WO1994019446A1 - Bleaching composition - Google Patents

Bleaching composition Download PDF

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Publication number
WO1994019446A1
WO1994019446A1 PCT/JP1994/000307 JP9400307W WO9419446A1 WO 1994019446 A1 WO1994019446 A1 WO 1994019446A1 JP 9400307 W JP9400307 W JP 9400307W WO 9419446 A1 WO9419446 A1 WO 9419446A1
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WIPO (PCT)
Prior art keywords
component
acid
bleaching
weight
composition
Prior art date
Application number
PCT/JP1994/000307
Other languages
French (fr)
Inventor
Satoshi Matsunaga
Yoshitaka Miyamae
Mieko Inoha
Haruo Yoshimura
Original Assignee
Lion Corporation
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Filing date
Publication date
Application filed by Lion Corporation filed Critical Lion Corporation
Priority to AU61156/94A priority Critical patent/AU6115694A/en
Publication of WO1994019446A1 publication Critical patent/WO1994019446A1/en

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    • 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
    • C11D3/3945Organic per-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
    • 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
    • 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
    • C11D3/3935Bleach activators or bleach catalysts granulated, coated or protected

Definitions

  • This invention relates to a bleaching composition which has high bleaching power and is safe to colored fabrics and to a bleaching detergent composition containing the same.
  • Prevalent bleaching agents or beaching detergents for clothes mostly contain sodium percarbonate or sodium
  • TAED tetraacetylethylenediamine
  • PAG pentaacetylglucose
  • OOBS sodium octanoyloxybenzenesulfonate
  • the organic peracid precursor reacts with a peroxyhydrate, such as sodium percarbonate, to generate an organic peracid of higher bleaching performance which is effective to remove stains of foods, sweat, etc.
  • a peroxyhydrate such as sodium percarbonate
  • JP-B-57-30183 the term "JP-B” as used herein means an "examined published Japanese patent application”
  • JP-B-60-40544 an acylated amino acid
  • an oxygen type bleaching agent with integral granules of at least one of an amine, an amine salt and an ammonium salt and an organic peracid or a precursor thereof.
  • the bleaching composition according to the present invention comprises (a) an oxygen type peroxide, (b) an organic peracid or a precursor thereof, and (c) at least one of an amine, an amine salt and a quaternary ammonium salt, the components (b) and (c) being integrally granulated with a binder or impregnated.
  • Component (c) i.e., one or more of an amine, anamine salt and a quaternary ammonium salt (hereinafter sometimes referred to simply as an amine salt, etc.), prevents an organic peracid from decomposing and providing a highly concentrated decomposition product locally on color fiber thereby to prevent decoloration.
  • the effect of the amine salt, etc. is manifested by integrally granulating or impregnating the amine salt, etc. with an organic peracid or a precursor thereof by means of a nonionic surface active agent and a binder, such as polyethylene glycol or a fatty acid.
  • the bleaching detergent composition according to the present invention contains the above-mentioned bleaching composition.
  • Component (a) which can be used in the present invention includes hydrogen peroxide, a peroxyhydrate, e.g., an alkali metal salt of percarbonate or persulfate, and inorganic peroxides, e.g., an alkali metal salt of perborate or persulfate. Sodium and potassium are preferable for the alkali metal salt.
  • Component (a) is used in an amount of from 2 to 90% by weight, preferably from 5 to 70% by weight, and more preferably from 20 to 70% by weight, based on the whole bleaching composition.
  • Component (b) an organic peracid or a precursor thereof, includes perdodecanedicarboxylic acid, perbenzoic acid, monomagnesium perphthalate; an imide, e.g.,
  • component (b) is a straight chain organic peracid or a precursor thereof. More preferred example of component (b) is a sulfonate or carboxylate of straight chain organic peracid precursor.
  • Component (b) is used in an amount of from 5 to 80% by weight, and preferably from 10 to 60% by weight, based on the amount of the component (a) in the bleaching composition or bleaching detergent composition of the present invention.
  • Amines of component (c) include alkanolamines, e.g., monoethanolamine, diethanolamine, triethanolamine, N- methyldiethanolamine, monoisopropanolamine,
  • diisopropanolamine and triisopropanolamine; ethylenediamine and derivatives thereof, e.g., diethylenetriamine,
  • hydroxyethylethylenediamine and N,N-dimethylethylenediamine; polymethylenediamines or derivatives thereof, e.g.,
  • trimethylenediamine and tetramethylenediamine e.g., methylamine, octylamine, dodecylamine,
  • dodecyldimethylamine, and dioctadecylmethylamine ethylene oxide adducts of these alkylamines
  • aromatic amines e.g., aniline and N-methylaniline.
  • monoethanolamine, diethanolamine, triethanolamine, N- methylethanolamine and hydroxypropylethylenediamine are preferable.
  • Secondary amines such as diethanolamine, N- methylethanolamine and hydroxypropylethylenediamine are more preferable.
  • the above-enumerated amines may be used in the form of a salt with an acid.
  • the salt-forming acid includes inorganic acids, e.g., sulfuric acid, hydrochloric acid, or hydrobromic acid; and organic acids, e.g., acetic acid, octanoic acid, lauric acid, myristic acid, dodecylsulfuric acid, an ⁇ -olefinsulfonic acid, an alkylbenzensulfonic acid, benzoic acid, hydroxybenzoic acid, hydroxysulfonic acid, hydroxybenzenesufonic acid, citric acid, succinic acid, glutaric acid, adipic acid, and azelaic acid.
  • benzoic acid, hydroxybenzoic acid, hydroxybenzensulfonic acid, glutaric acid, adipic acid and citric acid are examples of organic acids, e.g., sulfuric acid, hydrochloric acid, or hydrobromic acid; and
  • component (c) includes dodecyltrimethylammonium chloride, and dioctadecyldimethylammonium chloride.
