GB2128627A - Mild cleaning composition - Google Patents

Mild cleaning composition Download PDF

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Publication number
GB2128627A
GB2128627A GB08327031A GB8327031A GB2128627A GB 2128627 A GB2128627 A GB 2128627A GB 08327031 A GB08327031 A GB 08327031A GB 8327031 A GB8327031 A GB 8327031A GB 2128627 A GB2128627 A GB 2128627A
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composition according
composition
active agent
ionic surface
formula
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GB2128627B (en
GB8327031D0 (en
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Foyer De Costil Carole Le
Liliane Ayache
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LOreal SA
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LOreal SA
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    • 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
    • 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
    • A61K8/41Amines
    • A61K8/416Quaternary ammonium compounds
    • 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
    • A61K8/43Guanidines
    • 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
    • A61K8/60Sugars; Derivatives thereof
    • A61K8/604Alkylpolyglycosides; Derivatives thereof, e.g. esters
    • 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
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/73Polysaccharides
    • A61K8/731Cellulose; Quaternized cellulose derivatives
    • 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
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/817Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen; Compositions or derivatives of such polymers, e.g. vinylimidazol, vinylcaprolactame, allylamines (Polyquaternium 6)
    • A61K8/8176Homopolymers of N-vinyl-pyrrolidones. Compositions of derivatives of such polymers
    • 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
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/88Polyamides
    • 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
    • A61K2800/52Stabilizers

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Dermatology (AREA)
  • Cosmetics (AREA)
  • Detergent Compositions (AREA)

Abstract

A mild cleaning composition for the hair and skin is described which contains, in a cosmetically acceptable medium, at least one non-ionic surface-active agent (I) chosen from amongst: (i) the glucoside alkyl ethers corresponding to the formula: <IMAGE> in which R denotes an alkyl radical having 8 to 10 carbon atoms and n is equal to 0, 1, 2, 3 or 4; (ii) oxyethyleneated methylglucoside dioleate; and (iii) alkyl polyglycosides or hydroxyalkylpolyglycosides containing an alkyl radical having 11 to 18 carbon atoms, and between 3 and 25 glycoside units, or mixtures thereof; and at least one non-ionic polymer chosen from amongst: (i) alkylcelluloses; (ii) polyhydroxyalkylcelluloses; (iii) poly- beta -alanines; and (iv) polyvinylpyrrolidone; or mixtures thereof.

