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EP0881279B2 - Granules contenant un tensioactif cationique - Google Patents

Granules contenant un tensioactif cationique Download PDF

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Publication number
EP0881279B2
EP0881279B2 EP98108983A EP98108983A EP0881279B2 EP 0881279 B2 EP0881279 B2 EP 0881279B2 EP 98108983 A EP98108983 A EP 98108983A EP 98108983 A EP98108983 A EP 98108983A EP 0881279 B2 EP0881279 B2 EP 0881279B2
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EP
European Patent Office
Prior art keywords
cationic surfactant
weight
granules
alkyl
citric acid
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired - Lifetime
Application number
EP98108983A
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German (de)
English (en)
Other versions
EP0881279A2 (fr
EP0881279B1 (fr
EP0881279A3 (fr
Inventor
Rene-Andres Dr. Dipl.-Chem. Artiga Gonzalez
Monika Dr. Dipl.-Chem. Böcker
Christian Dr. Dipl.-Chem. Block
Stefan Hammelstein
Heinke Jebens
Judith Dr. Dipl.-Chem. Scherler
Berthold Dr. Dipl.-Chem. Schreck
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Cognis IP Management GmbH
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Cognis IP Management GmbH
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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
    • C11D17/00—Detergent materials or soaps characterised by their shape or physical properties
    • C11D17/0034—Fixed on a solid conventional detergent ingredient
    • 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
    • C11D17/00—Detergent materials or soaps characterised by their shape or physical properties
    • C11D17/06—Powder; Flakes; Free-flowing mixtures; Sheets

