WO2005019399A1 - Cleaning concentrate - Google Patents
Cleaning concentrate Download PDFInfo
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- WO2005019399A1 WO2005019399A1 PCT/US2004/024827 US2004024827W WO2005019399A1 WO 2005019399 A1 WO2005019399 A1 WO 2005019399A1 US 2004024827 W US2004024827 W US 2004024827W WO 2005019399 A1 WO2005019399 A1 WO 2005019399A1
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/66—Non-ionic compounds
- C11D1/83—Mixtures of non-ionic with anionic compounds
- C11D1/8305—Mixtures of non-ionic with anionic compounds containing a combination of non-ionic compounds differently alcoxylised or with different alkylated chains
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/66—Non-ionic compounds
- C11D1/825—Mixtures of compounds all of which are non-ionic
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- 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
- C11D17/0017—Multi-phase liquid compositions
- C11D17/0021—Aqueous microemulsions
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/04—Carboxylic acids or salts thereof
-
- 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
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
- C11D1/22—Sulfonic acids or sulfuric acid esters; Salts thereof derived from aromatic compounds
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- 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
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/66—Non-ionic compounds
- C11D1/722—Ethers of polyoxyalkylene glycols having mixed oxyalkylene groups; Polyalkoxylated fatty alcohols or polyalkoxylated alkylaryl alcohols with mixed oxyalkylele groups
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/66—Non-ionic compounds
- C11D1/75—Amino oxides
Definitions
- the invention relates to cleaner/degreaser compositions and, more particularly, to stable cleaner/degreaser compositions that include a surfactant with an HLB less than 10, and an aryl ethoxylate. While not wishing to be held to any theory as to the nature of the cleaning and degreasing action of presently available compositions, it is believed that highly or infinitely water soluble organic solvents presently used in both retail as well as industrial and institutional cleaner/degreaser compositions are too hydrophilic in nature to function effectively in removing hydrophobic "oleophilic" soilants, especially in the presence of diluting water.
- the present invention relates to low HLB and aryl ethoxylate based cleaning compositions that are stable in concentrate and dilute use solution form.
- One embodiment of the invention includes a composition including: a surfactant having an HLB value from 1 to 10; and a compound of formula
- x is an integer from 2 to 6
- y is an integer from 0 to 5
- R is a bond or (C ⁇ -C 4 )alkylene
- Rj is a hydrogen, halo, aryl, (C ⁇ -C 4 )alkyl, heteroaryl, cycloalkyl, or heterocycyl
- R 2 is independently selected from hydrogen, halo, (C 1 -C )alkyl, (CrC ⁇ alkoxy, (C 2 -C 4 ) alkenylene.
- Another embodiment of the invention includes a method of forming a stable cleaning composition that includes combining: a surfactant having an HLB value from 1 to 10, (b) a compound of formula (I):
- x is an integer from 2 to 6
- y is an integer from 0 to 5
- R is a bond or
- Ri is hydrogen, halo, aryl, (C ⁇ -C 4 )alkyl, heteroaryl, cycloalkyl, or heterocycyl
- R 2 is independently selected from hydrogen, halo, (Cj-C 4 )alkyl, (d-C 4 )alkoxy, (C 2 -C 4 ) alkenylene, and a second surfactant having an HLB value greater than 10 forming a stable non- aqueous cleaning concentrate or water forming an aqueous cleaning concentrate.
- the terms "about” may include numbers that are rounded to the nearest significant figure.
- Weight percent, percent by weight, % by weight, and the like are synonyms that refer to the concentration of a substance as the weight of that substance divided by the weight of the composition and multiplied by 100.
- the recitation of numerical ranges by endpoints includes all numbers subsumed within that range (e.g. 1 to 5 includes 1, 1.5, 2, 2.75, 3, 3.80, 4, and 5).
- the singular forms "a”, “an”, and “the” include plural referents unless the content clearly dictates otherwise.
