JP2014108987A - Thickner for surfactants, detergent composition and hair washing agent composition - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide a novel thickner useful for surfactants, especially acylamino acid-based anionic surfactants, and to provide a detergent composition not providing slimy feeling in use and providing moist feeling after use.SOLUTION: There is provided a thickner for surfactants represented by the formula (1). (1), where M represents a hydrogen atom, an alkali metal atom, a 1/2 alkaline earth metal atom, ammonium, organic ammonium, an amino acid, an amino acid alkali metal salt, taurine, an alkali metal salt of taurine, N-methyl taurine or an alkali metal salt of N-methyl taurine.

Description

  The present invention relates to a thickener for surfactants and a detergent composition containing the same. Specifically, the present invention shows an excellent thickening effect on surfactants, and thickeners of acylamino acid anionic surfactants. In particular, the present invention relates to a thickener for surfactants, and a detergent composition containing the same, which does not give a slimy feeling during use and provides a moist feeling after use.

  Detergent compositions such as shampoos and body soaps are mainly composed of an anionic surfactant and are composed of various surfactants. As its characteristics, in addition to high detergency and good foaming, it has an appropriate viscosity and low irritation. In order to give an appropriate viscosity to cleaning agents such as shampoos and body soaps, it is common to add various thickeners. For example, inorganic salts such as sodium chloride, water-soluble polymers such as xanthan gum, and nonionic surfactants such as fatty acid alkanolamides are known. However, when these thickeners are added to increase the viscosity, there may be a problem that the slimy feeling during use becomes strong and it takes time to rinse.

  In addition, for the purpose of alleviating irritation to the skin and scalp, an acylamino acid type anionic surfactant having low irritation among anionic surfactants may be mixed with the detergent composition. However, an acylamino acid-based anionic surfactant can relatively suppress irritation to the skin and scalp, but is not sufficient in terms of suppressing the feeling of bulkiness and tension after using a cleaning agent. Such a feeling of bulkiness or tightness often causes rough skin and skin irritation depending on the constitution of the user, which becomes a problem.

  Therefore, there is a demand for a detergent composition that can feel a moist feeling without feeling a feeling of bulkiness or tension after use. Furthermore, since acylamino acid type anionic surfactants are known to be difficult to increase the viscosity at the time of blending, not only a moist feeling after use but also adding an appropriate thickener. It is important to increase the viscosity.

  Therefore, in order to overcome the above-mentioned problems, there is a demand for a cleaning composition that can feel a moist feeling after use by mixing a specific thickener without feeling a slimy feeling during use.

  As a detergent composition containing an acylamino acid surfactant and a thickener, a detergent containing a propylene glycol N-coconut oil alkyl carbamate as a thickener, an anionic surfactant, and an amphoteric surfactant A composition is mentioned (patent document 1). The detergent composition mixed with this thickener has the characteristics of being excellent in low temperature, room temperature stability and foaming properties, but there is no description of a slimy or moist feeling.

  In addition, a detergent composition containing a hydroxyalkyl polyhydric alcohol ether compound, a sulfur-containing anionic surfactant, and an amphoteric surfactant, which are thickeners, has low temperature stability, foamability, and feeling of use. Although it has the characteristic that it is not impaired, it does not refer in detail to a slimy feeling or moist feeling (Patent Document 2).

  Detergent compositions containing the thickener butylene glycol laurate, acylamino acid type anionic surfactants or alkyliminodicarboxylate type amphoteric surfactants have excellent foam quality and a slimy feel when used. Although it has the feature of not feeling, there is no mention of moist feeling (Patent Document 3). These cleaning compositions are desired to be improved in that a moist feeling after use cannot be obtained, although conventional problems have been improved in terms of increase in viscosity and lack of sliminess.

JP 2004-307771 A Japanese Patent Laid-Open No. 2003-096435 JP 2005-200640

  An object of the present invention is to provide a novel thickening agent effective for a surfactant, particularly an acylamino acid-based anionic surfactant. The object is to provide a cleaning composition that provides a moist feeling.

