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WO2018206475A1 - Tensioactif concentré et procédé de formation - Google Patents

Tensioactif concentré et procédé de formation Download PDF

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Publication number
WO2018206475A1
WO2018206475A1 PCT/EP2018/061640 EP2018061640W WO2018206475A1 WO 2018206475 A1 WO2018206475 A1 WO 2018206475A1 EP 2018061640 W EP2018061640 W EP 2018061640W WO 2018206475 A1 WO2018206475 A1 WO 2018206475A1
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WO
WIPO (PCT)
Prior art keywords
surfactant
alkylpolyglucoside
weight percent
total weight
betaine
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PCT/EP2018/061640
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English (en)
Inventor
James Esposito
David DUROCHER
Austin BANNISTER
Jay Bhatt
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BASF SE
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BASF SE
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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
    • 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
    • C11D1/835—Mixtures of non-ionic 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
    • C11D1/88—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
    • C11D10/00—Compositions of detergents, not provided for by one single preceding group
    • C11D10/04—Compositions of detergents, not provided for by one single preceding group based on mixtures of surface-active non-soap compounds and soap
    • C11D10/045—Compositions of detergents, not provided for by one single preceding group based on mixtures of surface-active non-soap compounds and soap based on non-ionic surface-active compounds and soap
    • 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
    • C11D1/123—Sulfonic acids or sulfuric acid esters; Salts thereof derived from carboxylic acids, e.g. sulfosuccinates
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02—Anionic compounds
    • C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
    • C11D1/14—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
    • C11D1/02—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
    • C11D1/38—Cationic compounds
    • C11D1/52—Carboxylic amides, alkylolamides or imides or their condensation products with alkylene 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
    • C11D1/66—Non-ionic compounds
    • C11D1/662—Carbohydrates or derivatives
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/88—Ampholytes; Electroneutral 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
    • C11D1/90—Betaines

Definitions

  • the present disclosure generally relates to concentrated surfactant and a method of forming the concentrated surfactant. More specifically, the method includes combining a co-surfactant and an alkylpolyglucoside to form the concentrated surfactant but is free of the step of diluting the alkylpolyglucoside with water prior to the step of combining.
  • Alkylpolyglucosides are used in numerous industries including personal care, home care, l&l, agricultural, and oil industries, to name a few.
  • APGs are chosen for their mildness on human skin, foam production, lather level, etc. I n other industries, APGs are chosen for their surfactant capabilities, etc.
  • APGs are known to be extremely difficult to thicken. For that reason, APGs are typically combined with betaines, which readily thicken in the presence of salts. Thickened combinations of APGs and betaines can be used in a variety of products. Nevertheless, both the APGs and betaines are only commercially useable when highly diluted with water.
  • APGs are typically only useable when diluted to about 48 wt % active in 52 wt % water.
  • betaine is not available anhydrous and is typically only useable when diluted to about 35 to 45 wt % active in about 55 to 65 wt % water. Therefore, it is very expensive and cumbersome to ship and use such compounds because most of the solution is water. Additionally, formulators could realize a more efficient supply chain by procuring the APG diluted to the precise water content used in commercial applications. Accordingly, there remains an opportunity for improvement.
  • US 5 958 868 A discloses a process for preparing a stable aqueous surfactant concentrate comprising combining a sugar surfactant comprising an alkyl or alenyl oligoglycoside or a fatty acid-N-al kyl polyhydroxyalkylamide and a betaine in an aqueous medium, in a weight ratio of 10:90 to 90:10.
  • EP 0 728 836 A2 discloses a storage-stable, concentrated, aqueous surfactant composition containing alkylglucosides and betaines in a weight ratio of 9: 1 to 1: 9, wherein the total surfactant content is at least 25 wt .-% solids content.
  • US 5 925 747 A relates to a process for the production of a pumpable aqueous surfactant concentrate consisting of water, at least one al kyl or alkenyl oligoglycoside and at least one amphoteric or zwitterionic surfactant wherein the concentrate has a solid content from about 30 to about 60% by weight.
