US3928251A - Mild shampoo compositions - Google Patents
Mild shampoo compositions Download PDFInfo
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- US3928251A US3928251A US313908A US31390872A US3928251A US 3928251 A US3928251 A US 3928251A US 313908 A US313908 A US 313908A US 31390872 A US31390872 A US 31390872A US 3928251 A US3928251 A US 3928251A
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- 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
-
- 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
- A61K8/39—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
- A61K8/40—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
- A61K8/442—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof substituted by amido group(s)
-
- 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
- A61K8/46—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur
- A61K8/463—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur containing sulfuric acid derivatives, e.g. sodium lauryl sulfate
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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
-
- 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
- C11D1/29—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
- C11D1/66—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
- C11D1/66—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
- C11D1/74—Carboxylates or sulfonates esters of polyoxyalkylene glycols
Definitions
- compositions of this invention are all extremely mild and have minimum or no eye sting. This is a very desirable combination of characteristics. For example, children cannot keep shampoo out of their eyes and the resulting pain can be extremely damaging to good relations between the parent and child. Yet, one would not want to have a shampoo which didnt sting, but which caused serious damage, since then one needs the pain to encourage a thorough rinsing of the eye. Thus, the combination of mildness and lack of eye sting is extremely desirable.
- compositions discussed hereinbefore do sting the eyes, but less than conventional shampoos.
- the compositions of this invention are as mild and in many instances milder than the prior art compositions and in many instances sting the eyes less.
- zwitterionic compounds, of the type disclosed herein are as mild or milder than the reaction prod uct compositions of the prior art, when used in combination with the anionic and nonionic surfactants of this invention.
- betaines and sultaines are well known in the art, the ability of applicants three-component compositions to be used as shampoos without stinging eyes was unknown.
- polyethoxylated fatty alcohol sulfosuccinate monoester wherein said fatty alcohol contains from about 8 to about 16 carbon atoms, preferably from about to about 14 carbon atoms, and said polye-' 2 thoxylated fatty alcohol contains from about 1 to about 10 ethoxy moieties per molecule, preferably from about I to 5;
- a polyethoxylated nonionic surfactant selected from the group consisting of: l) polyethoxylated alcohols, said alcohols containing an alkyl group, either primary or secondary, and either straight or branched chain, containing from about 8 to about 16 carbon atoms and said polyethoxylated alcohols containing from about 10 to about 45 ethoxy moieties per molecule, (2) polyethoxylated alkylphenols wherein the alkyl group contains from about 6 to about 15 carbon atoms and wherein the polyethoxylated alkylphenol contains from about 10 to about 45 ethoxy moieties per molecule, (3) polyethoxylated mono fatty acid esters of sorbitol wherein said fatty acids contain from about 8 to about 18 carbon atoms and said polyethoxylated mono fatty acid ester of sorbitol contains from about 10 to about 45 ethoxy moieties per molecule, (4) polyethoxylated polypropylene glycol, said polye
- D water, the molecular ratio of (A) to (B) beingfrom about 1:1 to about 4:1; the weight ratio of(A) (B) to (C) being from about 2:1 to about 1:2; and the pH of the composition being from about 6.0 to about 8.0.
- composition will contain from.
- anionic surfactant preferably from about 4 to about 8 7c for a liquid shampoo, and from about 3 to about for a paste shampoo.
- the sodium salts of the polyethoxylated anionic surfactants are preferred, but any non-toxic, water-soluble salt can be used, including potassium, triethanolammonium. and ammonium salts.
- the preferred polyethoxylated anionic surfactants are the sodium salt of C -C fatty alcohol polyethoxy(3) ether sulfate, the sodium salt of polyethoxylated(3) C -C mono fatty alcohol sulfosuccinate, and the sodium salt of C -C fatty acyl amido polyethoxy(4) ether sulfate.
- Other suitable polyethoxylated anionic surfactants are disclosed hereinafter in the examples.
- the zwitterionic surfactant provides major lather benefits while modifying the nature of the composition so that it is less strongly anionic.
- the molecular ratio of the anionic to zwitterionic surfactant is from about 1:1 to about 4:1, preferably from about 1:1 to about 3:1, most preferably from about 1:1 to about 2:1.
- Preferred zwitterionic surfactants are propylamido betaines derived from C -C fatty acids, and the corresponding propylamido sultaines, and C -C alkyl sultaines wherein the cationic and sulfonate anionic groups are separated by a propylene group and the remaining groups are methyl groups.
- preferred zwitterionic surfactants are (a) those having the formula R7CONH- C H NH (RR)?
- R Y wherein R is an alkyl group containing from about 9 to about carbon atoms, wherein each R is selected from the group consisting of methyl, ethyl, and 2- hydroxyethyl groups, wherein Y is selected from the group consisting of sulfonate and carboxylate groups, and wherein R is a methylene group when Y is a carboxylate group and is selected from the group consisting of propylene and 2-hydroxypropylene groups when Y is a sulfonate group; and (b) those having the formula R'ONH 1R”)!
- R contains from about 10 to about 16 carbon atoms, wherein each R is selected from the group consisting of methyl, ethyl, and 2-hydroxyethyl groups, and wherein X is selected from the group consisting of hydrogen and hydroxyl groups.
- R contains from about 10 to about 16 carbon atoms, wherein each R is selected from the group consisting of methyl, ethyl, and 2-hydroxyethyl groups, and wherein X is selected from the group consisting of hydrogen and hydroxyl groups. Examples of other zwitterionic surfactants are given in the examples hereinafter.
- the polyethoxylated nonionic surfactant provides a mildness benefit. It also contributes to the character of the lather, although in general, the nonionic surfactant tends to control and diminish the amount of the lather.
- the ratio of the polyethoxylated anionic surfactant and zwitterionic surfactant to the polyethoxylated nonionic surfactant is from about 2:1 to about 1:2, preferably from about 1:1 to about 1:2, and most preferably from about 1:1 to about 121.2.
- Preferred nonionic surfactants include polyethoxylated (15-40) sorbitan monoacylate (C -C preferably monolaurate), polyethoxylated (20-100) polypropylene glycol (M.W. 8,000l2,000), and polyethoxylated (15-40) fatty alcohols (C -C Other examples of nonionic surfactants are disclosed hereinafter in the examples.
- Water Water is used to make up the shampoo compositions to the desired physical form.
- For a paste shampoo there will normally be from about 30 to about 60% water present, preferably from about 35 to about 55% 5.
- Other ingredients in addition to the ingredients described hereinbefore, the shampoo compositions of this invention can also contain other conventional shampoo components, including dyes, preservatives such as ethanol, perfumes, thickeners, opacifiers, antibacterial agents, antidandruff agents, buffering agents, conditioning agents, etc. Desirably, only ingredients which are not irritating to the eye are added.
- buffering agents present to maintain the pH of the composition within the range from about 6.0 to about 8.0, preferably from about 6.5 to about 7.5, and most preferably, about 7.
- buffering agents include NaOH, NCl, NaHPO,,, boric acid, etc.
- antidandruff agents such as zinc pyridinethiol N-oxide.
- Suitable thickening agents include carragenan, hydroxyethyl cellulose (e.g., one with a D3. of about 2,5 whose 1% solution has a viscosity of 3-4,000 centipoises at 25C.), and the compounds disclosed in US. Pat. No. 3,472,840, F. W. Stone and J. M. Rutherford, Jr., as set forth in the application of Roger Clarence Birkofer, Ser. No.
- Cationic thickener 2 [cationic cellulose L ether of Claim 7 of US. Pat. No. 3.472.840, wherein a is 2, h is 2. q is 0 m p is about l.5. the degree of substitution of the cationic group (and m) are about 0.2. and the viscosity of a Wr aqueous solution is I25-I500 eentipoises at 25C.]
- EXAMPLE VIII Ingredient '/t by Weight 3-( N,N-dimethyl-N-eoeonutalkylammonio Z-hydroxypropane sull'onat'e- Ethoxylated amidosull'ate Tween 20 Natrosol 250 HH Ethanol Water pH adjusted to 7.0 with NaOH.
- Distilled water balance Adjusted pH to 7.0 with HCl.
- Distilled water balance Adjusted pH to 7.0 with HCI.
- Distilled water balance Adjusted pH to 7.0 with NaOH.
