GB2242686A - Cleansing composition - Google Patents
Cleansing composition Download PDFInfo
- Publication number
- GB2242686A GB2242686A GB9106760A GB9106760A GB2242686A GB 2242686 A GB2242686 A GB 2242686A GB 9106760 A GB9106760 A GB 9106760A GB 9106760 A GB9106760 A GB 9106760A GB 2242686 A GB2242686 A GB 2242686A
- Authority
- GB
- United Kingdom
- Prior art keywords
- surfactants
- sugar
- cleansing composition
- cleansing
- carbon atoms
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D10/00—Compositions of detergents, not provided for by one single preceding group
- C11D10/04—Compositions of detergents, not provided for by one single preceding group based on mixtures of surface-active non-soap compounds and soap
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/45—Derivatives containing from 2 to 10 oxyalkylene groups
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/55—Phosphorus compounds
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
- A61K8/86—Polyethers
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/90—Block copolymers
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
- A61Q1/14—Preparations for removing make-up
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
- A61Q19/10—Washing or bathing preparations
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/02—Preparations for cleaning the hair
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/66—Non-ionic compounds
- C11D1/72—Ethers of polyoxyalkylene glycols
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/66—Non-ionic compounds
- C11D1/722—Ethers of polyoxyalkylene glycols having mixed oxyalkylene groups; Polyalkoxylated fatty alcohols or polyalkoxylated alkylaryl alcohols with mixed oxyalkylele groups
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/66—Non-ionic compounds
- C11D1/825—Mixtures of compounds all of which are non-ionic
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/66—Non-ionic compounds
- C11D1/83—Mixtures of non-ionic with anionic compounds
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/88—Ampholytes; Electroneutral compounds
- C11D1/94—Mixtures with anionic, cationic or non-ionic compounds
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/04—Carboxylic acids or salts thereof
- C11D1/06—Ether- or thioether carboxylic acids
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
- C11D1/123—Sulfonic acids or sulfuric acid esters; Salts thereof derived from carboxylic acids, e.g. sulfosuccinates
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
- C11D1/126—Acylisethionates
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
- C11D1/14—Sulfonic acids or sulfuric acid esters; Salts thereof derived from aliphatic hydrocarbons or mono-alcohols
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
- C11D1/29—Sulfates of polyoxyalkylene ethers
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/34—Derivatives of acids of phosphorus
- C11D1/345—Phosphates or phosphites
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/38—Cationic compounds
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/38—Cationic compounds
- C11D1/52—Carboxylic amides, alkylolamides or imides or their condensation products with alkylene oxides
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/66—Non-ionic compounds
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/66—Non-ionic compounds
- C11D1/662—Carbohydrates or derivatives
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/88—Ampholytes; Electroneutral compounds
- C11D1/90—Betaines
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Dermatology (AREA)
- Cosmetics (AREA)
- Detergent Compositions (AREA)
Abstract
A cleansing composition for skin and body comprises: (A) a nonionic surfactant represented by the following formula (I) and having an HLB value of not less than 3 and less than 8: <IMAGE> wherein R<1> represents a hydrogen atom or a saturated or unsaturated straight-chain hydrocarbon group containing from 1 to 8 carbon atoms; x represents a number of from 1 to 30; y represents a number of from 0 to 30, and (B) one or more surfactants from anionic surfactants, amphoteric surfactants and sugar surfactants.
Description
CLEANSING COMPOSITION
FIELD OF THE INVENTION
The present invention relates generally to detergent compositions and more particularly to a face and body care cleansing composition having high cleansing and foaming activity with respect to residues of makeup cosmetics such as rouge, foundations, etc., and other greasy soil due to sebum and the like. The composition provides a comfortable feeling to the skin and hair with a minimum of irritation.
BACKGROUND OF THE INVENTION
Makeup residues originating from rouge, foundations, eye-shadows, mascaras, etc., contain large amounts of grease or solid oils and cannot be effectively removed with cleansing foams which are based on ordinary soaps which have inadequate solubilizing and emulsifying effects. Therefore, makeup residues are usually removed with cleansing creams, cleansing oils or cleansing gels, all of which contain some oleaginous base.
On the other hand, in pimples and other skin conditions involving inflammation which is induced by deposition and solidification of fat, keratic protein, etc., within the pores of the skin, ordinary cleansing preparations are not powerful enough to wash off the solid soil clogging the pores of the skin and, therefore, it is a common practice to employ keratolytic agents such as salicylic acid or sulfur in conjunction.
Conventional fatty acid soaps and cleansing preparations based on anionic surfactants are, thus, not sufficiently effective to remove obstinate greasy materials such as makeup residue, dirt, sebum and other solid fats and conventional cleansing creams and the like are disadvantageous in that when used in high temperature, high humidity environment such as in bathrooms, the stability of emulsions is adversely affected by admixing of water to detract from their cleansing power or to cause separation thereof.
Therefore, a face and body care cleansing composition free of the above-mentioned drawbacks and yet having high cleansing and foaming activity and which is less irritating and more comfortable to the skin and hair has been demanded in the art.
SUMMARY OF THE INVENTION
The inventors of the present invention conducted intensive studies to meet the above demand and found that by employing a specific nonionic surfactant in combination with a surfactant selected from the group consisting of anionic, amphoteric and sugar nonionic surfactants, there can be obtained a cleansing composition which has high cleansing and foaming powers with respect to greasy material is less irritating to the skin, gives a refreshing sensation, and remains stable even in a high humidity-environment. The present invention is obtained by the above finding.
