WO2007096053A1 - Fast release granules - Google Patents
Fast release granules Download PDFInfo
- Publication number
- WO2007096053A1 WO2007096053A1 PCT/EP2007/000990 EP2007000990W WO2007096053A1 WO 2007096053 A1 WO2007096053 A1 WO 2007096053A1 EP 2007000990 W EP2007000990 W EP 2007000990W WO 2007096053 A1 WO2007096053 A1 WO 2007096053A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- antioxidant
- granule
- ionic
- range
- bentonite
- Prior art date
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
- C11D3/0005—Other compounding ingredients characterised by their effect
- C11D3/0084—Antioxidants; Free-radical scavengers
-
- 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
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/66—Non-ionic compounds
- C11D1/72—Ethers of polyoxyalkylene glycols
-
- 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
- C11D3/02—Inorganic compounds ; Elemental compounds
- C11D3/12—Water-insoluble compounds
- C11D3/124—Silicon containing, e.g. silica, silex, quartz or glass beads
- C11D3/1246—Silicates, e.g. diatomaceous earth
- C11D3/1253—Layer silicates, e.g. talcum, kaolin, clay, bentonite, smectite, montmorillonite, hectorite or attapulgite
- C11D3/126—Layer silicates, e.g. talcum, kaolin, clay, bentonite, smectite, montmorillonite, hectorite or attapulgite 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
- C11D3/16—Organic compounds
- C11D3/20—Organic compounds containing oxygen
- C11D3/2003—Alcohols; Phenols
- C11D3/2006—Monohydric alcohols
- C11D3/2034—Monohydric alcohols aromatic
-
- 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
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/66—Non-ionic compounds
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/29—Coated or structually defined flake, particle, cell, strand, strand portion, rod, filament, macroscopic fiber or mass thereof
- Y10T428/2982—Particulate matter [e.g., sphere, flake, etc.]
Definitions
- the present invention relates to granule conferring improved delivery of antioxidants to wash liquor.
- Rapid delivery of adjuncts to a wash medium is important because it is necessary to have active adjuncts present in the wash liquor for the maximum time so that they perform in the most efficacious manner.
- EP 570237, GB 1570128, GB 2348436, GB 2095274 and GB 2097419 disclose granules comprising bentonite and non-ionic surfactant.
- the granules may optionally comprise antioxidants .
- GB 1557568 discloses a granular laundry composition comprising an agglomerate of (a) from 1 to 50% by weight of the agglomerate of a quaternary ammonium surface active agent, and (b) from 10 to 90% by weight of the agglomerate of an organic acid precursor as activator for a persalt bleaching agent. It may also be desirable, especially if nonionic surface-active agents are mixed in prior to the spray-drying operation, to incorporate from 0.01% to 10%, expressed by reference to the non-ionic surfactant, of an antioxidant. Further optional ingredient is an ion- exchangeable smectite clay, such as Bentonite.
- the present invention provides a granule that releases an antioxidant rapidly into a wash medium.
- a granule comprising:
- nonionic surfactant (ii) nonionic surfactant; and , (iii) an antioxidant, wherein the antioxidant is dissolved in the non- ionic surfactant forming an antioxidant/non-ionic solution, wherein the weight ratio of antioxidant to non-ionic is at least 5:100, and the weight ratio of antioxidant/non-ionic solution to bentonite is in the range from 10:100 to 1:1, preferably 10:100 to 50:100, more preferably 20:100 to
- the maximum weight ratio of antioxidant to non-ionic is determined by the solubility of the antioxidant in the non- ionic; in any event the preferred maximum weight ratio of antioxidant to non-ionic is 1:1.
- Treatment is preferably carried out in the domestic context, at temperature between 10 to 60 0 C, preferably 15 to 40 0 C.
- the granule is preferably a sieve fraction in the range 180 to 1400 microns.
- the granule is preferably used in a laundry detergent powder formulation in the range from 0.1 to 5 wt %.
