JPH078762B2 - Sterilizer for livestock - Google Patents

Sterilizer for livestock

Info

Publication number
JPH078762B2
JPH078762B2 JP24275486A JP24275486A JPH078762B2 JP H078762 B2 JPH078762 B2 JP H078762B2 JP 24275486 A JP24275486 A JP 24275486A JP 24275486 A JP24275486 A JP 24275486A JP H078762 B2 JPH078762 B2 JP H078762B2
Authority
JP
Japan
Prior art keywords
livestock
alkyl
formula
present
carbon atoms
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired - Lifetime
Application number
JP24275486A
Other languages
Japanese (ja)
Other versions
JPS6396102A (en
Inventor
徹治 岩崎
祐一 日置
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Kao Corp
Original Assignee
Kao Corp
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Kao Corp filed Critical Kao Corp
Priority to JP24275486A priority Critical patent/JPH078762B2/en
Publication of JPS6396102A publication Critical patent/JPS6396102A/en
Publication of JPH078762B2 publication Critical patent/JPH078762B2/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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Description

【発明の詳細な説明】 〔産業上の利用分野〕 本発明は畜舎用殺菌剤に関する。更に詳しくは畜舎にお
ける細菌、カビ等に対して優れた効果を発揮する殺菌剤
に関する。
DETAILED DESCRIPTION OF THE INVENTION [Field of Industrial Application] The present invention relates to a bactericide for livestock sheds. More specifically, the present invention relates to a bactericide that exhibits excellent effects against bacteria, mold and the like in livestock sheds.

〔従来の技術及びその問題点〕[Conventional technology and its problems]

牛、豚、ニワトリ等の家畜を飼育する畜舎は、これら動
物の排泄物や食物の残りの汚物等が存在し、微生物が繁
殖し易い環境であり、家畜、人に対する病原菌等の発生
する可能性が極めて高いため、畜舎の洗浄、殺菌を行う
必要がある。しかしながら、食肉用、鶏卵用家畜を飼育
している場合、動物、人間に対して毒性が低く、且つ抗
菌力の強い殺菌剤が必要である。
Livestock farms that raise livestock such as cows, pigs, and chickens are in an environment where excrements of these animals and residual dirt of food are present, and microorganisms are prone to breeding, and pathogenic bacteria, etc. to livestock and humans may occur. The livelihood is extremely high, so it is necessary to clean and sterilize the livestock shed. However, when breeding livestock for meat and eggs, a bactericide with low toxicity to animals and humans and strong antibacterial activity is required.

これらの要求を十分満足できる殺菌剤はないものの、あ
る程度抗菌力、安全性の高い殺菌活性を有する陽イオン
性界面活性剤が用いられている。それらの化合物として
例えばアルキルジメチルベンジルアンモニウム塩、置換
ベンザルコニウム塩、ジアルキルジメチルアンモニウム
塩等がある。
Although there is no bactericide that can sufficiently meet these requirements, a cationic surfactant having a certain level of antibacterial activity and safety and bactericidal activity is used. Examples of such compounds include alkyldimethylbenzylammonium salt, substituted benzalkonium salt, dialkyldimethylammonium salt and the like.

しかし、上記の陽イオン性界面活性剤では広範囲の殺
菌、カビに対して十分満足しないと共に畜舎/鶏舎など
多量に“ふん”などの排泄物が付着した所では、強く
“ふん”に吸着され殺菌性が著しく低下する欠点があ
る。
However, the above cationic surfactants are not sufficiently satisfied with a wide range of sterilization and mold, and when a large amount of excrement such as "dung" adheres to livestock / chicken, it is strongly adsorbed by "dung" and sterilized. There is a drawback that the property significantly decreases.