The present invention relates to a cleansing composition comprising:
(A) a nonionic surfactant represented by the following formula (I) and which has an HLB value of not less than 3 and less than 8:
wherein R1 represents a hydrogen atom or a saturated
or unsaturated straight-chain hydrocarbon group
containing from 1 to 8 carbon atoms; x represent a
number of from 1 to 30; y represents a number of from o to 30, and
(B) one or more surfactants selected from the group consisting of anionic surfactants, amphoteric surfactants and sugar nonionic surfactants.
DETAILED DESCRIPTION OF THE INVENTION
Component (A) according to the invention is a nonionic surfactant of formula (I) (hereinafter referred to as compound (I)), wherein R1 is a hydrogen atom or a saturated or unsaturated straight-chain hydrocarbon group containing from 1 to 8 carbon atoms. In terms of foaming power and feeling in use, R1 is preferably a C16 straightchain alkyl group such as methyl, ethyl, butyl, propyl, pentyl or hexyl group. Referring further to formula (I), x which represents the number of moles of propylene oxide added and y which represents the number of moles of ethylene oxide added are from 1 to 30 and from 0 to 30, respectively, and, in terms of foaming power and feeling in use, are preferably from 3 to 30 and from 2 to 10, respectively, more preferably from 3 to 10 and from 2 to 7, respectively.
It is essential that the HLB value of compound (I) not be less than 3 and be less than 8. The HLB value is a value given by the following formula of Oda, Teramura et al.
as described, for example, in Kaqaku-no-Rsoiki, vol. 11, No.
10, pp 719-725 (1957).
z Inorganicity
HLB = - x 10 2 Organicity
If the HLB value of compound (I), which is a nonionic surfactant, is less than 3, the compound will be too hydrophobic and oleaginous, with a marked decrease in foaming power. On the other hand, if the HLB value is 8 or more, the composition will be too hydrophilic with a consequent decrease in the cleansing and emulsifying activity with respect to greasy makeup materials. Thus, the HLB value of this nonionic surfactant should be at least 3 and less than 8, and is preferably in the range of from 4.5 to 7.5.
Component (B) according to the invention include, for example, fatty acid surfactants, alkyl ether carboxylic acid surfactants, alkyl sulfate surfactants, polyoxyethylene alkyl ether sulfate surfactants, phosphoric ester surfactants, N acylamino acid surfactants, isethionate surfactants, sulfosuccinate surfactants, amidoamine surfactants, betaine surfactants, sugar ether surfactants, sugar amide surfactants and sugar ester surfactants.
With regard to the anionic surfactant used as component (B) of the invention, consideration of foaming power favors the use of surfactants of the fatty acid surfactants, alkyl ether carboxylic acid surfactants, alkyl sulfate surfactants, polyoxyethylene alkyl ether sulfate surfactants, phosphoric ester surfactants, N-acylamino acid surfactants, isethionate surfactants or sulfosuccinic acid surfactants. These types of surfactants may be used alone or in combination. Among these anionic surfactants, the phosphoric ester surfactants, N-acylamino acid surfactants, isethionate surfactants and sulfosuccinic acid surfactants are particularly preferred from the view of low irritancy.
Referring to the fatty acid surfactants and alkyl sulfate surfactants for component (B), those having a straight-chain or branched Cs-2O alkyl chain, whether saturated or unsaturated, and an alkali metal or alkanolamine as the counter ion are preferred.
With regard to the alkyl ether carboxylic acid surfactants and polyoxyethylene alkyl ether sulfate surfactants, those having an alkyl chain and a counter ion as mentioned above, and having 1 to 4 moles of ethylene oxide on the average present, are preferred.
The phosphoric ester surfactants for component (B) include, for example, compounds of the following formula (II) or (III):
wherein R2, R3 and R4 each represents a straight-chain
or branched alkyl or alkenyl group which can each
contain from 8 to 18 carbon atoms; Z and M each
represents a hydrogen atom, an alkali metal (e.g.,
Na, K), an ammonium group or an alkanolamine having a
hydroxyalkyl group of from 2 to 3 carbon atoms (e.g.,
triethanolamine); and Q, m and n each represents a
number of from 0 to 10.
Preferred among these compounds (II) or (III) are compounds in which the number of moles of added ethylene oxide ranges from 0 to 3 and the most advantageous are compounds having no ethylene oxide units but having C12-14 alkyl groups. Thus, sodium mono- or dilauryl phosphate, potassium mono- or dilauryl phosphate, diethanolamine monoor dilauryl phosphate, triethanolamine mono- or dilauryl phosphate, sodium mono- or dimyristyl phosphate, potassium mono- or dimyristyl phosphate, diethanolamine mono- or dimyristyl phosphate, triethanolamine mono- or dimyristyl phosphate, etc., may be mentioned by way of example.
When compounds (II) and (III) are used in combination as component (B), the ratio of (II) to (III), by weight, is preferably in the range of from 10:0 through 5:5, more preferably from 10:0 through 7:3.
