EP1758975A1 - Herstellung teilchenförmiger peroxycarbonsäurezusammensetzungen - Google Patents
Herstellung teilchenförmiger peroxycarbonsäurezusammensetzungenInfo
- Publication number
- EP1758975A1 EP1758975A1 EP05751686A EP05751686A EP1758975A1 EP 1758975 A1 EP1758975 A1 EP 1758975A1 EP 05751686 A EP05751686 A EP 05751686A EP 05751686 A EP05751686 A EP 05751686A EP 1758975 A1 EP1758975 A1 EP 1758975A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- acid
- granulation
- imidoperoxycarboxylic
- particle
- bulk density
- 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
Links
- 238000004519 manufacturing process Methods 0.000 title abstract description 4
- SCKXCAADGDQQCS-UHFFFAOYSA-N Performic acid Chemical class OOC=O SCKXCAADGDQQCS-UHFFFAOYSA-N 0.000 title description 3
- 239000002245 particle Substances 0.000 claims abstract description 26
- 239000002253 acid Substances 0.000 claims abstract description 22
- 238000005469 granulation Methods 0.000 claims abstract description 18
- 230000003179 granulation Effects 0.000 claims abstract description 18
- 239000008187 granular material Substances 0.000 claims abstract description 12
- 239000000463 material Substances 0.000 claims abstract description 8
- 239000012459 cleaning agent Substances 0.000 claims abstract description 5
- 238000005406 washing Methods 0.000 claims abstract description 5
- 238000000034 method Methods 0.000 claims description 30
- UZJGVXSQDRSSHU-UHFFFAOYSA-N 6-(1,3-dioxoisoindol-2-yl)hexaneperoxoic acid Chemical compound C1=CC=C2C(=O)N(CCCCCC(=O)OO)C(=O)C2=C1 UZJGVXSQDRSSHU-UHFFFAOYSA-N 0.000 claims description 18
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 claims description 15
- 239000011248 coating agent Substances 0.000 claims description 12
- 238000000576 coating method Methods 0.000 claims description 12
- 239000000203 mixture Substances 0.000 claims description 11
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 10
- 239000003599 detergent Substances 0.000 claims description 8
- 238000002360 preparation method Methods 0.000 claims description 8
- 239000003513 alkali Substances 0.000 claims description 5
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 claims description 5
- 239000004327 boric acid Substances 0.000 claims description 5
- 239000000843 powder Substances 0.000 claims description 5
- 238000005054 agglomeration Methods 0.000 claims description 4
- 230000002776 aggregation Effects 0.000 claims description 4
- 239000003795 chemical substances by application Substances 0.000 claims description 4
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 3
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 3
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims description 3
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 3
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 3
- DIZPMCHEQGEION-UHFFFAOYSA-H aluminium sulfate (anhydrous) Chemical compound [Al+3].[Al+3].[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O DIZPMCHEQGEION-UHFFFAOYSA-H 0.000 claims description 3
- 229920001577 copolymer Polymers 0.000 claims description 3
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 claims description 3
- 239000011976 maleic acid Substances 0.000 claims description 3
- 229910052708 sodium Inorganic materials 0.000 claims description 3
- 239000011734 sodium Substances 0.000 claims description 3
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims description 3
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims description 2
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 claims description 2
- 150000003863 ammonium salts Chemical class 0.000 claims description 2
- 239000003945 anionic surfactant Substances 0.000 claims description 2
- 150000001642 boronic acid derivatives Chemical class 0.000 claims description 2
- 150000001860 citric acid derivatives Chemical class 0.000 claims description 2
- 238000005056 compaction Methods 0.000 claims description 2
- 150000002334 glycols Chemical class 0.000 claims description 2
- 239000002736 nonionic surfactant Substances 0.000 claims description 2
- 229920000642 polymer Polymers 0.000 claims description 2
- 229910052700 potassium Inorganic materials 0.000 claims description 2
- 239000011591 potassium Substances 0.000 claims description 2
- 150000001735 carboxylic acids Chemical class 0.000 claims 1
- 239000007844 bleaching agent Substances 0.000 abstract description 9
- 150000007513 acids Chemical class 0.000 abstract description 8
- 239000012752 auxiliary agent Substances 0.000 abstract 1
- 238000004061 bleaching Methods 0.000 description 6
- -1 for example Chemical class 0.000 description 5
- 239000010410 layer Substances 0.000 description 5
- 229920001030 Polyethylene Glycol 4000 Polymers 0.000 description 4
- 229960004106 citric acid Drugs 0.000 description 4
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 4
- 238000001035 drying Methods 0.000 description 4
- 238000002844 melting Methods 0.000 description 4
- 230000008018 melting Effects 0.000 description 4
