EP2475759A1 - Process for the production of a bleach activator granule - Google Patents
Process for the production of a bleach activator granuleInfo
- Publication number
- EP2475759A1 EP2475759A1 EP10752920A EP10752920A EP2475759A1 EP 2475759 A1 EP2475759 A1 EP 2475759A1 EP 10752920 A EP10752920 A EP 10752920A EP 10752920 A EP10752920 A EP 10752920A EP 2475759 A1 EP2475759 A1 EP 2475759A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- bleach activator
- composition
- water
- extrusion
- granule
- 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.)
- Withdrawn
Links
- 239000012190 activator Substances 0.000 title claims abstract description 44
- 239000007844 bleaching agent Substances 0.000 title claims abstract description 39
- 238000000034 method Methods 0.000 title claims abstract description 30
- 239000008187 granular material Substances 0.000 title claims abstract description 24
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 8
- 239000000203 mixture Substances 0.000 claims abstract description 26
- 238000001125 extrusion Methods 0.000 claims abstract description 21
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 19
- 150000001720 carbohydrates Chemical class 0.000 claims abstract description 6
- GZFRVDZZXXKIGR-UHFFFAOYSA-N 2-decanoyloxybenzoic acid Chemical compound CCCCCCCCCC(=O)OC1=CC=CC=C1C(O)=O GZFRVDZZXXKIGR-UHFFFAOYSA-N 0.000 claims abstract description 5
- 239000003599 detergent Substances 0.000 claims description 10
- 239000008188 pellet Substances 0.000 claims description 5
- MHKLKWCYGIBEQF-UHFFFAOYSA-N 4-(1,3-benzothiazol-2-ylsulfanyl)morpholine Chemical compound C1COCCN1SC1=NC2=CC=CC=C2S1 MHKLKWCYGIBEQF-UHFFFAOYSA-N 0.000 claims description 2
- -1 DECOBS Chemical compound 0.000 claims description 2
- BGRWYDHXPHLNKA-UHFFFAOYSA-N Tetraacetylethylenediamine Chemical compound CC(=O)N(C(C)=O)CCN(C(C)=O)C(C)=O BGRWYDHXPHLNKA-UHFFFAOYSA-N 0.000 claims description 2
- 238000009472 formulation Methods 0.000 description 5
- 230000007062 hydrolysis Effects 0.000 description 4
- 238000006460 hydrolysis reaction Methods 0.000 description 4
- 235000014633 carbohydrates Nutrition 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- 238000004061 bleaching Methods 0.000 description 2
- 230000003750 conditioning effect Effects 0.000 description 2
- 238000000354 decomposition reaction Methods 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- 238000005453 pelletization Methods 0.000 description 2
- 150000004965 peroxy acids Chemical class 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 238000003860 storage Methods 0.000 description 2
- 229920002472 Starch Polymers 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 150000008064 anhydrides Chemical class 0.000 description 1
- 239000003945 anionic surfactant Substances 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 230000001627 detrimental effect Effects 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 230000002708 enhancing effect Effects 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 230000001050 lubricating effect Effects 0.000 description 1
- 238000005461 lubrication Methods 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- 230000008092 positive effect Effects 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000000346 sugar Nutrition 0.000 description 1
- 150000008163 sugars Chemical class 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 238000005406 washing Methods 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
- C11D3/3902—Organic or inorganic per-compounds combined with specific additives
- C11D3/3905—Bleach activators or bleach catalysts
- C11D3/3907—Organic compounds
- C11D3/391—Oxygen-containing 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
-
- 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
-
- 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
- C11D3/39—Organic or inorganic per-compounds
- C11D3/3902—Organic or inorganic per-compounds combined with specific additives
- C11D3/3905—Bleach activators or bleach catalysts
- C11D3/3935—Bleach activators or bleach catalysts granulated, coated or protected
Definitions
- the present invention relates to granular bleach activators .
- Detergents which contain per-compounds as bleaches are only effective in bleaching at high temperatures because the per-compounds do not decompose at sufficient speed at lower temperatures to be able to participate actively in the bleaching process.
