WO1997004056A1 - The use of alkoxylated alcohols to control foaming of alkyl polyglycosides in cleaning compositions - Google Patents
The use of alkoxylated alcohols to control foaming of alkyl polyglycosides in cleaning compositions Download PDFInfo
- Publication number
- WO1997004056A1 WO1997004056A1 PCT/US1996/011428 US9611428W WO9704056A1 WO 1997004056 A1 WO1997004056 A1 WO 1997004056A1 US 9611428 W US9611428 W US 9611428W WO 9704056 A1 WO9704056 A1 WO 9704056A1
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- WO
- WIPO (PCT)
- Prior art keywords
- formula
- weight
- carbon atoms
- product
- alkyl
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
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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
- C11D1/66—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
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/66—Non-ionic compounds
- C11D1/662—Carbohydrates or derivatives
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/66—Non-ionic compounds
- C11D1/722—Ethers of polyoxyalkylene glycols having mixed oxyalkylene groups; Polyalkoxylated fatty alcohols or polyalkoxylated alkylaryl alcohols with mixed oxyalkylele groups
Definitions
- the invention relates to the use of alkoxylated alcohols to control foaming in alkyl polyglycoside- containing compositions.
- alkyl polyglycosides exhibit significantly higher foaming profiles than other nonionic surfactants, such as alcohol ethoxylates.
- foaming tendencies of alkyl polyglycosides more closely resemble those of anionic surfactants, such as alcohol sulfates, than the foaming tendencies of other nonionic surfactants.
- This higher foaming tendency makes the use of alkyl polyglycosides undesirable for many applications, e.g. cleaning-in-place for food processing plants, high pressure spray cleaning, bottle washing, floor cleaners and automatic dishwashing, wherein high levels of foa interfere with the cleaning and rinsing operation and reduce the efficiency of the operation.
- Low foam nonionics such as EO/PO block copolymers, can be used to reduce the foaming properties of alkyl undesirable properties, e.g. low biodegradability, relatively high aquatic toxicity and poor caustic compatibility.
- R 1 (EO) x (PO) y -OH I wherein R-- is derived from a linear or branched alkyl chain having from about 8 to about 14 carbon atoms; x is a number having a value of from 1 to about 10; y is a number having a value of from 1 to about 10, to a cleaning composition containing an alkyl polyglycoside having the general formula II:
- Alkyl polyglycosides are primarily produced by two methods, i.e., direct synthesis and transacetalization.
- direct synthesis method glucose is directly reacted with an excess of fatty alcohol in the presence of an acid as catalyst to form the glycoside.
- transacetalization method using a lower alcohol or glycol as solvent and reactant, a lower alkyl glycoside is initially formed and is then reacted with a long carbon- chain fatty alcohol in the following step to form the end product.
- alkyl polyglycosides are both readily biodegradable and non-toxic.
- alkyl polyglycosides having C 8 -C 16 alkyl chains are foam generators.
- the present invention relates to adding a defoa ing-effective amount of an alkoxylated alcohol having the general formula I:
- R 1 (E0) x (P0) y -0H I wherein R 1 is derived from a linear or branched alkyl chain having from about 8 to about 14 carbon atoms; x is a number having a value of from 1 to about 10; y is a number having a value of from 1 to about 10, to a cleaning composition containing an alkyl polyglycoside having the general formula II:
- R 3 0(R 4 0) b (Z) a II wherein R 3 is a monovalent organic radical having from about 6 to about 30 carbon atoms; R 4 is divalent alkylene radical having from 2 to 4 carbon atoms; Z is a saccharide residue having 5 or 6 carbon atoms; b is a number having a value from 0 to about 12; a is a number having a value from 1 to about 6.
- the ratio of alkoxylated alcohol of formula I to alkyl polyglycoside of formula II is typically in the range of from 1:10 to 10:1.
- Cleaning compositions typically contain various surfactants such as nonionic, anionic and amphoteric surfactants, as well as mixtures thereof.
- Additional components may include builders such as silicates, phosphates, tetrasodium EDTA, and NTA.
- Buffer components may also be employed in order to regulate the pH of the cleaning composition. Examples of suitable buffer components include sodium carbonate, triethanolamine, NaOH, and KOH.
- Other components typically found in cleaning compositions include corrosion inhibitors, dyes, fragrances, preservatives, and solvents .
- the surfactant employed in the cleaning composition of the present process is an alkyl polyglycoside having the general formula II:
- alkyl polyglycosides are commercially available, for example, as APG®, GLUCOPON®, or PLANTAREN® surfactants from Henkel Corporation, Ambler, PA., 19002. Examples of such surfactants include but are not limited to:
- APG® 225 Surfactant - an alkyl polyglycoside in which the alkyl group contains 8 to 10 carbon atoms and having an average degree of polymerization of 1.7.
