EP0929621B1 - Produits aqueux pour laver la vaisselle a la main - Google Patents

Produits aqueux pour laver la vaisselle a la main Download PDF

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Publication number
EP0929621B1
EP0929621B1 EP97944788A EP97944788A EP0929621B1 EP 0929621 B1 EP0929621 B1 EP 0929621B1 EP 97944788 A EP97944788 A EP 97944788A EP 97944788 A EP97944788 A EP 97944788A EP 0929621 B1 EP0929621 B1 EP 0929621B1
Authority
EP
European Patent Office
Prior art keywords
detergents
sulfates
alkyl
surfactants
monoglyceride
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
Application number
EP97944788A
Other languages
German (de)
English (en)
Other versions
EP0929621A1 (fr
Inventor
Bernd Fabry
Manfred Weuthen
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
BASF Personal Care and Nutrition GmbH
Original Assignee
Cognis Deutschland GmbH and Co KG
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Filing date
Publication date
Application filed by Cognis Deutschland GmbH and Co KG filed Critical Cognis Deutschland GmbH and Co KG
Publication of EP0929621A1 publication Critical patent/EP0929621A1/fr
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Anticipated expiration legal-status Critical
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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
    • 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
    • C11D1/28—Sulfonation products derived from fatty acids or their derivatives, e.g. esters, amides
    • 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
    • C11D1/88—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
    • C11D1/123—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
    • C11D1/525—Carboxylic amides (R1-CO-NR2R3), where R1, R2 or R3 contain two or more hydroxy groups per alkyl group, e.g. R3 being a reducing sugar rest
    • 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
    • C11D1/72—Ethers of polyoxyalkylene glycols
    • 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 invention relates to aqueous hand dishwashing detergents containing monoglyceride (ether) sulfates and other surfactants and the use of these mixtures for the production of manual Hand dishwashing liquid.
  • DE-A-44 38 221 describes the use of monoglyceride sulfates as foam stabilizers in aqueous surfactant compositions.
  • the surfactants to be stabilized in the foam are anionic, nonionic, cationic, zwitterionic or amphoteric surfactants. In contrast to the agents according to the invention, however, no combination of the surfactants is described.
  • WO-A-95/06702 describes detergent mixtures with improved washing, rinsing, foaming and cleaning properties, which contain alkyl and / or alkylene oligoglucosides and other nonionic and / or anionic surfactants, for example monoglyceride (etehr) sulfates.
  • the agents according to the invention are also highly concentrated are flowable, have a low cloud point, largely independent of the concentration are not irritating to the skin and at the same time are voluminous, even with high fat levels stable foam and excellent dishwashing capacity.
  • the invention includes the discovery that mixtures of coconut fatty acid monoglyceride sulfate salts are included Alkyl sulfates, alkyl ether sulfates, sulfosuccinates, alkyl oligoglucosides and / or betaines to another Leads to improvement of the desired properties.
  • Monoglyceride sulfates and monoglyceride ether sulfates are known anionic surfactants which can be obtained by the relevant methods of preparative organic chemistry.
  • the usual starting point for their preparation is triglycerides, which, if appropriate, are transesterified to the monoglycerides after ethoxylation and subsequently sulfated and neutralized.
  • suitable sulfating agents preferably gaseous sulfur trioxide or chlorosulfonic acid [cf. EP-B1 0 561 825, EP-B1 0 561 999 (Henkel)].
  • the neutralized substances can be subjected to ultrafiltration in order to reduce the electrolyte content to a desired level [DE-A1 42 04 700 (Henkel)].
  • Overviews of the chemistry of the monoglyceride sulfates are, for example, by AKBiswas et al. in J.Am.Oil.Chem.Soc. 37 , 171 (1960) and FUAhmed J.Am.Oil.Chem.Soc. 67 , 8 (1990) .
  • Automatic dishwashing detergents containing short-chain alkyl ether sulfates and possibly monoglyceride sulfates are the subject of German design specification DE-AS 26 13 283 (Procter & Gamble).