  • Preferred example of component (c) is an amine salt such as an alkanolamine salt. More preferred example of component (c) is a fatty acid salt or sulfate of secondary alkanolamine. Most preferred example of component (c) is an aromatic fatty acid salt or aromatic sulfate of secondary alkanolamine.
  • Component (c) is used in an amount usually of from 0.3 to 3 times, and preferably of from 0.4 to 2 times, the weight of component (b) in the bleaching composition or bleaching detergent composition of the present invention. If the amount of component (c) is less than 0.3 times the weight of component (b), sufficient effects on prevention of
  • Binders to be used are those capable of solidifying at 40°C or higher to exhibit binding properties.
  • Such binders include nonionic surface active agents, e.g., an ethylene oxide and/or
  • binders may be used either individually or in
  • the binder is used in an amount usually of from 0.1 to 4 times, and preferably of from 0.2 to 2 times, the weight of component (b).
  • Granulation of components (b) and (c) may be carried out by using an inorganic salt, e.g., salt cake, as an additive for improving granulating properties.
  • an inorganic salt e.g., salt cake
  • the bleaching composition of the present invention is prepared by mixing component (a) and granules obtained by granulating components (b) and (c) (hereinafter referred to as a granular organic peracid precursor).
  • the bleaching composition may contain other optional components, such as enzymes, inorganic salts (e.g., sodium carbonate), surface active agents, and fluorescent whitening agents.
  • Components (a) and the above-mentioned granular organic peracid precursor can be compounded with a detergent composition for clothes, etc. to provide a bleaching
  • the detergent composition may contain surface active agents commonly added to detergents and other known
  • components such as inorganic salts, chelate builders, soil redeposition inhibitors, enzymes, fluorescent whitening agents, and perfumes.
  • Suitable surface active agents include anionic surface active agents, such as
  • alkylbenzenesulfonates ⁇ -olefinsulfonates, alkylsulfates, ⁇ - sulfo-fatty acid lower alkyl ester salts, higher fatty acid salts, alkanesulfonates, and polyoxyethylene alkylsulfate ester salts; nonionic surface active agents, such as
  • polyoxyethylene alkyl or alkenyl ethers polyoxyethylene fatty acid esters, sugar fatty acid esters, and alkylamine oxides
  • cationic surface active agents such as
  • the content of surface active agent in the bleaching detergent composition ranges from 3 to 40% by weight, and preferably from 5 to 30% by weight.
  • suitable inorganic salts include carbonates, sulfates, and silicates.
  • inorganic salts in the bleaching detergent composition ranges from 5 to 40% by weight, and preferably from 10 to 35% by weight.
  • Suitable chelate builders include phosphates, polyacrylates, polycarboxylates, and zeolite.
  • the content of chelete builders in the bleaching detergent composition ranges from 5 to 30% by weight, and preferably from 10 to 25% by weight.
  • suitable soil redeposition inhibitors include polyvinyl alcohol and enzymes such as amylase, cellulase, alkali lipase and alkali protease.
  • the content of soil redeposition inhibitors in the bleaching detergent composition ranges from 0.3 to 5% by weight, and preferably from 0.5 to 3% by weight.
  • the content of enzymes in the bleaching detergent composition ranges from 0.1 to 5% by weight, and preferably from 0.2 to 3% by weight.
  • component (a) in the bleaching detergent composition ranges from 2 to 90% by weight
  • Examples 1 to 23 and Comparative Examples 1 and 2 (1) Preparation of Granular Organic Peracid Precursor: Two grams of an amine salt, etc. shown in Table 1 below, 5 g of tetraacetylethylenediamine (TAED), and 3 g of polyethylene glycol (molecular weight: 20000) were dry- blended at room temperature, melt-kneaded at 80° to 120°C, extruded, and pelletized. The pellets were classified to obtain granules which pass through 12 mesh and did not pass through 60 mesh.
  • TAED tetraacetylethylenediamine
  • a composition having the formulation shown in Tables 2 to 4 below was prepared using the granular organic peracid precursor prepared in (1) above, and decoloring properties of the composition was evaluated. The results obtained are shown in Table 5 below.
  • the bleaching compositions were prepared by dry blending the components.
  • compositions were prepared by once preparing detergent particles by dry blending the components other than an enzyme, sodium percarbonate and the granular organic peracid precursor and then dry blending the above components.
  • Tinopal CBS-X manufactured by CIBA-Geigy A.G.
  • Tinopal CBS-X manufactured by CIBA-Geigy A.G.
  • composition (bulk density: 0.78)
  • alkylbenzenesulfonate having 10 to 14 carbon atoms in alkyl moiety thereof
  • alkyl ether ethoxylate (average ethyleneoxide addition mole number: 15)
  • Tinopal CBS-X manufactured by CIBA-Geigy A.G.
  • TAED, amine salt o (see Table 1) and PEG 20,000 were dry-blended in the amounts as shown in the following Table 6 at room temperature, melt-kneaded at 80 to 120°C, extruded, and pelletized. The pellets were classified to obtain granules which pass through 12 mesh and did not pass through 60 mesh.
  • the bleaching composition A (see Table 2) was prepared using the thus-obtained glanular organic peracid precursor, and decoloring properties of the composition was evaluated. The results obtained are shown in Table 6 below.
  • a bleaching composition and a bleaching detergent composition were prepared by using each of the resulting granules in the same manner as in Example 1.
  • the property of the composition in prevention of decoloration was evaluated. The results obtained are shown in Table 7 below.
  • the bleaching composition or bleaching detergent composition according to the present invention comprising granular organic peracid precursor prepared by integrally granulating an organic peracid or a precursor thereof and an amine salt, etc. with a binder and an oxygen type peroxide carries out bleaching while preventing decoloration of color fibers or clothes.

