WO2008075770A1 - Solution aqueuse tensioactive et procédé de production de celle-ci - Google Patents

Solution aqueuse tensioactive et procédé de production de celle-ci Download PDF

Info

Publication number
WO2008075770A1
WO2008075770A1 PCT/JP2007/074723 JP2007074723W WO2008075770A1 WO 2008075770 A1 WO2008075770 A1 WO 2008075770A1 JP 2007074723 W JP2007074723 W JP 2007074723W WO 2008075770 A1 WO2008075770 A1 WO 2008075770A1
Authority
WO
WIPO (PCT)
Prior art keywords
salt
fatty acid
mes
mixture
mass
Prior art date
Application number
PCT/JP2007/074723
Other languages
English (en)
Japanese (ja)
Inventor
Takeshi Yamada
Fumiya Niikura
Hideo Andoh
Original Assignee
Lion Corporation
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
Application filed by Lion Corporation filed Critical Lion Corporation
Priority to JP2008550199A priority Critical patent/JP5222733B2/ja
Publication of WO2008075770A1 publication Critical patent/WO2008075770A1/fr

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02—Anionic compounds
    • C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
    • C11D1/123—Sulfonic acids or sulfuric acid esters; Salts thereof derived from carboxylic acids, e.g. sulfosuccinates
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02—Anionic compounds
    • C11D1/04—Carboxylic acids or salts thereof
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02—Anionic compounds
    • C11D1/37—Mixtures of compounds all of which are anionic