- reference to a composition containing "a compound” includes a mixture of two or more compounds.
- alkyl refers to a straight or branched chain monovalent hydrocarbon radical having a specified number of carbon atoms. Alkyl groups may be unsubstituted or substituted with substituents that do not interfere with the specified function of the composition and may be substituted once or twice with the same or different group. Substituents may include alkoxy, hydroxy, mercapto, amino, alkyl substituted amino, nitro, carboxy, carbanoyl, carbanoyloxy, cyano, methylsulfonylamino, or halo, for example.
- alkyl examples include, but are not limited to, methyl, ethyl, n-propyl, isopropyl, n-butyl, s-butyl, t-butyl, n-pentyl, n- hexyl, 3-methylpentyl, and the like.
- alkylene refers to a straight or branched chain divalent hydrocarbon radical having a specified number of carbon atoms. Alkylene groups include those with one to twenty carbon atoms. Alkylene groups may be unsubstituted or substituted with those substituents that do not interfere with the specified function of the composition.
- Substituents include alkoxy, hydroxy, mercapto, amino, alkyl substituted amino, or halo, for example.
- alkylene as used herein include, but are not limited to, methylene, ethylene, propane- 1,3 -diyl, propane- 1,2-diyl and the like.
- alkoxy refers to refers to a straight or branched chain monovalent hydrocarbon radical having a specified number of carbon atoms and a carbon-oxygen-carbon bond, may be unsubstituted or substituted with substituents that do not interfere with the specified function of the composition and may be substituted once or twice with the same or different group.
- Substituents may include alkoxy, hydroxy, mercapto, amino, alkyl substituted amino, nitro, carboxy, carbanoyl, carbanoyloxy, cyano, methylsulfonylamino, or halo, for example. Examples include, methoxy, ethoxy, propoxy, t-butoxy, and the like.
- alkenyl or alkenylene refers to a straight or branched chain divalent hydrocarbon radical having a specified number of carbon atoms and one or more carbon— carbon double bonds.
- Alkenylene groups may be unsubstituted or substituted with substituents that do not interfere with the specified function of the composition and may be substituted once or twice with the same or different group.
- Substituents may include alkoxy, hydroxy, mercapto, amino, alkyl substituted amino, nitro, carboxy, carbanoyl, carbanoyloxy, cyano, methylsulfonylamino, or halo, for example.
- alkenyl or “alkenylene” include, but are not limited to, ethene-l,2-diyl, propene- 1,3 -diyl, and the like.
- cycloalkyl refers to an alicyclic hydrocarbon group having a specified number of carbon atoms. Cycloalkyl groups include those with one to twelve carbon atoms. Cycloalkyl groups may be saturated or unsaturated, unsubstituted or substituted with those substituents that do not interfere with the specified function of the composition.
- Cycloalkyl may be substituted by halo, C C 6 alkyl, C ⁇ -C 6 alkoxy, C 2 -C 6 alkenyl, substituted alkyl, C Ce substituted alkoxy, substituted C 2 -C 6 alkenyl, substituted alkoxy, amino, nitro, cyano, carboxy, hydroxymethyl, aminomethyl, carboxymethyl, Ci-C 4 alkylthio, hydroxy, d-C 4 alkanoyloxy, carbamoyl, or halo-substituted C ⁇ -C 6 alkyl and may be substituted once or more with the same or different group.
- Such a cycloalkyl ring may be optionally fused to one or more of another heteroaryl ring(s), aryl ring(s), or cycloalkyl rings.
- cycloalkyl include, but are not limited to, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, or cyclooctyl, and the like.
- heterocyclic or “heterocyclyl” refers to a monovalent three to twelve-membered non-aromatic ring containing one or more heteroatomic substitutions independently selected from S, O, or N and having zero to five degrees of unsaturation.
- Heterocyclyl groups may be unsubstituted or substituted with those substituents that do not interfere with the specified function of the composition. Heterocyclyl may be substituted by halo, C Q alkyl, Ci-C ⁇ alkoxy, C 2 -C 6 alkenyl, substituted Ci-C 6 alkyl, C ⁇ -C 6 substituted alkoxy, substituted C 2 -C 6 alkenyl, substituted alkoxy, amino, nitro, cyano, carboxy, hydroxymethyl, aminomethyl, carboxymethyl, d-Q alkylthio, hydroxy, C 1 -C 4 alkanoyloxy, carbamoyl, or halo-substituted Ci-C 6 alkyl and may be substituted once or more with the same or different group.
- heterocyclic ring may be optionally fused to one or more of another heterocyclic ring(s), heteroaryl ring(s), aryl ring(s), or cycloalkyl rings.
- heterocyclic include, but are not limited to, tetrahydrofuryl, pyranyl, 1,4-dioxanyl, 1,3-dioxanyl, piperidinyl, pyrrolidinyl, morpholinyl, tetrahydrothiopyranyl, tetrahydrothiophenyl, and the like.
- aryl refers to monovalent unsaturated aromatic carbocyclic radicals having a single ring, such as phenyl, or multiple condensed rings, such as naphthyl or anthryl.
- Aryl groups may be unsubstituted or substituted with those substituents that do not interfere with the specified function of the composition.
- Aryl may be substituted by halo, CrC 6 alkyl, CrC 6 alkoxy, C 2 -C 6 alkenyl, substituted d-C ⁇ alkyl, d-
- Ci-C alkanoyloxy C 2 -C 6 alkenyl, substituted alkoxy, amino, nitro, cyano, carboxy, hydroxymethyl, aminomethyl, carboxymethyl, C ! -C 4 alkylthio, hydroxy, Ci-C alkanoyloxy, carbamoyl, or halo-substituted Ci-
- aryl may be optionally fused to one or more of another heterocyclic ring(s), heteroaryl ring(s), aryl ring(s), or cycloalkyl rings.
- aryl include, but are not limited to, phenyl, 2-naphthyl, 1- naphthyl, biphenyl, 2-hydroxyphenyl, 2-aminophenyl, 2-methoxyphenyl and the like.
- heteroaryl refers to a monovalent five to seven membered aromatic ring radical containing one or more heteroatoms independently selected from S, O, or N.
- Heteroaryl groups may be unsubstituted or substituted with those substituents that do not interfere with the specified function of the composition. Heteroaryl may be substituted by halo, Ci-C 6 alkyl, C t -C ⁇ alkoxy, C 2 -C 6 alkenyl, substituted C C ⁇ alkyl, Ci-C 6 substituted alkoxy, substituted C 2 -C 6 alkenyl, substituted alkoxy, amino, nitro, cyano, carboxy, hydroxymethyl, aminomethyl, carboxymethyl, C 1 -C 4 alkylthio, hydroxy, Ci-C 4 alkanoyloxy, carbamoyl, or halo-substituted C C 6 alkyl and may be substituted once or more with the same or different group.
- heteroaryl may be optionally fused to one or more of another heterocyclic ring(s), heteroaryl ring(s), aryl ring(s), or cycloalkyl rings.
- heteroaryl include, but are not limited to, furyl, thiophenyl, pyrrolyl, imidazolyl, pyrazolyl, triazolyl, tetrazolyl, thiazolyl, oxazolyl, isoxazolyl, oxadiazolyl, thiadiazolyl, isothiazolyl, pyridinyl, pyridazinyl, pyrazinyl, pyrimidinyl, quinolinyl, isoquinolinyl, benzofuryl, benzothiophenyl, indolyl, and indazolyl, and the like.
- halo and halogen refer to chloro, bromo, fluoro, and iodo.
- EO refers to ethylene oxide.
- PO refers to propylene oxide.
- HLB Hydrophilic Lipophilic Balance
- An HLB scale was derived as a means for comparing the relative hydrophilicity of amphiphilic molecules. Molecules with an HLB value of 10 or greater indicate that the molecule is hydrophilic and soluble in water. Molecules with an HLB value less than 10 indicate that the molecule is hydrophobic and insoluble in water.
