JP5272680B2 - Soap composition - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To provide a soap composition which is excellent in the lathering, foam quality, sense of use, solubility and storage stability, and which is excellent in the productivity. <P>SOLUTION: The soap composition comprises a polyalkylene glycol derivative (a), a fatty acid alkali metal salt (b), glycerin (c) and water (d), wherein this soap composition is such that the polyalkylene glycol derivative (a) is a compound expressed by formula (I): R<SP>1</SP>O-(CH<SB>2</SB>CH<SB>2</SB>CH<SB>2</SB>CH<SB>2</SB>O)n-R<SP>2</SP>(wherein R<SP>1</SP>and R<SP>2</SP>are each independently hydrogen or 12-20C acyl; and n is an average addition number of moles of oxytetramethylene groups and a value of 3-30) and which has an esterification ratio of 0.55-0.95. <P>COPYRIGHT: (C)2010,JPO&amp;INPIT

Description

  The present invention relates to a soap composition, and more particularly, to a soap composition excellent in foaming, foam quality, feeling of use, solubility and storage stability, and excellent in productivity.

  Conventionally, soap has been widely used as a cleaning agent because it is easy to manufacture, has excellent foaming properties, has no slimy feeling, and has a refreshing feeling after use. Various studies have been conducted to further improve the excellent properties of soap as a detergent.

  When using soap, it is known that the feeling of use can be drastically improved if the foam quality is creamy. Examples of soaps with creamy creamy properties include solid soaps containing dibutylhydroxytoluene, butylhydroxyanisole and the like and citric acid in a soap base (Patent Document 1), transparent solids containing polyhydric alcohol and fatty acid alkanolamide. Disclosed are fatty acid soaps (Patent Document 2), solid soaps blended with polyvinylpyrrolidone (Patent Document 3), and solid detergent compositions containing a foam stabilizing lubricant component comprising a hydroxyalkyl polyhydric alcohol ether compound (Patent Document 4). Has been.

  Soap can also cause skin irritation and irritation after use. Since these may cause rough skin, various soap compositions that are excellent in moisturizing effect (moist feeling) after use and mild to the skin have been studied. For example, fatty acid soap blended with fatty acid glycerin ester and free fatty acid, (Patent Document 5), fatty acid soap blended with a moisturizing agent such as polyhydric alcohol, sugar, sugar alcohol (Patent Document 6), hydroxyalkyl polyhydric alcohol ether compound Disclosed is a solid detergent composition containing a foam stabilizing lubricant component (Patent Document 4), a soap composition containing a water-insoluble iron salt such as bengara, yellow iron oxide, and ferric chloride (Patent Document 7). Has been.

  The soap compositions disclosed in Patent Documents 1 to 7 can improve the foam quality and the feeling of use. However, as described below, the storage stability during use of soap and the soap molding process are described below. There is a problem of lowering productivity.

  When using soap, there is a problem that cracking and melting occur in the soap being used. In order to improve the storage stability during use of soap, for example, a method of blending glycerin or a fatty acid ester of polyglycerin with a soap base (Patent Document 8), polyhydroxy having two or more hydroxyl groups in the molecule A method of blending a fatty acid salt (Patent Document 9), a method of blending lauramide amidopropylamine oxide, powder and polyalkylene glycol (Patent Document 10) are disclosed.

  By the way, the soap manufacturing process includes a molding process such as extrusion and stamping of a soap base. In the molding process, the composition of the soap base, the amount of moisture, the blending components, and the like may cause problems in moldability such as poor extrusion and cracking, and productivity may be reduced. In order to improve the productivity in the soap molding process, for example, a method of blending free fatty acid and potassium soap with a soap base (Patent Document 11), a nonionic surfactant, an inorganic salt, and silicone are blended. A method (Patent Document 12) and the like are disclosed.

  Although the methods disclosed in Patent Documents 8 to 12 can improve the storage stability during use of soap and the productivity in the soap molding process, there are problems of foaming, foam quality, and deterioration in use feeling.

