GB2473275A - Bleach activator granule comprising DOBA and a process of production thereof involving extrusion - Google Patents
Bleach activator granule comprising DOBA and a process of production thereof involving extrusion Download PDFInfo
- Publication number
- GB2473275A GB2473275A GB0915627A GB0915627A GB2473275A GB 2473275 A GB2473275 A GB 2473275A GB 0915627 A GB0915627 A GB 0915627A GB 0915627 A GB0915627 A GB 0915627A GB 2473275 A GB2473275 A GB 2473275A
- Authority
- GB
- United Kingdom
- Prior art keywords
- bleach activator
- water
- granule
- composition
- extrusion
- 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- Withdrawn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 45
- 239000007844 bleaching agent Substances 0.000 title claims abstract description 41
- 238000000034 method Methods 0.000 title claims abstract description 27
- 239000008187 granular material Substances 0.000 title claims abstract description 25
- 238000001125 extrusion Methods 0.000 title claims abstract description 19
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 7
- 239000000203 mixture Substances 0.000 claims abstract description 27
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 18
- 239000003599 detergent Substances 0.000 claims abstract description 11
- 150000001720 carbohydrates Chemical class 0.000 claims abstract description 7
- 239000008188 pellet Substances 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
- 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
- 235000014633 carbohydrates Nutrition 0.000 abstract description 5
- 229920002472 Starch Polymers 0.000 abstract description 2
- 235000019698 starch Nutrition 0.000 abstract description 2
- 239000008107 starch Substances 0.000 abstract description 2
- 235000000346 sugar Nutrition 0.000 abstract description 2
- 150000008163 sugars Chemical class 0.000 abstract description 2
- 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 abstract 2
- 229910052708 sodium Inorganic materials 0.000 abstract 2
- 239000011734 sodium Substances 0.000 abstract 2
- FRPJTGXMTIIFIT-UHFFFAOYSA-N tetraacetylethylenediamine Chemical compound CC(=O)C(N)(C(C)=O)C(N)(C(C)=O)C(C)=O FRPJTGXMTIIFIT-UHFFFAOYSA-N 0.000 abstract 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 abstract 1
- 229920002134 Carboxymethyl cellulose Polymers 0.000 abstract 1
- 229920002678 cellulose Polymers 0.000 abstract 1
- 239000001913 cellulose Substances 0.000 abstract 1
- 235000012438 extruded product Nutrition 0.000 abstract 1
- PEVPCUFZCODDGN-UHFFFAOYSA-M sodium;2-dodecanoyloxybenzenesulfonate Chemical compound [Na+].CCCCCCCCCCCC(=O)OC1=CC=CC=C1S([O-])(=O)=O PEVPCUFZCODDGN-UHFFFAOYSA-M 0.000 abstract 1
- 238000009472 formulation Methods 0.000 description 5
- 230000007062 hydrolysis Effects 0.000 description 4
- 238000006460 hydrolysis reaction Methods 0.000 description 4
- 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
- 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
- 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
- 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
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
A process for the production of a bleach activator granule comprising the extrusion of a bleach activator composition. The composition comprises decanoyloxybenzoic acid (DOBA), a water-swellable carbohydrate and water. Preferably, the extruded product is in the form of pellets, more preferably cylindrical. Preferably, the water-swellable carbohydrate is selected from carboxymethylcellulose (CMC), cellulose monoacetate (CMA), starch and sugars. The granule may contain a secondary bleach activator such as tetra-acetylethylenediamine (TAED), 4-(2-decanoyloxyethoxycarbonyloxy)benzenenesulfonate sodium (DECOBS), nonanoyloxybenzenesulfonate sodium (NOBS) and/or lauroyloxybenzenesulfonate sodium (LOBS). The bleach activator granule may be coated and is preferably used in a detergent composition.
Description
PROCESS
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. To counter this issue 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.
These activators, which include N-acyl and 0-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 problem is accentuated by the fact that the activators are often only sparingly soluble in water, which is why they have to be employed in the form of a very fine powder to ensure more rapid dispersion. This fine form, however, by virtue of its greater surface area results in increased hydrolysis of the activators on storage.
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.
Usually the extrusion aid comprises a lubricant such as a non-ionic surfactant. However, whilst 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 further issue with the extrusion process is that typically the extruded granules have a high level of porosity. This leads to poor stability and lower shelf life since the granules permit a higher level of external moisture ingress, and an intimate contact with persalt and other ingredients typically present in a detergent formulation e.g., alkalis hence an undesirable level of hydrolysis of the bleach activator active.
It is an object of the present invention to obviate / mitigate the problems outlined above.
According to the present invention there is provided 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.
We have found that the process of the present invention produces bleach activator granules which have excellent properties. These properties are particularly the properties of high stability (particularly in long term storage) Also the granules have good flowability.
Indeed with the process of the invention the problem of hydrolysis of DOBA (especially in alkaline conditions), which normally leads to loss of performance, has been found to be significantly reduced.
