WO1994017783A2 - Cleansing composition - Google Patents

Cleansing composition Download PDF

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Publication number
WO1994017783A2
WO1994017783A2 PCT/EP1994/000278 EP9400278W WO9417783A2 WO 1994017783 A2 WO1994017783 A2 WO 1994017783A2 EP 9400278 W EP9400278 W EP 9400278W WO 9417783 A2 WO9417783 A2 WO 9417783A2
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WIPO (PCT)
Prior art keywords
group
acyl
alkyl
integer
following structure
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PCT/EP1994/000278
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French (fr)
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WO1994017783A3 (en
Inventor
Paul Anthony Bowser
Original Assignee
Unilever Plc
Unilever N.V.
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Application filed by Unilever Plc, Unilever N.V. filed Critical Unilever Plc
Priority to AU60007/94A priority Critical patent/AU6000794A/en
Publication of WO1994017783A2 publication Critical patent/WO1994017783A2/en
Publication of WO1994017783A3 publication Critical patent/WO1994017783A3/en

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    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/44Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/37Esters of carboxylic acids
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/39Derivatives containing from 2 to 10 oxyalkylene groups
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/46Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur
    • A61K8/463Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur containing sulfuric acid derivatives, e.g. sodium lauryl sulfate
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/46Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur
    • A61K8/466Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur containing sulfonic acid derivatives; Salts
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/55Phosphorus compounds
    • A61K8/556Derivatives containing from 2 to 10 oxyalkylene groups
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin
    • A61Q19/10Washing or bathing preparations
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/02Preparations for cleaning the hair
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/59Mixtures
    • A61K2800/596Mixtures of surface active compounds

