KR20050068590A - Microbiological controlling composition and microbiological controlling method using the same - Google Patents

Abstract

The present invention relates to a sterilization composition and a sterilization method using the same, and more particularly, to a sterilization composition comprising a quaternary ammonium salt and polyalkylene guanidine salt or biguanide salt as essential components and a sterilization method using the same.

The bactericidal composition of the present invention is low toxicity, has high instantaneous bactericidal power, has a bactericidal persistence, has excellent bactericidal effect against strains resistant to bactericides, and has a broad antibacterial spectrum, thereby showing an excellent antiseptic effect.

Description

Sterilization composition and sterilization method using the same {MICROBIOLOGICAL CONTROLLING COMPOSITION AND MICROBIOLOGICAL CONTROLLING METHOD USING THE SAME}

[Industrial use]

The present invention relates to a sterilization composition and a sterilization method using the same, and more particularly, low preservation, high instantaneous sterilization ability, long-lasting sterilization, excellent sterilization effect against strains resistant to sterilizing agents, and excellent antiseptic because of broad antibacterial spectrum. The present invention relates to a sterilizing composition having an effect and a sterilizing method using the same.

[Prior art]

'Slim' by microorganisms in the broad sense means viscous mass produced by combining microorganisms as organic matter contained in industrial water, wastewater, and emulsions used in textile industry as nutrients.

In the papermaking process, the cellulose, hemicellulose, and organic matter present in the white water become abundant nutrients of microorganisms, so the slime is mainly formed in the part where the flow of fluid is weakened. Direct and indirect losses such as loss of efficiency and efficiency of the device.In the case of industrial cooling towers, organic materials that are present in a large amount in industrial water are used to grow actively in places where water is collected and recycled like cooling water equipment. Through the fouling (fouling) is caused to reduce the heat transfer efficiency of the cooling water installation and metal corrosion, sometimes erosion of the wood portion occurs.

Particularly in the sun-exposed areas such as cooling water facilities and swimming pools, fouling (Algale) occurs due to the growth of algae, which causes clogging of water pipes and lowers the heat transfer efficiency. When it proliferates on the metal surface, generates oxygen and dies, it also causes local corrosion to promote hole corrosion.

Bacteria are multicellular prokaryotes that can multiply by decomposing various types of organic materials, and some of them secrete polysaccharides to the outside, causing the formation of biofilms, which cause microbiologically induced corrosion. .

Fungi are eukaryotes, and they can multiply by dissolving various kinds of organic materials similar to bacteria, and among them, cellulase-secreting species disintegrate and disintegrate the fiber part of wood such as cooling towers. It causes corruption.

Various types of fungicides are aimed at killing microorganisms causing fouling or preventing surface adhesion of metals and the like, and are generally classified into oxidizing and non-oxidizing fungicides.

Halogen compounds such as chlorine and bromine are mainly used as oxidizing fungicides. They are widely used in terms of oxidizing power and economics, but have a great effect on wood erosion and metal corrosion of cooling towers. In particular, in a state in which biofilms are formed, they react with the polysaccharides they secrete before reacting with the microorganisms that cause the biofilm, and thus, the effective bactericidal effect is lowered.

Currently used non-oxidizing fungicides are 3-isothiazolone, quaternary ammonium compound, formaldehyde releasing compound, glutaraldehyde and the like, these are mainly used alone, but US Patent No. 3,282,775, US Patent No. 4,107,312, EP 0217339 and the like also illustrate sterilizing compositions in which glutaraldehyde and quaternary ammonium chlorides are combined to impart fastness and increase sterilization.

However, quaternary ammonium salts of the compounds have excellent instantaneous bactericidal properties, but are easily resistant to specific strains, and Pseudomonas spp . It has a disadvantage in that the antimicrobial activity against such strains.

On the other hand, polyalkylene guanidine salts or biguanide salts other than the above fungicides are widely used as fungicides. This polyalkylene guanidine salt or biguanide salt is a low toxicity fungicide with no skin irritation, resistance to certain microorganisms and Pseudomonas spp . It does not show the problem of dropping antibacterial activity against strains, etc., and has fast-acting effect, and is widely used as an effective disinfectant for more effective and wider control of microorganisms in various industries such as water treatment field and disinfectant, and has excellent sterilizing power and foaming property. This is small but has the disadvantage that the antibacterial spectrum is not wide.

