JPS6396102A - Germicide for barn - Google Patents

Abstract

PURPOSE:To obtain a germicide for barns for cattle, pigs, chickens, etc., showing excellent effects on bacteria and molds in barns, containing a specific quaternary ammonium salt as an active ingredient. CONSTITUTION:A germicide for barns containing a quaternary ammonium salt such as a compound shown by formula IV or formula V shown by formula I [R<1> and R<2> are group shown by formula II (R5 is 4-22C alkyl or alkenyl; R6 is 2-20C alkyl or alkenyl), group shown by formula III or 1-4C alkyl and at least one of R1 and R2 is group shown by formula II; R3 and R4 are 1-4C alkyl or -CH2CH2OH; X<-> is pair anion] as an active ingredient. The active ingredient shown by the formula I is obtained by quaternizing a tertiary amine shown by formula VI with a quaternizing agent such as methyl chloride, methyl bromide, dimethyl sulfate, etc., and used as an aqueous solution or an aqueous dispersion. The pressure is usually 50-1,000ppm. A salt, a surface active agent, etc., may be used with the active ingredient when used.

Description

DETAILED DESCRIPTION OF THE INVENTION [Field of Industrial Application] The present invention relates to a disinfectant for livestock housing. More specifically, the present invention relates to a disinfectant that exhibits excellent effects against bacteria, mold, etc. in livestock barns.

[Conventional technology and its problems]

Livestock barns where livestock such as cows, pigs, and chickens are raised are filled with animal excrement and food waste, creating an environment where microorganisms can easily breed, and there is a possibility that pathogens for livestock and humans may occur. Because of the extremely high levels of oxidation, it is necessary to clean and sterilize livestock barns.

However, when raising livestock for meat and eggs, a disinfectant that is low in toxicity to animals and humans and has strong antibacterial activity is required.

Although there is no bactericidal agent that fully satisfies these requirements, cationic surfactants are used that have some degree of antibacterial activity and safe bactericidal activity. Examples of such compounds include alkyldimethylbenzylammonium salts, substituted benzalkonium salts, dialkyldimethylammonium salts, and the like.

However, the above-mentioned cationic surfactants are not sufficiently effective against a wide range of bacteria and molds, and in places where a large amount of excrement such as feces adheres, such as livestock houses and poultry houses, they are strongly adsorbed to the feces and sterilize them. The disadvantage is that the activity is significantly reduced.

[Means for solving problems]

Therefore, in order to solve these problems, the present inventors proceeded with the development of a compound with excellent antibacterial activity and antibacterial spectrum.As a result, the antibacterial activity does not decrease even in the presence of excrement, and it is effective against spore-forming bacteria and other bacteria. The present invention has been completed by discovering a disinfectant that exhibits excellent efficacy against a wide range of microorganisms.

That is, the present invention relates to the general formula (1) (wherein R1 and R2 are each R, -CH-CH, -
.

■ R.

At least one is R, -C)I-CI□-, and R1
is an alkyl or alkenyl group having 4 to 22 carbon atoms, and R
6 is an alkyl or alkenyl group having 2 to 20 carbon atoms, and R1 and R4 are an alkyl group having 1 to 4 carbon atoms or -CI
IzCIlzOH, and x8 is the counter anion. ) A disinfectant for livestock housing is provided, which is characterized by comprising a quaternary ammonium salt represented by:

The compound represented by general formula (I) according to the present invention is produced by a known method. For example, it is produced by quaternizing a tertiary amine represented by general formula (n) with a quaternizing agent such as methyl chloride, methyl bromide, or dimethyl sulfate.

(In formula (n), R1+ Rz and R3 are the same as in formula (I).) The tertiary amine represented by formula (I[) is also produced by a known method. For example, it is produced by a method such as direct amination reaction of the alcohol represented by the general formula (II[) with methylamine or dimethylamine.

Rs-CH-CHz-OH(I[l) (In formula (III), R3 and R1 are each the same as in formula (1).) Of the compound represented by general formula (1) according to the present invention Among these, compounds represented by the following formula (TV) or (V) are preferred.

(In the formula, n + m = 6 to 18, X is CI, B
r or C1hS04. ) ■) (In the formula, n+m = 6 to 18, X is CI, B
r or C113SO. ) The quaternary ammonium salt represented by the general formula (1) used in the present invention is used as an aqueous solution or an aqueous dispersant, and its concentration varies depending on the object, but is usually 50 to 1
It is 1000pp.

In addition, when using the quaternary ammonium salt represented by the general formula (1) of the present invention, it is of course possible to use salts, surfactants, water-soluble thickeners, etc. in combination as necessary in the formulation. I do not care.

Examples of salts include carboxylic acid metal salts such as succinic acid, malonic acid, citric acid, gluconic acid, and glutaric acid, phosphoric acid compound metal salts such as tripolyphosphoric acid, hexametaphosphoric acid, and phosphoric acid, and inorganic salts such as NazSO4+ MgSO4+. It will be done. These can be used alone or in combination.

As the surfactant, a nonionic surfactant and an anionic surfactant are used. Examples of the nonionic surfactant and/or anionic surfactant include polyoxyethylene (hereinafter referred to as POE). ) Alkyl (carbon number 6~
22) Ether, POE alkyl (4 to 18 carbon atoms) phenol ether, polyoxypropylene polyoxyethylene (block or random) alkyl ether, P
Nonionic surfactants such as OE phenylphenol ether, POE styrenated phephenol ether (OE) ribenzylphenol ether, lignin sulfonate, alkylbenzene sulfonate, alkyl sulfonate, POE alkyl sulfonate, POE alkylphenyl Ether sulfonate, POE alkylphenyl ether phosphate salt, POE phenylphenol ether sulfonate, POE phenylphenol ether phosphate salt, naphthalene sulfonate, naphthalene sulfonic acid formalin condensate, POE) ribenzylphenol ether sulfone Examples include anionic surfactants such as acid salts and POEI-ribenzylphenylphenol ether phosphate ester salts. These can be used alone or in combination.

Its content is O to 20% by weight in the disinfectant, preferably 1 to 10% by weight.

As the water-soluble thickener, any of natural, semi-synthetic and synthetic water-soluble thickeners can be used. Natural mucilages include xanthan gum and xanfro derived from minute substances, pectin derived from plants,
Gum arabic, guar gum, etc. are used as semi-synthetic mucilage substances such as methylated products, carboxyalkylated products, hydroxyalkylated products (including methyl cellulose, carboxymethyl cellulose, hydroxymethyl cellulose, etc.) of cellulose or 4 starch derivatives, sorbitol, etc., and synthetic mucilage products. So polyacrylate, polymaleate,
Specific examples include polyvinylpyrrolidone and pentaerythritol EO adduct. The water-soluble thickener is about 0 to 3.0% by weight in the seedling agent, preferably about 0.05 to 0.
．． It is blended in an amount of 5% by weight.

[Action/Effect]

It is not necessarily clear how the fungicide of the present invention exerts the remarkable bactericidal effect in livestock housing for cattle, pigs, chickens, etc. that has not been achieved with conventional quaternary ammonium salts. However, by introducing a branched group such as R5-CI (-C1+□-) into the alkyl group of the quaternary ammonium salt, R2 causes irreversible denaturation of cell membranes and kills bacteria. it is conceivable that.

In addition, it is difficult for adsorption to occur in the "feces" of livestock barns because the molecules are sterically bulky, and even if they are adsorbed, reversible desorption is thought to occur.

〔Example〕

Next, the disinfectant of the present invention will be specifically explained with reference to examples in which it is used in various fields, but the disinfectant of the present invention is not limited to these Examples.

The structures of the products of the present invention (Nos. 1 to 6) and comparative products (Nas 1 to 3) used in Examples are shown below.

Example 1 Escherichia coli (E, Co11) was prepared from the present invention product and the comparative product at various concentrations, and then cultured in a liquid medium in advance.

Talebsiella pneumonia
pne-umon 1ae) for 5 minutes, and then the bacteria were collected and planted in a new medium, and after being left for a certain period of time, the growth state of these bacteria was evaluated using the following criteria.

The results are shown in Table 1.

Good evaluation> + No growth (no colony formation) ± Slight growth (up to 5 colonies) + Growth (more than 5 colonies) Table 1 Example 2 An accurately weighed sample was dissolved in water, Prepared to each concentration, 1
m7 was poured into a 9 cm petri dish. The heated and dissolved agar medium was dispensed into 9 ml portions, mixed uniformly, and solidified. Aspergillus niger (Δspergillus) on each plate
niger), Cladosporium barbarium (C
ladosporium herbarium), Botoritis cinerium
After inoculating the test bacteria of ea) and culturing under certain conditions, the minimum concentration that completely inhibits growth (minimum 1nhH+1
tory conce-ntration MICμ9
/+n7) was calculated.

The results are shown in Table 2.

Table 2 MIC Example 3 4 of 10.50.100 ppm of the present invention product and comparative product
I made a solution and put dried chicken feces in it.
was added to the solution at a concentration of 0.8%, and after shaking and stirring for 10 minutes, the "feces" of Niel-IJ were removed using a centrifugal bone FJia. Thereafter, E. coli was brought into contact for 5 minutes, and after collecting the bacteria, they were planted in a new medium, left for a certain period of time, and then evaluated in the same manner as in Example 1. Table 3 shows the results.

Table 3

Claims (1)

[Claims] General formula (I) ▲There are mathematical formulas, chemical formulas, tables, etc.▼……(I) (In the formula, R_1 and R_2 are respectively ▲mathematical formulas, chemical formulas, tables, etc.)
There are tables, etc. ▼, ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼
or an alkyl group having 1 to 4 carbon atoms, at least one of which is ▲Numerical formula, chemical formula, table, etc.▼, R_5 is an alkyl or alkenyl group having 4 to 22 carbon atoms, and R_6 is an alkyl group having 2 to 20 carbon atoms. It is an alkyl or alkenyl group, R_3 and R_4 are an alkyl group having 1 to 4 carbon atoms or -CH_2CH_2OH, and X^■
is the counter-anion. ) A disinfectant for livestock housing, characterized by comprising a quaternary ammonium salt represented by: