CA2158541C - Cleaning compositions with short chain nonionic surfactants - Google Patents
Cleaning compositions with short chain nonionic surfactantsInfo
- Publication number
- CA2158541C CA2158541C CA002158541A CA2158541A CA2158541C CA 2158541 C CA2158541 C CA 2158541C CA 002158541 A CA002158541 A CA 002158541A CA 2158541 A CA2158541 A CA 2158541A CA 2158541 C CA2158541 C CA 2158541C
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/0005—Other compounding ingredients characterised by their effect
- C11D3/0026—Low foaming or foam regulating compositions
-
- 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
- C11D1/66—Non-ionic compounds
- C11D1/825—Mixtures of compounds all of which are non-ionic
- C11D1/8255—Mixtures of compounds all of which are non-ionic containing a combination of compounds differently alcoxylised or with differently alkylated chains
-
- 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
- C11D1/831—Mixtures of non-ionic with anionic compounds of sulfonates with ethers of polyoxyalkylenes without phosphates
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/02—Inorganic compounds ; Elemental compounds
- C11D3/04—Water-soluble compounds
- C11D3/10—Carbonates ; Bicarbonates
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/20—Organic compounds containing oxygen
- C11D3/2068—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
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/20—Organic compounds containing oxygen
- C11D3/2075—Carboxylic acids-salts thereof
- C11D3/2079—Monocarboxylic acids-salts thereof
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
- C11D1/14—Sulfonic acids or sulfuric acid esters; Salts thereof derived from aliphatic hydrocarbons or mono-alcohols
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
- C11D1/14—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
- C11D1/66—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
Abstract
The present invention encompasses compositions comprising short chain alkoxylated alcohols as nonionic surfactants. The short chain alkoxylated alcohols provide superior cleaning compared to their homologues with longer chains as well as other benefits including, low foaming and skin mildness, and the ability to formulate concentrated compositions.
Description
WO94121770 ~ ~ 8 ~ 1 PCT~S94/02746 CLEANING COMPOSITIONS WITH SHORT CHAIN NONIONIC SURFACTANTS
Technical field The present invention relates to cleaning compositions.
Although the present invention applies primarily to hard surface cleaning compositions, it may also be of interest for other cleaning compositions including dishwashing and laundry detergent compositions.
Back~round A variety of cleaning compositions have been described in the art. There is a constant strive for the development of cleaning compositions with better performance in several respects. Better cleaning on all soils, including greasy soils and soap scum is of course a principal object, both for neat and diluted compositions which are often used in 2~5~5 ~ ~
WO94/21770 PCT~S94/027~
the cleaning of hard surfaces. However other properties are also highly desirable, particularly mildness to the skin, the ability to remove soap scum and to produce limited suds.
All such objects can be independently achieved by using various ingredients which are generally added for a specific purpose. For instance silicone oils are typically added solely to control sudsing. Another example is the use of solvents to boost neat cleaning. While such additives meet the desired object, they also grief the cost of formulating efficient cleaning compositions.
It has now been found that certain nonionic surfactants, namely alkoxylated alcohols with a short alkyl chain in the alcohol, hereinafter short chain alkoxylated alcohols, meet the above objects. Indeed, it has been found that said short chain alkoxylated alcohols are particularly efficient in cleaning. Such short chain alkoxylated alcohols further meet the other objects of providing surfactants which are low foaming and which are mild to the skin. Another advantage is that such short chain alkoxylated alcohols are particularly suitable for formulating concentrated cleaning compositions.
EP 125 854 discloses a composition comprising 2.7% of C8EO4.8 together with 14.2% of ammonium C11.8 linear alkyl benzene sulphonate, 10.4 of ammonium C12-13 alkyl ethoxylated sulphate, 8.6% magnesium C12-13 alkyl sulphate, 4.0% coconut monoethanolamide and 9.1% ethanol and water.
EP 125 854 however fails to draw the difference between long and short chain nonionic surfactants.
EP 496 188 discloses an aqueous solution comprising 3% of C8EO6 and 8% maleic acid. EP 486 188 does not draw the difference between long and short chain nonionic surfactants.
5 ~
Summary of the invention The present invention encompasses an aqueous cleaning composition comprising a nonionic surfactant and cleaning ingredients selected from anionic, cationic, zwitterionic and nonionic co-surfactants, builders, solvents, bleaches and minors including dyes, perfumes, or mixtures thereof, wherein said nonionic surfactant is a short chain alkoxylated alcohol according to the formula RO(A)nH, wherein R is a C6 to C10 hydrocarbon chain, A is ethylene oxide or propylene oxide, and n is from 1 to 10, or mixtures thereof, with the exclusion of compositions comprising 8~ maleic acid and 3~ of said short chain nonionic surfactant where R is C8 and n is 6, and with the exclusion of compositions comprising 2.7~ of said short chain surfactants wherein R is C8 and n is 4.8 and 14.2~ of ammonium C11.8 linear alkyl benzene sulphonate and 10.4 of ammonium C12-13 alkyl ethoxylated sulphate and 8.6~ magnesium C12-13 alkyl sulphate and 4.0% coconut monoethanolamide and 9.1 ethanol and water.
The present invention also encompasses such compositions in a concentrated form, the use of said surfactants for neat grease cleaning, for dilute grease cleaning and for soap scum cleaning.
The present invention further encompasses the use of said surfactants as skin mild surfactants and as low foaming surfactants.
Detailed descriPtion of the invention In a main embodiment, the present invention encompasses aqueous compositions which comprise conventional cleaning ingredients and a short chain alkoxylated alcohol surfactant.
