WO2013141118A1 - Liquid detergent composition - Google Patents
Liquid detergent composition Download PDFInfo
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- WO2013141118A1 WO2013141118A1 PCT/JP2013/057059 JP2013057059W WO2013141118A1 WO 2013141118 A1 WO2013141118 A1 WO 2013141118A1 JP 2013057059 W JP2013057059 W JP 2013057059W WO 2013141118 A1 WO2013141118 A1 WO 2013141118A1
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- detergent composition
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Classifications
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- 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
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/36—Carboxylic acids; Salts or anhydrides thereof
- A61K8/361—Carboxylic acids having more than seven carbon atoms in an unbroken chain; Salts or anhydrides thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/44—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
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- 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
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
- A61Q19/10—Washing or bathing preparations
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- 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
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- 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
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/20—Organic compounds containing oxygen
- C11D3/2075—Carboxylic acids-salts thereof
- C11D3/2079—Monocarboxylic acids-salts thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/59—Mixtures
- A61K2800/596—Mixtures of surface active 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
Definitions
- the present invention relates to a liquid detergent composition for use in hair detergents such as shampoos and rinse-in shampoos, body soaps, hand soaps, foam hand soaps, cleansing foams and other skin detergents, kitchen detergents and clothing detergents. About.
- the liquid detergent composition is less irritating to the skin, has excellent foam performance such as foaming, foam creaminess, and rinsing properties, as well as having a high bactericidal effect against pathogenic bacteria such as Escherichia coli. It is desired.
- fatty acid salts have been used as cleaning components that have excellent foam performance and a high bactericidal effect against pathogenic bacteria such as Escherichia coli.
- the fatty acid salt is used in a liquid detergent composition, there is a problem that fatty acid is precipitated due to a decrease in pH, the mesh of the former container is clogged, the rinsing property is decreased, and skin irritation is increased.
- a detergent composition containing an anionic surfactant and an alkyl amino acid type surfactant see Patent Document 2 and Patent Document 4
- a detergent composition containing an anionic surfactant and an alkylaminodicarboxylic acid type surfactant is proposed. According to these proposals, a formulation excellent in hypoallergenicity, foaming property, and rinsing property can be realized, but sufficiently satisfactory performance is obtained in terms of bactericidal effect against pathogenic bacteria such as E. coli and pH stability. Did not have.
- liquid detergent composition that is excellent in bactericidal effect against E. coli, pH stability, foam performance, and rinsing properties, and has little skin irritation.
- an object of the present invention is to provide a liquid detergent composition that is excellent in bactericidal effect against E. coli, pH stability, foam performance, and rinsing properties, and has little skin irritation.
- the bactericidal effect is improved by capturing divalent ions on the membrane surface and changing the physical properties of the bacterial membrane, and by capturing divalent ions (Ca 2+ , Mg 2+, etc.) in tap water, the component (A) And it succeeded in suppressing inactivation of the said (B) component and improving foaming.
- (D) By adding polyhydric alcohol to lower the polarity of the solvent, the components (A) and (B) can be stably arranged at the gas-liquid interface, thereby realizing a creamy foam quality. Each was found to be capable of giving a moist and good feel.
- the component (A) to the component (C), preferably the component (D), acts synergistically to provide excellent bactericidal effect against Escherichia coli, excellent foaming, foam creaminess, and rinsing properties.
- the skin irritation is low, it has been found that a liquid detergent composition that can be used with peace of mind from a woman with sensitive skin to a child with weak skin can be obtained.
- the liquid cleaning composition of this invention as a means for solving the said subject is represented by (A) following General formula (1). 1% to 7% by weight of fatty acid salt, R 1 COOM General formula (1) (In the general formula (1), R 1 represents a monovalent hydrocarbon group having 5 to 25 carbon atoms, and M represents any one of an alkali metal, ammonium, an alkanolamine, and a basic amino acid.) ) (B) an alkylaminocarboxylic acid type amphoteric surfactant, and (C) a chelating agent, Wherein component (A), the general formula (1) R 1 in the fatty acid salt is a monovalent hydrocarbon group having 5 to 12 carbon atoms (A 1), R 1 carbon atoms in the general formula (1) And a fatty acid salt (A 2 ) that is a monovalent hydrocarbon group of 13 to 25, and the mass ratio mass ratio (A 1 / A 2 ) of the (A 1 ) component and the (A)
- the above-described problems can be solved and the above-mentioned object can be achieved, and a liquid detergent composition having excellent bactericidal effect against E. coli, pH stability, foam performance, and rinsing properties and less skin irritation Things can be provided.
- the liquid detergent composition of the present invention contains (A) a fatty acid salt, (B) an alkylaminocarboxylic acid type amphoteric surfactant, and (C) a chelating agent, and (D) a polyhydric alcohol. Preferably, it contains other components as required.
- R 1 represents a monovalent hydrocarbon group having 5 to 25 carbon atoms
- M represents any one of an alkali metal, ammonium, alkanolamine, and a basic amino acid.
- R 1 represents a straight or branched monovalent hydrocarbon group having 5 to 25 carbon atoms, preferably 7 to 17 carbon atoms, and may be saturated or unsaturated.
- the carbon number of R 1 is less than 5, there is no surface activity and foaming and bactericidal power against E. coli may be deteriorated, and when it exceeds 25, bubbling, rinsing performance and bactericidal power against E. coli are poor. May be.
- M represents any one of an alkali metal, ammonium, alkanolamine, and a basic amino acid.
- an alkali metal is preferable and potassium is especially preferable from the point of the bactericidal effect with respect to colon_bacillus
- R 1 in is a monovalent hydrocarbon group having 5 to 12 carbon atoms fatty acid salt (A 1), R 1 in the general formula (1) And a fatty acid salt (A 2 ) which is a monovalent hydrocarbon group having 13 to 25 carbon atoms, and the mass ratio (A 1 / A 2 ) between the (A 1 ) component and the (A 2 ) component is 0.8 to 20, and preferably 1 to 9 from the viewpoint of rinsing properties, skin irritation, foaming and foam creaminess.
- the mass ratio (A 1 / A 2 ) is less than 0.8, foaming and rinsing properties may deteriorate, and when it exceeds 20, the skin irritation becomes strong and the creamy property of the bubbles deteriorates. May be.
- the component (A 1 ) is not particularly limited as long as R 1 in the general formula (1) is a monovalent hydrocarbon group having 5 to 12 carbon atoms, and may be appropriately selected depending on the purpose.
- capronate carbon number of R 1 : 5
- caprylate carbon number of R 1 : 7
- caprate carbon number of R 1 : 9
- laurate of R 1 Carbon number: 11
- caprate and laurate are preferable from the viewpoints of foaming, foam creaminess, and bactericidal activity against E. coli, and are excellent in skin irritation and foam creaminess.
- laurate specifically, potassium laurate is more preferable.
- the component (A 2 ) is not particularly limited as long as R 1 in the general formula (1) is a monovalent hydrocarbon group having 13 to 25 carbon atoms, and may be appropriately selected depending on the purpose.
- myristic acid salt (R 1 carbon number: 13), palmitate (R 1 carbon number: 15), stearic acid salt (R 1 carbon number: 17), oleate (R 1 carbon number: Examples thereof include carbon number: 17), linoleate (carbon number of R 1 : 17), isostearate (carbon number of R 1 : 17), behenate (carbon number of R 1 : 21), and the like. These may be used alone or in combination of two or more.
- the component (A 2 ) from the viewpoint of foaming, rinsing properties, and bactericidal power against E. coli, myristate and palmitate are preferable, and from the viewpoint of foaming, rinsing properties and stability at low temperatures, Myristate, specifically potassium myristate, is particularly preferred.
- the fatty acid salt of the component (A) a mixture of natural fatty acid salts can be used.
- Examples of the fatty acid salt mixture include coconut oil fatty acid salt, hardened coconut oil fatty acid salt, palm oil fatty acid salt, Examples include hardened palm oil fatty acid salt, palm kernel oil fatty acid salt, hardened palm kernel oil fatty acid salt, beef tallow fatty acid salt, and hardened beef tallow fatty acid salt.
- the content of the fatty acid salt of the component (A) is 1% by mass to 7% by mass with respect to the total amount of the liquid detergent composition, and is foaming, bactericidal against E. coli, rinsing properties, and skin irritation. Therefore, 4% by mass to 6% by mass is preferable. When the content is less than 1% by mass, foaming may be deteriorated or the bactericidal power against E. coli may be reduced. When the content exceeds 7% by mass, rinsing properties and skin irritation may be deteriorated. .
- the content of the component (A 1 ) is not particularly limited and may be appropriately selected depending on the intended purpose, but is preferably 0.3% by mass to 6% by mass with respect to the total amount of the liquid detergent composition.
- the content of the component (A 2 ) is not particularly limited and may be appropriately selected depending on the intended purpose, but is preferably 0.1% by mass to 5% by mass with respect to the total amount of the liquid detergent composition. 0.5 mass% to 3 mass% is more preferable. When the content is less than 0.1% by mass, foaming and bactericidal activity against E. coli may be deteriorated. When the content is more than 5% by mass, rinsing properties may be deteriorated.
- the fatty acid salt of the component (A) is not particularly limited and can be blended as a fatty acid salt, but the fatty acid and potassium hydroxide, triethanolamine, or monoethanolamine are blended separately. It is good also as a fatty-acid salt by adding in a tank and making it neutralize.
- alkylaminocarboxylic acid type amphoteric surfactant As the amino acid type amphoteric surfactant of the component (B), an alkylaminomonocarboxylic acid type amphoteric surfactant represented by the following general formula (I) and an alkylamino dicarboxylic acid represented by the following general formula (II) At least one selected from acid type surfactants is preferred.
- R 2 —NH (CH 2 ) k COOM 2
- R 2 is any of a linear or branched alkyl group, alkenyl group, and hydroxyalkyl group having 6 to 22 carbon atoms.
- k represents an integer of 1 to 4.
- M 2 represents at least one selected from a hydrogen atom, an alkali metal, ammonium, and a mono-, di-, or trialkanolamine having an alkanol group having 2 to 3 carbon atoms.
- R 3 is any one of a linear or branched alkyl group, alkenyl group, and hydroxyalkyl group having 6 to 22 carbon atoms.
- m and n represent an integer of 1 to 4, and may be the same or different from each other.
- M 3 and M 4 represent one selected from a hydrogen atom, an alkali metal, ammonium, and a mono-, di- or trialkanolamine having an alkanol group having 2 to 3 carbon atoms, and the M 3 and the M 4 are They may be the same or different from each other.
- R 2 and R 3 are any of a linear or branched alkyl group, alkenyl group, and hydroxyalkyl group having 6 to 22 carbon atoms. .
- the carbon number is preferably 10-16.
- Examples of the alkyl group include octyl group, nonyl group, decyl group, undecyl group, lauryl group, tridecyl group, myristyl group, pentadecyl group, palmityl group, stearyl group, isostearyl group, nonadecyl group, eicosyl group, and the like. Can be mentioned.
- alkenyl group examples include a tetradecenyl group, a hexadecenyl group, an octadecenyl group, an isooctadecenyl group, an eicocenyl group, and the like.
- a lauryl group, a myristyl group, a palmityl group, and a stearyl group are preferable, and a lauryl group is more preferable from the point of foaming and foam creamy property.
- examples of the alkali metal include lithium, sodium, and potassium.
- examples of the mono-, di- or trialkanol amine having an alkanol group having 2 to 3 carbon atoms include monoethanolamine, diethanolamine, and triethanolamine. Among these, sodium, potassium, and triethanolamine are particularly preferable.
- the alkylaminomonocarboxylic acid type amphoteric surfactant represented by the general formula (I) is not particularly limited and may be appropriately selected depending on the intended purpose. Examples thereof include sodium laurylaminoacetate and laurylaminopropionic acid. Examples include sodium, potassium laurylaminopropionate, sodium myristylaminopropionate, potassium myristylaminopropionate, triethanolamine laurylaminopropionate, and the like. These may be used individually by 1 type and may use 2 or more types together.
- the alkylaminodicarboxylic acid type surfactant represented by the general formula (II) is not particularly limited and may be appropriately selected depending on the intended purpose.