Definitions

  • the invention relates to cleansing compositions.
  • the invention is concerned with very mild and high foaming cleansing compositions suitable for cleansing the skin and hair.
  • anionic surfactants in cleansing compositions are alkyl sulphates, polyoxyethylene alkyl sulphates and alkyl benzene sulphonates. These compounds are known to have a good foaming and deterging power. Due to their harshness, however, they are not desirable as components for cleansing compositions topically applied to human skin and hair. Their damaging effect particularly where young, tender or damaged skin is involved, has been the subject of intense study for many years.
  • US-A-3,728,447 discloses hair shampoo compositions containing fatty acid lactylates or glycolates. While the cleaning action of shampoos based on the fatty acid glycolates is satisfactory, the foam is minimal. In order to achieve higher foaming action it is described to include harsh detergents such as sodium lauryl sulphate or triethanolamine lauryl sulphate. When the glycolates are used in conjunction with such a booster, detergent the quantity of the glycolates present in the composition is reduced down to about 1 to 2% by weight.
  • compositions in particular for cleansing human skin or hair, with the added attribute that full lather is produced, have unexpectedly discovered that a narrow range of acyl glycolates in combination with specific co- surfactants provide the desired effects when used in particular amounts.
  • the compositions so obtained are capable of producing a superior lather and accordingly have great consumer appeal. Also, the compositions are so mild that they can safely be used for cleansing the skin and the hair and other more delicate skin areas.
  • the invention provides a cleansing composition which comprises, in addition to water,
  • R ] CO represents a C 6 to C 16 acyl radical
  • a is an integer from 1 to 3
  • M 1 represents hydrogen or a counterion chosen from alkali metal, ammonium or a substituted ammonium group having one or more Cj to C 3 alkyl or hydroxy alkyl group(s) ;
  • R 2 CO represents a C 10 to C 18 acyl group
  • M 2 is as M 1 in structure (1) ;
  • R 3 C0 represents a C 10 to C 18 acyl group
  • M 3 is as M 1 in structure (1) ;
  • R 4 represents a C 10 to C ⁇ 8 alkyl group
  • M 4 is as M 1 in structure (1)
  • (b) is an integer from 1 to 3;
  • R 5 CO represents a C 10 to C 18 acyl group
  • M 5 is as M 1 in structure (1)
  • c is an integer from 1 to 10;
  • R 6 CO represents a C 10 to C 18 acyl group
  • M 6 is as M 1 in structure (1)
  • d is an integer from 1 to 4;
  • Z 7 is chosen from the following groups (i) to (i ⁇ ):
  • R a C0 - NH - (CH,CH,0) e - where R a CO represents a C 10 to C 18 acyl group; and e is an integer from 1 to 10;
  • R b O - (CH,CH 2 0) f -, where R b represents a C 10 to C 18 alkyl group; and f is an integer from l to 10;
  • X 7 and Y 7 are independently from each other chosen from the counterions represented by M 1 in structure (1) ;
  • R 8 represents a C 10 to C ]8 alkyl group
  • M 83 and M 85 are independently from each other chosen from the group of species represented by M 1 in structure (1)
  • g is an integer from 0 to 3;
  • R 9 represents a C 10 to C 18 alkyl group
  • M 9 is as M 1 in structure (1)
  • h is an integer from 1 to 10;
  • R 10 CO represents a C 10 to C 18 acyl group
  • Z 10 represents H or C, to C, alkyl
  • Y 10 represents H, C, to C 3 alkyl or Cj to C 3 alkyl substituted with a COOH group
  • M 10 is chosen from the counterions represented by M 1 in structure ( 1) ;
  • R 11 represents a C 10 to C ]4 alkyl group
  • n is an integer f om 1 to 3;
  • R 12 represents a C 8 to C 18 alkyl group
  • Z 12 is a C 2 or C 3 alkylene group
  • p is an integer from 1 to 10;
  • Z 14 represents a C w to C 18 alkyl group or a C ⁇ 0 to C x8 acyl amido group
  • R 15 CO represents a C l0 to C 18 acyl group
  • Z 15 and Y 15 are independently from each other chosen from H, CH 2 CH,OH or (CH 2 ) r COO "
  • r is 1 or 2
  • M 15 is as M 1 in structure (1) ;
  • composition according to the invention has a foam height of more than 130mm, as measured by the foam height test described herein.
  • composition according to the invention comprises from 10 to 35% by weight of one or more acyl glycolate(s) of the following structure (1)
  • R ⁇ O represents a C 6 to C 16 acyl radical
  • a is an integer from 1 to 3
  • M 1 represents hydrogen or a counterion chosen from alkali metal, ammonium or substituted ammonium group having one or more Cj to C 3 alkyl or hydroxy alkyl group(s) .
  • acyl glycolates having the above structure (1) include:
  • Triethanolammonium dodecanoyl monoglycolate Ammonium decanoyl monoglycolate
  • Triethanolammonium decanoyl monoglycolate Triethanolammonium decanoyl monoglycolate.
  • the preferred acyl group RC0 is a C 10 to C 14 acyl group.
  • Preferred examples for M 1 include sodium, potassium, ammonium and triethanolammonium.
  • the amount of the acyl glycolate present in the composition according to the invention is preferably from 15 to 30%, most preferred from 20 to 30% by weight of the composition.
  • composition according to the invention further comprises one or more co-surfactant(s) in an amount from 5 to 25% by weight of the composition.
  • the co-surfactant is chosen from the compounds (A) to (0) described hereinafter.
  • the preferred amount of the co-surfactant present in the composition is from 10 to 25% by weight.
  • co-surfactants useful in the present invention are not only very mild but also result in high foaming compositions when combined with the acyl glycolate in the specified amounts.
  • the following compounds are suitable as co-surfactant in the cleansing composition according to the invention.
  • R 2 C0 represents a C, 0 to C ]8 acyl group
  • M 2 is as M 1 in structure (1) .
  • Preferred examples for taurates having the structure (2) include:
  • R 3 C0 represents a Cj 0 to C 18 acyl group
  • M 3 is as M 1 in structure (1) .
  • the preferred example for an Acylisethionate having the structure (3) is sodium cocoyl isethionate, eg. available as Fenopon AC 78 from Rhone Poulenc.
  • R 4 represents a C 10 to C 18 alkyl group
  • M 4 is as M 1 in structure (1)
  • (b) is an integer from 1 to 3.
  • Alkylester of a ⁇ - sulphonated carboxylic acid having the structure (4) is sodium lauryl sulphoacetate, eg. available as Lathanol LAL from Stepan or as Nikkol LSA and Nikkol Chemicals.
  • R 5 C0 represents a C 10 to C 18 acyl group
  • M 5 is as M 1 in structure (1)
  • c is an integer from 1 to 10.
  • a sulphate having the structure (5) is sodium cocoyl amide EO-3 sulphate, eg. available as Sunamide C-3 from Nippon Oils & Fats.
  • R 6 CO represents a C 10 to C 18 acyl group
  • M 6 is as M 1 in structure (1)
  • d is an integer from 1 to 4;
  • a preferred example for a fatty acyl poly(glyceride) sulphate having the structure (6) is sodium cocoyl monoglyceride sulphate, available from Jan Dekker International.
  • Z 7 is chosen from the following groups (i) to (i ⁇ ):
  • R a CO - NH - (CH,CH,0) c - where R a CO represents a C 10 to C 18 acyl group; and e is an integer from l to 10;
  • X 7 and Y 7 are independently from each other chosen from the counterions represented by M 1 in structure (1) .
  • Preferred examples for mono substituted sulphosuccinates represented by the structures (7a) and (7b) include:
  • Disodium lauryl (PEG) -2 sulphosuccinate a mixture of Disodium lauryl (PEG) -2 sulphosuccinate and Disodium myristyl (PEG) -2 sulphosuccinate, eg. available as Beaulight ESS from Sanyo Chemicals, -Disodium lauryl (PEG) -2 to 3 sulphosuccinate, eg. available as Rewopol SBFA 30 from Rewo, and
  • the short form (E0)-2 to 3 denotes that, as an averaage value, 2 to 3 oxyethylene groups are present per molecule sulphosuccinate.
  • the short form (PEG) -2 to 3 stands for the presence of a polyethylene glycol group derived from, as an average value, 2 to 3 ethylene glycol molecules per molecule sulphosuccinate.
  • R 8 represents a C 10 to C 18 alkyl group
  • M 83 and M 8b are independently from each other chosen from the group of species represented by M 1 in structure (1)
  • g is an integer from 0 to 3.
  • Preferred examples for Mono substituted phosphates having the structure (8) include:
  • E0 Monosodium monolauryl (E0)-1 phosphate, eg. available as Phosten HLP-1 from Nikkol Chemicals, and
  • R 9 represents a C ⁇ 0 to C 18 alkyl group
  • M 9 is as M 1 in structure (1)
  • h is an integer from 1 to 10.
  • Alkyl (PEG) acetates having the structure (9) include, Sodium Cocoyl PEG-10 acetate, eg. available as Marlinat CM 105 from Huls, and Sodium tridecyl
  • R 10 CO N CH OM 10 QD where R>1 ⁇ 0 ⁇ ,CO represents a C 10 to C 18 acyl group; Z10 represents H or C j to C, alkyl; Y 10 represents H, Cj to C 3 alkyl or C j to C 3 alkyl substituted with a COOH group; and M 10 is chosen from the counteriouns represented by M 1 in structure (1) .
  • Preferred examples for salts of N-acyl ⁇ -amino acids having the structure (10) include:
  • Triethanolammonium N-cocoyl sarcosinate eg. available as Firet KT from Nippon Oil and Fats,
  • R 11 represents a C, 0 to C, 4 alkyl group; and n is an integer from 1 to 3.
  • R 12 represents a C 8 to C 18 alkyl group
  • Z 12 is a C 2 or C 3 alkylene group
  • p is an integer from 1 to 10.
  • Preferred examples for a poly(oxyalkylene)-fatty alkyl ether having the structure (12) are (PEG)-6 lauryl ether and (PEG)-6 myristyl ether.
  • a mixture of (PEG)-6 C 12 -C 15 is available as Dobanol 91-6 from Shell Chemicals.
  • N-substituted Betaines having the structure (13) include:
  • Lauryl dimethyl betaine eg. available as Empigen BB from Albright & Wilson, and
  • Cocoamidopropyl betaine eg. available as
  • Z 14 represents a C ]0 to C 18 alkyl group or a C 10 to C 18 acyl amido group.
  • a preferred example for a Sultaine having the structure (14) is Cocoamidopropyl hydroxysultaine, eg. available as Cycloteric BET-CS from Alcolac.
  • R 15 CO represents a C J0 to C 18 acyl group
  • Z 15 and Y 15 are independently from each other chosen from H, CH 2 CH 2 OH or (CH 2 ) r COO " ; r is 1 or 2; and M 15 is as M 1 in structure (1).
  • Alkylamphocarboxylates having the structure (15) include:
  • Cocoamphoglycinate eg. available from GAF, Wheatgerm amphodiglycinate, Cocamphodipropionate, eg. available as Mirataine C2MS from Rhone Poulenc,
  • Caprylamphodipropionate eg. available as Miranol S2MSF from Rhone Poulenc
  • - Cocoamphoacetate eg. available as Nissan Anon
  • the cleansing composition according to the invention also comprises water.
  • the water will normally be present in an amount of up to 85%, preferably from 10 to 85% by weight of the composition.
  • the cleansing composition according to the invention can also comprise optional ingredients to modify the physical or chemical characteristics of the composition, eg. product form, foaming properties, pH-value or shelf life.
  • ingredients which can be included in the compositions according to the invention are:
  • Emollients such as:
  • a group of preferred emollients are poly (oxyalkylene) glycerides mono-substituted with a C ⁇ 0 to C 18 alkyl group and having up to 20 C 2 to C 3 oxyalkylene moieties per molecule of the glyceride, as an average value.
  • Especially preferred emollients are Polyoxyalkylene methyl glucosides having, as an average value, up to 20 C 2 - C 3 oxyalkylene moieties per molecule glucoside. These emollients are very beneficial as they impart a soft feeling to the skin and support the ability of the skin to retain moisture. Examples for such Polyoxyalkylene methyl glucosides are available as Glucam E-20 and Glucam P10, respectively, from Amerchol.
  • Humectants such as glycerine, sorbitol, sodium 2- pyrrolidone-5-carboxylate, soluble collagen, gelatine, ethoxylated (E0)-20 methyl glucoside, and propoxylated (E0)-10 methyl glucoside.
  • Preservatives such as ethanol, benzoic acid, sodium benzoate, sorbic acid, alkali metal halides;
  • PH controlling agents such as Sodium hydroxide
  • Citric acid Triethanolamine, Potassium hydroxide, Amino Sorbitol.
  • the pH controlling agents are preferably present in an amount sufficient to adjust the composition to a pH value in the range of 5.5 to 8.5.
  • Propellants such as fluorochloro hydrocarbons, propane, butane, isobutane, dimethyl ether, carbon dioxide, nitrous oxide;
  • Foam modifying agents such as cationic polymers, especially quaternised ammonium hydroxy ethyl cellulose polymers, eg. available as polyquaternium-24 or polyquaternium-10. These polymers make the foam creamier and richer.
  • composition according to the invention can also contain other optional agents, that is ingredients other than the main ingredients already defined which are conventionally employed in cleansing compositions, such as thickeners.
  • the cleansing composition according to the invention is primarily intended as a personal washing product for cleansing the face. It can also be used for washing the hair as well as the whole body.
  • the composition according to the invention is preferably used as facial cleanser, facial wash foam, hair shampoo, body shampoo, bath foam or shaving cream. Due to the high detergency provided by the composition it is also possible to use it in non-cosmetic applications, such as a household cleanser, carpet cleanser or detergent for tableware.
  • the following procedure is an example for the use of the cleansing composition according to the invention; a small quantity, for example from 1 to 5ml, of the composition is either rubbed between the hands, together with water together to form a foam which is then used for washing or applied via a sponge to the area to be cleansed, or the foam is generated directly on that area. The foam is subsequently rinsed away with clean water.
  • the cleansing composition according to the invention can take the form of a liquid or gel, intended to be dispensed from a capped container such as a bottle, roll-on applicator or tube, or a pump-operated or propellant-driven aerosol dispenser.
  • the composition can also take the form of a solid, such as a stick or a bar or tablet intended to be used for washing instead of a conventional soap bar. Foaming Properties of the Composition
  • composition according to the invention does not include harsh surfactants, as are found in conventional cleansing compositions, its foaming power is excellent.
  • the test-method which can be used to assess the foaming power of the cleansing compositions according to the invention is the ASTM D 1173-53 test, also referred to as Ross-Miles test, and described in J Ross and G D Miles, American Society for Testing Materials, 1953, pages 644- 646.
  • the test is carried out at a temperature of 20°C by using an aqueous test solution of 0.3% by weight acyl glycolate and 0.1% by weight co-surfactant. This is a realistic concentration of the cleansing composition according to the invention when used by the consumer, eg. when topically applied on the face or body together with water to generate the desired foam.
  • the pH value of the test solution has been adjusted to a pH of 7.5 by addition of aqueous sodium hydroxide solution.
  • the cleaning composition according to the invention conveniently has a foam height of more than 130mm, as measured by the foam height test carried out under the conditions described above.
  • compositions according to the invention have a foam height of more than 150mm, more preferably more than 170mm and most preferably more than 190mm.
  • Methyl gluceth-20 (Humectant/Emollient) 3, .00
  • Polyquaternium 10 (Foam modifier) 0, .40
  • Polyquaternium 24 (Thickener, Foam Modifier) 0.40
  • Citric acid to pH 6. 0-6. .5
  • Citric acid to pH 7. 0-7. .3
  • Example 11 Body Shampoo wt %
  • Citric acid to pH 7.0-7.5
  • Example 12 Mild Body Shampoo wt %
  • Triethanolammonium myristoyl monoglycolate 7.50 Disodium lauryl (PEG) -2.5 sulphosuccinate 10.00 Cocoamidoproyl betaine 5.00
  • Citric acid to pH 7.0-7.5
  • Example 15 Bath Foam Concentrate wt Lauroyl monoglycolic acid 15.00
  • Example 17 Conditioning Bubble Bath wt Triethanolammonium decanoyl monoglycolate 20.00 Cocoamphodiacetate 5.00
  • Example 21 Facial wash foam wt %
  • Polyquaternium 10 0.40 Sodium hydroxide solution to pH 6.8-7.0
  • Example 22 Facial wash foam wt Sodium lauroyl glycolate 14 , . 00