  On the other hand, Patent Document 13 discloses a soap composition containing an alkylene oxide derivative (a) of glycerin, a fatty acid alkali metal salt (b), glycerin (c) and water (d). However, the soap composition disclosed in Patent Document 13 is excellent in foamability, foam quality, feeling of use, solubility, moisture retention and productivity, but there is room for improvement in storage stability.

Thus, the soap compositions disclosed in Patent Documents 1 to 13 do not satisfy foaming, foam quality, feeling of use, solubility, storage stability and productivity at the same time.
JP-A-8-27490 Japanese Patent Laid-Open No. 2002-60796 JP 2007-70414 A JP 2004-67943 A JP-A-8-283794 JP 2001-31560 A JP-A-6-264096 Japanese Patent Laid-Open No. 3-6297 Japanese Patent Laid-Open No. 10-279995 JP 2006-188435 A JP-A-8-27489 JP 2000-309795 A JP 2006-206807 A

  An object of the present invention is to provide a soap composition which is excellent in foaming, foam quality, feeling of use, solubility and storage stability and excellent in productivity.

  As a result of intensive studies by the present inventors in order to solve the above problems, a target soap composition can be obtained by combining a specific polyalkylene glycol derivative, fatty acid alkali metal salt, glycerin and water in a specific ratio. As a result, the present invention has been completed.

That is, the soap composition of the present invention is a soap composition comprising a polyalkylene glycol derivative (a), a fatty acid alkali metal salt (b), glycerin (c) and water (d), wherein the polyalkylene glycol derivative ( a) is a compound of formula (I):
R ¹ O— (CH ₂ CH ₂ CH ₂ CH ₂ O) _n —R ² (I)
(Wherein R ¹ and R ² are each independently a hydrogen atom or an acyl group having 12 to 20 carbon atoms, and n is the average number of moles of oxytetramethylene group having a value of 3 to 30) And the esterification rate of the compound is 0.55 to 0.95, and the soap composition contains 0.01 to 20% by mass of the polyalkylene glycol derivative (a), and the fatty acid alkali metal. The salt (b) is contained in an amount of 40 to 99% by mass, the glycerin (c) in an amount of 0.01 to 20% by mass and the water (d) in a proportion of 0.01 to 20% by mass. Note that the oxytetramethylene group, wherein _refers to a _{-CH 2 CH 2 CH 2 CH 2} O- group represented by.

  The soap composition of the present invention is excellent in foaming, foam quality, feeling of use, solubility and storage stability, and is excellent in productivity.

  The soap composition of the present invention comprises the following polyalkylene glycol derivative (a) (hereinafter sometimes referred to as a component), fatty acid alkali metal salt (b) (hereinafter also referred to as b component), glycerin (c) (Hereinafter sometimes referred to as component c) and water (d) (hereinafter also referred to as component d), and additives and the like are added as necessary. Hereinafter, these will be sequentially described.

(Polyalkylene glycol derivative (a))
The polyalkylene glycol derivative (a) used in the soap composition of the present invention is a compound represented by the formula (I). In the formula (I), R ¹ and R ² may be the same or different, and R ¹ and R ² are each a hydrogen atom or an acyl group having 12 to 20 carbon atoms, preferably each a hydrogen atom. Or an acyl group having 14 to 18 carbon atoms, more preferably a hydrogen atom or an acyl group having 16 carbon atoms. When the carbon number of the acyl group is less than 12, the storage stability due to foaming and melting / disintegrating deteriorates. When the number of carbon atoms exceeds 20, foam quality, storage stability due to cracking, and moist feeling deteriorate.

  Examples of the fatty acid from which the acyl group is derived include saturated fatty acid, unsaturated fatty acid, branched fatty acid, and hydroxyl group-substituted fatty acid, but saturated fatty acid is more preferable in terms of obtaining a moist feeling.

  As fatty acids, lauric acid, tridecanoic acid, isotridecanoic acid, myristic acid, pentadecanoic acid, palmitic acid, heptadecanoic acid, stearic acid, isostearic acid, nonadecanoic acid, arachidic acid, dodecenoic acid, tetradecenoic acid, hexadecenoic acid, palmitooleic acid Oleic acid, elaidic acid, vaccenic acid, linoleic acid, linolenic acid, arachidonic acid, hydroxystearic acid and the like, and one or more of these may be used simultaneously. Preferred are myristic acid, palmitic acid and stearic acid, and more preferred is palmitic acid.

