EP0157443A1 - Detergent composition containing semi-polar nonionic detergent, alkaline earth metal anionic detergent, and amidoalkylbetaine detergent - Google Patents
Detergent composition containing semi-polar nonionic detergent, alkaline earth metal anionic detergent, and amidoalkylbetaine detergent Download PDFInfo
- Publication number
- EP0157443A1 EP0157443A1 EP85200329A EP85200329A EP0157443A1 EP 0157443 A1 EP0157443 A1 EP 0157443A1 EP 85200329 A EP85200329 A EP 85200329A EP 85200329 A EP85200329 A EP 85200329A EP 0157443 A1 EP0157443 A1 EP 0157443A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- carbon atoms
- alkyl
- detergent
- group
- water
- 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.)
- Granted
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
- C11D1/90—Betaines
-
- 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
- C11D1/02—Anionic compounds
- C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
- C11D1/14—Sulfonic acids or sulfuric acid esters; Salts thereof derived from aliphatic hydrocarbons or mono-alcohols
- C11D1/143—Sulfonic acid esters
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—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
- C11D1/22—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
- C11D1/75—Amino 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
- C11D1/755—Sulfoxides
-
- 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
- C11D1/79—Phosphine oxides
Abstract
Description
- This invention relates to a detergent composition especially formulated for the removal of greasy soils. More particularly, it relates to a detergent composition containing a semi-polar nonionic detergent, an alkaline earth metal, preferably magnesium, salt of an anionic detergent and an amidoalkylbetaine.
- Detergent compositions containing a wide variety of water-soluble organic detergents or mixtures thereof have been formulated. Recognizably, certain water-soluble organic detergents are" better at removing one type of soil than other detergents. For example, anionic detergents are noted for their ability to remove carbohydrate and protein type stains, while nonionic detergents are especially useful in the removal of grease and oil stains. Various mixtures of detergents have been tried in order to find the optimum combination for removing a wide variety of stains as is normally encountered on soiled articles. (See for example, U.S. Patents 2,691,636, 3,085,982, 3,177,598, 3,179,599, 3,196,166 and 3,223,647 for various organic detergent combinations.) However, there is a continuing need for detergent compositions that are effective in removing soils, especially greasy soils.
- Additionally, various salts such as magnesium and calcium chloride and magnesium sulfate have been suggested as detergent composition additives for improving their detergency (see U.S. Patents 2,908,651; 2,437,253 and; 4,133,779). All of the patents listed herein are incorporated herein by reference.
- It has now been found that a detergent composition especially effective in the removal of greasy soil is formulated using a semi-polar nonionic detergent, an alkaline earth metal salt of certain anionic detergents, and an amidoalkylbetaine.
- As used herein, all percentages, parts and ratios are by weight unless otherwise indicated.
- A detergent composition especially effective in removing greasy soils wherein the organic detergent portion of said composition consists essentially of a mixture of:
- (a) from 1% to 10%, preferably from 1% to 8%, of a semi-polar organic nonionic detergent selected from the group consisting of (1) water-soluble amine oxides having one alkyl or hydroxyalkyl moiety of 8 to 28 carbon atoms and two alkyl moieties selected from the group consisting of alkyl groups and hydroxyalkyl groups of 1 to 3 carbon atoms, (2) water-soluble phosphine oxides having one alkyl or hydroxyalkyl moiety of 8 to 28 carbon atoms and two alkyl moieties selected from the group consisting of alkyl groups and hydroxyalkyl groups of 1 to 3 carbon atoms, (3) water-soluble sulfoxides having one alkyl or hydroxyalkyl moiety of 8 to 18 carbon atoms and an alkyl moiety selected from the group consisting of alkyl and hydroxyalkyl groups of 1 to 3 carbon atoms, and (4) mixtures thereof;
- (b) from 10% to 50%, preferably from 15% to 40%, of an alkaline earth metal, preferably magnesium, salt of an anionic detergent selected from the group consisting of (1) linear alkyl benzene sulfonates having 9 to 15 carbon atoms in the alkyl group, (2) alkyl sulfates having 8 to 22 carbon atoms, (3) paraffin sulfonates having 8 to 22 carbon atoms, (4) olefin sulfonates having 8 to 22 carbon atoms, (5) alkyl ether sulfates having 8 to 22 carbon atoms in the alkyl group and 1 to 30 ethylene oxide units (6) alkyl glyceryl ether sulfonates having 8 to 22 carbon atoms in the alkyl group and (7) mixtures thereof; and
- (c) from 1% to 15%, preferably from 1% to 10% of an acylamidoalkylbetaine of the formula:
- The detergent compositions of this invention contain a water-soluble semi-polar nonionic detergent, an alkaline earth metal salt of an anionic detergent, and an amidoalkylbetaine as essential ingredients. Descriptions of these detergents follow.
