JPS6183105A - Antibacterial agent - Google Patents
Antibacterial agentInfo
- Publication number
- JPS6183105A JPS6183105A JP20349384A JP20349384A JPS6183105A JP S6183105 A JPS6183105 A JP S6183105A JP 20349384 A JP20349384 A JP 20349384A JP 20349384 A JP20349384 A JP 20349384A JP S6183105 A JPS6183105 A JP S6183105A
- Authority
- JP
- Japan
- Prior art keywords
- compound
- antibacterial agent
- formula
- isothiazolone
- water systems
- 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.)
- Granted
Links
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- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
Description
【発明の詳細な説明】
［Ｊ／１′業１．の利用分！？］
本発明は抗菌剤に係り、特に抗菌力の極めて高い抗菌剤
に関するものである。[Detailed Description of the Invention] [J/1' Industry 1. Usage amount! ? ] The present invention relates to an antibacterial agent, and particularly to an antibacterial agent with extremely high antibacterial activity.
［従来の技術］
各種工場施設の冷却水系或は紙パルプ抄造系等の水系に
おいては、次のような様々なｌｉＩ類又は動植物類のス
ライムが付着し、様々な障害を引き起こしている。[Prior Art] In water systems such as cooling water systems of various factory facilities and paper and pulp manufacturing systems, slimes of various kinds of liI or plants and animals such as those described below adhere, causing various problems.
冷却水系においては、ズーグレア状細菌、藻類、糸状菌
等のスライムが付着し、熱効率の低下、通水の悪化１機
器、配管等の金属材質等の腐食の誘発等の原因となって
いる。In the cooling water system, slime such as zooglare bacteria, algae, and filamentous fungi adheres to the system, causing a decrease in thermal efficiency, deterioration of water flow, induction of corrosion of metal materials such as equipment, piping, etc.
紙パルプ抄造系においては、細菌、糸状菌、酵母等のス
ライムが主に抄紙工程で発生し、これはパルプスラリー
中に異物として混入・付着して。In pulp and paper manufacturing systems, slime from bacteria, filamentous fungi, yeast, etc. is mainly generated during the papermaking process, and this slime gets mixed in and adheres to the pulp slurry as foreign matter.
製品の品質を低下させるばかりでなく、紙切れを発生さ
せ、連続操業を阻害し、生産効率を大幅に低下させる等
の様々な障害を引き起こす、特に。In particular, it not only reduces the quality of the product, but also causes various obstacles such as paper breakage, hindering continuous operation, and greatly reducing production efficiency.
近年１紙パルプ抄造系においては、循環水の使用Ｈ，Ｈ
をｌｔ；ｌめるす（向にあり、スライＬ、による問題は
より屯要なものとなっている。In recent years, the use of circulating water H, H
The problem caused by Sly L has become even more important.
このようなスライムによる障害を防止するためには、そ
の処理法が比較的筒便なこと、安価であることから、抗
菌剤（フライムコ／トロール剤）が一般に使用されてい
る。この抗菌剤としては。In order to prevent problems caused by such slime, antibacterial agents (Flymeco/Trol agent) are generally used because the treatment method is relatively convenient and inexpensive. As this antibacterial agent.
チオシアネート系化合物、ハロシアノアセトアミド系化
合物あるいはインチアゾロン系化合物等が有効な抗菌剤
として使用されている。Thiocyanate compounds, halocyanacetamide compounds, intiazolone compounds, and the like are used as effective antibacterial agents.
〔発明が解決しようとする問題点］
しかしながら、前記の抗菌剤のうち、チオシアネート系
化合物は殺菌力が弱く、また、長期間使用するとスライ
ム構成国に耐性がつき易いという欠点がある。[Problems to be Solved by the Invention] However, among the above-mentioned antibacterial agents, thiocyanate-based compounds have a weak bactericidal activity, and also have the disadvantage that slime constituents tend to develop resistance when used for a long period of time.
また、ハロシアノアセトアミド系化合物は優れた殺菌効
果を有し、速効性であるという長所を有する反面、殺菌
力の持続効果に乏しく、またピンク細菌、カビ等に対し
ては殺菌力が弱いことが本発明者等によって確認された
。In addition, although halocyanoacetamide compounds have excellent bactericidal effects and have the advantage of being fast-acting, they do not have a long-lasting bactericidal effect, and they also have weak bactericidal effects against pink bacteria, mold, etc. This was confirmed by the present inventors.