Description

SPECIFICATION Mild cleaning composition The present invention relates to mild cleaning compositions which can be used, in particular, for cleaning the hair and skin.
Non-ionic surface-active agents have commonly been used in preparations for cleaning the skin or hair.
We have discovered, according to the present invention, that, by using certain non-ionic surfaceactive agents in combination with very specific non-ionic polymers, it is possible to obtain a mild cleaning composition having improved harmlessness and detergency properties compared with compositions containing only the non-ionic surface-active agent.
We have in fact discovered that, by using certain non-ionic surface-active agents in combination with certain non-ionic polymers, very mild compositions can be obtained whose erythrocyte half-lysis points are high relative to the so-called mild cleaning compositions based on non-ionic surface-active agents.
We have also discovered that the detergency of the composition is greatly improved compared with the detergency properties of the non-ionic surface-active agent used by itself in a conventional composition.
We have developed the following two tests in order to determine the detergency and harshness of the cleaning compositions.
Measurement of harshness Harshness is determined by haemolysis of the erythrocytes from a blood sample. To do this, the half-lysis points of the various compositions are examined. The "half-lysis point" denotes the concentration of the product, diluted in physiological serum, which causes the lysis of 50% of the erythrocytes. The higher the half-lysis point is, the less harsh is the cleaning composition.
Determination of detergency A specific amount of sebum is deposited on wool samples in the form of a spot. After the samples have been washed under standard conditions with an automatic machine, and dried, the residual amount of sebum is determined by developing with osmic acid. This gives a spot whose colour ranges from pale grey to black according to the amount of sebum remaining. The darker the spot is, the greater is the amount of sebum remaining and the weaker is the detergency of the composition studied.
The following method is used; all measurements are made in duplicate. 70 mg of artificial sebum having the following composition are applied to a virgin wool sample: Squalene 97% 19% Cholesterol puriss 5% Technical-grade triolein 45% Pure oleic acid 31% The sample is then washed using an automatic machine comprising a moving plate, a pressing roller and jets delivering the rinsing water.
When in operation, the plate is driven with an alternating movement at a frequency of 20 passes per minute (+3 seconds).
After the sample has been fixed to the plate, 0.75 ml of the composition to be tested is deposited on the fabric and 60 passes of the roller are effected (3 minutes). The fabric is then rinsed using 240 ml of water and moving the plate and roller for 3 minutes (60 passes).
Washing is then repeated with 0.5 ml of composition to be tested, 60 passes of the roller, rinsing with 240 ml of water and 120 passes of the roller (6 minutes).
The residual sebum is developed with osmic acid vapours. Osmic acid is released in a leaktight box and left in contact with the sample for 5 minutes, this period of time being sufficient to complete the reaction with the sebum.
The intensity of the colour of the spot is measured visually, an X% strength solution of sodium lauryl-sulphate being taken as the control. The intensity of the spot of the composition to be tested is compared with the nearest intensity of the sodium lauryl-sulphate solution. Control solutions having varying concentrations of sodium lauryl-sulphate can be used for this purpose.
The detergent activity is expressed as equivalents of sodium lauryl-sulphate.
The present invention provides a mild cleaning composition which contains, in a cosmetically acceptable medium, at least one non-ionic surface-active agent (I) chosen from amongst: (i) the glucoside alkyl ethers corresponding to the formula:
in which R denotes an alkyl radical having 8 to 10 carbon atoms and n is equal to 0, 1, 2, 3 or 4; (ii) oxyethyleneated methylglucoside dioleate; and (iii) alkylpolyglycosides or hydroxyalkylpolyglycosides containing an alkyl radical having from 11 to 18 carbon atoms, and between 3 and 25 glycoside units; these compounds are described more particularly in French Patent Application 2,397,185; and at least one non-ionic polymer chosen from amongst: (i) alkylcelluloses; (ii) polyhydroxyalkylcelluloses; (iii) poly-p-alanines; and (iv) a vinylpyrrolidonehomo- or co-polymer with a non-ionic comonomer, preferably polyvinylpyrrolidone.
The non-ionic surface-active agent as defined above is preferably used in proportions of 0.3 to 1 5% by weight, expressed as active ingredient, relative to the total weight of the composition.
The non-ionic polymers are preferably used in proportions of 0.1 to 10% by weight, expressed as active ingredient, relative to the total weight of the composition.
The alkylcelluloses are more particularly methylcelluloses and ethylcelluloses and the polyhydroxyalkylcelluloses are more particularly polyhydroxyethylcelluloses, polyhydroxypropylmethylcelluloses or polyhydroxypropylcelluloses having a molecular weight of 60,000 to 1,000,000.
The poly-B-alanines are described more particularly in Belgian Patent Application No. 208,516.
These polymers comprise from 50 to 100% of repeat units of the formula:
and from 0 to 50% of repeat units of the polyacrylamide type corresponding to the following formula:
in which formulae R1 represents a hydrogen atom our a radical of formula:
(ii) -CH20H, (iii)(CH2)n,CH3, n' being 0 or an integer from 1 to 11, or m --(CH2-CH2,-O)mH, 2 being from 3 to 10, and R2 and R3 ependently represent a (iv) -(CH2-CH2-0H, being from 1 to 10, and R2 and R3 independently hydrogen atom or a methyl radical.
These polymers can be prepared by the polymerisation of acrylamide, as described in U.S. Patent 4,082,730. These polymers preferably have a molecular weight of 500 to 100,000 and more particularly from 2,000 to 60,000.
The compositions according to the invention can also contain other non-ionic surface-active agents (II) which are different from the non-ionic surface-active agents (I) mentioned above. These non-ionic surface-active agents (II) are typically polyoxyethyleneated fatty acid esters of sorbitol, such as sorbitan monolaurate polyoxyethyleneated with 20 moles of ethylene oxide, or oxyethyleneated partial fatty acid esters of glycerol, such as polyoxyethyleneated glycerol monolaurate.
These surface-active agents (II) are in themselves known to be mild and they can also lead to an improvement in the properties of the cleaning composition according to the invention.
A preferred embodiment consists of compositions containing a non-ionic surface-active agent defined in paragraphs (i) to (vii) in combination with a non-ionic polymer as defined above and at least one non-ionic surface-active agent (II) which is a polyoxyethyleneated fatty acid ester of sorbitol or oxyethyleneated partial fatty acid ester of glycerol defined above.
We have discovered in particular that, with the compositions according to the invention containing one of the non-ionic surface-active agents (I) (i), (ii) and (iii) defined above with one of the non-ionic polymers also defined above, in the proportions indicated, better harmlessness can be obtained and, at the same time, the detergency is increased. Thus, a composition containing 10% of the glucoside alkyl ether sold under the name Triton CG-1 10-60 has a detergent activity equivalent to 1.25% of sodium lauryl-sulphate and half-lysis point of 1%, whereas a composition containing 8% of the same non-ionic surface-active agent Triton CG-1 10 with hydroxyethylcellulose (0.3%) has a detergent power equivalent to that of a 3% strength solution of sodium lauryl-sulphate and a half-lysis point of 1.23%.
The cleaning compositions according to the invention can be used for cleaning the skin and hair.
These compositions preferably contain 5 to 15% of non-ionic surface-active agent.
A particularly preferred application is their use for cleaning problem skin, such as skin affected by acne or blackheads. Such compositions for skin affected by acne can additionally contain, say, 1 to 15% by weight of a benzoyl peroxide.
According to one embodiment, an antiseptic can be incorporated so as to give a treatment product which can be used in the dermatological field for cleaning wounds, intimate feminine hygiene and the treatment of eczema, and which is considerably less harsh than the products of this type already on the market.
The antiseptics which can be used in this embodiment of the invention include agents which are commonly used in antiseptic compositions. The following may be mentioned in this respect: hexamidine diisethionate, 2,4,4'-trichloro-2'-hydroxybiphenyl ether, chlorhexidine, chlorhexidine digluconate, 4-benzalkonium chloride, 3,4,4'-trichlorocarbanilide, 8-hydroxyquinoline and its salts, and dimethylalkylbenzylammonium chloride (alkyl is a copra fatty acid derivative). These antiseptics are typically present in amounts from 0.01 to 2.5% by weight, relative to the total weight of the composition.
The compositions according to the invention are generally presented in the form of aqueous compositions which can contain cosmetically acceptable solvents, depending on the desired application, and have a pH of, for example, 3.5 to 8.
When they are used for treating the skin, these compositions can be presented, in particular, in the form of a cream, a milk, an emulsion, a gel or an aqueous or aqueous-alcoholic solution. They also contain adjuvants such as perfumes, colorants, preservatives, thickeners, sequestering agents, emulsifying agents and sun filters as well as any other product well known in the state of the art and commonly used to form compositions of this type.