- Semi-polar nonionic detergents useful herein include water-soluble amine oxides, phosphine oxides and sulfoxides. Amine oxides are preferred. The amine oxide has one alkyl or hydroxyalkyl moiety of 8 to 26 carbon atoms, preferably 8 to 16 carbon atoms and two alkyl moieties selected from the group consisting of alkyl groups and hydroxyalkyl groups containing 1 to 3 carbon atoms. Examples of such materials include dimethyloctylamine oxide, diethyldecylamine oxide, bis-(2-hydroxyethyl)dodecylamine oxide, dimethyldodecylamine oxide, dipropyltetradecylamine oxide, methylethylhexadecylamine oxide, and dimethyl-2-hydroxyoctadecylamine oxide.
- Suitable semi-polar nonionic detergents also include the water-soluble phosphine oxides having one alkyl or hydroxyalkyl moiety of 8 to 28 carbon atoms, preferably 8 to 16 carbon atoms and two alkyl moieties selected from the group consisting of alkyl groups and hydroxyalkyl groups containing 1 to 3 carbon atoms. Examples of suitable phosphine oxides include dimethyldecylphos- phine oxide, dimethyltetradecylphosphine oxide, methylethyltetra- decylphosphine oxide, dimethylhexadecylphosphine oxide, diethyl-2-hydroxyoctyldecylphosphine oxide, bis(2-hydroxyethyl) dodecyl- phosphine oxide, and bis(hydroxymethyl)tetradecylphosphine oxide.
- The water-soluble sulfoxide detergents contain one alkyl or hydroxyalkyl moiety of 8 to 18 carbon atoms, preferably 12 to 16 carbon atoms and one alkyl moiety selected from the group consisting of alkyl and hydroxyalkyl groups having 1 to 3 carbon atoms. Specific examples of these sulfoxides include dodecylmethyl sulfoxide, 2-hydroxyethyltridecyl sulfoxide, hexadecylmethyl sulfoxide, 3-hydroxyoctadecylethyl sulfoxide.
- The anionic detergent comprises at least - 10%, preferably at least 15% of an alkaline earth metal, preferably magnesium, salt of an organic anionic detergent. The remainder are typically sodium, potassium, ammonium and/or substituted ammonium salts. Especially preferred salts are the magnesium salts. The anionic detergent salts which are useful in the present invention are selected from the following classes of anionic detergents:
- (1) Alkyl benzene sulfonates in which the alkyl group contains from 9 to 15 carbon atoms, preferably 11 to 14 carbon atoms in straight chain or branched chain configuration. An especially preferred linear alkyl benzene sulfonate contains 12 carbon atoms. U.S. patents 2,220,099 and 2,477,383 describe these detergents.
- (2) Alkyl sulfates obtained by sulfating an alcohol having 8 to 22 carbon atoms, preferably 12 to 16 carbon atoms. The alkyl sulfates have the formula (ROSO3)2 M where R is the C8-22 alkyl group and M is the alkaline earth metal.
- (3) Paraffin sulfonates having 8 to 22 carbon atoms, preferably 12 to 16 carbon atoms in the alkyl moiety;
- (4) Olefin sulfonates having 8 to 22 carbon atoms, preferably 12 to 16 carbon atoms. U.S. Patent 3,332,880 contains a description of suitable olefin sulfonates.
- (5) Alkyl ether sulfates derived from ethoxylating an alcohol having 8 to 22 carbon atoms, preferably 12 to 16 carbon atoms with 1 to 30, preferably 1 to 12 moles of ethylene oxide and then sulfating. The alkyl ether sulfates having the formula
- (6) Alkyl glyceryl ether sulfonates having 8 to 22 carbon atoms, preferably 12 to 16 carbon atoms in the alkyl moiety; and
- (7) Mixtures thereof.
- (2) and/or (5) are preferred.
