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WO1999036495A1 - Granules tensioactifs homogenes pour la production de detergents et de nettoyants en morceaux - Google Patents

Granules tensioactifs homogenes pour la production de detergents et de nettoyants en morceaux Download PDF

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Publication number
WO1999036495A1
WO1999036495A1 PCT/EP1999/000036 EP9900036W WO9936495A1 WO 1999036495 A1 WO1999036495 A1 WO 1999036495A1 EP 9900036 W EP9900036 W EP 9900036W WO 9936495 A1 WO9936495 A1 WO 9936495A1
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WO
WIPO (PCT)
Prior art keywords
homogeneous
surfactant
weight
alcohol
surfactant granules
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.)
Ceased
Application number
PCT/EP1999/000036
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German (de)
English (en)
Inventor
Karl-Heinz Schmid
Olaf Blochwitz
Ditmar Kischkel
Andreas Syldath
Anke Becker
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
BASF Personal Care and Nutrition GmbH
Original Assignee
Henkel AG and Co KGaA
Cognis Deutschland GmbH and Co KG
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, Cognis Deutschland GmbH and Co KG filed Critical Henkel AG and Co KGaA
Publication of WO1999036495A1 publication Critical patent/WO1999036495A1/fr
Anticipated expiration legal-status Critical
Ceased 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
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/02—Inorganic compounds ; Elemental compounds
    • C11D3/04—Water-soluble compounds
    • C11D3/046—Salts
    • 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
    • C11D17/00—Detergent materials or soaps characterised by their shape or physical properties
    • C11D17/0047—Detergents in the form of bars or tablets
    • C11D17/0056—Lavatory cleansing blocks
    • 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
    • C11D17/00—Detergent materials or soaps characterised by their shape or physical properties
    • C11D17/0047—Detergents in the form of bars or tablets
    • C11D17/0065—Solid detergents containing builders
    • C11D17/0073—Tablets
    • 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
    • C11D17/00—Detergent materials or soaps characterised by their shape or physical properties
    • C11D17/06—Powder; Flakes; Free-flowing mixtures; Sheets
    • C11D17/065—High-density particulate detergent compositions

