EP1036156A4 - Personal care washing bars containing dimer acids and their derivatives - Google Patents

Personal care washing bars containing dimer acids and their derivatives

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Publication number
EP1036156A4
EP1036156A4 EP98951998A EP98951998A EP1036156A4 EP 1036156 A4 EP1036156 A4 EP 1036156A4 EP 98951998 A EP98951998 A EP 98951998A EP 98951998 A EP98951998 A EP 98951998A EP 1036156 A4 EP1036156 A4 EP 1036156A4
Authority
EP
European Patent Office
Prior art keywords
weight
personal cleansing
composition
cleansing composition
surfactant
Prior art date
Legal status (The legal status 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 status listed.)
Withdrawn
Application number
EP98951998A
Other languages
German (de)
French (fr)
Other versions
EP1036156A1 (en
Inventor
Donald V Kinsman
J Matthew White
Timothy J Cassady
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Henkel Corp
Original Assignee
Henkel Corp
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
Application filed by Henkel Corp filed Critical Henkel Corp
Publication of EP1036156A1 publication Critical patent/EP1036156A1/en
Publication of EP1036156A4 publication Critical patent/EP1036156A4/en
Withdrawn legal-status Critical Current

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Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/36Carboxylic acids; Salts or anhydrides thereof
    • A61K8/362Polycarboxylic acids
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/36Carboxylic acids; Salts or anhydrides thereof
    • A61K8/361Carboxylic acids having more than seven carbon atoms in an unbroken chain; Salts or anhydrides thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin
    • A61Q19/10Washing or bathing preparations
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D10/00Compositions of detergents, not provided for by one single preceding group
    • C11D10/04Compositions of detergents, not provided for by one single preceding group based on mixtures of surface-active non-soap compounds and soap
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16Organic compounds
    • C11D3/20Organic compounds containing oxygen
    • C11D3/2075Carboxylic acids-salts thereof
    • C11D3/2082Polycarboxylic acids-salts thereof
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D9/00Compositions of detergents based essentially on soap
    • C11D9/04Compositions of detergents based essentially on soap containing compounding ingredients other than soaps
    • C11D9/22Organic compounds, e.g. vitamins
    • C11D9/26Organic compounds, e.g. vitamins containing oxygen
    • C11D9/267Organic compounds, e.g. vitamins containing oxygen containing free fatty acids
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/74Biological properties of particular ingredients
    • A61K2800/75Anti-irritant
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02Anionic compounds
    • C11D1/12Sulfonic acids or sulfuric acid esters; Salts thereof
    • C11D1/126Acylisethionates
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66Non-ionic compounds
    • C11D1/662Carbohydrates or derivatives

