JP2903582B2 - Industrial antibacterial and antialgal compositions - Google Patents
Industrial antibacterial and antialgal compositionsInfo
- Publication number
- JP2903582B2 JP2903582B2 JP34329089A JP34329089A JP2903582B2 JP 2903582 B2 JP2903582 B2 JP 2903582B2 JP 34329089 A JP34329089 A JP 34329089A JP 34329089 A JP34329089 A JP 34329089A JP 2903582 B2 JP2903582 B2 JP 2903582B2
- Authority
- JP
- Japan
- Prior art keywords
- isothiazolin
- methyl
- antibacterial
- antialgal
- chloro
- 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
Links
Landscapes
- Agricultural Chemicals And Associated Chemicals (AREA)
Description
【発明の詳細な説明】 ［産業上の利用分野］ 本発明は工業用防菌・防藻組成物に係り、特に広い抗
菌・抗藻スペクトルを有し、かつ低濃度で効力を発揮し
得る工業用防菌・防藻組成物に関する。DETAILED DESCRIPTION OF THE INVENTION [Field of Industrial Application] The present invention relates to an industrial antibacterial and antialgal composition, and particularly to an industrial which has a broad antibacterial and antialgal spectrum and can exert its effect at a low concentration. The present invention relates to a germicidal and antialgal composition for use.
［従来の技術］ 従来、4,5−ジクロロ−２−（ｎ−オクチル）−４−
イソチアゾリン−３−オン、５−クロロ−２−メチル−
４−イソチアゾリン−３−オン又は２−メチル−４−イ
ソチアゾリン−３−オンは防菌・防黴剤として知られて
いる。[Prior art] Conventionally, 4,5-dichloro-2- (n-octyl) -4-
Isothiazolin-3-one, 5-chloro-2-methyl-
4-Isothiazolin-3-one or 2-methyl-4-isothiazolin-3-one is known as an antibacterial / antifungal agent.
上記化合物のうち、５−クロロ−２−メチル−４−イ
ソチアゾリン−３−オンと２−メチル−４−イソチアゾ
リン−３−オンについてはこれらを併用することは知ら
れている。しかしながら、これを4,5−ジクロロ−２−
（ｎ−オクチル）−４−イソチアゾリン−３−オンと併
用することはなされておらず、５−クロロ−２−メチル
−４−イソチアゾリン−３−オン及び／又は２−メチル
−４−イソチアゾリン−３−オンと、4,5−ジクロロ−
２−（ｎ−オクチル）−４−イソチアゾリン−３−オン
とは別々に、または必要に応じて他の防菌・防黴剤と共
に使用されている（例えば、特公昭60−54281号、同61
−27365号）。Among the above compounds, it is known that 5-chloro-2-methyl-4-isothiazolin-3-one and 2-methyl-4-isothiazolin-3-one are used in combination. However, this was not achieved with 4,5-dichloro-2-
It is not used in combination with (n-octyl) -4-isothiazolin-3-one, and is not used in combination with 5-chloro-2-methyl-4-isothiazolin-3-one and / or 2-methyl-4-isothiazolin-3. -One and 4,5-dichloro-
It is used separately from 2- (n-octyl) -4-isothiazolin-3-one or, if necessary, with other antibacterial and antifungal agents (for example, JP-B-60-54281 and JP-B-60-54281).
No. -27365).
