EP0928186A1 - Liquid compositions comprising stability enhancing surfactants and a method of enhancing low temperature stability thereof - Google Patents
Liquid compositions comprising stability enhancing surfactants and a method of enhancing low temperature stability thereofInfo
- Publication number
- EP0928186A1 EP0928186A1 EP97942008A EP97942008A EP0928186A1 EP 0928186 A1 EP0928186 A1 EP 0928186A1 EP 97942008 A EP97942008 A EP 97942008A EP 97942008 A EP97942008 A EP 97942008A EP 0928186 A1 EP0928186 A1 EP 0928186A1
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- EP
- European Patent Office
- Prior art keywords
- component
- alkyl
- alkalimetal
- amphoteric
- composition
- 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.)
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Classifications
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
- A61Q19/10—Washing or bathing preparations
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/0295—Liquid crystals
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/44—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
Definitions
- the present invention relates to lamellar structured liquid cleansing compositions such as those described, for example, in applicant's co-pending U.S Serial No. 08/512,010 filed August 7, 1995. These compositions are generally used m skin cleansing oi shower gel composi ions.
- the invention relates to such compositions m which the surfactant system is carefully selecteci to ensure good stability even at low temperature storage (e.g., 20 F and below down to OF) and to a method of enhancing such low temperature stability by caietul selection of the surfactant system.
- lamellar structured liquid cleansing compositions e.g., shower gel compositions
- lamellar structured liquid cleansing compositions comprise a mixture of anionic surfactants (for cleansing and foaming attributes) and mild surfactant.
- the mild surfactant may be an amphoteric and/or zwitteriomc surfactant such as those described in U.S. Serial No. 08/512,010 mentioned above, hereby incorporated by reference into the subject application.
- alkalimetal alkyl amphoacetate is used as 25% to 90%, preferably 30% to 90% and more preferably about 40% to 90% of the amphoteric and/or zwitteriomc component, m the surfactant system m lamellar structured compositions, there is a significant increase in product stability.
- the applicants have also found a method of enhancing low temperature stability of a lamellar structured liquid cleansing composition by selecting an alkali metal alkylamphoacetate as 25-90% of the amphoteric and/or zwitterionic surfactant in a composition further comprising anionic surfactant.
- the present invention relates to lamellar structured liquid cleansing compositions comprising 5% to 50% of a surfactant system wherein said surfactant system comprises (a) an anionic or mixture of anionics and (b) a blond of amphoteric and/or zwitterionic surfactants wherein said blend comprises alkalimetal alkylamphoacetate and said alkalimetal alkylam ⁇ jhoacetate comprises 25% to 90%, preferably 30% to 90% and more preferably 40% to 90% of the blend.
- the present invention further relates to a method of enhancing stability of low temperature compositions (i.e., temperatures of from about 20 F to about 0 F) in lamellar structured liquid cleansing compositions comprising about 5% to about 50% of a surfactant system which surfactant system m turn comprises:
- component (b) an amphoteric and/or zwitterionic surfactant or mixture thereof, wherein said method comprises selecting component (b) such that the alkalimetal alkyl amphoacetate comprises greater than 25% to 90%, preferably about 30% to 90%, more preferably about 40% to 90% of said component (b) .
- the applicants have found that when the alkalimetal alkylamphoacetate i used as at least a minimum amount of amphoteric/zwittc ⁇ onic blend, the component significantly enhances cold temperature stability of the lamellar structured composition relative to compositions where the alkalimetal alkylamphoacetate does not compi ise a portion or comprise less than 25% of the amphoteric/ zwitterionic blend.
- the present invention is directed towards improving the low temperature stability of lamellar structured liquid compositions comprising an amphoteric and/ or zwitterionic surf ctant or mixture thereof .
- the present invention provides lamellar structured liquid cleansing compositions comprising about 5% to about 50% of a surfactant system which surfactant system m turn comprises:
- the present invention provides a method of enhancing low temperature stability of a lamellar structured liquid cleansing compositions comprising 5% to 50% of a surfactant system which surfactant system comprises:
- amphoteric and/or zwitterionic surfactant or mixture thereof comprising selecting the amphoteric and/or zwitterionic surfactant component (b) such that alkalimetal alkyl amphoacetate comprises greater than 25% to 90% of said component (b) .
- the anionic surfactant may be, for example, an aliphatic sulfonate, such as a primary alkane (e.g., C 8 -C ., ) sulfonate, primary alkane (e.g., C 3 -C 2 .,) disulfonate, C 8 -C Conduct ? alkene sulfonate, C & -C 6 hydroxyalkane sulfonate or alkyl glyceryl ether sulfonate (AGS) ; or an aromatic sulfonate such as alkyl benzene sulfonate.
- a primary alkane e.g., C 8 -C ., ) sulfonate
- primary alkane e.g., C 3 -C 2 .,
- the anionic surfactant may also be an alkyl sulfate
- alkyl ether sulfates (including alkyl glyceryl ether sulfates).
- alkyl ether sulfates are those having the formula:
- 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 between 2 and 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 surfactant may also be alkyl sulfosuccmates (including mono- and dialkyl, e.g., C b -C,-, sulfosuccinates) ; alkyl and acyl taurates, alkyl and acyl sarcosinates , sulfoacetates, C 8 -C 2 alkyl phosphates and phosphates, alkyl phosphate esters and alkoxyl alkyl phosphate esters, acyl lactates, C R -C 2? monoalkyl succmates and maleates, sulphoacetates, and acyl lsethionates .
- alkyl sulfosuccmates including mono- and dialkyl, e.g., C b -C,-, sulfosuccinates
- alkyl and acyl taurates alkyl and acyl sarcosinates
- Sulfosuccinates may be monoalkyl sulfosuccinates having the formula:
- R ranges from C ⁇ -C,-, alkyl and M is a solubilizmg cation
- alkoxylated citrate sulfosuccinates and alkoxylated sulfosuccinates such as the following : 0
- Taurates are generally identified by formula
- R ranges from C fl -C 20 alkyl
- R ranges from C 1 -C 4 alkyl
- M is a solubilizing cation.
- carboxylates such as follows:
- R is C t to C (l alkyl; n is 0 to 20; and M is as defined above.
- amido alkyl polypeptide carboxylates such as, for example, Monteine LCQ by Seppic.