- APG® 425 Surfactant - an alkyl polyglycoside in which the alkyl group contains 8 to 16 carbon atoms and having an average degree of polymerization of 1.6.
- APG® 625 Surfactant - an alkyl polyglycoside in which the alkyl groups contains 12 to 16 carbon atoms and having an average degree of polymerization of 1.6.
- APG® 325 Surfactant - an alkyl polyglycoside in which the alkyl groups contains 9 to 11 carbon atoms and having an average degree of polymerization of 1.5.
- GLUCOPON® 600 Surfactant - an alkyl polyglycoside in which the alkyl groups con.tains 12 to 16 carbon atoms and having an average degree of polymerization of 1.4.
- PLANTAREN® 2000 Surfactant - a C 8 . 16 alkyl polyglycoside in which the alkyl group contains 8 to 16 carbon atoms and having an average degree of polymerization of 1.4.
- PLANTAREN® 1300 Surfactant - a C 12 . 16 alkyl polyglycoside in which the alkyl groups contains 12 to 16 carbon atoms and having an average degree of polymerization of 1.6.
- alkyl polyglycoside surfactant compositions which are comprised of mixtures of compounds of formula I wherein Z represents a moiety derived from a reducing saccharide containing 5 or 6 carbon atoms; a is a number having a value from 1 to about 6; b is zero; and R-. is an alkyl radical having from 8 to 20 carbon atoms.
- compositions are characterized in that they have increased surfactant properties and an HLB in the range of about 10 to about 16 and a non-Flory distribution of glycosides, which is comprised of a mixture of an alkyl monoglycoside and a mixture of alkyl polyglycosides having varying degrees of polymerization of 2 and higher in progressively decreasing amounts, in which the amount by weight of polyglycoside having a degree of polymerization of 2, or mixtures thereof with the polyglycoside having a degree of polymerization of 3 , predominate in relation to the amount of monoglycoside, said composition having an average degree of polymerization of about 1.8 to about 3.
- compositions also known as peaked alkyl polyglycosides
- the relative distribution of the various components, mono- and poly-glycosides, in the resulting product changes and the concentration in the product of the polyglycosides relative to the monoglycoside increases as well as the concentration of individual polyglycosides to the total, i.e. DP2 and DP3 fractions in relation to the sum of all DP fractions.
- Such compositions are disclosed in U.S. patent 5,266,690, the entire contents of which are incorporated herein by reference.
- alkyl polyglycosides which can be used in the compositions according to the invention are those in which the alkyl moiety contains from 6 co 18 carbon atoms in which and the average carbon chain length of the composition is from about 9 to about 14 comprising a mixture of two or more of at least binary components of alkylpolyglycosides, wherein each binary component is present in the mixture in relation to its average carbon chain length in an amount effective to provide the surfactant composition with the average carbon chain length of about 9 to about 14 and wherein at least one, or both binary components, comprise a Flory distribution of polyglycosides derived from an acid-catalyzed reaction of an alcohol containing 6-20 carbon atoms and a suitable saccharide from which excess alcohol has been separated.
- alkyl polyglycoside surfactants of formula II as the nonionic surfactant in cleaning compositions, and particularly those alkyl polyglycosides of formula II wherein R 3 is a monovalent organic radical having from 8 to 10 carbon atoms, b is zero and a is a number having a value of 1.52, is attended by unwanted high levels of foaming.
- R 3 is a monovalent organic radical having from 8 to 10 carbon atoms
- b is zero
- a is a number having a value of 1.52
- R 1 (EO) x (PO) y -OH I wherein R ⁇ is derived from a linear or branched alkyl chain having from about 8 to about 14 carbon atoms; x is a number having a value of from 1 to about 10; y is a number having a value of from 1 to about 10, the amount of foam generated by the alkyl polyglycoside-containing cleaning composition can be significantly reduced.
- a preferred alkoxylated alcohol of formula I is one wherein the number y is greater than x, i.e., there are more propylene oxides than ethylene oxide and a particularly preferred alkoxylated alcohol is one having a molar ratio of ethylene oxide to propylene oxide of about 1:2, respectively.
- the cleaning composition employed in the present process contains: up to 97.9% by weight of a builder component; from about 1 to about 10% by weight of a buffer component; from about 0.1 to about 50% by weight of an alkyl polyglycoside of formula II; and from about 1 to about 2% by weight of an alkoxylated alcohol of formula I, all weights being based on the weight of the cleaning composition.