Definitions

  • the invention relates to homogeneous surfactant granules with a high bulk density for the production of chunky detergents and cleaning agents characterized by a content of alkali halides with a small grain size, a process for the production of such homogeneous surfactant granules and their use for the production of chunky detergents and cleaning agents.
  • Surfactants are commercially available in various forms, mostly as tower powder or as granules. In the manufacture of the tower powders, surfactant slurries are dried in the spray tower, giving homogeneous, free-flowing products.
  • a disadvantage of this known spray drying process is that the surfactant tower powders obtained have a low bulk density, so that unprofitable conditions can occur in the packaging and distribution of these powders.
  • the spray drying processes lead to surfactant tower powders, for example based on fatty alcohol sulfates, which have a maximum active substance content of 20% by weight.
  • the spray drying process also leads to undesirable decomposition phenomena which have to be avoided in the case of surfactants which are sensitive to temperature, for example alkyl oligoglycosides, because of the necessary drying temperatures. If lower drying temperatures are selected due to the temperature-sensitive surfactants, the spray drying process is associated with a considerable loss in drying performance. Finally, during the drying of tenside slurries, which contain a high content of alkali halides such as sodium chloride, corrosion occurs easily at the temperatures prevailing there, which must be minimized.
  • Another type of packaging for surfactants, which has recently become increasingly important, is that of granules. Granules are generally made from aqueous surfactant preparations by granulation and simultaneous drying.
  • German patent application DE-A-41 27 323 a process for the production of surfactant granules with bulk densities of more than 500 g / l is known, which makes it possible to granulate and formulate a surfactant preparation form with admixture of inorganic and organic solids drying at the same time, especially in a fluidized bed.
  • This gentle process can be used to produce temperature-labile surfactants, such as the alkyl polyglycosides, as granules, and the corrosion of the process apparatus can be minimized by the possibility of adding the solid inorganic salts.
  • the granules obtainable by this process can then be classified by sieves into granules with certain grain sizes, so that macroscopically homogeneous surfactant granules are present.
  • problems arise as a result of uncontrolled dissolution in water.
  • chunky detergents and cleaning agents based on surfactant granules with a proportion of alkali halides which are readily soluble in water an untargeted breakup of the chunk is observed with frequent contact with water. This is presumably due to the fact that the inorganic salts are more soluble in water than the surfactant components in the underlying granulate, so that the salt is first dissolved out, as a result of which the lumpy detergent composition breaks apart.
  • the object of the present invention was to provide homogeneous surfactant granules which can be processed further into chunky detergents and cleaning agents without the disadvantages described.
  • the solution to the present problem is based on the knowledge that the surfactant granules must not only be macroscopically homogeneous, but also microscopically homogeneous.
  • the surfactant granules not only have to be homogeneous in the average chemical composition (macroscopic), but the individual surfactant granules must be homogeneous in their chemical composition (microscopic). It has now been found that surfactant granules can be used for the production of chunky detergents and cleaning agents if they contain alkali halides with a very specific grain size.
  • One object of the present invention relates to homogeneous.
  • Surfactant granules containing alkali halides for the production of particulate detergents and cleaning agents characterized in that they contain alkali halides with a grain size in the range from 0.01 to 0.5 mm with a grain size of more than 50%.
  • the surfactant granules contain alkali halides with a grain size in the range from 0.05 to 0.4 mm with a grain size of more than 70%, in particular more than 80%.
  • Suitable alkali halides are the chlorides of lithium, sodium and / or potassium, in particular sodium chloride.
  • the sodium chloride in the sense of the invention is a particularly finely divided sodium chloride, which differs from the commercially available (coarse) sodium chloride by its smaller grain size.
  • the finely divided sodium chloride can be obtained, for example, from the company Akzo Nobel as evaporating fabric salt extra fine R.
  • the surfactant granules according to the invention can contain nonionic, anionic, cationic and amphoteric or zwitterionic surfactants as surfactants.
  • anionic surfactants are alkylbenzene sulfonates, alkane sulfonates, olefin sulfonates, alkyl ether sulfonates, glycerol ether sulfonates, ester sulfonates, sulfo fatty acids, alkyl sulfates, fatty alcohol ether sulfates, glycerin ether sulfates, hydroxymixed ether sulfates, monoglyceride acid (fatty alcohol amide ), fatty acid sulfate acid, fatty acid sulfate acid, fatty acid sulfate acid, fatty acid sulfate acid, fatty acid sulfate acid, fatty acid sulfate acid, fatty acid sulfate acid, fatty acid sulfate acid, fatty acid sulfate acid, fatty acid sulfate acid, fatty acid sulfate acid,