- The above-described anionic detergents are all available commercially. The acid form of the anionic detergent can be converted to the alkaline earth metal salt form either prior to admixture with the semi-polar nonionic detergent or thereafter. This conversion can be accomplished either by direct neutralization with an alkaline earth metal base or by ion exchange between, e.g., an alkali metal, ammonium or alkanolammonium salt of the anionic detergent and a non-toxic, water-soluble alkaline earth metal salt. Preferably, a source of magnesium or calcium ions is added to the detergent mixture under desirable reaction conditions to form the desired salts. Calcium and magnesium chlorides, calcium and magnesium sulfates, calcium and magnesium acetates or calcium and magnesium hydroxides and oxides are examples of magnesium and calcium sources. Magnesium chloride and magnesium sulfate are preferred. Magnesium oxide or hydroxide is most preferred.
- The cation of the anionic detergent is important in that the alkaline earth metal salts of the herein described anionic detergent perform better in terms of suds persistence, especially in the presence of grease, than the alkali metal, ammonium or alkanolammonium salts of said anionic detergents when in combination with the semi-polar nonionic detergent and the betaine detergent. In some cases, a mixture of cations may be desirable for optimum physical properties or sudsing across a range of conditions and soils, provided sufficient amounts of the anionic surfactant are in the alkaline earth metal form to provide the desired grease removal. Up to about 25% of the above anionic detergents can be in the form of their sodium, potassium, ammonium, mono-, di- or triethanolammonium salts, especially ammonium, monoethanolammonium, or triethanolammonium.
- The amidoalkylbetaine surfactant is essential to the improved performance. The suds persistence (mileage) is less when the amidoalkylbetaine is combined with alkali metal anionic and semi-polar nonionic detergent mixtures. Overall superior performance requires all three essential ingredients.
- Examples of suitable betaines include coconutacylamidopro- pyldimethylbetaine; C12-14 acylamidopropylbetaine; Cs acylamido- hexyldiethylbetaine; 4-[C14-16 acylmethylamidodiethylammonio]-1-carboxybutane; C16-18 acylamidodimethylbetaine; C12-14 acylamido- pentanediethylbetaine; 2-[C12-16 acylmethylamidodiemethyl]-1-carboxy propane; and C12-16 acylmethylamidodimethylbetaine. Preferred betaines are the C10-18 acylamidopropane (or ethane) dimethyl (or diethyl) betaines.
- Suitable amidoalkylbetaines are disclosed in U.S. Patents 3,950,417; 4,137,191; and 4,375,421 and British Patent GB 2,103,236, all of which are incorporated herein by reference.
- The level of betaine in the product is preferably more than 1%, desirably 4 to 6%, where maximum grease handling is desired.
- It will be recognized that the alkyl (and acyl) groups for the above detergents can be derived from either natural or synthetic sources, e.g., they can be derived from naturally occurring fatty acids; olefins such as those prepared by Ziegler, or Oxo processes; or from olefins separated from petroleum either with or without "cracking". Specific examples, e.g., of alkyl sulfates and alkyl ether sulfates include those derived from Neodol 23 which is a synthetic alcohol prepared by an Oxo process and containing about 42 weight percent of dodecanol and about 54 weight percent of tridecanol.
- Ratios of semi-polar nonionic detergent and betaine to anionic detergent (salt basis) of from 1:20 to 1:2, preferably from 1:15 to 1:3 provide very satisfactory grease removal. The degree of grease removal obtained from the detergent mixture is greater than that achieved by the individual detergents alone when used under normal conditions.
- The detergent compositions of this invention are formulated in powder, granular, tablet, paste, or, preferably, liquid form. Regardless of the form of the composition, it is especially effective in the removal of greasy soils.
- A preferred detergent composition containing the above-described detergents is in a liquid form. Such liquid compositions are especially useful for the hand washing of soiled cooking utensils and tableware. The liquid compositions contain from 5% to 60%, preferably from 10% to 50% for concentrated products designed for dilution prior to use and preferably from 1% to 40% for products designed for use "as is", of the semi-polar nonionic, anionic, and betaine detergent mixture. The balance of the formula comprises water. All manner of known additives can be included in the liquid composition. For example, suds boosters, organic solvents, e.g., C1-CS alkanols (preferably ethanol), perfumes, dyes, and hydrotropes can be added for their known functions.