- surfactant or "surface active agent” refers to an organic chemical that when added to a liquid changes the properties of that liquid at a surface.
- compositions of the invention include a surfactant with an HLB less than 10, an aryl ethoxylate and optionally with a surfactant with an HLB greater than 10 or water.
- the composition forms a stable cleaning concentrate and remains stable when diluted to a use solution.
- the stable cleaning concentrate may be a stable single phase solution or a stable micro emulsion.
- One embodiment of the invention includes a composition including: a surfactant having an HLB value from 1 to 10; and a compound of formula
- x is an integer from 2 to 6
- y is an integer from 0 to 5
- R is a bond or (C 1 -C 4 )alkylene
- R ! is a hydrogen, halo, aryl, (Ci-C 4 )alkyl, heteroaryl, cycloalkyl, or heterocycyl
- R 2 is independently selected from hydrogen, halo, (C G alkyl, (d ⁇ lkoxy, (C 2 -C 4 ) alkenylene.
- Another embodiment includes a method of forming a stable cleaning composition that includes combining: a surfactant having an HLB value from 1 to 10, a compound of formula (I):
- x is an integer from 2 to 6
- y is an integer from 0 to 5
- R is a bond or (C ⁇ -C )alkylene
- R t is hydrogen, halo, aryl, (Ci-C )alkyl, heteroaryl, cycloalkyl, or heterocycyl
- R 2 is independently selected from hydrogen, halo, (C!-C )alkyl, (d-C 4 )alkoxy, (C 2 -C 4 ) alkenylene, and a second surfactant having an HLB value greater than 10 forming a stable non- aqueous cleaning concentrate or water forming an aqueous cleaning concentrate.
- the composition can include 10 to 90 wt% of a surfactant having an HLB value from 1 to 10 based on the total weight of surfactant having an HLB value from 1 to 10 and aryl ethoxylate.
- the composition can include 25 to 75 wt% of aryl ethoxylate based on the total weight of surfactant having an HLB value from 1 to 10 and aryl ethoxylate.
- the composition can have a weight ratio of aryl ethoxylate to surfactant having an HLB value from 1 to 10 of 1:3 to 3:1.
- the composition can be diluted with a solvent or water from 1-99% wt% aryl ethoxylate and surfactant having an HLB value from 1 to 10.
- Surfactant A surfactant may be present in the composition of the invention.
- the surfactant or surfactant admixture can be selected from water soluble or water dispersible nonionic, semi-polar nonionic, anionic, cationic, amphoteric, or zwitterionic surface-active agents; or any combination thereof.
- the surfactant can be a specified combination of surfactants such as, for example, a anionic and nonionic surfactant, a anionic and two or more nonionic surfactants, or a anionic and a hydrophobic nonionic and a hydrophilic nonionic surfactant.
- Anionic surfactants may include, for example, carboxylates such as alkylcarboxylates (carboxylic acid salts) and polyalkoxycarboxylates, alcohol ethoxylate carboxylates, nonylphenol ethoxylate carboxylates, and the like; sulfonates such as alkylsulfonates, alkylbenzenesulfonates, alkylarylsulfonates, sulfonated fatty acid esters, and the like; sulfates such as sulfated alcohols, sulfated alcohol ethoxylates, sulfated alkylphenols, alkylsulfates, sulfosuccinates, alkylether sulfates, and the like; and
- Nonionic surfactants may include those having a polyalkylene oxide polymer as a portion of the surfactant molecule.
