JP2023027957A - Polyalkyleneimine derivative composition - Google Patents

Abstract

To provide a composition which can reach a critical micelle concentration (CMC) by a reduced amount of use of a surfactant.SOLUTION: A composition includes a polyalkyleneimine derivative (P) including an alkyleneimine-derived structural unit (a) and an alkylene oxide-derived structural unit (b) at a molar ratio of structural unit (a): structural unit (b) of 1: 0.1 to 1: 15, and an anionic surfactant (S), with the content of the polyalkyleneimine derivative (P) being 0.01 mass% or over and 10.0 mass% or under.SELECTED DRAWING: None

Description

The present invention relates to compositions containing polyalkyleneimine derivatives.

Detergent compositions containing polyalkyleneimine derivatives are known. For example, Patent Document 1 discloses (A ¹ ) at least one complexing agent selected from citric acid, an alkali metal salt of an aminocarboxylic acid, and sodium tripolyphosphate;
(B ¹ ) general formula (I)
R ¹ —CH(OH)—CH ₂ —O—(AO) _x —R ² (I)
At least one nonionic surfactant represented by
(C ¹ ) at least one copolymer selected from polyalkoxylated polyalkyleneimines and polyalkoxylated polyalkanolamines, wherein said polyalkoxylated polyalkyleneimines and polyalkoxylated polyalkanolamines are polyalkylenes thereof; Copolymers which can contain up to 25 mol % of ethylene oxide moieties in the oxide chain, based on their total alkylene oxide content [wherein R ¹ is linear or branched C ₄ -C ₃₀ - alkyl, and linear or branched C ₄ -C ₃₀ -alkylene with at least one C—C double bond, R ² is linear or branched C ₁ -C ₃₀ -alkyl, and linear or branched C ₂ -C ₃₀ -alkylene having at least one C—C double bond, x is selected from 1 to 100, AO is CH ₂ —CH ₂ —O, (CH ₂ ) ₃ -O, (CH ₂ ) ₄ -O, CH ₂ CH(CH ₃ )-O, CH(CH ₃ )-CH ₂ -O- and CH ₂ CH(nC ₃ H ₇ )- are the same or different alkylene oxides selected from O].

Special Table No. 2018-529788

On the other hand, due to environmental considerations or needs to suppress foaming, there has been a demand to reduce the amount of surfactant used in washing while maintaining cleaning performance. In other words, there has been a demand for a composition that can reach the critical micelle concentration (CMC) with a small amount of surfactant used.

It is therefore an object of the present invention to provide a composition capable of reaching the critical micelle concentration (CMC) with a small amount of surfactant used.

In order to achieve the above object, the inventor conducted various studies and came up with the present invention. That is, the composition of the present disclosure contains a structural unit (a) derived from an alkyleneimine and a structural unit (b) derived from an alkylene oxide, and the molar ratio of the structural unit (a):structural unit (b) is 1 : 0.1 to 1:15 polyalkyleneimine derivative (P),
and an anionic surfactant (S),
It is a composition containing 0.01% by mass or more and 10.0% by mass or less of the polyalkyleneimine derivative (P).

According to the composition of the present disclosure, the critical micelle concentration can be reached with a small amount of surfactant. According to the composition of the present disclosure, it is possible to perform washing and the like with a small amount of surfactant used.

1 is a diagram plotting surfactant concentration [mM] on the horizontal axis and static surface tension γ [Nm/m] on the vertical axis in Example 1. FIG. In Example 2, the horizontal axis is the surfactant concentration [mM], and the vertical axis is the static surface tension γ [Nm/m]. 2 is a graph plotting surfactant concentration [mM] on the horizontal axis and static surface tension γ [Nm/m] on the vertical axis in Comparative Example 1. FIG.

The present disclosure will now be described in detail. A combination of two or more of the individual preferred forms of the present disclosure described below is also a preferred form of the present disclosure.