Abstract

A bleaching composition comprising (a) an oxygen type peroxide, (b) an organic peracid or a precursor thereof, and (c) at least one of an amine, an amine salt and a quaternary ammonium salt, the components (b) and (c) being integrally granulated with a binder or impregnated; and a bleaching detergent composition containing the same. The compositions exhibit high bleaching power without decoloring color fabrics.

Description

DESCRIPTION
Bleaching Composition
Technical Field
This invention relates to a bleaching composition which has high bleaching power and is safe to colored fabrics and to a bleaching detergent composition containing the same. Background Art
Prevalent bleaching agents or beaching detergents for clothes mostly contain sodium percarbonate or sodium
perborate as a bleaching base. Since these bases alone have insufficient bleaching properties, they are usually combined with an organic peracid precursor, such as
tetraacetylethylenediamine (TAED), pentaacetylglucose (PAG) or sodium octanoyloxybenzenesulfonate (OOBS). The organic peracid precursor reacts with a peroxyhydrate, such as sodium percarbonate, to generate an organic peracid of higher bleaching performance which is effective to remove stains of foods, sweat, etc. However, the organic peracid thus
generated has a disadvantage of weakening fiber. In
particular, when such a bleaching component is scattered over color clothes together with a detergent component and the clothes are given a thorough soak for a while, the dyes of the fiber are also decolorized.
In order to overcome these problems, use of an amino acid (see JP-B-57-30183, the term "JP-B" as used herein means an "examined published Japanese patent application") or an acylated amino acid (see JP-B-60-40544) has been proposed. These techniques are effective when applied to a bleaching component solely comprising an oxygen type peroxide but insufficient when applied to the oxygen type peroxide combined with an organic peracid or a precursor thereof. Disclosure of Invention
As a result of extensive investigations, the present inventors have found that excellent effects on prevention of decoloration can be obtained by compounding an oxygen type bleaching agent with integral granules of at least one of an amine, an amine salt and an ammonium salt and an organic peracid or a precursor thereof.
That is, the bleaching composition according to the present invention comprises (a) an oxygen type peroxide, (b) an organic peracid or a precursor thereof, and (c) at least one of an amine, an amine salt and a quaternary ammonium salt, the components (b) and (c) being integrally granulated with a binder or impregnated.
Component (c), i.e., one or more of an amine, anamine salt and a quaternary ammonium salt (hereinafter sometimes referred to simply as an amine salt, etc.), prevents an organic peracid from decomposing and providing a highly concentrated decomposition product locally on color fiber thereby to prevent decoloration. The effect of the amine salt, etc. is manifested by integrally granulating or impregnating the amine salt, etc. with an organic peracid or a precursor thereof by means of a nonionic surface active agent and a binder, such as polyethylene glycol or a fatty acid.
The bleaching detergent composition according to the present invention contains the above-mentioned bleaching composition.
Component (a) which can be used in the present invention includes hydrogen peroxide, a peroxyhydrate, e.g., an alkali metal salt of percarbonate or persulfate, and inorganic peroxides, e.g., an alkali metal salt of perborate or persulfate. Sodium and potassium are preferable for the alkali metal salt. Component (a) is used in an amount of from 2 to 90% by weight, preferably from 5 to 70% by weight, and more preferably from 20 to 70% by weight, based on the whole bleaching composition.
Component (b), an organic peracid or a precursor thereof, includes perdodecanedicarboxylic acid, perbenzoic acid, monomagnesium perphthalate; an imide, e.g.,
tetraacetylethylenediamine, tetraacetylglycoluril or
diacetylglycine anhydride; acetyl sugars, e.g.,
pentaacetylglucose and tetraacetylmethylglucoside; and sulfonates or carboxylates of fatty acid phenol esters, e.g., alkanoyloxybenzenesulfonates and
alkanoyloxybenzenecarboxylates. Preferred example of
component (b) is a straight chain organic peracid or a precursor thereof. More preferred example of component (b) is a sulfonate or carboxylate of straight chain organic peracid precursor.
Component (b) is used in an amount of from 5 to 80% by weight, and preferably from 10 to 60% by weight, based on the amount of the component (a) in the bleaching composition or bleaching detergent composition of the present invention.
If the amount of component (b) is less than 0.3% by weight, desired bleaching effects are not manifested in some cases.
No further bleaching effect is obtained even with more than 60% by weight of component (b).
Amines of component (c) include alkanolamines, e.g., monoethanolamine, diethanolamine, triethanolamine, N- methyldiethanolamine, monoisopropanolamine,
diisopropanolamine, and triisopropanolamine; ethylenediamine and derivatives thereof, e.g., diethylenetriamine,
diethylenetetramine, hydroxypropylethylenediamine,
hydroxyethylethylenediamine, and N,N-dimethylethylenediamine; polymethylenediamines or derivatives thereof, e.g.,
trimethylenediamine and tetramethylenediamine; alkylamines, e.g., methylamine, octylamine, dodecylamine,
dodecyldimethylamine, and dioctadecylmethylamine; ethylene oxide adducts of these alkylamines; and aromatic amines, e.g., aniline and N-methylaniline. Among them,
monoethanolamine, diethanolamine, triethanolamine, N- methylethanolamine and hydroxypropylethylenediamine are preferable. Secondary amines such as diethanolamine, N- methylethanolamine and hydroxypropylethylenediamine are more preferable.
