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WO2005100530A1 - Activateur de blanchiment comprenant un compose alkyloxy, son procede de fabrication et composition de blanchiment le renfermant - Google Patents

Activateur de blanchiment comprenant un compose alkyloxy, son procede de fabrication et composition de blanchiment le renfermant Download PDF

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Publication number
WO2005100530A1
WO2005100530A1 PCT/KR2004/001146 KR2004001146W WO2005100530A1 WO 2005100530 A1 WO2005100530 A1 WO 2005100530A1 KR 2004001146 W KR2004001146 W KR 2004001146W WO 2005100530 A1 WO2005100530 A1 WO 2005100530A1
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WO
WIPO (PCT)
Prior art keywords
group
bleach activator
alkyloxy
chemical formula
water
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
Application number
PCT/KR2004/001146
Other languages
English (en)
Inventor
Jin-Young Hyun
Chang-Woo Lee
Kyung-Hee Oh
Sang-Woon Kwak
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
LG H&H Co Ltd
Original Assignee
LG Household and Health Care Ltd
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Priority claimed from KR1020040026379A external-priority patent/KR20050101255A/ko
Priority claimed from KR1020040026378A external-priority patent/KR20050101254A/ko
Application filed by LG Household and Health Care Ltd filed Critical LG Household and Health Care Ltd
Publication of WO2005100530A1 publication Critical patent/WO2005100530A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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Classifications

    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/39Organic or inorganic per-compounds
    • C11D3/3902Organic or inorganic per-compounds combined with specific additives
    • C11D3/3905Bleach activators or bleach catalysts
    • C11D3/3907Organic compounds
    • C11D3/3915Sulfur-containing compounds
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D17/00Detergent materials or soaps characterised by their shape or physical properties
    • C11D17/0039Coated compositions or coated components in the compositions, (micro)capsules
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/39Organic or inorganic per-compounds
    • C11D3/3902Organic or inorganic per-compounds combined with specific additives
    • C11D3/3905Bleach activators or bleach catalysts
    • C11D3/3907Organic compounds
    • C11D3/391Oxygen-containing compounds