Definitions

  • the invention is in the field of production of cationic surfactant-containing granules, as used for example in special detergents and cleaners, but also in fabric softeners.
  • Cationic surfactants are used in special detergents and cleaners, but especially in laundry aftertreatment agents, such as fabric softeners, in order to give the textiles treated with the corresponding compositions a soft, fluffy feel and pleasant wear properties.
  • the cationic surfactant applied to the fabrics facilitates ironing and results in an antistatic effect, which in turn improves the wearing properties.
  • the cationic surfactants are incorporated in the form of dispersions in the mostly liquid to pasty agent.
  • Solid preparation forms which contain only cationic surfactant and no other surfactants as the active substance are comparatively rare.
  • German Offenlegungsschrift DE 32 43 983 (Degussa AG) describes a free-flowing plasticizer concentrate which consists of one or more cationic surfactants which, if appropriate in admixture with one or more solubilizers, are applied to synthetic silica.
  • the preparation of the agent is carried out by mixing a melt or a solution of the cationic surfactant in isopropanol with the precipitated and spray-dried silica.
  • Powdered laundry softeners which contain cationic surface-active substances adsorbed on highly absorbent silicic acid are also described in German Offenlegungsschrift DE 34 02 437 (REWO Chemische Werke GmbH).
  • the cationic surfactants are applied as a melt or solution in isopropanol to the silicic acid introduced in the mixer and then granulated under shear.
  • the first two methods have the disadvantage that the cationic surfactant is applied in the form of its isopropanolic solution or as a melt to an insoluble carrier.
  • extensive occupational safety and security measures are required and, in addition, the isopropanol must later be removed by evaporation, since alcohols adversely alter the powder properties of detergent compositions.
  • an energy expenditure for melting the cationic surfactant is required.
  • silica in high amounts leads, when used in detergents and fabric softeners, to formation of residues in the treated textiles. All the processes of the prior art have in common the disadvantage that they provide products which are only sparingly or not residue-free soluble. The latter method also provides products of undesirable low bulk density.
  • the object of the invention was therefore to provide a process for the preparation of cationic surfactant-containing granules which overcomes said process and product disadvantages.
  • the cationic surfactant can be added directly to the mixer in its delivery form, or can be sprayed onto the solid carrier in the form of a liquid to pasty cationic surfactant formulation.
  • Such cationic surfactant formulations can be prepared, for example, by mixing commercial cationic surfactants with excipients such as nonionic surfactants, polyethylene glycols or polyols. Also, lower alcohols such as ethanol and isopropanol can be used, and the amount of such lower alcohols in the liquid cationic surfactant preparation should be below 10% by weight for the reasons mentioned above.
  • solid cationic surfactants are simply added and act on the carrier in the course of granulation; Cationic surfactant forms of other states of aggregation are added, poured or atomized depending on the viscosity.
  • carriers are selected from the group of alkali metal sulfates, carbonates, silicates, citrates, aluminum silicates and citric acid. Particularly preferred are water-soluble excipients and, among these, especially the sodium sulfate.
  • natural polysaccharides such as cellulose and starch and their derivatives are preferred support materials.
  • These include in particular cellulose and starch itself, but also cellulose and starch derivatives obtainable by polymer-analogous reactions of cellulose or starch.
  • Such chemically modified celluloses or starches include, for example, products of esterifications or etherifications in which hydroxy hydrogen atoms have been substituted.
  • celluloses or starches, in which the hydroxy groups against functional Groups that are not bound by an oxygen atom have been replaced can be used as a carrier material.
  • the group of these derivatives includes, for example, alkali celluloses, carboxymethylcellulose (CMC) and starch (CMS), cellulose and starch esters and ethers, and aminocelluloses and starches.
  • Starch is used as the particularly preferred carrier material from this group of detergent ingredients.
  • the amount of solid carrier in the resulting granules accounts for 50 to 80% by weight of the weight of the resulting granules.
  • the granules are prepared by placing the solid support in a mixer and then submerged subjected to low energy input with the cationic surfactant. Subsequently, one or more granulation aids are added in the form of an aqueous solution and the mixture is wet-granulated with high energy input.
  • Low energy input in the sense of the method means slow-running mixing tools or the absence of the use of additional chopping units.
  • This low energy input is further characterized in that the agitator shaft of the mixer does not fluidize the mix, but rather a kind of "cluster mixing" is performed. in which the mix is raised in the mixer in the direction of rotation.
  • High energy input in the sense of the method means a fast rotation of the mixing tools or the use of additional crushing units.
  • particles are increasingly being whirled from the good bed into the free mixing space and the mixture is fluidized more and more. In this state, the particles fill the mixer in the form of a cloud, the so-called "mechanically generated fluidized bed".
  • the product is finally thrown in the form of a Mischgutrings to the mixer wall, which rotates there.
  • the method can be carried out in both high-intensity and low-speed mixers, the high-intensity mixers are operated slowly in the first stage of the process and required for the second stage energy input in the low-speed mixers is provided by additional equipment such as knives.
  • high-speed mixers are the Lödige® CB 30 Recycler, the Schugi® Granulator, the Eirich® Mixer Type R or the Drais® K-TTP 80.
  • Examples of low-speed mixing granulators are the Drais® KT 160 and the Lödige® KM 300. The latter is often referred to as the "Lödige Pflugscharmischer".
  • carboxymethyl cellulosic, water glasses or citric acid are aüsge felicit.
  • the inventive method uses aqueous solutions of carboxymethyl cellulose (CMC), water glass or citric acid.
  • CMC carboxymethyl cellulose
  • the aqueous solutions have different concentrations of the substances used.
  • CMC is used in 0.2 to 5% strength by weight aqueous solutions
  • water glass in the form of 10 to 40% strength by weight aqueous solutions
  • citric acid as 5 to 30% strength by weight aqueous solution.
  • the granulated particles which are formed during the process can be subjected to the aftertreatment steps customary in detergents and cleaners. For example, drying of the granules in the fluidized bed following granulation is preferred. Also a powdering, rounding or other type of surface treatment can be directly connected to the granulation or to a possible drying
  • the cationic surfactant granules according to the invention contain from 5 to 40% by weight of one or more textile-softening quaternized triethanolamine esters of the abovementioned formula I, from 50 to 90% by weight of a solid support selected from the group consisting of alkali metal sulfates, carbonates, silicates, citrates and aluminum silicates and citric acid and natural polysaccharides and derivatives thereof and from 0.1 to 5 wt .-% of one or more granulation aids, each based on the weight of the granules.
  • a solid support selected from the group consisting of alkali metal sulfates, carbonates, silicates, citrates and aluminum silicates and citric acid and natural polysaccharides and derivatives thereof and from 0.1 to 5 wt .-% of one or more granulation aids, each based on the weight of the granules.
  • Preferred cationic surfactant-containing granules contain as solid support component b) sodium sulfate.
  • Granulating agents c) used are one or more substances selected from the group of cellulose derivatives, water glasses or citric acid.
  • compositions of the agents after drying are given in Table 1, the physical properties are given in Table 2.
  • Table 1 Composition [% by weight]: E1 E2 E3 E4 E5 V1 Stepantex® VA 90 23,40 18.47 17,01 27,50 22.54 27,70 sodium sulphate - - 82,99 70.60 75.46 71,30 sodium citrate - 81.53 - - - - citric acid 76.60 - - - - - Zeolite P * - - - 1.90 2.00 1.00
  • Stepantex® VA 90 Methyl N- (2-hydroxyethyl) -N, N-di (tallowacyloxyethyl) ammonium methosulfate, 95% in isopropanol, from Stepan CMC: carboxymethylcellulose *: from powdering / rounding Physical Properties E1 E2 E3 E4 E5 V1 Bulk density [g / l] 920 600 1000 875 1065 910 Screen numbers:

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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)
  • Glanulating (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Claims (3)

  1. Granulé solide, contenant par rapport au poids du granulé :
    a) de 5 à 40 % en poids d'un ou plusieurs esters de triéthanolamine quaternisés ayant un effet assouplissant pour textiles, de formule I,
    Figure imgb0005
     dans laquelle les groupes R1 sont choisis, chacun, indépendamment l'un de l'autre parmi les groupes alkyle, alcényle ou hydroxyalkyle en C1-C6 ; les groupes R2, sont choisis, chacun, indépendamment l'un de l'autre, parmi les groupes alkyle ou alcényle en C8-C28; T = -O-CO-, et n est un nombre entier de 0 à 5,
    b) 50 à 90 % en poids d'un support solide choisi dans le groupe des sulfates, carbonates, silicates, citrates et aluminosilicates de métal alcalin et l'acide citrique ainsi que des polysaccharides naturels et leurs dérivés,
    c) 0,1 à 5 % d'un ou plusieurs auxiliaires de granulation, choisi(s) dans le groupe formé par la carboxyméthylcellulose, les silicates solubles ou l'acide citrique.
  2. Granulé selon la revendication 1,
    caractérisé en ce que
    le composant support solide b) est du sulfate de sodium.
  3. Granulé selon la revendications 1 ou 2,
    caractérisé en ce que
    le composant support solide b) est choisi parmi les polysaccharides naturels et leurs dérivés, parmi lesquels l'amidon est préféré.
EP98108983A 1997-05-26 1998-05-18 Granules contenant un tensioactif cationique Expired - Lifetime EP0881279B2 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE19721885 1997-05-26
DE19721885A DE19721885A1 (de) 1997-05-26 1997-05-26 Verfahren zur Herstellung kationtensidhaltiger Granulate

Publications (4)

Publication Number Publication Date
EP0881279A2 EP0881279A2 (fr) 1998-12-02
EP0881279A3 EP0881279A3 (fr) 1999-06-16
EP0881279B1 EP0881279B1 (fr) 2003-01-02
EP0881279B2 true EP0881279B2 (fr) 2007-04-18

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Family Applications (1)

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EP98108983A Expired - Lifetime EP0881279B2 (fr) 1997-05-26 1998-05-18 Granules contenant un tensioactif cationique

Country Status (4)

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EP (1) EP0881279B2 (fr)
AT (1) ATE230431T1 (fr)
DE (2) DE19721885A1 (fr)
ES (1) ES2189034T5 (fr)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB0207484D0 (en) * 2002-03-28 2002-05-08 Unilever Plc Solid fabric conditioning compositions
GB0207483D0 (en) * 2002-03-28 2002-05-08 Unilever Plc Fabric conditioning compositions
EP1502942A1 (fr) * 2003-07-29 2005-02-02 Clariant International Ltd. Composition adoucissante solide
US11441106B2 (en) 2017-06-27 2022-09-13 Henkel Ag & Co. Kgaa Particulate fragrance enhancers
US20250034485A1 (en) * 2021-09-22 2025-01-30 Conopco, Inc., D/B/A Unilever Fabric softening composition

