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WO1990001535A1 - Adjuvant de blanchiment granulaire renfermant des activateurs de blanchiment - Google Patents

Adjuvant de blanchiment granulaire renfermant des activateurs de blanchiment Download PDF

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Publication number
WO1990001535A1
WO1990001535A1 PCT/EP1989/000867 EP8900867W WO9001535A1 WO 1990001535 A1 WO1990001535 A1 WO 1990001535A1 EP 8900867 W EP8900867 W EP 8900867W WO 9001535 A1 WO9001535 A1 WO 9001535A1
Authority
WO
WIPO (PCT)
Prior art keywords
acid
weight
composition according
granulating
carboxylic 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.)
Ceased
Application number
PCT/EP1989/000867
Other languages
German (de)
English (en)
Inventor
Thomas Merz
Jörg Poethkow
Jochen Jacobs
Eduard Smulders
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 WO1990001535A1 publication Critical patent/WO1990001535A1/fr
Anticipated expiration legal-status Critical
Ceased 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
    • C11D3/22—Carbohydrates or derivatives thereof
    • C11D3/222—Natural or synthetic polysaccharides, e.g. cellulose, starch, gum, alginic acid or cyclodextrin
    • 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
    • C11D3/20—Organic compounds containing oxygen
    • C11D3/2075—Carboxylic acids-salts thereof
    • C11D3/2086—Hydroxy 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
    • C11D3/22—Carbohydrates or derivatives thereof
    • C11D3/222—Natural or synthetic polysaccharides, e.g. cellulose, starch, gum, alginic acid or cyclodextrin
    • C11D3/225—Natural or synthetic polysaccharides, e.g. cellulose, starch, gum, alginic acid or cyclodextrin etherified, e.g. CMC
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16—Organic compounds
    • C11D3/37—Polymers
    • C11D3/3746—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • C11D3/3757—(Co)polymerised carboxylic acids, -anhydrides, -esters in solid and liquid compositions
    • C11D3/3761—(Co)polymerised carboxylic acids, -anhydrides, -esters in solid and liquid compositions in solid compositions
    • 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
    • C11D3/39—Organic or inorganic per-compounds
    • C11D3/3902—Organic or inorganic per-compounds combined with specific additives
    • C11D3/3937—Stabilising agents
    • C11D3/394—Organic compounds