Definitions

  • the present invention relates to a bleaching activator comprising alkyloxy compound, manufacturing method of the bleaching activator, and a bleaching composition containing the bleaching activator.
  • the bleaching method using inorganic peroxides such as sodium perborate tetrahydrate, sodium perborate monohydrate, sodium percarbonate, urea peroxo hydrate, and sodium peroxide enables to remove contaminants more effectively, i.e., stains from fruit juice, coffee, wine, or grass.
  • the bleaching ability of the inorganic peroxide significantly varies depending on the temperature. For example, sodium perborate shows optimum effects at a temperature of higher than 80°C, and sodium percarbonate at higher than 60°C, but does not in the cool water used at a temperature range of 20 to 25 °C in summer or at about 5 ° C in winter.
  • bleach activator method was introduced for inorganic peroxides to present comparable bleaching effects even at a low temperature
  • TAED tetra acetyl ethylene diamine
  • US 4,412,934, US 4,483,778, US 4,606,838 and US 4,671,891 disclose bleaching agents using acyl compound as a bleach activator, but it is not cost effective because it requires relatively greater consumption.
  • US 4,686,061, US 5,043,089 and EP 0210674 disclose carbonate derivatives bleach activator, but it produces bleach odor as molecular structure changes in laundry water.
  • the present invention is designed to solve the problems of the prior art, and an object of the present invention is to provide an alkyloxy bleach activator with excellent stability for storage even under the condition of high temperature and humidity when the alkyloxy bleach activator is mixed in oxygen bleach composition containing inorganic peroxides. It is another object of the present invention to provide an oxygen bleaching composition, which has excellent stability for storage, containing the alkyloxy bleach activator. Moreover, it is another object to provide a manufacturing method of the bleach activator composed of uniform-sized granular particles without decreasing the effective component of the bleach activator.
  • alkyloxy bleach activator of the present invention is comprised of granular particle formed by binding of a plurality of fine powders composed of alkyloxy compound for bleaching activation with the use of a water-soluble binder, as shown in the following Chemical Formula 1, and a coating layer formed on a surface of the granular particle.
  • the coating layer prevents the bleach activator from being exposed to inorganic peroxides and moisture in the air
  • the alkyloxy bleach activator has excellent stability for storage even under the condition of high temperature and humidity when the bleach activator is mixed in oxygen bleaching composition containing inorganic peroxide.
  • Ri and R 3 are respectively one selected from the group consisting of alkyl, alkylene, aryl, alkaryl, and alkarylene, which have a carbon number of 1 to 20, n is an integer from 0 to 10, and L is a leaving group selected from the group consisting of (I) to (III) of the following Chemical Formula 2:
  • R 2 is one of alkyl and alkylene, having a carbon number of 1 to 20
  • Y is one selected from the group consisting of hydrogen, chlorine, bromine, SO 3 M, CO 2 M and OSO 2 M
  • M is one selected from the group consisting of hydrogen, alkali metal ion, ammonium ion and equivalent alkaline earth metal.
  • the alkyloxy bleach activator of the present invention is produced in spherical or cylindrical shape.
  • the spherical alkyloxy bleach activator is produced by a method comprising;
  • (SI) forming a fine powder fluidized bed by putting a plurality of fine powders composed of alkyloxy compound for bleaching activation expressed by the Chemical Formula 1 into a predetermined container where gas flows, and then fluidizing the fine powders; (S2) binding the fine powders to each other by spraying a solution in which a water-soluble binder is dissolved to the fine powders so that the fine powders are formed into a plurality of spherical granular particles having an average diameter of 0.1 to 4 mm; and (S3) forming a coating layer on the spherical granular particle by spraying a solution containing a coating material to a fluidized bed composed of a plurality of the formed spherical granular particles.
  • the cylindrical alkyloxy bleach activator of the present invention is produced by a method comprising; (SI) mixing a plurality of fine powders composed of alkyloxy compound for bleaching activation expressed by the following Chemical Formula 1 with a water-soluble binder, and making the mixture into cylindrical granular particles having an average diameter of 0.1 to 3 mm and a length of 0.1 to 30 mm with the use of an extruder and a pelletizer; (S2) forming a cylindrical granular particle fluidized bed by putting cylindrical granular paticles into a predetermined container where a gas flows, and then fluidizing the particles; and (S3) forming a coating layer on a surface of the cylindrical granular particle by spraying a solution containing a coating material to the cylindrical granular particle fluidized bed.