[Composition of the present disclosure]
The composition of the present invention contains a structural unit (a) derived from an alkyleneimine and a structural unit (b) derived from an alkylene oxide, and the molar ratio of the structural unit (a):structural unit (b) is 1: It contains a polyalkyleneimine derivative (P) in a ratio of 0.1 to 1:15 and an anionic surfactant (S).

<Polyalkyleneimine derivative (P)>
The polyalkyleneimine derivative (P) of the present disclosure comprises a structural unit (a) derived from an alkyleneimine and a structural unit (b) derived from an alkylene oxide.

In the present disclosure, structural unit (a) derived from alkyleneimine is, for example, a moiety represented by R ₁ —N in general formula (1) below. The nitrogen atom in the structural unit (a) derived from alkyleneimine may be the nitrogen atom of a primary to tertiary amine, may be neutralized, may be quaternized, or may be an N-oxide. may be in the form of In the general formula (1) below, three asterisks each represent an element or group to which the structural unit (a) derived from alkyleneimine is bonded. R ₁ represents an optionally substituted alkylene group having 2 to 10 carbon atoms. Examples of the alkylene group include an ethylene group, —CH ₂ CH ₂ —; a propylene group, —CH(—CH ₃ )CH ₂ —, and the like. An alkoxy group, an acetoxy group, an ester group, etc. are illustrated as said substituent.

The nitrogen atom in the structural unit (a) derived from the above alkyleneimine is in the form of N-oxide and quaternized, for example, the following general formula (1-2) and the following general formula ( 1-3).

In general formula (1-3) above, R ₃ represents a hydrocarbon group having 1 to 10 carbon atoms, and Z ^{2 −} represents an organic or inorganic counter anion.

Structural unit (a) derived from alkyleneimine is not particularly limited, but hydrogen atom, amino group; linking group such as ester group, thioester group, amide group, thioamide group, acetal group, hemiacetal group, hemiketal group; alkylene It may be bonded to the structural unit (a) derived from imine, the structural unit (b) derived from alkylene oxide, or the like.

The polyalkyleneimine derivative (P) preferably contains a structural site in which structural units (a) derived from alkyleneimine are continuous (hereinafter also referred to as "structural site (A) derived from polyalkyleneimine"). The structural site (A) derived from polyalkyleneimine preferably has a number average molecular weight of 150 or more and 10000 or less, more preferably 200 or more and 5000 or less, and further preferably 250 or more and 3000 or less. preferable.
The structural site (A) derived from polyalkyleneimine may have a linear structure or a branched structure.
In the present disclosure, the structural unit (b) derived from an alkylene oxide refers to, for example, a structural unit represented in parentheses in the following general formula (2), and two asterisks are structural units derived from an alkylene oxide, respectively. represents an element or group that binds to (b); R ₂ represents an optionally substituted alkylene group having 2 to 10 carbon atoms. Examples of the alkylene group include an ethylene group, —CH ₂ CH ₂ —; a propylene group, —CH(—CH ₃ )CH ₂ —, and the like. An alkoxy group, an acetoxy group, an ester group, etc. are illustrated as said substituent.

Structural unit (b) derived from alkylene oxide is not particularly limited, but hydrogen atom; linking group such as ester group, thioester group, amide group, thioamide group, acetal group, hemiacetal group, hemiketal group; derived from alkyleneimine may be bonded to a structural unit (a) derived from an alkylene oxide, a residue of a group capable of reacting with a hydroxyl group, or the like.

The polyalkyleneimine derivative (P) may contain a structural site in which structural units (b) derived from alkylene oxide are continuous (hereinafter also referred to as "structural site (B) derived from polyalkylene oxide").
The structural unit (b) derived from the polyalkyleneimine derivative (P) or alkylene oxide may have, for example, a structure represented by the following general formula (3).

In the general formula (3), R ₂ represents an optionally substituted alkylene group having 2 to 10 carbon atoms, n represents the number of repeating structural units (b) derived from alkylene oxide, for example , 1-9.