Definitions

  • the present invention relates to a surfactant aqueous solution containing a high concentration ⁇ -sulfo fatty acid alkyl ester salt and a method for producing the same.
  • a Sulfonate-based anionic surfactants such as sulfo fatty acid alkyl ester salts have high detergency, good biodegradability, and little impact on the environment. Therefore, they have high performance as detergent materials. In particular, it is often used in powder detergents for clothing.
  • the slurry of the anionic surfactant generally increases in viscosity as the concentration of the anionic surfactant increases, and when the concentration becomes about 30 to 40% by mass or more, the anionic surfactant becomes hexagonal. A structure is formed, resulting in a non-flowable gel.
  • this gel is heated under normal pressure to evaporate the water and concentrated, it will eventually become softer at a temperature of 50 to 100 ° C, the viscosity will decrease, and it will be somewhat fluid in a certain concentration range. It will be in a state with. If the concentration is continued further, the viscosity will rise again and the fluidity will be lost, such as changing to a solid state.
  • Patent Document 1 describes that a high-concentration anionic surfactant and a sulfonic acid of an unsaturated fatty acid polyalkylene alkyl ester are added to the high-concentration anionic surfactant for the purpose of improving the high-viscosity, flowability and gelation upon dilution. Examples of adding salts or ⁇ -sulfo fatty acid polyalkylene alkyl ester salts are described.
  • Patent Document 2 includes a noion surfactant, a fatty acid containing 12 to 18 carbon atoms, an alkyl sulfate containing 12 to 18 carbon atoms, an unsaturated fatty acid sulfonate, and water.
  • a concentrated aqueous surfactant mixture containing liquid and fluid is described.
  • Patent Document 3 describes an example in which an unsaturated fatty acid glycerin ester is added as a viscosity reducing agent for the purpose of improving the fluidity of an alkyl sulfate paste.
  • Patent Document 1 JP-A-10-17898
  • Patent Document 2 Japanese Patent Publication No. 6-509133
  • Patent Document 3 Japanese Patent Publication No. 6-501726
  • the present invention has been made in view of the above circumstances, and provides an aqueous surfactant liquid that exhibits fluidity even at room temperature and contains a high concentration ⁇ -sulfo fatty acid alkyl ester salt, and a method for producing the same. For the purpose.
  • the aqueous surfactant liquid of the present invention comprises 30 to 70% by mass of a mixture of ⁇ -sulfo fatty acid alkyl ester salt and ⁇ -sulfo fatty acid di-salt; and! To 50% by mass based on the content of the mixture. It contains an unsaturated fatty acid having 10 to 22 carbon atoms, and ⁇ is 3 to 8.
  • the method for producing the aqueous surfactant liquid according to the present invention is such that the mixture of ⁇ -sulfo fatty acid alkyl ester salt and ⁇ -sulfo fatty acid di-salt is 30 to 70% by mass and has 10 to 22 carbon atoms. So that the sum of the fatty acids is from! To 50% by weight, based on the content of the mixture; Is characterized by mixing ⁇ -sulfo fatty acid alkyl ester and unsaturated fatty acid and adjusting ⁇ to 3-8.
  • ⁇ is a measured value at a temperature of 50 ° C.
  • aqueous surfactant solution that exhibits fluidity even at room temperature and contains a high concentration ⁇ -sulfo fatty acid alkyl ester salt and a method for producing the same.
  • the aqueous surfactant liquid of the present invention comprises a mixture of ⁇ -sulfo fatty acid alkyl ester salt and ⁇ -sulfo fatty acid di-salt (hereinafter referred to as “MES salt”, ⁇ -sulfo fatty acid alkyl ester salt, and ⁇ -sulfo fatty acid alkyl ester of acid type).
  • MES a Sulfo fatty acid di-salt is sometimes referred to as “di-salt”) and unsaturated fatty acid having 10 to 22 carbon atoms, and has a pH of 3 to 8.
  • ⁇ -sulfo fatty acid alkyl ester or salt thereof As the MES or MES salt used in the present invention, an ⁇ sulfo fatty acid alkyl ester or salt thereof generally proposed as an anionic surfactant Can be used.
  • the ⁇ -sulfo fatty acid alkyl ester or salt thereof preferably used in the present invention includes a compound represented by the following general formula (I) (hereinafter referred to as ⁇ -sulfo fatty acid alkyl ester or salt (I)! ).
  • R 1 represents a linear or branched alkyl group or alkenyl group
  • R 2 represents a linear or branched alkyl group
  • M represents a counter ion (sodium, potassium, etc.
  • the alkyl group of R 1 may be linear or branched, and preferably has 6 to 22 carbon atoms, more preferably 10 to 18 carbon atoms; preferable.
  • the alkenyl group for R 1 may be linear or branched, and preferably has 6 to 22 carbon atoms, more preferably 10 to 18 carbon atoms, and more preferably 18 carbon atoms.
  • R 1 is preferably an alkyl group. That is, the ⁇ -sulfo fatty acid alkyl ester or a salt thereof is preferably an ⁇ -sulfo saturated fatty acid alkyl ester or a salt thereof.
  • the alkyl group of R 2 may be linear or branched, and preferably has from 3 to 3 carbon atoms, more preferably 1 or 2.
  • any counter ion of the cocoon may be used as long as the compound represented by the general formula (I) forms a water-soluble salt.
  • the water-soluble salt include alkali metal salts such as sodium salt and potassium salt, alkaline earth metal salts such as calcium salt, and alkanolamine salts such as ammonium salt and ethanolamine salt.
  • alkali metal salts such as sodium salt and potassium salt
  • alkaline earth metal salts such as calcium salt
  • alkanolamine salts such as ammonium salt and ethanolamine salt.
  • ⁇ represents hydrogen.
  • the fatty acid of MES used in the present invention has 12, 14, 16 or 18 carbon atoms.
  • the carbon chain length of different MES fatty acids when the carbon chain length of different MES fatty acids is single, the range in which the fluidity of the aqueous liquid is maintained becomes narrow. For example, if the MES fatty acids have a single carbon number of 16 and are single, the flow effect is exhibited when the MES concentration is in the range of 30-50% by mass.
  • the range of MES concentrations that maintain the fluidity of the aqueous liquid is wider than when MESs with the same carbon chain length are mixed.
  • the MES concentration is 30-55 mass%
  • the MES concentration is 30- 60% by mass
  • MES concentration is 3
  • the fluidity of the aqueous liquid is maintained at 0 to 60% by mass.
  • the reason for this is thought to be that when MESs with different carbon chain lengths are included, the MES has a more regular crystal alignment than in the case of a single one, and forms a hexagonal liquid crystal.
  • This hexagonal phase exists in a liquid micelle state where the force S and MES concentrations vary depending on the carbon chain length ratio of MES, from 0 to 20 and 30%, and from around 20 and 30%.
  • a gel-like, non-flowable hexagonal phase appears up to 0, 70%. Therefore, the key to MES production is to remove the difficult-to-operate hexagonal phase concentration range.