- 239000004480 active ingredient Substances 0.000 description 3
- 229910052783 alkali metal Inorganic materials 0.000 description 3
- 239000007864 aqueous solution Substances 0.000 description 3
- 238000009472 formulation Methods 0.000 description 3
- 229920001223 polyethylene glycol Polymers 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- 229910002016 Aerosil® 200 Inorganic materials 0.000 description 2
- 239000002202 Polyethylene glycol Substances 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 2
- 229920002125 Sokalan® Polymers 0.000 description 2
- 150000001340 alkali metals Chemical class 0.000 description 2
- 239000002775 capsule Substances 0.000 description 2
- 239000013256 coordination polymer Substances 0.000 description 2
- 239000007857 degradation product Substances 0.000 description 2
- 239000000975 dye Substances 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000005538 encapsulation Methods 0.000 description 2
- 238000001125 extrusion Methods 0.000 description 2
- 150000002191 fatty alcohols Chemical class 0.000 description 2
- 238000012423 maintenance Methods 0.000 description 2
- 150000004965 peroxy acids Chemical class 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 2
- 235000012239 silicon dioxide Nutrition 0.000 description 2
- 229910052938 sodium sulfate Inorganic materials 0.000 description 2
- 235000011152 sodium sulphate Nutrition 0.000 description 2
- 239000013042 solid detergent Substances 0.000 description 2
- 238000005507 spraying Methods 0.000 description 2
- 238000003860 storage Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- KRKNYBCHXYNGOX-UHFFFAOYSA-K Citrate Chemical compound [O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O KRKNYBCHXYNGOX-UHFFFAOYSA-K 0.000 description 1
- YASYEJJMZJALEJ-UHFFFAOYSA-N Citric acid monohydrate Chemical compound O.OC(=O)CC(O)(C(O)=O)CC(O)=O YASYEJJMZJALEJ-UHFFFAOYSA-N 0.000 description 1
- 102000004190 Enzymes Human genes 0.000 description 1
- 108090000790 Enzymes Proteins 0.000 description 1
- 239000004372 Polyvinyl alcohol Substances 0.000 description 1
- 239000012190 activator Substances 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 239000000443 aerosol Substances 0.000 description 1
- 229910000288 alkali metal carbonate Inorganic materials 0.000 description 1
- 150000008041 alkali metal carbonates Chemical class 0.000 description 1
- 229910052936 alkali metal sulfate Inorganic materials 0.000 description 1
- 239000007900 aqueous suspension Substances 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 239000007963 capsule composition Substances 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 229960002303 citric acid monohydrate Drugs 0.000 description 1
- 239000011247 coating layer Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 230000001804 emulsifying effect Effects 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 238000000227 grinding Methods 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 229920001477 hydrophilic polymer Polymers 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 239000013067 intermediate product Substances 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- 239000011368 organic material Substances 0.000 description 1
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229920005646 polycarboxylate Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 150000003077 polyols Chemical class 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 239000007858 starting material Substances 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
- C11D3/39—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
- C11D17/00—Detergent materials or soaps characterised by their shape or physical properties
- C11D17/0039—Coated compositions or coated components in the compositions, (micro)capsules
Definitions
- the present invention relates to a process for the preparation of granules containing organic peroxycarboxylic acid and the granules produced in this way. Moreover, the present invention relates to the use of these granules as a bleaching or bleaching component, in particular for their use in particular particulate detergents and cleaners, and for their preparation.
- particulate bleaching components such as alkali metal perborates or percarbonates
- alkali metal perborates or percarbonates are very sensitive to moisture, that is they lose, as well as solid detergents and makes ⁇ medium always have a certain water content or water from the air during their storage not is avoidable due to the loss of Aktiv ⁇ oxygen often within a short time their bleaching effect, if the bleaching component is not protected by enveloping against moisture.
- Peroxycarboxylic acids in particular imidoperoxycarboxylic acids whose most important representative is phthalimidoperoxycaproic acid (PAP), are likewise known as bleaching components for detergents and cleaners; Although these are less susceptible to hydrolysis, their storage stability is also insufficient to ensure long-term applicability of the corresponding washing or cleaning agent without accompanying loss of activity.
