JPH11240808A - Sterile and antiseptic composition - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain a sterile and antiseptic composition that exhibits its effects even in a low concentration and is useful for sterilization and preservation of cooling water, water-based coating materials, emulsion coating materials and the like containing large amounts of organic substances by using a specific diol and a poly(hexamethylene-biguanidine) hydrochloride. SOLUTION: This sterile and antiseptic composition includes (A) 2-bromo-2- nitropropane-1,3-diol and (B) a poly(hexamethylenebiguanidine) hydrochloride at a weight ratio of preferably 20/1-1/20, more preferably 5/1-5/1. In a preferred embodiment, the total contents of the components A and B are 0.02-60 wt.% based on the whole composition. The using amount of this composition is preferably 1-10,000 mg/kg when it is used for water based coating materials. This composition is useful for sterilization and preservation of a variety of industrial products such as emulsion adhesive, metal working fluid, latex and the like and is effective for bacteria such as those of the genus Bacillus.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

[0001] The present invention relates to a bactericidal preservative composition useful for industrial applications. More specifically, 2-bromo-2
The present invention relates to a bactericidal antiseptic composition having a synergistic effect of these compounds by combining nitropropane-1,3-diol and polyhexamethylene biguanidine hydrochloride.

[0002]

2. Description of the Related Art In the field of industrial raw materials or products, especially in the fields of cooling water containing a large amount of organic substances, water-based paints, emulsion paints, emulsion adhesives, metalworking oils, latex, starch paste liquids, paper coating liquids and the like. It is known that various obstacles such as a decrease in product quality and a decrease in productivity due to microorganisms occur.

[0003] With respect to such microbial disorders in various industrial fields, germicidal preservatives have been widely used. In the past, organic mercury compounds and chlorinated phenol compounds were used, but these drugs are highly toxic to the human body and fish and shellfish and cause environmental pollution. Toxic compounds are widely used as industrial fungicides. However, these low-toxicity fungicides have selectivity in their antimicrobial spectrum. For this reason, even if these germicidal preservatives are applied to industrial raw materials or industrial products, these germicidal preservatives are ineffective, or hardly effective microorganisms grow and proliferate, so that contamination of industrial products and the like, or Deterioration (for example, deterioration) of industrial raw materials occurs. Therefore, satisfactory bactericidal effects cannot be obtained with the conventional germicidal preservative compositions.

[0004]

DISCLOSURE OF THE INVENTION The present invention has been made to solve the above-mentioned problems, and an object of the present invention is to provide a germicidal and antiseptic composition having high safety and exhibiting efficacy at a low concentration. .

[0005]

Means for Solving the Problems The present inventors have conducted intensive studies to solve the above-mentioned problems, and as a result, have found that
It has been found that an unexpected synergistic effect can be obtained by the combination of nitropropane-1,3-diol and polyhexamethylene biguanidine hydrochloride. That is, the above 2
The present inventors have found that a combination of species can provide a germicidal and antiseptic composition exhibiting higher efficacy than when each compound is used alone, and have completed the present invention.

According to the present invention, there is provided a germicidal antiseptic composition containing 2-bromo-2-nitropropane-1,3-diol and polyhexamethylene biguanidine hydrochloride.

Preferably, the weight ratio of the 2-bromo-2-nitropropane-1,3-diol to the polyhexamethylene biguanidine hydrochloride is 20: 1 to 1: 2.
It is in the range of 0. More preferably, the above 2-bromo-
The weight ratio of 2-nitropropane-1,3-diol to the above polyhexamethylene biguanidine hydrochloride was 5: 1.
１ ： 1: 5.

[0008]

DETAILED DESCRIPTION OF THE INVENTION As used herein, the term "bactericidal preservative composition" refers to a composition that has the effect of inhibiting the growth of bacteria or killing bacteria.

A. Composition of germicidal preservative composition A. 1. Active Ingredient The germicidal antiseptic composition of the present invention contains 2-bromo-2-nitropropane-1,3-diol and polyhexamethylene biguanidine hydrochloride as active ingredients.

2-bromo-2-nitropropane-1,3
The diol is commercially available (for example, manufactured by Knorr Pharma Chemicals, trade name: Bronopol), or can be synthesized by the method described in JP-B-49-20761.

[0011] Polyhexamethylene biguanidine hydrochloride is also commercially available, for example, as Proxel IB (20% aqueous solution) sold by Zeneca Corporation.