  • the monoglyceride (ether) sulfates to be used in accordance with the invention follow the formula (I) in which R 1 CO stands for a linear or branched acyl radical with 6 to 22 carbon atoms, x, y and z in total for 0 or for numbers from 1 to 30, preferably 2 to 10, and X stands for an alkali or alkaline earth metal.
  • Typical examples of monoglyceride (ether) sulfates suitable for the purposes of the invention are the reaction products of lauric acid monoglyceride, coconut fatty acid monoglyceride, palmitic acid monoglyceride, stearic acid monoglyceride, oleic acid monoglyceride and tallow fatty acid monoglyceride as well as their ethylene oxide adducts or their formulated with sulfuric acid trioxide.
  • Monoglyceride sulfates of the formula (I) are preferably used in which R 1 CO represents a linear acyl radical having 8 to 18 carbon atoms.
  • anionic surfactants which can be considered as component (b) are soaps, Alkylbenzene sulfonates, alkane sulfonates, olefin sulfonates, alkyl ether sulfonates, glycerol ether sulfonates, ⁇ -methyl ester sulfonates, Sulfo fatty acids, alkyl sulfates, alkyl ether sulfates, glycerol ether sulfates, hydroxy mixed ether sulfates, Fatty acid amide (ether) sulfates, mono- and dialkyl sulfosuccinates, mono- and dialkyl sulfosuccinamates, Sulfotriglycerides, amide soaps, ether carboxylic acids and their salts, fatty acid isethionates, Fatty acid sarcosinates, fatty acid taurides, N-acylamino
  • the Containing anionic surfactants polyglycol ether chains these can be conventional, preferably however, have a narrow homolog distribution.
  • Alkyl sulfates, alkyl ether sulfates are preferred and / or sulfosuccinates used.
  • the agents according to the invention can be the components (a) and (b) in a weight ratio of 90:10 to 10:90, preferably 75:25 to 15:85 and in particular 60: 40 to 25: 75 included.
  • nonionic surfactants that can be considered as component (d) are fatty alcohol polyglycol ethers, alkylphenol polyglycol ethers, fatty acid polyglycol esters, fatty acid amide polyglycol ethers, fatty amine polyglycol ethers, alkoxylated triglycerides, alk (en) yl oligoglycosides, fatty acid (N-protein) vegetable glucamides Wheat base), polyol fatty acid esters, sugar esters, sorbitan esters, polysorbates and amine oxides. If the nonionic surfactants contain polyglycol ether chains, they can have a conventional, but preferably a narrow, homolog distribution.
  • amphoteric or zwitterionic surfactants are alkyl betaines, alkyl amido betaines, aminopropionates, aminoglycinates, imidazolinium betaines and sulfobetaine.
  • Fatty alcohol polyglycol ethers, alkyl oligoglucosides, fatty acid N-alkyl glucamides and / or betaines are preferably used.
  • the agents according to the invention may contain components (a) and (c) or (d) in a weight ratio of 90:10 to 10:90, preferably 75:25 to 25:75 and in particular 60:40 to 40:60 and components (a ), (b) and (c) or (d) in the weight ratio (10 to 90): (5 to 85): (5 to 85) and in particular (20 to 80): (10 to 50): (10 to 50) included, with the proviso that the weight details add up to 100% by weight.
  • Another object of the invention relates to the use of the surfactant mixtures according to the invention for the production of hand dishwashing detergents.
  • the mixtures can be used in this context in minor amounts, other usual auxiliaries and additives, such as Have foam boosters, fragrances, etc.
  • the agents usually have an active substance or Proportion of surfactant - based on components (a), (b), (c) and optionally (d) - from 10 to 50 and preferably 15 to 35% by weight.
  • the foaming power was determined by the Ross Miles method using 1% by weight surfactant solutions at 20 ° C. in the presence of 1 g / l of dispersed olive oil. The base foam and the foam height are given after 5 minutes.
  • the determination of the dishwashing capacity was carried out with the help of the dish test [Fette, Seifen, Anstrichmitt ., 74 , 163 (1972)] .
  • plates with a diameter of 14 cm were soiled with 2 cm 3 of beef tallow (acid number 9-10) and stored for 24 hours at room temperature. The plates were then rinsed at 50 ° C. with 5 liters of tap water with a hardness of 16 ° d.
  • test mixtures were used at a dosage of 0.15 g active substance / l.
  • the rinsing attempt was stopped as soon as the foam had completely disappeared.
  • the skin tolerance of the comparison formulation R9 was selected as the standard according to the zeintest and all the information related to it.
  • the formulas R7 and R8 are according to the invention, the formulas R1 to R6 and R9 and R10 are used for comparison. The results are summarized in Table 1.

