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WO2025056484A1 - Pains de savon comprenant une teneur élevée en savon soluble - Google Patents

Pains de savon comprenant une teneur élevée en savon soluble Download PDF

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Publication number
WO2025056484A1
WO2025056484A1 PCT/EP2024/075162 EP2024075162W WO2025056484A1 WO 2025056484 A1 WO2025056484 A1 WO 2025056484A1 EP 2024075162 W EP2024075162 W EP 2024075162W WO 2025056484 A1 WO2025056484 A1 WO 2025056484A1
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WO
WIPO (PCT)
Prior art keywords
soap
electrolytes
class
composition
weight
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.)
Pending
Application number
PCT/EP2024/075162
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English (en)
Inventor
Amalendu BANGAL
Sudipta Ghosh Dastidar
Janhavi Sanjay Raut
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Unilever Global IP Ltd
Unilever IP Holdings BV
Conopco Inc
Original Assignee
Unilever Global IP Ltd
Unilever IP Holdings BV
Conopco Inc
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Publication of WO2025056484A1 publication Critical patent/WO2025056484A1/fr
Pending legal-status Critical Current
Anticipated expiration legal-status Critical

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Classifications

    • 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
    • C11D10/00—Compositions of detergents, not provided for by one single preceding group
    • C11D10/04—Compositions of detergents, not provided for by one single preceding group based on mixtures of surface-active non-soap compounds and soap
    • 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
    • C11D3/02—Inorganic compounds ; Elemental compounds
    • C11D3/04—Water-soluble compounds
    • C11D3/046—Salts
    • 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
    • C11D3/02—Inorganic compounds ; Elemental compounds
    • C11D3/04—Water-soluble compounds
    • C11D3/10—Carbonates ; Bicarbonates
    • 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
    • C11D3/2082—Polycarboxylic 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
    • 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
    • C11D3/2086—Hydroxy carboxylic acids-salts thereof

Definitions

  • the invention relates to soap bars which are predominantly fatty acid soap bar compositions with high soluble soap content.
  • Soap bars for cleansing are typically prepared by direct saponification of fats and oils or by neutralization of free fatty acids.
  • various oils and fats e.g., palm oil, tallow, palm kernel oil, coconut oil etc.
  • alkali usually NaOH
  • Glycerol is then typically extracted with brine to yield dilute fatty acid soap solution containing soap and aqueous phase (e.g., 70% soap and 30% aqueous phase).
  • the soap solution is then typically dried (e.g. to about 16-18 % water).
  • soap noodles Soaps formed after saponification and before extrusion to final bar are referred to often as soap “noodles”.
  • the soap noodles and subsequently mixed, milled, plodded (e.g., by extruding the soap noodles through a nose cone), cut and stamped into bars.
  • the chain length of fatty acid soaps varies depending on starting fat or oil feedstock (for purposes of this specification, “oil” and “fat” are used interchangeably, except where context demands otherwise).
  • Longer chain fatty acid soaps e.g., Ci6 palmitic or Cis stearic
  • shorter chain soaps e.g., C12 lauric
  • the fatty acid soaps produced may also be saturated or unsaturated (e.g., oleic acid soap).
  • longer molecular weight fatty acid soaps e.g., C14 to C22 soaps
  • saturated soaps are insoluble and do not generate good foam volumes, despite the fact that they can help making the foam generated by other soluble soaps creamier and more stable.
  • shorter molecular weight soaps e.g., Cs to C12
  • unsaturated soaps e.g., oleic acid soap
  • the longer chain soaps typically saturated, although they may also contain some level of unsaturated such as oleic
  • Unsaturated soaps e.g., oleic
  • a bar which is formed by a so-called extruded bar process should be formed from soaps of sufficient hardness (not too mushy as to clog machinery or too nonplastic as to slow rate of production and cause cracking) so the soaps can be extruded at a sufficiently high rate to justify the economics of the bar production.
  • we define such rate to be at least 200 bars/minute, preferably in excess of 300 bars/minute.
  • a bar hardness which must be met.
  • the hardness value is between about 3 and 5 kilogram force when measured at 40°C using 15 mm penetration. Measurement of hardness is a measurement of the final bar product after extrusion. Typically, such measurement is taken right after the extrusion.
  • fatty acid soaps formed from saponification of oils
  • the properties of the saponified soaps in turn depend on the selection of the oil blend forming the soaps.
  • the oil blend can also be important in determining other properties (e.g., lather, rate of wear, mush) upon soap extrusion and production of final bar.
  • the lather produced by a soap bar is related to the presence of low chain length soaps (C8-C12) and the degree of unsaturation of the soaps.
  • a measure of soap bar property is the ratio of high to low chain length amongst the saturated soaps.
  • Low chain length soaps are soluble and hence will render a bar soft.
  • Lauric (C12) and Oleic (C18:1) Sodium soaps form a eutectic mix that enhances the lather of a bar but further renders it soft.
  • the soluble soaps are desired in a soap for a rich premium consumer feel. It is thus important to balance the chain lengths and unsaturation in a bar to obtain the right degree of hardness as well as produce the desired level of lather.
  • US2022081655 relates to an extruded soap bar composition wherein the bar comprises: a) 20 to 40 percent of water; b) 20 to 75 percent by wt. anhydrous soap; wherein Cieto C24 saturated soap comprises 12 percent to 45 percent by wt. of total bar.
  • c) structurants comprises at least from 0.05 to 35 percent by wt., wherein the specific level of structurants is defined by the level of C16 to C24 saturated soap of (b) such that the total level of said Cieto C24 saturated soap and structurants are greater than 25 percent, and wherein said structurants are selected from the group consisting of starch, carboxymethylcellulose, inorganic particulates, acrylate polymers and mixtures thereof; d) electrolyte which is a combination of alkali metal chloride; and a secondary electrolyte selected from the group consisting of alkali metal citrate and alkali metal sulfate.
