WO2006016610A2

WO2006016610A2 - Method of stabilizing amine oxide

Info

Publication number: WO2006016610A2
Application number: PCT/JP2005/014665
Authority: WO
Inventors: Jun Tatsumi; Hiroshi Yamamoto; Yoshiaki Hirano
Original assignee: Nippon Shokubai Co., Ltd.
Priority date: 2004-08-10
Filing date: 2005-08-10
Publication date: 2006-02-16
Also published as: TW200611971A; WO2006016610A3

Abstract

A method of stabilizing amine oxides that even under acidic and basic conditions, inhibits any formation of hydrophobic salts from the amine oxides to thereby enable stably handling of the amine oxides. There is provided a method of stabilizing amine oxides, comprising adding to an amine oxide composition at least one aromatic ethoxylate of the general formula: (1) (wherein R is a hydrogen atom, or C1-C6 alkyl or C2-C6 alkenyl; (EO)m is a skeleton derived from ethylene oxide of the general formula: (2) ; (PO)n is a skeleton derived from propylene oxide of the general formula: or (3) ; m is the number of ethylene oxide addition moles and an integer of ≥ 0; and n is the number of propylene oxide addition moles and an integer of ≥ 0, with the proviso that m+n is an integer of ≥ 1).

Description

Methods for stabilizing amine oxides

Technical field

[0001] The present invention relates to a method for stabilizing an amine oxide. More specifically, the present invention relates to a method for stabilizing an amine oxide that can be used as a raw material for a release agent composition, a cleaning agent composition, a bleaching agent composition, and the like.

Background art

[0002] Aminoxide is a compound that is widely used mainly in the industry as a surfactant, a solvent, and the like. In recent years, a release agent composition, a hair nourishing composition,榭脂 'It is also used as a wettability imparting agent used when coating rubber surfaces.

Such an amine oxide is known to form a hydrophobic salt when it coexists with an acidic substance or an alkaline substance, and phase-separates. For example, for use in direct contact with the skin such as a cleaning agent, Among the uses for which amine oxides are used, it is preferable to use these detergents under conditions other than neutrality. Therefore, there is a need for a method for stabilizing amine oxides such that such phase separation does not occur even under acidic or basic conditions.

[0003] Regarding the use of amineoxides, (A) Silicone emulsions (polysilicone content 3 to 60% by weight) containing polydiorganosiloxane with a viscosity of 50 to 10,000, OOOmPa at 25 ° C (B) ) Alkylamine oxide compounds 0.2 to: LO weight% (in composition) and (C) Neutralized salt of alkyl methacrylic acid acrylate copolymer or carboxyvinyl polymer 0.01 to 10 weight% (composition) A mold release agent composition (for example, see Patent Document 1), one or more extracts of Clara plant, and one or two amine oxides having a specific structure A hair nourishing agent containing more than one species is disclosed (see, for example, Patent Document 2).

[0004] In addition, (A) Viscosity at 25 ° C is 50 ~: LO, 000, OOOcSt both ends are hydroxyl-blocked polydiorganosiloxane, (B) Hydrogen atoms bonded to silicon atoms are in one molecule At least 3 Polyorganohydrogensiloxane, (C) a silicone emulsion containing a curing catalyst, (D) a water-soluble amino group-containing polyorganosiloxane, (E) an aminosilane compound, (F) an epoxysilane compound, (G A film-forming aqueous coating composition comprising a mixture of carboxylic acid and (H) alkylamine oxide (see, for example, Patent Document 3), (A) an anionic surfactant, Water content of stratum corneum containing one or more surfactants selected from amphoteric surfactants and semipolar surfactants, and (B) one or two or more non-ionic surfactants A reduction-suppressing composition is disclosed (for example, see Patent Document 4).

[0005] Furthermore, a resist stripping agent as essential components a tertiary Aminokishido is disclosed (For example, refer to Patent Document 5.) With ₀ tooth force, in these, to stabilize I spoon of Aminokishido Therefore, it is completely taken into consideration, and therefore, even under acidic and basic conditions, phase separation due to the formation of a hydrophobic salt derived from aminoxide can be suppressed and handled stably. There was room for ingenuity.

