EP0788537B1 - Wässrige handgeschirrspülmittel - Google Patents
Wässrige handgeschirrspülmittel Download PDFInfo
- Publication number
- EP0788537B1 EP0788537B1 EP95935954A EP95935954A EP0788537B1 EP 0788537 B1 EP0788537 B1 EP 0788537B1 EP 95935954 A EP95935954 A EP 95935954A EP 95935954 A EP95935954 A EP 95935954A EP 0788537 B1 EP0788537 B1 EP 0788537B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- weight
- alkyl
- alcohol
- sulfate
- glycerol
- 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.)
- Expired - Lifetime
Links
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
- 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
- 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
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/34—Organic compounds containing sulfur
- C11D3/3409—Alkyl -, alkenyl -, cycloalkyl - or terpene sulfates or sulfonates
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
- C11D1/14—Sulfonic acids or sulfuric acid esters; Salts thereof derived from aliphatic hydrocarbons or mono-alcohols
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
- C11D1/22—Sulfonic acids or sulfuric acid esters; Salts thereof derived from aromatic 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
- C11D1/02—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
- C11D1/66—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
- C11D1/90—Betaines
Definitions
- the present invention relates to the use of glycerol sulfates in aqueous, manually applicable dishwashing detergents with strong Foam development and good cleaning power.
- Liquid cleaning agents usually consist of aqueous solutions of synthetic anionic and / or nonionic surfactants and conventional additives. They are particularly useful for cleaning hard surfaces Example of glass, ceramic materials, plastics, lacquered and polished surfaces used.
- An important area of application for liquid The cleaning agent is the manual rinsing of EB and cookware.
- the dishes are usually cleaned at slightly elevated temperatures from about 35 to 45 ° C in very dilute liquors. Doing so from the consumer the cleaning power of an agent in general as all the more better judged, the stronger and the longer the cleaning liquor foams. Because of the contact of the hands with the cleaning solution over a longer period When washing dishes manually, the period is also skin-friendliness the agent of particular importance. For these reasons, the Expert in the selection of components and the composition of a Considerations other than manual cleaning of dishes with liquid cleaning agents for other hard surfaces.
- German published patent application DE 40 38 478 relates to a process for the preparation of partial glyceride sulfates by reacting mixtures consisting of triglycerides and glycerol with gaseous sulfur trioxide and subsequent neutralization of the reaction products with aqueous bases.
- the sulfonation products obtained are complex mixtures which also contain up to 3.2% by weight of open-chain and cyclic glycerol sulfates.
- the object of the present invention is to provide detergent preparations, in particular to provide aqueous hand dishwashing detergents with a high total surfactant content.
- the object was achieved by using glycerol sulfates as Solubilizer; especially when the total surfactant content is more than 25 % By weight, preferably more than 33% by weight, based on the total hand dishwashing detergent, Glycerol sulfates are suitable solubilizers.
- trisulfated glycerol is particularly suitable, but also mono- or disulfated glycerol and any mixture is suitable as a solubilizer.
- the preparation of the glycerol sulfate can e.g. B. by reaction of glycerol with gaseous SO 3 , a synthesis instruction is disclosed in the example part.
- Particularly suitable surfactants are C 6 -C 22 alkyl sulfates and / or C 6 -C 22 alkyl ether sulfates and / or C 9 -C 13 alkyl benzene sulfonates.
- Another object of the invention is therefore the use of glycerol sulfates in C 6 -C 22 alkyl sulfate and / or C 6 -C 22 alkyl ether sulfate and / or C 9 -C 13 alkyl benzene sulfonate-containing aqueous hand dishwashing detergents.
- Fatty alkyl sulfates which can be used in the sense of the invention follow the formula II, R 2 -O-SO 3 X, in which R 2 represents a saturated or unsaturated C 6 -C 22 alkyl group and X represents an alkali or alkaline earth metal.
- These substances are known chemical compounds that can be obtained by sulfating fatty alcohols.
- Typical examples are the sulfates of capronic alcohol, caprylic alcohol, capric alcohol, lauryl alcohol, myristyl alcohol, cetyl alcohol, palmoleyl alcohol, stearyl alcohol, oleyl alcohol, elaidyl alcohol, petroselinyl alcohol, arachyl alcohol, gadoleyl alcohol, behenyl alcohol and technical-grade erucyl alcohol.
- Sulfates of technical grade C 12/14 or C 12/18 coconut fatty alcohol cuts are preferably used in the form of their sodium or Mg salts.