In the category of component (B) according to the invention, the N-acylamino acid surfactants include, for example, compounds of formula (IV):
wherein R5 represents a straight-chain or branched
alkyl or alkenyl group each containing from 7 to 21
carbon atoms; R6 represents a hydrogen atom or an
alkyl or alkenyl group each containing from 1 to 4
carbon atoms; R7 represents a group of the formula -tCH2)pR8 (where p represents an integer of from 0 to
4; R8 represents a hydrogen atom, a hydroxyl group or
-COOM2 where M2 means hydrogen, an alkali metal
(e.g., Na, K) or an alkanolamine (e.g., triethanol
amine)).
Compounds of the above formula (IV) may be Lconfigured, D-configured or racemic, and any of these isomers can be employed. Preferred specific examples include Nlauroylglutamic acid, N-myristylglutamic acid, N-lauroyl-Nmethylglycine, N-lauroylaspartic acid, N-lauroylserine, etc.
inclusive of the corresponding alkali metal (e.g., Na, K) salts and alkanolamine (e.g., triethanolamine) salts.
In the category of compound (B), isethionate surfactants include, for example, compounds of formula (V): R8,-COOCH2CH2SO3M3 (V) wherein R8, is an alkyl or alkenyl group each
containing from 7 to 21 carbon atoms; M3is a
hydrogen atom, an alkali metal (e.g., Na, K) or a
cationic group derived from an alkanolamine (e.g.,
triethanolamine).
In the compounds of formula (V), the fatty acid residue R8-COO- may, for example, be the residue of lauric acid, myristic acid, oleic acid, coco fatty acid or the like and the counter cation M3 may for example be potassium, sodium, triethanolamine, diethanolamine, monoethanolamine or the like.
In the category of compound (B) according to the invention, sulfosuccinate acid surfactants include, for example, sulfosuccinic esters of higher alcohols or the corresponding ethoxylates thereof, which are represented by formula (VI) or (VII):
wherein R9 represents R10OftCH2CH2Qtq or
RCONH-(CH2CH2O)q (where R10 represents a straight
chain or C822 branched C8-22 alkyl or C8-C22 alkenyl
group; R11 represents a straight-chain or branched C7-
21 alkyl or C7-C21 alkenyl group; q represents a number
of from 0 to 20);M4 represents a hydrogen atom or a
water soluble salt-forming cation selected from the
group consisting of alkali metals (e.g., Na, K),
alkaline earth metals, ammonium and organoammonium
(e.g., triethanolamine, diethanolamine, monoethanol
amine) ions, and sulfosuccinic esters derived from higher fatty acid amides.
Among the sulfosuccinic esters of higher alcohols or ethoxylates thereof, which are represented by formula (VI) or (VII). These are the disodium salts of sulfosuccinic esters of secondary alcohol ethoxylates containing from 11 to 13 carbon atoms (e.g., Nippon Shokubai Kagaku Kogyo Co., Ltd.,
Softanol MES-3, 5, 7, 9 and 12; each numeral represents the number of moles of ethylene oxide (EO) added), disodium salts of sulfosuccinic esters of lauryl alcohol or lauryl alcohol ethoxylates (EO = 3, 6, 9 and 12), and disodium salts of sulfosuccinic esters of synthetic primary alcohols (primary alcohols derived form petroleum) which contain from 12 to 15 carbon atoms or the corresponding ethoxylates (EO = 2 - 4).
As sulfosuccinic esters derived from higher fatty acid amides, there may be mentioned disodium salts of sulfosuccinic ester of polyethylene glycol (EO = 1, 2) laurylamide, sodium salts of sulfosuccinic ester of polyethylene glycol (EO = 1, 2) oleamide and sodium salts of sulfosuccinic ester of polyethylene glycol (EO = 4) coco fatty acid.
In the category of component (B) according to the invention, amidoamine surfactants include, for example, amidoamine amphoteric surfactants of the following formula (VIII) or (IX):
wherein R12 and R14 each represents a saturated or unsaturated hydrocarbon group containing from 7 to 19 carbon atoms; R13 and R15 each represents -CH2CooM5, -CH2CH2COOMs or
(where M5 represents a hydrogen atom, an alkali metal or an alkanolamine); R16 represents a hydrogen atom or a group of the formulae -CH2CooM5, -CH2CH2COOM5 or
(where M5 has the meaning defined above).
These amphoteric surfactants, also known as imidazoline surfactants, are commercially available under the trademarks of Miranol (a product of Miranol), Softazolin (a product of Kawaken Fine Chemicals), etc.
In the category of component (B) according to the invention, betaine surfactants include, for example, hydroxysulfobetaine, trialkylaminoacetate (betaine), and trialkylaminopropanesulfobetaine surfactants which may be represented by the following formulae (X), (XI) and (XII), respectively:
wherein R17 represents a saturated or unsaturated hydrocarbon group containing from 8 to 18 carbon atoms; and R18 and R19 each represents methyl or ethyl group;
wherein R20 represents a hydrocarbon group having an average number of carbon atoms in the range of from 10 to 16; and R21 and R22 each represents a lower alkyl group containing from 1 to 3 carbon atoms;
wherein R23 represents a saturated hydrocarbon group having an average number of carbon atoms in the range of from 10 to 16; and R24 and R25 each represents a lower alkyl group containing from 1 to 3 carbon atoms.
Among the compounds of formulae (X) through (XII), the compounds in which R17, R20 or R23 is a C12 hydrocarbon group and R18 and R19, R21 and R22, or R24 and R25 are methyl are particularly preferred.
