CA2167174A1 - Surfactant-containing compositions - Google Patents
Surfactant-containing compositionsInfo
- Publication number
- CA2167174A1 CA2167174A1 CA 2167174 CA2167174A CA2167174A1 CA 2167174 A1 CA2167174 A1 CA 2167174A1 CA 2167174 CA2167174 CA 2167174 CA 2167174 A CA2167174 A CA 2167174A CA 2167174 A1 CA2167174 A1 CA 2167174A1
- Authority
- CA
- Canada
- Prior art keywords
- surface active
- concentrate
- dilution
- viscosity
- sodium
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Abandoned
Links
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
- A61Q19/10—Washing or bathing preparations
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
- C11D1/29—Sulfates of polyoxyalkylene ethers
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/37—Mixtures of compounds all of which are anionic
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/38—Cationic compounds
- C11D1/65—Mixtures of anionic with cationic compounds
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/66—Non-ionic compounds
- C11D1/83—Mixtures of non-ionic with anionic compounds
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/88—Ampholytes; Electroneutral compounds
- C11D1/94—Mixtures with anionic, cationic or non-ionic compounds
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D17/00—Detergent materials or soaps characterised by their shape or physical properties
- C11D17/0008—Detergent materials or soaps characterised by their shape or physical properties aqueous liquid non soap compositions
- C11D17/003—Colloidal solutions, e.g. gels; Thixotropic solutions or pastes
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
- A61Q17/005—Antimicrobial preparations
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/04—Carboxylic acids or salts thereof
- C11D1/10—Amino carboxylic acids; Imino carboxylic acids; Fatty acid condensates thereof
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
- C11D1/14—Sulfonic acids or sulfuric acid esters; Salts thereof derived from aliphatic hydrocarbons or mono-alcohols
- C11D1/143—Sulfonic acid esters
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
- C11D1/14—Sulfonic acids or sulfuric acid esters; Salts thereof derived from aliphatic hydrocarbons or mono-alcohols
- C11D1/146—Sulfuric acid esters
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/38—Cationic compounds
- C11D1/52—Carboxylic amides, alkylolamides or imides or their condensation products with alkylene oxides
- C11D1/523—Carboxylic alkylolamides, or dialkylolamides, or hydroxycarboxylic amides (R1-CO-NR2R3), where R1, R2 or R3 contain one hydroxy group per alkyl group
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/38—Cationic compounds
- C11D1/62—Quaternary ammonium compounds
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/66—Non-ionic compounds
- C11D1/75—Amino oxides
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/88—Ampholytes; Electroneutral compounds
- C11D1/90—Betaines
Abstract
A liquid concentrate for dilution with water to give a liquid composition, which concentrate, on dilution with water gives an end composition having the same or an increased viscosity, and which contains, as thickening agent, (i) a surface active component consisting of an ether sulphate surfactant, alone or in admixture with another anionic surface active agent or a nonionic or amphoteric surface active alone, or a cationic surface active agent in admixture with a nonionic surface active agent; and (ii) an electrolyte and/or hydrotrope.
Description
wo 9~,02664 2 1 ~ 7 ~ 7~ PCT/GB94/01509 SURFACTANT-CONTAINING COMPOSITIONS
This inve~tion is concerned with improvements in and relating to liquid compositions and, more especially, to concentrates for dilution, with water, to produce liquid surfactant-contA;n~ng compositions.
The surfactant-contA;n;ng compositions with which the invention i9 concerned are liquid compositions intended for application to a surface to bring a surfactant into contact with that surface, for example to cleanse it by detersive action and/or by germicidal or disinfectant action, or to condition it.
Thus, the present invention is concerned with compositions contA;ning surface active agents as active ingredients and, also, with compositions contA;ning other principal active ingredients, e.g. disinfectants or bleaching agents. The invention is thus, for example, concerned with cleansing compositions for application to hard surfaces such as sinks, wAqhhAqins, baths, toilet bowls, walls or floors. The invention is also concerned with compositions for application to soft surfaces such as fabrics, skin or hair, and may, thus, take the form of a shampoo, conditioner, hand soap or like product.
W095/O~K4 PCT/GB94/01509 216~1~4 --It i9 well known to provide so-called "thick" or "thickened" liquids compositions, that is compositions with generally increased viscosity, for application to hard surfaces. Such thick compositions have the advantage that, by virtue of their viscosity, they tend to remain in contact with vertical or inclined surfaces for a longer period of time than do more mobile compositions. Thickened compositions may also be poured in a controlled mAnne~ and are generally aesthetically appealing.
It i8 also known to provide precursors for liquid cleansing or like compositions (such as fabric softener compositions) in the form of liquid concentrates to be diluted with water, to the desired concentration, by the user. However, on dilution with water, thick concentrates become thinner, ie. reduce in viscosity.
It has now been found, in accordance with the present invention, that a liquid concentrate for a thickened composition may be formulated in such a manner that its viscosity r~mA;nc the same or,preferably, increses on dilution with water, e.g. when diluted with water in a ratio of water to concentrate of at least l:l, the product still has an acceptable viscosity, e.g.
50 cp or more at 25C.