〔問題点を解決するための手段〕[Means for solving problems]

そこで本発明者らはこのような問題点を解決すべく抗菌
力、抗菌スペクトルの優れた化合物の開発を進めた結
果、排泄物存在下においても抗菌力が低下せず、しかも
芽胞菌をはじめとする広汎な微生物に対して優れた効力
を示す殺菌剤を見出し、本発明を完成した。
Therefore, as a result of advancing the development of compounds having an antibacterial activity and an excellent antibacterial spectrum to solve such problems, the present inventors did not reduce the antibacterial activity even in the presence of excrement, and moreover, including spore-forming bacteria. The present invention has been completed by discovering a bactericide having excellent efficacy against a wide range of microorganisms.

即ち、本発明は一般式(I) (式中、R1及びR2はそれぞれ 又は炭素数1〜4のアルキル基で、少なくとも一方が であり、R5は炭素数4〜22のアルキル又はアルケニル基
であり、R6は炭素数2〜20のアルキル又はアルケニル基
であり、R3及びR4は炭素数1〜4のアルキル基であり、
は対アニオンである。) で表される第4級アンモニウム塩からなることを特徴と
する畜舎用殺菌剤を提供するものである。
That is, the invention has the general formula (I)(In the formula, R1And R2Are each Or an alkyl group having 1 to 4 carbon atoms, at least one of which isAnd RFiveIs an alkyl or alkenyl group having 4 to 22 carbon atoms
And R6Is an alkyl or alkenyl group having 2 to 20 carbon atoms
And R3And RFourIs an alkyl group having 1 to 4 carbon atoms,
X Is a counter anion. ) A quaternary ammonium salt represented by
The present invention provides a bactericide for livestock housing.

本発明に係る一般式(I)で表される化合物は公知の方
法で製造される。例えば一般式(II)で表される3級ア
ミンをメチルクロライド、メチルブロマイド、ジメチル
硫酸などの4級化剤で4級化することにより製造され
る。
The compound represented by 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 the general formula (II) with a quaternizing agent such as methyl chloride, methyl bromide or dimethylsulfate.

{式(II)中で、R1,R2及びR3は式(I)と同じであ
る。} 式(II)で表される3級アミンも公知の方法で製造され
る。例えば、一般式(III)で表されるアルコールをメ
チルアミン又はジメチルアミンと直接アミノ化反応する
等の方法により製造される。
{In formula (II), R 1 , R 2 and R 3 are the same as in formula (I). } The tertiary amine represented by the formula (II) is also produced by a known method. For example, it is produced by a method of directly aminating the alcohol represented by the general formula (III) with methylamine or dimethylamine.

{式(III)中、R5及びR6はそれぞれ式(I)における
と同じである。} 本発明に係る一般式(I)で表される化合物のうちで
も、下記の式(IV)又は(V)で表される化合物が好適
である。
{In formula (III), R 5 and R 6 are the same as in formula (I), respectively. Of the compounds represented by the general formula (I) according to the present invention, the compounds represented by the following formula (IV) or (V) are preferable.

(式中、n+m=6〜18であり、XはCl,Br又はCH3SO4
である。) (式中、n+m=6〜18であり、XはCl,Br又はCH3SO4
である。) 本発明に用いられる前記一般式(I)で表される第4級
アンモニウム塩は、水溶液又は水分散剤として使用さ
れ、その濃度は対象物によっても異なるが、通常50〜10
00ppmである。
(In the formula, n + m = 6 to 18, X is Cl, Br or CH 3 SO 4
Is. ) (In the formula, n + m = 6 to 18, X is Cl, Br or CH 3 SO 4
Is. The quaternary ammonium salt represented by the general formula (I) used in the present invention is used as an aqueous solution or a water dispersant, and the concentration thereof is usually 50 to 10 although it varies depending on the object.
It is 00 ppm.

又、本発明の前記一般式(I)で表される第4級アモニ
ウム塩を使用するにあたり、製剤中に必要に応じて塩
類、界面活性剤及び水溶性増粘剤等を併用しても勿論構
わない。
In addition, when using the quaternary amonium salt represented by the general formula (I) of the present invention, salts, surfactants, water-soluble thickeners and the like may be used in combination in the preparation, if necessary. I do not care.