In the category of component (B) according to the invention, sugar ether surfactants include alkylsaccharide surfactants of the following formula (XIII): R26~O~(R270)--G, (XIII)
wherein R26 represents a straight-chain or branched
alkyl or alkenyl group each containing from 6 to 18
carbon atoms or an alkylphenyl group containing from
7 to 18 carbon atoms; R27 represents a C24 alkylene
group; G represents a reducing sugar containing from
5 or 6 carbon atoms; r represents a number of from 0
to 10; and t represents a number of from 1 to 10.
Particularly advantageous are decyl glucoside, lauryl glucoside, lauryl polyglucoside and decyl polyglucoside.
In the category of component (B) according to the invention, sugar amide surfactants include compounds of the following formula (XIV):
wherein R28 represents a straight-chain or branched alkyl or alkenyl group each of which have from 5 to 17 carbon atoms or an alkylphenyl group which have from 7 to 18 carbon atoms;
R29 represents a hydrogen atomr a straight-chain or branched alkyl or alkenyl group each of which have from 1 to 18 carbon atoms, or groups of the formulae
(where R30 represents hydrogen or methyl; and v represents a number of from 0 to 10), -CH2-CH2-OH,
or -CH2CH2CH2OH; and
A represents a polyhydroxyalkyl group composed of a sugar residue containing from 4 to 30 carbons (e.g., a residue of a mono- or oligosaccharide composed of 1 to 10 residues of a sugar such as glucose, fructose or galactose).
In the category of component (B) according to the invention, sugar ester surfactants include esters of a fatty acid containing from 7 to 21 carbon atoms with a mono- or oligosaccharide composed of 1 to 10 sugar residues (e.g., residues of glucose, galactose, etc.), such as sucrose fatty acid ester surfactants.
The above-mentioned types of component (B) can be used either alone or in combination of two or more of them.
The combined proportion of components (A) and (B) in the cleansing composition of the present invention is preferably form 5 to 90% by weight and more preferably in the range of from about 20 to 60% by weight, based on the total weight of the cleansing composition. The weight ratio of (A)/(B) can be freely chosen within the range of 1/9 through 9/1, although the range of 1/9 through 4/6 is preferred.
The cleansing composition of the present invention can be prepared and provided in optional application forms, e.g., as a solid, paste, liquid and other preparations.
In addition to the aforementioned surfactants, the cleansing composition of the invention may contain any of the conventional cleanser additives, such as viscosity modifiers and conditioning agents, e.g., anionic polymers, nonionic polymers, cationic polymers, etc.; and humectants, e.g., glycerol, sorbitol, etc., as well as preservatives, ultraviolet absorbers, perfumes, colors, etc., all in proportions not detrimentally affecting the effects of the invention.
The following examples are intended to illustrate the present invention in further detail and should by no means be construed as defining the metes and bounds of the invention.
EXAMPLE 1
A series of cleansing compositions were prepared in accordance with the compositions shown in Table 1 and their performance characteristics were evaluated by the methods set forth below. The results are presented in Table 1.
(1) Cleansing power test (sebum soil test):
(A) Soiled fabric: (a) PreParation of an artificially soiled fabric:
An artificial greasy soil composed of triglycerides, paraffins, fatty acids and carbon black was evenly dispersed in a solvent (chloroform) and a cotton fabric was caused to contact the dispersion and then dried, whereby the artificial greasy soil was uniformly deposited on the fabric. From this fabric, 10 cm x 10 cm testpieces were prepared and tested.
(b) Washing method and conditions:
The test cleansing composition was dissolved in hard water (40DH) at a final concentration of 3% by weight and made up to 500 ml. The artificially soiled fabric, in groups of 5 sheets, were agitated in the solution at 300C by means of a tergotometer at 100 rpm for 5 minutes and then rinsed in running water. After pressing with an iron, the reflectance values of the fabric were measured to calculate the detergency rate. The data were evaluated according to the criteria presented below.
(B) Pig skin test (makeup soil test):
Rouge was uniformly coated on a circular area, 1 cm in diameter, of a pig skin (2 cm x 2 cm) and 30 minutes later 5 drops of a 20% by weight aqueous solution of the test cleansing composition were dripped on the coated area. The treated skin area was massaged with a flat glass bar for 20 seconds, rinsed in running water (28/mien., 1 minute) and dried. Using hexane, the residual rouge was then extracted from the pig skin and the ultraviolet absorbance of the hexane solution was detected to thereby determined the detergency rate. The data were evaluated according to the following criteria.
Evaluation criteria:
A : 80% or more
B : from 70% to less than 80%
C : from 60% to less than 70%
D : less than 60% (2) Organoleptic test:
A panel of 7 experts was asked to appropriately dilute and foam the test cleansing composition with tap water, wash their hands and faces with the foam and rate the composition.