  • US 5 932 535 A discloses light-colored, low-viscosity surfactant concentrates, made by mixing a sugar surfactant and a betaine, in a ratio of 90:10 to about 10:90, with the proviso that the sugar surfactant and betaine are present in the gel phase.
  • WO 01/37658 A2 relates to a low-foaming wetting aid provided in the form of a highly concentrated flowable and pourable aqueous concentrate containing alkyl(poly) glucoside and low water-soluble alcohols.
  • US 5 258 142 A discloses a concentrate consisting of 35 to 55% by weight water, 10 to 30% by weight of an alkyl glycoside, 10 to 30% by weight of an alkyl sulfate and 1 to 15% by weight of an alkane sulfonate.
  • WO 92/01772 A1 discloses a concentrate consisting of 30-70 % by weight of water, 15-50% by weight of an alkyl glucoside, 3-25 % by weight of an ethoxylated amide and optionally 10- 20% by weight of an alkyl sulphate.
  • US 5 883 068 A relates to pumpable water containing surfactant concentrates containing alkyl glycosides, sulfosuccinates and amphoteric surfactants and to their use for the production of surface-active formulations.
  • US 2014/336094 A1 discloses a cleaning composition for dishwashing comprising about 1 to 35 wt. % of an anionic su rfactant, about 1 to 35 wt. % of a nonionic surfactant and at least about 1 wt.% of lactic acid.
  • US 5 523 016 relates to a water containing flowable and pumpable surfactant alkyl g lycoside preparation consiting of about 20% to 60% by weight of an alkly polyg lucoside, about 0.1% to 3% by weight of an anionic surfactant of the sulfate or sulfonate type and about 37% by weight to about 79.9% by weight water, wherein the ratio by weight of said alkyl
  • polyglucoside ato said anionic surfactant is from about 200:1 to about 20:1.
  • This disclosure provides a method for forming a concentrated surfactant.
  • the method in- eludes the steps of providing an alkyl alcohol having the formula: ROH, wherein R is an alkyl group having from 1 to 20 carbon atoms and providing a sugar having the formula:
  • the method also includes the steps of providing a co-surfactant including water and combining the al kyl alcohol and the sugar to form an alkylpolyglucoside having the formula: [C 6 H 11 05] [C 6 H 1 o0 5 ] n OR.
  • the method also includes the step of combining the co-surfactant and the alkylpolyglucoside to form the concentrated surfactant having a total weight percent of the co-surfactant and the alkylpolyglucoside of at least 40 wt % and a total weight percent water of at least 10 wt %.
  • the method is free of the step of diluting the alkylpolyglucoside with water prior to the step of combining the co-surfactant and the alkylpolyg lucoside to form the concentrated surfactant.
  • the concentrated surfactant includes an alkylpolyg lucoside having the formula:
  • the concentrated surfactant is not particularly limited to any particular use or industry and may be used, for example, in personal care, home care, l&l, agricultu ral, and oil industries.
  • the concentrated surfactant includes an alkylpolyglucoside (APG), a co-surfactant, and water. Each is described in g reater detail below.
  • the method of forming the concentrated surfactant includes the step of providing an alkyl alcohol having the formula: ROH, wherein R is an alkyl group having from 1 to 20 carbon atoms.
  • the alkyl group may have any number of carbon atoms from 1 to 20 or any value or range of values therebetween.
  • R is an alkyl group having 8, 9, 10, 11, 12, 13, 14, 15, or 16 carbon atoms.
  • R is an alkyl group having 8 to 12 carbon atoms.
  • R is an alkyl group having 8 to 10 carbon atoms.
  • the alkyl group may be linear, branched, or cyclic.
  • the step of providing the alkyl alcohol is further defined as providing a first alkyl alcohol having the formula: ROH wherein R is an alkyl group having 1 to 20 carbon atoms and providing a second alkyl alcohol having the formula: R' OH, wherein R' is independently an alkyl group having 1 to 20 carbon atoms.