Patent Document 1: Japanese Patent Laid-Open No. 2002-248631 (Pages 1 and 2)

Patent Document 2: Japanese Patent Laid-Open No. 2002-193753 (Pages 1 and 2)

Patent Document 3: Japanese Patent Laid-Open No. 2002-188057 (Pages 1 and 2)

Patent Document 4: Japanese Patent Laid-Open No. 2002-128658 (Pages 1 and 2)

Patent Document 5: Japanese Patent Laid-Open No. 2002-62669 (Pages 1 and 2)

Disclosure of the invention

Problems to be solved by the invention

[0006] The present invention has been made in view of the above-described situation, and suppresses the formation of amine oxide-derived hydrophobic salts even under acidic and basic conditions, and stably handles amine oxides. It is an object of the present invention to provide a method for stabilizing amine oxides.

Means for solving the problem

[0007] The inventors of the present invention have made various studies on the method for stabilizing amine oxides. As a result, the aromatic alcohols have a structure in which ethylene oxide and Z or propylene oxide are attached. Group alkoxylates are produced when amineoxides are in acidic or basic conditions. It is found that a hydrophobic salt derived from an amine oxide can be dissolved, and when this aromatic alkoxylate is added to a composition containing an aminoxide, the hydrophobic salt is obtained even when the composition is subjected to acidic or basic conditions. It has been found that the amine oxide-containing composition can be stabilized by suppressing the formation of and the phase separation caused thereby. Further, as the aromatic alkoxylate used for such purposes, when the number of added moles of ethylene oxide within a specific range is 50% by mass or more based on the whole aromatic alkoxylate, the amine oxide is used. It has been found that the above can be more effectively stabilized, and the inventors have conceived that the above problems can be solved brilliantly, and have reached the present invention.

[0008] That is, the present invention provides a composition containing an amine oxide with the following general formula (1);

[0009] [Chemical 1]

[Wherein, R represents a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, or 2 carbon atoms.

Represents an alkenyl group of 6; (EO) is the following formula (2);

[0011] [Chemical 2]

[0012] represents a skeleton derived from ethylene oxide represented by (PO) is the following formula (3);

[0013] [Chemical 3]

[0014] A skeleton derived from propylene oxide represented by the formula: m represents the number of added moles of ethylene oxide, and is an integer of 0 or more. n represents the number of moles of propylene oxide added and is an integer of 0 or more. M + n is an integer of 1 or more. This is a method for stabilizing an amine oxide in which at least one aromatic ethoxylate represented by the formula (1) is added.

The present invention is described in detail below.

[0015] The stability of the amine oxide in the present invention is to suppress phase separation, formation of precipitates, etc. in the composition containing the amine oxide, for example, to make the hydrophobic salt derived from the amine oxide soluble. Etc. are included in this. As a result, when other substances are allowed to coexist in the composition containing amine oxide, the composition can be handled stably even when the composition becomes acidic or basic under the coexistence of other substances. Can be.

The method for stabilizing an amine oxide according to the present invention is a method in which an aromatic alkoxylate represented by the above general formula (1) is added to a composition containing an amine oxide. The composition containing an amine oxide contains one kind of amine oxide. It may also contain other components other than amine oxide which may contain two or more kinds. The aromatic alkoxylate may be added in one kind or in two or more kinds.

In the above general formula (1), R is a hydrogen atom, a force representing an alkyl group having 1 to 6 carbon atoms or an alkenyl group having 2 to 6 carbon atoms, a hydrogen atom or a methyl group. I like it. More preferably, it is a hydrogen atom.

[0017] In the general formula (1), the propylene oxide-derived skeleton (PO) and the ethylene oxide-derived skeleton (EO) may be added in any of addition forms, random addition and block addition. In addition, the order of addition is not limited, but the number of attached moles n of the skeleton (PO) derived from propylene oxide is preferably 0-9. In addition, the number m of adducts of the skeleton (EO) derived from ethylene oxide is preferably 2 to 9. More preferably, it is 3-8. When the added mole numbers n and m are in a preferable range, a higher amine oxide stability effect is exhibited.