Citations (23)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3537893A (en) † 1967-10-30 1970-11-03 Neckar Chemie Dr Heinrich Kopp Method of producing surfactant-modified starch
US3573091A (en) † 1967-11-13 1971-03-30 Armour & Co Method of preparing water-dispersible softener compositions and products thereby
US3974125A (en) † 1974-09-27 1976-08-10 Exxon Research And Engineering Company Higher dialkyl dimethyl ammonium clay gelling agents for unsaturated polyester compositions
US4000077A (en) † 1972-05-04 1976-12-28 Colgate-Palmolive Company Enhancement of cationic softener
US4126586A (en) † 1976-02-10 1978-11-21 Lever Brothers Company Process of spray drying nonionic surfactant-containing detergents also containing a cationic nitrogen compound
US4128485A (en) † 1976-08-16 1978-12-05 Colgate-Palmolive Company Fabric softening compounds
GB2125452A (en) † 1982-07-05 1984-03-07 Lion Corp Additive composition for granular detergent
US4510073A (en) † 1982-07-05 1985-04-09 Lion Corporation Method for granulating cationic surfactant
EP0149264A1 (fr) † 1983-11-09 1985-07-24 Unilever N.V. Adjonctions de particules stables à bon écoulement pour l'utilisation dans des compositions détergentes
US4536316A (en) † 1983-06-01 1985-08-20 Colgate-Palmolive Co. Fabric softening composition containing surface modified clay
US4764292A (en) † 1986-04-11 1988-08-16 Lever Brothers Company Fabric-softening particles
US4786422A (en) † 1986-10-06 1988-11-22 Colgate-Palmolive Co. Fabric softening and antistatic particulate wash cycle laundry additive containing cationic/anionic surfactant complex on bentonite
EP0340013A2 (fr) † 1988-04-29 1989-11-02 Unilever Plc Compositions détergentes et procédé pour leur préparation
US4911851A (en) † 1987-11-06 1990-03-27 The Procter & Gamble Company Detergent compatible, dryer released fabric softening/antistatic agents
US5160454A (en) † 1983-12-13 1992-11-03 Southern Clay Products, Inc. Process for manufacturing organoclays having enhanced gelling properties
EP0521635A1 (fr) † 1991-06-25 1993-01-07 Unilever Plc Composition détergente ou composition sous forme particulaire
EP0547722A1 (fr) † 1991-12-18 1993-06-23 Colgate-Palmolive Company Composition adoucissante pour le linge sous forme de poudre s'écoulant librement et procédé pour sa fabrication
WO1995029215A1 (fr) † 1994-04-20 1995-11-02 The Procter & Gamble Company Procede de fabrication de granules detersives coulantes
EP0690123A2 (fr) † 1994-06-30 1996-01-03 Amway Corporation Procédé pour augmenter le chargement d'agent, tensio-actif, liquide dans des poudres de détergents à écoulement libre
WO1996017042A1 (fr) † 1994-12-02 1996-06-06 The Procter & Gamble Company Compositions detergentes comprenant un agent tensioactif cationique et processus de fabrication
EP0753571A1 (fr) † 1995-07-10 1997-01-15 The Procter & Gamble Company Procédé pour la fabrication d'une composition détergente granuleuse
US5597794A (en) † 1990-07-05 1997-01-28 Henkel Kommanditgesellschaft Auf Aktien Process for the production of detergent surfactant granules comprising a recycle step
WO1997005221A1 (fr) † 1995-08-02 1997-02-13 The Procter & Gamble Company Composition detergente

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3243983C2 (de) * 1982-11-27 1984-11-22 Degussa Ag, 6000 Frankfurt Wäscheweichmachmittelkonzentrat
DE3402437A1 (de) * 1984-01-25 1985-07-25 Rewo Chemische Werke Gmbh, 6497 Steinau Pulverfoermiges waescheweichspuelmittel, verfahren zu seiner herstellung und diese enthaltendes waschmittel
DE3416472A1 (de) * 1984-05-04 1985-11-07 Hoechst Ag, 6230 Frankfurt Weichmacher enthaltende waschmittel
DE3434709A1 (de) * 1984-09-21 1986-04-03 Hoechst Ag, 6230 Frankfurt Adsorbentien auf basis organophil modifizierter schichtkieselsaeuren
EP0523287A1 (fr) * 1991-07-18 1993-01-20 The Procter & Gamble Company Additifs de parfums pour compositions d'adoucissants pour tissus