  • R and R' may be any value described above.
  • R and/or R' is each independently 8, 10, 12, 14, or 16. In other embodiments, R and/or R' is each independently 9, 11, 13, 15, or 17.
  • the step of providing the alkyl alcohol is further defined as providing a first alkyl alcohol having the formula: ROH, wherein R is an alkyl group having 8 carbon atoms, and providing a second alkyl alcohol having the formula: R' OH, wherein R' is an alkyl group having 10 carbon atoms.
  • the method also includes the step of providing a sugar having the formula: [CeH ⁇ Od n + i, wherein n is an average value of zero or greater.
  • n is an average value of 0, 1, 2, 3, 4, 5, 6, 7, or 8.
  • n is an average value from 0 to 8, 0.4 to 0.8, 1 to 7, 2 to 6, 3 to 5, or 4 to 5.
  • I n various embodiments, n+1 has a value of from 1 to 3, from 1 to 2.5, from 1 to 2, from 1.5 to 3, from 1.5 to 2.5, from 1.5 to 2, from 1.2 to 2.5, from 1.1 to 1.9, from 1.2 to 1.8, from 1.3 to 1.7, from 1.4 to 1.6, from 1.4 to 1.8, or about 1.5.
  • n+1 is an average value of 1.1, 1.2, 1.3, 1.4, 1.5, 1.6, 1.7, 1.8, 1.9, or 2.
  • the sugar may be an aldohexose, or a ketohexose.
  • the sugar is chosen from allose, altrose, galactose, glucose, gulose, idose, mannose, talose, and combinations thereof.
  • the sugar is chosen from fructose, psicose, sorbose, tagatose, and combinations thereof.
  • the sugar is chosen from g lucose, fructose and galactose.
  • the sugar is glucose, or fructose, or galactose.
  • the sugar may be any one or more of the aforementioned sugars, each having the formula, C6Hi 2 C>6. Moreover, the sugar may be any one or more complexes of the aforementioned sugars when n is greater than zero. These complexes may be alternatively described as carbohydrates.
  • the method also includes the step of combining the alkyl alcohol and the sugar to form an alkylpolyglucoside having the formula: [CeHnOsHCeHioC I nOR.
  • the method further includes the step of providing a co-surfactant including water and the step of combining the co- surfactant and the alkylpolyglucoside to form the concentrated surfactant having a total weight percent of the co-surfactant and the alkylpolyglucoside of at least 40 wt % and having a total weight percent water of at least 10 wt %.
  • the method is free of the step of diluting the alkylpolyg lucoside with water prior to the step of (E) combining the co-surfactant and the alkylpolyg lucoside to form the concentrated surfactant.
  • the step of combining the al kyl alcohol and the sugar may be combined in any order and as a whole or in parts.
  • the step of providing the co-surfactant may be any known in the art.
  • the co-surfactant and the alkylpolyg lucoside may be combined in any order and as a whole or in parts.
  • the concentrated surfactant is formed that has a total weight percent of the co-surfactant and the alkylpolyglucoside of at least 40 wt % and alternatively at least 45, 50, 55, 60, 65, 70, 75, 80, 85, 90, or 95, wt %.
  • the total weight percent water of the concentrated surfactant is at least 10 wt % and alternatively, at least 15, 20, 25, 30, 35, 45, 45, 50, 55, or 60, wt %. Moreover, all values and ranges of values including and between those described above are hereby expressly contemplated for use in non-limiting embodiments.
  • the concentrated surfactant has a total weight percent of the alkylpolyg lu ⁇ coside of from 15 to 50 wt %, a total weight percent of the co-surfactant of from 20 to 40 wt %, and a total weight percent of water of from 25 to 60 wt %.
  • the concentrated surfactant has a total weight percent of the co- surfactant and the alkylpolyglucoside of from 60 to 75 wt % and a total weight percent water of from 25 to 40 wt %.
  • the method may also include the step of heating the surfactant or any one or more of the components.
  • any one or more of the components and/or the surfactant may be heated to reduce viscosity and aid pourability.
  • the step of heating may be further defined as heating up to any temperature up to about 60°C.
  • the APG is not particularly limited and typically has the formula [C6H 11 05] [C6H 1 o0 5 ] n OR .
  • Each portion of the formula may be any isomer of C 6 H 12 0 6 .
  • I n other words, any structure or form of C 6 H 12 0 6 may be used in either portion of the aforementioned formula.
  • the "first" [C 6 H 12 0 6 ] may be a different isomer than the "second" [C 6 H 12 0 6 ] of the aforementioned formula.
  • I n various additional non-limiting embodiments, all values and ranges of values between and including the aforementioned values are hereby expressly contemplated.
  • R may be any alkyl group, linear, branched, cyclic, etc. that has from 1 to 20 carbon atoms. I n other words, R may have 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, or 20, carbon atoms. I n various embodiments, R has 2 to 19, 3 to 18, 4 to 17, 5 to 16, 6 to 15, 7 to 14, 8 to 13, 9 to 10, 10 to 11, 10 to 12, 8 to 12, 8 to 10, 8 to 14, 10 to 14, 10 to 12, 6 to 14, 6, to 12, 6 to 8, 6 to 10, or 6 to 12, carbon atoms. I n one embodiment, R is linear and has 10 carbon atoms.
  • R is Cs-Cio, C10-C12, C12-C14, Cs, C10, C12, C14, or C16, or any combination thereof.
  • I n this formula, n is an average value or number of zero or greater. In various additional non-limiting embodiments, all values and ranges of values between and including the aforementioned values are hereby expressly contemplated.
  • the alkylpolyglucoside has the structure:
  • n is as described above. In other embodiments, n is 1 or greater.
  • the average of n+1 is the degree of polymerization of the al kylpolyglucoside and is from 1.2 to 2.5, from 1.3 to 1.7, or from 1.5 to 1.7.
  • the average of n+1 is 1.2, 1.3, 1.4, 1.5, 1.6, 1.7, 1.8, 1.9, 2, 2.1, 2.2, 2.3, 2.4, or 2.5.
  • I n various additional non- limiting embodiments, all values and ranges of values between and including the
  • the alkylpolyglucoside has the structu
  • R may be any as described above, e.g. C 8 -Ci 6 or any therebetween.
  • the APG is formed from glucose, i.e., includes glucose as its building block.
  • glucose has four optic centers, such that glucose can have 15 optical stereoisomers, any of which may be utilized.
  • galactose, mannose, allose, altrose, gulose, idose, talose, psicose, fructose, sorbose, or tagatose may be used in either the D or L form.
  • any cyclic or acrylic version of glucose may be used.
  • any hydrate of glucose may be used, e.g. fructose monohydrate.
  • the APG is typically provided neat but may be provided in a solvent, e.g. any described below. Therefore, the amount of the APG utilized may refer to the weight percent of the APG itself or the weight percent of the (APG+solvent). I n various embodiments, the APG itself (e.g. measured without the solvent) is utilized in an amou nt of greater than 40, 45, 50, 55, 60, 65, 70, 75, 80, 85, 90, or 95, weight percent based on a total weight of the surfactant.
  • the weig ht percent of the APG itself is 14 to 45, 15 to 45, 20 to 40, 25 to 35, or 30 to 35, weight percent based on a total weight of the surfactant.
  • all values and ranges of values between and including the aforementioned values are hereby expressly contemplated.
  • the co-surfactant is typically chosen from betaines, amphoacetates, alkanolamides, sarcosinates, sulfosuccinates, carboxylates, su lfates, or combinations thereof.
  • the co-surfactant is betaine.
  • Betaine may be any neutral chemical compound with a positively charged cationic functional g roup such as a quaternary ammonium or phosphonium cation (e.g. onium ions) which bears no hydrogen atom and with a negatively charged functional g roup such as a carboxylate g roup which may not be adjacent to the cationic site.
  • a betaine thus is a specific type of zwitterion.
  • the betaine is ⁇ , ⁇ , ⁇ -trimethylglycine.
  • the betaine is cocamidopropyl betaine.
  • the betaine is typically provided in water. Therefore, the amount of the betaine utilized may refer to the weight percent of the betaine itself or the weight percent of the (betaine+water).
  • the betaine itself e.g. measured without the water
  • the betaine itself is utilized in an amount of greater than 40, 45, 50, 55, 60, 65, 70, 75, 80, 85, 90, or 95, weig ht percent based on a total weight of the surfactant.
  • the weight percent of the betaine itself (measured without water) is 20 to 40, 25 to 35, 30 to 35, or 35 to 40, weight percent based on a total weight of the surfactant.
  • all values and ranges of values between and including the aforementioned values are hereby expressly contemplated.
  • the surfactant has a total weight percent of the co-surfactant and the alkylpolyg lucoside of from 40 to 75 wt % and a total weight percent water of from 25 to 60 wt %.
  • the surfactant has a total weight percent of the co-surfactant and the alkylpolyg lucoside of from 65 to 75 wt % and a total weight percent water of from 25 to 35 wt %, wherein the concentrated surfactant is free of a co-surfactant that is not an alkylpolyglucoside or betaine, e.g. a butyl-APG, and/or any one of the co-surfactants described herein.
  • the surfactant has a total weight percent of the alkylpolyg lucoside of from 15 to 50 wt %, a total weig ht percent of the co-su rfactant of from 20 to 40 wt %, and a total weight percent of water of from 25 to 60wt %.
  • all values and ranges of values between and including the aforementioned values are hereby expressly contemplated.
  • the concentrated surfactant includes an alkylpolyglucoside having the formula: [CeHnOsHCeHioOsJ nOR, wherein R is an alkyl group having 1 to 20 carbon atoms and n is an average value of zero or greater, betaine, and water; wherein the total weight percent of said betaine and said alkylpolyglucoside is at least 40 wt % and a total weig ht percent water is at least 10 wt %.
  • the co-surfactant is an amphoacetate.
  • the amphoace- tate may be made by reacting a compound of formula RCON H CH2CH2N HCH2CH2OH, where R is an aliphatic radical, with formaldehyde and a cyanide of formula: R 1 CN, wherein R 1 repre- sents a hydrogen atom or an alkali metal, and, when R 1 represents a hydrogen atom, then hy- drolyzing the nitrile obtained with an alkali.
  • amphoacetate may be made by reacting long chain fatty acids, e.g.
  • amphoacetate in the form of the mixture known as "coconut fatty acids " , with aminoethylethanolamine (AEEA), and reacting the product with a haloacetic acid or salt thereof in the presence of an alkali.
  • the amphoacetate may be defined as a salt of an acetic acid that has a basic substituent, as chosen by one of skill in the art. Any amphoacetate known in the art may be utilized, e.g. sodium lauroamphoacetate. In other embodiments, the amphoacetate is disodium cocoamphodiacetate.
  • the co-surfactant is an alkanolamide.
  • the alkanolamide may be chosen from coco monoethanolamide, lauramide DEA, and combinations thereof.
  • the co-surfactant is a sarcosinate.
  • the sarcosinate may be sodium lauroyl sarcosinate.
  • the co-surfactant is a sulfosuccinate.
  • the sulfosuccinate may be disodium laureth sulfosuccinate.
  • the co-surfactant is a carboxylate.
  • the carboxylate may be sodium laureth-10 carboxylate.
  • the co-surfactant is a sulfate.
  • the sulfate may be sodium lauryl sulfate.
  • the co-surfactant is a taurate.
  • the taurate may be sodium methyl cocoyl taurate.
  • the co-su rfactant may include, be, consist essentially of, or consist of, any one or more of the aforementioned co-surfactants.
  • the language "consist essentially of” typically describes embodiments wherein the co-surfactant includes only one type of co- surfactant and is free of other additives or other co-surfactants.