The short chain nonionic surfactants for use herein are alkoxylated alcohols according to the formula RO(A)nH, wherein R is a C6 to C10 hydrocarbon chain and n, representing the average alkoxylation degree, is from 1 to 10, or mixtures thereof. R is indifferently straight or branched. A is ethylene oxide or propylene oxide or mixtures thereof. similar nonionic surfactants which have longer R groups than those of the present invention are known in the art and are commonly used in cleaning B' W094/2l770 PCT~S94/027~
5 4~ 4 compositions. The present invention is based on the finding that alkoxylated alcohols with shorter R groups provide better cleaning, as well as the multiple benefits described herein.
Suitable surfactants for use herein can be readily made by condensing alcohols having the desired chain length with propylene or ethylene oxide, or mixtures thereof, as disclosed in the art for alkoxylated alcohols with longer chains. Suitable short chain alkoxylated alcohols for use herein are also commercially available from several suppliers, for instance Dehydol 04 ~ from Henkel (C8E04), Mergital C4 ~ from Sidobre (C8E04), and Imbentin AG/810/050 and AG/810/080 ~ from Kolb (respectively C8-lOE05 and C8-lOE08).
The compositions according to the present invention comprise from 0.1% to 50% by weight of the total composition of said short chain alkoxylated alcohols, preferably from 1% to 30%, most preferably from 1.5% to ~)0% .
The short chain alkoxylated alcohols herein are particularly suitable for the formulation of so-called concentrated cleaning compositions. Indeed, the short chain alkoxylated alcohols have a very high solubility in water, but they are also able to solubilize other conventional organic ingredients for cleaning compositions, such as perfumes. Thus, in an embodiment of the present invention, cleaning compositions are provided in a concentrated form, which only comprise from 1% to 80% by weight of the total composition of water, preferably from 30~ to 70%. Such compositions typically comprise from 0.1%
to 50% by weight of the total composition of said short chain alkoxylated alcohols, preferably from 5% to 30%.
WO94/21770 21 a 8 5 41 5 PCT~S94/027~
Some of said short chain alcohol ethoxylates have been found to provide superior neat grease cleaning, compared to other alcohol ethoxylates with longer chains. Thus, in another embodiment, the present invention encompasses the use of said surfactants for neat grease cleaning. As used herein, neat grease cleaning means the cleaning of greasy soils, using an aqueous solution comprising at least one of the surfactants according to the present invention, within the ranges above. Greasy soils are typically found in kitchens or bathrooms.
For use in neat cleaning, and when R is in the higher range, i.e. 10, it is preferred to use lower ethoxylation degre.s, typically 1 to 6. Preferred short chain alkoxylated alcohols for use in neat grease cleaning are those according to the formula hereinabove where R is a hydrocarbon chain from C6 to C8 and n is from 1 to 10.
Preferred short chain alcohol ethoxylates for neat grease cleaning are the surfactants according to the formula above where R is a C6 hydrocarbon chain and n is 4 or 6 (C6EO4 and C6EO6); or R is a C8 hydrocarbon chain and n is 4 or 6 (C8EO4 and C8EO6); or R is a C8 hydrocarbon chain and n is 10 (C8EO10).
Some of the short chain alcohol ethoxylates herein have also been found to provide superior dilute grease cleaning, compared to solvents. Therefore, in a further embodiment, the present invention encompasses the use of said surfactants for dilute grease cleaning. As used herein, dilute grease cleaning means the cleaning of greasy soils using an aqueous solution comprising a surfactant according to the present invention, in the ranges described above, but which is diluted typically in 10 to 150 times its weight in water before it is used to clean the greasy soils. Dilute cleaning compositions and conditions have been described for instance in EP 503 219.
W094/21770 ~ 6 PCT~S94/027~
Suitable short chain alkoxylated alcohols for use in dilute grease cleaning are those according to the formula hereinabove where R a hydrocarbon chain from C8 to ClO, and n is from 1 to lO. For dilute cleaning, it has been found that for a given R group, it is preferred to use higher ethoxylation degrees. Preferred short chain alkoxylated alcohols herein for dilute grease cleaning are those according to the formula herein above where R is a C8 hydrocarbon chain and n is of from 4 to lO, preferably 4, 6 or lO (C8EO4, C8EO6, C8EOlO), R is a ClO hydrocarbon and n ranges from 3 to 6 or n is lO (ClOEO3, ClOEO4, ClOEO5, ClOEO6, ClOEO10), as well as a mixture of surfactants where R is a ClO hydrocarbon and a C8 hydrocarbon and n is 5 (C8-lOEO5), or n is 8 (C8-ClOEO8~.
Furthermore, some of the short chain alcohol ethoxylates herein have been found to be particularly efficient in cleaning soap scum, compared to other alkoxylated alcohols with longer chains. Accordingly, in a further embodiment, the present invention encompasses the use of said surfactants for cleaning soap scum. Soap scum, which is mainly found in bathroom is quite peculiar in its composition and traditionally leads detergent manufacturers to formulate specialty cleaning products for bathroom environment. The present invention is thus particularly applicable to the formulation of such specialty products.
Suitable short chain alkoxylated alcohols for use in cleaning soap scum are those wherein, in the formula hereinabove, R a hydrocarbon chain from C8 to ClO, and n is from 1 to lO. When R is in the higher range, i.e. towards lO, it is preferred to use lower ethoxylation degrees, typically 1 to 6. Preferred alkoxylated alcohols for cleaning soap scum are those where, in the formula hereinabove, R is a C8 hydrocarbon chain and n is of from 4 to lO, preferably 4, 6 or lO (C8EO4, C8EO6, C8EOlO), R is a ClO hydrocarbon and n ranges from 3 to 6 (ClOEO3, ClOEO4, W094/21770 PCT~S94/027~
~1585~1 7 ClOEO5, ClOEO6), as well as a mixture of surfactants where R is a ClO hydrocarbon and a C8 hydrocarbon and n is 5 (C8-lOEO5), or n is 8 (C8-ClOEO8).