Generally 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) Preferably a secondary bleach activator such as TAED, DECOBS, NOBS and / or LOBS is present.
Preferably 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%.
It has been found that the inclusion of water as extrusion aid in the bleach activator composition is extremely advantageous. Without wishing to be bound by theory it is postulated that the inclusion of water has a number of separate advantages.
These include a positive influence on the temperature of the extrusion process. The presence of water is able to ensure that in the extrusion process the extrusion temperature is not elevated excessively which could otherwise lead to detrimental decomposition of the bleach activator. This positive influence is shown in the extrusion process per se and in any conditioning steps which can occur after the granules have been extruded.
The water content of the bleach activator composition has been found to be extremely easy to remove after the extrusion and subsequent conditioning steps.
It has also been observed that the water is a highly beneficial extrusion aid.
Perhaps the most important advantage is that with the process of the present invention 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.
Currently in detergent formulations 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. In the process of the present invention 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.
Preferably the bleach activator composition comprises water, more preferably from 1 to 30%, more preferably from 1 to 20%, and most preferably about 10%.
Preferred examples of water swellable carbohydrate include CMC, CMA, starch, and sugars.
Optionally the bleach activator composition comprises one or more further detergent actives. Preferred examples of such actives include surfactants; nonionic, cationic and br 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:-A) I4ixing of granule components.
B) Delivery of the mixture from (A) to the pelletiser C) Pelletisation.
D) Delivery of the pellets to a drier.
E) Drying.
Preferably the drying stage is performed in a fluid bed drying apparatus.
According to a second aspect of the present invention there is provided 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.
The bleach activator granule is preferably for us in a detergent composition.
Claims (9)
- CLAIMS1. 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.
- 2. A process according to claim 1, wherein the pellets are cylindrical.
- 3. A process according to claim 1 or 2, wherein the granules have a size of from 0.1 to 10mm, more preferably from 0.5 to 3 mm, preferably from 0.5 to 2 -.
- 4. A process according to claim 1, 2 or 3, wherein a secondary bleach activator such as TAED, DECOBS, NOBS and / or LOBS is present.
- 5. A process according to any one of claims 1 to 4, wherein 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%.
- 6. A process according to any one of claims 1 to 5, wherein preferably the bleach activator composition comprises water, more preferably from 1 to 30%, more preferably from 1 to 20%, and most preferably bout 10%.
- 7. A process according to any one of claims 1 to 6, wherein the bleach activator is coated.
- 8. 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.
- 9. A bleach activator granule according to claim 7 for use in a detergent composition.
Priority Applications (3)
| 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 |
| EP10752920A EP2475759A1 (en) | 2009-09-08 | 2010-09-08 | Process for the production of a bleach activator granule |
| PCT/GB2010/051495 WO2011030144A1 (en) | 2009-09-08 | 2010-09-08 | Process for the production of a bleach activator granule |
Applications Claiming Priority (1)
| 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 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| GB0915627D0 GB0915627D0 (en) | 2009-10-07 |
| GB2473275A true GB2473275A (en) | 2011-03-09 |
Family
ID=41203332
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB0915627A Withdrawn GB2473275A (en) | 2009-09-08 | 2009-09-08 | Bleach activator granule comprising DOBA and a process of production thereof involving extrusion |
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 |
Citations (5)
| 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 |
| WO1997027280A1 (en) * | 1996-01-29 | 1997-07-31 | The Procter & Gamble Company | Process for making particulate bleach activator component |
| EP0816482A1 (en) * | 1996-06-28 | 1998-01-07 | The Procter & Gamble Company | Bleach precursor compositions |
| US20080113036A1 (en) * | 2004-09-08 | 2008-05-15 | Clariant Produkte (Deutschland) Gmbh | Bleach Activator Mixtures |
| WO2008149069A1 (en) * | 2007-06-02 | 2008-12-11 | Reckitt Benckiser N.V. | Composition |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| MXPA03001788A (en) * | 2000-08-30 | 2003-06-24 | Procter & Gamble | Granular bleach activators having improved solubility profiles. |
| 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 |
-
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
Patent Citations (5)
| 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 |
| WO1997027280A1 (en) * | 1996-01-29 | 1997-07-31 | The Procter & Gamble Company | Process for making particulate bleach activator component |
| EP0816482A1 (en) * | 1996-06-28 | 1998-01-07 | The Procter & Gamble Company | Bleach precursor compositions |
| US20080113036A1 (en) * | 2004-09-08 | 2008-05-15 | Clariant Produkte (Deutschland) Gmbh | Bleach Activator Mixtures |
| WO2008149069A1 (en) * | 2007-06-02 | 2008-12-11 | Reckitt Benckiser N.V. | Composition |
Also Published As
| Publication number | Publication date |
|---|---|
| GB0915627D0 (en) | 2009-10-07 |
| EP2475759A1 (en) | 2012-07-18 |
| WO2011030144A1 (en) | 2011-03-17 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| WAP | Application withdrawn, taken to be withdrawn or refused ** after publication under section 16(1) |