A. Foam criteria:
A : Copious foaming and creamy
B : Ordinary
C : Slightly poor foaming
D : Poor foaming
B. Feeling-after-use criteria:
A : Refreshed, moist or not pulling
B : Ordinary
C : Not refreshed, not moist, pulling TABLE 1
Product of the Invention Comparative Product
1 2 3 4 5 6 7 8 1 2 3 4 5 6 7 8 9 10 11 12 13
(%) (%) (%) (%) (%) (%) (%) (%) (%) (%) (%) (%) (%) (%) (%) (%) (%) (%) (%) (%) (%) cleansing Composition:
Triethanolamine monolauryl phosphate (MAP) 20 - - - 20 - - - 30 - - - 20 - - - - 20 - -
Triethanolamine Nlauroylglutamate (AGS) - 20 - - - 20 - - - 30 - - - 20 - - - - 20 -
Sodium cocoylisethionate (SCI) - - 20 - - - 20 - - - 30 - - - 20 - - - - 20
Disodium monolauryl sulfosuccinate (SS) - - - 20 - - - 20 - - - 30 - - - 20 - - - - 20
Polyoxypropylene (7)polyoxyethylene (3) butyl ether (HLB: 7.5) 10 10 10 - - - - - - - - - - - - - 10 - - -
Polyoxypropylene (15)poluyoxyethylene (3) butyl ether (HLB: 5.2) - - - - 10 10 10 10 - - - - - - - - - - - -
Polyoxypropylene (5)poluyoxyethylene (10) butyl ether (HLB: 8.8) - - - - - - - - - - - - 10 10 10 10 - - - -
Polyoxyethylene (5) oleyl ether (HLB: 7.5) - - - - - - - - - - - - - - - - - 10 10 10 10
Triethanolamine laurate - - - - - - - - - - - - - - - - 20 - - -
Bal- Bal- Bal- Bal- Bal- Bal- Bal- Bal- Bal- Bal- Bal- Bal- Bal- Bal- Bal- Bal- Bal- Bal- Bal- Bal- Bal
Prified Water ance ance ance ance ance ance ance ance ance ance ance ance ance ance ance ance ance ance ance ance ance TABLE 1 (cont'd)
Product of the Invention Comparative Product
1 2 3 4 5 6 7 8 1 2 3 4 5 6 7 8 9 10 11 12 13
(%) (%) (%) (%) (%) (%) (%) (%) (%) (%) (%) (%) (%) (%) (%) (%) (%) (%) (%) (%) (%) cleansing Power:
Sebum dirt B B B B B B B B D D D D C C C C B D D D D
Makeup dirt B B B B B B B B D D D D C C C C B D C C C
Organolaptic test:
Foam A A A A A A A A C C B B B B B B B D D D D
Feeling of skin after cleansing: :
Refreshed B B B B B B B B B C C C B B B B B D D D D
Moist B B B B B B B B C B C B C C C C D B C C C
Pulling B B B B B B B B B C C C B B B B D B B B B
Note: all percents given in Table 1 above are by weight based on the total weight of the composition.
EXAMPLE 2
(a facial cleanser)
(% by weight) (1) Ditriethanolamine lauryl
phosphate 3 (2) Polyoxypropylene (11)-polyoxy
ethylene (4) butyl ether (HLB 7.2) 12 (3) Ethylene glycol distearate 3 (4) Methylparaben 0.3 (5) Perfume 0.3 (6) Purified water Balance
Ingredients (1) through (3) were dissolved in heated water (6) and cooled, followed by the addition of (4) and (5) to provide a facial cleanser.
The above cleanser could be used for removing makeup and for face cleansing as well. It produced a copious foam and left the washed face refreshed and provided no feeling of taut skin (pulling sensation).
EXAMPLE 3
(a facial cleanser)
(% by weight) (1) Monotriethanolamine
N-lauroylglutamate 35 (2) Polyoxypropylene (7)-polyoxyethylene
(3) propylene ether (HLB 5.4) 15 (3) Ethylene glycol distearate 3 (4) Triethanolamine polyacrylate 0.5
(Carbopol 941, a product of Goodrich) (5) Triclosan 0.2 (6) Ethanol 5 (7) Perfume 0.5 (8) Water Balance
Ingredients (1) through (5) were dissolved in heated water (8) and cooled, followed by the addition of (6) and (7) to provide a facial cleansing preparation.
This facial cleanser could be used for removing makeup and for face cleansing as well. It produced a copious foam and left the skin refreshed and moist.
EXAMPLE 4
(a facial cleanser)
(% by weight) (1) Sodium cocoylisethionate 15 (2) Disodium monolauryl sulfosuccinate 15 (3) Lauric acid 3 (4) Polyoxypropylene (15)-polyoxyethylene
(3) hexyl ether (HLB 5.8) 6 (5) Ethylene glycol distearate 3 (6) Dibutylhydroxytoluene 0.2 (7) Oxybenzone 0.2 (8) Cationized cellulose 0.2
(Polymer JR400, a product of
U.C.C.) (9) Perfume 0.3 (10) Purified water Balance
Ingredients (1) through (8) were dissolved in heated water (10) and cooled, followed by the addition of (9) to provide a facial clean-ser.
This cleanser could be used for removing makeup and for face cleansing as well. It produced a copious foam and left the skin refreshed and moist.
EXAMPLE 5
(a shampoo)
(% by weight)
Laurylglycoside 20.0
Cocoimidazolinium betaine 2.0
Hydroxyethylcellulose 0.5
Polyoxyethylene (EO 100)
distearate 2.0
Ethylene glycol distearate (HLB 6.81) 2.0
Yellow No. 4 trace
Polyoxypropylene (11) polyoxyethylene
(4) hexyl ether 5.0
Purified water Balance
It is apparent that the cleansing composition of the present invention is able to remove obstinate greasy soil such as makeup residues and soil due to sebum, has a high foaming power and insures a good feeling in use without an irritating action on the skin.