  As a result of intensive studies, the present inventors have confirmed a thickening effect on the compound represented by the following formula (1). Furthermore, the present inventors have found that the use of the detergent composition containing the thickener does not give a slimy feeling and that the user can feel a moist feeling after use, leading to the present invention.

（式（１）中、Ｍは、水素原子、アルカリ金属原子、１／２アルカリ土類金属原子、アンモニウム、有機アンモニウム、アミノ酸、アミノ酸アルカリ金属塩、タウリン、タウリンのアルカリ金属塩、Ｎ−メチルタウリン、またはＮ−メチルタウリンのアルカリ金属塩を示す。）
That is, the present invention is as follows.
[1] Thickener for surfactant represented by the following formula (1):

(In Formula (1), M is a hydrogen atom, an alkali metal atom, a 1/2 alkaline earth metal atom, ammonium, organic ammonium, an amino acid, an amino acid alkali metal salt, taurine, an alkali metal salt of taurine, or N-methyl taurine. Or an alkali metal salt of N-methyltaurine.)

[2] The surfactant is an acylamino acid anionic surfactant.

[3] 0.01 to 5% by mass of the thickener and 1 to 40% by mass of an acylamino acid anionic surfactant, and the thickener and the acylamino acid anionic surfactant A cleaning composition, wherein the content ratio is from 1/400 to 1/1 by mass ratio.

[4] 0.01 to 5% by mass of the thickener, 1 to 40% by mass of an acylamino acid type anionic surfactant and 1 to 40% by mass of an amphoteric surfactant, The content ratio of the acylamino acid anionic surfactant is 1/400 to 1 by mass ratio, and the content ratio of the acylamino acid anionic surfactant and the amphoteric surfactant is mass ratio. A hair cleansing composition characterized by being 1 / 20-20 / 1.

  According to the present invention, a thickening agent for a surfactant that exhibits an excellent thickening effect on a surfactant, particularly effective for thickening an acylamino acid-based anionic surfactant, and this, It is possible to provide a cleaning composition that does not give a slimy feeling during use and can provide a moist feeling after use.

(Thickener)
In the formula (1), M is a hydrogen atom, an alkali metal atom, a 1/2 alkaline earth metal atom, ammonium, an organic ammonium, an amino acid, an amino acid alkali metal salt, taurine, an alkali metal salt of taurine, N-methyltaurine, Or the alkali metal salt of N-methyltaurine is shown.

M is preferably an alkali metal atom such as sodium or potassium, an alkaline earth metal atom such as 1/2 calcium atom or 1/2 magnesium, ammonia, alkanolamine, etc., or a basic amino acid such as lysine or arginine, Neutral amino acids such as sodium glycine, potassium glycine, sodium sarcosine, sodium β-alanine, acidic amino acids such as disodium glutamate, dipotassium glutamate and disodium aspartate, taurine salts such as taurine sodium and taurine potassium, N-methyl N-methyl taurine salts such as taurine sodium and N-methyl taurine potassium, more preferably alkali metal atoms such as sodium and potassium, and taurine salts such as taurine sodium and taurine potassium.
The above M can form a salt with a functional group represented by SO ₃ ^— contained in Compound 1 in a protonated state.

  Moreover, a thickener means having the effect | action which raises the viscosity of surfactant. This viscosity can be measured with a B-type viscometer.

(Surfactant)
The surfactant that can be thickened by the thickener of the present invention is an anionic surfactant, a cationic surfactant, an amphoteric surfactant, or a nonionic surfactant. Thickeners are useful for anionic surfactants and are particularly useful for acylamino acid based anionic surfactants.

(Acyl amino acid anionic surfactant)
The acylamino acid type anionic surfactant is a surfactant having an amino acid salt structure having an N-acyl group. For example, N-acyl-N-methyl taurate, N-acyl glutamate, N-acyl-N-methyl-β-alanine, N-acyl-β-alanine, N-acyl sarcosine, N-acyl glycine Examples include salts. The acyl group is a group derived from a saturated or unsaturated fatty acid having 6 to 20 carbon atoms, such as a lauroyl group, a myristoyl group, a palmitoyl group, a stearoyl group, or an oleoyl group. In addition, an acyl group derived from a mixed fatty acid can be used, and examples of the acyl group derived from the mixed fatty acid include a coconut oil fatty acid acyl group and a palm kernel oil fatty acid acyl group. Preferred examples of the acyl group include lauroyl group, myristoyl group, coconut oil fatty acid acyl group, and palm kernel oil fatty acid acyl group. More preferred are a lauroyl group, a coconut oil fatty acid acyl group, and a palm kernel oil fatty acid acyl group.