- Polyethoxylated(40)octanol Polyethoxylated( l0 )hexadecanol; Polyethoxylated( 25 )2-ethylnonanol; Polyethoxylated( 1 8 )dodecane-2-ol; Polyethoxylated( 35 )hexylphenol; Polyethoxylated(30)pentadecylphenol; Polyethoxylated(40)tetrapropylenephenol; P0lyethoxylated(25 )3-nonylphenol; Polyethoxylated(35 )sorbitan monostearate; l0. Polyethoxylated( 25 )sorbitan monooctanoate; l l. Polyethoxylated(25 )polypropylene glycol (M.W.
- a mild shampoo composition comprising surfactants and water, said surfactants consisting of a mixture of:
- a polyethoxylated nonionic surfactant selected from the group consisting of: (l) polyethoxylated alkyl alcohols, said alkyl alcohols containing an alkyl group containing from about 8 to about 16 carbon atoms and said polyethoxylated alkyl alcohols containing from about 10 to about 45 ethoxy moieties per molecule, (2) polyethoxylated alkylphenols wherein the alkyl group contains from about 6 to about carbon atoms and wherein the polyethoxylated alkylphenol contains from about 10 to about 45 ethoxy moieties per molecule, (3) polyethoxylated mono fatty acid esters of sorbitol wherein said fatty acids contain from about 8 to about 18 carbon atoms and said polyethoxylated mono fatty acid ester of sorbitol contains from about 10 to about 45 ethoxy moieties per molecule, (4) polyethoxylated polypropylene glycol, said glycol polypropylene glycol,
- composition of claim 2 wherein the molecular ratio of the anionic surfactant to the zwitterionic surfactant is from about 1:1 to about 3:1.
- composition of claim 2 wherein the molecular ratio of the anionic surfactant to the zwitterionic surfactant is from about 1:1 to about 2:1.
- composition of claim 1 having a pH of about 7.0.
- composition of claim 1 wherein the zwitterionic surfactant has the formula wherein R is an alkyl group containing from about 9 to about 15 carbon atoms, wherein each R is selected from the group consisting of methyl, ethyl, and 2- hydroxyethyl groups, wherein Y is selected from the group consisting of sulfonate and carboxylate groups, and wherein R is a methylene group when Y is a carboxylate group and is selected from the group consisting of propylene and 2-hydroxypropylene groups when Y is a sulfonate group.
- composition of claim 1 wherein the zwitterionic surfactant has the formula R'N"" (R )g CH CHX CH-ZSOKH wherein R contains from about 10 to about 16 carbon atoms, wherein each R is selected from the group consisting of methyl, ethyl, and 2-hydroxyethyl groups, and wherein X is selected from the group consisting of hydrogen and hydroxyl groups.
- composition of claim 1 wherein the anionic surfactant is a sodium salt of a fatty alcohol polyethoxy ether sulfate containing a fatty alkyl group containing from about 10 to about 14 carbon atoms and about 3 ethoxy moieties per molecule.
- nonionic surfactant is a polyethoxylataed mono fatty acid ester of sorbitol wherein the fatty acid contains from about 10 to about 16 carbon atoms and wherein there are from about 15 to about 40 ethoxy moieties per molecule.
- composition of claim 12 wherein the fatty acid is lauric acid.
- nonionic surfactant is a polyethoxylated alkyl alcohol wherein said alkyl alcohol contains from about 10 to about 14 carbon atoms and wherein there are from l2 16.
- anionic surfactant is a sodium salt of a polyethoxylated fatty alcohol sulfosuccinate monoestcr. wherein said fatty alcohol contains from about 10 to about 14 carbon atoms and said polyethoxylated fatty alcohol contains about 3 ethoxy moieties per molecule.
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Abstract
Mild shampoo compositions comprise specific ethoxylated anionic surfactants, specific zwitterionic surfactants, and polyethoxylated nonionic surfactants.
Description
United States Patent [191 Bolich, Jr. et a1.
[ MILD SHAMPOO COMPOSITIONS [75] Inventors: Raymond Edward Bolich, Jr.,
1 Montgomery; Robert Benson Aylor,
' Blue Ash, both of Ohio The Procter & Gamble Company, Cincinnati, Ohio Filed: Dec. 11, 1972 Appl. No; 313,908
[73] Assignee:
References Cited UNITED STATES PATENTS 2/1957 Mannheimer 260/401 Dec. 23, 1975 Goff 252/DIG. 13 Masci et a]. 252/545 Libby 252/DIG. l3 Pader et a1... 252/D1G. 13 Gorayan et al.. 252/545 Cahn ct a1. 252/526 Kalopissis et al. 252/545 Hewitt 252/545 FOREIGN PATENTS OR APPLICATIONS United Kingdom 252/546 Primary Examiner-Richard Dv Lovering Attorney, Agent, or FirmRobert B. Aylor; Ronald L.
Hemingway; George W. Allen ABSTRACT Mild shampoo compositions comprise specific ethoxylated anionic surfactants, specific zwitterionic surfactants, and polyethoxylated nonionic surfactants.
16 Claims, No Drawings MILD sHAMPoocoMPosmoNs BACKGROUND or THE INVENTION 1. Field of the Invention This invention relates to shampoo compositions, particularly those which are very mild and have a minimal tendency to sting the eyes. I
2. Prior Art Compositions containing the reaction products of ethoxylated anionic surfactants and certain specific amphoteric surfactants and polyethoxylated nonionic surfactants have been disclosed in US. Pat. Nos. 2,999,069 and 3,055,836, Masci and Poirier. Similar disclosures are contained in the corresponding foreign patent applications such as British Pat. Nos. 850,514, 850,515, and 921,122; and Canadian Pat. No. 595,532. In each of these patents, the disclosure is ofa reaction product formed between the anionic surfactant and the amphoteric surfactant which contains ternary nitrogen groups.
The compositions of this invention are all extremely mild and have minimum or no eye sting. This is a very desirable combination of characteristics. For example, children cannot keep shampoo out of their eyes and the resulting pain can be extremely damaging to good relations between the parent and child. Yet, one would not want to have a shampoo which didnt sting, but which caused serious damage, since then one needs the pain to encourage a thorough rinsing of the eye. Thus, the combination of mildness and lack of eye sting is extremely desirable.
The prior art compositions discussed hereinbefore do sting the eyes, but less than conventional shampoos. The compositions of this invention are as mild and in many instances milder than the prior art compositions and in many instances sting the eyes less. It is surprising that zwitterionic compounds, of the type disclosed herein, are as mild or milder than the reaction prod uct compositions of the prior art, when used in combination with the anionic and nonionic surfactants of this invention. Although, betaines and sultaines are well known in the art, the ability of applicants three-component compositions to be used as shampoos without stinging eyes was unknown.
THE INVENTION This invention relates to the discovery of a mild shampoo composition comprising:
A. a polyethoxylated anionic surfactant selected from the group consisting of l a surfactant having the formula R(OC. ,H ),,OSO;,M, wherein R is a hydrophobic group selected from the group consisting of alkyl groups containing from about 8 to about 16 carbon atoms, alkylphenyl groups wherein the alkyl group contains from about 6 to about 15 carbon atoms, and fatty acid amido groups wherein the fatty acid contains from about 8 to about 16 carbon atoms, wherein n is a number from about 1 to about 10 (preferably 1 to and M is a non-toxic cation which makes the surfactant water-soluble, preferably a cation selected from the group consisting of sodium, potassium, ammonium and triethanolammonium cations, and (2) a water-soluble (e.g.. sodium, potassium, ammonium or'triethanolam monium) polyethoxylated fatty alcohol sulfosuccinate monoester wherein said fatty alcohol contains from about 8 to about 16 carbon atoms, preferably from about to about 14 carbon atoms, and said polye-' 2 thoxylated fatty alcohol contains from about 1 to about 10 ethoxy moieties per molecule, preferably from about I to 5;
B. a zwitterionic surfactant having the formula l M K ):\-A 2-n(R )n( wherein A, B, and C are each selected from the group consisting of 0 and 1, wherein A is 0 when B is l and A is 1 when B is 0, wherein C can only be I when Y is a sulfonate group, wherein each R is selected from the group consisting of alkyl groups containing from about 8 to about 16 carbon atoms and a moiety having the formula R C(O)NH R"' wherein R is an alkyl group containing from about 8 to about 16 carbon atoms and R is an alkylene group containing from I to about 5 carbon atoms (preferably 2-4 carbon atoms and most preferably 3 carbon atoms), wherein each R is selected from the group consisting of alkyl, hydroxyalkyl and alkoxyalkyl groups which can be connected to form a ring and each of which contains from 1 to about 3 carbon atoms, wherein Y is selected from the group consisting of sulfonate and carboxylate groups, and wherein R is an alkylene group containing from 1 to about 5 carbon atoms when Y is a carboxylate group and is selected from the group consisting of alkylene and hydroxyalkylene groups containing from about 2 to about 5 carbon atoms when Y is a sulfonate group and wherein the hydroxy group is on a secondary carbon atom;
C. a polyethoxylated nonionic surfactant selected from the group consisting of: l) polyethoxylated alcohols, said alcohols containing an alkyl group, either primary or secondary, and either straight or branched chain, containing from about 8 to about 16 carbon atoms and said polyethoxylated alcohols containing from about 10 to about 45 ethoxy moieties per molecule, (2) polyethoxylated alkylphenols wherein the alkyl group contains from about 6 to about 15 carbon atoms and wherein the polyethoxylated alkylphenol contains from about 10 to about 45 ethoxy moieties per molecule, (3) polyethoxylated mono fatty acid esters of sorbitol wherein said fatty acids contain from about 8 to about 18 carbon atoms and said polyethoxylated mono fatty acid ester of sorbitol contains from about 10 to about 45 ethoxy moieties per molecule, (4) polyethoxylated polypropylene glycol, said polypropylene glycol'having a molecular weight of from about 1,000 to about 15,000 and said polyethoxylated polypropylene glycol containing from about 15 to about 300 ethoxy moieties per molecule, and (5) polyethoxylated fatty acids wherein said fatty acid contains from about 8 to about 16 carbon atoms and said polyethoxylated fatty acid contains from about .10 to about 45 ethoxy moieties per molecule; and
D. water, the molecular ratio of (A) to (B) beingfrom about 1:1 to about 4:1; the weight ratio of(A) (B) to (C) being from about 2:1 to about 1:2; and the pH of the composition being from about 6.0 to about 8.0.
