JP2693769B2 - Disinfectant composition - Google Patents
Disinfectant compositionInfo
- Publication number
- JP2693769B2 JP2693769B2 JP26136587A JP26136587A JP2693769B2 JP 2693769 B2 JP2693769 B2 JP 2693769B2 JP 26136587 A JP26136587 A JP 26136587A JP 26136587 A JP26136587 A JP 26136587A JP 2693769 B2 JP2693769 B2 JP 2693769B2
- Authority
- JP
- Japan
- Prior art keywords
- formula
- present
- group
- general formula
- disinfectant
- 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 - Fee Related
Links
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- Agricultural Chemicals And Associated Chemicals (AREA)
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。
〔従来の技術及びその問題点〕
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ている。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。
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。
〔問題点を解決するための手段〕
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。
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。
〔式（Ｉ）中、R1は炭素数10〜14のアルキル基又はアル
ケニル基、R2は（CH2CH2O）xH（Ｘは１〜15の整数）、R
3はCH3、CH2CH3又は（CH2CH2O）yH（ｙは１〜15の整
数）、R4はCH3又はCH2CH3、▲Ｘ １▼はアニオンであ
る。〕
〔式（II）中、R5、R6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、R7はCH
3、CH2CH3、
R8はCH3又はCH2CH3、▲Ｘ ２▼は対アニオンであ
る。〕
一般式（Ｉ）における対アニオン▲Ｘ １▼は特に限
定されないが、好ましいものとして、CH3SO4、ハロゲン
原子（Cl,Br,I）、C2H5SO4、HO（CH2）pCOO（ｐは１〜
５の整数）等が例示される。
また、一般式（II）における対アニオン▲Ｘ ２▼は
特に限定されないが、好ましいものとして、CH3SO4、ハ
ロゲン原子（Cl,Br,I）、C2H5SO4、HO（CH2）pCOO（ｐ
は１〜５の整数）等が例示される。
なお、本発明に係る前記一般式（Ｉ）、（II）で表さ
れる化合物は公知の方法で製造される。
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）で表される化合物が好適である。
〔式（III）中、ｎは９〜13、ｘ、ｙはそれぞれ１〜15
の整数で、▲Ｘ １▼はCl、Br又はＩである。〕
本発明に係る一般式（II）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（I
V）〜（VIII）で表される化合物が好適である。（式中、ｎ＝９〜13であり、▲Ｘ ２▼はCl、Br又はＩ
である。）
（式中、ｎ＋ｍ＝６〜10であり、▲Ｘ ２▼はCl、Br又
はＩである。）
（式中、ｎ＋ｍ＝18〜26であり、▲Ｘ ２▼はCl、Br又
はＩである。）
（式中、ｎ＋ｍ＝６〜10であり、▲Ｘ ２▼はCl、Br又
はＩである。）
（式中、ｎ＋ｍ＝６〜10であり、▲Ｘ ２▼はCl、Br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（III）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。
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（II）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。
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。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。
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。
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。
〔実施例〕
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。
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。
＜処 方 例＞
処方例１
殺菌消毒剤原体 ２％
（重量基準、以下同じ）
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（Escherichi
a coli）、枯草菌（Ba−cillus subtilis）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。
結果を表−１に示す。
＜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1mlを9cmのシャーレに流した。加温溶解した寒天培地
を9ml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（Aspergillusnige
r）、ボトリティス・シネリア（Botoritis cinerea）、
クラドスポリウム・ハーバリウム（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 inhibitory concent
ration MIC μg/ml）を求めた。
その結果を表−２に示す。
実施例 ３
グローブジコース法に準じて、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
らマッサージを行い、回収液を培養し、初期菌数値を求
める。
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後、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、以下の式で減菌率を求めた。
その結果を表−３に示す。 DETAILED DESCRIPTION OF THE INVENTION
[Industrial applications]
The present invention relates to a germicidal disinfectant composition, and more specifically, food industry
Buildings such as farms, livestock houses, pig houses, and chicken houses, environmental sterilization, trees
Antiseptic in various industrial fields, such as antiseptic of wood and papermaking process
It has an excellent effect on
For molds that easily breed in toilets, bathrooms, kitchens, etc.
A sterilizing and disinfecting agent group that exhibits excellent sterilizing and disinfecting activity
About adult.
[Conventional technology and its problems]
Bactericidal disinfectants include emulsions, wettable powders, flowables, powders,
It is used in dosage forms such as smoking pills. At that time,
In order to fully bring out the activity of
However, the efficacy of germicidal disinfectants is further enhanced.
Not up to now.
Therefore, the development of germicidal disinfectants is currently more difficult.
In particular, to further enhance the activity of existing germicidal disinfectants.
Means a lot.