  • the di-salt is a by-product obtained in the process of producing the MES salt as described later, and is represented by the following general formula (II).
  • R 1 and M are the same as R 1 and M in the above formula (I), respectively.
  • the content of the mixture of the MES salt and di-salt in the surfactant aqueous liquid of the present invention is 30 to 70% by mass, preferably 30 to 60% by mass, based on the total mass of the surfactant aqueous liquid. More preferred is 30-50% by mass. If the content of the mixture of MES salt and di-salt is less than 30% by mass, the economic effect in transportation and storage will be insufficient because the content of MES salt is low. On the other hand, when the content of the mixture of MES salt and di-salt exceeds 70%, the fluidity of the aqueous surfactant solution is lowered, and it becomes difficult to maintain the fluidity at room temperature, for example, 30 ° C.
  • the MES salt and di-salt are those in which the compound M represented by the general formulas (I) and (II) is an alkali metal such as sodium or potassium, an alkaline earth metal such as calcium, or ammonium. This refers to those substituted with alkanolamines such as hum and ethanolamine, and does not include those substituted with hydrogen.
  • MES salts and di-salts with a pH of 3 to 8 are composed of an alkaline salt and hydrogen as the counter ion of M.
  • Force that can be a mixture of substituted S, M When the amount of unsaturated fatty acid added to a mixture of MES salt and di-salt is calculated, all counter ions of M are replaced with alkaline salt (Ie, the molecular weight of the MES salt required for AI measurement described below is assumed to be 100% salt).
  • the counter ion of M consists of a plurality of salts, the content of each salt can be measured, and the molecular weight of the MES salt can be determined from the ratio.
  • the unsaturated fatty acid has 10 to 22 carbon atoms, preferably 16 to 20 carbon atoms, and more preferably 18 carbon atoms.
  • the unsaturated fatty acid may have one unsaturated bond or two or more unsaturated bonds.
  • Such unsaturated fatty acids include force proleic acid, 9-undecylenic acid, 10-undecylenic acid, 2 lauroleic acid, lindenoleic acid, 5 lauroleic acid, 11 lauroleic acid, zudic acid, 5 myristoleic acid, myristoleic acid, 2 palmitoleic acid, 7 palmitoleic acid, zomarinic acid, trans-9-palmitoleic acid, petroselinic acid, petroselinic acid, oleic acid, linolenolic acid, linolenic acid, elaidic acid, basenic acid, codoic acid, gondoic acid, trans Examples thereof include gondonic acid, gallic acid, and brassic acid, and oleic acid, linoleic acid, and linolenic acid are particularly preferable.
  • the above unsaturated fatty acids can be used alone or in combination of two or more.
  • the unsaturated fatty acid used in the present invention is represented by R 3 —COOH (R 3 is an unsaturated, linear or branched hydrocarbon group having 9 to 21 carbon atoms), and has surface activity. If it is acidic in the aqueous agent solution, the aqueous surfactant solution can exhibit fluidity. Therefore, even if it is an alkaline and solid carboxylate, it can be used as the unsaturated fatty acid of the present invention if it is acidified in the aqueous surfactant solution by adjusting the pH. From the viewpoint of operation during the production of aqueous liquids, acidic and liquid unsaturated fatty acids are preferred.
  • the content of the unsaturated fatty acid in the aqueous surfactant solution of the present invention is from! To 50% by mass, preferably from 3 to 20% by mass, based on the content of the mixture of the MES salt and di-salt. 5 to 20% by mass is more preferable. Unsaturated fatty acid content relative to MES salt and di-salt mixture content When the force is less than mass%, the effect of the present invention is sufficiently obtained. On the other hand, if the unsaturated fatty acid content exceeds 50% by mass with respect to the content of the mixture of MES salt and di-salt, the effect reaches its peak, and the upper limit of MES salt that can be incorporated into the surfactant aqueous solution is lowered.
  • the content of unsaturated fatty acid is optimally 5 to 20% by mass with respect to the content of the mixture of MES salt and di-salt, and excellent fluidity at 25 to 30 ° C, particularly 30 ° C. Preferred to have! / ,.
  • the aqueous surfactant liquid of the present invention preferably further contains an alcohol having 1 to 3 carbon atoms.
  • Alcohol is not an essential component, but the inclusion of alcohol reduces the viscosity of MES and further improves the fluidity of the aqueous surfactant liquid at 30 ° C.
  • the alcohol may be a monohydric alcohol or a polyhydric alcohol.
  • monohydric alcohols having 1 to 3 carbon atoms include methanol, ethanol, n-propanol and isopropanol.
  • polyhydric alcohol having 1 to 3 carbon atoms include ethylene glycol and propylene glycol.
  • alcohol monohydric alcohol is preferable, and ethanol and isopropanol are particularly preferable.
  • the above alcohols can be used singly or in combination of two or more.
  • the content thereof is 30% by mass or less with respect to the content of the mixture of the MES salt and the di-salt, and 20% by mass or less is preferable 10% by mass. % Or less is more preferable. Even if the alcohol content exceeds 30% by mass with respect to the content of the mixture of MES salt and di-salt, the effect reaches its peak, and the upper limit of MES salt that can be added to the surfactant aqueous solution is lower. Is not preferable.
  • the aqueous surfactant solution of the present invention is further influenced by the effects of pH adjusters, preservatives, antioxidants and metal ions described later (decomposition and color tone of surfactants) as necessary. If necessary, a chelating agent or the like may be added and blended as necessary.
  • antioxidant examples include dibutylhydroxytoluene (BHT), isopropyl taenoate, ascorbic acid, tocopherol, sodium erythorbate and the like.
  • chelating agent examples include ethylenediamine tetraacetate, kenate, methylglycine diacetate, and tritrimethyl triacetate.
  • the surfactant aqueous liquid of the present invention contains a balanced amount of water in addition to the components described above.
  • the “balance amount” in the present invention means the content of water in the aqueous surfactant liquid adjusted so that the total content of each component other than water and water is 100% by mass.
  • the aqueous surfactant solution has a pH (measurement temperature: 50 ° C) of 3 to 8, preferably 4 to 7, more preferably 4 to 6.
  • a pH below 3 is not preferred because MES and MES salts deteriorate under strong acidic conditions.
  • the pH exceeds 8 as the alkalinity increases, the liquid unsaturated fatty acid becomes a solid salt, so that the fluidity of the aqueous surfactant liquid decreases. Therefore, when the pH of the aqueous surfactant liquid is 3-8, it is preferable because it has excellent fluidity at 25-30 ° C, especially 30 ° C.
  • the pH of the liquid composition can be adjusted, for example, by blending a pH adjuster.
