EP1108005B1 - Bars comprising benefit agent and cationic polymer - Google Patents

Bars comprising benefit agent and cationic polymer Download PDF

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Publication number
EP1108005B1
EP1108005B1 EP99944360A EP99944360A EP1108005B1 EP 1108005 B1 EP1108005 B1 EP 1108005B1 EP 99944360 A EP99944360 A EP 99944360A EP 99944360 A EP99944360 A EP 99944360A EP 1108005 B1 EP1108005 B1 EP 1108005B1
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Prior art keywords
structurant
composition according
surfactant
cationic polymer
hydrophilic
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EP99944360A
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German (de)
English (en)
French (fr)
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EP1108005A1 (en
Inventor
Michael Joseph Unilever Research US Inc. FAIR
Michael Unilever Research US Inc. MASSARO
Harry Unilever Research US Inc. CROOKHAM
Gail Beth Unilever Research US Inc. RATTINGER
James Joseph Dalton
Terence James Unilever Research US Inc. FARRELL
Georgia Lynn Unilever Research US Inc. SHAFER
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Unilever PLC
Unilever NV
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Unilever PLC
Unilever NV
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Priority claimed from US09/224,786 external-priority patent/US6057275A/en
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    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16—Organic compounds
    • C11D3/20—Organic compounds containing oxygen
    • C11D3/2075—Carboxylic acids-salts thereof
    • C11D3/2079—Monocarboxylic acids-salts thereof
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D17/00—Detergent materials or soaps characterised by their shape or physical properties
    • C11D17/0047—Detergents in the form of bars or tablets
    • C11D17/006—Detergents in the form of bars or tablets containing mainly surfactants, but no builders, e.g. syndet bar
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16—Organic compounds
    • C11D3/37—Polymers
    • C11D3/3703—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C11D3/3707—Polyethers, e.g. polyalkyleneoxides
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16—Organic compounds
    • C11D3/37—Polymers
    • C11D3/3746—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • C11D3/3769—(Co)polymerised monomers containing nitrogen, e.g. carbonamides, nitriles or amines

Definitions

  • the present invention relates to bar compositions capable of delivering benefit agents to the skin. More particularly the invention relates to bars containing relatively large amounts of hydrophilic structurant (i.e. the ratio of hydrophilic to hydrophobic being at least 1:2, preferably greater than 40:60, more preferably at least 1:1 and most preferably above 1:1) and in which cationic polymer, particularly cationic polymer having minimum level of charge density, has been found to unexpectedly enhance deposition of benefit agent in such bars.
  • hydrophilic structurant i.e. the ratio of hydrophilic to hydrophobic being at least 1:2, preferably greater than 40:60, more preferably at least 1:1 and most preferably above 1:1
  • cationic polymer particularly cationic polymer having minimum level of charge density
  • Cationic polymers are well known in the art.
  • cationic hydrophilic polymers such as Polymer JR (R) from Americhol or Jaguar (R) from Rhone Poulenc have been used to enhance delivery of benefit agents (as described in for example EP 93,602; WO 94/03152; and WO 94/03151).
  • Cationic polymers have also been used in bar formulations.
  • U.S. Patent No. 3,761,418 to Parran, Jr. for example, teaches detergent composition (including bar soaps) containing water insoluble particulate substances such as antimicrobial agents and certain cationic polymers to enhance deposition and retention of such particulate substances.
  • bar soap formulations are used in the examples, all of the formulations are primarily structured with soap and/or fatty acid.
  • benefit agents oil/emollients
  • hydrophobic structurants would interfere with deposition of any such oils/emollients.
  • WO No. 95/26710 to Kacher et al. (assigned to P&G) teaches skin moisturizing and cleansing bar containing skin cleansing agent and lipid moisturizing agent.
  • a preferred optional ingredient is one or more cationic polymeric skin conditioning agent added to provide a tactile cue.