[Means for solving the problem]
As a result of intensive studies by the present inventors,
That the substance significantly enhances its efficacy against disinfectants.
Heading, completed the present invention.
That is, the present invention relates to a compound represented by the general formula (I)
The weight ratio of the compound represented by the formula (II) is 1: 1 to 20: 1.
Disinfectant composition characterized by being contained in combination
Is what you do.
[In the formula (I), R1Is an alkyl group having 10 to 14 carbon atoms or
Kenyl group, RTwoIs (CHTwoCHTwoO)xH (X is an integer from 1 to 15), R
ThreeIs CHThree, CHTwoCHThreeOr (CHTwoCHTwoO)yH (y is an integer from 1 to 15
Number), RFourIs CHThreeOr CHTwoCHThree, ▲ X 1▼ is an anion
You. ]
[In the formula (II), RFive, R6Is methyl group, ethyl group, carbon number 10
~ 14 alkyl groups or alkenyl groups, at least one
Is an alkyl or alkenyl group having 10 to 14 carbon atoms, R7Is CH
Three, CHTwoCHThree,
R8Is CHThreeOr CHTwoCHThree, ▲ X 2▼ is a counter anion
You. ]
Counter anion in general formula (I): X 1▼ is particularly limited
Not specified, but preferred is CHThreeSOFour,halogen
Atom (Cl, Br, I), CTwoHFiveSOFour, HO (CHTwo)pCOO (p is 1 to
5) and the like.
Further, the counter anion ▲ X in the general formula (II) 2▼ is
Although not particularly limited, CH is preferred.ThreeSOFour, Ha
Rogen atom (Cl, Br, I), CTwoHFiveSOFour, HO (CHTwo)pCOO (p
Is an integer of 1 to 5) and the like.
It should be noted that the compounds represented by the general formulas (I) and (II) according to the present invention are
The compound is prepared by a known method.
The compound represented by the general formula (I) according to the present invention is bactericidal
It is used as a potency enhancer for poisons.
A compound represented by the following formula (III) is preferable.
[In the formula (III), n is 9 to 13, and x and y are 1 to 15 respectively.
Is an integer of ▲ X 1▼ is Cl, Br or I. ]
The compound represented by the general formula (II) according to the present invention is sterilized and eliminated.
It is used as a poison, and the following formula (I
The compounds represented by V) to (VIII) are preferable.(In the formula, n = 9 to 13, and ▲ X 2▼ is Cl, Br or I
It is. )
(In the formula, n + m = 6 to 10, and ▲ X 2▼ is Cl, Br or
Is I. )
(In the formula, n + m = 18 to 26, and ▲ X 2▼ is Cl, Br or
Is I. )
(In the formula, n + m = 6 to 10, and ▲ X 2▼ is Cl, Br or
Is I. )
(In the formula, n + m = 6 to 10, and ▲ X 2▼ is Cl, Br or
Is I. )
The sterilizing and disinfecting composition of the present invention has efficacy without chemical damage,
Compared to the case of using the disinfectant represented by general formula (III) alone
It can be increased 5 to 10 times.
Effect enhancer represented by the general formula (I) according to the present invention
The amount used of is usually the sterilization elimination represented by the general formula (II).
A weight ratio of 1: 1 to 1:20 to the poison is preferable.
The germicidal and disinfectant composition of the present invention is an emulsion, a flowable agent,
You can use any formulation such as wettable powder, powder, drug
It can be done in any type. Therefore, depending on its formulation type,
Do not add other additives such as emulsifiers, dispersants, carriers, etc.
Can be.
In using the germicidal disinfectant composition of the present invention, each of the above
Separately when formulated in a seed dosage form and separately when diluted
There is a method to be used in
The sterilizing and disinfecting composition of (1) has an effect of enhancing the efficacy.
How the sterilizing and disinfecting composition of the present invention is used
The mechanism as to whether or not it has a significant potentiating effect is not always
Although not clear, the formula (I) according to the present invention represents
Effect enhancer acts on the cell membranes and lipids on the cell surface,
Immersion of the disinfectant represented by the general formula (II) into the cells
Presumed to promote transparency.
〔Example〕
Next, the sterilizing and disinfecting composition of the present invention will be described with reference to specific examples.
However, the present invention is not limited to these examples.
Absent.
The efficacy enhancer according to the present invention used in the following examples
(Compounds 1 to 4) and structure of sterilizing and disinfecting drug substance used, and
An example of prescription of a germicidal disinfectant is shown below.