  • the pH adjuster is not particularly limited and can be appropriately selected according to the purpose.
  • Examples include potassium oxide, magnesium hydroxide, and sodium hydrogen carbonate.
  • sodium hydroxide is preferable when adjusting pH by mixing a sulfonic acid slurry of MES and an unsaturated fatty acid.
  • a slurry of a neutralized product of MES (ie, MES salt) and an unsaturated fatty acid are mixed, sulfuric acid and citrate are preferred as pH adjusting agents if pH adjustment is necessary.
  • the above pH adjusters can be used alone or in combination of two or more.
  • the aqueous surfactant liquid of the present invention preferably has fluidity at 25 to 30 ° C.
  • Whether the aqueous surfactant liquid is “fluid” or not is determined by placing the aqueous surfactant liquid in a glass bottle and placing it under a temperature condition of, for example, 30 ° C. and tilting the glass bottle 90 degrees. It can be evaluated by the time from when the aqueous activator moves through the glass bottle until the upper surface becomes horizontal.
  • the aqueous surfactant liquid of the present invention is, for example, an aqueous slurry of a predetermined amount of a mixture of MES salt and di-salt, or MES, a predetermined amount of unsaturated fatty acid having 10 to 22 carbon atoms, and other optional ones as necessary. It can be produced by adjusting the pH to 3 to 8 with a pH adjusting agent after adding and mixing the components or simultaneously with mixing.
  • aqueous slurry of a mixture of MES salt and di-salt, or MES As an aqueous slurry of a mixture of MES salt and di-salt, or MES, a commercially available product may be used, or a product produced by a production method as described later may be used.
  • the concentration and temperature of the MES salt in the aqueous slurry to which the unsaturated fatty acid having 10 to 22 carbon atoms is added are such that the aqueous slurry is fluid when mixed with the unsaturated fatty acid under the temperature conditions at the time of mixing. It is preferable that the concentration and the temperature be such that the composition has a softness that can be stirred. When the aqueous slurry force S is applied, the unsaturated fatty acid having 10 to 22 carbon atoms is easily dispersed in the aqueous slurry, and the fluidity at 25 to 30 ° C, particularly 30 ° C is maintained. It is fully demonstrated.
  • Mixing is a batch-type kettle, which can be performed using a stirrer that supports high viscosity.
  • a continuous online mixer installed on the way with recycling pipes (trade name “Mildaichi”, manufactured by Ebara Corporation) ), Homomixer (for example, manufactured by Primix Co., Ltd.), centrifugal centrifugal pump (for example, manufactured by Shin Nippon Machinery Co., Ltd.), static tube mixer (trade name “Static Mixer”, manufactured by Noritake Company Limited) , Manufactured by Kenix Co., Ltd.) etc.
  • the MES salt can be obtained by sulfonating a fatty acid alkyl ester to obtain a sulfonated product, and then aging and neutralizing the sulfonated product.
  • the above MES or MES salt (I) can be obtained with the ability S to obtain a fatty acid alkyl ester represented by the following general formula (III) as a raw material.
  • fatty acid alkyl esters include animal fats such as beef tallow and fish oil lanolin; plant fats derived from coconut oil, palm oil, soybean oil, etc .; from the oxo method of ⁇ -olefin Examples include derived synthetic fatty acid alkyl esters.
  • Examples include chill, palm oil fatty acid ethyl, or palm oil fatty acid propyl
  • Any one of these fatty acid alkyl esters may be used alone, or two or more thereof may be used in combination.
  • the fatty acid alkyl ester preferably has an iodine value of 0.5 or less, more preferably 0.1 or less. The lower the iodine value, the more effectively the coloration in the sulfonation process can be reduced and the color tone of the resulting MES or MES salt becomes better.
  • a saturated fatty acid alkyl ester (for example, one in which R 1 in the formula (III) is an alkyl group) is preferably used.
  • a known method can be used for sulfonation of the fatty acid alkyl ester.
  • thin film type sulfonation method, tank type sulfonation method, etc. can be employed.
  • SO is inserted into the ⁇ -position of the SO 1 molecule adduct to produce an SO 2 molecule adduct.
  • Examples of the sulfonated gas include SO gas containing SO, fuming sulfuric acid, and the like.
  • SO gas is preferred.
  • the sulfonated gas in particular, dehumidified air so that the SO concentration is 1 to 40% by volume
  • a sulfonated gas diluted with an inert gas such as nitrogen or nitrogen is preferred.
  • the volume of the sulfonated gas falls within an appropriate range, and the capacity of the apparatus used for sulfonation can be reduced. If it is 40% by volume or less, an excessive sulfonation reaction is difficult to occur, so that a by-product is difficult to be produced, and the color tone of the product is also good.
  • the SO concentration in the sulfonated gas is preferably 1 to 30% by volume.
  • the amount of the sulfonated gas used is preferably 1.0 to 2.0 times mole amount, more preferably 1.0 to 1.7 times mole amount, particularly preferably the amount of the fatty acid alkyl ester used as a raw material. Is 1. 05-1. 5 times the molar amount. 1. Sulfonation reaction proceeds sufficiently when the amount is more than 0 times the molar amount, and excessive sulfonation reaction hardly occurs when the amount is less than 2.0 times the molar amount. Moreover, the color tone of the product is also good.
  • the sulfonation of MES may be carried out by dispersing a coloring inhibitor described below in the raw material.
  • organic acid salts and inorganic sulfates can be used, and inorganic sulfates are preferably used.
  • organic acid salts and inorganic sulfates monovalent metal salts are preferred.
  • Examples of the metal constituting the monovalent metal salt include alkali metals such as sodium, potassium, and lithium.
  • organic acid salt examples include sodium formate, potassium formate, and sodium acetate.
  • the inorganic sulfate is preferably a monovalent metal salt and a powdered inorganic salt, and examples thereof include sodium sulfate, potassium sulfate, and lithium sulfate.
  • Inorganic sulfate is a coloring inhibitor. Since it is a low-cost and high-efficiency component, it is a component that is blended in detergents. Therefore, when using the MES salt in detergent applications, it is preferable not to remove the inorganic sulfate in the MES salt.
  • the average particle size of the coloring inhibitor is preferably 250 m or less, more preferably 100 m or less.
  • the color inhibitor for example, inorganic sulfate
  • the color inhibitor is hardly dissolved in the raw material liquid phase so that the surface thereof is slightly dissolved, and is dispersed in the raw material liquid phase. Therefore, the smaller the average particle diameter, the larger the contact area between the coloring inhibitor and the raw material liquid phase, and the dispersibility of the coloring inhibitor particles in the raw material liquid phase is improved, thereby further enhancing the coloring suppression effect. it can.
