JPH11199408A - Bactericidal composition and method for promoting manifestation of bactericidal activity, and disinfection - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain the subject composition promoting the manifestation of bactericidal activity of tropolone, having a wide antimicrobial spectrum and being excellent in safety of a human body, by including tropolone (or its salt) and a surfactant. SOLUTION: This composition comprises (A) tropolone (or its salt) and (B) a surfactant preferably in a quantity of 25-20,000 pts.wt. based on 100 pts.wt. of the component A. A tropolone compound of formula I (X is H or an alkali metal) and a troplonate complex of formula II (M is an alkaline earth metal, Cu, Fe, Al, Sn, Ti, Co, etc.), are exemplified as the component A. At least one selected from a group composed of an anionic surfactant, a nonionic surfactant and an ampholytic surfactant is preferably used as the component B. A total concentration of the components A and B is preferably equal to or more than 0.05 wt.% of the weight of the composition. This composition is used in a form of e. g. a bactericidal composition to be added to a detergent, and a bactericide.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

TECHNICAL FIELD The present invention relates to a bactericidal composition, a method for accelerating bactericidal activity, and a bactericidal method. More specifically, the present invention relates to a bactericidal composition, a bactericidal power promoting method, and a bactericidal method that can be used in various fields such as a restaurant industry, a hospital, and cleaning.

[0002]

2. Description of the Related Art Tropolone is known to be a substance having a broad antibacterial spectrum. In addition, the tropolone can be easily obtained from either chemically synthesized or naturally derived tropolone.

For example, as a chemical synthesis method of tropolone, a method of treating 2-aminotropone produced by reacting tropone with hydrazine with an alkali, cycloheptane-
A method of reducing 3-bromotropone obtained by reacting bromine with 1,2 dione, and the like are known (edited by the Chemical Dictionary Editor's Committee, “Chemical Dictionary”, Vol. 6, p. 573 (19)
80), published by Kyoritsu Publishing Co., Ltd.).

[0004] It has been reported that as a natural product, it is produced by a strain of the genus Pseudomonas (J. Natural Prod.).
octs), 43, 592 (1980)).

[0005] The activity of tropolone is, for example, that it has an anti-mycoplasma activity (see Patent No. 2).
No. 552870) and have antifungal and antibacterial activities (US Pat.
448155).

However, since the bactericidal activity of tropolone at low concentrations is weak, its bactericidal effect is insufficient in actual use. Further, tropolone has photodegradability and strong corrosiveness to metals. Therefore, its antibacterial activity was not maintained, and its use range was limited.

[0007]

DISCLOSURE OF THE INVENTION The object of the present invention has been made in view of the above prior art, in which the expression of the bactericidal activity of tropolone is promoted, a broad antibacterial spectrum is obtained, and the safety to the human body is high. It is to provide a bactericidal composition.

Another object of the present invention is to further enhance the bactericidal activity of tropolone and to have a broad antibacterial spectrum,
It is an object of the present invention to provide a method for promoting bactericidal activity that is highly safe for the human body.

Still another object of the present invention is to enhance the bactericidal activity of tropolone, have a broad antibacterial spectrum,
An object of the present invention is to provide a sterilization method that is highly safe for the human body.

[0010]

That is, the gist of the present invention is as follows.
[1] A bactericidal composition comprising tropolone and / or a salt thereof and a surfactant, and [2] a surfactant comprising a composition comprising tropolone and / or a salt thereof. The present invention relates to a sterilization method for enhancing the sterilizing power of the composition, [3] a sterilizing method using tropolone and / or a salt thereof, further comprising a surfactant.

[0011]

DESCRIPTION OF THE PREFERRED EMBODIMENTS The present invention will be described below in detail.

1. Bactericidal composition As described above, the bactericidal composition of the present invention comprises tropolone and / or a salt thereof and a surfactant.

In the bactericidal composition of the present invention, the tropolone and / or a salt thereof is used.
There are two major features. Since the tropolone and / or its salt has a broad antibacterial spectrum, the bactericidal composition containing the tropolone and / or its salt can exert bactericidal activity against various bacteria. In addition, since the tropolone and / or its salt is a substance having high safety to the human body, the bactericidal composition containing the tropolone and / or its salt exhibits high safety to the human body at the time of use. Can be.