  • the co- surfactant consists essentially of a betaine, then it may include one or more betaines, may include only one betaine and be free of all other co-surfactants including other betaines, or may include two or more betaines and be free of all other co-surfactants.
  • the co-surfactant, and the concentrated surfactant itself may be free of, or include less than 5, 4, 3, 2, 1, or 0.5, weight percent of, one or more betaines, amphoacetates, alkanolamides, sarcosinates, sulfosuccinates, carboxylates, sulfates, or combinations thereof.
  • betaines amphoacetates
  • alkanolamides alkanolamides
  • sarcosinates sulfosuccinates
  • carboxylates sulfates, or combinations thereof.
  • the co-surfactant may be used in any amount so long as the concentrated surfactant has a total weig ht percent of the co- surfactant and the alkylpolyglucoside of at least 40 wt % and has a total weight percent water of at least 10 wt %.
  • the APG is utilized with betaine and an additional co-surfactant described above in a weight ratio of 1:1:1, 1:2:1, 2:1:1, 1:1:2, etc. (APG:betaine:additional co-su rfactant).
  • APG has a structure wherein R has from 8 to 10 carbon atoms, wherein the average of n+1 is the degree of polymerization of the alkylpolyg lucoside and wherein n+1 is an average value of from 1.4 to 1.8, wherein the co-surfactant is betaine, wherein the al- kylpolyglucoside has the structure:
  • a total weig ht percent of the alkylpolyglucoside is of from 15 to 50 wt %
  • a total weight percent of the co-surfactant is of from 20 to 40 wt %
  • a total weight percent of water is of from 25 to 55 wt %
  • the concentrated surfactant is free of a co- surfactant that is not an alkylpolyglucoside or betaine.
  • the APG and the co-surfactant are utilized in a weight ratio of from 1:2 to 2:1 or about 1:1. These weight ratios may describe the weight of the APG and the co- surfactant neat or diluted in water or solvent. For example, if the ratios refer to a "neat" weight, this means that the weig ht is based on the compounds themselves not taking into account the total weight after dilution, e.g. if they are dispersed in water. In various additional non-limiting embodiments, all values and ranges of values between and including the aforementioned values are hereby expressly contemplated.
  • the betaine and alkylpolyglucoside are present in a weight ratio of 1:2 to 2:1, based on the weight of said betaine and said alkylpolyglucoside.
  • the concentrated surfactant has a viscosity of less than or equal to 1500, 1,000, 750, or 500, cps measured at 25 °C using a Brookfield RV or LV viscometer with a spindle and RPM chosen to give a 20-80% torque range, e.g. using a Brookfield RV4 viscometer at 20 rpm, all measurements made at 25°C.
  • a Brookfield RV or LV viscometer with a spindle and RPM chosen to give a 20-80% torque range, e.g. using a Brookfield RV4 viscometer at 20 rpm, all measurements made at 25°C.
  • the concentrated surfactant has a visual clarity evaluated at 25°C in a 1cm test tube.
  • the concentrated surfactant may be visually evaluated to be clear with no haze or non-homogeneity noted.
  • the concentrated surfactants have a percent solids of from 55 to 75, 60 to 70, 60 to 65, or 65 to 70, %. In various additional non-limiting embodiments, all values and ranges of values between and including the aforementioned values are hereby expressly contemplated.
  • the concentrated surfactant may be homogeneous after standing for 21 days at room
  • the concentrated surfactant may also include one or more co-solvents in addition to the water.
  • co-solvents may include glycerine, propylene glycol, ethylene glycol, polyethylene glycol (PEG 600 or less), dipropylene glycol, diethyleneglycol, and combinations thereof.
  • the co-solvent may be utilized in an amount of from 0 to 10 wt% based on a total weight of the concentrated surfactant.
  • This disclosu re also provides a personal care composition that includes the concentrated surfactant.
  • the personal care composition may be further defined as a body wash, face wash, or shampoo.
  • the concentrated surfactant may be utilized in any amount in the personal care composition, e.g.
