JP2003147396A - Pearl-like gloss providing agent - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide a pearl-like gloss providing agent that can provide fine pearl-like gloss to a detergent composition or the like, uniformly and in a short time, and a composition with pearl-like gloss containing the agent, the composition showing fine pearl-like gloss. SOLUTION: This pearl-like gloss providing agent is composed of an amide- ester represented by general formula (1) (wherein R<1> CO- and R<2> CO- are, each the same or different, a 16-24C saturated or unsaturated acyl group that may have a hydroxy group; R<3> is a 1-3C straight-chain or branched alkyl group; and R<4> is a 1-6C straight-chain or branched alkylene group, or a 2-6C straight- chain or branched alkenylene group). A composition with pearl-like gloss is formed by comprising the pearl-like gloss providing agent.

Description

Detailed Description of the Invention

[0001]

TECHNICAL FIELD The present invention relates to a pearl luster imparting agent having excellent dispersion stability and capable of easily and uniformly imparting pearly luster to detergents, shampoos, body shampoos, facial cleansers and the like. A useful pearlescent composition.

[0002]

2. Description of the Related Art Conventionally, the problems to be solved by the invention
A pearly luster imparting agent is used to give the appearance a pearly luster (hereinafter simply referred to as pearl luster) for the purpose of enhancing the aesthetics of detergents such as shampoo, body shampoo, facial cleanser, etc. Has been.

As a pearly luster imparting agent used for imparting such pearly luster, fatty acid esters of easily available glycols such as ethylene glycol distearate are widely used. Since ethylene glycol distearate has a melting point of 60 to 65 [deg.] C., it is added and emulsified after heating the surfactant above the melting point in the manufacturing process of shampoo, body shampoo, face wash and the like. Then, after adding components such as a texture-improving agent, a solvent and an antiseptic, the process proceeds to a cooling step, and at around 40 ° C., crystallization starts and the product has a pearly luster. In addition, a concentrated composition having a pearly luster is manufactured in advance,
It is also possible to add pearl luster by post-adding it to the detergent manufacturing process at a temperature below the melting point of the pearl luster imparting agent.

However, in any case, a satisfactory pearly luster cannot be obtained yet, and a new pearly luster imparting agent is desired.

An object of the present invention is to provide a pearly luster imparting agent capable of imparting a good pearly luster to a detergent composition or the like uniformly and in a short time, and a pearly luster composition containing the same and having a good pearl luster. It is to provide things.

[0006]

The present invention is based on the general formula (1)
An amide ester represented by (hereinafter amide ester (1)
), A pearly luster composition containing the pearly luster-imparting agent, and a pearly luster composition containing the amide alcohol represented by the general formula (2) (hereinafter referred to as amide alcohol (2)). And a pearly luster composition further containing at least one surfactant selected from anionic surfactants, nonionic surfactants and amphoteric surfactants.

[0007]

[Chemical 3]

[In the formula, R ¹ CO- and R ² CO- are the same or different and each is a saturated or unsaturated acyl group which may have a hydroxyl group having 16 to 24 carbon atoms, and R ³ is a carbon atom. Number 1
~ 3 straight chain or branched chain alkyl group, R ⁴ has 1 to 1 carbon atoms.
6 straight chain or branched chain alkylene group or 2 to 6 carbon atoms
Represents a straight chain or branched alkenylene group. ]

[0009]

[Chemical 4]

[In the formula, R ⁵ CO- is a saturated or unsaturated acyl group which may have a hydroxyl group having 6 to 24 carbon atoms;
⁶ is a linear or branched alkylene group having 1 to ⁶ carbon atoms or a linear or branched alkenylene group having 2 to 6 carbon atoms, R
⁷ represents a hydrogen atom, a linear or branched alkyl group having 1 to 3 carbon atoms, a hydroxyalkyl group having 1 to 6 carbon atoms, or a hydroxyalkenyl group having 2 to 6 carbon atoms. ]

[0011]

BEST MODE FOR CARRYING OUT THE INVENTION [Pearl luster imparting agent] In the pearl luster imparting agent of the present invention comprising amide ester (1), R ¹ CO- and R ² CO- impart good pearl luster and are excellent. Carbon number 1 from the viewpoint of obtaining stable product stability
It is a saturated or unsaturated acyl group which may have 6 to 24 hydroxyl groups, and may be the same or different. Further, it may be a mixture of plural kinds of acyl groups. Among them, an acyl group derived from palmitic acid, stearic acid, isostearic acid or the like is preferable, and an acyl group derived from palmitic acid and / or stearic acid is particularly preferable.