The tropolone and / or a salt thereof used in the present invention is, for example, a compound represented by the following general formula (I):

[0015]

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(Wherein X represents a hydrogen atom or an alkali metal atom) and a tropolone compound represented by the general formula (II):

[0017]

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(Wherein M is an alkaline earth metal atom, copper atom, iron atom, aluminum atom, tin atom, titanium atom, cobalt atom, vanadium atom, silver atom, zinc atom, scandium atom, chromium atom, manganese atom , Nickel, gallium, germanium, yttrium, zirconium, molybdenum, ruthenium, rhodium, lead, cadmium,
Tropolonate complex represented by an indium atom, a mercury atom, or a platinum atom).

In the general formula (I), X represents a hydrogen atom or an alkali metal atom.

Examples of the alkali metal atom include a potassium atom, a sodium atom, a lithium atom, a rubidium atom, and a cesium atom.

In the general formula (II), M represents an alkaline earth metal atom, a copper atom, an iron atom, an aluminum atom,
Tin, titanium, cobalt, vanadium, silver, zinc, scandium, chromium, manganese, nickel, gallium, germanium, yttrium, zirconium,
Indicates molybdenum, ruthenium, rhodium, lead, cadmium, indium, mercury, and platinum atoms.

Examples of the alkaline earth metal atom include a magnesium atom, a calcium atom, a barium atom, a beryllium atom, and a strontium atom.

The tropolone and / or salt thereof is not particularly limited, but for example, a chemically synthesized product or a commercially available product can be used.

Representative examples of the tropolone salt include, but are not limited to, sodium salt, potassium salt, magnesium salt, copper salt, calcium salt, iron salt, barium salt, aluminum salt, tin salt, titanium salt, and the like. Metal salts such as cobalt salts and vanadium salts.

Among the tropolone salts, alkali metal salts such as sodium salts and potassium salts are preferably used from the viewpoint of sufficiently exhibiting the bactericidal activity of tropolone and sufficiently exhibiting a broad antibacterial spectrum. Can be.

The tropolone and / or a salt thereof is
They can be used alone or in combination of two or more.

In the present invention, one major feature is that a surfactant is further added to the tropolone and / or a salt thereof. By adding a surfactant in addition to the tropolone and / or its salt, the bactericidal activity of tropolone and / or its salt having a broad antibacterial spectrum can be more remarkably improved.

In the present invention, at least one selected from the group consisting of anionic surfactants, nonionic surfactants, amphoteric surfactants and cationic surfactants is used as the surfactant.

The surfactant is preferably at least one selected from the group consisting of an anionic surfactant, a nonionic surfactant and an amphoteric surfactant, from the viewpoint of obtaining an effect of further improving the bactericidal activity of tropolone. .

The surfactants can be used alone or in combination of two or more.

Representative examples of the anionic surfactant include, but are not particularly limited to, polyoxyalkylene alkyl ether sulfates such as ammonium polyoxyethylene alkyl ether sulfate and sodium polyoxyethylene alkyl ether sulfate;
Alkyl benzene sulfonates such as sodium alkyl benzene sulfonate, alkyl ether carboxylate such as sodium lauryl ether methyl carboxylate,
Examples thereof include an alkyl sulfate, an alkyl ether sulfate, an α-olefin sulfonate, a monoalkyl phosphate, an acyl amino acid ester, and an alkenyl succinate. Here, when such an anionic surfactant is an alkylene oxide adduct, one having an addition mole number of 2 to 20 is preferable. Among the anionic surfactants, polyoxyalkylene alkyl ether sulfates such as sodium polyoxyethylene lauryl ether sulfate (3-mol ethylene oxide adduct) are preferred from the viewpoint of sufficiently exhibiting the effect of further improving the bactericidal activity of tropolone. Salts are preferred.