- PAP phthalimidoperoxycaproic acid
- a wax whose melting point is between 40 ° C and 50 0 C.
- the wax-coated particles are produced by spraying on the molten wax. In this case, the wax must first be heated to temperatures above its melting point, which may be disadvantageous with respect to thermally sensitive substances to be encapsulated.
- This method also has the disadvantage that the active substance is released only at temperatures above the melting point of the wax used - ie only above temperatures between 40 ° C and 50 0 C - which is not fair today's Self ⁇ or user requirements, since - against the background of the development of efficient washing and cleaning agent formulations and the saving of energy costs - often at lower temperatures, especially at about 30 ° C, to be washed. Furthermore, a wax with a high melting point has the disadvantage that it causes residues on the laundry, especially at low temperatures, since it is not completely emulsified at these temperatures.
- European patent application EP 0 653 485 A1 relates to active ingredient-containing capsule compositions which contain bleaching agents, such as, for example, bleaches.
- B. may contain PAP and in which the active ingredient is present in the capsule interior as a dispersion in oil.
- the preparation of these capsules, the shell of which is formed from hydrophilic polymers which become soluble only during the washing process or the application, requires a complicated emulsifying process, which is not easy to carry out technically.
- European Patent Application EP 0 816 481 A2 discloses a bleach granule which contains a peracid such as, for example, PAP and an agglomeration aid in a weight ratio of 1: 2 to 1:50, and citric acid monohydrate as the exotherm-controlling active ingredient.
- European Patent EP 0 695 343 B1 relates to amido peroxycarboxylic acid particles which have been coated by spraying a water-soluble salt in a fluidized bed and contain less than 2% by weight of water.
- the object of the present invention is thus to provide imidoperoxycarboxylic acids, in particular phthalimidoperoxycaproic acid (PAP), in a very simple process in a storage-stable particle form.
- PAP phthalimidoperoxycaproic acid
- This object is achieved by a process for the preparation of particles containing imidoperoxycarboxylic acid by granulating a combination of imidoperoxycarboxylic acid and phlegmatizing agent and, if appropriate, granulation aids and subsequent encasing with a particularly water-soluble organic encapsulating material.
- Preferred imidoperoxycarboxylic acid is phthalimidoperoxycaproic acid. This is known, for example, from the European patents EP 0 349 940 and EP 0 325 328. It is commercially available in hydrous form as a so-called "wet cake", as is usually obtained in the context of their production from aqueous systems in relatively large crystals that can cake together. It can serve in this form or in any other particle form, for example as finely ground powder, from starting material for the process according to the invention. Amounts of imidoperoxycarboxylic acid of up to 80 wt .-%, in particular 50 wt .-% to 70 wt .-%, each based on the total particle, are preferred. Due to the production, minor amounts of the corresponding imidocarboxylic acid may also be present in the imidoperoxycarboxylic acid used which need not be removed in order to carry out the process according to the invention.
- the phlegmatizer which may be anhydrous or hydrate, is preferably selected from aluminum sulfate, alumina, boric acid, citric acid, the alkali borates, the alkali citrates and mixtures thereof. Mixtures of boric acid and citric acid and mixtures of citric acid and aluminum sulfate and / or aluminum oxide and optionally alkali citrate are particularly preferred. Sodium is the preferred alkali metal.
- the phlegmatizer is preferably used in powder or particle form of conventional grain size.
- the optionally used granulation aid is preferably selected from nonionic surfactants, anionic surfactants, polymeric glycols, polymers and copolymers of acrylic acid, methacrylic acid and / or maleic acid, which may also be in the form of their sodium, potassium or ammonium salts, and mixtures thereof.
- the binder is preferably used as an aqueous solution, which in particular has a water content of from 30% by weight to 80% by weight.
- the combination of imidoperoxycarboxylic acid and phlegmatizer to be granulated and, if appropriate, granulation aids additionally comprise a water-binding powder, in particular silicic acid (commercially available, for example, under the name Aerosil® 200).
- silicic acid commercially available, for example, under the name Aerosil® 200.
- Quantities of powdering agents of up to 7.5% by weight, in particular 1% by weight to 5% by weight, in each case based on the total particle, are preferred.
- the combination to be granulated also other substances which are inert to said essential ingredients, for example, alkali metal sulfates, alkali metal carbonates or the like, in small amounts to, for example, about 10 wt .-%, each based on total particles included.
- the granulation is preferably carried out by an agglomeration step and / or a compaction step.
- the agglomeration step is preferably carried out in a granulation mixer or a fluidized bed apparatus, the compacting step is preferably carried out by means of a roller press or an extruder.
- preferably such pressures are applied or the granules are preferably discharged after such times from the mixer or the fluidized bed that the resulting granules have a bulk density in the range of 400 g / l to 1000 g / l, especially 450 g / l to 800 g / l has.
- the inventive coating step is preferably carried out at temperatures not exceeding 80 ° C, with cooling below room temperature normally not required.
- water-soluble coating materials those are preferred which have a pH below 7 in aqueous solution, in particular at the concentration in which they are used in the process according to the invention. They preferably contain no halide ions.
- inorganic salts such as sodium sulfate, but preferably organic materials, especially long-chain fatty alcohol ethoxylates, polymeric polyols such as polyethylene glycol, polyvinylpyrrolidone, polyvinyl alcohol and polymeric polycarboxylates, especially polymerization of acrylic acid, methacrylic acid or maleic acid or copolymers of at least two of this, in question, wherein said acids can also be used in completely or at least partially neutralized form, in particular in the form of the alkali metal salts.
- Commercially available products are, for example, Sokalan® CP 5, CP 10, CP 45 and PA 30 from BASF.
- the coating materials are applied in aqueous solution to the granulation product obtained in the first process step, wherein it is present in the preferred process Case is advantageous if at the same time a drying takes place.
- a fluidized-bed drying apparatus in which an aqueous coating material solution is sprayed onto a fluidized bed of the granulation product obtained in the first process step and the water is at least largely removed by air as the fluidizing agent.
- a particle produced according to the invention may also contain disintegration aids, for example cellulose.
- This can be incorporated in the combination of imidoperoxycarboxylic acid and phlegmatizer to be granulated and / or in the coating layer. Amounts of disintegration aid of up to 2% by weight, based on total particle, are preferred.
- a particle produced according to the invention can be powdered after the coating step with a finely divided powder, for example silicic acid.
- Particulate detergents containing a particle obtainable by the process according to the invention preferably have a bulk density in the range from 400 g / l to 1000 g / l, and contain said particle preferably in amounts of 0.1% by weight. to 10% by weight.
- Example 1
- the following driving parameters were used: 1.4mm perforated plate; Distance perforated plate - roller lmm.
- the prefabricated material was dried at an inlet air temperature of 40-50 ° C in an aerosol fluidized bed and additionally coated with 10% PEG4000 (20% PEG solution sprayed by means of two-fluid nozzle).
- the degree of retention of peracid throughout the process was 96-100%. If, as an alternative to the mixer based on Example 2 or Example 1, the premix was prefabricated in the extruder or the roll press, there were no significant differences.
Landscapes
- 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)
- Glanulating (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE102004030900A DE102004030900A1 (de) | 2004-06-25 | 2004-06-25 | Herstellung teilchenförmiger Peroxycarbonsäurezusammensetzungen |
| PCT/EP2005/006541 WO2006000344A1 (de) | 2004-06-25 | 2005-06-17 | Herstellung teilchenförmiger peroxycarbonsäurezusammensetzungen |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| EP1758975A1 true EP1758975A1 (de) | 2007-03-07 |
Family
ID=34970275
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP05751686A Ceased EP1758975A1 (de) | 2004-06-25 | 2005-06-17 | Herstellung teilchenförmiger peroxycarbonsäurezusammensetzungen |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US20070161535A1 (https=) |