From the viewpoint of product stability, R ³ is a linear or branched alkyl group having 1 to 3 carbon atoms, preferably a methyl group or an ethyl group, and particularly preferably a methyl group. R ⁴ is a linear or branched alkylene group having 1 to 6 carbon atoms or a linear or branched alkenylene group having 2 to 6 carbon atoms, preferably a linear or branched alkylene group having 2 or 3 carbon atoms. It is a base.

The amide ester (1) is represented by, for example, the general formula (3) R ¹ COOR ⁸ (3) [wherein R ¹ CO- has the above-mentioned meaning, and R ⁸ represents a hydrogen atom or a carbon number of 1 to 3]. Is an alkyl group. ] The fatty acid or lower alkyl ester thereof represented by

[0014]

[Chemical 5]

[In the formula, R ³ and R ⁴ have the above-mentioned meanings. ] With alkanolamine represented by, in the presence or absence of a catalyst, dehydration or dealcoholation reaction,
General formula (5)

[0016]

[Chemical 6]

[In the formula, R ¹ CO-, R ³ and R ⁴ have the above-mentioned meanings. Give the amide alcohol represented by, further to the amide alcohols of the general formula ^{(6) R 2 COOH (6} ) [ wherein, R ² CO- have the same meanings as defined above. ] It can manufacture by the method etc. which carry out esterification using the fatty acid represented by these in about equimolar.

[Pearl Gloss Composition] The pearly luster composition of the present invention contains a pearly luster imparting agent comprising an amide ester (1) as an essential component. Further, if necessary, the amide alcohol (2) and at least one surfactant selected from anionic surfactants, nonionic surfactants and amphoteric surfactants are contained.

When the pearly luster composition is a concentrate having a pearly luster, the content of the amide ester (1) imparts a good pearly luster and, from the viewpoint of good handling property, 10 to 60% by weight. % Is preferred, 10-50
% By weight is more preferred, and 20 to 40% by weight is particularly preferred.

When the pearly luster composition is a cleaning composition such as shampoo, body shampoo, face wash, etc., the content of the amide ester (1) is 0.1% by weight from the viewpoint of imparting good pearly luster. % Or more and less than 10% by weight, preferably 0.5 to 5% by weight.

The pearly luster composition of the present invention
In the mid alcohol (2), R ^FiveCO- is the carbon number
Saturated or unsaturated acid which may have 6 to 24 hydroxyl groups.
A silyl group, preferably an acyl group having 8 to 18 carbon atoms,
Especially decanoic acid, dodecanoic acid, coconut fatty acid, palm oil fat
Acids, acyl groups derived from palm kernel oil fatty acids are preferred
Yes.

R ⁶ is a linear or branched alkylene group having 1 to ⁶ carbon atoms or a linear or branched alkenylene group having 2 to 6 carbon atoms, preferably ethylene group. R ⁷
Is a hydrogen atom, a linear or branched alkyl group having 1 to 3 carbon atoms, or a hydroxyalkyl group having 1 to 6 carbon atoms or a hydroxyalkenyl group having 2 to 6 carbon atoms, preferably a hydrogen atom or a methyl group, A methyl group is particularly preferred.

When the pearly luster composition is a pearly luster concentrate, the content of amide alcohol (2) is
From the viewpoint of helping the precipitation of the pearly luster imparting agent, 0.1 to 2
0 wt% is preferable, and 0.5 to 15 wt% is more preferable.

When the pearly luster composition is a cleaning composition such as shampoo, body shampoo, and face wash, the content of the amide alcohol (2) is 0.1 from the viewpoint of assisting the precipitation of the pearly luster imparting agent. It is preferably not less than 10% by weight and more preferably 0.5 to 5% by weight.

The surfactant used in the pearly luster composition of the present invention is at least one selected from anionic surfactants, nonionic surfactants and amphoteric surfactants. These surfactants are preferably selected from those generally used in cosmetics.

