JP2013082854A - Anionic surfactant composition - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide an anionic surfactant composition containing a sulfate ester salt excellent in both foamability and defaomabity in a high concentration, and being excellent in flowability and appearance.SOLUTION: The anionic surfactant composition contains 60 to 80 mass% of (a) a sulfate ester salt represented by formula (a1): RO-(PO)-SOM, and 0.1 to 3 mass% of (b) a compound represented by formula (b1): ZO-(PO)-SOM (provide that in the formula (b1), the content of a compound of n1 of 2 and the content of a compound of n1 of 3 are each selected from 0 to 2.5 mass%), and (c) water. In the formula (a1), R is an 8-12C linear or branched alkyl group or alkenyl group; PO is a propyleneoxy group; n is an average addition molar number and 0<n≤1; and M is an alkaline metal or NH. In the formula (b1), Z is a hydrogen atom or SOM; PO is a propyleneoxy group; n1 is an integer of 1 to 4; and M is an alkaline metal or NH.

Description

  The present invention relates to an anionic surfactant composition containing a sulfate ester salt.

  Higher alcohol sulfates are widely used as main active agents for tableware detergents, shampoos, clothing detergents and the like. Higher alcohol sulfate ester salt is usually produced as a paste-like or liquid composition containing water, but its active ingredient concentration is determined from the viewpoint of efficiency of production equipment, cost of product transportation, etc. It is desirable to set the concentration as high as possible in consideration of the above.

  Generally, a higher alcohol sulfate ester salt is obtained by sulfating a higher alcohol with sulfur trioxide or chlorosulfonic acid and neutralizing it, but the surface activity in an aqueous solution or slurry obtained after the neutralization step is obtained. When the concentration of the agent exceeds about 35% by mass, the viscosity of the solution rapidly increases, and it is difficult to use a high concentration product for handling. The viscosity of an aqueous solution or slurry of a higher alcohol sulfate ester salt increases as the concentration is increased, but there may be a region where the viscosity suddenly decreases somewhat at a concentration of about 70% by mass. This is because the surfactant forms a lamellar layer in the solution or slurry. However, a high temperature exceeding 50 ° C. is necessary in order to develop fluidity to the extent that work can be performed even if a lamellar layer is formed, and the concentration range of the higher alcohol sulfate ester salt that can form a lamellar layer is very Since it is narrow, considering the transportation of the surfactant solution, the stirring operation, the stability of work, etc., further lowering the viscosity and expanding the concentration range are desired.

  Various means for reducing the viscosity and increasing the concentration of a composition containing a higher alcohol sulfate ester salt have been proposed. Patent Documents 1 to 3 disclose a surfactant composition containing a sulfate ester salt of alkylene ether glycol and a higher alcohol sulfate ester salt having a concentration exceeding 60% by mass, for example.

  On the other hand, in Patent Document 4, a surfactant composition containing an alkyl sulfate ester derivative in which the average addition mole number n of propyleneoxy groups is 0 <n <1, is low-temperature stability and stability in hard water. It has been disclosed that it has excellent foaming power and foam sustainability.

JP 2006-117769 A JP 56-65098 A JP 56-36596 A JP 2009-35714 A

  As mentioned above, higher alcohol sulfates are applied to detergents such as dishwashing detergents, shampoos and garment detergents. In some cases, it is desirable to have excellent foam extinction properties in which bubbles disappear quickly. However, foamability and foam extinction are contradictory effects and are difficult to achieve at the same time. Moreover, it is desirable that the composition containing the sulfate ester salt at a high concentration is transparent in appearance and uniform.

  An object of the present invention is to provide an anionic surfactant composition containing a high concentration of a sulfate ester salt excellent in both foaming properties and foam extinction properties and excellent in fluidity and appearance.