  • the cylindrical bleach activator with uniform size and shape can be obtained, while effective component of the bleach activator is not largely decreased, and its productivity is very high.
  • the present invention provides a bleach composition containing inorganic peroxides, which includes 0.01 to 15wt% of the alkyloxy bleach activator on the basis of the weight of the entire composition.
  • This bleach composition has excellent stability for storage even under the condition of high temperature and humidity, thus bleaching, washing, and sterilizing abilities effectively last for a longer period of time.
  • the alkyloxy bleach activator of the present invention is comprised of: a granular particle formed by binding a plurality of fine powders composed of alkyloxy compound for bleaching activation expressed by the Chemical Formula 1 mentioned above with the use of a water-soluble binder; and a coating layer formed on a surface of the granular particle.
  • the alkyloxy compound for bleaching activation expressed by the chemical formula 1 is capable of releasing peroxycarboxylic acid even at a low temperature, having excellent bleaching effect for hydrophobic stains as well as hydrophilic stains, and hardly generating bleach odor.
  • the alkyloxy compound for bleaching activation may be obtained by the method disclosed in US 5,705,091, or by the reaction of chloroformate with hydroxybenzene, its derivatives, or its salt in solvent.
  • the chloroformate is made by the reaction of fatty acid monoester with phosgene, diphosgene or triphosgene under basic condition.
  • a plurality of fine powders composed of the alkyloxy compound are bound by a water-soluble binder to form, for example, spherical granular particles with an average diameter of 0.1 to 4mm or cylindrical granular particles with an average diameter of 0.1 to 3mm and a length of 0.1 to 30mm.
  • the spherical or cylindrical granular particle mentioned above allows the coating layer to be easily formed on the surface, and improves stability for storage as its exposure to inorganic peroxide and moisture in the air relatively decreases. Any component, if it is soluble easily in the laundry water and capable of binding fine powders to each other, can be used as the water-soluble binder.
  • white sugar, glucose, starch, gelatin, polyethylene glycol, alkyl polyethoxylate, sorbitan fatty acid esters, linear alkylbenzene sulfonate, carboxymethyl cellulose, hydroxyethyl cellulose, methyl cellulose, hydroxypropyl cellulose, arabic gum, ethyl cellulose and poly vinyl pyrrolidone, can be used alone or by mixture.
  • 0.5 to 10wt% of water- soluble binder is recommended on the basis of the entire weight of the granular particles in case of the spherical granular particles, while 0.5 to 20wt% in case of the cylindrical granular particles, in order to give sufficient binding effect and maintain the content of alkyloxy compound for bleaching activation more than a certain creteria.
  • the granular particle, formed as mentioned above shows improved stability for storage to some extent when it is mixed with oxygen bleach composition, but not as effective particularly under the condition of high temperature and humidity because inorganic peroxide and bleach activator still contact each other in the bleaching composition, thereby deteriorating stability as moisture in the air facilitates the reaction between them.
  • the bleach activator of the present invention has a coating layer on a surface of the granular particle.
  • the coating layer significantly improves stability for storage since it prevents fine powders from contacting with inorganic peroxide and moisture in the air.
  • inorganic substance, water-soluble organic substance or mixture of them can be used if it can be easily eliminated from the surface of the granular particle by solvating or dispersing in the laundry water.
  • the inorganic substance is at least one selected from the group consisting of sodium carbonate, sodium bicarbonate, potassium carbonate, potassium bicarbonate, sodium sulfate, zeolite, talc, clay, and silica
  • the water-soluble organic substance is at least one selected from the group consisting of polyethylene glycol, alkyl polyethoxylate, carboxy methyl cellulose, hydroxyethyl cellulose, methyl cellulose, hydroxypropyl cellulose, 2-methyl-5-vinylpyridine-methylacrylate-methacrylic acid polymer, and polyvinyl pyrrolidone.
  • the coating layer is preferably made of mixture of inorganic and water-soluble organic substances, with ideal ratio of about 1:10 to 10:1 wt%.
  • the thickness of the coating layer should be about 1 to lOOj-ffli or more preferably about 5 to 25 /-m.