Definitions

  • the present invention generally relates to personal cleansing compositions. More particularly, the present invention relates to the incorporation of dimer acids and their derivatives into personal cleansing formulations in order to enhance their protective film properties.
  • combo bars because they contain both a synthetic detergent and a soap component, do not suffer from the poor physical characteristics of syndet bars, and are milder to human skin than traditional fatty acid soaps.
  • a problem encountered in manufacturing combo bars relates to the incorporation of the synthetic acyl isethionates surfactant into the fatty acid soap.
  • Acyl isethionates are high melting solids with low solubility in either water or organic solvents.
  • Aqueous solutions of sodium cocoyl isethionate are inherently highly viscous.
  • it is very difficult to incorporate acyl isethionates into soap formulations without the attendant physical disadvantages associated with their poor handling properties . Soap in bar form has long been in use for cleansing purposes.
  • soap designate the reaction product of a carboxylic acid with a base, typically a metal hydroxide or carbonate.
  • the resulting salt has both a polar hydrophilic end and a non-polar lipophilic end which facilitates the removal of oils and other non-polar materials from the skin or other surface in the presence of water.
  • Bar soaps are customarily prepared either by framing/casting or by refining/plodding.
  • Framed or cast soaps are prepared by reacting an appropriate fat, oil or carboxylic acid with a base in the presence of water to form soap, pouring the molten soap containing about 30% water into a frame or a mold, allowing the soap to cool and harden, and removing the soap having about 20% to 25% water by weight in a bar form.
  • carboxylic acid hereafter referred to as a fatty acid is readily available as an article of commerce.
  • the fatty acid also can be obtained from a fat, such as tallow or lard, from an oil, such as coconut oil, palm oil, palm kernel oil, or olive oil, or from combinations of fats and oils.
  • Fats and oils are comprised in substantial part of glycerides of varying chain lengths, which are esters of glycerol (glycerine) and fatty acids. Under alkaline conditions, and in the presence of heat, the glycerides constituting the fats and oils break down to form fatty acid salts, also known as soaps, and glycerine. Regular soap can have a tendency to defat the skin owing to its slightly alkaline character. This can be a problem, particularly to people with dry skin.
  • the incorporation of a superfatting agent containing a free fatty acid into a soap bar imparts enhanced tactile properties to the composition by eliminating the effect of free alkali on the user's skin.
  • the presence of free fatty acid also affects the bubble size of the lather formed by the soap bar by imparting a perception of a richer, creamier lather.
  • Abrasive-containing toilet bars/liquids may be based on either soap, synthetic surfactants or combinations thereof and typically contain an abrasive material such as, for example, pumice.
  • a common problem to all of the above-identified personal cleansing compositions relates to their tactile properties. Due to the tendency of the soaps and surfactants contained therein to irritate human skin, to varying degrees, there is a constant need to develop new formulations which are less irritating to the skin, impart a certain degree of water repellency to the skin, and have enhanced tactile properties.
  • the present invention is directed to a personal cleansing composition containing:
  • the present invention is also directed to a process for enhancing the protective film forming properties of a personal cleansing composition involving the steps of :
  • a cleansing component selected from the group consisting of soap, a nonionic surfactant, an anionic surfactant, an amphoteric surfactant, and mixtures thereof;
  • the cleansing component of the present invention includes any type of surface-active compound which may be employed to formulate a personal cleansing composition either in toilet bar, liquid or gell form.
  • suitable cleansing components include, but are not limited to, those selected from the group consisting of soaps, syndet surfactants, and mixtures thereof. These components are typically used to make soap bars, syndet bars which are formulated using only synthetic surfactants, and combo bars which are formulated using both synthetic surfactants and soap.
  • Syndet surfactants suitable for use in the present invention include anionic, nonionic, cationic and amphoteric surfactants and mixtures thereof. Especially useful are those surfactants which are well known to have especially mild properties as regards to skin care.
  • Such surfactants include, but are not limited to, alkali metal salts of: alkyl isethionates; e.g., sodium cocoyl- or lauryl isethionate; sarcosinates , sulfosuccinates, taurates, nonionic sugar surfactants and ethoxylated fatty alcohols .
  • a soap In the event that a soap is used as a cleansing component, it generally contains a blend of about 80% by weight tallow fatty acid and about 20% by weight coco fatty acid, wherein the blend is neutralized with an aqueous solution of a base such as sodium hydroxide, potassium hydroxide, triethanolamine and mixtures thereof.
  • a base such as sodium hydroxide, potassium hydroxide, triethanolamine and mixtures thereof.
  • the moisture content of the soap component varies in the range from about 5 to about 30% by weight, and preferably from about 10 to about 15% by weight, based on the weight of the soap component .
  • a typical coco fatty acid is composed primarily of from 45% to 55% by weight lauric acid, from 15% to 23% by weight of myristic acid, from 8% to 11% of palmitic acid, from 1% to 10% by weight of stearic acid, from 1% to 14% of caprylic and capric acids, and from 1% to 8% by weight of oleic acid.
  • a typical tallow fatty acid is one which contains from about 45% to about 55% by weight of a mixture of saturated fatty acids, a majority of which are stearic and palmitic acids and from about 45% to about 55% by weight of a mixture of unsaturated fatty acids, a large majority of which is oleic acid and which may also contain linoleic acid and linolenic acid. As desired, the linolenic and linoleic acids may also be eliminated by hydrogenation.
  • An example of a typical commercially available unhydrogenated tallow fatty acid is EMERY ® 401 Tallow Fatty Acid, a trademark product of Henkel Corporation, Emery Group, Cincinnati, OH.
  • EMERY ® 401 Tallow Fatty Acid are: titer 49-53°C, maximum iodine value of 34-44, acid value of 199-208, color value of 80/95 (% trans. 440/550 nm. , min.).
  • the soap component After neutralization, the soap component is cooled and then dried to a lower moisture level to permit refining and plodding using soap finishing equipment well known in the art. Typically, the soap is dried to a moisture level of from about 10 to about 14% by weight.
  • the nonionic surfactant component which may be employed in the present invention is generally selected from the group consisting of sugar surfactants, alkyl/aryl ethoxylates, polyglycerol esters, ethoxylated fatty acids, alkyl glycerol ethoxylates and sorbitans, and mixtures thereof .
  • nonionic surfactants are the nonionic sugar surfactants .
  • the term nonionic sugar surfactant as used herein refers to surfactants that are based on saccharide moieties.
  • the nonionic sugar surfactants which may be employed in the present invention are selected from the group consisting of alkyl polyglycosides, alkyl glucose esters, aldobionamides, gluconamides, glyceramides, glyceroglycolipids, polyhydroxy fatty acid amides, and mixtures thereof.
  • Preferred alkyl polyglycosides which can be used as the complexing agent in the concentrate of the invention have the formula I : R 1 0(R 2 0) b (Z) a (I) wherein Rj . is a monovalent organic radical having from about 6 to about 30 carbon atoms; R 2 is a divalent alkylene radical having from 2 to 4 carbon atoms; Z is a saccharide residue having 5 or 6 carbon atoms; b is a number having a value from 0 to about 12 ; a is a number having a value from 1 to about 6.
  • alkyl polyglycosides are commercially available, for example, as GLUCOPON ® , or PLANTAREN ® surfactants from Henkel Corporation, Ambler, PA, 19002.