  • the addition amount of the coloring inhibitor is preferably 30% by mass or less, more preferably 0.5 to 20% by mass, and particularly preferably 3 to 20% by mass with respect to 100% by mass of the fatty acid alkyl ester as a raw material. . If the addition amount of the coloring inhibitor exceeds 30% by mass, the effect of inhibiting coloring is saturated, which is not preferable.
  • the SO force from the SO 2 molecule adduct is desorbed from the SI molecule and becomes a MES.
  • aging means holding the reaction product at a predetermined aging temperature for a predetermined time.
  • the aging temperature is 70 to 100 ° C, preferably 80 to 90 ° C. When the temperature is 70 ° C or higher, the reaction proceeds rapidly. When the temperature is 100 ° C or lower, the product is hardly colored.
  • the aging reaction time is 1 to 120 minutes, preferably 30 to 90 minutes.
  • Esterification is performed by adding alcohol to the reaction product after the aging step.
  • This esterification step is carried out as necessary but not essential.
  • the degree is improved.
  • the alcohol used in the esterification step is preferably one having 1 to 3 carbon atoms, particularly the carbon of the alcohol residue of the starting fatty acid alkyl ester (eg, O—R 2 in formula (III)). Those equal to the number are preferred.
  • the alcohol used in the esterification step preferably has 1 to 3 carbon atoms.
  • the reaction temperature is preferably 50 to 100 ° C, more preferably 50 to 90 ° C.
  • the reaction time is preferably 5 to 120 minutes.
  • Neutralization can be performed by adding an alkali to the reaction product.
  • the alkali used at this time is preferably used as an aqueous solution, whereby a paste of MES salt can be obtained.
  • aqueous alkali solution examples include aqueous solutions of alkali metal hydroxides such as sodium hydroxide, alkali metal carbonates, alkaline earth metal hydroxides, alkanolamines such as ammonia and ethanolamine, and the like. .
  • alkali metal hydroxides such as sodium hydroxide, alkali metal carbonates, alkaline earth metal hydroxides, alkanolamines such as ammonia and ethanolamine, and the like.
  • the ester bond of the MES salt tends to be cleaved! /.
  • a by-product such as a di-salt represented by the general formula (II) is generated. Therefore, the MES salt is obtained in a mixture with the di-salt.
  • neutralization is preferably performed under acidic or weak alkaline conditions (pH 4 to 9), and more preferably under acidic or neutral conditions (pH 4 to 7).
  • the obtained neutralized product and an unneutralized sulfonated product are mixed, and the mixture is mixed. Therefore, it is preferable to neutralize under acidic conditions. Thereby, cleavage of the ester bond and alkali by-product can be effectively suppressed.
  • the neutralization temperature is preferably 30 to 140 ° C, more preferably 40 to 70 ° C.
  • the concentration of the aqueous alkali solution used for neutralization varies depending on the type of alkali used, preferably about 2 to 50 mass%, more preferably 15 to 50 mass%. If the content is 50% by mass or less, hydrolysis of the produced MES salt can be suppressed. Alkaline water When the concentration of the liquid is 2% by mass or more, it is easy to adjust the MES salt content in the resulting neutralized product.
  • the neutralized product obtained by the production method as described above, that is, the aqueous slurry of MES salt is usually in the form of a paste. The smaller the MES salt content, the lower the viscosity, and the higher the content, the higher the viscosity. There is. Therefore, the viscosity of the aqueous slurry can be adjusted by adjusting the content of the MES salt in the neutralized product.
  • the MES salt may have a color tone close to white or before or after the neutralization step described above! /.
  • Examples of the treatment for making the color tone close to white include a whitening treatment using a bleaching agent such as hydrogen peroxide. Such treatment may be performed before the neutralization step or after the neutralization step.
  • the MES bleached product obtained above (sulfonated, esterified and then bleached sulfonic acid), the above unsaturated fatty acid and water, and a mixture of MES salt and di-salt is 30 to 70% by mass.
  • a saturated fatty acid is mixed so as to be 1 to 50% by mass with respect to the content of the mixture to prepare a blend, and the pH is adjusted to 3 to 8 at 50 ° C with the above pH adjuster.
  • the preparation temperature is not necessarily 50 ° C as long as the above composition is in a fluid state and can be uniformly dispersed.
  • the blending amount of MES in this method shall be indicated by the final mixture of MES salt and di-salt. That is, the blending amount of MES is determined by calculating so that the content of the mixture of MES salt and di-salt in the surfactant aqueous solution is 30 to 70% by mass.
  • the amount of unsaturated fatty acid is also determined by calculating 1 to 50% by mass with respect to the finally obtained mixture of MES salt and di-salt.
  • the mixture of MES salt and di-salt obtained above neutralized sulfonic acid that was bleached after sulfonation, esterification and neutralization
  • the above unsaturated fatty acid and water were mixed into 30 ⁇ 70% by mass, blended so that unsaturated fatty acid is 1-50% by mass with respect to the content of the above mixture to make a blend, and with the above pH adjuster, it becomes pH 3-8 at 50 ° C Prepare to.
  • the preparation temperature is not necessarily 50 ° C as long as the above composition is in a fluid state and can be uniformly dispersed.
  • the MES salt-containing product obtained by the production method as described above contains by-products such as the above-mentioned di-salts in addition to the MES salt itself.
  • By-products include the above-mentioned di-salts, methyl sulfate, ethyl sulfate, pyl sulfate, lower intermediate carboxylic acids or their esters, ketones, aldehydes and other organic substances; sodium sulfate and other inorganic substances Is mentioned.
  • the di-salt has a function as a surfactant, although its function is lower than that of the MES salt.
  • the active ingredient (AI) content as a surfactant is determined as the content of a mixture of MES salt (pure) and di-salt.
  • the AI content in the MES salt-containing product is preferably 35 to 90% by mass, more preferably 60 to 90% by mass, preferably 10 to 90% by mass with respect to the total mass of the MES salt-containing product. preferable. When it is 10% by mass or more, production efficiency is improved, and when it is 90% by mass or less, handling properties are excellent.
  • the surfactant aqueous liquid of the present invention comprises 30-70% by mass of a mixture of ⁇ -sulfo fatty acid alkyl ester salt and ⁇ -sulfo fatty acid di-salt, which is a cation surfactant! It is contained in a high content and has a strength of 25 to 30 ° C.!