[0018] The addition amount of the aromatic alkoxylate is not particularly limited, but the upper limit is 200% by mass with respect to the amine oxide in the yarn and the product containing the amine oxide. preferable. More preferably, it is 150% by mass, and still more preferably 120% by mass. The lower limit is preferably 0.01% by mass with respect to the amine oxide in the composition containing the amine oxide. More preferably, it is 0.1% by mass, and even more preferably 1.0% by mass. Moreover, as a preferable range, it is 200 mass%-0.01 mass%. More preferably, it is 150% by mass to 0.1% by mass, and still more preferably 120% by mass to 1.0% by mass. When the amount of aromatic alkoxylate added is more than 200% by mass with respect to the amine oxide, the use of other components contained in the yarn and the composition will be limited, and if it is less than 0.01% by mass, Therefore, the stability effect of amine oxide is not sufficiently exhibited.

[0019] The method for stabilizing an amine oxide of the present invention comprises the following general formula (4):

[0020] [Chemical 4] γ _γ 1γ2 _Ν ― Q (4)

[0021] (where Υ,

And Υ ² is the same or different and represents an organic residue. ) Force that is a method that can be used for all amineoxides represented by

In addition, it is preferable that Υ ² is the same or different and is an alkyl group having 1 to 20 carbon atoms or an alkyl ether group. More preferably, Υ,

And Υ ² is the same or different and is used for an alkyl group or alkyl ether group having 1 to 15 carbon atoms. When used in such an amine oxide, it becomes possible to more effectively suppress the phase separation of the composition containing the amine oxide.

[0022] Examples of the amine oxide for which the method for stabilizing an amine oxide of the present invention is suitably used include, for example,

Upsilon ² is a lauryl group, alkyl ether groups include those also groups force of two or more even without less but also selected methyl force. Among these, it is preferable to use those having a lauryl group and a methyl group or an alkyl ether group and a methyl group. More preferably, it is used for one having one lauryl group and two methyl groups, or one having one alkyl ether group and two methyl groups.

[0023] As the aromatic alkoxylate used in the method for stabilizing an amine oxide of the present invention, the m + n force in the general formula (1) can be used for the whole compound represented by the general formula (1). It is preferable that the sum of the proportions of the individual compounds of ^ -6 is 50% by weight or more. In this way, the total force of the ratio of individual compounds in which the total number of moles of ethylene oxide attached m and the number of moles of attached propylene oxide n (m + n) is 3 to 6 is 50% by mass or more. In this case, a sufficient effect of stabilizing the amine oxide can be obtained with a small amount of addition. More preferably, it is 55% by mass or more.

[0024] The method for obtaining the aromatic alkoxylate of the present invention includes various methods and is not particularly limited, but a method of adding an alkylene oxide such as ethylene oxide or propylene oxide to a phenol is preferable. . In this case, sodium hydroxide, lithium hydroxide, boron-based catalyst (BF, etc.), transition metal catalyst and transition metal complex catalyst (gold such as zinc and tin)

Three

Metal salts and metal complexes) can be used. As a method for producing an aromatic alkoxylate, for example, the following method can be used, but the production method is not limited to this method.

[0025] A reaction vessel equipped with a raw material inlet, a product outlet, an alkylene oxide and nitrogen inlet tube, a stirrer, a thermometer, a pressure gauge, etc., which can be heated, cooled, decompressed and pressurized, is equipped with the following general Phenols represented by formula (5);

[0026] [Chemical 5]

[0027] (In the formula, R represents a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, or an alkenyl group having 2 to 6 carbon atoms). After charging sodium oxide potassium hydroxide, boron-based catalyst, transition metal catalyst or transition metal complex catalyst, purge with nitrogen and dehydrate under reduced pressure at room temperature to 130 ° C. Next, a predetermined amount of alkylene oxide is introduced and added at 80 to 180 ° C. In the case of obtaining an aromatic alkoxylate by a method of adding an aldehyde, when the alkylene oxide is ethylene oxide alone, the introduction temperature, that is, the reaction temperature is 100 to 180 ° C. Is preferred. In addition, when the alkylene oxide is reacted with propylene oxide alone or in the state where ethylene oxide and propylene oxide coexist, the reaction temperature is preferably 80 to 140 ° C. More preferably, after introducing a predetermined amount of alkylene oxide, aging is performed until the pressure decreases and becomes constant. Further, when the catalyst used is basic, an acid can be neutralized by adding an acid to the obtained reaction crude product to obtain the desired aromatic alkoxylate. In the neutralization operation, an alkali adsorbent such as hydrated talcite is used, and if necessary, the catalyst can be removed by filtration in combination with a filter aid. Further, the produced neutralized salt can be filtered to remove the catalyst. As neutralizing agents, adsorbents, and filter aids, known ones can be used.

