling to the substrate, i.e., an effective amount for conditioning. The preferred amounts are from about 0.5 to 15% by weight of the formulation. More preferably, a formulation, for example a conditioning shampoo, will comprise about 2-10%, and more preferably about 3-7% by weight, of the sucroglyceride.
Conditioning formulations and cleaning compositions typically include various base components and optional components. Where the formulation is proposed to be used as a cleaning formulation, for example, a hair shampoo, bath gel, or dishwashing liquid, the base component (s) will be a surfactant (s) that act (s) as detergent (s). Hair conditioning formulations according to the invention, optionally include one or more carriers, typically including water. Shampoo compositions thereof are typically characterized by the presence of one or more detersive or "cleansing" surfactants. Preferred methods for using the inventive compositions include washing the hair of individuals with the compositions followed by rinsing with tap water, ie, water having a hardness of at least about 60 ppm. The preferred pH values for the conditioning shampoos according to the invention are from about 5-8, and most preferably from about 6-7.
Detersive Surfactant The cleaning and conditioning formulations of the present invention typically comprise a detersive surfactant to provide cleaning performance to the composition. The detersive surfactant, in general, will be from about 5% to about 50%, preferably from about 8% to about 30%, most preferably from about 10% to about 25%, of the composition. A wide variety of surfactant materials can be used including anionic, nonionic, cationic, amphoteric and amphoteric ion surfactants. Detersive surfactants or cationic detergents, if used, should not significantly interfere with the effectiveness of the included anionic surfactants for detersive purposes. Anionic, synthetic detergents, useful herein include alkyl sulfates or alkyl ether. These materials have the respective formulas ROS03M and RO (C3H40) xS03M, wherein R is alkyl or alkenyl of about 8 to about 24 carbon atoms, x is 1 to 10, and M is a water soluble cation such as ammonium, sodium , potassium and triethanolamine. Alkyl ether sulfates, useful in the present invention, are condensation products of ethylene oxide and onohydric alcohols having from about 8 to about 24 carbon atoms. Preferably, R has from about 12 to about 18 carbon atoms in both the alkyl sulfates and alkyl ether. The alcohols can be derived from fats, for example, coconut oil or tallow, or they can be synthetic. Presently, lauryl alcohol and straight chain alcohols derived from coconut oil are preferred. Such alcohols are reacted with from about 1 to about 10, and especially about 3, molar proportions of ethylene oxide and the resulting mixture of molecular species having, for example, an average of 3 moles of ethylene oxide per mole of alcohol, it is treated with sulphate and neutralized. Specific examples of alkyl ether sulfates, which may be used in the present invention, are sodium and / or ammonium salts of triethylene glycol alkylic coconut ether sulfate, triethylene glycol alkyl sulphate ether sulfate, and hexoxyethylene alkyl sulphate of bait. Highly preferred alkyl ether sulfates are those which comprise a mixture of individual compounds, the mixture has an average alkyl chain length of about 12 to about 16 carbon atoms and an average degree of ethoxylation of about 1 to about 4. moles of ethylene oxide. A mixture of this class also comprises from about 0 to about 20% by weight of compounds of 12 to 13 carbon atoms; from about 60 to about 100% by weight of compounds of 14, 15, 16 carbon atoms, from about 0 to 20% by weight of compounds of 17, 18, 19 carbon atoms, from about 3 to about 30% by weight of compounds having an ethoxylation degree of 0; from about 45 to about 90% by weight of compounds having an ethoxylation degree of from about 1 to about 4; from about 10 to about 25% by weight of compounds having an ethoxylation degree from about 4 to about 8; and from about 0.1 to about 15% by weight of compounds having an ethoxylation degree greater than about 8. Another suitable class of anionic surfactants are the water soluble salts of the organic sulfuric acid reaction products of the general formula: R? -S03-M wherein Ri is selected from the group consisting of a straight or branched chain aliphatic saturated hydrocarbon radical having from about 8 to about 24, preferably from about 12 to about 18 carbon atoms; and M is a cation. Important examples are the salts of a reaction product of sulfuric acid, an organic hydrocarbon of the methane series, including iso-, neo-, ineso-, and n-paraffins, having about 8 to about 24 carbon atoms, preferably about 12 to about 18 carbon atoms and a sulfonating agent, for example OS 3, H 2 SO 4, fuming sulfuric acid, obtained according to the known sulfonation methods, including bleaching and hydrolysis. Preferred are n-paraffins of 12 to 18 carbon atoms, sulfonated, ammonium and alkali metal. Additional examples of synthetic anionic surfactants that come within the terms of the present invention are the reaction products of fatty acids esterified with isothionic acid and neutralized with sodium hydroxide where, for example, the fatty acids are derived from coconut oil; sodium and potassium salts of methyl tauride fatty acid amides in which fatty acids, for example, are derived from coconut oil. Other synthetic anionic surfactants of this variety are disclosed in U.S. Patent Nos. 2,486,921; 2,486,922; and 2,396,278. Still other synthetic anionic surfactants include the class designated as succinamates. This class includes such surface active agents as disodium N-octadecylsulfosuccinamate; N- (1,2-dicarboxyethyl) -N-octadecylsulfosuccinamate tetrasodium; cyclic ester of diamulo ester; dioctyl esters of sodium sulfosuccinic acid.
