JP2002265987A - Detergent composition - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide a lather booster which richly lathers even in use under an acidic condition of lower than pH 7, and a detergent composition which excels in lather even under an acidic condition of lower than pH 7 and is low in hair and skin irritation as well and, simultaneously, has excellent touch after washing. SOLUTION: The lather booster is composed of a compound to be represented by formula (I) (wherein R<1> is a 6-22 straight-chain or branched-chain alkyl group or an alkenyl group; R<2> is a residue of a 4-6C saturated or unsaturated dicarboxylic acid from which two carboxy groups have been removed; and M is a hydrogen atom or a cation), and the detergent composition comprises this lather booster.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

TECHNICAL FIELD The present invention relates to a foaming agent which is excellent in foaming even under acidic conditions lower than pH 7, and has excellent foaming even under acidic conditions lower than pH 7, and has a low irritation to hair and skin, and The present invention relates to a cleaning composition having a good feel.

[0002]

2. Description of the Related Art Household liquid detergents such as shampoos, dishwashing detergents, and whole body detergents have a pH of 7 to enhance both their mildness to the skin and feeling during use during the washing process. There is a need for rich lathering under lower acidic conditions, especially under weakly acidic conditions.

[0003] Therefore, the above-mentioned problem has been solved by adding a foam-enhancing agent in addition to an anionic surfactant which is a main component in a detergent. As examples of foaming agents, higher fatty acid alkanolamides, higher fatty acid monoglycerides, acylated sarcosine and the like are generally used.

However, even when these foaming agents are used, the actual foaming under weak acidity is not at a satisfactory level, and an improved foaming agent for producing a detergent composition used under weak acid is still used. is needed.

[0005] The object of the present invention is to provide a foaming agent which foams richly even when used under acidic conditions below pH 7, and a pH 7
It is an object of the present invention to provide a detergent composition which is excellent in foaming even under a lower acidic condition, is less irritating to hair and skin and has an excellent feel after washing.

[0006]

The present invention provides a compound represented by the general formula (I):
And a detergent composition containing the compound (hereinafter referred to as compound (I)).

[0007]

Embedded image

Wherein R ¹ is a linear or branched alkyl or alkenyl group having 6 to 22 carbon atoms, and R ² is
M is a residue obtained by removing two carboxyl groups from a saturated or unsaturated divalent carboxylic acid to M, and M represents a hydrogen atom or a cation. )

[0009]

BEST MODE FOR CARRYING OUT THE INVENTION In the compound (I), R ¹ is
Preferably a straight-chain or branched-chain alkyl or alkenyl group having 8 to 16 carbon atoms, more preferably 8 to 12 carbon atoms;
They may be used alone or in combination.

R ² represents a residue of a divalent carboxylic acid as described above. Examples of the divalent carboxylic acid include maleic acid, succinic acid, fumaric acid, glutaric acid, adipic acid and the like. Are preferable, and maleic acid and succinic acid are more preferable, and maleic acid is particularly preferable.

M is a hydrogen atom or a cation, preferably a hydrogen atom. Cations include alkali metal ions such as sodium, potassium and lithium, alkaline earth metal ions such as calcium and magnesium, ammonium ions, alkanolamines (monoethanolamine,
Organic ammonium ion derived from diethanolamine, isopropanolamine and N-methylethanolamine). Two or more of these may be combined.

The compound (I) can be obtained by subjecting a dihydric carboxylic acid anhydride such as maleic anhydride or succinic anhydride to a condensation reaction with a higher alcohol having 6 to 22 carbon atoms. The condensation reaction can be easily carried out by a known method, for example, by heating and dissolving a carboxylic anhydride at 90 to 150 ° C. under normal pressure and adding a higher alcohol to cause a reaction. The molar ratio of the carboxylic anhydride to the higher alcohol is preferably from 1: 0.9 to 1: 1.1 in order to obtain good performance as a foaming agent.

The compound (I) of the present invention is economical due to its easy production, and is more excellent in foaming than amide carboxylic acids such as acylated sarcosine under acidic conditions lower than pH 7, and is suitable for hair and skin. It is also useful as a foam-enhancing agent for a detergent composition used under acidic conditions lower than pH 7 because of its low irritation.

The detergent composition of the present invention contains the compound (I) as an essential component. The content of the compound (I) in the detergent composition is preferably from 0.1 to 50% by weight, and more preferably from 1 to 20% by weight, from the viewpoint of foaming properties and low irritation to hair and skin.