DESCRIPTION OF THE INVENTION properties. Typically the composition will contain from.
about 2 to about 15% of the anionic surfactant, preferably from about 4 to about 8 7c for a liquid shampoo, and from about 3 to about for a paste shampoo. The sodium salts of the polyethoxylated anionic surfactants are preferred, but any non-toxic, water-soluble salt can be used, including potassium, triethanolammonium. and ammonium salts.
The preferred polyethoxylated anionic surfactants are the sodium salt of C -C fatty alcohol polyethoxy(3) ether sulfate, the sodium salt of polyethoxylated(3) C -C mono fatty alcohol sulfosuccinate, and the sodium salt of C -C fatty acyl amido polyethoxy(4) ether sulfate. Other suitable polyethoxylated anionic surfactants are disclosed hereinafter in the examples.
2. The zwitterionic surfactants The zwitterionic surfactant provides major lather benefits while modifying the nature of the composition so that it is less strongly anionic. The molecular ratio of the anionic to zwitterionic surfactant is from about 1:1 to about 4:1, preferably from about 1:1 to about 3:1, most preferably from about 1:1 to about 2:1.
Preferred zwitterionic surfactants are propylamido betaines derived from C -C fatty acids, and the corresponding propylamido sultaines, and C -C alkyl sultaines wherein the cationic and sulfonate anionic groups are separated by a propylene group and the remaining groups are methyl groups. Specifically, preferred zwitterionic surfactants are (a) those having the formula R7CONH- C H NH (RR)? R Y wherein R is an alkyl group containing from about 9 to about carbon atoms, wherein each R is selected from the group consisting of methyl, ethyl, and 2- hydroxyethyl groups, wherein Y is selected from the group consisting of sulfonate and carboxylate groups, and wherein R is a methylene group when Y is a carboxylate group and is selected from the group consisting of propylene and 2-hydroxypropylene groups when Y is a sulfonate group; and (b) those having the formula R'ONH 1R")! CH- CHXCH SOf wherein R contains from about 10 to about 16 carbon atoms, wherein each R is selected from the group consisting of methyl, ethyl, and 2-hydroxyethyl groups, and wherein X is selected from the group consisting of hydrogen and hydroxyl groups. Examples of other zwitterionic surfactants are given in the examples hereinafter.
3. The polyethoxylated nonionic surfactant The polyethoxylated nonionic surfactant provides a mildness benefit. It also contributes to the character of the lather, although in general, the nonionic surfactant tends to control and diminish the amount of the lather. The ratio of the polyethoxylated anionic surfactant and zwitterionic surfactant to the polyethoxylated nonionic surfactant is from about 2:1 to about 1:2, preferably from about 1:1 to about 1:2, and most preferably from about 1:1 to about 121.2.
Preferred nonionic surfactants include polyethoxylated (15-40) sorbitan monoacylate (C -C preferably monolaurate), polyethoxylated (20-100) polypropylene glycol (M.W. 8,000l2,000), and polyethoxylated (15-40) fatty alcohols (C -C Other examples of nonionic surfactants are disclosed hereinafter in the examples.
4. Water Water is used to make up the shampoo compositions to the desired physical form. For liquid shampoos, there will normallybe from about 50 to about 85% of water present, preferably from about 65 to about For a paste shampoo, there will normally be from about 30 to about 60% water present, preferably from about 35 to about 55% 5. Other ingredients In addition to the ingredients described hereinbefore, the shampoo compositions of this invention can also contain other conventional shampoo components, including dyes, preservatives such as ethanol, perfumes, thickeners, opacifiers, antibacterial agents, antidandruff agents, buffering agents, conditioning agents, etc. Desirably, only ingredients which are not irritating to the eye are added.
It is especially desirable and preferred to have buffering agents present to maintain the pH of the composition within the range from about 6.0 to about 8.0, preferably from about 6.5 to about 7.5, and most preferably, about 7. Such buffering agents include NaOH, NCl, NaHPO,,, boric acid, etc. It is also very desirable to include antidandruff agents such as zinc pyridinethiol N-oxide.
The choice of a proper thickener is complicated by the fact that the ingredients react with many anionic thickeners and many nonionic thickeners fail to thicken the compositions. Suitable thickening agents include carragenan, hydroxyethyl cellulose (e.g., one with a D3. of about 2,5 whose 1% solution has a viscosity of 3-4,000 centipoises at 25C.), and the compounds disclosed in US. Pat. No. 3,472,840, F. W. Stone and J. M. Rutherford, Jr., as set forth in the application of Roger Clarence Birkofer, Ser. No. 313,907, entitled MILD THICKENED SHAMPOO COMPOSITIONS WITH CONDITIONING PROPER- TIES," filed concurrently herewith, and now abondoned. These thickeners are desirable in that they tend to provide clear, single-phase compositions. All patents and applications referred to herein are specifically incorporated herein by reference. All percentages, ratios, and parts herein are by weight unless otherwise specified.
Polyethoxylated (206 moles) polypropylene glycol, molecular weight 10,800. (PPG) -continued Ingredient Water Adjusted to pH of 7.0 with HCI.
"/1 by Weight balance Ingredient 7: by Weight Amido Betaine 4.0
Sodium po|yethoxylated( 3 )lauryl sulfosucei- 8.2 nate monoester (Ethoxylated sulfosuccinate) PPG 14.0
Ethanol 7.0
NaH. ,PO ,.H. .O 1.0
Water balance pH adjusted to 7.0 with NaOH.
EXAMPLE IV Ingredient "/1 by Weight Sultaine 4 5 AE S 7.0
Polyethoxylated( )trideeyl alcohol (3- l4.() methyl dodeeanol) (PTA) Ethanol 7.0
Cationic thickener 2 [cationic cellulose L ether of Claim 7 of US. Pat. No. 3.472.840, wherein a is 2, h is 2. q is 0 m p is about l.5. the degree of substitution of the cationic group (and m) are about 0.2. and the viscosity of a Wr aqueous solution is I25-I500 eentipoises at 25C.]
Water balance pH adjusted to 7.0 with HCI.
EXAMPLE V Water pH adjusted to 7.0 with NaOH.
EXAMPLE VI Ingredient N-( .I-eoconutaeylamidopropyl )-N .N di( Z-hydroxyethyl l-3aminopropanesull'onate Sodium salt of sulfated pol \'ethoxylatedt4) lauro \lamide (ethoxylated amido sulfate) Tween 2U Natrosol 250 HH IA hydroxyelhyl cellulose /zby Weight 71 by Weight (D.P. 2.5) having a viscosity at IV: in water at 25)C. of 3-4.000 centipoisesl "/1 by Weight Ethanol 7.0
Water balance Adjusted to pH of 7.0 with NaH. -I30:,.