Other suitable anionic surfactants that can be used herein are olefin sulfonates having about 12 to about 24 carbon atoms. The term "olefin sulfonates" are used herein to mean compounds that can be produced by sulfonation of α-olefins by means of a non-complex sulfur trioxide, followed by neutralization of the acid reaction mixture in conditions such that any sulfone that has been formed in the reaction is hydrolyzed to give the corresponding hydroxy-alkane sulfonates. Sulfur trioxide can be liquid or gaseous, and is usually, but not necessarily, diluted by inert diluents, for example by liquid S02, chlorinated hydrocarbons, etc., when used in the liquid form, or by air, nitrogen, S02 gaseous, etc., when used in the gaseous form. The α-olefins of which the olefin sulfonates are derived are mono-olefins having from about 12 to about 24 carbon atoms, preferably from about 14 to about 16 carbon atoms. Preferably, these are straight chain olefins. Examples of suitable 1-olefins include 1-dodecene; 1-tetradecene; 1-hexadecene; 1-octadecene; 1-eicosene and 1-tetracosine. In addition, to the true alkane sulphonates and a proportion of hydroxy alkane sulphonates, the olefin sulfonates may contain minor amounts of other materials, such as alkene disulfonates depending on the reaction conditions, proportion of reactants, the nature of the initial olefins and impurities in the olefin raw material and secondary reactions during the sulphonation process. A mixture of α-olefin sulfonate, specific of the above type is more fully described in U.S. Patent No. 3,332,880, Pflaumer and Kessler, issued July 26, 1967, incorporated herein by reference. Another class of anionic organic surfactants are the β-alkyloxy alkylene sulfonates. These compounds have the following formula: H H where Ri is a straight chain alkyl group having from about 6 to about 20 carbon atoms, R 2 is a lower alkyl group having from about 1 (preferred) to about 3 carbon atoms, and M is a water-soluble cation as described above. Specific examples of β-alkoxy-alkane-1-sulfonates, or alternatively 2-alkoxy-alkane-1-sulfonates, having low hardness (calcium ion) sensitivity useful herein include: potassium-β-methoxidescansulfonate, 2- Sodium methoxy tridecane sulphonate, potassium 2-ethoxytetradecylsulphonate, sodium 2-isopropoxyhexadecylsulphonate, lithium 2-t-butoxytetradecyl sulfonate, sodium β-methoxyoctadecyl sulfonate and ammonium β-n-propoxydecyl sulfonate. The sulfonated alpha methyl esters of fatty acids having 8-22 carbon atoms and their corresponding acid salts, for example, sodium, potassium, ammonium, and triethanolammonium salts, can also be used as the detersive surfactant in the inventive compositions. Many additional anionic, synthetic surfactants are described in McCutcheon 's, Emulsifiers and Detergents, 1993 Annual, published by M.C. Publishing Co. , which is incorporated herein by reference. Also U.S. Patent No. 3,929,678, Laughlin et al., Issued December 30, 1975, discloses many other anionic surfactants as well as other types of surfactants and is incorporated herein by reference. In addition, the inventive compositions may include sulfonsuccinates and their corresponding acid addition salts and sulfoacetates and their acid addition salts. Nonionic surfactants, which can be used, preferably used in combination with an anionic, amphoteric or amphoteric ion surfactant, can be broadly defined as compounds produced by the condensation of alkylene oxide groups. (hydrophilic in nature) with an organic hydrophobic compound, which may be aliphatic or aromatic alkyl in nature. Examples of the preferred classes of nonionic surfactants are: 1. The polyethylene oxide condensates of alkylphenols, for example, the condensation products of alkylphenols having an alkyl group containing from about 6 to about 20 carbon atoms, in preferably from about 6 to about 12, in either a straight chain or branched chain configuration, with ethylene oxide, the ethylene oxide is present in amounts equal to about 10 to about 60 moles of ethylene oxide per mole of alkylphenol . The alkyl substituent in such compounds can be derived from polymerized propylene, diisobutylene, octane, or nonane, for example. 2. These are derived from the concentration of ethylene oxide with the product resulting from the reaction of propylene oxide and ethylene diamine products which can be varied in composition depending on the balance between the hydrophobic and hydrophilic elements that are desired. For example, the compounds containing from about 40% to about 80% by weight of polyoxyethylene and having a molecular weight of from about 5,000 to about 11,000 result from the reaction of the ethylene oxide groups with a hydrophobic base consisting of the product of Ethylene diamine and excess propylene oxide reaction, the base has a molecular weight of the order of about 2,500 to about 3,000, are satisfactory. 3. The condensation product of aliphatic alcohols having from about 8 to about 18 carbon atoms, in either straight chain or branched chain configuration, with ethylene oxide, for example, a condensate of ethylene oxide of coconut alcohol having from about 10 to about 30 moles of ethylene oxide per mole of the coconut alcohol, the coconut alcohol fraction has from about 10 to about 14 carbon atoms. 4. The tertiary amine oxides, long chain, corresponding to the following general formula: RÍR Ra RN- wherein Ri contains an alkyl, alkenyl or monohydroxyalkyl radical of from about 8 to about 18 carbon atoms, from 0 to about 10 portions of ethylene oxide, and from 0 to about 1 portion of glycerol, and R2 and R3 they contain from about 1 to about 3 carbon atoms and from 0 to about 1 hydroxy group, for example, methyl, ethyl, propyl, hydroxyethyl or hydroxypropyl radicals. The arrow in the formula is a conventional representation of a semipolar link. Examples of amine oxides suitable for use in this invention include dimethyldodecylamine acid, oleyl di (2-hydroxyethyl) amine oxide, dimethyloctylamine oxide, dimethyldecylamine oxide, dimethyl-tetradecylamine oxide, 3,6,9-trioxaheptadecyldietylamine oxide. , di (2-hydroxyethyl) -tetradecylamine oxide, 2-dodecoxyethyldimethylamine oxide, 3-dodecoxy-2-hydroxypropyl (3-hydroxypropyl) amine oxide, dimethylhexadecylamine oxide.
. Tertiary, long-chain phosphine oxides corresponding to the following general formula: RR'R "P- O wherein R contains an alkyl, alkenyl or monohydroxyalkyl radical ranging from about 8 to about 18 carbon atoms in the chain length, from about 0 to about 10 portions of ethylene oxide and from about 0 to about 1 portion of glycerol and R 'and R "are each alkyl or monohydroxyalkyl groups containing from about 1 to about 3 carbon atoms The arrow in the formula is a conventional representation of a semipolar bond Examples of suitable phosphine oxides are: dodecyldimethylphosphine oxide , tetradecyldimethylphosphine oxide, tetradecylmethylethylphosphine oxide, 3-oxide, 6,9-trioxaoctadecyldimethylphosphine, cetyl dimethylphosphine oxide, 3-dodekoxy-2-hydroxypropyl (2-hydroxyethyl) phosphine oxide, stearyldimethylphosphine oxide, cetylethylpropylphosphine oxide, oleyltyldiethylphosphine oxide, dodecyl-diethylphosphine oxide, tetradecyldiethyl-phosphine oxide , dodecyldipropylphosphine oxide, dodecyldi (hydroxymethyl) phosphine oxide, dodecyldi (2-hydroxyethyl) -phosphine oxide, tetradecylmethyl-2-hydroxypropylphosphine oxide, oleodimethylphosphine oxide, 2-hydroxydedecyldimethylphosphine. 