It is preferable that the detergent composition of the present invention further contains a surfactant other than the compound (I). The compounding ratio of the compound (I) and the surfactant is preferably surfactant / compound (I) = 0.1 to 100 by weight ratio, more preferably 1 to 100.
20 is preferred.

The surfactant used in the present invention includes:
At least one selected from an anionic surfactant, a nonionic surfactant, a cationic surfactant, and an amphoteric surfactant can be used. Specifically, as anionic surfactants, alkyl sulfates, alkyl ether sulfates, alkylbenzene sulfonates, olefin sulfonates, alkane sulfonates, phosphate ester salts, and the like, as nonionic surfactants, poly Oxyalkylene alkyl ethers, sugar fatty acid esters, alkyl glucosides and the like, as cationic surfactants, quaternary ammonium salts such as trimethyl long chain alkyl ammonium salts,
Examples of the amphoteric surfactant include carbobetaine such as alkyldimethylamine oxide and amidopropyl betaine, sulfobetaine, imidazolinium betaine and the like.

The cleaning composition of the present invention may further contain, if necessary, components used in ordinary cleaning compositions, in addition to the above components.
For example, builders, humectants, viscosity modifiers, preservatives, antioxidants, ultraviolet absorbers, sequestering agents, dye transfer inhibitors, bactericides, water-soluble polymer compounds, water-soluble inorganic salts, pH
An adjuster, a pearlescent agent, a pigment, a fragrance, an enzyme, a bleaching agent and the like can be appropriately compounded within a range that does not impair the effects of the present invention.

The detergent composition of the present invention can be suitably used for skin, hair, tableware and the like. The detergent composition of the present invention is preferably used under acidic conditions lower than pH 7 from the viewpoint of mildness on the skin and hair. It is preferably used under weakly acidic conditions. P used for this pH adjustment
Examples of the H regulator include compounds (I) according to the present invention, inorganic acids such as hydrochloric acid, sulfuric acid and nitric acid, succinic acid, and the like.
Organic acids such as maleic acid, fumaric acid, malic acid, citric acid and the like can be mentioned.

The detergent composition of the present invention can be produced according to a conventional method. Also, the dosage form can be any dosage form such as liquid, paste, cream, solid, and powder. Among them, liquid, paste and cream are preferable, and it is preferable to mix water as a diluting medium.

[0020]

EXAMPLES Synthesis Example 1 98.1 g (1.0 mL) of maleic anhydride was placed in a 500 mL glass reaction vessel.
Mol) and dissolved by heating at 80 ° C. Octanol there
After adding 130.2 g (1.0 mol) dropwise, the mixture was added at 80 ° C for 3 hours.
Stirred for hours. After the completion of the reaction, the mixture is cooled, and
And R¹= C₈H ₁₇, R^Two= -CH = CH-, M = H
227 g of monoester carboxylate were obtained. Obtained
The acid value of the compound was 240.

Synthesis Example 2 158.3 g (1.0 mol) of decanol instead of octanol
In the general formula (I), R ¹ ＣC ₁₀ H ₂₁ , R ² −—CH ＝ CH—, and M = H in the same manner as in Synthesis Example 1 except that
255 g of the monoester carboxylate was obtained. The acid value of the obtained compound was 220.

Synthesis Example 3 In the same manner as in Synthesis Example 1 except that 186.3 g (1.0 mol) of dodecanol was used instead of octanol, R ¹ = C ₁₂ H ₂₅ , R ² = -CH = CH
-, 282 g of monoester carboxylate where M = H
I got The acid value of the obtained compound was 198.

Synthesis Example 4 Instead of maleic anhydride, 100.1 g of succinic anhydride (1.0 m
), Except that the compound represented by the general formula
In (I), R¹= C₈H₁₇, R^Two= -CH_TwoCH
_Two-, 228 g of monoester carboxylate where M = H
I got The acid value of the obtained compound was 235.

Synthesis Example 5 In the general formula (I), R ¹ = C ₁₀ H ₂₁ , R ^{2 in the same} manner as in Synthesis Example 2 except that 100.1 g (1.0 mol) of succinic anhydride was used instead of maleic anhydride. = -CH ₂ CH
_2- , 256 g of monoester carboxylate where M = H
I got The acid value of the obtained compound was 213.