The compound represented by formula (I) includes a compound in which both R ¹ and R ² are hydrogen atoms, one of R ¹ and R ² is a hydrogen atom, and the other is an acyl group having 12 to 20 carbon atoms. Certain compounds and compounds in which both R ¹ and R ² are acyl groups having 12 to 20 carbon atoms are included.

In the compound represented by the formula (I), the proportion of the acyl group having 12 to 20 carbon atoms in R ¹ and R ² is referred to as esterification rate. The esterification rate is determined by the following formula.
Esterification rate = [Ester value of esterification product (EV) / (EV of esterification product + Hydroxyl value of esterification product (OHV))]

  The esterification rate of the compound represented by the formula (I) is 0.55 to 0.95, preferably 0.65 to 0.85, and more preferably 0.70 to 0.80. When the esterification rate is less than 0.55, foaming and refreshing feeling are deteriorated, and in the soap production process, productivity and yield are reduced due to deterioration of mold release. When the esterification rate exceeds 0.95, the moist feeling becomes worse.

In formula (I), the value of n, which is the average number of moles added of the oxytetramethylene group, is a value of 3-30, preferably a value of 4-20, more preferably a value of 6-12. The oxytetramethylene group is an essential component for obtaining creamy foam and moist feeling. When the value of n is small, the acyl group of R ¹ and R ² preferably has a smaller number of carbon atoms. When is large, it is preferable that the acyl groups of R ¹ and R ² have more carbon atoms. When the value of n is less than 3, foam quality and feeling of use are deteriorated. When the value of n exceeds 30, it becomes difficult to industrially obtain polytetramethylene glycol as a raw material for the compound represented by the formula (I).

  The polyalkylene glycol derivative (a) can be produced by a method usually used by those skilled in the art. For example, it can be obtained by an esterification reaction between polytetramethylene glycol and a fatty acid or a transesterification reaction with a fatty acid ester.

(Fatty acid alkali metal salt (b))
The fatty acid alkali metal salt (b) used in the soap composition of the present invention is a fatty acid alkali metal salt usually used in soap by those skilled in the art. The fatty acid alkali metal salt (b) is produced by a method usually used by those skilled in the art. Examples of the production method include a fat saponification method, a fatty acid neutralization method, a methyl ester saponification method, and the like. The apparatus used during production may be either a continuous type or a batch type. Examples of fats and oils used for producing fatty acid alkali metal salts, fatty acids and lower alkyl esters of fatty acids include fats and oils usually used by those skilled in the art for the production of soaps. For example, palm oil, palm oil, palm kernel oil, olive oil, corn oil, sunflower oil, soybean oil, rapeseed oil, canola oil, castor oil, beef tallow, lard, horse oil, sheep fat, or a hardened oil of these oils And fats and oils such as semi-cured oil; fatty acids constituting these fats and oils; lower alkyl esters of fatty acids such as methyl esters and ethyl esters of these fatty acids; and mixtures thereof.

  The alkali agent for preparing soap from these oils and fats is preferably an alkali metal hydroxide such as sodium hydroxide or potassium hydroxide.

  Furthermore, it is common for a soap composition to coexist with a fatty acid alkali metal salt and a fatty acid. In the present invention, fatty acid may be added after preparing the fatty acid alkali metal salt, or when reacting the oil and fat with the alkali agent, the amount of the alkali agent added is reduced to reduce the unreacted free fatty acid. It may be left.

(Glycerin (c))
As the glycerin (c) used in the soap composition of the present invention, either purified glycerin or unpurified glycerin derived from fats and oils and glycerin derivatives may be used. By adding glycerin, a moist feeling is obtained due to the synergistic effect of the component a and glycerin.

(Water (d))
The water (c) used in the soap composition of the present invention is, for example, removed from the contained water (for example, evaporated by heating), or added with additional water so that the amount of water is within a specified range. You may adjust. Of these, it is preferable to adjust the amount of water by removing water (for example, evaporation by heating).

(Soap composition)
As described above, the soap composition of the present invention contains a polyalkylene glycol derivative (component a), a fatty acid alkali metal salt (component b), glycerin (component c) and water (component d) in a specific ratio, and is necessary. Depending on the case, additives and the like are added.

  The component a is contained in the soap composition in an amount of 0.01 to 20% by mass, preferably 0.1 to 10% by mass, more preferably 0.5 to 8% by mass. When the amount is less than 0.01% by mass, the foam quality, feeling in use and solubility are deteriorated, and the productivity is further adversely affected. When it exceeds 20 mass%, foaming will worsen. A component may be used independently and may use 2 or more types together.

  The component b is contained in the soap composition in an amount of 40 to 99% by mass, preferably 60 to 90% by mass. When it is less than 40% by mass, foaming is deteriorated. When it exceeds 99 mass%, a moist feeling and solubility will worsen. b component may be used independently and may use 2 or more types together.

  The component c is contained in the soap composition in an amount of 0.01 to 20% by mass, preferably 0.1 to 10% by mass. In combination with the component a, the moist feeling is particularly better than the component c alone. When the amount is less than 0.01% by mass, the moist feeling is deteriorated, and the unity of the soap base is lowered, leading to a decrease in productivity and yield. Furthermore, a synergistic effect with the component a is not obtained. If it exceeds 20% by mass, a moist feeling can be obtained, but productivity and yield decrease due to an increase in the viscosity of the soap base, a decrease in solidity, and a sweating phenomenon due to the exudation of glycerin in a specific environment.

  The component d is contained in the soap composition in an amount of 0.01 to 20% by mass, preferably 0.1 to 18% by mass. When the amount is less than 0.01% by mass, the moldability when solidifying is lowered, resulting in a decrease in productivity, a problem of collapse and powdering. When it exceeds 20% by mass, the viscosity and yield of the soap base are increased due to an increase in the viscosity of the soap base, a dullness, a decrease in solidity, blocking in the manufacturing process, a deterioration in mold release, and the like.

  Furthermore, in the soap composition of the present invention, additives usually used for soap may be added within a range that does not impair the effects of the present invention.

  The soap composition of the present invention may be in the form of a solid soap, or may be in the form of a powdered soap after being pulverized and dried. Moreover, it is good also as a transparent soap using a well-known clearing agent with a well-known prescription or conditions. Furthermore, the soap composition of the present invention can be used for body and face washing.

  Next, the present invention will be described in more detail by way of examples.

(Synthesis Example 1) Synthesis of palmitic acid ester (Compound 1) of polytetramethylene glycol (8.6 mol) Polytetramethylene glycol (PTG650 manufactured by Hodogaya Chemical Co., Ltd., n = 8.6, hydroxyl value = 180.3 622 g and palmitic acid (NAA-160 manufactured by NOF Corporation) 385 g were reacted at 200 ° C. for 10 hours to obtain 958 g of polytetramethylene glycol palmitic acid ester (Compound 1). Since the ester value was 85.2 and the hydroxyl value was 28.4, the esterification rate was 0.75. The value of n of compound 1, the fatty acid used for synthesis, and the esterification rate are shown in Table 1 below.

Synthesis Example 2 Synthesis of Stearic Acid Ester (Compound 2) of Polytetramethylene Glycol (11.6 mol) In the same manner as in Synthesis Example 1, Compound 2 was synthesized. The value of n of compound 2, the fatty acid used for synthesis, and the esterification rate are shown in Table 1 below.

(Synthesis Example 3) Synthesis of Myristic Acid Ester (Compound 3) of Polytetramethylene Glycol (3.2 mol) In the same manner as in Synthesis Example 1, Compound 3 was synthesized. Table 1 below shows the value of n, the fatty acid used in the synthesis, and the esterification rate of Compound 3.