  • First aspect of the present invention provides a soap bar composition
  • a soap bar composition comprising, a. 30 to 75 wt% of total fatty matter (TFM) b. 1 to 10 wt% non-soap surfactant c. 12 to 35 wt% water; and d. 2 to 5 wt% electrolytes, wherein the electrolytes comprise up to 30 wt% of class I electrolytes and 30 to 100 wt% of class II electrolytes by weight of the electrolyte; wherein the class II electrolytes have ionic strength of at least 0.22 mole ions/L and class I electrolytes have ionic strength of less than 0.22 mole ions/L; wherein 40 to 70 wt% of the total fatty matter comprises soluble fatty matter.
  • TFM total fatty matter
  • Second aspect of the present invention provides a process for manufacture of a soap bar composition according to claims 1 to 10, the method comprising the steps of: a. selecting fatty acids comprising 40 to 70 wt% of soluble fatty matter by weight of total fatty matter and ; b. saponifying fatty acids of step (a) with alkali to obtain a soap mixture; c. adding non-soap surfactant to the soap mixture of step (b) to obtain a soap mass; and d.
  • step (c) extruding the soap mass of step (c) to form a soap bar according to the claims 1 to 10; wherein 2 to 5 wt% electrolytes, are added during step (a) (b) or (c); wherein the electrolytes comprise up to 30 wt% of class I electrolytes and 30 to 100 wt% class II electrolytes; wherein the class II electrolytes have ionic strength of at least 0.22 mole ions/L and class I electrolytes have ionic strength of less than 0.22 mole ions/L.
  • Third aspect of the present invention provides use of soap bar composition according to the first aspect to provide soap bars having a bar hardness of 2.7 to 5.0 Kg when measured at 40°C, using 15 mm penetration value.
  • Fourth aspect of the present invention provides use of soap bar composition according to the first aspect to manufacture soap bars having stamping rate of at least 100 tablet/min.
  • soluble soaps we mean the monovalent salts of saturated fatty monocarboxylic acids having a carbon chain length of from 8 to 14 and additionally the monovalent salts of oleic acid and polyunsaturated fatty monocarboxylic acids having a carbon chain length of between 8 and 22.
  • insoluble soaps we mean monovalent salts of saturated fatty monocarboxylic acids having a carbon chain length of from 16 to 24.
  • the soluble soap component comprises with respect to the total fatty matter 40 to 70 wt% of soluble soaps.
  • the insoluble soap component comprises, with respect to the total weight of the final bar, 30 to 60 wt% of insoluble soaps of carbon chain length higher than C16.
  • the monovalent cation in the soaps is sodium. Low amounts of for example potassium and/or ammonium substituted with one or more alkyl or alkanol C1 to C3 groups can if desired be present.
  • the soap composition of the present invention comprises 30 to 75 wt% of total fatty matter (TFM), 1 to 10 wt% non-soap surfactant, 12 to 35 wt% water; and 2 to 5 wt% electrolytes, wherein the electrolytes comprise up to 30 wt% of class I electrolytes, preferably 0.01 to 30 wt% and 70 to 100 wt%, preferably 70 to 99.99, of class II electrolytes by weight of the electrolyte; wherein the class II electrolytes have ionic strength of at least 0.22 mole ions/L and class I electrolytes have ionic strength of less than 0.22 mole ions/L; wherein 40 to 70 wt% of the total fatty matter comprises soluble fatty matter.
  • TFM total fatty matter
  • non-soap surfactant 12 to 35 wt% water
  • electrolytes comprise up to 30 wt% of class I electrolytes, preferably 0.01 to 30 wt% and 70 to 100
  • the composition of the present invention is preferably used or used to prepare a shaped solid for example a bar.
  • the cleaning soap composition is preferably used or used to prepare a wash off product that generally has sufficient amount of surfactants included therein that it is used for cleansing the desired topical surface e.g. the whole body, the hair and scalp or the face. It is applied on the topical surface and left thereon only for a few seconds or minutes and washed off thereafter with copious amounts of water.
  • the soap composition may additionally comprise synthetic surfactants selected from one or more from the class of anionic, non-ionic, cationic or zwitterionic surfactants, preferably from anionic surfactants. These synthetic surfactants, as per the present invention, are included in less than 10%, preferably less than 8%, more preferably less than 7%.
  • the soap composition of the invention is capable of stably retaining high amount of water in the range of 12 to 35 wt% as compared to conventional soap composition.
  • water is preferably at least 12 wt.%, further preferably at least 14 wt.%, still more preferably at least 15 wt.% furthermore preferably at least 17 wt.% but the amount of water in the soap composition is preferably not more than 35 wt.%, still preferably not more than 33 wt.%, most preferably not more than 32 wt.%.
  • the amount of water in the soap composition ranges from 12 to 35%, more preferably 15 to 33% by weight of the composition.
  • the present invention provides a soap bar composition with good hardness values.
  • the composition has bar hardness of 2.7 to 5.0 Kg when measured at 40°C, using 15 mm penetration value.
  • the bar hardness of the soap was good despite high moisture content ranging between 18 to 35% by weight of the soap composition and despite high amount of 40 to 70 wt% of soluble fatty matter by weight of the soap bar composition.
  • the soap bar of the present invention is a solid shape bar of any shape and is preferably a cleansing soap bar and more preferably a personal cleansing soap bar.
  • the soap bar of the present invention comprises TFM in the range of 50 to 75 wt%, preferably 52 to 75 wt% by weight of the composition; wherein 40 to 70 wt% of the total fatty matter comprises soluble fatty matter and wherein 30 to 60 wt% of the total fatty matter are insoluble soaps.
  • soluble soaps range from 20 to 52 wt% of the total soap bar composition.
  • Bars of the invention have hardness of at least 3, more preferably in the range of 2.7 to 5 Kg and when measured at 40°C using 15 millimeter penetration.
  • final bars preferably have water level of 12 to 35%, preferably 15 to 30 wt% and most preferably 18 to 28 wt% by weight of the soap bar.
  • the term “soap” is used to mean an alkali metal or alkanol ammonium salts of aliphatic, alkane-, or alkene monocarboxylic acids derived from natural triglycerides.
  • Sodium, potassium, magnesium, mono-, di and tri-ethanol ammonium cations, or combinations thereof, are typical counterions of the carboxylic acid.
  • the criticality of using specific amounts of potassium soaps made, and the resulting effects on processing or properties, such as those of our invention, is not previously known. In “typical” bars used in the art, sodium soaps are generally used and, as noted, while potassium, magnesium or triethanolamine soaps are used, the particular criticalities of our invention are not known.
  • the soaps are well known alkali metal salts of natural or synthetic aliphatic (alkanoic or alkenoic) acids having about 8 to about 22 carbon atoms, preferably about 10 to about 18 carbon atoms. They may be described as alkali metal carboxylates having about 8 to about 22 carbon atoms.
  • Soaps having the fatty acid distribution of coconut oil may provide the lower end of the broad molecular weight range.
  • Nut Oils refers to fatty acid mixtures having an approximate carbon chain length distribution of 8% Cs, 7% Cw, 48% C12, 17% Ci4, 8% Ci6, 2% Cis, 7% oleic and 2% linoleic acids (the first six fatty acids listed being saturated).
  • Other sources having similar carbon chain length distributions such as palm kernel oil (PKO) and babassu kernel oil, are usually used in place of or together with coconut oil. This invention aims at minimizing the wt% of these short chain fatty acid oil sources.
  • Soap having fatty acid distribution of Palm may present the upper end of the broad molecular weight range.
  • Palm oils define fatty acid mixtures which have approximate carbon chain length distribution of 1.5% C14, 41% Ci6, 5% Cis, 42% oleic and 10% linoleic (the first three fatty acids listed being saturated).
  • Other oils with similar distributions can be used in place of or together with palm. For purposes of this invention, this may include oils derived from various animal tallows and lard, as well as oils such as palm stearin oil (PSO) and their hydrogenated forms and derivatives.
  • PSO palm stearin oil
  • Soaps can be classified into three broad categories which differ in the chain length of the hydrocarbon chain, i.e., the chain length of the fatty acid, and whether the fatty acid is saturated or unsaturated.
  • these classifications are:
  • “Lauries” soaps which encompass soaps which are derived predominantly from C12 to C14 saturated fatty acid, i.e. lauric and myristic acid, but can contain minor amounts of soaps derived from shorter chain fatty acids, e.g., Cs & C10.
  • Steps soaps which encompass soaps which are derived predominantly from Cw to Cw saturated fatty acid, i.e. palmitic and stearic acid but can contain minor level of saturated soaps derived from longer chain fatty acids, e.g., C20.
  • Oleics soaps which encompass soaps which are derived from unsaturated fatty acids including predominantly oleic acid (Ci8:i), linoeleic acid (Ci8:2), myristoleic acid (Ci4:i) and palmitoleic acid (Ci6:i) as well as minor amounts of longer and shorter chain unsaturated and polyunsaturated fatty acids.
  • Nut oils employed for the soap may be substituted in whole or in part by other "high- laurics” or “laurics rich” oils, that is, oils or fats wherein at least 45% of the total fatty acids are composed of lauric acid, myristic acid and mixtures thereof.
  • These oils are generally exemplified by the tropical nut oils of the coconut oil class and their forms and derivatives. For instance, they include: palm kernel oil, babassu oil, ouricuri oil, tucum oil, cohune nut oil, murumuru oil, jaboty kernel oil, khakan kernel oil, dika nut oil, and ucuhuba butter.
  • the laurics and oleics soaps When a solid mass which includes a mixture of laurics, stearics and oleics soaps is heated, the laurics and oleics soaps, which are more water soluble and have lower melting points than stearics soaps, combine with water and other components present in the composition to form a more or less fluid liquid crystal phase depending on water content and temperature.
  • This transformation of laurics and oleics soaps form a solid to a liquid crystal phase provides plasticity to the mass which allows it to be mixed and worked under shear, i.e. the mass is thermoplastic.
  • the starting oil or fatty acid is selected from a plant or animal-based source. It is preferable that that the starting oil or fatty acid is selected from palm oil, palm kernel oil, soya bean oil, rice bran oil, tallow oil, coconut oil and fractions and mixtures thereof. It is furthermore preferable that the starting oil or fatty acid are obtained from the oil distillates and/or fractionates of oil or fatty acid.
  • the soap composition of the present invention comprises 30 to 75 wt% total amount of soap, preferably 32 to 73 wt%, more preferably 35 to 70 wt% and most preferably 45 to 68 wt% by weight of the soap composition.
  • soap means salt of fatty acid.
  • the soap is soap of C8 to C24 fatty acids.
  • the cation may be an alkali metal, alkaline earth metal or ammonium ion, preferably alkali metals.
  • the cation is selected from sodium or potassium, more preferably sodium.
  • the soap may be saturated or unsaturated. Saturated soaps are preferred over unsaturated soaps for stability.
  • the oil or fatty acids may be of vegetable or animal origin.
  • the soap may be obtained by saponification of oils, fats or fatty acids.
  • the fats or oils generally used to make soap compositions may be selected from tallow, tallow stearins, palm oil, palm stearins, soya bean oil, fish oil, castor oil, rice bran oil, sunflower oil, coconut oil, babassu oil, and palm kernel oil.
  • the fatty acids may be from coconut, rice bran, groundnut, tallow, palm, palm kernel, cotton seed or soyabean.
  • the fatty acid soaps may also be synthetically prepared (e.g. by the oxidation of petroleum or by the hydrogenation of carbon monoxide by the Fischer-Tropsch process). Resin acids, such as those present in tall oil, may also be used. Naphthenic acids may also be used.
  • total fatty matter is used very widely in the field of soaps and detergents.
  • the term abbreviated to “TFM”, is used to denote the wt% of fatty acid and triglyceride residues present in the soap composition without taking into account the accompanying cations.
  • TPM total fatty matter
  • an accompanying sodium cation will generally amount to about 8 wt%.
  • Other cations may be employed as desired, for example zinc, potassium, magnesium, alkyl ammonium and aluminium.