- Fatty alkyl ether sulfates which can be used in the sense of the invention follow the formula III, R 3 O- (CH 2 CH 2 O) n -SO 3 X in which R 3 is a saturated or unsaturated C 6 -C 22 alkyl group, n is a number from 1 to 10 and X is an alkali or alkaline earth metal.
- Typical examples are the sulfation products of adducts from 1 to 10 moles of ethylene oxide (conventional or narrow homolog distribution) 1 mol each of capronic alcohol, caprylic alcohol, capric alcohol, lauryl alcohol, Myristyl alcohol, cetyl alcohol, palmoleyl alcohol, stearyl alcohol, oleyl alcohol, Elaidyl alcohol, petroselinyl alcohol, arachyl alcohol, gadoleyl alcohol, Behenyl alcohol and erucyl alcohol and their technical mixtures.
- Sulfates of adducts of 2 to 7 moles of ethylene oxide to saturated are preferred Coconut fatty alcohols with 12 to 18 carbon atoms in the form of their sodium, Potassium and / or magnesium salts.
- C 9 -C 13 alkylbenzenesulfonates which can be used for the purposes of the invention are, for example, the products sold under the trade names Marlon (from Hüls) and Witconate (from Witco).
- surfactant mixtures which additionally contain a C 6 -C 22 -alkyl glycoside.
- Aqueous detergent compositions in the sense of the invention are e.g. B. Bubble baths, hair shampoos and in particular hand dishwashing detergents.
- the total surfactant content in these agents is over 25% by weight, in particular over 33% by weight, based on the total agent.
- Alkyl glycosides are known substances that can be obtained by the relevant methods of preparative organic chemistry. Representative of the extensive literature, reference is made here to the documents EP-A1-0 301 298 and WO 90/3977.
- the alkyl glycosides follow the formula IV, R 4 O [G] x , in which R 4 is a linear or branched, saturated or unsaturated alkyl radical having 6 to 22 carbon atoms, [G] is a glycose radical and x is a number from 1 to 10.
- the alkyl or alkenyl radical R 4 can be derived from primary alcohols having 6 to 22, preferably 12 to 18, carbon atoms. Typical examples are capronic alcohol, caprylic alcohol, capric alcohol and undecyl alcohol and their technical mixtures, such as those obtained in the course of the hydrogenation of technical fatty acid methyl esters or in the course of the hydrogenation of aldehydes from Roelen's oxosynthesis.
- the alkyl or alkenyl radical R 4 is preferably derived from lauryl alcohol, myristyl alcohol, cetyl alcohol, palmoleyl alcohol, stearyl alcohol, isostearyl alcohol or oleyl alcohol.
- anionic surfactants are e.g. B. alkanesulfonates with 10 to 20, preferably 12 to 18 carbon atoms in the alkyl radical and olefin sulfonates 12 to 16, preferably 12 to 14 carbon atoms in the n-alkyl radical name that in amounts of up to 50 wt .-%, based on the total agent, can be included.
- Soaps ie alkali metal or ammonium salts of saturated or unsaturated C 6 -C 22 fatty acids, are preferably not contained in the agents according to the invention because of their foam-suppressing properties.
- surfactants optionally contained in the agents according to the invention are amphoteric surfactants and non-ionic surfactants.
- Betaine compounds of the formula can be used as amphoteric surfactants are used in which R 5 is an alkyl radical with 8 to 25, preferably 10 to 21 carbon atoms and R 6 and R 7 , which are optionally interrupted by heteroatoms or heteroatom groups, and R 6 and R 7 are identical or different alkyl radicals with 1 to 3 carbon atoms.
- R 5 is an alkyl radical with 8 to 25, preferably 10 to 21 carbon atoms and R 6 and R 7 , which are optionally interrupted by heteroatoms or heteroatom groups, and R 6 and R 7 are identical or different alkyl radicals with 1 to 3 carbon atoms.
- Preferred are C 10 -C 18 alkyl dimethyl carboxymethyl betaine and C 11 -C 17 alkyl amidopropyl dimethyl carboxymethyl betaine.
- fatty acid alkanolamides e.g. B. C 12/18 fatty acid monoethanolamide or adducts of 4 to 20, preferably 4 to 10 moles of alkylene oxide, preferably ethylene oxide to C 10 -C 20 , preferably C 12 -C 18 alkanols, but also the adducts of ethylene oxide to polypropylene glycols , which are known under the name Pluronics (R) , and addition products of 1 to 7 mol of ethylene oxide onto C 12 -C 18 alkanols reacted with 1 to 5 mol of propylene oxide are suitable.