- An especially preferred liquid detergent composition also contains a source of alkalinity for increased greasy soil removal. Sodium hydroxide, potassium hydroxide, ammonium hydroxide, and mono-, di- or trialkanolamines wherein said alkanol moieties contain from one to five, preferably two to three carbon atoms, in either a linear or branched configuration are suitable bases. Normally, the higher chain length branched alkanolamines are mono- or di-substituted. Common alkanolamines are mono- and diisopropanolamines and mono-, di- and triethanolamines. Sufficient base is added to the composition to raise its pH to above 7.0, but below about 9.0. Such a composition has not only increased greasy soil removal ability, but also the removal is accelerated. Ammonia, di- and triethanolamines and mixtures thereof are preferred sources of alkalinity because of the resultant compositions' physical characteristics, i.e., the compositions have good fluidity and viscosity.
- A liquid detergent composition having the following formulation is most preferred:
- (a) from . 2% to 6% of a water-soluble amine oxide having one alkyl moiety of from 8 to 16 carbon atoms and two alkyl moieties of from 1 to 3 carbon atoms;
- (b) from 10% to 30% of magnesium alkyl sulfate having from 12 to 16 carbon atoms;
- (c) from 0% to 30% of a calcium or magnesium, preferably magnesium, alkyl ether sulfate derived from an alcohol having from 12 to 16 "carbon atoms ethoxylated with from 1 to 12 motes of ethylene oxide;
- (d) from 0% to 20% of ammonium, mono-, di-, or triethanolammonium alkyl ether sulfate derived from an alcohol having from 12 to 16 carbon atoms ethoxylated with from 1 to 12 moles of ethylene oxide;
- (e) From 1% to 8% of a C 12-16 acylamidopropyldimethylbetaine;
- (f) from 0% to 15% mono-, di-, or triethanolammonium, or ammonium, preferably ammonium sulfate, or chloride, hydroxide or mixtures thereof; and
- (g) the balance comprises water or water and C1-C5 alkanol (preferably ethanol) mixtures.
- More concentrated liquids and/or pastes containing from 45% to 95% of said mixture of semi-polar nonionic, anionic, and betaine detergents are also desirable.
- The granular or tableted compositions of this invention contain from 5% to . 50%, preferably from 10% to
- 35% of the semi-polar nonionic, anionic, and betaine detergent mixture. The balance of the composition comprises inert filler salts. A suitable inert filler salt is sodium sulfate. Various additives, e.g., suds suppressors, dyes, perfume, soil anti-redeposition agents, and water can also be included in the granular or tableted composition.
- The liquid detergent compositions of this invention are preferably prepared by neutralizing the acid forms of the anionic detergent with the aforementioned sources of alkalinity, magnesium hydroxide, magnesium oxide, and/or adding a soluble alkaline earth metal source, preferably magnesium sulfate or magnesium chloride, to give the finished formula.
- The examples which follow are illustrative of this invention.
-
- When compositions A-L are tested for their ability to remove grease from a soiled surface, the results will show that the compositions of this invention, i.e. compositions B, D, F, H, J and L will remove more grease and have better suds mileage than the similar compositions wherein the magnesium cation and betaine are not employed.
-
- This base formula was compared to compositions A, B and C in which 5% C12-14 acylamidopropyl betaine was added. In addition, in A the Mg salts were replaced by ammonium salts and in B the amine oxide was removed. Water was removed or added to maintain the given percentages.
- A preweighed 250 cc. polypropylene cup has 3 cc. of a melted beef grease applied to its inner bottom surface. After the grease has solidified, the cup is reweighed. Then a 0.4% aqueous solution of the composition to be tested is added to the cup to completely fill it. The aqueous solution has a temperature of 45°C. After 15 minutes, the cup is emptied and rinsed with distilled water. The cup is dried and then weighed to determine the amount of grease removal. The results of tests performed on the above compositions are reported as follows on a % grease removal basis.
- As can be seen from the above, the amine oxide and the magnesium anionic detergent and/or betaine are essential for optimum grease removal. In soft water, both the magnesium anionic detergent and the betaine are required for both improved suds mileage and improved grease removal.