Patent Citations (23)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3537893A (en) † 1967-10-30 1970-11-03 Neckar Chemie Dr Heinrich Kopp Method of producing surfactant-modified starch
US3573091A (en) † 1967-11-13 1971-03-30 Armour & Co Method of preparing water-dispersible softener compositions and products thereby
US4000077A (en) † 1972-05-04 1976-12-28 Colgate-Palmolive Company Enhancement of cationic softener
US3974125A (en) † 1974-09-27 1976-08-10 Exxon Research And Engineering Company Higher dialkyl dimethyl ammonium clay gelling agents for unsaturated polyester compositions
US4126586A (en) † 1976-02-10 1978-11-21 Lever Brothers Company Process of spray drying nonionic surfactant-containing detergents also containing a cationic nitrogen compound
US4128485A (en) † 1976-08-16 1978-12-05 Colgate-Palmolive Company Fabric softening compounds
GB2125452A (en) † 1982-07-05 1984-03-07 Lion Corp Additive composition for granular detergent
US4510073A (en) † 1982-07-05 1985-04-09 Lion Corporation Method for granulating cationic surfactant
US4536316A (en) † 1983-06-01 1985-08-20 Colgate-Palmolive Co. Fabric softening composition containing surface modified clay
EP0149264A1 (fr) † 1983-11-09 1985-07-24 Unilever N.V. Adjonctions de particules stables à bon écoulement pour l'utilisation dans des compositions détergentes
US5160454A (en) † 1983-12-13 1992-11-03 Southern Clay Products, Inc. Process for manufacturing organoclays having enhanced gelling properties
US4764292A (en) † 1986-04-11 1988-08-16 Lever Brothers Company Fabric-softening particles
US4786422A (en) † 1986-10-06 1988-11-22 Colgate-Palmolive Co. Fabric softening and antistatic particulate wash cycle laundry additive containing cationic/anionic surfactant complex on bentonite
US4911851A (en) † 1987-11-06 1990-03-27 The Procter & Gamble Company Detergent compatible, dryer released fabric softening/antistatic agents
EP0340013A2 (fr) † 1988-04-29 1989-11-02 Unilever Plc Compositions détergentes et procédé pour leur préparation
US5597794A (en) † 1990-07-05 1997-01-28 Henkel Kommanditgesellschaft Auf Aktien Process for the production of detergent surfactant granules comprising a recycle step
EP0521635A1 (fr) † 1991-06-25 1993-01-07 Unilever Plc Composition détergente ou composition sous forme particulaire
EP0547722A1 (fr) † 1991-12-18 1993-06-23 Colgate-Palmolive Company Composition adoucissante pour le linge sous forme de poudre s'écoulant librement et procédé pour sa fabrication
WO1995029215A1 (fr) † 1994-04-20 1995-11-02 The Procter & Gamble Company Procede de fabrication de granules detersives coulantes
EP0690123A2 (fr) † 1994-06-30 1996-01-03 Amway Corporation Procédé pour augmenter le chargement d'agent, tensio-actif, liquide dans des poudres de détergents à écoulement libre
WO1996017042A1 (fr) † 1994-12-02 1996-06-06 The Procter & Gamble Company Compositions detergentes comprenant un agent tensioactif cationique et processus de fabrication
EP0753571A1 (fr) † 1995-07-10 1997-01-15 The Procter & Gamble Company Procédé pour la fabrication d'une composition détergente granuleuse
WO1997005221A1 (fr) † 1995-08-02 1997-02-13 The Procter & Gamble Company Composition detergente

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
Chemical Abstracts of JP 63254199, JP 63138000, JP 01213476, JP 57010699, JP 59024800. †
The manufacture of detergent powder, de Groot, 1995, University of Eindhoven, Netherlands †

Also Published As

Publication number Publication date
EP0881279A2 (fr) 1998-12-02
EP0881279B1 (fr) 2003-01-02
EP0881279A3 (fr) 1999-06-16
DE19721885A1 (de) 1998-12-03
ES2189034T3 (es) 2003-07-01
DE59806786D1 (de) 2003-02-06
ES2189034T5 (es) 2007-11-16
ATE230431T1 (de) 2003-01-15

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