  • the bar is made of a rigid crystalline network structure consisting essentially of selected fatty acid soap material. The applicants have found such fatty acid soap material to be detrimental to deposition.
  • U.S. Patent No. 5,425,892 to Taneri et al. teaches personal cleansing freezer bars comprising a skeleton structure of neutralized carboxylic acid soap.
  • the patent teaches polymeric skin feel aids, water soluble organics and oils.
  • the bars as noted, have a distinctive carboxylic acid structure differing from bars of the invention containing relatively large amounts of hydrophilic structurant.
  • Hydrophilic structured bars themselves are also taught, for example, in U.S. Patent No. 5,520,840 to Massaro et al. or U.S. Patent No. 5,540,854 to Fair et al. There is no teaching in these references, however, of cationic polymers, and no suggestion that such cationics could enhance deposition of oil/emollients in bars containing relatively large amounts of hydrophilic structurant. Further there is no teaching or suggestion in this or any other reference of a critical cationic to surfactant ratio above which deposition of oils/emollients is significantly enhanced or that cationics must have minimum level of charge density.
  • U.S. Patent No. 5,262,079 to Kacher et al. teaches firm, mild neutral pH cleansing bars comprising 5-50% by wt. monocarboxylic fatty acids (which provides skeletal structure), 20 to 65% bar firmness aid and 15% to 55% water.
  • the bars may contain optional polyols (0-40%) as "bar firmness aids".
  • the bars are primarily fatty acid structured, and the only bar firmness aids exemplified are isethionate (i.e., they do not have minimum levels of hydrophilic to hydrophobic structurant).
  • cationics disclosed are guar, quaternized guar etc., all of which have charge density below 0.007. There is thus no recognition that only cationic polymers having a minimum charge activity are adequate for purpose of the invention.
  • cationics i.e., cationic polymers of a minimum charge density level
  • levels of surfactant, particularly anionic not exceed certain ranges (lest deposition be affected), and that minimum amounts of oil/emollient be used.
  • compositions comprising:
  • the present invention relates to relatively low active bars (e.g., 50% active, preferably less than 40%, more preferably 30% and less active) wherein there is present a relatively large amount of hydrophilic structurant (hydrophobic structurant and soap, if present, comprises no more than about 10% by wt. more than amount of hydrophilic structurant) and which further comprises relatively large amount of oil/emollient (i.e., at least 2%).
  • hydrophilic structurant hydrophobic structurant and soap, if present, comprises no more than about 10% by wt. more than amount of hydrophilic structurant
  • oil/emollient i.e., at least 2%
  • the bar is described in greater detail below.
  • the bars of the invention contain from about 10% to 50% by wt. more preferably 15 to 40% of a synthetic, non-soap surfactant.
  • Suitable surfactants are generally selected from the group consisting of anionic, nonionic, amphoteric, zwitterionic and/or cationic surfactants and mixtures thereof such as are well known in the art.
  • the surfactant system will generally comprise at least one anionic surfactant, a zwitterionic surfactant or, preferably mixtures of anionic or anionics and zwitterionic surfactant.
  • the anionic surfactant which may be used may be aliphatic sulfonates, such as a primary alkane (e.g., C 8 -C 22 ) sulfonate, primary alkane (e.g., C 8 -C 22 ) disulfonate, C 8 -C 22 alkene sulfonate, C 8 -C 22 hydroxyalkane sulfonate or alkyl glyceryl ether sulfonate (AGS); or aromatic sulfonates such as alkyl benzene sulfonate.
  • a primary alkane e.g., C 8 -C 22
  • primary alkane e.g., C 8 -C 22
  • disulfonate C 8 -C 22 alkene sulfonate
  • C 8 -C 22 hydroxyalkane sulfonate C 8 -C 22 hydroxyalkane sulfonate
  • the anionic may also be an alkyl sulfate (e.g., C 12 -C 18 alkyl sulfate) or alkyl ether sulfate (including alkyl glyceryl ether sulfates).