更に１インチアソロン系化合物は、優れた抗菌力をイｌ
するが、処理水系の菌数により抗菌力が影テされ易く、
菌数の高い水系では十分な効果を発揮し得ない場合があ
る。しかも長期間使用するとスライム構成国に耐性がつ
き易いという欠点も有している。Furthermore, the 1 inch asolone compound has excellent antibacterial activity.
However, the antibacterial activity is likely to be affected by the number of bacteria in the treated water system.
It may not be sufficiently effective in water systems with a high number of bacteria. Moreover, it also has the disadvantage that the slime component countries tend to develop resistance when used for a long period of time.
このように、従来一般的に使用されている抗菌剤は、い
ずれも抗菌効果の面で不都合を有するものであり、これ
らの単独使用によりスライム障害を必ずしも十分に防止
することはできなかった。As described above, all of the antibacterial agents commonly used in the past have disadvantages in terms of antibacterial effects, and the use of these agents alone has not always been able to sufficiently prevent slime damage.
［問題点を解決するための手段］
本発明は上記従来の問題点を解決するべくなされたもの
であり、
ハロシア７アセトアミド系化合物とインチアゾロ／系化
合物とを含有することを特徴とする抗菌庁１゜
を来旨とするものである。[Means for Solving the Problems] The present invention has been made to solve the above-mentioned conventional problems, and provides antibacterial agent 1 characterized in that it contains a halocya 7 acetamide compound and an inthiazolo/type compound. The purpose is ゜.
以下本発明の詳細な説明する。The present invention will be explained in detail below.
本ＩＪＴＩにおいて、ハロシアノアセトアミド系化合物
としては、下記一般式（Ｉ）で示される化合物が好まし
い。In this IJTI, the halocyanoacetamide compound is preferably a compound represented by the following general formula (I).
十
式中、ｘ：ハロゲン原子
Ｙ：ハロゲン原子又は水素原子
Ｒ：水素原子又は低級アルキル基
このような化合物として、具体的には、モノプロムンア
／アセトアミド、ジブロムシアノアセトアミド、モノク
ロルシアノアセトアミド、ジクロルシアノアセトアミド
、ブロムクロルシアノアセトアミド等が挙げられる。In formula 10, x: halogen atom Y: halogen atom or hydrogen atom R: hydrogen atom or lower alkyl group Specific examples of such compounds include monopromona/acetamide, dibromcyanoacetamide, monochlorocyanoacetamide, dichlorocyano Examples include acetamide, bromochlorocyanoacetamide, and the like.
またインチアゾロン系化合物としては、下記一般式（Ｉ
Ｉ ）又は（ｆＩ［）で示される化合物が好ましい。In addition, as an intiazolone compound, the following general formula (I
Compounds represented by I) or (fI[) are preferred.
式中、Ｘ′：木２に原子又は／Ｘロゲン原子Ｒ′、炭素
′ｌ！１１〜５のアルキル基又は水素原子
このような化合物として、具体的には、５−クロロ−２
−メチル−４−インチアゾリン−３−オン、１．２−ペ
ンジイソチッソリン−３−オン。In the formula, X': tree 2 atom or /Xrogen atom R', carbon'l! 11 to 5 alkyl groups or hydrogen atoms. Specifically, such compounds include 5-chloro-2
-Methyl-4-inchazolin-3-one, 1,2-pendiisothisolin-3-one.
２−メチル−４−インチアラリン−３−オン、２−エチ
ル−４−イソチアゾリン−３−オン等が挙げられる。Examples include 2-methyl-4-thiaralin-3-one, 2-ethyl-4-isothiazolin-3-one, and the like.
本Ａ明におてハロシアノアセドアＳド系化合物とイソチ
アゾロン系化合物との配合割合（重呈比）は、７０：３
〜１：１０．特に１５： ｌ〜１：１の範囲とするのが
、優れた抗菌力を与えることから、好適である。In this invention, the blending ratio (weight ratio) of halocyanoacedo S-do type compounds and isothiazolone type compounds is 70:3.
~1:10. In particular, a range of 15:1 to 1:1 is preferred because it provides excellent antibacterial activity.
本発明の抗菌剤はその使用にあたって、高濃度での衝激
的添加法或いは低濃度での連続的添加法のいずれでも採
用可能である。When using the antibacterial agent of the present invention, either an explosive addition method at a high concentration or a continuous addition method at a low concentration can be adopted.