EXAMPLE VII Ingredient "/1 by Weight 3-(N-laurylmorpholino)2 hydroxypropane 4.0 sulfonate Sodium nonylphenol polyethox v(6) 7.0 ether sulfate Polyethoxylated(25) undecylphenol [6.0
Natrosol 250 HH L8 Ethanol 6.0
Water balance Adjusted to pH 7.0 with NaOH.
EXAMPLE VIII Ingredient '/t by Weight 3-( N,N-dimethyl-N-eoeonutalkylammonio Z-hydroxypropane sull'onat'e- Ethoxylated amidosull'ate Tween 20 Natrosol 250 HH Ethanol Water pH adjusted to 7.0 with NaOH.
EXAMPLE X Ingredient balance 7: h Weight Amido hetaine Ethoxylated sull'osuccinate -continued Ingredient /t by Weight PTA 12.00
Na carrageenan 1.00
Z-bromo-Z-nitrol .B-propanediol .02 (a hactericide) Distilled water balance Adjusted pH to 7.0 with NaOH.
' EXAMPLE XI Ingredient 71 by Weight 7 C-cctyl betaine 5.00
AF.;.S 8.00
Polyethyleneglycol( )monolaurate l4.00
Distilled water balance Adjusted pH to 7.0 with HCl.
EXAMPLE Xll Ingredient by Weight Sultainc 4.00
AE;.S 5.50
PPG (molecular weight 3.000) l4.00
Cationic thickener .60
Ethanol 7.00
Perfume 0.25
Distilled water balance Adjusted pH to 7.0 with HCI.
EXAMPLE XIll Ingredient "/1 by Weight Amido bctainc 3.00
Ethoxylated sultbsuccinate 7.00
'l'ween 20 l4.0(l
Cationic thickener. 2 0.50 I
Ethanol 7.00
Distilled water balance Adjusted pH to 7.0 with NaOH.
When in the above Examples IXIIl the following Zwitterionic surfactants. either totally or in part (e.g., a 1:1 ratio). substantially equivalent results are obtained in that the shampoos are exceptionally mild to the eyes.
l.4-[ N-coconutacylamidopropylene-N.N-di( 2- hydroxypropyl )-ammonio lbutanel -sulfonate;
2. Bl N-pentadecylamidopropylene-N-( 3-hydroxypropyl )-N-propylammonio lethanel -sulfonate;
3. 4( N-laurylmorpholino )Z-hydroxybutanoate;
4. 3-( N-laurylmorpholino )propanel -sulfonate;
5. 3( N-tridecyl-N-methyl-N-propyl )-aminopropanoate;
6. 4-( N,N,N-trimethylammonio )stearate;
7. 3-[N-Methyl-N-(Z-hydroxyethyl)-N-propylamv monioleicosane-l-sulfonate;
8. 5-[N,N-(3-hydroxypropyl)-N-methylammonio]3- I hydroxydocosanel -carb0xylate;
9. N-coconutalkyl betain'e;'
10'. C-ce tyl betaine;
l l. C-hexadecyl betaine;
l2. 3-(N,N-dimethyl-N-co con utalkylammoni0)-2- hydroxypropanel sulfonate;
l3. 6-coconutacylamido-3-trimethylammoniohexanoate;
l4. 7-coconutacylamido-4-tri(Z-hydroxyethybheptanel-sulfonate;
thylammonio]-propane-l-sulfonate; v
l6. 3-[N-( 3-coconutacylamidopropyl )N,N-di( 2- hydroxyethyl)ammonio]-2-hydroxypropanel-sul- 4. polyethoxylated( 6 )pentadecylphenol 6. Monoethanolammonium polyethoxylated(5 )tetra-' propylene phenol ether sulfate; 7. Sodium polyethoxylatedt8)3-nonylphenol ether sulfate; 8. Potassium po1yethoxylated(4)octoylamide ether sulfate; J I 9. Triethanolammo ium polyethoxylated(5)hexadecoylamide ether sulfate; 10. Potassium polyethoxylated(2)octanol sulfosuccinate monoester; ll. Triethanolammonium polyethoxylated(l0)hexadecanol sulfosuccinate monoester. i When in the above Examples l-Xlll, the following ethoxylated nonionic surfactants are substituted for the specifically named ethoxylated nonionic surfactants, either totally, or in part (e.g., a 1:1 ratio), substantially equivalent results are obtained in that the shampoos are exceptionally mild to the eyes:
Polyethoxylated(40)octanol; Polyethoxylated( l0 )hexadecanol; Polyethoxylated( 25 )2-ethylnonanol; Polyethoxylated( 1 8 )dodecane-2-ol; Polyethoxylated( 35 )hexylphenol; Polyethoxylated(30)pentadecylphenol; Polyethoxylated(40)tetrapropylenephenol; P0lyethoxylated(25 )3-nonylphenol; Polyethoxylated(35 )sorbitan monostearate; l0. Polyethoxylated( 25 )sorbitan monooctanoate; l l. Polyethoxylated(25 )polypropylene glycol (M.W.
3-[N-(3-coconutacylamidopropyl)-N,l l-dime- 12. Polyethoxylated(25)octanoatej l3. Polyethoxylated(30)hexadcanoate;
l4. Polyethoxylated(300)polypropy1ene (M.W. 15,000). I
What is claimed is: a it a 1. A mild shampoo composition comprising surfactants and water, said surfactants consisting of a mixture of:
A. a polyethoxylated anionic surfactant selected from the group consisting of (l) a surfactant having the formula R(OC H ),,OSO M, wherein R is a hydrophobic group selected from the group consisting of alkyl groups containing from about 8 to about 16 carbon aroms, alkylphenyl groups wherein the alkyl group contains from about 6 to about 15 carbon atoms, and fatty acid amido groups wherein the fatty acid contains from about 8 to about 16 carbon atoms, wherein n is a number from about 1 to about 10 and M is a non-toxic cation which makes the surfactant water-soluble, and (2) a water-soluble polyethoxylated fatty alcohol sulfosuccinate monoester wherein said fatty alcohhol contains from about 8 to about 16 carbon atoms and said polyethoxylated fatty alcohol contains from about 1 to about 10 ethoxy moieties per molecule; (B) a zwitterionic surfactant having the formula )3-A 2-B( )B( )C v wherein A, B, and C are each selected from the group consisting of and 1, wherein A is 0 when B is l and A is 1 when B is 0, wherein C can only be 1 when Y is a sulfonate group, wherein each R is selected from the group consisting of alkyl groups containing from about 8 to about 16 carbon atoms, and a moiety having the formula R -C(O)NH R wherein R is an alkyl group containing from about 8 to about 16 carbon atoms and R is an alkylene group containing from 1 to about 5 carbon atoms, wherein each R is selected from the group consisting of alkyl, hydroxyalkyl and alkoxyalkyl groups which can be connected to form a ring and each of which contains from 1 to about 3 carbon atoms, wherein Y is selected from the group consisting of sulfonate and carboxylate groups, and wherein R is an alkylene group containing from 1 to about 5 carbon atoms when Y is a carboxylate group and R is selected from the group consisting of alkylene and hydroxyalkylene groups containing from 2 to about 5 carbon atoms when Y is a sulfo nate group, and wherein the hydroxy group in said hydroxyalkylene groups is on a secondary carbon atom;
C. a polyethoxylated nonionic surfactant selected from the group consisting of: (l) polyethoxylated alkyl alcohols, said alkyl alcohols containing an alkyl group containing from about 8 to about 16 carbon atoms and said polyethoxylated alkyl alcohols containing from about 10 to about 45 ethoxy moieties per molecule, (2) polyethoxylated alkylphenols wherein the alkyl group contains from about 6 to about carbon atoms and wherein the polyethoxylated alkylphenol contains from about 10 to about 45 ethoxy moieties per molecule, (3) polyethoxylated mono fatty acid esters of sorbitol wherein said fatty acids contain from about 8 to about 18 carbon atoms and said polyethoxylated mono fatty acid ester of sorbitol contains from about 10 to about 45 ethoxy moieties per molecule, (4) polyethoxylated polypropylene glycol, said glycol polypropylene glycol having a molecular weight of from about 1000 to about 15,000 and said polyethoxylated polypropylene glycol containing from about 15 to about 300 ethoxy moieties per molecule, and (5) polyethoxylated fatty acids wherein said fatty acid contains from about 8 to about 16 carbon atoms and said polyethoxylated fatty acid contains from about 10 to about 45 ethoxy moieties per molecule, the molecular ratio of (A) to (B) being from about 1:1 to about 4:1; the weight ratio of (A) (B) to (C) being from about 2:1 to about 1:2; and the pH of the composition being from about 6.0 to about 8.0.
