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WO1991013961A1 - Preparations moussantes de derives tensioactifs - Google Patents

Preparations moussantes de derives tensioactifs Download PDF

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Publication number
WO1991013961A1
WO1991013961A1 PCT/EP1991/000401 EP9100401W WO9113961A1 WO 1991013961 A1 WO1991013961 A1 WO 1991013961A1 EP 9100401 W EP9100401 W EP 9100401W WO 9113961 A1 WO9113961 A1 WO 9113961A1
Authority
WO
WIPO (PCT)
Prior art keywords
surfactant
alkyl
atoms
foaming
contained
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.)
Ceased
Application number
PCT/EP1991/000401
Other languages
German (de)
English (en)
Inventor
Reinhard Müller
Karlheinz Hill
Iduna Matzik
Karl Giede
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.)
Henkel AG and Co KGaA
Original Assignee
Henkel AG and Co KGaA
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Henkel AG and Co KGaA filed Critical Henkel AG and Co KGaA
Priority to JP91505176A priority Critical patent/JPH05505832A/ja
Publication of WO1991013961A1 publication Critical patent/WO1991013961A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/0005Other compounding ingredients characterised by their effect
    • C11D3/0094High foaming compositions
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/46Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur
    • A61K8/463Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur containing sulfuric acid derivatives, e.g. sodium lauryl sulfate
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/46Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur
    • A61K8/466Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur containing sulfonic acid derivatives; Salts
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/60Sugars; Derivatives thereof
    • A61K8/604Alkylpolyglycosides; Derivatives thereof, e.g. esters
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin
    • A61Q19/10Washing or bathing preparations
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/02Preparations for cleaning the hair
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09KMATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K23/00Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
    • C09K23/017Mixtures of compounds
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66Non-ionic compounds
    • C11D1/83Mixtures of non-ionic with anionic compounds
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/59Mixtures
    • A61K2800/596Mixtures of surface active compounds
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02Anionic compounds
    • C11D1/12Sulfonic acids or sulfuric acid esters; Salts thereof
    • C11D1/14Sulfonic acids or sulfuric acid esters; Salts thereof derived from aliphatic hydrocarbons or mono-alcohols
    • C11D1/143Sulfonic acid esters
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02Anionic compounds
    • C11D1/12Sulfonic acids or sulfuric acid esters; Salts thereof
    • C11D1/29Sulfates of polyoxyalkylene ethers
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66Non-ionic compounds
    • C11D1/662Carbohydrates or derivatives