- Bentonite is a widely used clay and is commercially available as a fine powder. A granular form may also be used.
- Anti -oxidants are substances as described in Kirk-Othmers (VoI 3, pg 424) and in Uhlmans Encyclopedia (VoI 3, pg 91) and CRC Press Oxidation Inhibition in Organic Materials VoIs I and II, Eds. Jan Pospisil and Peter P. Klemchuk: ISBN 0- 8493-4767-X and 0-8493-4768-8.
- One class of anti-oxidants suitable for use in the present invention is alkylated phenols having the general formula:
- R is C1-C22 linear or branched alkyl, preferably methyl or branched C3-C6 alkyl; C3-C6 alkoxy, preferably methoxy,- Rl is a C3-C6 branched alkyl, preferably tert- butyl ; x is 1 or 2.
- Hindered phenolic compounds are preferred as antioxidant.
- Another class of anti-oxidants suitable for use in the present invention is a benzofuran or benzopyran derivative having the formula:
- Rl and R2 are each independently alkyl or Rl and R2 can be taken together to form a C5-C6 cyclic hydrocarbyl moiety;
- B is absent or CH2 ;
- R4 is C1-C6 alkyl;
- R5 is hydrogen or -C(O)R3 wherein R3 is hydrogen or C1-C19 alkyl;
- R6 is C1-C6 alkyl;
- R7 is hydrogen or C1-C6 alkyl;
- X is - CH2OH, or -CH2A wherein A is a nitrogen comprising unit, phenyl, or substituted phenyl.
- Preferred nitrogen comprising A units include amino, pyrrolidino, piperidino, morpholino, piperazino, and mixtures thereof.
- antioxidants are found as follows. A derivative of a-tocopherol , beta-tocopherol , gamma- tocopherol, delta-tocopherol, and alkyl esters of gallic acid, especially octyl gallate and dodecyl gallate.
- antioxidants are the class of hindered amine light stabilisers (HALS) , particularly those based 2,2,6, 6-tetramethylpipiridines .
- HALS hindered amine light stabilisers
- Preferred anti-oxidants are phenols, in particular 2,6-di- tert-butylphenol , 2 , 6-di-tert-butyl-4-methylphenol, and mixtures of 2 and 3- tert-butyl-4-methoxyphenol .
- a preferred antioxidant is 4 , 4 ' -isopropylidenebis (2 , 6-dimethylphenol) .
- Mixtures of antioxidants may be use and in particular mixtures that have synergic antioxidant.
- Preferred nonionic surfactants such as Ci 2 -
- the non-ionic is preferably selected from materials having an alkyl chain length in the range ClO to C18, with an ethoxylate number in the range 1 to 10, preferably 3 to 7.
- the non-ionic/antioxidant may serve as a binder with out the need for other binders to be present. It is however preferred that a binder other than the non- ionic surfactant is used. Preferably, the other binder is present between 0 and 20 wt% of the total granule weight, preferably 3 to 15% and more preferably 5 to 10%.
- the binder may be water but may be any other suitable material that serves to hold individual particles of bentonite/non-ionic together.
- Polycarboxylate binders are preferred; commercial examples of such are available from
- BASF for example: Sokalan CP 10, Sokalan CP 45, Sokalan CP 5, Sokalan CP 7, Sokalan CP 9, Sokalan PA 15, Sokalan PA 20, Sokalan PA 40.
- Anti-oxidant/Bentonite Granules 1) Bentonite/2, 6-di-tert-butyl-4 methylphenol 1. Og of 2 , 6-di-tert-butyl-4 methylphenol was dissolved in 9.Og coco7EO nonionic to obtain a anti-oxidant/nonionic solution. 10. Og of bentonite powder (Optigel CK - Sud
- Granule prepared by high shear mixer granulation, containing 11.6% 2 , 6-di-tert-butyl-4 methylphenol , 54.3% zeolite, 11.6% ascorbic acid and 22.5% PEG6000, where the 2 , 6-di-tert-butyl-4 methylphenol was added as a milled powder .