In the present invention, (a) a sulfate ester salt represented by the following general formula (a1) [hereinafter referred to as component (a)] is 60 to 80% by mass, and (b) a compound represented by the following general formula (b1) [Hereinafter referred to as component (b)] is 0.1 to 3% by mass [wherein, in general formula (b1), the content of the compound in which n1 is 2 and the content of the compound in which n1 is 3 are each 0. It is selected from ˜2.5% by mass. And (c) water [hereinafter referred to as component (c)].
_{RO- (PO) n -SO 3 M} (a1)
(In the formula, R represents a linear or branched alkyl group or alkenyl group having 8 to 12 carbon atoms, PO represents a propyleneoxy group, n represents an average number of added moles, and 0 <n ≦ 1. And M represents an alkali metal or NH _4. )
_{ZO- (PO) n1 -SO 3 M} (b1)
(In the formula, Z represents a hydrogen atom or SO ₃ M, PO represents a propyleneoxy group, n1 represents an integer of 1 to 4, and M represents an alkali metal or NH _4. )

  ADVANTAGE OF THE INVENTION According to this invention, the anionic surfactant composition excellent in fluidity | liquidity and an external appearance which contains the sulfate ester salt excellent in both foamability and foam extinction property in high concentration is provided.

Schematic showing the evaluation method of foam extinction performed in the examples Schematic showing the perforated state of ion exchange water introduction means (water) used in the evaluation of foam extinction of the example

<(A) component>
The surfactant composition of the present invention contains a sulfate ester salt represented by the following general formula (a1).
_{RO- (PO) n -SO 3 M} (a1)
(In the formula, R represents a linear or branched alkyl group or alkenyl group having 8 to 12 carbon atoms, PO represents a propyleneoxy group, n represents an average number of added moles, and 0 <n ≦ 1. And M represents an alkali metal or NH _4. )

  Here, R in the general formula (a1) has 8 to 12 carbon atoms from the viewpoint of foam extinction, fluidity at a high concentration, versatility of raw materials, and handleability. R is preferably a straight chain, and more preferably a straight chain alkyl group.

  In addition, the average number of moles of propylene oxide of n in the general formula (a1) is more than 0 and 1 or less, preferably 0.2 or more and 0.8 or less, from the viewpoints of foamability and foam disappearance. It is.

Moreover, M in the general formula (a1) is a cationic group that forms a salt, and is an alkali metal or NH ₄ . Examples of the alkali metal include sodium, potassium, and lithium. Among these, sodium and potassium are more preferable, and sodium is particularly preferable.

<(B) component>
The component (b) of the present invention is a compound represented by the following general formula (b1).
_{ZO- (PO) n1 -SO 3 M} (b1)
(In the formula, Z represents a hydrogen atom or SO ₃ M, PO represents a propyleneoxy group, n1 represents an integer of 1 to 4, and M represents an alkali metal or NH _4. )

  The component (b) is a salt of propylene glycol sulfate and / or a salt of polypropylene glycol sulfate, and acts as a fluidizing agent for the composition containing the component (a).

In the general formula (b1), Z represents a hydrogen atom or SO ₃ M. M represents an alkali metal or NH ₄ . Examples of the alkali metal of M include sodium, potassium, lithium and the like, but sodium and potassium are preferable, and sodium is more preferable.

  In general formula (b1), n1 is an integer of 1-4, and the integer of 1-3 is preferable from the point of fluid performance, and 2 or 3 is more preferable. Therefore, the component (b) preferably includes a compound in which n1 is 2 and / or a compound in which n1 is 3 in the general formula (b1).

Component (b) is propylene glycol monosulfate, propylene glycol disulfate, dipropylene glycol monosulfate, dipropylene glycol disulfate, tripropylene glycol monosulfate, tripropylene glycol disulfate One or more selected from salts, tetrapropylene glycol monosulfate, and tetrapropylene glycol disulfate are preferred. The component (b) is preferably a disulfate salt type compound in which Z in the general formula (b1) is SO ₃ M. Therefore, the component (b) is preferably at least one selected from propylene glycol disulfate, dipropylene glycol disulfate, tripropylene glycol disulfate, and tetrapropylene glycol disulfate.