- laurylaminodiacetate triethanolamine laurylaminodioxide Potassium acetate
- sodium myristylaminodiacetate potassium myristylaminodiacetate
- sodium palmitylaminodiacetate potassium palmitylaminodiacetate
- sodium stearylaminodiacetate potassium stearylaminodiacetate
- potassium laurylaminodipropionate myristylamino Sodium dipropionate
- potassium myristylaminodipropionate sodium palmitylaminodipropionate
- potassium palmitylaminodipropionate sodium stearylaminodipropionate
- stearylamino Potassium dipropionate acid may be used individually by 1 type and may use 2 or more types together.
- alkylaminocarboxylic acid type amphoteric surfactant of the component (B) sodium laurylaminodipropionate, sodium laurylaminodiacetate, potassium laurylaminodipropionate from the viewpoint of pH stability and bactericidal activity against E. coli , Potassium laurylaminodiacetate and sodium laurylaminopropionate are preferable, and sodium laurylaminodipropionate and sodium laurylaminodiacetate are particularly preferable.
- alkylaminocarboxylic acid type amphoteric surfactant of the component (B) those appropriately synthesized may be used, or commercially available products may be used.
- the content of the alkylaminocarboxylic acid type amphoteric surfactant as the component (B) is not particularly limited and may be appropriately selected depending on the intended purpose. It is preferably 4% by mass to 6% by mass, and more preferably 1% by mass to 4% by mass from the viewpoints of foaming, foam creaminess, bactericidal power against E. coli, rinsing properties, pH stability, and skin irritation. When the content is less than 0.4% by mass, foaming may be deteriorated, and the bactericidal activity against E. coli and pH stability may be lowered. When the content exceeds 6% by mass, rinsing properties and foam creamy properties are obtained. May be worse and skin irritation may increase.
- the mass ratio (A / B) of the content of the fatty acid salt of the component (A) and the content of the alkylaminocarboxylic acid type amphoteric surfactant of the component (B) is 1 to 9, and From the viewpoint of bactericidal power, pH stability, foaming, foam creaminess, and rinsing properties, 1.3 to 5 is preferable. If the mass ratio (A / B) is less than 1, the sterilizing power against E. coli may be reduced, or the creamy property, rinsing property and foaming of the foam may be deteriorated. The force may decrease and the pH stability may deteriorate.
- the chelating agent for component (C) is not particularly limited as long as it has the ability to chelate metal ions, and can be appropriately selected according to the purpose.
- aminopolycarboxylic acid chelating agents aromatics Aliphatic or aliphatic carboxylic acid chelating agents, amino acid chelating agents, ether polycarboxylic acid chelating agents, phosphonic acid chelating agents, hydroxycarboxylic acid chelating agents, phosphoric acid chelating agents, polymer electrolytes (including oligomer electrolytes) )
- Type chelating agent dimethylglyoxime (DG), other chelating agents and the like.
- Each of these chelating agents may be a free acid form, a salt such as a sodium salt, a potassium salt, or an ammonium salt, or may be a hydrolyzable ester derivative. These may be used individually by 1 type and may use 2 or more types together.
- aminopolycarboxylic acid chelating agent examples include ethylenediaminetetraacetic acid (EDTA), cyclohexanediaminetetraacetic acid (CDTA), nitrilotriacetic acid (NTA), iminodiacetic acid (IDA), and N- (2-hydroxyethyl) iminodiacetic acid.
- EDTA ethylenediaminetetraacetic acid
- CDTA cyclohexanediaminetetraacetic acid
- NTA nitrilotriacetic acid
- IDA iminodiacetic acid
- GEDTA glycol etherdiaminetetraacetic acid
- aromatic or aliphatic carboxylic acid chelating agent examples include oxalic acid, malonic acid, succinic acid, glutaric acid, adipic acid, itaconic acid, aconitic acid, pyruvic acid, salicylic acid, fumaric acid, acetylsalicylic acid, hydroxybenzoic acid.
- examples thereof include acids, aminobenzoic acid (including anthranilic acid), phthalic acid, trimellitic acid, gallic acid, or salts thereof, methyl esters or ethyl esters.
- the amino acid chelating agent examples include glycine, serine, alanine, lysine, cystine, cysteine, ethionine, tyrosine, methionine, or salts or derivatives thereof.
- ether polycarboxylic acid chelating agent examples include diglycolic acid, a compound represented by the following general formula (A), an analogous compound thereof or a salt thereof (for example, alkali metal salts such as sodium and potassium, ammonium salts).
- alkali metal salts such as sodium and potassium, ammonium salts.
- sodium is more preferable from the viewpoint of solubility.
- Examples of the phosphonic acid-based chelating agent include iminodimethylphosphonic acid (IDP), alkyldiphosphonic acid (ADPA), 1-hydroxyethane-1,1-diphosphonic acid (eg, DEQUEST TM 2010, manufactured by Solutia Co.). Etc.
- IDP iminodimethylphosphonic acid
- ADPA alkyldiphosphonic acid
- 1-hydroxyethane-1,1-diphosphonic acid eg, DEQUEST TM 2010, manufactured by Solutia Co.
- Examples of the hydroxycarboxylic acid chelating agent include malic acid, glycolic acid, gluconic acid, heptonic acid, tartaric acid, lactic acid, or salts thereof.
- Examples of the phosphoric acid chelating agent include orthophosphoric acid, pyrophosphoric acid, triphosphoric acid, and polyphosphoric acid.
- polymer electrolyte (including oligomer electrolyte) chelating agent examples include acrylic acid polymer, maleic anhydride polymer, ⁇ -hydroxyacrylic acid polymer, itaconic acid polymer, or constituent monomers of these polymers. Or a copolymer composed of two or more of these, or an epoxy succinic acid polymer.
- Examples of the other chelating agents include ascorbic acid, thioglycolic acid, phytic acid, glyoxylic acid, glyoxalic acid, and salts thereof.
- EDTA ethylenediaminetetraacetic acid
- CDTA cyclohexanediaminetetraacetic acid
- 1-hydroxyethane-1,1-diphosphone from the viewpoint of bactericidal power against E. coli, foaming and rinsing properties.
- Acid DEQUEST TM 2010, manufactured by Solutia Co.
- oxalic acid or a salt thereof is preferable. From the viewpoint of bactericidal activity against E.
- EDTA ethylenediaminetetraacetic acid
- CDTA cyclohexanediaminetetraacetic acid
- DEQUEST TM 2010, manufactured by Solutia Co. 1-hydroxyethane- 1,1-diphosphonic acid
- a salt thereof is particularly preferable.
- the chelating agent for the component (C) an appropriately synthesized product or a commercially available product may be used.
- the content of the chelating agent of the component (C) is not particularly limited and may be appropriately selected depending on the intended purpose, but is 0.01% by mass to 1% by mass with respect to the total amount of the liquid cleaning composition. From the viewpoint of bactericidal power against E. coli, foaming, and rinsing properties, 0.05 mass% to 0.2 mass% is more preferable. When the content is less than 0.01% by mass, the bactericidal power against E. coli may be reduced or foaming may be deteriorated. When the content exceeds 1% by mass, the rinsing property may be deteriorated.
- the mass ratio (A / C) between the content of the fatty acid salt represented by the general formula of the component (A) and the content of the chelating agent of the component (C) is not particularly limited and depends on the purpose. 5 to 150 is preferable, and 30 to 100 is more preferable from the viewpoint of bactericidal activity against E. coli and rinsing properties. When the mass ratio (A / C) is less than 5, the rinsing property may be deteriorated. When the mass ratio (A / C) is more than 150, the bactericidal power against Escherichia coli may be reduced or foaming may be deteriorated.
- the polyhydric alcohol as the component (D) is not particularly limited as long as it is a dihydric to hexahydric alcohol, and can be appropriately selected according to the purpose.
- ethylene glycol, diethylene glycol, polyethylene glycol 200 (average Molecular weight 190-210), polyethylene glycol 300 (average molecular weight 280-320), polyethylene glycol 400 (average molecular weight 380-420), polyethylene glycol 600 (average molecular weight 570-630), propylene glycol, dipropylene glycol, 1,3- Examples include butylene glycol, isopentyl diol, pentylene glycol, 1,2-hexanediol, hexylene glycol, glycerin, diglycerin, sorbit, xylitol, and mannitol.
- 1,3-butylene glycol, dipropylene glycol, propylene glycol, glycerin, and sorbit are preferable, and propylene glycol, glycerin, and sorbit are particularly preferable in terms of foam creaminess and skin irritation.
- the polyhydric alcohol of the component (D) an appropriately synthesized product or a commercially available product may be used.
- the average molecular weight of the polyethylene glycol indicates the average molecular weight described in the quasi-drug raw material standard 2006, and depending on the product, for example, polyethylene glycol # 200, there is a # between the polyethylene glycol and the numerical value. There is a case.
- the content of the polyhydric alcohol as the component (D) is not particularly limited and may be appropriately selected depending on the intended purpose, but is 1% by mass to 30% by mass with respect to the total amount of the liquid detergent composition. Preferably, 5% by mass to 20% by mass is more preferable from the viewpoint of creaminess, rinsing properties and skin irritation of the foam. If the content is less than 1% by mass, the creaminess and skin irritation of the foam may decrease, and if it exceeds 30% by mass, the rinsing property and foaming may be deteriorated.
- the pH of the liquid detergent composition of the present invention is not particularly limited and may be appropriately selected depending on the intended purpose. From the viewpoint of skin irritation and low temperature stability, 9.5 to 11 at 25 ° C. Is preferred. When the pH is less than 9.5, the low-temperature stability and the discharging ability from the former pump may be deteriorated. When the pH is more than 11, the skin irritation may be increased.
- the pH can be measured, for example, according to a cosmetic raw material standard general test method pH measurement method.
- the said (A) component, the said (B) component, and the said (C) component Preferably Can be obtained by mixing the component (D) and, if necessary, the other components.
- the water in the other components is preferably blended as the remainder so that the total amount of the liquid detergent composition is 100% by mass.
- the liquid detergent composition may be prepared using an apparatus.
- limiting in particular as said apparatus According to the objective, it can select suitably, For example, there exists a shearing force and the stirring apparatus provided with the stirring blade which can mix the whole etc. are mentioned.
- limiting in particular as said stirring blade According to the objective, it can select suitably, For example, a propeller, a turbine, a disper, etc. are mentioned.
- the liquid detergent composition of the present invention may be filled in a squeeze container, a pump container, or a former container.
- the former container include a non-gas type foam discharge container.
- the non-gas type foam discharge container is not particularly limited as long as the liquid cleaning material can be mixed with air and discharged in a foamed state, and can be appropriately selected according to the purpose.
- Examples thereof include a squeeze foamer container capable of discharging bubbles by squeezing by hand, and a pump former container capable of discharging bubbles by depressing a nozzle part.
- a former container for example, a commercial product manufactured by Yamato Seikan Co., Ltd. or Yoshino Kogyo Co., Ltd. can be used.
- the non-gas type foam discharge container usually has a porous film body for forming bubbles (the material is preferably a plastic material such as nylon, polyester, polyolefin, etc.), and the liquid detergent composition is a porous film body. Passing through, bubbles are formed.
- the mesh (mesh) of the porous membrane is not particularly limited and may be appropriately selected depending on the intended purpose, but is preferably 100 mesh or more, more preferably 100 mesh to 400 mesh, and more preferably 200 mesh to 350 mesh. A mesh is more preferred.
- the number of the porous membranes is not particularly limited and may be appropriately selected according to the purpose. However, from the viewpoint of improving the bubble performance, 2 to 4 sheets are preferable. More specifically, as the former container, those described in JP-A-7-315463, JP-A-8-230961, and JP-A-2005-193972 can be suitably used.
- the viscosity of the liquid detergent composition is: There is no particular limitation, and it can be appropriately selected according to the purpose, but it is preferably 15 mPa ⁇ s or less at 25 ° C., more preferably 1 mPa ⁇ s to 10 mPa ⁇ s.
- the viscosity can be measured by, for example, a BL type viscometer (rotor No. 1, 60 rpm, 1 minute later, manufactured by Tokyo Keiki Co., Ltd.).
- the shape and dosage form of the liquid detergent composition of the present invention are not particularly limited, and can be appropriately selected depending on the purpose.