Specific examples of the anionic surfactant include alkyl sulfates, polyoxyalkylene alkyl ether sulfates, polyoxyalkylene alkyl ether acetates, polyoxyalkylene alkyl ether phosphates and alkyl sulfonates. , Alkylbenzenesulfonate, alkylphosphate, N-acylmethyltaurine salt, acylglutamate, acyloyl-β-alanine salt, alkylsulfosuccinate, polyoxyalkylenealkylsulfosuccinate, fatty acid salt and the like.

As the nonionic surfactant, alkyl polyglycoside, polyoxyethylene alkylene alkyl or alkenyl ether, polyoxyalkylene sorbitan fatty acid ester, sorbitan fatty acid ester, polyoxyalkylene sorbitol fatty acid ester, polyoxyalkylene glycerin fatty acid ester, Polyglycerin fatty acid ester, fatty acid monoglyceride, polyethylene glycol fatty acid ester, fatty acid glucamide,
Fatty acid glycerol amide etc. are mentioned.

Examples of the amphoteric surfactant include alkylaminoacetic acid betaine, alkylamine oxide, alkylamidopropyl betaine, alkylhydroxysulfobetaine, alkylamidopropylamine oxide, amide amino acid (imidazoline betaine) and the like.

Further, a cationic surfactant such as an alkylammonium salt, an alkylbenzalkonium salt or an alkylamidopropylammonium salt can be further added.

These surfactants can be used in combination of one or more, and it is preferable to add 10 to 50% by weight, preferably 10 to 30% by weight in the total composition. Of these, nonionic surfactants are preferable.

When the pearly luster composition of the present invention is a cleaning composition, it can be produced by the following methods i) and ii).

I) A pearly luster imparting agent comprising an amide ester (1), optionally an amide alcohol (2), a nonionic, amphoteric and / or anionic surfactant, a mixture of other components and water are pearlescent. A method of crystallizing a pearly luster imparting agent by heating and melting while stirring to a temperature equal to or higher than the melting point of the imparting agent to obtain a uniform state, adding optional components as necessary, and cooling with stirring.

Ii) A mixture of amide alcohol (2), a nonionic, amphoteric and / or anionic surfactant, other components and water up to the melting point of the pearly luster-imparting agent comprising the amide ester (1) or higher. After heating with stirring,
A method in which a pearly luster-imparting agent composed of amide ester (1) is added and uniformly dissolved, and then optional components are added, and the mixture is cooled with stirring to crystallize the pearly luster-imparting agent.

When the pearly luster composition of the present invention is a concentrated composition, the concentrate can be produced in the same manner as in the above i) and ii). Is added at a temperature equal to or lower than the melting point of the pearly luster imparting agent when the detergent composition or the like is blended, it is possible to impart a uniform pearly luster to each product in a short time.

The cleansing pearly luster composition obtained as described above has a good pearly luster and is a hair cleansing agent.
Most suitable as body wash, face wash, hand wash, etc.

When the pearly luster composition of the present invention is used for cleaning, an oil agent such as higher alcohol, lanolin or silicone; cationized polymer such as cationized cellulose, cationized guar gum, Mercoat 550 (manufactured by Merck); methyl cellulose , Water-soluble polymers such as hydroxyethyl cellulose, carboxyvinyl polymer, and polysaccharides (xanthan gum); dissolution aids such as glycerin, sorbitol, and ethanol, ethylenediaminetetraacetic acid (ED
TA), chelating agents such as phosphonates, parabens,
Antiseptics such as benzoic acid; anti-inflammatory agents such as dipotassium glycyrrhizinate and allantoin; bactericides and antidandruff agents such as benzalkonium chloride, triclosan, trichlorocarbane, octotropics, zinc pyrithione; antioxidants such as dibutyltoluene; and others An ultraviolet absorber, a pH adjuster, a dye, a fragrance, a plant extract and the like can be appropriately added.