Furthermore, some of the short chain alcohol ethoxylates herein have been found to be of particular interest as they produce very limited sudsing or foaming compared to other alcohol ethoxylates. Accordingly, in a further embodiment, the present invention encompasses the use of said surfactants as low foaming surfactants. Low foaming surfactants are usually of interest for heavy duty laundry detergents, but also for hard surface cleaners which are designed to be used as no-rinse products in dilute form.
The surfactants within the present invention which have been found to produce low foaming are those according to the formula herein above where R is a C6 to ClO hydrocarbon chain and n is of from 1 to lO. Preferred low foaming surfactants herein are those where R is a C6 hydrocarbon chain and n is 4 or 6 (C6EO4, C6EO6); or R is a C8 hydrocarbon chain and n is 4, 6 or lO (C8EO4, C8EO6, C8EOlO), R is a ClO hydrocarbon and n ranges from 3 to 6 (ClOEO3, ClOEO4, ClOEO5, ClOEO6), as well as a mixture of surfactants where R is a ClO hydrocarbon and a C8 hydrocarbon and n is 5 (C8-lOEO5), or n is 8 (C8-ClOEO8);
or mixtures thereof.
Furthermore, some of the short chain alcohol ethoxylates herein have been found to be of particular interest as they are particularly mild to the skin. Accordingly, the present invention encompasses the use of said surfactants as skin mild surfactants. Mildness to the skin is quite an advantage when formulating products which are bound to be in contact with the user's skin. Such is the case for dishwashing compositions, or hard surface cleaning compositions. Skin mildness benefits are usually advertised when they exist in a qiven product.
WO94121770 PCT~S94/027 ~ 8 The surfactants within the present invention which have been found to be particularly mild to the skin are those according to the ~ormula herein above where R is a C6 to C8 hydrocarbon chain and n is of from 1 to 10. Preferred surfactants are those where R is a C6 hydrocarbon chain and n is 4 or 6 (C6E04, C6E06), or R is a C8 hydrocarbon chain and n is 4, 6 or 10, or mixtures thereof (C8E04, C8EO6, C8EO10).
The compositions according to the invention further comprise conventional ingredients selected from other nonionic, anionic, cationic and zwitterionic co-surfactants (from 0% to 30% by weight of the total composition, preferably from 1% to 20%), builders (from 0% to 20% by weight of the total composition, preferably from 1% to 10%), solvents (from 0% to 20% by weight of the total composition, preferably from 0% to 5%), non-hypochlorite bleaches (from 0% to 10% by weight of the total composition, preferably from 1% to 5%) and minors including dyes, perfumes, all of which are well known and extensively described in the art.
The exact formulation of the compositions according to the present invention depend on the end-use envisioned.
Mixtures of the short chain surfactants according to the present invention can also be used in order to combine several benefits. Compositions according to the present invention can be formulated indifferently as alkaline and acidic hard surface cleaners, dishwashing products or laundry detergents.
The present invention will be further illustrated by the following examples.
-WO94121770 2158 3 ~1 9 PCT~S941027 Examples The following compositions are made by mixing the listed ingredients in the listed proportions.
Inqredients: Weiqht %
l 2 3 ~ S
C8E04 2.5 - 2.0 4.0 20 C8EOl0 - 4.0 Lutensol AO30 ~ - - - 2.0 20 Lutensol AO7 ~ - - - l.0 Na Paraffin Sulfonate - - - 3.0 Fatty Acid - - - 0.4 Citric Acid 5.5 5.5 3.0 2.0 3 Triethanolamine l.9 l.9 - l.0 MEA up to pH - - - - 7 Ammonia up to pH 3.5 3.5 2.0 NaOH up to pH - - - l0.S
Water and minors ----------- up to 100% --------------Lutensol AO30 is Cl3-15(EO)30 Lutensol AO7 is Cl3-15(EO)7 MEA stands for monoethanolamine.
Compositions l and 2 hereinabove are particularly efficient in removing soapscum and are therefore particularly suitable as a bathroom cleaner. Composition 3 is particularly effective in providing low suds. Composition 4 is particularly effective on dilute and neat grease cleaning. Composition 5 is a concentrated composition.
Technical field The present invention relates to cleaning compositions.
Although the present invention applies primarily to hard surface cleaning compositions, it may also be of interest for other cleaning compositions including dishwashing and laundry detergent compositions.
Back~round A variety of cleaning compositions have been described in the art. There is a constant strive for the development of cleaning compositions with better performance in several respects. Better cleaning on all soils, including greasy soils and soap scum is of course a principal object, both for neat and diluted compositions which are often used in 2~5~5 ~ ~
WO94/21770 PCT~S94/027~
the cleaning of hard surfaces. However other properties are also highly desirable, particularly mildness to the skin, the ability to remove soap scum and to produce limited suds.
All such objects can be independently achieved by using various ingredients which are generally added for a specific purpose. For instance silicone oils are typically added solely to control sudsing. Another example is the use of solvents to boost neat cleaning. While such additives meet the desired object, they also grief the cost of formulating efficient cleaning compositions.
It has now been found that certain nonionic surfactants, namely alkoxylated alcohols with a short alkyl chain in the alcohol, hereinafter short chain alkoxylated alcohols, meet the above objects. Indeed, it has been found that said short chain alkoxylated alcohols are particularly efficient in cleaning. Such short chain alkoxylated alcohols further meet the other objects of providing surfactants which are low foaming and which are mild to the skin. Another advantage is that such short chain alkoxylated alcohols are particularly suitable for formulating concentrated cleaning compositions.
EP 125 854 discloses a composition comprising 2.7% of C8EO4.8 together with 14.2% of ammonium C11.8 linear alkyl benzene sulphonate, 10.4 of ammonium C12-13 alkyl ethoxylated sulphate, 8.6% magnesium C12-13 alkyl sulphate, 4.0% coconut monoethanolamide and 9.1% ethanol and water.
EP 125 854 however fails to draw the difference between long and short chain nonionic surfactants.