- Such nonionic surfactants include, for example, chlorine-, benzyl-, methyl-, ethyl-, propyl-, butyl- and other like alkyl-capped polyethylene glycol ethers of fatty alcohols; polyalkylene oxide free nonionics such as alkyl polyglycosides; sorbitan and sucrose esters and their ethoxylates; alkoxylated ethylene diamine; alcohol alkoxylates such as alcohol ethoxylate propoxylates, alcohol propoxylates, alcohol propoxylate ethoxylate propoxylates, alcohol ethoxylate butoxylates, and the like; nonylphenol ethoxylate, polyoxyethylene glycol ethers and the like; carboxylic acid esters such as glycerol esters, polyoxyethylene esters, ethoxylated and glycol esters
- Silicone surfactants such as the ABILTM B8852 can also be used.
- Cationic surfactants useful for inclusion in a cleaning composition for sanitizing or fabric softening include amines such as primary, secondary and tertiary monoamines with C 18 alkyl or alkenyl chains, ethoxylated alkylamines, alkoxylates of ethylenediamine, imidazoles such as a l-(2-hydroxyethyl)-2-imidazoline, a 2-alkyl-l-(2-hydroxyethy ⁇ )-2- imidazoline, and the like; and quaternary ammonium salts, as for example, alkylquatemary ammonium chloride surfactants such as n-alkyl(C 12 - C 18 )dimethylbenzyl ammonium chloride, n-tetradecyl dimethylbenzylammonium chloride monohydrate, a naphthylene- substituted quaternary ammonium chlor
- Surfactants may also be categorized as hydrophobic or hydrophilic surfactants.
- Hydrophobic surfactants posses an HLB value of less than 10.
- Hydrophilic surfactants possess an HLB value of 10 or greater.
- Surfactants with an HLB value from 1 to 10 may include, for example, primary alcohol ethoxylate, secondary alcohol ethoxylate, ternary alcohol ethoxylate, primary amine ethoxylate, and secondary amine ethoxylate.
- Surfactants with an HLB value from 1 to 10 further include, for example alkyl polysaccharides, alkylamine ethoxylates, block copolymers, castor oil ethoxylates, ceto-oleyl alcohol ethoxylates, ceto-stearyl alcohol ethoxylates, decyl alcohol ethoxylates, end-capped ethoxylates, ethoxylated alkanolamides, fatty alcohol alkoxylates, lauryl alcohol ethoxylates, mono- branched alcohol ethoxylates, random copolymer alkoxylates, sorbitan ester ethoxylates, stearic acid ethoxylates, synthetic alcohol ethoxylates, tall oil fatty acid ethoxylates, tallow amine ethoxylates. All of these surfactants have low HLB species and are widely commercially available from, for example, Huntsman Chemical Company (Houston, TX).
- R' is (C 6 -C 2 or C 8 -d 6 )alkyl, (C 6 -C 22 )alkoxy, (C 6 -C 2 ) alkenylene with the proviso that when R' is C 6 alkyl, C 6 alkoxy, or C 6 alkenylene, a is at least 1 and b is at least 1, and R" is a hydrogen, halo, aryl, (C 1 -C 4 )alkyl, heteroaryl, cycloalkyl, or heterocycyl.
- Exemplary hydrophobic surfactants include Tomadol 1-3 (HLB
- Tomadol 25-3 (HLB 7.5), Tomadol 91-2.5 (HLB 8.5), Tomadol 23-1 (HLB 3.7), Surfonic L24-2 (HLB 6.2), Surfonic L24-1.3 (HLB 4.5), and Condea Vista 6-1EO-1PO (HLB 4.3).
- Tomadols are commercially available from Tomah Products Inc. (Milton, Wisconsin). Surfonics are commercially available from Huntsman Chemical (Houston, TX).
- Condea Vistas are commercially available from Condea Vista Inc., (Houston, TX).
- hydrophobic surfactants are merely illustrative and various other hydrophobic surfactants meeting the criteria set out above may also be used in the practice of the invention.
- the hydrophobic surfactants may be present in the composition from 1 wt%, 10 to 90 wt % or 25 to 75 wt% based on the total weight of hydrophobic surfactant, and aryl ethoxylate.
