EP0186896B1 - Utilisation de sulfonates d'alcane comme régulateurs de la viscosité pour des concentrés hautement visqueux de composés tensio-actifs anioniques - Google Patents

Utilisation de sulfonates d'alcane comme régulateurs de la viscosité pour des concentrés hautement visqueux de composés tensio-actifs anioniques Download PDF

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Publication number
EP0186896B1
EP0186896B1 EP85116508A EP85116508A EP0186896B1 EP 0186896 B1 EP0186896 B1 EP 0186896B1 EP 85116508 A EP85116508 A EP 85116508A EP 85116508 A EP85116508 A EP 85116508A EP 0186896 B1 EP0186896 B1 EP 0186896B1
Authority
EP
European Patent Office
Prior art keywords
concentrates
viscosity
viscosity regulators
weight
acid ester
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
EP85116508A
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German (de)
English (en)
Other versions
EP0186896A3 (en
EP0186896A2 (fr
Inventor
Karl-Heinz Linde
Dietrich Dr. Klötzer
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 AT85116508T priority Critical patent/ATE61391T1/de
Publication of EP0186896A2 publication Critical patent/EP0186896A2/fr
Publication of EP0186896A3 publication Critical patent/EP0186896A3/de
Application granted granted Critical
Publication of EP0186896B1 publication Critical patent/EP0186896B1/fr
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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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
    • C11D1/37—Mixtures of compounds all of which are anionic
    • 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
    • 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
    • C11D1/02—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
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S516/00—Colloid systems and wetting agents; subcombinations thereof; processes of
    • Y10S516/01—Wetting, emulsifying, dispersing, or stabilizing agents
    • Y10S516/03—Organic sulfoxy compound containing