  • nonionic surfactants are fatty alcohol polyglycol ethers, alkylphenol polyglycol ethers, fatty acid polyglycol esters, fatty acid amide polyglycol ethers, fatty amine polyglycol ethers, alkoxylated triglycerides, mixed ethers or mixed formals, alk (en) yl oligoglycosides, fatty acid N-alkylglucamides.
  • Protein hydrolysates (especially vegetable products based on wheat), polyol fatty acid esters. Sugar esters, sorbitan esters, polysorbates and amine oxides. If the nonionic surfactants contain polyglycol ether chains, they can have a conventional, but preferably a narrow, homolog distribution.
  • cationic surfactants are quaternary ammonium compounds such as quaternized alkylammonium compounds and esterquats, in particular quaternized fatty acid trialkanolamine ester salts.
  • amphoteric or zwitterionic surfactants are alkyl betaines.
  • Preferred surfactant granules for the purposes of the invention contain one or more surfactants from that of fatty alcohol sulfates, fatty alcohol ether sulfates, alkylbenzenesulfonates, ester sulfonates, fatty acid (poly) glycol ether sulfates.
  • surfactant granules which contain one or more surfactants selected from the group consisting of fatty alcohol sulfates, fatty alcohol ether sulfates, alkyl oligoglycosides and alkyl benzene sulfonates.
  • Fatty alcohol sulfates are to be understood as meaning the sulfation products of primary alcohols which follow the formula (I)
  • R for a linear or branched, aliphatic alkyl and / or alkenyl radical having 6 to 22, preferably 12 to 18 carbon atoms and X for an alkali metal and / or Alkaline earth metal, ammonium, alkylammonium, alkanolammonium or glucammonium ion.
  • Typical examples of fatty alcohol sulfates that can be used in the context of the invention are the sulfation products of capron alcohol, caprylic alcohol, capric alcohol, 2-ethylhexyl alcohol, lauryl alcohol, myristyl alcohol, cetyl alcohol, palmoleyl alcohol, stearyl alcohol, isostearyl alcohol, oleyl alcohol, aryl selyl alcohol, elaidyl alcohol, elaidyl alcohol Behenyl alcohol and erucyl alcohol and their technical mixtures, which are obtained by high pressure hydrogenation of technical methyl ester fractions or aldehydes from Roelen's oxosynthesis.
  • the sulfation products can preferably be used in the form of their alkali metal salts and in particular their sodium salts.
  • Particularly preferred are alkyl sulfates based on lauryl alcohol, technical C12 / 1 4- or Ci 2 / ⁇ g coconut fatty alcohol fractions and comparable Ci of g / i o tallow or vegetable fatty alcohols -Kettenverotti C in the form of their sodium salts.
  • ether sulfates are known anionic surfactants which are produced on an industrial scale by SOo or CSA sulfation of fatty alcohol polyglycol ethers and subsequent neutralization.
  • ether sulfates are suitable which follow the formula (II)
  • Carbon atoms, m is a number from 1 to 10 and M is an alkali metal and / or alkaline earth metal, ammonium, alkylammonium, alkanolammonium or glucammonium ion.
  • Typical examples are the sulfates of addition products with an average of 1 to 10 and in particular 2 to 5 mol ethylene oxide onto capron alcohol, caprylic alcohol, 2-ethylhexyl alcohol, capric alcohol, lauryl alcohol, isotridecyl alcohol, myristyl alcohol, cetyl alcohol, palmoleyl alcohol, stearyl alcohol, oleyl alcohol, isostyl alcohol, isostyl alcohol, isostyl alcohol, isostyl alcohol, isostyl alcohol, Petroselinyl alcohol, arachyl alcohol, gadoleyl alcohol, behenyl alcohol and erucyl alcohol as well their technical mixtures, in the form of their sodium and / or magnesium salts.
  • the ether sulfates can have both a conventional and a narrow homolog distribution. Particularly preferred to use ether sulfates based on adducts of on average 2 to 3 moles of ethylene oxide with technical CJ2 / 1 4- and
  • Alkyl and alkenyl oligoglycosides are known substances which can be obtained by the relevant preparative organic chemistry processes and which follow the formula (III),
  • R represents an alkyl and / or alkenyl radical having 4 to 22 carbon atoms
  • G represents a sugar radical having 5 or 6 carbon atoms
  • p represents a number from 1 to 10.
  • the alkyl and / or alkenyl oligoglycosides can be derived from aldoses or ketoses with 5 or 6 carbon atoms, preferably glucose.
  • the preferred alkyl and / or alkenyl oligoglycosides are thus alkyl and / or alkenyl oligoglucosides.
  • the alkyl or alkenyl radical R can be derived from primary alcohols having 4 to 11, preferably 8 to 10, carbon atoms. Typical examples are butanol, capronic alcohol, caprylic alcohol, capric alcohol and undecyl alcohol and their technical mixtures, such as are obtained, for example, in the hydrogenation of technical fatty acid methyl esters or in the course of the hydrogenation of aldehydes from Roelen's oxosynthesis.
  • the alkyl or alkenyl radical R can also be derived from primary alcohols having 12 to 22, preferably 12 to 14, carbon atoms. Typical examples are lauryl alcohol, myristyl alcohol, cetyl alcohol, palmoleyl alcohol, stearyl alcohol, isostearyl alcohol, oleyl alcohol, elaidyl alcohol, petroselinyl alcohol, arachyl alcohol, gadoleyl alcohol, behenyl alcohol, erucyl alcohol, and their technical mixtures, which can be obtained as described above. Alkyl oligoglucosides based on hardened are preferred
  • alkylbenzenesulfonates are those with C 9 -C 9 3 alkyl residues.
  • Fatty acid polyglycol ether sulfates are commercially available compounds which are produced by sulfating fatty acid polyglycol esters and subsequent neutralization.
  • Fatty acid glycol ether sulfates are produced by sulfation of low alkoxylated fatty acids and subsequent neutralization, preferably at pH values between 5 and 9 in accordance with the as yet unpublished German patent application P 197 36 906.5. Those of the formula (IV) are preferred
  • R 4 CO for an acyl radical with 6 to 22 C atoms, ALK for CH 2 CH 2 , CHCH 3 CH 2 and / or CH 2 CHCH 3 , n for numbers from 0.5 to 5 and
  • the surfactant granules preferably contain surfactant mixtures of 20 to 100% by weight of fatty alcohol sulfates and / or alkylbenzenesulfonates, 0 to 30% by weight Fatty alcohol ether sulfates and 0 to 80% by weight alkyl oligoglycosides.
  • the surfactant granules preferably contain surfactant mixtures of 60 to 90% by weight of fatty alcohol sulfates, 5 to 20% by weight of fatty alcohol ether sulfates and 5 to 20% by weight of alkyl oligoglycosides. Particularly suitable representatives of the surfactants mentioned can be found in the previous description.
  • the surfactant granules according to the invention can also contain fillers, water softeners, complexing agents and builders as auxiliaries and swelling agents.
  • Typical fillers are sodium sulfate and sodium carbonate.
  • Suitable complexing agents are phosphonates such as those based on acetophosphonic acid.
  • Suitable water softeners are phosphates, suitable builders zeolite A, nitrilotriacetate, sodium citrate or ethylenediaminetetraacetate.
  • Suitable swelling agents are hydroxyethyl cellulose, hydroxypropyl cellulose, carboxymethyl cellulose and polyethylene glycols with average molecular weights in the range from 1,000 to 20,000, preferably 2,000 to 8,000.
  • the surfactant granules necessarily contain the surfactants and the alkali halides and optionally auxiliary substances and swelling agents of the type described, preferably 5 to 60% by weight of surfactants or surfactant mixtures, 5 to 40% by weight alkali halides, 0 to 40% by weight auxiliary substances and 0 to 10% by weight .% Swelling agent.
  • Another object of the present invention relates to a process for producing homogeneous alkali metal halide-containing surfactant granules by granulation and simultaneous drying of an aqueous surfactant paste, to which alkali metal halides are admixed, characterized in that alkali metal halides with a grain size in the range from 0.01 to 0.5 mm in with a grain size of over 50%.
  • the surfactant granules according to the invention can be produced in devices in which simultaneous granulation and drying can be carried out. Examples of this are heatable mixers and granulators, in particular granulators of the Turbo dryer® type (device from Vomm, Italy).
  • the invention provides that the surfactant granules are carried out in a batch or continuous fluidized bed. It is preferred to use the process in a continuous Perform fluidized bed.
  • the surfactants or surfactant mixtures in the form of an aqueous paste are introduced into the fluidized bed simultaneously or in succession via one or more nozzles.
  • the aqueous surfactant pastes can additionally contain the auxiliaries and swelling agents of the type already described.
  • the solids content of the aqueous surfactant paste is between 50 to 90% by weight, preferably between 60 and 85% by weight, the remainder being 100% by weight water.
  • the alkali halides with the grain size according to the definition are mixed in simultaneously with the aqueous surfactant pastes, but separately from these, preferably by means of an automatically controlled solids metering.
  • the product streams of aqueous surfactant paste and admixed alkali halide are controlled so that granules with the weight compositions already described result.
  • the water evaporates from the surfactant paste, resulting in dried to dried germs, which are coated with further aqueous surfactant pastes or with the admixed alkali metal halides, granulated and again dried at the same time.
  • the surfactant granules are regarded as dried if the free water content is below 10% by weight, preferably from 0.5 to 5% by weight, based in each case on the finished granules.
  • Fluidized bed apparatuses which are preferably used have base plates with a diameter of between 0.4 and 5 m, for example 1.2 m or 2.5 m.
  • Perforated floor slabs a Conidur slab (commercial product from Hein & Lehmann, Federal Republic of Germany) or perforated floor slabs can be used as the floor slab, the holes (passage openings) of which are covered by a mesh with mesh sizes smaller than 600 ⁇ m.
  • the grid can be arranged inside or above the passage openings. However, the grid preferably lies directly below the passage openings of the inflow floor. This is advantageously realized in such a way that a metal gauze with the appropriate mesh size is sintered on.