2. The composition of claim I wherein the anionic 5 surfactant is present in an amount of from about 2% to about 15% by weight of the composition.
3. The composition of claim 2 wherein the molecular ratio of the anionic surfactant to the zwitterionic surfactant is from about 1:1 to about 3:1.
4. The composition of claim 2 wherein the molecular ratio of the anionic surfactant to the zwitterionic surfactant is from about 1:1 to about 2:1.
5. The composition of claim 1 having a pH of about 7.0.
6. The composition of claim 1 wherein the zwitterionic surfactant has the formula wherein R is an alkyl group containing from about 9 to about 15 carbon atoms, wherein each R is selected from the group consisting of methyl, ethyl, and 2- hydroxyethyl groups, wherein Y is selected from the group consisting of sulfonate and carboxylate groups, and wherein R is a methylene group when Y is a carboxylate group and is selected from the group consisting of propylene and 2-hydroxypropylene groups when Y is a sulfonate group.
7. The composition of claim 6 wherein Y is a carboxylate group.
8. The composition of claim 6 wherein Y is a sulfonate group.
9. The composition of claim 1 wherein the zwitterionic surfactant has the formula R'N"" (R )g CH CHX CH-ZSOKH wherein R contains from about 10 to about 16 carbon atoms, wherein each R is selected from the group consisting of methyl, ethyl, and 2-hydroxyethyl groups, and wherein X is selected from the group consisting of hydrogen and hydroxyl groups. 1
10. The composition of claim 1 wherein the anionic surfactant is a sodium salt of a fatty alcohol polyethoxy ether sulfate containing a fatty alkyl group containing from about 10 to about 14 carbon atoms and about 3 ethoxy moieties per molecule.
11. The composition of claim 1 wherein R is a fatty acid amido group containing from about 10 to about 14 carbon atoms and n is about 3.
12. The composition of claim 1 wherein the nonionic surfactant is a polyethoxylataed mono fatty acid ester of sorbitol wherein the fatty acid contains from about 10 to about 16 carbon atoms and wherein there are from about 15 to about 40 ethoxy moieties per molecule.
13. The composition of claim 12 wherein the fatty acid is lauric acid.
14. The composition of claim 1 wherein the nonionic surfactant is a polyethoxylated alkyl alcohol wherein said alkyl alcohol contains from about 10 to about 14 carbon atoms and wherein there are from l2 16. The composition of claim 1 wherein the anionic surfactant is a sodium salt of a polyethoxylated fatty alcohol sulfosuccinate monoestcr. wherein said fatty alcohol contains from about 10 to about 14 carbon atoms and said polyethoxylated fatty alcohol contains about 3 ethoxy moieties per molecule.
l l I =l
Claims (16)
1. A MILD SHAMPOO COMPOSITION COMPRISING SURFACTANTS AND WATER, SAID SURFACTANTS CONSISTING OF A MIXTURE OF: A. A POLYETHOXYLATED ANIONIC SURFACTANT SELECTED FROM THE GROUP CONSISTING OF (1) A FURFACTANT HAVING THE FORMULA R(OC2H4)NOSO3M, WHEREIN R IS A HYDROPHOBIC GROUP SELECTED FROM THE GROUP CONSISTING OF ALKYL GROUPS CONTAINING FROM ABOUT 8 TO ABOUT 16 CARBON ATOMS, ALKYLPHENYL GROUPS WHEREIN THE ALKYL GROUP CONTAINS FROM ABOUT 6 TO ABOUT 15 CARBON ATOMS, AND FATTY ACID AMIDO GROUPS WHEREIN THE FATTY ACID CONTAINS FROM ABOUT 8 TO ABOUT 16 CARBON ATOMS, WHEREIN N IS A NUMBER FROM ABOUT 1 TO ABOUT 10 AND M IS A NON-TOXIC CATION WHICH MAKES THE SURFACTANT WATER-SOLUBLE, AND (2) A WATER-SOLUBLE POLYETHOXYLATED FATTY ALCOHOL SULFOSUCCINATE MONOESTER WHEREIN SAID FATTY ALCOHHOL CONTAINS FROM ABOUT 8 TO ABOUT 16 CARBON ATOMS AND SAID POLYETHOXYLATED FATTY ALCOHOL CONTAINS FROM ABOUT 1 TO ABOUT 10 ETHOXY MOIETIES PER MOLECULE, (B) A ZWITTERIONIC SURFACTANT HAVING THE FORMULA (R2)AN(+) (R3)3-ACH2-B(R2)B(R40CYC(-), WHEREIN A, B, AND C ARE EACH SELECTED FROM THE CONSISTING OF 0 AND 1, WHEREIN A IS 0 WNEN B IS 1 AND A IS 1 WHEN B IS 0, HEREIN C CAN ONLY BE 1 WHEN Y IS A SULFONATE GROUP, WHEREIN EACH R2 IS SELECTED FROM THE GROUP CONSISTING OF ALKYL GROUPS CONTAINING FROM ABOUT 8 TO ABOUT 16 CARBON ATOMS, AND A MOIETY HAVING THE FORMULA R5 -C(O)NH-R6 -WHEREIN R5 IS AN ALKYL GROUP CONTAINING FROM ABOUT 8 TO ABOUT 16 CARBON TOMS AND R6 IS AN ALKYLENE GROUP CONTAINING FROM 1 TO ABOUT 5 CARBON ATOM, WHEREIN EACH R3 IS SELCTED FROM THE GROUP CONSISTING OF ALKYL, HYDROXYALKYL AND ALKOXYALKYL GROUPS WHICH CAN BE CONNECTED TO CORM A RING AND EACH OF WHICH CONTAINS FROM 1 TO ABOUT 3 CARBON ATOMS, WHEREIN Y IS SELECTED FROM THE GROUP CONSISTING OF SULFONATE AND CARBOXYLATE GROUPS, AND WHEREIN R4 IS AN ALKYLENE GROUP CONTAINING FROM 1 TO ABOUT 5 CARBON ATOMS WHEN Y IS A CARBOXYLATE GROUP AND R4 IS SELECTED FROM THE GROUP CONSISTING OF ALKYLENE AND HYDROXYALKYLENE GROUPS CINTAINING FROM 2 TO ABOUT 5 CARBON ATOMS WHEN Y IS A SULFONATE GROUP, AND WHEREIN THE HYDROXY GROUP IN SAID HYDROXYALKYLENE GROUPS IS ON A SECONDARY CARBON ATOM, C. A POLYETHOXYLATED NONIONIC SURFACTANT SELECTED FROM THE GROUP CONSISTING OF: (1) POLYETHOXYLATED ALKYL ALCOHOLS, SAID ALKYL ALCOHOLS CONTAINING AN ALKYL ALCOTAINING FROM ABOUT 8 TO ABOUT 16 CARBON ATOMS AND SAID POLYETHOXYLATED ALKYL ALCOHOLS CONTAINING FROM ABOUT 10 TO ABOUT 45 ETHOXY MOIESTIES PER MOLECULE, (2) POLYETHOXYLATED ALKYLPHENOLS WHEREIN THE ALKYL GROUP CONTAINS FROM ABOUT 6 TO ABOUT 15 CARBON ATOMS AND WHEREIN THE POLYETHOXYLATED ALKYLPHENOL CONTAINS FROM ABOUT 10 TO ABOUT 45 ETHOXY MOIETIES PER MOLECULE, (3) POLYETHOX YLATED MONO FATTY ACID ESTERS OF SORBITOL WHEREIN SAID FATTY ACIDS CONTAIN FROM ABOUT 8 TO ABOUT 18 CARBON ATOMS AND SAID POLYETHOXYLATED MONO FATTY ACID ESTER OF SORBITO CONTAINS FROM ABOUT 10 TO ABOUT 45 ETHOXY MOIETIES PER MOLECULE, (4) POLYETHOXYLATED POLYPROPYLENE GLYCOL, SAID POLYPROPYLENE GLYCOL HAVING A MOLECULAR WEIGHT OF FROM ABOUT 1000 TO ABOUT 15,000 AND SAID POLYETHOXYLATED POLYPROPYLENE GLYCOL CONTAINING FROM ABOUT 15 TO ABOUT 300 ETHOXY MOIETIES PER MOLECULE, AND (5) POLYETHOXYLATED FATTY ACIDS WHEREIN SAID FATTY ACID CONTAINS FORM ABOUT 8 TO ABOUT 16 CARBON ATOMS AND SAID POLYETHOXYLATED YLATED FATTY ACID CONTAINS FROM ABOUT 10 TO ABOUT 4ETHOXY MOIETIES PER MOLECULE, THE MOLECULAR RATIO OF (A) TO (B) BEING FROM ABOUT 1:1 TO ABOUT 4:1, THE WEIGHT RATIO OF (A) + (B) TO (C) BEING FROM ABOUT 2:1 TO ABOUT 1:2 AND THE PH OF THE COMPOSITION BEING FROM ABOUT 6.0 TO ABOUT 8.0.