Representative examples of the amphoteric surfactant include, but are not particularly limited to, carboxybetaines such as coconut oil fatty acid amidopropyldimethylaminoacetic acid betaine, imizolinium betaine, fatty acid amidoalkyldimethylamine betaine, and the like. Examples thereof include alkyldimethylamine oxide, fatty acid alkylbetaine, alkylsulfobetaine, and amide amino acid salts. Among the amphoteric surfactants, carboxybetaine such as coconut oil fatty acid amidopropyldimethylaminoacetic acid betaine is preferred from the viewpoint of sufficiently exhibiting the effect of further improving the bactericidal activity of tropolone.

Typical examples of the cationic surfactant include, but are not particularly limited to, aliphatic amine salts such as alkyl ammonium salts and alkyl benzyl ammonium salts, triethanolamine / difatty acid ester quaternary salts, and the like. N-hydroxyethyl-N-methylpropanediamine fatty acid monoester monoamide salt, alkylbenzyldimethylammonium salt, alkylpyridium salt, polyamine fatty acid derivative, amyl alcohol fatty acid derivative, cationic polymer, β-N, N-dimethyl acrylate —N-ethylammonioethyl vinylpyrrolidone copolymer and the like.

Representative examples of the nonionic surfactant include, but are not particularly limited to, for example, sorbitan fatty acid ester, polyoxyalkylene sorbitan fatty acid ester, polyoxyalkylene alkylphenyl ether, polyoxyalkylene alkyl ether, and polyoxyalkylene alkyl ether. Alkylene fatty acid esters, fatty acid sucrose esters,
Alkyl polyglycoside, fatty acid diethanolamide,
Fatty acid monoglyceride, alkyl monoglyceride ether, fatty acid propylene glycol ester and the like can be mentioned. Among the nonionic surfactants, a polyoxyalkylene alkyl ether such as polyoxyethylene lauryl ether (an addition of 9 mol of ethylene oxide) is preferred from the viewpoint of sufficiently exhibiting the effect of further improving the bactericidal activity of tropolone.

In addition, even when the surfactant reacts with thrompon and / or its salt, it can be used as long as it does not interfere with the object of the present invention.

In the fungicidal composition of the present invention, the ratio of the surfactant to tropolone and / or its salt is as follows:
Although not particularly limited, from the viewpoint of promoting the bactericidal effect of tropolone, the surfactant is 25 parts by weight or more, preferably 100 parts by weight or more, based on 100 parts by weight of tropolone and / or its salt. It is more preferably at least 200 parts by weight, and from the viewpoint of obtaining compatibility with other compositions, at most 20,000 parts by weight, preferably at most 10 parts by weight.
000 parts by weight or less, more preferably 5,000 parts by weight or less.

Tropolone and / or a salt thereof,
The total concentration of the surfactant is 0.05% by weight of the composition from the viewpoint of promoting the bactericidal activity of tropolone.
The content is preferably at least 0.1% by weight, more preferably at least 0.15% by weight, and from the viewpoint of obtaining compatibility with other compositions, is 20% by weight or less, preferably 10% by weight of the composition. %, More preferably 5% by weight or less.

[0038] The bactericidal composition of the present invention may be blended with other compositions depending on the desired use form, as long as the object of the present invention is not hindered.

The bactericidal composition of the present invention can be easily prepared by mixing tropolone and / or a salt thereof, a surfactant and the like.

The form of use of the bactericidal composition of the present invention is not particularly limited. For example, a bactericidal composition to be added to a cleaning agent, a bactericide, a preservative for cosmetics; It can be used as a cleaning agent for tools, floors, walls, daily necessities, general tools and the like. In addition, it can be used by adding it to a bathing agent, a detergent, a softener, a bleaching agent for clothing, tableware and the like.

Since the bactericidal composition of the present invention has a broad antibacterial spectrum and is used in combination with tropolone and / or a salt thereof and a surfactant which are highly safe for the human body, it exhibits a bactericidal activity. Is more promoted,
It has a broad antibacterial spectrum, is highly safe for the human body during use, and can exhibit excellent properties of exhibiting a high bactericidal effect in a short time.