While the invention has been described in detail and with reference to specific embodiments thereof, it will be apparent to one skilled in the art that various changes and modifications can be made therein without departing from the spirit and scope thereof.
Claims (3)
1. A cleansing composition comprising:
(A) a nonionic surfactant represented by the following formula (I) and having an HLB value of not less than 3 and less than 8:
wherein R1 represents a hydrogen atom or a saturated
or unsaturated straight-chain hydrocarbon group
containing from 1 to 8 carbon atoms; x represents a
number of from 1 to 30; y represents a number of from 0 to 30, and
(B) one or more surfactants selected from the group consisting of anionic surfactants, amphoteric surfactants and sugar nonionic surfactants.
2. A cleansing composition according to claim 1 wherein the sum of components (A) and (B) ranges from 5 to 90% by weight based on the total weight of the composition and the weight ratio of component (A) to component (B) is in the range of 1/9 through 9/1.
3. A cleansing composition according to claim 1 wherein component (B) is one or more surfactants selected from the group consisting of fatty acid surfactants, alkyl ether carboxylic acid surfactants, alkyl sulfate surfactants, polyoxyethylene alkyl ether sulfate surfactants, phosphoric ester surfactants, N-acylamino acid surfactants, isethionate surfactants, sulfosuccinate surfactants, amidoamine surfactants, betaine surfactants, sugar ether surfactants, sugar amide surfactants and sugar ester surfactants.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2084849A JPH0756037B2 (en) | 1990-04-02 | 1990-04-02 | Cleaning composition |
Publications (3)
Publication Number | Publication Date |
---|---|
GB9106760D0 GB9106760D0 (en) | 1991-05-15 |
GB2242686A true GB2242686A (en) | 1991-10-09 |
GB2242686B GB2242686B (en) | 1993-04-14 |
Family
ID=13842249
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB9106760A Expired - Fee Related GB2242686B (en) | 1990-04-02 | 1991-03-28 | Cleansing composition |
Country Status (4)
Country | Link |
---|---|
JP (1) | JPH0756037B2 (en) |
GB (1) | GB2242686B (en) |
HK (1) | HK121694A (en) |
MY (1) | MY114219A (en) |
Cited By (24)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1992018100A1 (en) * | 1991-04-15 | 1992-10-29 | The Procter & Gamble Company | Antibacterial mild liquid skin cleanser |
US5174927A (en) * | 1990-09-28 | 1992-12-29 | The Procter & Gamble Company | Process for preparing brightener-containing liquid detergent compositions with polyhydroxy fatty acid amines |
US5194639A (en) * | 1990-09-28 | 1993-03-16 | The Procter & Gamble Company | Preparation of polyhydroxy fatty acid amides in the presence of solvents |
WO1993005764A1 (en) * | 1991-09-26 | 1993-04-01 | Klaus Bous | Cleaning liquid, in particular for first aid sets, and its use__ |
EP0586234A2 (en) * | 1992-09-04 | 1994-03-09 | Unilever Plc | Skin cleansing composition |
US5332528A (en) * | 1990-09-28 | 1994-07-26 | The Procter & Gamble Company | Polyhydroxy fatty acid amides in soil release agent-containing detergent compositions |
US5338486A (en) * | 1990-09-28 | 1994-08-16 | The Procter & Gamble Company | High catalyst process for glucamide detergents |
US5338487A (en) * | 1990-09-28 | 1994-08-16 | The Procter & Gamble Company | Catalyzed process for glucamide detergents |
DE4311114A1 (en) * | 1993-04-05 | 1994-10-06 | Henkel Kgaa | Detergent mixtures |
US5354425A (en) * | 1993-12-13 | 1994-10-11 | The Procter & Gamble Company | Tissue paper treated with polyhydroxy fatty acid amide softener systems that are biodegradable |
WO1995023204A1 (en) * | 1994-02-28 | 1995-08-31 | Colgate-Palmolive Company | Liquid detergent |
US5454982A (en) * | 1990-09-28 | 1995-10-03 | The Procter & Gamble Company | Detergent composition containing polyhydroxy fatty acid amide and alkyl ester sulfonate surfactants |
US5625098A (en) * | 1991-07-26 | 1997-04-29 | The Procter & Gamble Company | Process for preparing N-alkyl polyhydroxyalkyl amines in aqueous/hydroxy solvents |
US5700771A (en) * | 1990-09-28 | 1997-12-23 | The Procter & Gamble Company | Polyhydroxy fatty acid amide surfactants in percarbonate bleach-containing compositions |
US5723673A (en) * | 1995-06-07 | 1998-03-03 | The Procter & Gamble Company | Process for preparing amides of N-alkyl polyhydroxyalkyls |
US5777165A (en) * | 1995-06-07 | 1998-07-07 | The Procter & Gamble Company | Process for preparing amides of N-alkyl polyhydroxyalkyl amines |