  • examples of such surfactants include but are not limited to:
  • GLUCOPON ® 225 Surfactant - an alkyl polyglycoside in which the alkyl group contains 8 to 10 carbon atoms and having an average degree of polymerization of 1.7.
  • GLUCOPON ® 425 Surfactant - an alkyl polyglycoside in which the alkyl group contains 8 to 16 carbon atoms and having an average degree of polymerization of 1.6.
  • GLUCOPON ® 625 Surfactant - an alkyl polyglycoside in which the alkyl group contains 12 to 16 carbon atoms and having an average degree of polymerization of 1.6.
  • APG ® 325 Surfactant - an alkyl polyglycoside in which the alkyl group contains 9 to 11 carbon atoms and having an average degree of polymerization of 1.6.
  • GLUCOPON ® 600 Surfactant - an alkyl polyglycoside in which the alkyl group contains 12 to 16 carbon atoms and having an average degree of polymerization of 1.4.
  • PLANTAREN ® 2000 Surfactant - a C 8 . 16 alkyl polyglycoside in which the alkyl group contains 8 to 16 carbon atoms and having an average degree of polymerization of 1.4.
  • PLANTAREN ® 1300 Surfactant - a C 12 _ 16 alkyl polyglycoside in which the alkyl group contains 12 to 16 carbon atoms and having an average degree of polymerization of 1.6.
  • alkyl polyglycoside surfactant compositions which are comprised of mixtures of compounds of formula I wherein Z represents a moiety derived from a reducing saccharide containing 5 or 6 carbon atoms; a is a number having a value from 1 to about 6; b is zero; and R- L is an alkyl radical having from 8 to 20 carbon atoms.
  • compositions are characterized in that they have increased surfactant properties and an HLB in the range of about 10 to about 16 and a non-Flory distribution of glycosides, which is comprised of a mixture of an alkyl monoglycoside and a mixture of alkyl polyglycosides having varying degrees of polymerization of 2 and higher in progressively decreasing amounts, in which the amount by weight of polyglycoside having a degree of polymerization of 2, or mixtures thereof with the polyglycoside having a degree of polymerization of 3, predominate in relation to the amount of monoglycoside, said composition having an average degree of polymerization of about 1.8 to about 3.
  • compositions also known as peaked alkyl polyglycosides
  • peaked alkyl polyglycosides can be prepared by separation of the monoglycoside from the original reaction mixture of alkyl monoglycoside and alkyl polyglycosides after removal of the alcohol. This separation may be carried out by molecular distillation and normally results in the removal of about 70-95% by weight of the alkyl monoglycosides .
  • alkyl polyglycosides which can be used in the compositions according to the invention are those in which the alkyl moiety contains from 6 to 18 carbon atoms and the average carbon chain length of the composition is from about 9 to about 14 comprising a mixture of two or more of at least binary components of alkylpolyglycosides, wherein each binary component is present in the mixture in relation to its average carbon chain length in an amount effective to provide the surfactant composition with the average carbon chain length of about 9 to about 14 and wherein at least one, or both binary components, comprise a Flory distribution of polyglycosides derived from an acid- catalyzed reaction of an alcohol containing 6-20 carbon atoms and a suitable saccharide from which excess alcohol has been separated.
  • the alkyl polyglycoside of the present invention acts as the complexing agent for the iodine complex concentrate.
  • alkyl glucose ester sugar surfactants are generally disclosed in U.S. patent Nos . 5,109,127 and 5,190,747, the entire contents of both of which are incorporated herein by reference. These sugar surfactants have the general formula II:
  • R represents a fatty acid residue of 6 to 20 carbon atoms, preferably 6 to 12 carbon atoms and R 1 represents an alkyl group having 2 to 6 carbon atoms.
  • alkyl glucose esters are l-ethyl-6- caprylglucoside, l-ethyl-6-laurylglucoside, l-butyl-6- caprylglucoside, l-ethyl-6-palmitylglucoside and l-ethyl-6- oleylglucoside .
  • aldobionamide sugar surfactants are generally disclosed in U.S. Patent No. 5,310,542 and in published European Patent Application No. 550,281, both of which are incorporated herein by reference.
  • An aldobionamide is generally defined as the amide of an aldobionic acid or aldobionolactone and an aldobionic acid in turn is defined as a sugar substance (e.g., any cyclic sugar) in which the aldehyde group has been replaced by a carboxylic acid which upon drying is capable of cyclizing to form an aldonolactone .
  • the aldobionamides can be based on compounds comprising two saccharide units, e.g., lactobionamides , maltobionamides, cellobionamides, melibionamides, or gentiobionamides, or they can be based on compounds comprising more than two saccharide units provided that the polysaccharide has a terminal sugar unit with an aldehyde group available.
  • the preferred aldobionamides of the present invention are lactobionamides of the formula III:
  • R 1 and R ⁇ are the same or different and are selected from hydrogen and an aliphatic hydrocarbon radical containing up to about 36 carbon atoms (e.g., alkyl groups and alkenyl groups which groups may also include a heteroatom such as N, O, S, present, for instance, as an amide, carboxy, ether and/or saccharide moiety) except that R 1 and R 2 cannot simultaneously be hydrogen.
  • the aliphatic hydrocarbon radical preferably contains up to 24 carbon atoms, most preferably from 8 to 18 carbon atoms.
  • lactobionamides are N- propyl lactobionamide, N-pentyl lactobionamide, N-decyl lactobionamide, N-hexadecyl lactobionamide, N-oleyl lactobionamide, N-dodecyl-N-methyl lactobionamide, and N- dodecyloxypropyl lactobionamide .
  • gluconamide sugar surfactants are generally disclosed in U.S. Patent 5,352,386, the entire contents of which are incorporated herein by reference . These surfactants have the general formula IV:
  • R is a straight or branched, saturated or unsaturated aliphatic hydrocarbon having 4 to about 24 carbon atoms, preferably 8 to 24 carbon atoms, which R group can also contain a heteroatom selected from the group consisting of oxygen, nitrogen and sulfur.
  • Representative examples of such cosurfactants are N-octylerythronamide , N-decylerythronamide , N- dodecylerythronamide, N-tetradecylerythronamide, N- decylxylonamide and N-dodecylxylonamide .
  • glyceramide sugar surfactants are generally disclosed in U.S. Patent 5,352,387, the entire contents of which are incorporated herein by reference. These cosurfactants have the general formula V:
  • R is a C 8 to C 24 straight or branched chained, saturated or unsaturated aliphatic hydrocarbon in which the R group may also be substituted by a heteroatom selected from oxygen, nitrogen and sulfur.
  • Representative examples of such cosurfactants are N-octylglyceramide, N- decylglyceramide and N-hexadecylglyceramide .
  • glyceroglycolipid sugar surfactants are generally disclosed in U.S. Patent 5,358,656, and published European
  • the glyceroglycolipids can be of the formula VI:
  • a 1 is a saccharide, preferably having one or more saccharide units, more preferably a mono or disaccharide and most preferably a monosaccharide such as glucose or galactose;
  • R and R are the same or different and are hydrogen, a branched or unbranched hydrocarbon radical having from 1 to about 24, preferably from about 6 to about 18 carbon atoms;
  • B is OH or a NR 2 R 3 group, wherein R 2 and R J may be the same or different and are hydrogen, a branched or unbranched hydrocarbon radical having 1 to 24, preferably from 6 to 18 carbon atoms, and NRR X and B are positionally interchangeable.
  • cosurfactants are 3 - (butylamino) -2-hydroxypropyl- ⁇ -D- galactopyranoside, 3- (octylamino) -2-hydroxypropyl- ⁇ -D- galactopyranoside, 3- (eicosylamino) -2-hydroxypropyl- ⁇ -D- galactopyranoside, 3- (butylamino) -2-hydroxypropyl- ⁇ -D- glucopyranoside, and 3 - (pentylamino) -2-hydroxypropyl- ⁇ -D- mannopyranoside .
  • Other glyceroglycolipid surfactants are disclosed in published European Patent Application No. 550,280, which is incorporated herein by reference. These cosurfactants are of the formula VII:
  • a 1 is from 1 to 4 saccharide units and more preferably represents a mono or disaccharide, and most preferably a monosaccharide, for example, glucose or galactose;