Definitions

  • the invention relates to aqueous surfactant preparations containing alkylglycosides and anionic cosurfactants which have a particularly pronounced foaming behavior.
  • the foaming power is a very important quality feature for many applications of aqueous surfactant preparations.
  • liquid detergents and cleaning agents for manual use and for body cleaning should form a pronounced voluminous, fine-bubble foam that is resistant to dirt and grease in the washing solution and to water hardness.
  • Alkyl glycosides are only moderately foaming surfactants.
  • anionic surfactants there are also those which show only unsatisfactory foaming in aqueous preparations. It was therefore surprising that combinations of alkylglycosides and anion foaming agents which are not very foaming show a foaming development which is higher than that of the individual components.
  • EP 70074 A2 has already disclosed foaming surfactant compositions containing alkyl glycosides and co-surfactants of the sulfate, sulfonate or carboxylate surfactant type.
  • co-surfactants only the already highly foaming alkylbenzenesulfonates, soaps, alkyl and olefin sulfonates, alkyl sulfates and alkyl polyglycol ether sulfates are disclosed.
  • Combinations of alkyl glycosides and di-alkyl sulfosuccinates are described in EP 280143, which are characterized by high foam stability under fat loads. It has now been found that very good foaming aqueous surfactant preparations are obtained by combining alkyl glycosides with relatively low-foaming anionic surfactants.
  • Alkyl glycosides have long been known as surface-active substances, which are accessible from sugars and aliphatic, primary alcohols with 8 - 22 C atoms under acetalization.
  • Preferred sugar components are glucose, but also fructose, mammose, galactose, talose, gulose, allose, old rose, idose, arabinose, xylose, lyxose, ribose and mixtures thereof.
  • acetalization products of glucose with fatty alcohols which, for. B. are available from natural fats and oils by known methods, especially with linear, primary, saturated and unsaturated alcohols with 8 - 22 carbon atoms.
  • Alkyl glycosides, their preparation and their use as surface-active substances are known, for example, from US-A-3,839,318, US-A-3,707,535, US-A-3,547,828, DE-A-19 43 689, DE-A-20 36 472, DE-A -30 01 064 and EP-A-77 167 known.
  • mixtures of mono- and oligoglycosides are present.
  • Alkyl glycosides R GJX in which R * is an alkyl group with 12-16 C atoms and (G) x are the rest of a mixture of glucoside and oligoglucoside with an average degree of oligomerization of 1-15 are particularly suitable.
  • Oleic acid sulfonates (B1) are obtained by reacting technical oleic acid fractions with gaseous sulfur trioxide, e.g. B. prepared by the method described in GB-C-1 278421. An improved process for the continuous sulfonation of technical oleic acid is described in German patent application P 29 36 344. The sulfonates are converted into the alkali metal, ammonium, mono-, di- or trialkanolammonium salts or into the magnesium salt by neutralization with aqueous bases.
  • Ci2-C22 ⁇ Al yl and alkyl polyoxyethyl hydroxysulfonates (B2) are according to DE 37 25030 AI from technical oleyl alcohol or from unsaturated fatty alcohol fractions, which predominantly consist of oleyl, palmitoleole, linoleyl, gadoleyl and / or Erucyl alcohol exist or their ethylene oxide addition products are produced by esterification with C2-C5-carboxylic acids and sulfonation with sulfur trioxide. Another process for the production is given in DE 33 31 513. Thereafter, lower alkyl ethers of oleyl alcohol or unsaturated or sulfonated from their ethylene oxide addition products with sulfur trioxide.
  • Hydroxy mixed ether sulfates (B3) of the general formula R 2 -CH (0S03M) - CHR 3 - (0C n H2n) ⁇ -0R 4 are obtained by a process specified in the German patent application DE 37 23 354 AI by reaction of olefin epoxides of the formula R. 2 -CH-CH-R 3
  • the obtained sulfuric acid half esters are with aqueous bases, for example with aqueous solutions of Alkali hydroxides, ammonia, mono-, di- or trialkanolamines with 2 to 4 carbon atoms in the alkanol group, neutralized and in this way converted into the salts.
  • co-surfactants (B) mentioned are relatively weakly foaming surface-active substances. Nevertheless, mixtures with alkyl glycosides are satisfactory. Foaming behavior that exceeds the foaming power of the individual components.
  • Surfactant preparations according to the invention are particularly preferred in which the combination of alkyl glycoside and co-surfactant is contained in a total amount (A + B) of 1 to 20% by weight.
  • the co-surfactant (B) is preferably contained in the form of an alkali salt or a magnesium salt. Among the alkali salts, the sodium salts are particularly recommended. This is shown by the co-surfactants mentioned - o -
  • Oleic acid sulfonate (B1) has the clearest synergistic effect in the surfactant preparations according to the invention.
  • foaming surfactant preparations of the present invention are suitable for numerous applications in technology and in the home, where, in addition to good washing and wetting properties, high foaming performance and good foam stability are important, e.g. B. as a mild detergent, manual dishwashing detergent, as a liquid body detergent, foam and shower bath preparation, hair shampoo, as a textile and carpet foam cleaner, for foaming gypsum and cement moldings, for foaming latex dispersions, for producing Foams for fire fighting, dust binding, borehole treatment, foam flotation and other technical foams.
  • surfactant preparations according to the invention are particularly preferably suitable for producing liquid detergents and cleaners, in particular for personal cleansing.
  • surfactant preparations according to the invention can contain further components in order to optimize them for the abovementioned applications.
  • Preparations for body cleansing contain further, moisturizing, skin-softening or hair-care additives and fragrances.
  • Compositions with a low total surfactant content often lack the viscosity required for convenient use and distribution of the products on the skin or hair. It has been shown that the preparations according to the invention already have a noticeably higher viscosity due to the content of alkyl glycoside. This can then be done by adding water-soluble salts, e.g. B. of chlorides or sulfates of sodium, potassium or magnesium.
  • a foam determination was carried out analogously to the blow foam determination method according to DIN 53902. 340 ml of a 2% surfactant solution (2% by weight of active substance in tap water of 18 ° dH at 20 ° C.) were passed through 10 strokes of approx. 13 cm stroke length with a perforated plate with 1 mm holes in a 1 1 measuring cylinder foamed at a stroke rate of 50 per minute. The amount of foam was given as the relative amount of foam compared to a standard solution with a high foaming effect which was also foamed in each test series.
  • the standard solution is a 2% solution of a surfactant mixture containing 1.25% by weight of a fatty alcohol C12 / 14 diglycol ether sulfate, Na salt, 0.35% by weight of a coconut acylaminopropyl dimethylglycinate and 0.4 Wt .-% Laurinklad.
  • the foam amount of this surfactant mixture was 235 ml after 1 minute standing time, 205 ml after 3 minutes standing time and 185 ml after 5 minutes standing time. These foam amounts were set to 100% and the foam amounts of the test mixtures were given in% of these values.
  • APG alkyl (Ci2 / i4) oligoglucoside, average degree of oligomerization: 1.4
  • test substances were dissolved in water and adjusted to a surfactant content of 2% by weight. To measure the foaming behavior, the test substance solutions were mixed in the mixing ratio given in the table.

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  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Wood Science & Technology (AREA)
  • Dermatology (AREA)
  • Materials Engineering (AREA)
  • Detergent Compositions (AREA)
  • Porous Artificial Stone Or Porous Ceramic Products (AREA)
  • Cosmetics (AREA)

Abstract

Préparations aqueuses de dérivés tensioactifs ayant des propriétés moussantes particulièrement bonnes, qui contiennent une combinaison à action synergique (A) d'un glucoside d'alkyle de la formule R1-(G)x dans laquelle R1 est un groupe alkyle linéaire avec 8 - 22 atomes de C et (G)x un reste de glucoside ou d'oligoglucoside ayant un degré d'oligomérisation x = 1 - 4 et (B) d'au moins un co-dérivé tensioactif anionique du groupe des sulfonates d'acide oléique (B1), des C16-C22 alkyle ou alkyle-polyoxyéthyle hydroxysulfonates (B2) ou des sulfates d'hydroxyéthers mélangés (B3) de la formule générale R2-CH(OSO3M)-CHR3-O(CnH2n)-OR4. Lesdites préparations de dérivés tensioactifs contiennent de préférence 1 à 50% en poids de ladite combinaison de dérivés tensioactifs et conviennent particulièrement à la fabrication de produits liquides de lavage et de nettoyage en particulier pour les soins corporels.
PCT/EP1991/000401 1990-03-12 1991-03-04 Preparations moussantes de derives tensioactifs Ceased WO1991013961A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP91505176A JPH05505832A (ja) 1990-03-12 1991-03-04 発泡性界面活性剤配合物

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE4007755A DE4007755A1 (de) 1990-03-12 1990-03-12 Schaeumende tensidzubereitungen
DEP4007755.1 1990-03-12

Publications (1)

Publication Number Publication Date
WO1991013961A1 true WO1991013961A1 (fr) 1991-09-19

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PCT/EP1991/000401 Ceased WO1991013961A1 (fr) 1990-03-12 1991-03-04 Preparations moussantes de derives tensioactifs

Country Status (4)

Country Link
EP (1) EP0519944A1 (fr)
JP (1) JPH05505832A (fr)
DE (1) DE4007755A1 (fr)
WO (1) WO1991013961A1 (fr)

Cited By (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1992010558A1 (fr) * 1990-12-10 1992-06-25 Henkel Kommanditgesellschaft Auf Aktien Produit de nettoyage de tapis
EP0507047A3 (en) * 1991-03-30 1993-02-03 Huels Aktiengesellschaft Emulsifiers for preparing oil-in-water emulsions of etheric oils useful for cosmetic on medical purposes
WO1993004662A1 (fr) * 1991-09-02 1993-03-18 Henkel Kommanditgesellschaft Auf Aktien Detergents doux
WO1993021123A1 (fr) * 1992-04-10 1993-10-28 Henkel Corporation Dispersant, retardateur de durcissement et additif d'entraînement d'air pour ciment
WO1996037285A1 (fr) * 1995-05-24 1996-11-28 Societe D'exploitation De Produits Pour Les Industries Chimiques - Seppic Composition emulsionnante a base d'alkylpolyglycosides, et ses utilisations
US7666828B2 (en) 2008-01-22 2010-02-23 Stepan Company Sulfonated estolides and other derivatives of fatty acids, methods of making them, and compositions and processes employing them
US7879790B2 (en) 2008-01-22 2011-02-01 Stepan Company Mixed salts of sulfonated estolides and other derivatives of fatty acids, and methods of making them
US7884064B2 (en) 2009-01-21 2011-02-08 Stepan Company Light duty liquid detergent compositions of sulfonated estolides and other derivatives of fatty acids
US7998920B2 (en) 2008-01-22 2011-08-16 Stepan Company Sulfonated estolide compositions containing magnesium sulfate and processes employing them
US8058223B2 (en) 2009-01-21 2011-11-15 Stepan Company Automatic or machine dishwashing compositions of sulfonated estolides and other derivatives of fatty acids and uses thereof
US8119588B2 (en) 2009-01-21 2012-02-21 Stepan Company Hard surface cleaner compositions of sulfonated estolides and other derivatives of fatty acids and uses thereof
US8124577B2 (en) 2009-01-21 2012-02-28 Stepan Company Personal care compositions of sulfonated estolides and other derivatives of fatty acids and uses thereof