R ₁ in the above general formula (1) and R ₂ in the above general formula (2) or (3) represent an alkylene group having 2 to 10 carbon atoms which may have a substituent. The number of carbon atoms is more preferably 2-5, more preferably 2-3.
Of all R ₁ (alkylene groups contained in the structural unit (a) derived from alkyleneimine) contained in the polyalkyleneimine derivative (P) of the present disclosure, 50 mol% or more are ethylene groups, —CH ₂ CH ₂ −, more preferably 80 mol % or more of ethylene groups, and even more preferably 90 mol % or more of ethylene groups.
Of all R ₂ (alkylene groups contained in the structural unit (b) derived from alkylene oxide) contained in the polyalkyleneimine derivative (P) of the present disclosure, 50 mol% or more are ethylene groups, —CH ₂ CH ₂ −, more preferably 80 mol % or more of ethylene groups, and even more preferably 90 mol % or more of ethylene groups.

The polyalkyleneimine derivative (P) of the present disclosure is a structural unit other than the structural unit (a) derived from alkyleneimine and the structural unit (b) derived from alkylene oxide (hereinafter also referred to as "other structural unit (c)" say). Other structural units (c) include, but are not limited to, hydrogen atoms; residues derived from initiators such as, but not limited to, amino groups; ester groups, thioester groups, amide groups, thioamide groups, acetal groups, hemiacetal Examples include, but are not limited to, residues of compounds capable of reacting with hydroxyl groups such as acid anhydrides, isocyanates, ester compounds, and the like.
The linking group may link the structural site (A) derived from the polyalkyleneimine and the structural site (B) derived from the structural unit (b) derived from the alkylene oxide or the structural site (B) derived from the polyalkylene oxide.

In the polyalkyleneimine derivative (P) of the present disclosure, the molar ratio of the structural unit (a) derived from alkyleneimine and the structural unit (b) derived from alkylene oxide is 1:0.1 to 1:15. 1:0.3 to 1:10 is more preferred, and 1:0.5 to 1:5 is even more preferred. Within the above range, even with a relatively small amount of the polyalkyleneimine derivative (P) used, there is a tendency that the amount of the surfactant that can reach the critical micelle concentration (CMC) can be further reduced.

In the polyalkyleneimine derivative (P) of the present disclosure, the total content of the structural unit (a) derived from alkyleneimine and the structural unit (b) derived from alkylene oxide is the polyalkyleneimine derivative of the present disclosure ( P) is preferably 50% by mass or more, more preferably 80% by mass or more, and even more preferably 90% by mass or more, relative to 100% by mass. Within the above range, even when the amount of the polyalkyleneimine derivative (P) of the present disclosure used is small, the amount of the surfactant capable of reaching the critical micelle concentration (CMC) tends to be reduced.

The polyalkyleneimine derivative (P) of the present disclosure preferably has a weight average molecular weight of 400 or more and 3000 or less, more preferably 450 or more and 2000 or less. The weight average molecular weight (Mw), number average molecular weight (Mn), and molecular weight distribution (Mw/Mn) of the polyalkyleneimine derivative (P) of the present disclosure are usually determined by gel permeation chromatography under the conditions described later. It can be measured by lithography (GPC). The polyalkyleneimine derivative (P) is not particularly limited. For example, an amino group contained in a polymer (P ⁰ ) having a structural unit (a) derived from an alkyleneimine such as polyethyleneimine is added with an alkylene oxide. can be manufactured by The polyalkyleneimine derivative (P) is, for example, an average of 0.1 to 15 mol, preferably 0.3 to 10 mol, or more of alkylene oxide per 1 mol of active hydrogen contained in the amino group of the polymer (P ⁰ ). It may be produced by preferably adding 0.5 to 5 mol. The number average molecular weight of the polymer (P ⁰ ) having a structural unit (a) derived from an alkyleneimine such as polyalkyleneimine used as a raw material is the number average molecular weight of the polymer (P ⁰ ) used as a raw material. is known as a catalog value or the like, the catalog value may be used, or it may be measured by a known measuring method such as boiling point elevation method. The number average molecular weight of the structural site (A) derived from the polyalkyleneimine may be calculated from the number average molecular weight of the polymer (P ⁰ ) used as the raw material.