  • R and R are the same or different and are hydrogen, or a branched or unbranched, saturated or unsaturated, hydrocarbon radical having from 1 to 24 carbon atoms, preferably from 6 to 18 carbon atoms.
  • cosurfactants are 3- (butyloxy) -2- hydroxypropyl- ⁇ -D-galactopyranoside, 3- (eicosyloxy) -2- hydroxypropyl - ⁇ -D-galactopyranoside , 3 - (decyloxy) -2- hydroxypropyl- ⁇ -D-galactopyranoside , 3- (butyloxy) -2- hydroxypropyl- ⁇ -D-glucopyranoside , 3- (octyloxy) -2- hydroxypropyl- ⁇ -D-mannopyranoside, 3- (tetradecyloxy) -2- hydroxypropyl - ⁇ -D- lactoside , 3- (octadecyloxy ) -2- hydroxypropyl- ⁇ -D-maltoside, 3- (octyloxy) -2 -hydroxypropyl- ⁇ -D-galactotrioside, and 3- (dode
  • polyhydroxy fatty acid amide sugar surfactants are generally disclosed in U.S. Patent Nos . 5,174,927, 5,223,179 and 5,332,528, the entire disclosure of each of which is incorporated herein by reference.
  • the polyhydroxy fatty acid amide surfactant component of the present invention comprises compounds of the structural formula VIII:
  • R 1 is H, C ⁇ C, hydrocarbyl , 2-hydroxy ethyl, 2-hydroxy propyl or a mixture thereof, preferably C ! -C 4 alkyl, more preferably C ⁇ or C 2 alkyl, most preferably C ⁇ alkyl (i.e., methyl); and R 2 is a C 5 -C 31 hydrocarbyl, preferably straight chain C-,-C 19 alkyl or alkenyl , more preferably straight chain C 9 -C 17 alkyl or alkenyl, most preferably straight chain C n -C 17 alkyl or alkenyl, or mixture thereof; and Z is a polyhydroxyhydrocarbyl having a linear hydrocarbyl chain with at least 3 hydroxyls directly connected to the chain, or an alkoxylated derivative (preferably ethoxylated or propoxylated) thereof.
  • Z preferably will be derived from a reducing sugar in a reductive amination reaction; more preferably Z is a glycityl .
  • Suitable reducing sugars include glucose, fructose, maltose, lactose, galactose, mannose, and xylose.
  • high dextrose corn syrup, high fructose corn syrup, and high maltose corn syrup can be utilized as well as the individual sugars listed above. These corn syrups may yield a mix of sugar components for Z. It should be understood that it is by no means intended to exclude other suitable raw materials.
  • Z preferably will be selected from the group consisting of -CH 2 - (CHOH) n-CH 2 OH, -CH(CH 2 OH) - (CHOH) n _ 1 -CH 2 OH, -CH 2 - (CHOH) _ (CHOR' ) (CHOH) -CH 2 OH, where n is an integer from 3 to 5 , inclusive, and R' is H or a cyclic or aliphatic monosaccharide, and alkoxylated derivatives thereof. Most preferred are glycityls wherein n is 4, particularly -CH 2 - (CHOH) 4 -CH 2 OH.
  • R 1 can be, for example, N-methyl, N-ethyl, N-propyl, N-isopropyl, N-butyl, N-2-hydroxy ethyl, or N-2-hydroxy propyl .
  • R 2 C(0)N ⁇ can be, for example, cocamide, stearamide, oleamide, lauramide, myristamide, capricamide, palmitamide, tallowamide, etc.
  • Z can be 1-deoxyglucityl , 2-deoxyfructityl , 1-deoxymaltityl , 1-deoxylactityl , 1-deoxygalactityl , 1-deoxymannityl , 1-deoxymaltotriotityl , etc.
  • Representative examples of such surfactants are N- methyl-N-1-deoxyglucityl cocoamide and N-methyl-N-1- deoxyglucityl tallowamide.
  • R is a C 7 -C 21 hydrocarbyl species, i.e., coconut, tallow, palm fatty alkyl and oleyl
  • R 1 is a C 1 to C 6 hydrocarbyl or substituted hydrocarbyl species, i.e., N- alkyl-N- (1, 2-propanediol) and N-hydroxyalkyl-N-1, 2 -propane diol fatty acid amides.
  • Representative examples of such cosurf ctants are the tallow amide of 3- [2-
  • the anionic surfactant component which may be employed in the present invention is generally selected from the group consisting of acyl isethionates, alkyl/aryl sulfonates, alkyl/aryl sulfates, sarcosines, taurates, sulfosuccinates, and mixtures thereof.
  • a particularly preferred class of anionic surfactants for use in the present invention are the acyl isethionates.
  • the acyl isethionates which may be employed in the present invention correspond to the formula: RCO-OCH 2 CH 2 -S0 3 Z wherein RCO is a linear or branched acyl radical having from about 6 to about 22 carbon atoms and Z is selected from the group consisting of an alkali metal, an alkaline earth metal and ammonium.
  • RCO is a linear or branched acyl radical having from about 6 to about 22 carbon atoms and Z is selected from the group consisting of an alkali metal, an alkaline earth metal and ammonium.
  • These esters may be prepared by reacting an alkali metal, alkaline earth metal or ammonium isethionate with a mixture of aliphatic fatty acid(s) having from 8 to 22 carbon atoms.
  • the acyl isethionate is sodium cocoyl isethionate .
  • the dimer acids, their salts and derivatives thereof which may be employed in the present invention are generally represented by the structure X-R 2 -X wherein R 2 is a C(,_ 34 hydrocarbon radical and X is COOH.
  • suitable dimer acid derivatives which may be employed include, but are not limited to, dimer acid diesters.
  • the dimer acid diesters are characterized by their high viscosity ranging from about 10 to about 20 centistokes at 100°C and low pour points ranging from about -40 to about -60. These dimer acid diesters are commercially available from Henkel Corp., Emery Division, under the tradenames EMERY ® 2900 and EMERY ® 2905.
  • a particularly preferred dimer acid for use in the present invention is C 34 dibasic acid commercially available from Henkel Corp. under the tradenames EMPOL ® E-1004 AND EMPOL ® E-1008.
  • a personal cleansing composition containing at least one of the above-disclosed cleansing components, water and an effective amount of a dimer acid and/or its derivatives.
  • the amount of dimer acid employed in the personal cleansing composition is preferably from about 0.1 to about 10% by weight, and most preferably from about 0.1 to about 5% by weight, based on the total weight of the personal cleansing composition.
  • the specific cleansing components chosen and the amounts thereof used to formulate a personal cleansing composition will be known and ultimately depend on the desires of those skilled in the art. In general, however, the cleansing component will be present in the personal cleansing composition in an amount ranging from about 0.1 to about 96.9% by weight, based on the total weight of the personal cleansing composition.
  • the crux of the present invention relates to the use of the above-disclosed dimer acids and their derivatives, in personal cleansing compositions, in order to impart enhanced tactile properties and some degree of water repellency onto human skin treated therewith.
  • the amount of water present in the personal cleansing composition it will depend on the final, in-use form of the personal cleansing composition. For example, if the personal cleansing composition is formed into a toilet bar, the amount of water present will range from about 3 to about 50% by weight, based on the weight of the toilet bar.
  • the amount of water present will range from about 30 to about 99.8% by weight, based on the weight of the liquid or gell. In general, however, the amount of water present in the personal cleansing composition will range from about 3 to about 99.8% by weight, based on the weight of the personal cleansing composition prior to its being formed into a ready-to-use final product.
  • acyl isethionates may also be present in the final composition prior to its processing into final form.
  • the amounts of these chemicals and adjuvants added to the personal cleansing composition will typically range from about 1 to about 5% by weight, based on the total weight of the personal cleansing composition.
  • chemicals and adjuvants which may be used include, but are not limited to, perfumes, pigments, dyes, preservatives, electrolyte salts, water, and mixtures thereof.
  • by-products typically present in commercially available acyl isethionates if they are chosen, such as sodium isethionate, may also be present in the final composition.
  • a process for enhancing the protective film forming properties of a personal cleansing composition containing at least one of the above-disclosed cleansing components and water by adding to the personal cleansing composition, an effective amount of a dimer acid and/or its derivatives.
  • the amount of dimer acid which may be added to the personal cleansing composition is preferably from about 0.1 to about 10% by weight, and most preferably from about 0.1 to about 5% by weight, based on the total weight of the personal cleansing composition.