Definitions

  • aqueous slurries which contain a large part of the detergent constituents or also all detergent constituents. From an economic point of view, it is important that these slurries are as rich in detergent components as possible and as low in liquid fiber as possible. The lowest possible amount of water is therefore used to prepare the slurries. Concentration is limited by the highest possible viscosity at which the slurries can just be processed.
  • anionic surfactants which are mostly used as paste-like concentrates in the form of their alkali metal or ammonium salts in the production of detergent slurries.
  • the surfactant content of the technical concentrates is, for example in the case of the ⁇ -sulfotalg fatty acid methyl ester sodium salts, about 30% by weight. Pastes with a higher surfactant content can be practically only with great difficulty or no longer process at all.
  • a peculiarity in the rheological behavior of these anionic surfactant concentrates is that they do not react to the addition of water with a reduction in viscosity, but first with a thickening to a gel-like state, from which further problems arise for the processor, for example in that valves and Clogged pipes or that gel clumps formed can only be brought back into solution after mechanical comminution.
  • DE-0S 22 51 405 describes the salts of certain carboxylic acids, in particular salts of hydroxycarboxylic acids, as viscosity regulators.
  • sulfonated aromatic compounds are suitable for this purpose.
  • DE-0S 23 26 006 mentions sulfates or sulfonates of aliphatic, optionally substituted hydrocarbons having 1 to 6 carbon atoms as viscosity regulators. The addition of lower alcohols is also listed as an option for reducing the viscosity in the publications mentioned.
  • aqueous technical anionic surfactant concentrates in particular of ⁇ -sulfofatty acid ester salt concentrates
  • the solution to the problem consists in the use of alkali metal alkanesulfonates with an average carbon number of 11 to 21 as viscosity regulators for aqueous, highly concentrated technical anionic surfactant concentrates, in particular for ⁇ -sulfofatty acid ester salt concentrates which contain at least 30% by weight of ⁇ -sulfofatty acid ester salt.
  • the viscosity regulators are used in amounts of 0.5 to 10% by weight, based on the surfactant content, so that the concentrates at 40 ° C. have a viscosity of at most 10,000 mPas.
  • the alkali metal alkanesulfonates used according to the invention as viscosity regulators are known substances which are readily soluble in water and have long been used as washing raw materials which are insensitive to water hardness because of their good wetting, foaming and washing properties. These substances are generally produced by sulfochlorination of n-paraffins with a corresponding carbon number and subsequent saponification of the alkanesulfochlorides formed with alkali metal hydroxides.
  • the sodium alkane sulfonates are of particular interest in the context of the invention.
  • the alkanesulfonates mentioned consist predominantly of salts of alkanesmonosulfonic acids, in addition there are portions (about 15 to 50% by weight of the detergent active substance) of di- and polysulfonates.
  • the monosulfonate portion in turn mainly consists of secondary alkanesulfonates, the sulfonate groups of which are bound to the individual carbon atoms of the alkane chain in an arbitrary distribution.
  • the currently commercially available alkanesulfonates are obtained from relatively narrow n-paraffin sections, for example from fractions with an average chain length of 13, 15 and 20 to 21 carbon atoms.
  • the alkanesulfonates used are manufactured by a process that largely excludes chlorination of the carbon chain.
  • Corresponding commercial products are available in the form of concentrated solutions, pastes and solid products for the use according to the invention. The products mentioned can be used individually or in a mixture as a viscosity regulator.
  • Alkane sulfonates with average chain lengths of 13, 15 and 20 to 21 carbon atoms can be of particular importance.
  • Viscosity regulation is a particular problem with concentrates of ⁇ -sulfofatty acid ester salts, since concentrates with more than about 30% by weight surfactant are no longer easy to process. If the viscosity problem did not exist, it would be technically possible to produce surfactant concentrates with a surfactant content of up to approximately 80% by weight. The reduction in viscosity of ⁇ -sulfofatty acid ester salt concentrates is therefore a particular object of the present invention.
  • the ⁇ -sulfofatty acid ester salt concentrates are derived from fatty acids with 10 to 20, preferably 12 to 18 carbon atoms and from aliphatic alcohols with 1 to 10, preferably 1 to 4, carbon atoms in the molecule .
  • the sulfo group is introduced either by sulfonation of the fatty acids and subsequent esterification of the carboxyl group with alcohol or by sulfonation of a corresponding fatty acid ester. Both processes result in esters of sulfofatty acids which contain the sulfofatty acid group in the ⁇ -position.
  • the ⁇ -sulfofatty acid ester salts are preferably in the form of alkali metal and / or ammonium salts, in particular sodium salts.
  • the salts are prepared by neutralizing the acidic esters with the appropriate bases.
  • Particularly suitable ⁇ -sulfofatty acid ester salts are derived from the ethyl and especially from the methyl ester of hydrogenated tallow fatty acid, the acid component of the fatty acid esters consisting essentially of saturated C16 and C18 fatty acids.
  • alkanesulfonates By using alkanesulfonates according to the invention, a substantial improvement in the flow behavior of aqueous anionic surfactant concentrates, in particular of ⁇ -sulfofatty acid ester salt concentrates, is achieved over the entire temperature range that is suitable for processing such concentrates.
  • the addition of the alkanesulfonates defined above has the effect, on the one hand, that the viscosity of the surfactant concentrate rate is greatly reduced.
  • the framework formation responsible for the solidification of the mixtures is prevented; these surfactant concentrates are pastes that are flowable and pumpable even at normal temperature.
  • the addition of a viscosity regulator can be increased in order to achieve the desired reduction in viscosity. Otherwise, the reduction achieved with a certain amount of viscosity regulator increases with increasing temperature. However, an increase in the working temperature is generally not appropriate - if only for reasons of higher energy consumption.
  • Example 6 The sample from Example 6 was stored at room temperature for 7 days. A viscosity of 3,220 mPas was then measured at 23 ° C.

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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)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Polysaccharides And Polysaccharide Derivatives (AREA)
  • Steroid Compounds (AREA)
  • Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)

Claims (3)

  1. Utilisation d'alcanesulfonates de métal alcalin avec un nombre moyen d'atomes de carbone de 11 à 21 comme régulateurs de viscosité de concentrés aqueux de tensioactifs anioniques industriels à haute teneur, notamment des concentrés de sels d'esters d' α-sulfoacides gras qui contiennent au moins 30 % en poids de sel d'ester d'α-sulfoacide gras, en utilisant le régulateur de viscosité à une concentration de 0,5 à 10 % en poids, par rapport à la teneur en tensioactif, de sorte que les concentrés à 40°C présentent une viscosité d'au plus 10 000 mPas à 40°C.
  2. Utilisation selon la revendication 1, caractérisée en ce qu'on utilise des alcanesulfonates de sodium comme régulateurs de viscosité.
  3. Utilisation selon les revendications 1 et 2, caractérisée en ce qu'on utilise les régulateurs de viscosité sous forme de concentrés de sels d'esters éthyliques d'α-sulfoacide de suif et notamment de sels d'esters méthyliques d'α-sulfoacide de suif, qui sont présents sous forme de sels de métal alcalin ou de sels d'ammonium.
EP85116508A 1984-12-31 1985-12-23 Utilisation de sulfonates d'alcane comme régulateurs de la viscosité pour des concentrés hautement visqueux de composés tensio-actifs anioniques Expired - Lifetime EP0186896B1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AT85116508T ATE61391T1 (de) 1984-12-31 1985-12-23 Verwendung von alkansulfonaten als viskositaetsregler fuer hochviskose aniontensidkonzentrate.

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE3447859 1984-12-31
DE19843447859 DE3447859A1 (de) 1984-12-31 1984-12-31 Verwendung von alkansulfonaten als viskositaetsregler fuer hochviskose aniontensid-konzentrate

Publications (3)

Publication Number Publication Date
EP0186896A2 EP0186896A2 (fr) 1986-07-09
EP0186896A3 EP0186896A3 (en) 1989-07-05
EP0186896B1 true EP0186896B1 (fr) 1991-03-06

Family

ID=6254150

Family Applications (1)

Application Number Title Priority Date Filing Date
EP85116508A Expired - Lifetime EP0186896B1 (fr) 1984-12-31 1985-12-23 Utilisation de sulfonates d'alcane comme régulateurs de la viscosité pour des concentrés hautement visqueux de composés tensio-actifs anioniques

Country Status (9)

Country Link
US (1) US4675128A (fr)
EP (1) EP0186896B1 (fr)
JP (1) JPH0633397B2 (fr)
AT (1) ATE61391T1 (fr)
CA (1) CA1240232A (fr)
DE (2) DE3447859A1 (fr)
GB (1) GB2168994B (fr)
MY (1) MY102299A (fr)
ZA (1) ZA859891B (fr)