- Pluronics (R) Pluronics
- Fatty alkyl amine oxides are also suitable.
- the solvents to be added if necessary are low molecular weight Alkanols with 1 to 4 carbon atoms in the molecule, preferably around ethanol and isopropanol.
- Dyes and perfume oils can optionally include, for example, alkanolamines, Polyols such as ethylene glycol, propylene glycol, glycerin as well Alkylbenzenesulfonates with 1 to 3 carbon atoms in the alkyl radical are used.
- the preferred thickeners include urea and ammonium chloride, which can also be used in combination.
- urea and ammonium chloride which can also be used in combination.
- a preservative Examples include sodium benzoate, formaldehyde and sodium sulfite call.
- the agents according to the invention can also be conventional disinfectants contain.
- the pH of the agents according to the invention is preferably between 5.0 and 7.5.
- a glycerol sulfate thus prepared was used for the following application examples used.
Landscapes
- 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)
- Cleaning Implements For Floors, Carpets, Furniture, Walls, And The Like (AREA)
Description
Claims (6)
- Verwendung von Glycerinsulfaten als Lösungsvermittler in wäßrigen Handgeschirrspülmitteln.
- Verwendung von Glycerinsulfaten nach Anspruch 1 in wäßrigen Handgeschirrspülmitteln mit einem Gesamttensidgehalt von mehr als 25 Gew.-%, vorzugsweise mehr als 33 Gew.-%, bezogen auf das gesamte wäßrige Handgeschirrspülmittel.
- Verwendung nach Anspruch 1 und 2 in C6-C22-Alkylsulfat- und/oder C6-C22-Alkylethersulfat- und/oder C9-C13-Alkylbenzolsulfonat-haltigen wäßrigen Handgeschirrspülmitteln.
- Wäßrige Detergenszusammensetzungen, inbesondere Handgeschirrspülmittel, enthaltenda) 0,2 Gew.-% bis 10 Gew.-%, vorzugsweise 1 Gew.-% bis 5 Gew.-%, eines Glycerinsulfatsb) 1 Gew.-% bis 50 Gew.-%, vorzugsweise 5 Gew.-% bis 45 Gew.-%, eines C6-C22-Alkylsulfats, C6-C22-Alkylethersulfats, C9-C13-Alkylbenzolsulfonats oder einer beliebigen Mischung der genannten Tenside undc) 1 Gew.-% bis 20 Gew.-%, vorzugsweise 2 Gew.-% bis 10 Gew.-%, jeweils bezogen auf das gesamte Mittel, eines Alkylglycosids der Formel IV, R4O[G]x, in der R4 für einen gesättigten oder ungesättigten C6-C22-Alkylrest, G für einen Glycoserest und x für Zahlen von 1 bis 10 steht.
- Mittel nach Anspruch 4, dadurch gekennzeichnet, daß der Gesamttensidgehalt mehr als 25 Gew.-%, vorzugsweise mehr als 33 Gew.-%, bezogen auf die gesamte Detergenszusammensetzung, beträgt.
- Mittel nach Anspruch 4 und 5, dadurch qekennzeichnet, daß es frei von Alkali- oder Ammoniumsalzen gesättigter oder ungesättigter C6-C22-Fettsäuren ist.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE4438583 | 1994-10-28 | ||
| DE4438583A DE4438583A1 (de) | 1994-10-28 | 1994-10-28 | Wäßrige Handgeschirrspülmittel |
| PCT/EP1995/004124 WO1996013567A1 (de) | 1994-10-28 | 1995-10-20 | Wässrige handgeschirrspülmittel |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| EP0788537A1 EP0788537A1 (de) | 1997-08-13 |
| EP0788537B1 true EP0788537B1 (de) | 1999-04-21 |
Family
ID=6531951
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP95935954A Expired - Lifetime EP0788537B1 (de) | 1994-10-28 | 1995-10-20 | Wässrige handgeschirrspülmittel |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US6090764A (de) |
| EP (1) | EP0788537B1 (de) |
| AT (1) | ATE179208T1 (de) |
| DE (2) | DE4438583A1 (de) |
| DK (1) | DK0788537T3 (de) |
| ES (1) | ES2132726T3 (de) |
| GR (1) | GR3030184T3 (de) |