[0029] The aromatic alkoxylates obtained by the above method may be used after purification by a method such as crystallization, extraction, distillation, column separation or the like, which may be used as they are. Further, the shape and form of handling are not particularly limited, and it can be handled in the state of solids such as powder, flakes and granules, liquids such as slurries, aqueous solutions and organic solvent solutions.

[0030] The aromatic alkoxylates may be transported or stored in the state of the crude product only after completion of the reaction, or in the state of adding a diluent or stabilizer to the crude product. Is preferred. Specifically, for example, from the viewpoint of preventing the oxidation of aromatic alkoxylates, the gas phase is replaced with an inert gas, or the light is shielded from light, or about 10 to 100 mass ppm. In the presence of a radical scavenger such as phosphorous acid or phosphorous acid diester. Moreover, you may combine these.

[0031] From the viewpoint of preventing bad hue, it is preferable to use slightly acidic conditions of pH = 6-7. In this case, for example, an aliphatic carboxylic acid such as formic acid, oxalic acid, citrate, tartaric acid, glycolic acid, lactic acid, succinic acid, malic acid and glyceric acid is preferred, preferably 1 to: about LOOO mass ppm, more preferably 5 ~: LOO mass can be added so that the concentration is about ppm. The timing of addition of the diluent, stabilizer, radical scavenger and aliphatic carboxylic acid and replacement of the gas phase with an inert gas is not particularly limited, and any of the reaction process, the crystallization process, and the commercialization process is not limited. It may be the time. In addition, a well-known thing can be used as a diluent, a stabilizer, an inert gas, and a radical scavenger. When replacing the gas phase with inert gas, the residual oxygen concentration should be 0.1 lvol% or less. Is preferred. More preferably, it is 0. Olvol% or less, and still more preferably 0. O01vol% or less.

[0032] The present invention is also an amine oxide-containing composition comprising an amine oxide and an aromatic alkoxylate as essential components and coexisting an acidic substance or an alkaline substance, wherein the aromatic alkoxylate has the general formula (1). It is also an amine oxide-containing composition that is a compound represented by the formula: The amine oxide-containing composition may contain one or more amine oxides and aromatic alkoxylates, or may contain two or more kinds. Further, as long as it contains an amine oxide and an aromatic alkoxylate, it may contain other components.

In the amine oxide-containing composition, the coexistence of an acidic substance or an alkaline substance means that an acidic substance or an alkaline substance is present in the amine oxide-containing composition. The acidic substance or alkaline substance is not particularly limited as long as the amine oxide-containing composition can be brought into an acidic or basic state, and any of organic acids, organic bases, inorganic acids, inorganic bases, etc. Can be used. The amount of the acidic substance or alkaline substance that coexists in the amine oxide-containing composition can be appropriately set according to the target pH.

[0034] The amine oxide contained in the above-described amine oxide-containing composition includes Y in the general formula (4) described above.

And 芳香² is the same or different, and an aromatic alkoxylate that is preferably an alkyl group or alkyl ether group having 1 to 20 carbon atoms is preferably used for the entire compound represented by the above general formula (1). On the other hand, it is preferable that the sum of the proportions of the individual compounds in which m + n is 3 to 6 in the general formula (1) is 50% by weight or more. Further, the amount of the aromatic alkoxylate added is the same as the ratio to the amine oxide in the composition containing the amine oxide described above.

As described above, the amine oxide is stabilized by adding the aromatic ethoxylate represented by the general formula (1). Thus, the amine oxide has the general formula (1) A composition to which an aromatic ethoxylate represented by the formula is added can be used as a liquid detergent composition.

Aminoxide is a compound that can also act as a surfactant. Although it is classified as a surfactant, when a composition in which an aromatic ethoxylate represented by the above general formula (1) is added to amine oxide is used as a liquid detergent composition, other surfactants An agent can be appropriately blended and used.