  • the metal gauze preferably consists of the same material as the inflow floor, in particular of stainless steel.
  • the mesh size of said grid is preferably between 200 and 400 ⁇ m.
  • the process is preferably carried out at swirl air speeds between 1 and 8 m / s and in particular between 1.5 and 5.5 m / s.
  • the discharge The granules are advantageously sized according to the size of the granules.
  • This classification is preferably carried out by means of an opposed air flow (classifier air) which is regulated in such a way that only particles above a certain particle size are removed from the fluidized bed and smaller particles are retained in the fluidized bed.
  • the inflowing air is composed of the heated or unheated classifier air and the heated soil air.
  • the soil air temperature is preferably between 80 and 400 ° C.
  • the fluidized air cools down through heat losses and through the heat of vaporization and is approximately 60 to 120 ° C., preferably 65 to 90 ° C., when air escapes. Further advantageous refinements of the method according to the invention can be found in the as yet unpublished German patent application P 197 50 424.8.
  • a starting mass is present at the beginning of the process and which serves as an initial carrier for the sprayed-in surfactant paste.
  • Suitable starting materials are solids which are to be contained in the surfactant granules according to the invention and in particular the surfactant granules themselves which have already been obtained in a previous process.
  • surfactant granules with a grain size in the range above 0.2 and below 0.9 mm are used as the starting mass and are preferably fed in via a roller mill.
  • the surfactant granules obtained from the fluidized bed are then preferably cooled in a separate fluidized bed and classified by means of a sieve into granules with particle sizes between 0.9 and 5 mm as good grain fraction, in granules over 5 mm as oversize fraction and in granules under 0.9 mm as undersize fraction .
  • the granules of the undersize fraction are returned to the fluidized bed, since they initially have a higher content of alkali halides.
  • the oversize fraction is ground, preferably in grain sizes below 0.9 mm, and also returned to the fluidized bed.
  • the undersize content which is returned to the fluidized bed, 15 to 20% by weight - based on the total product output - is below steps, it is advisable to inject the ground oversize particles with grain sizes greater than 0.2 and less than 0.9 mm into the fluidized bed, so that advantageously about 15 to 20% by weight - based on the total product output - under germs are available in the fluidized bed stand to prevent excessive grain growth. If work is carried out according to this procedure, the oversize content over 5 mm can be minimized to less than 5% by weight, based on the total product output.
  • the surfactant granules obtained by the process according to the invention have high bulk densities, preferably a bulk density between 550 and 1000 g / l, in particular between 800 and 1,000 g / l.
  • Another object of the present invention relates to the use of the surfactant granules according to the invention as surfactant precursors for the production of particulate detergents and cleaning agents.
  • the surfactant granules according to the invention are preferably suitable for the production of detergent tablets, lumpy wash cubes for the catering trade for washing glasses and for toilet blocks, and in particular for toilet blocks.
  • the surfactant granules according to the invention are further processed water-free by means of extrusion or tableting.
  • water, polyethylene glycols or ether sulfate solutions can be added to them as an auxiliary in an amount of 1 to 10, preferably 2 to 6,% by weight, based on the surfactant granules.
  • dyes and fragrances usually in a total amount of 1 to 7% by weight, based on the end product, can be added during further processing.
  • the lumpy detergents and cleaning agents are characterized by macroscopic and microscopic homogeneity.
  • the solubility of the lumpy products in water can be specifically adjusted so that there is no undesired, uncontrolled breaking apart of the pieces depending on the solubility of the ingredients. Examples
  • AI fatty alcohol sulfate in the form of the sodium salt, made from a
  • the surfactant ingredients AI) to A3) are commercial products from Henkel KGaA, Düsseldorf.
  • Aqueous surfactant pastes from AI) to A4) were produced and injected into the fluidized bed system. Independently of this, fine sodium chloride (according to the invention) or coarse normal sodium chloride (comparison) was fed in as a solid. The solids content of the aqueous surfactant paste was 70% by weight.
  • the granules obtained were classified according to the grain size (information in% by weight how much of the granules is to be assigned to which grain size range) and the sodium chloride content in each classified grain size. The results are summarized in the table below:
  • the table shows that the granules according to the invention have approximately the same sodium chloride content, so that they are microscopically homogeneous.
  • the sodium chloride content of the granules produced according to the comparison fluctuates between 27.0 and 58.0%, so that no microscopic homogeneity is guaranteed.

