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WO1992015660A1 - Detergents liquides a teneur en disels d'acide sulfo-oleique - Google Patents

Detergents liquides a teneur en disels d'acide sulfo-oleique

Info

Publication number
WO1992015660A1
WO1992015660A1 PCT/EP1992/000455 EP9200455W WO9215660A1 WO 1992015660 A1 WO1992015660 A1 WO 1992015660A1 EP 9200455 W EP9200455 W EP 9200455W WO 9215660 A1 WO9215660 A1 WO 9215660A1
Authority
WO
WIPO (PCT)
Prior art keywords
sulfo
salts
alkyl
fatty
contain
Prior art date
Application number
PCT/EP1992/000455
Other languages
German (de)
English (en)
Inventor
Dimitrios Ouzounis
Ansgar Behler
Ortburg Guirr
Birgit Middelhauve
Original Assignee
Henkel Kommanditgesellschaft Auf Aktien
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 Kommanditgesellschaft Auf Aktien filed Critical Henkel Kommanditgesellschaft Auf Aktien
Publication of WO1992015660A1 publication Critical patent/WO1992015660A1/fr

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
    • C11D1/02—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

Definitions

  • Liquid detergent containing sulfo-oleic acid salts Liquid detergent containing sulfo-oleic acid salts
  • DE 35 34 082 discloses liquid, manually usable, skin-friendly dishwashing detergents with strong foam development and good cleaning power, which use fatty alkyl sulfates or fatty alkyl ether sulfates as well as fatty acid alkanolamides and fatty alkyl monoglucosides with 10 to 18, preferably 12 to 14, carbon atoms in the fatty alkyl radical as synthetic anionic surfactants and contain solvents, hydrotropes, salts and the like. From DE 37 06 015.5 alkyl glucoside-containing, manually applicable liquid dishwashing detergents are also known, which contain a substantial proportion of di-n-alkyl sulfosuccinates. Finally, EP 70074 A2 also describes cleaning agents which contain combinations of alkyl polyglucosides and fatty alcohol sulfates or fatty alcohol ether sulfates.
  • liquid cleaning agents For manually usable dishwashing detergents, a viscosity range from about 10 to about 1000 mPas, preferably from about 100 to about 400 mPas, has become established.
  • Solutions of the cleaning-active substances in water are therefore usually added to solvents, such as low molecular weight mono- or dialcohols and / or hydrotropes, such as short-chain alkylbenzenesulfonates. to dilute them, or uses electrolytes, such as table salt, to raise the viscosity to low viscosity active substance solutions.
  • solvents such as low molecular weight mono- or dialcohols and / or hydrotropes, such as short-chain alkylbenzenesulfonates.
  • electrolytes such as table salt
  • the present invention therefore relates to liquid, aqueous cleaning agents, in particular for the manual cleaning of dishes, based on synthetic anionic or mixtures of anionic and / or nonionic surfactants and, if appropriate, other conventional constituents, in particular solvents, hydrotropes and salts are characterized in that they contain sulfo-oleic disalts as hydrotropes. Their amount is preferably 15 to 40, in particular 20 to 35,% by weight, based on the content of other synthetic anionic surfactants.
  • the sodium salts are preferred for reasons of economy.
  • Cleaning agents based on fatty alkyl sulfates and / or fatty alkyl ether sulfates, fatty alkyl glucosides and fatty acid alkali are particularly preferred.
  • Disulfonic acid disalts can be prepared by processes as described in GB 1 278421 or in DE 3926344.4. They have good network properties both in aqueous and in aqueous alkaline solution and are stable in hard water. In addition, these compounds have a very good solubility in water, are readily biodegradable and very kind to the skin. The degree of sulfonation can fluctuate within certain limits, which also slightly influences the hydrotope effect, but not in the clear tendency.
  • sulfo oleic acid salts can lower the viscosity of solutions of anionic surfactants, since the saturated salts of the saturated Sulfofatty acid with the same number of carbon atoms, ⁇ -sulfostearic acid, is not able to do this. In contrast to the disalt of sulfo oleic acid, it is sparingly water-soluble. Only the shorter-chain ⁇ -sulfofatty acid disalts with 10 to 14 carbon atoms in the molecule are known as viscosity-reducing compounds for liquid or pasty detergent active substance concentrates (cf. DE 1 216470 and DE 1 221 391).
  • Alkyl sulfates or alkyl ether sulfates are used as synthetic anionic surfactants.
  • the invention creates a cleaning agent made from three different types of surfactants, the hydrophobic part of which is produced entirely from renewable raw materials (fats).
  • the hydrophilic part of the molecule also consists of a renewable raw material (sugar).
  • anionic surfactants which have a petrochemical base, in particular alkylbenzenesulfonate, are therefore not used. However, their viscosity in aqueous solution is also reduced according to the invention.