- anionic surfactant which may be used are the C -
- 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 generally range from about 0.5-15% by weight of the total composition. Preferably, this component is present in an amount from 1 to 10%.
- the acyl lsethionate may be an alkoxylated isethionate such as is described in Ilardi et al., U.S. Patent No. 5,393,466, hereby incorporated by reference into the subject application. This compound has the general formula:
- anionic surfactant component will comprise from 1 to 20% by weight of the composition, preferably 2 to 15%, most preferably 5 to 12% by weight of the composition.
- the anionic surfactant mixture may comprise alkyl sulphates, acylisethionates and mixtures thereof.
- compositions of the present invention further comprise zwitterionic surfactants.
- Zwitterionic surfactants are exemplified by those which can be broadly described as derivatives of aliphatic quaternary ammonium, phosphonium, and sulfonium compounds, in which the aliphatic radicals can be straight or branched chain, and wherein one of the aliphatic substituents contains from about 8 to about 18 carbon atoms and one contains an anionic group, e.g., carboxy, sulfonate, sulfate, phosphate, or phosphonate.
- a general formula for these compounds is:
- R -Y -CH, -R Z 2 wherein R contains an alkyl, alkenyl, or hydroxy alkyl radical of from about 8 to about 18 carbon atoms, from 0 to about 10 ethylene oxide moieties and from 0 to about 1 glyceryl moiety; Y is selected from the group consisting of nitrogen, phosphorus, and sulfur atoms; R is an alkyl or monohydroxyalkyl group containing about 1 to about 3 carbon atoms; X is 1 when Y is a sulfur atom, and 2 when Y is a
- R is an alkylene or hydroxyalkylene of from about 1 to about 4 carbon atoms and Z is a radical selected from the group consisting of carboxylate, sulfonate, sulfate, phosphonate, and phosphate groups .
- surfactants include: 4- [N, -di (2-hydroxyethyl ) -N-octadecylammonio] -butane-1- carboxylate;
- 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:
- R is alkyl or alkenyl of 7 to 18 carbon atoms
- R and R are each independently alkyl, hydroxyalkyl or carboxyalkyl of 1 to 3 carbon atoms;
- n 0 to 1;
- X is alkylene of 1 to 3 carbon atoms optionally substituted with hydroxy1, and
- Suitable amphoteric detergents within the above general formula include simple betaines of formula: R 2 I R 1 N + CH n C ⁇
- Betaines are typically present m the compositions of the present inventions in amounts of 0 to 25% by weight, for example, 0.1 to 25% by weight.
- R may m particular be a mixture of C, script and C alkyl groups derived from coconut so that at least half, preferably at least three quarters of the groups R have 10 to 14 carbon atoms.
- R ⁇ and R are preferably methyl.
- amphoteric detergent is a sulphobetaine of formula
- the amphote ⁇ c/zwitterionic surfactant generally comprises 0.1 to 20% by weight, preferably 5% to 15% of the composition .
- the zwitterionic/amphoteric compounds must be used m blends of zwitterionic/amphoteric wherein one component of the blend is an alkalimetal alkylamphoacetate.
- the alkali metal alkylamphoacetate must comprise 25% to 90%, preferably 30% to 90%, more preferably 40% to 90% of the blend.
- the amount of alkalimetal alkylamphoacetate may be within the range 30 to 75%, for example 40 to 60%, of the blend.
- alkalimetal alkyl amphoacetate compounds include, but are not limited to, sodium or potassium lauro or cocoamphoacetate
- the total amount of amphoteric/ zwitterionic including the amphoacetate preferably should be no greater than 20%, more preferably no greater than 15%.
- the total amphoteric/ zwitterionic should comprise at least 5% of the composition .
- the surfactant system may optionally comprise a nonionic surfactant.
- the nonionic which may be used includes 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 ⁇ 2 ) phenols-ethylene oxide condensates, the condensation products of aliphatic (C e -C ) 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 phosphme 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 . which is hereby incorporated by reference or it may be one of the sugar amides described in Patent No. 5,009,814 to Kelkenberg, hereby incorporated into the subject application by reference.
- alkyl polysaccharides are alkylpolyglycosides of the formula
- R is selected from the group consisting of alkyl, alkylphenyl, hydroxyalkyl, hydroxyalkylphenyl , and mixtures thereof in which alkyl groups contain from about 10 to about 18, preferably from about 12 to about 14, carbon atoms; n is 0 to 3, preferably 2; t is from 0 to about 10, preferably 0; and x is from 1.3 to about 10, preferably from 1.3 to about 2.7.
- the glycosyl is preferably derived from glucose. To prepare these compounds, the alcohol or alkylpolyethoxy alcohol is formed first and then reacted with glucose, or a source of glucose, to form the glucoside (attachment at the 1-pos ⁇ t ⁇ on) . The additional glycosyl units can then be attached between their 1-pos ⁇ t ⁇ on and the preceding glycosyl units 2-, 3-, 4- and/or 6-pos ⁇ t ⁇ on, preferably predominantly the 2-pos ⁇ t ⁇ on.
- Nonionic comprises 0 to 10% by wt . of the composition.
- compositions of the invention are soap-free compositions.
- the present invention provides compositions utilizing typically 0.1% to 15% by wt . , preferably 1 to 10% by wt . of a structuring agent which works in the compositions to form a lamellar phase.
- a structuring agent which works in the compositions to form a lamellar phase.
- Such lamellar phase is preferred because it enables the compositions to suspend particles more readily (e.g., emollient particles) while still maintaining good shear thinning properties.
- the lamellar phase also provides consumers with desired rheology ("heaping").
- composition is not lamellar structured and enhanced particle suspension/enhancing is desired, it is usually necessary to add external structurants such as carbomers (e.g., cross-
- the structurant is generally an unsaturated and/or branched long chain (C 8 -C, 4 ) liquid fatty acid or ester derivative thereof; and/or unsaturated and/or branched long chain liquid alcohol or ether derivatives thereof. It may also be a short chain saturated fatty acid such as capric acid or caprylic acid. While not wishing to be bound by theory, it is believed that the unsaturated part of the fatty acid of alcohol or the branched part of the fatty acid or alcohol acts to "disorder" the surfactant hydrophobic chains and induce formation of lamellar phase.
- liquid fatty acids which may be used are oleic acid, isostearic acid, linoleic acid, lmolenic acid, ricinoleic acid, eJaidic acid, arichidonic aci , myristoleic acid and palmitoleic acid.
- Ester derivatives include propylene glycol isostearate, propylene giycol oleate, glyceryl isostearate, glyceryl oleate and polyglyceryl diisostearate.
- alcohols include oleyl alcohol and isostearyl alcohol.
- ether derivatives include isosteareth or oleth carboxylic acid; or isosteareth or oleth alcohol.
- the structuring agent may be defined as having melting point below about 2 C centigrade.
- One of the principle benefits of the invention is the ability to suspend oil /emollient particles in a lamellar phase composition.
- Vegetable oils Arachis oil, castor oil, cocoa butter, coconut oil, corn oil, cotton seed oil, olive oil, palm kernel oil, rapeseed oil, saf flower seed oil, sesame seed oil and soybean oil .
- Esters Butyl myristate, cetyl palmitate, decyloleate, glyceryl laurate, glyceryl ricmoleate, glyceryl stearate, glyceryl isostearate, hexyl laurate, isobutyl palmitate, isocetyl stearate, isopropyl isostearate, isopropyl laurate, isopropyl linoleate, isopropyl myristate, isopropyl palmitate, isopropyl stearate, propylene glycol monolaurate, propylene glycol ricmoleate, propylene glycol stearate, and propylene glycol isostearate.
- Animal Fats Acetylated lanolin alconols, lanolin, lard, mink oil and tallow.
- Fatty acids and alcohols Behenic acid, palmitic acid, stearic acid, behenyl alcohol, cetyl alcohol, eicosanyl alcohol and isocetyl alcohol.
- oi 1 /emol 1 i ent s examples include mineral oil, petrolatum, silicone oil such as dimethyl polysil oxane, lauryl and mynstyl lactate.
- the emollient may also function as a structurant , it should not be doubly included such that, for example, if the structurant is 15% oleyl alcohol, no more than 5% oleyl alcohol as "emollient” would be added since the emollient (whether functioning as emollient or structurant) never comprises more than 20%, preferably no more than 15% of the composition.
- the emollient/oil is generally used in an amount of 1 to 20%, preferably 1 to 15% by wt . of the composition. Generally, it should comprise no more than 20% of the composition .
- compositions of the invention may include optional ingredients as follows: Organic solvents, such as ethanol; auxiliary thickeners, such as carboxymethylcellulose, magnesium aluminum silicate, hydroxyethylcellulose, methylcellulose, carbopols, glucamides, or Antil from Rhone Poulenc; perfumes; sequestering agents, such as tetrasodium ethylenediaminetetraacetate (EDTA) , EHDP or mixtures in an amount of 0.01 to 1%, preferably 0.01 to 0.05%; and coloring agents, opacifiers and pearlizers such as zinc stearate, magnesium stearate, TiO ⁇ , EGMS (ethylene glycol onostearate) or Lytron 621 (Styrene/Acrylate copolymer) ; all of which are useful in enhancing the appearance or cosmetic properties of the product .
- Organic solvents such as ethanol
- auxiliary thickeners such as carboxymethylcellulose, magnesium aluminum silicate, hydroxyethylcellulose,
- compositions may further comprise antimicrobials such as 2 -hydroxy-4, 2 ' 4 ' trichlorodiphenylether (DP300); preservatives such as dimethyloldi ethylhydantoin (Glydant XL1000) , parabens, sorbic acid etc.
- antimicrobials such as 2 -hydroxy-4, 2 ' 4 ' trichlorodiphenylether (DP300); preservatives such as dimethyloldi ethylhydantoin (Glydant XL1000) , parabens, sorbic acid etc.
- compositions may also comprise coconut acyl mono- or diethanol amides as suds boosters, and strongly ionizing salts such as sodium chloride and sodium sulfate may also be used to advantage.
- Antioxidants such as, for example, butylated hydroxytoluene (BHT) may be used advantageously in amounts of 0.01% or higher if appropriate.
- BHT butylated hydroxytoluene
- Cationic conditioners which may be used include Quatrisoft LM-200 Polyquaternium-24 , Merquat Plus 3330 -
- Polyethylene glycols which may be used include:
- Thickeners which may be used include Amerchol Polymer HM 1500 (Nonoxynyl Hydroethyl Cellulose) , Glucam DOE 120 (PEG 120 Methyl Glucose Dioleate) ; Rewoderm (PEG modified glyceryl cocoate, palmate or tallowate) from Rewo Chemicals; Antil IRI 141 (from Goldsch id ) .
- a particularly preferred thickener is xanthan gum. Indeed, xanthan gum, particularly when used with the surfactant system of the invention, also helps ameliorate cold storage instability
- Anothei optional ingredient which a be added are the defloculat g polymers such as are taught in U.S. Patent No. 5,147,576 to Montague, hereby incorporated by reference.
- exfoliants such as polyoxyethylene beads, walnut sheets and apricot seeds .
- compositions of the present invention are typically personal products but are not to be construed as strictly limited thereto.
- Figure 1 shows cold temperature stability of various lamellar structured liquid cleansers at 15 and OF. As seen, when alkali metal amphoacetate comprises 25% of all amphoteric (for example, amphoacetate plus betaine), stability is dramatically increased. All percentages the specification and examples are by weight unless stated otherwise.
- compositions shown above in I-IV were stored m plastic cups at 15 F and 0 F for a period of 1 day and then equilibrated back to room temperature. Care was taken not to disturb the sample since viscosity increase when these products are shaken. The viscosity of the sample is then measured using a Brookfield RV Viscometer attached to a helipath accessory and using T-Bar Spindle A.
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Abstract
The present invention relates to lamellar structured liquid cleansing compositions comprising 5 % to 50 % of a surfactant system comprising (a) an anionic or mixture of anionics and (b) an amphoteric and/or zwitterionic surfactant in mixture, wherein alkalimetal alkylamphoacetate comprises 25 % to 90 % of component (b). A method of enhancing low temperature stability of such lamellar structured liquid cleansing compositions by the selection of an alkalimetal alkylamphoacetate in an amount of 25 % to 90 % of the component (b ) is provided. Excellent low temperature stability is achieved.
Description
LIQUID COMPOSITIONS COMPRISING STABILITY ENHANCING SURFACTANTS AND A METHOD OF ENHANCING LOW TEMPERATURE
STABILITY THEREOF
The present invention relates to lamellar structured liquid cleansing compositions such as those described, for example, in applicant's co-pending U.S Serial No. 08/512,010 filed August 7, 1995. These compositions are generally used m skin cleansing oi shower gel composi ions. In particular, the invention relates to such compositions m which the surfactant system is carefully selecteci to ensure good stability even at low temperature storage (e.g., 20 F and below down to OF) and to a method of enhancing such low temperature stability by caietul selection of the surfactant system.
Typically, lamellar structured liquid cleansing compositions (e.g., shower gel compositions) comprise a mixture of anionic surfactants (for cleansing and foaming attributes) and mild surfactant. In a typical shower formulation, the mild surfactant may be an amphoteric and/or zwitteriomc surfactant such as those described in U.S. Serial No. 08/512,010 mentioned above, hereby incorporated by reference into the subject application.
In such lamellar structured compositions, however, it has been found that there is considerable thinning of product as the product is cooled down to temperatures of 20 to OF. This loss of viscosity is not a desirable property.
Unexpectedly, applicants have found that when alkalimetal alkyl amphoacetate is used as 25% to 90%, preferably 30% to 90% and more preferably about 40% to 90% of the amphoteric and/or zwitteriomc component, m the surfactant system m lamellar structured compositions, there
is a significant increase in product stability. The applicants have also found a method of enhancing low temperature stability of a lamellar structured liquid cleansing composition by selecting an alkali metal alkylamphoacetate as 25-90% of the amphoteric and/or zwitterionic surfactant in a composition further comprising anionic surfactant.
U.S. Serial No. 08/512,010 shows one example (Example IX at page 23) where sodium cocoamphoaceta is used. However, in neither that example or in the other eight examples are there ever taught blends of other amphoteric (e.g., betaine) and amphoacetate . Nor is there any teaching or suggestion in that application that blends of amphoteric will ameliorate low temperature instability in such compositions. Indeed, until the problem of low temperature instability was even appreciated, it could not have been known that the specifically selected surfactant system of the invention could ameliorate the problem.
The present invention relates to lamellar structured liquid cleansing compositions comprising 5% to 50% of a surfactant system wherein said surfactant system comprises (a) an anionic or mixture of anionics and (b) a blond of amphoteric and/or zwitterionic surfactants wherein said blend comprises alkalimetal alkylamphoacetate and said alkalimetal alkylamχjhoacetate comprises 25% to 90%, preferably 30% to 90% and more preferably 40% to 90% of the blend.
The present invention further relates to a method of enhancing stability of low temperature compositions (i.e., temperatures of from about 20 F to about 0 F) in lamellar structured liquid cleansing compositions comprising about 5%
to about 50% of a surfactant system which surfactant system m turn comprises:
(a) anionic or mixture of anionic surfactant; and
(b) an amphoteric and/or zwitterionic surfactant or mixture thereof, wherein said method comprises selecting component (b) such that the alkalimetal alkyl amphoacetate comprises greater than 25% to 90%, preferably about 30% to 90%, more preferably about 40% to 90% of said component (b) .
Unexpectedly, the applicants have found that when the alkalimetal alkylamphoacetate i used as at least a minimum amount of amphoteric/zwittcπ onic blend, the component significantly enhances cold temperature stability of the lamellar structured composition relative to compositions where the alkalimetal alkylamphoacetate does not compi ise a portion or comprise less than 25% of the amphoteric/ zwitterionic blend.
The present invention is directed towards improving the low temperature stability of lamellar structured liquid compositions comprising an amphoteric and/ or zwitterionic surf ctant or mixture thereof .
According to one aspect the present invention provides lamellar structured liquid cleansing compositions comprising about 5% to about 50% of a surfactant system which surfactant system m turn comprises:
(a) anionic or mixture of anionic surfactant; and (b) an amphoteric and/or zwitterionic surfactant or mixture thereof, wherein alkalimetal alkyl amphoacetate comprises greater than 25% to 90%, preferably about 30% to 90%, more preferably about 40% to 90% of component (b) .
According to a further aspect the present invention provides a method of enhancing low temperature stability of a lamellar structured liquid cleansing compositions comprising 5% to 50% of a surfactant system which surfactant system comprises:
(a) anionic or mixture of anionic surfactant; and
(b) an amphoteric and/or zwitterionic surfactant or mixture thereof; wherein said method comprises selecting the amphoteric and/or zwitterionic surfactant component (b) such that alkalimetal alkyl amphoacetate comprises greater than 25% to 90% of said component (b) .
The anionic surfactant may be, for example, an aliphatic sulfonate, such as a primary alkane (e.g., C8-C ., ) sulfonate, primary alkane (e.g., C3-C2.,) disulfonate, C8-C„? alkene sulfonate, C&-C6 hydroxyalkane sulfonate or alkyl glyceryl ether sulfonate (AGS) ; or an aromatic sulfonate such as alkyl benzene sulfonate.
The anionic surfactant may also be an alkyl sulfate
(e.g., Cj-.-Cjy alkyl sulfate) or alkyl ether sulfate
(including alkyl glyceryl ether sulfates). Among the alkyl ether sulfates are those having the formula:
R0(CHoCH,0)nS0,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 between 2 and 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 surfactant may also be alkyl sulfosuccmates (including mono- and dialkyl, e.g., Cb-C,-, sulfosuccinates) ; alkyl and acyl taurates, alkyl and acyl sarcosinates , sulfoacetates, C8-C2 alkyl phosphates and phosphates, alkyl phosphate esters and alkoxyl alkyl phosphate esters, acyl lactates, CR-C2? monoalkyl succmates and maleates, sulphoacetates, and acyl lsethionates .
Sulfosuccinates may be monoalkyl sulfosuccinates having the formula:
R'O^CCH CH(SO M)CO M;
amido-MEA sul f osuccinates of the f ormula
4 wherein R ranges from C^-C,-, alkyl and M is a solubilizmg cation;
a ido-MIPA sulfosuccinates of formula
RCONH (CH2 ) CH (CH , ) { SO,M) C02M
where M is as defined above.
Also included are the alkoxylated citrate sulfosuccinates; and alkoxylated sulfosuccinates such as the following : 0
II R-0- (CH2CH20)nCCH2CH(S03M)C02M wherein n = 1 to 20; and M is as defined above.
Sarcosinates are generally indicated by the formula RCON(CH3)CH2C02M, wherein R ranges from Ct to C,0 alkyl and M is a solubilizing cation.
Taurates are generally identified by formula
R"CONR~ CH2CH2SO3M
wherein R ranges from Cfl-C20 alkyl, R ranges from C1-C4 alkyl and M is a solubilizing cation.
Another class of anionic surfactants are carboxylates such as follows:
R- (CH2CH?0)riC02M
wherein R is Ct to C(l alkyl; n is 0 to 20; and M is as defined above.
Another carboxylate which can be used is amido alkyl polypeptide carboxylates such as, for example, Monteine LCQ by Seppic.
Another anionic surfactant which may be used are the C -
Cιg acyl isethionates . These 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 generally range from about 0.5-15% by weight of the total composition. Preferably, this component is present in an amount from 1 to 10%.
The acyl lsethionate may be an alkoxylated isethionate such as is described in Ilardi et al., U.S. Patent No. 5,393,466, hereby incorporated by reference into the subject application. This compound has the general formula:
O X Y
R C-0-CH-CH^-(OCH-CH,)m-SO 3M wherein R is an alkyl group having 8 to 18 carbons, m is an integer from 1 to 4 , X and Y are hydrogen or an alkyl group having 1 to 4 carbons and is a monovalent cation such as, for example, sodium, potassium or ammonium.
In general the anionic surfactant component will comprise from 1 to 20% by weight of the composition, preferably 2 to 15%, most preferably 5 to 12% by weight of the composition.
The anionic surfactant mixture may comprise alkyl sulphates, acylisethionates and mixtures thereof.
The compositions of the present invention further comprise zwitterionic surfactants. Zwitterionic surfactants are exemplified by those which can be broadly described as derivatives of aliphatic quaternary ammonium, phosphonium, and sulfonium compounds, in which the aliphatic radicals can be straight or branched chain, and wherein one of the aliphatic substituents contains from about 8 to about 18 carbon atoms and one contains an anionic group, e.g., carboxy, sulfonate, sulfate, phosphate, or phosphonate. A general formula for these compounds is:
(R )
( + ) 4 (
R -Y -CH, -R Z
2 wherein R contains an alkyl, alkenyl, or hydroxy alkyl radical of from about 8 to about 18 carbon atoms, from 0 to about 10 ethylene oxide moieties and from 0 to about 1 glyceryl moiety; Y is selected from the group consisting of nitrogen, phosphorus, and sulfur atoms; R is an alkyl or monohydroxyalkyl group containing about 1 to about 3 carbon atoms; X is 1 when Y is a sulfur atom, and 2 when Y is a
4 nitrogen or phosphorus atom; R is an alkylene or hydroxyalkylene of from about 1 to about 4 carbon atoms and Z is a radical selected from the group consisting of carboxylate, sulfonate, sulfate, phosphonate, and phosphate groups .
Examples of such surfactants include: 4- [N, -di (2-hydroxyethyl ) -N-octadecylammonio] -butane-1- carboxylate;
5- [ S-3-hydroxypropyl-S-hexadecylsulfonio] -3- hydroxypentane-1-sulfate;
3- [P, P-diethyl-P-3 , 6, 9-trιoxatetradexocylphosphonιo] -2- hydroxypropane-1-phosphate;
3- [N, -dipropyl-N-3-dodecoxy-2-hydroxypropylammonio] - propane- 1-phosphonate;
3- (N, N-dimethyl-N-hexadecylammonio) propane-1-sulfonate;
3- (N, -dimethyl-N-hexadecylammonio) -2-hydroxypropane-l- sulfonate;
4- [N, N-di (2-hydroxyethyl ) -N- (2-hydroxydodecyl ) ammonio] - butane-1-carboxylate;
3- [S-ethyl-S- (3-dodecoxy-2-hydroxypropyl ) sulfonio] - propane- 1-phosphate; 3- [P, P-dimethyl-P-dodecylphosphomo] -propane-1- phosphonate; and
5- [N,N-di (3-hydroxypropyl ) -N-hexadecylammonio] -2- hydroxy-pentane-1-sulfate .
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:
0 R
R t-C-NH(CH -N -X-Y
R
where R is alkyl or alkenyl of 7 to 18 carbon atoms;
R and R are each independently alkyl, hydroxyalkyl or carboxyalkyl of 1 to 3 carbon atoms;
m is 0 to 1;
X is alkylene of 1 to 3 carbon atoms optionally substituted with hydroxy1, and
Suitable amphoteric detergents within the above general formula include simple betaines of formula: R2 I R1 N+ CHnCθ
3
R and amido betaines of formula :
R I R1 - CONHtCH,) N+ CH,CO.,
I 1 R where m is 2 or 3.
Betaines are typically present m the compositions of the present inventions in amounts of 0 to 25% by weight, for example, 0.1 to 25% by weight.
In both formulae R , R and R are as defined
1 previously. R may m particular be a mixture of C,„ and C alkyl groups derived from coconut so that at least half, preferably at least three quarters of the groups R have 10 to 14 carbon atoms. R~ and R are preferably methyl.
A further possibility is that the amphoteric detergent is a sulphobetaine of formula
R
R N ■(CH,) ,S0
R or
R1 - CONH (CH2)m N+ (CH2)3S03 "
R where m is 2 or 3, or variants of these in which
(CH ),S0 , is replaced by
OH I -CH:CHCH_, $0 ~
1 2 )
In these formulae R , R and R are as discussed previously .
The amphoteπc/zwitterionic surfactant generally comprises 0.1 to 20% by weight, preferably 5% to 15% of the composition .
A critical aspect of this invention is that the zwitterionic/amphoteric compounds must be used m blends of zwitterionic/amphoteric wherein one component of the blend is an alkalimetal alkylamphoacetate. Further, the alkali metal alkylamphoacetate must comprise 25% to 90%, preferably 30% to 90%, more preferably 40% to 90% of the blend. Suitably the amount of alkalimetal alkylamphoacetate may be within the range 30 to 75%, for example 40 to 60%, of the blend.
Examples of alkalimetal alkyl amphoacetate compounds include, but are not limited to, sodium or potassium lauro or cocoamphoacetate
The total amount of amphoteric/ zwitterionic including the amphoacetate, preferably should be no greater than 20%, more preferably no greater than 15%. The total amphoteric/ zwitterionic should comprise at least 5% of the composition .
In addition to one or more anionic and amphoteric and/or zwitterionic, the surfactant system may optionally comprise a nonionic surfactant.
The nonionic which may be used includes 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 (C6-C^2 ) phenols-ethylene oxide condensates, the condensation products of aliphatic (Ce-C ) 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 phosphme oxides and dialkyl sulphoxides .
The nonionic may also be a sugar amide, such as a polysaccharide amide. Specifically, the surfactant may be one of the lactobionamides described in U.S. Patent No. 5,389,279 to Au et al . which is hereby incorporated by reference or it may be one of the sugar amides described in Patent No. 5,009,814 to Kelkenberg, hereby incorporated into the subject application by reference.
Other surfactants which may be used are described in U.S. Patent No. 3,723,325 to Parran Jr. and alkyl polysaccharide nonionic surfactants as disclosed in U.S. Patent No. 4,565,647 to Llenado, both of which are also incorporated into the subject application by reference.
Preferred alkyl polysaccharides are alkylpolyglycosides of the formula
R20 (CnH2nO) t ( glycosyl ) χ
2 wherein R is selected from the group consisting of alkyl, alkylphenyl, hydroxyalkyl, hydroxyalkylphenyl , and mixtures thereof in which alkyl groups contain from about 10 to about 18, preferably from about 12 to about 14, carbon atoms; n is 0 to 3, preferably 2; t is from 0 to about 10,
preferably 0; and x is from 1.3 to about 10, preferably from 1.3 to about 2.7. The glycosyl is preferably derived from glucose. To prepare these compounds, the alcohol or alkylpolyethoxy alcohol is formed first and then reacted with glucose, or a source of glucose, to form the glucoside (attachment at the 1-posιtιon) . The additional glycosyl units can then be attached between their 1-posιtιon and the preceding glycosyl units 2-, 3-, 4- and/or 6-posιtιon, preferably predominantly the 2-posιtιon.
Nonionic comprises 0 to 10% by wt . of the composition.
In general, the compositions of the invention are soap- free compositions.
The present invention provides compositions utilizing typically 0.1% to 15% by wt . , preferably 1 to 10% by wt . of a structuring agent which works in the compositions to form a lamellar phase. Such lamellar phase is preferred because it enables the compositions to suspend particles more readily (e.g., emollient particles) while still maintaining good shear thinning properties. The lamellar phase also provides consumers with desired rheology ("heaping").
More particularly, where the composition is not lamellar structured and enhanced particle suspension/enhancing is desired, it is usually necessary to add external structurants such as carbomers (e.g., cross-
(R) linked polyacrylate such as Carbopol ) and clays. However, these external structurants have poorer shear thinning properties that significantly reduce consumer acceptability.
The structurant is generally an unsaturated and/or branched long chain (C8-C,4) liquid fatty acid or ester derivative thereof; and/or unsaturated and/or branched long
chain liquid alcohol or ether derivatives thereof. It may also be a short chain saturated fatty acid such as capric acid or caprylic acid. While not wishing to be bound by theory, it is believed that the unsaturated part of the fatty acid of alcohol or the branched part of the fatty acid or alcohol acts to "disorder" the surfactant hydrophobic chains and induce formation of lamellar phase.
Examples of liquid fatty acids which may be used are oleic acid, isostearic acid, linoleic acid, lmolenic acid, ricinoleic acid, eJaidic acid, arichidonic aci , myristoleic acid and palmitoleic acid. Ester derivatives include propylene glycol isostearate, propylene giycol oleate, glyceryl isostearate, glyceryl oleate and polyglyceryl diisostearate.
Examples of alcohols include oleyl alcohol and isostearyl alcohol. Examples of ether derivatives include isosteareth or oleth carboxylic acid; or isosteareth or oleth alcohol.
The structuring agent may be defined as having melting point below about 2 C centigrade.
One of the principle benefits of the invention is the ability to suspend oil /emollient particles in a lamellar phase composition.
Various classes of oils are set forth below.
Vegetable oils: Arachis oil, castor oil, cocoa butter, coconut oil, corn oil, cotton seed oil, olive oil, palm kernel oil, rapeseed oil, saf flower seed oil, sesame seed oil and soybean oil .
Esters: Butyl myristate, cetyl palmitate, decyloleate, glyceryl laurate, glyceryl ricmoleate, glyceryl stearate, glyceryl isostearate, hexyl laurate, isobutyl palmitate, isocetyl stearate, isopropyl isostearate, isopropyl laurate, isopropyl linoleate, isopropyl myristate, isopropyl palmitate, isopropyl stearate, propylene glycol monolaurate, propylene glycol ricmoleate, propylene glycol stearate, and propylene glycol isostearate.
Animal Fats: Acetylated lanolin alconols, lanolin, lard, mink oil and tallow.
Fatty acids and alcohols: Behenic acid, palmitic acid, stearic acid, behenyl alcohol, cetyl alcohol, eicosanyl alcohol and isocetyl alcohol.
Other examples of oi 1 /emol 1 i ent s include mineral oil, petrolatum, silicone oil such as dimethyl polysil oxane, lauryl and mynstyl lactate.
It should be understood that where the emollient may also function as a structurant , it should not be doubly included such that, for example, if the structurant is 15% oleyl alcohol, no more than 5% oleyl alcohol as "emollient" would be added since the emollient (whether functioning as emollient or structurant) never comprises more than 20%, preferably no more than 15% of the composition.
The emollient/oil is generally used in an amount of 1 to 20%, preferably 1 to 15% by wt . of the composition. Generally, it should comprise no more than 20% of the composition .
In addition, the compositions of the invention may include optional ingredients as follows:
Organic solvents, such as ethanol; auxiliary thickeners, such as carboxymethylcellulose, magnesium aluminum silicate, hydroxyethylcellulose, methylcellulose, carbopols, glucamides, or Antil from Rhone Poulenc; perfumes; sequestering agents, such as tetrasodium ethylenediaminetetraacetate (EDTA) , EHDP or mixtures in an amount of 0.01 to 1%, preferably 0.01 to 0.05%; and coloring agents, opacifiers and pearlizers such as zinc stearate, magnesium stearate, TiOπ, EGMS (ethylene glycol onostearate) or Lytron 621 (Styrene/Acrylate copolymer) ; all of which are useful in enhancing the appearance or cosmetic properties of the product .
The compositions may further comprise antimicrobials such as 2 -hydroxy-4, 2 ' 4 ' trichlorodiphenylether (DP300); preservatives such as dimethyloldi ethylhydantoin (Glydant XL1000) , parabens, sorbic acid etc.
The compositions may also comprise coconut acyl mono- or diethanol amides as suds boosters, and strongly ionizing salts such as sodium chloride and sodium sulfate may also be used to advantage.
Antioxidants such as, for example, butylated hydroxytoluene (BHT) may be used advantageously in amounts of 0.01% or higher if appropriate.
Cationic conditioners which may be used include Quatrisoft LM-200 Polyquaternium-24 , Merquat Plus 3330 -
(K) Polyquatermum 39; and Jaguar type conditioners.
Polyethylene glycols which may be used include:
Polyox WSR-205 PEG 14M, Polyox WSR-N-60K PEG 45M, or
Polyox WSP-N- 750 PEG 7M .
Thickeners which may be used include Amerchol Polymer HM 1500 (Nonoxynyl Hydroethyl Cellulose) , Glucam DOE 120 (PEG 120 Methyl Glucose Dioleate) ; Rewoderm (PEG modified glyceryl cocoate, palmate or tallowate) from Rewo Chemicals; AntilIRI 141 (from Goldsch id ) . A particularly preferred thickener is xanthan gum. Indeed, xanthan gum, particularly when used with the surfactant system of the invention, also helps ameliorate cold storage instability
Anothei optional ingredient which a be added are the defloculat g polymers such as are taught in U.S. Patent No. 5,147,576 to Montague, hereby incorporated by reference.
Another ingredient which may be included are exfoliants such as polyoxyethylene beads, walnut sheets and apricot seeds .
The compositions of the present invention are typically personal products but are not to be construed as strictly limited thereto.
The invention w ll be described greater detail by way of the following non-limiting examples The examples are for illustrative purposes only and not intended to limit invention in any way Further modifications within the scope of the present invention will be obvious to the skilled man.
Figure 1 shows cold temperature stability of various lamellar structured liquid cleansers at 15 and OF. As seen, when alkali metal amphoacetate comprises 25% of all amphoteric (for example, amphoacetate plus betaine), stability is dramatically increased.
All percentages the specification and examples are by weight unless stated otherwise.
EXAMPLES
The following compositions are used in the examples:
EXAMPLES 1-4
The compositions shown above in I-IV were stored m plastic cups at 15 F and 0 F for a period of 1 day and then equilibrated back to room temperature. Care was taken not to disturb the sample since viscosity increase when these
products are shaken. The viscosity of the sample is then measured using a Brookfield RV Viscometer attached to a helipath accessory and using T-Bar Spindle A.
The results are set forth in Table 1 below:
As seen from the Table and from Figure 1, (Examples 2 and 3), when amphoacetate comprises about 25% and greater, preferably about 30% to 90% and most preferably about 40% to 90% of blend of amphoteric (betame/amphoacetat e blend), viscosity at low temperature (15 F, OF) remains much higher. Thus, clearly, low temperature viscosity/phase stability is much superior relative to compositions in which amphoacetate is not used or comprises less than 25% of the blend (e.g., Example 1 ) .
Claims
1. A lamellar structured liquid cleansing composition comprising 5% to 50% of a surfactant system comprising:
(a) anionic or mixture of anionic surfact nts; and
(b) an amphoteric and/or zwitterionic surfactant or mixture thereof; wherein alkalimetal alkylamphoacetat comprises 25% to 90% of component (b) .
2. A composition according to claim 1 wherein alkalimetal alkylamphoacetate comprises 30 to 90% of component (b) .
3. A composition according to claim 2, wherein alkalimetal amphoacetate comprises 40% to 90% of component (b) .
4. A composition according to claim 1, wherein anionic is selected from the group consisting of alkyl sulfates, acyl isethionates and mixtures thereof.
5. A composition according to claim i, wherein component (b) comprises 0.1% to 25% betaine.
6. A composition accordmg to claim 1, wherein the composition additionally comprises 0% to 10% of nonionic surfactant .
7. A method of enhancing low temperature stability of a lamellar structured liquid cleansing composition as claimed in claim 1 wherein said method comprises selecting the amphoteric and/or zwitterionic surfactant component (b) such that alkalimetal alkyl amphoacetate comprises 25% to 90% of component (b) .
8. A method according to claim 8, wherein akalimetal alkylamphoacetate comprises 30% to 90% of component (b) .
9. A method accordmg to claim 9, wherein alkali metal alkylamphoacetate comprises 40% to 90% of component (b) .
10. A method accordmg to any one of claims 7 to 10 wherein the lamellar structured liquid cleansing composition comprises one or more of the components of claims 4 to 6.