- Granule prepared by high shear mixer granulation, containing 12.7% 2 , 6-di-tert-butyl-4 methylphenol, 59.2% sodium sulphate, 12.7% ascorbic acid and 15.4% PEG6000, where the 2 , 6-di-tert-butyl-4 methylphenol was added as a milled powder.
- Granule prepared by high shear mixer granulation, containing 12.0% 2 , 6-di-tert-butyl-4 methylphenol, 57.3% zeolite, 12.0 ascorbic acid and 18.7% Genapol T-500 (Clariant) , where the 2, 6-di- tert-butyl-4 methylphenol was added as a melt .
- Granule prepared by high shear mixer granulation, containing 12.6% 4 , 4 ' -isopropylidenebis (2 , 6- dimethylphenol) , 84.9% sodium sulphate and 2.6% Sokalan CP13S (BASF), where the 4 , 4 ' -isopropylidenebis (2 , 6-dimethylphenol) was added as a milled powder.
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- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Emergency Medicine (AREA)
- Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- Inorganic Chemistry (AREA)
- Detergent Compositions (AREA)
- Anti-Oxidant Or Stabilizer Compositions (AREA)
- Cosmetics (AREA)
Abstract
The present invention provides a granule that releases antioxidants rapidly.
Description
FAST RELEASE GRANULES
FIELD OF INVENTION
The present invention relates to granule conferring improved delivery of antioxidants to wash liquor.
BACKGROUND OF INVENTION
Rapid delivery of adjuncts to a wash medium is important because it is necessary to have active adjuncts present in the wash liquor for the maximum time so that they perform in the most efficacious manner.
EP 570237, GB 1570128, GB 2348436, GB 2095274 and GB 2097419 disclose granules comprising bentonite and non-ionic surfactant. The granules may optionally comprise antioxidants .
GB 1557568 discloses a granular laundry composition comprising an agglomerate of (a) from 1 to 50% by weight of the agglomerate of a quaternary ammonium surface active agent, and (b) from 10 to 90% by weight of the agglomerate of an organic acid precursor as activator for a persalt bleaching agent. It may also be desirable, especially if nonionic surface-active agents are mixed in prior to the spray-drying operation, to incorporate from 0.01% to 10%, expressed by reference to the non-ionic surfactant, of an antioxidant. Further optional ingredient is an ion- exchangeable smectite clay, such as Bentonite.
SUMMARY OF INVENTION
The present invention provides a granule that releases an antioxidant rapidly into a wash medium.
In one aspect of the present invention there is provided a granule comprising:
(i) a bentonite particle ;
(ii) nonionic surfactant; and , (iii) an antioxidant, wherein the antioxidant is dissolved in the non- ionic surfactant forming an antioxidant/non-ionic solution, wherein the weight ratio of antioxidant to non-ionic is at least 5:100, and the weight ratio of antioxidant/non-ionic solution to bentonite is in the range from 10:100 to 1:1, preferably 10:100 to 50:100, more preferably 20:100 to
40:100.
The maximum weight ratio of antioxidant to non-ionic is determined by the solubility of the antioxidant in the non- ionic; in any event the preferred maximum weight ratio of antioxidant to non-ionic is 1:1.
In another aspect of the present invention there is provided a method of preparing a clay granule comprising the steps of:
(i) dissolving the antioxidant in a non- ionic surfactant, and mixing with particulate bentonite; and,
(ii) granulating, wherein the weight ratio of antioxidant to non-ionic is at least 5:100 and the weight ratio of antioxidant/non-ionic
solution to bentonite is in the range from 10:100 to 1:1.
In a further aspect of the present invention there is provided a method of treating a textile with the antioxidant granules of the present invention in an aqueous medium, followed by rinsing and drying the textile.
Treatment is preferably carried out in the domestic context, at temperature between 10 to 60 0C, preferably 15 to 40 0C.