- Surfactants with an HLB value greater than 10 may be added to the composition and may include, for example, hydrophilic anionic surfactants such as, dodecylbenzene-sulfonic acid, sodium dodecylbenzene sulfonate, potassium dodecylbenzene sulfonate, triethanolamine dodecylbenzene sulfonate, morpholinium dodecylbenzene sulfonate, ammonium dodecylbenzene sulfonate, isopropylamine dodecylbenzene sulfonate, sodium tridecylbenzene sulfonate, sodium dinonylbenzene sulfonate, potassium didodecylbenzene sulfonate, dodecyl diphenyloxide disulfonic acid, sodium dodecyl diphenyloxide disulfonate, isopropylamine decyldipheny
- hydrophilic nonionic surfactants include, for example, octylphenoxy poly(ethylene-oxy)-(l l)ethanol, nonylphenoxy poly(ethyleneoxy)(13)ethanol, dodecylphenoxy poly(ethyleneoxy)(10)ethanol, polyoxyethylene (12) lauryl alcohols polyoxyethylene (14) tridecyl alcohol, lauryloxy poly(ethyleneoxy) (10) ethyl methyl ether, undecyl thiopoly(ethyleneoxy) (12) ethanol, methoxy poly(oxy-etyhylene-(10)/oxypiOpylene(20))2-propanol block copolymer, nonyloxy poly(propyleneoxy) (4)/(ethyleneoxy) (16)ethanol, dodecyl polyglycoside, polyoxyethylene (9) monolaurate, polyoxyethylene (8) monoundecanoate, polyoxyethylene (20) sorbitan monostearate, polyoxyethylene (18) sorbitol monotallate, sucrose mono
- Useful hydrophilic amphoteric surfactants include cocamidopropyl betaine, sodium palmityloamphopropionate, N-coco beta- aminopropionic acid, disodium N-lauryliminodipropionate, sodium coco imidazoline amphoglycinate and coco betaine.
- hydrophilic surfactants are merely illustrative and various other hydrophilic surfactants meeting the criteria set out above may also be used in the practice of the invention.
- Hydrophilic surfactants are not needed in the compositions of the invention to form stable concentrates and diluted use solutions.
- the hydrophilic surfactants may be present in the composition from 1 wt% or 5 to 90 wt% based on the total weight of hydrophobic surfactant, hydrophilic surfactant, and aryl ethoxylate.
- Aryl Ethoxylate may have the general formula (I):
- x is an integer from 2 to 6; y is an integer from 0 to 5; R is a bond or (Ci-C 4 )alkylene; Ri is a hydrogen, halo, aryl, (d-C 4 )alkyl, heteroaryl, cycloalkyl, or heterocycyl; and R 2 is independently selected from hydrogen, halo, (d-C 4 )alkyl, (d-C 4 )alkoxy, (C 2 -C 4 ) alkenylene.
- Preferred ethoxylates are those derived from phenol itself and benzyl alcohol and those containing 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, or 15 ethoxylate groupings.
- Etl ylan HB4 which is a phenol ethoxylate containing around 4 ethoxylate units.
- the aryl ethoxylate is surprisingly useful in coupling the hydrophobic surfactant into water or hydrophilic surfactant to form a stable concentrate and in coupling the hydrophobic surfactant into the hydrophilic surfactant or water upon dilution to a use solution.
- the aqueous and/or non-aqueous concentrate and aqueous use solution version of the inventive composition remains stable as, for example, a single phase or micro emulsion.
- Ethoxylated aryl alcohol may be produced by reacting a desired alcohol with a desired number of ethoxylate moles at standard reaction conditions such as, 30 - 40 psi pressure, 300 -360 degree F, with 0.2-0.5 wt% catalyst neutralized with acid.
- the reaction can be illustrated by the following:
- aryl ethoxylates are merely illustrative and various other aryl ethoxylates meeting the criteria set out above may also be used in the practice of the invention.