- the ratio by weight of alkyl polyglycoside of formula II to alkoxylated alcohol of formula I is preferably in the range of from 4:1 to 1:1.
- the cleaning composition contains the alkyl polyglycoside of formula II wherein R 3 is an alkyl radical having from 8 to 10 carbon atoms, b is zero, and a is a number having a value of 1.52.
- This alkyl polyglycoside is preferably present in the cleaning composition in an amount of from about 3 to 4% by weight, based on the weight of the composition.
- alkoxylated alcohol of formula I such that the ratio by weight of alkyl polyglycoside of formula II wherein R 3 is a C 8 -C 10 alkyl radical to alkoxylated alcohol of formula I is from 1:10 to 10:1, and most preferably 1:1, respectively.
- SX-602 SANDOXYLATE® SX-602, an alkoxylated alcohol commercially available from Sandoz, Corp.
- BL-214 ANTAROX® BL-214, an alkoxylated alcohol commercially available from Rhone-Poulenc.
- LS-36 DEHYPON® LS-36, an alkoxylated alcohol commercially available from Henkel KGaA, Dusseldorf, Germany.
- APG® 220 UP is an alkyl polyglycoside in which the alkyl group contains 8 to 10 carbon atoms and having an average degree of polymerization of 1.52, sold by Henkel Corporation, Ambler, PA.
- Various formulations were also tested using the Waring Blender test method for determining their defoaming effectiveness. The blend compositions and results obtained using this test method are listed in Table II below. In Examples 5-8 below, 0.5% active solutions were prepared at 25°C, using 150 ppm hard water. The Waring Blender was run at constant high speed for approximately 3.5 minutes, after which the foam height was measured.
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- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Detergent Compositions (AREA)
- Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
- Saccharide Compounds (AREA)
Abstract
Description
Claims
Priority Applications (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP96923700A EP0862608A4 (en) | 1995-07-17 | 1996-07-12 | The use of alkoxylated alcohols to control foaming of alkyl polyglycosides in cleaning compositions |
| CA002227222A CA2227222A1 (en) | 1995-07-17 | 1996-07-12 | The use of alkoxylated alcohols to control foaming of alkyl polyglycosides in cleaning compositions |
| MX9800441A MX9800441A (en) | 1995-07-17 | 1996-07-12 | The use of alkoxylated alcohols to control foaming of alkyl polyglycosides in cleaning compositions. |
| BR9609552A BR9609552A (en) | 1995-07-17 | 1996-07-12 | Process for reducing foam in a cleaning composition and product thereof |
| AU64552/96A AU709865B2 (en) | 1995-07-17 | 1996-07-12 | The use of alkoxylated alcohols to control foaming of alkyl polyglycosides in cleaning compositions |
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US50300095A | 1995-07-17 | 1995-07-17 | |
| US08/503,000 | 1995-07-17 | ||
| US64379296A | 1996-05-07 | 1996-05-07 | |
| US08/643,792 | 1996-05-07 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| WO1997004056A1 true WO1997004056A1 (en) | 1997-02-06 |
Family
ID=27054348
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/US1996/011428 Ceased WO1997004056A1 (en) | 1995-07-17 | 1996-07-12 | The use of alkoxylated alcohols to control foaming of alkyl polyglycosides in cleaning compositions |
Country Status (7)
| Country | Link |
|---|---|
| EP (1) | EP0862608A4 (en) |
| AR (1) | AR002858A1 (en) |
| AU (1) | AU709865B2 (en) |
| BR (1) | BR9609552A (en) |
| CA (1) | CA2227222A1 (en) |
| MX (1) | MX9800441A (en) |
| WO (1) | WO1997004056A1 (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2011055318A3 (en) * | 2009-11-06 | 2011-11-24 | Ecolab Inc. | Alkyl polyglucosides and a propoxylated-ethoxylated extended chain surfactant |
| US11834624B2 (en) | 2014-03-07 | 2023-12-05 | Ecolab Usa Inc. | Alkyl amides for enhanced food soil removal and asphalt dissolution |
Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4280919A (en) * | 1979-05-10 | 1981-07-28 | Basf Aktiengesellschaft | Detergents and cleansers containing oxyalkylated alcohols as biodegradable, low-foam surfactants |