W095/02~ 2 1 6 7 ~ 7 ~ PCT/GB94/01509 _- 3 According to the invention therefore, there is provided a liquid concentrate for dilution with water to give a liquid composition, which concentrate, on dilution with water, contain the same viscosity, or increases in viscosity; the concentrate cont~;n~ng, as thickening component, (i) a surface active component consisting of an ether sulphate surface active agent alone or in admixture with another anionic surface active agent or a nonionic or amphoteric surface active agent, or a cationic surface active agent alone or in admixture with a nonionic surfactant; and (ii) an electrolyte and/or hydrotrope.
The concentrates of the invention by virtue of their relatively low initial visco~ity, are readily miscible with water whereby to more easily obtain a uniform end product. The thickening of the diluted concentrate is effected by the presence of the specified surface active agents whose thickening effect, in the concentrate, i8 re~uced by the presence of an excess of dissolved electrolyte. Thus, upon dilution of the concentrate, the concentration of dis~olved electrolyte is, of course, reduced and the surface active agent component is then capable of exerting its thickening effect.
Suitable ether sulphates which may be used in accordance with the invention may be represented by the formula:
W095/0~4 ~ 6 7 1 ~ PCT/GB94/01509 Rl O -(- CH -CH -) S03M
in which Rl is an alkyl group cont~;n;ng from 8 to 20 carbon atoms, preferably from 10 to 14 carbon atoms; M
is eg. an alkali metal, ~mmon;um or alkylol~m;ne, cation, especially a sodium cation; and a is an integer from 1 to 6, preferably 2 to 4.
Other anionic surfactants which may be used in combination with the ether sulphates include alkylaryl sulphonates, alcohols sulphates, phosphate esters, sulphosuccinates, sulphosuccinamates, alkane sulphonates, olefin sulphonates, petroleum sulphonates, sarcosinates, taurates, isethionates, and soaps.
Particular examples of these classes of anionic surfactants include those sold under the trade names Eltesol SX30 (sodium xylene sulphonate), Empicol L2 (sodium lauryl sulphate), Triton H55 (potassium phosphate ester), Marlinat DF8 (sodium sulphosuccinate), Hostapur SAS 30X (sodium alkane sulphonate), Hostapur OS
(sodium olefine sulphonate), Petronate S (sodium petroleum sulphonate), Hamposyl L30 (sodium lauroyl sarcosinate), Fenopon T33 (sodium N-methyl-N-oleyl taurate), and Fenopon AC 78 (sodium coconut isethionate).
One particular class of non-ionic surfactants for use in combination with the ether sulphate surface acti~e agents comprises the amine oxides of the formula:
W095/O~C4 2 1 ~ ~ t ~ ~ PCT/GB94/01509 _ Rl I
R N --O
in which R is a long chain alkyl group, typically cont~;n;ng 8 to 20 carbon atoms; and each of the groups R1 is a lower alkyl group, typically cont~;n;ng 1-4 carbon atoms. Particular examples of this class of non-ionic surfactants are alkyl dimethyl amine oxides such as sold under the trade name n Empigen OB n by Albright & Wilson.
Other classes of nonionic surface active agents which may be employed comprise polyalkoxylated fatty alcohols and their esters; polyalkoxylated fatty acids;
polyalkoxylated alkyl phenols; alkanolamides;
polyalkoxylated alkanolamides, glucosides, polyglucosides, sucrose and sugar esters, fatty esters, ethoxylated alkanolamides, ethoxylated long chain ~m; n~; alkyl ~m; ne~, alkyl polyglucosides and alkyl polyglycosides. Particular examples of these classes of non-ionic surfactants are those sold under the trade names Synperonic A (alcohol ethoxylates), Crodet L24 (polyoxyethylene-24-lauric acid), Synperonic NP (nonyl W095/02~ ~ 6 7~ PCT/GB94/01509 phenyl ethoxylates), Empilan CME (coconut monoethanolamide), Triton CG110 (alkyl glucoside), Glucam E10 (10 mole ethoxylate of methyl glucoside), Crodesta SL 40 (sucrose cocoate), Empilan MAA
(ethoxvlated coconut monoethanolamide), Ethomeen C12 (ethoxylated coconut amine), and Tagosoft 16B (cetyl isooctanoate).
Suitable amphoteric surfactants for use in combination with the ether sulphate surfactants include alkyl betAtne~, alkyl aminopropionates, alkyl iminodipropionates; alkyl glycinates; carboxyglycinates;
- alkyl imidazolines sulphobetAt ne~; alkyl polyaminocarboxylates and polyamphocarboxyglycinates.
Particlar examples of such amphoteric surfactants are those sold under the trade names Tegobetain A4080 (alkyl dimethyl betaine), Ampholax XCU (coco-amphoglycolate), Amphotensid CT (alkyl imidazoline based amphoteric), Ampholax XC0 30 (coco-amphocarboxyglycinate) and Sandobet SC (cocoamide-sulphobetaine); and sodium N-coco-aminopropionate, disodium N-coco-iminodiproprionate, and cocoglycinate.