- various types such as liquid, cream, lotion and foam It can be prepared and used in properties and dosage forms, and can be prepared according to conventional methods for each dosage form.
- the liquid detergent composition of the present invention includes, for example, hair detergents such as shampoos and rinse-in shampoos, body soaps, hand soaps, foam hand soaps, skin cleansers such as cleansing foams, kitchen detergents, clothing detergents, etc.
- hair detergents such as shampoos and rinse-in shampoos
- body soaps such as shampoos and rinse-in shampoos
- hand soaps such as shampoos and rinse-in shampoos
- foam hand soaps such as cleansing foams, kitchen detergents, clothing detergents, etc.
- skin cleansing agents such as body soaps, hand soaps, foam hand soaps, and cleansing foams are particularly preferable from the viewpoint of bactericidal activity against E. coli. They can be used according to conventional methods at normal dosages of the product.
- a liquid detergent composition (hand soap) was prepared as follows. First, purification of a mass corresponding to 95% of the predetermined amount of (A) component, (B) component, and (C) component shown in Table 1 to Table 10, and (D) component if necessary Water was weighed into a heat-resistant container. (A) component, (B) component, (C) component, and (D) component were dissolved uniformly as needed, the common component was added, and it stirred until it became uniform. Subsequently, potassium hydroxide (48% by mass solution) or citric acid was gradually added while measuring the pH using a pH meter to adjust the pH.
- E. coli Escherichia coli NBRC 3972 (obtained from National Institute of Technology and Evaluation (NBRC))
- Test liquid A solution obtained by diluting each liquid detergent composition (hand soap) obtained 6 times with hard water 3 times was used as a test liquid.
- the bactericidal power was calculated from the initial bacterial count and the viable bacterial count, and the bactericidal effect was evaluated according to the following criteria.
- sterilizing power represents that sterilizing power is so high that a numerical value is large.
- Bactericidal power -log 10 (number of surviving bacteria / number of first bacteria) ⁇ Evaluation criteria ⁇
- Bactericidal power Bactericidal power is 0.5 or more and less than 1
- Bactericidal power is less than 0.5
- ⁇ PH stability> A hard transparent glass bottle with a lid of 8 cm in height and 3 cm in diameter (capacity 55 mL) was filled with 50 mL of each of the liquid detergent compositions of Examples and Comparative Examples and stored in an environment of 50 ° C. for 4 weeks, and then a pH meter (Toa PH was measured at 25 ° C. using a DK Corporation model (HM-30R) and evaluated based on the following criteria.
- Creamy property of foam >> The creaminess of the foam was evaluated by the following criteria by collecting the foam remaining in the hand after rubbing 20 reciprocations with both hands. ⁇ Evaluation criteria ⁇ 5 points: Large bubbles are not recognized with fine bubbles. 4 points: Large bubbles are slightly mixed in fine bubbles. 3 points: Large bubbles are slightly mixed in fine bubbles. 2 points: Large bubbles are mixed in fine bubbles. 1 point: There is no fine bubble and it is a large rough bubble [Criteria for rating average value] ⁇ : 4.5 points or more ⁇ ⁇ ⁇ : 4.0 points or more and less than 4.5 points ⁇ : 3.5 points or more and less than 4.0 points ⁇ : 3.0 points or more and less than 3.5 points ⁇ : 3.0 Less than
- Example 43 Liquid detergent composition in foam container (foam body soap)-
- the liquid cleaning composition shown below is manufactured according to a conventional method, and a pump former container capable of discharging bubbles by pushing down a non-gas type nozzle (using two 200 mesh (75 ⁇ m), manufactured by Yoshino Kogyo Co., Ltd.) And was evaluated in the same manner as in Example 1 using 10 mL of body soap. The results are shown below.
- Potassium laurate (A 1 ) 5.0% by mass Potassium myristate (A 2 ) 1.0% by mass Sodium laurylaminodiacetate (B) 2.0% by mass Ethylenediaminetetraacetic acid (C) 0.1% by mass 1-hydroxyethane-1,1-diphosphonic acid (C) 0.1% by mass Glycerin (D) 7.0% by mass Sorbit (D) 3.0% by mass Isopropyl methylphenol 0.1% by mass Styrene polymer emulsion 0.4% by mass Perfume Small amount Dye Suitable amount Potassium hydroxide or citric acid Adjusted amount to pH 10 Purified water remaining Total 100% by mass The mass ratio (A 1 / A 2): 5 Mass ratio (A / B): 3 Mass ratio (A / C): 30 Bactericidal power against E. coli ⁇ pH stability: ⁇ Foaming: ⁇ Creamy properties of foam: ⁇ Skin irritation: ⁇ Rinsing property: ⁇
- Example 44 Liquid detergent composition in foam container (foam hand soap)-
- the liquid detergent composition shown below is manufactured according to a conventional method, and filled into a pump former container (using two 200 mesh, manufactured by Yoshino Kogyo Co., Ltd.) capable of discharging foam by pushing down the non-gas type nozzle. Evaluation was performed in the same manner as in Example 1 using 2 mL of hand soap. The results are shown below.
- Example 45 Liquid detergent composition (hand soap)-
- the liquid cleaning composition shown below is produced according to a conventional method, filled in a container with a pump dispenser (discharge amount 1 mL, nozzle diameter 3.5 mm, manufactured by Canyon), and using 2 mL, the same as in Example 1 And evaluated. The results are shown below.
- the liquid detergent composition of the present invention includes, for example, hair detergents such as shampoos and rinse-in shampoos, body soaps, hand soaps, foam hand soaps, skin detergents such as cleansing foams, kitchen detergents, clothing detergents, etc. Can be used widely.
- hair detergents such as shampoos and rinse-in shampoos
- body soaps hand soaps
- foam hand soaps foam hand soaps
- skin detergents such as cleansing foams, kitchen detergents, clothing detergents, etc. Can be used widely.
- a fatty acid salt represented by the following general formula (1), R 1 COOM General formula (1) (In the general formula (1), R 1 represents a monovalent hydrocarbon group having 5 to 25 carbon atoms, and M represents any one of an alkali metal, ammonium, an alkanolamine, and a basic amino acid.) ) (B) an alkylaminocarboxylic acid type amphoteric surfactant, and (C) a chelating agent, Wherein component (A), the general formula (1) R 1 in the fatty acid salt is a monovalent hydrocarbon group having 5 to 12 carbon atoms (A 1), R 1 carbon atoms in the general formula (1) A fatty acid salt (A 2 ) that is a monovalent hydrocarbon group of 13 to 25, and a mass ratio (A 1 / A 2 ) of the (A 1 ) component to the (A 2 ) component is 0.8.
- a mass ratio (A / B) of the component (A) to the component (B) is 1 to 9.
- the content of the component (C) is 0.01% by mass to 1% by mass, and the mass ratio (A / C) of the component (A) to the component (C) is 5 to 150
- ⁇ 4> The liquid cleaning agent according to any one of ⁇ 1> to ⁇ 3>, wherein the content of the alkylaminocarboxylic acid type amphoteric surfactant as component (B) is 0.4% by mass to 6% by mass. It is a composition.
- ⁇ 5> The liquid cleaning composition according to any one of ⁇ 1> to ⁇ 4>, further comprising (D) a polyhydric alcohol.
- ⁇ 6> The liquid detergent composition according to any one of ⁇ 1> to ⁇ 5>, which is filled in a former container.
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Abstract
Description
そこで、前記課題を解決するため、脂肪酸塩の対イオン、即ち、脂肪酸の中和に窒素化合物を用いて、析出の原因となる液体洗浄剤組成物のpH低下を改善することが提案されている(特許文献1参照)。この提案によれば、脂肪酸のアルカノールアミンの塩を用いることにより、液体洗浄剤組成物のpH安定性は改善されるものの、大腸菌等の病原性細菌に対する殺菌効果、すすぎ性、及び皮膚刺激性の緩和の点では不十分であった。
また、アニオン界面活性剤とアルキルアミノ酸型界面活性剤とを含む洗浄剤組成物(特許文献2及び特許文献4参照)、アニオン界面活性剤とアルキルアミノジカルボン酸型界面活性剤とを含む洗浄剤組成物(特許文献3及び特許文献5参照)が提案されている。
これらの提案によれば、低刺激性、起泡性、及びすすぎ性に優れた処方を実現できるが、大腸菌等の病原性細菌に対する殺菌効果、及びpH安定性の点については十分満足できる性能を有するものではなかった。 The liquid detergent composition is less irritating to the skin, has excellent foam performance such as foaming, foam creaminess, and rinsing properties, as well as having a high bactericidal effect against pathogenic bacteria such as Escherichia coli. It is desired. Conventionally, fatty acid salts have been used as cleaning components that have excellent foam performance and a high bactericidal effect against pathogenic bacteria such as Escherichia coli. However, when the fatty acid salt is used in a liquid detergent composition, there is a problem that fatty acid is precipitated due to a decrease in pH, the mesh of the former container is clogged, the rinsing property is decreased, and skin irritation is increased.
Therefore, in order to solve the above-mentioned problems, it has been proposed to use a nitrogen compound to neutralize the counter ion of the fatty acid salt, that is, the fatty acid, to improve the pH drop of the liquid detergent composition that causes precipitation. (See Patent Document 1). According to this proposal, although the pH stability of the liquid detergent composition is improved by using a salt of an alkanolamine of a fatty acid, the bactericidal effect against pathogenic bacteria such as E. coli, rinsing properties, and skin irritation properties are improved. In terms of relaxation, it was insufficient.
Also, a detergent composition containing an anionic surfactant and an alkyl amino acid type surfactant (see Patent Document 2 and Patent Document 4), a detergent composition containing an anionic surfactant and an alkylaminodicarboxylic acid type surfactant. The thing (refer patent document 3 and patent document 5) is proposed.
According to these proposals, a formulation excellent in hypoallergenicity, foaming property, and rinsing property can be realized, but sufficiently satisfactory performance is obtained in terms of bactericidal effect against pathogenic bacteria such as E. coli and pH stability. Did not have.
そして、前記(A)成分~前記(C)成分、好ましくは、前記(D)成分が相乗的に作用することによって、大腸菌に対する殺菌効果に優れ、泡立ち、泡のクリーミー性、及びすすぎ性に優れ、また、皮膚刺激性が少ないので敏感肌の女性から肌の弱い子供にも安心して使用できる液体洗浄剤組成物が得られることを知見し、本発明をなすに至った。 As a result of intensive studies by the present inventors in order to solve the above-mentioned problems, a specific mass ratio (A / B) of (A) a predetermined fatty acid salt and (B) an alkylaminocarboxylic acid type amphoteric surfactant. By blending with the above, it is possible to assist the bactericidal effect against Escherichia coli of the predetermined fatty acid salt itself of the component (A), and further suppress the decrease in pH, which is a problem of the liquid detergent composition using the fatty acid salt, The fatty acid salt (A 1 ) in which the fatty acid salt of the component (A) is a monovalent hydrocarbon group having 5 to 12 carbon atoms and the fatty acid salt (A 2 ) that is a monovalent hydrocarbon group having 13 to 25 carbon atoms And by making the mass ratio (A 1 / A 2 ) of the component (A 1 ) and the component (A 2 ) 0.8 to 20, good rinsing, good foaming, and no skin irritation And the inclusion of the fatty acid salt of component (A) 1% by mass to 7% by mass, it is possible to realize a prescription that is fast rinsing and has little skin irritation while maintaining a bactericidal effect against E. coli, and further, by adding (C) a chelating agent, The bactericidal effect is improved by capturing divalent ions on the membrane surface and changing the physical properties of the bacterial membrane, and by capturing divalent ions (Ca 2+ , Mg 2+, etc.) in tap water, the component (A) And it succeeded in suppressing inactivation of the said (B) component and improving foaming. Preferably (D) By adding polyhydric alcohol to lower the polarity of the solvent, the components (A) and (B) can be stably arranged at the gas-liquid interface, thereby realizing a creamy foam quality. Each was found to be capable of giving a moist and good feel.
The component (A) to the component (C), preferably the component (D), acts synergistically to provide excellent bactericidal effect against Escherichia coli, excellent foaming, foam creaminess, and rinsing properties. In addition, since the skin irritation is low, it has been found that a liquid detergent composition that can be used with peace of mind from a woman with sensitive skin to a child with weak skin can be obtained.