6. Long chain dialkyl sulfoxides containing a hydroxyalkyl or short chain alkyl radical of about 1 to about 3 carbon atoms (usually methyl) and a long hydrophobic chain including alkyl, alkenyl, hydroxyalkyl or keto alkyl radicals containing from about 8 about 20 carbon atoms, from about 0 to about 10 portions of ethylene oxide and from 0 to about 1 portion of glycerol. Examples include: octadecyl methyl sulfoxide, 2-cetotridecyl methyl sulfoxide, 3, 6, 9-trixaoctadecyl 2-hydroxyethyl sulfoxide, dodecyl methyl sulfoxide, oleyl 3-hydroxypropyl sulfoxide, tetradecyl methyl sulfoxide, sulfoxide 3- Methyl methoxytrium methyl, 3-hydroxytridecyl methyl sulfoxide, 3-hydroxy-4-dodecoxybutyl methyl sulfoxide. Amphoteric ion surfactants are exemplified by those which can be broadly described as aliphatic quaternary ammonium derivatives, phosphonium, and sulfonium compounds, in which the aliphatic radicals can be straight or branched chain, and wherein one of the aliphatic substituents it contains from about 8 to about 18 carbon atoms and one contains an anionic group, for example, carboxy, sulfonate, sulfate, phosphate or phosphanate. A general formula of these compounds is: R2-Y < * > _CH2 R4Z (- > wherein R2 contains an alkyl, alkenyl or hydroxyalkyl radical of from about 8 to about 18 carbon atoms, from 0 to about 10 portions of ethylene oxide and from 0 to about 1 portion of glycerol; Y is selected from the group consisting of nitrogen, phosphorus, and sulfur atoms, R3 is an alkyl or monohydroxyalkyl group containing about 1 to about 3 carbon atoms; X is 1 when Y is a sulfur atom, and 2 when Y is a nitrogen or phosphorus atom; R 4 is an alkylene or hydroxyalkylene of about 1 to about 4 carbon atoms and Z is a radical selected from the group consisting of carboxylate, sulfonate, sulfate, phosphonate and phosphate groups. Examples of such surfactants include: 4 [N, N-di (2-hydroxyethyl) -N-octadecylammonium] -butane-1-carboxylate; 5- [5-3-hydroxypropyl-S-hexadecylsulfonium] -3-hydroxypentan-1-sulfate; 3- [P, P-diethyl-P-3, 6, O-trioxatetradexocylphosphonium] -2-hydroxy-propane-1-phosphate; 3- [N, N-dipropyl-N-3-dodecoxy-2-hydroxypropylamino] -propan-1-phosphonate; 3- (N, N-dimethyl-N-hexadecylammonium) propan-1-sulfonate; 3- (N, -dimethyl-N-hexadecylammonium) -2-hydroxypropan-1-sulfonate; 4- [N, N-di (2-hydroxyethyl) -N- (2-hydroxydedecyl) ammonium] -butan-1-carboxylate; 3-. { S-ethyl-5- (3-dodecoxy-2-hydroxypropyl) sulfonium} -propan-1-phosphate; 3- [P, P-dimethyl-P-dodecylphosphonium] -propan-1-phosphonate; and 5- [N, N-di (3-hydroxypropyl) -N-hexadecylammonium] -2-hydroxy-pentan-1-sulfate. Other amphoteric ion surfactants such as betaines may also be useful in the present invention. Examples of betaines useful herein include the high alkyl betaines, such as betaine dimethyl carboxymethyl coconut, cocoamidopropyl betaine, cocobetaine, lauryl amidopropyl betaine, oleyl betaine, lauryl dimethylcarboxymethyl betaine, lauryl dimethyl alphacarboxyethyl betaine, cetyl betaine dimethyl carboxymethyl, lauryl bis- (2-hydroxyethyl) carboxymethyl betaine, stearyl bis- (2-hydroxypropyl) -carboxymethyl betaine, oleyl dimethyl gamma-carboxymethyl betaine and lauryl bis- (2-hydroxypropyl) alpha-carboxymethyl betaine. The sulfobetaines can be represented by coconut dimethyl sulfopropyl betaine, stearyl dimethyl sulfopropyl betaine, luryl dimethyl sulphoethyl betaine, bis (2-hydroxyethyl) sulfopropyl layl betaine and the like; amidobetaines and amidosulfobetaines, wherein the radical RCONH (CH2) 3 is attached to the nitrogen atom of betaine are also useful in this invention. Preferred betaines for use in the present compositions are cocoamidopropyl betaine, cocobetaine, lauryl amidopropyl betaine and oleyl betaine. Examples of amphoteric surfactants that can be used in the compositions of the present invention are those which are widely described as derivatives of aliphatic secondary and tertiary amines in which the aliphatic radical can be straight or branched chain and wherein one of the aliphatic substituents it contains from about 8 to about 18 carbon atoms and one contains an anionic water solubility group, for example, carboxy, sulfonate, sulfate, phosphate or phosphonate. Examples of the compounds falling within this definition are sodium 3-dodecylaminopropionate, sodium 3-dodecylaminopropane sulfonate, sodium lauryl sarcosinate, N-alkyl taurines such as the preparation by reacting dodecylamine with sodium isethionate according to teaching of U.S. Patent No. 2,658,072, Al-N-higher aspartic acids such as those produced in accordance with the teaching of U.S. Patent No. 2,438,091, and the products sold under the trade name "Miranol" and described in the U.S. Pat. No. 2,528,378. Cationic detersive surfactants can also be used, although the use of anionic, nonionic, amphoteric and amphoteric ion surfactants is preferred. Cationic detersive surfactants are well known in the art. In general, the cationic detersive surfactants will be quaternary ammonium compounds or amino compounds that are positively charged when dissolved in the compositions thereof as well as at a neutral pH. The surfactants mentioned above can be used alone or in combination in the hair care compositions of the present invention. Preferred surfactants for use in the present shampoo compositions include ammonium lauryl sulfate, ammonium lureth sulfate, triethylamine lauryl sulfate, triethanolamine laureth sulfate, triethanolamine lauryl sulfate, triethanolamine laureth sulfate, monoethanolamine lauryl sulfate, laureth sulfate monoethanolamine, diethanolamine lauryl sulfate, diethanolamine laureth sulfate, sodium monoglyceride lauric sulfate, sodium lauryl sulfate, sodium laureth sulfate, potassium lauryl sulfate, potassium laureth sulfate, sodium lauryl sarcosinate, lauroyl sodium sarcosinate, lauryl sarcosine, cocoil sarcosine, ammonium cocoyl sulfate, ammonium lauroyl sulfate, sodium cocoyl sulfate, sodium luroyl sulfate, potassium cocoyl sulfate, potassium luryl sulfate, triethanolamine lauryl sulfate, triethanolamine rauryl sulfate, monoethanolamine cocoyl sulfate, monoethanolamine lauryl sulfate, sodium tridecyl benzene sulfonate, dodecyl sodium benzene sulfonate, cocoamidopropyl betaine, cocobetaine, lauryl amido propyl betaine, oleyl betaine, and cocoanfocarboxiglycinate. The most preferred shampoos of the present invention contain specific combinations of surfactants. Preferred shampoos comprise from about 1-15% by weight of nonionic surfactant, 5-20% by weight of anionic surfactant, and 1.5% by about 10% of sucroglyceride.
Optional components The compositions herein may contain a variety of non-essential optional components. Such optional ingredients include, for example, preservatives such as benzyl alcohol, methyl paraben, propyl paraben and imidazolynil urea; cationic conditioning agents, including both cationic conditioning surfactants and cationic conditioning polymers; thickeners and viscosity modifiers such as a long chain fatty acid diethanolamide (eg, PEG auramide), block polymers of ethylene oxide and propylene oxide such as Pluronic F88 offered by BASF Wyandotts, sodium chloride, sulfate sodium, zylene sulfonate ammonium, ethyl alcohol, and polyhydric alcohols such as, for example, propylene glycol and polyvinyl alcohol; gelling agents such as hydroxyethylcellulose; pH adjusting agents such as citric acid, succinic acid, phosphoric acid, sodium hydroxide, sodium carbonate, etc .; perfumes; dyes; and separation agents such as sodium tetraacetate ethylene diamine. This list of optional ingredients does not mean that it is exclusive, and other optional components can be used.