Suitable cationic surfactants for use in the concentrates of the invention includes alkyl quaternary ammonium halides; primary, secondary and tertiary Amt ne~
and their salts; and polyamines. Particular examples of such cationic surfactants are those sold under the trade wo 95,02664 ~ 1 ~ 7 1 7 ~ PCT/GB94/01509 nc~ ~.e9 Empigen BAC (alkyl dimethyl benzalkonium chloride), Armac l (tallow amine acetate-amine salts), Synprolam 35N3 (N-alkyl propane propane diamine), and Synprolam 35XlO (lO mole ethoxylated primary amine).
The nonionic surfactants for use in combination with the cationic surfactant may be a nonionic surfactant as described above for use in combination with the ether sulphates.
It is a matter for simple experiment to determine whether any particular surfactant or surfactant combination will or will not give the desired effect, i.e. thickening on dilution in the presence of electrolyte.
The concentration of the surfactant component in the concentrate depends upon two principal factors, (i) the concentration of surfactant component required to give a thickened end product of the desired viscosity and (ii) the degree of dilution contemplated. The former will depend upon the nature of the surfactant or the surfactant combination but is typically from 0.5 to 20 by weight, more especially 2 to lO~ by weight, particularly 2 to 5~ by weight. With regard to the dilution factor, a dilution of from l to 6 times, especially about 3 times, has been found useful.
W095/0~4 2 i 6 ~ 1 7 ¢ PCT/GB94/01509 Accordingly a typical concentration of surfactant in the concentrate is from 1 to 60~ by weight, more especially 6 to 30~ by weight.
The electrolyte used in the composition will typically be sodium chloride (which is in itself a component of one important cleansing agent, sodium hypochlorite bleach) but, of course, other water-soluble electrolytes may be employed, including builders such as sodium, sodium phosphates and alkali metal silicates.
The amount of electrolyte required to give the desired effect is something which may be established by simple experimentation but, in general, it has been found that concentrations, in the concentrate, of about 10~ by weight or more are useful, typically giving rise to final concentrations of about 3.5~ by weight or more.
Where the principal surfactant component comprises a cationic surfactant which is a guarternary ~mmo~;um compound, this may conveniently be used in conjunction with a hydrotrope such as a lower alkyl (e.g. C1-C3 alkyl) substituted aryl surfactant such as sodium cumene sulphonate or sodium xylene sulphonate. In this case no nonionic surfactant is reguired and the total level of quarternary ~mmo~;um surfactant in the amount is from 0.1 to 60~ by weight; preferably from 0.1 to 10~ by weight; that of benzene sulphonate being from 0.1 to 60 by weight, preferably 1 to 5~ by weight.
W095/0~4 2 ~ 6 / 1 7 4 PCT/GB94/01509 By virtue of the provision of the thickening surfactant system, eventual diluted products obtained from the concentrates of the invention will often possess cleansing, detersive, softening or conditioning powers. However, the presence of other active materials in the compositions of the invention i8 entirely possible. One class of such other ingredients are bleaches, especially alkali metal hypochlorite bleaches. Thus, compositions in accordance with the invention may be formulated to give, upon dilution, an effective thickened bleach product and in this case the concentrate suitably contains the bleach in an amount sufficient to give from 0.1 to 10~ by weight available chlorine. The bleach may also serve as an ancilliary component, for example in a toilet or general purpose cleaner, and in this case suitably present in an amount to give from 0.1 to 10~ by weight available chlorine.
Other bleaches such as peroxide bleaches (e.g. hydrogen peroxide) and other halogen release bleaching agents may be employed in appropriate concentrations.
Other active ingredients which may be present include non-bleaching germicides or disinfectants and weak or strong acids which may serve as limescale removing agents e.g. glycollic acid, citric acid, hydrochloric acid and sulphuric acid. For hair or skin treatment, the composition may contain, as active ingredients, silicone surfactants, polymeric quaternary W095/02~ 7 4 PCT/GB94/01509 compounds, and/or protein-based surfactants. Parti:ular example of such ingredients are Abil ~9405 (polysiloxane polydimethyl- dialkyl ~mmon;um acetate copolymer) and Lameper 5 (potassium coco hydrolysed ~n;m~l protein).
Hard surface cleaning compositionso may also contain solvents such as butyl dioxitol.
In addition to active ingredients, compositions in accordance with the invention may also contain colouring agents, such as dyestuffs, or fragrances.
In order that the invention may be well understood the following Examples are given by way of illustration only.