Families Citing this family (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2601960B1 (fr) * 1986-07-25 1989-05-26 Lesieur Cotelle Composition detergente, visqueuse, diluable et son procede d'obtention
DE3630533A1 (de) * 1986-09-08 1988-03-10 Henkel Kgaa Neue tensidgemische und ihre verwendung
DE3862837D1 (de) * 1987-07-28 1991-06-20 Lucas Ind Plc Rotationsteil fuer eine fahrzeugsbremse mit fluessigkeitskuehlung.
DE3804609A1 (de) * 1988-02-13 1989-08-24 Henkel Kgaa Verfahren zur herstellung niedrigviskoser estersulfonatpasten
US5152932A (en) * 1989-06-09 1992-10-06 The Procter & Gamble Company Formation of high active detergent granules using a continuous neutralization system
DE3926345A1 (de) * 1989-08-09 1991-02-14 Henkel Kgaa Waessrige aniontensidkonzentrate mit einem gehalt an oelsaeuresulfonaten sowie die verwendung von oelsaeuresulfonaten als viskositaetsregler fuer waessrige aniontensidkonzentrate
DE4019172A1 (de) * 1990-06-15 1991-12-19 Henkel Kgaa Verwendung von salzen der sulfonierungsprodukte ungesaettigter fettsaeuren als viskositaetsminderer
DE4032909A1 (de) * 1990-10-17 1992-04-23 Henkel Kgaa Verfahren zur herstellung von alkylsulfatpasten mit verbesserter fliessfaehigkeit
US5538672A (en) * 1991-08-03 1996-07-23 Henkel Kommanditgesellschaft Auf Aktien Free-flowing water-containing alkyl sulfate pastes
NZ247676A (en) * 1992-06-08 1995-04-27 Colgate Palmolive Co Anionic surfactant compositions containing alkyl sulphates as viscosity modifiers; hair shampoo
FR2714674B1 (fr) * 1994-01-06 1996-03-15 Stepan Europe Agents hydrotropes et compositions les contenant.
DE102007028310A1 (de) * 2007-06-20 2008-12-24 Clariant International Ltd. Tensidmischungen mit synergistischen Eigenschaften
WO2014072840A1 (fr) 2012-11-12 2014-05-15 Galaxy Surfactants Ltd. Sulfates d'alkyle gras aqueux hautement actifs fluides
MY179544A (en) * 2017-07-19 2020-11-10 Kl Kepong Oleomas Sdn Bhd A surfactant system

Family Cites Families (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1054217A (fr) * 1963-06-05
NO121968C (fr) * 1966-06-23 1977-06-13 Mo Och Domsjoe Ab
BE759360A (fr) * 1969-11-25 1971-05-24 Procter & Gamble Europ
US3755203A (en) * 1970-12-17 1973-08-28 Jefferson Chem Co Inc Detergent slurry compositions
BE790362A (fr) * 1971-10-20 1973-02-15 Albright & Wilson Composants de detergents
BE795095A (fr) * 1972-02-07 1973-05-29 Albright & Wilson Concentrat aqueux pouvant etre utilise comme composant detergent
GB1437089A (en) * 1972-05-26 1976-05-26 Albright & Wilson Detergent concentrates
CA995092A (en) * 1972-07-03 1976-08-17 Rodney M. Wise Sulfated alkyl ethoxylate-containing detergent composition
FR2268069B1 (fr) * 1974-04-19 1977-10-14 Procter & Gamble Europ
JPS5379904A (en) * 1976-12-24 1978-07-14 Nitto Chem Ind Co Ltd High-concentration liquid detergnet composition
DE2834073A1 (de) * 1978-08-03 1980-02-28 Basf Ag Verwendung von mehrwertigen alkoholen, (hydroxy)carbonsaeuren und/oder deren estern mit den mehrwertigen alkoholen als viskositaetsregler
DE3066054D1 (en) * 1979-09-01 1984-02-09 Henkel Kgaa Watery tenside concentrates and process for the improvement of the flowing property of difficultly movable watery tenside concentrates
DE3305430A1 (de) * 1983-02-17 1984-08-23 Henkel KGaA, 4000 Düsseldorf Verwendung von alkoholen und deren derivaten als viskositaetsregler fuer hochviskose technische tensid-konzentrate
JPS64209A (en) * 1987-06-22 1989-01-05 Tanaka Kikinzoku Kogyo Kk Production of fine gold particles

Also Published As

Publication number Publication date
GB2168994A (en) 1986-07-02
ATE61391T1 (de) 1991-03-15
EP0186896A3 (en) 1989-07-05
DE3447859A1 (de) 1986-07-10
CA1240232A (fr) 1988-08-09
DE3582040D1 (de) 1991-04-11
MY102299A (en) 1992-05-28
US4675128A (en) 1987-06-23
GB8530922D0 (en) 1986-01-29
ZA859891B (en) 1986-08-27
JPS61162596A (ja) 1986-07-23
JPH0633397B2 (ja) 1994-05-02
GB2168994B (en) 1988-07-20
EP0186896A2 (fr) 1986-07-09

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