The present invention is to solve the above-mentioned conventional problems, the object of the present invention is low toxicity, high instantaneous sterilizing power, has a long lasting sterilization, excellent sterilization effect against strains resistant to the sterilant, excellent antibacterial antiseptic broad spectrum It is to provide a bactericidal composition having an effect.

Still another object of the present invention is to provide a sterilization method using the sterilizing composition.

In order to achieve the above object, the present invention (a) a quaternary ammonium salt of formula (1); And (b) a polyalkylene guanidine salt or a biguanide salt of formula (2), wherein (a) a quaternary ammonium salt of formula (1); And (b) a sterilizing composition having a mixed weight ratio of polyalkylene guanidine salt or biguanide salt of the following Chemical Formula 2 in a range of 1: 2 to 2: 1.

(In Formula 1,

R ₁ is a C _{1 to} C ₂₇ linear or branched alkyl group or C _{6 to} C ₂₇ aryl group which does not contain a hydroxyl group, and may include a hetero atom,

R ₂ and R ₃ are the same as the methyl group, or a C ₄ to C ₆ heterocyclic structure containing oxygen and nitrogen formed by R ₂ and R ₃ bonded to each other,

R ₄ is a C ₁ to C ₂₇ straight or branched alkyl group or a C _{6 to} C ₂₇ aryl group containing a heteroatom or a benzyl substituent.)

(In Formula 2,

A is an oxyethylene, diphenyl sulfone, diphenyl sulfide, alkyl amide or C _{1 to} C ₂₀ linear or branched alkyl group having a repeating number of 1 to 100,000,

Y is free of substituents or is HCl, HBr, HI, HNO ₃ , acetic acid, benzoic acid, dehydrogenic acid, propionic acid, sorbic acid, gluconic acid, fumaric acid, phosphoric acid, maleic acid, carbonic acid, sulfuric acid, or paratoluene sulfonic acid,

B does not include a silane or an alkyl group of straight or branched C ₁ ~C ₂₀ and polyhexamethylene guanidine,

Z is an alkoxy group, chloride, bromide, iodine, acetate, sulfate, or paratoluene sulfonate, wherein OR is where R is a C ₁ -C ₂₀ straight or branched alkyl group,

x is 1 or 2,

m and n are integers of 0 or more, m + n is an integer of 1 or more,

l is an integer of 0 or 1)

In another aspect, the present invention is a microorganism control disinfectant, disinfectant, preservatives for paints and latex, cosmetic additives, additives of emulsion products, anti-rust agent for textile weaving, paper slime control agent, wood preservatives, preservatives for leather products, metal It provides a sterilization method characterized in that it is used as a preservative for processing oils, preservatives for the preparation of antibacterial fibers.

Hereinafter, the present invention will be described in more detail.

The present invention provides a novel bactericidal composition having a new synergistic effect by mixing two types of bactericides which have been widely used.

That is, quaternary ammonium salts, which have been widely used as conventional fungicides, have excellent instantaneous bactericidal properties, and are easily resistant to specific strains, and Pseudomonas spp . There was a disadvantage in that the antimicrobial activity against such strains. In addition, polyalkylene guanidine salt or biguanide salt, which has been widely used as a conventional fungicide, is a low-toxic fungicide with no skin irritation, resistance to specific microorganisms with quaternary ammonium salts, and Pseudomonas spp . It is able to supplement the parts with low antimicrobial activity against the strains, and also has fast-acting effect, and it is a fungicide that is effective for more effective and broad control of microorganisms in various industries such as water treatment field and disinfectant. Although similar and less foamy, it has the disadvantage of not having a broad antimicrobial spectrum.

The present inventors supplement the problem of resistance to certain strains, which are disadvantages of quaternary ammonium salts, and the problem of low antimicrobial activity against specific strains, with polyalkylene guanidine salts or biguanide salts, and also narrow the polyalkylene guanidine salts or biguanide salts. Complementing the antimicrobial spectrum problem with quaternary ammonium salts not only has higher sterilizing power than the quaternary ammonium salt, polyalkylene guanidine salt, or biguanide salt, but also excellent sterilizing power against resistant strains and broad antimicrobial spectrum. The present invention has been accomplished by discovering that it can be preferably used as a disinfectant.

The bactericidal composition of the present invention comprises (a) a quaternary ammonium salt of formula (1); And (b) a polyalkylene guanidine salt or a biguanide salt of formula (2), wherein (a) a quaternary ammonium salt of formula (1); And (b) the mixing weight ratio of the polyalkylene guanidine salt or biguanide salt of the formula (2) is 1: 2 to 2: 1.