Examples 1-4 Bleach Formulations Example Sodium hypochlorite9.5~ 9.5~ 9.5~ 9.5~ AVC12 + Empicol ESB3D 21.0 14.9 6.1 17.5 * Empigen OH25D 0.0 6.1 14.9 3.5 Soft water to 100.0 to 100.0 to 100.0 to 100.0 Viscosity of concentrate, cps40 65 200 88 Viscosity of diluted concentrate (1:3)700 90 1500 305 + = Sodium lauryl ether sulphate, 27~ active * = Alkyl dimethyl amine oxide, 25~, active W095/02~4 11 PCT/GB94/01509 Exam~le 5 Liquid Toilet Cleaner ~ w/w Soft water to 100.00 Sodium chloride 13.00 Empicol ESB3D 28.00 Perfume 0.80 % w/w Viscosity of concentrate, cps 40 cps Viscosity of 1:4 diluted product 460 cps Example 6 Liquid toilet cleaner with bleach % w/w Soft water to 100.00 sodium hypochlorite 4.9% AVCl2 Expicol ESB3D 35.00 Empigen OB 6.50 Perfume 0.50 Colour qa Viscosity of concentrate, cps 65 cps Viscosity of 1:3 diluted product 490 cps 2 1 6 7 t ~ PCT/GB94/01509 WO gSJ02664 Examples Compositions having the formulations given below had the viscosities noted Sodium lauryl ether 6.00 8.40 4.20 5.60 1.40 8.4 Sodium lauroyl sarcosinate 1.50 Alkyl dimethyl amine oxide 1.25 Sodium alkane sulphonate 1.50 Alkyl amido betaine 1.50 Sodiu, lauryl sulphate 4.50 Coconut diethanolamide 1.5 Eelectrolyte~ 17.00 17.00 17.00 17.00 17.00 17.00 Water tolOOto 100 to 100 to 100 to 100 to 100 Viscosity of concentrate 240 310 10 78 100 170 Viscosity of 1:3 dilution 795 2165 470 5000 470 400 wog510~4 2167174 _ 13 ExamFle~ 13 and 14 Composition having the formulations given below had the viscosities noted Examples ~xA~cyl trimethyl Ammon;um choride 4.35 6.00 Tallow trimethyl Ammon;um chloride 1.50 Coconut diethanolamide 1.5 1.50 Electrolyte*~ 17.00 17.00 Water to 100 to 100 Viscosity of concentrate 540 65 Viscosity of 1:2 dilution 2790 1005 ~ consists of a 2:1 mixture of sodium to magne~ium sulphate.
wog5/0~4 ~ 7 4 Exam~le 15 Fabric softener concentrate ~ww l-methyl-2-alkyl-3-alkylamidoethyl-; m; ~ 701inium methosulphate 32.00 Tallow trimethyl ~mmon; um chloride 11.80 Sodium chloride 8.00 Fragrance 2.85 Colour qs Viscosity of concentrate80 Cp9 Visco~ity of 1:5 dilution410 cps Exam~le 16 Bactericidal Hand Soap Concentrate ~w/w Sodium lauryl ether sulphate 2 mole 15.00 Alkyl amido betaine 5.90 Polysiloxane polydimethyl dialkyl ~mm~n;um acetate copolymer 0.30 Preservative qs Pearlising agent/opacifier 1.00 Fragrance 0.65 Triclosan 0.40 Sodium Chloride 11.60 Water to 100.00 Viscosity of concentrate 340 cps Viscosity of 1:2 dilution 560 cps ~ PCT/GB94/01509 wo g5/02664 ~ 1 6 7 1 7 4 , 15 Examples 17 Tallow trimethyl ~mmon 'um chloride 9.O
Sodium cumene sulphonate 3.0 Water to 100 Viscosity of concentrate 83 Cp9 Viscosity of 1:2 dilution 2025 Cp8 Exam~le 18 - Disinfectant fonmulation Tallow trimethyl ~mmon; um chloride 7.30 Sodium xylene sulphonate 2.94 B~n7~1 kon; um chloride 2.00 Perfume 0.60 Colour q9 Soft water to 100 Viscosity of concentrate 45 cps Viscosity of 1:2 dilution 675 cps
This inve~tion is concerned with improvements in and relating to liquid compositions and, more especially, to concentrates for dilution, with water, to produce liquid surfactant-contA;n~ng compositions.
The surfactant-contA;n;ng compositions with which the invention i9 concerned are liquid compositions intended for application to a surface to bring a surfactant into contact with that surface, for example to cleanse it by detersive action and/or by germicidal or disinfectant action, or to condition it.
Thus, the present invention is concerned with compositions contA;ning surface active agents as active ingredients and, also, with compositions contA;ning other principal active ingredients, e.g. disinfectants or bleaching agents. The invention is thus, for example, concerned with cleansing compositions for application to hard surfaces such as sinks, wAqhhAqins, baths, toilet bowls, walls or floors. The invention is also concerned with compositions for application to soft surfaces such as fabrics, skin or hair, and may, thus, take the form of a shampoo, conditioner, hand soap or like product.
W095/O~K4 PCT/GB94/01509 216~1~4 --It i9 well known to provide so-called "thick" or "thickened" liquids compositions, that is compositions with generally increased viscosity, for application to hard surfaces. Such thick compositions have the advantage that, by virtue of their viscosity, they tend to remain in contact with vertical or inclined surfaces for a longer period of time than do more mobile compositions. Thickened compositions may also be poured in a controlled mAnne~ and are generally aesthetically appealing.
It i8 also known to provide precursors for liquid cleansing or like compositions (such as fabric softener compositions) in the form of liquid concentrates to be diluted with water, to the desired concentration, by the user. However, on dilution with water, thick concentrates become thinner, ie. reduce in viscosity.
It has now been found, in accordance with the present invention, that a liquid concentrate for a thickened composition may be formulated in such a manner that its viscosity r~mA;nc the same or,preferably, increses on dilution with water, e.g. when diluted with water in a ratio of water to concentrate of at least l:l, the product still has an acceptable viscosity, e.g.
50 cp or more at 25C.