Applications Claiming Priority (5)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US2665296P | 1996-09-24 | 1996-09-24 | |
US2665096P | 1996-09-24 | 1996-09-24 | |
US26652P | 1996-09-24 | ||
US26650P | 1996-09-24 | ||
PCT/EP1997/004924 WO1998013022A1 (en) | 1996-09-24 | 1997-09-04 | Liquid compositions comprising stability enhancing surfactants and a method of enhancing low temperature stability thereof |
Publications (1)
Publication Number | Publication Date |
---|---|
EP0928186A1 true EP0928186A1 (en) | 1999-07-14 |
Family
ID=26701492
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP97942008A Withdrawn EP0928186A1 (en) | 1996-09-24 | 1997-09-04 | Liquid compositions comprising stability enhancing surfactants and a method of enhancing low temperature stability thereof |
Country Status (12)
Country | Link |
---|---|
EP (1) | EP0928186A1 (en) |
JP (1) | JP2002500621A (en) |
CN (1) | CN1275907A (en) |
AU (1) | AU730992B2 (en) |
BR (1) | BR9711299A (en) |
CA (1) | CA2263981A1 (en) |
CO (1) | CO4920180A1 (en) |
CZ (1) | CZ104299A3 (en) |
ID (1) | ID19362A (en) |
MY (1) | MY131145A (en) |
PL (1) | PL332377A1 (en) |
WO (1) | WO1998013022A1 (en) |
Families Citing this family (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6174846B1 (en) * | 1997-12-18 | 2001-01-16 | Lever Brothers Company, A Division Of Conopco, Inc. | Liquid composition with enhanced low temperature stability |
US6150312A (en) * | 1999-04-05 | 2000-11-21 | Unilever Home & Personal Care Usa, A Division Of Conopco, Inc. | Liquid composition with enhanced low temperature stability comprising sodium tricedeth sulfate |
US6533873B1 (en) | 1999-09-10 | 2003-03-18 | Unilever Home & Personal Care Usa Division Of Conopco, Inc. | Suspending clear cleansing formulation |
EP1647591A1 (en) * | 1999-09-10 | 2006-04-19 | Unilever Plc | Suspending clear cleansing formulation |
US6426326B1 (en) * | 1999-09-16 | 2002-07-30 | Unilever Home & Person Care Usa, A Division Of Conopco, Inc. | Liquid cleansing composition comprising lamellar phase inducing structurant with low salt content and enhanced low temperature stability |
US6534457B2 (en) | 2000-03-20 | 2003-03-18 | Unilever Home And Personal Care Usa, Division Of Conopco, Inc. | Extrudable multiphase composition comprising lamellar phase inducing structurant in each phase |
US7919441B2 (en) | 2003-12-23 | 2011-04-05 | Unilever Home & Personal Care, Division Of Conopco, Inc. | Ordered liquid crystalline cleansing composition with suspended air |
US6906016B1 (en) * | 2004-05-19 | 2005-06-14 | Unilever Home & Personal Care Usa, A Division Of Conopco, Inc. | Personal product liquid cleansers comprising combined fatty acid and water soluble or water swellable starch structuring system |
US8105995B2 (en) * | 2010-05-05 | 2012-01-31 | Conopco, Inc. | Specific mild low surfactant, high emollient systems which retain foaming and phase stability |
FR3044898B1 (en) * | 2015-12-15 | 2019-11-01 | L'oreal | COSMETIC COMPOSITION COMPRISING ANIONIC SURFACTANT, AT LEAST 3.5% BY WEIGHT OF A FATTY ACID AND ANTIPELLICULAR AGENT |
CN107095807B (en) * | 2017-06-30 | 2020-06-16 | 广州澳希亚实业有限公司 | Double-layer bath foam and preparation method thereof |
EP3598966A1 (en) | 2018-07-26 | 2020-01-29 | The Procter & Gamble Company | Personal cleansing compositions |
Family Cites Families (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4177171A (en) * | 1975-11-03 | 1979-12-04 | Johnson & Johnson | Shampoo |
IN184497B (en) * | 1990-10-12 | 2000-08-26 | Procter & Gamble | |
IN185580B (en) * | 1991-08-30 | 2001-03-03 | Albright & Wilson Uk Ltd | |
EP0569028A2 (en) * | 1992-05-07 | 1993-11-10 | Lonza Inc. | Shampoos containing polyglyceryl esters |
GB9301270D0 (en) * | 1993-01-22 | 1993-03-17 | Unilever Plc | Dilution-thickening,personal washing composition |
GB9302710D0 (en) * | 1993-02-11 | 1993-03-24 | Procter & Gamble | Cleansing compositions |
GB9414572D0 (en) * | 1994-07-19 | 1994-09-07 | Unilever Plc | Soap composition |
DE69611231T2 (en) * | 1995-01-09 | 2001-06-28 | Procter & Gamble | THREE LIQUID BODY CLEANSING AGENTS FOAMING INTO ONE ULTRAMILDE |
ATE205078T1 (en) * | 1995-06-26 | 2001-09-15 | Procter & Gamble | LIQUID BODY CLEANSING COMPOSITIONS CONTAINING VALUE METAL CATIONS |
DE69627336T2 (en) * | 1995-08-07 | 2003-10-16 | Unilever Nv | LIQUID DETERGENT CONTAINING A SOLUBLE STRUCTURAL INDUCER IN A LAMELLAR PHASE |
-
1997
- 1997-09-04 PL PL97332377A patent/PL332377A1/en unknown
- 1997-09-04 CA CA002263981A patent/CA2263981A1/en not_active Abandoned
- 1997-09-04 EP EP97942008A patent/EP0928186A1/en not_active Withdrawn
- 1997-09-04 CZ CZ991042A patent/CZ104299A3/en unknown
- 1997-09-04 BR BR9711299A patent/BR9711299A/en not_active IP Right Cessation
- 1997-09-04 WO PCT/EP1997/004924 patent/WO1998013022A1/en not_active Application Discontinuation
- 1997-09-04 AU AU43839/97A patent/AU730992B2/en not_active Ceased
- 1997-09-04 JP JP51520198A patent/JP2002500621A/en active Pending
- 1997-09-04 CN CN97198139A patent/CN1275907A/en active Pending
- 1997-09-22 CO CO97055066A patent/CO4920180A1/en unknown
- 1997-09-22 MY MYPI97004391A patent/MY131145A/en unknown
- 1997-09-22 ID IDP973255A patent/ID19362A/en unknown
Non-Patent Citations (1)
Title |
---|
See references of WO9813022A1 * |
Also Published As
Publication number | Publication date |
---|---|
CO4920180A1 (en) | 2000-05-29 |
JP2002500621A (en) | 2002-01-08 |
CA2263981A1 (en) | 1998-04-02 |
ID19362A (en) | 1998-07-02 |
CN1275907A (en) | 2000-12-06 |
PL332377A1 (en) | 1999-09-13 |
AU4383997A (en) | 1998-05-29 |
CZ104299A3 (en) | 1999-09-15 |
BR9711299A (en) | 1999-08-17 |
WO1998013022A1 (en) | 1998-04-02 |
MY131145A (en) | 2007-07-31 |
AU730992B2 (en) | 2001-03-22 |
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