EP0084154B1 - Utilisation de régulateurs de viscosité pour concentrats tensio-actifs - Google Patents

Utilisation de régulateurs de viscosité pour concentrats tensio-actifs Download PDF

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Publication number
EP0084154B1
EP0084154B1 EP82111846A EP82111846A EP0084154B1 EP 0084154 B1 EP0084154 B1 EP 0084154B1 EP 82111846 A EP82111846 A EP 82111846A EP 82111846 A EP82111846 A EP 82111846A EP 0084154 B1 EP0084154 B1 EP 0084154B1
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EP
European Patent Office
Prior art keywords
viscosity
ethylene oxide
concentrates
weight
added
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
Application number
EP82111846A
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German (de)
English (en)
Other versions
EP0084154B2 (fr
EP0084154A1 (fr
Inventor
Herbert Dr. Reuter
Lothar Pioch
Karl-Heinz Dr. Schmid
Wolfgang Dr. Seiter
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Henkel AG and Co KGaA
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Henkel AG and Co KGaA
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Application filed by Henkel AG and Co KGaA filed Critical Henkel AG and Co KGaA
Priority to AT82111846T priority Critical patent/ATE20357T1/de
Publication of EP0084154A1 publication Critical patent/EP0084154A1/fr
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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
    • C11D1/22—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
    • C11D1/14—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
    • C11D1/28—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
    • C11D1/72—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
    • C11D1/66—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
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16—Organic compounds
    • C11D3/37—Polymers
    • C11D3/3703—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C11D3/3707—Polyethers, e.g. polyalkyleneoxides
    • 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 or all of the detergent constituents. From an economic point of view, it is important that the slurry be as rich in detergent components as possible. H. is 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 slurry is just processing, i.e. especially can be pumped and sprayed.
  • An essential component of detergents and cleaning agents are surfactants.
  • Anionic surfactants are mostly used in the production of detergent slurries as paste-like concentrates with a surfactant content of approx. 30 to approx. 60% by weight; a higher surfactant content would be desirable, but is problematic because the processability of the surfactant concentrates, which is then no longer guaranteed, due to the excess viscosity.
  • a peculiarity in the rheological behavior of surfactant concentrates is that they do not react to the addition of water with a decrease in viscosity but first with a thickening to a gel-like state, from which further problems arise for the processor. For example, it is often not easy to dissolve gel clumps that have formed, or valves from pumps and containers become blocked,
  • DE-A-22 51 405 describes the salts of certain carboxylic acids, in particular hydroxycarboxylic acids, as viscosity regulators.
  • sulfonated aromatic compounds are suitable for this purpose.
  • DE-A-123 28 006 mentions sulfates or sulfonates of aliphatic, optionally substituted hydrocarbons as viscosity reducers.
  • the addition of lower alkanols is also mentioned as a possibility for reducing the viscosity in the publications mentioned.
  • the addition of the well-known hydrotropes such.
  • the invention aims to lower the viscosity of concentrates of alkyl sulfates, alkylarylsulfonates and a-sulforett acid esters.
  • polyglycol ether-containing compounds from the group of the non-sulfated polyethylene glycols with a molecular weight of 600 to 6000, the non-sulfated polypropylene glycols with a molecular weight of 250 to 4000, the adducts of 20 to 80 moles of ethylene oxide with aliphatic Alcohols with 10 to 20 carbon atoms or from 20 to 60 moles of ethylene oxide with alkylphenols with 6 to 12 carbon atoms in the alkyl group, which are used in amounts of at most 10% by weight, based on the surfactant concentrates, of aqueous concentrates of the water-soluble salts of the anionic surfactants.
  • Sulfofatty acid esters, alkylarylsulfonates, alkyl sulfates are added as viscosity regulators, which can reduce the viscosity of these concentrates to a value of at most 10,000 mPas at the usual processing temperature of the concentrates.
  • inorganic salts e.g. B. trisodium phosphate (Na 3 P0 4 ) or sodium sulfate (Na 2 S0 4 ) or alkali metal hydroxide as a viscosity regulator acts as a viscosity-reducing agent, especially with alkyl sulfate concentrates.
  • B. trisodium phosphate (Na 3 P0 4 ) or sodium sulfate (Na 2 S0 4 ) or alkali metal hydroxide acts as a viscosity-reducing agent, especially with alkyl sulfate concentrates.
  • the surfactants are present in the concentrates in amounts of about 30% by weight of a-sulfofatty acid ester, alkyl sulfates) or, as in the case of the alkylarylsulfonates, in amounts of about 50 to 60 percent by weight.
  • the viscosity reducer according to the invention, the viscosity of the concentrates at the respective processing temperature, ie at the temperature at which the surfactant concentrates are produced, pumped, mixed with other detergent constituents or sprayed, which is carried out between about 50 and 90 ° C. reduce a workable viscosity of at most 10000 mPas.
  • surfactant content of the concentrates can be increased by 3 to 15% by weight without the viscosity exceeding the upper limit of about 10,000 mPas permissible for processability. which means that the surfactant concentrates contain less water, which is very important for the economy of production and the quality of the detergents.
  • the viscosity regulators are added to the aqueous surfactant concentrates in amounts of preferably 0.1 to 5% by weight. Quantities of 0.5 to 3% by weight are particularly preferred. These figures relate to the aqueous surfactant concentrate. In particular, the amount of the viscosity regulator is determined by the desired lowering of the viscosity of the respective concentrate. In some cases, the maximum achievable viscosity reduction is achieved with an addition of 3% by weight.
  • non-sulfated polyalkylene glycols suitable as viscosity regulators are derived from straight-chain or branched glycols having 2 or 3 carbon atoms.
  • Particularly suitable polyethylene glycols have a molecular weight of 1000 to 4000, in particular 1500 to 2500.
  • Such products are commercially available, for example, under the name Polywachs " ® (Chemische Werke Hüls, Marl, Federal Republic of Germany).
  • Particularly suitable polypropylene glycols have a molecular weight of 400 to 2000, in particular 400 to 800.
  • ethylene oxide with aliphatic alcohols suitable as viscosity regulators are derived in particular from fatty acids from natural fats, for example from coconut oil or tallow fat.
  • fatty acids from natural fats, for example from coconut oil or tallow fat.
  • corresponding Ziegler or oxo alcohol ethoxylates can also be used, a degree of ethoxylation of 30 to 80 moles of ethylene oxide per mole of alcohol, in particular 40 to 60 moles of ethylene oxide per mole of alcohol, giving particularly good results.
  • a particularly effective viscosity regulator for ⁇ -sulfofatty acid esters and alkylarylsulfonate concentrates is, for example, the adduct of 50 moles of ethylene oxide with 1 mole of tallow alcohol.
  • Suitable alkylphenol ethoxylates have in particular 8 to 12, for example predominantly 9 carbon atoms in the alkyl group and preferably 30 to 50 moles of ethylene oxide per mole of alkylphenol in the molecule.
  • the adduct of 40 moles of ethylene oxide with 1 mole of nonylphenol is an example of a viscosity regulator that is particularly effective with concentrates of a-sulfofatty acid esters and alkylarylsulfonates.
  • surfactants are derived in particular from fatty acids with 10 to 20, preferably 12 to 18 carbon atoms and from aliphatic alcohols with 1 to 10, preferably 1 to 2 carbon atoms in the molecule.
  • the sulfo group is introduced either by sulfonation of the fatty acid and subsequent esterification of the carboxyl group with the alcohol or by sulfonation of a corresponding fatty acid ester. According to both methods, esters of sulfo fatty acids are obtained which contain the sulfo acid group in the a position.
  • ⁇ -Sulfofatty acid esters which are particularly suitable as surfactants are the alkali metal or ammonium salts of the methyl and ethyl esters of tallow fatty acid with a sulfo group in the a position, the acid component of which essentially consists of saturated and unsaturated C 16 and C 18 fatty acids.
  • Surfactants of this class are the sulfuric acid esters of fatty alcohols.
  • the alcohol component can be saturated or unsaturated and generally has 8 to 24 carbon atoms, preferably 10 to 18 carbon atoms.
  • the alcohol is derived, for example, from coconut oil or, in particular, from tallow fat.
  • FAS are usually in the form of their alkali. or ammonium salts.
  • ABS Alkylarylsulfonates
  • ABS are the sulfonation products of alkylbenzene in particular.
  • the alkyl group can be straight-chain or branched, saturated or unsaturated.
  • the alkyl radical preferably has 4 to 16, in particular 6 to 14, carbons.
  • the aqueous surfactant concentrates according to the invention can also contain other surface-active agents and inorganic salts such as sodium chloride and / or sodium sulfate, which in turn can likewise influence the viscosity of the concentrates.
  • An aqueous concentrate of a-sulfotalg fatty acid methyl ester with approx. 29% by weight of active substance had a viscosity in the temperature range from 40 to 65 ° C without the addition of a viscosity reducer between approx. 31,000 mPas (40 ° C) and approx. 25,000 mPas (65 ° C).
  • the concentrate After addition of 1.5% by weight, based on the concentrate, of nonylphenol + 20 moles of ethylene oxide, the concentrate had a viscosity between approximately 1,500 mPas (65 ° C.) and approximately 14,000 (40 ° C.).
  • the ⁇ -sulph tallow fatty acid methyl ester concentrate from Example i was mixed with 1.5% by weight tallow alcohol + 25 mol ethylene oxide. The viscosity was then between approximately 1,500 mPas (65 ° C) and approximately 22,000 mPas (40 ° C). Equal additions of tallow alcohol + 50 moles of ethylene oxide or tallow alcohol + 80 moles of ethylene oxide gave comparable or better results, while typical detergent surfactants such as tallow alcohol + 14 moles of ethylene oxide and tallow alcohol + 5 moles of ethylene oxide gave poorer results.
  • the same concentrate as in the previous examples was mixed with 1.5% by weight of polypropylene glycol, molecular weight 2000.
  • the viscosity decreased in the range from 40 to 65 ° C to 3000 mPas (65 ° C) to 10,000 mPas (40 ° C).
  • the viscosity at 40 ° C was below 6000 mPas.
  • the same surfactant concentrate as in the previous examples was mixed with 1.5% by weight of polyethylene glycol, molecular weight 2000.
  • the viscosity dropped to approx. 9000 mPas (40 ° C) or approx. 1000 mPas (65 ° C). Similar results were obtained with other polyethylene glycols with molecular weights between approximately 1000 and approximately 4000, while the viscosity-reducing effect of polyethylene glycols with molecular weights below 1000 was significantly lower.
  • a tallow alcohol sulfate paste with 31.2% by weight of active substance had a viscosity between about 35,000 mPas (55 ° C) and about 13,000 mPas (80 ° C) without addition. After the addition of 1.5% by weight of polyethylene glycol molecular weight 2000, the viscosity dropped to approximately 10,000 mPas (55 ° C) or approximately 8000 (80 ° C).
  • a tallow alcohol sulfate paste with 30.1% by weight of active substance had a viscosity between about 35,000 mPas (55 ° C) and about 10,000 mPas (80 ° C) without the addition of a viscosity reducer.
  • the addition of 3% by weight of nonylphenol + 20 moles of ethylene oxide resulted in a viscosity of 9500 mPas (55 ° C) or 3100 mPas (80 ° C).
  • the addition of 3% by weight tallow alcohol + 25 moles of ethylene oxide caused the viscosity to drop to 21000 mPas (55 ° C) or 2100 mPas (80 ° C).
  • the active substance of the surfactant concentrates can be increased by about 3 to 5 percent by weight, depending on the type of surfactant, without the viscosity increasing to a value of about 10,000 mPas; this viscosity represents approximately the upper limit for the pumpability and processability of surfactant concentrates in the detergent slurry.
  • the water content of the surfactant concentrates can be reduced by the same amount; this means considerable progress in the industrial production of detergents.

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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)
  • Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Absorbent Articles And Supports Therefor (AREA)

Claims (6)

1 °) Utilisation de composés contenant des groupes polyglycoléther à haut poids moléculaire comme agents de diminution de la viscosité pour des concentrés aqueux d'agents tensio-actifs anioniques, par laquelle on ajoute à des concentrés aqueux des sels solubles dans l'eau des agents tension-actifs anioniques: ester a-sulfonique d'acide gras, alkylaryl sulfonates, ou alkyl sulfates, des composés du groupe des polyéthylèneglycols non sulfatés ayant un poids moléculaire de 600 à 6 000, des polypropylèneglycois non sulfatés ayant un poids moléculaire de 250 à 4 000, des produits d'addition de 20 à 80 moles d'oxyde d'éthylène sur des alcools aliphatiques ayant de 10 à 20 atomes de carbone, des produits d'addition de 20 à 60 moles d'oxyde d'éthylène sur des alkylphénols ayant de 6 à 12 atomes de carbone dans le groupe alkyl, dans des proportions de 10 % en poids au maximum, calculé sur l'agent tensio-actif concentré, de sorte qu'aux températures où l'on opère habituellement avec ces concentrés, il se produit une diminution de la viscosité jusqu'à une valeur de 10 000 m Pa.s au maximum.
2°) Utilisation suivant la revendication 1, caractérisée en ce que l'on ajoute les régulateurs de viscosité dans des proportions de 0,1 a 5 % en poids, et en particulier dans des proportions de 0,5 à 3 % en poids, calculé, toujours, sur le concentré tensio-actif.
3°) Utilisation suivant les revendications 1 et 2, caractérisée en ce que l'on ajoute, comme régulateur de la viscosité, du polyéthylèneglycol non-sulfaté, ayant un poids moléculaire de 1 000 à 4 000 de préférence de 1 500 à 2 500.
4°) Utilisation suivant les revendications 1 et 2, caractérisée en ce que l'on ajoute, comme régulateur de la viscosité, du polypropylèneglycol non sulfaté, ayant un poids moléculaire de 400 à 2 000, de préférence de 400 à 800.
5°) Utilisation suivant les revendications 1 et 2, caractérisée en ce que l'on ajoute, comme régulateurs de la viscosité, des produits d'addition de 30 à 80 moles d'oxyde d'éthylène de préférence de 40 à 60 moles d'oxyde d'éthylène sur des alcools gras, de préférence de l'alcool de suif.
6°) Utilisation suivant les revendications 1 et 2, caractérisée en ce que l'on ajoute, comme régulateurs de la viscosité, des produits d'addition de 30 à 50 moles d'oxyde d'éthylène, de préférence de 40 moles d'oxyde d'éthylène sur un alkylphénol ayant de 8 à 12, de préférence, principalement, 9 atomes de carbone dans le groupe alkyl, en particulier sur le nonylphénol.
EP82111846A 1981-12-28 1982-12-20 Utilisation de régulateurs de viscosité pour concentrats tensio-actifs Expired - Lifetime EP0084154B2 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AT82111846T ATE20357T1 (de) 1981-12-28 1982-12-20 Verwendung von viskositaetsreglern fuer tensidkonzentrate.

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE19813151679 DE3151679A1 (de) 1981-12-28 1981-12-28 "verwendung von viskositaetsreglern fuer tensidkonzentrate"
DE3151679 1981-12-28

Publications (3)

Publication Number Publication Date
EP0084154A1 EP0084154A1 (fr) 1983-07-27
EP0084154B1 true EP0084154B1 (fr) 1986-06-11
EP0084154B2 EP0084154B2 (fr) 1990-02-21

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ID=6149903

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Application Number Title Priority Date Filing Date
EP82111846A Expired - Lifetime EP0084154B2 (fr) 1981-12-28 1982-12-20 Utilisation de régulateurs de viscosité pour concentrats tensio-actifs

Country Status (9)

Country Link
US (1) US4482470A (fr)
EP (1) EP0084154B2 (fr)
JP (1) JPS58118899A (fr)
AT (1) ATE20357T1 (fr)
BR (1) BR8207499A (fr)
CA (1) CA1200733A (fr)
DE (2) DE3151679A1 (fr)
MX (1) MX7401E (fr)
ZA (1) ZA829512B (fr)

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DE4024657A1 (de) * 1990-08-03 1992-02-06 Henkel Kgaa Verfahren zur trocknung und granulierung waessriger pasten waschaktiver wirkstoffgemische
DE4105851A1 (de) * 1991-02-25 1992-08-27 Henkel Kgaa Verfahren zur herstellung von alkyl- und/oder alkenylsulfat-pasten mit verbesserter fliessfaehigkeit
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DE4227210A1 (de) * 1992-08-17 1994-02-24 Huels Chemische Werke Ag Verfahren zur Herstellung von Alkylsulfat-Pulvern mit hohem Schüttgewicht
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WO1996025482A1 (fr) * 1995-02-13 1996-08-22 The Procter & Gamble Company Procede pour produire des agglomerats detergents a classe granulometrique controlee
US5574005A (en) * 1995-03-07 1996-11-12 The Procter & Gamble Company Process for producing detergent agglomerates from high active surfactant pastes having non-linear viscoelastic properties
WO2016160407A1 (fr) * 2015-03-31 2016-10-06 Stepan Company Détergents à base de tensioactifs ester gras alpha-sulfonés
US20180216038A1 (en) 2017-01-27 2018-08-02 The Procter & Gamble Company Detergent particle comprising polymer and surfactant
CN110691839B (zh) 2017-05-30 2021-09-24 联合利华知识产权控股有限公司 液体洗涤剂组合物

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Also Published As

Publication number Publication date
DE3271700D1 (en) 1986-07-17
JPS58118899A (ja) 1983-07-15
CA1200733A (fr) 1986-02-18
MX7401E (es) 1988-09-23
ZA829512B (en) 1983-09-28
DE3151679A1 (de) 1983-07-07
EP0084154B2 (fr) 1990-02-21
EP0084154A1 (fr) 1983-07-27
US4482470A (en) 1984-11-13
ATE20357T1 (de) 1986-06-15
BR8207499A (pt) 1983-10-18

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