JP2001261509A - Industrial antibacterial composition and industrial antibacterial method - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain an industrial antimicrobial agent composition useful as papermaking process water in the paper pulp industry, cooling water or washing water for various industries, preservation and sterilization of heavy oil sludges, metalworking fluids, textile oils, paints, coating liquids for paper, sizing agents, etc., capable of exhibiting effects even on dispersed microorganisms in water and slimes on wall surfaces for a long period and to provide an industrial antimicrobial method. SOLUTION: This industrial antimicrobial agent composition comprises (A) an isothazolone compound, (B) a bromoacetic acid compound, and (C) a nitroalcohol. The industrial antimicrobial method comprises adding the compounds so that the ratio of the isothiazolone compound (A) to the bromoacetic acid compound (B) is (1:10) to (100:1) (weight ratio), the ratio of the total amount of the isothiazolone compound (A) and the bromoacetic acid (B) to the nitroalcohol compound (C) is (1:10) to (20:1) (weight ratio) and the total concentration of the isothiazolone compound (A), bromoacetic acid compound (B) and the nitroalcohol compound (C) is 0.1-1,000 mg/L.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

The present invention relates to an industrial antibacterial agent composition and an industrial antibacterial method. More specifically, the present invention relates to papermaking process water in the paper and pulp industry, cooling water and washing water for various industries, heavy oil sludge, metalworking oil agent, fiber oil agent, paint, coating liquid for paper, latex and paste. The present invention relates to an industrial antibacterial composition useful for preservation and sterilization, and an industrial antibacterial method capable of effectively preventing the growth and adhesion of microorganisms.

[0002]

2. Description of the Related Art Conventionally, bacteria and fungi have generated slime in the paper making process in the paper and pulp industry and in cooling water systems in various industries, causing problems such as deterioration of product quality and production efficiency. ing. In addition, many industrial products, such as heavy oil sludge, metalworking oil, fiber oil,
Paints, various latexes, sizing agents, etc., cause decay and contamination by bacteria and fungi, thereby contaminating products and reducing commercial value. Many fungicides have been used to prevent damage by these microorganisms. In the past, organic mercury compounds and chlorinated phenol compounds were used, but these drugs are highly toxic to the human body and seafood, and their use has been regulated to cause environmental pollution. Low-toxic organic nitrogen-sulfur compounds, organic halogen-based compounds, and organic sulfur-based compounds are widely used as industrial germicides (Encyclopedia of Fungicides and Fungicides, Japan Society of Fungicides and Fungi, published in 1986). However, these fungicides have low bactericidal activity against certain bacteria and fungi,
When applied to a real system, there is a problem that an extremely high concentration of addition is required, and the cost is low. In order to solve such a problem, it has been proposed to use a plurality of fungicides in combination in order to expect a so-called synergistic effect. For example, Japanese Patent Application Laid-Open No. 54-44024 discloses a non-medical antibacterial and algabicide containing an isothiazolone compound and a halogenated acetate compound as a non-medical antibacterial and algicidal agent capable of preventing microbial damage to water systems and industrial products. Medical antibacterial and antialgal agents have been proposed. However, although this antibacterial and antialgal agent has an improved bactericidal effect, when applied to a real system,
The effect has not always reached a satisfactory level.

[0003]

SUMMARY OF THE INVENTION The present invention relates to papermaking process water in the paper and pulp industry, cooling water and washing water for various industries, heavy oil sludge, metalworking oil, fiber oil, paint, coating liquid for paper, Latex, antiseptic for pastes, etc., useful for disinfection, even for dispersing bacteria in water, for long-term effects on slime on the wall of industrial antibacterial composition and industrial antibacterial method It was made for the purpose of providing.

[0004]

