EP0108321B1 - Utilisation de composés organiques à faible poids moléculaire comme régulateurs de viscosité pour concentrés techniques tensio-actifs à haute viscosité - Google Patents

Utilisation de composés organiques à faible poids moléculaire comme régulateurs de viscosité pour concentrés techniques tensio-actifs à haute viscosité Download PDF

Info

Publication number
EP0108321B1
EP0108321B1 EP83110590A EP83110590A EP0108321B1 EP 0108321 B1 EP0108321 B1 EP 0108321B1 EP 83110590 A EP83110590 A EP 83110590A EP 83110590 A EP83110590 A EP 83110590A EP 0108321 B1 EP0108321 B1 EP 0108321B1
Authority
EP
European Patent Office
Prior art keywords
acid
concentrates
viscosity
viscosity regulators
compounds
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
EP83110590A
Other languages
German (de)
English (en)
Other versions
EP0108321A2 (fr
EP0108321A3 (en
Inventor
Karl Dr. Schmid
Horst Dr. Baumann
Hans Josef Rommerskirchen
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 AT83110590T priority Critical patent/ATE27175T1/de
Publication of EP0108321A2 publication Critical patent/EP0108321A2/fr
Publication of EP0108321A3 publication Critical patent/EP0108321A3/de
Application granted granted Critical
Publication of EP0108321B1 publication Critical patent/EP0108321B1/fr
Expired legal-status Critical Current

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
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16—Organic compounds
    • C11D3/20—Organic compounds containing oxygen
    • C11D3/2093—Esters; Carbonates
    • 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
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16—Organic compounds
    • C11D3/20—Organic compounds containing oxygen
    • C11D3/2068—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
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16—Organic compounds
    • C11D3/20—Organic compounds containing oxygen
    • C11D3/2075—Carboxylic acids-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
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16—Organic compounds
    • C11D3/20—Organic compounds containing oxygen
    • C11D3/2075—Carboxylic acids-salts thereof
    • C11D3/2082—Polycarboxylic acids-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
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16—Organic compounds
    • C11D3/26—Organic compounds containing nitrogen
    • C11D3/33—Amino carboxylic acids
    • 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
    • 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
    • Y10S516/04—Protein or carboxylic 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 the slurry is as rich as possible in detergent components, i.e. 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 can just be processed.
  • anionic surfactants which are mostly used as paste-like concentrates in the form of their alkali or ammonium salts in the production of the detergent slurries.
  • the surfactant content of technical concentrates is approx. 30% by weight. Pastes with a higher surfactant content can no longer be processed.
  • a special feature of the rheological behavior of 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, which poses further problems for the processor. For example, it is often not easy to get gel clumps back into solution, or valves on pumps and containers become blocked.
  • DE-OS 2251 405 describes the salts of certain carboxylic acids, in particular hydroxycarboxylic acids, as viscosity regulators.
  • sulfonated aromatic compounds are suitable for these purposes.
  • DE-OS 2326006 mentions sulfates or sulfonates of aliphatic, optionally substituted hydrocarbons as viscosity regulators. The addition of lower alkanols is also listed as a possibility for reducing the viscosity in the publications mentioned.