[Formula 1]

(In Formula 1,

R ₁ is a C _{1 to} C ₂₇ linear or branched alkyl group or C _{6 to} C ₂₇ aryl group which does not contain a hydroxyl group, and may include a hetero atom,

R ₂ and R ₃ are the same as the methyl group, or a C ₄ to C ₆ heterocyclic structure containing oxygen and nitrogen formed by R ₂ and R ₃ bonded to each other,

R ₄ is a C ₁ to C ₂₇ straight or branched alkyl group or a C _{6 to} C ₂₇ aryl group containing a heteroatom or a benzyl substituent.)

[Formula 2]

(In Formula 2,

A is an oxyethylene, diphenyl sulfone, diphenyl sulfide, alkyl amide or C _{1 to} C ₂₀ linear or branched alkyl group having a repeating number of 1 to 100,000,

Y is free of substituents or is HCl, HBr, HI, HNO ₃ , acetic acid, benzoic acid, dehydrogenic acid, propionic acid, sorbic acid, gluconic acid, fumaric acid, phosphoric acid, maleic acid, carbonic acid, sulfuric acid, or paratoluene sulfonic acid,

B does not include a silane or an alkyl group of straight or branched C ₁ ~C ₂₀ and polyhexamethylene guanidine,

Z is an alkoxy group, chloride, bromide, iodine, acetate, sulfate, or paratoluene sulfonate, wherein OR is where R is a C ₁ -C ₂₀ straight or branched alkyl group,

x is 1 or 2 (if x is 1, guanidine, if x is 2, biguanidein),

m and n are integers of 0 or more, m + n is an integer of 1 or more,

l is an integer of 0 or 1)

According to the present invention, the higher the content of the quaternary ammonium salt of the formula (1) when only high bactericidal power is desired, the polyalkylene guanidine salt of the above formula (2) to increase the antimicrobial activity against a specific strain by increasing the bactericidal power against the resistant strain or Higher content of biguanide salts is preferred. However, in order to evenly improve both bactericidal power and antimicrobial activity against a specific strain, the mixed weight ratio of (a) the quaternary ammonium salt of Formula 1 and (b) polyalkylene guanidine salt or biguanide salt of Formula 2 in the bactericidal composition of the present invention Is preferably from 1: 2 to 2: 1. When (a) the mixed weight ratio of the quaternary ammonium salt of the formula (1) exceeds (b) 2 with respect to the mixed weight ratio of the polyalkylene guanidine salt or biguanide salt of the formula (2), the bactericidal power increases but the bactericidal power against the resistant strain decreases. It is not preferable because the antimicrobial activity for a particular strain is lowered. In addition, when (a) the mixed weight ratio of the quaternary ammonium salt of the formula (1) is less than 1 relative to the mixed weight ratio of the polyalkylene guanidine salt or biguanide salt 2 of the formula (2), the bactericidal power against the resistant strain and the antimicrobial activity against the specific strain Is excellent, but the sterilizing power is relatively low, which is not preferable.

Since the sterilizing composition of the present invention is a sterilizing agent that can be used for effective and extensive control of microorganisms in various industrial fields such as pulp and paper mills, cooling towers, and disinfecting disinfectants, it is preferably water-soluble. In addition, anyone skilled in the art to which the bactericidal composition of the present invention will know that it is preferable to use dilution from several tens to several hundred times with a solvent when using the actual sterilizing composition.

In Formula 1, R ₁ is preferably a para- (α, α, γ, γ) -tetra methyl butyl phenoxyethoxy ethyl group, and R ₂ and R ₃ are preferably a methyl group.

Moreover, it is preferable that n is 4-7, and, as for the polyalkylene guanidine salt or the biguanide salt of the said Formula 2, it is more preferable that it is the polyalkylene guanidine salt whose x is 1.

The disinfectant composition of the present invention described above is a microorganism control disinfectant, disinfectant, preservatives for paints and latex, additives for emulsion products such as cosmetic additives, shampoos, antirust agents for textile weaving, paper slime control agents, wood preservatives, and leather products. It can be preferably used as an antiseptic, an antiseptic for metal working oil, and an antiseptic for preparing antibacterial fiber.

The bactericidal action of the preservative composition of the present invention exhibits a synergistic effect that is greater than the sum of the respective bactericidal actions.

As described above, the bactericidal composition of the present invention includes both (a) a quaternary ammonium salt of Formula 1 and (b) a polyalkylene guanidine salt or a biguanide salt of Formula 2, thus having low toxicity and high instantaneous bactericidal power. It has excellent antiseptic effect against strains that have long-lasting sterilization and are resistant to fungicides, and have a broad antibacterial spectrum, thereby exhibiting synergistic effects such as excellent antiseptic effect.

Hereinafter, preferred test examples and comparative examples of the present invention are described. The following test examples and comparative examples are described for the purpose of more clearly expressing the present invention, but are not limited to the following test examples and comparative examples.

(Test Example 1)

Mixed Weight Ratio Test of Preferred Quaternary Ammonium Chloride and Polyhexamethylene Guanidine Phosphate

The synergistic effect of the composition of the two components is a bactericidal composition mixed with quaternary ammonium chloride and polyhexamethylene guanidine phosphate (PHMG) in the weight ratio shown in Table 1 with respect to the seven kinds of bacteria mixed solution (Tryptic) Soy Broth) was used according to the two-fold dilution method. At this time, the quaternary ammonium chloride was used benzalkonium chloride (Benzalkonium chloride) of the formula (1).

[Formula 1]

Wherein R ₁ is C ₈ -C ₁₈ (mainly C ₁₂ , C ₁₄ ), R ₂ , and R ₃ are each CH ₃ , and R ₄ is CH ₂ -benzyl

Synergistic effect on bacteria were tested by using 7 species of E nterobacter aerogens ATCC 13048, Escherichia coli ATCC 11229, Micrococcus luteus ATCC 9341, Pseudomonas aeruginosa ATCC 15442, Staphylococcus epidermis ATCC 155, Staphylococcus aureus ATCC 6538, Proteus vulgaris ATCC 13315.

After culturing the culture medium containing the fungicide and the microorganism for 3 days at 30 ° C., visually observing the lowest concentration of turbidity that inhibited growth, and then reducing the concentration to the minimum growth inhibitory concentration (MIC) of each fungicide or mixture thereof. Decided. The synergistic action of the fungicide is Kull, F.c. According to the method published in et al. (Appl. Microbiol, 9: 538-544 (1961)), it was measured using the ratio determined by the following equation, and the sum of QA / Qa and QB / Qb is greater than 1. In small cases, it was determined that synergy appeared.

Rise Index (SI) = (QA / Qa) + (QB / Qb)

* Qa: MIC value in ppm of compound A alone (ppm)

* Qb: MIC value of Compound B alone (ppm)

* QA: MIC value of Compound A in ppm in ppm

* QB: MIC value of compound B in ppm in ppm

The results for an example of synergy of the fungicide mixtures are shown in Table 1.

Synergistic test results of fungicide mixtures (for bacteria) Mixed weight ratio (quaternary ammonium chloride and polyhexamethylene guanidine phosphate) Qa Qb QA QB QA / Qa QB / Qb SI 2: 1 156 78 78 39 0.5 0.5 1.0 1: 1 156 78 39 39 0.25 0.5 0.75 1: 2 156 78 19.5 39 0.13 0.5 0.63

* Qa: MIC value (ppm) for the mixed strain of polyhexamethylene guanidine phosphate alone

* Qb: MIC value (ppm) for mixed strains of quaternary ammonium chloride alone

* QA: MIC value (ppm) of polyhexamethylene guanidine phosphate in the mixture

* QB: MIC value of quaternary ammonium chloride in the mixture (ppm)

From the above results, it was found that the mixing weight ratio showing the synergistic effect of the quaternary ammonium chloride and polyhexamethylene guanidine phosphate is preferably about 1: 1 to 2: 1 (SI 0.75 to 0.63).

(Test Example 2)

MIC measurement of bactericidal compositions

The MIC values of seven individual strains of the fungicide mixture in which the quaternary ammonium chloride and the polyhexamethyleneguanidine phosphate component showing synergy in the test example 1 were mixed at a ratio of 1: 1 were measured.

MIC TEST was diluted in two-fold serial dilution using a 96 multi-well plate, inoculated with microorganisms at a concentration of 104 CFU / ㎖ and incubated for 48 hours at 30 ℃, based on turbidity based on turbidity The MIC value was measured by the method of visual inspection.

As described above, turbidity was observed using Tryptic Soy Broth (Difco Co.) of Diffco Corporation, and the same strain was used as that used in Test Example 1.

In order to compare the synergistic effect on the microorganisms, a quaternary ammonium chloride solution of 50% was used as a comparative example. The MIC values for the fungicide mixture and the quaternary ammonium chloride alone solution in which the quaternary ammonium chloride and the polyhexamethylene guanidine phosphate were mixed in a 1: 1 ratio were measured and shown in Table 2 below.

MIC measurement results for each fungicide mixture of quaternary ammonium chloride and polyhexamethylene guanidine phosphate and quaternary ammonium chloride solution (in ppm) Used strain Fungicide Mixture (Test Example 2) Quaternary Ammonium Chloride (Comparative) Enterobacter aerogens ATCC 13048 20 20 Escherichia coli ATCC 11229 5 5 Staphylococcus epidermis ATCC 155 5 5 Micrococcus luteus ATCC 9341 2 5 Staphylococcus aureus ATCC 6538 2 2 Pseudomonas aeruginosa ATCC 15442 20 40 Proteus vulgaris ATCC 13315 5 5

As can be seen from the above results, a fungicide mixture of quaternary ammonium chloride and polyhexamethylene guanidine phosphate is more effective in controlling microorganisms than quaternary ammonium chloride alone, and quaternary ammonium is particularly effective in Pseudomonas spp. It was found that the resistance was effective in the control of strong species.

(Test Example 3)

Determination of oxygen required for microbial respiration

In order to determine the killing time and fast-acting and sustainability of the fungicide mixture in which the quaternary ammonium chloride and the polyhexamethyleneguanidine phosphate component were mixed at a ratio of 1: 1, the concentration of the microorganisms was tested. Microbial activity was obtained by adding 100 ppm and 500 ppm of the sterilant mixture of Test Example 1 and 100 ppm of quaternary ammonium chloride using cooling water of a polymerization cooling tower having a temperature of about 107 CFU / mL. Was measured. The respirometer used COMPUT-OX AV4R model from N-CON System Co. (USA). At this time, the solution without addition of the fungicide was used as a control example.

The amount of oxygen required for microbial respiration over time of a fungicide mixture of quaternary ammonium chloride and polyhexamethylene guanidine phosphate, quaternary ammonium chloride alone and a solution without fungicide (depending on the time required for microorganisms to grow in aerobic conditions) Oxygen consumption) measurement results are shown in Table 3 and FIG.

(Unit: ppm) Hour Control Sterilizer Mixture (100) Sterilizer Mixture (500) Quaternary Ammonium Chloride Sole Hour Control Sterilizer Mixture (100) Sterilizer Mixture (500) Quaternary Ammonium Chloride Sole One 0 0 0 0 25 351.1 0 0 0 2 0 0 0 0 26 369.2 0 0 0 3 15.1 0 0 0 27 390.3 0 0 0 4 34.2 0 0 0 28 414.5 0 0 0 5 55.3 0 0 0 29 440.6 2 0 0 6 72.4 0 0 0 30 469.8 9.8 0 0 7 89.5 0 0 0 31 498 14.7 0 0 8 107.6 0 0 0 32 527.1 15.7 0 12.2 9 125.8 0 0 0 33 554.3 16.7 0 21.3 10 143.8 0 0 0 34 581.4 16.7 0 47.6 11 161 0 0 0 35 606.6 16.7 0 64.8 12 177.1 0 0 0 36 630.8 16.7 0 81 13 192.1 0 0 0 37 654.9 16.7 0 87.1 14 207.2 0 0 0 38 677 16.7 0 103.3 15 220.3 0 0 0 39 699.1 16.7 0 111.4 16 233.4 0 0 0 40 719.3 16.7 0 118.5 17 246.5 0 0 0 41 739.4 16.7 0 124.6 18 258.5 0 0 0 42 758.5 16.7 0 130.7 19 271.6 0 0 0 43 777.6 16.7 0 135.7 20 283.7 0 0 0 44 796.7 16.7 0 140.8 21 295.7 0 0 0 45 815.8 16.7 0 144.8 22 308.8 0 0 0 46 834.9 16.7 0 147.9 23 321.9 0 0 0 47 853.1 16.7 0 149.9 24 335 0 0 0 48 870.2 16.7 0 151.9

In Table 3 and FIG. 1, an example in which 100 ppm of a quaternary ammonium chloride and polyhexamethylene guanidine phosphate is added is represented as a 'sterilizer mixture 100', and an example in which 500 ppm is added is represented as a 'sterilizer mixture 500'. It was. In addition, the case where only 100 ppm of quaternary ammonium chloride was added was expressed as 'quaternary ammonium chloride alone'.

From the above experimental results, quaternary ammonium chloride alone showed bactericidal power after 24 hours, but the persistence by the resistant strain was decreased, and the secondary growth of microorganisms appeared after about 30 hours in the presence of organic matter. In the case of the disinfectant mixture containing the quaternary ammonium chloride and polyhexamethylene guanidine phosphate, the sterilization effect and the sustainability against microorganisms were superior to quaternary ammonium chloride alone compound, because it showed fast-acting and sustained activity. When the polyalkylene guanidine salt or biguanide salt is mixed, the disadvantages of the resistant strain of the quaternary ammonium salt and the problem of the antimicrobial spectrum of the polyalkylene guanidine salt or biguanide salt are complementary, and the bactericidal power has a synergistic effect and a correlation. It can be seen that.

The bactericidal composition of the present invention is low toxicity, has high instantaneous bactericidal power, has a bactericidal persistence, has excellent bactericidal effect against strains resistant to bactericides, and has a broad antibacterial spectrum, thereby showing an excellent antiseptic effect.

Figure 1 shows the amount of oxygen required for microbial respiration when 100, 500 ppm of the fungicide mixture of the quaternary ammonium chloride and polyhexamethylene guanidine phosphate of Test Example 3 and 100 ppm of the quaternary ammonium chloride alone It is a measurement result.

Claims (5)

(a) a quaternary ammonium salt of formula (1); And (b) a polyalkylene guanidine salt or a biguanide salt of formula (2) (A) a quaternary ammonium salt of Formula 1; And (b) a sterilizing composition having a mixed weight ratio of polyalkylene guanidine salt or biguanide salt of formula (2) 1: 2 to 2: 1: [Formula 1] (In Formula 1, R ₁ is a C _{1 to} C ₂₇ linear or branched alkyl group or C _{6 to} C ₂₇ aryl group which does not contain a hydroxyl group, and may include a hetero atom, R ₂ and R ₃ are the same as the methyl group, or a C ₄ to C ₆ heterocyclic structure containing oxygen and nitrogen formed by R ₂ and R ₃ bonded to each other, R ₄ is a C ₁ to C ₂₇ straight or branched alkyl group or a C _{6 to} C ₂₇ aryl group containing a heteroatom or a benzyl substituent.) [Formula 2] (In Formula 2, A is an oxyethylene, diphenyl sulfone, diphenyl sulfide, alkyl amide or C _{1 to} C ₂₀ linear or branched alkyl group having a repeating number of 1 to 100,000, Y is free of substituents or is HCl, HBr, HI, HNO ₃ , acetic acid, benzoic acid, dehydrogenic acid, propionic acid, sorbic acid, gluconic acid, fumaric acid, phosphoric acid, maleic acid, carbonic acid, sulfuric acid, or paratoluene sulfonic acid, B does not include a silane or an alkyl group of straight or branched C ₁ ~C ₂₀ and polyhexamethylene guanidine, Z is an alkoxy group, chloride, bromide, iodine, acetate, sulfate, or paratoluene sulfonate, wherein OR is where R is a C ₁ -C ₂₀ straight or branched alkyl group, x is 1 or 2, m and n are integers of 0 or more, m + n is an integer of 1 or more, l is an integer of 0 or 1) The method of claim 1, R ₁ in Formula 1 is a para- (α, α, γ, γ) -tetra methyl butyl phenoxyethoxy ethyl group, R ₂ and R ₃ is a sterilizing composition, characterized in that the methyl group. The method of claim 1, N in Formula 2 is a sterilizing composition, characterized in that 4 to 7, The method of claim 1, In Formula 2, n is 4 to 7, and x is 1, characterized in that the sterilizing composition. The disinfectant composition according to any one of claims 1 to 4 is used for disinfecting microorganisms, disinfectants, preservatives for paints and latex, additives for cosmetics, additives for emulsion products, anticorrosive agents for textile weaving, paper slime control agents and wood. A sterilization method characterized by being used as an antiseptic, an antiseptic agent for leather products, an antiseptic agent for metal working oil, and an antiseptic agent for preparing an antibacterial fiber.