EP1572853B1 - Verfahren zur herstellung von bleichmittelhaltigen suspensionen - Google Patents
Verfahren zur herstellung von bleichmittelhaltigen suspensionen Download PDFInfo
- Publication number
- EP1572853B1 EP1572853B1 EP03782278A EP03782278A EP1572853B1 EP 1572853 B1 EP1572853 B1 EP 1572853B1 EP 03782278 A EP03782278 A EP 03782278A EP 03782278 A EP03782278 A EP 03782278A EP 1572853 B1 EP1572853 B1 EP 1572853B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- phthalimidoperoxyhexanoic acid
- grinding
- range
- suspension
- weight
- 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
Links
- 238000000034 method Methods 0.000 title claims abstract description 18
- 239000000725 suspension Substances 0.000 title claims abstract description 14
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 6
- 239000007844 bleaching agent Substances 0.000 title claims description 3
- FSBGUSGSQKUNCC-UHFFFAOYSA-N 2-(1,3-dioxoisoindol-2-yl)hexaneperoxoic acid Chemical compound C1=CC=C2C(=O)N(C(CCCC)C(=O)OO)C(=O)C2=C1 FSBGUSGSQKUNCC-UHFFFAOYSA-N 0.000 claims abstract description 29
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 14
- 238000000227 grinding Methods 0.000 claims abstract description 14
- 239000007788 liquid Substances 0.000 claims abstract description 10
- 230000009969 flowable effect Effects 0.000 claims abstract description 9
- 239000002245 particle Substances 0.000 claims description 10
- 230000001476 alcoholic effect Effects 0.000 claims description 9
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 7
- 239000003599 detergent Substances 0.000 claims description 7
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 6
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims description 4
- 239000000203 mixture Substances 0.000 claims description 4
- 235000013772 propylene glycol Nutrition 0.000 claims description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 2
- 230000002378 acidificating effect Effects 0.000 claims description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 2
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 claims description 2
- 239000004146 Propane-1,2-diol Substances 0.000 claims 1
- 150000001298 alcohols Chemical class 0.000 claims 1
- 229960004063 propylene glycol Drugs 0.000 claims 1
- 239000002002 slurry Substances 0.000 description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- 238000002360 preparation method Methods 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 3
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 description 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
- 239000012459 cleaning agent Substances 0.000 description 2
- 239000008187 granular material Substances 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- 238000003801 milling Methods 0.000 description 2
- 238000003921 particle size analysis Methods 0.000 description 2
- 230000002093 peripheral effect Effects 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- -1 C 3 alcohols Chemical class 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000003945 anionic surfactant Substances 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 239000013530 defoamer Substances 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000005469 granulation Methods 0.000 description 1
- 230000003179 granulation Effects 0.000 description 1
- 230000005484 gravity Effects 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 238000012994 industrial processing Methods 0.000 description 1
- 239000006194 liquid suspension Substances 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
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
- C11D3/2003—Alcohols; Phenols
- C11D3/2006—Monohydric alcohols
- C11D3/201—Monohydric alcohols linear
- C11D3/2013—Monohydric alcohols linear fatty or with at least 8 carbon atoms in the alkyl chain
-
- 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
- C11D11/00—Special methods for preparing compositions containing mixtures of detergents
- C11D11/0094—Process for making liquid detergent compositions, e.g. slurries, pastes or gels
-
- 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
- C11D3/2003—Alcohols; Phenols
- C11D3/2006—Monohydric alcohols
- C11D3/201—Monohydric alcohols linear
-
- 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
- C11D3/2003—Alcohols; Phenols
- C11D3/2041—Dihydric alcohols
- C11D3/2044—Dihydric alcohols linear
-
- 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
- C11D3/3945—Organic per-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
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/39—Organic or inorganic per-compounds
- C11D3/3947—Liquid 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
- C11D3/16—Organic compounds
- C11D3/20—Organic compounds containing oxygen
- C11D3/2003—Alcohols; Phenols
- C11D3/2065—Polyhydric alcohols
Definitions
- the invention relates to a process for the preparation of flowable phthalimidoperoxyhexanoic acid-containing suspension and their use for the preparation of liquid detergents or cleaners.