  • the soap compositions of the present invention have total fatty matter in that range of 50 to 75 wt%, preferably 52 to 75 wt%, more preferably 55 to 75wt% and even more preferably 57 to 75wt% of the soap bar composition.
  • the soap compositions of the present invention preferably include about 40 to 70 wt%, more preferably 45 to 65 and most preferably 50 to 65 wt% of soluble fatty matter of the total fatty matter, which include low molecular weight soaps (C8 to C14 soaps) and unsaturated soaps.
  • soap compositions of the present invention preferably include about 20 to 52 wt% , more preferably 22.5 to 49 wt% and most preferably from 25wt% to 49wt% of the soluble fatty matter of the total fatty matter.
  • the soap composition includes 30 to 60 wt% of the water insoluble fatty matter more preferably 35 to 55 wt% and most preferably 40 to 55 wt% of the weight of total fatty matter.
  • Unsaturated fatty matter are preferably of oleic acid and linoleic acid.
  • soap compositions of the present invention preferably include about 15 to 45 wt% , more preferably 17.5 to 41 wt% and most preferably from 20wt% to 41wt% of the insoluble fatty matter of the total fatty matter.
  • the soap composition of the present invention wherein the class I electrolytes comprise sodium chloride and sodium sulphate.
  • the soap composition of the present invention wherein the class I electrolytes comprise sodium chloride in the range of 0.1 to 3 wt% by weight of the soap composition.
  • the soap composition of the present invention wherein the class I electrolytes comprise sodium sulphate in the range of 0.1 to 3 wt% by weight of the soap composition.
  • the class II electrolytes comprise a compound selected from the group of sodium citrate, sodium carbonate, sodium tartrate, disodium maleate, potassium carbonate and sodium oxalate.
  • the soap composition of the present invention comprises 40 to 70 wt% of fatty matter from Cs to C14 chain fatty acids or unsaturated fatty acids.
  • the composition comprises polymeric form of silica in the range of 2 to 10wt% by weight of the soap bar composition. It is preferred that in the soap composition of the present invention the composition comprises polymeric form of sodium alumino silicate in the range of 2 to 10wt% by weight of the soap bar composition.
  • the composition has a bar hardness of 2.7 to 5.0 Kg when measured at 40°C, using 15 mm penetration value.
  • the soap compositions of the present invention can hold a good amount of moisture or water content.
  • the soap compositions of the present invention have 12 to 35 wt% of water, preferably 15 to 30 wt%, more preferably 18 to 28 wt% and most preferably 20 to 28 wt% of water by weight of the soap composition.
  • composition of the invention comprises 2 to 5 wt%, preferably 2 to 4.5 wt %, more preferably in the range of 2.8 to 4 wt % electrolyte, and most preferably 2.8 to 3.8% by weight of the composition.
  • the electrolytes comprise up to 30 wt% of class I electrolytes, preferably 0.01 to 30wt%, most preferably 0.1 to 30wt% and 70 to 100 wt% class II electrolytes, preferably 70 to 99.99 wt%, most preferably 70 to 99.9 wt% and further more preferably 99 wt% by weight of the total electrolyte; wherein the class II electrolytes have ionic strength of at least 0.22 mole ions/L and class I electrolytes have ionic strength of less than 0.22 mole ions/L.
  • up to 30 wt% preferably means less than 30wt% of class I electrolytes and 70 wt% or more than 70 wt% of class II electrolytes, or at least 70wt% of class II electrolytes of the total electrolytes.
  • the 70 to 100 wt% of the total electrolytes have ionic strength of at least 0.22 mole ions/L. It is preferred that class II electrolytes are at most 99.99 wt%, more preferably 99.9 wt% and most preferably 99 wt% by weight of the composition.
  • 1% aqueous electrolyte solution refers to an aqueous solution containing 99% of water and 1% of electrolyte which is dissolved and dissociates into ions completely.
  • the class II electrolytes are selected from the group of sodium citrate, sodium carbonate, sodium tartrate, disodium maleate, potassium carbonate and sodium oxalate.
  • the remaining class I electrolytes up to 30wt% preferably from 0.0001 to 29.9999 wt%, more preferably 0.01 to 29.99 wt%, further more preferably from 0.1 to 29.9 wt% and most preferably from 1 to 29wt% of the total weight of electrolytes are selected from the group of include sodium sulfate, sodium chloride, potassium chloride, potassium sulfate, and other mono or di or tri salts of alkaline earth metals, more preferred electrolytes are sodium chloride, sodium sulfate, potassium chloride and especially preferred electrolytes are sodium chloride and sodium sulfate and combinations thereof.
  • the electrolyte is a non-soap material and non-surfactant material. It is preferred that class I electrolytes comprise sodium chloride and sodium sulphate.
  • class I electrolytes comprise sodium chloride in the range of 0.1 to 3 wt%. It is preferred that the class I electrolytes comprise sodium sulfate in the range of 0.1 to 3 wt%.
  • sodium sulphate when sodium sulphate is present in the range of 0.5 to 1.5 wt% of the weight of composition, more preferably 0.7 to 1.3 and most preferably 1 to 1.3 wt%. It is preferred that sodium sulphate is at least 0.5 wt%, more preferably at least 0.7wt%, and most preferably at least 1wt% and it is preferred that it is not more than 3wt%, more preferably not more than 2.5 wt%, furthermore preferably not more than 2wt% and most preferably not more than 1.5wt% of the total weight of composition of the present invention.
  • sodium chloride when sodium chloride is present in the range of 0.5 to 1.5 wt% of the weight of composition, more preferably 0.7 to 1.3 and most preferably 1.0 to 1.3 wt%. It is preferred that sodium chloride is at least 0.5 wt%, more preferably at least 0.6 wt%, and most preferably at least 0.7 wt% and it is preferred that it is not more than 3wt%, more preferably not more than 2.5 wt%, and further, more preferably not more than 2wt% and most preferably not more than 1 ,5wt% of the total weight of composition of the present invention.