DETAILED DESCRIPTION OF THE INVENTION The Granule
The granule is preferably a sieve fraction in the range 180 to 1400 microns. The granule is preferably used in a laundry detergent powder formulation in the range from 0.1 to 5 wt %.
Bentonite
Bentonite is a widely used clay and is commercially available as a fine powder. A granular form may also be used.
Antioxidant
Anti -oxidants are substances as described in Kirk-Othmers (VoI 3, pg 424) and in Uhlmans Encyclopedia (VoI 3, pg 91) and CRC Press Oxidation Inhibition in Organic Materials VoIs I and II, Eds. Jan Pospisil and Peter P. Klemchuk: ISBN 0- 8493-4767-X and 0-8493-4768-8.
One class of anti-oxidants suitable for use in the present invention is alkylated phenols having the general formula:
wherein R is C1-C22 linear or branched alkyl, preferably methyl or branched C3-C6 alkyl; C3-C6 alkoxy, preferably methoxy,- Rl is a C3-C6 branched alkyl, preferably tert- butyl ; x is 1 or 2. Hindered phenolic compounds are preferred as antioxidant.
Another class of anti-oxidants suitable for use in the present invention is a benzofuran or benzopyran derivative having the formula:
R7
wherein Rl and R2 are each independently alkyl or Rl and R2 can be taken together to form a C5-C6 cyclic hydrocarbyl moiety; B is absent or CH2 ; R4 is C1-C6 alkyl; R5 is hydrogen or -C(O)R3 wherein R3 is hydrogen or C1-C19 alkyl; R6 is C1-C6 alkyl; R7 is hydrogen or C1-C6 alkyl; X is - CH2OH, or -CH2A wherein A is a nitrogen comprising unit, phenyl, or substituted phenyl. Preferred nitrogen comprising
A units include amino, pyrrolidino, piperidino, morpholino, piperazino, and mixtures thereof.
Other suitable antioxidants are found as follows. A derivative of a-tocopherol , beta-tocopherol , gamma- tocopherol, delta-tocopherol, and alkyl esters of gallic acid, especially octyl gallate and dodecyl gallate.
Another example of suitable antioxidants are the class of hindered amine light stabilisers (HALS) , particularly those based 2,2,6, 6-tetramethylpipiridines .
Preferred anti-oxidants are phenols, in particular 2,6-di- tert-butylphenol , 2 , 6-di-tert-butyl-4-methylphenol, and mixtures of 2 and 3- tert-butyl-4-methoxyphenol . A preferred antioxidant is 4 , 4 ' -isopropylidenebis (2 , 6-dimethylphenol) .
Mixtures of antioxidants may be use and in particular mixtures that have synergic antioxidant.
Non- ionic surfactant
The non-ionic surfactant may be selected from alcohol ethoxylates, R- (OCH2CH2) nOH, where R is an alkyl chain typically C10 to Ci8 and n is 1 to 20, preferably 3 to 9, most preferred n = 7. Preferred nonionic surfactants such as Ci2-
CX8 alkyl ethoxylates ("AE") including the so-called narrow peaked alkyl ethoxylates .
In a further preferred aspect, the non-ionic is preferably selected from materials having an alkyl chain length in the
range ClO to C18, with an ethoxylate number in the range 1 to 10, preferably 3 to 7.
Binder The non-ionic/antioxidant may serve as a binder with out the need for other binders to be present. It is however preferred that a binder other than the non- ionic surfactant is used. Preferably, the other binder is present between 0 and 20 wt% of the total granule weight, preferably 3 to 15% and more preferably 5 to 10%.
The binder may be water but may be any other suitable material that serves to hold individual particles of bentonite/non-ionic together. Polycarboxylate binders are preferred; commercial examples of such are available from
BASF, for example: Sokalan CP 10, Sokalan CP 45, Sokalan CP 5, Sokalan CP 7, Sokalan CP 9, Sokalan PA 15, Sokalan PA 20, Sokalan PA 40.