The present inventors have conducted intensive studies to solve the above-mentioned problems. As a result, the isothiazolone compound has a property of sterilizing or inhibiting growth, and furthermore, a bromoacetic acid compound and a nitro alcohol compound are used. It has been found that the combination exerts a synergistically superior inhibitory effect on dispersing bacteria in water as compared with the combination of a single agent and two agents, and the present invention has been completed based on this finding.
That is, the present invention provides (1) (A) an isothiazolone compound,
An industrial antibacterial composition comprising (B) a bromoacetic acid compound and (C) a nitro alcohol compound,
(2) When (A) the isothiazolone compound is 5-chloro-2-
The industrial antibacterial composition according to claim 1, which is methyl-4-isothiazolin-3-one, 4,5-dichloro-2-octyl-4-isothiazolin-3-one or benzoisothiazolin-3-one, (3 ) (B) a bromoacetic acid compound
1,4-bis (bromoacetoxy) -2-butene, 1,2-
2. The industrial antibacterial composition according to claim 1, which is bis (bromoacetoxy) ethane, 1,2-bis (bromoacetoxy) propane or 1,2,3-tris (bromoacetoxy) propane, (4) (C) 2. The industrial antimicrobial composition according to item 1, wherein the nitro alcohol compound is 2-bromo-2-nitropropane-1,3-diol or 2,2-dibromo-2-nitroethanol, (5) (A) With isothiazolone compounds
(B) The ratio with the bromoacetic acid compound is 1:10 to 100:
1 (weight ratio), and (A) an isothiazolone compound.
2. The industrial antimicrobial composition according to claim 1, wherein the ratio of the total amount of the (B) bromoacetic acid compound and the (C) nitro alcohol compound is 1:10 to 20: 1 (weight ratio), and (6). The ratio between (A) the isothiazolone compound and (B) the bromoacetic acid compound is 1:10 to 100: 1 (weight ratio), and the total amount of (A) the isothiazolone compound and (B) the bromoacetic acid compound and (C) nitro The ratio with the alcohol compound is 1:10 to 20: 1.
(Weight ratio), and (A) an isothiazolone compound,
An industrial antibacterial method characterized by adding (B) bromoacetic acid compound and (C) nitro alcohol compound in a total concentration of 0.1 to 1,000 mg / L. Things.

[0005]

BEST MODE FOR CARRYING OUT THE INVENTION The industrial antibacterial composition of the present invention comprises:
(A) an isothiazolone compound, (B) a bromoacetic acid compound and
(C) It contains a nitro alcohol compound. There is no particular limitation on the (A) isothiazolone compound used in the composition of the present invention,
For example, 2-methyl-4-isothiazolin-3-one,
2-ethyl-4-isothiazolin-3-one, 2-octyl-4-isothiazolin-3-one, 5-chloro-2
-Methyl-4-isothiazolin-3-one, 5-chloro-2-ethyl-4-isothiazolin-3-one, 5-chloro-2-octyl-4-isothiazolin-3-one,
4,5-dichloro-2-octyl-4-isothiazolin-3-one, 4,5-dichloro-2-cyclohexyl-
4-isothiazolin-3-one, benzoisothiazolin-3-one and the like can be mentioned. One of these isothiazolone compounds can be used alone, or two or more can be used in combination.
Among these, 5-chloro-2-methyl-4-isothiazolin-3-one, 4,5-dichloro-2-octyl-
4-Isothiazolin-3-one and benzoisothiazolin-3-one can be particularly preferably used.

The bromoacetic acid compound (B) used in the composition of the present invention is not particularly limited. Examples thereof include methyl bromoacetate, ethyl bromoacetate, phenyl bromoacetate, methyl dibromoacetate, ethyl dibromoacetate, methyl tribromoacetate, and ethyl tribromoacetate. 1,2-bis (bromoacetoxy) ethane, 1,2-bis (bromoacetoxy) propane, 1,2
-Bis (bromoacetoxy) butane, 1,4-bis (bromoacetoxy) butane, 1,4-bis (bromoacetoxy)-
2-butene, 1,2-bis (dibromoacetoxy) ethane, 1,2-bis (dibromoacetoxy) propane, 1,2
-Bis (dibromoacetoxy) butane, 1,4-bis (dibromoacetoxy) butane, 1,4-bis (dibromoacetoxy) -2-butene, 1,2-bis (tribromoacetoxy) ethane, 1,2-bis (Tribromoacetoxy) propane, 1,2-bis (tribromoacetoxy) butane, 1,4
-Bis (tribromoacetoxy) butane, 1,4-bis (tribromoacetoxy) -2-butene, 1,2,3-tris
(Bromoacetoxy) propane and the like. One of these halogenated acetates can be used alone, or two or more can be used in combination. Among these, 1,4-bis (bromoacetoxy) -2-butene, 1,2-bis (bromoacetoxy) ethane, 1,2-bis (bromoacetoxy) propane and 1,2,3-tris (bromo (Acetoxy) propane can be used particularly preferably.