  • Mixer is commonly used to make fine powders into granular particles, herein binder is used to bind fine powders to each other. But, this method has drawbacks that the content of effective components is largely decreased and the granular particles are not uniform in size and shape since the mixer requires a large amount of binder.
  • spherical granular particles by fluidizing fine powders comprising of alkyloxy compound for bleaching activation and then spraying the solution of water- soluble binder thereto, or obtained cylindrical granular particles with the use of an extruder and a pelletizer.
  • a manufacturing process of the spherical granular particles is as follows. Fine powders of the alkyloxy compound expressed by the chemical formula 1 are put into a predetermined container where gas flows and then fluidized to form a fine powder fluidized bed. In the fluidized bed, fine powders are in a state of fluidization where they can be easily fluidized like boiling liquid because fluidized resistance equals gravity.
  • the fine powders are bound to each other just by spraying a solution of water-soluble binder dissolved in water or organic solvent into the fluidized bed.
  • suitable heat air is given into the fluidized bed in order to evaporate the solvent contained in the bound fine powders.
  • the concentration of the binder and spraying rate of the solution are controlled.
  • a higher content of effective component of fine powders as well as uniform shape and size of the granular particles is achieved because even a small amount of binder resin could provide sufficient binding ability between the fine powders.
  • a manufacturing process of the cylindrical granular particles is as follows.
  • Cylindrical granular particles of the fine powders are obtained with the use of an extruder and a pelletizer. Namely, in order to produce the cylindrical granular particles having an average diameter of 0.1 to 3 mm and a length of 0.1 to 30 mm, a plurality of fine powders composed of alkyloxy compound for bleaching activation are mixed with a water-soluble binder in an extruder and a pelletizer, and then extruded or molded. By this method, the bleach activator comprising cylindrical granular particles with uniform size and shape can be obtained, while effective component of the bleach activator is not largely decreased, and its productivity is very high.
  • Next step is to form a coating layer on the surface of the granular particles by spraying the solution in which coating materials are dissolved or dispersed into the fluidized bed composed of the spherical or cylindrical granular particles produced by above process.
  • suitable heat air is given into the fluidized bed in order to evaporate the solvent contained in the coating layer.
  • kind or content of the water-soluble binder and the coating materials used is the same as described above.
  • the alkyloxy bleach activator of the present invention is added to oxygen bleaching composition containing inorganic peroxide when used.
  • the content of the bleach activator is preferably 0.01 to 15wt on the basis of the total weight of the entire composition. If the content of it is less than 0.01wt%, the inorganic peroxide may not be sufficiently activated. If the content of it is more than 15wt%, the inorganic peroxide may be activated too rapid.
  • organic peroxyacid and inorganic compound generating hydrogen peroxide such as percarbonate salt (M 2 C 2 O 6 ), perborate salt (MBO 3 ), perphosphate salt, persulfate salt and urea peroxide are generally used for the oxygen bleaching composition.
  • percarbonate salt, perborate salt and their mixture are suitable for the peroxide in the present invention.
  • the content of the inorganic peroxide is preferably 1 to 80wt out of the total weight of the composition.
  • components except the inorganic peroxide and the bleach activator are commonly selected and suitably mixed according to the kind and usage thereof.
  • surfactant and builder which may be added to the bleaching composition according to the present invention, are described.
  • anion surfactant or nonion surfactant may be used.
  • the content of the surfactant is not specially limited, but preferably 1 to 40wt% out of the total weight of the composition.
  • the anion surfactant may adopt alkylbenzene sulfonate (ABS), fatty acid salt, alkyl monosulfonate, alphaolefin sulfonate (AOS) and so on.
  • the nonion surfactant may adopt oxoalcohol polyethylene glycol, fatty acid polyoxyethylene glycol, alkylphenyl polyoxyethylene glycol, or polyoxyethylene glycol, and so on.
  • the builder is an alkali metal salt additive for improving washing ability of the surfactant.
  • the builder may adopt polyphosphate alkali metal salt such as sodium tripolyphosphate; alumino silicate such as zeolite; polyacetal carboxylate; polycarboxylate; carbonates such as sodium carbonate (Na 2 CO 3 ) and sodium bicarbonate (NaHCO 3 ); silicates such as layered crystalline ⁇ -Na 2 SiO 3 or ⁇ -Na 2 SiO 3 ; and so on.
  • a content of the builder is preferably 10 to 50wt% on the basis of the total weight of the composition in consideration of improvement of the washing ability of the surfactant.
