JPH01102002A - Germicidal disinfectant composition - Google Patents

Germicidal disinfectant composition

Info

Publication number
JPH01102002A
JPH01102002A JP26136487A JP26136487A JPH01102002A JP H01102002 A JPH01102002 A JP H01102002A JP 26136487 A JP26136487 A JP 26136487A JP 26136487 A JP26136487 A JP 26136487A JP H01102002 A JPH01102002 A JP H01102002A
Authority
JP
Japan
Prior art keywords
formula
disinfectant
alkenyl
compound expressed
sterilizing
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.)
Pending
Application number
JP26136487A
Other languages
Japanese (ja)
Inventor
Tetsuharu Iwasaki
岩崎 徹治
Toshio Kamisaka
上坂 敏雄
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 JP26136487A priority Critical patent/JPH01102002A/en
Publication of JPH01102002A publication Critical patent/JPH01102002A/en
Pending legal-status Critical Current

Links

Abstract

PURPOSE:To obtain the titled composition effective in sterilization and disinfection of various of buildings and environments, such as food factories, barns, piggeries or poultry houses, preservation of wood from decay and moulds at home, by combining a well-known effect enhancer for a germicidal disinfectant with the germicidal disinfectant at a specific ratio. CONSTITUTION:A germicidal disinfectant composition containing a compound expressed by formula I [R1 is alkyl or alkenyl; R2 and R3 are CH3, CH2CH3 or (CH2CH2O)pH (p is 1-15)] (e.g. a compound expressed by formula II) and a compound expressed by formula III [R4 and R5 are methyl, ethyl, alkyl or alkenyl and at least one thereof is alkyl or alkenyl); R6 is CH3, CH2CH3, formula IV or V; R7 is CH3 or CH2CH3; X<-> is counter anion] (e.g. a compound expressed by formula IV) at 1:1-20:1 weight ratio.

Description

【発明の詳細な説明】 〔産業上の利用分野〕 本発明は殺菌消毒剤組成物に関し、詳しくは、食品工場
、畜舎、豚舎、鶏舎などの建物、環境の殺菌消毒、木材
の防腐、製紙工程での防腐など各種産業分野での防腐に
優れた効力を発揮し、或いは家庭など常時湿気を帯びた
トイレ、風呂場、台所などで繁殖しやすいカビなどに対
しても優れた殺菌消毒活性を発揮する、殺菌消毒剤組成
物に関する。
[Detailed Description of the Invention] [Field of Industrial Application] The present invention relates to a sterilizing disinfectant composition, and more specifically, it is used for sterilizing and disinfecting buildings such as food factories, livestock houses, pig houses, poultry houses, environments, preservatives of wood, and paper manufacturing processes. It exhibits excellent antiseptic effects in various industrial fields such as antiseptics, and also exhibits excellent sterilizing and disinfecting activity against mold that tends to grow in constantly humid rooms such as toilets, bathrooms, and kitchens. The present invention relates to a germicidal disinfectant composition.

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

殺菌消毒剤は、乳剤、水和剤、フロワブル剤、粉剤、く
ん煙剤などの剤型にて使用され“Cいる。
Bactericidal disinfectants are used in the form of emulsions, wettable powders, flowables, powders, fumes, etc.

その際、原体の活性を十分に引き出すために製剤物性上
、種々の工夫がなされているが、殺菌消毒剤の効力を更
に増強させるまでには到っていない。
At this time, various efforts have been made to improve the physical properties of the formulation in order to fully bring out the activity of the drug substance, but this has not yet led to further enhancement of the efficacy of the sterilizing agent.

よって、殺菌消毒剤の開発が一層困難な状況にある現在
、特に、既存殺菌消毒剤の活性を一層増強させることは
大いに意味のあることである。
Therefore, it is of great significance to further enhance the activity of existing sterilizing disinfectants, especially as the development of sterilizing disinfectants is becoming increasingly difficult.

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

本発明者らは鋭意検討を積み重ねた結果、特定の化合物
が殺菌消毒剤に対して効力を顕著に増強させることを見
出し、本発明を完成した。
As a result of extensive studies, the present inventors have discovered that a specific compound significantly enhances the efficacy of disinfectants, and have completed the present invention.