2. The composition of claim 1 wherein the anionic surfactant is present in an amount of from about 2% to about 15% by weight of the composition.
3. The composition of claim 2 wherein the molecular ratio of the anionic surfactant to the zwitterionic surfactant is from about 1:1 to about 3:1.
4. The composition of claim 2 wherein the molecular ratio of the anionic surfactant to the zwitterionic surfactant is from about 1:1 to about 2:1.
5. The composition of claim 1 having a pH of about 7.0.
6. The composition of claim 1 wherein the zwitterionic surfactant has the formula R7CO-NH - C3H6 - N( ) (R8)2 - R9 - Y( ) wherein R7 is an alkyl group containing from about 9 to about 15 carbon atoms, wherein each R8 is selected from the group consisting of methyl, ethyl, and 2-hydroxyethyl groups, wherein Y is selected from the group consisting of sulfonate and carboxylate groups, and wherein R9 is a methylene group when Y is a carboxylate group and is selected from the group consisting of propylene and 2-hydroxypropylene groups when Y is a sulfonate group.
7. The composition of claim 6 wherein Y is a carboxylate group.
8. The composition of claim 6 wherein Y is a sulfonate group.
9. THE COMPOSITION OF CLAIM 1 WHEREIN THE ZWITTERIONIC SUFFICIENT HAS THE FORMULA
10. The composition of claim 1 wherein the anionic surfactant is a sodium salt of a fatty alcohol polyethoxy ether sulfate containing a fatty alkyl group containing from about 10 to about 14 carbon atoms and about 3 ethoxy moieties per molecule.
11. The composition of claim 1 wherein R is a fatty acid amido group containing from about 10 to about 14 carbon atoms and n is about 3.
12. The composition of claim 1 wherein the nonionic surfactant is a polyethoxylataed mono fatty acid ester of sorbitol wherein the fatty acid contains from about 10 to about 16 carbon atoms and wherein there are from about 15 to about 40 ethoxy moieties per molecule.
13. The composition of claim 12 wherein the fatty acid is lauric acid.
14. The composition of claim 1 wherein the non-ionic surfactant is a polyethoxylated alkyl alcohol wherein said alkyl alcohol contains from about 10 to about 14 carbon atoms and wherein there are from about 15 to about 40 ethoxy moieties per molecule.
15. The composition of claim 1 wherein the nonionic surfactant is a polyethoxylated polypropylene glycol wherein said polypropylene glycol has a molecular weight of from about 8,000 to about 12,000 and said polyethoxylated polypropylene glycol contains from about 20 to about 100 ethoxy moieties per molecule.
16. The composition of claim 1 wherein the anionic surfactant is a sodium salt of a polyethoxylated fatty alcohol sulfosuccinate monoester, wherein said fatty alcohol contains from about 10 to about 14 carbon atoms and said polyethoxylated fatty alcohol contains about 3 ethoxy moieties per molecule.
Priority Applications (5)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US313908A US3928251A (en) | 1972-12-11 | 1972-12-11 | Mild shampoo compositions |
CA187,619A CA1019679A (en) | 1972-12-11 | 1973-12-06 | Mild shampoo compositions |
DE2361080A DE2361080A1 (en) | 1972-12-11 | 1973-12-07 | MILD SHAMPOO |
GB5728673A GB1443960A (en) | 1972-12-11 | 1973-12-11 | Mild shampoo compositions card system of charge counter |
JP48138520A JPS4999104A (en) | 1972-12-11 | 1973-12-11 |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US313908A US3928251A (en) | 1972-12-11 | 1972-12-11 | Mild shampoo compositions |
Publications (1)
Publication Number | Publication Date |
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US3928251A true US3928251A (en) | 1975-12-23 |
Family
ID=23217689
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US313908A Expired - Lifetime US3928251A (en) | 1972-12-11 | 1972-12-11 | Mild shampoo compositions |
Country Status (5)
Country | Link |
---|---|
US (1) | US3928251A (en) |
JP (1) | JPS4999104A (en) |
CA (1) | CA1019679A (en) |
DE (1) | DE2361080A1 (en) |
GB (1) | GB1443960A (en) |
Cited By (48)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4087387A (en) * | 1973-07-10 | 1978-05-02 | Lever Brothers Company | Foam cleaning composition |
US4122043A (en) * | 1973-12-19 | 1978-10-24 | Polytrol Chemical Corporation | Amidobetaine containing detergent composition non-toxic to aquatic life |
US4137191A (en) * | 1977-02-14 | 1979-01-30 | Inolex Corporation | Low-irritant surfactant composition |
US4138371A (en) * | 1976-04-07 | 1979-02-06 | Gaf Corporation | Washing method using amphoteric surface active agents |
US4186113A (en) * | 1978-04-03 | 1980-01-29 | Johnson & Johnson | Low irritating detergent compositions |
US4205063A (en) * | 1979-04-12 | 1980-05-27 | Johnson Products Co., Inc. | Low irritant conditioning shampoo composition |
US4220548A (en) * | 1977-04-15 | 1980-09-02 | The Lion Fat And Oil Co., Ltd. | Shampoo composition comprising calcium or magnesium anionic surfactants and quaternary nitrogen-containing cellulose ethers |
US4221733A (en) * | 1977-11-12 | 1980-09-09 | Wilhelm Melloh | Betaines exhibiting improved skin-protecting characteristics |
US4224195A (en) * | 1976-04-28 | 1980-09-23 | Kabushiki Kaisha Tsumura Jutendo | Process for handwashing socks or stockings |
US4231903A (en) * | 1978-11-30 | 1980-11-04 | Johnson & Johnson | Detergent compositions |
US4233192A (en) * | 1978-11-30 | 1980-11-11 | Johnson & Johnson | Detergent compositions |
US4246131A (en) * | 1978-11-20 | 1981-01-20 | Inolex Corporation | Low-irritant surfactant composition |
USRE30641E (en) * | 1980-05-05 | 1981-06-09 | Johnson & Johnson | Low irritating detergent compositions |
US4279891A (en) * | 1979-02-08 | 1981-07-21 | American Cyanamid Company | Low alcohol content after-shave lotion |
US4343726A (en) * | 1979-05-07 | 1982-08-10 | Sherex Chemical Company, Inc. | Low irritating high viscosity detergent composition |
US4426310A (en) | 1982-03-19 | 1984-01-17 | Colgate-Palmolive Company | Low-irritation shampoo |
US4472297A (en) * | 1982-03-01 | 1984-09-18 | The Procter & Gamble Company | Shampoo compositions containing hydroxypropyl guar gum |
US4492646A (en) * | 1980-02-05 | 1985-01-08 | The Procter & Gamble Company | Liquid dishwashing detergent containing anionic surfactant, suds stabilizer and highly ethoxylated nonionic drainage promotor |
US4544494A (en) * | 1984-04-12 | 1985-10-01 | Fmc Corporation | Homogeneous laundry detergent slurries containing amphoteric surface-active agents |
US4726915A (en) * | 1986-03-10 | 1988-02-23 | Johnson & Johnson Baby Products Company | Detergent compositions |
US4759875A (en) * | 1986-01-14 | 1988-07-26 | S. C. Johnson & Son, Inc. | Oxo-derived mild surfactant blends |
US4759877A (en) * | 1986-07-31 | 1988-07-26 | Hildreth E D | Non-ionic surfactant based detergent formulations with short chain amphoteric additives |
US4824605A (en) * | 1986-07-31 | 1989-04-25 | Hildreth E D | Non-ionic surfactant based detergent formulations with short chain amphoteric additives |
US4908147A (en) * | 1986-02-19 | 1990-03-13 | Ciba-Geigy Corporation | Aqueous self preserving soft contact lens solution and method |