Claims (10)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US59109784A | 1984-03-19 | 1984-03-19 | |
US591097 | 1984-03-19 |
Publications (2)
Publication Number | Publication Date |
---|---|
EP0157443A1 true EP0157443A1 (en) | 1985-10-09 |
EP0157443B1 EP0157443B1 (en) | 1988-05-18 |
Family
ID=24365047
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP19850200329 Expired EP0157443B1 (en) | 1984-03-19 | 1985-03-07 | Detergent composition containing semi-polar nonionic detergent, alkaline earth metal anionic detergent, and amidoalkylbetaine detergent |
Country Status (3)
Country | Link |
---|---|
EP (1) | EP0157443B1 (en) |
CA (1) | CA1239324A (en) |
DE (1) | DE3562781D1 (en) |
Cited By (15)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0166579A2 (en) * | 1984-06-22 | 1986-01-02 | The Procter & Gamble Company | Mild detergent compositions |
FR2613616A1 (en) * | 1987-04-10 | 1988-10-14 | Oreal | DETERGENT AND FOAMING COSMETIC COMPOSITION, DELAYING THE REGENATION OF HAIR |
US5336445A (en) * | 1990-03-27 | 1994-08-09 | The Procter & Gamble Company | Liquid hard surface detergent compositions containing beta-aminoalkanols |
US5342549A (en) * | 1990-01-29 | 1994-08-30 | The Procter & Gamble Company | Hard surface liquid detergent compositions containing hydrocarbyl-amidoalkylenebetaine |
GB2279362A (en) * | 1993-06-21 | 1995-01-04 | Kao Corp | Detergents comprising amidobetaine and non-ionic surfactant |
US5454983A (en) * | 1992-01-23 | 1995-10-03 | The Procter & Gamble Company | Liquid hard surface detergent compositions containing zwitterionic and cationic detergent surfactants and monoethanolamine and/or beta-aminoalkanol |
US5531933A (en) * | 1993-12-30 | 1996-07-02 | The Procter & Gamble Company | Liquid hard surface detergent compositions containing specific polycarboxylate detergent builders |
US5534198A (en) * | 1994-08-02 | 1996-07-09 | The Procter & Gamble Company | Glass cleaner compositions having good filming/streaking characteristics and substantive modifier to provide long lasting hydrophilicity |
US5536451A (en) * | 1992-10-26 | 1996-07-16 | The Procter & Gamble Company | Liquid hard surface detergent compositions containing short chain amphocarboxylate detergent surfactant |
US5536450A (en) * | 1993-11-12 | 1996-07-16 | The Procter & Gamble Comany | Liquid hard surface detergent compositions containing amphoteric detergent surfactant and perfume |
US5540865A (en) * | 1990-01-29 | 1996-07-30 | The Procter & Gamble Company | Hard surface liquid detergent compositions containing hydrocarbylamidoalkylenebetaine |
US5540864A (en) * | 1990-12-21 | 1996-07-30 | The Procter & Gamble Company | Liquid hard surfce detergent compositions containing zwitterionic detergent surfactant and monoethanolamine and/or beta-aminoalkanol |
EP0763591A1 (en) * | 1995-09-15 | 1997-03-19 | Henkel Kommanditgesellschaft auf Aktien | Aqueous manual dishwashing composition |
EP0854182A2 (en) * | 1997-01-16 | 1998-07-22 | Robert McBride Ltd | Detergent formulation |
EP2447349A1 (en) | 2010-10-29 | 2012-05-02 | The Procter & Gamble Company | Thickened liquid hard surface cleaning composition |
Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4122043A (en) * | 1973-12-19 | 1978-10-24 | Polytrol Chemical Corporation | Amidobetaine containing detergent composition non-toxic to aquatic life |
US4133779A (en) * | 1975-01-06 | 1979-01-09 | The Procter & Gamble Company | Detergent composition containing semi-polar nonionic detergent and alkaline earth metal anionic detergent |
US4137191A (en) * | 1977-02-14 | 1979-01-30 | Inolex Corporation | Low-irritant surfactant composition |
US4375421A (en) * | 1981-10-19 | 1983-03-01 | Lever Brothers Company | Viscous compositions containing amido betaines and salts |
-
1985
- 1985-03-07 DE DE8585200329T patent/DE3562781D1/en not_active Expired
- 1985-03-07 EP EP19850200329 patent/EP0157443B1/en not_active Expired
- 1985-03-18 CA CA000476752A patent/CA1239324A/en not_active Expired
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4122043A (en) * | 1973-12-19 | 1978-10-24 | Polytrol Chemical Corporation | Amidobetaine containing detergent composition non-toxic to aquatic life |