EP 496 188 discloses an aqueous solution comprising 3% of C8EO6 and 8% maleic acid. EP 486 188 does not draw the difference between long and short chain nonionic surfactants.
5 ~
Summary of the invention The present invention encompasses an aqueous cleaning composition comprising a nonionic surfactant and cleaning ingredients selected from anionic, cationic, zwitterionic and nonionic co-surfactants, builders, solvents, bleaches and minors including dyes, perfumes, or mixtures thereof, wherein said nonionic surfactant is a short chain alkoxylated alcohol according to the formula RO(A)nH, wherein R is a C6 to C10 hydrocarbon chain, A is ethylene oxide or propylene oxide, and n is from 1 to 10, or mixtures thereof, with the exclusion of compositions comprising 8~ maleic acid and 3~ of said short chain nonionic surfactant where R is C8 and n is 6, and with the exclusion of compositions comprising 2.7~ of said short chain surfactants wherein R is C8 and n is 4.8 and 14.2~ of ammonium C11.8 linear alkyl benzene sulphonate and 10.4 of ammonium C12-13 alkyl ethoxylated sulphate and 8.6~ magnesium C12-13 alkyl sulphate and 4.0% coconut monoethanolamide and 9.1 ethanol and water.
The present invention also encompasses such compositions in a concentrated form, the use of said surfactants for neat grease cleaning, for dilute grease cleaning and for soap scum cleaning.
The present invention further encompasses the use of said surfactants as skin mild surfactants and as low foaming surfactants.
Detailed descriPtion of the invention In a main embodiment, the present invention encompasses aqueous compositions which comprise conventional cleaning ingredients and a short chain alkoxylated alcohol surfactant.
The short chain nonionic surfactants for use herein are alkoxylated alcohols according to the formula RO(A)nH, wherein R is a C6 to C10 hydrocarbon chain and n, representing the average alkoxylation degree, is from 1 to 10, or mixtures thereof. R is indifferently straight or branched. A is ethylene oxide or propylene oxide or mixtures thereof. similar nonionic surfactants which have longer R groups than those of the present invention are known in the art and are commonly used in cleaning B' W094/2l770 PCT~S94/027~
5 4~ 4 compositions. The present invention is based on the finding that alkoxylated alcohols with shorter R groups provide better cleaning, as well as the multiple benefits described herein.
Suitable surfactants for use herein can be readily made by condensing alcohols having the desired chain length with propylene or ethylene oxide, or mixtures thereof, as disclosed in the art for alkoxylated alcohols with longer chains. Suitable short chain alkoxylated alcohols for use herein are also commercially available from several suppliers, for instance Dehydol 04 ~ from Henkel (C8E04), Mergital C4 ~ from Sidobre (C8E04), and Imbentin AG/810/050 and AG/810/080 ~ from Kolb (respectively C8-lOE05 and C8-lOE08).
The compositions according to the present invention comprise from 0.1% to 50% by weight of the total composition of said short chain alkoxylated alcohols, preferably from 1% to 30%, most preferably from 1.5% to ~)0% .
The short chain alkoxylated alcohols herein are particularly suitable for the formulation of so-called concentrated cleaning compositions. Indeed, the short chain alkoxylated alcohols have a very high solubility in water, but they are also able to solubilize other conventional organic ingredients for cleaning compositions, such as perfumes. Thus, in an embodiment of the present invention, cleaning compositions are provided in a concentrated form, which only comprise from 1% to 80% by weight of the total composition of water, preferably from 30~ to 70%. Such compositions typically comprise from 0.1%
to 50% by weight of the total composition of said short chain alkoxylated alcohols, preferably from 5% to 30%.
WO94/21770 21 a 8 5 41 5 PCT~S94/027~
Some of said short chain alcohol ethoxylates have been found to provide superior neat grease cleaning, compared to other alcohol ethoxylates with longer chains. Thus, in another embodiment, the present invention encompasses the use of said surfactants for neat grease cleaning. As used herein, neat grease cleaning means the cleaning of greasy soils, using an aqueous solution comprising at least one of the surfactants according to the present invention, within the ranges above. Greasy soils are typically found in kitchens or bathrooms.
For use in neat cleaning, and when R is in the higher range, i.e. 10, it is preferred to use lower ethoxylation degre.s, typically 1 to 6. Preferred short chain alkoxylated alcohols for use in neat grease cleaning are those according to the formula hereinabove where R is a hydrocarbon chain from C6 to C8 and n is from 1 to 10.
Preferred short chain alcohol ethoxylates for neat grease cleaning are the surfactants according to the formula above where R is a C6 hydrocarbon chain and n is 4 or 6 (C6EO4 and C6EO6); or R is a C8 hydrocarbon chain and n is 4 or 6 (C8EO4 and C8EO6); or R is a C8 hydrocarbon chain and n is 10 (C8EO10).
Some of the short chain alcohol ethoxylates herein have also been found to provide superior dilute grease cleaning, compared to solvents. Therefore, in a further embodiment, the present invention encompasses the use of said surfactants for dilute grease cleaning. As used herein, dilute grease cleaning means the cleaning of greasy soils using an aqueous solution comprising a surfactant according to the present invention, in the ranges described above, but which is diluted typically in 10 to 150 times its weight in water before it is used to clean the greasy soils. Dilute cleaning compositions and conditions have been described for instance in EP 503 219.
W094/21770 ~ 6 PCT~S94/027~
Suitable short chain alkoxylated alcohols for use in dilute grease cleaning are those according to the formula hereinabove where R a hydrocarbon chain from C8 to ClO, and n is from 1 to lO. For dilute cleaning, it has been found that for a given R group, it is preferred to use higher ethoxylation degrees. Preferred short chain alkoxylated alcohols herein for dilute grease cleaning are those according to the formula herein above where R is a C8 hydrocarbon chain and n is of from 4 to lO, preferably 4, 6 or lO (C8EO4, C8EO6, C8EOlO), R is a ClO hydrocarbon and n ranges from 3 to 6 or n is lO (ClOEO3, ClOEO4, ClOEO5, ClOEO6, ClOEO10), as well as a mixture of surfactants where R is a ClO hydrocarbon and a C8 hydrocarbon and n is 5 (C8-lOEO5), or n is 8 (C8-ClOEO8~.