[0036] The surfactant contained in the liquid detergent composition is not particularly limited, and various surfactants such as ionic, cationic, nonionic and amphoteric can be used. Agents "1st and 2nd," Development technology of functional surfactant (Chemun ¹ ~~) "," Formulatmg Detergents and personal care products "," Surfactant Z physical properties / application, i Ecological studies (Kodansha Scientific Hook) "and" 12996 Chemical Products Z Chemical Industry Daily "pi 141 ~ 1168 In addition to those described above, alkenyl ether sulfate, alkenyl sulfate, a-sulfo fatty acid salt or ester salt, alkyl sulfonate, saturated or unsaturated fatty acid salt, alkenyl ether carboxylate, amino acid type interface Activator, a Lucenyl phosphate or its salt is preferred.

Examples of the cationic surfactant include long-chain monoalkyl quaternary ammonium salts, long-chain dialkyl quaternary ammonium salts, imidazolium salts, ester amide amine salts, and the like. preferable.

These surfactants may be used alone or in combination of two or more of the same or different types.

[0037] What can be blended in the above liquid detergent composition requires water and a surfactant, in addition to detergent builder, bleach, bleach activator, enzyme, enzyme stabilizer, blue additive, There are anti-caking agents, antioxidants, fluorescent dyes, photo-activated bleaches, fragrances, metal chelating agents, antifoaming agents, solubilizers, dyes, bactericides, hand roughening agents, antibacterial preservatives, etc. Not limited. Depending on the application, abrasives, alkali agents, calcium scavengers and the like may be added, but there is no particular limitation. The amount of these components added is not particularly limited as long as the effects of the surfactant and the additive for liquid detergent are not impaired. The enzyme is an enzyme that performs an enzymatic action during the washing process.

[0038] As the detergent builder, an alkali metal silicate such as sodium carbonate, potassium carbonate, sodium bicarbonate, sodium sulfite, sodium sesquicarbonate, or JIS No. 1 sodium silicate can be used. Alkaline salts represented; neutral salts such as sodium sulfate, calcium chloride; orthophosphate, pyrophosphate, tripolyphosphate, metaphosphate, hexametaphosphate, phytate, etc. Alkali metal salts such as potassium); the following general formula (6)

x, (M O) -A1 O -y '(SiO) -w' (H O) (6)

2 2 3 2 2

(In the formula, M represents an alkali metal atom such as sodium or potassium. X ′, y ′, and w ′ represent the number of moles of each component, and 0.7 ≦ x ′ ≦ l. 5, 0.8. ≤y'≤6 w 'is an arbitrary constant.) Or a crystalline aluminosilicate represented by the following general formula (7)

M Si O -y (H O) (7)

2 x (2x + l) 2

(In the formula, M represents an alkali metal. X and y are numbers satisfying 1.5≤x≤4, y≤25, preferably y≤20, more preferably y = 0.) A crystalline layered silicate represented by the following general formula (8)

a (M O) Α1 O -b (SiO) -c (H O) (8)

2 2 3 2 2

(In the formula, M represents an alkali metal atom. A, b, and c represent the number of moles of each component, and satisfy 0.7 ≦ a ≤2.0 and 0.8 ≦ b <4. , Any positive number)) and an inorganic builder such as an oil-absorbing amorphous aluminosilicate;

[0039] Ethane-1,1-diphosphonic acid, ethane-1,2 triphosphonic acid, ethane-1-hydroxy

-Salts of phosphonic acids such as 1,1-diphosphonic acid and its derivatives, ethanehydroxy 1,1,2-triphosphonic acid, ethane-1,2-dicarboxy-1,2,2-diphosphonic acid, methanehydroxyphosphonic acid, etc .; 2 phosphonobutane 1,2 dicanolevonic acid, 1 phosphonobutane 2,3,4-tricarboxylic acid, salt of phosphonocarboxylic acid such as α-methylphosphonosuccinic acid; salt of amino acid such as aspartic acid, glutamic acid; utilloiloacetic acid salt, ethylenediamine Aminopolyacetates such as tetraacetate and diethylenediamine pentaacetate;