［作用］
ハロシアノアセトアミド系化合物とイソチアゾロン系化
合物との併用による相乗効果により、抗菌力は大幅に向
とし、しかも抗菌力かに期間にわたって持続するように
なる。[Action] Due to the synergistic effect of the combined use of a halocyanoacetamide compound and an isothiazolone compound, the antibacterial activity is greatly improved and the antibacterial activity lasts for a long period of time.
［実施例］
以下に本発明を実施例を挙げて更に具体的に説明するが
、本発明はその要旨を超えない限り以下の実施例に限定
されるものではない。[Examples] The present invention will be described in more detail below with reference to Examples, but the present invention is not limited to the following Examples unless the gist thereof is exceeded.
実施例１
新聞原紙を抄造している工場の白水を用いて本発明の抗
菌剤の最少抑制濃度（ＭＩＣ）を求めた。Example 1 The minimum inhibitory concentration (MIC) of the antibacterial agent of the present invention was determined using white water from a factory manufacturing newspaper base paper.
試験は白水にブイヨン液体培地を添加し所定のｐＨに調
整したものを試料とし、これにモツプロムシアノアセト
アミド（Ａ成分）と５−クロロ−２−メチル−４−イン
チアゾリン−３−オン（Ｂ成分）とを下記表１に示す配
合とした殺菌剤を添加し、２４時間、３０℃で振盪培養
後、菌の増殖の有無からＭｒＣを測定した。（ＭＩＣと
は。In the test, a bouillon liquid medium was added to white water and the pH was adjusted to a predetermined value. A bactericide having the composition shown in Table 1 below was added, and after culturing with shaking at 30° C. for 24 hours, MrC was measured from the presence or absence of bacterial growth. (What is MIC?
ｐＨ７のペプトン−酵母エキスをベースとする液体培地
（ペプトン、エキス共にｌ ｇ／ｉを含む）に大腸菌を
１０＠個／ｍ文となるように接種し、ＩＡ： ＩＷ剤を
添加したのち、２４時間、３５℃で振盪環りし、液の用
度を測り、ｐＩ＃度が不検出となるに要する最少添加量
を求めた場合の最少添加量をさす、）
結果を後掲の表１に示す。A peptone-yeast extract-based liquid medium (both peptone and extract contain 1 g/i) at pH 7 was inoculated with Escherichia coli at 10 cells/m, and after adding IA: IW agent, This refers to the minimum amount added when shaking at 35°C for an hour, measuring the usage of the solution, and determining the minimum amount added for the pI# to become undetectable.) The results are shown in Table 1 below. show.
表１より本発明の抗菌剤は、少量の添加で優れた抗菌力
を発揮し得ることが明らかである。It is clear from Table 1 that the antibacterial agent of the present invention can exhibit excellent antibacterial activity even when added in a small amount.
実施例２
コート紙を抄造している工場の白水中にジブロムシアノ
７セトアミド（Ｃ成分）及び５−クロロ−２−メチル−
４−イソチアゾリン−３−オン（Ｄ成分）を下記表２に
示す組成に調製し、抗菌剤の総添加量を一定とした場合
の殺菌力を調べた。試験は白水（ｐＨ５，０）に抗菌剤
の添加量が６１４ ｇ／ｍｎとなるよう添加し、３０℃
で、６０分間振県後、グルコース−酵母エキスをペース
とした培地を使用し、平板培養法で一般細菌及びカビの
生菌数を測定し、殺菌率を求めた。Example 2 Dibromcyano7cetamide (component C) and 5-chloro-2-methyl- were present in white water at a factory manufacturing coated paper.
4-Isothiazolin-3-one (component D) was prepared to have the composition shown in Table 2 below, and its bactericidal activity was examined when the total amount of antibacterial agent added was constant. In the test, antibacterial agents were added to white water (pH 5.0) at a concentration of 614 g/mn, and the mixture was heated at 30°C.
After shaking for 60 minutes, the number of viable bacteria and fungi was measured using a plate culture method using a glucose-yeast extract-based medium to determine the sterilization rate.
６０分接触後の生菌数及び殺菌率を表２に示す。Table 2 shows the number of viable bacteria and sterilization rate after 60 minutes of contact.
表２より１本発明の抗菌剤によれば、極めて高い殺菌ヒ
（（で殺菌することができることが認められる。From Table 2, it can be seen that the antibacterial agent of the present invention can sterilize with extremely high bactericidal resistance.