- activators which react with the peroxo group of the per-compounds to form per-acids are employed. These per-acids are active at the low temperatures required for washing (delicate) fabrics .
- activators which include N-acyl and O-acyl compounds, such as anhydrides or acid amides, as well as nitriles are very sensitive to hydrolysis, especially in the presence of the alkalis conventionally used in detergents .
- This small powder (comprising the bleach activator in granular form, e.g. from 0.5 to 3 mm is usually made in an extrusion process.
- the extrusion process itself can give rise to a number of stability issues for the bleach activator granule.
- the first disadvantage of the extrusion process is that an extrusion aid, e.g. a lubricating aid is required to be able to extrude the bleach activator composition.
- the extrusion aid comprises a lubricant such as a non-ionic surfactant.
- these types of components are excellent lubrication aids (and also detergent actives) they can interact disadvantageously with the bleach activator making it more reactive once in contact with the persalt in the formulation giving poor stability and lower shelf life,
- a process for the production of a bleach activator granule comprising the extrusion of a bleach activator composition, the composition comprising decanoyloxybenzoic acid (DOBA), a water swellable carbohydrate and water.
- DOBA decanoyloxybenzoic acid
- the extrusion process may be operated at low pressure.
- the extrusion process may be operated at a pressure of less than 2MPa, more preferably less than SOOkPa, more preferably less than 300kPa, more preferably less than 200kPa, more preferably less than lOOkPa and most preferably less than 50kPa.
- a pressure of less than 2MPa more preferably less than SOOkPa, more preferably less than 300kPa, more preferably less than 200kPa, more preferably less than lOOkPa and most preferably less than 50kPa.
- the granules have good flowability.
- the pellets are cylindrical. This shape (when produced through the pelletisation process above) has been found to best achieve all the advantageous stability properties above (particularly in alkaline conditions) , whilst also providing fast dissolution. Without wishing to be limited by theory it is postulated that this shape is influential in this respect since it provides the lowest surface area of a 3-dimensional body.
- the granules in general have a size of from 0.1 to 10mm, more preferably from 0.5 to 4 mm, preferably from 0.5 to 2 mm. (It is to be appreciated that within the matrix of the pellets there are disposed particles of bleach activator which are considerable smaller than the overall size of the pellet. This has been found to have a positive effect on the stability of the bleach activator particles whilst enhancing rapid solubility) .
- a secondary bleach activator such as TAED, DECOBS, NOBS and / or LOBS is present.
- the bleach activator composition comprises about 10-98% of a bleach activator, more preferably 20- 95%, more preferably 30-90%, more preferably 50-90%, more preferably 70-90%, and most preferably about 88%.
- the bleach activator granules produced have been observed to have a low porosity. This is a great aid in the prevention of moisture uptake into the granule post production and further enhances the stability of the granule. The value of this advantage is not to be under-estimated.
- an excess of bleach activator is added to the formulation working on the basis that a certain proportion of the bleach activator will decompose before the detergent is used.
- the enhanced stability of the granules produced means that a lower amount of bleach activator granules can be added to the detergent formulation (since the amount of decomposition is lower ⁇ thus saving costs.
- the bleach activator composition comprises water, more preferably from 1 to 30%, more preferably from 1 to 20%, and most preferably about 10%.
- water swellable carbohydrate examples include CMC, CMA, starch, and sugars.
- the bleach activator composition comprises one or more further detergent actives.
- Preferred examples of such actives include surfactants; nonionic, cationic and /or anionic surfactants.
- the bleach activator may be coated.
- the process may comprise other production steps. Indeed a preferred example of a complete production of a bleach activator granule comprises :-
- the drying stage is performed in a fluid bed drying apparatus.
- a bleach activator granule made in a process comprising the extrusion of a composition comprising decanoyloxybenzoic acid (DOBA) , the composition further comprising a water swellable carbohydrate and water.
- DOBA decanoyloxybenzoic acid
- the bleach activator granule is preferably for us in a detergent composition.