R1COOM ・・・ 一般式(1)
(ただし、前記一般式(1)中、R1は、炭素数5~25の一価炭化水素基を表し、Mは、アルカリ金属、アンモニウム、アルカノールアミン、及び塩基性アミノ酸のいずれかを表す。)
(B)アルキルアミノカルボン酸型両性界面活性剤、及び
(C)キレート剤を含有し、
前記(A)成分が、前記一般式(1)におけるR1が炭素数5~12の一価炭化水素基である脂肪酸塩(A1)と、前記一般式(1)におけるR1が炭素数13~25の一価炭化水素基である脂肪酸塩(A2)とを含有し、前記(A1)成分と前記(A2)成分との質量比質量比(A1/A2)が0.8~20であり、かつ
前記(A)成分と前記(B)成分との質量比(A/B)が1~9である。 This invention is based on the said knowledge by the present inventors, The liquid cleaning composition of this invention as a means for solving the said subject is represented by (A) following General formula (1). 1% to 7% by weight of fatty acid salt,
R 1 COOM General formula (1)
(In the general formula (1), R 1 represents a monovalent hydrocarbon group having 5 to 25 carbon atoms, and M represents any one of an alkali metal, ammonium, an alkanolamine, and a basic amino acid.) )
(B) an alkylaminocarboxylic acid type amphoteric surfactant, and (C) a chelating agent,
Wherein component (A), the general formula (1) R 1 in the fatty acid salt is a monovalent hydrocarbon group having 5 to 12 carbon atoms (A 1), R 1 carbon atoms in the general formula (1) And a fatty acid salt (A 2 ) that is a monovalent hydrocarbon group of 13 to 25, and the mass ratio mass ratio (A 1 / A 2 ) of the (A 1 ) component and the (A 2 ) component is 0 And a mass ratio (A / B) of the component (A) to the component (B) is 1 to 9.
前記(A)成分の脂肪酸塩は、下記一般式(1)で表される。
R1COOM ・・・ 一般式(1)
ただし、前記一般式(1)中、R1は、炭素数5~25の一価炭化水素基を表し、Mは、アルカリ金属、アンモニウム、アルカノールアミン、及び塩基性アミノ酸のいずれかを表す。
前記R1は、炭素数5~25の直鎖又は分岐鎖の一価炭化水素基を示し、炭素数7~17が好ましく、飽和であっても不飽和であってもよい。
前記R1の炭素数が、5未満であると、界面活性能がなく、泡立ち、及び大腸菌に対する殺菌力も悪くなることがあり、25を超えると、泡立ち、すすぎ性、及び大腸菌に対する殺菌力が悪くなることがある。 <(A) Fatty acid salt>
The fatty acid salt of the component (A) is represented by the following general formula (1).
R 1 COOM General formula (1)
In the general formula (1), R 1 represents a monovalent hydrocarbon group having 5 to 25 carbon atoms, and M represents any one of an alkali metal, ammonium, alkanolamine, and a basic amino acid.
R 1 represents a straight or branched monovalent hydrocarbon group having 5 to 25 carbon atoms, preferably 7 to 17 carbon atoms, and may be saturated or unsaturated.
When the carbon number of R 1 is less than 5, there is no surface activity and foaming and bactericidal power against E. coli may be deteriorated, and when it exceeds 25, bubbling, rinsing performance and bactericidal power against E. coli are poor. May be.
前記アルカリ金属としては、特に制限はなく、目的に応じて適宜選択することができ、例えば、ナトリウム、カリウムなどが挙げられる。
前記アルカノールアミンとしては、特に制限はなく、目的に応じて適宜選択することができ、例えば、モノエタノールアミン、ジエタノールアミン、トリエタノールアミンなどが挙げられる。
前記塩基性アミノ酸としては、特に制限はなく、目的に応じて適宜選択することができ、例えば、リジン、アルギニンなどが挙げられる。
これらの中でも、前記Mとしては、アルカリ金属が好ましく、大腸菌に対する殺菌効果及び低温安定性の点から、カリウムが特に好ましい。 In the general formula (1), M represents any one of an alkali metal, ammonium, alkanolamine, and a basic amino acid.
There is no restriction | limiting in particular as said alkali metal, According to the objective, it can select suitably, For example, sodium, potassium, etc. are mentioned.
There is no restriction | limiting in particular as said alkanolamine, According to the objective, it can select suitably, For example, a monoethanolamine, a diethanolamine, a triethanolamine etc. are mentioned.
The basic amino acid is not particularly limited and may be appropriately selected depending on the intended purpose. Examples thereof include lysine and arginine.
Among these, as said M, an alkali metal is preferable and potassium is especially preferable from the point of the bactericidal effect with respect to colon_bacillus | E._coli and low-temperature stability.
また、前記(A)成分の脂肪酸塩としては、天然脂肪酸塩の混合物を用いることができ、該脂肪酸塩の混合物としては、例えば、ヤシ油脂肪酸塩、硬化ヤシ油脂肪酸塩、パーム油脂肪酸塩、硬化パーム油脂肪酸塩、パーム核油脂肪酸塩、硬化パーム核油脂肪酸塩、牛脂脂肪酸塩、硬化牛脂脂肪酸塩などが挙げられる。これらの中でも、質量比(A1/A2)=約60/約40の混合物であるヤシ油脂肪酸塩が好ましい。 The component (A 2 ) is not particularly limited as long as R 1 in the general formula (1) is a monovalent hydrocarbon group having 13 to 25 carbon atoms, and may be appropriately selected depending on the purpose. For example, myristic acid salt (R 1 carbon number: 13), palmitate (R 1 carbon number: 15), stearic acid salt (R 1 carbon number: 17), oleate (R 1 carbon number: Examples thereof include carbon number: 17), linoleate (carbon number of R 1 : 17), isostearate (carbon number of R 1 : 17), behenate (carbon number of R 1 : 21), and the like. These may be used alone or in combination of two or more. Among these, as the component (A 2 ), from the viewpoint of foaming, rinsing properties, and bactericidal power against E. coli, myristate and palmitate are preferable, and from the viewpoint of foaming, rinsing properties and stability at low temperatures, Myristate, specifically potassium myristate, is particularly preferred.
Moreover, as the fatty acid salt of the component (A), a mixture of natural fatty acid salts can be used. Examples of the fatty acid salt mixture include coconut oil fatty acid salt, hardened coconut oil fatty acid salt, palm oil fatty acid salt, Examples include hardened palm oil fatty acid salt, palm kernel oil fatty acid salt, hardened palm kernel oil fatty acid salt, beef tallow fatty acid salt, and hardened beef tallow fatty acid salt. Among these, a coconut oil fatty acid salt which is a mixture having a mass ratio (A 1 / A 2 ) = about 60 / about 40 is preferable.
前記(A1)成分の含有量は、特に制限はなく、目的に応じて適宜選択することができるが、前記液体洗浄剤組成物全量に対して、0.3質量%~6質量%が好ましく、3質量%~5質量%がより好ましい。前記含有量が、0.3質量%未満であると、泡立ち大腸菌に対する殺菌力が悪くなることがあり、6質量%を超えると、すすぎ性、及び皮膚刺激性が悪くなることがある。
前記(A2)成分の含有量は、特に制限はなく、目的に応じて適宜選択することができるが、前記液体洗浄剤組成物全量に対して、0.1質量%~5質量%が好ましく、0.5質量%~3質量%がより好ましい。前記含有量が、0.1質量%未満であると、泡立ち、大腸菌に対する殺菌力が悪くなることがあり、5質量%を超えると、すすぎ性が悪くなることがある。
なお、前記(A)成分の脂肪酸塩は、特に制限はなく、脂肪酸塩として配合することも可能であるが、脂肪酸と、水酸化カリウム、トリエタノールアミン、又はモノエタノールアミン等を別々に、配合槽中に添加して中和反応させて脂肪酸塩としてもよい。 The content of the fatty acid salt of the component (A) is 1% by mass to 7% by mass with respect to the total amount of the liquid detergent composition, and is foaming, bactericidal against E. coli, rinsing properties, and skin irritation. Therefore, 4% by mass to 6% by mass is preferable. When the content is less than 1% by mass, foaming may be deteriorated or the bactericidal power against E. coli may be reduced. When the content exceeds 7% by mass, rinsing properties and skin irritation may be deteriorated. .
The content of the component (A 1 ) is not particularly limited and may be appropriately selected depending on the intended purpose, but is preferably 0.3% by mass to 6% by mass with respect to the total amount of the liquid detergent composition. 3 to 5% by mass is more preferable. If the content is less than 0.3% by mass, the bactericidal power against foamed Escherichia coli may deteriorate, and if it exceeds 6% by mass, rinsing properties and skin irritation may be deteriorated.
The content of the component (A 2 ) is not particularly limited and may be appropriately selected depending on the intended purpose, but is preferably 0.1% by mass to 5% by mass with respect to the total amount of the liquid detergent composition. 0.5 mass% to 3 mass% is more preferable. When the content is less than 0.1% by mass, foaming and bactericidal activity against E. coli may be deteriorated. When the content is more than 5% by mass, rinsing properties may be deteriorated.
The fatty acid salt of the component (A) is not particularly limited and can be blended as a fatty acid salt, but the fatty acid and potassium hydroxide, triethanolamine, or monoethanolamine are blended separately. It is good also as a fatty-acid salt by adding in a tank and making it neutralize.
前記(B)成分のアミノ酸型両性界面活性剤としては、下記一般式(I)で表されるアルキルアミノモノカルボン酸型両性界面活性剤、及び下記一般式(II)で表されるアルキルアミノジカルボン酸型界面活性剤から選択される少なくとも1種が好適である。
〔一般式(I)〕
R2-NH(CH2)kCOOM2
ただし、前記一般式(I)中、R2は、炭素数6~22の直鎖又は分岐鎖のアルキル基、アルケニル基、及びヒドロキシアルキル基のいずれかである。kは、1~4の整数を表す。M2は、水素原子、アルカリ金属、アンモニウム、及び炭素数2~3のアルカノール基を有するモノ、ジ、又はトリアルカノールアミンから選択される少なくとも1種を表す。 <(B) Alkylaminocarboxylic acid type amphoteric surfactant>
As the amino acid type amphoteric surfactant of the component (B), an alkylaminomonocarboxylic acid type amphoteric surfactant represented by the following general formula (I) and an alkylamino dicarboxylic acid represented by the following general formula (II) At least one selected from acid type surfactants is preferred.
[General Formula (I)]
R 2 —NH (CH 2 ) k COOM 2
However, in the general formula (I), R 2 is any of a linear or branched alkyl group, alkenyl group, and hydroxyalkyl group having 6 to 22 carbon atoms. k represents an integer of 1 to 4. M 2 represents at least one selected from a hydrogen atom, an alkali metal, ammonium, and a mono-, di-, or trialkanolamine having an alkanol group having 2 to 3 carbon atoms.
前記アルキル基としては、例えば、オクチル基、ノニル基、デシル基、ウンデシル基、ラウリル基、トリデシル基、ミリスチル基、ペンタデシル基、パルミチル基、ステアリル基、イソステアリル基、ノナデシル基、エイコシル基、などが挙げられる。
前記アルケニル基としては、例えば、テトラデセニル基、ヘキサデセニル基、オクタデセニル基、イソオクタデセニル基、エイコセニル基、などが挙げられる。
これらの中でも、泡立ち、泡のクリーミー性の点から、ラウリル基、ミリスチル基、パルミチル基、ステアリル基が好ましく、ラウリル基がより好ましい。 In the general formula (I) and the general formula (II), R 2 and R 3 are any of a linear or branched alkyl group, alkenyl group, and hydroxyalkyl group having 6 to 22 carbon atoms. . The carbon number is preferably 10-16.
Examples of the alkyl group include octyl group, nonyl group, decyl group, undecyl group, lauryl group, tridecyl group, myristyl group, pentadecyl group, palmityl group, stearyl group, isostearyl group, nonadecyl group, eicosyl group, and the like. Can be mentioned.
Examples of the alkenyl group include a tetradecenyl group, a hexadecenyl group, an octadecenyl group, an isooctadecenyl group, an eicocenyl group, and the like.