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Abstract

A personal cleansing composition containing: (a) a cleansing component; (b) a film-forming additive consisting of a dimer acid and its derivatives; and (c) water.

Description

PERSONAL CARE WASHING BARS CONTAINING DIMER ACIDS AND
THEIR DERIVATIVES
Field of the Invention:
The present invention generally relates to personal cleansing compositions. More particularly, the present invention relates to the incorporation of dimer acids and their derivatives into personal cleansing formulations in order to enhance their protective film properties.
Background of the Invention:
The cleansing of skin with surface-active cleansing preparations has become a focus of great interest. Many people wash and scrub their skin with various surface- active preparations several times a day. Ideal skin cleansers should cleanse the skin gently, causing little or no irritation, without defatting and overdrying the skin or leaving it taught after frequent routine use. Most lathering soaps, liquids and bars included, fail in this respect .
There are basically four categories of personal cleansing compositions: (1) synthetic, (2) combo, (3) soap, and (4) abrasive-containing. Synthetic detergent bars, frequently referred to as "syndet bars", are well known and are becoming increasingly popular. However, widespread replacement of soap bars by syndet bars has not so far been possible for a variety of reasons, primarily the poor physical characteristics of syndet bars as compared to soap bars . I n c l e a r distinction from syndet bars which are "soap-free" are the so-called "combo" bars which are combinations of fatty acid salts and synthetic detergents. One type of combo bar is produced by combining fatty acid soaps with salts of acyl isethionates . These combo bars, because they contain both a synthetic detergent and a soap component, do not suffer from the poor physical characteristics of syndet bars, and are milder to human skin than traditional fatty acid soaps. However, a problem encountered in manufacturing combo bars relates to the incorporation of the synthetic acyl isethionates surfactant into the fatty acid soap. Acyl isethionates are high melting solids with low solubility in either water or organic solvents. Aqueous solutions of sodium cocoyl isethionate are inherently highly viscous. Thus, it is very difficult to incorporate acyl isethionates into soap formulations without the attendant physical disadvantages associated with their poor handling properties . Soap in bar form has long been in use for cleansing purposes. Those skilled in the art use the term soap to designate the reaction product of a carboxylic acid with a base, typically a metal hydroxide or carbonate. The resulting salt has both a polar hydrophilic end and a non-polar lipophilic end which facilitates the removal of oils and other non-polar materials from the skin or other surface in the presence of water. Bar soaps are customarily prepared either by framing/casting or by refining/plodding. Framed or cast soaps are prepared by reacting an appropriate fat, oil or carboxylic acid with a base in the presence of water to form soap, pouring the molten soap containing about 30% water into a frame or a mold, allowing the soap to cool and harden, and removing the soap having about 20% to 25% water by weight in a bar form. Those skilled in the soap-making art are aware that the carboxylic acid hereafter referred to as a fatty acid is readily available as an article of commerce. The fatty acid also can be obtained from a fat, such as tallow or lard, from an oil, such as coconut oil, palm oil, palm kernel oil, or olive oil, or from combinations of fats and oils. Fats and oils are comprised in substantial part of glycerides of varying chain lengths, which are esters of glycerol (glycerine) and fatty acids. Under alkaline conditions, and in the presence of heat, the glycerides constituting the fats and oils break down to form fatty acid salts, also known as soaps, and glycerine. Regular soap can have a tendency to defat the skin owing to its slightly alkaline character. This can be a problem, particularly to people with dry skin. The incorporation of a superfatting agent containing a free fatty acid into a soap bar imparts enhanced tactile properties to the composition by eliminating the effect of free alkali on the user's skin. The presence of free fatty acid also affects the bubble size of the lather formed by the soap bar by imparting a perception of a richer, creamier lather.
Abrasive-containing toilet bars/liquids may be based on either soap, synthetic surfactants or combinations thereof and typically contain an abrasive material such as, for example, pumice.
A common problem to all of the above-identified personal cleansing compositions relates to their tactile properties. Due to the tendency of the soaps and surfactants contained therein to irritate human skin, to varying degrees, there is a constant need to develop new formulations which are less irritating to the skin, impart a certain degree of water repellency to the skin, and have enhanced tactile properties.
Summary of the Invention: The present invention is directed to a personal cleansing composition containing:
(a) a cleansing component;
(b) a dimer acid and its derivatives; and
(c) water. The present invention is also directed to a process for enhancing the protective film forming properties of a personal cleansing composition involving the steps of :
(a) providing a cleansing component selected from the group consisting of soap, a nonionic surfactant, an anionic surfactant, an amphoteric surfactant, and mixtures thereof;
(b) providing a dimer acid and its derivatives;
(c) providing water; and (d) mixing (a) - (c) to form a personal cleansing composition.
Description of the Invention:
Other than in the operating examples, or where otherwise indicated, all number expressing quantities of ingredients or reaction conditions used herein are to be understood as being modified in all instances by the term
" about" .
The cleansing component of the present invention includes any type of surface-active compound which may be employed to formulate a personal cleansing composition either in toilet bar, liquid or gell form. Examples of suitable cleansing components which may be used include, but are not limited to, those selected from the group consisting of soaps, syndet surfactants, and mixtures thereof. These components are typically used to make soap bars, syndet bars which are formulated using only synthetic surfactants, and combo bars which are formulated using both synthetic surfactants and soap. Syndet surfactants suitable for use in the present invention include anionic, nonionic, cationic and amphoteric surfactants and mixtures thereof. Especially useful are those surfactants which are well known to have especially mild properties as regards to skin care. Such surfactants include, but are not limited to, alkali metal salts of: alkyl isethionates; e.g., sodium cocoyl- or lauryl isethionate; sarcosinates , sulfosuccinates, taurates, nonionic sugar surfactants and ethoxylated fatty alcohols .
In the event that a soap is used as a cleansing component, it generally contains a blend of about 80% by weight tallow fatty acid and about 20% by weight coco fatty acid, wherein the blend is neutralized with an aqueous solution of a base such as sodium hydroxide, potassium hydroxide, triethanolamine and mixtures thereof. The moisture content of the soap component varies in the range from about 5 to about 30% by weight, and preferably from about 10 to about 15% by weight, based on the weight of the soap component .
A typical coco fatty acid is composed primarily of from 45% to 55% by weight lauric acid, from 15% to 23% by weight of myristic acid, from 8% to 11% of palmitic acid, from 1% to 10% by weight of stearic acid, from 1% to 14% of caprylic and capric acids, and from 1% to 8% by weight of oleic acid.
A typical tallow fatty acid is one which contains from about 45% to about 55% by weight of a mixture of saturated fatty acids, a majority of which are stearic and palmitic acids and from about 45% to about 55% by weight of a mixture of unsaturated fatty acids, a large majority of which is oleic acid and which may also contain linoleic acid and linolenic acid. As desired, the linolenic and linoleic acids may also be eliminated by hydrogenation. An example of a typical commercially available unhydrogenated tallow fatty acid is EMERY® 401 Tallow Fatty Acid, a trademark product of Henkel Corporation, Emery Group, Cincinnati, OH. The typical specifications for EMERY® 401 Tallow Fatty Acid are: titer 49-53°C, maximum iodine value of 34-44, acid value of 199-208, color value of 80/95 (% trans. 440/550 nm. , min.).
After neutralization, the soap component is cooled and then dried to a lower moisture level to permit refining and plodding using soap finishing equipment well known in the art. Typically, the soap is dried to a moisture level of from about 10 to about 14% by weight.
The nonionic surfactant component which may be employed in the present invention is generally selected from the group consisting of sugar surfactants, alkyl/aryl ethoxylates, polyglycerol esters, ethoxylated fatty acids, alkyl glycerol ethoxylates and sorbitans, and mixtures thereof .
A particularly preferred class of nonionic surfactants are the nonionic sugar surfactants . The term nonionic sugar surfactant as used herein refers to surfactants that are based on saccharide moieties. The nonionic sugar surfactants which may be employed in the present invention are selected from the group consisting of alkyl polyglycosides, alkyl glucose esters, aldobionamides, gluconamides, glyceramides, glyceroglycolipids, polyhydroxy fatty acid amides, and mixtures thereof.