<Anionic surfactant (S)>
The composition of the present disclosure contains an anionic surfactant (S). There are no particular restrictions on the anionic surfactant, and alkylbenzenesulfonates, alkyl sulfates, polyoxyethylene alkyl ether sulfates, alkanesulfonates, polyoxyethylene alkyl ether methyl carboxylates, alkyl phosphates, acyl Il methyl taurate, isethionic acid fatty acid ester salt, di-Na-monopolyoxyethylene alkyl ether sulfosuccinate, and unneutralized types (acid forms) thereof are exemplified, and only one of these may be contained, You may contain 2 or more types.
Among them, linear alkyl (C12-14) benzenesulfonic acid, branched alkyl (C12-14) benzenesulfonic acid, since it tends to be possible to further reduce the amount of surfactant that can reach the critical micelle concentration (CMC) , linear alkyl (C12-14) benzene sulfonic acid Na salt, linear alkyl (C12-14) benzene sulfonic acid triethanolamine salt and the like, and salts thereof.

Of the 100% by mass of the anionic surfactant (S) contained in the composition of the present disclosure, 30% by mass or more is preferably alkylbenzenesulfonic acid and its salt, and 50% by mass or more is alkylbenzenesulfonic acid and its salt. and more preferably 70% by mass or more of alkylbenzenesulfonic acid and its salt.

<Other components (E)>
The composition of the present disclosure may contain components other than the polyalkyleneimine derivative (P) and the anionic surfactant (S) (hereinafter also referred to as other component (X)). Other components (X) include surfactants other than the anionic surfactant (S), polymers other than the polyalkyleneimine derivative (P), solvents, low-molecular-weight chelating agents, bleaching agents or bleach activators, and enzymes. , an alkaline component, an antibacterial agent or an antiseptic agent.

Surfactants other than the anionic surfactant (S) are not particularly limited, but nonionic surfactants such as polyoxyethylene alkyl ethers, polyoxyethylene alkylphenyl ethers, sugar fatty acid partial esters, and polyglycerin fatty acid partial esters. Surfactants; amphoteric surfactants such as N-acylamidopropyl-N, N-dimethylammoniobetaine, N-acylamidopropyl-N', N-dimethyl-N'-β-hydroxypropylammoniosulfobetaine agents; cationic surfactants such as monoalkyltrimethylammonium methosulfate and cationic cellulose; amphoteric surfactants such as amine oxide;

The polymer other than the polyalkyleneimine derivative (P) is not particularly limited, but is selected from a carboxy group, a sulfonic acid group, a phosphoric acid group such as polyacrylic acid, a copolymer of acrylic acid and maleic acid, and carboxymethyl cellulose. acid group-containing polymers having one or more acid groups and salts thereof; nonionic polymers such as polyvinylpyrrolidone and polyethylene glycol; quaternary vinylimidazole, quaternary vinylpyridine, quaternary dimethylaminoethyl ( Homopolymers such as meth)acrylates, cationic polymers such as copolymers, and the like are exemplified.

Examples of the solvent include water; alcohols such as ethanol, 1,2-propanediol, dipropylene glycol and glycerin; and alkanolamines such as monoethanolamine.

Examples of the low-molecular-weight chelating agent include citric acid, tripolyphosphate, methylglycinediacetic acid (MGDA), glutamic diacetic acid (GLDA), iminodisuccinic acid (IDS), and salts thereof.