2. As described above, the bactericidal power promoting method of the present invention is a bactericidal power promoting method for increasing the bactericidal power of a composition obtained by blending a surfactant with a composition containing tropolone and / or a salt thereof. It is.

In the method of accelerating bactericidal activity of the present invention, there is one great feature in that a surfactant is further added to a composition containing tropolone and / or a salt thereof. By adding a surfactant to a composition containing tropolone and / or a salt thereof, the bactericidal activity of tropolone and / or a salt thereof having a broad antibacterial spectrum can be further promoted.

In the method for accelerating bactericidal activity of the present invention, the tropolone, the salt of tropolone and the surfactant include
The same thing as the thing used in the said germicidal composition can be mentioned.

The tropolone and / or its salt and the surfactant may be mixed in advance when used in combination, or may be used simultaneously when used.

The amount of the surfactant added to tropolone and / or its salt in the method for promoting bactericidal activity of the present invention is not particularly limited. 25 parts by weight or more, preferably 100 parts by weight or more, more preferably 200 parts by weight or more with respect to 100 parts by weight of a salt thereof, and from the viewpoint of sufficiently exhibiting the bactericidal effect of tropolone and / or a salt thereof. 20,000 parts by weight or less, preferably 10,000 parts by weight or less, more preferably 5,000 parts by weight or less.

Tropolone and / or a salt thereof,
The total concentration of the surfactant is not particularly limited, but from the viewpoint of sufficiently exhibiting the effect of promoting the bactericidal activity of tropolone, 0.05% by weight or more of the bactericidal composition obtained by blending, preferably Is at least 0.1% by weight, more preferably at least 0.15% by weight, and from the viewpoint of sufficiently exhibiting compatibility with other compositions, 20% by weight of the bactericidal composition obtained by blending. Or less, preferably 10% by weight or less, more preferably 5% by weight or less.

The method for promoting bactericidal activity of the present invention can be preferably used when using a composition containing tropolone and / or a salt thereof, for example, a bactericide, a disinfectant, a preservative for cosmetics, a wiping agent and the like.

Further, according to the method for promoting bactericidal power of the present invention,
It has a broad antibacterial spectrum and, in addition to tropolone and / or its salts, which are highly safe for the human body, is used in combination with a surfactant, so that it has a broad antibacterial spectrum that is not limited to target bacteria, During sterilization, it has high safety to the human body and exhibits an excellent effect of further promoting the expression of sterilizing power.

3. Sterilization method As described above, the sterilization method of the present invention is a sterilization method using tropolone and / or a salt thereof, wherein a surfactant is further used.

The sterilization method of the present invention has one major feature in that tropolone and / or its salt are used. Tropolone and / or its salt
Due to its broad antimicrobial spectrum, the use of tropolone and / or its salts in sterilization methods
It can exhibit bactericidal activity against various bacteria. Moreover, since tropolone and / or a salt thereof is a substance having high safety for the human body, a sterilization method using tropolone and / or a salt thereof can exhibit high safety for the human body at the time of use.

The sterilization method of the present invention has one significant feature in that a surfactant is further used. By further using a surfactant, a bactericidal effect can be exhibited in a shorter time.

As the tropolone, tropolone salt and surfactant used in the sterilization method of the present invention, those used in the above-mentioned sterilizing composition can be used in the same manner.

The amount of the surfactant used for tropolone and / or its salt in the sterilization method of the present invention is not particularly limited, but from the viewpoint of sufficiently exerting the effect of the addition of the surfactant, it is preferable to use tropolone. and/
Or 25 parts by weight of a surfactant per 100 parts by weight of a salt thereof.
It is at least 100 parts by weight, preferably at least 100 parts by weight, more preferably at least 200 parts by weight, and from the viewpoint of sufficiently exhibiting the bactericidal effect of Tropolone and / or its salt itself, up to 20,000 parts by weight, preferably up to 10,000 parts by weight. And more preferably 5,000 parts by weight or less.