  • alkyl ether sulfates are those having the formula: RO(CH 2 CH 2 O) n SO 3 M wherein R is an alkyl or alkenyl having 8 to 18 carbons, preferably 12 to 18 carbons, n has an average value of greater than 1.0, preferably greater than 3; and M is a solubilizing cation such as sodium, potassium, ammonium or substituted ammonium. Ammonium and sodium lauryl ether sulfates are preferred.
  • the anionic may also be alkyl sulfosuccinates (including mono and dialkyl, e.g., C 6 -C 22 sulfosuccinates); alkyl and acyl taurates, alkyl and acyl sarcosinates, sulfoacetates, C 8 -C 22 alkyl phosphates and phosphates, alkyl phosphate esters and alkoxyl alkyl phosphate esters, acyl lactates, C 8 -C 22 monoalkyl succinates and maleates, sulphoacetates, alkyl glucosides and acyl isethionates.
  • alkyl sulfosuccinates including mono and dialkyl, e.g., C 6 -C 22 sulfosuccinates
  • alkyl and acyl taurates alkyl and acyl sarcosinates
  • sulfoacetates C
  • Sulfosuccinates may be monoalkyl sulfosuccinates having the formula: R 1 O 2 CCH 2 CH(SO 3 M)CO 2 M; and amide-MEA sulfosuccinates of the formula R 1 CONHCH 2 CH 2 O 2 CCH 2 CH(SO 3 M)CO 2 M wherein R 1 ranges from C 8 -C 22 alkyl and M is a solubilizing cation.
  • Sarcosinates are generally indicated by the formula RCON(CH 3 )CH 2 CO 2 M, wherein R ranges from C 8 -C 20 alkyl and M is a solubilizing cation.
  • Taurates are generally identified by formula R 2 CONR 3 CH 2 CH 2 SO 3 M wherein R 2 ranges from C 8 -C 20 alkyl, R 3 ranges from C 1 -C 4 alkyl and M is a solubilizing cation.
  • esters are prepared by reaction between alkali metal isethionate with mixed aliphatic fatty acids having from 6 to 18 carbon atoms and an iodine value of less than 20. At least 75% of the mixed fatty acids have from 12 to 18 carbon atoms and up to 25% have from 6 to 10 carbon atoms.
  • Acyl isethionates when present, will range from about 10% to about 50% by weight of the total bar composition. Preferably, this component is present from about 20% to about 40%.
  • the acyl isethionate may be an alkoxylated isethionate such as is described in Ilardi et al., U.S. Patent No. 5,393,466, hereby incorporated by reference.
  • Anionic surfactant may also be a "soap".
  • soap alkali metal salts of aliphatic alkane- or alkene monocarboxylic acids, more generally known as C 12 -C 22 alkyl fatty acids. Sodium and potassium salts are preferable.
  • a preferred soap is a mixture of about 15% to about 45% coconut oil and about 55% to about 85% tallow.
  • the soaps may contain unsaturation in accordance with commercially acceptable standards. Excessive unsaturation is normally avoided.
  • the anionic component will comprise from about 10% to 50% of the bar composition.
  • Amphoteric detergents which may be used in this invention include at least one acid group. This may be a carboxylic or a sulphonic acid group. They include quaternary nitrogen and therefore are quaternary amido acids. They should generally include an alkyl or alkenyl group of 7 to 18 carbon atoms, They will usually comply with an overall structural formula: where R 1 is alkyl or alkenyl of 7 to 18 carbon atoms; R 2 and R 3 are each independently alkyl, hydroxyalkyl or carboxyalkyl of 1 to 3 carbon atoms; n is 2 to 4; m is 0 to 1; x is alkylene of 1 to 3 carbon atoms optionally substituted with hydroxyl, and y is -CO 2 - or -SO 3 - .
  • Suitable amphoteric detergents within the above general formula include simple betaines of formula: and amido betaines of formula: where m is 2 or 3.