In the production of acylamino acid type anionic surfactants, secondary amine type amino acid derivatives having an alkyl group as a side chain are characterized by higher reactivity with an acyl group than those having no side chain. is there. Therefore, it can be industrially produced without requiring special equipment such as a pressure vessel. From the viewpoint of easy industrial production, the acylamino acid-based anionic surfactant is preferably N-acyl-N-methyltaurine salt, N-acyl-N-methyl-β-alanine salt, N- Acyl sarcosine salt. Among them, it is useful to increase the viscosity of N-acyl-N-methyltaurine salt, which is difficult to increase the viscosity, and more preferable is N-acyl-N-methyltaurine salt. These can be used alone or in combination.
N-acyl-N-methyl taurine salts include coconut oil fatty acid methyl taurine sodium, coconut oil fatty acid methyl taurine sodium, coconut oil fatty acid methyl taurine triethanolamine, lauroyl methyl taurine sodium, lauroyl methyl taurine taurine sodium, lauroyl methyl taurine Examples include triethanolamine, palm kernel oil fatty acid methyl taurine sodium, palm kernel oil fatty acid methyl taurine sodium, palm kernel oil fatty acid methyl taurine triethanolamine, and the like.

(Cleaning composition)
The cleaning composition according to one embodiment of the present invention comprises 0.01 to 5% by mass of the thickener of the present invention (referred to as component (a)), an acylamino acid anionic surfactant ((b) 1 to 40% by mass), and the content ratio of the thickener to the acylamino acid-based anionic surfactant is 1/400 to 1/1 by mass ratio.
In the cleaning composition of the present invention, the total mass of the component (a), the component (b), and the remaining water is 100% by mass.

  In the cleaning composition of this embodiment, the content of the component (a) is 0.01 to 5% by mass. The content of the component (a) is preferably 0.02% by mass or more, and more preferably 0.03% by mass or more. Further, the content of the component (a) is preferably 3% by mass or less, and more preferably 2.5% by mass or less.

  (B) Content of a component is 1-40 mass%. When the content of the component (b) is less than 1% by mass, the basic performance of the detergent composition such as appropriate foaming and detergency cannot be obtained, and when it is more than 40% by mass, the surfactant is deposited at low temperatures. May cause problems. The content of the component (b) is preferably 2% by mass or more, and more preferably 3% by mass or more. Further, the content of the component (b) is preferably 30% by mass or less.

  The content ratio (a) / (b) of the component (a) and the component (b) in the cleaning composition of the present embodiment is 1/400 to 1/1 in mass ratio. When (a) / (b) is 1/400 or more, a thickening effect is exhibited and a moist feeling after use can be felt. When (a) / (b) is 1/1 or less, a good cleaning composition showing moderate foaming can be obtained. The content ratio (a) / (b) of the component (a) and the component (b) is preferably a mass ratio of 1/200 or more, and more preferably 1/20 or more. Further, the content ratio (a) / (b) of the component (a) and the component (b) is preferably a mass ratio of 1/2 or less, and more preferably 1/10 or less.

  The cleaning composition of the present invention can be appropriately blended within a range that does not impair the effects of the present invention. The components used as such components can be exemplified as follows.

  For example, anionic surfactants such as polyoxyethylene (3) sodium lauryl ether sulfate and potassium laurate, betaine-type amphoteric surfactants, imidazolinium betaine-type amphoteric surfactants, sulfobetaine-type amphoteric surfactants, etc. Amphoteric surfactants, higher fatty acid alkanolamide type nonionic surfactants, amine oxide type nonionic surfactants, polyoxyethylene alkyl ether type nonionic surfactants and other nonionic surfactants, chloride Cationic surfactants such as alkyltrimethylammonium and dialkyldimethylammonium chloride, foam increasing agents such as higher fatty acids and higher alcohols, pearlescent agents such as ethylene glycol distearate and triethylene glycol distearate, cationized hydroxyethyl cellulose Thickeners such as cationic polymer compounds such as Sue-2 (polyquaternium-10), a copolymer of dimethyldiallylammonium chloride and acrylic amide (polyquaternium-7), 1,3-butylene glycol, propylene glycol, Moisturizers such as dipropylene glycol, glycerin, diglycerin, isoprene glycol, protein hydrolyzate, oils such as squalane, jojoba oil, olive oil, castor oil, lanolin, lecithin, highly polymerized methylpolysiloxane, dimethylsiloxane methyl (poly Oxyethylene) Siloxane derivatives such as siloxane copolymers, antiseptics such as parabens, bactericides such as salicylic acid, isopropylmethylphenol, triclosan, zinc pyrithione, piroctone olamine, citric acid, sodium citrate PH adjusters, edetates, sequestering agents such as hydroxyethanediphosphonic acid, UV absorbers such as paramethoxycinnamic acid-2-ethylhexyl, oxybenzone, paradimethylaminobenzoic acid-2-ethylhexyl, 5- Examples thereof include tonic agents such as methyl-2-isopropylcyclohexanol and chili tincture, antioxidants such as dibutylhydroxytoluene and tocopherol acetate, extracts derived from animals and plants, pigments, and fragrances.

(Hair cleaning composition)
The hair cleansing composition of the present embodiment comprises a thickener represented by formula (1) (referred to as component (a)), an acylamino acid anionic surfactant (referred to as component (b)) and an amphoteric interface. Contains an activator (hereinafter referred to as component (c)).

That is, the hair cleansing composition contains 0.01 to 5% by mass of the thickener (component (a)), 1 to 40% by mass of acylamino acid anionic surfactant (component (b)), and The amphoteric surfactant (component (c)) is contained in an amount of 1 to 40% by mass, and the content ratio of the thickener and the acylamino acid-based anionic surfactant is 1/400 to 1/1 by mass ratio, The content ratio of the acylamino acid type anionic surfactant and the amphoteric surfactant is 1/20 to 20/1 by mass ratio.
In the hair cleansing composition of the present invention, the total mass of the component (a), the component (b), the component (c), and the remaining water is 100% by mass.

The component (a) and the component (b) are as described above.
The amphoteric surfactant (c) is mixed with the hair cleansing composition for the purpose of imparting a conditioning effect and alleviating the irritation of the anionic surfactant. At the same time, when combined with an anionic surfactant, the cationic group of the amphoteric surfactant and the anionic group of the anionic surfactant are complexed, and the increase in linear micelles increases the viscosity. It is known to happen. Among the anionic surfactants, the component (b) acylamino acid type anionic surfactant is a compound that is difficult to thicken. Therefore, in combination with the component (a) thickener, an appropriate amount of (c ) Ingredients can be mixed to increase viscosity.

  The amphoteric surfactant of component (c) is not particularly limited as long as it is usually used in hair cleansing agents. Examples of betaine-type amphoteric surfactants include lauryldimethylaminoacetic acid betaine, myristylaminoacetic acid betaine, coconut oil fatty acid. Amidopropyl betaine and the like, and imidazoline-type amphoteric surfactants include N-acylamidopropyl betaine, sodium alkylaminodiacetate, 2-lauryl-N-carboxymethyl-N-hydroxyethylimidazolinium betaine and the like. . These can be used alone or in combination.

In the hair cleaning composition of this embodiment, content of (a) component is 0.01-5 mass%. The content of the component (a) is preferably 0.02% by mass or more, and more preferably 0.03% by mass or more. The content of component (a) is preferably 3% by mass or less, and more preferably 2.5% by mass or less.
In the hair cleaning composition of this embodiment, content of (b) component is 1-40 mass%. When the content of the component (b) is less than 1% by mass, appropriate foaming and detergency cannot be obtained, and when it is more than 40% by mass, problems such as precipitation of the surfactant may occur at low temperatures. The content of the component (b) is preferably 2% by mass or more, and more preferably 3% by mass or more. Moreover, 35 mass% or less is preferable and, as for content of (b) component, 30 mass% or less is still more preferable.