Definitions

  • EP 0 037 026-B1 discloses a process for the production of easily soluble granules which comprises 90 to 98% by weight. -% of a bleach activator contains.
  • the pulverulent bleach activator is homogeneously mixed with cellulose or starch ether or starch, which is also in powder form, and then sprayed with water or a dilute aqueous solution of the cellulose ether and granulated at the same time. The granules are then dried.
  • Tetraacetylethylene diamine (TAED) is preferably used as the bleach activator and sodium carboxymethyl cellulose (CMC) is preferably used as the cellulose ether.
  • TAED Tetraacetylethylene diamine
  • CMC sodium carboxymethyl cellulose
  • the products are characterized by admixing - to persalt-containing - granular detergents with normal storage by good resistance and quick and complete solubility at medium washing temperatures (45 to 60 C).
  • EP 0 070 474 (US 4,457,858).
  • an aqueous slurry containing the bleach activator and the cellulose ether is spray-dried in a weight ratio of 97: 3 to 93: 7.
  • the properties of the products are comparable to those according to EP 0 027 026.
  • EP 0 075 818 (US Pat. No. 4,695,397), namely mixtures of bleach activator are compacted under pressure to form particles with a diameter of 0.5 to 3 mm without the use of water. It has been shown that the dissolution rate of the known granules at low washing temperatures, in particular in the range between 25 and 40 ° C., is still not completely satisfactory. This applies to an increased extent to compacted granules according to EP 0 075 818, which often disintegrate very slowly or incompletely at low washing temperatures.
  • a dispersion aid must therefore be added to the mixtures, such as sodium tripolyphosphate, nitrilotriacetate, sodium sulfate or salts of polymeric or copolymeric carboxylic acids, such as polyacrylate or a copolymer of acrylic acid and maleic acid as Na salt.
  • these additives also do not significantly improve the dispersing properties, which applies in particular to the (co) polymers.
  • phosphates and nitrilotriacetate are often undesirable from an ecological point of view, while sodium sulfate is a fiber.
  • the invention described below leads to a significant improvement in the dispersing and solubility properties of the granules.
  • the storage of the granules in " mixtures with saline-containing washing powders is increased considerably. It is particularly advantageous that the substances used are completely harmless from an ecological point of view and, because of their sequestering properties, also increase the cleaning action of the detergents.
  • the required amount of these auxiliaries so low that the active substance content of the agents is not or only slightly reduced, and this reduction in the bleach activator content is more than compensated for by the significantly improved shelf life.
  • the invention relates to granular bleaching aids containing bleach activators from the class of the N-acyl and O-acyl compounds and at least one pelletizing aid from the class of water-soluble, film-forming polymers, characterized by a content of 2 to 15% by weight of one polyvalent carboxylic acid, hydroxycarboxylic acid or ether carboxylic acid with 3 to 6 carbon atoms in the molecule.
  • Examples of such polyvalent carboxylic acids are malonic acid. Succinic acid, glutaric acid, adipic acid, maleic acid, malic acid, tartaric acid, citric acid, diglycolic acid and carboxymethyloxysuccinic acid. Preferred acids are citric acid and carboxymethyl succinic acid. Their proportion, based on the bleach activator granules, is preferably 4 to 12% by weight.
  • Polyvalent carboxylic acids containing amino groups such as nitrotrolicylic acid, are unsuitable because they are oxidizable and reduce the bleaching activity.
  • N-acylated amines, diamines, amides, glycolurils, diketopiperazines, hydantoins as well as acylated polyols and acylated p-hydroxybenzoates or p-hydroxybenzenesulfonates are suitable as bleach activators.
  • TAED tetraacetylmethylene diamine
  • TAED tetraacetylethylene diamine
  • Perrtaace yl glucose hexanoyloxybenzenesulfonate
  • octanoyloxybenzenesulfonate octanoyloxybenzenesulfonate
  • TAED is particularly preferred.
  • the content of bleach activators in the granules is 80 to 96% by weight, preferably 85 to 94% by weight.
  • Water-soluble, film-forming polymers such as water-soluble cellulose ethers, water-soluble starch or water-soluble starch ethers and mixtures thereof are used as granulation aids.
  • cellulose ethers are methyl cellulose, ethyl cellulose, hydroxyethyl cellulose, methyl hydroxyethyl cellulose, methyl hydroxypropyl cellulose, carboxymethyl cellulose (as the sodium salt) and methyl carboxymethyl cellulose (sodium salt).
  • Suitable starch ethers are, for example, carboxymethyl starch, hydroxyethyl starch and methyl starch.
  • Sodium carboxymethyicellulose (CMC) has proven particularly suitable from this group.
  • homopolymeric or copolymeric carboxylic acids such as polyacrylic acid, polymethacrylic acid, polymaleic acid, copolymers of acrylic acid or methacrylic acid with maleic acid and of maleic acid with vinyl methyl ether, these polymeric acids being present as free acids or preferably as sodium salts.
  • Preferred representatives of this group are sodium polyacrylate and sodium salts of acrylic acid-maleic acid copolymers with a weight ratio of acrylic acid: maleic acid of 10: 1 to 1: 1, preferably 7: 1 to 2: 1.
  • These compounds generally have molecular weights of 3,000 to 150,000, preferably 5,000 to 100,000.
  • a third group of film-forming polymers are carbon chain polymers with nonionic hydrophilic groups or polyether groups.
  • examples of this are polyvinyl alcohol, tei (saponified Potyvinylacetat, Polyv ⁇ nylpyrrol ⁇ don, polyacrylamide and polyethylene glycol ether.
  • the granulation aid content of the granules is 0.3 to 5% by weight, preferably 0.5 to 3% by weight.
  • the agents according to the invention are distinguished by good grain stability and a further improved storage capacity. resistance in mixtures with detergents containing peroxides and washing alkalis.
  • the granules can contain small amounts of moisture, for example up to 3% by weight, preferably less than 2% by weight. -%, contain. In contrast to known granules, this water content is not critical, i. H . even a slightly increased water content does not lead to a significant reduction in shelf life. This proves to be particularly valuable if the agents are stored in unfavorable climatic conditions, such as high air humidity and elevated temperature.
  • the production can be carried out by means of conventional granulation processes and granulation devices.
  • the procedure is preferably such that an intimate, dry mixture of the bleach activator and the polyvalent carboxylic acid is first prepared and sprayed with an aqueous solution of the granulating aid in a granulating device.
  • concentration of the aqueous solution may vary according to "viscosity 2" to "20 * wt -.% DES contain granulating It -can also doing so, that first a dry mixture einsch conducted ⁇ al ler Lich components of the present in powder form or a granulation aid.
  • the proportion of the granulation aid is in the range from 0.3 to 1.5% by weight, in particular 0.5 to 1% by weight, the first-mentioned mode of operation, i. H . the introduction of the granulating aid as an aqueous solution is preferred.
  • additives such as dyes or color pigments can also be mixed in or introduced via the aqueous granulation liquid.
  • oxidation-stable complexing agents and stabilizers for per compounds can be mixed in this process step.
  • these are salts of polyphosphonic acids, such as 1-hydroxyethane-1,1-diphosphonate, ethylenediamine tetramethylene phosphonate and diethylenetriamine pentamethylene phosphonate, each in the form of the sodium salt.
  • the proportion of these additives can be up to 2% by weight, generally up to 0.5% by weight. related to the granules.
  • the water content of the granules is then reduced to less than 3, preferably less than 2 and in particular less than 1.5% by weight.
  • the excess water can be removed by drying with the addition of heat, the temperature of the granules expediently not exceeding 80 ° C. and being below the melting temperature of the bleach activator and the carboxylic acid.
  • Dryers that do not adversely change the granular structure of the product are suitable, for example tray, vacuum or fluidized bed dryers.
  • foam inhibitors are customary known defoamers, preferably polysiloxanes, and mixtures thereof with microfine silica. Examples of this are polydimethylsiloxane with a content of approx. 1 to 10% by weight, preferably 2 to 4% by weight, based on the finished granulate.
  • the defoamer can already be done in the 1st Mix stage follow; however, the defoamer can also be dispersed in the granulating liquid which, in order to avoid demixing processes, should contain part of the granulating auxiliary in this case.
  • the granules produced in the manner indicated have a favorable grain spectrum. Possibly existing coarse and fine fractions can be sieved and returned to the process after grinding the coarse fractions.
  • the granules are easy to pour, non-adhesive and are characterized by superior storage stability. Even at low washing temperatures, for example those of 25 to 40 ° C, they disintegrate very quickly and completely, so that the full bleaching power is fully available within a short time even under such washing conditions. They can be used with advantage in detergents, bleaches, oxidizers and disinfectants and retain their good properties even when mixed with the active ingredients contained in these agents. Examples
  • Tetraacetylethylenediamine (TAED) with an average grain size of 0.01 to 0.8 mm was used as the bleach activator.
  • the grain size between 0.8 and 1.6 mm was 5% by weight, the proportion below 0.01 mm was 10% by weight.
  • the still moist granules were dried in a fluidized bed dryer with air at 50 ° C. to a water content of 1% by weight. The content of the granules was thus