(Comparative Synthesis Example 1) Synthesis of Acetic Ester of Polytetramethylene Glycol (8.6 mol) (Compound 4) As fatty acids, fatty acids having less than 12 carbon atoms in the acyl groups of R ¹ and R ² in formula (I) ( Compound 4 was synthesized in the same manner as in Synthesis Example 1 except that acetic acid was used. The value of n of compound 4, the fatty acid used in the synthesis, and the esterification rate are shown in Table 1 below.

(Comparative Synthesis Example 2) Synthesis of polytetramethylene glycol (8.6 mol) behenic acid ester (Compound 5) As fatty acid, fatty acid having an acyl group of R ¹ and R ² of formula (I) having more than 20 carbon atoms Compound 5 was synthesized in the same manner as in Synthesis Example 1 except that (behenic acid) was used. The value of n of compound 5, the fatty acid used for the synthesis, and the esterification rate are shown in Table 1 below.

(Calculation of esterification rate)
The esterification rate was calculated by the following formula.
Esterification rate = [Ester value of esterification product (EV) / (EV of esterification product + Hydroxyl value of esterification product (OHV))]

(Measurement of hydroxyl value (OHV))
The hydroxyl value (OHV) was measured based on JIS K-1557 6.4.

(Measurement of ester value (EV))
The ester value (EV) was measured based on JIS K-0070 3.1 and JIS K-0070 4.1.

Example 1
700 g of palm oil-cured fatty acid (“P44HD” manufactured by NOF Corporation) and coconut oil fatty acid (“coconut fatty acid” manufactured by NOF Corporation) using a 5 L double-arm kneader (PNV-5 type manufactured by Irie Shokai Co., Ltd.) 300 g was dissolved at 70 ° C. Next, neutralization was performed using a 28% by mass aqueous sodium hydroxide solution (28% by mass by adding distilled water to “special grade sodium hydroxide” manufactured by Kishida Chemical Co., Ltd.) so as to be equimolar with the above fatty acid mixture. did. The neutralization point was confirmed by confirming a slight red color with a phenolphthalein indicator solution. Next, 2% by mass of coconut oil fatty acid was added to the neutralized mixture to obtain a per-fatty acid. The product (neat soap) thus obtained was combined with the polyalkylene glycol derivative (compound 1) and glycerin (manufactured by NOF Corporation, “RG-S”) prepared in Synthesis Example 1 in the following Table 2. It added so that it might become a ratio shown in. Next, the mixture was stirred while heating until the water content became 10% by mass, and dried to obtain a soap base. This soap base was stamped with a stamping machine to obtain a solid soap.

(amount of water)
The loss on drying was measured based on JIS-K3304.

  About the obtained soap, (1) foaming, (2) foam quality, (3) usability, (4) solubility, (5) moisture retention, and (6) productivity were evaluated by the following methods.

(1) Foaming
Taking 10 women (10-30s) as panelists, they picked up the soap obtained and bubbled it. The foaming when foaming was judged according to the following criteria.
2 points: When foaming quickly appears and foaming feels good.
1 point: When it is felt that it takes some time until bubbles are formed.
0 point: When it takes a very long time until bubbles are formed, and the bubbles are felt bad.
The total score of 10 people was calculated and evaluated as follows.
○: Total score of 14 to 20 (soap with good foaming)
Δ: 7 to 13 points in total (soap with normal foaming)
X: 0-6 points in total (soap with poor foaming)

(2) Foam quality Using 10 women (10-30s) as panelists, the soap obtained was picked up and foamed. The foam quality when foamed was judged according to the following criteria.
2 points: When feeling very creamy foam.
1 point: A little creamy but feels more creamy.
0 points: If you feel you are not creamy.
The total score of 10 people was calculated and evaluated as follows.
○: 14 to 20 points (soap with creamy cream)
Δ: 7 to 13 points (soap with normal foam quality)
×: 0 to 6 points (soap with poor foam quality)

(3) Usability The obtained soap was used by 10 women (10's to 30's) as panelists. The usability was judged according to the following criteria.
2 points: When the user feels that the washing is good (no moistness and refreshing feeling) without feeling that it is sticky or slimy.
1 point: When a slight feeling of tightness and sliminess is felt.
0 points: When a strong feeling of tension and sliminess is felt.
The total score of 10 people was calculated and evaluated as follows.
○: 14 to 20 points (soaps with good usability)
Δ: 7 to 13 points (soap with a normal feeling of use)
×: 0 to 6 points (soap with poor usability)