- Phthalimidoperoxyhexanoic acid is known, for example, from European patents EP 0 349 940 and EP 0 325 328. Their use in liquid washing or cleaning agents is described, for example, in European patent applications EP 0 442 549, EP 0 477 190, EP 0 484 095 or EP 1 010 750 or international patent applications WO 00/27960, WO 00/27971 or WO 00 / 29536 known. In the context of its production from aqueous systems, it normally accumulates in relatively large crystals which can cake together and which is commercially available as so-called "wet cake".
- European Patent Application EP 0 890 635 recommends milling phthalimidoperoxyhexanoic acid in acidified water, which may also comprise defoamer, anionic surfactant, nonionic surfactant, hydrogen peroxide and / or inorganic salts.
- European patent application EP 1 074 607 proposes to stabilize water-based dispersions of phthalimidoperoxyhexanoic acid by adding certain polymers.
- the subject of the patent is a process for preparing a flowable suspension containing phthalimidoperoxyhexanoic acid by grinding phthalimidoperoxyhexanoic acid in alcoholic slurry.
- the grinding can be carried out in conventional Najimahlvorraumen.
- the grinding is preferably carried out with the aid of a toothed disc or a ball mill.
- the grinding is preferably carried out until the average particle size (d 50 , determinable with a laser diffraction spectrometer) of phthalimidoperoxyhexanoic acid in the range of 10 .mu.m to 40 .mu.m, in particular from 12 .mu.m to 30 .mu.m.
- the grinding is carried out until the size of at least 90% of the particles (d 90 , determinable also with a laser diffraction spectrometer) of phthalimidoperoxyhexanoic acid is less than 80 ⁇ m, in particular less than 50 ⁇ m. In a grinding process, it goes without saying that you assume a coarser quality.
- wet cake which can easily contain particles up to 1 mm, or also by drying and optionally granulation of particles produced therefrom. Any adhering water need not be removed, but may be incorporated into the alcoholic slurry, in which case the alcohol component of the alcoholic slurry must be correspondingly water miscible.
- the alcohol component of the alcoholic slurry is liquid at the grinding temperature and the phthalimidoperoxyhexanoic acid is substantially insoluble in it.
- substantially insoluble is to be understood as meaning that the phthalimidoperoxyhexanoic acid in the alcohol component dissolves at most 10 times better, preferably at most 2 times better and more preferably no better than in water.
- the grinding temperature is preferably at room temperature, but it may also be higher because of the energy input during the grinding process, but should remain below the boiling point of the alcohol at atmospheric pressure.
- the C 1 to C 3 alcohols having up to 3 OH groups and mixtures thereof are suitable.
- the alcohol is selected from the group comprising ethanol, propanol, isopropanol, ethanediol, 1,2-propanediol, glycerol and mixtures thereof.
- the content of phthalimidoperoxyhexanoic acid in the alcoholic slurry is preferably in the range of 10 wt% to 90 wt%, more preferably 50 wt% to 85 wt%.
- Flowable, non-sedimenting suspensions of phthalimidoperoxyhexanoic acid in the alcohol component are obtained in the manner described. Under flowable is understood that it at least partially flows out of an open vessel with appropriate inclination under the action of gravity and can be pumped easily in the context of their industrial processing.
- a suspension obtainable by the process according to the invention is preferably used for the preparation of liquid detergents or cleaners.
- a bleach-containing liquid washing or cleaning agent containing a suspension obtainable by the process according to the invention may be aqueous or substantially anhydrous and contain all other customary ingredients of such agents in addition to the suspension obtainable by the process according to the invention, unless they are in an unreasonably negative manner with the Phthalimidoperoxyhexanklare interact.