The compositions intended for cleaning the hair can be presented in the form of, for example, aqueous or aqueous-alcoholic solutions, emulsions, creams, milks or gels and, if appropriate, can be packaged in an aerosol can with a propellant such as nitrogen, nitrous oxide, fluorochlorohydrocarbons of the Freon type or saturated hydrocarbons such as butane or propane.
Another possible application of the compositions according to the invention is as eye make-up removers. These compositions preferably contain non-ionic surface-active agents in small proportions from 0.3% by weight and preferably up to 2%, if appropriate in the presence of a surface-active agent of the formula (II).
The following Examples further illustrate the present invention.
Example 1 The following composition was prepared: Triton CG-1 10-60 8% Tween 20 2% Hydroxyethylcellulose 0.3% Hexamidine diisethionate 0.05% Water q.s. 100% This composition is used for washing the skin. The half-iysis point is equal to 1.38% and the composition has a detergency equivalent to 3% of sodium lauryl-sulphate.
Example 2 The following antiseptic composition is prepared: Triton CG-1 10-60 8% of active ingredient Tween 20 2% Hydroxyethylcellulose 0.3% Hexamidine diisethionate 0.15% Irgasan DP 300 0.10% Water and preservative q.s. 100 This composition is used for washing the skin and has an antiseptic effect. The half-lysis point of the composition is 1.31% and the composition is equivalent in the detergency test to a 2.5% strength aqueous solution of sodium lauryl-sulphate.
Example 3 The following composition is prepared: Triton CG-1 10-60 8% of active ingredient Hydroxyethylcellulose 0.3% Water q.s. 100 This composition is used for washing the skin. The half-lysis point is 1.23% whereas an aqueous composition of sodium lauryl-sulphate having the same active ingredient content, that is to say 8.3%, has a half-lysis point of 0.03%.
Example 4 The following composition is prepared: Triton CG-1 10-60 8% of active ingredient Poly-P-alanine as described in Reference Example 1 5% of active ingredient Water q.s. 100 This composition is used for washing the skin. It is found that the half-lysis point is 1.23% of product, whereas a composition having the same active ingredient content, that is to say 13% of sodium lauryl-sulphate has a half-lysis point of 0.014%.
Example 5 The following composition is prepared: Triton CG-1 10-60 5.78 g Hydroxyethylcellulose 0.22 g Water q.s. 100 The half-lysis point of this composition is 1.84% of product.
Example 6 Oxyethyleneated methylglucoside dioleate sold 8 9 under the name Glucamate DOE 120 by Amerchol Tween 20 29 Methyl p-hydroxybenzoate 0.15 g Polyvinylpyrrolidone (MW=40,000) (PVP K30 Gaf) 1 g Water q.s. 100 g Example 7 Glucamate DOE 120 8g Poly-P-alanine (as described in Reference 2 9 Example 1) Methyl p-hydroxybenzoate 0.15 g Water q.s. 100 g Example 8 Alkyl(C,2)polyglycoside prepared according to 4 9 Example 4 of French Patent Application 2,397,185 Tween 20 29 Hydroxyethylcellulose 0.3 g Methyl p-hydroxybenzoate 0.15 g Water q.s. 100g Example 9 Methylcellulose 0.1 g Triton CG-1 10-60 8 g of active ingredient Tween 20 29 Methyl p-hydroxybenzoate 0.1 5 g Water q.s. 100g Example 10 Triton CG-1 10-60 6 g of active ingredient Tween 20 2g Polyvinylpyrrolidone 29 Hexamidine diisethionate 0.15 9 Water q.s. 100g Example 11 Triton CG-1 10 0.4 g of active ingredient Poly-P-aianine 0.5 g Hexylene glycol 1g Phosphate buffer H2KPO4 0.1 g HK2PO4 0.3 g Cetyldimethylbenzylammonium myristate 0.1 g Perfume 0.1 g Water q.s. 100g This composition is used as an eye make-up remover lotion.
Reference Example A Preparation of poly-P-alanine 0.15 g of N-phenyl-p-naphthylamine and 2.5 litres of chlorobenzene are introduced into a 6 litre reactor equipped with a stirrer, a nitrogen inlet and a condenser fitted with a calcium chloride drying tube. The solution is then heated to 800C and 1 50 g of acrylamide are added. After the monomer has completely dissolved and the reaction mixture has returned to 800 C, a hot solution of 3 g of sodium dissolved beforehand in 300 ml of tert.-butanol is added.
A polymer which is insoluble in the reaction medium is rapidly formed and deposits on the walls of the reactor. The reaction is continued for 8 hours at 80do. At the end of the reaction, the solvent is removed before cooling and the polymer is then dissolved in 1,350 ml of water. The solution obtained is adjusted to pH 6 with concentrated hydrochloric acid. The above aqueous phase is washed with 500 ml of chloroform, filtered and concentrated on a rotary evaporator under reduced pressure until 350 g of oily residue are obtained. The pure polymer is obtained by slowly pouring the aqueous concentrate into 1 5 litres of ethanol, with vigorous stirring, and then filtering off the suspended powder.
After drying, this gives 135 g of a white powder, that is to say a yield of 90%.
Intrinsic viscosity in water at 250C: ) n 1 =0.121 dl/g.