  • the preferred alkyl sulfates or alkyl ether sulfates are commercially available, they have a straight-chain aliphatic C12-C18- 'preferably Cj2-Ci4 radical.
  • the associated cation is preferably an alkali metal or ammonium ion.
  • alkyl ether sulfates the degree of ethoxylation is 1 to 5; preferred is the use of an alkyl ethersulfatge Steam, consisting of 50 wt .-% of a C j 2- lkylethersulfats A and 50 wt .-% of a Ci4-alkyl ether sulfate having from 1 to 5, preferably 2 to 4 ethylene oxide instead of the conventionally used alkylether sulfate mixture, which contains the same components in a weight ratio of 70:30, is advantageous because it leads to a reduction in skin irritation without reducing the known good washing power of such agents.
  • alkyl ether sulfates with less than 12 or more than 14 carbon atoms in the alkyl radical change these good results only insignificantly, but should be avoided if necessary.
  • the amount of alkyl and / or alkyl ether sulfates used is 2 to 25, preferably 3 to 20 percent by weight, based on the total agent.
  • the fatty acid alkanolamides used have an alkyl group with 8 to 18, preferably 10 to 14 carbon atoms in the fatty acid residue, while the amide group either with two hydroxyalkyl groups with 1 to 3 carbon atoms (dialkanolamide) or with such a hydroxyalkyl group and with hydrogen or a C-C3 ⁇ Alkyl group is substituted. These compounds are used in an amount of 1 to 15, preferably 1 to 5 percent by weight, based on the total agent. Mixtures of fatty acid mono- and dialkanolamides are preferably used.
  • the fatty alkyl glucosides preferably used as nonionic surfactants are understood here to mean compounds with an average of less than two glucose units per fatty alkyl radical, in particular those with 1 to 1.4 glucose units.
  • the fatty alkyl radical has 10 to 18, in particular essentially 12 to 14, carbon atoms.
  • "Fatty alkyl” is understood to mean the residues of the fatty alcohols produced by hydrogenation of natural fatty acids, which are wholly or predominantly saturated, or which also comprise unsaturated portions.
  • fatty alcohol ethoxylates having 10 to 18, preferably 12 to 14 carbon atoms in the fatty alkyl radical and 2 to 5, preferably 3 to 4, ethylene oxide groups in the molecule.
  • the amount of the alkyl glucosides used according to the invention is 2 to 25, preferably 3 to 20% by weight, based on the total agent, this amount preferably being equal to or less than the combined amount of sulfate surfactant and fatty acid alkanolamide.
  • the effect according to the invention also occurs when the surfactants mentioned are partially replaced by amphoteric surfactants such as.
  • B. Acylamidopropyldimethylammo ⁇ iumbetain the performance increases in rinsing capacity and improvements in storage stability can cause. They can be present in the total product in amounts of 1 to 5, preferably 1.5 to 3% by weight. As the examples show, viscosities can be achieved according to the invention as desired for the finished product.
  • small amounts of conventional solvents such as low molecular weight alkanols with 1 to 4 carbon atoms in the molecule, preferably ethanol and isopropyl alcohol, can of course also be used.
  • the amounts used are about 3 to 5 percent by weight, based on the total agent, and are thus clearly below the amounts customary hitherto.
  • Thickeners such as urea, sodium chloride, ammonium chloride and magnesium chloride can also be used individually or in combination.
  • Other common optional additives are corrosion inhibitors, preservatives, dyes and perfume oils.
  • Alkanolamines such as ethylene glycol, 1,2-propylene glycol or glycerol, for example, can serve as solubilizers, for example for dyes and perfume oils.
  • the amounts used are between about 0.1 and 5 percent by weight, based on the total agent. The remainder to be calculated for a total of 100 percent by weight for the total composition consists of water.
  • liquid cleaning agents according to the invention according to the following examples were obtained by stirring the individual components together and leaving the mixture to stand until there were no bubbles.
  • the sodium salts were used as anionic surfactants.
  • OSSD oleic acid sulfonate disodium salt degree of sulfation (degree of conversion)
  • KFS-MEA Coconut fatty acid monoethanolamide ⁇ -Di: ⁇ -sulfo-Ciö-Cis-fatty acid Di-Na salt
  • ABS C8-Ci3-alkylbenzenesulfonate
  • Betaine Dimethyl-Cs-Cig-Acylamidopropylacetobetaine
  • the percentages relate to the active substance content.
  • ABS 8200 (according to Brookfield, spindle 7,
  • the sulfo-oleic disodium salt reduces the viscosity of the surfactant concentrates when using smaller amounts than would be required for ethanol (cf. Examples 4 and 5 and 9 and 10).
  • disulphate salts of ⁇ -sulfostearic acid increase the viscosity (cf. Examples 2 and 6 and 14 and 15 or 17 and 18).