The nitro alcohol compound (C) used in the composition of the present invention is not particularly limited. For example, 2,2-dibromo-2-nitroethanol, 3,3-dibromo-3-nitropropanol, 2-bromo-2 -Nitropropane-
1,3-diol, 2-bromo-2-nitrobutane-1,
4-diol, 2-bromo-2-nitropentane-1,
5-diol, 3-bromo-3-nitropentane-2,
4-diol, 3-bromo-3-nitropentane-1,
5-diol, 2-bromo-2-nitrohexane-1,
6-diol, 3-bromo-3-nitrohexane-1,
6-diol, 2-bromo-2-nitroheptane-1,
7-diol, 3-bromo-3-nitroheptane-1,
7-diol, 4-bromo-4-nitroheptane-1,
7-diol and the like can be mentioned. One of these nitro alcohol compounds can be used alone, or two or more can be used in combination. Among them, 2-bromo-2-nitropropane-1,3-diol and 2,2-dibromo-2-nitroethanol can be particularly preferably used.

The form of the industrial antibacterial agent composition of the present invention is not particularly limited. For example, (A) an isothiazolone compound, (B)
It can be a one-drug type containing a bromoacetic acid compound and a (C) nitro alcohol compound, or
(A) an isothiazolone compound, (B) a bromoacetic acid compound or
(C) It can also be added separately as a two-pack or three-pack containing a nitro alcohol compound. Among these,
(A) an isothiazolone compound, (B) a bromoacetic acid compound and
(C) A liquid one-part antibacterial agent containing all of the nitro alcohol compound is easy to handle and can be suitably used. When the composition of the present invention is used as a one-part antibacterial agent,
(A) an isothiazolone compound, (B) a bromoacetic acid compound and
The (C) nitro alcohol compound can be formulated by dissolving it in an organic solvent, or can be formulated as an aqueous suspension containing (A) an isothiazolone compound, (B) a bromoacetic acid compound and (C) a nitro alcohol. You can also. When these compounds are dissolved in an organic solvent to form a formulation, the organic solvent to be used is, when the system to be sterilized is various aqueous systems such as process water or industrial cooling water of the papermaking process, the dispersibility of the active ingredient and In consideration of solubility, the organic solvent is preferably a hydrophilic organic solvent.

As the hydrophilic organic solvent, for example, methyl cellosolve, ethyl cellosolve, phenyl cellosolve,
Glycol ethers such as diethylene glycol monomethyl ether, dipropylene glycol monomethyl ether, ethylene glycol, propylene glycol,
Glycols such as diethylene glycol and dipropylene glycol, alcohols such as methanol, ethanol, propanol, butanol, hexanol and 2-ethylhexanol, esters such as methyl acetate, ethyl acetate, 2-ethoxyethyl acetate and propylene carbonate, and dimethylformamide ,
Amides such as dimethylacetamide can be mentioned. When formulated as an aqueous suspension containing (A) an isothiazolone compound, (B) a bromoacetic acid compound and (C) a nitro alcohol compound, these compounds are wet-ground using a ball mill or an attritor, and It can be a suspension. When producing an aqueous suspension, it is possible to use xanthan gum, ramzan gum, guar gum or the like as a thickener, or a nonionic surfactant, an anionic surfactant, a cationic surfactant, an amphoteric surfactant or the like as a dispersant. it can. If the target system is oil-based such as heavy oil sludge, cutting oil, oil-based paint, heavy oil,
It is preferable to use a hydrocarbon solvent such as kerosene or spindle oil to make a liquid one-part antibacterial agent. In the case of using a hydrocarbon solvent as a one-part antibacterial agent, the various surfactants described above can be used.

In the present invention, the ratio of (A) the isothiazolone compound to (B) the bromoacetic acid compound is 1:10 to 1: 1.
The ratio is preferably 00: 1 (weight ratio). The ratio of (A) the isothiazolone compound to (B) the bromoacetic acid compound is 1:
If it is less than 10 (weight ratio), the synergistic effect of the combination of the two may not be sufficiently exhibited. The ratio of (A) the isothiazolone compound to (B) the bromoacetic acid compound is 100:
If it exceeds 1 (weight ratio), the synergistic effect of the combination of the two may not be sufficiently exerted. In the present invention,
The ratio of the total amount of (A) the isothiazolone compound and (B) the bromoacetic acid compound to the ratio of (C) the nitro alcohol compound is 1: 1.
It is preferably 0 to 20: 1 (weight ratio). (A) the total amount of the isothiazolone compound and (B) the bromoacetic acid compound
If the ratio with the (C) nitro alcohol compound is less than 1:10 (weight ratio), the synergistic effect of the compound may not be sufficiently exhibited. (A) an isothiazolone compound and (B)
If the ratio of the total amount of the bromoacetic acid compound and the ratio of the (C) nitro alcohol compound exceeds 20: 1 (weight ratio), the synergistic effect of the compound may not be sufficiently exerted.