(4) Solubility Ten women (10's to 30's) as panelists picked up the soap obtained and dissolved it. The solubility when dissolved was determined according to the following criteria.
Two points: When it can be easily dissolved and there is no undissolved residue.
1 point: When all the time is taken, all melts and there is no undissolved residue.
0 point: It is difficult to melt, and there is undissolved material over time.
The total score of 10 people was calculated and evaluated as follows.
○: 14 to 20 points (soap having good solubility)
Δ: 7 to 13 points (soap having normal solubility)
X: 0 to 6 points (soap with poor solubility)

(5) Storage stability A wire was passed through the obtained soap, and the whole soap was immersed in water at about 20 ° C. for 90 minutes while being suspended with the wire. Next, the soap was taken out and left to dry in a constant temperature bath at 20 ° C. while being suspended with a wire. Cracks on the surface of the dried soap were observed, and the storage stability was determined according to the following criteria.
○ Point: There is no crack at all.
Δ point: There are shallow or small cracks.
X point: There is a deep or large crack.

(6) Productivity The ease of molding (productivity) when a soap base was molded using an extruder and a stamping machine was determined according to the following criteria.
○: There is no problem with cracks, cracks and mold separation, and productivity is good.
Δ: There are some problems in cracks, cracks, and mold separation, which slightly affects productivity.
X: There are problems in cracking, cracking and mold separation, which adversely affects productivity.

  The results are shown in Table 2 below.

(Examples 2 and 3)
In the same manner as in Example 1, the components shown in Table 2 were blended in the proportions shown in Table 2. About the obtained solid soap, it carried out similarly to Example 1, and evaluated said (1)-(6). The results are shown in Table 2 below.

(Comparative Examples 1 and 2)
In the same manner as in Example 1 except that the polyalkylene glycol derivatives (compounds 4 and 5) prepared in Comparative Synthesis Examples 1 and 2 different from the polyalkylene glycol derivatives used in the present invention were used, The components were blended in the proportions shown in Table 2. About the obtained solid soap, it carried out similarly to Example 1, and evaluated said (1)-(6). The results are shown in Table 2.

  The soap compositions (solid soap) of Examples 1 to 3 were excellent in foaming, foam quality, feeling of use, solubility and storage stability, and excellent in productivity.

On the other hand, with the soap compositions of Comparative Examples 1 and 2, sufficient effects were not obtained. In Comparative Example 1, since the acyl groups of R ¹ and R ² of formula (I) are derived from acetic acid having less than 12 carbon atoms, foaming, feeling of use and storage stability (disintegration) are poor, and foam quality is good. I could not say. In Comparative Example 2, since the acyl groups of R ¹ and R ² in formula (I) are derived from behenic acid having more than 20 carbon atoms, the foam quality, feeling of use, solubility and storage stability (cracking) are poor, Also, productivity was not good.

  Since the soap composition of the present invention is excellent in foaming, foam quality, feeling of use, solubility and storage stability, and is excellent in productivity, it can be used for solid soaps.

Claims (1)

A soap composition comprising a polyalkylene glycol derivative (a), a fatty acid alkali metal salt (b), glycerin (c) and water (d),
The polyalkylene glycol derivative (a) is a compound represented by the formula (I):
R ¹ O— (CH ₂ CH ₂ CH ₂ CH ₂ O) _n —R ² (I)
(Wherein R ¹ and R ² are each independently a hydrogen atom or an acyl group having 12 to 20 carbon atoms, and n is the average number of moles of oxytetramethylene group having a value of 3 to 30) And the esterification rate of the compound is 0.55 to 0.95, and the soap composition contains 0.01 to 20% by mass of the polyalkylene glycol derivative (a), and the fatty acid alkali metal. A soap composition comprising 40 to 99% by mass of the salt (b), 0.01 to 20% by mass of the glycerin (c) and 0.01 to 20% by mass of the water (d).