[0037]

EXAMPLES Synthesis Example 1 [Synthesis of pearly luster imparting agent (N-stearoyl-N-methylaminoethyl stearate)] To 494 g of methyl stearate and 130 g of N-methylethanolamine, 28% sodium methylate 6.37 was added.
g was added, and the amidation reaction was carried out at 90 ° C. while removing methanol. Then, sodium methylate was decomposed using 3.3 g of 35% hydrochloric acid, dehydrated and then filtered to remove sodium chloride. 150 g of stearic acid was added to 170 g of the filtrate, and the esterification reaction was carried out while dehydrating at 170 ° C. to obtain 300 g of N-stearoyl-N-methylaminoethyl stearate.

Example 1 Polyoxyethylene lauryl ether sulfate Na 17.0 parts by weight (EO addition mole; 2 moles) Alkyl polyglycoside 10.0 (Kao's Midol 10, effective 40%) Synthesis Example 1 Pearl gloss imparting agent obtained in 2.5 2.5 Cationized cellulose 0.4 (Poise C-80M manufactured by Kao Corporation) EDTA.2Na 0.3 pH adjusting agent (adjusted to pH 6.5 with 5% aqueous solution) Preservative 0.5 Purified water Balance meter 100.0 The above components are mixed, heated to 70 to 75 ° C., cooled with stirring to crystallize the pearlescent agent, and further stirred to room temperature. After cooling, a shampoo having a pearly luster was prepared. The shampoo obtained had a good pearly luster.

Example 2 KOH-neutralized product of monoalkyl phosphate ester 60.0 parts by weight (Peolery B-300D manufactured by Kao Corporation, effective content 30%) Polyoxyethylene (5) lauryl ether 5.0 (Kao) Emulgen 106 manufactured by Synthetic Co., Ltd. Pearl gloss imparting agent obtained in Synthesis Example 1 2.0 Glycerin 1.0 Cationized cellulose 0.1 (Poise C-80M manufactured by Kao Corporation) EDTA.2Na 0.3 pH adjuster (Adjust the pH to 6.5 with a 5% aqueous solution) Preservative 0.5 Purified water Balance meter 100.0 Mix the components shown above, raise the temperature to 70-75 ° C, then cool with stirring to cool the pearl. The luster-imparting agent was crystallized and further cooled to room temperature with stirring to prepare a body cleansing agent having pearl luster. The body wash obtained had a good pearly luster.

Example 3 Alkyl polyglycoside 30.0 parts by weight (Kadol Co., Ltd. Mydol 10, effective content 40%) Pearl pearlescent agent obtained in Synthesis Example 1 2.5 Glycerin 3.0 EDTA.2Na 0 .3 Polyoxyethylene sorbitan fatty acid ester 0.5 (Keio Co., Ltd. Rheodor TW-IS399C) pH adjuster (adjusted to pH 6.5 with a 5% aqueous solution) Proper amount preservative 0.5 Purified water balance 100.0 Above Each of the components shown in (1) is mixed and heated to 70 to 75 ° C., then cooled with stirring to crystallize the pearly luster imparting agent, and further cooled to room temperature with stirring to obtain a hand-washing agent having pearly luster. Prepared. The obtained hand wash had a good pearly luster.

Example 4 Alkyl polyglycoside 30.0 parts by weight (Keido Co., Ltd. Mydol 10, effective content 40%) The pearly luster imparting agent obtained in Synthesis Example 1 2.5 N-ethanol coco fatty acid amide 0.1. 8 Glycerin 3.0 EDTA.2Na 0.3 Polyoxyethylene sorbitan fatty acid ester 0.5 (Keio Co., Ltd. Rheodor TW-IS399C) pH adjuster (adjusted to pH 6.5 with a 5% aqueous solution) Proper amount Preservative 5 Purified water balance meter 100.0 The above components are mixed, heated to 70 to 75 ° C, cooled with stirring to crystallize the pearlescent agent, and further cooled with stirring to room temperature. A hand-washing agent having a pearly luster was prepared. The obtained hand wash had a good pearly luster.

Example 5 Pearl luster imparting agent obtained in Synthesis Example 1 20.0 Alkyl polyglycoside 37.5 (Maidol 10, Kao Corporation, effective content 40%) N-methyl-N-ethanol lauric acid amide 1.0 Purified water Balance meter 100.0 Mixing the above components, heating to 70 to 75 ° C, cooling with stirring to crystallize the pearlescent agent, and further stirring to room temperature After cooling, a concentrated composition having a pearly luster was prepared. The resulting concentrated composition had a good pearly luster.

