JPH0423680B2 - - Google Patents

Description

[Detailed description of the invention]

The present invention relates to a soap having a wide range of antibacterial effects and excellent light resistance. 2,4,4'-trichloro-2'-hydroxydiphenyl ether (hereinafter abbreviated as TCHDPE)
has a wide spectrum against microorganisms such as gram-negative bacteria, gram-positive bacteria, and yeast, and has low toxicity and less irritation to skin mucous membranes, so it is used to suppress harmful microorganisms that adhere to the skin and hair.
It is an antibacterial agent that can be expected to have a wide range of uses in soaps, shampoos, cleaning agents, cosmetics, etc. However, it is well known that when the above-mentioned TCHDPE is simply incorporated into a soap base, the soap turns dark brown when exposed to sunlight, reducing the product value. Conventional techniques for improving this point include, for example, a method of blending an aromatic dicarboxylic acid (or an alkali metal salt thereof) (US Pat. No. 3,284,362);
Method of blending free fatty acids (Special Publication No. 47-20629)
), a method of blending organic acids such as malonic acid, succinic acid, lactic acid, malic acid, tartaric acid, maleic acid, fumaric acid, citric acid (Japanese Patent Publication No. 52-43207), a method of blending phosphoric acid (Japanese Patent Publication No. 52-43207), No. 55-86900) is known, but it is not a satisfactory method in various respects. As a result of intensive research in order to obtain even better products, the present inventors have found that when a specific 1-hydroxyethane-1,1-diphosphonic acid compound described below is combined with phosphoric acid, it has a remarkable effect on preventing discoloration, etc. The present invention was completed based on the discovery that the present invention has the following effects. That is, the present invention provides 2,4,4'-trichloro-
In soaps containing 2'-hydroxydiphenyl ether, 1-hydroxyethane-1,1-
Diphosphonic acid (hereinafter abbreviated as HEDHA), 1
-1-hydroxyethane-1,1'-diphosphonic acid-based compounds (hereinafter referred to as HEDHA-based compounds) selected from the group consisting of alkali metal salts, ammonium salts, and lower alkanolamine salts of hydroxyethane-1,1'-diphosphonic acid. This is an antibacterial soap with excellent light resistance, characterized by containing at least one of the following: and phosphoric acid. The alkali metal salt of HEDHA in the above-mentioned HEDHA-based compound is preferably sodium salt or potassium salt, and the lower alkanolamine salt is, for example, monoethanolamine salt, diethanolamine salt, triethanolamine salt, monoisopropanolamine salt, diisopropanolamine salt. Salt, triisopropanolamine salt, etc. are preferred. The above-mentioned HEDHA compounds may be used alone or in combination of two or more. The amount incorporated varies depending on the type of soap product, but is generally preferably 0.03 to 5.0% by weight based on the weight of the soap base. If it is less than 0.03% by weight, we cannot guarantee the product's discoloration prevention (light resistance), and if it is less than 5.0% by weight.
If the amount is more than 1, the moldability during soap production will be poor.
The amount of phosphoric acid used in combination with the HEDHA compound is preferably 0.03 to 5.0% by weight based on the weight of the soap base. If it is less than 0.03% by weight, the anti-discoloration effect (light resistance) will decrease, and if it is more than 5.0% by weight, the moldability of the soap will tend to deteriorate. The blending amount of the antibacterial agent TCHDPE is 0.05 to 5.0% by weight based on the weight of the soap base. 0.05% by weight
If the amount is less, sufficient antibacterial properties cannot be imparted as an antibacterial soap, and if it is more than 5.0% by weight, discoloration may occur even in the presence of the HEDHA compound and phosphoric acid. The antibacterial soap of the present invention includes the above-mentioned TCHDPE,
In addition to HEDHA and phosphoric acid, disinfectants (e.g., 3,4,4-trichlorocarbanilide, isopromethylphenol, etc.) and anti-inflammatory agents (e.g., allantoin, dipotassium glycyrrhizinate, diammonium glycyrrhizinate, etc.) as necessary. , superfatting agents (e.g. fatty acids, higher alcohols, lanolin, lanolin derivatives, higher fatty acid esters, etc.),
Anionic surfactant (N-acyl acidic amino acid salt such as linear alphaolefin sulfonate-N-long chain acylglutamate having 12 to 28 carbon atoms),
Ampholytic surfactants (imidazoline type, betaine type,
substituted amino acid type), antioxidants (e.g. tocopherol, L-ascorbic acid or its esters or salts, BHA, BHT, etc.), chelating agents (e.g. ethylenediaminetetraacetic acid or its alkali metal salts, citric acid, tartaric acid, etc.), fragrance,
Known and commonly used additives such as dyes may also be used. The antibacterial soap of the present invention has physical properties as a soap,
Their effects are extremely excellent, with no effect on chemical properties, no skin irritation, sufficient antibacterial activity, and significantly improved resistance. Examples will be described below. In the examples, % means % by weight, and parts means parts by weight. Further, the Hunter whiteness shown in the examples was measured using a Nippon Denshoku color difference meter (manufactured by Nippon Denshoku Co., Ltd.). Example 1 0.5 part of the above TCHDPE was added to a soap base (beef tallow/coconut oil = 80/20) containing 0.1 part of titanium dioxide and 1.0 part of fragrance, and each of the required ingredients shown in Table 1 below was added to the soap base. Prototypes were made according to the usual soap manufacturing method by adding a certain amount of phosphoric acid and the above HEDHA (No. 2 to No.
20 samples), Hunter Whiteness after 2 days of exposure to direct sunlight during clear weather in spring and Hunter Whiteness before irradiation were measured, and the degree of discoloration was observed with the naked eye. For comparison, a sample without any light resistance imparting agent was also produced (sample No. 1). The evaluation score for the degree of discoloration when the appearance was observed with the naked eye is as shown in Table 1 below, and the results are shown in Table 2. Table 2 shows the measurement results of hunter whiteness. The evaluation points are as follows, and as a standard product, a soap (uncolored) that was prepared at the same time as the sample and stored in a cool and dark place was used. The evaluation points and dignity are as follows.