Among these, a lauryl group, a myristyl group, a palmityl group, and a stearyl group are preferable, and a lauryl group is more preferable from the point of foaming and foam creamy property.
前記(B)成分のアルキルアミノカルボン酸型両性界面活性剤としては、適宜合成したものを使用してもよいし、市販品を使用してもよい。 As the alkylaminocarboxylic acid type amphoteric surfactant of the component (B), sodium laurylaminodipropionate, sodium laurylaminodiacetate, potassium laurylaminodipropionate from the viewpoint of pH stability and bactericidal activity against E. coli , Potassium laurylaminodiacetate and sodium laurylaminopropionate are preferable, and sodium laurylaminodipropionate and sodium laurylaminodiacetate are particularly preferable.
As the alkylaminocarboxylic acid type amphoteric surfactant of the component (B), those appropriately synthesized may be used, or commercially available products may be used.
前記(A)成分の脂肪酸塩の含有量と、前記(B)成分のアルキルアミノカルボン酸型両性界面活性剤の含有量との質量比(A/B)は、1~9であり、大腸菌に対する殺菌力、pH安定性、泡立ち、泡のクリーミー性、及びすすぎ性の点から、1.3~5が好ましい。
前記質量比(A/B)が、1未満であると、大腸菌に対する殺菌力が低下したり、泡のクリーミー性、すすぎ性、及び泡立ちが悪くなることがあり、9を超えると、大腸菌に対する殺菌力が低下したり、pH安定性が悪くなることがある。 -Mass ratio (A / B)-
The mass ratio (A / B) of the content of the fatty acid salt of the component (A) and the content of the alkylaminocarboxylic acid type amphoteric surfactant of the component (B) is 1 to 9, and From the viewpoint of bactericidal power, pH stability, foaming, foam creaminess, and rinsing properties, 1.3 to 5 is preferable.
If the mass ratio (A / B) is less than 1, the sterilizing power against E. coli may be reduced, or the creamy property, rinsing property and foaming of the foam may be deteriorated. The force may decrease and the pH stability may deteriorate.
前記(C)成分のキレート剤としては、金属イオンをキレートする能力を有するものであれば特に制限はなく、目的に応じて適宜選択することができ、例えば、アミノポリカルボン酸系キレート剤、芳香族又は脂肪族カルボン酸系キレート剤、アミノ酸系キレート剤、エーテルポリカルボン酸系キレート剤、ホスホン酸系キレート剤、ヒドロキシカルボン酸系キレート剤、リン酸系キレート剤、高分子電解質(オリゴマー電解質を含む)系キレート剤、ジメチルグリオキシム(DG)、その他のキレート剤などが挙げられる。これらのキレート剤は、それぞれフリーの酸型であっても、ナトリウム塩、カリウム塩、アンモニウム塩等の塩であってもよく、更に、加水分解可能なエステル誘導体であってもよい。これらは、1種単独で使用してもよいし、2種以上を併用してもよい。 <(C) chelating agent>
The chelating agent for component (C) is not particularly limited as long as it has the ability to chelate metal ions, and can be appropriately selected according to the purpose. For example, aminopolycarboxylic acid chelating agents, aromatics Aliphatic or aliphatic carboxylic acid chelating agents, amino acid chelating agents, ether polycarboxylic acid chelating agents, phosphonic acid chelating agents, hydroxycarboxylic acid chelating agents, phosphoric acid chelating agents, polymer electrolytes (including oligomer electrolytes) ) Type chelating agent, dimethylglyoxime (DG), other chelating agents and the like. Each of these chelating agents may be a free acid form, a salt such as a sodium salt, a potassium salt, or an ammonium salt, or may be a hydrolyzable ester derivative. These may be used individually by 1 type and may use 2 or more types together.
前記アミノ酸系キレート剤としては、例えば、グリシン、セリン、アラニン、リジン、シスチン、システイン、エチオニン、チロシン、メチオニン、又はこれらの塩類若しくは誘導体などが挙げられる。 Examples of the aromatic or aliphatic carboxylic acid chelating agent include oxalic acid, malonic acid, succinic acid, glutaric acid, adipic acid, itaconic acid, aconitic acid, pyruvic acid, salicylic acid, fumaric acid, acetylsalicylic acid, hydroxybenzoic acid. Examples thereof include acids, aminobenzoic acid (including anthranilic acid), phthalic acid, trimellitic acid, gallic acid, or salts thereof, methyl esters or ethyl esters.
Examples of the amino acid chelating agent include glycine, serine, alanine, lysine, cystine, cysteine, ethionine, tyrosine, methionine, or salts or derivatives thereof.
前記リン酸系キレート剤としては、例えば、オルトリン酸、ピロリン酸、トリリン酸、ポリリン酸などが挙げられる。 Examples of the hydroxycarboxylic acid chelating agent include malic acid, glycolic acid, gluconic acid, heptonic acid, tartaric acid, lactic acid, or salts thereof.
Examples of the phosphoric acid chelating agent include orthophosphoric acid, pyrophosphoric acid, triphosphoric acid, and polyphosphoric acid.
前記(C)成分のキレート剤としては、適宜合成したものを使用してもよいし、市販品を使用してもよい。 Among the chelating agents of the component (C), ethylenediaminetetraacetic acid (EDTA), cyclohexanediaminetetraacetic acid (CDTA), 1-hydroxyethane-1,1-diphosphone from the viewpoint of bactericidal power against E. coli, foaming and rinsing properties. Acid (DEQUEST ™ 2010, manufactured by Solutia Co.), oxalic acid, or a salt thereof is preferable. From the viewpoint of bactericidal activity against E. coli, ethylenediaminetetraacetic acid (EDTA), cyclohexanediaminetetraacetic acid (CDTA), 1-hydroxyethane- 1,1-diphosphonic acid (DEQUEST ™ 2010, manufactured by Solutia Co.) or a salt thereof is particularly preferable.
As the chelating agent for the component (C), an appropriately synthesized product or a commercially available product may be used.
前記(A)成分の前記一般式で表される脂肪酸塩の含有量と、前記(C)成分のキレート剤の含有量との質量比(A/C)は、特に制限はなく、目的に応じて適宜選択することができるが、5~150が好ましく、大腸菌に対する殺菌力、及びすすぎ性の点から、30~100がより好ましい。
前記質量比(A/C)が、5未満であると、すすぎ性が悪くなることがあり、150を超えると、大腸菌に対する殺菌力が低下したり、泡立ちが悪くなることがある。 -Mass ratio (A / C)-
The mass ratio (A / C) between the content of the fatty acid salt represented by the general formula of the component (A) and the content of the chelating agent of the component (C) is not particularly limited and depends on the purpose. 5 to 150 is preferable, and 30 to 100 is more preferable from the viewpoint of bactericidal activity against E. coli and rinsing properties.
When the mass ratio (A / C) is less than 5, the rinsing property may be deteriorated. When the mass ratio (A / C) is more than 150, the bactericidal power against Escherichia coli may be reduced or foaming may be deteriorated.
前記(D)成分の多価アルコールとしては、2価~6価のアルコールであれば特に制限はなく、目的に応じて適宜選択することができ、例えば、エチレングリコール、ジエチレングリコール、ポリエチレングリコール200(平均分子量190~210)、ポリエチレングリコール300(平均分子量280~320)、ポリエチレングリコール400(平均分子量380~420)、ポリエチレングリコール600(平均分子量570~630)、プロピレングリコール、ジプロピレングリコール、1,3-ブチレングリコール、イソペンチルジオール、ペンチレングリコール、1,2-ヘキサンジオール、ヘキシレングリコール、グリセリン、ジグリセリン、ソルビット、キシリトール、マンニトールなどが挙げられる。これらは、1種単独で使用してもよいし、2種以上を併用してもよい。これらの中でも、泡のクリーミー性、及び皮膚刺激性の点から、1,3-ブチレングリコール、ジプロピレングリコール、プロピレングリコール、グリセリン、ソルビットが好ましく、プロピレングリコール、グリセリン、ソルビットが特に好ましい。
前記(D)成分の多価アルコールとしては、適宜合成したものを使用してもよいし、市販品を使用してもよい。なお、前記ポリエチレングリコールの平均分子量は、医薬部外品原料規格2006記載の平均分子量を示しており、商品によっては、例えば、ポリエチレングリコール#200のように、ポリエチレングリコールと数値の間に#がつく場合がある。 <(D) Polyhydric alcohol>
The polyhydric alcohol as the component (D) is not particularly limited as long as it is a dihydric to hexahydric alcohol, and can be appropriately selected according to the purpose. For example, ethylene glycol, diethylene glycol, polyethylene glycol 200 (average Molecular weight 190-210), polyethylene glycol 300 (average molecular weight 280-320), polyethylene glycol 400 (average molecular weight 380-420), polyethylene glycol 600 (average molecular weight 570-630), propylene glycol, dipropylene glycol, 1,3- Examples include butylene glycol, isopentyl diol, pentylene glycol, 1,2-hexanediol, hexylene glycol, glycerin, diglycerin, sorbit, xylitol, and mannitol. These may be used individually by 1 type and may use 2 or more types together. Among these, 1,3-butylene glycol, dipropylene glycol, propylene glycol, glycerin, and sorbit are preferable, and propylene glycol, glycerin, and sorbit are particularly preferable in terms of foam creaminess and skin irritation.
As the polyhydric alcohol of the component (D), an appropriately synthesized product or a commercially available product may be used. The average molecular weight of the polyethylene glycol indicates the average molecular weight described in the quasi-drug raw material standard 2006, and depending on the product, for example, polyethylene glycol # 200, there is a # between the polyethylene glycol and the numerical value. There is a case.
前記含有量が、1質量%未満であると、泡のクリーミー性、及び皮膚刺激性が低下することがあり、30質量%を超えると、すすぎ性、及び泡立ちが悪くなることがある。 The content of the polyhydric alcohol as the component (D) is not particularly limited and may be appropriately selected depending on the intended purpose, but is 1% by mass to 30% by mass with respect to the total amount of the liquid detergent composition. Preferably, 5% by mass to 20% by mass is more preferable from the viewpoint of creaminess, rinsing properties and skin irritation of the foam.
If the content is less than 1% by mass, the creaminess and skin irritation of the foam may decrease, and if it exceeds 30% by mass, the rinsing property and foaming may be deteriorated.
前記その他の成分としては、特に制限はなく、本発明の効果を損なわない範囲で、目的に応じて適宜選択することができ、例えば、水、シリコーン類、(D)成分以外の保湿剤、(A)成分以外のアニオン性界面活性剤、(B)成分以外のベタイン系の両性界面活性剤、塩化ステアリルトリメチルアンモニウム等のカチオン性界面活性剤;グリチルリチン酸ジカリウム、グリチルレチン酸、アラントイン等の抗炎症剤;ビタミン類;カチオン化セルロース、カチオン化グアーガム等のカチオン性ポリマー;アクリル酸-ジメチルジアリルアンモニウム共重合体等の両性ポリマー;アクリル酸系ポリマー等のアニオン性ポリマー;動物抽出エキス、植物抽出エキス、パール化剤、着色剤;ポリエチレン等のスクラブ剤;オクトピロックス等のフケ止め剤;各種香料;メチルパラベン、フェノキシエタノール等の防腐剤などが挙げられる。
前記その他の成分の含有量としては、本発明の効果を損なわない範囲で、目的に応じて適宜選択することができる。 <Other ingredients>
There is no restriction | limiting in particular as said other component, In the range which does not impair the effect of this invention, it can select suitably according to the objective, For example, humectants other than water, silicones, (D) component, ( A) anionic surfactants other than the component, betaine amphoteric surfactants other than the component (B), cationic surfactants such as stearyltrimethylammonium chloride; anti-inflammatory agents such as dipotassium glycyrrhizinate, glycyrrhetinic acid and allantoin Vitamins; cationic polymers such as cationized cellulose and cationized guar gum; amphoteric polymers such as acrylic acid-dimethyldiallylammonium copolymer; anionic polymers such as acrylic acid polymers; animal extracts, plant extracts, pearls Agent, coloring agent; scrub agent such as polyethylene; octopirox Bonding agent; various perfumes; methylparaben, preservatives, and the like, such as phenoxyethanol.