In the method of the present invention, the amount of the (A) isothiazolone compound, (B) bromoacetic acid compound and (C) nitro alcohol compound added is preferably such that the total concentration of these compounds is equal to 0.1.
It is preferably 1 to 1,000 mg / L,
More preferably, it is g / L. If the total concentration of (A) the isothiazolone compound, (B) the bromoacetic acid compound and (C) the nitro alcohol compound is less than 0.1 mg / L, a sufficient antibacterial effect may not be exhibited. When the total concentration of (A) the isothiazolone compound, (B) the bromoacetic acid compound and (C) the nitro alcohol compound is 1,000 mg / L or less, a sufficient antibacterial effect is obtained, and usually, the amount exceeding 1,000 mg / L is obtained. No addition is required. The industrial antimicrobial composition of the present invention is characterized in that three components of (A) an isothiazolone compound, (B) a bromoacetic acid compound and (C) a nitro alcohol compound act synergistically, and the microorganisms are remarkably produced in various industrial systems. It is extremely useful as a slime control agent for the papermaking process, a germicide such as a paper coating liquid and a sizing agent.

[0012]

EXAMPLES The present invention will be described in more detail with reference to the following Examples, which should not be construed as limiting the present invention. Formulation Example 1 (A) 5-chloro-2-methyl-4-isothiazoline-3
-One 18 parts by weight, (B) 1,4-bis (bromoacetoxy) -2-butene 1 part by weight, (C) 2-bromo-2-nitropropane-1,3-diol 1 part by weight, diethylene glycol monomethyl ether Formulation 1 was prepared by mixing 8 parts by weight and 72 parts by weight of water. Formulation Examples 2 to 16 15 formulations of Formulations 2 to 16 were prepared according to the formulations shown in Table 1. Comparative Preparation Example 1 (A) 5-chloro-2-methyl-4-isothiazoline-3
-One 19 parts by weight, (B) 1,4-bis (bromoacetoxy) -2-butene 1 part by weight, diethylene glycol monomethyl ether 4 parts by weight and water 76 parts by weight,
Comparative formulation 1 was prepared. Comparative Formulation Examples 2 to 13 Twelve kinds of Comparative Formulations 2 to 13 were prepared according to the formulations shown in Table 2. Formulation of the formulations prepared in Formulation Examples 1 to 16
Table 2 shows the formulations of the comparative preparations prepared in Comparative Preparation Examples 1 to 13.

[0013]

[Table 1]

[0014]

[Table 2]

[Note] Cl-MIT: 5-chloro-2-methyl-4-isothiazolin-3-one DOIT: 4,5-dichloro-2-octylisothiazolin-3-one BIT: benzoisothiazolin-3-one BBAB 1,4-bis (bromoacetoxy) -2-butene BBAE: 1,2-bis (bromoacetoxy) -2-ethane BBAP: 1,2-bis (bromoacetoxy) propane TBAP: 1,2,3-tris (Bromoacetoxy) propane BNP: 2-bromo-2-nitropropane-1,3-diol DBNE: 2,2-dibromo-2-nitroethanol DEGME: diethylene glycol monomethyl ether Example 1 (A) Isothiazolone compound, (B) Bromoacetic acid compounds and
(C) The following test was performed to confirm the industrial antibacterial agent composition of the present invention containing a nitro alcohol compound and the effect of inhibiting the growth of airborne bacteria in water by a composition containing only one or two components. Was done. Pseudomon
Using as aeruginosa IF03080,
The minimum concentration that inhibits growth was compared. DAV in advance
IS medium (glucose 1,130 mg / L, sodium nitrate 800 mg / L, dipotassium hydrogen phosphate 4,670 mg / L
L, potassium dihydrogen phosphate 2,000 mg / L, magnesium sulfate 67 mg / L pH 7.0, BOD 1,000 mg O /
The bacterial solution pre-cultured in L) is subjected to 10 ⁷ cels of viable cells with sterile tap water.
1 / L, and 1 mL was previously added to 9 mL of DAVIS medium containing a predetermined concentration of a drug component. After shaking culture at 30 ° C. and culture for 48 hours or 96 hours, the concentration at which no turbidity of the medium was observed was defined as the minimum growth inhibitory concentration. The minimum growth inhibitory concentration of Formulation 1 was 0.1 mg / L or less both after 48 hours and after 96 hours. The minimum growth inhibitory concentration of Comparative Formulation 1 was 0.25 mg / L after 48 hours and 96 hours.
Met. The test results are summarized in Table 3.