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)

Abstract

Détergents liquides aqueux, destinés en particulier au lavage à la main de la vaisselle, à base de tensio-actifs synthétiques anioniques et/ou non ioniques et contenant, le cas échéant, d'autres constituants habituels, particulièrement des solvants, des hydrotopes et des sels, et caractérisés en ce qu'ils contiennent, en tant qu'hydrotopes, des disels d'acide sulfo-oléique. On utilisera, de préférence, des sels disodiques d'acide sulfo-oléique.
PCT/EP1992/000455 1991-03-08 1992-03-02 Detergents liquides a teneur en disels d'acide sulfo-oleique WO1992015660A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DEP4107414.9 1991-03-08
DE19914107414 DE4107414A1 (de) 1991-03-08 1991-03-08 Fluessige reinigungsmittel mit einem gehalt an sulfooelsauren disalzen

Publications (1)

Publication Number Publication Date
WO1992015660A1 true WO1992015660A1 (fr) 1992-09-17

Family

ID=6426754

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP1992/000455 WO1992015660A1 (fr) 1991-03-08 1992-03-02 Detergents liquides a teneur en disels d'acide sulfo-oleique

Country Status (3)

Country Link
EP (1) EP0574448A1 (fr)
DE (1) DE4107414A1 (fr)
WO (1) WO1992015660A1 (fr)

Cited By (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
ES2279728A1 (es) * 2006-02-13 2007-08-16 Universidad De Cadiz Proceso de obtencion de sulfonatos de esteres metilicos insaturados derivados de acido oleico.
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
EP2902011A1 (fr) 2014-02-04 2015-08-05 Basf Se Compositions de tensioactifs aqueuses
EP3246005A1 (fr) 2016-05-18 2017-11-22 Basf Se Compositions de tensioactifs aqueux
EP3246009A1 (fr) 2016-05-18 2017-11-22 Basf Se Compositions de tensioactifs aqueux
EP3252132A1 (fr) 2016-05-30 2017-12-06 Basf Se Compositions de tensioactifs aqueux
EP3255133A1 (fr) 2016-06-07 2017-12-13 Basf Se Compositions de tensioactifs aqueux
EP3255134A1 (fr) 2016-06-07 2017-12-13 Basf Se Compositions de tensioactifs aqueux
CN109153939A (zh) * 2016-05-18 2019-01-04 巴斯夫欧洲公司 含水表面活性剂组合物

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE4229589A1 (de) * 1992-09-04 1994-03-10 Henkel Kgaa Flüssige alkalische Reinigungsmittel mit einem Gehalt an sulfoölsauren Disalzen und deren Verwendung