  • preferred bars may include a non-soap surfactant, which acts as a co-surfactant and which is selected from anionic, non-ionic, zwitterionic, amphoteric and cationic surfactants.
  • the non-soap surfactant enhanced lather quality, contributing to the ‘premium’ experience of the soap bars.
  • the present invention comprises non-soap surfactant in the range of 1 to 10wt%, more preferably 1 to 8 wt% and most preferably 2 to 7 wt% by weight of the soap composition.
  • Preferred bars include 0.0001 to 15 wt% co-surfactants based on the weight of the composition. More preferred bars include 2 to 10 wt% co-surfactant and most preferred compositions include 2.5 to 6 wt% co-surfactant based on the weight of the composition.
  • Suitable anionic surfactants include water soluble salts of organic sulphuric reaction products having in the molecular structure an alkyl radical containing from 8 to 22 carbon atoms, and a radical chosen from sulphonic acid or sulphuric acid ester radicals, and mixtures thereof.
  • Suitable anionic surfactants are sodium and potassium alcohol sulphates, especially those obtained by sulphating the higher alcohols produced by reducing the glycerides of tallow or coconut oil; sodium and potassium alkyl benzene sulphonates such as those in which the alkyl group contains from 9 to 15 carbon atoms; sodium alkyl glyceryl ether sulphates, especially those ethers of the higher alcohols derived from tallow and coconut oil; sodium coconut oil fatty acid monoglyceride sulphates; sodium and potassium salts of sulphuric acid esters of the reaction product of one mole of a higher fatty alcohol and from 1 to 6 moles of ethylene oxide; sodium and potassium salts of alkyl phenol ethylene oxide ether sulphate with from 1 to 8 units of ethylene oxide molecule and in which the alkyl radicals contain from 4 to 14 carbon atoms; the reaction product of fatty acids esterified with isethionic acid and neutralized with sodium hydroxide where, for example
  • the preferred water-soluble synthetic anionic surfactants are the alkali metal (such as sodium and potassium) and alkaline earth metal (such as calcium and magnesium) salts of higher alkyl benzene sulphonates and mixtures with olefin sulphonates and higher alkyl sulphates, and the higher fatty acid monoglyceride sulphates.
  • Suitable nonionic surfactants can be broadly described as compounds produced by the condensation of alkylene oxide groups, which are hydrophilic in nature, with an organic hydrophobic compound which may be aliphatic or alkyl aromatic in nature.
  • the length of the hydrophilic or polyoxyalkylene radical which is condensed with any particular hydrophobic group can be readily adjusted to yield a water-soluble compound having the desired degree of balance between hydrophilic and hydrophobic elements.
  • Particular examples include the condensation product of aliphatic alcohols having from 8 to 22 carbon atoms in either straight or branched chain configuration with ethylene oxide, such as a coconut oil ethylene oxide condensate having from 2 to 15 moles of ethylene oxide per mole of coconut alcohol; condensates of alkylphenols whose alkyl group contains from 6 to 12 carbon atoms with 5 to 25 moles of ethylene oxide per mole of alkylphenol; condensates of the reaction product of ethylenediamine and propylene oxide with ethylene oxide, the condensate containing from 40 to 80 percent of polyoxyethylene radicals by weight and having a molecular weight of from 5,000 to 11,000; tertiary amine oxides of structure R3NO, where one group R is an alkyl group of 8
  • Suitable cationic surfactants that can be incorporated are alkyl substituted quarternary ammonium halide salts e.g. bis (hydrogenated tallow) dimethylammonium chlorides, cetyltrimethyl ammonium bromide, benzalkonium chlorides and dodecylmethylpolyoxyethylene ammonium chloride and amine and imidazoline salts for e.g. primary, secondary and tertiary amine hydrochlorides and imidazoline hydrochlorides.
  • alkyl substituted quarternary ammonium halide salts e.g. bis (hydrogenated tallow) dimethylammonium chlorides, cetyltrimethyl ammonium bromide, benzalkonium chlorides and dodecylmethylpolyoxyethylene ammonium chloride and amine and imidazoline salts for e.g. primary, secondary and tertiary amine hydrochlorides and imidazoline hydrochlorides.
  • Suitable amphoteric surfactants are derivatives of aliphatic secondary and tertiary amines containing an alkyl group of 8 to 18 carbon atoms and an aliphatic radical substituted by an anionic water-solubilising group, for instance sodium 3- dodecylamino-propionate, sodium 3-dodecylaminopropane sulphonate and sodium N- 2-hydroxydodecyl-N- methyltaurate.
  • Suitable zwitterionic surfactants are derivatives of aliphatic quaternary ammonium, sulphonium and phosphonium compounds having an aliphatic radical of from 8 to 18 carbon atoms and an aliphatic radical substituted by an anionic water-solubilising group, for instance 3-(N-N-dimethyl-N- hexadecylammonium) propane-1 -sulphonate betaine, 3-(dodecylmethyl sulphonium) propane-1 -sulphonate betaine and 3- (cetylmethylphosphonium) ethane sulphonate betaine.
  • detergent-active compounds are compounds commonly used as surface-active agents given in the well-known textbooks "Surface Active Agents", Volume I by Schwartz and Perry and “Surface Active Agents and Detergents", Volume II by Schwartz, Perry and Berch.
  • preferred cleansing bar may include other ingredients.
  • a preferred bar may include up to 30 wt% benefit agents.
  • Preferred benefit agents are moisturizers, emollients, sunscreens and anti-ageing compounds.
  • the agents may be added at an appropriate step during the process of making the bars.
  • Some benefit agents may be introduced as macro domains.
  • moisturizers and humectants examples include cetyl alcohol, CARBOPOL® 934, ethoxylated castor oil, paraffin oils, lanolin and its derivatives. Silicone compounds such as silicone surfactants like DC ®3225C (Dow Corning) and/or silicone emollients, silicone oil (DC-200 ® ex. Dow Corning) may also be included.
  • Sunscreens such as 4- tertiary butyl-4'- methoxy dibenzoylmethane (available under the trade name PARSOL ® 1789 from Givaudan) or 2-ethyl hexyl methoxy cinnamate (available under the trade name PARSOL ®MCX from Givaudan) or other UV-A and UV-B sun-screens may also be added.
  • Lipids such as cholesterol, ceramides, and pseudoceramides, and exfoliant particles such as polyethylene beads, walnut shells, apricot seeds, flower petals and seeds may also be present.
  • Structurants such as maltodextrin or starch may be used to structure the bars.
  • Preferred bars may also include essential oils such as bergamot and citrus or insoluble extracts of avocado, grape, grapeseed, myrrh, cucumber, watercress, calendula, elder flower, geranium, linden blossom, amaranth, seaweed, gingko, ginseng and other plant extracts.
  • Further optional ingredients include chelating agents such as ethylene diamine tetra acetic acid, preservatives (e.g. GLYDANT ®) antioxidants, and natural and synthetic perfumes.
  • Cationic polymers may be included as conditioners. These include POLYQUATERNIUM ® , MERQUAT ® polymers, and JAGUAR ® polymers.
  • the composition can also optionally include other ingredients conventionally used in soap such as lather boosters, hemectants such as glycerine, moisturisers, colourants and opacifiers.
  • adjunct materials may include germicides and preservatives. These ingredients normally will be in amounts less than 2 wt%, usually less than 0.5 wt%. Other optional ingredients like anti-oxidants, perfumes, polymers, chelating agents, colourants, deodorants, dyes, emollients, moisturizers, enzymes, foam boosters, germicides, antimicrobials, lathering agents, pearlescers, skin conditioners, stabilisers, superfatting agents, sunscreens may be added in suitable amounts in the process of the invention. Preferably, the ingredients are added after the saponification step and before filtering. Sodium metabisulphite, ethylene diamine tetra acetic acid (EDTA), borax and ethylene hydroxy diphosphonic acid (EHDP) are preferably added to the formulation.
  • EDTA ethylene diamine tetra acetic acid
  • EHDP ethylene hydroxy diphosphonic acid
  • the cleansing bar has no or essentially no opacifiers.
  • opacifiers is meant compounds which limit the quantity of light passing through the solid composition.
  • the solid composition is generally opaque, i.e. "opacification".
  • opacifiers include titanium dioxide, zinc oxide and the like.
  • the soaps bar composition may optionally comprise 0.1 to 15%, preferably 0.2 to 12% by weight of free fatty acids.
  • free fatty acids is meant a carboxylic acid comprising a hydrocarbon chain and a terminal carboxyl group bonded to an H.
  • Suitable fatty acids are C8 to C22 fatty acids.
  • Preferred fatty acids are C12 to C18, preferably predominantly saturated, straight-chain fatty acids. However, some unsaturated fatty acids can also be employed.
  • the composition preferably comprises a polyhydric alcohol (also called polyol) or mixture of polyols.
  • Polyol is a term used herein to designate a compound having multiple hydroxyl groups (at least two, preferably at least three) which is highly water soluble.
  • Many types of polyols are available including: relatively low molecular weight short chain polyhydroxy compounds such as glycerol and propylene glycol; sugars such as sorbitol, manitol, sucrose and glucose; modified carbohydrates such as hydrolyzed starch, dextrin and maltodextrin, and polymeric synthetic polyols such as polyalkylene glycols, for example polyoxyethylene glycol (PEG) and polyoxypropylene glycol (PPG).
  • PEG polyoxyethylene glycol
  • PPG polyoxypropylene glycol
  • Especially preferred polyols are glycerol, sorbitol and their mixtures. Most preferred polyol is glycerol.
  • the bars of the invention comprise 0 to 8%, preferably 1 to 7.5% by wt. polyol.
  • the total level of the adjuvant materials used in the bar composition generally is in an amount not higher than 50%, preferably 1 to 50%, more preferably 3 to 45% by wt. of the soap composition.
  • the adjuvant system may optionally include insoluble particles comprising one or a combination of materials.
  • insoluble particles materials that are present in solid particulate form and suitable for personal washing.
  • the insoluble particles should not be perceived as scratchy or granular and thus should have a particle size less than 300 microns, more preferably less than 100 microns and most preferably less than 50 microns.
  • Preferred inorganic particulate material includes talc and calcium carbonate.
  • Talc is a magnesium silicate mineral material, with a sheet silicate structure and a composition of Mg3Si4(OH)22 and may be available in the hydrated form. It has a plate-like morphology, and is essentially oleophilic/hydrophobic, i.e. , it is wetted by oil rather than water.
  • Calcium carbonate or chalk exists in three crystal forms: calcite, aragonite and vaterite.
  • the natural morphology of calcite is rhombohedral or cuboidal, acicular or dendritic for aragonite and spheroidal for vaterite.
  • examples of other optional insoluble inorganic particulate materials include aluminates, silicates, phosphates, insoluble sulfates, borates and clays (e.g., kaolin, china clay) and their combinations.
  • Organic particulate materials include: insoluble polysaccharides such as highly crosslinked or insolubilized starch (e.g., by reaction with a hydrophobe such as octyl succinate) and cellulose; synthetic polymers such as various polymer lattices and suspension polymers; insoluble soaps and mixtures thereof.
  • insoluble polysaccharides such as highly crosslinked or insolubilized starch (e.g., by reaction with a hydrophobe such as octyl succinate) and cellulose
  • synthetic polymers such as various polymer lattices and suspension polymers
  • insoluble soaps and mixtures thereof include: insoluble polysaccharides such as highly crosslinked or insolubilized starch (e.g., by reaction with a hydrophobe such as octyl succinate) and cellulose; synthetic polymers such as various polymer lattices and suspension polymers; insoluble soaps and mixtures thereof.
  • compositions of the invention comprise polymers.
  • Polymers of the acrylate class are especially preferred.
  • Preferred bars include 0.05 to 5% acrylates. More preferred bars include 0.01 to 3% acrylates.
  • Examples of acrylate polymers include polymers and copolymers of acrylic acid crosslinked with polyallylsucrose as described in US Patent 2,798,053 which is herein incorporated by reference.
  • Other examples include polyacrylates, acrylate copolymers or alkali swellable emulsion acrylate copolymers, hydrophobically modified alkali swellable copolymers, and crosslinked homopolymers of acrylic acid. Examples of such commercially available polymers are: ACULYN®, CARBOPOL®, and CARBOPOL® Ultrez grade series.
  • Bar compositions preferably comprise 0.1 to 25% by wt. of bar composition, preferably 5 to 15 by wt. of these mineral or organic particles.
  • the product can take the form of a water-clear, i.e. transparent soap, in which case it will not contain an opacifier.
  • ingredients like anti-oxidants, perfumes, polymers, chelating agents, colourants, deodorants, dyes, enzymes, foam boosters, germicides, anti-microbials, lathering agents, pearlescers, skin conditioners, stabilizers or superfatting agents, may be added in suitable amounts in the process of the invention.
  • the ingredients are added after the saponification step.
  • Sodium metabisulphite, ethylene diamine tetra acetic acid (EDTA), borax or ethylene hydroxy diphosphonic acid (EHDP) are preferably added to the formulation.
  • composition of the invention could be used to deliver antimicrobial benefits.
  • Antimicrobial agents that are preferably included to deliver this benefit include oligodynamic metals or compounds thereof.
  • Preferred metals are silver, copper, zinc, gold or aluminium. Silver is particularly preferred. In the ionic form it may exist as a salt or any compound in any applicable oxidation state.
  • Preferred silver compounds are silver oxide, silver nitrate, silver acetate, silver sulfate, silver benzoate, silver salicylate, silver carbonate, silver citrate or silver phosphate, with silver oxide, silver sulfate and silver citrate being of particular interest in one or more embodiments. In at least one preferred embodiment the silver compound is silver oxide.
  • Laundry bars generally include chelating agents that are generally not included in soap compositions for personal cleansing.
  • Chelating agents may be selected from but not limited to ethylene diamine tetra acetic acid (EDTA), ethylene hydroxy diphosphonic acid (EHDP) or mixtures thereof.
  • the chelating agent is preferably present in an amount ranging from 0.01 wt.% to 1 wt.%.
  • Non-phosphate chelating agents like methylglycinediacetic acid and salts thereof are also preferred.
  • the present invention provides use of soap bar composition according to the first aspect to provide soap bars having a bar hardness of 2.7 to 5.0 Kg when measured at 40°C, using 15 mm penetration value.
  • the present invention relates to a process for manufacture of a soap bar composition according to the first aspect, the method comprising the steps of: a. selecting fatty acids comprising 40 to 70 wt% of soluble fatty matter by weight of total fatty matter and ; b. saponifying fatty acids of step (a) with alkali to obtain a soap mixture; c. adding non-soap surfactant to the soap mixture of step (b) to obtain a soap mass; and d.
  • step (c) extruding the soap mass of step (c) to form a soap bar according to the first aspect; wherein 2 to 5 wt% electrolytes by weight of the soap composition, are added during step (a) (b) or (c); wherein the electrolytes comprise up to 30 wt% of class I electrolytes and 30 to 100 wt% class II electrolytes; wherein the class II electrolytes have ionic strength of at least 0.22 mole ions/L and class I electrolytes have ionic strength of less than 0.22 mole ions/L.
  • non-soap surfactant is added in the range of 1 to 10 wt% of the soap bar composition by weight of the soap composition. It is preferred in the process of the present invention that the class I electrolyte comprise sodium chloride and sodium sulphate.
  • the class I electrolyte comprise sodium chloride in the range of 0.1 to 3 wt% by weight of the soap composition.
  • the class I electrolyte comprise sodium sulphate in the range of 0.1 to 3 wt% by weight of the soap composition.
  • the class II electrolyte comprises a compound selected from the group of sodium citrate, sodium carbonate, sodium tartrate, disodium maleate, potassium carbonate and sodium oxalate.
  • the soap composition comprises 40 to 70 wt% of soluble fatty matter are from C8 to C14 chain fatty acids or unsaturated fatty acids by weight of soap bar composition.
  • the fatty acid soap comprises 30 to 60 wt% of fatty matter from C16 to C18 chain fatty acids by weight of the soap bar composition.
  • the composition comprises polymeric form of silica in the range of 2 to 10wt% by weight of the soap bar composition.
  • the composition comprises polymeric form of sodium alumino silicate in the range of 2 to 10wt% by weight of the soap bar composition.
  • TFM of the soap composition is 30 to 72 wt% by weight of the soap bar composition. It is preferred in the process of the present invention that the composition has a bar hardness of 2.7 to 5.0 Kg when measured at 40°C, using 15 mm penetration value.
  • the soap composition may be made into a bar by a process that first involves saponification of the fat charge with alkali followed by extruding the mixture in a conventional plodder.
  • the plodded mass may then be optionally cut to a desired size and stamped with a desirable indicia.
  • An especially important benefit of the present invention is that, notwithstanding the high amount of water content of the soap composition, compositions thus prepared by extrusion are found to be easy to stamp with a desirable indicia.
  • “easy to extrude” is meant that the hardness of the bar as it is extruded is high enough that it exits the extruder in a firm enough form that it can be called a rigid bar.
  • the hardness of the bar is preferably higher than 1.2 kg, more preferably in the range of 1.2 to 5.0 kg (at 40°C).
  • the hardness is preferably measured using the TA-XT Express apparatus available from Stable Micro Systems. The hardness is measured using this apparatus with a 30° conical probe - Part #P/30c to a penetration of 15 mm. If the soap mass is too soft and is passed through the extruder it will not extrude out of the extruder in a cohesive enough mass to be called a bar.
  • Easy to stamp is meant that the soap composition is of such a consistency and low enough stickiness that it does not stick to the die that is used to stamp any desired indicia on the bar.
  • the soap composition prepared by the process of the invention therefore preferably comprises an indicium stamped thereupon.
  • the present invention also provides use of soap bar composition according to the first aspect to provide soap bars having a bar hardness of 2.7 to 5.0 Kg when measured at 40°C, using 15 mm penetration value.
  • the present invention also provides use of soap bar composition according to the first aspect to provide soap bars having stamping rate of at least 100 tablet/min.
  • the soap compositions for the examples were prepared in accordance with the present invention. Bars were prepared in two step process. First, high moisture noodle with potassium soap were prepared, Non soap surfactant and electrolytes and 2 nd converting the noodle into finished goods by mixing minors (perfume, colorant etc), milling, plodding, cutting and stamping.
  • the oils for the examples were procured from Indonesia.
  • DFA/Oil required quantity of DFA/Oil was taken in a soap neutralizer PSM/Crutcher and electrolytes of both Class I and Class II added either powder form or solution form.
  • Part of the oil saponification or DFA neutralization first started with required quantity of KOH solution to generate potassium soap and then complete saponification reaction with NaOH solution.
  • Non-soap surfactant and glycerin were added into it and allowed for 5- 10 min of mixing.
  • Required quantity of process water was then added. The composition converted into noodle passing through chill drum and noodler.
  • the noodles as prepared in the first step were crushed in a mixer and added colorant, benefit agents and fillers like starch, talc, perfume. Mixer mass through triple roll mill, refiner, plodder and extruded in the shape of billet. Hardness, moisture were measured in this step.
  • the billet was cut into definite sizes and stamped on an automated operated continuous stamper where chilled water was passed through upper and lower die set to manipulate stamping speed. The bars from stamper are stamped.
  • Control composition E1 was prepared with 71 TFM with about 40 % of the total soap bar composition and sodium chloride as electrolyte.
  • Compositions E2 and E3 are 67 TFM soaps with about 43 and 47.5 % of the total soap bar composition respectively, having sodium chloride (class I electrolyte) and sodium citrate (class II electrolyte) as electrolytes and prepared in accordance with the method of present invention.
  • E4 was of 67 TFM and 43 wt% of the soluble soap by weight of the total soap composition.
  • E4 had sodium chloride (class I electrolyte) and sodium sulphate (class I electrolyte) as electrolytes without any class II electrolyte.
  • Table 1
  • a 30° conical probe penetrates into a soap/syndet sample at a specified speed to a pre-determined depth.
  • the resistance generated at the specific depth is recorded. There is no size or weight requirement of the tested sample except that the bar/bi Het be bigger than the penetration of the cone (15mm) and have enough area.
  • the recorded resistance number is also related to the yield stress and the stress can be calculated as noted below.
  • the hardness (and/or calculated yield stress) can be measured by a variety of different penetrometer methods. In this invention, as noted above, we use probe which penetrates to depth of 15 mm.
  • This test can be applied to billets from a plodder, finished bars, or small pieces of soap/syndet (noodles, pellets, or bits).
  • pieces of a suitable size (9 cm) for the TA-XT can be cut out from a larger sample.
  • the compression fixture is used to form several noodles into a single pastille large enough to be tested.
  • the probe After the run is performed, the probe returns to its original position. Remove the sample from the platform and record its temperature.
  • the output from this test is the readout of the TA-XT as “force” (RT) in g or kg at the target penetration distance, combined with the sample temperature measurement. (In the subject invention, the force is measured in Kg at 40°C at 15 mm distance)
  • the force reading can be converted to extensional stress, according to the equation given below.
  • extension rate (s -1 )
  • the hardness (yield stress) of skin cleansing bar formulations is temperature-sensitive.
  • the reading at the target distance (RT) should be corrected to a standard reference temperature (normally 40°C), according to the following equation:
  • T temperature at which the sample was analyzed.
  • the correction can be applied to the extensional stress.
  • a hardness value of at least 1.2 kg (measured at 40°C), preferably at least 2.7 kg is acceptable.

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Abstract

La présente invention concerne une composition de pain de savon comprenant de 52 à 75% en poids de matière grasse totale (TFM); 1 à 10% en poids d'un tensioactif non-savon; 12 à 35% en poids d'eau; et 2 à 5% en poids d'électrolytes, les électrolytes comprenant jusqu'à 30% en poids d'électrolytes de classe I et 70 à 100% en poids d'électrolytes de classe II en poids de l'électrolyte; les électrolytes de classe II ayant une force ionique d'au moins 0,22 ions moles/L et des électrolytes de classe I ayant une force ionique inférieure à 0,22 ions moles/L; 40 à 70% en poids des matières grasses totales comprenant une matière grasse soluble.
PCT/EP2024/075162 2023-09-15 2024-09-10 Pains de savon comprenant une teneur élevée en savon soluble Pending WO2025056484A1 (fr)

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Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2798053A (en) 1952-09-03 1957-07-02 Goodrich Co B F Carboxylic polymers
EP0014502A1 (fr) * 1979-02-06 1980-08-20 THE PROCTER & GAMBLE COMPANY Barres de savon
US20220081655A1 (en) 2019-02-19 2022-03-17 Conopco, Inc., D/B/A Unilever High water hard bars comprising combination of type and amount of electrolytes
US20220098527A1 (en) * 2019-02-19 2022-03-31 Conopco, Inc., D/B/A Unilever An extruded soap bar with high water content
WO2022180228A1 (fr) * 2021-02-26 2022-09-01 Unilever Ip Holdings B.V. Pain de savon

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2798053A (en) 1952-09-03 1957-07-02 Goodrich Co B F Carboxylic polymers
EP0014502A1 (fr) * 1979-02-06 1980-08-20 THE PROCTER & GAMBLE COMPANY Barres de savon
US20220081655A1 (en) 2019-02-19 2022-03-17 Conopco, Inc., D/B/A Unilever High water hard bars comprising combination of type and amount of electrolytes
US20220098527A1 (en) * 2019-02-19 2022-03-31 Conopco, Inc., D/B/A Unilever An extruded soap bar with high water content
WO2022180228A1 (fr) * 2021-02-26 2022-09-01 Unilever Ip Holdings B.V. Pain de savon

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