Abstract

The invention provides a cleansing composition, which comprises in addition to water, (a) from 10 to 30 % by weight of one or more C6 to C16 acyl glycolates and (b) from 5 to 25 % by weight of one or more co-surfactants, such as acyl taurates, isethionates, sarcosinates and sulphosuccinates. The cleansing compositions are primarily intended to be used as personal washing products, such as facial wash foams, bath foams and hair shampoos.

Description

CLEANSING COMPOSITION
FIELD OF THE INVENTION
The invention relates to cleansing compositions. In particular, the invention is concerned with very mild and high foaming cleansing compositions suitable for cleansing the skin and hair.
BACKGROUND TO THE INVENTION AND PRIOR ART
The most widely used anionic surfactants in cleansing compositions are alkyl sulphates, polyoxyethylene alkyl sulphates and alkyl benzene sulphonates. These compounds are known to have a good foaming and deterging power. Due to their harshness, however, they are not desirable as components for cleansing compositions topically applied to human skin and hair. Their damaging effect particularly where young, tender or damaged skin is involved, has been the subject of intense study for many years.
On the other hand milder surfactants often suffer from the draw-back that they do not provide high foam which is very important for the consumer. Therefore, there is a strong need for products which are not only very mild but also possess an excellent foaming power.
US-A-3,728,447 (C J Patterson) discloses hair shampoo compositions containing fatty acid lactylates or glycolates. While the cleaning action of shampoos based on the fatty acid glycolates is satisfactory, the foam is minimal. In order to achieve higher foaming action it is described to include harsh detergents such as sodium lauryl sulphate or triethanolamine lauryl sulphate. When the glycolates are used in conjunction with such a booster, detergent the quantity of the glycolates present in the composition is reduced down to about 1 to 2% by weight.
Applicants in their search for mild cleansing compositions, in particular for cleansing human skin or hair, with the added attribute that full lather is produced, have unexpectedly discovered that a narrow range of acyl glycolates in combination with specific co- surfactants provide the desired effects when used in particular amounts. The compositions so obtained are capable of producing a superior lather and accordingly have great consumer appeal. Also, the compositions are so mild that they can safely be used for cleansing the skin and the hair and other more delicate skin areas.
DEFINITION OF THE INVENTION
Accordingly, the invention provides a cleansing composition which comprises, in addition to water,
(a) from 10 to 35% by weight of one or more acyl glycolate(s) of the following structure (1)
Figure imgf000004_0001
where R]CO represents a C6 to C16 acyl radical; a is an integer from 1 to 3; M1 represents hydrogen or a counterion chosen from alkali metal, ammonium or a substituted ammonium group having one or more Cj to C3 alkyl or hydroxy alkyl group(s) ; and
(b) from 5 to 25% by weight of one or more co- surfactant(s) chosen from the following compounds (A) to (0):
(A) N-methyl-N-acyl taurates of the following structure (2) CH3
I R2C0 N — CH,CH, — S03M2 (2)
where R2CO represents a C10 to C18 acyl group; and M2 is as M1 in structure (1) ;
(B) Acylisethionates of the following structure (3)
R3C0 OCH2CH2 S03M3 (3)
where R3C0 represents a C10 to C18 acyl group; and M3 is as M1 in structure (1) ;
(C) Alkylesters of ω-sulphonated carboxylic acids of the following structure (4)
R4 O C (CH2)b SO3M4 (4)
where R4 represents a C10 to Cι8 alkyl group; M4 is as M1 in structure (1) ; and (b) is an integer from 1 to 3;
(D) Fatty acylamido polyoxyethylene sulphates of the following structure (5)
R5C0 NH (CH,CH20)c S03M5 (5) where R5CO represents a C10 to C18 acyl group; M5 is as M1 in structure (1) ; and c is an integer from 1 to 10;
(E) Fatty acid poly lvceride sulphates of the following structure (6)
R6CO O (CH2 - CHOH - CH20)d S03M° (6)
where R6CO represents a C10 to C18 acyl group; M6 is as M1 in structure (1); and d is an integer from 1 to 4;
(F) Mono substituted sulphosuccinates of the following structures (7a) or (7b)
S03X7
I Z7C0 CH CH, CO,Y7 (fc)
S03X7
I Z7C0 CH, CH C02Y7 ty
where Z7 is chosen from the following groups (i) to (iϋ):
(i) RaC0 - NH - (CH,CH,0)e -, where RaCO represents a C10 to C18 acyl group; and e is an integer from 1 to 10;
(ii) Rb - O - (CH,CH20)f -, where Rb represents a C10 to C18 alkyl group; and f is an integer from l to 10;
(iii) Rc - O -, where Rc represents a C10 to C,8 alkyl group; and
X7 and Y7 are independently from each other chosen from the counterions represented by M1 in structure (1) ;
(G) Mono substituted phosphates of the following structure (8)
R8 (OCH,CH2)g 0 P OM83 (8)
I OM8b
where R8 represents a C10 to C]8 alkyl group; M83 and M85 are independently from each other chosen from the group of species represented by M1 in structure (1) ; and g is an integer from 0 to 3;
(H) Alkyl polvfethylene αlycol) acetates of the following structure (9)
(CH,CH,0)h CH, OMv (9)
where R9 represents a C10 to C18 alkyl group; M9 is as M1 in structure (1) ; and h is an integer from 1 to 10;
(I) Salts of N-acyl -amino acids of the following structure (10)
Z10 Y10 O
! I II
R10CO — N CH C OM10 (10)
where R10CO represents a C10 to C18 acyl group; Z10 represents H or C, to C, alkyl; Y10 represents H, C, to C3 alkyl or Cj to C3 alkyl substituted with a COOH group; and
M10 is chosen from the counterions represented by M1 in structure ( 1) ;
(K) Alkyl polyσlucosides of the following structure
(ID
Figure imgf000008_0001
where R11 represents a C10 to C]4 alkyl group; and n is an integer f om 1 to 3;
(L) Poly(oxyalkylene) fatty alkyl ether of the following structure (12)
R12 O (Z120)D H 02)
where R12 represents a C8 to C18 alkyl group; Z12 is a C2 or C3 alkylene group; and p is an integer from 1 to 10;
(M) N-substituted betaines of the following structure
(13)
CH,
,13 N+ CH,COO" CD)
CH*,
where Z .113J represents
( i) a C10 to C]8 alkyl group ; or
( ii ) a R13CO - NH - (CH,) 3 group , where R13C0 represents a C10 to C18 acyl group ; (N) Sultaines of the following structure (14)
CH3 OH
I I Z14 N+ CH, CH, CH2 SO- 0-4)
I CH3
where Z14 represents a Cw to C18 alkyl group or a Cϊ0 to Cx8 acyl amido group; and
(0) Alkyl a phocarboxylates of the following structure (15)
,15
R15CO NH (CH,), N+ (CH,)rCOOM15 Q5)
rl5
where R15CO represents a Cl0 to C18 acyl group; Z15 and Y15 are independently from each other chosen from H, CH2CH,OH or (CH2)rCOO"; r is 1 or 2; and M15 is as M1 in structure (1) ;
Preferably the composition according to the invention has a foam height of more than 130mm, as measured by the foam height test described herein.
DISCLOSURE OF THE INVENTION
The Acyl glycolates
The composition according to the invention comprises from 10 to 35% by weight of one or more acyl glycolate(s) of the following structure (1)
Figure imgf000010_0001
where R^O represents a C6 to C16 acyl radical; a is an integer from 1 to 3; M1 represents hydrogen or a counterion chosen from alkali metal, ammonium or substituted ammonium group having one or more Cj to C3 alkyl or hydroxy alkyl group(s) .
Examples of acyl glycolates having the above structure (1) include:
Sodium lauroyl monoglycolate