US4986983A (en) * | 1989-04-03 | 1991-01-22 | Revlon, Inc. | Superfatted betaine and zwitterionic hair and skin conditioner compositions |
US4992266A (en) * | 1989-08-14 | 1991-02-12 | S. C. Johnson & Son, Inc. | Reducing the ocular irritancy of anionic shampoos |
US4992211A (en) * | 1988-11-30 | 1991-02-12 | Sandoz Ltd. | Alkylene oxide-containing amphoteric surfactants |
US5028353A (en) * | 1988-10-07 | 1991-07-02 | Colgate-Palmolive Company | Process of preparing a combination detergent and soap bar with enhanced mildness |
US5116606A (en) * | 1989-03-09 | 1992-05-26 | Alt John P | Skin treatment method and solution |
US5167872A (en) * | 1985-10-31 | 1992-12-01 | The Procter & Gamble Company | Comprising anionic surfactant polymeric nonionic surfactant and betaine surfactant |
US5336445A (en) * | 1990-03-27 | 1994-08-09 | The Procter & Gamble Company | Liquid hard surface detergent compositions containing beta-aminoalkanols |
US5336446A (en) * | 1989-02-21 | 1994-08-09 | Goodman Robert M | Compositions and process for non-irritating dense foaming of bath water and peri-vaginal cleaning |
US5342549A (en) * | 1990-01-29 | 1994-08-30 | The Procter & Gamble Company | Hard surface liquid detergent compositions containing hydrocarbyl-amidoalkylenebetaine |
WO1995023204A1 (en) * | 1994-02-28 | 1995-08-31 | Colgate-Palmolive Company | Liquid detergent |
US5454983A (en) * | 1992-01-23 | 1995-10-03 | The Procter & Gamble Company | Liquid hard surface detergent compositions containing zwitterionic and cationic detergent surfactants and monoethanolamine and/or beta-aminoalkanol |
US5529721A (en) * | 1993-04-20 | 1996-06-25 | Henkel Corporation | Liquid pearlizing composition |
US5531933A (en) * | 1993-12-30 | 1996-07-02 | The Procter & Gamble Company | Liquid hard surface detergent compositions containing specific polycarboxylate detergent builders |
US5534198A (en) * | 1994-08-02 | 1996-07-09 | The Procter & Gamble Company | Glass cleaner compositions having good filming/streaking characteristics and substantive modifier to provide long lasting hydrophilicity |
US5536451A (en) * | 1992-10-26 | 1996-07-16 | The Procter & Gamble Company | Liquid hard surface detergent compositions containing short chain amphocarboxylate detergent surfactant |
US5536450A (en) * | 1993-11-12 | 1996-07-16 | The Procter & Gamble Comany | Liquid hard surface detergent compositions containing amphoteric detergent surfactant and perfume |
WO1996022347A1 (en) * | 1995-01-17 | 1996-07-25 | Colgate-Palmolive Company | Light duty liquid cleaning compositions |
US5540865A (en) * | 1990-01-29 | 1996-07-30 | The Procter & Gamble Company | Hard surface liquid detergent compositions containing hydrocarbylamidoalkylenebetaine |
US5540864A (en) * | 1990-12-21 | 1996-07-30 | The Procter & Gamble Company | Liquid hard surfce detergent compositions containing zwitterionic detergent surfactant and monoethanolamine and/or beta-aminoalkanol |
WO2003010222A1 (en) * | 2001-07-25 | 2003-02-06 | Clariant Gmbh | Reaction products from long-chain carboxylic acids |
US6677294B2 (en) | 2000-11-29 | 2004-01-13 | The Procter & Gamble Company | Cleansing compositions |
US20040121782A1 (en) * | 2002-09-07 | 2004-06-24 | Offshore Data Services, Llc | Personal flotation device transceiver tracking system |
CN102361628A (en) * | 2009-03-31 | 2012-02-22 | 花王株式会社 | Aqueous hair cleansing agent |
EP2583666A4 (en) * | 2010-06-18 | 2015-05-27 | Kao Corp | Aqueous hair cleansing agent |
Families Citing this family (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CA1088427A (en) * | 1975-12-22 | 1980-10-28 | Andrew W. Finkstein | Imidazoline-containing hair shampoo compositions |
GB1584364A (en) * | 1976-06-21 | 1981-02-11 | Unilever Ltd | Shampoo |
JPS60197614A (en) * | 1984-03-21 | 1985-10-07 | Shionogi & Co Ltd | Shampoo composition of low irritation |
GB8428149D0 (en) * | 1984-11-07 | 1984-12-12 | Procter & Gamble Ltd | Liquid detergent compositions |
GB9008944D0 (en) * | 1990-04-20 | 1990-06-20 | Unilever Plc | Shampoo composition |
NZ260848A (en) * | 1993-07-09 | 1996-08-27 | Colgate Palmolive Co | High foaming liquid detergent comprising as nonionic surfactant an alkyl or fatty acid sorbitan ether with an ethylene oxide condensate, or an alkylphenolether of an ethylene oxide/propylene oxide condensate, a betaine and an ethoxylated alkyl ether sulphate |
JP5426213B2 (en) * | 2009-03-31 | 2014-02-26 | 花王株式会社 | Aqueous hair cleanser |
JP5426212B2 (en) * | 2009-03-31 | 2014-02-26 | 花王株式会社 | Aqueous hair cleanser |
DE102015207735A1 (en) * | 2015-04-28 | 2016-11-03 | Henkel Ag & Co. Kgaa | Sulfobetaine-containing detergents and cleaners |
Citations (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2781376A (en) * | 1955-12-08 | 1957-02-12 | John J Mccabe Jr | Detergent sulphonic acid and sulphate salts of certain amphoteric detergents |
US2950255A (en) * | 1956-07-03 | 1960-08-23 | Gillette Co | Detergent composition |
US3055836A (en) * | 1957-12-24 | 1962-09-25 | Johnson & Johnson | Detergent composition |
US3156656A (en) * | 1958-01-06 | 1964-11-10 | Gillette Co | Aqueous shampoo composition |
US3533955A (en) * | 1965-06-15 | 1970-10-13 | Lever Brothers Ltd | Two-phase liquid detergent compositions |
US3562170A (en) * | 1965-03-30 | 1971-02-09 | Oreal | Surface active agent compositions |
US3649543A (en) * | 1966-08-18 | 1972-03-14 | Lever Brothers Ltd | Combinations of hydroxyalkyl-n-methyl taurines and anionic surfactants as synergistic emulsifiers |
US3666671A (en) * | 1965-04-23 | 1972-05-30 | Oreal | Detergent composition and process of shampooing hair therewith |
US3755559A (en) * | 1971-08-23 | 1973-08-28 | Colgate Palmolive Co | High lathering conditioning shampoo composition |
-
1972
- 1972-12-11 US US313908A patent/US3928251A/en not_active Expired - Lifetime
-
1973
- 1973-12-06 CA CA187,619A patent/CA1019679A/en not_active Expired
- 1973-12-07 DE DE2361080A patent/DE2361080A1/en not_active Withdrawn
- 1973-12-11 JP JP48138520A patent/JPS4999104A/ja active Pending
- 1973-12-11 GB GB5728673A patent/GB1443960A/en not_active Expired
Patent Citations (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2781376A (en) * | 1955-12-08 | 1957-02-12 | John J Mccabe Jr | Detergent sulphonic acid and sulphate salts of certain amphoteric detergents |
US2950255A (en) * | 1956-07-03 | 1960-08-23 | Gillette Co | Detergent composition |
US3055836A (en) * | 1957-12-24 | 1962-09-25 | Johnson & Johnson | Detergent composition |
US3156656A (en) * | 1958-01-06 | 1964-11-10 | Gillette Co | Aqueous shampoo composition |
US3562170A (en) * | 1965-03-30 | 1971-02-09 | Oreal | Surface active agent compositions |
US3666671A (en) * | 1965-04-23 | 1972-05-30 | Oreal | Detergent composition and process of shampooing hair therewith |
US3533955A (en) * | 1965-06-15 | 1970-10-13 | Lever Brothers Ltd | Two-phase liquid detergent compositions |
US3649543A (en) * | 1966-08-18 | 1972-03-14 | Lever Brothers Ltd | Combinations of hydroxyalkyl-n-methyl taurines and anionic surfactants as synergistic emulsifiers |
US3755559A (en) * | 1971-08-23 | 1973-08-28 | Colgate Palmolive Co | High lathering conditioning shampoo composition |