The above-enumerated amines may be used in the form of a salt with an acid. The salt-forming acid includes inorganic acids, e.g., sulfuric acid, hydrochloric acid, or hydrobromic acid; and organic acids, e.g., acetic acid, octanoic acid, lauric acid, myristic acid, dodecylsulfuric acid, an α-olefinsulfonic acid, an alkylbenzensulfonic acid, benzoic acid, hydroxybenzoic acid, hydroxysulfonic acid, hydroxybenzenesufonic acid, citric acid, succinic acid, glutaric acid, adipic acid, and azelaic acid. Among them, benzoic acid, hydroxybenzoic acid, hydroxybenzensulfonic acid, glutaric acid, adipic acid and citric acid are
preferable. Organic acids having a benzene group such as benzoic acid, hydroxybenzoic acid and hydroxybenzenesulfonic acid are more preferable. The quaternary ammonium salt of component (c) includes dodecyltrimethylammonium chloride, and dioctadecyldimethylammonium chloride. Preferred example of component (c) is an amine salt such as an alkanolamine salt. More preferred example of component (c) is a fatty acid salt or sulfate of secondary alkanolamine. Most preferred example of component (c) is an aromatic fatty acid salt or aromatic sulfate of secondary alkanolamine.
Component (c) is used in an amount usually of from 0.3 to 3 times, and preferably of from 0.4 to 2 times, the weight of component (b) in the bleaching composition or bleaching detergent composition of the present invention. If the amount of component (c) is less than 0.3 times the weight of component (b), sufficient effects on prevention of
decoloration cannot be produced. If it exceeds 3 times, granulation would be difficult.
It is essential that components (b) and (c) should be used as integrally granulated by using a binder. Binders to be used are those capable of solidifying at 40°C or higher to exhibit binding properties. Such binders include nonionic surface active agents, e.g., an ethylene oxide and/or
propylene. oxide adduct of an alcohol or fatty acid containing from 8 to 18 carbon atoms; polyethylene glycol having an average molecular weight of 2000 to 30000; saturated or unsaturated fatty acids containing from 8 to 18 carbon atoms; and dibasic acids, e.g., succinic acid and glutaric acid.
These binders may be used either individually or in
combination thereof.
The binder is used in an amount usually of from 0.1 to 4 times, and preferably of from 0.2 to 2 times, the weight of component (b).
Granulation of components (b) and (c) may be carried out by using an inorganic salt, e.g., salt cake, as an additive for improving granulating properties.
The bleaching composition of the present invention is prepared by mixing component (a) and granules obtained by granulating components (b) and (c) (hereinafter referred to as a granular organic peracid precursor). If desired, the bleaching composition may contain other optional components, such as enzymes, inorganic salts (e.g., sodium carbonate), surface active agents, and fluorescent whitening agents.
Components (a) and the above-mentioned granular organic peracid precursor can be compounded with a detergent composition for clothes, etc. to provide a bleaching
detergent composition.
The detergent composition may contain surface active agents commonly added to detergents and other known
components, such as inorganic salts, chelate builders, soil redeposition inhibitors, enzymes, fluorescent whitening agents, and perfumes.
Examples of suitable surface active agents include anionic surface active agents, such as
alkylbenzenesulfonates, α-olefinsulfonates, alkylsulfates, α- sulfo-fatty acid lower alkyl ester salts, higher fatty acid salts, alkanesulfonates, and polyoxyethylene alkylsulfate ester salts; nonionic surface active agents, such as
polyoxyethylene alkyl or alkenyl ethers, polyoxyethylene fatty acid esters, sugar fatty acid esters, and alkylamine oxides; cationic surface active agents, such as
tetraalkylammonium chlorides; and amphoteric surface active agents, such as alkylsulfobetains. The content of surface active agent in the bleaching detergent composition ranges from 3 to 40% by weight, and preferably from 5 to 30% by weight.
Examples of suitable inorganic salts include carbonates, sulfates, and silicates. The content of
inorganic salts in the bleaching detergent composition ranges from 5 to 40% by weight, and preferably from 10 to 35% by weight.
Examples of suitable chelate builders include phosphates, polyacrylates, polycarboxylates, and zeolite. The content of chelete builders in the bleaching detergent composition ranges from 5 to 30% by weight, and preferably from 10 to 25% by weight.
Examples of suitable soil redeposition inhibitors include polyvinyl alcohol and enzymes such as amylase, cellulase, alkali lipase and alkali protease. The content of soil redeposition inhibitors in the bleaching detergent composition ranges from 0.3 to 5% by weight, and preferably from 0.5 to 3% by weight. The content of enzymes in the bleaching detergent composition ranges from 0.1 to 5% by weight, and preferably from 0.2 to 3% by weight.
The content of component (a) in the bleaching detergent composition ranges from 2 to 90% by weight,
preferably from 2 to 40% by weight, and more preferably from
2 to 20% by weight.
Best Mode for Carrying Out the Invention The present invention will now be illustrated in greater detail with reference to Examples, but the present invention should not be construed as being limited thereof. The property of the compositions prepared in prevention of decoloration was evaluated according to the following test method.
In a cylindrical container having a diameter of 15 cm and a depth of 5 cm was put cloth (11 cm x 11 cm) dyed with Reactive Red-21, and 10 mi of tap water at 40°C was poured thereon to give a thorough wet. Then, 5 g of a bleaching composition or 10 g of a bleaching detergent composition was uniformly scattered thereon. After standing for 30 minutes, the cloth was thoroughly washed with water and dried in air, and the degree of decoloration of the cloth was observed with the naked eye and evaluated according to the following rating system.