Examples of the bleaching agent include, but are not limited to, sodium perborate, sodium percarbonate, hydrogen peroxide, persulfate, and organic peracid. Bleaching activators include, but are not limited to, N-methylmorpholinium-acetonitrile salt, trimethylammonium acetonitrile salt, N-nonanoylsuccinimide, 1,5-diacetyl-2,2-dioxohexahydro-1,3 ,5-triazine, nitrile quat (trimethylammonium acetonitrile salt), tetraacetylethylenediamine (TAED) and the like.

Examples of the enzyme include, but are not limited to, lipase, amylase, and the like. Examples of the antibacterial agent or antiseptic agent include phenoxyethanol and the like.

<Composition etc. of the composition of the present disclosure>
The composition of the present disclosure is not particularly limited, but the content of the polyalkyleneimine derivative (P) of the present disclosure is 0.01 mass% or more and 10.0 mass% with respect to 100 mass% of the composition of the present disclosure. or less, more preferably 0.1% by mass or more and 9% by mass or less, and even more preferably 0.5% by mass or more and 8% by mass or less. Within the above range, even with a relatively small amount added to the polyalkyleneimine derivative (P), there is a tendency to further reduce the amount of the surfactant capable of reaching the critical micelle concentration (CMC).

The composition of the present disclosure is not particularly limited, but the content of the anionic surfactant (S) of the present disclosure is 1% by mass or more and 65% by mass or less with respect to 100% by mass of the composition of the present disclosure. more preferably 5% by mass or more and 60% by mass or less, and even more preferably 10% by mass or more and 55% by mass or less.

The composition of the present disclosure is not particularly limited, but the ratio of the content of the polyalkyleneimine derivative (P) of the present disclosure to the content of the anionic surfactant (S) of the present disclosure is 1: It is preferably from 5 to 1:100, more preferably from 1:8 to 1:75, even more preferably from 1:10 to 1:60. Within the above range, even with a relatively small amount added to the polyalkyleneimine derivative (P), there is a tendency to further reduce the amount of the surfactant capable of reaching the critical micelle concentration (CMC).

The composition of the present disclosure is not particularly limited, but the water content is preferably 0% by mass or more and 98.99% by mass or less, 5% by mass or more, It is more preferably 90% by mass or less, and even more preferably 10% by mass or more and 80% by mass or less. Within the above range, transportability and storage stability tend to be good.

The composition of the present disclosure is not particularly limited, but the content of the surfactant including the anionic surfactant (S) of the present disclosure is 5% by mass or more with respect to 100% by mass of the composition of the present disclosure It is preferably 80% by mass or less, more preferably 10% by mass or more and 75% by mass or less, and even more preferably 15% by mass or more and 75% by mass or less.

A composition containing a polyalkyleneimine in place of the polyalkyleneimine derivative (P) of the present disclosure is also one aspect of the present disclosure (hereinafter also referred to as a "composition containing the polyalkyleneimine of the present disclosure"). . That is, a composition containing an alkyleneimine and an anionic surfactant (S) and containing 0.01% by mass or more and 10.0% by mass or less of an alkyleneimine is also one of the embodiments of the present disclosure. The polyalkyleneimine preferably has a number average molecular weight of 150 or more and 10,000 or less, more preferably 200 or more and 5,000 or less, and even more preferably 250 or more and 3,000 or less. With respect to preferred forms of compositions comprising the polyalkyleneimine of the present disclosure, unless otherwise stated, preferred forms of the compositions of the present disclosure apply to the extent that there is no contradiction.

[Applications of the composition of the present disclosure]
The composition of the present disclosure can be suitably used for various applications. Among them, it can be preferably used as an additive for various detergent compositions and detergent compositions. , and can be suitably used as an additive for body shampoo and the like. Additives for medical, agricultural, and cosmetic applications, additives for synthetic rubber and synthetic resins, textile processing, printing aids for textiles, additives for cement admixtures, oils for electronic materials, and additives for electronic materials. It can be used as an additive for adhesive compositions, an additive for cleaning electronic materials, an antistatic agent, and the like.