W095/02~ 2 1 6 7 ~ 7 ~ PCT/GB94/01509 _- 3 According to the invention therefore, there is provided a liquid concentrate for dilution with water to give a liquid composition, which concentrate, on dilution with water, contain the same viscosity, or increases in viscosity; the concentrate cont~;n~ng, as thickening component, (i) a surface active component consisting of an ether sulphate surface active agent alone or in admixture with another anionic surface active agent or a nonionic or amphoteric surface active agent, or a cationic surface active agent alone or in admixture with a nonionic surfactant; and (ii) an electrolyte and/or hydrotrope.
The concentrates of the invention by virtue of their relatively low initial visco~ity, are readily miscible with water whereby to more easily obtain a uniform end product. The thickening of the diluted concentrate is effected by the presence of the specified surface active agents whose thickening effect, in the concentrate, i8 re~uced by the presence of an excess of dissolved electrolyte. Thus, upon dilution of the concentrate, the concentration of dis~olved electrolyte is, of course, reduced and the surface active agent component is then capable of exerting its thickening effect.
Suitable ether sulphates which may be used in accordance with the invention may be represented by the formula:
W095/0~4 ~ 6 7 1 ~ PCT/GB94/01509 Rl O -(- CH -CH -) S03M
in which Rl is an alkyl group cont~;n;ng from 8 to 20 carbon atoms, preferably from 10 to 14 carbon atoms; M
is eg. an alkali metal, ~mmon;um or alkylol~m;ne, cation, especially a sodium cation; and a is an integer from 1 to 6, preferably 2 to 4.
Other anionic surfactants which may be used in combination with the ether sulphates include alkylaryl sulphonates, alcohols sulphates, phosphate esters, sulphosuccinates, sulphosuccinamates, alkane sulphonates, olefin sulphonates, petroleum sulphonates, sarcosinates, taurates, isethionates, and soaps.
Particular examples of these classes of anionic surfactants include those sold under the trade names Eltesol SX30 (sodium xylene sulphonate), Empicol L2 (sodium lauryl sulphate), Triton H55 (potassium phosphate ester), Marlinat DF8 (sodium sulphosuccinate), Hostapur SAS 30X (sodium alkane sulphonate), Hostapur OS
(sodium olefine sulphonate), Petronate S (sodium petroleum sulphonate), Hamposyl L30 (sodium lauroyl sarcosinate), Fenopon T33 (sodium N-methyl-N-oleyl taurate), and Fenopon AC 78 (sodium coconut isethionate).
One particular class of non-ionic surfactants for use in combination with the ether sulphate surface acti~e agents comprises the amine oxides of the formula:
W095/O~C4 2 1 ~ ~ t ~ ~ PCT/GB94/01509 _ Rl I
R N --O
in which R is a long chain alkyl group, typically cont~;n;ng 8 to 20 carbon atoms; and each of the groups R1 is a lower alkyl group, typically cont~;n;ng 1-4 carbon atoms. Particular examples of this class of non-ionic surfactants are alkyl dimethyl amine oxides such as sold under the trade name n Empigen OB n by Albright & Wilson.
Other classes of nonionic surface active agents which may be employed comprise polyalkoxylated fatty alcohols and their esters; polyalkoxylated fatty acids;
polyalkoxylated alkyl phenols; alkanolamides;
polyalkoxylated alkanolamides, glucosides, polyglucosides, sucrose and sugar esters, fatty esters, ethoxylated alkanolamides, ethoxylated long chain ~m; n~; alkyl ~m; ne~, alkyl polyglucosides and alkyl polyglycosides. Particular examples of these classes of non-ionic surfactants are those sold under the trade names Synperonic A (alcohol ethoxylates), Crodet L24 (polyoxyethylene-24-lauric acid), Synperonic NP (nonyl W095/02~ ~ 6 7~ PCT/GB94/01509 phenyl ethoxylates), Empilan CME (coconut monoethanolamide), Triton CG110 (alkyl glucoside), Glucam E10 (10 mole ethoxylate of methyl glucoside), Crodesta SL 40 (sucrose cocoate), Empilan MAA
(ethoxvlated coconut monoethanolamide), Ethomeen C12 (ethoxylated coconut amine), and Tagosoft 16B (cetyl isooctanoate).
Suitable amphoteric surfactants for use in combination with the ether sulphate surfactants include alkyl betAtne~, alkyl aminopropionates, alkyl iminodipropionates; alkyl glycinates; carboxyglycinates;
- alkyl imidazolines sulphobetAt ne~; alkyl polyaminocarboxylates and polyamphocarboxyglycinates.
Particlar examples of such amphoteric surfactants are those sold under the trade names Tegobetain A4080 (alkyl dimethyl betaine), Ampholax XCU (coco-amphoglycolate), Amphotensid CT (alkyl imidazoline based amphoteric), Ampholax XC0 30 (coco-amphocarboxyglycinate) and Sandobet SC (cocoamide-sulphobetaine); and sodium N-coco-aminopropionate, disodium N-coco-iminodiproprionate, and cocoglycinate.