US5780416A (en) * | 1994-02-10 | 1998-07-14 | Henkel Kommanditgesellschaft Auf Aktien | Acidic hard surface cleaning formulations comprising APG and propoxylated-ethoxylated fatty alcohol ether |
WO2003047540A1 (en) * | 2001-11-30 | 2003-06-12 | The Procter & Gamble Company | Shampoo containing an alkyl ether |
WO2003106592A2 (en) * | 2002-06-12 | 2003-12-24 | IFAC GmbH & Co. KG Institut für Angewandte Colloidtechnologie | Ether alcohols used as solvents and emulsifiers and dispersions containing said ether alcohols |
WO2006058755A1 (en) * | 2004-12-04 | 2006-06-08 | Unilever Plc | Shampoo compositions containing cationic polymer and an anionic surfactant mixture |
EP1975224A1 (en) * | 2007-03-30 | 2008-10-01 | Johnson & Johnson Consumer France SAS | Mild, foaming cleansing composition |
CN101415401B (en) * | 2006-04-07 | 2011-05-04 | 花王株式会社 | Cleansing composition |
WO2011156263A1 (en) * | 2010-06-08 | 2011-12-15 | Innovation Services, Inc. | Cleaning concentrate and method of cleaning contaminated surfaces |
EP1495749B1 (en) * | 2003-07-07 | 2014-03-26 | Beiersdorf AG | Fixing cosmetic composition allowing multiple reshaping of the hair |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2013116873A (en) * | 2011-12-05 | 2013-06-13 | Kao Corp | Surfactant |
JP6141501B1 (en) * | 2016-09-02 | 2017-06-07 | 第一工業製薬株式会社 | Gel composition |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB2179052A (en) * | 1985-08-14 | 1987-02-25 | Procter & Gamble | Nonfoaming cleansing mousse with skin conditioning components |
Family Cites Families (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS59163303A (en) * | 1983-03-07 | 1984-09-14 | Shiseido Co Ltd | Cosmetic for hair |
US4968450A (en) * | 1988-01-14 | 1990-11-06 | Kao Corporation | Mild cosmetic cleansing foams containing an HlB3-8 nonionic surfactant |
JPH01186812A (en) * | 1988-01-14 | 1989-07-26 | Kao Corp | Detergent composition |
JPH01287017A (en) * | 1988-05-11 | 1989-11-17 | Kao Corp | Low-irritant washing agent composition |
JPH03179098A (en) * | 1989-12-07 | 1991-08-05 | Shiseido Co Ltd | Liquid detergent composition |
JPH0791555B2 (en) * | 1989-12-22 | 1995-10-04 | 株式会社資生堂 | Cleaning composition |
-
1990
- 1990-04-02 JP JP2084849A patent/JPH0756037B2/en not_active Expired - Fee Related
-
1991
- 1991-03-28 GB GB9106760A patent/GB2242686B/en not_active Expired - Fee Related
- 1991-04-01 MY MYPI91000533A patent/MY114219A/en unknown
-
1994
- 1994-11-03 HK HK121694A patent/HK121694A/en not_active IP Right Cessation
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB2179052A (en) * | 1985-08-14 | 1987-02-25 | Procter & Gamble | Nonfoaming cleansing mousse with skin conditioning components |
Cited By (32)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5700771A (en) * | 1990-09-28 | 1997-12-23 | The Procter & Gamble Company | Polyhydroxy fatty acid amide surfactants in percarbonate bleach-containing compositions |
US5338486A (en) * | 1990-09-28 | 1994-08-16 | The Procter & Gamble Company | High catalyst process for glucamide detergents |
US5194639A (en) * | 1990-09-28 | 1993-03-16 | The Procter & Gamble Company | Preparation of polyhydroxy fatty acid amides in the presence of solvents |
US5174927A (en) * | 1990-09-28 | 1992-12-29 | The Procter & Gamble Company | Process for preparing brightener-containing liquid detergent compositions with polyhydroxy fatty acid amines |
US5332528A (en) * | 1990-09-28 | 1994-07-26 | The Procter & Gamble Company | Polyhydroxy fatty acid amides in soil release agent-containing detergent compositions |
US5454982A (en) * | 1990-09-28 | 1995-10-03 | The Procter & Gamble Company | Detergent composition containing polyhydroxy fatty acid amide and alkyl ester sulfonate surfactants |
US5338487A (en) * | 1990-09-28 | 1994-08-16 | The Procter & Gamble Company | Catalyzed process for glucamide detergents |
WO1992018100A1 (en) * | 1991-04-15 | 1992-10-29 | The Procter & Gamble Company | Antibacterial mild liquid skin cleanser |
US5625098A (en) * | 1991-07-26 | 1997-04-29 | The Procter & Gamble Company | Process for preparing N-alkyl polyhydroxyalkyl amines in aqueous/hydroxy solvents |
WO1993005764A1 (en) * | 1991-09-26 | 1993-04-01 | Klaus Bous | Cleaning liquid, in particular for first aid sets, and its use__ |
US5489396A (en) * | 1991-09-26 | 1996-02-06 | Bous; Klaus | Cleaning/decontaminating liquid compositions based on alkoxylated surfactant mixtures, particularly for emergency sets, and their use |
EP0586234A3 (en) * | 1992-09-04 | 1994-06-08 | Unilever Plc | Skin cleansing composition |