Preferred alkyl polyglycosides which can be used as the complexing agent in the concentrate of the invention have the formula I : R10(R20)b(Z)a (I) wherein Rj. is a monovalent organic radical having from about 6 to about 30 carbon atoms; R2 is a divalent alkylene radical having from 2 to 4 carbon atoms; Z is a saccharide residue having 5 or 6 carbon atoms; b is a number having a value from 0 to about 12 ; a is a number having a value from 1 to about 6. Such alkyl polyglycosides are commercially available, for example, as GLUCOPON®, or PLANTAREN® surfactants from Henkel Corporation, Ambler, PA, 19002. Examples of such surfactants include but are not limited to:
1. GLUCOPON® 225 Surfactant - an alkyl polyglycoside in which the alkyl group contains 8 to 10 carbon atoms and having an average degree of polymerization of 1.7. 2. GLUCOPON® 425 Surfactant - an alkyl polyglycoside in which the alkyl group contains 8 to 16 carbon atoms and having an average degree of polymerization of 1.6. 3. GLUCOPON® 625 Surfactant - an alkyl polyglycoside in which the alkyl group contains 12 to 16 carbon atoms and having an average degree of polymerization of 1.6.
4. APG® 325 Surfactant - an alkyl polyglycoside in which the alkyl group contains 9 to 11 carbon atoms and having an average degree of polymerization of 1.6.
5. GLUCOPON® 600 Surfactant - an alkyl polyglycoside in which the alkyl group contains 12 to 16 carbon atoms and having an average degree of polymerization of 1.4.
6. PLANTAREN® 2000 Surfactant - a C8.16 alkyl polyglycoside in which the alkyl group contains 8 to 16 carbon atoms and having an average degree of polymerization of 1.4. 7. PLANTAREN® 1300 Surfactant - a C12_16 alkyl polyglycoside in which the alkyl group contains 12 to 16 carbon atoms and having an average degree of polymerization of 1.6. Other examples include alkyl polyglycoside surfactant compositions which are comprised of mixtures of compounds of formula I wherein Z represents a moiety derived from a reducing saccharide containing 5 or 6 carbon atoms; a is a number having a value from 1 to about 6; b is zero; and R-L is an alkyl radical having from 8 to 20 carbon atoms. The compositions are characterized in that they have increased surfactant properties and an HLB in the range of about 10 to about 16 and a non-Flory distribution of glycosides, which is comprised of a mixture of an alkyl monoglycoside and a mixture of alkyl polyglycosides having varying degrees of polymerization of 2 and higher in progressively decreasing amounts, in which the amount by weight of polyglycoside having a degree of polymerization of 2, or mixtures thereof with the polyglycoside having a degree of polymerization of 3, predominate in relation to the amount of monoglycoside, said composition having an average degree of polymerization of about 1.8 to about 3. Such compositions, also known as peaked alkyl polyglycosides, can be prepared by separation of the monoglycoside from the original reaction mixture of alkyl monoglycoside and alkyl polyglycosides after removal of the alcohol. This separation may be carried out by molecular distillation and normally results in the removal of about 70-95% by weight of the alkyl monoglycosides . After removal of the alkyl monoglycosides , the relative distribution of the various components, mono- and poly-glycosides , in the resulting product changes and the concentration in the product of the polyglycosides relative to the monoglycoside increases as well as the concentration of individual polyglycosides to the total, i.e., DP2 and DP3 fractions in relation to the sum of all DP fractions. Such compositions are disclosed in U.S. patent 5,266,690, the entire contents of which are incorporated herein by reference.
Other alkyl polyglycosides which can be used in the compositions according to the invention are those in which the alkyl moiety contains from 6 to 18 carbon atoms and the average carbon chain length of the composition is from about 9 to about 14 comprising a mixture of two or more of at least binary components of alkylpolyglycosides, wherein each binary component is present in the mixture in relation to its average carbon chain length in an amount effective to provide the surfactant composition with the average carbon chain length of about 9 to about 14 and wherein at least one, or both binary components, comprise a Flory distribution of polyglycosides derived from an acid- catalyzed reaction of an alcohol containing 6-20 carbon atoms and a suitable saccharide from which excess alcohol has been separated. The alkyl polyglycoside of the present invention acts as the complexing agent for the iodine complex concentrate.
The alkyl glucose ester sugar surfactants are generally disclosed in U.S. patent Nos . 5,109,127 and 5,190,747, the entire contents of both of which are incorporated herein by reference. These sugar surfactants have the general formula II:
wherein R represents a fatty acid residue of 6 to 20 carbon atoms, preferably 6 to 12 carbon atoms and R1 represents an alkyl group having 2 to 6 carbon atoms. Representative examples of such alkyl glucose esters are l-ethyl-6- caprylglucoside, l-ethyl-6-laurylglucoside, l-butyl-6- caprylglucoside, l-ethyl-6-palmitylglucoside and l-ethyl-6- oleylglucoside .
The aldobionamide sugar surfactants are generally disclosed in U.S. Patent No. 5,310,542 and in published European Patent Application No. 550,281, both of which are incorporated herein by reference. An aldobionamide is generally defined as the amide of an aldobionic acid or aldobionolactone and an aldobionic acid in turn is defined as a sugar substance (e.g., any cyclic sugar) in which the aldehyde group has been replaced by a carboxylic acid which upon drying is capable of cyclizing to form an aldonolactone . The aldobionamides can be based on compounds comprising two saccharide units, e.g., lactobionamides , maltobionamides, cellobionamides, melibionamides, or gentiobionamides, or they can be based on compounds comprising more than two saccharide units provided that the polysaccharide has a terminal sugar unit with an aldehyde group available.
The preferred aldobionamides of the present invention are lactobionamides of the formula III:
wherein R1 and R^ are the same or different and are selected from hydrogen and an aliphatic hydrocarbon radical containing up to about 36 carbon atoms (e.g., alkyl groups and alkenyl groups which groups may also include a heteroatom such as N, O, S, present, for instance, as an amide, carboxy, ether and/or saccharide moiety) except that R1 and R2 cannot simultaneously be hydrogen. The aliphatic hydrocarbon radical preferably contains up to 24 carbon atoms, most preferably from 8 to 18 carbon atoms. Representative examples of such lactobionamides are N- propyl lactobionamide, N-pentyl lactobionamide, N-decyl lactobionamide, N-hexadecyl lactobionamide, N-oleyl lactobionamide, N-dodecyl-N-methyl lactobionamide, and N- dodecyloxypropyl lactobionamide .
The gluconamide sugar surfactants are generally disclosed in U.S. Patent 5,352,386, the entire contents of which are incorporated herein by reference . These surfactants have the general formula IV:
HOCH2- (CHOH)m-C(0) -NHR (IV)
wherein m is an integer from 2 to 5; and R is a straight or branched, saturated or unsaturated aliphatic hydrocarbon having 4 to about 24 carbon atoms, preferably 8 to 24 carbon atoms, which R group can also contain a heteroatom selected from the group consisting of oxygen, nitrogen and sulfur. Representative examples of such cosurfactants are N-octylerythronamide , N-decylerythronamide , N- dodecylerythronamide, N-tetradecylerythronamide, N- decylxylonamide and N-dodecylxylonamide .
The glyceramide sugar surfactants are generally disclosed in U.S. Patent 5,352,387, the entire contents of which are incorporated herein by reference. These cosurfactants have the general formula V:
HOCH2CH(OH)C(0)NHR (V)
wherein R is a C8 to C24 straight or branched chained, saturated or unsaturated aliphatic hydrocarbon in which the R group may also be substituted by a heteroatom selected from oxygen, nitrogen and sulfur. Representative examples of such cosurfactants are N-octylglyceramide, N- decylglyceramide and N-hexadecylglyceramide .
The glyceroglycolipid sugar surfactants are generally disclosed in U.S. Patent 5,358,656, and published European
Patent Application No. 550,279, the disclosure of each of which is incorporated herein by reference. The glyceroglycolipids can be of the formula VI:
-CHjNRRj (VI)
wherein A1 is a saccharide, preferably having one or more saccharide units, more preferably a mono or disaccharide and most preferably a monosaccharide such as glucose or galactose; R and R are the same or different and are hydrogen, a branched or unbranched hydrocarbon radical having from 1 to about 24, preferably from about 6 to about 18 carbon atoms; B is OH or a NR2R3 group, wherein R2 and RJ may be the same or different and are hydrogen, a branched or unbranched hydrocarbon radical having 1 to 24, preferably from 6 to 18 carbon atoms, and NRRX and B are positionally interchangeable. Representative examples of such cosurfactants are 3 - (butylamino) -2-hydroxypropyl-β-D- galactopyranoside, 3- (octylamino) -2-hydroxypropyl-β-D- galactopyranoside, 3- (eicosylamino) -2-hydroxypropyl-β-D- galactopyranoside, 3- (butylamino) -2-hydroxypropyl-β-D- glucopyranoside, and 3 - (pentylamino) -2-hydroxypropyl-β-D- mannopyranoside . Other glyceroglycolipid surfactants are disclosed in published European Patent Application No. 550,280, which is incorporated herein by reference. These cosurfactants are of the formula VII:
A1-0-CH2-CH(OR1) -CH2OR (VII)