[Detergent composition of the present disclosure]
As described above, the composition of the present disclosure can be preferably used as a detergent composition (hereinafter also referred to as "detergent composition of the present disclosure"). Although the composition of the present disclosure is not particularly limited, it is preferable to wash or wash the composition under conditions such that the concentration of the polyalkyleneimine derivative (P) is 1 ppm or more and 200 ppm or less. It is preferable to wash or clean under conditions such that the concentration is more preferably 5 ppm or more and 150 ppm or less, and still more preferably 5 ppm or more and 120 ppm or less. Within the above range, good detergency tends to be exhibited even with a small amount of detergent used.
For the detergent composition of the present disclosure, the amount of the detergent composition of the present disclosure used is indicated on a label or the like so that the concentration of the polyalkyleneimine derivative (P) when washing or cleaning is within the above range. Also good.

EXAMPLES The present invention will be described in more detail with reference to examples below, but the present invention is not limited only to these examples. Unless otherwise specified, "part" means "mass part" and "%" means "mass %".

<Weight Average Molecular Weight (Mw), Number Average Molecular Weight (Mn), and Molecular Weight Distribution (Mw/Mn)>
The weight average molecular weight (Mw), number average molecular weight (Mn), and molecular weight distribution (Mw/Mn) of the polyalkyleneimine derivative (P) of the present disclosure were measured using the following gel permeation chromatography (GPC) apparatus and conditions. It was measured.
Apparatus: EcoSEC HLC-8320GPC manufactured by Tosoh Corporation
Elution solvent: (0.2M nitric acid + Na, 0.5M acetic acid) / acetonitrile = 50/50vol%
Detector: Differential refractometer (RI) detector Column: TSKgel guardcolumn α, α-M, α-2500 manufactured by Tosoh Corporation
Column temperature: 40°C
Flow rate: 0.8mL/min
Injection volume: 20 μL (eluent preparation solution with a sample concentration of 1.0 wt%)
Calibration curve: GL Sciences polyethylene glycol Mp = 194, 410, 615, 1020, 1450, 3860, 8160, 16100, 21160, 49930, 67600, 96100, 205500, 542500, 942000
Calibration curve order:3.
<Production Example 1>
Pure water is added to the polyalkyleneimine derivative (P-1) of the present disclosure in which 3 mol of ethylene oxide is added to 1 mol of active hydrogen of the amino group contained in polyethyleneimine having a number average molecular weight of 600 (catalog value, boiling point elevation method). Polymer aqueous solutions (1) and (2) were prepared by adding the polyalkyleneimine derivative (P-1) of the present disclosure to concentrations of 20 ppm and 200 ppm, respectively. In the polyalkyleneimine derivative (P-1) of the present disclosure, the molar ratio of the structural unit (a) derived from alkyleneimine and the structural unit (b) derived from alkylene oxide was 1:3. In addition, the weight average molecular weight (Mw) of the polyalkyleneimine derivative (P-1) of the present disclosure measured by the above GPC was 1100, the number average molecular weight was 770, and the Mw/Mn was 1.44.
On the other hand, 1.35 g of Neoperex G-25 (manufactured by Kao Corporation, anionic surfactant (S-1) of the present disclosure) as an anionic surfactant was placed in a 50 ml volumetric flask and pure water was added up to the marked line. to prepare a 20 mM surfactant solution (3).

<Production Example 2>
By mixing 1.5 parts of the polyalkyleneimine derivative (P-1) of the present disclosure, 25 parts of the anionic surfactant (S-1) of the present disclosure, and 73.5 parts of pure water, the A composition (1) was obtained. In the following examples, for convenience of evaluation, the polyalkyleneimine derivative (P-1) of the present disclosure and the anionic surfactant (S-1) of the present disclosure were separately diluted with pure water and mixed. used for evaluation.