  • the oxygen bleaching composition of the present invention may further include other additives which are commonly used for the detergent, for example, inorganic salts such as sodium carbonate and sodium sulfonate, fluorescent dyes, enzymes, perfume and so on.
  • inorganic salts such as sodium carbonate and sodium sulfonate
  • fluorescent dyes such as sodium carbonate and sodium sulfonate
  • enzymes such as enzymes, perfume and so on.
  • the coating process of spherical granular particles Manufacturing examples 3-1 to 3-4
  • the coating process was performed in the fluidized bed composed of the spherical granular particles produced by the method as described above, using each one or mixture of polyethylene glycol, sodium sulfate, and zeolite according to the table 3.
  • 600g of the spherical granular particles produced by the manufacturing example 1 was put into the container of the fluidization device, and fluidized with heat air.
  • the solution of coating material consisting of each one or mixture of any of polyethylene glycol, sodium sulfate, and zeolite as described in table 3, was sprayed through a spray nozzle equipped at lower end of the container into the fluidized bed. Then, the coating layer was formed. Processing condition and composition of the coated bleach activators are shown in table 3 as below.
  • the content of each coating material is expressed by wt% of each component used on the basis of the total weight of the entire composition.
  • the active oxygen titrimetry was used as below in order to test stability for storage of the bleaching component in the product in case the bleach activator produced by combination of the manufacturing examples 1 and 3, or 2 and 4 is used as a component of detergent composition.
  • O. ⁇ parts by weight of detergent base (30wt% of surfactant; 20wt% of soda ash; 20wt% of soda silicate; 20wt% of Erigeron Canadensis), 0.2parts by weight of sodium percarbonate, 0.05parts by weight of the bleach activator produced was added to a vial. After it kept in thermohydrostat of 30°C and 80% of relative humidity for 3 or 5 days with the cover open, the value of residual active oxygen was measured by titration. As for the test of active oxygen, KS method was adopted.
  • the bleaching composition comprising the bleach activator of the present invention (embodiments 1-16) shows excellent stability for storage, compared to the comparative examples.
  • Another bleaching compositions were made as follows on the basis of the previous results. To make the bleaching compositions, components except additives and bleaching components are firstly made into granulated powder, and then the additives and the bleaching components are added to and mixed with the granulated powder. The unit is wt%.
  • TAED is tetra acetyl ethylene diamine
  • LAS is linear alkylbenzene sulfonate
  • the fluorescent dye is Tinopal DMA-X (manufactured by Ciba Specialty Chemical Co.)
  • the enzyme is Savinase 12.0T (manufactured by Novozyme).
  • Equation 1 bleaching ratio(%) [(l-R s ) 2 /2R s -(l-R b ) 2 /2R b J/[(l-R s ) 2 /2R s -(l-R o ) 2 /2R 0 J x
  • Equation 1 R s is a surface reflectivity of the cotton fabric when contaminated, R is a surface reflectivity of the cotton fabric after removing contaminants, and R 0 is a surface reflectivity of the white cotton fabric in its original state.
  • Table 7 shows that the bleaching composition manufactured by the embodiments 17 and 18 containing the bleach activator of the present invention presents excellent bleaching ability against contamination of red wind, coffee, red pepper and tea.
  • the above-mentioned bacilli are added at the concentration of 2.0 to 5.0 x 10 5 /mL into each beaker and then stirred. And then, the bleaching compositions made in the embodiments 17, 18 and the comparative examples 4 to 7 are respectively added into each beaker at a ratio of 1.0 g/L, and the number of bacilli is measured with the passage of time. At this time, a beaker to which the bleaching composition is not added is selected as a control group.
  • the bleaching composition manufactured by embodiments 17 and 18 containing the bleach activator of the present invention shows excellent initial death rate.
  • INDUSTRIAL APPLICABILITY As described above, the alkyloxy bleach activator composed of the granular particle with a coating layer according to the present invention, shows excellent stability for storage when mixed in oxygen bleaching composition containing inorganic peroxide even under the condition of high temperature and humidity.
  • the bleaching composition is very useful for domestic and industrial use because it provides excellent bleaching ability, washing ability, and sterilizing ability for a long period of time.
  • the bleach activator comprising granular particles with uniform size can be obtained without largely decreasing the effective component of the bleach activator.