- the aryl ethoxylate may be present in the composition from 1 wt%, 10 to 90 wt % or 25 to 75 wt% based on the total weight of hydrophobic surfactant, and aryl ethoxylate.
- compositions may further include hydrotopes, enzymes, enzyme stabilizing system, chelating agents, sequestering agents, bleaching agents, an alkaline or acid source, secondary hardening agent or solubility modifier, detergent filler, defoamer, anti-redeposition agent, a threshold agent or system, aesthetic enhancing agent (i.e. dye, perfume, ect.) and the like.
- Adjuvant and other additive ingredients will vary according to the type of composition being manufactured and can be included in the compositions in any amount.
- the above processes can be used to produce a product having a stable solution.
- the compositions can be diluted with aqueous and/or non aqueous materials to form a use solution of any strength depending on the application.
- compositions and diluted use solutions may be useful as, for example, detergents for laundry, warewashing, vehicle care, sanitizing, and the like.
- EXAMPLES All of the following compositions were formed at ambient pressure and temperature. A formulation was created by combining the components in the amounts listed in the tables below. FORMULATION A
- Tomadol 1-3 is an alcohol ethoxylate nonionic surfactant made from linear C ⁇ alcohol with 3 moles (average) of ethylene oxide with has an HLB of 8.7 and is commercially available from Tomah Products Inc. (Milton, Wisconsin).
- Ethylan HB4 is an ethylene glycol phenol ether (EPH) with 4 moles of ethylene oxide and is commercially available from Akzo Nobel N.V., (Arnhem, Netherlands).
- TEA triethanol amine
- LAS Linear Dodecyl Benzene Sulfonic Acid
- Barlox 12 is a cocamine oxide (CAS# 61788-90-7) commercially available from the Lonza Inc. (Switzerland) and is 30% active.
- Formulation A and Formulation B above provide a cleaning solution that can be used as a dilutable cleaner/degreaser for both food soils and greasy soils and is compatible with stainless steel, aluminum and other hard surfaces, and the like.
- Formulation A and Formulation B also exhibits stability in the above concentrate form and when diluted to a use solution.
- the exemplary formulations can be used as an all purpose cleaner, floor cleaner, glass and stainless steel cleaner, manual pot and pan cleaner, degreaser, and the like.
- Formulations C and D below have a varying amount of water and can be classified as either a concentrate or ready-to-use composition. These compositions form stable solutions and may be further diluted with water or solvent to any desired strength depending on end use.
- Formulation C is an example of a 50% dilution.
- Formulation D is an example of a 5% dilution.
- Formulation E below is another example of a stable cleaning concentrate in accordance with the invention.
- Formulation F below is another example of a stable cleaning concentrate in accordance with the invention.
- Hetoxol L 02 (POE-2 Lauryl Ether - CAS# 9002-92-0) is a nonionic C ⁇ 8 alkyl with 2 moles of EO with an HLB of 6.1 and is commercially available from Heterene Inc .
- Formulation G below is another example of a stable cleaning composition in accordance with the invention. FORMULATION G
- Ethylan HB4 and Tomadol 1-3 were combined to form a mixture in the specified amounts and then were diluted with water and visually observed to determine is the solution remained stable. Microemulsions and clear solutions indicate that the solution was stable.
- Ethylan HB4 and Surfonic L24-1.3 were combined to form a mixture in the specified amounts and then were diluted with water and visually observed to determine is the solution remained stable. Microemulsions and clear solutions indicate that the solution was stable.