即ち本発明は、一般式(I)で表される化合物と一般式
(II)で表される化合物とを重量比で1:1〜20:
1の割合で含有することを特徴とする殺菌消毒剤組成物
を提供するものである。
That is, the present invention provides a compound represented by general formula (I) and a compound represented by general formula (II) in a weight ratio of 1:1 to 20:
The present invention provides a sterilizing disinfectant composition characterized in that the composition contains 1 part of the sterilizing agent.

R,−N→0        ・・・(I)R5 〔式(I)中、RIは炭素数10〜14のアルキル基又
はアルケニル基、R,、R,はそれぞれCH3、CH2
CH3又は(CH2C)120) 、H(pは1〜15
の整数)である。〕〔式(n)中、R4、R5はメチル
基、エチル基、炭素数10〜14のアルキル基又はアル
ケニル基で、少なくとも一方は炭素数10〜14のアル
キル基又一般式(II)における対アニオンXは特に限
定されないが、好ましいものとして、CH,SO,、ハ
ロゲン原子(CI、 []r、 I)、C,H5SO4
、HO(CH2) qCOO(qは1〜5の整数)等が
例示される。
R, -N→0...(I)R5 [In formula (I), RI is an alkyl group or alkenyl group having 10 to 14 carbon atoms, R, , R, are CH3 and CH2, respectively
CH3 or (CH2C)120), H (p is 1-15
). [In formula (n), R4 and R5 are a methyl group, an ethyl group, an alkyl group having 10 to 14 carbon atoms, or an alkenyl group, and at least one of them is an alkyl group having 10 to 14 carbon atoms or a pair in general formula (II). The anion X is not particularly limited, but preferable ones include CH, SO, halogen atom (CI, []r, I), C, H5SO4
, HO(CH2) qCOO (q is an integer from 1 to 5), and the like.

なお、本発明に係る前記一般式(I)又は(II)で表
される化合物は公知の方法で製造される。
The compound represented by the general formula (I) or (II) according to the present invention is produced by a known method.

本発明に係る一般式(I)で表される化合物は殺菌消毒
剤の効力増強剤として用いられるものであり、中でも下
記の式(III)又は(TV)で表される化合物が好適
である。
The compound represented by the general formula (I) according to the present invention is used as an efficacy enhancer of a disinfectant, and among them, the compound represented by the following formula (III) or (TV) is suitable.

CH。CH.

CH,−(CH2)ll−11→0       ・・
・(III)CH。
CH,-(CH2)ll-11→0...
・(III) CH.

〔式(III)中、nは9〜13の、整数である。〕(
CH,CH20)、 H ■ CH3−(C)I2) 、、−N→ロ        
        ・・・ (rV)(CII2[:LD
L H 〔式(IV)中、nは9〜13、X、yはそれぞれ1〜
15の整数である。
[In formula (III), n is an integer of 9 to 13. 〕(
CH, CH20), H ■ CH3-(C)I2) , -N→Ro
... (rV) (CII2[:LD
L H [In formula (IV), n is 9 to 13, X and y are each 1 to
It is an integer of 15.

本発明に係る一般式(If)で表される化合物は殺菌消
毒剤として用いられるものであり、中でも下記の式(V
)〜(IX)で表される化合物が好適である。
The compound represented by the general formula (If) according to the present invention is used as a sterilizing disinfectant, and among them, the compound represented by the following formula (V
) to (IX) are preferred.

(式中、n=9〜13であり、XはCI、 Or又はI
である。) (式中、n+m = 6〜lOであり、XはC1、Br
又はIである。) (式中、n+m =18〜26であり、XはCl5Dr
又は■である。) (式中、n+m = 6〜10であり、XはCI、 S
r又はIである。) (式中、n+m = 6〜10であり、XはCI、Or
又はIである。) 本発明の殺菌消毒剤組成物は、薬害なく効力を、前記一
般式(II)で表される殺菌消毒剤単独の場合と比較し
て5〜10倍増大させることができる。
(In the formula, n = 9 to 13, and X is CI, Or or I
It is. ) (where n+m = 6~1O, X is C1, Br
Or I. ) (In the formula, n+m = 18 to 26, and X is Cl5Dr
Or ■. ) (where n+m = 6 to 10, X is CI, S
r or I. ) (where n+m = 6 to 10, X is CI, Or
Or I. ) The sterilizing disinfectant composition of the present invention can increase the efficacy by 5 to 10 times as compared to the case of the sterilizing disinfectant represented by the general formula (II) alone without causing chemical harm.

本発明に係る前記一般式(I)で表される効力増強剤の
使用量は、通常、前記一般式(n)で表される殺菌消毒
剤に対し重量比で1:1〜1:20が好ましい。
The amount of the efficacy enhancer represented by the general formula (I) according to the present invention to be used is usually 1:1 to 1:20 by weight to the sterilizing agent represented by the general formula (n). preferable.

本発明の殺菌消毒剤組成物は、乳剤、フロワブル剤、水
和剤、粉剤、くん煙剤等、いずれの製剤型でも用いるこ
とができ、型は問わない。
The sterilizing disinfectant composition of the present invention can be used in any formulation form, such as an emulsion, a flowable agent, a wettable powder, a powder, a smoke agent, etc., and the type does not matter.

従って、その製剤型に応じ、他の添加剤、例えば乳化剤
、分散剤、担体等を加えることができる。
Therefore, depending on the formulation type, other additives such as emulsifiers, dispersants, carriers, etc. can be added.

本発明殺菌消毒剤組成物の使用に当たっては、上記各種
剤型中に入れて処方化する場合と、希釈使用時に別添に
て使用する方法があるが、どちらの方法にても本発明の
殺菌消毒剤組成物は効力増強効果が得られる。
When using the sterilizing disinfectant composition of the present invention, there are two methods: formulating it by putting it into the various dosage forms mentioned above, and using it as a separate attachment when diluted. Disinfectant compositions can provide efficacy enhancement effects.

本発明の殺菌消毒剤組成物が、いかにしてこの様な顕著
な効力増強作用を呈するかについて。
How the germicidal disinfectant composition of the present invention exhibits such a remarkable potency-enhancing effect.

の機作は必ずしも明らかではないが、本発明に係る前記
一般式(I)で表される効力増強剤が菌体表面の細胞膜
や脂質に作用し、前記一般式(II)で表される殺菌消
毒剤の菌体内への浸透を促すものと推察される。
Although the mechanism is not necessarily clear, the efficacy enhancer represented by the general formula (I) according to the present invention acts on cell membranes and lipids on the surface of bacterial cells, resulting in the bactericidal effect represented by the general formula (II). It is presumed that this promotes the penetration of the disinfectant into the bacterial cells.

〔実施例〕〔Example〕

次に具体例を挙げて本発明の殺菌消毒剤組成物を説明す
るが、本発明はこれらの実施例に限定されるものではな
い。
Next, the sterilizing and disinfecting composition of the present invention will be explained by giving specific examples, but the present invention is not limited to these examples.

尚、以下に実施例で用いた本発明に係る効力増強剤(化
合物1〜4)と使用した殺菌消毒剤原体の構造、及び殺
菌消毒剤処方例を示す。
In addition, the structures of the efficacy enhancers (compounds 1 to 4) according to the present invention used in Examples and the sterilizing disinfectant raw materials used, and examples of sterilizing disinfectant formulations are shown below.