US4133779A (en) * | 1975-01-06 | 1979-01-09 | The Procter & Gamble Company | Detergent composition containing semi-polar nonionic detergent and alkaline earth metal anionic detergent |
US4137191A (en) * | 1977-02-14 | 1979-01-30 | Inolex Corporation | Low-irritant surfactant composition |
US4375421A (en) * | 1981-10-19 | 1983-03-01 | Lever Brothers Company | Viscous compositions containing amido betaines and salts |
Cited By (20)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0166579A2 (en) * | 1984-06-22 | 1986-01-02 | The Procter & Gamble Company | Mild detergent compositions |
EP0166579A3 (en) * | 1984-06-22 | 1989-05-31 | The Procter & Gamble Company | Mild detergent compositions |
FR2613616A1 (en) * | 1987-04-10 | 1988-10-14 | Oreal | DETERGENT AND FOAMING COSMETIC COMPOSITION, DELAYING THE REGENATION OF HAIR |
BE1000854A3 (en) * | 1987-04-10 | 1989-04-18 | Oreal | COSMETIC AND DETERGENTE foaming, lubrication DELAYING THE HAIR. |
US5342549A (en) * | 1990-01-29 | 1994-08-30 | The Procter & Gamble Company | Hard surface liquid detergent compositions containing hydrocarbyl-amidoalkylenebetaine |
US5540865A (en) * | 1990-01-29 | 1996-07-30 | The Procter & Gamble Company | Hard surface liquid detergent compositions containing hydrocarbylamidoalkylenebetaine |
US5336445A (en) * | 1990-03-27 | 1994-08-09 | The Procter & Gamble Company | Liquid hard surface detergent compositions containing beta-aminoalkanols |
US5540864A (en) * | 1990-12-21 | 1996-07-30 | The Procter & Gamble Company | Liquid hard surfce detergent compositions containing zwitterionic detergent surfactant and monoethanolamine and/or beta-aminoalkanol |
US5454983A (en) * | 1992-01-23 | 1995-10-03 | The Procter & Gamble Company | Liquid hard surface detergent compositions containing zwitterionic and cationic detergent surfactants and monoethanolamine and/or beta-aminoalkanol |
US5536451A (en) * | 1992-10-26 | 1996-07-16 | The Procter & Gamble Company | Liquid hard surface detergent compositions containing short chain amphocarboxylate detergent surfactant |
GB2279362A (en) * | 1993-06-21 | 1995-01-04 | Kao Corp | Detergents comprising amidobetaine and non-ionic surfactant |
GB2279362B (en) * | 1993-06-21 | 1997-05-28 | Kao Corp | Detergent composition for washing hard surfaces |
US5536450A (en) * | 1993-11-12 | 1996-07-16 | The Procter & Gamble Comany | Liquid hard surface detergent compositions containing amphoteric detergent surfactant and perfume |
US5531933A (en) * | 1993-12-30 | 1996-07-02 | The Procter & Gamble Company | Liquid hard surface detergent compositions containing specific polycarboxylate detergent builders |
US5534198A (en) * | 1994-08-02 | 1996-07-09 | The Procter & Gamble Company | Glass cleaner compositions having good filming/streaking characteristics and substantive modifier to provide long lasting hydrophilicity |
EP0763591A1 (en) * | 1995-09-15 | 1997-03-19 | Henkel Kommanditgesellschaft auf Aktien | Aqueous manual dishwashing composition |
EP0854182A2 (en) * | 1997-01-16 | 1998-07-22 | Robert McBride Ltd | Detergent formulation |
EP0854182A3 (en) * | 1997-01-16 | 1998-12-16 | Robert McBride Ltd | Detergent formulation |
EP2447349A1 (en) | 2010-10-29 | 2012-05-02 | The Procter & Gamble Company | Thickened liquid hard surface cleaning composition |
WO2012058250A1 (en) | 2010-10-29 | 2012-05-03 | The Procter & Gamble Company | Thickened liquid hard surface cleaning composition |
Also Published As
Publication number | Publication date |
---|---|
DE3562781D1 (en) | 1988-06-23 |
EP0157443B1 (en) | 1988-05-18 |
CA1239324A (en) | 1988-07-19 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
US4681704A (en) | Detergent composition containing semi-polar nonionic detergent alkaline earth metal anionic detergent and amino alkylbetaine detergent | |
US4133779A (en) | Detergent composition containing semi-polar nonionic detergent and alkaline earth metal anionic detergent | |
AU664023B2 (en) | Liquid detergent compositions | |
US4435317A (en) | Dishwashing liquid including alkyl sulfate, alkyl ether sulfate, alkylbenzene sulfonate and magnesium | |
US4070309A (en) | Detergent composition | |