According to the disinfecting method of the present invention, tropolone and / or a salt thereof, which have a wide antibacterial spectrum and are highly safe for the human body, and a surfactant are used in combination, so that the disinfecting power is exhibited. Is more promoted, has a broad antibacterial spectrum, is highly safe for the human body during sterilization, and exhibits an excellent effect of exhibiting a high sterilizing effect in a short time.

[0056]

EXAMPLES The present invention will be specifically described below with reference to examples, but the present invention is not limited to these examples.

Example 1 Tropolone (manufactured by Osaka Organic Chemical Industry Co., Ltd .; the same applies hereinafter)
Of 0.1% by weight and 0.3% by weight of coconut oil fatty acid amidopropyldimethylaminoacetate betaine as an amphoteric surfactant in 5 mL of sterilized water (purified water) was prepared.

Example 2 5 mL of sterilized water (purified water) containing 0.1% by weight of tropolone and 0.3% by weight of polyoxyethylene lauryl ether (an ethylene oxide 9-mol adduct) as a nonionic surfactant was prepared. did.

Example 3 5 mL of sterilized water (purified water) containing 0.1% by weight of tropolone and 0.3% by weight of sodium polyoxyethylene lauryl ether sulfate (ethylene oxide 3 mol adduct) as an anionic surfactant. Was prepared.

Example 4 5 mL of sterilized water (purified water) containing 0.1% by weight of tropolone and 0.03% by weight of coconut oil fatty acid amidopropyldimethylaminoacetate betaine as an amphoteric surfactant was prepared.

Example 5 5 mL of sterilized water (purified water) containing 0.1% by weight of tropolone and 0.03% by weight of polyoxyethylene lauryl ether (an addition product of 9 moles of ethylene oxide) as a nonionic surfactant was prepared. did.

Example 6 0.1% by weight of tropolone and 0.03% by weight of sodium polyoxyethylene lauryl ether sulfate (3-mol ethylene oxide adduct) as an anionic surfactant
5 mL of sterile water (purified water) was prepared.

Comparative Example 1 Sterile water (purified water) containing 0.1% by weight of tropolone
mL was prepared.

Comparative Example 2 5 mL of sterilized water (purified water) containing 0.3% by weight of coconut oil fatty acid amidopropyldimethylaminoacetate betaine as an amphoteric surfactant was prepared.

Comparative Example 3 Polyoxyethylene lauryl ether (an ethylene oxide 9 mol adduct) as a nonionic surfactant was added in an amount of 0.3%.
5 mL of sterilized water (purified water) mixed with weight% was prepared.

Comparative Example 4 5 mL of sterilized water (purified water) containing 0.3% by weight of sodium polyoxyethylene lauryl ether sulfate (ethylene oxide 3 mol adduct) as an anionic surfactant
Was prepared.

Test Example Escherichia coli (E. coli, IFO) cultured in a bouillon medium
3972, estimated viable cell count 8 × 10 ⁹ / mL) or Staphylococcus aureus (S. aureus FDA209P IF
O12732 (estimated viable cell count 5 × 10 ⁹ / mL) was diluted 100-fold with sterilized water (purified water). The diluent 0.
05 mL was inoculated into 5 mL of the sample prepared in each of the above Examples and Comparative Examples, and the mixture was stirred well. Leave at room temperature for 10 minutes.
One minute later, the number of viable cells surviving in this solution was measured by the plate dilution method. The bactericidal activity was expressed as% by dividing the decreased bacterial count (control bacterial count-sample bacterial count) by the control bacterial count. As a control, the number of viable cells when the diluted solution of Escherichia coli and Staphylococcus aureus was inoculated into 5 mL of sterilized water (purified water) was measured in the same manner as described above.

Table 1 shows the bactericidal activity of the samples prepared in each of the above Examples and Comparative Examples when treated against Escherichia coli or Staphylococcus aureus for 10 minutes.