Suitable cationic surfactants for use in the concentrates of the invention includes alkyl quaternary ammonium halides; primary, secondary and tertiary Amt ne~
and their salts; and polyamines. Particular examples of such cationic surfactants are those sold under the trade wo 95,02664 ~ 1 ~ 7 1 7 ~ PCT/GB94/01509 nc~ ~.e9 Empigen BAC (alkyl dimethyl benzalkonium chloride), Armac l (tallow amine acetate-amine salts), Synprolam 35N3 (N-alkyl propane propane diamine), and Synprolam 35XlO (lO mole ethoxylated primary amine).
The nonionic surfactants for use in combination with the cationic surfactant may be a nonionic surfactant as described above for use in combination with the ether sulphates.
It is a matter for simple experiment to determine whether any particular surfactant or surfactant combination will or will not give the desired effect, i.e. thickening on dilution in the presence of electrolyte.
The concentration of the surfactant component in the concentrate depends upon two principal factors, (i) the concentration of surfactant component required to give a thickened end product of the desired viscosity and (ii) the degree of dilution contemplated. The former will depend upon the nature of the surfactant or the surfactant combination but is typically from 0.5 to 20 by weight, more especially 2 to lO~ by weight, particularly 2 to 5~ by weight. With regard to the dilution factor, a dilution of from l to 6 times, especially about 3 times, has been found useful.
W095/0~4 2 i 6 ~ 1 7 ¢ PCT/GB94/01509 Accordingly a typical concentration of surfactant in the concentrate is from 1 to 60~ by weight, more especially 6 to 30~ by weight.
The electrolyte used in the composition will typically be sodium chloride (which is in itself a component of one important cleansing agent, sodium hypochlorite bleach) but, of course, other water-soluble electrolytes may be employed, including builders such as sodium, sodium phosphates and alkali metal silicates.
The amount of electrolyte required to give the desired effect is something which may be established by simple experimentation but, in general, it has been found that concentrations, in the concentrate, of about 10~ by weight or more are useful, typically giving rise to final concentrations of about 3.5~ by weight or more.
Where the principal surfactant component comprises a cationic surfactant which is a guarternary ~mmo~;um compound, this may conveniently be used in conjunction with a hydrotrope such as a lower alkyl (e.g. C1-C3 alkyl) substituted aryl surfactant such as sodium cumene sulphonate or sodium xylene sulphonate. In this case no nonionic surfactant is reguired and the total level of quarternary ~mmo~;um surfactant in the amount is from 0.1 to 60~ by weight; preferably from 0.1 to 10~ by weight; that of benzene sulphonate being from 0.1 to 60 by weight, preferably 1 to 5~ by weight.
W095/0~4 2 ~ 6 / 1 7 4 PCT/GB94/01509 By virtue of the provision of the thickening surfactant system, eventual diluted products obtained from the concentrates of the invention will often possess cleansing, detersive, softening or conditioning powers. However, the presence of other active materials in the compositions of the invention i8 entirely possible. One class of such other ingredients are bleaches, especially alkali metal hypochlorite bleaches. Thus, compositions in accordance with the invention may be formulated to give, upon dilution, an effective thickened bleach product and in this case the concentrate suitably contains the bleach in an amount sufficient to give from 0.1 to 10~ by weight available chlorine. The bleach may also serve as an ancilliary component, for example in a toilet or general purpose cleaner, and in this case suitably present in an amount to give from 0.1 to 10~ by weight available chlorine.
Other bleaches such as peroxide bleaches (e.g. hydrogen peroxide) and other halogen release bleaching agents may be employed in appropriate concentrations.
Other active ingredients which may be present include non-bleaching germicides or disinfectants and weak or strong acids which may serve as limescale removing agents e.g. glycollic acid, citric acid, hydrochloric acid and sulphuric acid. For hair or skin treatment, the composition may contain, as active ingredients, silicone surfactants, polymeric quaternary W095/02~ 7 4 PCT/GB94/01509 compounds, and/or protein-based surfactants. Parti:ular example of such ingredients are Abil ~9405 (polysiloxane polydimethyl- dialkyl ~mmon;um acetate copolymer) and Lameper 5 (potassium coco hydrolysed ~n;m~l protein).
Hard surface cleaning compositionso may also contain solvents such as butyl dioxitol.
In addition to active ingredients, compositions in accordance with the invention may also contain colouring agents, such as dyestuffs, or fragrances.
In order that the invention may be well understood the following Examples are given by way of illustration only.
Examples 1-4 Bleach Formulations Example Sodium hypochlorite9.5~ 9.5~ 9.5~ 9.5~ AVC12 + Empicol ESB3D 21.0 14.9 6.1 17.5 * Empigen OH25D 0.0 6.1 14.9 3.5 Soft water to 100.0 to 100.0 to 100.0 to 100.0 Viscosity of concentrate, cps40 65 200 88 Viscosity of diluted concentrate (1:3)700 90 1500 305 + = Sodium lauryl ether sulphate, 27~ active * = Alkyl dimethyl amine oxide, 25~, active W095/02~4 11 PCT/GB94/01509 Exam~le 5 Liquid Toilet Cleaner ~ w/w Soft water to 100.00 Sodium chloride 13.00 Empicol ESB3D 28.00 Perfume 0.80 % w/w Viscosity of concentrate, cps 40 cps Viscosity of 1:4 diluted product 460 cps Example 6 Liquid toilet cleaner with bleach % w/w Soft water to 100.00 sodium hypochlorite 4.9% AVCl2 Expicol ESB3D 35.00 Empigen OB 6.50 Perfume 0.50 Colour qa Viscosity of concentrate, cps 65 cps Viscosity of 1:3 diluted product 490 cps 2 1 6 7 t ~ PCT/GB94/01509 WO gSJ02664 Examples Compositions having the formulations given below had the viscosities noted Sodium lauryl ether 6.00 8.40 4.20 5.60 1.40 8.4 Sodium lauroyl sarcosinate 1.50 Alkyl dimethyl amine oxide 1.25 Sodium alkane sulphonate 1.50 Alkyl amido betaine 1.50 Sodiu, lauryl sulphate 4.50 Coconut diethanolamide 1.5 Eelectrolyte~ 17.00 17.00 17.00 17.00 17.00 17.00 Water tolOOto 100 to 100 to 100 to 100 to 100 Viscosity of concentrate 240 310 10 78 100 170 Viscosity of 1:3 dilution 795 2165 470 5000 470 400 wog510~4 2167174 _ 13 ExamFle~ 13 and 14 Composition having the formulations given below had the viscosities noted Examples ~xA~cyl trimethyl Ammon;um choride 4.35 6.00 Tallow trimethyl Ammon;um chloride 1.50 Coconut diethanolamide 1.5 1.50 Electrolyte*~ 17.00 17.00 Water to 100 to 100 Viscosity of concentrate 540 65 Viscosity of 1:2 dilution 2790 1005 ~ consists of a 2:1 mixture of sodium to magne~ium sulphate.
wog5/0~4 ~ 7 4 Exam~le 15 Fabric softener concentrate ~ww l-methyl-2-alkyl-3-alkylamidoethyl-; m; ~ 701inium methosulphate 32.00 Tallow trimethyl ~mmon; um chloride 11.80 Sodium chloride 8.00 Fragrance 2.85 Colour qs Viscosity of concentrate80 Cp9 Visco~ity of 1:5 dilution410 cps Exam~le 16 Bactericidal Hand Soap Concentrate ~w/w Sodium lauryl ether sulphate 2 mole 15.00 Alkyl amido betaine 5.90 Polysiloxane polydimethyl dialkyl ~mm~n;um acetate copolymer 0.30 Preservative qs Pearlising agent/opacifier 1.00 Fragrance 0.65 Triclosan 0.40 Sodium Chloride 11.60 Water to 100.00 Viscosity of concentrate 340 cps Viscosity of 1:2 dilution 560 cps ~ PCT/GB94/01509 wo g5/02664 ~ 1 6 7 1 7 4 , 15 Examples 17 Tallow trimethyl ~mmon 'um chloride 9.O
Sodium cumene sulphonate 3.0 Water to 100 Viscosity of concentrate 83 Cp9 Viscosity of 1:2 dilution 2025 Cp8 Exam~le 18 - Disinfectant fonmulation Tallow trimethyl ~mmon; um chloride 7.30 Sodium xylene sulphonate 2.94 B~n7~1 kon; um chloride 2.00 Perfume 0.60 Colour q9 Soft water to 100 Viscosity of concentrate 45 cps Viscosity of 1:2 dilution 675 cps
Claims (2)
1. A liquid concentrate for dilution with water to give a liquid composition, which concentrate, on dilution with water gives an end composition having the same or an increased viscosity, and which contains, as thickening agent, (i) a surface active component consisting of an ether sulphate surface ative agent, alone or in admixture with another anionic surface active agent or a nonionic or amphoteric surface active agent, or a cationic surface active agent alone or in admixture with a nonionic surface active agent; and (ii) an electrolyte and/or hydrotrope.