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  • 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)

Abstract

L'invention concerne un activateur de blanchiment comprenant un composé alkyloxy, son procédé de fabrication et une composition de blanchiment renfermant cet activateur. L'activateur de blanchiment alkyloxy se compose de particules granuleuses formées par liaison de plusieurs poudre fines constituées d'un composé alkyloxy aux fins de l'activation de blanchiment au moyen d'un liant soluble dans l'eau, d'une couche de revêtement formées desdites particules granuleuses. Etant donné que la couche de revêtement empêche l'activateur de blanchiment de venir en contact avec des peroxydes inorganiques et l'humidité dans l'air, l'activateur de blanchiment alkyloxy présente une excellente stabilité en stockage par température et humidité élevées lorsqu'il est mélangé dans une composition de blanchiment à l'oxygène renfermant un peroxyde inorganique.
PCT/KR2004/001146 2004-04-16 2004-05-14 Activateur de blanchiment comprenant un compose alkyloxy, son procede de fabrication et composition de blanchiment le renfermant Ceased WO2005100530A1 (fr)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
KR1020040026379A KR20050101255A (ko) 2004-04-16 2004-04-16 알킬옥시계 표백활성화제, 그 제조방법 및 이를 함유하는표백조성물
KR10-2004-0026379 2004-04-16
KR1020040026378A KR20050101254A (ko) 2004-04-16 2004-04-16 알킬옥시계 표백활성화제, 그 제조방법 및 이를 함유하는표백조성물
KR10-2004-0026378 2004-04-16

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WO2005100530A1 true WO2005100530A1 (fr) 2005-10-27

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CN (1) CN1296468C (fr)
WO (1) WO2005100530A1 (fr)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1735264A4 (fr) * 2004-03-31 2007-05-23 Lg Household & Health Care Ltd Procede de preparation de composes ester utilises comme activateurs de blanchiment
CN103911852A (zh) * 2013-12-16 2014-07-09 苏州芳然纺织有限公司 一种棉纤维活化剂及其制备方法

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5458801A (en) * 1991-09-27 1995-10-17 Kao Corporation Process for producing granular bleach activator composition and granular bleach activator composition
US5534195A (en) * 1993-12-23 1996-07-09 The Procter & Gamble Co. Process for making particles comprising lactam bleach activators
US5705091A (en) * 1995-09-11 1998-01-06 The Clorox Company Alkoxylated peracid activators
US6358902B1 (en) * 1998-04-27 2002-03-19 The Procter & Gamble Company Detergent tablet containing bleach activator of specific particle size
US6617300B2 (en) * 2000-08-30 2003-09-09 Procter & Gamble Company Granular bleach activators having improved solubility profiles

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DK17290D0 (fr) * 1990-01-22 1990-01-22 Novo Nordisk As
TW368520B (en) * 1994-11-08 1999-09-01 Kao Corp Liquid bleaching agent composition

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5458801A (en) * 1991-09-27 1995-10-17 Kao Corporation Process for producing granular bleach activator composition and granular bleach activator composition
US5534195A (en) * 1993-12-23 1996-07-09 The Procter & Gamble Co. Process for making particles comprising lactam bleach activators
US5705091A (en) * 1995-09-11 1998-01-06 The Clorox Company Alkoxylated peracid activators
US6358902B1 (en) * 1998-04-27 2002-03-19 The Procter & Gamble Company Detergent tablet containing bleach activator of specific particle size
US6617300B2 (en) * 2000-08-30 2003-09-09 Procter & Gamble Company Granular bleach activators having improved solubility profiles

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1735264A4 (fr) * 2004-03-31 2007-05-23 Lg Household & Health Care Ltd Procede de preparation de composes ester utilises comme activateurs de blanchiment
US7708905B2 (en) 2004-03-31 2010-05-04 Lg Household & Health Care Ltd. Method for preparing ester compounds as bleach activators
CN103911852A (zh) * 2013-12-16 2014-07-09 苏州芳然纺织有限公司 一种棉纤维活化剂及其制备方法
CN103911852B (zh) * 2013-12-16 2016-07-27 高阳县格瑞恩染织有限公司 一种棉纤维活化剂及其制备方法

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CN1296468C (zh) 2007-01-24
CN1683486A (zh) 2005-10-19

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