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- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Detergent Compositions (AREA)
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MXPA06001399A MXPA06001399A (es) | 2003-08-19 | 2004-08-03 | Concentrado para limpieza. |
CA2532032A CA2532032C (en) | 2003-08-19 | 2004-08-03 | Cleaning concentrate |
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US10/643,570 US6846793B1 (en) | 2003-03-19 | 2003-08-19 | Cleaning concentrate |
US10/643,570 | 2003-08-19 |
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WO2005019399A1 true WO2005019399A1 (en) | 2005-03-03 |
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PCT/US2004/024827 WO2005019399A1 (en) | 2003-08-19 | 2004-08-03 | Cleaning concentrate |
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CA (1) | CA2532032C (es) |
MX (1) | MXPA06001399A (es) |
WO (1) | WO2005019399A1 (es) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2016036555A1 (en) * | 2014-09-04 | 2016-03-10 | Ideal Energy Solutions IP Control, LLC | Aqueous cleaning composition and method |
EP2295530B2 (en) † | 2009-09-14 | 2019-04-17 | The Procter & Gamble Company | Detergent composition |
Citations (6)
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US4233174A (en) * | 1978-01-19 | 1980-11-11 | Lankro Chemicals Limited | Quick-break cleaning compositions |
US4414128A (en) * | 1981-06-08 | 1983-11-08 | The Procter & Gamble Company | Liquid detergent compositions |
WO1995010587A1 (en) * | 1993-10-14 | 1995-04-20 | Kao Corporation | Detergent composition for hard surface |
JP2001271097A (ja) * | 2000-03-24 | 2001-10-02 | Kyoeisha Chem Co Ltd | 洗浄用組成物 |
EP1256620A1 (en) * | 2001-05-08 | 2002-11-13 | Kao Corporation | Liquid detergent composition |
WO2004094579A1 (en) * | 2003-03-19 | 2004-11-04 | Ecolab Inc. | Cleaning concentrate |
-
2004
- 2004-08-03 CA CA2532032A patent/CA2532032C/en active Active
- 2004-08-03 MX MXPA06001399A patent/MXPA06001399A/es active IP Right Grant
- 2004-08-03 WO PCT/US2004/024827 patent/WO2005019399A1/en active Application Filing
Patent Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4233174A (en) * | 1978-01-19 | 1980-11-11 | Lankro Chemicals Limited | Quick-break cleaning compositions |
US4414128A (en) * | 1981-06-08 | 1983-11-08 | The Procter & Gamble Company | Liquid detergent compositions |
WO1995010587A1 (en) * | 1993-10-14 | 1995-04-20 | Kao Corporation | Detergent composition for hard surface |
JP2001271097A (ja) * | 2000-03-24 | 2001-10-02 | Kyoeisha Chem Co Ltd | 洗浄用組成物 |
EP1256620A1 (en) * | 2001-05-08 | 2002-11-13 | Kao Corporation | Liquid detergent composition |
WO2004094579A1 (en) * | 2003-03-19 | 2004-11-04 | Ecolab Inc. | Cleaning concentrate |
Non-Patent Citations (2)
Title |
---|
PATENT ABSTRACTS OF JAPAN vol. 2002, no. 02 2 April 2002 (2002-04-02) * |
PRODUCT INFORMATION AKZONOBEL, 17 June 2002 (2002-06-17), XP002311792, Retrieved from the Internet <URL:http://www.surfactantseurope.akzonobel.com/pds.cfm?product=141> [retrieved on 20041221] * |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP2295530B2 (en) † | 2009-09-14 | 2019-04-17 | The Procter & Gamble Company | Detergent composition |
WO2016036555A1 (en) * | 2014-09-04 | 2016-03-10 | Ideal Energy Solutions IP Control, LLC | Aqueous cleaning composition and method |
US9637677B2 (en) | 2014-09-04 | 2017-05-02 | Ideal Energy Solutions IP Control, LLC | Aqueous cleaning composition and method |
US10336934B2 (en) | 2014-09-04 | 2019-07-02 | Wellrenew, Llc | Aqueous cleaning composition and method |
US10941331B2 (en) | 2014-09-04 | 2021-03-09 | Wellrenew, Llc | Aqueous cleaning composition and method |
Also Published As
Publication number | Publication date |
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MXPA06001399A (es) | 2006-05-15 |
CA2532032A1 (en) | 2005-03-03 |
CA2532032C (en) | 2013-02-12 |
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