Rating system for Degree of Decoloration:
5 ... Serious decoloration
4 ... Considerable decoloration
3 .. . Obvious decoloration
2 ... Slight decoloration
1 ... Very slight decoloration
0 .. . No decoloration
Examples 1 to 23 and Comparative Examples 1 and 2 (1) Preparation of Granular Organic Peracid Precursor: Two grams of an amine salt, etc. shown in Table 1 below, 5 g of tetraacetylethylenediamine (TAED), and 3 g of polyethylene glycol (molecular weight: 20000) were dry- blended at room temperature, melt-kneaded at 80° to 120°C, extruded, and pelletized. The pellets were classified to obtain granules which pass through 12 mesh and did not pass through 60 mesh.
Figure imgf000013_0001
Figure imgf000014_0001
Figure imgf000015_0001
For comparison, 5 g of tetraacetylethylenediamine and 5 g of polyethylene glycol (molecular weight: 20000) were granulated in the same manner as described above to prepare granular organic peracid precursor containing no amine salt, etc. (Comparative Example 1). Further, 5 g of
tetraacetylethylenediamine and 2 g of polyethylene glycol (molecular weight: 20000) were granulated in the same manner as described above, and compound a of Table 1 was dry-blended with the granules (Comparative Example 2).
(2) Preparation of Bleaching Composition and Bleaching
Detergent Composition and Evaluation Thereof:
A composition having the formulation shown in Tables 2 to 4 below was prepared using the granular organic peracid precursor prepared in (1) above, and decoloring properties of the composition was evaluated. The results obtained are shown in Table 5 below.
The bleaching compositions were prepared by dry blending the components. The bleaching detergent
compositions were prepared by once preparing detergent particles by dry blending the components other than an enzyme, sodium percarbonate and the granular organic peracid precursor and then dry blending the above components.
Figure imgf000017_0001
Note: Compounding ratio of each components was referred to as % by weight.
1) Sodium salt of straight or branched alkylbenzenesulfonate
(alkyl average: 10 to 14 carbon atoms)
2) Polyoxyethylene (p = 9) secondary alkyl ether (alkyl average: 12 to 13 carbon atoms)
3) Protease (Alkalase 6.0T manufactured by NOVO INDUSTRI A/S)
4) Tinopal CBS-X manufactured by CIBA-Geigy A.G.)
TABLE 3
Formulation of Former Bleaching Detergent Composition (bulk density: 0.33)
Figure imgf000019_0001
Note: Compounding ratio of each components was referred to as % by weight.
1) Sodium α-olefinsulfonate having 14 to 18 carbon atoms
2) Sodium salt of straight chain alkylbenzenesulfonate having 10 to 14 carbon atoms in the alkyl moiety thereof
3) Sodium alkylsulfate having 12 to 15 carbon atoms 4) Sodium polyoxyethylene alkyl ether sulfonate having 12 to 15 carbon atoms in the alkyl moiety thereof
5) Sodium salt of saturated fatty acid having 14 to 18 carbon atoms
6) Polyethylene glycol (molecular weight: 6000)
7) Tinopal CBS-X manufactured by CIBA-Geigy A.G.
TABLE 4
Formulation of High Bulk Density Bleaching Detergent
Composition (bulk density: 0.78)
Figure imgf000021_0001
Note: Compounding -ratio of each components was referred to as % by weight.
1) Sodium salt of saturated fatty acid methyl ester sulfonate having 12 to 16 carbon atoms in the fatty acid moiety thereof
2) Potassium α-olefinsulfonate having 14 to 18 carbon atoms
3) Sodium salt of straight chain alkylbenzenesulfonate having 10 to 14 carbon atoms in the alkyl moiety thereof
4) Potassium salt of straight chain
alkylbenzenesulfonate having 10 to 14 carbon atoms in alkyl moiety thereof
5) Sodium alkylsulfate having 12 to 15 carbon atoms 6) Sodium polyoxyethylene alkyl ether sulfate having
12 to 15 carbon atoms in the alkyl moiety thereof
7) Sodium salt of saturated fatty acid having 14 to 18 carbon atoms
8) alkyl ether ethoxylate (average ethyleneoxide addition mole number: 15)
9) Polyethylene glycol (molecular weight: 6000)
10) Tinopal CBS-X manufactured by CIBA-Geigy A.G.
Figure imgf000023_0001
Figure imgf000024_0001
Examples 24 to 28
TAED, amine salt o (see Table 1) and PEG 20,000 were dry-blended in the amounts as shown in the following Table 6 at room temperature, melt-kneaded at 80 to 120°C, extruded, and pelletized. The pellets were classified to obtain granules which pass through 12 mesh and did not pass through 60 mesh. The bleaching composition A (see Table 2) was prepared using the thus-obtained glanular organic peracid precursor, and decoloring properties of the composition was evaluated. The results obtained are shown in Table 6 below.
Figure imgf000025_0001
Examples 29 to 34 and Comparative Examples 3 to 8
Five grams of each of organic peracid precursors represented by formulae (I) to (VI) shown below, 2 g of polyethylene glycol (molecular weight: 20000), and 3 g of amine salt a (see Table 1) were granulated in the same manner as in Example 1 to prepare granular organic peracid
precursor. j
Figure imgf000026_0001
wherein Ac: acetyl group; Me: methyl group
For comparison, 5 g of the organic peracid precursor and 5 g of polyethylene glycol (molecular weight: 20000) were granulated (Comparative Examples 3 to 8).
A bleaching composition and a bleaching detergent composition were prepared by using each of the resulting granules in the same manner as in Example 1. The property of the composition in prevention of decoloration was evaluated. The results obtained are shown in Table 7 below.
Figure imgf000027_0001
Industrial Applicability
The bleaching composition or bleaching detergent composition according to the present invention comprising granular organic peracid precursor prepared by integrally granulating an organic peracid or a precursor thereof and an amine salt, etc. with a binder and an oxygen type peroxide carries out bleaching while preventing decoloration of color fibers or clothes.