  • the disclosure provides a manual dishwashing composition that includes the concentrated surfactant.
  • the concentrated surfactant may be utilized in any amount therein, e.g. in any of the amounts described above.
  • I n various additional non-limiting embodiments, all values and ranges of values between and including the aforementioned values are hereby expressly contemplated.
  • Any one of the aforementioned personal care and/or manual dishwashing compositions may be formed by a method that includes combining any one or more of the aforementioned compounds together to form the concentrated surfactant and combining any one or more additives therewith in proportions determined by one of skill in the art.
  • Clarity is determined visually, by an experienced laboratory technician, and rated as clear or not-clear.
  • Viscosity is determined by an experienced laboratory technician and desig nated as viscous, too thick, or pourable.
  • any surfactant that has an approximate viscosity of 1000 cps or more at 25°C is deemed to be slowly pourable or not pourable at all, depending on the viscosity.
  • APG 1 has the following chemical structure wherein R is a mixture of Cs-Cio groups, as is appreciated in the art and n is approximately 0.5.
  • the betaines B1 and B2 have the chemical structure as shown below wherein R is a mixture of
  • Betaine B1 is a mixture of the betaine below and 65 wt% water.
  • Betaine B2 is a mixture of the betaine below and 55 wt% water.
  • an expressly contemplated embodiment may include any one or more elements described above selected and combined from any portion of the disclosure.
  • any ranges and subranges relied upon in describing various embodiments of the present disclosure independently and collectively fall within the scope of the appended claims, and are understood to describe and contemplate all ranges including whole and/or fractional values therein, even if such values are not expressly written herein.
  • One of skill in the art readily recognizes that the enumerated ranges and subranges sufficiently describe and enable various embodiments of the present disclosure, and such ranges and subranges may be further delineated into relevant halves, thirds, quarters, fifths, and so on. As just one example, a range "of from 0.1 to 0.9" may be further delineated into a lower third, i.e.
  • a range of "at least 10" inherently includes a subrange of from at least 10 to 35, a subrange of from at least 10 to 25, a subrange of from 25 to 35, and so on, and each subrange may be relied upon individually and/or collectively and provides adequate support for specific embodiments within the scope of the appended claims.
  • an individual number within a disclosed range may be relied upon and provides adequate support for specific embodiments within the scope of the appended claims.
  • a range "of from 1 to 9" includes various individual integers, such as 3, as well as individual numbers including a decimal point (or fraction), such as 4.1, which may be relied upon and provide adequate support for specific embodiments within the scope of the appended claims.

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Abstract

L'invention concerne un tensioactif concentré formé à l'aide d'un procédé qui comprend l'utilisation d'un alcool alkylique de formule : ROH, dans laquelle R représente un groupe alkyle comprenant 1 à 20 atomes de carbone et l'utilisation d'un sucre présentant la formule : [C6H12O6]n+1, dans laquelle n est une valeur moyenne de zéro ou plus. Le procédé comprend également l'utilisation d'un cotensioactif comprenant de l'eau et la combinaison de l'alcool alkylique et du sucre pour former un alkylpolyglucoside présentant la formule :[C6H11OS] [C6H10OS] nOR. Le procédé comprend en outre la combinaison du cotensioactif et de l'alkylpolyglucoside pour former le tensioactif concentré présentant un pourcentage en poids total du cotensioactif et de l'alkylpolyglucoside d'au moins 40 % en poids et un pourcentage en poids total d'eau d'au moins 10 % en poids. De plus, le procédé est exempt de l'étape de dilution de l'alkylpolyglucoside avec de l'eau avant l'étape de combinaison du cotensioactif et de l'alkylpolyglucoside pour former le tensioactif concentré.
PCT/EP2018/061640 2017-05-11 2018-05-07 Tensioactif concentré et procédé de formation Ceased WO2018206475A1 (fr)

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US201762504928P 2017-05-11 2017-05-11
US62/504,928 2017-05-11
EP17187474 2017-08-23
EP17187474.6 2017-08-23

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Citations (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1992001772A1 (fr) 1990-07-23 1992-02-06 Henkel Kommanditgesellschaft Auf Aktien Concentre tensio-actif liquide ayant une bonne fluidite et pompabilite
US5258142A (en) 1990-06-05 1993-11-02 Henkel Kommanditgesellschaft Auf Aktien Liquid, free-flowing and pumpable surfactant concentrate containing mixed anionic surfactant and alkyl polyglycoside surfactant
US5523016A (en) 1991-05-29 1996-06-04 Henkel Kommanditgesellschaft Auf Aktien Liquid pourable and pumpable surfactant preparation
EP0728836A2 (fr) 1995-02-23 1996-08-28 Th. Goldschmidt AG Composition tensio-active concentrée stable au stockage à base d'alkylglycosides
US5883068A (en) 1994-10-04 1999-03-16 Henkel Kommanditgesellschaft Auf Aktien Pumpable water-containing surfactant concentrates
US5925747A (en) 1994-10-04 1999-07-20 Henkel Kommanditgesellschaft Auf Aktien Pumpable water-containing surfactant concentrates
US5932535A (en) 1995-12-21 1999-08-03 Henkel Kommanditgesellschaft Auf Aktien Process for the production of light-colored, low-viscosity surfactant concentrates
US5958868A (en) 1995-03-30 1999-09-28 Henkel Kommanditgesellschaft Auf Aktien Process for producing aqueous surfactant concentrates
WO2001037658A2 (fr) 1999-11-23 2001-05-31 Cognis Deutschland Gmbh & Co.Kg Tensioactifs concentres a faible pouvoir moussant a utiliser dans le domaine de la stimulation de croissance vegetale
US20140336094A1 (en) 2013-05-08 2014-11-13 Basf Se Cleaning composition and method of forming the same
US20170044471A1 (en) * 2015-08-14 2017-02-16 The Sun Products Corporation Sulfate-Free Liquid Laundry Detergent

Patent Citations (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5258142A (en) 1990-06-05 1993-11-02 Henkel Kommanditgesellschaft Auf Aktien Liquid, free-flowing and pumpable surfactant concentrate containing mixed anionic surfactant and alkyl polyglycoside surfactant
WO1992001772A1 (fr) 1990-07-23 1992-02-06 Henkel Kommanditgesellschaft Auf Aktien Concentre tensio-actif liquide ayant une bonne fluidite et pompabilite
US5523016A (en) 1991-05-29 1996-06-04 Henkel Kommanditgesellschaft Auf Aktien Liquid pourable and pumpable surfactant preparation
US5883068A (en) 1994-10-04 1999-03-16 Henkel Kommanditgesellschaft Auf Aktien Pumpable water-containing surfactant concentrates
US5925747A (en) 1994-10-04 1999-07-20 Henkel Kommanditgesellschaft Auf Aktien Pumpable water-containing surfactant concentrates
EP0728836A2 (fr) 1995-02-23 1996-08-28 Th. Goldschmidt AG Composition tensio-active concentrée stable au stockage à base d'alkylglycosides
US5958868A (en) 1995-03-30 1999-09-28 Henkel Kommanditgesellschaft Auf Aktien Process for producing aqueous surfactant concentrates
US5932535A (en) 1995-12-21 1999-08-03 Henkel Kommanditgesellschaft Auf Aktien Process for the production of light-colored, low-viscosity surfactant concentrates
WO2001037658A2 (fr) 1999-11-23 2001-05-31 Cognis Deutschland Gmbh & Co.Kg Tensioactifs concentres a faible pouvoir moussant a utiliser dans le domaine de la stimulation de croissance vegetale
US20140336094A1 (en) 2013-05-08 2014-11-13 Basf Se Cleaning composition and method of forming the same
US20170044471A1 (en) * 2015-08-14 2017-02-16 The Sun Products Corporation Sulfate-Free Liquid Laundry Detergent

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