■ CIJ2s  N→0 CHo 督 C,、H,、−N−0 wHs Cl0821  N−0(×+yは8)(Ctl、CH
20L H ■ C1□H2,−N→0 CH2Cl1.0)! 使用した殺菌消毒剤原体 く処 方 例〉 処方例1 化合物1        4% 水               94  %処方例2 殺菌消毒剤原体      2% 化合物2        4% 水               94  %処方例3 殺菌消毒剤原体      2% 化合物3        4% 水               94 %処方例4 殺菌消毒剤原体      2% 化合物4        4% 水               96  %比較処方
例1 殺菌消毒剤原体      6% 水               94  %比較処方
例2 化合物1        6% 水               94  %実施例1 本発明の効力増強剤を用いた処方例1〜4、及び比較処
方例1〜2の殺菌消毒剤組成物を各種濃度に調整し、そ
の後、予め液体培地にて培養した大腸菌(Bscher
ichia coli)、枯草菌(Ba−cillus
 5ubtilis)を5分間接触させ、その後集菌し
、新しい培地に植えつぎ、一定時間放置後、これらの菌
の生育状態を下記の基準にて評価した。
■ CIJ2s N→0 CHo Kan C,, H,, -N-0 wHs Cl0821 N-0 (x+y is 8) (Ctl, CH
20L H ■ C1□H2, -N→0 CH2Cl1.0)! Examples of active disinfectant formulations used Prescription example 1 Compound 1 4% Water 94% Formulation example 2 Active disinfectant 2% Compound 2 4% Water 94% Formulation example 3 Active disinfectant 2% Compound 3 4% Water 94% Formulation Example 4 Disinfectant active ingredient 2% Compound 4 4% Water 96% Comparative Prescription Example 1 Sterilizing disinfectant active ingredient 6% Water 94% Comparative Formulation Example 2 Compound 1 6% Water 94% Example 1. The sterilizing disinfectant compositions of Prescription Examples 1 to 4 and Comparative Prescription Examples 1 to 2 using the efficacy enhancer of the present invention were adjusted to various concentrations, and then E. coli (Bscher
ichia coli), Bacillus subtilis
5ubtilis) for 5 minutes, and then the bacteria were collected, planted in a new medium, and left to stand for a certain period of time, and the growth status of these bacteria was evaluated based on 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) 十 生育を示す(コロニー5個以上) 表−1 実施例2 正確に秤量した処方例1〜4及び比較処方例1〜2の殺
菌消毒剤組成物を水に溶解し、各種濃度に調整し、その
1−を9cmのシャーレに流した。加温溶解した寒天培
地を91rd!分注し、均一に混合して固化した。
<Evaluation> - No growth (no colony formation) ± Slight growth (up to 5 colonies) 10 Showing growth (5 or more colonies) Table 1 Example 2 Accurately weighed formulation examples 1 to 4 and The disinfectant compositions of Comparative Formulation Examples 1 and 2 were dissolved in water, adjusted to various concentrations, and poured into a 9 cm petri dish. 91rd using heated and dissolved agar medium! The mixture was dispensed, mixed uniformly, and solidified.

各平板にアスペルギルス・ニカ−(Aspergil 
lusniger)、ボトリティス・シネリア(Bot
oritiscinerea) 、タラトスポリウム・
バーバリウム(Cladosporium herba
rium)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 1nh
ibitory concentration MIC
μg/−) を求めた。
Aspergillus nica (Aspergillus nica) on each plate
lusniger), Botrytis cinerea (Bot
oritiscinerea), Talatosporium
Barbarium (Cladosporium herba)
After inoculating the test bacteria of M.rium and culturing under certain conditions, the minimum concentration that completely inhibits the growth (minimum 1nh
ibitory concentration MIC
μg/-) was determined.

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

□□□□□□□□ 表−2 実施例3 グロープシコース法に準じて、まず実験者の手にゴム手
袋をはめ、手袋内にサンプリング液を入れ、その上から
マツサージを行い、回収液を培養し、初期菌数値を求め
る。
□□□□□□□□ Table-2 Example 3 According to the globe sicose method, first put rubber gloves on the experimenter's hands, put the sampling liquid into the gloves, perform pine surge over it, and collect the collected liquid. Culture and determine the initial bacterial count.

次に、処方例1〜4及び比較処方例1〜2の殺菌消毒剤
組成物を500ppmに調整した液にて手指消毒−、ゴ
ム手袋をはめ、直後並びに30分後、1時間後、2時間
後に初期菌数値測定と同様の操作で手指に残存する菌を
回収し、菌数値を求め、以下の式で滅菌率を求めた。
Next, the hands were disinfected with a solution containing the sterilizing disinfectant compositions of Prescription Examples 1 to 4 and Comparative Prescription Examples 1 to 2 adjusted to 500 ppm, and rubber gloves were put on, immediately after, 30 minutes later, 1 hour later, and 2 hours later. Afterwards, the remaining bacteria on the hands and fingers were collected using the same procedure as the initial bacterial count measurement, the bacterial count was determined, and the sterilization rate was determined using the following formula.

その結果を表−3に示す。The results are shown in Table-3.

表−3 出願人代理人  古 谷   馨Table-3 Applicant's agent Kaoru Furutani

Claims (1)

【特許請求の範囲】 一般式( I )で表される化合物と一般式(II)で表さ
れる化合物とを重量比で1:1〜20:1の割合で含有
することを特徴とする殺菌消毒剤組成物。 ▲数式、化学式、表等があります▼・・・( I ) 〔式( I )中、R_1は炭素数10〜14のアルキル
基又はアルケニル基、R_2、R_3はそれぞれCH_
3、CH_2CH_3又は(CH_2CH_2O)_p
H(pは1〜15の整数)である。〕▲数式、化学式、
表等があります▼・・・(II) 〔式(II)中、R_4、R_5はメチル基、エチル基、
炭素数10〜14のアルキル基又はアルケニル基で、少
なくとも一方は炭素数10〜14のアルキル基又はアル
ケニル基、R_5はCH_3、CH_2CH_3、▲数
式、化学式、表等があります▼又は▲数式、化学式、表
等があります▼、R_7はCH_3又はCH_2CH_
3、X^■は対アニオンである。〕
[Claims] A sterilizer characterized by containing a compound represented by general formula (I) and a compound represented by general formula (II) in a weight ratio of 1:1 to 20:1. Disinfectant composition. ▲There are mathematical formulas, chemical formulas, tables, etc.▼...(I) [In formula (I), R_1 is an alkyl group or alkenyl group having 10 to 14 carbon atoms, and R_2 and R_3 are each CH_
3, CH_2CH_3 or (CH_2CH_2O)_p
H (p is an integer of 1 to 15). 〕▲Mathematical formula, chemical formula,
There are tables etc.▼...(II) [In formula (II), R_4 and R_5 are methyl group, ethyl group,
An alkyl group or alkenyl group having 10 to 14 carbon atoms, at least one of which is an alkyl group or alkenyl group having 10 to 14 carbon atoms, R_5 is CH_3, CH_2CH_3, ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼ or ▲ Numerical formulas, chemical formulas, There are tables etc. ▼, R_7 is CH_3 or CH_2CH_
3. X^■ is a counter-anion. ]
JP26136487A 1987-10-16 1987-10-16 Germicidal disinfectant composition Pending JPH01102002A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP26136487A JPH01102002A (en) 1987-10-16 1987-10-16 Germicidal disinfectant composition

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP26136487A JPH01102002A (en) 1987-10-16 1987-10-16 Germicidal disinfectant composition

Publications (1)

Publication Number Publication Date
JPH01102002A true JPH01102002A (en) 1989-04-19

Family

ID=17360815

Family Applications (1)

Application Number Title Priority Date Filing Date
JP26136487A Pending JPH01102002A (en) 1987-10-16 1987-10-16 Germicidal disinfectant composition

Country Status (1)

Country Link
JP (1) JPH01102002A (en)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6172117B1 (en) 1998-02-27 2001-01-09 Akzo Nobel N.V. Biocidal preservatives
WO2000059696A3 (en) * 1999-04-08 2001-01-11 Lonza Ag Methods for enhancing penetration of wood preservatives
WO2010091280A1 (en) * 2009-02-06 2010-08-12 Alcon Research, Ltd. N-halogenated amino acid formulations comprising phosphine or amine oxides
US8945655B2 (en) 2007-07-10 2015-02-03 Conopco, Inc. Stable and consumable compositions

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3528209A1 (en) * 1984-08-07 1986-04-24 Fresenius AG, 6380 Bad Homburg Disinfectant

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3528209A1 (en) * 1984-08-07 1986-04-24 Fresenius AG, 6380 Bad Homburg Disinfectant

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6172117B1 (en) 1998-02-27 2001-01-09 Akzo Nobel N.V. Biocidal preservatives
WO2000059696A3 (en) * 1999-04-08 2001-01-11 Lonza Ag Methods for enhancing penetration of wood preservatives
US6485790B2 (en) 1999-04-08 2002-11-26 Lonza Inc. Methods for enhancing penetration of wood preservatives
EP1721713A1 (en) * 1999-04-08 2006-11-15 Lonza, Inc. Methods and product for enhancing penetration of wood preservatives
US8945655B2 (en) 2007-07-10 2015-02-03 Conopco, Inc. Stable and consumable compositions
WO2010091280A1 (en) * 2009-02-06 2010-08-12 Alcon Research, Ltd. N-halogenated amino acid formulations comprising phosphine or amine oxides

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