Sodium myristoyl monoglycolate
Sodium decanoyl monoglycolate
Potassium dodecanoyl monoglycolate
Potassium dodecanoyl diglycolate Sodium myristoyl diglycolate
Sodium lauroyl diglycolate
Lauroyl diglycolic acid
Palmitoyl diglycolic acid
Triethanolammonium dodecanoyl monoglycolate Ammonium decanoyl monoglycolate, and
Triethanolammonium decanoyl monoglycolate.
The preferred acyl group RC0 is a C10 to C14 acyl group.
Preferred examples for M1 include sodium, potassium, ammonium and triethanolammonium.
The amount of the acyl glycolate present in the composition according to the invention is preferably from 15 to 30%, most preferred from 20 to 30% by weight of the composition. The Co-surfactant
The composition according to the invention further comprises one or more co-surfactant(s) in an amount from 5 to 25% by weight of the composition. The co-surfactant is chosen from the compounds (A) to (0) described hereinafter.
The preferred amount of the co-surfactant present in the composition is from 10 to 25% by weight.
The co-surfactants useful in the present invention are not only very mild but also result in high foaming compositions when combined with the acyl glycolate in the specified amounts.
The following compounds are suitable as co-surfactant in the cleansing composition according to the invention.
(A) N-methyl-N-acyl taurates, having the following structure (2)
CH3
I
R2C0 N CH,CH, S03M2 (2)
where R2C0 represents a C,0 to C]8 acyl group; and M2 is as M1 in structure (1) .
Preferred examples for taurates having the structure (2) include:
- Sodium N-methyl-N-cocoyl taurate, eg. available as Diapon K from Nippon Oil and Fats,
- Sodium N-methyl-N-lauroyl taurate, eg. available as Diapon LM from Nippon Oils and Fats,
- Sodium N-methyl-N-myristoyl taurate, eg. available as Nikkol MMT from Nikkol Chemicals. (B) Acylisethionates, having the structure (3) ;
Figure imgf000012_0001
where R3C0 represents a Cj0 to C18 acyl group; and M3 is as M1 in structure (1) .
The preferred example for an Acylisethionate having the structure (3) is sodium cocoyl isethionate, eg. available as Fenopon AC 78 from Rhone Poulenc.
(C) Alkylesters of ω-sulphonated carboxylic acids, having the structure (4) ;
R4 0 C (CH2)b SO3M4 (4)
where R4 represents a C10 to C18 alkyl group; M4 is as M1 in structure (1); and (b) is an integer from 1 to 3.
The preferred example for an Alkylester of a ω- sulphonated carboxylic acid having the structure (4) is sodium lauryl sulphoacetate, eg. available as Lathanol LAL from Stepan or as Nikkol LSA and Nikkol Chemicals.
(D) Fatty acylamido polvoxyethylene sulphates, having the structure (5) ;
R5CO NH (CH,CH,0)c S03M5 (5)
where R5C0 represents a C10 to C18 acyl group; M5 is as M1 in structure (1) ; and c is an integer from 1 to 10.
The preferred example for a sulphate having the structure (5) is sodium cocoyl amide EO-3 sulphate, eg. available as Sunamide C-3 from Nippon Oils & Fats.
(E) Fatty acyl polyαlvceride sulphates. having the structure (6) ;
R6CO O (CH2 - CHOH - CH20)d SO^ (6)
where R6CO represents a C10 to C18 acyl group; M6 is as M1 in structure (1); and d is an integer from 1 to 4;
A preferred example for a fatty acyl poly(glyceride) sulphate having the structure (6) is sodium cocoyl monoglyceride sulphate, available from Jan Dekker International.
(F) Mono substituted sulphosuccinates. having the structures (7a) or (7b) ;
S03X7
I Z7C0 CH CH, C0,Y7 Oa)
S03X7
I Z7CO CH, CH CO,Y7 fc*
where Z7 is chosen from the following groups (i) to (iϋ):
(i) RaCO - NH - (CH,CH,0)c -, where RaCO represents a C10 to C18 acyl group; and e is an integer from l to 10;
(ii) Rb - O - (CH,CH,0)f -, where Rb represents a C10 to C18 alkyl group; and f is an integer from
1 to 10; (iii) Rc - O -, where Rc represents a C10 to C18 aklyl group; and
X7 and Y7 are independently from each other chosen from the counterions represented by M1 in structure (1) .
Preferred examples for mono substituted sulphosuccinates represented by the structures (7a) and (7b) include:
- Disodium lauroyl a ido (E0)-2 to 3 sulphosuccinate eg. available as Beaulight A-5000 from Sanyo Chemicals,
- a mixture of Disodium lauryl (PEG) -2 sulphosuccinate and Disodium myristyl (PEG) -2 sulphosuccinate, eg. available as Beaulight ESS from Sanyo Chemicals, -Disodium lauryl (PEG) -2 to 3 sulphosuccinate, eg. available as Rewopol SBFA 30 from Rewo, and
- Disodium lauryl sulphosuccinate, eg. available as Beaulight SSS from Sanyo Chemicals.
The short form (E0)-2 to 3 denotes that, as an averaage value, 2 to 3 oxyethylene groups are present per molecule sulphosuccinate. On the other hand, the short form (PEG) -2 to 3 stands for the presence of a polyethylene glycol group derived from, as an average value, 2 to 3 ethylene glycol molecules per molecule sulphosuccinate.
(G) Mono substituted phosphates, having the structure (8),
Figure imgf000014_0001
0M8b where R8 represents a C10 to C18 alkyl group; M83 and M8b are independently from each other chosen from the group of species represented by M1 in structure (1) ; and g is an integer from 0 to 3.
Preferred examples for Mono substituted phosphates having the structure (8) include:
- Monosodium monolauryl phosphate, eg. available as Phosten HLP from Nikkol Chemicals,
Monosodium monolauryl (E0)-1 phosphate, eg. available as Phosten HLP-1 from Nikkol Chemicals, and
- Monosodium monolauryl (E0)-2 to 3 phosphate, eg. available as Phosphanol ML 220 from Toho Chemicals.
(H) Alkyl poly(ethylene glycol) acetate, having the structure (9) ,
R9 O (CH,CH,0)h CH, C OM9 (9)
where R9 represents a Cι0 to C18 alkyl group; M9 is as M1 in structure (1) ; and h is an integer from 1 to 10.
Preferred examples for Alkyl (PEG) acetates having the structure (9) include, Sodium Cocoyl PEG-10 acetate, eg. available as Marlinat CM 105 from Huls, and Sodium tridecyl
(PEG)-3 acetate, eg. available as Beaulight ECA from Sanyo Chemicals.
(I) Salts of N-acyl α-amino acids, having the structure (10) ;
Z10 Y10 O
I I II
R10CO N CH OM10 QD) where R>1ι0υ,CO represents a C10 to C18 acyl group; Z10 represents H or Cj to C, alkyl; Y10 represents H, Cj to C3 alkyl or Cj to C3 alkyl substituted with a COOH group; and M10 is chosen from the counteriouns represented by M1 in structure (1) .
Preferred examples for salts of N-acyl α-amino acids having the structure (10) include:
Sodium N-lauroyl glutamate, available as .Amisoft,
LS-11 from Ajinomoto Inc.,
Sodium N-cocoyl glutamate, eg. available as
Amisoft CS-ll from Ajinomoto Inc.,
Triethanolammonium N-cocoyl sarcosinate, eg. available as Firet KT from Nippon Oil and Fats,
Sodium N-decanoyl sarcosinate,
Sodium N-lauroyl alaninate, eg. available as
Alaninate LN-30 from Nikkol Chemicals,
Sodium N-cocoyl alaninate,
Sodium N-cocoyl aspartate, and
Sodium N-lauroyl aspartate.
(K) Alkyl poly glucoside, having the structure (11) ;
Figure imgf000016_0001
where R11 represents a C,0 to C,4 alkyl group; and n is an integer from 1 to 3.
Preferred examples for Alkyl poly glucosides having the structure (11) include; Decyl poly glucoside (n = 1.44), eg. available as Oramix NS10 from Seppic, and
C9 - Cn Alkyl poly glucoside (n = 1.4) , eg. available as APG 300 from Henkel.
(L) Polv(oxyalkylene) fatty alkyl ether, having the structure (12) ,
R12 O (Z120)p H 02)
where R12 represents a C8 to C18 alkyl group; Z12 is a C2 or C3 alkylene group; and p is an integer from 1 to 10.