実施例３ 新聞原紙を抄造している工場において、従来。Example 3 Conventionally, at a factory that produces newspaper base paper.
イソチアゾロン系のスライムコントロール剤を屯独で、
添加量２〜３＃Ｌｇ／ｍ見を４時間連続注入する方法で
、１日３回スライム処理がなされていた。しかしながら
１本水系は栄養源が豐πで、白水中の菌数も高いことか
らスライムが発生しやすく、従来の処理では、十分にス
ライム処理がなされておらずスライムによる紙切れがた
びたび発生していた。Isothiazolone-based slime control agent is sold separately.
Slime treatment was carried out three times a day by continuously injecting 2 to 3 #Lg/m for 4 hours. However, in single-line water systems, slime is likely to occur due to the fact that the nutrient source is Fung Pi and the number of bacteria in the white water is high.With conventional treatment, the slime was not treated sufficiently and paper breaks due to slime often occurred. .
このような系にジブロムシアノアセトアミト及び１．２
−ペンツイソチアゾリン−３−オンの組成比９：１の抗
菌剤を添加Ｈ５ｐ−ｇ ／ Ｉｎ文で３０分間注入する
方法で１日３回処理したところ１紙切れはなくなり、ａ
続操業が可能となった。In such systems dibromcyanoacetamide and 1.2
- Addition of antibacterial agent pentisothiazolin-3-one with a composition ratio of 9:1 H5p-g/In was injected for 30 minutes three times a day, and one paper cut disappeared.
Continued operation became possible.
この結果から１本発明の抗菌剤は、１日邑りに換算する
と、少量の添加量で優れた抗菌力を発押することが明ら
かである。From these results, it is clear that the antibacterial agent of the present invention exhibits excellent antibacterial activity even when added in a small amount when calculated on a daily basis.
〔効果コ
以上詳述した通り、本発明の抗菌剤はハロシア／７セト
アミト系化合物とインチアクロン系化合物とを含有して
なるものであり、２種類の化合物を併用することによる
相来効果により、抗菌活性は大幅に向上し、抗菌スペク
トルが広がり、抗菌力の持続効果も向上する。[Effects] As detailed above, the antibacterial agent of the present invention contains a halosia/7cetamite compound and an inthiacurone compound, and due to the mutual effect of using the two types of compounds together, Antibacterial activity is significantly improved, the antibacterial spectrum is broadened, and the sustained effect of antibacterial activity is also improved.
従って２本発明の抗菌剤は少量の添加で十分に効果を示
し、また第理方法も種々採用することが可１屯である。Therefore, the antibacterial agent of the present invention is sufficiently effective even when added in a small amount, and various methods can also be employed.
Claims (5)
ン系化合物とを含有することを特徴とする抗菌剤。(1) An antibacterial agent characterized by containing a halocyanacetamide compound and an isothiazolone compound.
ン系化合物との配合割合が７０：３〜１：１０であるこ
とを特徴とする特許請求の範囲第１項に記載の抗菌剤。(2) The antibacterial agent according to claim 1, wherein the blending ratio of the halocyanacetamide compound and the isothiazolone compound is 70:3 to 1:10.
ン系化合物との配合割合が１５：１〜１：１であること
を特徴とする特許請求の範囲第１項又は第２項に記載の
抗菌剤。(3) The antibacterial agent according to claim 1 or 2, wherein the blending ratio of the halocyanoacetamide compound and the isothiazolone compound is 15:1 to 1:1.