[0016]

[Table 3]

From the results shown in Table 3, Formulations 1, 2, 5, 6, 12, and 12 containing the three components of (A) an isothiazolone compound, (B) a bromoacetic acid compound and (C) a nitro alcohol compound.
14-16 are comparative preparations 9-1 containing only one component
It can be seen that the growth of suspended bacteria in water is suppressed at a concentration lower than that of the comparative preparations 1 and 5 containing the two and two components, and it is effective for a long time. Example 2 (A) an isothiazolone compound, (B) a bromoacetic acid compound and
(C) The industrial antimicrobial composition of the present invention containing a nitro alcohol compound, and the composition containing only one or two components, in order to confirm the growth inhibitory effect on bacteria floating in white water, the following: The test was performed. To a white water (pH 7.5) collected from a neutral high-quality paper machine of a paper mill, the preparation was added so that the active ingredient concentration became 20 mg / L, and then the solution was added.
The mixture was shaken at 30 ° C. for 30 minutes, and the number of viable cells was measured using a polypeptone yeast extract medium. In addition, a control test in which no preparation was added was also performed. When the preparation was not added, the viable cell count was 1.3 × 10 ⁷ CFU / mL, when the preparation 2 was added, the viable cell count was 3.6 × 10 ⁶ CFU / mL, and when the comparative preparation 2 was added. The viable cell count was 7.3 × 10 ⁶ . The test results are summarized in Table 4.

[0018]

[Table 4]

From the results in Table 4, it can be seen that when Formulations 2, 6, 11 to 16 containing three components of (A) an isothiazolone compound, (B) a bromoacetic acid compound and (C) a nitro alcohol compound, only one component was used. The number of viable bacteria is almost 1/10 as compared with the case of using the comparative preparations 9 to 12 containing the two components, and the industrial antimicrobial composition of the present invention. It can be seen that the object has a strong bactericidal activity. Example 3 (A) an isothiazolone compound, (B) a bromoacetic acid compound and
(C) The following test was conducted to confirm the slime adhesion-preventing effect of the industrial antibacterial composition of the present invention containing a nitro alcohol compound and the composition containing only one or two components. The effect of preventing slime adhesion was evaluated using artificial white water. Artificial white water (pH 7.0, 30 ° C.) was prepared so that the BOD was 100 mg O / L using starch as a nutrient source. A culture medium containing a plurality of bacterial species using the artificial white water as a medium was cultured at a colony forming unit concentration of 5 × 10
^It was continuously injected into the evaluation device so as to be ⁷ CFU / mL. The evaluation device uses a commercially available rotary viscometer, and when the slime adheres to the rotor, the torque of the rotor increases. Therefore, the time at which the torque rise starts is measured as the slime attachment start time. In this evaluation device, the antibacterial agent composition was mixed with a total concentration of the active ingredient of 20 mg / L or 40 mg / L in the system.
Was intermittently injected three times a day, that is, every 8 hours, so that the slime was maintained for 15 minutes each time, and the slime deposition onset time was measured. When the artificial white water was tested without adding the antibacterial agent composition, the slime deposition start time was 10 hours. 10 hours was subtracted from the slime adhesion start time when the antibacterial agent composition was added, and the result was defined as the slime adhesion delay time. When Formulation 2 was injected to maintain a total active ingredient concentration of 20 mg / L for 15 minutes each time, the slime deposition delay time was 15 hours and the total active ingredient concentration was 40 mg / L.
When L was injected to maintain each time for 15 minutes, the slime deposition delay was 24 hours. When Comparative Formulation 2 was injected to maintain a total active ingredient concentration of 20 mg / L for 15 minutes each time, the slime deposition delay time was 5 hours, and a total active ingredient concentration of 40 mg / L was maintained for 15 minutes each time. Slime deposition delay time is 10 when
It was time. The test results are summarized in Table 5.

[0020]

[Table 5]

From the results in Table 5, it is found that when Formulations 2, 6, 11 to 16 containing three components of (A) isothiazolone compound, (B) bromoacetic acid compound and (C) nitro alcohol compound are added, only one component is obtained. Comparative formulations 9 to 12 containing
The slime adhesion delay time is longer than in the case of using the comparative preparations 2, 5, 7, 8, and 13 containing the components, and the addition of the industrial antibacterial agent composition of the present invention is prominent in artificial white water systems. It can be seen that a slime adhesion preventing effect is exhibited. Example 4 (A) an isothiazolone compound, (B) a bromoacetic acid compound and
(C) An industrial antibacterial agent composition of the present invention containing a nitro alcohol compound and a high quality paper machine for a paper mill in order to confirm the bacterial growth inhibitory effect of a composition containing only one or two components. A bacterial growth inhibition test was performed on the paper coating starch coating solution used in the above. The starch coating solution used for papermaking had a pH of 9.6 and a viable cell count of 8.5 × 10 ^5.
And the major constituent bacterial species were Pseudomonas, Alcaligenes, and Flavobacterium. A part of this was put in advance in an incubator to be sufficiently spoiled, and this was used as a seed fungus to obtain a viable cell count of 6.0 × 10 ^8.
After adding to the starch coating solution so as to give a particle / mL, the solution is dispensed into a test tube, and the concentration of the antibacterial agent composition is 30 mg /
L was added. Place the test tube in a 30 ° C
After storage for days, the viable cell count was determined by the agar plate dilution method. When the industrial antibacterial agent composition of the present invention was added, the viable cell count was all 10 ² cells / mL or less. When Comparative Preparation 1 was added, the viable cell count was 3.0 × 10 ³ cells / mL. The test results are summarized in Table 6.

[0022]

[Table 6]

From the results shown in Table 6, when Formulations 1 to 16 containing three components of (A) an isothiazolone compound, (B) a bromoacetic acid compound and (C) a nitro alcohol compound were added,
While the viable cell count is less than 10 ² cells / mL,
When the comparative preparations 9 to 12 containing only the components and the comparative preparations 1 to 8 and 13 containing the two components were added, the viable cell count was all 10 ³ cells / mL or more, and the industrial antibacterial agent of the present invention was used. It can be seen that the composition has an excellent bacterial growth inhibitory effect on a papermaking starch coating solution used in a high-quality paper machine of a paper mill.

[0024]

According to the industrial antibacterial composition and the industrial antibacterial method of the present invention, the three components (A) isothiazolone compound, (B) bromoacetic acid compound and (C) nitro alcohol compound exhibit a remarkable synergistic effect. For papermaking process water in the paper and pulp industry, cooling water and washing water for various industries, heavy oil sludge, metalworking oils, fiber oils, paints, coating liquids for paper, latex, preservatives and pastes for pastes It is useful and has a long-lasting effect on both germs in water and slime on the wall.

Claims (6)

[Claims] An industrial antibacterial composition comprising (A) an isothiazolone compound, (B) a bromoacetic acid compound and (C) a nitro alcohol compound. 2. The method of claim 1, wherein (A) the isothiazolone compound is 5-chloro-2-methyl-4-isothiazolin-3-one,
-Dichloro-2-octyl-4-isothiazoline-3-
The industrial antibacterial composition according to claim 1, which is on or benzoisothiazolin-3-one. (B) the bromoacetic acid compound is 1,4-bis (bromoacetoxy) -2-butene, 1,2-bis (bromoacetoxy) ethane, 1,2-bis (bromoacetoxy) propane or The industrial antimicrobial composition according to claim 1, which is 2,2,3-tris (bromoacetoxy) propane. 4. The method according to claim 1, wherein (C) the nitro alcohol compound is 2-bromo-2-nitropropane-1,3-diol or 2,2-diol.
The industrial antibacterial composition according to claim 1, which is dibromo-2-nitroethanol. 5. The ratio of (A) the isothiazolone compound to (B) the bromoacetic acid compound is from 1:10 to 100: 1 (weight ratio).
And the ratio of the total amount of (A) the isothiazolone compound and (B) the bromoacetic acid compound to the (C) nitro alcohol compound is 1:10 to 20: 1 (weight ratio). Antimicrobial composition. 6. The ratio of (A) the isothiazolone compound to (B) bromoacetic acid compound is from 1:10 to 100: 1 (weight ratio), and the total amount of (A) the isothiazolone compound and (B) the bromoacetic acid compound. And the ratio of (C) nitro alcohol compound is 1:10 to 20: 1 (weight ratio), and the total concentration of (A) isothiazolone compound, (B) bromoacetic acid compound and (C) nitro alcohol compound is 0.1 to 1,000 mg /
An industrial antibacterial method comprising adding these compounds so as to obtain L.