US5443757A (en) | Liquid dishwashing detergent | |
US4052342A (en) | Secondary alkyl sulfate: alcohol ethoxylate mixtures | |
EP0157443B1 (en) | Detergent composition containing semi-polar nonionic detergent, alkaline earth metal anionic detergent, and amidoalkylbetaine detergent | |
EP0125854B1 (en) | Liquid detergent compositions | |
US5998347A (en) | High foaming grease cutting light duty liquid composition containing a C10 alkyl amido propyl dimethyl amine oxide | |
CA1220110A (en) | Detergent compositions | |
EP0112046B1 (en) | Detergent compositions | |
IE59693B1 (en) | Liquid detergent composition | |
CA1052223A (en) | Detergent composition containing semi-polar nonionic detergent and alkaline earth metal anionic detergent | |
JPH0689356B2 (en) | Liquid detergent composition | |
EP0107946B1 (en) | Liquid detergent compositions | |
EP0241073B1 (en) | Liquid detergents containing anionic surfactant, succinate builder and fatty acid | |
US6221822B1 (en) | Detergent compositions having polyalkoxylated amine foam stabilizers | |
EP0178006B1 (en) | Liquid detergent compositions | |
US3179599A (en) | Detergent composition | |
EP0071414A2 (en) | Detergent compositions | |
US6127328A (en) | High foaming, grease cutting light duty composition containing a C12 alkyl amido propyl dimethyl amine oxide | |
JPH08503236A (en) | Liquid dishwashing detergent composition | |
GB2130237A (en) | Liquid detergent compositions | |
US3179598A (en) | Detergent composition |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
PUAI | Public reference made under article 153(3) epc to a published international application that has entered the european phase |
Free format text: ORIGINAL CODE: 0009012 |
|
AK | Designated contracting states |
Designated state(s): BE DE FR GB IT NL |
|
17P | Request for examination filed |
Effective date: 19860329 |
|
17Q | First examination report despatched |
Effective date: 19861104 |
|
GRAA | (expected) grant |
Free format text: ORIGINAL CODE: 0009210 |
|
AK | Designated contracting states |
Kind code of ref document: B1 Designated state(s): BE DE FR GB IT NL |
|
ITF | It: translation for a ep patent filed |
Owner name: ING. C. GREGORJ S.P.A. |
|
REF | Corresponds to: |
Ref document number: 3562781 Country of ref document: DE Date of ref document: 19880623 |
|
ET | Fr: translation filed | ||
PLBE | No opposition filed within time limit |
Free format text: ORIGINAL CODE: 0009261 |
|
STAA | Information on the status of an ep patent application or granted ep patent |
Free format text: STATUS: NO OPPOSITION FILED WITHIN TIME LIMIT |
|
26N | No opposition filed | ||
ITTA | It: last paid annual fee | ||
PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: BE Payment date: 19940427 Year of fee payment: 10 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: BE Effective date: 19950331 |
|
PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: NL Payment date: 19950331 Year of fee payment: 11 |
|
BERE | Be: lapsed |
Owner name: THE PROCTER & GAMBLE CY Effective date: 19950331 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: NL Effective date: 19961001 |
|
NLV4 | Nl: lapsed or anulled due to non-payment of the annual fee |
Effective date: 19961001 |
|
PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: DE Payment date: 19991229 Year of fee payment: 16 |
|
PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: GB Payment date: 20000204 Year of fee payment: 16 |
|
PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: FR Payment date: 20000303 Year of fee payment: 16 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: GB Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES Effective date: 20010307 |
|
GBPC | Gb: european patent ceased through non-payment of renewal fee |
Effective date: 20010307 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: FR Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES Effective date: 20011130 |
|
REG | Reference to a national code |
Ref country code: FR Ref legal event code: ST |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: DE Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES Effective date: 20020101 |