JPH1017898A - High-concentration water-base liquid of surfactant and method for decreasing viscosity of high-concentration water-base surfactant liquid - Google Patents

Abstract

PROBLEM TO BE SOLVED: To decrease the viscosity of a high-concn. anionic surfactant by adding an unsatd. fatty acid-polyalkylene alkyl ester sulfonate or an α-sulfofatty acid- polyalkylene alkyl ester salt to the same. SOLUTION: An unsatd. fatty acid-polyalkylene alkyl ester obtd. by the addition polymn. of an alkylene oxide to an unsatd. fatty acid alkyl ester is reacted with sulfuric anhydride and neutralized with an alkali to give a sulfonate (A), and an α-sulfofatty acid alkyl ester and an alcohol having an alkylene glycol group are subjected to transesterification to give an α-sulfofatty acid polyalkylene alkyl ester salt. (B). Compd. A and/or compd. B is added to a high-concn. anionic surfactant (e.g. an alklyl ether sulfate) liq. contg. 30-60wt.% effective ingredient to give a surfactant liq. contg. about 1-25wt.% sulfonate, thus giving a high-concn. surfactant liq. with reduced viscosity.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a low-viscosity anionic surfactant high-concentration aqueous liquid and a method for lowering the viscosity of a high-concentration aqueous liquid of an anionic surfactant.

[0002]

2. Description of the Related Art Anionic surfactants generally used are very viscous at a high concentration, have poor fluidity, and are difficult to handle. Representative anionic surfactants include: 1) Alkyl ether sulfate (AES) R—O— (CH ₂ CH ₂ O) n—SO ₃ M R = C ₈ -C ₂₀ linear or branched alkyl group It is. n = 1 to 10 M = alkali metal or alkaline earth metal 2) Alkyl sulfate (AS) ROSO ₃ M R = C _{8 to} C ₂₀ linear or branched alkyl group M = alkali metal or alkaline earth metal 3) Alkyl aryl sulfonate (LAS) R-Ar-SO ₃ M R = C ₆ -C ₁₈ linear or branched alkyl group M = alkali metal or alkaline earth metal 4) α-olefin sulfonate (AOS) R-CH = Mixture of CH (CH ₂ ) _m SO ₃ M R′-CH (OH) (CH ₂ ) _n SO ₃ M R = C ₆ -C ₂₀ linear or branched alkyl group R ′ = C ₁₂ -C ₂₀ M = 1-9 n = 1-4 M = alkali metal or alkaline earth metal 5) α-sulfo fatty acid ester (α-SFE) R = C ₆ -C ₂₀ linear or branched alkyl group E = C ₁ -C ₆ linear or branched alkyl group 6) Soap Water-soluble salts of fatty acids (C ₈ -C ₂₀ ).

[0003] These anionic surfactants are handled in a concentration of about 30% or less or in a minimum viscosity region in order to facilitate their handling. As a method for improving the fluidity, a method of adding a third substance is considered. For example, a lower alcohol (JP-A-49-15706) and polyethylene glycol (JP-A-50-1163) can be considered.
No. 83), mono- and di-sulfates of polyalkylene glycol (JP-A-56-36596), polyethoxylates of glycerin and polyglycerin (JP-A-56-118498), neopentyl glycol or trivalent or higher Sulfate of polyalkylene oxide adduct of polyhydric alcohol (JP-A-63-8474)
JP-A-2003-157, etc.). In addition,
Higher alcohols (DE2163195), higher alcohol ethoxylates (JP-A-53-64209, JP-A-53-79904, JP-A-56-20098, and JP-B-6-76594). However, there are limitations such as the necessity of using a large amount of the activator and the use of the intended activator which has a bad influence and cannot be applied.

[0004]

As described above, high-concentration anionic surfactants have high viscosity and poor fluidity, have problems in handling, etc., and gelate when a high-concentration product is diluted and used. There is a problem that it is.

[0005]

Means for Solving the Problems As a result of intensive studies, the present inventors have found that the addition of a third substance, such as an unsaturated fatty acid polyalkylene alkyl ester sulfonate, to a high concentration of an anionic surfactant, It made it possible to reduce the viscosity and make the solution fluid.

That is, according to the present invention, at least 3
A high-concentration aqueous liquid of a surfactant, comprising a high-concentration anionic surfactant containing 0% or more of an active ingredient and at least one selected from the following A and B is provided. You. A: Sulfonate salt of unsaturated fatty acid polyalkylene alkyl ester B: α-sulfo fatty acid polyalkylene alkyl ester salt The aqueous liquid referred to herein means an aqueous solution, a slurry or a paste of a surfactant.

According to the present invention, at least 30%
A method for lowering the viscosity of an aqueous solution of a high-concentration surfactant, comprising adding at least one selected from the following A and B to a high-concentration aqueous solution of a high-concentration anionic surfactant containing the active ingredient described above. Is provided. A: sulfonate salt of unsaturated fatty acid polyalkylene alkyl ester B: α-sulfo fatty acid polyalkylene alkyl ester salt

[0008]

BEST MODE FOR CARRYING OUT THE INVENTION Hereinafter, the present invention will be described in more detail. The high-concentration aqueous solution of the surfactant of the present invention comprises, as an anionic surfactant, at least one of (A) a sulfonic acid of an unsaturated fatty acid polyalkylene alkyl ester and (B) an α-sulfo fatty acid polyalkylene alkyl ester salt. It is characterized by containing. The concentration of the anionic surfactant at this time is 30% or more, preferably 30% or more.
To 90%.

The sulfonate of (A) the unsaturated fatty acid polyalkylene alkyl ester used in the present invention can be obtained as follows. 1) First, a compound represented by the following general formula (I) is used as a raw material, and an alkylene oxide is added thereto as disclosed in JP-A-4-2795.
The addition polymerization is carried out using a metal oxide-added magnesium oxide catalyst as in the method described in JP-A No. 52-52. Alternatively, an esterification reaction between the polyoxyalkylene alkyl ether and the fatty acid is performed. Examples of the alkylene oxide include homoaddition polymerization of ethylene oxide, propylene oxide and the like, or two or more random addition polymerizations. The molecular weight of the addition polymer is 300 to 2500, preferably 300 to 1200.
It is.

R = R′COOX (I) (wherein R and R ′ are R + R ′ = C ₁₇ aliphatic hydrocarbon group, and X is H atom or C ₁ -C ₆ linear or An alkyl group having a branched chain is shown.) Next, the resulting addition polymer is sulfonated. Sulfonation is carried out by thin-film type, tank type sulfonation, etc.
The reaction is performed using a sulfonating agent such as chlorosulfonic acid or sulfuric anhydride to obtain a sulfonic acid. 2) It can also be obtained by sulfonating the raw material of the above general formula (I) in the same manner, followed by esterification or transesterification with a polyoxyalkylene alkyl ether.

The sulfonic acid is neutralized by a conventional method to obtain a sulfonic acid salt of an unsaturated fatty acid polyalkylene alkyl ester. The obtained sulfonate is added to the anionic surfactant to adjust the concentration, or by adding to the adjusted anionic surfactant, a concentrated solution of the anionic surfactant containing the sulfonate Alternatively, a slurry is obtained. As the order of neutralization, a method of adding to an anionic surfactant and neutralizing at the same time can be adopted. The sulfonate concentration of the aqueous surfactant high concentration liquid of the present invention is preferably 1 to 25% by weight.

The (B) α-sulfofatty acid polyalkylene alkyl ester salt used in the present invention is a compound having a structure represented by the following general formula (II).

Embedded image [Wherein, R, R ′, AO, m, and M represent the following, respectively. R: saturated linear or branched alkyl group (C ₆ -C ₂₄ ) R ′: lower linear or branched alkyl group (C ₁ -C ₆ ) AO: CH ₂ CH ₂ O, CH ₂ CH (CH ₃ ) Alkylene glycol group such as O m: 3 to 20 M: Alkali metal or alkaline earth metal ion such as Na, K]

The α-sulfofatty acid polyalkylene alkyl ester salt can be produced by a transesterification reaction between an α-sulfofatty acid alkyl ester and an alcohol represented by the following formula (III).

Embedded image R ′-(AO) mH (III)

[0013]

Although the function is not well understood, A and B themselves have the property of forming a liquid crystal and having a low viscosity. Therefore, this property and the effect of a hydrotrope overlap to lower the viscosity. It is presumed that.

As described above, the present invention is applied to anionic surfactants in general, and particularly, alkyl sulfate (AS), α-sulfo fatty acid ester (α-SFE) and alkyl ether sulfate (AES) are used. In such a case, the above-mentioned anionic surfactant is particularly preferable since the effect becomes remarkable.

[0015]

The present invention will be described in more detail with reference to the following examples. Note that the technical scope of the present invention is not limited by these.

The product of the present invention used in Examples 1 to 12 was prepared by the following method. Alkylene oxide was addition-polymerized to an unsaturated fatty acid alkyl ester (C ₁ -C ₃ alcohol ester of oleic acid) with a metal oxide-added magnesium oxide catalyst. In a thin-film falling reactor, the raw material was reacted with 0.8 to 1.4 sulfuric anhydride at 30 to 90 ° C. to obtain sulfonic acid. Next, the solution was neutralized with an aqueous NaOH solution in a usual manner, and the unreacted raw material was extracted with petroleum ether to obtain a sulfonic acid salt having a high concentration. The properties are shown in Table 1.

[0017]

[Table 1]

Examples 1 to 5 Sulfonation of methyl laurate, methyl myristate, methyl palmitate, methyl stearylate or a mixture thereof was carried out by diluting sulfuric anhydride with nitrogen in a thin-film falling reactor. Do, N
Neutralization was performed with an aqueous aOH solution to obtain α-sulfofatty acid methyl ester salt (α-SF). The product of the present invention was added to these. Thereafter, the concentration was adjusted and the viscosity at 50 ° C. was measured with a B-type viscometer. As a result, the viscosity was able to be reduced by adding the product of the present invention to α-SF shown in Table 2. Furthermore, even when these substances were diluted with water, no gelation occurred, and they could be easily homogenized.

[0019]

[Table 2] 1) The raw material methyl ester is manufactured by Lion Oreo Chemical Company. 2) Additive: Sulfonate of unsaturated fatty acid polyalkylene alkyl ester (representing carbon chain length, average number of moles of added alkylene and terminal alkyl group) 3) PO: Propylene oxide EO: Ethylene oxide Me: Methyl group Et: Ethyl Group Ip: Isopropyl group

Examples 6 to 11 Higher natural alcohol ethoxylates having a carbon chain length of C _{12 to} C ₁₄ (average number of moles of ethylene oxide added 5 mol and 3 mol, manufactured by Mitsubishi Kasei Co., Ltd.) and carbon chain lengths of C _{12 to} C ₁₈ Higher alcohol and alkyl benzene having a carbon chain length of C _{14 to} C ₁₈ were sulfonated with SO ₃ gas in a thin-film falling reactor, and then neutralized with an aqueous NaOH solution to obtain a sulfonate. The product of the present invention was added to this sulfonate to prepare as shown in Table 3, and the viscosity at 50 ° C. was measured with a B-type viscometer. The results are shown in Table 3. Moreover, gelation at the time of dilution was not recognized like Example 1-5.

Example 12 An α-olefin having a carbon chain length of 16 to 18 (manufactured by Shell Co., Ltd.) was sulfonated with SO ₃ gas in a thin film falling type reactor, and Na
Neutralized and hydrolyzed with an OH aqueous solution to obtain a sulfonate.
After adding the product of the present invention and preparing as shown in Table 3, the viscosity at 50 ° C. was measured with a B-type viscometer. The results are shown in Table 3.

Comparative Example 1 An alkyl sulfate (AS) obtained in the same manner as in Example 8 was added with the product of the present invention in the same manner as in Example 8, and the results are shown in Table 3.
After adjusting the AS concentration to 20%, the viscosity at 50 ° C. was measured with a B-type viscometer. Table 3 shows the results. From Table 3, it can be seen that in the aqueous liquid having an AS concentration of 20%, the effect of lowering the viscosity is not exhibited even when the product of the present invention is added.

[0023]

[Table 3]

Examples 13-16 α-Sulfo fatty acid polyethylene alkyl ester salt represented by the following general formula (IV) was added to an anionic surfactant shown in Table 4, and prepared as shown in Table 4, The viscosity at 50 ° C. was measured with a B-type viscometer. The results are shown in Table 4. No gelation was observed at the time of dilution.

Embedded image

[0025]

[Table 4] 1) The raw material methyl ester is manufactured by Lion Oleo Chemical Co., Ltd. 2) Additive: α-sulfo fatty acid polyalkylene alkyl ester salt. (Indicate carbon chain length, average number of moles of alkylene added and terminal alkyl group)

[0026]

According to the present invention, as described above, a high-concentration aqueous solution of a high-concentration anionic surfactant containing at least 30% or more of an active ingredient is selected from the above-mentioned (A) and (B). Since the present invention relates to a high-concentration aqueous liquid containing at least one compound or a method for reducing the viscosity of adding the compound, according to the present invention, it is possible to reduce the viscosity of a high-concentration aqueous solution of anionic surfactant, It can have fluidity. Further, according to the present invention, gelation at the time of dilution use can be prevented, so that the handling of the aqueous surfactant solution is facilitated, and the concentration can be further increased by increasing the concentration, so that the cost can be reduced in terms of distribution and distribution.

 ──────────────────────────────────────────────────続 き Continued on the front page (72) Inventor Masami Fujiwara 1-3-7 Honjo, Sumida-ku, Tokyo Inside Lion Corporation (72) Inventor Kazuo Nagai 1-3-7, Honjo, Sumida-ku, Tokyo Lion Corporation

Claims (2)

[Claims] 1. A high-surfactant composition comprising a high-concentration anionic surfactant containing at least 30% or more of an active ingredient and at least one selected from the following A and B: Concentrated aqueous liquid. A: sulfonate salt of unsaturated fatty acid polyalkylene alkyl ester B: α-sulfo fatty acid polyalkylene alkyl ester salt 2. A high-concentration interface characterized by adding at least one selected from the following A and B to a high-concentration aqueous solution of a high-concentration anionic surfactant containing at least 30% or more of an active ingredient. A method for reducing the viscosity of an aqueous solution of an activator. A: sulfonate salt of unsaturated fatty acid polyalkylene alkyl ester B: α-sulfo fatty acid polyalkylene alkyl ester salt