2. A concentrate as claimed in Claim 1 having a viscosity less than that of the diluted end product.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB939314410A GB9314410D0 (en) | 1993-07-13 | 1993-07-13 | Cleansing compositions |
GB9314410.3 | 1993-07-13 |
Publications (1)
Publication Number | Publication Date |
---|---|
CA2167174A1 true CA2167174A1 (en) | 1995-01-26 |
Family
ID=10738698
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CA 2167174 Abandoned CA2167174A1 (en) | 1993-07-13 | 1994-07-12 | Surfactant-containing compositions |
Country Status (6)
Country | Link |
---|---|
EP (1) | EP0708814A1 (en) |
AU (1) | AU7130294A (en) |
BR (1) | BR9407124A (en) |
CA (1) | CA2167174A1 (en) |
GB (1) | GB9314410D0 (en) |
WO (1) | WO1995002664A1 (en) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6830755B2 (en) | 1999-10-01 | 2004-12-14 | Johnson & Johnson Consumer Companies, Inc. | Method for relaxing human beings using personal care compositions |
US6986747B2 (en) | 2002-01-29 | 2006-01-17 | Johnson & Johnson Consumer Companies | Method of measuring the stress or relaxation level of a mammal |
Families Citing this family (16)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CA2191563A1 (en) * | 1994-06-01 | 1995-12-07 | Serge Gabriel Pierre Roger Cauwberghs | Liquid detergent composition containing oleoyl sarcosinates and anionic surfactants |
WO1996012787A1 (en) * | 1994-10-21 | 1996-05-02 | Jeyes Group Plc | Concentrated liquid surfactant-containing compositions |
GB9500577D0 (en) * | 1995-01-12 | 1995-03-01 | Jeyes Group Plc | Compositions |
EP0724013A1 (en) * | 1995-01-30 | 1996-07-31 | Colgate-Palmolive Company | Pourable detergent concentrates which maintain or increase in viscosity after dilution with water |
US5922664A (en) * | 1995-01-30 | 1999-07-13 | Colgate-Palmolive Co. | Pourable detergent concentrates which maintain or increase in viscosity after dilution with water |
DE19504192A1 (en) * | 1995-02-09 | 1996-08-14 | Henkel Ecolab Gmbh & Co Ohg | Thickening aqueous cleaning agents for hard surfaces |
JPH11500768A (en) * | 1995-02-23 | 1999-01-19 | エコラブ・インコーポレイテッド | Dispensing device and dispensing method for viscous use solution |
NZ286025A (en) * | 1995-03-01 | 1997-04-24 | Colgate Palmolive Co | Laundry detergent concentrates; contains nonionic surfactant and water insoluble oil with a hydrophilic polar group, converts to liquid crystal phase dispersion on dilution |
CN1186512A (en) * | 1995-04-10 | 1998-07-01 | 尤尼利弗公司 | Improvements relating to light duty cleaning |
ES2177948T3 (en) * | 1996-03-14 | 2002-12-16 | Johnson & Johnson Consumer | COMPOSITIONS OF CLEANSING AND MOISTURIZING TENSIOACTIVE. |
AU2661597A (en) * | 1996-04-08 | 1997-10-29 | Colgate-Palmolive Company, The | Light duty liquid cleaning compositions |
DE19731398A1 (en) | 1997-07-22 | 1999-01-28 | Henkel Ecolab Gmbh & Co Ohg | Use of enzyme-containing solutions for cleaning fermentation and storage tanks |
DE10023437A1 (en) * | 2000-05-12 | 2001-11-22 | Henkel Kgaa | Surfactant concentrate containing polyalkylene glycol ether, useful for cleaning hard surfaces and crockery, can be diluted without reduction in its viscosity |
US6617293B2 (en) | 2001-08-06 | 2003-09-09 | 3M Innovative Properties Company | Thickening on dilution liquid soap |
EP2242473A2 (en) * | 2008-02-22 | 2010-10-27 | Unilever PLC | Dilution thickening, liquid cleansing compositions |
EP3085760A1 (en) | 2015-04-20 | 2016-10-26 | Tomil s.r.o. | Aqueous cleaning agent for sanitary use |
Family Cites Families (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB1573908A (en) * | 1977-05-13 | 1980-08-28 | Nkro Chemicals Ltd | Liquid surfactant concentrates |
FR2588013B1 (en) * | 1985-10-01 | 1988-05-13 | Zschimmer Schwarz France | LIQUID SURFACTANT COMPOSITIONS SUITABLE FOR FORMING Viscous AQUEOUS DILUTIONS, PARTICULARLY FOR CLEANING DISHWASHER |
FR2601960B1 (en) * | 1986-07-25 | 1989-05-26 | Lesieur Cotelle | DETERGENT, VISCOUS, DILUABLE COMPOSITION AND PROCESS FOR OBTAINING SAME |
US4983323A (en) * | 1989-04-12 | 1991-01-08 | Vista Chemical Company | Surfactant compositions |
US5279758A (en) * | 1991-10-22 | 1994-01-18 | The Clorox Company | Thickened aqueous cleaning compositions |
AU5015293A (en) * | 1992-08-21 | 1994-03-15 | Procter & Gamble Company, The | Concentrated liquid detergent composition comprising an alkyl ether sulphate and a process for making the composition |
US5399285A (en) * | 1992-10-30 | 1995-03-21 | Diversey Corporation | Non-chlorinated low alkalinity high retention cleaners |
-
1993
- 1993-07-13 GB GB939314410A patent/GB9314410D0/en active Pending
-
1994
- 1994-07-12 CA CA 2167174 patent/CA2167174A1/en not_active Abandoned
- 1994-07-12 AU AU71302/94A patent/AU7130294A/en not_active Abandoned
- 1994-07-12 BR BR9407124A patent/BR9407124A/en not_active Application Discontinuation
- 1994-07-12 EP EP94920552A patent/EP0708814A1/en not_active Withdrawn
- 1994-07-12 WO PCT/GB1994/001509 patent/WO1995002664A1/en not_active Application Discontinuation
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6830755B2 (en) | 1999-10-01 | 2004-12-14 | Johnson & Johnson Consumer Companies, Inc. | Method for relaxing human beings using personal care compositions |
US6986747B2 (en) | 2002-01-29 | 2006-01-17 | Johnson & Johnson Consumer Companies | Method of measuring the stress or relaxation level of a mammal |
Also Published As
Publication number | Publication date |
---|---|
GB9314410D0 (en) | 1993-08-25 |
EP0708814A1 (en) | 1996-05-01 |
BR9407124A (en) | 1996-09-10 |
WO1995002664A1 (en) | 1995-01-26 |
AU7130294A (en) | 1995-02-13 |
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