  • hydrotropes such as cumene sulfonate or acidic phosphoric acid esters (DE-AS 1617160) or of polyhydric alcohols, certain carboxylic acids and / or esters of these compounds is described (EP-OS 8060). From European published application No. 24711 it is known to add sulfates of certain polyalkyl ether glycols to improve the flow behavior of anionic surfactant concentrates.
  • the object of the present invention is therefore to provide substances for improving the flow behavior of aqueous technical anionic surfactant concentrates, in particular of a-sulfofatty acid esters, so that they can be processed in higher concentrations than before or have no increase in viscosity when diluted with water.
  • surfactant content can be adjusted to approximately 60% by weight in the industrial manufacture of the surfactant concentrates without the viscosity exceeding the upper limit of about 10,000 mPas permissible for processability , whereby surfactant concentrates with lower water ballast are obtained.
  • these concentrates are diluted, the temporary increase in viscosity which is otherwise observed does not occur, which is also advantageous for processing.
  • the viscosity regulators are preferably added to the aqueous industrial anionic surfactant concentrates in amounts of approximately 10% by weight, ie in particular 7-12% by weight, based on the surfactant stop, whereby the desired viscosity reduction of the concentrate is determined by the amounts of the viscosity regulator added.
  • the compounds suitable as viscosity regulators are derived, for example, from acetic acid, succinic acid or malonic acid.
  • the sodium salts of the compound mentioned are particularly suitable.
  • Examples of the compounds mentioned are the sodium salts of monochloroacetic acid, a-sulfosuccinic acid, a-sulfomalonic acid, a-sulfoacetic acid, a-sulfoacetic acid methyl ester, cyanoacetic acid and also cyanoacetic acid ethyl ester.
  • the compounds mentioned can be added individually or in a mixture.
  • the viscosity-reducing effect is particularly pronounced at low pH values, for example at pH values below 7. In some cases, this is a further advantage of the use of the compounds mentioned according to the invention.
  • the addition of other compounds with electron-withdrawing groups also reduces the viscosity of anionic surfactant concentrates; Examples of such compounds are the sodium salts of vinyl sulfonate and nitrilotriacetic acid.
  • Dipropylene glycol monomethyl ether is also suitable as a viscosity regulator.
  • This type d) compound of the aforementioned viscosity regulators is an ether alcohol which contains two propylene glycol units and a methoxy group.
  • Viscosity regulation is a particular problem for concentrates of a-sulfofatty acid esters, since concentrates with a surfactant content of more than about 30% by weight are no longer easy to process. Without the viscosity problem, it would be technically possible to produce surfactant concentrates with up to about 80% by weight of surfactant. The reduction in viscosity of a-sulfofatty acid ester concentrates is therefore a particular object of the present invention.
  • the a-sulfofatty acid esters to the concentrates of which the viscosity regulators mentioned are added, 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 acid and subsequent esterification of the carboxyl group with 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.
  • Particularly suitable a-sulfofatty acid esters are the alkali or ammonium salts of the ethyl and especially the methyl ester of tallow fatty acid with a sulfo group in the a-position, the acid component of the fatty acid esters consisting essentially of saturated Cw and C, 8 fatty acids.
  • the salts are prepared by neutralizing the acidic esters with the appropriate bases.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Emergency Medicine (AREA)
  • Detergent Compositions (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)

Claims (5)

1. Utilisation de composé organique à poids moléculaire inférieur, comprenant un ou plusieurs composés appartenant aux groupes suivants:
a) acides alcoyl (en C1-C6) monocarboxyliques substitués par des groupes halogène, cyano ou sulfo en position a, leurs sels ou leurs esters avec des alcanols en C, à C6, en particulier avec de l'éthanol ou du méthanol,
b) acides alcoylène (en C1-C6) dicarboxyliques substitués par des groupes halogène, cyano ou sulfo en position a, leurs sels ou leurs esters avec des alcanols en C, à C6, en particulier avec de l'éthanol ou du méthanol,
c) acide nitrilotriacétique et ses sels,
d) éther-alcools ayant 2 à 4 unités alcoylène glycol et un groupe alcoxy, en particulier un groupe méthoxy ou éthoxy,

comme régulateurs de viscosité pour concentrés technique de tensioactifs à haute viscosité du type des tensioactifs anioniques synthétiques, en particulier d'esters d'a-sulfoacides gras avec au moins 30% en poids du sel sodique de l'ester d'a-sulfoacide gras, avec addition du régulateur de viscosité en des quantités de 1 à 15% en poids par rapport à la quantité de tensioactif, pour que se produise une diminution de la viscosité des concentrés jusqu'à atteindre au plus 10000 mPas à 70°C.
2. Utilisation des composés selon la revendication 1 comme régulateurs de viscosité en des quantités de 7 à 12% en poids par rapport à la teneur en tensioactifs des concentrés.
3. Utilisation des sels sodiques d'acide a-sul- fosuccinique, d'acide a-sulfomalonique, d'acide a-sulfo-acétique, d'acide cyanacétique et en particulier d'acide monochloracétique, de l'ester méthylique d'acide a-sulfoacétique, d'acide nitrilotriacétique de même que de l'ester éthylique d'acide cyanacétique selon les revendications 1 et 2 comme régulateurs de viscosité pour concentrés de tensioactifs anioniques, en particulier d'esters d'a-sulfoacides gras.
4. Utilisation des composés selon les revendications 1 à 3 comme régulateurs de viscosité dans des concentrés d'esters d'acides gras sulfonés à des valeurs de pH inférieures à 7.
5. Utilisation des composés selon les revendications 1 à 3 comme régulateurs de viscosité pour concentrés de l'ester éthylique et en particulier méthylique de l'acide gras (hydrogéné de suif) a-sulfonique, sous forme de leurs sels alcalins ou d'ammonium.
EP83110590A 1982-11-02 1983-10-24 Utilisation de composés organiques à faible poids moléculaire comme régulateurs de viscosité pour concentrés techniques tensio-actifs à haute viscosité Expired EP0108321B1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AT83110590T ATE27175T1 (de) 1982-11-02 1983-10-24 Verwendung von niedermolekularen organischen verbindungen als viskositaetsregler fuer hochviskose technische tensid-konzentrate.

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE19823240403 DE3240403A1 (de) 1982-11-02 1982-11-02 Verwendung von niedermolekularen organischen verbindungen als viskositaetsregler fuer hochviskose technische tensid-konzentrate
DE3240403 1982-11-02

Publications (3)

Publication Number Publication Date
EP0108321A2 EP0108321A2 (fr) 1984-05-16
EP0108321A3 EP0108321A3 (en) 1985-03-20
EP0108321B1 true EP0108321B1 (fr) 1987-05-13

Family

ID=6177093

Family Applications (1)

Application Number Title Priority Date Filing Date
EP83110590A Expired EP0108321B1 (fr) 1982-11-02 1983-10-24 Utilisation de composés organiques à faible poids moléculaire comme régulateurs de viscosité pour concentrés techniques tensio-actifs à haute viscosité

Country Status (6)

Country Link
US (1) US4532076A (fr)
EP (1) EP0108321B1 (fr)
JP (1) JPS5998187A (fr)
AT (1) ATE27175T1 (fr)
BR (1) BR8305985A (fr)
DE (2) DE3240403A1 (fr)

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB8405266D0 (en) * 1984-02-29 1984-04-04 Unilever Plc Detergent compositions
DE3804609A1 (de) * 1988-02-13 1989-08-24 Henkel Kgaa Verfahren zur herstellung niedrigviskoser estersulfonatpasten
DE3827778A1 (de) * 1988-08-16 1990-02-22 Henkel Kgaa Pastenfoermiges wasch- und reinigungsmittel und verfahren zur herstellung
US5152932A (en) * 1989-06-09 1992-10-06 The Procter & Gamble Company Formation of high active detergent granules using a continuous neutralization system
US5429773A (en) * 1993-02-05 1995-07-04 The Procter & Gamble Company Process to improve alkyl ester sulfonate surfactant compositions
FR2989093B1 (fr) * 2012-04-06 2014-04-18 Total Sa Composes tensio-actifs, compositions en comportant, procede de synthese et utilisations, notamment pour la recuperation assistee d'hydrocarbures
CN113403053B (zh) * 2020-03-16 2022-11-18 中国石油化工股份有限公司 一种油溶性稠油降粘剂

Family Cites Families (29)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2195187A (en) * 1938-09-12 1940-03-26 Solvay Process Co Production of sulphonation derivatives
NL292581A (fr) * 1961-03-01
US3151084A (en) * 1961-03-13 1964-09-29 Swift & Co Solubilizer for synthetic detergent
DE1218646B (de) * 1963-07-13 1966-06-08 Henkel & Cie Gmbh Fluessige oder pastenfoermige Waschaktivsubstanzkonzentrate
US3345301A (en) * 1963-10-23 1967-10-03 Henkel & Cie Gmbh Pourable and free-flowing detergent, wetting, and emulsifying compositions
DE1225799B (de) * 1964-01-10 1966-09-29 Henkel & Cie Gmbh Fluessige oder pastenfoermige, seifenhaltige Waschaktivsubstanzkonzentrate
DE1254798B (de) * 1964-06-26 1967-11-23 Henkel & Cie Gmbh Fluessige oder pastenfoermige Waschmittelkonzentrate
US3338838A (en) * 1964-11-17 1967-08-29 Procter & Gamble Detergent composition
NO121968C (fr) * 1966-06-23 1977-06-13 Mo Och Domsjoe Ab
US3882038A (en) * 1968-06-07 1975-05-06 Union Carbide Corp Cleaner compositions
DK129804A (fr) * 1969-01-17
BE790362A (fr) * 1971-10-20 1973-02-15 Albright & Wilson Composants de detergents
JPS5139248B2 (fr) * 1971-12-29 1976-10-27
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
DE2243306A1 (de) * 1972-09-02 1974-03-21 Henkel & Cie Gmbh Schaumregulierte waschmittel, insbesondere fuer trommelwaschmaschinen
US3914185A (en) * 1973-03-15 1975-10-21 Colgate Palmolive Co Method of preparing liquid detergent compositions
US4061586A (en) * 1973-04-09 1977-12-06 Colgate-Palmolive Company Olefin sulfonate detergent compositions
US4107095A (en) * 1973-04-11 1978-08-15 Colgate-Palmolive Company Liquid olefin sulfonate detergent compositions containing anti-gelling agents
US4003857A (en) * 1973-12-17 1977-01-18 Ethyl Corporation Concentrated aqueous olefins sulfonates containing carboxylic acid salt anti-gelling agents
US3971815A (en) * 1974-11-13 1976-07-27 The Procter & Gamble Company Acid mix process
US4203873A (en) * 1975-12-23 1980-05-20 Agency Of Industrial Science & Technology Anionic detergent composition containing a builder mixture comprising an imidobis-sulfate and sodium citrate or nitrilotriacetate
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
JPS5587759A (en) * 1978-12-26 1980-07-02 Lion Corp Preparation of homogeneous aqueous solution of alpha-olefinsulfonate
EP0024711B2 (fr) * 1979-09-01 1989-02-08 Henkel Kommanditgesellschaft auf Aktien Produits concentrés de tensides aqueux et procédé pour l'amélioration des propriétés d'écoulement de produits concentrés de tensides aqueux difficilement transportables
JPS57180699A (en) * 1981-04-30 1982-11-06 Lion Corp Granular detergent composition
US4414128A (en) * 1981-06-08 1983-11-08 The Procter & Gamble Company Liquid detergent compositions
DE3151679A1 (de) * 1981-12-28 1983-07-07 Henkel KGaA, 4000 Düsseldorf "verwendung von viskositaetsreglern fuer tensidkonzentrate"

Also Published As

Publication number Publication date
DE3371538D1 (en) 1987-06-19
BR8305985A (pt) 1984-06-05
JPS5998187A (ja) 1984-06-06
US4532076A (en) 1985-07-30
ATE27175T1 (de) 1987-05-15
EP0108321A2 (fr) 1984-05-16
DE3240403A1 (de) 1984-05-03
EP0108321A3 (en) 1985-03-20

Similar Documents

Publication Publication Date Title
EP0116905B1 (fr) Utilisation de dérivés d'alcools comme régleurs de la viscosité pour des concentrés de tensio-actifs techniques hautement visqueux
EP0084154B2 (fr) Utilisation de régulateurs de viscosité pour concentrats tensio-actifs
DE2250055C2 (de) Verwendung von Salzen der C↓2↓↓1↓ - Dicarbonsäure in flüssigen Seifenmassen
DE2527165A1 (de) Fluessiges schwerwaschmittel
DE2355402B2 (de) Verfahren zur Herstellung einer polyfunktionellen, stabilen, flüssigen Detergentien-Mischung
EP1141189B1 (fr) Formulations claires d'assouplissants
DE3501521A1 (de) Waessriges konzentriertes textilweichmachungsmittel
EP0231891A2 (fr) Concentrats tensio-actifs contenant des esters de sulfonates et leur utilisation
EP0186896B1 (fr) Utilisation de sulfonates d'alcane comme régulateurs de la viscosité pour des concentrés hautement visqueux de composés tensio-actifs anioniques
EP0108321B1 (fr) Utilisation de composés organiques à faible poids moléculaire comme régulateurs de viscosité pour concentrés techniques tensio-actifs à haute viscosité
EP0024340A1 (fr) Procédé de lavage
DE3818061A1 (de) Fluessiges, waessriges waeschenachbehandlungsmittel
EP0295386A2 (fr) Compositions adoucissantes concentrées
DE2836277A1 (de) Verfahren zur herstellung eines fluessigwaschmittels auf waessriger basis
DE2847437A1 (de) Fluessiges, kaeltestabiles zwei-komponenten-waschmittel
EP1067176B1 (fr) Détergent de lavage concentré, liquide, portionable et sans eau
DE1467699B2 (de) Wasch- und reinigungsmittel und verfahren zu seiner herstellung
DE2559225A1 (de) Fluessiges wasch- und reinigungsmittel sowie seine anwendung
DE2262682B2 (de) Fluessige reinigungsmittelmischung
DE1216470B (de) Fluessige oder pastenfoermige Waschaktivsubstanzkombinationen
DE706122C (de) Kapillaraktive Mittel
DE1769483A1 (de) Gemisch zur Behandlung von Textilien und Verfahren zur Behandlung von Textilien mit diesem Gemisch
DE561495C (de) Emulgierungsgemische
DE1492896C (de) Mischfuttermittel
DE723923C (de) Verfahren zur Herstellung von Sulfonierungserzeugnissen aus ungesaettigten Fettalkoholen

Legal Events

Date Code Title Description
PUAI Public reference made under article 153(3) epc to a published international application that has entered the european phase

Free format text: ORIGINAL CODE: 0009012

AK Designated contracting states

Designated state(s): AT BE CH DE FR GB IT LI NL

PUAL Search report despatched

Free format text: ORIGINAL CODE: 0009013

AK Designated contracting states

Designated state(s): AT BE CH DE FR GB IT LI NL

17P Request for examination filed

Effective date: 19850911

17Q First examination report despatched

Effective date: 19860715

GRAA (expected) grant

Free format text: ORIGINAL CODE: 0009210

AK Designated contracting states

Kind code of ref document: B1

Designated state(s): AT BE CH DE FR GB IT LI NL

REF Corresponds to:

Ref document number: 27175

Country of ref document: AT

Date of ref document: 19870515

Kind code of ref document: T

REF Corresponds to:

Ref document number: 3371538

Country of ref document: DE

Date of ref document: 19870619

ET Fr: translation filed
ITF It: translation for a ep patent filed

Owner name: STUDIO JAUMANN

PLBE No opposition filed within time limit

Free format text: ORIGINAL CODE: 0009261

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: NO OPPOSITION FILED WITHIN TIME LIMIT

26N No opposition filed
PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: CH

Payment date: 19900924

Year of fee payment: 8

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: DE

Payment date: 19901004

Year of fee payment: 8

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: AT

Payment date: 19901005

Year of fee payment: 8

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: GB

Payment date: 19901012

Year of fee payment: 8

Ref country code: FR

Payment date: 19901012

Year of fee payment: 8

ITTA It: last paid annual fee
PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: NL

Payment date: 19901031

Year of fee payment: 8

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: BE

Payment date: 19901129

Year of fee payment: 8

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: GB

Effective date: 19911024

Ref country code: AT

Effective date: 19911024

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: LI

Effective date: 19911031

Ref country code: CH

Effective date: 19911031

Ref country code: BE

Effective date: 19911031

BERE Be: lapsed

Owner name: HENKEL K.G.A.A.

Effective date: 19911031

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: NL

Effective date: 19920501

NLV4 Nl: lapsed or anulled due to non-payment of the annual fee
GBPC Gb: european patent ceased through non-payment of renewal fee
PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: FR

Effective date: 19920630

REG Reference to a national code

Ref country code: CH

Ref legal event code: PL

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: DE

Effective date: 19920701

REG Reference to a national code

Ref country code: FR

Ref legal event code: ST