Claims

1. A bleaching composition comprising (a) an oxygen type peroxide, (b) an organic peracid or a precursor thereof, and (c) at least one of an amine, an amine salt and a
quaternary ammonium salt, the components (b) and (c) being integrally granulated with a binder or impragnated.
2. A bleaching detergent composition containing a bleaching composition comprising (a) an oxygen type peroxide, (b) an organic peracid or a precursor thereof, and (c) at least one of an amine, an amine salt and a quaternary
ammonium salt, the components (b) and (c) being granulated with a binder or impragnated.
3. The bleaching composition as claimed in claim 1 , wherein the component (a) is an alkali metal salt of
percarbonate of persulfate.
4. The bleaching composition as claimed in claim 1, wherein the component (b) is a straight chain organic peracid or a precursor thereof.
5. The bleaching composition as claimed in claim 1, wherein the component (b) is a straight chain organic peracid precursor.
6. The bleaching composition as claimed in claim 1, wherein the component (b) is a sulfonate or carboxylate of straight chain organic peracid precursor.
7. The bleaching composition as claimed in claim 1, wherein the content of component (a) ranges from 2 to 90% by weight.
8. The bleaching composition as claimed in claim 1, wherein the content of component (a) ranges from 5 to 70% by weight.
9. The bleaching composition as claimed in claim 1, wherein the content of component (a) ranges from 20 to 70% by weight.
10. The bleaching composition as claimed in claim 1, wherein the content of component (b) ranges from 5 to 80% by weight based on the amount of component (a).
11. The bleaching composition as claimed in claim 1, wherein the content of component (b) ranges from 10 to 60% by weight based on the amount of component (a).
12. The bleaching composition as claimed in claim 1, wherein the amount of component (c) is 0.3 to 3 times the weight of component (b).
13. The bleaching composition as claimed in claim 1, wherein the amount of component (c) is 0.4 to 2 times the weight of component (b).
14. The bleaching composition as claimed in claim 1, wherein the component (c) is an amine salt.
15. The bleaching composition as claimed in claim 14, wherein the salt-forming acid is an inorganic acid such as sulfuric acid, hydrochloric acid and hydrobromic acid; or organic acid such as acetic acid, octanoic acid, lauric acid, myristic acid, dodecylsulfuric acid, an α-olefinsulfonic acid, an alkylbenzensulfonic acid, benzoic acid,
hydroxybenzoic acid, hydroxysulfonic acid,
hydroxybenzenesufonic acid, citric acid, succinic acid, glutaric acid, adipic acid and azelaic acid.
16. The bleaching composition as claimed in claim 1, wherein the component (c) is an alkanolamine salt.
17. The bleaching composition as claimed in claim 1, wherein the component (c) is a fatty acid salt or sulfate of secondary alkanolamine.
18. The bleaching composition as claimed in claim 1, wherein the component (c) is an aromatic fatty acid salt or aromatic sulfate of secondary alkanolamine.
19. The bleaching detergent composition as claimed in claim 2, wherein the content of component (a) ranges from 2 to 90% by weight.
20. The bleaching detergent composition as claimed in claim 2, wherein the content of component (a) ranges from 2 to 40% by weight.
21. The bleaching detergent composition as claimed in claim 2, wherein the content of component (a) ranges from 2 to 20% by weight.
22. The bleaching detergent composition as claimed in claim 2, wherein the content of component (b) ranges from 5 to 80% by weight based on the amount of component (a).
23. The bleaching detergent composition as claimed in claim 2, wherein the content of component (b) ranges from 10 to 60% by weight based on the amount of component (a).
24. The bleaching detergent composition as claimed in claim 2, wherein the amount of component (c) is 0.3 to 3 times the weight of component (b).
25. The bleaching detergent composition as claimed in claim 2, wherein the amount of component (c) is 0.4 to 2 times the weight of component (b).
PCT/JP1994/000307 1993-02-26 1994-02-25 Bleaching composition WO1994019446A1 (en)