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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)
  • Health & Medical Sciences (AREA)
  • Emergency Medicine (AREA)
  • Molecular Biology (AREA)
  • Inorganic Chemistry (AREA)
  • Detergent Compositions (AREA)

Abstract

Des adjuvants de blanchiment granulaires renfermant des activateurs de blanchiment de la classe des composés N-acyl et O-acyl ainsi que des polymères hydrosolubles filmogènes qui font office d'adjuvants de granulation, contiennent également comme stabilisateur 2 à 15 % en poids d'un acide carboxylique polyvalent, d'un acide hydroxycarboxylique ou d'un acide éthercarboxylique avec 3 à 6 atomes de carbone par molécule. Pour produire ces adjuvants, on prépare un mélange préliminaire homogène sec contenant l'activateur de blanchiment, l'acide et tout ou partie de l'adjuvant de granulation polymère. Ce mélange est ensuite aspergé d'eau ou d'une solution aqueuse de l'adjuvant de granulation résiduel, et granulé.
PCT/EP1989/000867 1988-08-01 1989-07-24 Adjuvant de blanchiment granulaire renfermant des activateurs de blanchiment Ceased WO1990001535A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DEP3826092.1 1988-08-01
DE19883826092 DE3826092A1 (de) 1988-08-01 1988-08-01 Granulares, bleichaktivatoren enthaltendes bleichhilfsmittel mit verbesserten eigenschaften

Publications (1)

Publication Number Publication Date
WO1990001535A1 true WO1990001535A1 (fr) 1990-02-22

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ID=6360011

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP1989/000867 Ceased WO1990001535A1 (fr) 1988-08-01 1989-07-24 Adjuvant de blanchiment granulaire renfermant des activateurs de blanchiment

Country Status (3)

Country Link
EP (2) EP0430986A1 (fr)
DE (1) DE3826092A1 (fr)
WO (1) WO1990001535A1 (fr)

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2674265A1 (fr) * 1991-03-20 1992-09-25 Sandoz Sa Procede de pre-traitement des fibres textiles cellulosiques.
WO1993016161A1 (fr) * 1992-02-05 1993-08-19 Basf Aktiengesellschaft Composition granulaire d'activateurs de blanchiment a grains structures de maniere heterogene
WO1995004125A1 (fr) * 1993-07-31 1995-02-09 Henkel Kommanditgesellschaft Auf Aktien Agents de lavage a composants acides
EP0710716A2 (fr) 1994-11-02 1996-05-08 Hoechst Aktiengesellschaft Activateurs de blanchiment sous forme granulaire et leur production
US6063750A (en) * 1997-09-16 2000-05-16 Clariant Gmbh Bleach activator granules
US6107266A (en) * 1996-10-10 2000-08-22 Clariant Gmbh Process for producing coated bleach activator granules
US6270690B1 (en) 1997-09-16 2001-08-07 Clariant Gmbh Storage stable bleach activator granules
JP2010216685A (ja) * 2009-03-13 2010-09-30 Daikin Ind Ltd ヒートポンプシステム
JP2010230285A (ja) * 2009-03-30 2010-10-14 Gf Giken:Kk 熱交換方法及び熱交換装置

Families Citing this family (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0652930A4 (fr) * 1992-08-01 1995-08-02 Procter & Gamble Compositions detersives a faible niveau de gelification et procede de preparation.
EP0652848A4 (fr) * 1992-08-01 1995-07-26 Procter & Gamble Compositions de precurseurs de blanchiment a base de peroxyacide.
AU4777093A (en) * 1992-08-01 1994-03-03 Procter & Gamble Company, The Peroxyacid bleach precursor compositions
EP0675978B1 (fr) * 1992-12-22 2000-02-02 The Procter & Gamble Company Composition de precurseurs de peroxyacide enrobes, servant d'agents de blanchiment
US5858945A (en) * 1996-06-26 1999-01-12 Lever Brothers Company, Division Of Conopco, Inc. Peracid granules containing citric acid monohydrate for improved dissolution rates
DE19841184A1 (de) * 1998-09-09 2000-03-16 Clariant Gmbh Bleichaktivatorgranulate
FI106958B (fi) * 1998-11-25 2001-05-15 Kemira Chemicals Oy Peroksiyhdisteiden stabilointimenetelmä
DE102016015660A1 (de) * 2016-12-31 2018-07-05 Weylchem Wiesbaden Gmbh Granulate, deren Verwendung und Wasch- und Reinigungsmittel enthaltend diese