- Such an agent preferably has an acidic pH which is in particular in the range from pH 2.5 to pH 6.5, preferably in the range from pH 3.5 to pH 5.5, and optionally adjusted by the presence of system-compatible acids may have been.
- the phthalimidoperoxyhexanoic acid also remains sedimentation-stable in the liquid detergents or cleaners by the process according to the invention.
- ingredients of such detergents or cleaners in the same alcoholic slurry can be ground simultaneously with the phthalimidoperoxyhexanoic acid, if they are in the alcoholic component in Slurry the presence of the phthalimidoperoxyhexanoic acid and mill it to the same particle size as the phthalimidoperoxyhexanoic acid.
Landscapes
- Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Emergency Medicine (AREA)
- Health & Medical Sciences (AREA)
- Inorganic Chemistry (AREA)
- Detergent Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Silver Salt Photography Or Processing Solution Therefor (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE10259262A DE10259262B3 (de) | 2002-12-17 | 2002-12-17 | Verfahren zur Herstellung von bleichmittelhaltigen Suspensionen |
| DE10259262 | 2002-12-17 | ||
| PCT/EP2003/013565 WO2004055149A1 (de) | 2002-12-17 | 2003-12-02 | Verfahren zur herstellung von bleichmittelhaltigen suspensionen |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| EP1572853A1 EP1572853A1 (de) | 2005-09-14 |
| EP1572853B1 true EP1572853B1 (de) | 2007-05-16 |
Family
ID=32519070
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP03782278A Expired - Lifetime EP1572853B1 (de) | 2002-12-17 | 2003-12-02 | Verfahren zur herstellung von bleichmittelhaltigen suspensionen |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US7183247B2 (ja) |
| EP (1) | EP1572853B1 (ja) |
| JP (1) | JP4467438B2 (ja) |
| AT (1) | ATE362514T1 (ja) |
| AU (1) | AU2003289937A1 (ja) |
| DE (2) | DE10259262B3 (ja) |
| ES (1) | ES2285224T3 (ja) |
| WO (1) | WO2004055149A1 (ja) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE102004019139A1 (de) * | 2004-04-16 | 2005-11-10 | Henkel Kgaa | Flüssigkristallines Wasch- oder Reinigungsmittel mit teilchenförmigem Bleichmittel |
| GB0509377D0 (en) * | 2005-05-09 | 2005-06-15 | Reckitt Benckiser Nv | Detergent composition |
| DE102005054565A1 (de) * | 2005-11-14 | 2007-05-16 | Henkel Kgaa | Oxidationsmittel enthaltende,wohlriechende Verbrauchsprodukte |
Family Cites Families (23)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2214708A (en) | 1988-01-20 | 1989-09-06 | Philips Nv | A method of manufacturing a semiconductor device |
| DE3823172C2 (de) * | 1988-07-08 | 1998-01-22 | Hoechst Ag | omega-Phthalimidoperoxihexansäure, Verfahren zu dessen Herstellung und dessen Verwendung |
| US4992194A (en) | 1989-06-12 | 1991-02-12 | Lever Brothers Company, Division Of Conopco Inc. | Stably suspended organic peroxy bleach in a structured aqueous liquid |
| GB9003200D0 (en) | 1990-02-13 | 1990-04-11 | Unilever Plc | Aqueous liquid bleach composition |
| ATE135739T1 (de) | 1990-11-02 | 1996-04-15 | Clorox Co | Eine stabile, gelöste persäure enthaltendes, flüssiges, nichtwässriges waschmittel |
| US5453214A (en) * | 1991-10-04 | 1995-09-26 | Akzo Nobel N.V. | Suspension and agglomeration of amidoperoxyacids |