| US4836951A (en) * | 1986-02-19 | 1989-06-06 | Union Carbide Corporation | Random polyether foam control agents |
| US5370816A (en) * | 1990-09-13 | 1994-12-06 | Huels Aktiengesellschaft | Detergent composition containing a mixture of alkyl polyglycosides |
| US5520836A (en) * | 1991-05-03 | 1996-05-28 | Henkel Kommanditgesellschaft Auf Aktien | Liquid detergent |
| US5527362A (en) * | 1994-11-10 | 1996-06-18 | Henkel Corporation | Alkyl polyglycosides in textile scour/bleach processing |
| US5536884A (en) * | 1991-02-22 | 1996-07-16 | Basf Aktiengesellschaft | Mixture of at least two alkoxylated alcohols and use thereof as a foam-suppressing surfactant additament in cleaning compositions for mechanized cleaning processes |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4240921A (en) * | 1979-03-28 | 1980-12-23 | Stauffer Chemical Company | Liquid cleaning concentrate |
| DE3518672A1 (en) * | 1985-05-24 | 1986-11-27 | Basf Ag, 6700 Ludwigshafen | LIQUID CLEANING CONCENTRATE FOR STRONG ALKALINE CLEANING FORMULAS |
| WO1988009369A1 (en) * | 1987-05-18 | 1988-12-01 | Staley Continental, Inc. | Low foaming detergent composition |
| DE4009533A1 (en) * | 1990-03-24 | 1991-09-26 | Henkel Kgaa | LOW-EFFICIENT NON-ionic surfactant mix |
| DE4311114A1 (en) * | 1993-04-05 | 1994-10-06 | Henkel Kgaa | Detergent mixtures |
| DE4327327A1 (en) * | 1993-08-13 | 1995-02-16 | Henkel Kgaa | Detergent mixtures |
| GB9322806D0 (en) * | 1993-11-05 | 1993-12-22 | Dow Europ Sa | Aqueous alkaline composition |
| DE4404199A1 (en) * | 1994-02-10 | 1995-08-17 | Henkel Kgaa | Detergent for hard surfaces |
-
1996
- 1996-07-12 WO PCT/US1996/011428 patent/WO1997004056A1/en not_active Ceased
- 1996-07-12 AU AU64552/96A patent/AU709865B2/en not_active Ceased
- 1996-07-12 EP EP96923700A patent/EP0862608A4/en not_active Withdrawn
- 1996-07-12 BR BR9609552A patent/BR9609552A/en unknown
- 1996-07-12 MX MX9800441A patent/MX9800441A/en unknown
- 1996-07-12 CA CA002227222A patent/CA2227222A1/en not_active Abandoned
- 1996-07-17 AR ARP960103610A patent/AR002858A1/en unknown
Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4280919A (en) * | 1979-05-10 | 1981-07-28 | Basf Aktiengesellschaft | Detergents and cleansers containing oxyalkylated alcohols as biodegradable, low-foam surfactants |
| US4836951A (en) * | 1986-02-19 | 1989-06-06 | Union Carbide Corporation | Random polyether foam control agents |
| US5370816A (en) * | 1990-09-13 | 1994-12-06 | Huels Aktiengesellschaft | Detergent composition containing a mixture of alkyl polyglycosides |
| US5536884A (en) * | 1991-02-22 | 1996-07-16 | Basf Aktiengesellschaft | Mixture of at least two alkoxylated alcohols and use thereof as a foam-suppressing surfactant additament in cleaning compositions for mechanized cleaning processes |
| US5520836A (en) * | 1991-05-03 | 1996-05-28 | Henkel Kommanditgesellschaft Auf Aktien | Liquid detergent |
| US5527362A (en) * | 1994-11-10 | 1996-06-18 | Henkel Corporation | Alkyl polyglycosides in textile scour/bleach processing |
Non-Patent Citations (1)
| Title |
|---|
| See also references of EP0862608A4 * |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2011055318A3 (en) * | 2009-11-06 | 2011-11-24 | Ecolab Inc. | Alkyl polyglucosides and a propoxylated-ethoxylated extended chain surfactant |
| US8172953B2 (en) | 2009-11-06 | 2012-05-08 | Ecolab Usa Inc. | Alkyl polyglucosides and a propoxylated-ethoxylated extended chain surfactant |
| US11834624B2 (en) | 2014-03-07 | 2023-12-05 | Ecolab Usa Inc. | Alkyl amides for enhanced food soil removal and asphalt dissolution |
| US12180439B2 (en) | 2014-03-07 | 2024-12-31 | Ecolab Usa Inc. | Alkyl amides for enhanced food soil removal and asphalt dissolution |
Also Published As
| Publication number | Publication date |
|---|---|
| BR9609552A (en) | 1999-03-02 |
| AR002858A1 (en) | 1998-04-29 |
| AU709865B2 (en) | 1999-09-09 |
| MX9800441A (en) | 1998-04-30 |
| AU6455296A (en) | 1997-02-18 |
| EP0862608A4 (en) | 1999-02-10 |
| EP0862608A1 (en) | 1998-09-09 |
| CA2227222A1 (en) | 1997-02-06 |
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