  (C) Content of a component is 1-40 mass%. When the content of the component (c) is less than 1% by mass, moderate foaming and detergency cannot be obtained, and when it is more than 40% by mass, problems such as precipitation of the surfactant may occur at low temperatures. (C) 2 mass% or more is preferable and, as for content of a component, 3 mass% or more is still more preferable. Moreover, 35 mass% or less is preferable and, as for content of (c) component, 30 mass% or less is still more preferable.

  The content ratio (a) / (b) of the component (a) and the component (b) in the hair cleaning composition is from 1/400 to 1/1 by mass ratio. When (a) / (b) is 1/400 or more, a thickening effect is exhibited and a moist feeling after use can be felt. A good hair cleansing composition showing moderate foaming when (a) / (b) is 1/1 or less is obtained. (A) / (b) is preferably 1/200 or more, and more preferably 1/20 or more. Further, (a) / (b) is preferably 1/2 or less, and more preferably 1/10 or less.

  Moreover, the content ratio (b) / (c) of the component (b) and the component (c) in the hair cleaning composition is 1/20 to 20 by mass ratio. When (b) / (c) is less than 1/20, appropriate foaming cannot be obtained. When (b) / (c) is larger than 20, problems such as inability to obtain the conditioning effect and relaxation of the anionic surfactant irritation occur. (B) / (c) is preferably 1/15 or more, and more preferably 1/10 or more. Further, (b) / (c) is preferably 15/1 or less, and more preferably 10/1 or less.

(Other ingredients)
The hair cleansing composition of the present invention can be appropriately blended within a range not impairing the effects of the present invention. The component used as such a component is a betaine-type amphoteric surfactant, an imidazolinium betaine-type amphoteric surfactant, or a sulfobetaine-type amphoteric surfactant among the components appropriately blended in the cleaning composition. Excludes amphoteric surfactants such as

  EXAMPLES Hereinafter, the present invention will be described more specifically with reference to examples. However, the present invention is not limited to these examples.

(Adjustment Example 1: Production of thickener)
800 g (10.3 mol) of 40% methylamine aqueous solution and 509 g (3.4 mol) of sodium isethionate were charged in an autoclave with a capacity of 2 liters and reacted at 200 to 250 ° C. under a pressure of 20 kg / cm ² for 7 hours. It was. After cooling, excess methylamine was recovered by distillation and the residue was concentrated and evaporated to dryness. The reaction product was crystallized with 2500 g of a mixed solvent of dimethylformamide and water (dimethylformamide / water = 2/1 by weight) to obtain a compound of formula (1). The yield was 228g.
In the obtained compound of formula (1), M is sodium.

(Examples 1-8 and Comparative Examples 1-8)
A thickener, a surfactant, a cationized polymer, and water were mixed in the proportions shown in Tables 1 and 2.

The following thickeners, surfactants and cationized polymers were used for the test.
(1) Xanthan gum Xanthan clear 80 [manufactured by Danisco Japan]
(2) Hydroxyethyl cellulose
HEC Daicel SE900 [Daicel Finechem Co., Ltd.]
(3) Polyoxyethylene (3) Sodium lauryl ether sulfate Persoft EF [manufactured by NOF Corporation]
(4) Coconut oil fatty acid methyl taurine sodium Diapon K-SF [manufactured by NOF Corporation]
(5) Lauroylmethylalanine sodium energy call L-30AN [Lion Corporation]
(6) Palm oil fatty acid sodium glutamate Amisoft LS-11 [Ajinomoto Co., Inc.]
(7) Palm oil fatty acid amidopropyl betaine Nissan Anon BDF-R [manufactured by NOF Corporation]
(8) Lauramide diethanolamide Starhome DL [manufactured by NOF Corporation]
(9) Potassium laurate non-sar LK-2 [manufactured by NOF Corporation]
(10) Polyquaternium 10
Marcote 10 [Made by NALCO]

Viscosity and usability were evaluated by the following methods.
(1) Viscosity Using a B-type viscometer (manufactured by Tokyo Keiki Seisakusho Co., Ltd.), the mixture was held at 25 ° C., and the viscosity was measured at a measurement time of 100 seconds.