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JP6316893 1993-02-26
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JP5/113829 1993-04-15

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Cited By (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2450358A (en) * 2007-06-20 2008-12-24 Roy Arlington Jordan Alkyl- and alkanolammonium hydroxybenzoate salts for the topical treatment of infection, inflammation and pain
US8344026B2 (en) 2008-03-28 2013-01-01 Ecolab Usa Inc. Sulfoperoxycarboxylic acids, their preparation and methods of use as bleaching and antimicrobial agents
US8809392B2 (en) 2008-03-28 2014-08-19 Ecolab Usa Inc. Sulfoperoxycarboxylic acids, their preparation and methods of use as bleaching and antimicrobial agents
CN104059788A (en) * 2014-06-26 2014-09-24 济南伟传信息技术有限公司 Color cross preventing laundry soap powder
US8871807B2 (en) 2008-03-28 2014-10-28 Ecolab Usa Inc. Detergents capable of cleaning, bleaching, sanitizing and/or disinfecting textiles including sulfoperoxycarboxylic acids
US9242879B2 (en) 2012-03-30 2016-01-26 Ecolab Usa Inc. Use of peracetic acid/hydrogen peroxide and peroxide-reducing agents for treatment of drilling fluids, frac fluids, flowback water and disposal water
US9288992B2 (en) 2013-03-05 2016-03-22 Ecolab USA, Inc. Efficient stabilizer in controlling self accelerated decomposition temperature of peroxycarboxylic acid compositions with mineral acids
US9585397B2 (en) 2013-03-05 2017-03-07 Ecolab Usa Inc. Peroxycarboxylic acid compositions suitable for inline optical or conductivity monitoring
US9902627B2 (en) 2011-12-20 2018-02-27 Ecolab Usa Inc. Stable percarboxylic acid compositions and uses thereof
US10165774B2 (en) 2013-03-05 2019-01-01 Ecolab Usa Inc. Defoamer useful in a peracid composition with anionic surfactants

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2364965A1 (en) * 1976-09-20 1978-04-14 Procter & Gamble Europ BLEACHING COMPOSITION
EP0239294A1 (en) * 1986-03-22 1987-09-30 Interox Chemicals Limited Surface treatment of Peroxyacids
EP0443640A2 (en) * 1990-01-23 1991-08-28 Unilever N.V. Bleaching process and use of quaternary ammonium compounds in bleach compositions
US5130044A (en) * 1987-10-30 1992-07-14 The Clorox Company Delayed onset active oxygen bleach composition

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2364965A1 (en) * 1976-09-20 1978-04-14 Procter & Gamble Europ BLEACHING COMPOSITION
EP0239294A1 (en) * 1986-03-22 1987-09-30 Interox Chemicals Limited Surface treatment of Peroxyacids
US5130044A (en) * 1987-10-30 1992-07-14 The Clorox Company Delayed onset active oxygen bleach composition
EP0443640A2 (en) * 1990-01-23 1991-08-28 Unilever N.V. Bleaching process and use of quaternary ammonium compounds in bleach compositions