Claims (15)

Claims
1. A composition suitable for use in cosmetics which contains, in a cosmetically acceptable medium, at least one non-ionic surface-active agent (I) selected from: (i) a glucoside alkyl ether corresponding to the formula:
in which R denotes an alkyl radical having 8 to 10 carbon atoms and n is equal to 0, 1, 2, 3 or 4; (ii) an oxyethyleneated methylglucoside dioleate; or (iii) an alkylpolyglycoside or hydroxyalkylpolyglycoside containing an alkyl radical having 11 to 1 8 carbon atoms and 3 to 25 glycoside units, or a mixture thereof; and at least one non-ionic polymer selected from: (i) an alkylcellulose; (ii) a polyhydroxyalkylcellulose; (iii) a poly-ss-alanine; or (iv) a vinylpyrrolidonehomo- or co-polymer; or a mixture thereof.
2. A composition according to Claim 1, in which the non-ionic surface-active agent (I) is present in an amount from 0.3 to 1 5%, expressed as active ingredient, relative to the total weight of the composition, and the non-ionic polymer is present in an amount from 0.1 to 10% by weight, relative to the total weight of the composition.
3. A composition according to Claim 1 or 2, which also contains another non-ionic surface-active agent (11) which is different from those defined in Claim 1.
4. A composition according to claim 3, in which the additional non-ionic surface-active agent (Il) is a polyoxyethyleneated fatty acid ester of sorbitol or a polyoxyethyleneated partial fatty acid ester of glycerol.
5:A composition according to any one of Claims 1 to 4, in which the alkylcellulose is a methyl cellulose or ethyl cellulose and the polyhydroxyalkylcellulose is a polyhydroxyethylcellulose, polyhydroxypropylmethylcellulose or polyhydroxypropylcellulose having a molecular weight of 60,000 to 1,000,000.
6. A composition according to any one of claims 1 to 4, in which the poly-,-alanine is a polymer containing from 50 to 100% of repeat units corresponding to the formula:
and from 0 to 50% of repeat units of the formula:
in which formulae R, represents a hydrogen atom our a radical of formula:
(ii) -CH2OH, (iii)(CH2)n,CH3, n' being 0 or an integer from 1 to 11, or (iv) -(CH2-CH2-OH, m being from 1 to 10, and R2 and R3 independently represent a hydrogen atom or a methyl radical.
7. A composition according to any one of Claims 1 to 6, which contains from 0.01 to 2.5% by weight of an antiseptic.
8. A composition according to Claim 7, in which the antiseptic is hexamidine diisethionate, 2,4,4'-trichloro-2'-hydroxybiphenyl ether, chlorhexidine, chlorhexidine digluconate, 4-benzalkonium chloride, 3,4,4'-trichlorocarbanilide, 8-hydroxyquinoline or a salt thereof, or a dimethylalkylbenzylammonium chloride in which the alkyl group denotes a copra fatty acid derivative.
9. A composition according to any one of Claims 1 to 8, which is in the form of an aqueous or aqueous-alcoholic solution, a cream, a milk, a gel or an emulsion, optionally packaged in an aerosol can in the presence of a propellant.
10. A composition according to any one of Claims 1 to 9, which contains 1 to 15% by weight of benzoyl peroxide.
1 A composition according to any one of Claims 1 to 10 which is suitable for cleaning skin affected by acne or blackheads.
12. A composition according to any one of claims 1 to 10 which is suitable for cleaning wounds.
13. A composition according to any one of claims 1 to 10 which is suitable for use in the treatment of dermatological diseases.
14. A composition according to any one of claims 1 to 9 which is in the form of an eye make-up remover.
15. A composition according to claim 14, in which the non-ionic surface-active agent of formula (I) is present in an amount from 0.3 to 2% by weight.
1 6. A composition according to claim 1 substantially as described in any one of Examples 1 to 11.
GB08327031A 1982-10-11 1983-10-10 Mild cleaning compostion Expired GB2128627B (en)