[0040] Polyacrylic acid, polydarioxylate, polyaccotic acid, polyitaconic acid, polycitraconic acid, polyfumaric acid, polymaleic acid, polymethaconic acid, polymono-α-hydroxy described in JP-A-54-52196 Acrylic acid, polybuluphosphonic acid, sulfonated polymaleic acid, maleic anhydride-diisobutylene copolymer, maleic anhydride styrene copolymer, anhydrous maleic acid-methyl vinyl ether copolymer, maleic anhydride ethylene copolymer, maleic anhydride Acid Ethylene cross-linked copolymer, maleic anhydride Copolymer, maleic anhydride acrylonitrile copolymer, maleic anhydride acrylic ester copolymer, maleic anhydride butadiene copolymer, maleic anhydride isoprene copolymer, maleic anhydride and carbonic acid Poly β-ketocarboxylic acid, itaconic acid, ethylene copolymer, itaconic acid-aconitic acid copolymer, itaconic acid-maleic acid copolymer, itaconic acid acrylic acid copolymer, malonic acid-methylene copolymer, itaconic acid -Fumaric acid copolymer, Acrylic acid Maleic acid copolymer, Ethylene dallicol Ethylene terephthalate copolymer, Bull pyrrolidone Acetic acid butyl copolymer,

1-butene-2,3,4, tricarboxylic acid-itaconic acid-acrylic acid copolymer, polyester polyaldehyde carboxylic acid having a quaternary ammonium group, cis-isomer of epoxy succinic acid, poly [Ν, Νbis (Carboxymethyl) acrylamide], poly (oxycarboxylic acid), starch succinic acid or maleic acid or terephthalic acid ester, starch phosphate ester, dicarboxy starch, dicarboxymethyl starch, carboxymethyl cellulose, succinic acid ester, etc. Electrolytes: Non-dissociating polymers such as polyethylene glycol, polypropylene glycol, polyvinyl alcohol, polyvinyl pyrrolidone, carboxymethyl cellulose, cold water soluble urethane and polyvinyl alcohol; diglycolic acid, oxydisuccinic acid, carboxy Cymethyloxysuccinic acid, cyclopentane 1, 2, 3, 4-tetracarboxylic acid, tetrahydrofuran 1, 2, 3, 4-tetracarboxylic acid, tetrahydrofuran 2, 2, 5, 5-tetracarboxylic acid, citrate, lactic acid, tartaric acid Carboxymethylated products such as sucrose, lactose, and raffinose, carboxymethylated pentaerythritol, carboxymethylated darconic acid, polyhydric alcohol or saccharide and maleic anhydride or succinic anhydride, oxycarbon Condensate of acid with maleic anhydride or succinic anhydride, benzene polycarboxylic acid represented by merit acid, ethane-1, 1, 2, 2-tetracarboxylic acid, ethene 1, 1, 2, 2 —Tetracarboxylic acid, butane 1, 2, 3, 4 —tetracarboxylic acid, propane-1,2,3 tricarboxylic acid, butane-1,4-dicarboxylic acid Oxalic acid, sulfosuccinic acid, decanoic 1, 10-dicarboxylic acid, sulfo Torikaruno acrylic acid, Suruhoitakon acid, malic acid, Okishijikohaku acid, Darukon acid, CMO S, organic builders such as salts of organic acids such as builders M are preferred.

As the bleaching agent, sodium percarbonate, sodium perborate (monohydrate is preferred), or Sodium sulfate peroxyhydrogen adduct and the like are preferable. More preferred is sodium percarbonate.

Examples of the bleach activator include tetraacetyl ethylenediamine, acetobenzene sulfonate, JP-A-59-22999, JP-A-63-258447, JP-A-6-316700. An organic peracid precursor or a metal catalyst obtained by stabilizing a transition metal with a sequestering agent is preferred.

[0042] As the enzyme, enzymes such as hydrolases, hydrases, oxidoreductases, desmolases, transferases and isomerases are preferable. More preferred are hydrolases. Hydrolases include protease, esterase, lipase, carbohydrase, nuclease, cellulase and amylase. Proteases include pepsin, trypsin, chymotrypsin, collagenase, keratinase, elastase, sptilisin, BPN, papain, promeline, Carboxypeptidases A and B, aminopeptidase, and aspergiropeptidase A and B are preferred products such as sabinase, alcalase (Novoindrries), API 21 (Showa Denko Co., Ltd.), There is Maxakar (Gist Brocades), Protease K-14 or K-16 described in JP-A-5-43892. As the esterase, gastric lipase, pancreatic lipase, plant lipase, phospholipase, cholinesterase and phosphotase are preferable. As the lipase, commercially available lipases such as ribolase (Novo Industri) can be used. As the carbohydrase, cellulase, maltase, saccharase, amylase, pectinase, lysozyme, a-glycosidase and j8-glycosidase are preferable. As cellulase, cellulase sold by Celzym (Novoindustrial Co., Ltd.) and claim 4 of JP-A-63-264699 can be used, and as amylase, commercially available Termamyl (Novoindustrial Co., Ltd.) can be used. Etc.) can be used.