  • ⁇ -sulfo fatty acid methyl ester salt may be abbreviated as MES salt
  • ⁇ -sulfo fatty acid dinatrium salt may be abbreviated as di-salt.
  • ion-exchanged water distilled water
  • ion-exchanged water distilled water
  • Di-salt standard 0.02, 0.05, and 0.1 g are accurately weighed into a 200 ml volumetric flask, and about 50 ml of water and about 50 ml of ethanol are added and dissolved using ultrasound. After dissolution, cool to about 25 ° C, add methanol exactly to the marked line, and use this as the standard solution. After filtering about 2 ml of this standard solution using a 0.45 ⁇ chromatodisc, perform high-performance liquid chromatography under the following measurement conditions to create a calibration curve from the peak area. (High-performance liquid chromatography measurement conditions)
  • pH calibration pH 4, 7, 9 standard buffer (manufactured by Pure Chemical Co., Ltd.) is used.
  • Linoleic acid manufactured by Kanto Chemical
  • Linolenic acid manufactured by Kanto Chemical Co., Inc.
  • the sulfonation reaction was performed using a continuous film reactor.
  • Fatty acid methyl ester prepared from palm oil as raw material (16 fatty acid methyl ester (carbon number of R 1 in the above general formula (I): 14, carbon number of R 2 : 1, molecular weight: 270) and carbon number)
  • SO gas sulfonated gas diluted to 8% by volume with nitrogen gas is fatty acid methyl ester
  • the esterification product is continuously supplied to the neutralizer at 150 g / min, and 27.5% aqueous sodium hydroxide solution is quantitatively supplied at a rate of 62.3 g / min to continuously neutralize. did.
  • the neutralization temperature was controlled at 70 ° C, and the residence time of the neutralized product was 20 minutes.
  • the pH of the obtained neutralized product was 6.0 (measurement temperature: 50 ° C).
  • the proportion of di-salt in AI was 6.2%.
  • ⁇ Test 1 1 Surfactant aqueous solution containing 35% by mass ⁇ 3 salt and di-salt mixture (Sample 1 one;! To 1 20); 30% by mass ⁇ 3 salt and di-salt mixture Surfactant aqueous solution containing (sample 1 21); 50% by weight ⁇ 3 salt aqueous solution containing salt and di-salt (sample 1 22); 55% by weight ⁇ 3 salt and di-salt mixture Surfactant aqueous solution containing (sample 1 23); 75% by weight surfactant aqueous solution containing a mixture of MES salt and di-salt (sample 1 24)>
  • Bleached mixture of MES salt and di-salt (AI content 68.0% by mass) 51.5 g was placed in a 200 mL glass container and heated to about 50 ° C.
  • each sample (surfactant aqueous solution) shown in Table 1 was prepared by adjusting the pH shown in the table (measurement temperature: 50 ° C) and finally making a total amount of 100 g with a balanced amount of water.
  • ⁇ less than 30 seconds, ⁇ : 30 to; less than 180 seconds, ⁇ : 180 seconds or more to less than 10 minutes, X: 10 minutes or more (solidification).
  • ⁇ Test 1 2 Surfactant aqueous solution containing a mixture of 40% by mass ⁇ 3 salt and di-salt>
  • a mixture of bleached MES salt and di-salt (AI content 68.0% by mass) was prepared in the same manner as in Test 1-1 except that 58.8 g was used.
  • the fluidity of the aqueous surfactant solution was evaluated in the same manner as in Test 1-1 (Result: Table 2).
  • evaluation criteria for liquid separation the evaluation was as follows: ⁇ : no separation, X: separation.
  • evaluation criteria for crystal precipitation the evaluation was as follows: ⁇ : no crystal precipitation, X: crystal precipitation (Results: Table 2).
  • the viscosity of the surfactant aqueous solution can be measured using a viscometer (BH type for high viscosity manufactured by Toki Sangyo, No.
  • ⁇ Test 1 3 Surfactant aqueous solution containing a mixture of 50% by mass ⁇ 3 salt and di-salt>
  • the sulfonation reaction is carried out using a tank reactor (10L capacity, jacket cooling, glass with a stirrer
  • Okg average molecular weight: 272.8
  • 5% of fine powdered sodium sulfate average particle size 50 am
  • the product of the esterification step was continuously supplied to the neutralizer at 154.5 g / min, and a 27.5% aqueous sodium hydroxide solution was quantitatively supplied at a rate of 61.8 g / min.
  • the neutralization temperature was controlled at 70 ° C, and the residence time of the neutralized product was 20 minutes.
  • the pH of the obtained neutralized product was 6.9 (measurement temperature: 50 ° C.).
  • the proportion of di-salt in AI was 5.1%.
  • ⁇ Test 2-1 Aqueous surfactant aqueous solution containing a mixture of 40 mass% ⁇ 3 salt and di-salt>
  • a mixture of bleached MES salt and di-salt (AI content 70.0% by mass) was prepared in the same manner as in Test 1-1 except that 57.lg was used. Further, the fluidity of the surfactant aqueous liquid was evaluated in the same manner as in Test 1-. The liquid separation of the surfactant aqueous solution, the presence or absence of crystal precipitation, and the viscosity were evaluated in the same manner as in Test 1-2. (Results: Table 3).
  • ⁇ Test 2-2 Surfactant aqueous solution containing a mixture of 50 mass% ⁇ 3 salt and di-salt>
  • a mixture of bleached MES salt and di-salt (AI content 70.0% by mass) was prepared in the same manner as in Test 1-1 except that 71.4g was used and 7 was used. Further, the fluidity of the surfactant aqueous liquid was evaluated in the same manner as in Test 1-. The liquid separation of the surfactant aqueous solution, the presence or absence of crystal precipitation, and the viscosity were evaluated in the same manner as in Test 1-2. (Results: Table 3).
  • the sulfonation reaction is carried out using a tank reactor (10L capacity, jacket cooling, glass with a stirrer
  • Fatty acid methyl ester prepared from palm oil as raw material (16 fatty acid methyl ester (carbon number of R 1 in the above general formula (I): 14, carbon number of R 2 : 1, molecular weight: 270) and carbon number)
  • Mixture with 18 fatty acid methyl esters (R 1 in general formula (I): 16 carbon atoms, R 2 carbon atoms: 1, molecular weight: 298);
  • CI 6 / C18 80/20 (mass ratio)
  • Lion Preparation was carried out under the same conditions as in Production Example 2, except that Chemical Corporation, average molecular weight: 281.2) was used.
  • the proportion of di-salt in AI was 4.7%.
  • ⁇ Test 3-1 Aqueous surfactant aqueous solution containing a mixture of 40 mass% ⁇ 3 salt and di-salt>
  • a mixture of bleached MES salt and di-salt (AI content 70.0% by mass) was prepared in the same manner as in Test 1-1 except that 57.2g was used.
  • the fluidity of the surfactant aqueous liquid was evaluated in the same manner as in Test 1-1.
  • the liquid separation of the surfactant aqueous liquid, the presence or absence of crystal precipitation, and the viscosity were evaluated in the same manner as in Test 12 (Result: Table 4).
  • ⁇ Test 3—2 Surfactant aqueous solution containing a mixture of 45% by weight ⁇ 3 salt and di-salt (Sample 2 one;! ⁇ 2-20); 30% by weight ⁇ 3 salt and di-salt Surfactant aqueous solution (sample 2 21) containing 50 wt% ⁇ 3 salt and disalt mixture (sample 2-22); 55 wt% ⁇ 3 salt and dihydrate Surfactant aqueous solution containing a mixture of salts (Sample 2-23); Surfactant aqueous solution containing a mixture of 75% by weight MES salt and di-salt (Sample 2-24)>