<Example of treatment>
Prescription example 1
Sterilizer and disinfectant active ingredient 2%
(Weight basis, same below)
Compound 1 4%
Water 94%
Prescription example 2
Sterilizer and disinfectant active ingredient 2%
Compound 2 4%
Water 94%
Prescription example 3
Sterilizer and disinfectant active ingredient 2%
Compound 34%
Water 94%
Prescription example 4
Sterilizer and disinfectant active ingredient 2%
Compound 4 4%
Water 96%
Comparative prescription example 1
Disinfectant active ingredient 6%
Water 94%
Comparative prescription example 2
Compound 1 6%
Water 94%
Example 1
Formulation Examples 1 to 4 using the efficacy enhancer of the present invention and comparison
Adjust the concentration of the germicidal disinfectant composition of Formulation Examples 1-2,
Then, E. coli (Escherichi
a coli), Bacillus subtilis (Ba-cillus subtilis) for 5 minutes
After touching, collecting the bacteria, planting in a new medium,
After leaving for a while, evaluate the growth condition of these bacteria according to the following criteria
did.
The results are shown in Table 1.
<Evaluation>
-No growth (no colony formation)
± Slightly growing (up to 5 colonies)
+ Shows growth (more than 5 colonies)
Example 2
Of accurately weighed formulation examples 1-4 and comparative formulation examples 1-2
Disinfect the disinfectant composition in water and adjust to various concentrations.
1 ml was poured into a 9 cm dish. Heat-dissolved agar medium
Was dispensed in an amount of 9 ml, uniformly mixed and solidified.
Aspergillus niger on each plate
r), Botoritis cinerea,
Cladosporium herba
rium) inoculated with a test bacterium and cultured under certain conditions, and then allowed to grow.
Minimum inhibitory concent
ration MIC μg / ml) was determined.
Table 2 shows the results.
Example 3
First, apply rubber to the hands of the experimenter according to the globe dicose method.
Put on gloves, put the sampling solution in the gloves, and
Massage the sample, culture the collected solution, and obtain the initial bacterial count.
Confuse.
Next, sterilization and disinfection of Prescription Examples 1 to 4 and Comparative Prescription Examples 1 and 2
After sterilizing the hands with a solution of the agent composition adjusted to 500 ppm, use a rubber hand.
Put the bag on, and immediately after 30 minutes, 1 hour, 2 hours
Collect the bacteria remaining on the fingers by the same operation as the numerical value measurement
Then, the bacterial count was calculated, and the sterilization rate was calculated by the following formula.
Table 3 shows the results.
Claims (1)
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。 〔式（Ｉ）中、R1は炭素数10〜14のアルキル基又はアル
ケニル基、R2は（CH2CH2O）xH（Ｘは１〜15の整数）、R
3はCH3、CH2CH3又は（CH2CH2O）yH（ｙは１〜15の整
数）、R4はCH3又はCH2CH3、▲Ｘ １▼はアニオンであ
る。〕 〔式（II）中、R5、R6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、R7はCH
3、CH2CH3、 R8はCH3又はCH2CH3、▲Ｘ ２▼は対アニオンであ
る。〕(57) [Claims] 1. The compound represented by the general formula (I) and the compound represented by the general formula (II)
The compound to be treated in a weight ratio of 1: 1 to 20: 1
A sterilizing and disinfecting composition comprising: [In the formula (I), R1Is an alkyl group having 10 to 14 carbon atoms or
Kenyl group, RTwoIs (CHTwoCHTwoO)xH (X is an integer from 1 to 15), R
ThreeIs CHThree, CHTwoCHThreeOr (CHTwoCHTwoO)yH (y is an integer from 1 to 15
Number), RFourIs CHThreeOr CHTwoCHThree, ▲ X 1▼ is an anion
You. ] [In the formula (II), RFive, R6Is methyl group, ethyl group, carbon number 10
~ 14 alkyl groups or alkenyl groups, at least one
Is an alkyl or alkenyl group having 10 to 14 carbon atoms, R7Is CH
Three, CHTwoCHThree, R8Is CHThreeOr CHTwoCHThree, ▲ X 2▼ is a counter anion
You. ]
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP26136587A JP2693769B2 (en) | 1987-10-16 | 1987-10-16 | Disinfectant composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP26136587A JP2693769B2 (en) | 1987-10-16 | 1987-10-16 | Disinfectant composition |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH01102001A JPH01102001A (en) | 1989-04-19 |
| JP2693769B2 true JP2693769B2 (en) | 1997-12-24 |
Family
ID=17360828
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP26136587A Expired - Fee Related JP2693769B2 (en) | 1987-10-16 | 1987-10-16 | Disinfectant composition |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP2693769B2 (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6172117B1 (en) | 1998-02-27 | 2001-01-09 | Akzo Nobel N.V. | Biocidal preservatives |
-
1987
- 1987-10-16 JP JP26136587A patent/JP2693769B2/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| JPH01102001A (en) | 1989-04-19 |
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