| US5480577A (en) * | 1994-06-07 | 1996-01-02 | Lever Brothers Company, Division Of Conopco, Inc. | Encapsulates containing surfactant for improved release and dissolution rates |
| JP2958506B2 (ja) * | 1994-06-15 | 1999-10-06 | 花王株式会社 | 微粒子固体ビルダーの製造方法 |
| 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 |
| RU2205840C2 (ru) * | 1996-10-30 | 2003-06-10 | Акцо Нобель Н.В. | Способ получения композиций инициатора, содержащих поливиниловый спирт и поверхностно-активное вещество |
| IT1293587B1 (it) * | 1997-07-08 | 1999-03-08 | Manitoba Italia Spa | Composizioni a base di acidi percarbossilici come smacchianti e igienizzanti |
| US5981456A (en) * | 1997-07-23 | 1999-11-09 | Lever Brothers Company | Automatic dishwashing compositions containing water soluble cationic or amphoteric polymers |
| WO2000029536A1 (en) | 1998-11-10 | 2000-05-25 | The Procter & Gamble Company | Bleaching compositions |
| EP1001008A1 (en) | 1998-11-10 | 2000-05-17 | The Procter & Gamble Company | Liquid aqueous bleaching compositions comprising a sulphonated anionic surfactant |
| AU1583499A (en) | 1998-11-10 | 2000-05-29 | Procter & Gamble Company, The | Bleaching compositions |
| EP1010750A1 (en) | 1998-12-14 | 2000-06-21 | The Procter & Gamble Company | Bleaching compositions |
| EP1010751B1 (en) * | 1998-12-14 | 2005-04-20 | The Procter & Gamble Company | Bleaching compositions |
| US6699828B1 (en) * | 1999-06-28 | 2004-03-02 | The Procter & Gamble Company | Aqueous liquid detergent compositions comprising an effervescent system |
| IT1313598B1 (it) | 1999-08-04 | 2002-09-09 | Ausimont Spa | Dispersioni acquose di acidi percarbossilici |
| US6537958B1 (en) * | 1999-11-10 | 2003-03-25 | The Procter & Gamble Company | Bleaching compositions |
| US20020112741A1 (en) * | 2000-12-21 | 2002-08-22 | Lucio Pieroni | Motorized hand-held scrubbing and dispensing device and a method of use therefor |
| HUP0401100A2 (hu) * | 2001-01-16 | 2004-11-29 | Unilever N.V. | Fogápoló készítmény |
| US6475977B1 (en) * | 2001-03-16 | 2002-11-05 | Unilever Home & Personal Care Usa, Division Of Conopco, Inc. | Water soluble sachet with a dishwasher composition |
-
2002
- 2002-12-17 DE DE10259262A patent/DE10259262B3/de not_active Expired - Fee Related
-
2003
- 2003-12-02 AT AT03782278T patent/ATE362514T1/de active
- 2003-12-02 JP JP2004559740A patent/JP4467438B2/ja not_active Expired - Fee Related
- 2003-12-02 WO PCT/EP2003/013565 patent/WO2004055149A1/de active IP Right Grant
- 2003-12-02 ES ES03782278T patent/ES2285224T3/es not_active Expired - Lifetime
- 2003-12-02 DE DE50307304T patent/DE50307304D1/de not_active Expired - Lifetime
- 2003-12-02 AU AU2003289937A patent/AU2003289937A1/en not_active Abandoned
- 2003-12-02 EP EP03782278A patent/EP1572853B1/de not_active Expired - Lifetime
-
2005
- 2005-06-13 US US11/151,711 patent/US7183247B2/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| AU2003289937A1 (en) | 2004-07-09 |
| US7183247B2 (en) | 2007-02-27 |
| DE10259262B3 (de) | 2004-08-05 |
| ES2285224T3 (es) | 2007-11-16 |
| JP2006516658A (ja) | 2006-07-06 |
| WO2004055149A1 (de) | 2004-07-01 |
| EP1572853A1 (de) | 2005-09-14 |
| DE50307304D1 (de) | 2007-06-28 |
| ATE362514T1 (de) | 2007-06-15 |
| JP4467438B2 (ja) | 2010-05-26 |
| US20050233928A1 (en) | 2005-10-20 |
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