Furthermore, some of the short chain alcohol ethoxylates herein have been found to be particularly efficient in cleaning soap scum, compared to other alkoxylated alcohols with longer chains. Accordingly, in a further embodiment, the present invention encompasses the use of said surfactants for cleaning soap scum. Soap scum, which is mainly found in bathroom is quite peculiar in its composition and traditionally leads detergent manufacturers to formulate specialty cleaning products for bathroom environment. The present invention is thus particularly applicable to the formulation of such specialty products.
Suitable short chain alkoxylated alcohols for use in cleaning soap scum are those wherein, in the formula hereinabove, R a hydrocarbon chain from C8 to ClO, and n is from 1 to lO. When R is in the higher range, i.e. towards lO, it is preferred to use lower ethoxylation degrees, typically 1 to 6. Preferred alkoxylated alcohols for cleaning soap scum are those where, in the formula hereinabove, R is a C8 hydrocarbon chain and n is of from 4 to lO, preferably 4, 6 or lO (C8EO4, C8EO6, C8EOlO), R is a ClO hydrocarbon and n ranges from 3 to 6 (ClOEO3, ClOEO4, W094/21770 PCT~S94/027~
~1585~1 7 ClOEO5, ClOEO6), as well as a mixture of surfactants where R is a ClO hydrocarbon and a C8 hydrocarbon and n is 5 (C8-lOEO5), or n is 8 (C8-ClOEO8).
Furthermore, some of the short chain alcohol ethoxylates herein have been found to be of particular interest as they produce very limited sudsing or foaming compared to other alcohol ethoxylates. Accordingly, in a further embodiment, the present invention encompasses the use of said surfactants as low foaming surfactants. Low foaming surfactants are usually of interest for heavy duty laundry detergents, but also for hard surface cleaners which are designed to be used as no-rinse products in dilute form.
The surfactants within the present invention which have been found to produce low foaming are those according to the formula herein above where R is a C6 to ClO hydrocarbon chain and n is of from 1 to lO. Preferred low foaming surfactants herein are those where R is a C6 hydrocarbon chain and n is 4 or 6 (C6EO4, C6EO6); or R is a C8 hydrocarbon chain and n is 4, 6 or lO (C8EO4, C8EO6, C8EOlO), R is a ClO hydrocarbon and n ranges from 3 to 6 (ClOEO3, ClOEO4, ClOEO5, ClOEO6), as well as a mixture of surfactants where R is a ClO hydrocarbon and a C8 hydrocarbon and n is 5 (C8-lOEO5), or n is 8 (C8-ClOEO8);
or mixtures thereof.
Furthermore, some of the short chain alcohol ethoxylates herein have been found to be of particular interest as they are particularly mild to the skin. Accordingly, the present invention encompasses the use of said surfactants as skin mild surfactants. Mildness to the skin is quite an advantage when formulating products which are bound to be in contact with the user's skin. Such is the case for dishwashing compositions, or hard surface cleaning compositions. Skin mildness benefits are usually advertised when they exist in a qiven product.
WO94121770 PCT~S94/027 ~ 8 The surfactants within the present invention which have been found to be particularly mild to the skin are those according to the ~ormula herein above where R is a C6 to C8 hydrocarbon chain and n is of from 1 to 10. Preferred surfactants are those where R is a C6 hydrocarbon chain and n is 4 or 6 (C6E04, C6E06), or R is a C8 hydrocarbon chain and n is 4, 6 or 10, or mixtures thereof (C8E04, C8EO6, C8EO10).
The compositions according to the invention further comprise conventional ingredients selected from other nonionic, anionic, cationic and zwitterionic co-surfactants (from 0% to 30% by weight of the total composition, preferably from 1% to 20%), builders (from 0% to 20% by weight of the total composition, preferably from 1% to 10%), solvents (from 0% to 20% by weight of the total composition, preferably from 0% to 5%), non-hypochlorite bleaches (from 0% to 10% by weight of the total composition, preferably from 1% to 5%) and minors including dyes, perfumes, all of which are well known and extensively described in the art.
The exact formulation of the compositions according to the present invention depend on the end-use envisioned.
Mixtures of the short chain surfactants according to the present invention can also be used in order to combine several benefits. Compositions according to the present invention can be formulated indifferently as alkaline and acidic hard surface cleaners, dishwashing products or laundry detergents.
The present invention will be further illustrated by the following examples.
-WO94121770 2158 3 ~1 9 PCT~S941027 Examples The following compositions are made by mixing the listed ingredients in the listed proportions.
Inqredients: Weiqht %
l 2 3 ~ S
C8E04 2.5 - 2.0 4.0 20 C8EOl0 - 4.0 Lutensol AO30 ~ - - - 2.0 20 Lutensol AO7 ~ - - - l.0 Na Paraffin Sulfonate - - - 3.0 Fatty Acid - - - 0.4 Citric Acid 5.5 5.5 3.0 2.0 3 Triethanolamine l.9 l.9 - l.0 MEA up to pH - - - - 7 Ammonia up to pH 3.5 3.5 2.0 NaOH up to pH - - - l0.S
Water and minors ----------- up to 100% --------------Lutensol AO30 is Cl3-15(EO)30 Lutensol AO7 is Cl3-15(EO)7 MEA stands for monoethanolamine.
Compositions l and 2 hereinabove are particularly efficient in removing soapscum and are therefore particularly suitable as a bathroom cleaner. Composition 3 is particularly effective in providing low suds. Composition 4 is particularly effective on dilute and neat grease cleaning. Composition 5 is a concentrated composition.