Experimental
Preparation of Granules: Anti-oxidant/Bentonite Granules 1) Bentonite/2, 6-di-tert-butyl-4 methylphenol 1. Og of 2 , 6-di-tert-butyl-4 methylphenol was dissolved in 9.Og coco7EO nonionic to obtain a anti-oxidant/nonionic solution. 10. Og of bentonite powder (Optigel CK - Sud
Chemie) was then mixed thoroughly in a pestle and mortar with 2.5g of the anti-oxidant/nonionic solution, forming a free-flowing powder. The resulting free-flowing powder was then granulated with 2.7g of Sokalan CP5 (BASF) (40%) . The granules were then dried in an oven at 8O0C and finally
sieved to provide a granulate sized in the range 180 and 1000 microns.
2) Bentonite/4 , 4 ' -isopropylidenebis (2 , 6-dimethylphenol) 1. Og of 4 , 4 ' -isopropylidenebis (2 , 6-dimethylphenol) was dissolved in 9.Og coco7E0 nonionic. 10. Og of bentonite powder (Optigel CK - Sud Chemie) was then mixed thoroughly in a pestle and mortar with 2.5g of the anti- oxidant/nonionic solution, forming a free- flowing powder. The resulting free- flowing powder was then granulated with 2.7g of Sokalan CP5 (BASF) (40%) . The granules were then dried in an oven at 800C and finally sieved to provide a granulate sized in the range 180 and 1000 microns.
3) Granule, prepared by high shear mixer granulation, containing 11.6% 2 , 6-di-tert-butyl-4 methylphenol , 54.3% zeolite, 11.6% ascorbic acid and 22.5% PEG6000, where the 2 , 6-di-tert-butyl-4 methylphenol was added as a milled powder .
4) Granule, prepared by high shear mixer granulation, containing 12.7% 2 , 6-di-tert-butyl-4 methylphenol, 59.2% sodium sulphate, 12.7% ascorbic acid and 15.4% PEG6000, where the 2 , 6-di-tert-butyl-4 methylphenol was added as a milled powder.
5) Granule, prepared by high shear mixer granulation, containing 12.0% 2 , 6-di-tert-butyl-4 methylphenol, 57.3% zeolite, 12.0 ascorbic acid and 18.7% Genapol T-500 (Clariant) , where the 2, 6-di- tert-butyl-4 methylphenol was added as a melt .
6) Granule, prepared by high shear mixer granulation, containing 12.6% 4 , 4 ' -isopropylidenebis (2 , 6- dimethylphenol) , 84.9% sodium sulphate and 2.6% Sokalan CP13S (BASF), where the 4 , 4 ' -isopropylidenebis (2 , 6-dimethylphenol) was added as a milled powder.
RATE OF RELEASE METHOD
4g of detergent powder (in this instance Brazilian OMO MA) was dissolved in 1 litre of demineralized water at room temperature and stirred (magnetic stirrer) for 20 minutes in order for complete dissolution.
After the dissolution period, 0. Ig of the antioxidant containing granules, sieve fraction 180 to 1000 microns, were added to the solution with constant stirring.
A small sample of the solution was taken after 5 minutes using a 2ml syringe. This sample was immediately filtered through a Whatman Puradisc (1.0 micromol polyethersulfone membrane) filter. The filtered sample was analysed by HPLC to determine the percentage of antioxidant released.
The amount of anti -oxidant released into the wash solution after 5 minutes, for each of the examples, is shown in the following table.
Example % Anti-oxidant Released after 5 minutes
1 100
2 86
Comparative 3 12
Comparative 4 12
Comparative 5 36
Comparative 6 28
Claims
1 . A granule comprising :
(i) a bentonite particle; (ϋ) non-ionic surfactant; and,
(iii) an antioxidant, wherein the antioxidant is dissolved in the non-ionic surfactant forming an antioxidant/non- ionic solution, wherein the weight ratio of antioxidant to non-ionic is at least 5:100 and the weight ratio of antioxidant/non- ionic solution to bentonite is in the range from 10:100 to 1:1.