The proportion of 2-bromo-2-nitropropane-1,3-diol and polyhexamethylene biguanidine hydrochloride in the germicidal antiseptic composition depends on the kind of the target bacterium and the above composition as a preservative. It can be appropriately selected depending on the conditions to be used. Usually, the ratio of 2-bromo-2-nitropropane-1,3-diol to polyhexamethylene biguanidine hydrochloride is 20: 1 to 1 by weight.
It is in the range of 1:20, preferably 5: 1 to 1: 5, particularly preferably 3: 1 to 1: 3.

The germicidal preservative composition of the present invention can be used in a form depending on the purpose of use. For example, the germicidal preservative composition of the present invention simply comprises 2-bromo-2-nitropropane-1,3.
A mixture of diol and polyhexamethylene biguanidine hydrochloride may be used, but it is preferable to use 2-bromo-2-nitropropane-1,3-diol and polyhexamethylene biguanidine hydrochloride. Solvents and dispersants or carriers or other components.

The total content of 2-bromo-2-nitropropane-1,3-diol and polyhexamethylene biguanidine hydrochloride in the composition of the present invention varies depending on the dosage form, purpose of use and the like. Usually, it is 0.1% by weight to 95% by weight, preferably 0.2% by weight to 60% by weight of the whole obtained antiseptic preservative composition.

The amount of the germicidal antiseptic composition of the present invention varies depending on the composition and the kind and concentration of the target bacterium, but is generally used in aqueous paints, emulsion adhesives, metal working oils and the like. If used, 1-1000
A good effect can be obtained at about 0 mg / kg.

A. 2. Solvent and dispersant When the target system is various industrial aqueous systems, it is preferable to prepare a liquid containing a solvent and a dispersant, as described later, in consideration of the dissolution and dispersibility of the active ingredient. .

The solvent that can be used in the germicidal preservative composition of the present invention includes any solvent that does not adversely affect the active ingredient,
For example, water, alcohols (eg, methyl alcohol, ethyl alcohol, ethylene glycol, propylene glycol, diethylene glycol, glycerin, etc.), ketones (eg, acetone, methyl ethyl ketone, etc.), ethers (eg, dioxane, tetrahydrofuran, cellosolve, diethylene glycol) Dimethyl ether, etc.), aliphatic hydrocarbons (eg, hexane, kerosene, etc.), aromatic hydrocarbons (eg, benzene, toluene, xylene, solvent naphtha, methylnaphthalene, etc.), halogenated hydrocarbons (eg, chloroform, Acid amides (eg, dimethylformamide), esters (eg, methyl acetate, ethyl acetate, butyl acetate, fatty acid glycerin) Ester, etc.), and nitriles (e.g., acetonitrile), and the like.
These solvents may be used alone or in combination of two or more.

The dispersant which can be used in the germicidal preservative composition of the present invention includes any dispersant which does not adversely affect the active ingredient, for example, a surfactant. Examples of such surfactants include soaps, sulfates of higher alcohols, alkylsulfonic acids, alkylarylsulfonic acids, quaternary ammonium salts, oxyalkylamines, fatty acid esters, polyalkylene oxide compounds, anhydrosorbitol compounds. And the like. These dispersants can be used alone or in combination of two or more.

A. 3. Carrier As the carrier that can be used in the bactericidal preservative composition of the present invention,
Any carrier that does not adversely affect the active ingredient, for example, clays (eg, kaolin, bentonite, acid clay, etc.), talcs (eg, talc powder, laurite powder, etc.), silicas (eg, diatomaceous earth, silicic anhydride) , Mica powder, etc.),
Examples include alumina, sulfur powder, and activated carbon. These carriers can be used alone or in combination of two or more.

A. 4. Other Ingredients The germicidal antiseptic composition of the present invention further comprises other antimicrobial agents (eg, organochlorine germicides, organophosphorus germicides, organic iodine germicides, organic sulfur germicides, organic nitrogen germicides). , Organic nitrogen sulfuric acid fungicides, benzimidazole fungicides, phenolic fungicides, organic acid ester fungicides, antibiotics, etc.), insecticides (for example, natural insecticides, carbamate insecticides, organophosphorus insecticides) ), Adjuvants (eg, casein, gelatin, starch, alginic acid, agar, CMC,
Polyvinyl alcohol, vegetable oil, bentonite, cresol soap, etc.), a deterioration inhibitor, a fragrance and the like.

B. Bacteria of interest The germicidal antiseptic composition of the present invention generally acts widely on bacteria and the like, and has a 2-bromo-2-nitropropane-
It has a broader antimicrobial spectrum than the germicidal preservative compositions obtained by formulating 1,3-diol or polyhexamethylene biguanidine hydrochloride alone. Bacteria whose growth can be inhibited or killed by the bactericidal preservative composition of the present invention include Bacillus spp., Enterobacter
Genus, Escherichia genus, Pseudomonas genus and the like.

The germicidal preservative composition of the present invention can be applied to various industrial products or industrial raw materials. Examples of such various industrial products or industrial raw materials include cooling water containing a large amount of organic substances, water-based paints, emulsion paints, emulsion adhesives, metalworking oils, latex, starch paste liquids, paper coating liquids, and the like. Can be

[0023]

The following examples further illustrate the germicidal and antiseptic efficacy of the germicidal and antiseptic compositions of the present invention. The term "MIC" used in this example refers to the minimum inhibitory concentration (ppm) of an active ingredient in a germicidal preservative composition. More specifically, 2-bromo-2-nitropropane-1,3 in a germicidal preservative composition capable of inhibiting the growth of bacteria.
-Refers to the minimum concentration of a mixture of diol and polyhexamethylene biguanidine hydrochloride.

(Preparation of bacterial solution for inoculation) The bacterial solution for inoculation used in Example 1 was prepared as follows. Four separate normal broth broths (10 ml) were added to each of the four bacteria (Ba
cillus subtillis IFO3134, Enterobacter aerogenes I
FO13534, Escherichia coli IFO15034, and Pseudomo
nas aeruginosa IFO13736) at 30 ° C
For 18 hours to prepare four kinds of bacterial liquids for inoculation.

(Example 1) 2-Bromo-2-nitropropane-1,3-diol and polyhexamethylene biguanidine hydrochloride were added to ion-exchanged water at the respective weight ratios shown in Table 1 below. Thus, five germicidal preservative compositions were prepared. Next, a serially diluted aqueous solution (0.2 ml) of the sterilizing and preserving composition was added to a normal broth liquid medium (10 ml) to prepare a test medium. Each test medium was inoculated with the above inoculum (0.1 ml) and cultured at 30 ° C. for 24 hours, and then the presence or absence of bacterial growth was determined by visual inspection of the turbidity of the medium. 2-bromo-2-nitropropane, which can inhibit the growth of bacteria in the medium.
The minimum concentration of the mixture of 1,3-diol and polyhexamethylene biguanidine hydrochloride was defined as MIC. Table 1 shows the MIC for each bacterium of the bactericidal preservative composition at each weight ratio.

[0026]

[Table 1]

From Table 1, it can be seen that the concentration of the germicidal antiseptic composition of the present invention used to suppress the growth of the same amount of bacteria as compared to the case where the active ingredient is used alone is as follows: It is shown that it can be kept very low.

[0028]

According to the present invention, a germicidal antiseptic composition containing 2-bromo-2-nitropropane-1,3-diol and polyhexamethylene biguanidine hydrochloride as active ingredients can be obtained. By combining these two kinds of active ingredients, a synergistic action of these ingredients is obtained, and a germicidal antiseptic composition having high safety and exhibiting efficacy at a low concentration is provided. Furthermore, since the concentration of the active ingredient contained in the germicidal antiseptic composition of the present invention can be kept low, it can be prepared at extremely low cost, and further has little effect on the environment. The germicidal preservative composition of the present invention is effective for germicidal preservation of various industrial products and industrial raw materials.

Claims (3)

[Claims] (1) 2-bromo-2-nitropropane-1,3
-A germicidal preservative composition containing a diol and polyhexamethylene biguanidine hydrochloride. 2. The 2-bromo-2-nitropropane-
The germicidal antiseptic composition according to claim 1, wherein the weight ratio of 1,3-diol to the polyhexamethylene biguanidine hydrochloride is in the range of 20: 1 to 1:20. 3. The 2-bromo-2-nitropropane-
The germicidal preservative composition according to claim 1, wherein the weight ratio of 1,3-diol to the polyhexamethylene biguanidine hydrochloride is in the range of 5: 1 to 1: 5.