[0043] As the enzyme stabilizer, reducing agents such as sodium sulfite, sodium hydrogen sulfite, calcium salt, magnesium salt, polyol, formic acid and boron compound can be used.

[0044] Various blue tinting agents can be blended as necessary. For example, those represented by the following general formula (9) or general formula (10) can be used. [0045] [Chemical 6]

(S0 ₃ H) _n (9)

(Wherein D ¹ represents a blue to purple monoazo, disazo or anthraquinone dye residue. X ¹ and Y ¹ are a hydroxyl group; an amino group, a hydroxyl group, a sulfonic acid group, a carboxylic acid group, or An aliphatic amino group optionally substituted by an alkoxy group; an aromatic amino group or a cycloaliphatic group optionally substituted by a halogen atom, a hydroxyl group, a sulfonic acid group, a carboxylic acid group, a lower alkyl group or a lower alkoxy group R represents a hydrogen atom or a lower alkyl group, provided that R represents a hydrogen atom, and X ¹ and Y ¹ simultaneously represent a hydroxyl group or an aranol amino group, and Except when either X ¹ or Y ¹ is a hydroxyl group and the other is an alkanolamino group, n is an integer of 2 or more.

[0047] [Chemical 7]

[0048] (wherein, it represents a blue to purple azo or anthraquinone dye residue. R represents a hydrogen atom or a lower alkyl group. X ² and Y ² may be the same or different and represent an alkanolamino group. Represents a group or a hydroxyl group.)

[0049] As the anti-caking agent, paratoluenesulfonate, xylenesulfonate, acetate, sulfosuccinate, talc, fine powder silica, clay, magnesium oxide, etc. are preferred. That's right.

Examples of the above-mentioned anti-oxidation agent include tert-butylhydroxytoluene, 4,4′-butylidenebis (6 tert-butyl-3-methylphenol), 2,2, -butylidenebis (6 tert-butyl-4-methylphenol), mono Styrenated cresol, distyrenated cresol, monostyrenated phenol, distyrenated phenol, 1,1, bis (4-hydroxyphenol) cyclohexane, etc. are preferred.

[0050] Examples of the fluorescent dye include 4,4,1bis (2-sulfostyryl) -biphenyl salt, 4,4, bis (4chloro-3-sulfostyryl) -biphenyl salt, 2 (styrylphenol) (B) naphthothiazole derivatives, 4,4,1bis (triazol-2-yl) stilbene derivatives, bis (triazylamino) stilbene disulfonic acid derivatives, etc. are preferred. The content of the fluorescent dye is preferably 0 to 1% by mass in the liquid detergent composition.

[0051] The photoactivated bleaching agent is preferably sulfonated aluminum phthalocyanine, sulfonated zinc phthalocyanine, or the like. The content of the photoactive bleaching agent is preferably 0 to 0.2% by mass in the liquid detergent composition.

As the fragrance, a fragrance conventionally blended with a detergent, for example, a fragrance described in JP-A 63-101496 is preferable.

The above detergent builder, bleach, bleach activator, enzyme, enzyme stabilizer, blue additive, anti-caking agent, antioxidant, fluorescent dye, photo-activated bleach, perfume, etc. More than two types may be used.

In addition, the liquid detergent composition may contain one or more of antifoaming agents such as silicone, lower alcohols such as ethanol, solubilizers such as benzoic acid and urea, and the like. .

[0052] As described above, the use of the amine oxide includes a release agent composition, a cleaning composition, a hair nourishing composition, an aqueous coating composition, a bleaching composition, and the like. Among these, those that come into direct contact with the skin, such as cleaning compositions and hair nourishing compositions, should be used with weak acidity to reduce skin irritation and to remove Z or dirt components' malodorous components. In addition, for example, an aqueous coating agent composition may contain an acidic compound. In this case, the amine oxide is acidic. Will be used under the circumstances. The stabilization method of the present invention is preferably applied to such a case.