<Production Example 3>
By mixing 1.5 parts of the polyalkyleneimine derivative (P-1) of the present disclosure, 45 parts of the anionic surfactant (S-1) of the present disclosure, and 53.5 parts of pure water, the A composition (2) was obtained. In the following examples, for convenience of evaluation, the polyalkyleneimine derivative (P-1) of the present disclosure and the anionic surfactant (S-1) of the present disclosure were separately diluted with pure water and mixed. used for evaluation.

<Production Example 4>
By mixing 1.5 parts of the polyalkyleneimine derivative (P-1) of the present disclosure, 60 parts of the anionic surfactant (S-1) of the present disclosure, and 38.5 parts of pure water, the A composition (3) was obtained. In the following examples, for convenience of evaluation, the polyalkyleneimine derivative (P-1) of the present disclosure and the anionic surfactant (S-1) of the present disclosure were separately diluted with pure water and mixed. used for evaluation.

<Example 1>
Polymer aqueous solution (1), surfactant aqueous solution (3), and pure water were mixed to prepare an aqueous solution having a polymer concentration of 10 ppm and a surfactant concentration of 0.00027 mM to 0.12 mM.

<Example 2>
Polymer aqueous solution (2), surfactant aqueous solution (3), and pure water were mixed to prepare an aqueous solution having a polymer concentration of 100 ppm and a surfactant concentration of 0.0020 mM to 0.036 mM.

<Comparative Example 1>
Surfactant aqueous solution (3) was diluted with pure water to prepare a 0.13 to 10 mM solution.

<Static surface tension measurement>
The static surface tension was measured by the Wilhelmy plate method using a Kruss K122 tensionmeter (manufactured by Kruss). The surfactant-polymer mixed aqueous solution prepared in Examples 1 and 2 and the aqueous solution prepared in Comparative Example 1 were measured at a temperature of 25° C. and three trials. The measurement results of Example 1 are shown in Table 1, the measurement results of Example 2 are shown in Table 2, and the measurement results of Comparative Example 1 are shown in Table 3.

<Method for calculating critical micelle concentration (CMC)>
For each example and comparative example, the horizontal axis plotted the surfactant concentration [mM] and the vertical axis plotted the static surface tension γ [Nm/m]. The results of Example 1 are shown in FIG. 1, the results of Example 2 are shown in FIG. 2, and the results of Comparative Example 1 are shown in FIG. Subsequently, for each example and comparative example, the average value γave of the plots where γ is constant with respect to the surfactant concentration was calculated. An approximation formula was obtained by logarithmic approximation for the plot of the lower surfactant concentration region than the plot that is constant with respect to the surfactant concentration. CMC was defined as the surfactant concentration when γave was taken in each of the obtained approximate expressions. Table 4 shows the results.

From the above, it has been clarified that the composition of the present disclosure can reach the critical micelle concentration (CMC) with a small amount of surfactant used in spite of a small amount of polyalkyleneimine derivative.

Claims (3)

It contains a structural unit (a) derived from an alkyleneimine and a structural unit (b) derived from an alkylene oxide, and the molar ratio of the structural unit (a):structural unit (b) is 1:0.1 to 1:15. A polyalkyleneimine derivative (P) that is
and an anionic surfactant (S),
A composition containing 0.01% by mass or more and 10.0% by mass or less of a polyalkyleneimine derivative (P). A structural unit (A) derived from a polyalkyleneimine containing consecutive structural units (a) derived from an alkyleneimine and a structural unit (b) derived from an alkylene oxide, wherein structural unit (a): structural unit a polyalkyleneimine derivative (P) having a molar ratio of (b) of 1:0.1 to 1:15;
and an anionic surfactant (S),
A composition containing 0.01% by mass or more and 10.0% by mass or less of a polyalkyleneimine derivative (P). The composition according to claim 1 or 2, comprising 1% by mass or more and 65% by mass or less of the anionic surfactant (S).

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