EP0586234A2 (en) * | 1992-09-04 | 1994-03-09 | Unilever Plc | Skin cleansing composition |
WO1994022997A1 (en) * | 1993-04-05 | 1994-10-13 | Henkel Kommanditgesellschaft Auf Aktien | Detergent mixtures |
US5759979A (en) * | 1993-04-05 | 1998-06-02 | Henkel Kommanditgesellschaft Auf Aktien | Detergent mixtures comprising APG and fatty alcohol polyglycol ether |
DE4311114A1 (en) * | 1993-04-05 | 1994-10-06 | Henkel Kgaa | Detergent mixtures |
US5354425A (en) * | 1993-12-13 | 1994-10-11 | The Procter & Gamble Company | Tissue paper treated with polyhydroxy fatty acid amide softener systems that are biodegradable |
US5780416A (en) * | 1994-02-10 | 1998-07-14 | Henkel Kommanditgesellschaft Auf Aktien | Acidic hard surface cleaning formulations comprising APG and propoxylated-ethoxylated fatty alcohol ether |
WO1995023204A1 (en) * | 1994-02-28 | 1995-08-31 | Colgate-Palmolive Company | Liquid detergent |
US5723673A (en) * | 1995-06-07 | 1998-03-03 | The Procter & Gamble Company | Process for preparing amides of N-alkyl polyhydroxyalkyls |
US5777165A (en) * | 1995-06-07 | 1998-07-07 | The Procter & Gamble Company | Process for preparing amides of N-alkyl polyhydroxyalkyl amines |
US7087221B2 (en) | 2001-11-30 | 2006-08-08 | The Procter & Gamble Company | Shampoo containing an alkyl ether |
WO2003047540A1 (en) * | 2001-11-30 | 2003-06-12 | The Procter & Gamble Company | Shampoo containing an alkyl ether |
WO2003106592A2 (en) * | 2002-06-12 | 2003-12-24 | IFAC GmbH & Co. KG Institut für Angewandte Colloidtechnologie | Ether alcohols used as solvents and emulsifiers and dispersions containing said ether alcohols |
WO2003106592A3 (en) * | 2002-06-12 | 2004-06-10 | Ifac Gmbh & Co Kg Inst Fuer An | Ether alcohols used as solvents and emulsifiers and dispersions containing said ether alcohols |
EP1495749B1 (en) * | 2003-07-07 | 2014-03-26 | Beiersdorf AG | Fixing cosmetic composition allowing multiple reshaping of the hair |
WO2006058755A1 (en) * | 2004-12-04 | 2006-06-08 | Unilever Plc | Shampoo compositions containing cationic polymer and an anionic surfactant mixture |
CN101415401B (en) * | 2006-04-07 | 2011-05-04 | 花王株式会社 | Cleansing composition |
EP1975224A1 (en) * | 2007-03-30 | 2008-10-01 | Johnson & Johnson Consumer France SAS | Mild, foaming cleansing composition |
WO2011156263A1 (en) * | 2010-06-08 | 2011-12-15 | Innovation Services, Inc. | Cleaning concentrate and method of cleaning contaminated surfaces |
US8536105B2 (en) | 2010-06-08 | 2013-09-17 | Innovation Services, Inc. | Method of cleaning contaminated surfaces |
AU2011265171B2 (en) * | 2010-06-08 | 2014-05-22 | Stryker Corporation | Cleaning concentrate and method of cleaning contaminated surfaces |
Also Published As
Publication number | Publication date |
---|---|
GB9106760D0 (en) | 1991-05-15 |
JPH0756037B2 (en) | 1995-06-14 |
JPH03285996A (en) | 1991-12-17 |
HK121694A (en) | 1994-11-11 |
GB2242686B (en) | 1993-04-14 |
MY114219A (en) | 2002-09-30 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
GB2242686A (en) | Cleansing composition | |
KR940000779B1 (en) | Topical composition | |
US3280179A (en) | Processes for producing acyclic surfactant sulfobetaines | |
US4110263A (en) | Mild cleansing compositions containing alkyleneoxylated bisquaternary ammonium compounds | |
US4181634A (en) | Mild cleansing compositions comprising an alkyleneoxylated bisquaternary ammonium compound and an anionic or amphoteric detergent such as a phosphobetaine | |
KR930007915B1 (en) | Topical composition | |
US5417875A (en) | Containing N-acylamino acid salt and germicide | |
US5395542A (en) | Liquid detergent composition | |
US4968450A (en) | Mild cosmetic cleansing foams containing an HlB3-8 nonionic surfactant | |
JPH0246639B2 (en) | SENJOZAISOSEIBUTSU | |
US4231903A (en) | Detergent compositions | |
JPH0576923B2 (en) | ||
JPH0641579A (en) | Detergent composition | |
JP3443490B2 (en) | Detergent composition | |
JPH07179887A (en) | Detergent composition | |
JP2558094B2 (en) | Hypoallergenic detergent composition | |
JPH02212598A (en) | Liquid detergent composition | |
JPH06116135A (en) | Skin detergent composition | |
JPH01186812A (en) | Detergent composition | |
EP0322741B1 (en) | Low irritant detergent composition | |
JP3444572B2 (en) | Detergent composition | |
JPH03115495A (en) | Liquid detergent composition | |
JP2797623B2 (en) | Transparent gel detergent composition | |
JPH0542998B2 (en) | ||
JPH09157688A (en) | Detergent composition |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
PCNP | Patent ceased through non-payment of renewal fee |
Effective date: 20000328 |