2. A granule according to claim 1, wherein the non- ionic is selected from materials having an alkyl chain length in the range ClO to C18, with an ethoxylate number in the range 1 to 10.
3. A granule according to claim 1 or 2 , wherein the antioxidant is selected from the group consisting of: 2, 6-di-tert-butylphenol, 2, 6-di-tert-butyl-4- methylphenol , and 4,4' -isopropylidenebis (2 , 6-dimethylphenol ) .
4. A granule according to any preceding claim, wherein the granule comprises a binder other than a non-ionic surfactant binder in the range between 0 and 20 wt% of the total granule weight.
5. A granule according to any preceding claim, wherein the antioxidant granules are a sieve fraction in the range 180 to 1400 microns.
6. A laundry detergent powder formulation comprising the antioxidant granule, as defined in any preceding claim, in the range 0.1 to 5 wt % .
7. A method of preparing a clay granule comprising the steps of:
(i) dissolving the antioxidant in a non- ionic surfactant, and mixing with particulate bentonite; and,
(ii) granulating, wherein the weight ratio of antioxidant to non-ionic is at least 5:100 and the weight ratio of antioxidant/non- ionic solution to bentonite is in the range from 10:100 to 1:1.
Priority Applications (5)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US12/224,246 US20090029896A1 (en) | 2006-02-24 | 2007-02-02 | Fast Release Granules |
EP07703299.3A EP1987120B2 (en) | 2006-02-24 | 2007-02-02 | Fast release granules |
AT07703299T ATE445691T1 (en) | 2006-02-24 | 2007-02-02 | RAPID RELEASE GRANULES |
ES07703299T ES2333375T5 (en) | 2006-02-24 | 2007-02-02 | Quick release granules |
DE602007002796T DE602007002796D1 (en) | 2006-02-24 | 2007-02-02 | FAST DELIVERY GRANULAT |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP06250978 | 2006-02-24 | ||
EP06250978.1 | 2006-02-24 |
Publications (1)
Publication Number | Publication Date |
---|---|
WO2007096053A1 true WO2007096053A1 (en) | 2007-08-30 |
Family
ID=36440943
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/EP2007/000990 WO2007096053A1 (en) | 2006-02-24 | 2007-02-02 | Fast release granules |
Country Status (8)
Country | Link |
---|---|
US (1) | US20090029896A1 (en) |
EP (1) | EP1987120B2 (en) |
AR (1) | AR059873A1 (en) |
AT (1) | ATE445691T1 (en) |
DE (1) | DE602007002796D1 (en) |
ES (1) | ES2333375T5 (en) |
WO (1) | WO2007096053A1 (en) |
ZA (1) | ZA200805980B (en) |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP2161247B1 (en) * | 2008-09-05 | 2012-10-24 | Sika Technology AG | Method for stabilising polycarboxylates |
CN102762785A (en) * | 2009-12-23 | 2012-10-31 | 英威达技术有限公司 | Polyolefin elastic fiber |
Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB1557568A (en) * | 1976-09-20 | 1979-12-12 | Procter & Gamble | Laundry composition comprising an agglomerate of a cationic surfactant and a bleach activator |
GB1570128A (en) * | 1976-03-25 | 1980-06-25 | Procter & Gamble | Detergent composition |
GB2095274A (en) * | 1981-02-26 | 1982-09-29 | Colgate Palmolive Co | Spray dried base beads and detergent compositions |
GB2097419A (en) * | 1981-02-26 | 1982-11-03 | Colgate Palmolive Co | Base beads for manufacture of detergent compositions |
EP0570237A2 (en) * | 1992-05-15 | 1993-11-18 | Colgate-Palmolive Company | Particulate fabric softening and detergent compositions |
GB2348436A (en) * | 1999-04-01 | 2000-10-04 | Procter & Gamble | Detergent compositions |
Family Cites Families (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3580850A (en) † | 1967-07-17 | 1971-05-25 | Rohm & Haas | Stabilized nonionic surfactants in solid formulations containing active chlorine compounds |
CA1121245A (en) † | 1979-05-21 | 1982-04-06 | Michael Curtis | Processing of detergent compositions containing nonionic surfactants |
US4973422A (en) * | 1989-01-17 | 1990-11-27 | The Procter & Gamble Company | Perfume particles for use in cleaning and conditioning compositions |
GB9417140D0 (en) † | 1994-08-24 | 1994-10-12 | Unilever Plc | Detergent compositions |
CA2196771A1 (en) † | 1994-08-25 | 1996-02-29 | Laszlo Moldovanyi | Surface-active formulations |
EP0903401B1 (en) † | 1997-09-17 | 2003-08-06 | Ciba SC Holding AG | Antimicrobial additive for washing agents |
US6593287B1 (en) * | 1999-12-08 | 2003-07-15 | The Procter & Gamble Company | Compositions including ether-capped poly(oxyalkylated) alcohol surfactants |
GB0021182D0 (en) * | 2000-08-29 | 2000-10-18 | Unilever Plc | Cleaning aid |
ATE350450T1 (en) * | 2002-05-02 | 2007-01-15 | Procter & Gamble | DETERGENT COMPOSITIONS AND COMPONENTS THEREOF |
DE102004035552A1 (en) † | 2004-07-22 | 2006-02-16 | Henkel Kgaa | Non-ionic and / or perfume-containing soda-free particles for use in detergents or cleaners |
-
2007
- 2007-02-02 EP EP07703299.3A patent/EP1987120B2/en not_active Not-in-force
- 2007-02-02 AT AT07703299T patent/ATE445691T1/en not_active IP Right Cessation
- 2007-02-02 US US12/224,246 patent/US20090029896A1/en not_active Abandoned
- 2007-02-02 WO PCT/EP2007/000990 patent/WO2007096053A1/en active Application Filing
- 2007-02-02 DE DE602007002796T patent/DE602007002796D1/en active Active
- 2007-02-02 ZA ZA200805980A patent/ZA200805980B/en unknown
- 2007-02-02 ES ES07703299T patent/ES2333375T5/en active Active
- 2007-02-22 AR ARP070100745A patent/AR059873A1/en not_active Application Discontinuation
Patent Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB1570128A (en) * | 1976-03-25 | 1980-06-25 | Procter & Gamble | Detergent composition |
GB1557568A (en) * | 1976-09-20 | 1979-12-12 | Procter & Gamble | Laundry composition comprising an agglomerate of a cationic surfactant and a bleach activator |
GB2095274A (en) * | 1981-02-26 | 1982-09-29 | Colgate Palmolive Co | Spray dried base beads and detergent compositions |
GB2097419A (en) * | 1981-02-26 | 1982-11-03 | Colgate Palmolive Co | Base beads for manufacture of detergent compositions |
EP0570237A2 (en) * | 1992-05-15 | 1993-11-18 | Colgate-Palmolive Company | Particulate fabric softening and detergent compositions |
GB2348436A (en) * | 1999-04-01 | 2000-10-04 | Procter & Gamble | Detergent compositions |
Also Published As
Publication number | Publication date |
---|---|
US20090029896A1 (en) | 2009-01-29 |
ES2333375T3 (en) | 2010-02-19 |
ES2333375T5 (en) | 2013-12-18 |
EP1987120B2 (en) | 2013-09-11 |
ZA200805980B (en) | 2009-10-28 |
ATE445691T1 (en) | 2009-10-15 |
DE602007002796D1 (en) | 2009-11-26 |
EP1987120A1 (en) | 2008-11-05 |
AR059873A1 (en) | 2008-05-07 |
EP1987120B1 (en) | 2009-10-14 |
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