I ）で示される化合物であることを特徴とする特許請
求の範囲第１項ないし第３項のいずれか１項に記載の抗
菌剤。 ▲数式、化学式、表等があります▼・・・（ I ） ただし、式中、Ｘ：ハロゲン原子 Ｙ：ハロゲン原子又は水素原子 Ｒ：水素原子又は低級アルキル基(4) The halocyanacetamide compound has the following general formula (
The antibacterial agent according to any one of claims 1 to 3, which is a compound represented by I). ▲There are mathematical formulas, chemical formulas, tables, etc.▼...(I) However, in the formula, X: halogen atom Y: halogen atom or hydrogen atom R: hydrogen atom or lower alkyl group
（III）で示される化合物であることを特徴とする特許
請求の範囲第１項ないし第４項のいずれか１項に記載の
抗菌剤。 ▲数式、化学式、表等があります▼・・・（II） ▲数式、化学式、表等があります▼・・・（III） ただし、式中、Ｘ′：水素原子又はハロゲン原子 Ｒ′：炭素数１〜５のアルキル基又は水素原子(5) The antibacterial agent according to any one of claims 1 to 4, wherein the isothiazolone compound is a compound represented by the following general formula (II) or (III). ▲There are mathematical formulas, chemical formulas, tables, etc.▼...(II) ▲There are mathematical formulas, chemical formulas, tables, etc.▼...(III) However, in the formula, X': hydrogen atom or halogen atom R': number of carbon atoms 1 to 5 alkyl groups or hydrogen atoms
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP59203493A JPH0665642B2 (en) | 1984-09-28 | 1984-09-28 | Antibacterial agent for paper pulp making system |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP59203493A JPH0665642B2 (en) | 1984-09-28 | 1984-09-28 | Antibacterial agent for paper pulp making system |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS6183105A true JPS6183105A (en) | 1986-04-26 |
| JPH0665642B2 JPH0665642B2 (en) | 1994-08-24 |
Family
ID=16475066
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP59203493A Expired - Lifetime JPH0665642B2 (en) | 1984-09-28 | 1984-09-28 | Antibacterial agent for paper pulp making system |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH0665642B2 (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS62270506A (en) * | 1986-05-20 | 1987-11-24 | Kurita Water Ind Ltd | Antibacterial agent |
| JPH02279606A (en) * | 1989-04-19 | 1990-11-15 | Kurita Water Ind Ltd | Germicidal composition |
| KR100414818B1 (en) * | 1994-10-21 | 2004-03-30 | 인베 아쿠아컬쳐 엔. 브이. | How to reduce bacterial contamination in aqueous culture solutions |
| JP2007169222A (en) * | 2005-12-22 | 2007-07-05 | Katayama Chem Works Co Ltd | Industrial antibacterial agent and industrial antibacterial method using the same |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5095429A (en) * | 1973-12-20 | 1975-07-29 | ||
| US3929562A (en) * | 1975-03-03 | 1975-12-30 | Betz Laboratories | Synergistic compositions containing 2,2-dibromo-3-nitriloproprionamide and their use |
| JPS53118527A (en) * | 1977-03-28 | 1978-10-17 | Permachem Asia Ltd | Bactericide |
| JPS57114502A (en) * | 1981-10-12 | 1982-07-16 | Kumiai Chem Ind Co Ltd | Bactericidal and algicidal agent for nonmedical purpose |
| JPS57212107A (en) * | 1981-06-24 | 1982-12-27 | Mitsubishi Gas Chem Co Inc | Slime controlling method |
-
1984
- 1984-09-28 JP JP59203493A patent/JPH0665642B2/en not_active Expired - Lifetime
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5095429A (en) * | 1973-12-20 | 1975-07-29 | ||
| US3929562A (en) * | 1975-03-03 | 1975-12-30 | Betz Laboratories | Synergistic compositions containing 2,2-dibromo-3-nitriloproprionamide and their use |
| JPS53118527A (en) * | 1977-03-28 | 1978-10-17 | Permachem Asia Ltd | Bactericide |
| JPS57212107A (en) * | 1981-06-24 | 1982-12-27 | Mitsubishi Gas Chem Co Inc | Slime controlling method |
| JPS57114502A (en) * | 1981-10-12 | 1982-07-16 | Kumiai Chem Ind Co Ltd | Bactericidal and algicidal agent for nonmedical purpose |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS62270506A (en) * | 1986-05-20 | 1987-11-24 | Kurita Water Ind Ltd | Antibacterial agent |
| JPH0621043B2 (en) * | 1986-05-20 | 1994-03-23 | 栗田工業株式会社 | Industrial water-based antibacterial agent |
| JPH02279606A (en) * | 1989-04-19 | 1990-11-15 | Kurita Water Ind Ltd | Germicidal composition |
| KR100414818B1 (en) * | 1994-10-21 | 2004-03-30 | 인베 아쿠아컬쳐 엔. 브이. | How to reduce bacterial contamination in aqueous culture solutions |
| JP2007169222A (en) * | 2005-12-22 | 2007-07-05 | Katayama Chem Works Co Ltd | Industrial antibacterial agent and industrial antibacterial method using the same |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0665642B2 (en) | 1994-08-24 |
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