These optional ingredients are generally used individually at a level of from about 0.01% to about 10%, more commonly from about 0.5% to about 5.0% by weight of the composition. The inventive compositions may optionally contain a non-volatile, non-ionic silicone conditioning agent. The silicone conditioning agent for use herein in shampoo compositions will preferably have viscosity of from about 1,000 to about 2,000,000 centistokes at 25 ° C, more preferably from about 10,000 to about 1,800,000 centistokes, even in the most preferably from about 100,000 to about 1,500,000 centistokes. However, non-volatile silicone fluids of lower viscosity can also be used and may be desirable particularly in the case of compositions for rinsing the hair. Volatile silicone fluids, typically have viscosity of less than 5 centistokes at 25 ° C, can also be used in compositions for rinsing the hair. However, the level of volatile silicones in shampoo compositions is preferably at levels of less than about 0.5% by weight of the total composition. The viscosity can be measured by means of a glass capillary viscometer as disclosed in Dow Corning Corporate Test Method CTM0004, July 20, 1970. Non-volatile silicone fluids suitable for use in hair conditioning agents include polyalkyl siloxanes, polyaryl siloxanes, polyalkylaryl siloxanes, polyester siloxane copolymer and mixtures thereof. However, any silicone fluid that has hair conditioning properties can be used. As used below, the term "insoluble" in reference to the silicone fluid means that the silicone material is not soluble in either water or in the hair conditioning composition. The term "non-volatile" in reference to the silicone fluid as used herein will be interpreted in accordance with the meaning well understood to those skilled in the art, ie, the silicone fluid exhibits very low or no vapor pressure Significant in environmental conditions. The term "silicone fluid" will mean silicone materials that can flow, having a viscosity of less than 1,000,000 centistokes at 25 ° C. In general, the viscosity of the fluid will be between about 5 and 1,000,000 centistokes at 25 ° C, preferably between about 10 and about 100,000 centistokes. The term "silicone", as used herein, will be synonymous with the term "polysiloxane". The non-volatile polyalkyl siloxane fluids that can be used include, for example, polydimethylsiloxanes. These siloxanes are available, for example, from the General Electric Company as SF 1075 methyl phenyl fluid or from Dow Corning as 556 Cosmetic Grade Fluid. The polyether siloxane copolymer which may be used includes, for example, a polypropylene oxide modified with dimethylpolysiloxane (e.g., Dow Corning DC-1248) although ethylene oxide or mixtures of ethylene oxide and propylene oxide can also be used. The level of ethylene oxide and polypropylene oxide should be sufficiently low to prevent solubility in water and the composition thereof.
The silicone fluids thereof also include polyalkyl or polyaryl siloxanes with the following structure: wherein R is alkyl or aryl, and x is an integer from about 7 to about 8,000 can be used. "A" represents groups that block the ends of the silicone chains. The substituted alkyl or aryl groups in the siloxane chain (R) or the ends of the siloxane chains (A) can have any structure as long as the resulting silicones remain fluid at room temperature, are hydrophobic, are not even irritating, toxic or otherwise harmful when applied to the hair, are compatible with the other components of the composition, are chemically stable under normal conditions of use and storage, and are capable of being deposited in and conditioning the hair.
Suitable groups A include methyl, methoxy, ethoxy, propoxy, and aryloxy. The two R groups on the silicone atom may represent the same group or different groups. Preferably, the two R groups represent the same group. Suitable R groups include methyl, ethyl, propyl, phenyl, methylphenyl and phenylmethyl. Preferred silicones are polydimethyl siloxane, polydiethylsiloxane and polymethylphenylsiloxane. Polydimethylsiloxane is especially preferred. References that describe suitable silicone fluids include U.S. Patent No. 2,826,551, Green; U.S. Patent No. 3,964,500, Drakoff, issued June 22, 1976; U.S. Patent No. 4,364,837, Pader; and British Patent No. 849,433, Woolston. All of these patents are incorporated herein by reference. Also incorporated herein by reference is Silicon Compounds distributed by Petrarch Systems, Inc., 1984. This reference provides an extensive (though not exclusive) list of suitable silicone fluids. In certain embodiments, the hair conditioning compositions optionally may include a suspension agent for the hair conditioning component, silicone, optional. The suspending agents useful in the present compositions include any of the long chain acyl derivative materials or mixtures of such materials, such as long chain acyl derivatives, long chain amine oxides, and mixtures thereof, wherein such suspending agents are present in the composition in crystalline form. These suspending agents are described in U.S. Patent No. 4,741,855, Grote and Russell, issued May 3, 1988, incorporated herein by reference. Included are the ethylene glycol esters of fatty acids having from about 16 to about 22 carbon atoms. Preferred are ethylene glycol stearates, both mono- or di-stearate, but particularly distearate containing less than about 7% of the mono stearate. Other useful suspending agents are the alkanol atoms, preferably about 16 to 18 carbon atoms. Preferred alkanol amides are stearic monoethanolamide, stearic diethanolamide, stearic monoisopropanolamide and stearic monoethanolamide stearate. Other long chain acyl derivatives include long chain esters of long chain fatty acids (e.g., stearyl stearate, cetyl palmitate, etc.), glyceryl esters (e.g., glyceryl distearate) and long chain esters of alkanola long chain idas (for example, stearamide DEA distearate, stearamide MEA stearate). Still other suitable suspending agents are the oxides of alkyl (18 to 22 carbon atoms) dimethyl amine such as stearyl dimethyl amine oxide. If the compositions contain an amine oxide or a long chain acyl derivative as a surfactant, the suspension function could also be provided by such a surfactant and the additional suspending agent may not be necessary if the level of these materials are at least the minimum levels, given subsequently. Other long chain acyl derivatives that may be used include N, N-dihydroxycarbyl amidobenzoic acid and soluble salts thereof (eg, Na and K salts), particularly N, N-di (hydrogenated) 16 to 18 carbon atoms. carbon and amido benzoic acid species of this family, which is commercially available from Stepan Company (Northfield, Illinois, USA). The active materials, long chain acyl derivatives, when used as the suspending agent, are typically present in liquid, stable formulations that can be flushed at a level of from about 0.1% to about 5.0%, preferably about 0.5. % to approximately 3.0%. The suspending agent serves to help suspend the silicone material and can give a pearly sheen to the product. Mixtures of suspending agents are also suitable for use in the compositions of this invention. Another type of suspending agent that can be used is xanthan gum. Shampoo compositions using xanthan gum as a suspending agent for the silicone hair conditioning component are described in U.S. Patent No. 4,788,006. Bolich and Williams, issued November 29, 1988, incorporated herein by reference. Xanthan gum is a biosynthetic rubber material that is commercially available.