塩類としては、コハク酸、マロン酸、クエン酸、グルコ
ン酸、グルタル酸等のカルボン酸金属塩、トリポリリン
酸、ヘキサメタリン酸、リン酸等のリン酸化合物金属
塩、Na2SO4,MgSO4,等の無機塩等が挙げられる。これら
は単独或いは組み合わせても用いることができる。
Examples of salts include succinic acid, malonic acid, citric acid, gluconic acid, carboxylic acid metal salts such as glutaric acid, tripolyphosphoric acid, hexametaphosphoric acid, phosphoric acid compound metal salts such as phosphoric acid, Na 2 SO 4 , MgSO 4 , etc. And the like. These can be used alone or in combination.

界面活性剤としては、非イオン性界面活性剤及び陰イオ
ン性界面活性剤が用いられ、非イオン性界面活性剤又は
/及び陰イオン性界面活性剤としては、例えばポリオキ
シエチレン(以下POEと記す)アルキル(炭素数6〜2
2)エーテル、POEアルキル(炭素数4〜18)フェノール
エーテル、ポリオキシプロピレンポリオキシエチレン
(ブロック又はランダム)アルキルエーテル、POEフェ
ニルフェノールエーテル、POEスチレン化フェノールエ
ーテル、POEトリベンジルフェノールエーテルなどの非
イオン性界面活性剤、リグニンスルホン酸塩、アルキル
ベンゼンスルホン酸塩、アルキルスルホン酸塩、POEア
ルキルスルホン酸塩、POEアルキルフェニルエーテルス
ルホン酸塩、POEアルキルフェニルエーテルリン酸エス
テル塩、POEフェニルフェノールエーテルスルホン酸
塩、POEフェニルフェノールエーテルリン酸エステル
塩、ナフタレンスルホン酸塩、ナフタレンスルホン酸ホ
ルマリン縮合物、POEトリベンジルフェノールエーテル
スルホン酸塩、POEトリベンジルフェニルフェノールエ
ーテルリン酸エステル塩などの陰イオン性界面活性剤が
挙げられる。これらは単独又は組み合わせて用いること
ができる。その含有量は殺菌剤中0〜20重量パーセン
ト、好ましくは1〜10重量パーセントである。
As the surfactant, nonionic surfactants and anionic surfactants are used, and examples of the nonionic surfactants and / or anionic surfactants include polyoxyethylene (hereinafter referred to as POE). ) Alkyl (6 to 2 carbon atoms
2) Non-ion such as ether, POE alkyl (C4-18) phenol ether, polyoxypropylene polyoxyethylene (block or random) alkyl ether, POE phenylphenol ether, POE styrenated phenol ether, POE tribenzylphenol ether Surfactant, lignin sulfonate, alkylbenzene sulfonate, alkyl sulfonate, POE alkyl sulfonate, POE alkyl phenyl ether sulfonate, POE alkyl phenyl ether phosphate ester salt, POE phenyl phenol ether sulfonate , POE phenylphenol ether phosphate salt, naphthalene sulfonate, naphthalene sulfonic acid formalin condensate, POE tribenzylphenol ether sulfonate, POE tribenzyl phenylpheno Anionic surfactants such as ether phosphoric acid ester salts. These can be used alone or in combination. Its content in the fungicide is 0 to 20% by weight, preferably 1 to 10% by weight.

水溶性増粘剤としては、天然、半合成及び合成の水溶性
増粘剤はいずれも使用でき、天然粘質物では、微生物由
来のザンサンガム、ザンフロー、植物由来のペクチン、
アラビアゴム、グアーゴムなどが、半合成粘質物ではセ
ルロースまたはでんぷん誘導体のメチル化物、カルボキ
シアルキル化物、ヒドロキシアルキル化物(メチルセル
ロース、カルボキシメチルセルロース、ヒドロキシメチ
ルセルロースなどを含む)、ソルビトールなどが、また
合成粘質物ではポリアクリル酸塩、ポリマレイン酸塩、
ポリビニルピロリドン、ペンタエリスリトールE0付加物
などが具体例として挙げられる。水溶性増粘剤は、殺菌
剤中約0〜3.0重量%、好ましくは約0.05〜0.5重量%配
合される。
As the water-soluble thickener, natural, semi-synthetic and synthetic water-soluble thickeners can be used, natural mucilage, zansan gum derived from microorganisms, Zanflow, plant-derived pectin,
Gum arabic, guar gum, etc. are semi-synthetic mucilages such as methylated products of cellulose or starch derivatives, carboxyalkylated products, hydroxyalkylated products (including methylcellulose, carboxymethylcellulose, hydroxymethylcellulose, etc.), sorbitol, etc. Acrylate, polymaleate,
Specific examples include polyvinylpyrrolidone and pentaerythritol E0 adduct. The water-soluble thickener is incorporated in the bactericide in an amount of about 0 to 3.0% by weight, preferably about 0.05 to 0.5% by weight.

〔作用・効果〕[Action / effect]

本発明の殺菌剤が、牛、豚、鶏等の家畜舎における殺菌
等に対し、これまでの第4級アンモニウム塩では得られ
なかった顕著な殺菌効果を発揮する機作について必ずし
も明確ではないが、第4級アンモニウム塩のアルキル基
として、 のような分枝基を導入することにより菌に対しては細胞
膜に不可逆的な変性をおこさせ死にいたらしめるものと
考えられる。又、家畜舎の“ふん”に対しては分子立体
的にかさ高いため吸着が起こりにくいとともに、吸着さ
れた場合でも可逆的な脱離がおこるものと思われる。
Although the bactericide of the present invention is not necessarily clear about the mechanism of exerting a remarkable bactericidal effect which has not been obtained by the quaternary ammonium salt so far, for sterilization in livestock houses such as cattle, pigs and chickens, etc. , As the alkyl group of the quaternary ammonium salt, It is considered that the introduction of such a branching group causes irreversible denaturation of the cell membrane and kills the bacteria. In addition, it is thought that adsorption is unlikely to occur to the "fun" of livestock housing due to its molecular bulkiness, and reversible desorption occurs even if it is adsorbed.

〔実施例〕〔Example〕

次に本発明の殺菌剤を各種分野に用いた実施例を挙げて
具体的に説明するが、本発明の殺菌剤はこれらの実施例
に限定されるものではない。
Next, the disinfectant of the present invention will be specifically described with reference to examples using various fields, but the disinfectant of the present invention is not limited to these examples.

尚、以下に実施例で用いた本発明品(No.1〜6)及び比
較品(No.1〜3)の構造を示す。
The structures of the products of the present invention (Nos. 1 to 6) and comparative products (Nos. 1 to 3) used in the examples are shown below.

本発明品No. 本発明品No. 比較品No. 実施例1 本発明品及び比較品を各種濃度に調製し、その後予め液
体培地にて培養した大腸菌(E.Coli),クレブシェラ・
ニューモニア(Klebsiella pne-umoniae)を5分間接触
させ、その後集菌し新しい培地に植え次ぎ、一定時間放
置後これら菌の生育状態を下記の基準で評価した。
Invention product No. Invention product No. Comparative product No. Example 1 E. Coli and Klebsiella cultivated in various concentrations of the product of the present invention and the comparative product and then cultured in a liquid medium in advance
Pneumonia (Klebsiella pne-umoniae) was contacted for 5 minutes, then the cells were collected, planted in a new medium, allowed to stand for a certain period of time, and the growth state of these cells was evaluated according to the following criteria.

結果を表1に示す。The results are shown in Table 1.

<評 価> + 生育せず(コロニーの形成なし) ± 僅かに生育(コロニー5個まで) + 生育を示す(コロニー5個以上) 実施例2 正確に秤量した試料を水に溶解し、各濃度に調製し、1m
lを9cmのシャーレに流した。加温溶解した寒天培地を9m
l分注し、均一に混合して固化した。各平板にアスペル
ギルス・ニガー(Aspergillus niger)、クラドスポリ
ウム・ハーバリウム(Cladosporium herbarium)、ボト
リティス・シネリア(Botoritis cinerea)の試験菌を
接種して一定条件で培養後、発育を完全に阻止する最小
濃度(minimum inhibitory conce-ntration MICμg/m
l)を求めた。
<Evaluation> + No growth (no colony formation) ± Slight growth (up to 5 colonies) + Growth (5 or more colonies) Example 2 An accurately weighed sample was dissolved in water to prepare each concentration, and 1 m
l was poured into a 9 cm dish. 9m of heated agar medium
It was dispensed, mixed uniformly and solidified. Each plate was inoculated with Aspergillus niger, Cladosporium herbarium, and Botoritis cinerea test strains, and after culturing under certain conditions, the minimum concentration that completely inhibits growth (Minimum inhibitory conce-ntration MIC μg / m
l) was sought.

その結果を表2に示す。The results are shown in Table 2.

実施例3 本発明品及び比較品の10,50,100ppmの濃度溶液を作り、
その中に乾燥させたニワトリの“ふん”を0.8%になる
ように投入し、10分間振盪撹拌させた後、遠心分離機に
よりニワトリの“ふん”を取り除いた。その後大腸菌を
5分間接触させ、集菌後新しい倍地に植えつぎ、一定時
間放置後、実施例1の同じ方法にて評価した。表3に結
果を示す。
Example 3 A solution having a concentration of 10,50,100 ppm of the product of the present invention and the comparative product was prepared,
The dried chicken "dung" was added to 0.8% of the mixture, the mixture was shaken and stirred for 10 minutes, and then the chicken "dung" was removed by a centrifuge. After that, Escherichia coli was contacted for 5 minutes, and after harvesting, it was planted in a new medium and left for a certain period of time, and then evaluated by the same method as in Example 1. The results are shown in Table 3.

Claims (1)

【特許請求の範囲】[Claims] 【請求項1】一般式(I) (式中、R1及びR2はそれぞれ 又は炭素数1〜4のアルキル基で、少なくとも一方が であり、R5は炭素数4〜22のアルキル又はアルケニル基
であり、R6は炭素数2〜20のアルキル又はアルケニル基
であり、R3及びR4は炭素数1〜4のアルキル基であり、
は対アニオンである。) で表される第4級アンモニウム塩からなることを特徴と
する畜舎用殺菌剤。
1. A general formula (I)(In the formula, R1And R2Are eachOr an alkyl group having 1 to 4 carbon atoms, at least one of which isAnd RFiveIs an alkyl or alkenyl group having 4 to 22 carbon atoms
And R6Is an alkyl or alkenyl group having 2 to 20 carbon atoms
And R3And RFourIs an alkyl group having 1 to 4 carbon atoms,
X Is a counter anion. ) A quaternary ammonium salt represented by
Sterilizer for livestock.
JP24275486A 1986-10-13 1986-10-13 Sterilizer for livestock Expired - Lifetime JPH078762B2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP24275486A JPH078762B2 (en) 1986-10-13 1986-10-13 Sterilizer for livestock

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP24275486A JPH078762B2 (en) 1986-10-13 1986-10-13 Sterilizer for livestock

Publications (2)

Publication Number Publication Date
JPS6396102A JPS6396102A (en) 1988-04-27
JPH078762B2 true JPH078762B2 (en) 1995-02-01

Family

ID=17093767

Family Applications (1)

Application Number Title Priority Date Filing Date
JP24275486A Expired - Lifetime JPH078762B2 (en) 1986-10-13 1986-10-13 Sterilizer for livestock

Country Status (1)

Country Link
JP (1) JPH078762B2 (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2516418B2 (en) * 1989-01-10 1996-07-24 三洋化成工業株式会社 Disinfectant composition

Also Published As

Publication number Publication date
JPS6396102A (en) 1988-04-27

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