(2) Moist feeling Each panel was composed of 10 men and women, and the moist feeling after washing the hair with 5 g of a cleaning agent was evaluated. After towel drying, 2 points were given when moist feeling was felt, 1 point was given when moist feeling was felt, and 0 points were given when moist feeling was poor.

30 points or more in total: ○
Total score 20 points or more and less than 30 points:
Total less than 20 points: ×

(3) Feeling slimy Ten males and females were panelists, and the slimy feeling when the hair was washed with 5 g of a cleaning agent was evaluated. From the total of 20 people, 2 points when you did not feel slimy, 1 point when you feel slightly slimy, and 0 points when you feel that you are feeling slimy and take time to rinse, It was evaluated in three stages.

30 points or more in total: ○
Total score 20 points or more and less than 30 points:
Total less than 20 points: ×

  Tables 1 and 2 show the evaluation results for (1) viscosity, (2) moist feeling, and (3) slimy feeling.

  In Comparative Example 1 and Comparative Example 2, in Example 1 and Example 2 in which the component (a) was mixed, it was confirmed that an increase in viscosity occurred.

  In Example 3 and Example 4 in which coconut oil fatty acid methyl taurine sodium was mixed, composition containing (a) component confirms the thickening effect, and gives a moist feeling without giving a slimy feeling. It turns out that it is a thing.

On the other hand, since Comparative Example 3 does not contain the component (a), the viscosity is low and a clear moist feeling cannot be felt.
The detergent mixed with the xanthan gum of Comparative Example 4 and the detergent mixed with the hydroxyethyl cellulose of Comparative Example 5 have a problem that the thickening effect is strong, but it takes time for the tin, although the thickening effect is confirmed. It cannot be said that it is a cleaning composition that satisfies the feeling of use.

In Example 5 which is a detergent composition containing potassium laurate, the thickening effect is confirmed because the component (a) is contained, and a moist feeling can be felt without giving a slimy feeling.
On the other hand, since the comparative example 6 does not contain the component (a), the viscosity is low and the moist feeling is poor.

  In Example 6 in which sodium lauroylmethylalanine was mixed, since the component (a) was contained, the thickening effect was confirmed, and it was found that the composition can feel a moist feeling without giving a slimy feeling. . On the other hand, since Comparative Example 7 does not contain the component (a), the viscosity is low and a clear moist feeling cannot be felt.

In Example 7 containing coconut oil fatty acid sodium glutamate, since it contains the component (a), the thickening effect is confirmed, and it is a composition that can give a moist feeling without giving a slimy feeling. I understand.
On the other hand, since Comparative Example 8 does not contain the component (a), the viscosity is low and a clear moist feeling cannot be felt. In Example 8, the content of the component (a) is 0.01% by mass or more, a thickening effect is confirmed, and the composition can feel a moist feeling without giving a slimy feeling. I understand.

Claims (4)

A thickener for surfactants represented by the following formula (1):

(In Formula (1), M is a hydrogen atom, an alkali metal atom, a 1/2 alkaline earth metal atom, ammonium, organic ammonium, an amino acid, an amino acid alkali metal salt, taurine, an alkali metal salt of taurine, or N-methyl taurine. Or an alkali metal salt of N-methyltaurine.)   The thickener according to claim 1, wherein the surfactant is an acylamino acid anionic surfactant.   The thickener and the acylamino acid anionic surfactant are contained in an amount of 0.01 to 5% by mass of the thickener according to claim 1 and 1 to 40% by mass of an acylamino acid anionic surfactant. And a content ratio of 1/400 to 1/1 by mass ratio.   The thickener according to claim 1, containing 0.01 to 5% by mass, 1 to 40% by mass of an acylamino acid type anionic surfactant and 1 to 40% by mass of an amphoteric surfactant. And the acyl amino acid anionic surfactant in a mass ratio of 1/400 to 1/1, and the content ratio of the acyl amino acid anionic surfactant and the amphoteric surfactant is A hair cleansing composition, wherein the mass ratio is 1/20 to 20/1.