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4457858A (en) * 1981-07-17 1984-07-03 Henkel Kommanditgesellschaft Auf Aktien Method of making coated granular bleach activators by spray drying
EP0238341A2 (fr) * 1986-03-19 1987-09-23 Warwick International Group Plc Compositions granuleuses d'activateurs de blanchiment
EP0313144A2 (fr) * 1987-10-23 1989-04-26 Unilever N.V. Compositions détergentes et de blanchiment sans phosphates

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4457858A (en) * 1981-07-17 1984-07-03 Henkel Kommanditgesellschaft Auf Aktien Method of making coated granular bleach activators by spray drying
EP0238341A2 (fr) * 1986-03-19 1987-09-23 Warwick International Group Plc Compositions granuleuses d'activateurs de blanchiment
EP0313144A2 (fr) * 1987-10-23 1989-04-26 Unilever N.V. Compositions détergentes et de blanchiment sans phosphates

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
Surfactants in Consumer Products, Theory, Technology and Application, ed. J. Falbe Springer-Verlag, Berlin (DE) siehe seite 259, Tabelle 17; seite 268, zeilen 19-35; seite 269 *

Cited By (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5538648A (en) * 1991-03-20 1996-07-23 Sandoz Ltd. Process for pretreating a textile material
BE1005650A3 (fr) * 1991-03-20 1993-11-30 Sandoz Sa Procede de pre-traitement des fibres textiles cellulosiques.
FR2674265A1 (fr) * 1991-03-20 1992-09-25 Sandoz Sa Procede de pre-traitement des fibres textiles cellulosiques.
CH687491GA3 (de) * 1991-03-20 1996-12-31 Clariant Finance Bvi Ltd Mittel zur Vorbehandlung von Textilfasermaterial.
WO1993016161A1 (fr) * 1992-02-05 1993-08-19 Basf Aktiengesellschaft Composition granulaire d'activateurs de blanchiment a grains structures de maniere heterogene
WO1995004125A1 (fr) * 1993-07-31 1995-02-09 Henkel Kommanditgesellschaft Auf Aktien Agents de lavage a composants acides
EP0710716A2 (fr) 1994-11-02 1996-05-08 Hoechst Aktiengesellschaft Activateurs de blanchiment sous forme granulaire et leur production
US5716569A (en) * 1994-11-02 1998-02-10 Hoechst Aktiengesellschaft Granulated bleaching activators and their preparation
US6107266A (en) * 1996-10-10 2000-08-22 Clariant Gmbh Process for producing coated bleach activator granules
US6645927B1 (en) 1996-10-10 2003-11-11 Clariant Gmbh Process for producing coated bleach activator granules
US6063750A (en) * 1997-09-16 2000-05-16 Clariant Gmbh Bleach activator granules
US6133216A (en) * 1997-09-16 2000-10-17 Clariant Gmbh Coated ammonium nitrile bleach activator granules
US6270690B1 (en) 1997-09-16 2001-08-07 Clariant Gmbh Storage stable bleach activator granules
JP2010216685A (ja) * 2009-03-13 2010-09-30 Daikin Ind Ltd ヒートポンプシステム
JP2010230285A (ja) * 2009-03-30 2010-10-14 Gf Giken:Kk 熱交換方法及び熱交換装置

Also Published As

Publication number Publication date
EP0356700A1 (fr) 1990-03-07
EP0430986A1 (fr) 1991-06-12
DE3826092A1 (de) 1990-02-08

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