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)
- Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Emergency Medicine (AREA)
- Detergent Compositions (AREA)
Abstract
Description
Claims
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB0915627A GB2473275A (en) | 2009-09-08 | 2009-09-08 | Bleach activator granule comprising DOBA and a process of production thereof involving extrusion |
| PCT/GB2010/051495 WO2011030144A1 (en) | 2009-09-08 | 2010-09-08 | Process for the production of a bleach activator granule |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| EP2475759A1 true EP2475759A1 (en) | 2012-07-18 |
Family
ID=41203332
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP10752920A Withdrawn EP2475759A1 (en) | 2009-09-08 | 2010-09-08 | Process for the production of a bleach activator granule |
Country Status (3)
| Country | Link |
|---|---|
| EP (1) | EP2475759A1 (en) |
| GB (1) | GB2473275A (en) |
| WO (1) | WO2011030144A1 (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2573158B1 (en) * | 2011-09-20 | 2016-11-30 | The Procter and Gamble Company | Bleaching composition for food stains |
| US20140243252A1 (en) * | 2013-02-28 | 2014-08-28 | Futurefuel Chemical Company | Laundry detergent formulation |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5534196A (en) * | 1993-12-23 | 1996-07-09 | The Procter & Gamble Co. | Process for making lactam bleach activator containing particles |
| EP0880581A4 (en) * | 1996-01-29 | 2001-10-10 | Procter & Gamble | METHOD FOR MANUFACTURING PARTICULATE BLEACHING ACTIVATORS |
| EP0816482B1 (en) * | 1996-06-28 | 2004-03-31 | THE PROCTER & GAMBLE COMPANY | Bleach precursor compositions |
| CA2417655A1 (en) * | 2000-08-30 | 2002-03-07 | The Procter & Gamble Company | Granular bleach activators having improved solubility profiles |
| DE102004043360A1 (en) * | 2004-09-08 | 2006-03-09 | Clariant Gmbh | Bleach activator mixtures |
| DE102004043359A1 (en) * | 2004-09-08 | 2006-03-09 | Clariant Gmbh | Bleaching activator-granulates, useful e.g. in washing-, cleaning- and disinfecting agents, comprises hydroxybenzoicacid derivatives, quaternary hydroxyalkyl ammonium compounds and granulation auxiliary- and/or coating agents |
| DE102005041967A1 (en) * | 2005-09-03 | 2007-03-08 | Clariant Produkte (Deutschland) Gmbh | Granular Bleach Activator Blends |
| GB0710559D0 (en) * | 2007-06-02 | 2007-07-11 | Reckitt Benckiser Nv | Composition |
-
2009
- 2009-09-08 GB GB0915627A patent/GB2473275A/en not_active Withdrawn
-
2010
- 2010-09-08 EP EP10752920A patent/EP2475759A1/en not_active Withdrawn
- 2010-09-08 WO PCT/GB2010/051495 patent/WO2011030144A1/en not_active Ceased
Non-Patent Citations (2)
| Title |
|---|
| None * |
| See also references of WO2011030144A1 * |
Also Published As
| Publication number | Publication date |
|---|---|
| GB0915627D0 (en) | 2009-10-07 |
| GB2473275A (en) | 2011-03-09 |
| WO2011030144A1 (en) | 2011-03-17 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PUAI | Public reference made under article 153(3) epc to a published international application that has entered the european phase |
Free format text: ORIGINAL CODE: 0009012 |
|
| 17P | Request for examination filed |
Effective date: 20120312 |
|
| AK | Designated contracting states |
Kind code of ref document: A1 Designated state(s): AL AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HR HU IE IS IT LI LT LU LV MC MK MT NL NO PL PT RO SE SI SK SM TR |
|
| DAX | Request for extension of the european patent (deleted) | ||
| RAP1 | Party data changed (applicant data changed or rights of an application transferred) |
Owner name: RECKITT BENCKISER FINISH B.V. |
|
| RAP1 | Party data changed (applicant data changed or rights of an application transferred) |
Owner name: RECKITT BENCKISER VANISH B.V. |
|
| 17Q | First examination report despatched |
Effective date: 20170421 |
|
| STAA | Information on the status of an ep patent application or granted ep patent |
Free format text: STATUS: THE APPLICATION IS DEEMED TO BE WITHDRAWN |
|
| 18D | Application deemed to be withdrawn |
Effective date: 20171103 |