Claims (22)
1. An aqueous cleaning composition comprising a nonionic surfactant and cleaning ingredients selected from anionic, cationic, zwitterionic and nonionic co-surfactants, builders, solvents, bleaches and minors including dyes, perfumes, or mixtures thereof, wherein said nonionic surfactant is a short chainalkoxylated alcohol according to the formula RO(A)nH, wherein R is a C6 to C10 hydrocarbon chain, A is ethylene oxide or propylene oxide, and n is from 1 to 10, or mixtures thereof, with the exclusion of compositions comprising 8%
maleic acid and 3% of said short chain nonionic surfactant where R is C8 and n is 6, and with the exclusion of compositions comprising 2.7% of said short chain surfactants wherein R is C8 and n is 4.8 and 14.2% of ammonium C11.8 linear alkyl benzene sulphonate and 10.4 of ammonium C12-13 alkyl ethoxylated sulphate and 8.6% magnesium C12-13 alkyl sulphate and 4.0%
coconut monoethanolamide and 9.1% ethanol and water.
maleic acid and 3% of said short chain nonionic surfactant where R is C8 and n is 6, and with the exclusion of compositions comprising 2.7% of said short chain surfactants wherein R is C8 and n is 4.8 and 14.2% of ammonium C11.8 linear alkyl benzene sulphonate and 10.4 of ammonium C12-13 alkyl ethoxylated sulphate and 8.6% magnesium C12-13 alkyl sulphate and 4.0%
coconut monoethanolamide and 9.1% ethanol and water.
2. A composition according to claim 1 which comprises from about 0.1% to about 50% by weight of the total composition of said short chain alkoxylated alcohol, or mixtures thereof.
3. A composition according to claim 2 comprising from about 1% to about 30% of said short chain alkoxylated alcohol, or mixtures thereof.
4. A composition according to claim 1 which is in a concentrated form in that itcomprises only from about 30% to about 70% by weight of the total composition of water, and from about 5% to about 30% by weight of the total composition of said short chain alkoxylated alcohol.
5. The use of a short chain alkoxylated alcohol according to the formula RO(A)nH, wherein R is a C6 to C8 hydrocarbon chain, A is ethylene oxide or propylene oxide, and n is from 1 to 10, or mixtures thereof, for neat grease cleaning.
6. The use of a short chain alkoxylated alcohol according to the formula RO(A)nH, wherein R is a C6 to C8 hydrocarbon chain and n is from 1 to 10, or mixtures thereof, as skin mild surfactants.
7. The use of a short chain alkoxylated alcohol according to the formula RO(A)nH, wherein R is a C6 to C10 hydrocarbon chain and n is from 1 to 10, or mixtures thereof, as low foaming surfactants.
8. A composition according to claim 1 wherein in said formula R is a C6 and n is 4 or 6 (C6EO4 and C6EO6); or R is a C8 and n is 4 or 6 or 10 (C8EO4, C8EO6 and C8EO10); or mixtures thereof.
9. The use according to claim 5 wherein in said formula R is a C6 and n is 4 or 6(C6EO4 and C6EO6); or R is a C8 and n is 4 or 6 or 10 (C8EO4, C8EO6 and C8EO10); or mixtures thereof.
10. The use according to claim 6 wherein in said formula R is a C6 and n is 4 or 6 (C6EO4,C6EO6); or R is a C8 and n is 4,6 or 10 (C8EO4,C8EO6, C8EO10), or mixtures thereof.
11. A composition according to claim 1 wherein, in said formula, R is a C6 hydrocarbon chain and n is 4 or 6 (C6EO4, C6EO6); or R is a C8 hydrocarbon chain and n is 4,6 or 10 (C8EO4, C8EO6, C8EO10), R is a C10 hydrocarbon and n ranges from 3 to 6 (C10EO3,C10EO4,C10EO5, C10EO6), as well as a mixture of surfactants where R is a C10 hydrocarbon and a C8 hydrocarbon and n is 5(C8-10EO5), or n is 8 (C8-C10EO8); or mixtures thereof.
12. The use according to claim 7 wherein in said formula, R is a C6 hydrocarbon chain and n is 4 or 6 (C6EO4, C6EO6); or R is a C8 hydrocarbon and n is 4,6 or 10 (C8EO4,C8EO6,C8EO10), R is a C10 hydrocarbon and n ranges from 3 to 6(C10EO3,C10EO4,C10EO5, C10EO6), as well as a mixture of surfactants where R is a C10 hydrocarbon and a C8 hydrocarbon and n is 5(C8-10EO5), or n is 8 (C8-C10EO8); or mixtures thereof.
13. The use of a short chain alkoxylated alcohol according to the formula RO(A)nH, wherein R a hydrocarbon chain from C8 to C10, A is ethylene oxide or propylene oxide and n is of from 1 to 10, or mixtures thereof, for dilute grease cleaning.
14. A composition according to claim 1 wherein in said formula, R is a C8 hydrocarbon chain and n is of from 4 to 10, R is a C10 hydrocarbon and n ranges from 3 to 6 or 10 (C10EO3, C10EO4, C10EO5, C10EO6, C10EO10), as well as a mixture of surfactants where R is a C10 hydrocarbon and a C8 hydrocarbon and n is 5 (C8-10EO5), or n is 8 (C8-C10EO8).
15. A composition according to claim 1 wherein in said formula R is a C8 hydrocarbon chain and n is of 4, 6 or 10, (C8EO4,C8EO6,C8EO10), R is a C10 hydrocarbon and n ranges from 3 to 6 or 10 (C10EO3, C10EO4, C10EO5, C10EO6, C10EO10), as well as a mixture of surfactants where R
is a C10 hydrocarbon and a C8 hydrocarbon and n is 5(C8-10EO5), or n is 8(C8-C10EO8).
is a C10 hydrocarbon and a C8 hydrocarbon and n is 5(C8-10EO5), or n is 8(C8-C10EO8).
16. The use according to claim 13 wherein in said formula R is a C8 hydrocarbon chain and n is of from 4 to 10 R is a C10 hydrocarbon and n ranges from 3 to 6 or 10 (C10EO3, C10EO4, C10EO5, C10EO6, C10EO10), as well as a mixture of surfactans where R is a C10 hydrocarbon and a C8 hydrocarbon and n is 5(C8-10EO5), or n is 8 (C8-C10EO8).
17. The use according to claim 13 wherein in said formula R is a C8 hydrocarbon chain and n is of 4,6 or 10, (C8E04,C8E06,C8E010),R is a C10 hydrocarbon and n ranges from 3 to 6 or 10 (C10EO3, C10EO4, C10EO5,C10EO6,C10EO10), as well as a mixture of surfactants where R
is a C10 hydrocarbon and a C8 hydrocarbon and n is 5(C8-10EO5), or n is 8 (C8-C10EO8).
is a C10 hydrocarbon and a C8 hydrocarbon and n is 5(C8-10EO5), or n is 8 (C8-C10EO8).
18. The use of a short chain alkoxylated alcohol according to the formula RO(A)nH, wherein R is a hydrocarbon chain, A is ethylene oxide or propylene oxide and n is of from 1 to 10, or mixtures thereof, for soap scum cleaning.
19. A composition according to claim 1 wherein in said formula, R is a C8 hydrocarbon chain and n is of from 4 to 10, R is a C10 hydrocarbon and n ranges from 3 to 6 (C10EO3, C10EO4, C10EO5, C10EO6), as well as a mixture of surfactants where R is a C10 hydrocarbon and a C8 hydrocarbon and n is 5(C8-10EO5), or n is 8(C8-C10EO8).
20. A composition according to claim 1 wherein in said formula R is a C8 hydrocarbon chain and n is 4, 6 or 10 (C8E04, C8E06, C8E010), R is a C10 hydrocarbon and n ranges from 3 to 6 (C10EO3,C10EO4,C10EO5, C10EO6), as well as a mixture of surfactants where R is a C10 hydrocarbon and a C8 hydrocarbon and n is 5 (C8-10EO5), or n is 8 (C8-C10EO8).
21. The use according to claim 18 wherein in said formula, R is a C8 hydrocarbon chain and n is of from 4 to 10, R is a C10 hydrocarbon and n ranges from 3 to 6 (C10EO3,C10EO4,C10EO5,C10EO6), as well as a mixture of surfactants where R is a C10 hydrocarbon and a C8 hydrocarbon and n is 5(C8-10EO5), or n is 8(C8-C10E08).
22. The use according to claim 18 wherein in said formula R is a C8 hydrocarbon chain and n is 4, 6 or 10 (C8E04,C8E06,C8E010), R is a C10 hydrocarbon and n ranges from 3 to 6 (C10EO3, C10EO4, C10EO5, C10EO6), as well as a mixture of surfactants where R is a C10 hydrocarbon and a C8 hydrocarbon and n is 5(C8-10EO5), or n is 8 (C8-C10EO8).
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP93870050A EP0616028A1 (en) | 1993-03-19 | 1993-03-19 | Cleaning compositions with short chain nonionic surfactants |
| EP93870050.7 | 1993-03-19 | ||
| PCT/US1994/002746 WO1994021770A1 (en) | 1993-03-19 | 1994-03-14 | Cleaning compositions with short chain nonionic surfactants |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2158541A1 CA2158541A1 (en) | 1994-09-29 |
| CA2158541C true CA2158541C (en) | 1999-05-18 |
Family
ID=8215328
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002158541A Expired - Fee Related CA2158541C (en) | 1993-03-19 | 1994-03-14 | Cleaning compositions with short chain nonionic surfactants |
Country Status (12)
| Country | Link |
|---|---|
| EP (1) | EP0616028A1 (en) |
| JP (1) | JPH08507825A (en) |
| KR (1) | KR960701185A (en) |
| CN (1) | CN1122612A (en) |
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| BR (1) | BR9406012A (en) |
| CA (1) | CA2158541C (en) |
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| MA (1) | MA23136A1 (en) |
| NO (1) | NO953502D0 (en) |
| NZ (1) | NZ263930A (en) |
| WO (1) | WO1994021770A1 (en) |
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| EP0616027A1 (en) * | 1993-03-19 | 1994-09-21 | The Procter & Gamble Company | Concentrated cleaning compositions |
| US5767055A (en) * | 1996-02-23 | 1998-06-16 | The Clorox Company | Apparatus for surface cleaning |
| JP3464593B2 (en) * | 1997-07-08 | 2003-11-10 | ライオン株式会社 | Liquid detergent composition |
| EP1129173A2 (en) * | 1998-11-12 | 2001-09-05 | Colgate-Palmolive Company | Microemulsion liquid cleaning composition containing a short chain amphiphile |
| CA2300456C (en) | 1999-03-12 | 2004-05-11 | Pfizer Products Inc. | Compositions comprising a potassium salt active ingredient, including oral compositions for reducing dental nerve and dentin sensitivity comprising a non-menthol flavoring |
| EP1503976B1 (en) | 2002-04-26 | 2010-03-31 | Basf Se | C sb 10 /sb -ALKANOLALKOXYLATE MIXTURES AND THE USE THEREOF |
| ES2299717T5 (en) | 2002-04-26 | 2017-05-03 | Basf Se | C10-alkanolalkoxylates and their use |
| DE102004034646A1 (en) | 2004-07-16 | 2006-02-16 | Basf Ag | Method for accelerating the wetting in paints |
| US7541321B2 (en) | 2006-07-26 | 2009-06-02 | Innovation Services, Inc. | Water soluble barrier film conformal coating composition |
| JP5366821B2 (en) * | 2006-12-14 | 2013-12-11 | ビーエーエスエフ ソシエタス・ヨーロピア | Nonionic emulsifiers for emulsion concentrates for spontaneous emulsification |
| DE102007019458A1 (en) | 2007-04-25 | 2008-10-30 | Basf Se | Phosphate-free machine dishwashing detergent with excellent rinse performance |
| DE102007019457A1 (en) * | 2007-04-25 | 2008-10-30 | Basf Se | Machine dishwashing detergent with excellent rinse performance |
| DE102008029939A1 (en) * | 2008-06-26 | 2009-12-31 | Henkel Ag & Co. Kgaa | Dirt-repellent detergent |
| TW201031743A (en) | 2008-12-18 | 2010-09-01 | Basf Se | Surfactant mixture comprising branched short-chain and branched long-chain components |
| WO2011003904A1 (en) | 2009-07-10 | 2011-01-13 | Basf Se | Surfactant mixture having short- and long-chained components |
| DE102010055743A1 (en) * | 2010-12-22 | 2012-06-28 | Clariant International Ltd. | Compositions containing secondary paraffin sulfonate and alcohol alkoxylate |
| DE102010055742A1 (en) * | 2010-12-22 | 2012-06-28 | Clariant International Ltd. | Compositions containing secondary paraffin sulfonate and alcohol alkoxylate |
| AU2014372605A1 (en) * | 2013-12-23 | 2016-06-16 | Akzo Nobel Chemicals International B.V. | A method for scouring wool |
| CN106701351A (en) * | 2015-11-12 | 2017-05-24 | 艺康美国股份有限公司 | Low-foaming vessel cleaning agent and mixed cationic/nonionic surfactant system for enhancing removal of oil-containing dirt |
| EP3418358B1 (en) | 2017-06-22 | 2019-08-28 | The Procter & Gamble Company | Cleaning product |
| EP3418360B1 (en) | 2017-06-22 | 2019-08-28 | The Procter & Gamble Company | Sprayable cleaning composition |
| CN107446719A (en) * | 2017-08-25 | 2017-12-08 | 中山市优贝科技股份有限公司 | Car surface cleaning agent and preparation method thereof |
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|---|---|---|---|---|
| DE2257642A1 (en) * | 1972-11-24 | 1974-06-20 | Basf Ag | BIODEGRADABLE DETERGENTS AND DETERGENTS |
| PH14838A (en) * | 1974-03-21 | 1981-12-16 | Procter & Gamble | Detergent composition |
| CA1080576A (en) * | 1976-02-02 | 1980-07-01 | Charles H. Nicol | Nonionic surfactant-containing detergent composition with cellulose ether |
| FR2345513A1 (en) * | 1976-03-24 | 1977-10-21 | Rhone Poulenc Ind | TENSIO-ACTIVE COMPOSITION BASED ON NON-IONIC SURFACTANTS |
| DE2939810A1 (en) * | 1979-10-01 | 1981-04-16 | Henkel KGaA, 4000 Düsseldorf | SPRAY CLEANER SUITABLE FOR TEXTILE TREATMENT |
| GB8313348D0 (en) * | 1983-05-14 | 1983-06-22 | Procter & Gamble Ltd | Liquid detergent compositions |
| DE3530623A1 (en) * | 1985-08-28 | 1987-03-12 | Henkel Kgaa | Demulsifying detergent with surface moisturizing effect |
| GB8609806D0 (en) * | 1986-04-22 | 1986-05-29 | Unilever Plc | Cleaning composition |
| US4772415A (en) * | 1986-12-22 | 1988-09-20 | Adone Donald J | Heavy duty degreaser composition and method of use |
| DE3815291A1 (en) * | 1988-05-05 | 1989-11-23 | Basf Ag | WAFER ACID CLEANSER FORMULATIONS |
| ES2108040T3 (en) * | 1991-01-22 | 1997-12-16 | Procter & Gamble | COMPOSITION TO ELIMINATE CALCIUM CARBON CRUST. |
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1993
- 1993-03-19 EP EP93870050A patent/EP0616028A1/en not_active Withdrawn
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1994
- 1994-03-14 WO PCT/US1994/002746 patent/WO1994021770A1/en active Application Filing
- 1994-03-14 JP JP6521159A patent/JPH08507825A/en active Pending
- 1994-03-14 CA CA002158541A patent/CA2158541C/en not_active Expired - Fee Related
- 1994-03-14 CN CN94192051A patent/CN1122612A/en active Pending
- 1994-03-14 NZ NZ263930A patent/NZ263930A/en unknown
- 1994-03-14 KR KR1019950703979A patent/KR960701185A/en not_active Application Discontinuation
- 1994-03-14 AU AU65194/94A patent/AU6519494A/en not_active Abandoned
- 1994-03-14 BR BR9406012A patent/BR9406012A/en not_active Application Discontinuation
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1995
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- 1995-09-18 FI FI954395A patent/FI954395A0/en unknown
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1998
- 1998-07-06 AU AU74176/98A patent/AU7417698A/en not_active Abandoned
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| KR960701185A (en) | 1996-02-24 |
| NO953502L (en) | 1995-09-06 |
| CN1122612A (en) | 1996-05-15 |
| FI954395A (en) | 1995-09-18 |
| AU7417698A (en) | 1998-10-01 |
| BR9406012A (en) | 1996-01-02 |
| NZ263930A (en) | 1998-03-25 |
| AU6519494A (en) | 1994-10-11 |
| JPH08507825A (en) | 1996-08-20 |
| FI954395A0 (en) | 1995-09-18 |
| WO1994021770A1 (en) | 1994-09-29 |
| MA23136A1 (en) | 1994-10-01 |
| EP0616028A1 (en) | 1994-09-21 |
| NO953502D0 (en) | 1995-09-06 |
| CA2158541A1 (en) | 1994-09-29 |
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