[0069]

[Table 1]

From the results of Comparative Example 1 in Table 1, when treated with sterilized water containing only 0.1% by weight of tropolone, the bactericidal activity against Escherichia coli for 10 minutes was 43.
1%. According to the results of Comparative Examples 2 to 4 in Table 1, when treated with sterilized water containing only a surfactant, 10%
The bactericidal activity against Escherichia coli in a minute treatment is 7.7 to 28.5.
%, But when a surfactant was added to tropolone, as shown in Examples 1 to 6 in Table 1, the bactericidal activity against Escherichia coli in the treatment for 10 minutes was almost 100%. In addition, it can be seen that the bactericidal activity was promoted about twice as much when tropolone was added with a surfactant than when tropolone was used alone.

Furthermore, when treated with sterilized water containing only 0.1% by weight of tropolone, the bactericidal activity against Staphylococcus aureus in the treatment for 10 minutes was 9.1%. In the case of treatment with sterilized water containing only a surfactant from the results of ~ 4, the bactericidal activity against Staphylococcus aureus in the treatment for 10 minutes is insufficient,
When a surfactant was added to tropolone, as shown in Examples 1 to 6 in Table 1, the bactericidal activity was 10% in the treatment for 10 minutes.
It turns out that it becomes 0%. In addition, it can be seen that the bactericidal activity was promoted about 10 times more when tropolone was added with a surfactant than when tropolone was used alone.

Therefore, the bactericidal compositions of the present invention of Examples 1 to 6 are more effective than the compositions using only tropolone.
It can be seen that the bactericidal power is high and the bactericidal power is more promoted.

Further, according to the bactericidal power promoting method in Examples 1 to 6, compared with the composition using only tropolone,
It can be seen that the expression of the bactericidal power is further promoted.

Further, according to the sterilizing methods in Examples 1 to 6, it is found that the sterilizing power is higher and the expression of the sterilizing power is further promoted as compared with the composition using only tropolone.

[0075]

The bactericidal composition of the present invention has a broad antibacterial spectrum and is used in combination with tropolone and / or a salt thereof and a surfactant which are highly safe for the human body. Having a spectrum,
It is possible to exhibit the excellent properties of high safety to the human body at the time of use, further promotion of germicidal activity, and exhibiting a high bactericidal effect in a short time. Further, according to the bactericidal power promoting method of the present invention, in addition to tropolone and / or a salt thereof having a wide antibacterial spectrum and having high safety for the human body, a surfactant is used in combination, so that It has an antibacterial spectrum, is highly safe for the human body at the time of sterilization, and has an excellent effect of further promoting the expression of sterilizing power. Furthermore, according to the sterilization method of the present invention, having a broad antibacterial spectrum,
Since tropolone and / or its salt, which is highly safe for the human body, and a surfactant are used in combination, it has a broad antibacterial spectrum, is highly safe for the human body at the time of sterilization, and exhibits more bactericidal activity. It is promoted and has an excellent effect of exhibiting a high sterilizing effect in a short time.

Claims (8)

[Claims] 1. A bactericidal composition comprising tropolone and / or a salt thereof and a surfactant. 2. Tropolone and / or its salt 100
The bactericidal composition according to claim 1, wherein the surfactant is blended in an amount of 25 to 20,000 parts by weight with respect to parts by weight. 3. The bactericidal composition according to claim 1, wherein the surfactant is at least one selected from the group consisting of an anionic surfactant, a nonionic surfactant and an amphoteric surfactant. 4. The total concentration of tropolone and / or a salt thereof and a surfactant is from 0.05 to 20% of the composition.
The bactericidal composition according to any one of claims 1 to 3, which is% by weight. 5. A method for promoting bactericidal activity, in which a surfactant comprising tropolone and / or a salt thereof is blended with a surfactant to enhance the bactericidal activity of the composition. 6. The amount of the surfactant is from 25 to 2,000 per 100 parts by weight of tropolone and / or a salt thereof.
0 parts by weight, tropolone and / or a salt thereof,
The bactericidal power promoting method according to claim 5, wherein the total concentration of the surfactant is 0.05 to 20% by weight of the bactericidal composition obtained by the blending. 7. A sterilization method using tropolone and / or a salt thereof, further comprising a surfactant. 8. The amount of the surfactant used is 25 to 2,000 per 100 parts by weight of tropolone and / or its salt.
The method according to claim 7, wherein the amount is 0 parts by weight.