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3609089A (en) * 1967-08-22 1971-09-28 Grace W R & Co Process for cleaning road vehicles and composition
US4514325A (en) * 1984-04-13 1985-04-30 J. Hall Company Aqueous metal treating compositions and method of use
WO1991002045A1 (fr) * 1989-08-09 1991-02-21 Henkel Kommanditgesellschaft Auf Aktien Concentres de tensio-actifs anioniques aqueux avec des sulphonates d'acide oleique comme regulateurs de viscosite
WO1991019775A1 (fr) * 1990-06-15 1991-12-26 Henkel Kommanditgesellschaft Auf Aktien Utilisation de sels des produits de sulfonation d'acides gras insatures comme reducteurs de viscosite

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3609089A (en) * 1967-08-22 1971-09-28 Grace W R & Co Process for cleaning road vehicles and composition
US4514325A (en) * 1984-04-13 1985-04-30 J. Hall Company Aqueous metal treating compositions and method of use
WO1991002045A1 (fr) * 1989-08-09 1991-02-21 Henkel Kommanditgesellschaft Auf Aktien Concentres de tensio-actifs anioniques aqueux avec des sulphonates d'acide oleique comme regulateurs de viscosite
WO1991019775A1 (fr) * 1990-06-15 1991-12-26 Henkel Kommanditgesellschaft Auf Aktien Utilisation de sels des produits de sulfonation d'acides gras insatures comme reducteurs de viscosite

Cited By (28)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
ES2279728A1 (es) * 2006-02-13 2007-08-16 Universidad De Cadiz Proceso de obtencion de sulfonatos de esteres metilicos insaturados derivados de acido oleico.
WO2007093650A1 (fr) * 2006-02-13 2007-08-23 Universidad De Cádiz Procédé de production de sulfonates d'esters méthyliques insaturés dérivés d'un acide oléique
ES2279728B1 (es) * 2006-02-13 2008-08-16 Universidad De Cadiz Proceso de obtencion de sulfonatos de esteres metilicos insaturados derivados de acido oleico.
US7998920B2 (en) 2008-01-22 2011-08-16 Stepan Company Sulfonated estolide compositions containing magnesium sulfate 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
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
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
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
US10792237B2 (en) 2014-02-04 2020-10-06 Basf Se Aqueous surfactant compositions
EP2902011A1 (fr) 2014-02-04 2015-08-05 Basf Se Compositions de tensioactifs aqueuses
WO2015117842A1 (fr) 2014-02-04 2015-08-13 Basf Se Compositions tensioactives aqueuses
EP3246005A1 (fr) 2016-05-18 2017-11-22 Basf Se Compositions de tensioactifs aqueux
WO2017198538A1 (fr) 2016-05-18 2017-11-23 Basf Se Compositions tensio-actives aqueuses
CN109153939A (zh) * 2016-05-18 2019-01-04 巴斯夫欧洲公司 含水表面活性剂组合物
EP3246009A1 (fr) 2016-05-18 2017-11-22 Basf Se Compositions de tensioactifs aqueux
US10945936B2 (en) 2016-05-18 2021-03-16 Basf Se Aqueous surfactant compositions
US10945937B2 (en) 2016-05-18 2021-03-16 Basf Se Aqueous surfactant compositions
EP3252132A1 (fr) 2016-05-30 2017-12-06 Basf Se Compositions de tensioactifs aqueux
WO2017207235A1 (fr) 2016-05-30 2017-12-07 Basf Se Compositions tensio-actives aqueuses
US11248191B2 (en) 2016-05-30 2022-02-15 Basf Se Aqueous surfactant compositions
EP3255133A1 (fr) 2016-06-07 2017-12-13 Basf Se Compositions de tensioactifs aqueux
EP3255134A1 (fr) 2016-06-07 2017-12-13 Basf Se Compositions de tensioactifs aqueux
WO2017211535A1 (fr) 2016-06-07 2017-12-14 Basf Se Compositions tensio-actives aqueuses
US11007132B2 (en) 2016-06-07 2021-05-18 Basf Se Aqueous surfactant compositions

Also Published As

Publication number Publication date
EP0574448A1 (fr) 1993-12-22
DE4107414A1 (de) 1992-09-10

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