【table】

【table】

[Table] Example 2 0.5 part of the above TCHDPE was added to a soap base made by blending 100 parts of soap base (beef tallow/coconut oil = 80/20), 0.1 part of titanium dioxide, and 1.0 part of fragrance, and this was mixed with 0.5 part of TCHDPE mentioned below. Prototypes were made based on the usual soap manufacturing method by adding the required amounts of phosphoric acid and tetrasodium salt of HEDHA shown in the table (samples No. 2 to No. 20), and exposed to direct sunlight on a clear day in spring for two days. After that, the Hunter whiteness and the Hunter whiteness before irradiation were measured, and the degree of discoloration was observed with the naked eye. For comparison, a sample without any light resistance imparting agent was also produced (sample No. 1). still,
Table 3 shows the evaluation score of the degree of discoloration when observing the appearance with the naked eye and the measurement results of Hunter whiteness. The evaluation points are as follows, and as a standard product, a soap (uncolored) that was prepared at the same time as the sample and stored in a cool, dark place was used.

【table】

[Table] Example 3 1.0 part of the above TCHDPE was added to a soap base containing 100 parts of soap base (beef tallow/coconut oil = 80/20), 0.2 part of titanium dioxide, and 1.0 part of fragrance, and phosphoric acid was added to the soap base.
A prototype was made according to the usual soap manufacturing method by adding 0.3 parts of HEDHA and 0.5 parts of HEDHA, and after being exposed to direct sunlight on a clear day in spring for 2 days, Hunter whiteness was measured. the result,
Compared to 70.3 before irradiation, there is little change at 67.4,
It was found that the light resistance was excellent despite the combination of TCHDPE. Example 4 1.0 part of the above TCHDPE was added to a soap base containing 100 parts of soap base (beef tallow/coconut oil = 80/20), 0.15 part of titanium dioxide, and 1.0 part of fragrance, and this was mixed with 0.1 part of phosphoric acid and HEDHA. A prototype was made according to the usual soap manufacturing method by adding 0.2 parts of tetrasodium salt, and after being exposed to sunlight on a clear day in spring for two days, Hunter whiteness was measured. As a result, compared to 71.5 before irradiation,
It was found that the light resistance was excellent despite the TCHDPE content, with a small change of 67.8. Example 5 1.0 part of the above TCHDPE was added to a soap base containing 100 parts of soap base (beef tallow/coconut oil = 80/20), 0.1 part of titanium dioxide, and 1.0 part of fragrance, and 0.1 part of phosphoric acid and HEDHA were added to the soap base. Add 0.2 part of dipotassium salt of
A prototype was made using a normal soap manufacturing method, and after being exposed to sunlight during a clear day in spring for two days, the Hunter Whiteness was measured. As a result, it was found that the light resistance was excellent despite the addition of TCHDPE, with a small change of 67.1 compared to 70.6 before irradiation. Example 6 0.5 part of the above TCHDPE was added to a soap base prepared by blending 100 parts of soap base (beef tallow/coconut oil = 80/20) with 0.1 part of titanium dioxide and 1.5 parts of fragrance, and phosphoric acid was added to this soap base.
0.3 parts of HEDHA and 0.3 parts of tetraammonium salt of HEDHA were added to make a prototype based on the usual soap manufacturing method, and after being exposed to direct sunlight on a clear day in spring for 2 days, Hunter whiteness was measured. As a result, it was found that there was a small change of 68.3 compared to 71.2 before irradiation, indicating that the light resistance was excellent despite the addition of TCHDPE. Example 7 0.5 parts of the above TCHDPE was added to a soap base prepared by blending 100 parts of soap base (beef tallow/coconut oil = 80/20) with 0.2 parts of titanium dioxide and 1.0 parts of fragrance, and phosphoric acid was added to this soap base.
0.3 parts of HEDHA and 0.3 parts of tetratriethanolamine salt of HEDHA were added, a prototype was made based on the usual soap manufacturing method, and after being exposed to sunlight during a clear day in spring for 2 days, Hunter whiteness was measured. As a result, 70.9 before irradiation
Compared to 68.5, there was little change, and it was found that the light resistance was excellent despite the TCHDPE content.

Claims (1)

[Scope of Claims] 1 A soap containing 2,4,4'-trichloro-2'-hydroxydiphenyl ether,
-Hydroxyethane-1,1-diphosphonic acid, 1
- at least one 1-hydroxyethane-1,1-diphosphonic acid compound selected from the group consisting of alkali metal salts, ammonium salts, and lower alkanolamine salts of hydroxyethane-1,1-diphosphonic acid, and phosphoric acid. Antibacterial soap with excellent light resistance. 2. At least one of the above-mentioned 1-hydroxyethane-1,1-diphosphonic acid compounds is blended in an amount of 0.03 to 5.0% by weight based on the weight of the soap base.
An antibacterial soap with excellent light resistance according to claim 1. 3 The amount of phosphoric acid mentioned above is based on the weight of the soap base.
The antibacterial soap with excellent light resistance according to claim 1, which contains 0.03 to 5.0% by weight. 4. Excellent light resistance according to claim 1, wherein the 2,4,4'-trichloro-2'-hydroxydiphenyl ether is blended in an amount of 0.05 to 5.0% by weight based on the weight of the soap base. antibacterial soap.