Cited By (51)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4087387A (en) * | 1973-07-10 | 1978-05-02 | Lever Brothers Company | Foam cleaning composition |
US4122043A (en) * | 1973-12-19 | 1978-10-24 | Polytrol Chemical Corporation | Amidobetaine containing detergent composition non-toxic to aquatic life |
US4138371A (en) * | 1976-04-07 | 1979-02-06 | Gaf Corporation | Washing method using amphoteric surface active agents |
US4224195A (en) * | 1976-04-28 | 1980-09-23 | Kabushiki Kaisha Tsumura Jutendo | Process for handwashing socks or stockings |
US4137191A (en) * | 1977-02-14 | 1979-01-30 | Inolex Corporation | Low-irritant surfactant composition |
US4220548A (en) * | 1977-04-15 | 1980-09-02 | The Lion Fat And Oil Co., Ltd. | Shampoo composition comprising calcium or magnesium anionic surfactants and quaternary nitrogen-containing cellulose ethers |
US4221733A (en) * | 1977-11-12 | 1980-09-09 | Wilhelm Melloh | Betaines exhibiting improved skin-protecting characteristics |
US4186113A (en) * | 1978-04-03 | 1980-01-29 | Johnson & Johnson | Low irritating detergent compositions |
US4246131A (en) * | 1978-11-20 | 1981-01-20 | Inolex Corporation | Low-irritant surfactant composition |
US4231903A (en) * | 1978-11-30 | 1980-11-04 | Johnson & Johnson | Detergent compositions |
US4233192A (en) * | 1978-11-30 | 1980-11-11 | Johnson & Johnson | Detergent compositions |
US4279891A (en) * | 1979-02-08 | 1981-07-21 | American Cyanamid Company | Low alcohol content after-shave lotion |
US4205063A (en) * | 1979-04-12 | 1980-05-27 | Johnson Products Co., Inc. | Low irritant conditioning shampoo composition |
US4343726A (en) * | 1979-05-07 | 1982-08-10 | Sherex Chemical Company, Inc. | Low irritating high viscosity detergent composition |
US4492646A (en) * | 1980-02-05 | 1985-01-08 | The Procter & Gamble Company | Liquid dishwashing detergent containing anionic surfactant, suds stabilizer and highly ethoxylated nonionic drainage promotor |
USRE30641E (en) * | 1980-05-05 | 1981-06-09 | Johnson & Johnson | Low irritating detergent compositions |
US4472297A (en) * | 1982-03-01 | 1984-09-18 | The Procter & Gamble Company | Shampoo compositions containing hydroxypropyl guar gum |
US4426310A (en) | 1982-03-19 | 1984-01-17 | Colgate-Palmolive Company | Low-irritation shampoo |
US4544494A (en) * | 1984-04-12 | 1985-10-01 | Fmc Corporation | Homogeneous laundry detergent slurries containing amphoteric surface-active agents |
US5167872A (en) * | 1985-10-31 | 1992-12-01 | The Procter & Gamble Company | Comprising anionic surfactant polymeric nonionic surfactant and betaine surfactant |
US4759875A (en) * | 1986-01-14 | 1988-07-26 | S. C. Johnson & Son, Inc. | Oxo-derived mild surfactant blends |
US4908147A (en) * | 1986-02-19 | 1990-03-13 | Ciba-Geigy Corporation | Aqueous self preserving soft contact lens solution and method |
US4726915A (en) * | 1986-03-10 | 1988-02-23 | Johnson & Johnson Baby Products Company | Detergent compositions |
US4759877A (en) * | 1986-07-31 | 1988-07-26 | Hildreth E D | Non-ionic surfactant based detergent formulations with short chain amphoteric additives |
US4824605A (en) * | 1986-07-31 | 1989-04-25 | Hildreth E D | Non-ionic surfactant based detergent formulations with short chain amphoteric additives |
US5028353A (en) * | 1988-10-07 | 1991-07-02 | Colgate-Palmolive Company | Process of preparing a combination detergent and soap bar with enhanced mildness |
US4992211A (en) * | 1988-11-30 | 1991-02-12 | Sandoz Ltd. | Alkylene oxide-containing amphoteric surfactants |
US5336446A (en) * | 1989-02-21 | 1994-08-09 | Goodman Robert M | Compositions and process for non-irritating dense foaming of bath water and peri-vaginal cleaning |
US5116606A (en) * | 1989-03-09 | 1992-05-26 | Alt John P | Skin treatment method and solution |
US4986983A (en) * | 1989-04-03 | 1991-01-22 | Revlon, Inc. | Superfatted betaine and zwitterionic hair and skin conditioner compositions |
US4992266A (en) * | 1989-08-14 | 1991-02-12 | S. C. Johnson & Son, Inc. | Reducing the ocular irritancy of anionic shampoos |
US5342549A (en) * | 1990-01-29 | 1994-08-30 | The Procter & Gamble Company | Hard surface liquid detergent compositions containing hydrocarbyl-amidoalkylenebetaine |
US5540865A (en) * | 1990-01-29 | 1996-07-30 | The Procter & Gamble Company | Hard surface liquid detergent compositions containing hydrocarbylamidoalkylenebetaine |
US5336445A (en) * | 1990-03-27 | 1994-08-09 | The Procter & Gamble Company | Liquid hard surface detergent compositions containing beta-aminoalkanols |
US5540864A (en) * | 1990-12-21 | 1996-07-30 | The Procter & Gamble Company | Liquid hard surfce detergent compositions containing zwitterionic detergent surfactant and monoethanolamine and/or beta-aminoalkanol |
US5454983A (en) * | 1992-01-23 | 1995-10-03 | The Procter & Gamble Company | Liquid hard surface detergent compositions containing zwitterionic and cationic detergent surfactants and monoethanolamine and/or beta-aminoalkanol |
US5536451A (en) * | 1992-10-26 | 1996-07-16 | The Procter & Gamble Company | Liquid hard surface detergent compositions containing short chain amphocarboxylate detergent surfactant |
US5529721A (en) * | 1993-04-20 | 1996-06-25 | Henkel Corporation | Liquid pearlizing composition |
US5536450A (en) * | 1993-11-12 | 1996-07-16 | The Procter & Gamble Comany | Liquid hard surface detergent compositions containing amphoteric detergent surfactant and perfume |
US5531933A (en) * | 1993-12-30 | 1996-07-02 | The Procter & Gamble Company | Liquid hard surface detergent compositions containing specific polycarboxylate detergent builders |
WO1995023204A1 (en) * | 1994-02-28 | 1995-08-31 | Colgate-Palmolive Company | Liquid detergent |
US5534198A (en) * | 1994-08-02 | 1996-07-09 | The Procter & Gamble Company | Glass cleaner compositions having good filming/streaking characteristics and substantive modifier to provide long lasting hydrophilicity |
WO1996022347A1 (en) * | 1995-01-17 | 1996-07-25 | Colgate-Palmolive Company | Light duty liquid cleaning compositions |
US6677294B2 (en) | 2000-11-29 | 2004-01-13 | The Procter & Gamble Company | Cleansing compositions |
US20050085405A1 (en) * | 2000-11-29 | 2005-04-21 | The Procter & Gamble Company | Cleansing compositions |
US20060058207A1 (en) * | 2000-11-29 | 2006-03-16 | Shaw Gretchen L | Cleansing compositions |
WO2003010222A1 (en) * | 2001-07-25 | 2003-02-06 | Clariant Gmbh | Reaction products from long-chain carboxylic acids |
US20040121782A1 (en) * | 2002-09-07 | 2004-06-24 | Offshore Data Services, Llc | Personal flotation device transceiver tracking system |
CN102361628A (en) * | 2009-03-31 | 2012-02-22 | 花王株式会社 | Aqueous hair cleansing agent |
CN102361628B (en) * | 2009-03-31 | 2013-07-10 | 花王株式会社 | Aqueous hair cleansing agent |
EP2583666A4 (en) * | 2010-06-18 | 2015-05-27 | Kao Corp | Aqueous hair cleansing agent |
Also Published As
Publication number | Publication date |
---|---|
CA1019679A (en) | 1977-10-25 |
DE2361080A1 (en) | 1974-06-12 |
GB1443960A (en) | 1976-07-28 |
JPS4999104A (en) | 1974-09-19 |
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