  • ⁇ Test 3-3 Aqueous surfactant aqueous solution containing a mixture of 50% by mass ⁇ 3 salt and di-salt>
  • a mixture of bleached MES salt and di-salt (AI content 70.0 mass%) was prepared in the same manner as in Test 1-1 except that 71.4 g was used.
  • the fluidity of the surfactant aqueous liquid was evaluated in the same manner as in Test 1-1.
  • the liquid separation of the surfactant aqueous liquid, the presence or absence of crystal precipitation, and the viscosity were evaluated in the same manner as in Test 12 (Result: Table 4).
  • the sulfonation reaction was carried out in a tank reactor (200 L capacity, made of SUS3 16L with jacket cooling / stirring device).
  • Double mole, SO equivalent value: 29.0 kg) is blown at a constant speed over 1 hour with a rings spurger
  • the product of the esterification step is continuously fed to the neutralizer at 2.63 kg / min, and 27.5% aqueous sodium hydroxide solution is quantitatively fed at a rate of 1.06 kg / min. , Continuously neutralized.
  • the neutralization temperature was controlled at 70 ° C, and the residence time of the neutralized product was 20 minutes.
  • the pH of the obtained neutralized product was 6.5 (measurement temperature: 50 ° C.).
  • the bleaching reaction was carried out at a bleaching time of 7 hours by adjusting the bleaching temperature to 80 ° C using a jacket.
  • ⁇ Test 4 1 Aqueous surfactant liquid containing a mixture of 40% by mass ⁇ 3 salt and di-salt>
  • a mixture of bleached MES salt and di-salt (AI content 70.0 mass%) 57.2 g was placed in a 200 mL glass container and heated to about 50 ° C.
  • ⁇ Test 4 1 2 Surfactant aqueous solution containing a mixture of 50% by mass ⁇ 3 salt and di-salt>
  • the amount of the fine particles is 61.8 g, and the amount of unsaturated fatty acid and alcohol shown in Table 7 (mass% vs. mixture of MES salt and di-salt) is added, and the total amount is 100 g with a balanced amount of water. Except for adjustment, each sample was prepared and fluidity was evaluated in the same manner as in Test 1-1 (Result: Table 7).
  • the sulfonation reaction was carried out in a tank reactor (200 L capacity, made of SUS3 16L with jacket cooling / stirring device).
  • Double mole, SO equivalent value: 29.0 kg) is blown at a constant speed over 1 hour with a rings spurger
  • the product of the esterification step is continuously fed to the neutralizer at 2.63 kg / min, and 27.5% aqueous sodium hydroxide solution is quantitatively fed at a rate of 1.06 kg / min. , Continuously neutralized.
  • the neutralization temperature was controlled at 70 ° C, and the residence time of the neutralized product was 20 minutes.
  • the pH of the obtained neutralized product was 6.5 (measurement temperature: 50 ° C.).
  • the bleaching reaction was carried out at a bleaching time of 7 hours by adjusting the bleaching temperature to 80 ° C using a jacket.
  • the proportion of di-salt in AI was 4.3%.
  • ⁇ Test 5—1 Surfactant aqueous solution containing a mixture of 40 mass% ⁇ 3 salt and di-salt (Sample 4 — 1 to 4-23)>
  • Evaluation criteria are as follows: ⁇ : less than 30 seconds, ⁇ : 30 to less than 180 seconds, ⁇ : 180 seconds or more to less than 10 minutes, X: 10 minutes or more (solidification).
  • ⁇ Test 5—2 Surfactant aqueous solution containing a mixture of 50% by mass ⁇ 3 salt and di-salt (Sample 5)
  • the bleaching temperature was adjusted to 80 ° C with a jacket and the bleaching time was 3 hours.
  • ⁇ Test 6—1 Surfactant aqueous solution containing a mixture of 60% by mass ⁇ 3 salt and di-salt (Sample 6-1— 6-23)>
  • the sulfonation reaction was conducted in a film reactor (made of glass, inner diameter 8 mm, film length 1.5 m).
  • the product of the esterification step is continuously supplied to the neutralizer at 183.8 g / min, and a 27.5% aqueous sodium hydroxide solution is quantitatively supplied at a rate of 62.3 g / min. , Continuously neutralized.
  • the neutralization temperature was controlled at 70 ° C, and the residence time of the neutralized product was 20 minutes.
  • the pH of the obtained neutralized product was 6.8 (measurement temperature: 50 ° C).
  • the ratio of di-salt in AI was 3.5%.
  • a mixture of bleached MES salt and di-salt (AI content 69.0 mass%) was prepared in the same manner as in Test 1-1 except that 72.4 g was used.
  • the fluidity of the surfactant aqueous liquid was evaluated in the same manner as in Test 1-1.
  • the liquid separation of the surfactant aqueous solution, the presence or absence of crystal precipitation, and the viscosity were evaluated in the same manner as in Test 1-2 (Result: Table 11).
  • the raw materials used are shown below.
  • Hydrogen peroxide solution Pure Chemical Co., Ltd., first grade reagent, aqueous solution containing 35% by mass hydrogen peroxide.
  • AV value mg of potassium hydroxide required to neutralize LAS-H
  • Fig. 4 the composition is expressed as LAS-Na neutralized with Na hydroxide in the slurry before spray drying.
  • Na pyrophosphate Sodium pyrophosphate (anhydrous) (Phosphorus Chemical Co., Ltd.)
  • Acrylic acid / maleic acid copolymer Na Aqualic TL-400 (manufactured by Nippon Shokubai Co., Ltd.) (pure 40% by weight aqueous solution)
  • Nonionic surfactant Polyoxyethylene alkyl ether (manufactured by Lion Corporation, 12 to 14 carbon atoms of alkyl group, average number of moles of ethylene oxide added 8)
  • Type A zeolite (pure 47.5% by mass) (manufactured by Nippon Chemical Industry Co., Ltd.)
  • Carbonate K Potassium carbonate (powder) (Asahi Glass Co., Ltd.)
  • Na sulfate neutral anhydrous sodium sulfate AO (manufactured by Shikoku Kasei Co., Ltd.)
  • Enzyme 1 Sabinase 18T (Novozymes Japan Co., Ltd.)
  • Bleach particles Sodium percarbonate (Mitsubishi Gas Chemical Co., Ltd., SPC-D)
  • Bleach activator particles Bleach activation described in Examples of JP-A-2007-153596 Granule G
  • perfume composition consisting of the following:
  • flavor component shows% in a fragrance
  • AES Polyoxyethylene alkyl ether sulfate Na (manufactured by Lion Corporation, alkyl group having 12 to 14 carbon atoms, average added mole number of ethylene oxide 2.5).
  • Enzyme 2 Evalase 16L (Novozymes Japan Co., Ltd.)
  • Antifoaming agent Palmitic acid (manufactured by NOF Corporation)
  • the aqueous surfactant solution adjusted so that the pH was higher than 8 had no fluidity in any case.
  • an aqueous surfactant solution having a mixture of MES salt and di-salt of 60% by mass had solidified.
  • the aqueous surfactant solution of the present invention contained a mixture of ⁇ -sulfo fatty acid alkyl ester salt and ⁇ -sulfo fatty acid di-salt in high concentration and exhibited fluidity even at 30 ° C.
  • aqueous surfactant solution that exhibits fluidity even at room temperature and contains a high concentration of ⁇ -sulfo fatty acid alkyl ester salt and a method for producing the same.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Detergent Compositions (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