| WO (1) | WO1996013567A1 (de) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE19714043C2 (de) * | 1997-04-05 | 2002-09-26 | Cognis Deutschland Gmbh | Verwendung von Glycerinsulfaten als Viskositätsregulatoren für konzentrierte wäßrige Alkyl(ether)sulfatpasten |
| US6683036B2 (en) * | 2000-07-19 | 2004-01-27 | The Procter & Gamble Company | Cleaning composition |
| US20090036345A1 (en) * | 2005-06-23 | 2009-02-05 | Reckitt Benckiser Inc. | Light-Duty Dishwashing Detergent Compositions |
Family Cites Families (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2979521A (en) * | 1955-02-09 | 1961-04-11 | Colgate Palmolive Co | Preparation of glycerol sulfuric acids |
| US3250202A (en) * | 1963-08-28 | 1966-05-10 | Polaroid Corp | Photographic apparatus |
| US3256202A (en) * | 1964-06-01 | 1966-06-14 | Alcolac Chemical Corp | Surface-active agents and detergent compositions |
| US4024078A (en) * | 1975-03-31 | 1977-05-17 | The Procter & Gamble Company | Liquid detergent composition |
| US4753754B1 (en) * | 1977-12-09 | 1997-05-13 | Albright & Wilson | Concentrated aqueous surfactant compositions |
| US4692271B1 (en) * | 1977-12-09 | 1997-07-22 | Albright & Wilson | Concentrated aqueous surfactant compositions |
| DE3534082A1 (de) * | 1985-09-25 | 1987-04-02 | Henkel Kgaa | Fluessiges reinigungsmittel |
| DE3723826A1 (de) * | 1987-07-18 | 1989-01-26 | Henkel Kgaa | Verfahren zur herstellung von alkylglykosiden |
| DE3833780A1 (de) * | 1988-10-05 | 1990-04-12 | Henkel Kgaa | Verfahren zur direkten herstellung von alkylglykosiden |
| US5576425A (en) * | 1988-10-05 | 1996-11-19 | Henkel Kommanditgesellschaft Auf Aktien | Process for the direct production of alkyl glycosides |
| DE3933860A1 (de) * | 1989-10-11 | 1991-04-18 | Henkel Kgaa | Verfahren zur herstellung von alkyl-polyethoxyethersulfaten |
| DE3936001A1 (de) * | 1989-10-28 | 1991-05-02 | Henkel Kgaa | Verfahren zur sulfierung ungesaettigter fettsaeureglycerinester |
| DE4038478A1 (de) * | 1990-12-03 | 1992-06-04 | Henkel Kgaa | Verfahren zur herstellung von partialglyceridsulfaten |
| DE4038477A1 (de) * | 1990-12-03 | 1992-06-04 | Henkel Kgaa | Verfahren zur kontinuierlichen herstellung von partialglyceridsulfaten |
| US5580849A (en) * | 1992-09-01 | 1996-12-03 | The Procter & Gamble Company | Liquid or gel detergent compositions containing calcium and stabilizing agent thereof |
| DE4234487A1 (de) * | 1992-10-14 | 1994-04-21 | Henkel Kgaa | Wäßrige Detergensgemische |
-
1994
- 1994-10-28 DE DE4438583A patent/DE4438583A1/de not_active Withdrawn
-
1995
- 1995-10-20 DK DK95935954T patent/DK0788537T3/da active
- 1995-10-20 AT AT95935954T patent/ATE179208T1/de not_active IP Right Cessation
- 1995-10-20 EP EP95935954A patent/EP0788537B1/de not_active Expired - Lifetime
- 1995-10-20 ES ES95935954T patent/ES2132726T3/es not_active Expired - Lifetime
- 1995-10-20 US US08/817,887 patent/US6090764A/en not_active Expired - Fee Related
- 1995-10-20 WO PCT/EP1995/004124 patent/WO1996013567A1/de not_active Ceased
- 1995-10-20 DE DE59505724T patent/DE59505724D1/de not_active Expired - Fee Related
-
1999
- 1999-05-11 GR GR990401272T patent/GR3030184T3/el unknown
Also Published As
| Publication number | Publication date |
|---|---|
| ATE179208T1 (de) | 1999-05-15 |
| EP0788537A1 (de) | 1997-08-13 |
| DE59505724D1 (de) | 1999-05-27 |
| WO1996013567A1 (de) | 1996-05-09 |
| DK0788537T3 (da) | 1999-11-01 |
| ES2132726T3 (es) | 1999-08-16 |
| US6090764A (en) | 2000-07-18 |
| GR3030184T3 (en) | 1999-08-31 |
| DE4438583A1 (de) | 1996-05-02 |
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