The content of the other components can be appropriately selected according to the purpose within a range not impairing the effects of the present invention.
本発明の液体洗浄剤組成物のpHは、特に制限はなく、目的に応じて適宜選択することができるが、皮膚刺激性、及び低温安定性の点から、25℃で、9.5~11が好ましい。前記pHが、9.5未満であると、低温安定性、及びフォーマーポンプからの排出性が悪くなることがあり、11を超えると、皮膚刺激性が強くなることがある。
前記pHは、例えば、化粧品原料基準一般試験法pH測定法に準拠して測定することができる。 <PH>
The pH of the liquid detergent composition of the present invention is not particularly limited and may be appropriately selected depending on the intended purpose. From the viewpoint of skin irritation and low temperature stability, 9.5 to 11 at 25 ° C. Is preferred. When the pH is less than 9.5, the low-temperature stability and the discharging ability from the former pump may be deteriorated. When the pH is more than 11, the skin irritation may be increased.
The pH can be measured, for example, according to a cosmetic raw material standard general test method pH measurement method.
前記液体洗浄剤組成物の製造方法としては、特に制限はなく、目的に応じて適宜選択することができ、例えば、前記(A)成分、前記(B)成分、及び前記(C)成分、好ましくは前記(D)成分、更に必要に応じて前記その他の成分を混合して得ることができる。前記その他の成分における水は、前記液体洗浄剤組成物の全体が100質量%となるように残部として配合することが好ましい。
前記液体洗浄剤組成物は装置を用いて調製してもよい。前記装置としては、特に制限はなく、目的に応じて適宜選択することができ、例えば、剪断力があり、全体を混合することができる攪拌羽根を備えた攪拌装置などが挙げられる。
前記攪拌羽根としては、特に制限はなく、目的に応じて適宜選択することができ、例えば、プロペラ、タービン、ディスパーなどが挙げられる。 <Manufacturing method>
There is no restriction | limiting in particular as a manufacturing method of the said liquid detergent composition, According to the objective, it can select suitably, For example, the said (A) component, the said (B) component, and the said (C) component, Preferably Can be obtained by mixing the component (D) and, if necessary, the other components. The water in the other components is preferably blended as the remainder so that the total amount of the liquid detergent composition is 100% by mass.
The liquid detergent composition may be prepared using an apparatus. There is no restriction | limiting in particular as said apparatus, According to the objective, it can select suitably, For example, there exists a shearing force and the stirring apparatus provided with the stirring blade which can mix the whole etc. are mentioned.
There is no restriction | limiting in particular as said stirring blade, According to the objective, it can select suitably, For example, a propeller, a turbine, a disper, etc. are mentioned.
本発明の液体洗浄剤組成物は、スクイズ容器、ポンプ容器、フォーマー容器に充填してもよい。
前記フォーマー容器としては、ノンガス型の泡吐出容器が挙げられる。前記ノンガス型の泡吐出容器としては、液体洗浄料を空気と混合して発泡状態で吐出できるものであれば特に制限はなく、目的に応じて適宜選択することができ、例えば、ボトル胴部を手で圧搾することによって泡を吐出できるスクイズフォーマー容器、ノズル部を押し下げることによって泡を吐出できるポンプフォーマー容器などが挙げられる。このようなフォーマー容器としては、例えば、大和製罐株式会社製、株式会社吉野工業所製の市販品などを使用することができる。
前記ノンガス型の泡吐出容器は、通常、泡を形成するための多孔質膜体(材質はナイロン、ポリエステル、ポリオレフィン等のプラスチック材料が好ましい)を有し、液体洗浄剤組成物が多孔質膜体を通過することにより泡が形成される。前記多孔質膜体の目開き(メッシュ)としては、特に制限はなく、目的に応じて適宜選択することができるが、100メッシュ以上が好ましく、100メッシュ~400メッシュがより好ましく、200メッシュ~350メッシュが更に好ましい。
前記多孔質膜体の枚数としては、特に制限はなく、目的に応じて適宜選択することができるが、泡性能を向上させる観点から、2枚~4枚が好ましい。
より具体的には、前記フォーマー容器としては、特開平7-315463号公報、特開平8-230961号公報、及び特開2005-193972号公報に記載されたものを好適に使用することができる。 -container-
The liquid detergent composition of the present invention may be filled in a squeeze container, a pump container, or a former container.
Examples of the former container include a non-gas type foam discharge container. The non-gas type foam discharge container is not particularly limited as long as the liquid cleaning material can be mixed with air and discharged in a foamed state, and can be appropriately selected according to the purpose. Examples thereof include a squeeze foamer container capable of discharging bubbles by squeezing by hand, and a pump former container capable of discharging bubbles by depressing a nozzle part. As such a former container, for example, a commercial product manufactured by Yamato Seikan Co., Ltd. or Yoshino Kogyo Co., Ltd. can be used.
The non-gas type foam discharge container usually has a porous film body for forming bubbles (the material is preferably a plastic material such as nylon, polyester, polyolefin, etc.), and the liquid detergent composition is a porous film body. Passing through, bubbles are formed. The mesh (mesh) of the porous membrane is not particularly limited and may be appropriately selected depending on the intended purpose, but is preferably 100 mesh or more, more preferably 100 mesh to 400 mesh, and more preferably 200 mesh to 350 mesh. A mesh is more preferred.
The number of the porous membranes is not particularly limited and may be appropriately selected according to the purpose. However, from the viewpoint of improving the bubble performance, 2 to 4 sheets are preferable.
More specifically, as the former container, those described in JP-A-7-315463, JP-A-8-230961, and JP-A-2005-193972 can be suitably used.
前記粘度は、例えば、BL型粘度計(ローターNo.1、60rpm、1分間後、東京計器株式会社製)により測定することができる。 As a property of the liquid cleaning composition of this invention, it is preferable that it is liquid at normal temperature. Also, when using the former container, for example, when using a pump former container capable of discharging bubbles by pushing down the nozzle part and two 200 mesh (75 μm), the viscosity of the liquid detergent composition is: There is no particular limitation, and it can be appropriately selected according to the purpose, but it is preferably 15 mPa · s or less at 25 ° C., more preferably 1 mPa · s to 10 mPa · s.
The viscosity can be measured by, for example, a BL type viscometer (rotor No. 1, 60 rpm, 1 minute later, manufactured by Tokyo Keiki Co., Ltd.).
本発明の液体洗浄剤組成物は、その形状や剤型が特に制限されるものではなく、目的に応じて適宜選択することができ、例えば、液状、クリーム状、ローション状、泡状等の各種性状や剤型に調製して利用でき、各剤型の常法に準じて調製することができる。 -Dosage form-
The shape and dosage form of the liquid detergent composition of the present invention are not particularly limited, and can be appropriately selected depending on the purpose. For example, various types such as liquid, cream, lotion and foam It can be prepared and used in properties and dosage forms, and can be prepared according to conventional methods for each dosage form.
本発明の液体洗浄剤組成物は、例えば、シャンプー、リンスインシャンプー等の毛髪用洗浄剤、ボディソープ、ハンドソープ、泡ハンドソープ、クレンジングフォーム等の皮膚用洗浄剤、台所用洗剤、衣料用洗剤などに幅広く用いることができる。これらの中でも、大腸菌に対する殺菌力の点から、ボディソープ、ハンドソープ、泡ハンドソープ、クレンジングフォーム等の皮膚用洗浄剤が特に好ましい。これらは、製品の常用量で常法に従って使用することができる。 -Applications-
The liquid detergent composition of the present invention includes, for example, hair detergents such as shampoos and rinse-in shampoos, body soaps, hand soaps, foam hand soaps, skin cleansers such as cleansing foams, kitchen detergents, clothing detergents, etc. Can be used widely. Among these, skin cleansing agents such as body soaps, hand soaps, foam hand soaps, and cleansing foams are particularly preferable from the viewpoint of bactericidal activity against E. coli. They can be used according to conventional methods at normal dosages of the product.
液体洗浄剤組成物(ハンドソープ)を以下のようにして調製した。まず、表1~表10に示す所定量の(A)成分、(B)成分、及び(C)成分と、必要に応じて(D)成分と、所定量の95%に相当する質量の精製水を耐熱容器に秤取した。(A)成分、(B)成分、及び(C)成分、必要に応じて(D)成分を均一に溶解させ、共通成分を添加し均一になるまで攪拌した。続いてpHメーターを用いてpHを測定しながら水酸化カリウム(48質量%溶液)又はクエン酸を徐々に添加し、pHを調整した。最後に100質量%となるように水をバランスし、よく攪拌した後にpHを測定した。なお、pHは、pHメーター(HM-30V、東亜ディーケーケー株式会社製)を用い、25℃にしたサンプルを、2分間安定化させて測定した。
その後、ポンプディスペンサー付き容器〔吐出量1mL、ノズル口径(内径)3.5mm、キャニオン社製〕に充填して、各評価に供した。 (Examples 1 to 42 and Comparative Examples 1 to 12)
A liquid detergent composition (hand soap) was prepared as follows. First, purification of a mass corresponding to 95% of the predetermined amount of (A) component, (B) component, and (C) component shown in Table 1 to Table 10, and (D) component if necessary Water was weighed into a heat-resistant container. (A) component, (B) component, (C) component, and (D) component were dissolved uniformly as needed, the common component was added, and it stirred until it became uniform. Subsequently, potassium hydroxide (48% by mass solution) or citric acid was gradually added while measuring the pH using a pH meter to adjust the pH. Finally, water was balanced so as to be 100% by mass, and after stirring well, pH was measured. The pH was measured by stabilizing the sample at 25 ° C. for 2 minutes using a pH meter (HM-30V, manufactured by Toa DKK Corporation).
Then, it filled with the container with a pump dispenser [discharge amount 1mL, nozzle caliber (inner diameter) 3.5mm, made by Canyon Corp.], and used for each evaluation.
(1)菌液の調製
下記の大腸菌を初発菌数が108細胞個/mLとなるように菌液を調製した。
大腸菌:Escherichia coli NBRC3972(独立行政法人製品評価技術基盤機構(NBRC)より入手)
(2)試験液
得られた各液体洗浄剤組成物(ハンドソープ)を3度硬水で6倍に希釈したものを試験液とした。
(3)殺菌力試験法
25℃にて、(2)の試験液9mLに(1)の菌液1mLを添加して十分撹拌し、添加60秒間後に4.5mLのSCDLP寒天培地(Soybean-Casein Digest Broth with Lectin & Polysorbate 80、和光純薬工業株式会社製)に加え、10倍希釈液とした。同様の方法を繰り返して各希釈液を得た。各希釈液から1.0mLをシャーレに採取し、SCDLP寒天培地15mLを加えて均一化し、1日間培養して(寒天平板希釈法)、コロニーをカウントして生存菌数を測定した。初発菌数と生存菌数とから、下記式に基づいて殺菌力を算出し、下記基準で殺菌効果を評価した。なお、殺菌力は、数値が大きいほど殺菌力が高いことを表す。
殺菌力=-log10(生存菌数/初発菌数)
〔評価基準〕
◎:殺菌力が2以上
○:殺菌力が1以上2未満
△:殺菌力が0.5以上1未満
×:殺菌力が0.5未満 <Method for evaluating sterilizing power>
(1) Preparation of Bacterial Solution A bacterial solution was prepared from the following E. coli so that the initial bacterial count was 10 8 cells / mL.
E. coli: Escherichia coli NBRC 3972 (obtained from National Institute of Technology and Evaluation (NBRC))
(2) Test liquid A solution obtained by diluting each liquid detergent composition (hand soap) obtained 6 times with hard water 3 times was used as a test liquid.
(3) Bactericidal power test method At 25 ° C., 1 mL of the bacterial solution of (1) was added to 9 mL of the test solution of (2) and stirred sufficiently, and after addition 60 seconds, 4.5 mL of SCDLP agar medium Digest Broth with Lectin & Polysorbate 80, manufactured by Wako Pure Chemical Industries, Ltd.). The same method was repeated to obtain each diluted solution. 1.0 mL from each diluted solution was collected in a petri dish, homogenized by adding 15 mL of SCDLP agar medium, cultured for 1 day (agar plate dilution method), colonies were counted, and the number of viable bacteria was measured. Based on the following formula, the bactericidal power was calculated from the initial bacterial count and the viable bacterial count, and the bactericidal effect was evaluated according to the following criteria. In addition, sterilizing power represents that sterilizing power is so high that a numerical value is large.