It is a heteropolysaccharide with a molar weight greater than 1 million. It is believed to contain D-glucose, D-mamosa and D-glucuronate in the molar ratio of 2.8: 2.0: 2.0. The polysaccharide is partially acetylated with 4.7% acetyl. This and other information was found in Whistler, Roy L. Editor Industrial Gums Polisaccharides and Their Derivatives New York: Acdemic Press, 1973. Kelco, Division A of Merck & Co. , Inc. offers xanthan gum as Keltrol®. The gum, when used as the suspending agent of the hair conditioning component, of silicone, will typically be present in liquid formulations that can be flushed at a level of from about 0.3% to about 3%, preferably about 0.4% to about 1.2% in the compositions of the present invention. Combinations of long chain acyl derivatives and xanthan gum are described as a suspending agent for silicone hair conditioners in U.S. Patent No. 4,704,272, Oh et al., Issued November 3, 1987, incorporated in the present by reference, and may also be used in the present compositions. Gel formulations have high levels of suspending agents relative to liquid formulations that can be emptied when used as the primary means of imparting the gel-like viscosity to the composition. In such compositions, the suspending agent will typically be present at levels of about .1 to about 5%. Alternatively, other materials may be used to give a gel-like viscosity to the composition, such as gelling agents (e.g., hydroxyethyl cellulose), thickeners, viscosity modifiers, etc. Mixtures of these materials can also be used. A variety of cationic surfactants useful as detersive surfactants and as conditioning agents is well known in the art. These materials contain amino or hydrophilic portions of quaternary ammonium that are positively charged when dissolved in the aqueous composition of the present invention. Whether the functions of cationic surfactant as a detersive surfactant or conditioning agent, or both, will depend on the particular compound as is well understood by those skilled in the art. In general, compounds with longer chain length portions attached to the cationic nitrogen tend to exhibit greater conditioning benefits. Cationic surfactants among those useful herein are described in the following documents, all incorporated by reference herein: M.C. Publishing co. , McCutcheon 's, Detergents & Emulsifiers, (North American edition 1993); Schwartz et al., Súrface Active Agents, Their Chemistry and technology, New York; Interscience Publishers, 1949; U.S. Patent No. 3,155,591, Hilfer, issued November 3, 1964; U.S. Patent No. 3,929,678, Laughlin et al., issued December 30, 1975; U.S. Patent No. 3,959,461, Bailey 'et al., issued May 25, 1976; and U.S. Patent No. 4,387,090, Bolich, Jr. , issued June 7, 1983. The quaternary ammonium salts include dialkyldimethylammonium chlorides and trialkyl methyl ammonium chlorides, wherein the alkyl groups have from about 12 to about 22 carbon atoms and are derived from long chain fatty acids, such as hydrogenated bait fatty acid (bait fatty acids produce quaternary compounds wherein Ri and R2 have predominantly 16 to 18 carbon atoms). These types of cationic surfactants are useful as hair conditioning agents. Examples of quaternary ammonium salts useful herein include dikebodimethyl ammonium chloride, di-dimethyl ammonium methylsulfate, dihexadecyl dimethyl ammonium chloride, di (hydrogenated bait) dimethyl ammonium chloride, dioctadecyl dimethyl ammonium chloride, diethylsilyl dimethyl ammonium chloride, didecosyl dimethyl ammonium chloride, di acetate (hydrogenated bait) dimethyl ammonium, dihexadecyl dimethyl ammonium chloride, dihexadecyl dimethylol ammonium acetate, di-dipropyl ammonium phosphate, dikebo-nitrate dimethyl ammonium, di (coconut alkyl) dimethyl ammonium chlorine and stearyl dimethyl benzyl ammonium chloride. Sodium dimethyl ammonium chloride, dicetyl dimethyl ammonium chloride, stearyl dimethyl benzyl ammonium chloride and cetyl trimethyl ammonium chloride are preferred quaternary ammonium salts useful herein. Di- (Hydrogenated bait) dimethyl ammonium chloride and tri- methyl methyl ammonium chloride are particularly preferred quaternary ammonium salts. Preferred conventional cationic conditioning agents are cetyl trimethyl ammonium chloride, lauryl trimethyl ammonium chloride, stearyldimethyl benzyl ammonium chloride, and di (partially hydrogenated bait) dimethyl ammonium chloride.; these materials can also provide antistatic benefits to the shampoo compositions present. The salts of primary, secondary and tertiary fatty amines are also suitable cationic surfactant materials. Alkyl groups of such amines preferably have from about 12 to about 22 carbon atoms, and can be substituted or unsubstituted. Secondary and tertiary amines are preferred, tertiary amines are particularly preferred. Such amines, useful herein, include stearamide propyl dimethyl amine, diethyl amino ethyl stearamide, dimethyl stearamine, dimethyl soyamine, soyamine, myristyl amine, tridecylamine ethyl stearlamine, N-cebopropan diamine, ethoxylated stearylamine (5 moles EO), dihydroxy ethyl stearylamine and arachidylbehenylamine. The amine salts include the halogen, acetate, phosphate, nitrate, citrate, lactate and alkyl sulfate salts. Such salts include stearylamine hydrochloride, soyamin chloride, stearylamine formate, M-cebopropane diamine chloride and stearamidopropyl dimethylamine citrate. The cationic amine surfactants included among those useful in the present invention are described in U.S. Patent No. 4,275,055, Nachtigal et al., Issued June 23, 1981, incorporated by reference herein. The cationic conditioning surfactants especially useful in shampoo formulations are ammonium or quaternary amino compounds having at least one N-radical containing one or more nonionic hydrophilic portions selected from alkoxy, polyoxyalkylene, alkylamido, hydroxyalkyl and alkyl ester portions, and combinations thereof. The surfactant contains at least one hydrophilic portion within 4, preferably within 3 carbon atoms (including the quaternary nitrogen or cationic amino nitrogen.) Additionally, the carbon atoms that are part of a hydrophilic moiety, for example, carbon in a hydrophilic polyoxyalkylene (eg, CH2-CH2-0-), which are adjacent to other hydrophilic portions are not counted when determining the number of hydrophilic portions within 4, or preferably 3, carbon atoms of the cationic nitrogen In general, the alkyl portion of any hydrophilic portion is preferably an alkyl of 1 to 3 carbon atoms Suitable hydrophilic containing radicals include, for example, toxy, propoxy, polyoxyethylene, polyoxypropylene, ethylamido, propylamido , hydroxymethyl, hydroxyethyl, hydroxypropyl, methyl ester, ethyl ester, propyl ester or mixtures thereof, as hydrophilic portions, nonionic The amino surfactants must be positively charged to the pH of the shampoo compositions. In general, the pH of the shampoo compositions will be less than about 10, typically from about 3 to about 9. Among the cationic ammonium, quaternary, surfactants useful herein are those of the general formula R * '^ ** wherein the radicals Ri, R, R3 and R independently comprise substituted or unsubstituted hydrocarbon chains of 1 to about 30 carbon atoms or a hydrocarbyl having 1 to about 30 carbon atoms, and containing one or more aromatic portions, of ether, ester, amido or amino present as substituents or as links in the chain of radicals, wherein at least one of the radicals R? -R contains one or more hydrophilic portions selected from alkoxy (preferably 1 to 3 carbon atoms), polyoxyalkylene (preferably 1 to 3 carbon atoms), alkylamido, hydroxyalkyl, alkyl ester and combinations thereof. Preferably, the cationic conditioning surfactant contains from 2 to about 10 hydrophilic, non-ionic portions located within the ranges set forth above. For purposes herein, each amino, alkoxy, hydroxyalkyl, alkyl ester, hydroxy alkylamido or other unit is considered to be a different non-ionic, hydrophilic moiety. X is an anion that forms a soluble salt selected from acetate, phosphate, nitrate, halogen sulfonate (especially chlorine) and alkyl sulfate radicals. Preferred quaternary ammonium salts include polyoxyethylene (2) stearyl methyl ammonium chloride, bisulfate (Hydrogenated ceboamidoethyl) 2-hydroxyethyl ammonium methyl methyl, polyoxypropylene (9) diethyl methyl ammonium chloride, tripolioxyethylene phosphate (Total PEG-10) stearyl ammonium, bis (N-hydroxyethyl-2-oleyl i idazolinium chloride) polyethylene glycol (1), and isododecylbenzyl triethanolammonium chloride. Other quaternary ammonium and ammonium surfactants include those of the above general formula in the form of ring structures formed by covalently bonding two of the radicals. Examples of such cationic surfactants include imidazolines, imidazoliniums, and pyridiniums, etc., wherein the surfactant has at least one hydrophilic, non-ionic containing radical as discussed above. Specific examples include 2-etadecyl-4,5-dihydro-lH-imidazole-1-ethanol, 4,5-dihydro-1- (2-hydroxyethyl) -2-isoheptadecyl-1-phenylmethylimidazolium chloride, and 1-chloro [2-oxo [[2- [(1-oxoctadecyl) oxy] ethyl] amino] ethyl] pyridinium.
Salts of primary, secondary and tertiary fatty amines are also preferred surfactants, cationics. The alkyl groups of such amines preferably have from about 1 to about 30 carbon atoms and must contain at least 1, preferably 2 to about 10, nonionic hydrophilic portions selected from alkoxy polyalkylene, alkylamido, hydroxyalkyl and alkyl ester, and mixtures thereof. Secondary and tertiary amines are preferred, tertiary amines are particularly preferred. Specific examples of suitable amines include diethyl aminoethyl polyoxyethylene laurate (5), co-polyglyceryl-4-hydroxypropyl dihydroxy-ethylamine, and dihydroxyethyl-ceboamine hydrochloride. The pH of the present compositions is generally not critical and may range from 2 to about 10, preferably from about 3 to about 9, more preferably from about 4 to about 8.
METHOD OF PREPARATION The compositions of the invention can be prepared by various methods, two of which are described below only by example.
Method 1 The compositions of the present invention, in general, can be made by mixing the base components, for example, water, the surfactants, and the sucroglyceride conditioning agent at an elevated temperature, for example, about 76.7-82.2 ° C. (170-180 ° F) for approximately 20-25 minutes. The mixture is emulsified and subsequently cooled to room temperature.
Method 2 Alternatively, water and surfactants can be first combined and heated to approximately 76.7-82.2 ° C (170-180 ° F). To the surfactant mixture, heated, resulting then a secondary mixture of sucroglyceride, glycerol and any optional water-insoluble component is added. Where the secondary mixture has been preheated to approximately 76.7-82.2 ° C (170-180 ° F). The water-insoluble components can comprise glycepine and any optional sunscreen or conditioning agent or vitamins. After the mixture of sucroglyceride and water-insoluble components is added to the surfactant mixture, the composition is emulsified for about 20-25 minutes and subsequently cooled to room temperature. Optionally, a preservative can be added to the mixture at about 37.8 ° C (100 ° F), and the pH and viscosity can be adjusted as necessary with, for example, sodium hydroxide, ammonium hydroxide or citric acid.
METHOD OF UTILIZATION The shampoo compositions of the invention are used in a conventional manner for hair cleaning. An effective amount of the hair cleaning and conditioning composition, typically from about 1 g to about 20 g of the composition, preferably about 3-5 ml, is applied to the wet hair. Application to hair typically involves the work of the composition through the hair to create a liner or layer such that most or all of the hair is in contact with the liner or layer. The layer can be kept on the hair for a short time before rinsing, for example, from about 1 to 4 minutes, or it can be rinsed immediately from the hair. This washing procedure can be repeated as necessary. Subsequent to washing with the inventive compositions, the hair is found to be clean, manageable and easy to comb and shape without the need for an additional conditioning step. All documents, for example, patents and magazine articles, cited previously or subsequently are therefore incorporated by reference in their entirety. One skilled in the art will recognize that modifications can be made to the present invention without deviating from the spirit and scope of the invention, the invention is further illustrated by the following examples which should not be construed as limiting the invention or scope of the specific procedures. described in the present.
In the following examples, all percentages are expressed in weight percent or weight percent of the active material, unless otherwise noted. In each of the following examples where a formulation is evaluated, the water used to wash the hair or skin or other substrate is ordinary tap water of moderate hardness.
EXAMPLE 1 Preparation of a sucroglyceride derived from a fatty acid triglyceride of bait and sucrose. A pot or cauldron of 1.5 L potted resin, equipped with a 5-blade mechanical agitator and a thermocouple was loaded with hardened, molten bait (125 g). While stirring, K2C03 was added (13.8 g) and sucrose (53.1 g) and the mixture was vigorously stirred at 123 ° C ± 1 ° C. After 10 hours, the mixing was stopped and the product allowed to cool and solidify, resulting in 190 g of a beige-colored solid. The resulting product had the following composition: Component% by weight Glycerin tota 1 1.93 Soap C81 0.00 CIO 0.00 C12 0.00 C14 0.79 C15 0.16 C16 7.92 C17 0.30 C18 20.22 C20 0.60 C22 0.36 Total soap 30.35 Monoglycerides C8 0.00 CIO 0.00 C12 0.00 C14 0.32 C15 0.06 C16 3.17 C17 0.12 C18 8.10 C20 0.24 C22 0.36 Total monoglycerides 12.16 Total Sucrose 9.97 C8 Sucrose Monoesters 0.00 CIO 0.00 C12 0.00 C14 0.76 C15 0.14 C16 7.65 C17 0.29 C18 19.51 C20 0.59 C14 0.36 Total Sucrose Monoesters 29.30 Di and Total Triglycerides: 16.29: Chain Length of Glyceride Fatty Acids Example 2 Preparation of sucroglyceride derived from hydrogenated vegetable oil and sucrose Wecobee M (hydrogenated vegetable oil, 80 g) sucrose (34 g), K2CO3 (8 g), and a residue of the previously prepared product (6.5 g) were combined as described above to give 110 g of a light creamy solid containing 21% sucrose monoester. This product had the following compositions: Component% in Weight Total Glycerin 1.78 Soap C8 0.78 Cyan 0.72 C12 10.96 C14 3.86 C16 2.12 C18 5.31 Total Soap 23.75 Monoglycerides C8 0.35 CIO 0.32 C12 4.97 C14 1.74 C16 0.96 C18 2.41 Total monoglycerides 10.75 Total Sucrose 10.02 Sucrose Monoesters C8 0, .71 CIO 0, .66 C12 9, .86 C14 3, .48 C16 1. .90 C18 4, .78 Total Sucrose Monoesters 21. .39 Di and Total Triglycerides 32. .31 EXAMPLE 3 Preparation of sucrose glyceride derived from caprylic / capric triglycerides and sucrose Neobee M-5 (caprylic / capric triglycerides, 100 g), sucrose (68.4 g) K2C03 (14.5 g), and a residue (9.0 g) were combined as described above to give 150 g of a yellow wax.
Example 4 Water was added to a suitable vessel equipped with means of stirring, heating and cooling and while heating slowly, ammonium lauryl sulfate and coconut diethanolamide. 76. 7-82.2 ° C (170-180 ° F), a sucroglyceride component (prepared by the transesterification of cottonseed oil and sucrose using the procedure described above to give the composition shown as the F2 formulation below) was added to a container and the mixture was emulsified for approximately 20-30 minutes at a moderate speed, at a temperature of about 79.5-82.2 ° C (175-180 ° F). The mixture was then cooled to 37.8 ° C (100 ° F) at which point a preservative was optionally added. The pH was measured and adjusted as necessary with sodium hydroxide or citric acid to about 6.5-6.8. The viscosity was measured and adjusted to approximately 4,000-5,000 cps with ammonium chloride. The composition of the resulting conditioning shampoo (formulation 1) is shown below Formulation 1 Component% in Weight of Active Material water (deionized) Q.S. a 100 ammonium lauryl sulfate 12.5 coconut diethanolamide 2.0 sucroglyceride 4.0 citric acid, Q.S. Sodium hydroxide (50% aqueous) Q.S. ammonium chloride Q.S.
Formulation 1 provides excellent disentangling, wet combability, dry combability, static control, and radiance as determined by evaluation in hair samples and in human subjects having different hair profiles in a salon setting. This formulation also exhibits excellent long-term stability at different storage temperatures and through three freeze-thaw cycles.
Example 5 Formulation 2 is prepared according to method 2 described above. The surfactant mixture is prepared to maintain the guar hydroxypropyl / trimonium chloride, ammonium lauryl sulfate, and coconut diethanolamide. The secondary mixture contains glycerin, sucroglyceride (transesterification product of cottonseed oil and sucrose), mineral oil and octyl salicylate.
Formulation 2 Ingredient% in Weight of Active Material water (deionized) Q.S. to 100.0 guar hydroxypropyl / 0.2 trimonium chloride lauryl ammonium sulfate 12.5 coconut diethanolamide 2.0 glycerin 5.0 sucroglyceride 3.5 mineral oil 0.5 octyl salicylate 0.2 Example 6 A hair rinse / conditioner composition is prepared by adding water to a suitable container and heating the water to about 76.7-79.5 ° C (170-175 ° F) with stirring. A sucroglyceride component prepared by the transesterification of cottonseed oil and sucrose to have the composition of the subsequent formulation F2 was then added to the container and dispersed. Then cetyl alcohol is added and the mixture is then emulsified for about 20-25 minutes at about 76.7-79.5 ° C (170-175 ° F). The mixture is then cooled slowly to about 32.2 ° C (90 ° F) at which point the pH was adjusted to about 5.0-5.5 with citric acid. The viscosity can be adjusted as necessary. The composition of the resulting conditioning / rinsing, conditioning formulation (formulation 3) is shown below: Component% in water weight (deionized) Q.S. at 100.0 sucroglyceride 5.0 Cetyl Alcohol 1.5 citric acid (50% aqueous) Q.S.
Example 7 Hair conditioning / relaxing / permanent formulations A and B were prepared in additional water to a suitable container, heated to approximately 76.7-79.5 ° C (170-175 ° F), and adding to the container a sucroglyceride prepared by transesterification of cottonseed oil and sucrose to give the composition of the subsequent Fl formulation. To this aqueous mixture was then slowly added cetyl alcohol containing oil phase and glycerol stearate premixed and heated (76.7-79.5 ° C (170-175 ° F)). The resulting mixture is then emulsified for about 20-25 minutes at 76.7-79.5 ° C (170-175 ° F) and then cooled to approximately 32.2 ° C (90 ° F). At 32.2 ° C (90 ° F), 50% aqueous NaOH was added to Formulation A and sodium bisulfate was added to Formulation B. The composition of the resulting formulations (Formulations A and B) is shown below:A B in Weight% in Weight water (deionized) Q.S. to 100.0 Q.S. to 100.0 Sucroglyceric 2.0 2.0 1.0 1.0 monostearate glycerol cetyl alcohol 1.5 1.5 NaOH (50% aqueous) 4.0 Sodium bisulfate - 2.0 Example 8 The following compositions are prepared for the addition to shampoo bases.
Ingredient Fl F2 F3 F4 F5 F6 F7 Sucrose ester 18.0 7.0 14.5 13.0 100.0 Sucrose 10.0 14.5 1. 1.3 Soap 35.0 30.0 15.5 27.0 Monoglyceride 11.0 30.0 10.0 9.0 100.0 Total of di- and 23.0 7.5 56.0 49.0 Glycerin Tgliceride < 3 16.0 1.0 0.7 100.0 Ingredient F8 F9 FIO Fll F12 F13 F14 Sucrose ester - - - - 10.0 Sucrose Soap 100.0 33.3 50.0 50.0 36.0 33.3 Monoglyceride 33.3 50.0 50.0 36.0 33.3 Total Di- and _ _ _ _ _ _ _ Triglycerides Glycerin - 33.3 - 50.0 50.0 18.0 33.3 Ingredient F15 F16 F17 F18 F19 F20 F21 F22 Sucrose ester 15.0 15.0 15.0 15.0 3.0 6.85 10.6 8.0 Sucrose 10.0 10.0 10.0 10.0 14.0 12.0 19.2 Soap 35.0 35.0 35.0 35.0 26.0 25.0 25.0 30.0 Monoglyceride 9.5 9.5 9.5 9.5 3.0 23.0 33.2 16.0 Total of Di- and 2.85 2.85 2.85 2.85 53.0 17.7 35.0 15.0 Triglycerides Glycerin 2.0 2.0 2.0 2.00 < 1.0 14.9 7.9 8.0 Example 9 The above formulations F1-F22 were added to a shampoo base and evaluated for their conditioning performance. The base shampoo contained the following components: Formulation 1 Component% by weight (active) water (deionized) Q.S. a 100 ammonium lauryl sulfate 12.5 coconut diethanolamide 2.0 citric acid Q.S. Sodium hydroxide (50% aqueous) Q.S. ammonium chloride Q.S.
Each resulting shampoo formulation was evaluated in a salon fixation in 10 human subjects. Their heads were washed with a prepared shampoo containing one of the Fl-22 formulations, the hair was then evaluated by the performance of wet combing and dry combing and was evaluated on a scale of 0-4, where an evaluation of 4 indicates excellent conditioning and 0 indicates little conditioning of the hair. Performance data in the classroom are presented below in Tables 1 and 2.
Table 1 Formulation Percent by Weight Hairstyle Hairstyle Formulation No. in Wet Moisture Shampoo Fl 5.0 3 3 F2 5.0 3 3 F3 5.0 1.3 2 F4 5.0 3.6 3.7 F5 5.0 1.2 1.5 F6 5.0 1.2 1.5 F7 5.0 1.2 1.5 F8 5.0 1.5 1.5 F9 5.0 1 1 FIO 5.0 1.5 1.5 FU 5.0 0.5 1.5 Table 2 Formulation Weight percent Hairstyle Hairstyle Formulation No. in Wet Moisture Shampoo F12 5.0 1.5 1.2 F13 5.0 2.2 1.5 F14 15.0 1 2.1 F15 0.5 1.6 1.6 F16 1.5 1.7 2 F17 2.5 2 2 F18 3.5 2.2 2.5 F19 5.0 1.8 2.4 F20 5.0 3 3 F21 5.0 3.6 2.5 F22 5.0 2.0 2.0 Example 10 A bath gel composition is prepared essentially according to the procedure set forth above in Example 4. The bath gel has the following composition Component% in Weight of Active Material water (deionized) Q.S. to 100.0 sodium lauryl sulfate 7.5 sodium laureth sulfate 6.0 lauryl monoethanolamide 2.0 sucroglyceride oil derivative 4.0 cottonseed and sucrose CaCl2 0.5 Example 11 A liquid soap / facial cleanser formulation is prepared essentially according to the procedure set forth in Example 4.
Ingredient% in Weight of Active Material water (deionized) Q.S. to 100.0 sodium lauryl sulfate 10.0 cocoamidopropyl betaine 2.5 glycerin 2.0 sucroglyceride oil derivative 3.5 cottonseed and sucrose The bath gel prepared in Example 11, and the liquid soap / face cleanser prepared in Example 12 both provided an excellent skin feel after the formulations were rinsed from the skin and the skin was dried.
Example 12 Liquid cleaning compositions are prepared by combining the following components with a suitable amount of water to prepare a formulation containing about 34% surfactants by weight of the final formulation.
Ingredient% in Weight Formulation Formulation Ammonium lauryl sulfate 6.0 6.0 (28% active by weight) sodium salt of methyl ester 19.0 alphasulfonated from a mixture of acids having an average of 12-14 carbon atoms sodium salt of methyl ester 19.0 alphasulfonated from a mixture of acids having an average of 12 carbon atoms monoethanolamide Myristic 5.0 5.0 Lauric Cocoamidopropyl Betaine 4.0 4.0 Sucroglyceride 2.0 2.0 2.0 Ethanol 2.0 2.0 pH 5.5 5.5 Clear Clear Appearance The sucroglyceride is derived from a mixture of glycerides comprising the following chain lengths: 2.4% of 6 carbon atoms, 70.9% of 8 carbon atoms, 26.0% of 10 carbon atoms and 0.7% of 12 carbon atoms. From the foregoing, it will be appreciated that although the specific embodiments of the invention have been described herein for purposes of illustration, various modifications may be made without departing from the spirit and scope of the invention.
It is noted that in relation to this date, the best method known to the applicant to carry out the aforementioned invention, is that which is clear from the present description of the invention.
Having described the invention as above, the content of the following claims is claimed as property.

Claims (15)

1. A method for conditioning the human hair or skin, characterized in that it comprises contacting the human hair or skin with an effective conditioning amount of a sucroglyceride composition consisting essentially of about 2-30% by weight of monoether sucrose, about 10-40% by weight of salts of the aliphatic fatty acids, triglyceride derivatives, about 0-20% by weight of sucrose, about 2-35% by weight of monoglycerides, about 0.5-20% by weight of glycerin , and 2-55% by weight of a mixture consisting of diglycerides and triglycerides.
2. A method according to claim 1, characterized in that the sucroglyceride composition is a component of a formulation comprising a detergent.
3. A method according to claim 2, characterized in that the formulation comprises approximately 0.5 to 15% by weight of the sucroglyceride composition.
4. A method according to claim 3, characterized in that the composition comprises about 3 to 7% by weight of the sucroglyceride.
5. A method according to claim 4, characterized in that it comprises a composition having a pH of about 5.0 to 8.0.
6. A method according to claim 5, characterized in that the sucroglyceride is derived from sucrose and a triglyceride selected from the group consisting of caprylic / capric triglycerides, hydrogenated vegetable oil, cottonseed oil and bait.
7. A method according to claim 6, characterized in that it is brought into contact in the presence of water.
8. A method according to claim 6, characterized in that it also comprises rinsing the hair or skin with water.
9. A method according to claim 1, characterized in that the composition of sucoglyceride is a component of a skin conditioning formulation.
10. A method according to claim 9, characterized in that the skin conditioning formulation comprises an oil and water emulsion.
11. A method according to claim 9, characterized in that the formulation comprises approximately 0.5 to 15% by weight of the sucroglyceride composition.
12. A method according to claim 10, characterized in that the composition comprises about 3 to 7% by weight of the sucroglyceride.
13. A method according to claim 12, characterized in that the sucroglyceride is derived from sucrose and a triglyceride selected from the group consisting of caprylic / capric triglycerides, hydrogenated vegetable oil, cottonseed oil and bait.
14. A method for preparing a cleansing and conditioning formulation for the skin and hair, characterized in that it comprises combining a surfactant base with a sucroglyceride composition. The sucroglyceride composition consists essentially of about 2-30% by weight of sucrose monoesters, about 10-40% by weight of salts of the aliphatic fatty acids derived from the triglyceride, about 1-20% by weight of sucrose, about 2-35% by weight of monoglycerides, about 0.5-20% by weight of glycerin, and -55% by weight of a mixture of glycerides and triglycerides.
15. A method according to claim 14, characterized in that the sucroglyceride composition is derived from sucrose and a triglyceride selected from the group consisting of caprylic / capric triglycerides, hydrogenated vegetable oil, cottonseed oil and bait.
MX9703648A 1995-09-18 1996-09-17 Methods and compositions for conditioning skin and hair. MX9703648A (en)

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PCT/US1996/014740 WO1997010803A1 (en) 1995-09-18 1996-09-17 Methods and compositions for conditioning skin and hair

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