In addition, in this invention, the compound [henceforth (b ') component] represented by the following general formula (b2) can also be contained.
_{ZO- (PO) n2 -SO 3 M} (b2)
(In the formula, Z represents a hydrogen atom or SO ₃ M, PO represents a propyleneoxy group, n2 represents an integer of 5 or more, and M represents an alkali metal or NH _4. )

  When the component (b ′) is used, the proportion of the component (b) in the total amount of the component (b) and the component (b ′) is preferably 80% by mass or more.

  In the present invention, a mixture of compounds having different addition mole numbers corresponding to n1 in the general formula (b1) and n2 in the general formula (b2), such as a sulfated ester of polypropylene glycol, includes the component (b). It can be used as a mixture or a mixture containing the component (b) and the component (b ′). In such a mixture, the content of the compound corresponding to the component (b) in the anionic surfactant composition of the present invention is 0.1 to 3% by mass [where n1 is 2 in the general formula (b1) And the content of the compound having n1 of 3 are each selected from 0 to 2.5% by mass. ] To be used. Moreover, it is preferable that the ratio of the compound whose n1 in General formula (b1) which is a component (b) is 1, 2, 3, 4 is 80 mass% or more in such a mixture. In polypropylene glycol having a weight average molecular weight of 400 (PPG400) and polypropylene glycol having a weight average molecular weight of 700 (PPG700) used in the comparative examples, the content of the component (b) in the obtained sulfur oxide is low, In order to increase the content of component (b), the amount used is increased.

<(C) component>
The anionic surfactant composition of the present invention contains water as the component (c).

<Anionic surfactant composition>
The composition of the present invention is a higher alcohol sulfate ester-containing composition. The present invention relates to a composition containing the component (a) at a high concentration, and the content of the component (a) in the composition is 60 to 80% by mass, preferably 60 to 75% by mass. In the anionic surfactant composition of the present invention, the component (b) is 0.1 to 3% by mass, preferably 0.1 to 2.7% by mass, more preferably 0.4 to 2.5% by mass. contains. By containing the component (b) within this range, excellent fluidity can be obtained even at a relatively low temperature of 50 ° C. or lower, while being a composition containing a high concentration of the component (a), and the transparency is high. Good appearance with high separation and low separation is obtained. In addition, in the general formula (b1), when a compound in which n1 is 2 and / or a compound in which n1 is 3 is contained, the content in these compositions is a viewpoint of obtaining a transparent and uniform appearance From the general formula (b1), the content of the compound where n1 is 2 and the content of the compound where n1 is 3 are each selected from 0 to 2.5% by mass, preferably 0 to 2.0% by mass Is done. That is, in the present invention, the content of the component (b) in the composition is 0.1 to 3% by mass, and the content of the compound in which n1 is 2 in the general formula (b1) is 2.5% by mass. Hereinafter, preferably 0 to 2.5% by mass, more preferably 0 to 2.0% by mass, or the content of the compound in which n1 is 3 in the general formula (b1) is 2.5% by mass or less. The content is preferably 0 to 2.5% by mass, more preferably 0 to 2.0% by mass. (C) Although a component can be used in the quantity used as the remainder of a composition, it can be set as content of 15-39.9 mass% in a composition, and also 20-38 mass%.

  In the anionic surfactant composition of the present invention, the mass ratio of the component (a) to the component (b) is (a) component / (b) component = 20/1 to 800/1, more preferably 22/1 to 750 /. 1 and 35 to 86/1.

  The anionic surfactant composition of the present invention has a viscosity of 7.5 Pa · s or less, further 1 to 7.5 Pa · s, more preferably 3 to 7.5 Pa · s in terms of handling properties such as removal from a container. It is preferable that This viscosity was measured using a digital viscometer manufactured by Tokimec Co., Ltd. (DVL-B II type) at a temperature of the composition of 40 ° C. It was measured under a condition of 30 r / min with 4 rotors.

  In the present invention, “transparency” for an anionic surfactant composition means that it can be determined that light can be transmitted by visual observation in a state where bubbles are removed.