  • R 1 is alkyl or alkenyl of 7 to 18 carbons; and R 2 and R 3 are independently alkyl, hydroxyalkyl or carboxylalkyl of 1 to 3 carbons.
  • R 1 may in particular be a mixture of C 12 and C 14 alkyl groups derived from coconut so that at least half, preferably at least three quarters of the groups R 1 have 10 to 14 carbon atoms.
  • R 2 and R 3 are preferably methyl.
  • amphoteric detergent is a sulphobetaine of formula: or where m is 2 or 3, or variants of these in which -(CH 2 ) 3 SO 3 - is replaced by
  • R 1 , R 2 and R 3 are as discussed for the amido betaine.
  • Amphoteric generally comprises 1% to 10% of the bar composition.
  • surfactants i.e., nonionics, cationics
  • nonionics i.e., nonionics, cationics
  • cationics i.e., nonionics, cationics
  • Nonionic surfactants include in particular the reaction products of compounds having a hydrophobic group and a reactive hydrogen atom, for example, aliphatic alcohols, acids, amides or alkyl phenols with alkylene oxides, especially ethylene oxide either alone or with propylene oxide.
  • Specific nonionic detergent compounds are alkyl (C 6 -C 22 ) phenols-ethylene oxide condensates, the condensation products of aliphatic (C 8 -C 18 ) primary or secondary linear or branched alcohols with ethylene oxide, and products made by condensation of ethylene oxide with the reaction products of propylene oxide and ethylenediamine.
  • Other so-called nonionic detergent compounds include long chain tertiary amine oxides, long chain tertiary phosphine oxides and dialkyl sulphoxides.
  • the nonionic may also be a sugar amide, such as a polysaccharide amide.
  • the surfactant may be one of the lactobionamides described in U.S. Patent No. 5,389,279 to Au et al. and polyhydroxyamides such as described in U.S. Patent No. 5,312,954 to Letton et al.
  • cationic detergents are the quaternary ammonium compounds such as alkyldimethylammonium halogenides.
  • a preferred composition comprises at least 10% acyl isethionate and 1% to 10% betaine.
  • hydrophilic structurant e.g., polyalkylene glycol
  • This component comprises 10% by wt. to 40%, preferably 15% to 35% by wt. of the bar composition.
  • the structurant has a melting point of 40° to 100°C, preferably 45°C to 100°C, more preferably 50° to 90°C. Generally these structurants will be at least 10% water soluble at room temperature.
  • water soluble structurant (b) Materials which are envisaged as the water soluble structurant (b) are moderately high molecular weight polyalkylene oxides of appropriate melting point and in particular polyethylene glycols or mixtures thereof.
  • Polyethylene glycols which may be used may have a molecular weight in the range 1,500-20,000.
  • each product e.g., Union Carbide's Carbowax® (PEG-8,000) represents a distribution of molecular weights.
  • PEG 8,000 for example, has an average MW range of 7,000-9,000
  • PEG 300 has an average MW range from 285 to 315.
  • the average MW of the product can be anywhere between the low and high value, and there may still be a good portion of the material with MW below the low value and above the high value.
  • polyalkylene glycol e.g., polyethylene glycol
  • a molecular weight in the range from 50,000 to 500,000, especially molecular weights of around 100,000.
  • polyethylene glycols have been found to improve the wear rate of the bars. It is believed that this is because their long polymer chains remain entangled even when the bar composition is wetted during use.
  • the quantity is preferably from 1% to 5%, more preferably from 1% or 1.5% to 4% or 4.5% by weight of the composition.
  • these materials will generally be used jointly with a larger quantity of other water soluble structurant (b) such as the above mentioned polyethylene glycol of molecular weight 1,500 to 10,000.
  • polyethylene oxide polypropylene oxide block copolymers melt at temperatures in the required range of 40 to 100°C and may be used as part or all of the water soluble structurant (b).
  • block copolymers in which polyethylene oxide provides at least 40% by weight of the block copolymer.