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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)
  • Inorganic Chemistry (AREA)
  • Detergent Compositions (AREA)

Abstract

L'invention concerne des granulés tensioactifs homogènes présentant une densité apparente élevée, destinés à la production de détergents et de nettoyants en morceaux. Ces granulés sont caractérisés par une teneur en halogénures alcalins à granulométrie réduite. L'invention concerne également un procédé de production de granulés tensioactifs homogènes, ainsi que l'utilisation de ces derniers pour la production de détergents et de nettoyants en morceaux.
PCT/EP1999/000036 1998-01-14 1999-01-07 Granules tensioactifs homogenes pour la production de detergents et de nettoyants en morceaux Ceased WO1999036495A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE19801085.0 1998-01-14
DE1998101085 DE19801085A1 (de) 1998-01-14 1998-01-14 Homogene Tensidgranulate für die Herstellung von stückigen Wasch- und Reinigungsmitteln

Publications (1)

Publication Number Publication Date
WO1999036495A1 true WO1999036495A1 (fr) 1999-07-22

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PCT/EP1999/000036 Ceased WO1999036495A1 (fr) 1998-01-14 1999-01-07 Granules tensioactifs homogenes pour la production de detergents et de nettoyants en morceaux

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WO (1) WO1999036495A1 (fr)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE19944222A1 (de) * 1999-09-15 2001-03-29 Cognis Deutschland Gmbh Waschmitteltabletten
DE19956802A1 (de) 1999-11-25 2001-06-13 Cognis Deutschland Gmbh Waschmitteltabletten

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0060587A2 (fr) * 1981-03-13 1982-09-22 THE PROCTER & GAMBLE COMPANY Procédé d'agglomération pour la fabrication de détergents granulaires
JPS62197497A (ja) * 1986-02-24 1987-09-01 ライオン株式会社 タブレツト洗剤
DE4127323A1 (de) * 1991-08-20 1993-02-25 Henkel Kgaa Verfahren zur herstellung von tensidgranulaten
JPH07286199A (ja) * 1994-04-15 1995-10-31 Lion Corp タブレット洗剤組成物の製造方法

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0060587A2 (fr) * 1981-03-13 1982-09-22 THE PROCTER & GAMBLE COMPANY Procédé d'agglomération pour la fabrication de détergents granulaires
JPS62197497A (ja) * 1986-02-24 1987-09-01 ライオン株式会社 タブレツト洗剤
DE4127323A1 (de) * 1991-08-20 1993-02-25 Henkel Kgaa Verfahren zur herstellung von tensidgranulaten
JPH07286199A (ja) * 1994-04-15 1995-10-31 Lion Corp タブレット洗剤組成物の製造方法

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
DATABASE WPI Section Ch Week 8740, Derwent World Patents Index; Class A97, AN 87-282058, XP002103911 *
DATABASE WPI Section Ch Week 9601, Derwent World Patents Index; Class D25, AN 96-007117, XP002103910 *

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