wherein A1 is from 1 to 4 saccharide units and more preferably represents a mono or disaccharide, and most preferably a monosaccharide, for example, glucose or galactose; R and R: are the same or different and are hydrogen, or a branched or unbranched, saturated or unsaturated, hydrocarbon radical having from 1 to 24 carbon atoms, preferably from 6 to 18 carbon atoms. Representative examples of such cosurfactants are 3- (butyloxy) -2- hydroxypropyl-β-D-galactopyranoside, 3- (eicosyloxy) -2- hydroxypropyl - β-D-galactopyranoside , 3 - (decyloxy) -2- hydroxypropyl-β-D-galactopyranoside , 3- (butyloxy) -2- hydroxypropyl- β-D-glucopyranoside , 3- (octyloxy) -2- hydroxypropyl-β-D-mannopyranoside, 3- (tetradecyloxy) -2- hydroxypropyl - β -D- lactoside , 3- (octadecyloxy ) -2- hydroxypropyl-β-D-maltoside, 3- (octyloxy) -2 -hydroxypropyl- β-D-galactotrioside, and 3- (dodecyloxy) -2 -hydroxypropyl-β- D-cellotrioside .
The polyhydroxy fatty acid amide sugar surfactants are generally disclosed in U.S. Patent Nos . 5,174,927, 5,223,179 and 5,332,528, the entire disclosure of each of which is incorporated herein by reference. The polyhydroxy fatty acid amide surfactant component of the present invention comprises compounds of the structural formula VIII:
R2C(0)N(R1)Z (VIII)
wherein: R1 is H, C^C, hydrocarbyl , 2-hydroxy ethyl, 2-hydroxy propyl or a mixture thereof, preferably C!-C4 alkyl, more preferably C± or C2 alkyl, most preferably Cλ alkyl (i.e., methyl); and R2 is a C5-C31 hydrocarbyl, preferably straight chain C-,-C19 alkyl or alkenyl , more preferably straight chain C9-C17 alkyl or alkenyl, most preferably straight chain Cn-C17 alkyl or alkenyl, or mixture thereof; and Z is a polyhydroxyhydrocarbyl having a linear hydrocarbyl chain with at least 3 hydroxyls directly connected to the chain, or an alkoxylated derivative (preferably ethoxylated or propoxylated) thereof. Z preferably will be derived from a reducing sugar in a reductive amination reaction; more preferably Z is a glycityl . Suitable reducing sugars include glucose, fructose, maltose, lactose, galactose, mannose, and xylose. As raw materials, high dextrose corn syrup, high fructose corn syrup, and high maltose corn syrup can be utilized as well as the individual sugars listed above. These corn syrups may yield a mix of sugar components for Z. It should be understood that it is by no means intended to exclude other suitable raw materials. Z preferably will be selected from the group consisting of -CH2- (CHOH) n-CH2OH, -CH(CH2OH) - (CHOH)n_1-CH2OH, -CH2- (CHOH) _ (CHOR' ) (CHOH) -CH2OH, where n is an integer from 3 to 5 , inclusive, and R' is H or a cyclic or aliphatic monosaccharide, and alkoxylated derivatives thereof. Most preferred are glycityls wherein n is 4, particularly -CH2- (CHOH) 4-CH2OH.
In the above formula R1 can be, for example, N-methyl, N-ethyl, N-propyl, N-isopropyl, N-butyl, N-2-hydroxy ethyl, or N-2-hydroxy propyl .
R2C(0)N< can be, for example, cocamide, stearamide, oleamide, lauramide, myristamide, capricamide, palmitamide, tallowamide, etc.
Z can be 1-deoxyglucityl , 2-deoxyfructityl , 1-deoxymaltityl , 1-deoxylactityl , 1-deoxygalactityl , 1-deoxymannityl , 1-deoxymaltotriotityl , etc. Representative examples of such surfactants are N- methyl-N-1-deoxyglucityl cocoamide and N-methyl-N-1- deoxyglucityl tallowamide.
Other suitable polyhydroxy fatty acid amide surfactants (see U.S. Patent Nos . 5,223,179 and 5,338,491, the entire contents of each which are incorporated herein by reference) are those of the formula IX:
RC(0)N(R1)CH2CH(0H)CH20H (IX)
wherein R is a C7-C21 hydrocarbyl species, i.e., coconut, tallow, palm fatty alkyl and oleyl, and R1 is a C1 to C6 hydrocarbyl or substituted hydrocarbyl species, i.e., N- alkyl-N- (1, 2-propanediol) and N-hydroxyalkyl-N-1, 2 -propane diol fatty acid amides. Representative examples of such cosurf ctants are the tallow amide of 3- [2-
(hydroxyethyl) amino] -1, 2-propanediol (HEAPD) , the palmitate amide of 3 -methylamino-1 , 2-propanediol (MAPD) and the lauramide of MAPD.
The anionic surfactant component which may be employed in the present invention is generally selected from the group consisting of acyl isethionates, alkyl/aryl sulfonates, alkyl/aryl sulfates, sarcosines, taurates, sulfosuccinates, and mixtures thereof.
A particularly preferred class of anionic surfactants for use in the present invention are the acyl isethionates. The acyl isethionates which may be employed in the present invention correspond to the formula: RCO-OCH2CH2-S03Z wherein RCO is a linear or branched acyl radical having from about 6 to about 22 carbon atoms and Z is selected from the group consisting of an alkali metal, an alkaline earth metal and ammonium. These esters may be prepared by reacting an alkali metal, alkaline earth metal or ammonium isethionate with a mixture of aliphatic fatty acid(s) having from 8 to 22 carbon atoms. In a particularly preferred embodiment, the acyl isethionate is sodium cocoyl isethionate . The dimer acids, their salts and derivatives thereof which may be employed in the present invention are generally represented by the structure X-R2-X wherein R2 is a C(,_34 hydrocarbon radical and X is COOH. Examples of suitable dimer acid derivatives which may be employed include, but are not limited to, dimer acid diesters. The dimer acid diesters are characterized by their high viscosity ranging from about 10 to about 20 centistokes at 100°C and low pour points ranging from about -40 to about -60. These dimer acid diesters are commercially available from Henkel Corp., Emery Division, under the tradenames EMERY® 2900 and EMERY® 2905.
A particularly preferred dimer acid for use in the present invention is C34 dibasic acid commercially available from Henkel Corp. under the tradenames EMPOL® E-1004 AND EMPOL® E-1008.
According to one embodiment of the present invention, there is provided a personal cleansing composition containing at least one of the above-disclosed cleansing components, water and an effective amount of a dimer acid and/or its derivatives. The amount of dimer acid employed in the personal cleansing composition is preferably from about 0.1 to about 10% by weight, and most preferably from about 0.1 to about 5% by weight, based on the total weight of the personal cleansing composition. The specific cleansing components chosen and the amounts thereof used to formulate a personal cleansing composition will be known and ultimately depend on the desires of those skilled in the art. In general, however, the cleansing component will be present in the personal cleansing composition in an amount ranging from about 0.1 to about 96.9% by weight, based on the total weight of the personal cleansing composition. The crux of the present invention, however, relates to the use of the above-disclosed dimer acids and their derivatives, in personal cleansing compositions, in order to impart enhanced tactile properties and some degree of water repellency onto human skin treated therewith.
With respect to the amount of water present in the personal cleansing composition, it will depend on the final, in-use form of the personal cleansing composition. For example, if the personal cleansing composition is formed into a toilet bar, the amount of water present will range from about 3 to about 50% by weight, based on the weight of the toilet bar.
Conversely, if the personal cleansing composition is formed into a liquid or gell, the amount of water present will range from about 30 to about 99.8% by weight, based on the weight of the liquid or gell. In general, however, the amount of water present in the personal cleansing composition will range from about 3 to about 99.8% by weight, based on the weight of the personal cleansing composition prior to its being formed into a ready-to-use final product.
Other performance chemicals and adjuvants may also be present in the personal cleansing composition prior to its processing into final form. The amounts of these chemicals and adjuvants added to the personal cleansing composition will typically range from about 1 to about 5% by weight, based on the total weight of the personal cleansing composition. Examples of chemicals and adjuvants which may be used include, but are not limited to, perfumes, pigments, dyes, preservatives, electrolyte salts, water, and mixtures thereof. Similarly, by-products typically present in commercially available acyl isethionates, if they are chosen, such as sodium isethionate, may also be present in the final composition.
According to another embodiment of the present invention, there is provided a process for enhancing the protective film forming properties of a personal cleansing composition containing at least one of the above-disclosed cleansing components and water by adding to the personal cleansing composition, an effective amount of a dimer acid and/or its derivatives. The amount of dimer acid which may be added to the personal cleansing composition is preferably from about 0.1 to about 10% by weight, and most preferably from about 0.1 to about 5% by weight, based on the total weight of the personal cleansing composition.
The present invention will be better understood from the examples which follow, all of which are intended to be illustrative only and not meant to unduly limit the scope of the invention. Unless otherwise indicated, percentages are on a weight-by-weight basis. EXAMPLES Personal cleansing compositions were prepared and evaluated to determine the effects of the presence of free dimer acid and dimer acid soaps . The bars were evaluated for after wash feel by a panel of eight members on a scale of 1 to 5, with 5 representing the best feeling on their hands after washing. In examples 1-4 below, sodium soap bars based on an 80/20 mixture of tallow/coco fatty acids were prepared. Free C36 dibasic acid was added to examples 2 and 4.
In examples 5 and 6 below, the C36 dibasic acid in the form of a sodium soap was incorporated directly into the soap bars during their formulation.
As can be seen from the evaluations above, the incorporation of a dimer acid into a standard soap bar results in the formation of a protective coating on the skin which imparts a desirable softness/smoothness feeling to skin.

Claims

What is claimed is:
1. A personal cleansing composition comprising:
(a) a cleansing component;
(b) a film-forming additive consisting of a dimer acid and its derivatives; and
(c) water.
2. The composition of claim 1 wherein the cleansing component is selected from the group consisting of soap, a syndet surfactant, and mixtures thereof. 3. The composition of claim 2 wherein the syndet surfactant is selected from the group consisting of an anionic surfactant, a nonionic surfactant, a cationic surfactant, an amphoteric surfactant, and mixtures thereof.
4. The composition of claim 3 wherein the anionic surfactant is an acyl isethionate.
5. The composition of claim 3 wherein the nonionic surfactant is an alkyl polyglycoside of the formula:
RxO(R20)b(Z)a (I) wherein R is a monovalent organic radical having from about 6 to about 30 carbon atoms; R2 is a divalent alkylene radical having from 2 to 4 carbon atoms; Z is a saccharide residue having 5 or 6 carbon atoms; b is a number having a value from 0 to about 12 ; a is a number having a value from 1 to about 6. 6. The composition of claim 1 wherein the cleansing component is present in the personal cleansing composition in an amount of from about 0.1 to about 96.9% by weight, based on the weight of the personal cleansing composition.
7. The composition of claim 1 wherein film-forming additive is a C34 dibasic acid.
8. The composition of claim 1 wherein the film-forming additive is present in the personal cleansing composition in an amount of from about 0.1 to about 10% by weight, based on the weight of the personal cleansing composition.
9. The composition of claim 1 wherein the water is present in the personal cleansing composition in an amount of from about 3 to about 99.8% by weight, based on the weight of the personal cleansing composition.
10. The composition of claim 1 further comprising an auxiliary component selected from the group consisting of perfumes, pigments, dyes, preservatives, electrolyte salts and mixtures thereof . 11. A personal cleansing composition comprising:
(a) from about 0.1 to about 96.9% by weight of a cleansing component selected from the group consisting of soap, a syndet surfactant and mixtures thereof;
(b) from about 0.1 to about 5% by weight of a C34 dibasic acid; and
(c) remainder, water, all weights being based on the total weight of the personal cleansing composition.
12. A process for enhancing the protective film-forming properties of a personal cleansing composition comprising: (a) providing a cleansing component;
(b) providing a film- forming additive component consisting of a dimer acid and its derivatives;
(c) providing a water component; and (d) mixing components (a) - (c) to form a personal cleansing composition.
13. The process of claim 12 wherein the cleansing component is selected from the group consisting of soap, a syndet surfactant, and mixtures thereof.
14. The process of claim 13 wherein the syndet surfactant is selected from the group consisting of an anionic surfactant, a nonionic surfactant, a cationic surfactant, an amphoteric surfactant, and mixtures thereof. 15. The process of claim 14 wherein the anionic surfactant is an acyl isethionate.
16. The process of claim 14 wherein the nonionic surfactant is an alkyl polyglycoside of the formula:
R10(R20)b(Z)a (I) wherein Rλ is a monovalent organic radical having from about 6 to about 30 carbon atoms; R2 is a divalent alkylene radical having from 2 to 4 carbon atoms; Z is a saccharide residue having 5 or 6 carbon atoms; b is a number having a value from 0 to about 12; a is a number having a value from 1 to about 6.
17. The process of claim 12 wherein the cleansing component is present in the personal cleansing composition in an amount of from about 0.1 to about 96.9% by weight, based on the weight of the personal cleansing composition. 18. The process of claim 12 wherein film- forming additive is a C34 dibasic acid.
19. The process of claim 12 wherein the film-forming additive is present in the personal cleansing composition in an amount of from about 0.1 to about 10% by weight, based on the weight of the personal cleansing composition.
20. The process of claim 12 wherein the water is present in the personal cleansing composition in an amount of from about 3 to about 99.8% by weight, based on the weight of the personal cleansing composition.
21. The process of claim 12 further comprising an auxiliary component selected from the group consisting of perfumes, pigments, dyes, preservatives, electrolyte salts and mixtures thereof.
22. The process of claim 12 further comprising forming the personal cleansing composition into a toilet bar.
23. The process of claim 12 further comprising forming the personal cleansing composition into a liquid or gell. 2 . A process for enhancing the protective film-forming properties of a personal cleansing composition comprising: (a) providing from about 0.1 to about 96.9% by weight of a cleansing component selected from the group consisting of soap, a syndet surfactant and mixtures thereof; (b) providing from about 0.1 to about 5% by weight of a C34 dibasic acid;
(c) providing remainder, water, all weights being based on the total weight of the personal cleansing composition; and (d) mixing components (a) - (c) to form a personal cleansing composition.
EP98951998A 1997-10-16 1998-10-07 Personal care washing bars containing dimer acids and their derivatives Withdrawn EP1036156A4 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US95192197A 1997-10-16 1997-10-16
US951921 1997-10-16
PCT/US1998/020485 WO1999020728A1 (en) 1997-10-16 1998-10-07 Personal care washing bars containing dimer acids and their derivatives

Publications (2)

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EP1036156A1 EP1036156A1 (en) 2000-09-20
EP1036156A4 true EP1036156A4 (en) 2001-01-17

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EP98951998A Withdrawn EP1036156A4 (en) 1997-10-16 1998-10-07 Personal care washing bars containing dimer acids and their derivatives

Country Status (7)

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EP (1) EP1036156A4 (en)
JP (1) JP2001520309A (en)
AR (1) AR005857A1 (en)
AU (1) AU9780798A (en)
PE (1) PE113499A1 (en)
WO (1) WO1999020728A1 (en)
ZA (1) ZA989285B (en)

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3793214A (en) * 1971-10-22 1974-02-19 Avon Prod Inc Transparent soap composition
US3951842A (en) * 1973-04-02 1976-04-20 Lever Brothers Company Synthetic detergent bar with antimushing agent
US5340492A (en) * 1990-11-26 1994-08-23 The Procter & Gamble Company Shaped solid made with a rigid, interlocking mesh of neutralized carboxylic acid

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
No further relevant documents disclosed *
See also references of WO9920728A1 *

Also Published As

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WO1999020728A1 (en) 1999-04-29
ZA989285B (en) 1999-04-13
AR005857A1 (en) 1999-07-21
JP2001520309A (en) 2001-10-30
PE113499A1 (en) 1999-12-01
AU9780798A (en) 1999-05-10
EP1036156A1 (en) 2000-09-20

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