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
ES2431139T3 (es) * 2007-12-10 2013-11-25 Siniat S.A. Procedimiento para realizar un panel insonorizante
WO2009083178A1 (fr) * 2007-12-28 2009-07-09 Cognis Ip Management Gmbh Compositions de moussage à utiliser dans des matériaux d'applications de construction

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3331513A1 (de) * 1983-09-01 1985-03-21 Henkel KGaA, 4000 Düsseldorf Ethersulfonate
EP0301414A2 (fr) * 1987-07-29 1989-02-01 Henkel Kommanditgesellschaft auf Aktien Hydroxysulfonates tensio actifs
EP0370312A2 (fr) * 1988-11-17 1990-05-30 Henkel Kommanditgesellschaft auf Aktien Agent de lavage et de nettoyage contenant un mélange d'agents tensio-actifs composé d'alkylglycosides et de tensio-actifs anioniques

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3331513A1 (de) * 1983-09-01 1985-03-21 Henkel KGaA, 4000 Düsseldorf Ethersulfonate
EP0301414A2 (fr) * 1987-07-29 1989-02-01 Henkel Kommanditgesellschaft auf Aktien Hydroxysulfonates tensio actifs
EP0370312A2 (fr) * 1988-11-17 1990-05-30 Henkel Kommanditgesellschaft auf Aktien Agent de lavage et de nettoyage contenant un mélange d'agents tensio-actifs composé d'alkylglycosides et de tensio-actifs anioniques

Cited By (17)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1992010558A1 (fr) * 1990-12-10 1992-06-25 Henkel Kommanditgesellschaft Auf Aktien Produit de nettoyage de tapis
US5429684A (en) * 1990-12-10 1995-07-04 Henkel Kommanditgesellschaft Auf Aktien Water-based carpet cleaning composition and method
EP0507047A3 (en) * 1991-03-30 1993-02-03 Huels Aktiengesellschaft Emulsifiers for preparing oil-in-water emulsions of etheric oils useful for cosmetic on medical purposes
US5605651A (en) * 1991-03-30 1997-02-25 Huels Aktiengesellschaft Emulsifiers for the preparation of oil-in-water emulsions of essential oils usable in cosmetics or medicine
WO1993004662A1 (fr) * 1991-09-02 1993-03-18 Henkel Kommanditgesellschaft Auf Aktien Detergents doux
WO1993021123A1 (fr) * 1992-04-10 1993-10-28 Henkel Corporation Dispersant, retardateur de durcissement et additif d'entraînement d'air pour ciment
WO1996037285A1 (fr) * 1995-05-24 1996-11-28 Societe D'exploitation De Produits Pour Les Industries Chimiques - Seppic Composition emulsionnante a base d'alkylpolyglycosides, et ses utilisations
FR2734496A1 (fr) * 1995-05-24 1996-11-29 Seppic Sa Composition emulsionnante a base d'alkylpolyglycosides, et ses utilisations
US7666828B2 (en) 2008-01-22 2010-02-23 Stepan Company Sulfonated estolides and other derivatives of fatty acids, methods of making them, and compositions and processes employing them
US7879790B2 (en) 2008-01-22 2011-02-01 Stepan Company Mixed salts of sulfonated estolides and other derivatives of fatty acids, and methods of making them
US7998920B2 (en) 2008-01-22 2011-08-16 Stepan Company Sulfonated estolide compositions containing magnesium sulfate and processes employing them
US8129328B2 (en) 2008-01-22 2012-03-06 Stepan Company Compositions comprising sulfonated estolides and alkyl ester sulfonates, methods of making them, and compositions and processes employing them
US8338358B2 (en) 2008-01-22 2012-12-25 Stepan Company Compositions comprising sulfonated estolides and alkyl ester sulfonates, methods of making them, and compositions and processes employing them
US7884064B2 (en) 2009-01-21 2011-02-08 Stepan Company Light duty liquid detergent compositions of sulfonated estolides and other derivatives of fatty acids
US8058223B2 (en) 2009-01-21 2011-11-15 Stepan Company Automatic or machine dishwashing compositions of sulfonated estolides and other derivatives of fatty acids and uses thereof
US8119588B2 (en) 2009-01-21 2012-02-21 Stepan Company Hard surface cleaner compositions of sulfonated estolides and other derivatives of fatty acids and uses thereof
US8124577B2 (en) 2009-01-21 2012-02-28 Stepan Company Personal care compositions of sulfonated estolides and other derivatives of fatty acids and uses thereof

Also Published As

Publication number Publication date
JPH05505832A (ja) 1993-08-26
DE4007755A1 (de) 1991-09-19
EP0519944A1 (fr) 1992-12-30

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