  • block copolymers may be used, in mixtures with polyethylene glycol or other polyethylene glycol water soluble structurant.
  • water soluble adjuvant fillers may be used in combination with the water soluble structurant.
  • the water insoluble structurants are also required to have a melting point in the range 40-200°C, more preferably at least 50°C, notably 50°C to 90°C.
  • Suitable materials which are particularly envisaged are fatty acids, particularly those having a carbon chain of 12 to 24 carbon atoms. Examples are lauric, myristic, palmitic, stearic, arachidonic and behenic acids and mixtures thereof. Sources of these fatty acids are coconut, topped coconut, palm, palm kernel, babassu and tallow fatty acids and partially or fully hardened fatty acids or distilled fatty acids.
  • Other suitable water insoluble structurants include alkanols of 8 to 20 carbon atoms, particularly cetyl alcohol. These materials generally have a water solubility of less than 5g/litre at 20°C.
  • the relative proportions of the water soluble structurants and water insoluble structurants govern the rate at which the bar wears during use.
  • the presence of the water insoluble structurant tends to delay dissolution of the bar when exposed to water during use and hence retard the rate of wear.
  • insoluble structurant will comprise 5 to 20% by wt. of the composition.
  • the amount of water insoluble stucturant (c) does not exceed the amount of hydrophilic structurant (b) plus any soap which may be present by more than about 10% by wt. While not wishing to be bound by theory, this is believed to be so because when there is too much soap and/or hydrophilic structurant, level of deposition is reduced.
  • the benefit agent of the compositions of the invention is included in the compositions to moisturize, condition and/or protect the skin.
  • skin skin corneum
  • the benefit agent of the compositions of the invention is included in the compositions to moisturize, condition and/or protect the skin.
  • “benefit agent” is meant a substance that softens the skin (stratum corneum) and keeps it soft by retarding the decrease of its water content and/or protects the skin.
  • Preferred benefit agents include:
  • the benefit agent may be incorporated in the compositions of the invention in a carrier.
  • Such benefit agents include lipids; alkyl lactates; sunscreens; esters such as isopropyl palmitate and isopropyl myristate; and vitamins.
  • the carrier can, for example, be a silicone or hydrocarbon oil which is not solubilized/micellized by the surface active phase and in which the benefit agent is relatively soluble.
  • Particularly preferred benefit agents include silicone oils, gums and modification thereof, esters such as isopropyl palmitate and myristate and alkyl lactates, and vegetable oils such as sunflower seed oil.
  • the benefit agent can be provided in the form of an emulsion.
  • the benefit agent used in the invention may also function as a carrier to deliver efficacy agents to skin treated with the compositions of the invention.
  • This route is particularly useful for delivering efficacy agents which are difficult to deposit onto the skin or those which suffer detrimental interactions with other components in the composition.
  • the carrier is as often a silicone or hydrocarbon oil which is not solubilized/micellized by the surface active phase and in which the efficacy agent is relatively soluble.
  • efficacy agents include antiviral agents; hydroxycaprylic acids; pyrrolidone; carboxylic acids; 3,4,4'-trichlorocarbanilide; benzoyl peroxide; perfumes; essential oils; germicides and insect repellents such as 2,4,4'-trichloro-2'-hydroxydiphenyl ether (Irgasan DP300); salicylic acid; willow extract, N,N-dimethyl m-toluamide (DEET); and mixtures thereof.
  • antiviral agents include antiviral agents; hydroxycaprylic acids; pyrrolidone; carboxylic acids; 3,4,4'-trichlorocarbanilide; benzoyl peroxide; perfumes; essential oils; germicides and insect repellents such as 2,4,4'-trichloro-2'-hydroxydiphenyl ether (Irgasan DP300); salicylic acid; willow extract, N,N-dimethyl m-toluamide (DEET); and mixtures
  • the benefit agent comprises 2 to 40%, preferably 5 to 20% by wt. of the composition.
  • the cationic polymer is a water soluble cationic polymer or copolymers having a molecular weight from about 1,000 to 2,000,000 and a high cationic charge density.
  • the cationic charge density should be at least 0.007 and higher where cationic charge density is defined as number of monovalent charges per repeat unit divided by the molar mass of repeat unit.
  • a Jaguar (R) type cationic such as Jaguar C14S (R) (such as used in example RR of Kacher et al. US-A-5,262,079) has charge density of 0.0008, below the threshold of invention as does [N-[-3-(dimethylammonio) propyl] urea dichloride (Mirapol A15 (R) ) which has charge density of 0.00661.
  • dimethyldiallylammonium chloride (Merquat 100 (R) ) has density of 0.00793 and is within the invention.
  • the cationic polymer it is also important for the cationic polymer to be (a) fully hydrated prior to incorporation in the bar formulation and (b) at a concentration of 1% by wt. or higher for the desired benefit, i.e., enhanced deposition.
  • the commercial application (usefulness) of the said invention would therefore require the cationic polymer to be at a relatively high concentration when hydrated to avoid the impracticality, difficulty and high costs of drying the syndet bar formulation.
  • a cationic polymer such as dimethyldiallylammonium chloride (Tradename Mirquat 100) can be prepared at concentrations of 40% (60% water), whereas the low charge density quaternized guar cationic polymer (Tradename Jaguar C14s) exemplified by Kacher et al. can only be prepared at concentrations of approximately 3% (97% water) and are not practical on a commercial scale.
  • Exemplary cationic polymers which may be used according to the invention include Salcare® type polymers from Allied Colloids, and Merquat® type polymers from Calgon.
  • cationic polymers which are generally not applicable according to the invention are the high molecular weight, low charge density polymers such as Polymer JR-400® from Amerchol and cationic polysaccharides of the cationic guar gum class such as Jaguar C14S® from Rhone-Poulenc.
  • the ratio of cationic to surfactant is 0.06:1 to 1:1, more preferably 0.08 to 1 to 0.5 to 1.
  • ratio of hydrophilic structurant to total of soap and hydrophobic structurant should be at least 1:2, preferably 40:60, more preferably at least 1:1 and most preferably greater than 1:1.
  • Sodium cocoyl isethionate was supplied by Lever Baltimore, Polyethylene glycol (PEG 8000) was supplied by Union Carbide, and Merquat 100 (cationic polymer) was supplied by Calgon Corporation.
  • Polydimethylsiloxane (PDMS) with viscosity of 60,000 cs was from Dow Corning, Maltodextrin was from Grain Processing Corp., and the cocoamidopropyl betaine was from Goldschmidt Palmitic, stearic acid, and sodium stearate were supplied by Unichema.
  • Attenuated Total Reflectance Fourier Transform Infrared Spectroscopy was the analytical technique used to measure silicone deposition. The standard procedure is documented below.
  • the formulation was dropped onto a heated applicator roll and then was chipped over a chill roll.
  • the chill roll chips were plodded in a Weber Seelander duplex refiner with screw speed at ⁇ 20 rpm.
  • the nose cone of the plodder was heated to 45-50°C.
  • the cut billets were stamped using a Weber Seelander L4 hydraulic press with a nylon, pillow-shaped die in place.
  • benefit agent e.g., polydimethylsiloxane
  • Dove (R) -like compositions e.g., high acyl isethionate bars structured with fatty acid
  • soap based compositions e.g., primarily soap based compositions
  • High surfactant levels e.g., 60%
  • insoluble structurants e.g., fatty acid
  • hydrophilic structured bars such as those taught in U.S. Patent No. 5,520,840 to Massaro et al. result in little deposition.
  • hydrophilic structurant bars In order to study effect of cationic polymer in such low active, hydrophilic structurant bars, however, the following compositions were prepared.
  • compositions were prepared by mixing ingredients at temperature sufficiently high to provide mix, cooling on chill roll to form chips/flakes, extruding, cutting and stamping. Compositions made are set forth in Table 1 above.
  • Attenuated Total Reflectance Fourier Transform Infrared Spectroscopy was the analytical technique used to measure silicone deposition.
  • the test bar is wetted and rotated ten times in the hand, the inner forearm is then wetted and the bar is rubbed ten times on the forearm. This is followed by a thirty second wash and a fifteen second rinse.
  • the arm is then dried and an infrared scan of the inner forearm is obtained.
  • the silicone is quantified by integrating the absorption band between 770cm -1 and 835cm -1 . This is plotted on a standard curve and the deposition value in ⁇ g/cm 2 is reported.
  • the amount of oil deposited on the skin appears to be a function of the cationic polymer to surfactant ratio. Specifically, a minimum ratio of 0.06 seems to be required. In the absence of polymer, virtually no silicone is detected on the skin from the bar prototypes. When the polymer:surfactant ratio is increased, a considerable increase in deposition is observed.
  • ratio cationic/surfactant 0.083
  • Example 6 contained 30% sodium cocoyl isethionate (SCI) with 2.5% Merquat and 10% PDMS. In Example, the SCI was increased to 40%. The Merquat and PDMS levels were not changed.
  • SCI sodium cocoyl isethionate
  • Table 4 also compares in-vivo deposition from the bar prototypes (Examples 6 & 7) to a liquid body wash (Example 8). As noted, significantly higher levels of oil are deposited on the skin from the bar prototypes.

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Emergency Medicine (AREA)
  • Cosmetics (AREA)
  • Detergent Compositions (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
EP99944360A 1998-08-26 1999-08-10 Bars comprising benefit agent and cationic polymer Expired - Lifetime EP1108005B1 (en)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
US14031298A 1998-08-26 1998-08-26
US140312 1998-08-26
US09/224,786 US6057275A (en) 1998-08-26 1999-01-04 Bars comprising benefit agent and cationic polymer
US224786 1999-01-04
PCT/EP1999/005826 WO2000012670A1 (en) 1998-08-26 1999-08-10 Bars comprising benefit agent and cationic polymer

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EP1108005A1 EP1108005A1 (en) 2001-06-20
EP1108005B1 true EP1108005B1 (en) 2004-10-20

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EP (1) EP1108005B1 (cs)
JP (1) JP2002525393A (cs)
CN (1) CN1250698C (cs)
AT (1) ATE280215T1 (cs)
AU (1) AU739677B2 (cs)
BR (1) BR9913251A (cs)
CA (1) CA2340706A1 (cs)
CZ (1) CZ297811B6 (cs)
DE (1) DE69921335T2 (cs)
ES (1) ES2232171T3 (cs)
HU (1) HUP0103331A3 (cs)
MX (1) MXPA01001978A (cs)
PL (1) PL188602B1 (cs)
RU (1) RU2223309C2 (cs)
WO (1) WO2000012670A1 (cs)

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DE69921335T2 (de) 2005-03-17
MXPA01001978A (es) 2005-07-25
AU739677B2 (en) 2001-10-18
DE69921335D1 (de) 2004-11-25
EP1108005A1 (en) 2001-06-20
CA2340706A1 (en) 2000-03-09
RU2223309C2 (ru) 2004-02-10
HUP0103331A3 (en) 2002-08-28
CN1250698C (zh) 2006-04-12
CN1324396A (zh) 2001-11-28
BR9913251A (pt) 2001-05-22
ATE280215T1 (de) 2004-11-15
CZ2001716A3 (cs) 2002-03-13
AU5732499A (en) 2000-03-21
JP2002525393A (ja) 2002-08-13
CZ297811B6 (cs) 2007-04-04
HUP0103331A2 (hu) 2002-01-28
WO2000012670A1 (en) 2000-03-09
PL346301A1 (en) 2002-01-28
ES2232171T3 (es) 2005-05-16
PL188602B1 (pl) 2005-02-28

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