The anionic surfactant composition of the present invention can be prepared by mixing the component (a), the component (b) and the component (c), and includes the component (a), the component (b) and the component (c). It can be prepared by a manufacturing method such that a mixture is obtained. For example, according to the method shown below, a desired anionic surfactant composition can be efficiently produced. That is, the formula (a1 ′):
RO- (PO) _n- H (a1 ')
(In the formula, R, PO and n are the same as described above.)
One or more compounds represented by the formula (oxypropylene alkyl or alkenyl ether, AP), and the formula (b1 ′):
HO (PO) _n1 -H (b1 ')
(In the formula, PO and n1 are the same as described above.)
Is produced by sulfating a mixture (AP / PPG mixture) with one or more compounds represented by the formula (polypropylene glycol, PPG) and then neutralizing with a basic alkali metal compound or aqueous ammonia.

  There is no particular limitation on the method for preparing the AP / PPG mixture, and any method can be used as long as the target mixture can be obtained. The mixing ratio of AP and PPG is appropriately selected so that the content ratio of the component (a) and the component (b) in the finally obtained composition falls within the above-described range. In addition, in the addition reaction of alcohol and propylene oxide for obtaining AP, the water content of the reaction system containing the alcohol and the catalyst is adjusted to a predetermined amount, and then the addition reaction of propylene oxide is performed to obtain an AP / PPG mixture. be able to.

  Examples of the sulfating agent used for sulfating the AP / PPG mixture include sulfur trioxide gas and chlorosulfonic acid. In order to minimize the amount of chloride in the resulting anionic surfactant composition, three It is preferable to use sulfur oxide gas. There is no restriction | limiting in particular in the method of sulfation, It can carry out according to a conventional method. For example, using a thin film type continuous reaction apparatus, sulfur trioxide gas diluted with an inert gas such as air or nitrogen, preferably having a concentration of 1 to 30% by volume, more preferably 1 to 20% by volume, is added to AP / PPG. It mixes with a mixture and sulfation of AP and PPG is performed. If the concentration of sulfur trioxide is in the range of 1 to 30% by volume, the gas volume is not too large and the reaction can be prevented from becoming excessive.

The amount of sulfur trioxide used is usually in the range of stoichiometric amount × (0.95 to 1.05). When the amount of sulfur trioxide used is within the above range, the amount of unreacted AP that does not have foaming properties is small, and odorous components (for example, lower aldehydes, lower ketones, cyclic ethers, etc.) that are by-products are produced. The amount is also small. A preferred amount is in the range of stoichiometric amount × (0.98 to 1.02). As the component (b), a use amount such that a PPG disulfate ester in which Z in the general formula (b1) is SO ₃ M is mainly obtained is more preferable.

  Although there is no restriction | limiting in particular in a reactor, For example, a tank type reactor, a thin film type reactor, etc. can be used. As the thin film reactor, for example, a falling thin film reactor, a rising thin film reactor, a tubular gas-liquid mixed phase flow reactor, and the like can be used. From the viewpoint of production efficiency, it is preferable to apply a continuous system using a thin film reactor. Among these thin film reactors, a falling film reactor is preferable from the viewpoint of reaction efficiency and coloring. The reaction time when using a thin film reactor is about 10 to 300 seconds.

  The sulfation temperature is preferably 15 to 70 ° C, more preferably 40 to 60 ° C. If it is 15 degreeC or more, the local excessive reaction by the fluid fall can be suppressed, and if it is 70 degreeC or less, decomposition | disassembly of a product can be suppressed.

  The mixture containing the sulfate obtained as described above is subjected to gas / liquid separation and neutralized in the next step. The neutralization treatment is performed using, for example, an aqueous solution of a basic alkali metal compound, preferably a 20 to 50% by mass aqueous solution, or ammonia water, preferably 10 to 50% by mass ammonia water. Examples of the basic alkali metal compound include sodium hydroxide, potassium hydroxide, lithium hydroxide, sodium carbonate, potassium carbonate, lithium carbonate and the like, and sodium hydroxide and sodium carbonate are preferable.

  The neutralization temperature is preferably 20 to 80 ° C, more preferably 20 to 60 ° C. Examples of neutralization methods include batch neutralization and continuous neutralization, and a continuous circulation neutralization method equipped with an external cooling device is particularly suitable because it can maintain the neutralization temperature at a constant temperature. can do. Further, after the continuous neutralization treatment in this way, the pH can be further finely adjusted by batch operation or continuous operation, if necessary. The mixture containing the sulfate obtained as described above removes bubbles under reduced pressure.

  The anionic surfactant composition of the present invention can be suitably used as a raw material for producing various cleaning agents, for example, textile product cleaning agents and hard surface cleaning agents.

Examples 1-2 and Comparative Examples 1-8
(1) Preparation of anionic surfactant composition 6695 g of alcohol having 12 carbon atoms (Kao Corporation, product name: Calcoal 2098) and 20.1 g of KOH were placed in an autoclave equipped with a stirrer, a temperature controller, and an automatic introduction device. The dehydration was carried out at 110 ° C. and 1.3 kPa for 30 minutes. After dehydration, nitrogen substitution was performed, the temperature was raised to 120 ° C., and 1247 g of propylene oxide was charged. After addition reaction and aging at 120 ° C., the mixture was cooled to 80 ° C., and unreacted propylene oxide was removed at 4.0 kPa. After removing unreacted propylene oxide, 32.3 g of 90% lactic acid was added to the autoclave and stirred at 80 ° C. for 30 minutes, followed by extraction to obtain an alkoxylate having an average propylene oxide addition mole number of 0.6 mol. It was. In Table 1, “PO addition conditions” are the conditions for the propylene oxide addition reaction in this method, “dehydration step” is the presence or absence of the dehydration, and “water amount” is the amount of water (mass%) in the reaction system after the dehydration. ).

The obtained alkoxylate was sulfated in a thin-film sulfation reactor using SO ₃ gas. A sodium hydroxide aqueous solution was added to the resulting sulfate to obtain a high-concentration composition containing a polyoxyalkylene alkyl ether sulfate ester (component (a)).

Similarly, dipropylene glycol, tripropylene glycol, polypropylene glycol (weight average molecular weight 400), diethylene glycol, and triethylene glycol were sulfated using SO ₃ gas in a thin film sulfation reactor. At that time, the target compound of sulfated respect (raw material), SO ₃ gas to SO ₃ is more than (equivalent of SO ₃ with respect to the number of -OH groups determined from the hydroxyl value of the raw material) 2 times by mole Was added to carry out sulfation. Therefore, the sulfur oxide obtained in this example is mainly composed of a diester type compound. Sodium hydroxide aqueous solution was added to the obtained sulfate to obtain each polyoxyalkylene sulfate ester salt (component (b) and comparative compound). In Table 1, “POA type” is the type of polyoxyalkylene used here (the same applies to Table 2).

  An anion having the composition shown in Table 1 by mixing the polyoxyalkylene alkyl ether sulfate salt [component (a)] obtained above and each polyoxyalkylene sulfate ester salt (component (b) or comparative compound). A surfactant composition was obtained. In the table, the comparative compound of component (b) is also shown in the column of component (b) for convenience.

(2) Evaluation (2-1) Viscosity An anionic surfactant composition was prepared by adding ion-exchanged water so that the polyoxyalkylene alkyl ether sulfate ester salt (component (a)) was 65% by mass, and then centrifuged. Bubbles were removed with a separator. Using an aqueous solution of the obtained anionic surfactant composition, the viscosity was measured with a digital viscometer manufactured by Tokimec Co., Ltd. (DVL-B II type). The measurement conditions were 40 ° C., No. It was set to 30 r / min with 4 rotors, and the unit was Pa · s. In this evaluation, if the viscosity was 7.5 Pa · s or less, it was judged that the fluidity was good and the physical properties were easy to handle.

(2-2) Initial foam amount The anionic surfactant composition is diluted with ion-exchanged water so that the total concentration of the component (a) and the component (b) [or the comparative compound of the component (b)] is 34 mM. The pump former container shown in FIG. 1 of JP-A-2008-260852 was filled. Here, a single mesh having a mesh size of 200 / inch was attached to the foam discharge mechanism. Next, 3 g of foam was produced in a 500 ml graduated cylinder (material: glass, manufactured by IWAKI) by continuously pushing out the pump head part at the top of the container for 3 pushes. Note that the speed of pushing out was 1 second per push. The volume was recorded from the scale of the graduated cylinder and used as the initial amount of foam. In this evaluation, it was judged that the foaming was sufficient if the amount of foam was 20 ml or more.

(2-3) Foam extinction Add 100 ml of ion-exchanged water to the foam through the means for introducing ion-exchanged water (manufactured by hand) installed at the top of the graduated cylinder against the foam generated by the above initial foam amount measurement. Then, after the addition, the operation of leaving still for 30 seconds was repeated twice (100 ml of ion-exchanged water was added three times in total, and the total amount added was 300 ml), and the amount of foam was measured. From the initial amount of foam and the amount of foam after the addition of 300 ml of ion-exchanged water (100 ml three times), the rate of change of the amount of foam represented by the following formula was determined to evaluate the foam extinction property. In this evaluation, it was judged that if the rate of change in the amount of foam was 40% or more, rapid foam disappearance by dilution (rinsing) could be achieved.
Foam amount change rate (%) = [1− (foam amount after addition of 300 ml of ion exchange water / initial foam amount)] × 100

  FIG. 1 shows the state when ion-exchanged water is added to the graduated cylinder. In FIG. 1, 1 is a graduated cylinder, 2 is a bubble, 3 is an ion exchange water introduction means (manufactured by hand), 4 is an opening of the introduction means, and FIG. 2 is an opening of the ion exchange water introduction means 3. FIG. 6 is a schematic view showing a state in which a portion 4 is perforated. A method for producing a hand-made water bottle, which is means for introducing ion-exchanged water, is as follows. First, from the bottom of a 250 ml polypropylene wide-mouthed bottle (manufactured by ASONE: I-boy wide-mouthed bottle) to the main body part having a height of about one third was excised. Next, as shown in FIG. 2, a polyethylene perforated plate having 13 holes with a diameter of 2 mm at 9 mm intervals was prepared for a thin circular polyethylene plate with a diameter of 4 cm. Finally, the above-mentioned polyethylene porous plate was fixed as the opening 4 to the lid opening (4 cm in diameter) at the top of the excised wide-mouth bottle, thereby producing ion exchange water introduction means 3 (handmade watering device). The ion exchanged water introducing means 3 (manufactured by hand) thus produced was fitted into the opening of the graduated cylinder 1 while being kept in an inverted state as shown in FIG. Ion exchange water was added from the excision side of the wide-mouth bottle.

The components in Table 1 are as follows (the same applies to Table 2). Further, trace components such as unreacted components are omitted in Table 1 (the same applies to Table 2). In addition, as for the composition of an Example, all permeate | transmitted light by the visual observation in the state except the bubble, and were judged to have transparency.
-DPG: Dipropylene glycol-TPG: Tripropylene glycol-PPG400: Polypropylene glycol (weight average molecular weight 400), sulfate is a compound in which n2 is an integer of 1 to 4 in the general formula (b2) [component (b) ] Content is 7% by mass
・ DEG: Diethylene glycol ・ TEG: Triethylene glycol

Examples 3-4, Comparative Examples 9-11
333 g of alcohol having 8 carbon atoms (Kao Corporation, product name: Calcoal 0898), 333 g of alcohol having 10 carbon atoms (Kao Corporation, product name: Calcoal 1098), alcohol having 12 carbon atoms (Kao Corporation), product Name: Calcoal 2098) 5997 g and KOH 20.6 g were charged into an autoclave equipped with a stirrer, temperature controller, and automatic introduction device, and dehydrated at 110 ° C. and 1.3 kPa for 30 minutes. After dehydration, nitrogen substitution was performed, the temperature was raised to 120 ° C., and 1278 g of propylene oxide was charged. After addition reaction and aging at 120 ° C., the mixture was cooled to 80 ° C., and unreacted propylene oxide was removed at 4.0 kPa. After removing unreacted propylene oxide, 38.1 g of 90% lactic acid was added to the autoclave and stirred at 80 ° C. for 30 minutes, followed by extraction to obtain an alkoxylate having an average propylene oxide addition mole number of 0.6 mol. It was.

The obtained alkoxylate was sulfated in a thin-film sulfation reactor using SO ₃ gas. A sodium hydroxide aqueous solution was added to the resulting sulfate to obtain a high-concentration composition containing a polyoxyalkylene alkyl ether sulfate ester (component (a)).

Similarly, dipropylene glycol, tripropylene glycol, and polypropylene glycol (weight average molecular weights 400 and 700) were sulfated using SO ₃ gas in a thin film type sulfation reactor. At that time, the target compound of sulfated respect (raw material), SO ₃ gas to SO ₃ is more than (equivalent of SO ₃ with respect to the number of -OH groups determined from the hydroxyl value of the raw material) 2 times by mole Was added to carry out sulfation. Therefore, the sulfur oxide obtained in this example is mainly a diester type. A sodium hydroxide aqueous solution was added to the obtained sulfate to obtain each polyoxyalkylene glycol sulfate salt (component (b) and comparative compound).

  The polyoxyalkylene alkyl ether sulfate salt obtained as described above [component (a)] and each polyoxyalkylene glycol sulfate salt [component (b) or a comparative compound] were mixed to obtain the composition shown in Table 2. An anionic surfactant composition was obtained. About the obtained anionic surfactant composition, the viscosity, the initial foam amount, and the foam disappearance were evaluated in the same manner as in Example 1 and the like. The results are shown in Table 2. In addition, about the initial amount of foam, in this example, if the amount of foam was 18 ml or more, it was judged that it was sufficient foaming.

Examples 5-7
332 g of alcohol having 8 carbon atoms (Kao Corporation, product name: Calcoal 0898), 332 g of alcohol having 10 carbon atoms (Kao Corporation, product name: Calcoal 1098), alcohol having 12 carbon atoms (Kao Corporation), product Name: Calcoal 2098) 5980 g and 48% KOH 42.8 g were charged into an autoclave equipped with a stirrer, temperature control device, and automatic introduction device, purged with nitrogen, heated to 120 ° C., and then charged with 1275 g of propylene oxide. . After addition reaction and aging at 120 ° C., the mixture was cooled to 80 ° C., and unreacted propylene oxide was removed at 4.0 kPa. After removal of unreacted propylene oxide, 38.1 g of 90% lactic acid was added to the autoclave, stirred for 30 minutes at 80 ° C., then extracted, and an alkoxylate and polypropylene having an average propylene oxide addition mole number of 0.6 mol. A mixture containing glycol [PPG (1) described later] was obtained (Examples 5 and 7).

  Further, 330 g of alcohol having 8 carbon atoms (Kao Corporation, product name: Calcoal 0898), 330 g of alcohol having 10 carbon atoms (Kao Corporation, product name: Calcoal 1098), alcohol having 12 carbon atoms (Kao Corporation), 1268 g of propylene oxide was charged in the same manner using 5950 g of product name: Calcoal 2098) and 63.8 g of 48% KOH. Thereafter, a mixture containing an alkoxylate having an average propylene oxide addition mole number of 0.6 mol and polypropylene glycol [PPG (2) described later] was obtained in the same manner using 56.1 g of 90% lactic acid. Obtained (Example 6).

The obtained mixture of alkoxylate and polypropylene glycol was sulfated in a thin-film sulfation reactor using SO ₃ gas. Sulfation was performed by adding SO ₃ gas so that the equivalent of SO ₃ or more with respect to the number of —OH groups determined from the hydroxyl value of the raw material. Therefore, the sulfur oxide obtained in this example is mainly composed of a diester type compound. A sodium hydroxide aqueous solution (Examples 5 and 6) or aqueous ammonia (Example 7) is added to the resulting sulfate, and polyoxyalkylene alkyl ether sulfate ester (component (a)) and polyoxypropylene glycol sulfate. An anionic surfactant composition containing an ester salt [component (b)] in the composition of Table 2 was obtained. About the obtained anionic surfactant composition, the viscosity, the initial foam amount, and the foam disappearance were evaluated in the same manner as in Example 1 and the like. The results are shown in Table 2. In addition, about the initial amount of foam, in this example, if the amount of foam was 18 ml or more, it was judged that it was sufficient foaming.

The components in Table 2 are as follows. In addition, as for the composition of an Example, all permeate | transmitted light by the visual observation in the state except the bubble, and were judged to have transparency.
PPG (1): a mixture of propylene glycol, dipropylene glycol, tripropylene glycol, and tetrapropylene glycol, and polyoxypropylene glycol sulfate obtained from the mixture as a component (b) in the composition 1.3 A mass% was blended. The breakdown is: 0.3% by mass of propylene glycol sulfate, 0.4% by mass of dipropylene glycol sulfate, 0.4% by mass of tripropylene glycol sulfate, 0.2% by mass of tetrapropylene glycol sulfate. It is.
PPG (2): a mixture of propylene glycol, dipropylene glycol, tripropylene glycol and tetrapropylene glycol, and 2.7 in the composition using polyoxypropylene glycol sulfate ester salt obtained from the mixture as component (b) A mass% was blended. The breakdown is: 0.6% by mass of propylene glycol sulfate, 0.9% by mass of dipropylene glycol sulfate, 0.8% by mass of tripropylene glycol sulfate, 0.4% by mass of tetrapropylene glycol sulfate. It is.
-PPG700: Polypropylene glycol (weight average molecular weight 700), and sulfate is less than 1% by mass of the compound [component (b)] in which n2 is an integer of 1 to 4 in the general formula (b2)

Claims (5)

(A) 60-80% by mass of a sulfate ester salt represented by the following general formula (a1) [hereinafter referred to as component (a)], (b) a compound represented by the following general formula (b1) [hereinafter, ( b) component] is 0.1 to 3% by mass [wherein, in the general formula (b1), the content of the compound in which n1 is 2 and the content of the compound in which n1 is 3 are 0 to 2.5%, respectively. Selected from mass%. And (c) water [hereinafter referred to as component (c)].
_{RO- (PO) n -SO 3 M} (a1)
(In the formula, R represents a linear or branched alkyl group or alkenyl group having 8 to 12 carbon atoms, PO represents a propyleneoxy group, n represents an average number of added moles, and 0 <n ≦ 1. And M represents an alkali metal or NH _4. )
_{ZO- (PO) n1 -SO 3 M} (b1)
(In the formula, Z represents a hydrogen atom or SO ₃ M, PO represents a propyleneoxy group, n1 represents an integer of 1 to 4, and M represents an alkali metal or NH _4. )   (B) The anionic surfactant composition of Claim 1 containing the compound whose n1 is 2 and / or the compound whose n1 is 3 in general formula (b1) as a component. It contains a compound represented by the following general formula (b2) [hereinafter referred to as component (b ′)], and the proportion of component (b) in the total amount of component (b) and component (b ′) is 80 mass. The anionic surfactant composition according to claim 1 or 2, which is at least%.
_{ZO- (PO) n2 -SO 3 M} (b2)
(In the formula, Z represents a hydrogen atom or SO ₃ M, PO represents a propyleneoxy group, n2 represents an integer of 5 or more, and M represents an alkali metal or NH _4. )   The anionic surfactant according to any one of claims 1 to 3, wherein a mass ratio of the component (a) to the component (b) is (a) component / (b) component = 35/1 to 86/1. Composition.   The content of the compound in which n1 is 2 and the content of the compound in which n1 is 3 in the general formula (b1) are each selected from 0 to 2.0% by mass. 2. An anionic surfactant composition according to item 1.

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