Preferred examples for a poly(oxyalkylene)-fatty alkyl ether having the structure (12) are (PEG)-6 lauryl ether and (PEG)-6 myristyl ether. A mixture of (PEG)-6 C12-C15 is available as Dobanol 91-6 from Shell Chemicals.
(M) N-substituted Betaines. having the structure (13);
CH*,
•■13 N+ CH,COO- 03)
CH,
where Z13 represents
(i) a CJO to C18 alkyl group; or
(ii) a R13CO - NH - (CH,)3 group, where R13CO represents a C10 to C]8 acyl group.
Preferred examples for N-substituted Betaines having the structure (13) include:
Lauryl dimethyl betaine, eg. available as Empigen BB from Albright & Wilson, and
Cocoamidopropyl betaine, eg. available as
Tegobetaine L7F from Goldschmidt.
(N) Sultaines, having the structure (14) ;
CH, OH
>1 N+ CH, CH, CH, SO, 04)
CH3
where Z14 represents a C]0 to C18 alkyl group or a C10 to C18 acyl amido group.
A preferred example for a Sultaine having the structure (14) is Cocoamidopropyl hydroxysultaine, eg. available as Cycloteric BET-CS from Alcolac.
(O) Alkylamphocarboxylates, having the structure
(15) ;
z15 I R15CO NH (CH,) , N+ (CH2) rCOOM15 Q5)
I γl5
where R15CO represents a CJ0 to C18 acyl group; Z15 and Y15 are independently from each other chosen from H, CH2CH2OH or (CH2)rCOO"; r is 1 or 2; and M15 is as M1 in structure (1).
Preferred examples for Alkylamphocarboxylates having the structure (15) include:
Cocoamphoglycinate eg. available from GAF, Wheatgerm amphodiglycinate, Cocamphodipropionate, eg. available as Mirataine C2MS from Rhone Poulenc,
Caprylamphodipropionate, eg. available as Miranol S2MSF from Rhone Poulenc, - Cocoamphoacetate, eg. available as Nissan Anon
GLM-R from Nippon Oils & Fats.
Water
The cleansing composition according to the invention also comprises water. The water will normally be present in an amount of up to 85%, preferably from 10 to 85% by weight of the composition.
Optional Ingredients
The cleansing composition according to the invention can also comprise optional ingredients to modify the physical or chemical characteristics of the composition, eg. product form, foaming properties, pH-value or shelf life.
Examples for ingredients which can be included in the compositions according to the invention are:
Emollients, such as:
[PEG]-20 Corn Glycerides, [PEG]-60 Corn Glycerides, [PEG]-20 Almond Glycerides, - [PEG]-60 Almond Glycerides,
[PEG]-12 Palm Kernel Glycerides, [PEG]-45 Palm Kernel Glycerides, [PEG]-20 Evening Primrose Glycerides, [PEG]-60 Evening Primrose Glycerides, - Ethoxylated (EO)-20 methyl glucoside, also referred to as Methyl gluceth-20 Propoxylated (E0)-10 methyl glucoside. A group of preferred emollients are poly (oxyalkylene) glycerides mono-substituted with a Cι0 to C18 alkyl group and having up to 20 C2 to C3 oxyalkylene moieties per molecule of the glyceride, as an average value.
Especially preferred emollients are Polyoxyalkylene methyl glucosides having, as an average value, up to 20 C2 - C3 oxyalkylene moieties per molecule glucoside. These emollients are very beneficial as they impart a soft feeling to the skin and support the ability of the skin to retain moisture. Examples for such Polyoxyalkylene methyl glucosides are available as Glucam E-20 and Glucam P10, respectively, from Amerchol.
Humectants, such as glycerine, sorbitol, sodium 2- pyrrolidone-5-carboxylate, soluble collagen, gelatine, ethoxylated (E0)-20 methyl glucoside, and propoxylated (E0)-10 methyl glucoside.
Preservatives, such as ethanol, benzoic acid, sodium benzoate, sorbic acid, alkali metal halides;
PH controlling agents, such as Sodium hydroxide,
Citric acid, Triethanolamine, Potassium hydroxide, Amino Sorbitol. The pH controlling agents are preferably present in an amount sufficient to adjust the composition to a pH value in the range of 5.5 to 8.5.
Propellants, such as fluorochloro hydrocarbons, propane, butane, isobutane, dimethyl ether, carbon dioxide, nitrous oxide;
Foam modifying agents, such as cationic polymers, especially quaternised ammonium hydroxy ethyl cellulose polymers, eg. available as polyquaternium-24 or polyquaternium-10. These polymers make the foam creamier and richer. Further Optional Ingredients
The composition according to the invention can also contain other optional agents, that is ingredients other than the main ingredients already defined which are conventionally employed in cleansing compositions, such as thickeners.
USE OF THE COMPOSITION
The cleansing composition according to the invention is primarily intended as a personal washing product for cleansing the face. It can also be used for washing the hair as well as the whole body. The composition according to the invention is preferably used as facial cleanser, facial wash foam, hair shampoo, body shampoo, bath foam or shaving cream. Due to the high detergency provided by the composition it is also possible to use it in non-cosmetic applications, such as a household cleanser, carpet cleanser or detergent for tableware.
The following procedure is an example for the use of the cleansing composition according to the invention; a small quantity, for example from 1 to 5ml, of the composition is either rubbed between the hands, together with water together to form a foam which is then used for washing or applied via a sponge to the area to be cleansed, or the foam is generated directly on that area. The foam is subsequently rinsed away with clean water.
The cleansing composition according to the invention can take the form of a liquid or gel, intended to be dispensed from a capped container such as a bottle, roll-on applicator or tube, or a pump-operated or propellant-driven aerosol dispenser. The composition can also take the form of a solid, such as a stick or a bar or tablet intended to be used for washing instead of a conventional soap bar. Foaming Properties of the Composition
Although the composition according to the invention does not include harsh surfactants, as are found in conventional cleansing compositions, its foaming power is excellent.
Foam-Height Test
The test-method which can be used to assess the foaming power of the cleansing compositions according to the invention is the ASTM D 1173-53 test, also referred to as Ross-Miles test, and described in J Ross and G D Miles, American Society for Testing Materials, 1953, pages 644- 646. The test is carried out at a temperature of 20°C by using an aqueous test solution of 0.3% by weight acyl glycolate and 0.1% by weight co-surfactant. This is a realistic concentration of the cleansing composition according to the invention when used by the consumer, eg. when topically applied on the face or body together with water to generate the desired foam. The pH value of the test solution has been adjusted to a pH of 7.5 by addition of aqueous sodium hydroxide solution.
The cleaning composition according to the invention conveniently has a foam height of more than 130mm, as measured by the foam height test carried out under the conditions described above.
Preferably the compositions according to the invention have a foam height of more than 150mm, more preferably more than 170mm and most preferably more than 190mm. EXAMPLES
The following examples further illustrate the invention by giving conventionally prepared formulations for different types of cleansing compositions.
Example 1 - Facial Cleanser wt
Potassium dodecanoyl monoglycolate 15, .00
Potassium dodecanoyl diglycolate 15, .00
Disodium lauryl sulphosuccinate 7, .00
Glycerol (Humectant) 5, .00 Sodium chloride (Thickener) 4, .20