Bactericidal power = -log 10 (number of surviving bacteria / number of first bacteria)
〔Evaluation criteria〕
A: Bactericidal power is 2 or more B: Bactericidal power is 1 or more and less than 2 B: Bactericidal power is 0.5 or more and less than 1 X: Bactericidal power is less than 0.5
高さ8cm、口径3cmの蓋付硬質透明ガラス瓶(容量55mL)に、実施例及び比較例の各液体洗浄剤組成物を50mL充填し、50℃の環境下において4週間保存後、pHメーター(東亜ディーケーケー株式会社製、型式:HM-30R)を用い、25℃でpHを測定し、下記基準に基づき評価した。
〔評価基準〕
◎:製造直後品と比較し、pH低下が0.2未満
○:製造直後品と比較し、pH低下が0.2以上0.4未満
△:製造直後品と比較し、pH低下が0.4以上0.6未満
×:製造直後品と比較し、pH低下が0.6以上 <PH stability>
A hard transparent glass bottle with a lid of 8 cm in height and 3 cm in diameter (capacity 55 mL) was filled with 50 mL of each of the liquid detergent compositions of Examples and Comparative Examples and stored in an environment of 50 ° C. for 4 weeks, and then a pH meter (Toa PH was measured at 25 ° C. using a DK Corporation model (HM-30R) and evaluated based on the following criteria.
〔Evaluation criteria〕
A: The pH drop is less than 0.2 compared with the product immediately after production. B: The pH drop is 0.2 or more and less than 0.4 compared with the product immediately after production. Δ: The pH drop is 0. 0 compared with the product immediately after production. 4 or more and less than 0.6 ×: pH drop is 0.6 or more compared to products immediately after production
専門評価パネラー10名が、実施例及び比較例の各液体洗浄剤組成物2mLを左手のひらに落として皮膚を洗浄し、下記基準に基づいて、泡立ち、泡のクリーミー性、すすぎ性、及び皮膚刺激性を評価した。結果は、専門評価パネラー10名の評点平均値を求め、下記評点平均値の判定基準に基づき判定した。 <Foam performance (foaming, foam creamy), rinsing and skin irritation>
Ten professional evaluation panelists dropped 2 mL of each liquid detergent composition of Examples and Comparative Examples on the left palm to clean the skin, and foamed, foamed creamy, rinsed, and irritated based on the following criteria Sex was evaluated. As a result, the average score of 10 professional evaluation panelists was obtained and determined based on the following criteria for determining the average score.
〔評価基準〕
5点:両手を10往復こすったとき、手のひら全体を覆える程度、非常に泡立っている
4点:両手を10往復こすったとき、手のひら全体を丁度覆える程度、かなり泡立っている
3点:両手を10往復こすったとき、手のひらが半分ほど見える程度泡立っている
2点:手を10往復こすったとき、手のひらがほとんど見える程度泡立っている
1点:ほとんど泡立たない
〔評点平均値の判定基準〕
◎:4.0点以上
○:3.5点以上4.0点未満
△:3.0点以上3.5点未満
×:3.0点未満 << Bubbling >>
〔Evaluation criteria〕
5 points: When both hands are rubbed 10 times, the entire palm is covered, very foaming 4 points: When both hands are rubbed 10 times, the entire palm is covered, very foaming 3 points: Both hands 2 points: When the hand is rubbed 10 times, the palm is almost visible. 1 point: Almost no foam is generated. [Criteria for rating average value]
◎: 4.0 points or more ○: 3.5 points or more and less than 4.0 points △: 3.0 points or more and less than 3.5 points ×: Less than 3.0 points
泡のクリーミー性は、両手で20往復こすり合わせた後、手に残った泡を集めて下記の基準により評価した。
〔評価基準〕
5点:細かい泡で大きな泡は認められない
4点:細かい泡の中に大きな泡がごく僅かに混じる
3点:細かい泡の中に大きな泡がやや混じる
2点:細かい泡の中に大きな泡がかなり混じる
1点:細かい泡はなく大きな粗い泡である
〔評点平均値の判定基準〕
◎:4.5点以上
◎~○:4.0点以上4.5点未満
○:3.5点以上4.0点未満
△:3.0点以上3.5点未満
×:3.0点未満 << Creamy property of foam >>
The creaminess of the foam was evaluated by the following criteria by collecting the foam remaining in the hand after rubbing 20 reciprocations with both hands.
〔Evaluation criteria〕
5 points: Large bubbles are not recognized with fine bubbles. 4 points: Large bubbles are slightly mixed in fine bubbles. 3 points: Large bubbles are slightly mixed in fine bubbles. 2 points: Large bubbles are mixed in fine bubbles. 1 point: There is no fine bubble and it is a large rough bubble [Criteria for rating average value]
◎: 4.5 points or more ◎ ~ ○: 4.0 points or more and less than 4.5 points ○: 3.5 points or more and less than 4.0 points △: 3.0 points or more and less than 3.5 points ×: 3.0 Less than
流速6L/分間の水道水で、両手をこすり合わせながら液体洗浄剤組成物を流していき、すすぎの早さ、すすぎ終わりのさっぱり感などから、すすぎ性を下記の基準により評価した。
〔評価基準〕
5点:すすぎ性が非常に良い
4点:すすぎ性が良い
3点:すすぎ性がやや良い
2点:すすぎ性がやや悪い
1点:すすぎ性が悪い
〔評点平均値の判定基準〕
◎:4.5点以上
○:4.0点以上4.5点未満
△:3.0点以上4.0点未満
×:3.0点未満 << Rinsability >>
The liquid detergent composition was poured with tap water at a flow rate of 6 L / min while rubbing both hands, and the rinsing property was evaluated according to the following criteria from the speed of rinsing and the refreshing feeling at the end of rinsing.
〔Evaluation criteria〕
5 points: Very good rinsing properties 4 points: Good rinsing properties 3 points: Slightly good rinsing properties 2 points: Slightly bad rinsing properties 1 point: Poor rinsing properties [Criteria for rating average value]
◎: 4.5 points or more ○: 4.0 points or more and less than 4.5 points △: 3.0 points or more and less than 4.0 points ×: Less than 3.0 points
1日10回1週間連続使用し、皮膚刺激性があるか否かを下記の基準により評価した。
〔評価基準〕
5点:皮膚刺激性が全くない
4点:皮膚刺激性がない
3点:皮膚刺激性が僅かにある
2点:皮膚刺激性がある
1点:皮膚刺激性が明らかにある
〔評点平均値の判定基準〕
◎:5.0点
◎~○:4.5点以上5.0点未満
○:4.0点以上4.5点未満
△:3.0点以上4.0点未満
×:3.0点未満 << Skin irritation (after 1 week of continuous use) >>
It was used 10 times a day for 1 week continuously, and it was evaluated according to the following criteria whether or not there was skin irritation.
〔Evaluation criteria〕
5 points: No skin irritation 4 points: No skin irritation 3 points: Slight skin irritation 2 points: Skin irritation 1 point: Skin irritation is obvious [average score (Criteria)
◎: 5.0 points ◎ ~ ○: 4.5 points or more and less than 5.0 points ○: 4.0 points or more and less than 4.5 points △: 3.0 points or more and less than 4.0 points ×: 3.0 points Less than
-フォーマー容器入り液体洗浄剤組成物(泡ボディソープ)-
以下に示す液体洗浄剤組成物を常法に従って製造し、ノンガス型のノズル部を押し下げることによって泡を吐出できるポンプフォーマー容器(200メッシュ(75μm)2枚を使用、株式会社吉野工業所製)に充填して、ボディソープ10mLを用いて、実施例1等と同様にして評価を行った。結果を下記に示す。
ラウリン酸カリウム(A1) 5.0質量%
ミリスチン酸カリウム(A2) 1.0質量%
ラウリルアミノジ酢酸ナトリウム(B) 2.0質量%
エチレンジアミンテトラ酢酸(C) 0.1質量%
1-ヒドロキシエタン-1,1-ジホスホン酸(C) 0.1質量%
グリセリン(D) 7.0質量%
ソルビット(D) 3.0質量%
イソプロピルメチルフェノール 0.1質量%
スチレン重合体エマルジョン 0.4質量%
香料 微量
色素 適量
水酸化カリウム又はクエン酸 pH10に調整量
精製水 残部
合計 100質量%
質量比(A1/A2) :5
質量比(A/B) :3
質量比(A/C) :30
大腸菌に対する殺菌力 :◎
pH安定性 :◎
泡立ち :◎
泡のクリーミー性 :◎
皮膚刺激性 :◎
すすぎ性 :◎ (Example 43)
-Liquid detergent composition in foam container (foam body soap)-
The liquid cleaning composition shown below is manufactured according to a conventional method, and a pump former container capable of discharging bubbles by pushing down a non-gas type nozzle (using two 200 mesh (75 μm), manufactured by Yoshino Kogyo Co., Ltd.) And was evaluated in the same manner as in Example 1 using 10 mL of body soap. The results are shown below.
Potassium laurate (A 1 ) 5.0% by mass
Potassium myristate (A 2 ) 1.0% by mass
Sodium laurylaminodiacetate (B) 2.0% by mass
Ethylenediaminetetraacetic acid (C) 0.1% by mass
1-hydroxyethane-1,1-diphosphonic acid (C) 0.1% by mass
Glycerin (D) 7.0% by mass
Sorbit (D) 3.0% by mass
Isopropyl methylphenol 0.1% by mass
Styrene polymer emulsion 0.4% by mass
Perfume Small amount Dye Suitable amount Potassium hydroxide or citric acid Adjusted amount to pH 10 Purified water remaining
Total 100% by mass
The mass ratio (A 1 / A 2): 5
Mass ratio (A / B): 3
Mass ratio (A / C): 30
Bactericidal power against E. coli ◎
pH stability: ◎
Foaming: ◎
Creamy properties of foam: ◎
Skin irritation: ◎
Rinsing property: ◎
-フォーマー容器入り液体洗浄剤組成物(泡ハンドソープ)-
以下に示す液体洗浄剤組成物を常法に従って製造し、ノンガス型のノズル部を押し下げることによって泡を吐出できるポンプフォーマー容器(200メッシュ2枚を使用、株式会社吉野工業所製)に充填して、ハンドソープ2mLを用いて、実施例1等と同様にして評価を行った。結果を下記に示す。
ラウリン酸カリウム(A1) 3.5質量%
ミリスチン酸カリウム(A2) 1.5質量%
ラウリルアミノジプロピオン酸ナトリウム(B) 1.8質量%
エチレンジアミンテトラ酢酸(C) 0.1質量%
プロピレングリコール(D) 10.0質量%
イソプロピルメチルフェノール 0.1質量%
POE(11)ステアリルエーテル 0.2質量%
ローズマリーエキス 0.1質量%
香料 微量
色素 適量
水酸化カリウム又はクエン酸 pH10に調整量
精製水 残部
合計 100質量%
質量比(A1/A2) :2.3
質量比(A/B) :2.8
質量比(A/C) :50
大腸菌に対する殺菌力 :◎
pH安定性 :◎
泡立ち :◎
泡のクリーミー性 :◎
皮膚刺激性 :◎
すすぎ性 :◎ (Example 44)
-Liquid detergent composition in foam container (foam hand soap)-
The liquid detergent composition shown below is manufactured according to a conventional method, and filled into a pump former container (using two 200 mesh, manufactured by Yoshino Kogyo Co., Ltd.) capable of discharging foam by pushing down the non-gas type nozzle. Evaluation was performed in the same manner as in Example 1 using 2 mL of hand soap. The results are shown below.