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WO2008155520A2 (en) * 2007-06-20 2008-12-24 Roy Arlington Jordan 4-hydroxy benzoate derivatives for use in the treatment of infection, inflammation or pain
WO2008155520A3 (en) * 2007-06-20 2009-02-19 Roy Arlington Jordan 4-hydroxy benzoate derivatives for use in the treatment of infection, inflammation or pain
US11015151B2 (en) 2008-03-28 2021-05-25 Ecolab Usa Inc. Sulfoperoxycarboxylic acids, their preparation and methods of use as bleaching and antimicrobial agents
US9290448B2 (en) 2008-03-28 2016-03-22 Ecolab USA, Inc. Sulfoperoxycarboxylic acids, their preparation and methods of use as bleaching and antimicrobial agents
US8809392B2 (en) 2008-03-28 2014-08-19 Ecolab Usa Inc. Sulfoperoxycarboxylic acids, their preparation and methods of use as bleaching and antimicrobial agents
US11827867B2 (en) 2008-03-28 2023-11-28 Ecolab Usa Inc. Sulfoperoxycarboxylic acids, their preparation and methods of use as bleaching and antimicrobial agents
US8871807B2 (en) 2008-03-28 2014-10-28 Ecolab Usa Inc. Detergents capable of cleaning, bleaching, sanitizing and/or disinfecting textiles including sulfoperoxycarboxylic acids
US10017720B2 (en) 2008-03-28 2018-07-10 Ecolab Usa Inc. Sulfoperoxycarboxylic acids, their preparation and methods of use as bleaching and antimicrobial agents
US9253978B2 (en) 2008-03-28 2016-02-09 Ecolab USA, Inc. Sulfoperoxycarboxylic acids, their preparation and methods of use as bleaching and antimicrobial agents
US8524775B2 (en) 2008-03-28 2013-09-03 Ecolab Usa Inc. Sulfoperoxycarboxylic acids, their preparation and methods of use as bleaching and antimicrobial agents (PSOA)
US10669512B2 (en) 2008-03-28 2020-06-02 Ecolab Usa Inc. Sulfoperoxycarboxylic acids, their preparation and methods of use as bleaching and antimicrobial agents
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US9540598B2 (en) 2008-03-28 2017-01-10 Ecolab Usa Inc. Detergents capable of cleaning, bleaching, sanitizing and/or disinfecting textiles including sulfoperoxycarboxylic acids
US10323218B2 (en) 2008-03-28 2019-06-18 Ecolab Usa Inc. Sulfoperoxycarboxylic acids, their preparation and methods of use as bleaching and antimicrobial agents
US9676711B2 (en) 2008-03-28 2017-06-13 Ecolab Usa Inc. Sulfoperoxycarboxylic acids, their preparation and methods of use as bleaching and antimicrobial agents
US8344026B2 (en) 2008-03-28 2013-01-01 Ecolab Usa Inc. Sulfoperoxycarboxylic acids, their preparation and methods of use as bleaching and antimicrobial agents
US10077415B2 (en) 2008-03-28 2018-09-18 Ecolab Usa Inc. Detergents capable of cleaning, bleaching, sanitizing and/or disinfecting textiles including sulfoperoxycarboxylic acids
US9902627B2 (en) 2011-12-20 2018-02-27 Ecolab Usa Inc. Stable percarboxylic acid compositions and uses thereof
US9242879B2 (en) 2012-03-30 2016-01-26 Ecolab Usa Inc. Use of peracetic acid/hydrogen peroxide and peroxide-reducing agents for treatment of drilling fluids, frac fluids, flowback water and disposal water
US10023484B2 (en) 2012-03-30 2018-07-17 Ecolab Usa Inc. Use of peracetic acid/hydrogen peroxide and peroxide-reducing agents for treatment of drilling fluids, frac fluids, flowback water and disposal water
US9926214B2 (en) 2012-03-30 2018-03-27 Ecolab Usa Inc. Use of peracetic acid/hydrogen peroxide and peroxide-reducing agents for treatment of drilling fluids, frac fluids, flowback water and disposal water
US10017403B2 (en) 2012-03-30 2018-07-10 Ecolab Usa Inc. Use of peracetic acid/hydrogen peroxide and peroxide-reducing enzymes for treatment of drilling fluids, frac fluids, flowback water and disposal water
US11939241B2 (en) 2012-10-05 2024-03-26 Ecolab Usa Inc. Stable percarboxylic acid compositions and uses thereof
US11180385B2 (en) 2012-10-05 2021-11-23 Ecolab USA, Inc. Stable percarboxylic acid compositions and uses thereof
US10165774B2 (en) 2013-03-05 2019-01-01 Ecolab Usa Inc. Defoamer useful in a peracid composition with anionic surfactants
US10893674B2 (en) 2013-03-05 2021-01-19 Ecolab Usa Inc. Efficient stabilizer in controlling self accelerated decomposition temperature of peroxycarboxylic acid compositions with mineral acids
US11026421B2 (en) 2013-03-05 2021-06-08 Ecolab Usa Inc. Efficient stabilizer in controlling self accelerated decomposition temperature of peroxycarboxylic acid compositions with mineral acids
US9288992B2 (en) 2013-03-05 2016-03-22 Ecolab USA, Inc. Efficient stabilizer in controlling self accelerated decomposition temperature of peroxycarboxylic acid compositions with mineral acids
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US9585397B2 (en) 2013-03-05 2017-03-07 Ecolab Usa Inc. Peroxycarboxylic acid compositions suitable for inline optical or conductivity monitoring
CN104059788A (en) * 2014-06-26 2014-09-24 济南伟传信息技术有限公司 Color cross preventing laundry soap powder

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