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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)
  • Cosmetics (AREA)

Claims (7)

  1. Produits aqueux pour laver la vaisselle à la main contenant
    a) des sulfates (d'éther) de mono glycéride de formule (I)
    Figure 00090001
    dans laquelle R1CO représente un reste acyle linéaire ou ramifié ayant de 6 à 22 atomes de carbone, x, y et z globalement représentent 0 ou des nombres allant de 1 à 30 et X représente un métal alcalin ou alcali-no-terreux, et
    b) un agent tensioactif anionique et
    c) des agents tensioactifs amphotères ou zwitterioniques ainsi qu'éventuellement
    d) des agents tensioactifs non ioniques.
  2. Produits selon la revendication 1,
    caractérisés en ce qu'
    ils contiennent des agents tensioactifs anioniques choisis dans le groupe formé des sulfates d'alkyle, des sulfates d'alkyléther et des sulfosuccinates.
  3. Produits selon les revendications 1 à 2,
    caractérisés en ce qu'
    ils contiennent comme agents tensioactifs amphotères ou zwitterioniques, des bétaïnes.
  4. Produits selon les revendications 1 à 3,
    caractérisés en ce qu'
    ils contiennent des agents tensioactifs non ioniques choisis dans le groupe formé des éthers d'alcool gras et de polyglycols, des alkyloligo-glucosides et/ou des N-alkylglucamides d'acide gras.
  5. Produits selon les revendications 1 à 3,
    caractérisés en ce qu'
    ils contiennent les composants a), b) et c), dans un rapport en poids de (10 à 90) : (5 à 85) : (5 à 85) avec la restriction que les données en poids se complètent à 100 % en poids.
  6. Produits selon les revendications 1 à 5,
    caractérisés en ce qu'
    ils possèdent une proportion d'agent tensioactif rapporté aux composants a), b) et c) et éventuellement d) allant de 10 à 50 % en poids.
  7. Utilisation des produits selon les revendications 1 à 6, en vue de la production de produits de lavage de la vaisselle à la main.
EP97944788A 1996-09-02 1997-08-25 Produits aqueux pour laver la vaisselle a la main Expired - Lifetime EP0929621B1 (fr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE19635555A DE19635555C2 (de) 1996-09-02 1996-09-02 Wäßrige Handgeschirrspülmittel
DE19635555 1996-09-02
PCT/EP1997/004619 WO1998010047A1 (fr) 1996-09-02 1997-08-25 Produits aqueux pour laver la vaisselle a la main

Publications (2)

Publication Number Publication Date
EP0929621A1 EP0929621A1 (fr) 1999-07-21
EP0929621B1 true EP0929621B1 (fr) 2001-10-24

Family

ID=7804386

Family Applications (1)

Application Number Title Priority Date Filing Date
EP97944788A Expired - Lifetime EP0929621B1 (fr) 1996-09-02 1997-08-25 Produits aqueux pour laver la vaisselle a la main

Country Status (6)

Country Link
US (1) US6187733B1 (fr)
EP (1) EP0929621B1 (fr)
AT (1) ATE207524T1 (fr)
DE (2) DE19635555C2 (fr)
ES (1) ES2166101T3 (fr)
WO (1) WO1998010047A1 (fr)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE19717950A1 (de) * 1997-04-29 1998-11-05 Henkel Kgaa Tensidgemische
US20100311633A1 (en) * 2007-02-15 2010-12-09 Ecolab Usa Inc. Detergent composition for removing fish soil
US8093200B2 (en) 2007-02-15 2012-01-10 Ecolab Usa Inc. Fast dissolving solid detergent
DE102007032110A1 (de) * 2007-07-09 2009-01-15 Henkel Ag & Co. Kgaa Wasch- oder Reinigungsmittel mit Tensiden auf Basis nachwachsender Rohstoffe

Family Cites Families (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5852989B2 (ja) 1973-10-30 1983-11-26 ワコウジユンヤクコウギヨウ カブシキガイシヤ コウジユンドモノグリセリドスルフエ−トルイ ノ セイホウ
US4024078A (en) 1975-03-31 1977-05-17 The Procter & Gamble Company Liquid detergent composition
DE4032909A1 (de) 1990-10-17 1992-04-23 Henkel Kgaa Verfahren zur herstellung von alkylsulfatpasten mit verbesserter fliessfaehigkeit
DE4038477A1 (de) 1990-12-03 1992-06-04 Henkel Kgaa Verfahren zur kontinuierlichen herstellung von partialglyceridsulfaten
DE4038478A1 (de) 1990-12-03 1992-06-04 Henkel Kgaa Verfahren zur herstellung von partialglyceridsulfaten
DE4204700A1 (de) 1992-02-17 1993-08-19 Henkel Kgaa Verfahren zur abtrennung anorganischer salze
DE4220423A1 (de) 1992-06-22 1993-12-23 Henkel Kgaa Wasch- und Reinigungsmittel in flüssiger bis pastöser Form
DE4236506A1 (de) * 1992-10-29 1994-05-05 Henkel Kgaa Verfahren zur Herstellung wäßriger Lösungen anionischer Tenside mit verbesserter Kältestabilität
DE4303176C2 (de) 1993-02-04 1997-07-31 Henkel Kgaa Feste Wasch-, Spül- und Reinigungsmittel
GB2280682A (en) * 1993-06-30 1995-02-08 Procter & Gamble Effective control of ammonia odor in hexangonal phase detergent gels containing urea
DE59405262D1 (de) 1993-09-02 1998-03-19 Henkel Kgaa Verwendung wässriger detergensgemische
DE4438221A1 (de) 1994-10-26 1996-05-02 Henkel Kgaa Monoglyceridsulfate als Schaumstabilisatoren

Also Published As

Publication number Publication date
DE19635555A1 (de) 1998-03-05
US6187733B1 (en) 2001-02-13
EP0929621A1 (fr) 1999-07-21
WO1998010047A1 (fr) 1998-03-12
ATE207524T1 (de) 2001-11-15
DE59705107D1 (de) 2001-11-29
ES2166101T3 (es) 2002-04-01
DE19635555C2 (de) 2000-06-08

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