Example 6 Pearl luster imparting agent obtained in Synthesis Example 1 40.0 Polyoxyethylene lauryl ether sulfate Na 25.0 (EO addition mol; 3 mol) N-methyl-N-ethanol coconut fatty acid amide 1.2 Purified water balance meter 100.0 The above components are mixed, heated to 70 to 75 ° C., cooled with stirring to crystallize the pearlescent agent, and further cooled to room temperature with stirring, A concentrated composition having a pearly luster was prepared. The resulting concentrated composition had a good pearly luster.

Example 7 Polyoxyethylene lauryl ether sulfate Na 15.0 parts by weight (EO addition mol; 2 mol) Palm fatty acid amidopropyl betaine 2.0 Pearl pearlescent concentrated composition obtained in Example 6 4.0 cation Cellulose 0.2 (Keio Co., Ltd. Poise C-80M) pH adjuster (adjusted to 6.7) Appropriate amount of purified water Balance meter 100.0 A shampoo was prepared by mixing the components shown above. The shampoo obtained had a good pearly luster.

[0045]

The pearly luster-imparting agent comprising the amide ester (1) of the present invention can impart good pearly luster, and a pearly luster composition containing this pearly luster-imparting agent can be applied to hair and fingers. It is suitable as a body cleansing agent for face wash, face wash, etc., or a detergent for food and tableware.

   ─────────────────────────────────────────────────── ─── Continued front page    (72) Inventor Makoto Kubo             Kao Co., Ltd. 1334 Minato, Wakayama City, Wakayama Prefecture             Inside the laboratory (72) Inventor Chikako Matsumoto             Kao Co., Ltd. 1334 Minato, Wakayama City, Wakayama Prefecture             Inside the laboratory (72) Inventor Keiko Hasebe             Kao Co., Ltd. 1334 Minato, Wakayama City, Wakayama Prefecture             Inside the laboratory F-term (reference) 4C083 AC122 AC182 AC442 AC532                       AC641 AC642 AC712 AC782                       AC902 AD132 AD202 BB04                       BB05 CC01 CC23 CC38 DD23                       DD27 EE06                 4H003 AB01 AB31 AC01 AC05 BA12                       DA02 DA17 EB16 EB17 EB42                       FA13 FA16 FA28

Claims (6)

[Claims] 1. A pearly luster-imparting agent comprising an amide ester represented by the general formula (1) (hereinafter referred to as amide ester (1)). [Chemical 1] [In the formula, R ¹ CO- and R ² CO- are the same or different, and are saturated or unsaturated acyl groups which may have a hydroxyl group having 16 to 24 carbon atoms, and R ³ is 1 to 1 carbon atoms. 3 is a linear or branched alkyl group, and R ⁴ is a linear or branched alkylene group having 1 to 6 carbon atoms or a linear or branched alkenylene group having 2 to 6 carbon atoms. ] 2. A pearly luster composition containing the pearly luster imparting agent according to claim 1. 3. The pearly luster composition according to claim 2, further comprising an amide alcohol represented by the general formula (2). [Chemical 2] [In the formula, R ⁵ CO- represents a saturated or unsaturated acyl group having 6 to 24 carbon atoms and optionally having a hydroxyl group, and R ⁶ represents 1 carbon atoms.
~ 6 straight-chain or branched alkylene group or 2 to 2 carbon atoms
A linear or branched alkenylene group having 6 carbon atoms, R ⁷ represents a hydrogen atom, a linear or branched alkyl group having 1 to 3 carbon atoms, or a hydroxyalkyl group having 1 to 6 carbon atoms or 2 carbon atoms;
~ 6 hydroxyalkenyl groups are shown. ] 4. The pearly luster composition according to claim 2, further comprising at least one surfactant selected from anionic surfactants, nonionic surfactants and amphoteric surfactants. 5. The content of amide ester (1) is 10 to 10.
The pearly luster composition according to any one of claims 2 to 4, which is 60% by weight. 6. The content of amide ester (1) is 0.1.
The pearly luster composition according to any one of claims 2 to 4, which is a cleaning composition in an amount of 10% by weight or more and less than 10% by weight.