| EP (1) | EP1758975A1 (https=) |
| JP (1) | JP2008504947A (https=) |
| DE (1) | DE102004030900A1 (https=) |
| WO (1) | WO2006000344A1 (https=) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ES2386650T3 (es) * | 2006-04-04 | 2012-08-24 | Basf Se | Sistemas de blanqueo revestidos en forma de capa con polímeros |
| GB201003892D0 (en) * | 2010-03-09 | 2010-04-21 | Reckitt Benckiser Nv | Detergent composition |
| GB201019628D0 (en) | 2010-11-19 | 2010-12-29 | Reckitt Benckiser Nv | Dyed coated bleach materials |
| ES2595180T3 (es) * | 2012-06-01 | 2016-12-28 | Ecolab Usa Inc. | Estabilización de ácidos ftalimido percarboxílicos con sales de litio |
| US9752075B2 (en) | 2013-11-22 | 2017-09-05 | Merck Patent Gmbh | Mesogenic media and liquid crystal display |
| GB201412413D0 (en) * | 2014-07-11 | 2014-08-27 | Revolymer Uk Ltd | Encapsulated benefit agent particles |
| CN104928077A (zh) * | 2015-06-05 | 2015-09-23 | 柳州立洁科技有限公司 | 硬塑料清洗剂 |
Family Cites Families (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3494787A (en) * | 1966-12-19 | 1970-02-10 | Ppg Industries Inc | Encapsulated perphthalic acid compositions and method of making same |
| US3637339A (en) * | 1968-03-07 | 1972-01-25 | Frederick William Gray | Stain removal |
| US3908045A (en) * | 1973-12-07 | 1975-09-23 | Lever Brothers Ltd | Encapsulation process for particles |
| GB1568358A (en) * | 1975-11-18 | 1980-05-29 | Interox Chemicals Ltd | Aromatic peroxyacids and their use in bleaching processes |
| MX144053A (es) * | 1976-04-28 | 1981-08-25 | Werz Furnier Sperrholz | Mejoras en procedimiento y disporitivo para fabricar cuerpos perfilados de masas prensadas |
| US4287135A (en) * | 1978-10-25 | 1981-09-01 | Reinhard Stober | Stabilized diperoxyalkanedioic acids and aromatic peroxycarboxylic acids |
| DE2930546A1 (de) * | 1978-10-25 | 1980-05-08 | Degussa | Verfahren zur phlegmatisierung von wasserunloeslichen peroxycarbonsaeuren |
| DE3636904A1 (de) * | 1986-10-30 | 1988-05-05 | Henkel Kgaa | Verfahren zur umhuellung von persaeuregranulaten |
| DE3823172C2 (de) * | 1988-07-08 | 1998-01-22 | Hoechst Ag | omega-Phthalimidoperoxihexansäure, Verfahren zu dessen Herstellung und dessen Verwendung |
| US5049298A (en) * | 1988-11-25 | 1991-09-17 | Akzo Nv | Process for the preparation of bleaching granules |
| DE3906768A1 (de) * | 1989-03-03 | 1990-09-06 | Henkel Kgaa | Peroxycarbonsaeuren und deren verwendung |
| US5279757A (en) * | 1990-04-06 | 1994-01-18 | Hoechst Aktiengesellschaft | Stable peroxycarboxylic acid granule comprising an imidoperoxycarboxylic acid or salt thereof |
| DE4012769A1 (de) * | 1990-04-21 | 1991-10-24 | Hoechst Ag | Stabile peroxicarbonsaeuregranulate |
| DE4227277A1 (de) * | 1992-08-18 | 1994-02-24 | Hoechst Ag | Stabile Granulate für Wasch-, Reinigungs- und Desinfektionsmittel |
| US5707953A (en) * | 1993-04-19 | 1998-01-13 | Akzo Nobel N.V. | Fluidized bed coated amidoperoxyacid bleach composition |
| 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 |
| IT1289155B1 (it) * | 1997-01-03 | 1998-09-29 | Ausimont Spa | Composizioni granulari di acido e-ftalimmido perossiesanoico |
| DE10010760A1 (de) * | 2000-03-04 | 2001-09-20 | Henkel Kgaa | Mehrphasige Wasch- und Reinigungsmittelformkörper mit nicht-gepreßten Anteilen |
-
2004
- 2004-06-25 DE DE102004030900A patent/DE102004030900A1/de not_active Ceased
-
2005
- 2005-06-17 JP JP2007517155A patent/JP2008504947A/ja not_active Withdrawn
- 2005-06-17 EP EP05751686A patent/EP1758975A1/de not_active Ceased
- 2005-06-17 WO PCT/EP2005/006541 patent/WO2006000344A1/de not_active Ceased
-
2006
- 2006-12-22 US US11/644,806 patent/US20070161535A1/en not_active Abandoned
Non-Patent Citations (1)
| Title |
|---|
| See references of WO2006000344A1 * |
Also Published As
| Publication number | Publication date |
|---|---|
| US20070161535A1 (en) | 2007-07-12 |
| WO2006000344A1 (de) | 2006-01-05 |
| JP2008504947A (ja) | 2008-02-21 |
| DE102004030900A1 (de) | 2006-01-26 |
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