L'invention concerne une solution aqueuse tensioactive qui est caractérisée en ce qu'elle présente une fluidité même à température ambiante, et contenant 30 à 70 % en poids d'un mélange d'un sel d'acide gras α-sulfo-alkylester et d'un sel divalent d'acide gras α-sulfo, et 1 à 50 % en poids d'un acide gras insaturé ayant 10 à 22 atomes de carbone par rapport au contenu du mélange. Cette solution aqueuse tensioactive est en outre caractérisée en ce qu'elle présente un pH de 3-8. L'invention concerne en outre un procédé de production de cette solution aqueuse tensioactive.
PCT/JP2007/074723 2006-12-21 2007-12-21 Solution aqueuse tensioactive et procédé de production de celle-ci WO2008075770A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP2008550199A JP5222733B2 (ja) 2006-12-21 2007-12-21 界面活性剤水性液とその製造方法

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2006-343957 2006-12-21
JP2006343957 2006-12-21

Publications (1)

Publication Number Publication Date
WO2008075770A1 true WO2008075770A1 (fr) 2008-06-26

Family

ID=39536390

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/JP2007/074723 WO2008075770A1 (fr) 2006-12-21 2007-12-21 Solution aqueuse tensioactive et procédé de production de celle-ci

Country Status (3)

Country Link
JP (1) JP5222733B2 (fr)
MY (1) MY157731A (fr)
WO (1) WO2008075770A1 (fr)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2014148435A1 (fr) * 2013-03-18 2014-09-25 ライオン株式会社 PROCÉDÉ DE PRODUCTION D'UNE SOLUTION AQUEUSE D'UN SEL D'ESTER ALKYLIQUE D'ACIDE α-SULFO GRAS
WO2018030399A1 (fr) * 2016-08-08 2018-02-15 ライオン株式会社 Agent nettoyant liquide

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS62186930A (ja) * 1986-02-06 1987-08-15 ヘンケル・コマンデイツトゲゼルシヤフト・アウフ・アクチエン エステルスルホネ−ト含有界面活性剤濃厚液およびその用途
JPH03101828A (ja) * 1989-09-14 1991-04-26 Lion Corp α―スルホ脂肪酸エステル塩の水性高濃度組成物
JPH0565267A (ja) * 1991-09-09 1993-03-19 New Japan Chem Co Ltd α−スルホ脂肪酸エステル塩組成物及びその製造方法
JPH0665592A (ja) * 1992-06-17 1994-03-08 Lion Corp 浸透力に優れる界面活性剤組成物
JPH1017898A (ja) * 1996-07-04 1998-01-20 Lion Corp 界面活性剤の高濃度水性液及び高濃度界面活性剤水性液の粘度低下方法

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH09241694A (ja) * 1996-03-13 1997-09-16 Lion Corp アニオン界面活性剤、高嵩密度粒状アニオン界面活性剤、高嵩密度粒状洗剤組成物およびその製造法

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS62186930A (ja) * 1986-02-06 1987-08-15 ヘンケル・コマンデイツトゲゼルシヤフト・アウフ・アクチエン エステルスルホネ−ト含有界面活性剤濃厚液およびその用途
JPH03101828A (ja) * 1989-09-14 1991-04-26 Lion Corp α―スルホ脂肪酸エステル塩の水性高濃度組成物
JPH0565267A (ja) * 1991-09-09 1993-03-19 New Japan Chem Co Ltd α−スルホ脂肪酸エステル塩組成物及びその製造方法
JPH0665592A (ja) * 1992-06-17 1994-03-08 Lion Corp 浸透力に優れる界面活性剤組成物
JPH1017898A (ja) * 1996-07-04 1998-01-20 Lion Corp 界面活性剤の高濃度水性液及び高濃度界面活性剤水性液の粘度低下方法

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2014148435A1 (fr) * 2013-03-18 2014-09-25 ライオン株式会社 PROCÉDÉ DE PRODUCTION D'UNE SOLUTION AQUEUSE D'UN SEL D'ESTER ALKYLIQUE D'ACIDE α-SULFO GRAS
WO2018030399A1 (fr) * 2016-08-08 2018-02-15 ライオン株式会社 Agent nettoyant liquide
JP2018024728A (ja) * 2016-08-08 2018-02-15 ライオン株式会社 液体洗浄剤

Also Published As

Publication number Publication date
JPWO2008075770A1 (ja) 2010-04-15
JP5222733B2 (ja) 2013-06-26
MY157731A (en) 2016-07-15

Similar Documents

Publication Publication Date Title
JP4761045B2 (ja) α−スルホ脂肪酸アルキルエステル塩を高濃度含有するパウダー、フレーク又はペレットの製造方法、並びに粒状洗剤の製造方法
KR20150064025A (ko) 액체 세정제
US20150267153A1 (en) Process for producing low-in-water to water-free detergent or cleaning agents
JP6184031B2 (ja) 液体洗浄剤
ES2804173T3 (es) Procedimiento para la fabricación de una composición líquida que contiene tensioactivo
WO2008075770A1 (fr) Solution aqueuse tensioactive et procédé de production de celle-ci
CN1840625A (zh) 液体漂白洗涤剂组合物
CN1083859A (zh) 洗涤剂组合物
JP2018039881A (ja) 洗浄剤組成物
JP2012131836A (ja) 粒状洗剤組成物
JP2008094942A (ja) 界面活性剤組成物
JP2009155594A (ja) 液体洗浄剤組成物
JPS6187657A (ja) α−スルホ脂肪酸エステル塩の製造法
JP2008024672A (ja) α―スルホ脂肪酸アルキルエステル塩の製造方法
WO2011129432A1 (fr) Composition détergente en granulés
US20110230389A1 (en) METHOD FOR PRODUCING AQUEOUS a-SULFO FATTY ACID ALKYL ESTER SALT SOLUTION
JPH10292199A (ja) 高嵩密度粒状洗剤組成物の製造方法
JP4782001B2 (ja) α―スルホ脂肪酸アルキルエステル塩を含むアニオン界面活性剤の製造方法、アニオン界面活性剤及びこれを含む洗浄剤組成物
JP2007320978A (ja) 界面活性剤組成物
JPWO2015064746A1 (ja) 界面活性剤含有液
JP4614065B2 (ja) 高濃度α−スルホ脂肪酸アルキルエステル塩含有粒子及びその製造方法、ならびに洗剤
JP2009149778A (ja) 漂白活性化成分の造粒物およびそれを含有する洗浄剤組成物、ならびに漂白活性化成分の造粒物の製造方法
JP2013185073A (ja) 液体洗浄剤
WO2018030399A1 (fr) Agent nettoyant liquide
WO2017006864A1 (fr) Détergent liquide

Legal Events

Date Code Title Description
121 Ep: the epo has been informed by wipo that ep was designated in this application

Ref document number: 07851075

Country of ref document: EP

Kind code of ref document: A1

WWE Wipo information: entry into national phase

Ref document number: 2008550199

Country of ref document: JP

NENP Non-entry into the national phase

Ref country code: DE

122 Ep: pct application non-entry in european phase

Ref document number: 07851075

Country of ref document: EP

Kind code of ref document: A1