Synthesis Example 6 In the general formula (I), except that 100.1 g (1.0 mol) of succinic anhydride was used instead of maleic anhydride, R ¹ = C ₁₂ H ₂₅ , R ² = -CH ₂ CH
_2- , 285 g of monoester carboxylate where M = H
I got The acid value of the obtained compound was 163.

Examples 1 to 6 and Comparative Examples 1 to 4 Cleaning compositions having the compositions shown in Table 1 were prepared, and the foaming of each composition was evaluated by the following method. Table 1 shows the results. The pH of the composition was adjusted to 5.5 by using a small amount of a 50% by weight aqueous citric acid solution.

<Evaluation method of foaming> φ2.5 cm, height 2
3 cm of the cleaning composition was placed in a 5 cm graduated glass cylindrical tube.
After adding 10 mL of a 0-fold diluted aqueous solution and stoppering, the mixture was shaken at 25 ° C. and 20 cm in amplitude in the vertical direction of the cylindrical tube for 3 seconds. Thereafter, the mixture was allowed to stand still, and the foam amount (mL) immediately after shaking and the foam amount (mL) after 10 minutes were measured.

[0028]

[Table 1]

Formulation Example 1: Shampoo A shampoo having the following composition was prepared.

Monoester carboxylate of Synthesis Example 1 2% by weight Sodium lauryl ether sulfate (average number of moles of EO added = 2) 10% by weight Coconut fatty acid amidopropyl betaine 6% by weight Citric acid Appropriate amount Pigment, perfume Appropriate amount Purified water Balance pH ( 5.7 This shampoo was hypoallergenic to the skin, excellent in foaming / foaming during washing, and excellent in feel after washing and drying.

Formulation Example 2: Whole body wash A whole body wash having the following composition was prepared.

Monoester carboxylate of Synthesis Example 5 3% by weight Lauryl phosphate sodium salt 15% by weight (monolauryl compound / dilauryl compound = 95/5) Coconut fatty acid amidopropyl betaine 3% by weight Ethylene glycol distearate 1% by weight glycerin 3% by weight Malic acid Appropriate amount Pigment / fragrance Appropriate amount Purified water Balance pH (undiluted solution) 5.4 This whole body cleanser is less irritating to the skin, excellent in foaming / foaming at the time of washing, and refreshing the feel of the skin after washing. It was good.

Formulation Example 3: Dishwashing detergent A dishwashing detergent having the following composition was prepared.

Monoester carboxylate of Synthesis Example 3 2% by weight Sodium lauryl ether sulfate (average number of moles of EO added = 2.5) 20% by weight Lauryl dimethylamine oxide 7% by weight Polyoxyethylene lauryl alcohol (average number of moles of EO added = 12) 5% by weight Ethanol 5% by weight Citric acid Appropriate amount Dyes / flavors Appropriate amount Purified water Balanced pH (stock solution) 6.7 On the other hand, it was hypoallergenic.

 ────────────────────────────────────────────────── ─── Continuing on the front page (72) Inventor Makoto Kubo 1334 Minato, Wakayama-shi, Wakayama Prefecture F-term (reference) 4C083 AC122 AC302 AC371 AC372 AC712 AC782 CC23 CC38 DD27 EE06 EE07 4D077 AA09 AB10 CA02 DD20X DE10X 4H003 AB05 AB10 AB31 AC13 AD04 BA01 BA09 BA12 BA15 EB08 EB09 ED02 FA02 FA17 FA18 FA21 FA28

Claims (6)

[Claims] 1. A foaming agent comprising a compound represented by the general formula (I) (hereinafter referred to as compound (I)). Embedded image (Wherein, R ¹ represents a straight-chain or branched alkyl or alkenyl group having 6 to 22 carbon atoms, and R ² represents two carboxyl groups derived from a saturated or unsaturated divalent carboxylic acid having 4 to 6 carbon atoms. The removed residue, M, represents a hydrogen atom or a cation.) 2. The foam enhancer according to claim 1, wherein R ¹ is a linear or branched alkyl or alkenyl group having 8 to 12 carbon atoms. 3. The foaming agent according to claim 1, wherein the divalent carboxylic acid having 4 to 6 carbon atoms is maleic acid or succinic acid. 4. A cleaning composition containing the foaming agent according to claim 1. 5. The cleaning composition according to claim 4, further comprising a surfactant other than the compound (I). 6. The cleaning composition according to claim 4, which is used under a condition of lower than pH 7.