Potassium laurate (A 1 ) 3.5% by mass
Potassium myristate (A 2 ) 1.5% by mass
Sodium laurylaminodipropionate (B) 1.8% by mass
Ethylenediaminetetraacetic acid (C) 0.1% by mass
Propylene glycol (D) 10.0% by mass
Isopropyl methylphenol 0.1% by mass
POE (11) stearyl ether 0.2% by mass
Rosemary extract 0.1% by mass
Perfume Small amount Dye Suitable amount Potassium hydroxide or citric acid Adjusted to pH 10
Purified water balance
Total 100% by mass
The mass ratio (A 1 / A 2): 2.3
Mass ratio (A / B): 2.8
Mass ratio (A / C): 50
Bactericidal power against E. coli ◎
pH stability: ◎
Foaming: ◎
Creamy properties of foam: ◎
Skin irritation: ◎
Rinsing property: ◎
-液体洗浄剤組成物(ハンドソープ)-
以下に示す液体洗浄剤組成物を常法に従って製造し、ポンプディスペンサー付き容器(吐出量1mL、ノズル口径3.5mm、キャニオン社製)に充填して、2mLを用いて、実施例1等と同様にして評価を行った。結果を下記に示す。
ラウリン酸カリウム(A1) 5.0質量%
ミリスチン酸カリウム(A2) 1.0質量%
ラウリルアミノジ酢酸ナトリウム(B) 2.0質量%
エチレンジアミンテトラ酢酸(C) 0.1質量%
1-ヒドロキシエタン-1,1-ジホスホン酸(C) 0.1質量%
グリセリン(D) 5.0質量%
ソルビット(D) 5.0質量%
アクリル酸アルキル共重合体エマルジョン(2) 1.0質量%
イソプロピルメチルフェノール 0.1質量%
スチレン重合体エマルジョン 0.4質量%
香料 微量
色素 適量
水酸化カリウム又はクエン酸 pH10に調整量
精製水 残部
合計 100質量%
質量比(A1/A2) :5
質量比(A/B) :3
質量比(A/C) :30
大腸菌に対する殺菌力 :◎
pH安定性 :◎
泡立ち :◎
泡のクリーミー性 :◎
皮膚刺激性 :◎
すすぎ性 :◎ (Example 45)
-Liquid detergent composition (hand soap)-
The liquid cleaning composition shown below is produced according to a conventional method, filled in a container with a pump dispenser (discharge amount 1 mL, nozzle diameter 3.5 mm, manufactured by Canyon), and using 2 mL, the same as in Example 1 And evaluated. The results are shown below.
Potassium laurate (A 1 ) 5.0% by mass
Potassium myristate (A 2 ) 1.0% by mass
Sodium laurylaminodiacetate (B) 2.0% by mass
Ethylenediaminetetraacetic acid (C) 0.1% by mass
1-hydroxyethane-1,1-diphosphonic acid (C) 0.1% by mass
Glycerin (D) 5.0% by mass
Sorbit (D) 5.0% by mass
Alkyl acrylate copolymer emulsion (2) 1.0% by mass
Isopropyl methylphenol 0.1% by mass
Styrene polymer emulsion 0.4% by mass
Perfume Small amount Dye Suitable amount Potassium hydroxide or citric acid Adjusted amount to pH 10 Purified water remaining
Total 100% by mass
The mass ratio (A 1 / A 2): 5
Mass ratio (A / B): 3
Mass ratio (A / C): 30
Bactericidal power against E. coli ◎
pH stability: ◎
Foaming: ◎
Creamy properties of foam: ◎
Skin irritation: ◎
Rinsing property: ◎
<1> (A)下記一般式(1)で表される脂肪酸塩を1質量%~7質量%、
R1COOM ・・・ 一般式(1)
(ただし、前記一般式(1)中、R1は、炭素数5~25の一価炭化水素基を表し、Mは、アルカリ金属、アンモニウム、アルカノールアミン、及び塩基性アミノ酸のいずれかを表す。)
(B)アルキルアミノカルボン酸型両性界面活性剤、及び
(C)キレート剤を含有し、
前記(A)成分が、前記一般式(1)におけるR1が炭素数5~12の一価炭化水素基である脂肪酸塩(A1)と、前記一般式(1)におけるR1が炭素数13~25の一価炭化水素基である脂肪酸塩(A2)とを含有し、前記(A1)成分と前記(A2)成分との質量比(A1/A2)が0.8~20であり、かつ
前記(A)成分と前記(B)成分との質量比(A/B)が1~9であることを特徴とする液体洗浄剤組成物である。
<2> (B)成分が、アルキルアミノジカルボン酸型両性界面活性剤である前記<1>に記載の液体洗浄剤組成物である。
<3> (C)成分の含有量が0.01質量%~1質量%であり、かつ(A)成分と前記(C)成分の質量比(A/C)が5~150である前記<1>から<2>のいずれかに記載の液体洗浄剤組成物である。
<4> (B)成分のアルキルアミノカルボン酸型両性界面活性剤の含有量が、0.4質量%~6質量%である前記<1>から<3>のいずれかに記載の液体洗浄剤組成物である。
<5> 更に、(D)多価アルコールを含有する前記<1>から<4>のいずれかに記載の液体洗浄剤組成物である。
<6> フォーマー容器に充填されてなる前記<1>から<5>のいずれかに記載の液体洗浄剤組成物である。 As an aspect of this invention, it is as follows, for example.
<1> (A) 1% by mass to 7% by mass of a fatty acid salt represented by the following general formula (1),
R 1 COOM General formula (1)
(In the general formula (1), R 1 represents a monovalent hydrocarbon group having 5 to 25 carbon atoms, and M represents any one of an alkali metal, ammonium, an alkanolamine, and a basic amino acid.) )
(B) an alkylaminocarboxylic acid type amphoteric surfactant, and (C) a chelating agent,
Wherein component (A), the general formula (1) R 1 in the fatty acid salt is a monovalent hydrocarbon group having 5 to 12 carbon atoms (A 1), R 1 carbon atoms in the general formula (1) A fatty acid salt (A 2 ) that is a monovalent hydrocarbon group of 13 to 25, and a mass ratio (A 1 / A 2 ) of the (A 1 ) component to the (A 2 ) component is 0.8. And a mass ratio (A / B) of the component (A) to the component (B) is 1 to 9.
<2> The liquid detergent composition according to <1>, wherein the component (B) is an alkylaminodicarboxylic acid type amphoteric surfactant.
<3> The content of the component (C) is 0.01% by mass to 1% by mass, and the mass ratio (A / C) of the component (A) to the component (C) is 5 to 150 The liquid cleaning composition according to any one of <1> to <2>.
<4> The liquid cleaning agent according to any one of <1> to <3>, wherein the content of the alkylaminocarboxylic acid type amphoteric surfactant as component (B) is 0.4% by mass to 6% by mass. It is a composition.
<5> The liquid cleaning composition according to any one of <1> to <4>, further comprising (D) a polyhydric alcohol.
<6> The liquid detergent composition according to any one of <1> to <5>, which is filled in a former container.
Claims (6)
- (A)下記一般式(1)で表される脂肪酸塩を1質量%~7質量%、
R1COOM ・・・ 一般式(1)
(ただし、前記一般式(1)中、R1は、炭素数5~25の一価炭化水素基を表し、Mは、アルカリ金属、アンモニウム、アルカノールアミン、及び塩基性アミノ酸のいずれかを表す。)
(B)アルキルアミノカルボン酸型両性界面活性剤、及び
(C)キレート剤を含有し、
前記(A)成分が、前記一般式(1)におけるR1が炭素数5~12の一価炭化水素基である脂肪酸塩(A1)と、前記一般式(1)におけるR1が炭素数13~25の一価炭化水素基である脂肪酸塩(A2)とを含有し、前記(A1)成分と前記(A2)成分との質量比(A1/A2)が0.8~20であり、かつ
前記(A)成分と前記(B)成分との質量比(A/B)が1~9であることを特徴とする液体洗浄剤組成物。 (A) 1% by mass to 7% by mass of a fatty acid salt represented by the following general formula (1),
R 1 COOM General formula (1)
(In the general formula (1), R 1 represents a monovalent hydrocarbon group having 5 to 25 carbon atoms, and M represents any one of an alkali metal, ammonium, an alkanolamine, and a basic amino acid.) )
(B) an alkylaminocarboxylic acid type amphoteric surfactant, and (C) a chelating agent,
Wherein component (A), the general formula (1) R 1 in the fatty acid salt is a monovalent hydrocarbon group having 5 to 12 carbon atoms (A 1), R 1 carbon atoms in the general formula (1) A fatty acid salt (A 2 ) that is a monovalent hydrocarbon group of 13 to 25, and a mass ratio (A 1 / A 2 ) of the (A 1 ) component to the (A 2 ) component is 0.8. And a mass ratio (A / B) of the component (A) to the component (B) is 1 to 9. - (B)成分が、アルキルアミノジカルボン酸型両性界面活性剤である請求項1に記載の液体洗浄剤組成物。 The liquid detergent composition according to claim 1, wherein the component (B) is an alkylaminodicarboxylic acid type amphoteric surfactant.
- (C)成分の含有量が0.01質量%~1質量%であり、かつ(A)成分と前記(C)成分の質量比(A/C)が5~150である請求項1から2のいずれかに記載の液体洗浄剤組成物。 The content of component (C) is 0.01% by mass to 1% by mass, and the mass ratio (A / C) of component (A) to component (C) is 5 to 150. A liquid detergent composition according to any one of the above.
- (B)成分のアルキルアミノカルボン酸型両性界面活性剤の含有量が、0.4質量%~6質量%である請求項1から3のいずれかに記載の液体洗浄剤組成物。 4. The liquid detergent composition according to claim 1, wherein the content of the (B) component alkylaminocarboxylic acid type amphoteric surfactant is 0.4% by mass to 6% by mass.
- 更に、(D)多価アルコールを含有する請求項1から4のいずれかに記載の液体洗浄剤組成物。 Furthermore, (D) The liquid cleaning composition in any one of Claim 1 to 4 containing a polyhydric alcohol.
- フォーマー容器に充填されてなる請求項1から5のいずれかに記載の液体洗浄剤組成物。 The liquid detergent composition according to any one of claims 1 to 5, which is filled in a former container.
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JP2014506169A JP6013454B2 (en) | 2012-03-19 | 2013-03-13 | Liquid detergent composition |
KR1020147020562A KR101876272B1 (en) | 2012-03-19 | 2013-03-13 | Liquid detergent composition |
PH12014502080A PH12014502080A1 (en) | 2012-03-19 | 2014-09-22 | Liquid detergent composition |
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WO2013141118A1 true WO2013141118A1 (en) | 2013-09-26 |
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PCT/JP2013/057059 WO2013141118A1 (en) | 2012-03-19 | 2013-03-13 | Liquid detergent composition |
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JP (1) | JP6013454B2 (en) |
KR (1) | KR101876272B1 (en) |
MY (1) | MY167787A (en) |
PH (1) | PH12014502080A1 (en) |
WO (1) | WO2013141118A1 (en) |
Cited By (4)
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JP2014208633A (en) * | 2013-03-29 | 2014-11-06 | ライオン株式会社 | Skin detergent composition in foamer container |
WO2015068728A1 (en) * | 2013-11-07 | 2015-05-14 | ホーユー株式会社 | Hair cosmetic composition |
JP2021066793A (en) * | 2019-10-23 | 2021-04-30 | 株式会社 資生堂 | Detergent composition and detergent product |
JP2021169413A (en) * | 2020-04-14 | 2021-10-28 | 東洋ビューティ株式会社 | Body cleanser |
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- 2013-03-13 JP JP2014506169A patent/JP6013454B2/en active Active
- 2013-03-13 MY MYPI2014702551A patent/MY167787A/en unknown
- 2013-03-13 WO PCT/JP2013/057059 patent/WO2013141118A1/en active Application Filing
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WO2015068728A1 (en) * | 2013-11-07 | 2015-05-14 | ホーユー株式会社 | Hair cosmetic composition |
JP2021066793A (en) * | 2019-10-23 | 2021-04-30 | 株式会社 資生堂 | Detergent composition and detergent product |
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JP2021169413A (en) * | 2020-04-14 | 2021-10-28 | 東洋ビューティ株式会社 | Body cleanser |
Also Published As
Publication number | Publication date |
---|---|
PH12014502080A1 (en) | 2014-12-10 |
JP6013454B2 (en) | 2016-10-25 |
KR101876272B1 (en) | 2018-07-09 |
KR20140138606A (en) | 2014-12-04 |
MY167787A (en) | 2018-09-26 |
JPWO2013141118A1 (en) | 2015-08-03 |
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