Applications Claiming Priority (1)

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LU84416A LU84416A1 (en) 1982-10-11 1982-10-11 SOFT CLEANING COMPOSITION

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GB8327031D0 GB8327031D0 (en) 1983-11-09
GB2128627A true GB2128627A (en) 1984-05-02
GB2128627B GB2128627B (en) 1987-01-14

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JP (1) JPS59130210A (en)
BE (1) BE897961A (en)
CA (1) CA1205747A (en)
CH (1) CH658991A5 (en)
DE (1) DE3336760A1 (en)
ES (1) ES526357A0 (en)
FR (1) FR2534270B1 (en)
GB (1) GB2128627B (en)
IT (1) IT1160211B (en)
LU (1) LU84416A1 (en)
NL (1) NL8303471A (en)

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* Cited by examiner, † Cited by third party
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EP0141732A2 (en) * 1983-10-25 1985-05-15 L'oreal Cosmetic cleansing composition, particularly eye make-up remover
US4715982A (en) * 1985-10-31 1987-12-29 L'oreal Cosmetic composition for gentle cleansing, especially for removing eye makeup
EP0337354A1 (en) * 1988-04-12 1989-10-18 Kao Corporation Low-irritation detergent composition
EP0357484A2 (en) * 1988-08-25 1990-03-07 L'oreal Composition containing alkyl polyglycoxide and a derivative of pyrimidine to induce and stimulate hair growth and/or to reduce hair loss
EP0398177A2 (en) * 1989-05-17 1990-11-22 Kao Corporation Detergent composition
EP0422508A2 (en) * 1989-10-09 1991-04-17 Kao Corporation Liquid detergent composition
FR2660552A1 (en) * 1990-04-06 1991-10-11 Rhone Poulenc Sante Novel antiseptic medicinal gels
FR2669345A1 (en) * 1990-11-15 1992-05-22 Oreal FLUID AND FOAMING COMPOSITION BASED ON INSOLUBLE SILICONES AND ALKYLPOLYGLYCOSIDE AND THEIR USE IN COSMETICS AND DERMATOLOGY.
AU629435B2 (en) * 1989-12-11 1992-10-01 Unilever Plc The use of alkyl polyglucoside surfactants in rinse aid compositions
FR2680103A1 (en) * 1991-08-07 1993-02-12 Oreal Use in cosmetics or pharmacy of alkyl polyglycosides and/or O-acyl derivatives of glucose for the treatment of hair loss
EP0538762A1 (en) * 1991-10-22 1993-04-28 Kao Corporation Hair cosmetic
US5234618A (en) * 1989-10-09 1993-08-10 Kao Corporation Liquid detergent composition
EP0555155A1 (en) * 1992-02-07 1993-08-11 L'oreal Cosmetic composition containing a surfactant such as an alkylpolyglycoside and/or polyglycerol and an urethanpolyether
WO1995032705A1 (en) * 1994-06-01 1995-12-07 Unilever Plc Mild antimicrobial liquid cleansing formulations
EP0739196A1 (en) * 1993-10-06 1996-10-30 Henkel Corporation Improving phenolic disinfectant cleaning compositions with alkylpolyglucoside surfactants
EP0804923A2 (en) * 1996-04-29 1997-11-05 L'oreal S.A. Skin protection, fragrance enhancing and vitamin delivery composition
EP0804924A2 (en) * 1996-04-29 1997-11-05 L'oreal S.A. Skin protection, fragrance enhancing and vitamin delivery composition
US5690920A (en) * 1990-11-15 1997-11-25 L'oreal Foamable washing composition based on selected insoluble silicones and an alkylpolyglycoside, and cosmetic and dermatological uses thereof
DE19723733A1 (en) * 1997-06-06 1998-12-10 Beiersdorf Ag Cosmetic and dermatological emulsions containing alkyl glucosides and increased electrolyte concentrations

Families Citing this family (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
LU85111A1 (en) * 1983-12-01 1985-09-12 Oreal ANTI-ACNETIC COMPOSITION BASED ON BENZOYL PEROXIDE AND AT LEAST ONE SOLAR FILTER
FR2564318B1 (en) * 1984-05-15 1987-04-17 Oreal ANHYDROUS COMPOSITION FOR CLEANING THE SKIN
LU85427A1 (en) 1984-06-22 1986-01-24 Oreal NOVEL COMPOSITIONS FOR DELAYING THE APPEARANCE OF A FATTY ASPECT OF THE HAIR, AND USE THEREOF
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EP0141732A2 (en) * 1983-10-25 1985-05-15 L'oreal Cosmetic cleansing composition, particularly eye make-up remover
EP0141732A3 (en) * 1983-10-25 1985-06-26 L'oreal Cosmetic cleansing composition, particularly eye make-up remover
US4715982A (en) * 1985-10-31 1987-12-29 L'oreal Cosmetic composition for gentle cleansing, especially for removing eye makeup
EP0337354A1 (en) * 1988-04-12 1989-10-18 Kao Corporation Low-irritation detergent composition
US5057311A (en) * 1988-04-12 1991-10-15 Kao Corporation Low-irritation detergent composition
EP0357484A2 (en) * 1988-08-25 1990-03-07 L'oreal Composition containing alkyl polyglycoxide and a derivative of pyrimidine to induce and stimulate hair growth and/or to reduce hair loss
EP0357484A3 (en) * 1988-08-25 1990-03-28 L'oreal Composition containing alkyl polyglycoxide and a derivative of pyrimidine to induce and stimulate hair growth and/or to reduce hair loss
US5567701A (en) * 1988-08-25 1996-10-22 L'oreal Alkylpolyglycoside and pyrimidine derivative based composition for inducing and stimulating hair growth and/or reducing hair loss
EP0398177A2 (en) * 1989-05-17 1990-11-22 Kao Corporation Detergent composition
EP0398177A3 (en) * 1989-05-17 1991-10-09 Kao Corporation Detergent composition
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US5690920A (en) * 1990-11-15 1997-11-25 L'oreal Foamable washing composition based on selected insoluble silicones and an alkylpolyglycoside, and cosmetic and dermatological uses thereof
WO1992008439A1 (en) * 1990-11-15 1992-05-29 L'oreal Foamable washing composition based on selected insoluble silicones and an alkylpolyglycoside, and cosmetic and dermatological uses thereof
US6203783B1 (en) 1991-08-07 2001-03-20 L'oreal Use of alkyl polyglycosides and/or of O-acylated derivatives of glucose for treating hair loss
FR2680103A1 (en) * 1991-08-07 1993-02-12 Oreal Use in cosmetics or pharmacy of alkyl polyglycosides and/or O-acyl derivatives of glucose for the treatment of hair loss
WO1993002657A1 (en) * 1991-08-07 1993-02-18 L'oreal Use of alkylpolyglycosides and/or o-acylated derivatives of glucose for treating hair loss
US5714136A (en) * 1991-10-22 1998-02-03 Kao Corporation Hair cosmetic containing a cationic surfactant, fat and oil and an alkyl saccharide surfactant
EP0538762A1 (en) * 1991-10-22 1993-04-28 Kao Corporation Hair cosmetic
EP0555155A1 (en) * 1992-02-07 1993-08-11 L'oreal Cosmetic composition containing a surfactant such as an alkylpolyglycoside and/or polyglycerol and an urethanpolyether
US5478562A (en) * 1992-02-07 1995-12-26 L'oreal Cosmetic composition containing at least one surface-active agent of the alkyl polyglycoside and/or polyglycerolated type and at least one polyetherurethane
FR2687069A1 (en) * 1992-02-07 1993-08-13 Oreal COSMETIC COMPOSITION CONTAINING AT LEAST ONE SURFACTANT AGENT OF THE ALKYLPOLYGLYCOSIDE AND / OR POLYGLYCEROLE TYPE AND AT LEAST ONE URETHANE POLYETHER.
EP0739196A1 (en) * 1993-10-06 1996-10-30 Henkel Corporation Improving phenolic disinfectant cleaning compositions with alkylpolyglucoside surfactants
EP0739196A4 (en) * 1993-10-06 1997-06-11 Henkel Corp Improving phenolic disinfectant cleaning compositions with alkylpolyglucoside surfactants
WO1995032705A1 (en) * 1994-06-01 1995-12-07 Unilever Plc Mild antimicrobial liquid cleansing formulations
US5681802A (en) * 1994-06-01 1997-10-28 Lever Brothers Company, Division Of Conopco, Inc. Mild antimicrobial liquid cleansing formulations comprising buffering compound or compounds as potentiator of antimicrobial effectiveness
EP0804924A2 (en) * 1996-04-29 1997-11-05 L'oreal S.A. Skin protection, fragrance enhancing and vitamin delivery composition
EP0804924A3 (en) * 1996-04-29 1999-11-03 L'oreal S.A. Skin protection, fragrance enhancing and vitamin delivery composition
EP0804923A3 (en) * 1996-04-29 1999-11-03 L'oreal S.A. Skin protection, fragrance enhancing and vitamin delivery composition
EP0804923A2 (en) * 1996-04-29 1997-11-05 L'oreal S.A. Skin protection, fragrance enhancing and vitamin delivery composition
DE19723733A1 (en) * 1997-06-06 1998-12-10 Beiersdorf Ag Cosmetic and dermatological emulsions containing alkyl glucosides and increased electrolyte concentrations
US6391319B1 (en) 1997-06-06 2002-05-21 Beiersdorf Ag Cosmetic and dermatological emulsions comprising alkyl glucosides and increased electrolyte concentrations

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Publication number Publication date
CA1205747A (en) 1986-06-10
BE897961A (en) 1984-04-10
GB2128627B (en) 1987-01-14
NL8303471A (en) 1984-05-01
JPH0336804B2 (en) 1991-06-03
DE3336760C2 (en) 1991-11-14
FR2534270B1 (en) 1986-07-04
GB8327031D0 (en) 1983-11-09
DE3336760A1 (en) 1984-04-12
FR2534270A1 (en) 1984-04-13
IT8368037A0 (en) 1983-10-10
LU84416A1 (en) 1984-05-10
CH658991A5 (en) 1986-12-31
IT1160211B (en) 1987-03-04
ES8601682A1 (en) 1985-11-16
ES526357A0 (en) 1985-11-16
JPS59130210A (en) 1984-07-26

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