Methyl gluceth-20 (Humectant/Emollient) 3, .00
Polyquaternium 10 (Foam modifier) 0, .40
Ethyleneglycol monostearate (Thickener) 0, .40
Preservative 0. .30 Fragrance 0, .30
Citric acid to pH 7. 0-7.5
Distilled water to 100.1 30
Example 2 - Mild Facial Cleanser wt
Sodium myristoyl diglycolate
20.00
Sorbitol (Humectant) 9. .00
Sodium cocoyl isethionate 7, .00 Cocoamidopropyl hydroxysulphobetaine 4 .00
Polyoxyethylene [E0]-20 sorbitan monolaurate 3 .00
(Thickener)
Hydroxypropyl methylcellulose (Thickener) 0 .20
Preservative , 0 .20 Fragrance 0 .10
Citric acid to PH 6. 0-6. .5
Distilled water to 100.1 00 Example 3 - Facial Cleanser for Dry Skin t
Sodium lauroyl diglycolate 25.00 Sodium monolauryl phosphate 10.00
Propylene glycol 10.00
Polyethyleneglycol (PEG)-150 distearate 5.00
Preservative 0.25
Fragrance 0.20 Citric acid to pH 6.5-7.0
Distilled water to 100.00
Example 4 - Mild Facial Cleanser for Sensitive Skin wt % Lauroyl diglycolic acid 20.0
Sodium N-methyl-N-myristoyl taurate 6.00
Cocoamphoacetate 3.50
Glycerol (Humectant) 9.00
Diglycerol (Humectant) 1.00 PEG-20 almond glycerides (Emollient) 5.00
Polyquaternium 24 (Thickener, Foam Modifier) 0.40
Sodium Hydroxide (aq. soln.) to pH 6.0-6.5
Distilled water to 100.00
Example 5 - Liquid Hand Soap wt
Lauroyl diglycolic acid 7.50
Palmitoyl diglycolic acid 7.50
Triethanolammonium N-lauroyl glutamate 9.00 Cocoamidopropyl betaine 4.00
Propyleneglycol hydroxy isostearate (Thickener) 1.00 Trisodium citrate (Thickener) 7.00
Preservative 0.26
Fragrance , 0.15 Triethanolamine to pH 7.0-7.3
Distilled water to 100.00 Example 6 - Anti-Acne Facial Cleansing Scrub Gel wt
Sodium decanoyl monoglycolate 18.00
Sodium N-cocoyl sarcosinate 6.00 Benzoyl peroxide (70% aq.soln.) 14.30
Polyoxyethylene (PEG)-20 cetyl ether (Thickener, Emulsifier) 10.00
Magnesium aluminium silicate (Thickener) 1.00
Disodium ethylenediamine tetraacetate (Chelating Agent) 0.20
Sodium Hydroxide to pH 7.0-7.
Distilled water to 100.00
Example 7 - Hair Shampoo wt
Triethanolammonium dodecanoyl monoglycolate 21 .00
Sodium lauryl (PEG)-10 acetate 4 .00
Cocoamphodipropionate 3 .00
Propylene glycol (Humectant) 2 .50 Sodium chloride (Thickener) 1 .20
Preservative 0 .20
Fragrance 0 .20
Citric acid to pH 6. 0-6. .5
Distilled water to 100.1 DO
Example 8 - Mild Hair Shampoo wt
Potassium myristoyl diglycolate 15. .00
Lauryl ethoxylated (EO)-2.5 phosphoric acid 8. .00 Sodium pyrrolidone carboxylate (50% aq.soln.) 1. .00
(Humectant)
Sodium chloride (Thickener) 3 .00
Fragrance 0 .24
Preservative 0 .10 Potassium hydroxide (aq.soln.) to pH 6. 0-6. .5
Distilled water to 100.1 00 Example 9 - Conditioning Shampoo wt
Potassium lauroyl monoglycolate 11.00
Sodium lauroylamide polyoxyethylene (EO)-3 sulphate 4.50
Lauryldimethyl betaine 4.00
Potassium chloride (Thickener) 2.50
Dimethicone copolyol (Conditioning agent) 0.50
Preservative 0.17 Fragrance 0.11
Dye 0.02
Citric acid to pH 6.5-7,
Distilled water to 100.00
Example 10 - Antidandruff Shampoo wt
Ammonium decanoyl monoglycolate 14, .00
Ammonium decanoyl diglycolate 4, .00
Ammonium lauryl sulphoacetate 5, .00 Zinc Pyrithione (48% aq.soln.) (Anti-fungal agent) 2, .10
Hydroxypropyl methylcellulose 1, .25
Magnesium aluminium silicate (Thickener) 1, .00
Preservative 0, .36 Fragrance 0, .20
Dye 0, .03
Citric acid to pH 7. 0-7. .3
Distilled water to 100. ( DO
Example 11 - Body Shampoo wt %
Dodecanoyl diglycolic acid 13.00
Sodium N-cocoyl alaninate 4.00
Lauroamphoglycinaate 4.00 (PEG)-80 sorbitan laurate (Thickener) 3.30
Disodium ethylenediamine tetraacetate 0.20
Preservative 0.10 Fragrance 0.05
Dye 0.01
Citric acid to pH 7.0-7.5
Distilled water to 100.00
Example 12 - Mild Body Shampoo wt %
Triethanolammonium lauroyl monoglycolate 7.50
Triethanolammonium myristoyl monoglycolate 7.50 Disodium lauryl (PEG) -2.5 sulphosuccinate 10.00 Cocoamidoproyl betaine 5.00
Glycerol 5.00
Polyoxyethylene (PEG) -45 monostearate (Thickener) 2.00 Preservative 0.35 Fragrance 0.35
Citric acid to pH 7.0-7.5
Distilled water to 100.00
Example 13 - Liquid Body Shampoo wt_
Potassium decanoyl monoglycolate 10 , . 00
Potassium decanoyl diglycolate 10 , . 00
Decyl polyglucoside (n=1.44) 5 . 00
Glycerol 5 . 00 Trisodium citrate dihydrate (Thickener) 1 . 50
Sodium carboxymethyl cellulose (Thickener) 1 . 00
Citric acid to pH 7 . 0-7
Distilled water to 100. 1 DO
Example 14 - Aerosol Body Shampoo wt
Sodium decanoyl monoglycolate 10.00
Sodium decanoyl diglycolate 10.00
Decyl polyglucoside (n=1.44) 5.50 Glycerol 2.00
Trisodium citrate dihydrate 1.50
Sodium carboxymethyl cellulose 1.00
Preservative 0.35
Fragrance 0.35 Citric acid to pH 7.0-7.5
Distilled water to 100.00
95% by weight of the solution obtained by mixing the above ingredients was combined with 5% by weight propellant and then sealed into a container.
Example 15 - Bath Foam Concentrate wt Lauroyl monoglycolic acid 15.00
Lauroyl diglycolic acid 10.00
Cocoamphopropionate 5.00
Sorbitol 9.00
Sodium chloride 6.00 Sodium carboxymethyl cellulose (Thickener) 1.00
Preservative 0.30
Fragrance 0.60
Chamomile distillate (Anti-inflammatory agent) 1.00
Aminosorbitol to pH 7.0-7.5 Distilled water to 100.00
Example 16 - Mild Bath Foam wt
Sodium myristoyl monoglycolate 18.00 Sodium myristoyl diglycolate 6.00
Sodium lauroyl monoglyceride sulphate 5.00
Cocoamidopropyl hydroxysulphobetaine 4.00
Preservative 0.20
Fragrance 1.00 Citric acid to pH 7.2-7.7
Distilled water to 100.00
Example 17 - Conditioning Bubble Bath wt Triethanolammonium decanoyl monoglycolate 20.00 Cocoamphodiacetate 5.00
Polyoxyethylene (PEG)-20 cetyl ether 4.00 Polyoxyethylene (PEG)-50 stearyl ether 4.00 Lauryl methyl gluceth-10 hydroxypropyl diammonium chloride (Conditioner) 0.50 Polyquaternium 24 (Thickener) 0.40 Citric acid to pH 7.0-7.5 Distilled water to 100.00
Example 18 - Cleansing Bar wt Sodium lauroyl diglycolate 20.00
Sodium myristoyl diglycolate 15.00 Sodium N-cocoyl glutamate 15.00 Sodium N-stearoyl aspartate 10.00 Glycerol 8.00 Diglycerol 8.00
Preservative 0.30 Fragrance 0.60 Pigment 0.10 Distilled water to 100.00%
Example 19 - Facial Wash Foam w/w
Sodium lauroyl glycolate 14.00
Sodium myristoyl glycolate 6.00 Sodium lauryl ethoxy phosphate 6.00
Disodium lauroyl amido ethoxy sulphosuccinate 2.00
Disodium wheatgerm amido PEG-2 sulphosuccinate 2.00
Polyquaternium-24 0.40
Glycerol (humectant) 10.00 (PEG)-12 palm kernel glycerides (emollient) 5.00
Sodium hydroxide solution to pH 6.8-7.0
Distilled water to 100.00%
Example 20 - Facial Wash Foam
%w/w
Sodium lauroyl glycolate 14.00 Sodium myristoyl glycolate 6.00 Sodium cocoyl isethionate 6.00
Wheatgerm amphodiacetate 2.00
Cocoamphocarboxy glycinate 2.00
Polyquaternium-24 0.40
Glycerol (humectant) 10.00
(PEG)-40 almond glycerides (emollient) 5.00
Sodium hydroxide solution to pH 6.8-7.0
Distilled water to 100.00%
Example 21 - Facial wash foam wt %
Sodium lauroyl glycolate 14.00
Sodium myristoyl glycolate 6.00
Sodium cocoyl isethionate 6.75 Monolauryl phosphoric acid 2.40
Dilauryl phosphoric acid 0.60
Triethanolammonium N-cocoyl sarcosinate 1.00
Glycerol 10.00
Polyquaternium 10 0.40 Sodium hydroxide solution to pH 6.8-7.0
Distilled water to 100.00%
Example 22 - Facial wash foam wt Sodium lauroyl glycolate 14 , . 00
Sodium myristoyl glycolate 6 , . 00 Sodium cocoyl isethionate 6 , . 00 Sodium N-methyl-N-cocoyl taurate 3 . 00 Sodium N-cocoyl sarcosinate 1 , . 00 Glycerol 10 . 00
Polyquaternium 10 0 . 40
Sodium hydroxide solution to pH 6 . 8-7
Distilled water to 100 . ( D0%

Claims

1. A cleansing composition which comprises, in addition to water,
(a) from 10 to 35% by weight of one or more acyl glycolate(s) of the following structure (1)
Figure imgf000031_0001
where R^O represents a C6 to C16 acyl radical; a is an integer from 1 to 3; M1 represents hydrogen or a counterion chosen from alkali metal, ammonium or a substituted ammonium group having one or more C] to C3 alkyl or hydroxy alkyl group(s); and
(b) from 5 to 25% by weight of one or more co- surfactant(s) chosen from the following compounds (A) to (0):
(A) N-methyl-N-acyl taurates of the following structure (2)
CH,
R2C0 N CH,CH, — S03M2 (2 )
where R2C0 represents a C10 to C18 acyl group ; and M2 is as M1 in structure ( 1) ;
(B) Acyl isethionates of the following structure (3 )
R3CO 0CH,CH, SO-jM3 (3)
where R3CO represents a C10 to C18 acyl group ; and M3 is as M1 in structure (1) ;
(C) Alkylesters of ω-sulphonated carboxylic acids of the following structure (4)
R4 0 C (CH2)b SOaM4 (4)
where R4 represents a C10 to C18 alkyl group; M4 is as M1 in structure (1); and (b) is an integer from 1 to 3;
(D) Fatty acylamido polyoxyethylene sulphates of the following structure (5)
R5CO NH (CH,CH20)c S03M5 (5)
where RsCO represents a C10 to C18 acyl group; M5 is as M1 in structure (1) ; and c is an integer from 1 to 10;
(E) Fatty acid polyglyceride sulphates of the following structure (6)
R6C0 O (CH, - CHOH - CH,0)d S03M° (6)
where R6C0 represents a C10 to C18 acyl group; M6 is as M1 in structure (1); and d is an integer from 1 to 4;
(F) Mono substituted sulphosuccinates of the following structures (7a) or (7b)
S03X7
I Z7C0 CH CH, C0,Y7 £)
S03X7
I Z7C0 CH, CH C0,Y7 fy where Z7 is chosen from the following groups (i) to (iii):
(i) RaCO - NH - (CH2CH20)e -, where RaC0 represents a C10 to C18 acyl group; and e is an integer from 1 to
10;
(ii) Rb - 0 - (CH2CH20)f -, where Rb represents a C10 to C18 alkyl group; and f is an integer from l to 10;
(iii) Rc - 0 -, where Rc represents a C10 to C18 aklyl group; and
X7 and Y7 are independently from each other chosen from the counterions represented by M1 in structure (1) ;
(G) Mono substituted phosphates of the following structure (8)
R8 (OCH,CH,). OM° (8)
OM8
where R8 represents a C10 to C18 alkyl group; M83 and M8b are independently from each other chosen from the group of species represented by M1 in structure (1) ; and g is an integer from 0 to 3;
(H) Alkyl poly(ethylene glycol) acetates of the following structure (9)
R9 0 (CH,CH,0)h CH, C OM9 (9) where R9 represents a C10 to C18 alkyl group; M9 is as M1 in structure (1) ; and h is an integer from 1 to 10;
(I) Salts of N-acyl α-amino acids of the following structure (10)
rl rlO
R10CO N CH OM 10
Cio)
where R10CO represents a C10 to C18 acyl group; Z10 represents H or C! to C, alkyl; Y10 represents H, C-* to C3 alkyl or C-* to C3 alkyl substituted with a COOH group; and M10 is chosen from the counterions represented by M1 in structure (1) ;
(K) Alkyl polyglucosides of the following structure
(11)
Figure imgf000034_0001
where Rπ represents a C10 to C14 alkyl group; and n is an integer from 1 to 3;
(L) Poly(oxyalkylene) fatty alkyl ether of the following structure (12)
Figure imgf000034_0002
where R12 represents a C8 to C18 alkyl group ; Z12 is a C2 or C3 alkylene group ; and p is an integer from 1 to 10 ; (M) N-substituted betaines of the following structure (13)
CH,
?13 N+ CH2COO- 03)
CH,
where Z 1"3 represents
( i) a C10 to C18 alkyl group ; or
( ii) a R13CO - NH - (CH,) 3 group , where R13CO represents a C10 to C18 acyl group ;
(N) Sultaines of the following structure ( 14 )
CH3 OH
I I Z14 N+ CH, CH, CH, S03 " 0-4)
I CH3
where Z14 represents a C10 to C18 alkyl group or a C-*0 to C18 acyl amido group;
(O) Alkyl a phocarboxylates of the following structure (15)
Z15
I R15CO NH (CH,), N+ (CH,)rCOOM15 QS)
γl5
where R15CO represents a C10 to C18 acyl group; Z15 and Y15 are independently from each other chosen from H, CH2CH,OH or (CH2)rCOO"; r is 1 or 2; and M15 is as M1 in structure (1) ;
2. A composition according to claim 1, which has a foam height of more than 130mm, as measured by the foam height test described herein.
3. A composition according to claim 1, in which the acyl group RCO in structure (1) represents a C10 to C1 acyl group.
4. A composition according to any one of claims 1 to 3, in which the acyl glycolate is present in an amount from 15 to 30% by weight.
5. A composition according to any one of claims 1 to 4, in which the co-surfactant is present in an amount of 10 to 15% by weight.
6. A composition according to any one of claims 1 to 5, which further comprises a quaternised ammonium hydroxy ethyl cellulose polymer.
7. Method of cleansing skin or hair using a composition according to any one of claims 1 to 6.
8. Use of a composition according to any one of claims 1 to 6 as a skin or hair cleansing composition.
PCT/EP1994/000278 1993-02-03 1994-01-29 Cleansing composition WO1994017783A2 (en)

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GB9302130.1 1993-02-03
GB939302130A GB9302130D0 (en) 1993-02-03 1993-02-03 Cleasing composition

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WO1998020854A1 (en) * 1996-11-12 1998-05-22 S.C. Johnson & Son, Inc. Foamable skin preparations
DE19828643A1 (en) * 1998-06-26 1999-12-30 Wella Ag Single-phase, foam-like hair treatment agent to achieve a pomade effect
WO2000007564A1 (en) * 1998-08-04 2000-02-17 Johnson & Johnson Gmbh Foaming oil preparation and its use
DE19841339A1 (en) * 1998-09-10 2000-03-23 Goldwell Gmbh Aerosol shampoos
FR2789573A1 (en) * 1999-02-16 2000-08-18 Oreal DETERGENT COSMETIC COMPOSITIONS COMPRISING ANIONIC HYDROXYALKYLETHER SURFACTANT AND SILICONE AND USES THEREOF
US6183732B1 (en) 1997-03-06 2001-02-06 Johnson & Johnson Consumer Companies Chemical composition
WO2001078664A1 (en) * 2000-04-12 2001-10-25 Aveda Corporation Color-depositing shampoo
EP1172096A1 (en) * 2000-07-12 2002-01-16 L'oreal Foaming cleansing composition in the form of a transparent gel
US6368584B1 (en) 2000-02-15 2002-04-09 L'oreal S.A. Detergent cosmetic compositions comprising an anionic hydroxyalkyl ether surfactant and a silicone, and their uses
DE10221813A1 (en) * 2002-05-16 2003-11-27 Beiersdorf Ag High-foaming aqueous cosmetic cleansing gel for use on facial and body skin contains a thickener and an acylamino acid surfactant
DE10327433A1 (en) * 2003-06-18 2005-01-05 Beiersdorf Ag Foaming of a skin-care preparation or a cosmetic and/or dermatological preparation is effected using an adapter-pot system for a carbon dioxide-driven foaming apparatus
WO2013091999A2 (en) * 2011-12-19 2013-06-27 Henkel Ag & Co. Kgaa Cosmetic composition for temporary reshaping of keratin fibres
US9622951B2 (en) 2012-10-29 2017-04-18 The Procter & Gamble Company Personal care compositions
US9889080B2 (en) 2015-05-07 2018-02-13 Celeb LLC Color depositing shampoo
US10865178B2 (en) * 2016-09-30 2020-12-15 Daikin Industries, Ltd. Carboxylate salt or sulfonate salt, and surfactant
US20210353518A1 (en) * 2020-05-15 2021-11-18 The Procter & Gamble Company Shampoo composition
US11679065B2 (en) 2020-02-27 2023-06-20 The Procter & Gamble Company Compositions with sulfur having enhanced efficacy and aesthetics
US11771635B2 (en) 2021-05-14 2023-10-03 The Procter & Gamble Company Shampoo composition
US11819474B2 (en) 2020-12-04 2023-11-21 The Procter & Gamble Company Hair care compositions comprising malodor reduction materials
US11904036B2 (en) 2017-10-10 2024-02-20 The Procter & Gamble Company Sulfate free clear personal cleansing composition comprising low inorganic salt

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Cited By (31)

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Publication number Priority date Publication date Assignee Title
WO1998020854A1 (en) * 1996-11-12 1998-05-22 S.C. Johnson & Son, Inc. Foamable skin preparations
US5976520A (en) * 1996-11-12 1999-11-02 S. C. Johnson & Son, Inc. Foamable skin preparations
CN1098065C (en) * 1997-03-06 2003-01-08 庄臣及庄臣有限公司 Chemical composition
US6183732B1 (en) 1997-03-06 2001-02-06 Johnson & Johnson Consumer Companies Chemical composition
US6497866B2 (en) * 1998-06-26 2002-12-24 Wella Aktiengesellschaft Method for producing a pomade effect based on a single-phase, foam-forming hair treatment composition
DE19828643A1 (en) * 1998-06-26 1999-12-30 Wella Ag Single-phase, foam-like hair treatment agent to achieve a pomade effect
US6620773B1 (en) 1998-08-04 2003-09-16 Johnson & Johnson Gmbh Foaming oil preparation and its use
WO2000007564A1 (en) * 1998-08-04 2000-02-17 Johnson & Johnson Gmbh Foaming oil preparation and its use
DE19841339A1 (en) * 1998-09-10 2000-03-23 Goldwell Gmbh Aerosol shampoos
FR2789573A1 (en) * 1999-02-16 2000-08-18 Oreal DETERGENT COSMETIC COMPOSITIONS COMPRISING ANIONIC HYDROXYALKYLETHER SURFACTANT AND SILICONE AND USES THEREOF
EP1029535A1 (en) * 1999-02-16 2000-08-23 L'oreal Cosmetic tensidic compositions containing anionic hydroxyylether surfactant and a silicone and their uses
US6368584B1 (en) 2000-02-15 2002-04-09 L'oreal S.A. Detergent cosmetic compositions comprising an anionic hydroxyalkyl ether surfactant and a silicone, and their uses
US6500413B1 (en) 2000-04-12 2002-12-31 Aveda Corporation High performance color-depositing shampoo
WO2001078664A1 (en) * 2000-04-12 2001-10-25 Aveda Corporation Color-depositing shampoo
KR100552549B1 (en) * 2000-04-12 2006-02-14 아베다 코포레이션 Color-depositing shampoo
FR2811570A1 (en) * 2000-07-12 2002-01-18 Oreal FOAM CLEANING COMPOSITION IN THE FORM OF A TRANSPARENT GEL
EP1172096A1 (en) * 2000-07-12 2002-01-16 L'oreal Foaming cleansing composition in the form of a transparent gel
US7186674B2 (en) 2000-07-12 2007-03-06 L'oreal Topical cleansing composition
DE10221813A1 (en) * 2002-05-16 2003-11-27 Beiersdorf Ag High-foaming aqueous cosmetic cleansing gel for use on facial and body skin contains a thickener and an acylamino acid surfactant
DE10327433A1 (en) * 2003-06-18 2005-01-05 Beiersdorf Ag Foaming of a skin-care preparation or a cosmetic and/or dermatological preparation is effected using an adapter-pot system for a carbon dioxide-driven foaming apparatus
WO2013091999A2 (en) * 2011-12-19 2013-06-27 Henkel Ag & Co. Kgaa Cosmetic composition for temporary reshaping of keratin fibres
WO2013091999A3 (en) * 2011-12-19 2013-10-24 Henkel Ag & Co. Kgaa Cosmetic composition for temporary reshaping of keratin fibres
US9622951B2 (en) 2012-10-29 2017-04-18 The Procter & Gamble Company Personal care compositions
US9889080B2 (en) 2015-05-07 2018-02-13 Celeb LLC Color depositing shampoo
US10865178B2 (en) * 2016-09-30 2020-12-15 Daikin Industries, Ltd. Carboxylate salt or sulfonate salt, and surfactant
US11904036B2 (en) 2017-10-10 2024-02-20 The Procter & Gamble Company Sulfate free clear personal cleansing composition comprising low inorganic salt
US11679065B2 (en) 2020-02-27 2023-06-20 The Procter & Gamble Company Compositions with sulfur having enhanced efficacy and aesthetics
US20210353518A1 (en) * 2020-05-15 2021-11-18 The Procter & Gamble Company Shampoo composition
CN115605180A (en) * 2020-05-15 2023-01-13 宝洁公司(Us) Shampoo compositions comprising alkyl glucosides
US11819474B2 (en) 2020-12-04 2023-11-21 The Procter & Gamble Company Hair care compositions comprising malodor reduction materials
US11771635B2 (en) 2021-05-14 2023-10-03 The Procter & Gamble Company Shampoo composition

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GB9302130D0 (en) 1993-03-24
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