The invention's effect

[0053] The method for stabilizing an amine oxide according to the present invention comprises the above-described configuration, and suppresses phase separation of a hydrophobic salt derived from an amine oxide under either acidic or basic conditions, thereby stabilizing the amine oxide. It is useful as a method that enables handling.

In addition, the amine oxide-containing composition of the present invention is stabilized by the addition of an aromatic alkoxylate, and is suitable for various applications that require use under acidic or basic conditions. It can be used.

BEST MODE FOR CARRYING OUT THE INVENTION

[0054] Hereinafter, the present invention will be described in more detail with reference to examples. However, the present invention is not limited to these examples. Unless otherwise specified, “part” means “part by mass” and “%” means “% by mass”.

[0055] Synthesis Example 1

Charge SUS autoclave with a volume of 3.75L phenol (Mitsui Chemicals) 800.6g, potassium hydroxide (purity 85%, Wako Pure Chemical) 3. 2g at room temperature, and space part with nitrogen gas After the replacement, the temperature was raised to 140 ° C. The gauge pressure was 0.16 MPa. While stirring, ethylene oxide (EO) 1529. lg was injected under a pressure of 6.5 hours and aged for 1 hour. At this time, the temperature in the reactor was kept within the range of 150 to 160 ° C, and the pressure in the reactor was always kept below 0.8 MPa. Judging that all EO with remaining gauge pressure was consumed, the average added mole number was 4.1. In addition, an analysis by gas chromatography was performed, and it was found from the area ratio that the following yarns were formed.

0.6 mol for 1 mol adduct, 12.8% for 2 mol adduct, 24.9% for 3 mol adduct, 25.2% for 4 mol adduct, 18 for 5 mol adduct 3%, 6 mol adduct 11.1%, 7 mol caroten 5.5%, 8 mol adduct 1.4%.

[0056] Example 1 Dimethyldodecylamine oxide (Ahtoal 20N manufactured by Kao Corporation) lg was dissolved in 10 g of water, and 3 g of 47% hydrobromic acid aqueous solution was added thereto to cause phase separation. While stirring this suspension with a magnetic stirrer, 0.60 g of the aromatic alkoxylate obtained in Synthesis Example 1 was added. As a result, it was visually confirmed that phase separation was eliminated.

Claims

A composition containing an amine oxide has the following general formula (1):

[Chemical 1]

(PO) _n (EO) _m H (!)

(In the formula, R represents a hydrogen atom, an alkyl group having 1 to 6 carbon atoms or a alkenyl group having 2 to 6 carbon atoms. (EO) represents the following formula (2);

[Chemical 2]

Represents a skeleton derived from ethyleneoxide represented by (PO) is the following formula (3)

[Chemical 3]

Three

Represents a skeleton derived from propylene oxide represented by: m represents the number of added moles of ethylene oxide, and is an integer of 0 or more. n represents the number of moles of propylene oxide added and is an integer of 0 or more. M + n is an integer of 1 or more. Add at least one aromatic ethoxylate represented by

A method for stabilizing an amine oxide characterized by the above.

[2] The aromatic alkoxylate has a total ratio of 50% by weight of individual compounds in which m + n is 3 to 6 in the general formula (1) with respect to the entire compound represented by the general formula (1). % Or more The method for stabilizing an amine oxide according to claim 1, wherein:

An amine oxide-containing composition comprising an amine oxide and an aromatic alkoxylate as essential components, and coexisting with an acidic substance or an alkaline substance,

The aromatic alkoxylate has the following general formula (1):

[Chemical 4]

(PO) _n (EO) _m H (!)

[Chemical 5]

Represents a skeleton derived from ethyleneoxide represented by (PO) is the following formula (3);

[Chemical 6]

( ³⁾

Represents a skeleton derived from propylene oxide represented by: m represents the number of added moles of ethylene oxide, and is an integer of 0 or more. n represents the number of moles of propylene oxide added and is an integer of 0 or more. M + n is an integer of 1 or more. An amineoxide-containing composition, which is a compound represented by the following formula: