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EP0005850B1 - Agent de lavage liquide - Google Patents

Agent de lavage liquide Download PDF

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Publication number
EP0005850B1
EP0005850B1 EP79101726A EP79101726A EP0005850B1 EP 0005850 B1 EP0005850 B1 EP 0005850B1 EP 79101726 A EP79101726 A EP 79101726A EP 79101726 A EP79101726 A EP 79101726A EP 0005850 B1 EP0005850 B1 EP 0005850B1
Authority
EP
European Patent Office
Prior art keywords
weight
alkyl
polyglycol ether
liquid detergent
carbon atoms
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
EP79101726A
Other languages
German (de)
English (en)
Other versions
EP0005850A1 (fr
Inventor
Manfred Hennemann
Albrecht Dr. Löhr
Peter Dr. Krings
Rudolf Weber
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
Publication of EP0005850A1 publication Critical patent/EP0005850A1/fr
Application granted granted Critical
Publication of EP0005850B1 publication Critical patent/EP0005850B1/fr
Expired 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
    • C11D1/66—Non-ionic compounds
    • C11D1/835—Mixtures of non-ionic with cationic compounds
    • C11D1/8355—Mixtures of non-ionic with cationic compounds containing a combination of non-ionic compounds differently alcoxylised or with different alkylated chains
    • 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
    • C11D1/38—Cationic compounds
    • C11D1/62—Quaternary ammonium 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
    • C11D1/66—Non-ionic compounds
    • C11D1/825—Mixtures of compounds all of which are non-ionic
    • C11D1/8255—Mixtures of compounds all of which are non-ionic containing a combination of compounds differently alcoxylised or with differently alkylated chains
    • 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
    • C11D3/0005—Other compounding ingredients characterised by their effect
    • C11D3/001—Softening compositions
    • C11D3/0015—Softening compositions liquid
    • 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

Definitions

  • the present invention relates to a stable, liquid detergent with a textile-softening effect for simultaneous washing and care of delicates in the washing machine or by hand.
  • the washing effect of such combinations is particularly good if the ratio of the nonionic surfactant to the quaternary ammonium compound is in the ratio 4: 1 to 1: 1.
  • a liquid detergent with a combination of a nonionic surfactant, a conventional softening quaternary ammonium compound with one or two long-chain alkyl radicals and a further quaternary ammonium compound with a methyl group, one or two long-chain alkyl groups and two or a polyglycol ether group is described in DE-OS 24 26 581 described.
  • a liquid detergent with a combination of a nonionic surfactant of the alkyl polyglycol ether or alkylphenol polyglycol ether type and a conventional fabric softener of the difatty alkyl dimethyl ammonium halide type and a fatty acid polyglycol diester is also known from DE-OS 25 29 444.
  • German patent application P 28 17 834.9 proposes a liquid detergent with a detergent component made from two specific nonionic surfactants of the ethoxylated long-chain alcohol type and with a plasticizing component from a quaternary ammonium compound.
  • the quaternary ammonium compound used is in particular ammonium salts with two long-chain alkyl or alkenyl and two short-chain alkyl groups, especially those compounds whose long-chain residues are derived from saturated or unsaturated tallow fatty alcohols.
  • these are alkyl or alkenyl groups with essentially 16 and 18 carbon atoms, i.e. around palmityl, palmitoleyl, stearyl, oleyl and linoleyl residues.
  • the consumer In addition to satisfactory washing properties, the consumer also demands from a modern liquid detergent that it is safe to use, easy to dose and stable in storage, and that its appearance and smell meet the expectations of the consumer. In particular, high demands are placed on the perfuming of a detergent by the consumer. Not only does the cheap absorption of a detergent often depend on whether it has a pleasant fragrance, but the detergent fragrance also has the application-specific task of masking the often unpleasant smell of detergent during washing, and that which is aimed at in the case of freshly washed, moist and dried laundry Complement the washing result with a laundry smell that conveys the impression of cleanliness and freshness.
  • the person skilled in the art also knows the derivatives of the unhardened tallow alcohol, which in particular contains oleyl but also palmitoleyl and linoleyl radicals in a proportion of about 45%, as useful textile plasticizers.
  • the mixtures produced with this type of compound have the desired viscosity properties, which are also largely independent of the cold, the perfumed mixtures are not stable in storage, which manifests itself in a change in fragrance to an unpleasant smell and in a change in color of the liquid.
  • the same observations were made with the corresponding imidazolinium compounds with saturated or - at least partially - unsaturated long-chain aliphatic groups.
  • alkyl polyglycol ethers of the formula I which are suitable according to the invention as constituent a) are derived from alcohols which are prepared by reacting linear olefins with carbon monoxide and hydrogen by the known oxo process by hydroformylation and exclusively hydrogenation.
  • Commercially available oxo-alcohol mixtures which are suitable for the preparation of the surfactant component a) are, for example, the oxo alcohols available from Deutsche Shell Chemie Deutschen under the trade name "Dobanol", which have about 25% by weight of 2-alkyl branches.
  • Other suitable oxo alcohols are available under the name "Synprol” from Imperial Chemical Industries Ltd. available alcohol mixtures with about 50-70 wt .-% 2-alkyl branches.
  • Suitable products based on oxo alcohols are e.g. various "Lutensol” types from BASF with approx. 30-35% by weight of branched alcohols and some "Lial” types from Liquichimica S.p.A. with about 60 wt .-% branched alcohols.
  • component a) are alkyl polyglycol ethers which represent ethylene oxide condensates of the aforementioned oxo alcohols with 13-15 carbon atoms with an average ethylene oxide content of approximately 55-65% by weight.
  • Typical preferred products are, for example, "Dobanol 45-7”, which consists of at least 95% C 14 / C 15 oxo alcohol with an average of 7 moles of ethylene oxide, and "Lutensol AO-8", which is a C 13 / C 15 oxo alcohol Ethoxylate with an average of 8 moles of ethylene oxide.
  • alkyl polyglycol ethers are preferred, the alcohol base of which is natural or synthetic primary fatty alcohols or oxo alcohols, which contain 9-12 carbon atoms and have an ethylene oxide content of approx. 60-70% by weight.
  • Typical preferred products are, for example, the commercial product "Marlipal KF,” (Chemische Werke Huls), which is a C 10 / C 12 fatty alcohol ethoxylate with an average of 6 moles of ethylene oxide, and the "Lutensol ON-70,” which is a C 9 / C 11 -oxo represents alcohol ethoxylate with an average of 7 moles of ethylene oxide.
  • Suitable fatty alcohols as the basis for preferred alkyl polyglycol ethers are also the commercial products "Lorol C-8 to 12" (Henkel).
  • the ratio of the amount of component a) used to the amount of component b) essentially determines the parameters of washing power, foaming behavior and softening effect. Optimal results are obtained when the ratio of a): b) is between about 2: 1 and 1: 2.
  • US Pat. No. 3,691,081 describes a detergent mixture intended for industrial use, the surfactant component of which consists of a liquid mixture of longer-chain and shorter-chain primary alcohol ethoxylates.
  • the longer-chain alcohol ethoxylates are C 11 to C 20 oxo alcohols with 5-10 mol of ethylene oxide, and the shorter-chain alcohols are derived from C 6 to C 10 alcohols, which also have 5-10 mol of ethylene oxide, where the main part is derived from C 7 to C s alcohols.
  • the person skilled in the art can see a liquid, biodegradable nonionic surfactant mixture which is a substitute for the known, non-degradable alkylphenol ethoxylates.
  • the quaternary ammonium compounds which are suitable according to the invention as component c) can be obtained by reacting 1 mol of methylamine with 2 mol of C 16 / C 18 epoxide, which is obtainable by epoxidation of the corresponding ⁇ -olefin, and subsequent quaternization.
  • liquid detergents which contain the quaternary ammonium compounds of the formula II as component c) in combination with the two nonionic surfactants of the formula I as components a) and b) have an optimum in terms of detergency, softening action, and foam behavior in connection with easy perfumability, good storage stability and low viscosity even at low temperatures.
  • the agents according to the invention also have the further advantage that they have an optically appealing haze without the addition of special opacifiers, which are considered undesirable ballast in terms of washing technology and usually also have a problematic odor.
  • Water is preferably used as the solvent for the liquid detergents according to the invention.
  • organic solvents can also be used in amounts of up to 20% by weight of the total liquid detergent. But even with much lower additions of the organic solvent, which are of the order of 5% by weight, mixtures can be produced which have perfect properties.
  • Lower alkanols or lower diols or polyols such as, for example, ethanol, isopropyl alcohol, ethylene glycol, propylene glycol or glycerol are particularly suitable as additional solvents.
  • polyols with ether compounds such as methyl, ethyl, butyl or diethylene glycol or their acetates (for example products of the "Cellosolve” type from Union Carbide Corp.) can also be used.
  • Formalin is usually used as a preservative in an amount of 0.05-1% by weight.
  • complexing agents for heavy metal ions are added.
  • Common complexing agents are Sodium, potassium or triethanolamine salts of aminopolycarboxylic acids, such as, for example, ethylenediaminetetraacetic acid or nitrilotriacetic acid. They are used in amounts of 0.1 to 1% by weight.
  • Suitable fragrances are substances with a floral / fresh or fruity fragrance or those designated as cosmetic or creamy.
  • Suitable dyes are e.g. water-soluble red xanthene dyes, such as rhodamine B-extra.
  • the detergents according to the invention can be used for washing and simultaneously softening fine laundry articles made of wool, synthetic fibers such as polyester, polyacrylonitrile, polyamide and mixtures of wool and synthetic fibers.
  • the washing and softening process can take place either in the washing machine or by hand at washing temperatures up to about 40 ° C.
  • the application concentration of the agents is generally from 2 to 20 ml / l of washing solution, preferably from 3 to 6 ml / l.
  • the detergents are characterized by the fact that they clean the textiles perfectly and at the same time give them a pleasant feel and anti-electrostatic properties. When washing by hand in the washbasin, they form a dense, pleasant foam, and no foaming is observed when washing in the washing machine. The foam can also be easily rinsed out.
  • perfume oil used with a fragrance note that could be described with floral fantasy lavender with a radiantly fresh top note had the following composition (given in parts by weight):
  • the liquid detergent according to the invention which contains customary additives in conventional amounts, has been found to wash fine textiles in the washing machine at up to 40 ° C. and by hand as a product with an optimal combination of properties with regard to washing power, softening effect and foaming behavior.
  • a detergent which contained the same amount of di (tallow alkyl) dimethyl ammonium chloride derived from unsaturated tallow alcohol residues instead of the fabric softener mixture present in the composition according to the invention, the use after previous storage at temperatures from -10 ° 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)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)

Claims (10)

1. Agent de lavage liquide, caractérisé en ce qu'il contient
a) 5-18% en poids d'un alcoylpolyglycol-éther de formule:
Figure imgb0014
dans laquelle R1 représente un groupe alcoyle à chaîne droite et R2, à concurrence de 20 à 75% en poids - par rapport à l'alcool qui est à la base de l'alcoylpolyglycol-éther - un groupe alcoyle en C1-C4 et pour le restant de l'hydrogène, le nombre total des atomes de carbone dans R1 et R2 s'élevant à 11-15, et n'ayant une valeur de 5-9, n étant choisi en sorte que la proportion d'oxyde d'éthylène de l'alcoylpolyglycol-éther s'élève à environ 50-65% en poids,
b) 5-18% en poids d'un alcoylpolyglycol-éther de formule I dans laquelle R1 représente un groupe alcoyle à chaîne droite et R2 soit de l'hydrogène ou à concurrence de 20-75% en poids par rapport à l'alcool qui est à la base de l'alcoylpolyglycol-éther - un groupe alcoyle en C1-C4 et pour le restant de l'hydrogène, le nombre total des atomes de carbone dans R1 et R2 s'élevant à 6-10 et n significant une valeur de 3-8, n étant choisi en sorte que la proportion d'oxyde d'éthylène de l'alcoylpolyglycol-éther s'élève à environ 55-70% en poids, et
c) 2,5-10, de préférence 3-7% en poids d'un plastifiant pour textiles consistant en des composés de formule Il:
Figure imgb0015
dans laquelle R3 représente des radicaux alcoyle à chaîne droite ou ramifiée avec essentiellement 14-16 atomes de carbone et X- représente un anion du groupe comprenant un chlorure, bromure, méthylsulfate, éthylsulfate, méthane-, éthane- ou toluène-sulfonate, le rapport quantitatif de a):b) étant de préférence de 2:1 à 1:2.
2. Agent de lavage liquide selon la revendication 1, caractérisé en ce que les radicaux alcoyle R3 dans la formule Il pour le constituant c) sont essentiellement à chaîne droite et présentent 14 et 16 atomes de carbone dans le rapport C14:C16 de 3:7 à 7:3.
3. Agent de lavage liquide selon les revendications 1 et 2, caractérisé en ce que les composés de formule Il proviennent d'un mélange d'oléfines ayant une proportion de 35-45% en poids d'a-oléfine en C16 et 55-65% en poids d'a-oléfine en C18.
4. Agent de lavage liquide selon les revendications 1 à 3, caractérisé en ce que X- signifie l'anion chlorure ou méthylsulfate.
5. Agent de lavage liquide selon les revendications 1 à 4, caractérisé en ce que le constituant a) et le constituant b) font ensemble 10-30% en poids, de préférence 15-30% en poids par rapport au poids global de l'agent de lavage.
6. Agent de lavage liquide selon les revendications 1 à 5, caractérisé en ce que R1 et R2 du constituant a) contiennent ensemble 11-13 atomes de carbone.
7. Agent de lavage liquide selon les revendications 1 à 6, caractérisé en ce que la proportion d'oxyde d'éthylène du constituant a) s'élève à environ 55-60% en poids.
8. Agent de lavage liquide selon les revendications 1 à 7, caractérisé en ce que R1 et R2 du constituant b) contiennent ensemble 8-10 atomes de carbone.
9. Agent de lavage liquide selon les revendications 1 à 8, caractérisé en ce que la proportion d'oxyde d'éthylène du constituant b) s'élève à environ 55-65% en poids.
10. Agent de lavage liquide selon les revendications 1 à 9, consistant en
a) 10-12,5% en poids d'un alcoylpolyglycol-éther de formule 1 dans laquelle R1 et R2 présentent ensemble 11-13 atomes de carbone et où la teneur moyenne en oxyde d'éthyléne de l'alcoylpolyglycol-éther s'élève à 55-65% en poids,
b) 10-12,5% en poids d'un alcoylpolyglycol-éther de formule I dans laquelle R1 présente 7-10 atomes de carbone, R2 = H, la teneur moyenne en oxyde d'éthylène de l'alcoylpolyglycol-éther s'élevant à 60-70% en poids,
c) 2,5-5% en poids d'un sel d'ammonium quaternaire de formule Il pour le constituant c) dans laquelle R3 représente un radical alcoyle essentiellement à chaîne droite ayant 14 à 16 atomes de carbone et X- signifie un chlorure, le rapport pondéral des radicaux alcoyle en C14:C16 étant environ égal à 2:3,
d) le restant étant de l'eau et des solvants organiques ainsi qu'éventuellement d'autres additifs courants présents en petites quantités, comme par exemple des colorants et des parfums, des agents complexeurs pour traces de métaux lourds de même que des agents de conservation.
EP79101726A 1978-06-01 1979-06-01 Agent de lavage liquide Expired EP0005850B1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE2824024A DE2824024C2 (de) 1978-06-01 1978-06-01 Flüssiges Waschmittel
DE2824024 1978-06-01

Publications (2)

Publication Number Publication Date
EP0005850A1 EP0005850A1 (fr) 1979-12-12
EP0005850B1 true EP0005850B1 (fr) 1982-01-13

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EP79101726A Expired EP0005850B1 (fr) 1978-06-01 1979-06-01 Agent de lavage liquide

Country Status (6)

Country Link
US (1) US4335024A (fr)
EP (1) EP0005850B1 (fr)
AT (1) AT365633B (fr)
BR (1) BR7902489A (fr)
DE (1) DE2824024C2 (fr)
DK (1) DK154780C (fr)

Families Citing this family (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3026090A1 (de) * 1980-07-10 1982-02-18 Henkel KGaA, 4000 Düsseldorf Fluessiges waschmittel mit einem gehalt an verfaerbungsinhibierenden zusaetzen
US4873002A (en) * 1982-11-23 1989-10-10 Beecham Inc. Liquid detergent fabric conditioning compositions
JPS6369884A (ja) * 1986-09-12 1988-03-29 Lion Corp 柔軟剤組成物
US4822499A (en) * 1987-08-17 1989-04-18 The Procter & Gamble Company Liquid fabric softener with stable non-staining pink color
US4897208A (en) * 1988-10-31 1990-01-30 The Procter & Gamble Company Liquid fabric softener colored pink
WO1992015745A1 (fr) * 1991-03-08 1992-09-17 The Procter & Gamble Company Assouplisseurs textiles concentres
DE4125025A1 (de) * 1991-07-29 1993-02-04 Henkel Kgaa Fluessiges waschmittel
DE4334368C2 (de) * 1993-10-08 1995-12-14 Henkel Kgaa Schwach schäumende polymerfreie Reinigungsmittel
US5985813A (en) * 1999-04-07 1999-11-16 Colgate-Palmolive Co. Liquid cleaning compositions based on cationic surfactant, nonionic surfactant and nonionic polymer
FR2800242A1 (fr) * 1999-10-29 2001-05-04 Aventis Cropscience Sa Nouvelles compositions pesticides et/ou regulatrices de croissance a agent tensio-actif non ionique particulier
GB0310974D0 (en) * 2003-05-13 2003-06-18 Unilever Plc Fabric conditioning compositions
WO2025147999A1 (fr) * 2024-01-12 2025-07-17 Ecolab Usa Inc. Composition détergente économique pour blanchisseries commerciales

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NL236516A (fr) 1958-02-28
DE1220956B (de) * 1964-04-21 1966-07-14 Henkel & Cie Gmbh Maschinenwaschmittel
US3636114A (en) * 1968-07-16 1972-01-18 Union Carbide Corp Novel quaternary ammonium compounds and method for preparation thereof
GB1319456A (en) * 1969-11-26 1973-06-06 Ici Ltd Detergent compositions
US3682849A (en) * 1970-10-08 1972-08-08 Shell Oil Co Alcohol ethoxylates
US3959157A (en) 1973-06-04 1976-05-25 Colgate-Palmolive Company Non-phosphate detergent-softening compositions
DE2448532A1 (de) * 1973-10-15 1975-04-24 Procter & Gamble Zusammensetzungen zur oelentfernung
FR2303850A1 (fr) 1975-03-10 1976-10-08 Rhone Poulenc Ind Composition tensio-active essentiellement constituee d'un melange d'alcools ethoxyles
JPS51105500A (en) * 1975-03-12 1976-09-18 Kao Corp Orimonojunankazai
GB1562801A (en) * 1976-01-02 1980-03-19 Procter & Gamble Liquid detergent composition
FR2342364A1 (fr) 1976-02-24 1977-09-23 Colgate Palmolive Co Composition et procede pour le nettoyage de la laine
FR2345513A1 (fr) * 1976-03-24 1977-10-21 Rhone Poulenc Ind Composition tensio-active a base de surfactifs non ioniques
US4125370A (en) * 1976-06-24 1978-11-14 The Procter & Gamble Company Laundry method imparting soil release properties to laundered fabrics
US4058473A (en) * 1976-06-24 1977-11-15 Lever Brothers Company Low temperature stable compositions
JPS5352799A (en) * 1976-10-19 1978-05-13 Kao Corp Fabric softening agent composition
US4259217A (en) * 1978-03-07 1981-03-31 The Procter & Gamble Company Laundry detergent compositions having enhanced greasy and oily soil removal performance
US4140641A (en) * 1978-03-17 1979-02-20 Colgate-Palmolive Company Concentrated liquid detergent with fabric softener

Also Published As

Publication number Publication date
DK154780C (da) 1989-07-10
AT365633B (de) 1982-02-10
EP0005850A1 (fr) 1979-12-12
DK136279A (da) 1979-12-02
ATA393579A (de) 1981-06-15
US4335024A (en) 1982-06-15
BR7902489A (pt) 1980-01-15
DK154780B (da) 1988-12-19
DE2824024C2 (de) 1987-01-29
DE2824024A1 (de) 1979-12-13

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