［発明が解決しようとする課題］ ところで従来の防菌・防黴剤のうち、５−クロロ−２
−メチル−４−イソチアゾリン−３−オン又は２−メチ
ル−４−イソチアゾリン−３−オンは毒性、特に皮膚刺
激性が高いことが知られており、その使用量の低減が望
まれている。また、５−クロロ−２−メチル−４−イソ
チアゾリン−３−オン又は２−メチル−４−イソチアゾ
リン−３−オンは、通常の使用濃度では真菌や藻類に対
しては効力が低いことが知られている。4,5−ジクロロ
−２−（ｎ−オクチル）−４−イソチアゾリン−３−オ
ンも同様に抗菌・抗藻スペクトル、効力等において一層
の向上が望まれている。[Problems to be Solved by the Invention] Among the conventional antibacterial and antifungal agents, 5-chloro-2
It is known that -methyl-4-isothiazolin-3-one or 2-methyl-4-isothiazolin-3-one has high toxicity, particularly high skin irritation, and it is desired to reduce the amount of use. Also, 5-chloro-2-methyl-4-isothiazolin-3-one or 2-methyl-4-isothiazolin-3-one is known to have low efficacy against fungi and algae at ordinary use concentrations. ing. Similarly, 4,5-dichloro-2- (n-octyl) -4-isothiazolin-3-one is desired to be further improved in antibacterial / antialgal spectrum, efficacy, and the like.
本発明は上記従来の問題点を解決し、各種細菌、真菌
や藻類に対して広い抗菌・抗藻スペクトルを有し、低濃
度で優れた抗菌・抗藻効果を示す、工業用防菌・防藻組
成物を提供することを目的とする。The present invention solves the conventional problems described above, has a broad antibacterial and antialgal spectrum against various bacteria, fungi and algae, and exhibits excellent antibacterial and antialgal effects at a low concentration, and is suitable for industrial use. It is intended to provide an algal composition.
［課題を解決するための手段］ 本発明の工業用防菌防黴剤は、５−クロロ−２−メチ
ル−４−イソチアゾリン−３−オン及び／又は２−メチ
ル−４−イソチアゾリン−３−オンと4,5−ジクロロ−
２−（ｎ−オクチル）−４−イソチアゾリン−３−オン
とを含むことを特徴とする。[Means for Solving the Problems] The industrial antibacterial and fungicide of the present invention comprises 5-chloro-2-methyl-4-isothiazolin-3-one and / or 2-methyl-4-isothiazolin-3-one. And 4,5-dichloro-
2- (n-octyl) -4-isothiazolin-3-one.
以下に、本発明を詳細に説明する。 Hereinafter, the present invention will be described in detail.
本発明の工業用防菌・防藻組成物の有効成分のうち、
５−クロロ−２−メチル−４−イソチアゾリン−３−オ
ン及び／又は２−メチル−４−イソチアゾリン−３−オ
ンは金属塩錯体の形態であっても良く、錯体形態でなく
ても良い。Among the active ingredients of the industrial antibacterial and antialgal composition of the present invention,
5-Chloro-2-methyl-4-isothiazolin-3-one and / or 2-methyl-4-isothiazolin-3-one may or may not be in the form of a metal salt complex.
本発明の工業用防菌・防藻組成物において、５−クロ
ロ−２−メチル−４−イソチアゾリン−３−オン及び／
又は２−メチル−４−イソチアゾリン−３−オンと4,5
−ジクロロ−２−（ｎ−オクチル）−４−イソチアゾリ
ン−３−オンとの含有割合には特に制限はないが、５−
クロロ−２−メチル−４−イソチアゾリン−３−オン及
び／又は２−メチル−４−イソチアゾリン−３−オンと
4,5−ジクロロ−２−（ｎ−オクチル）−４−イソチア
ゾリン−３−オンとの重量比は5:100〜100:5の範囲とす
るのが好ましい。In the industrial antibacterial and antialgal composition of the present invention, 5-chloro-2-methyl-4-isothiazolin-3-one and / or
Or 2-methyl-4-isothiazolin-3-one and 4,5
The content ratio of -dichloro-2- (n-octyl) -4-isothiazolin-3-one is not particularly limited.
Chloro-2-methyl-4-isothiazolin-3-one and / or 2-methyl-4-isothiazolin-3-one
The weight ratio with 4,5-dichloro-2- (n-octyl) -4-isothiazolin-3-one is preferably in the range of 5: 100 to 100: 5.
このような本発明の工業用防菌・防藻組成物の形態
は、その安定性が確保されれば、固体状、粉体状、スラ
リー状、溶液状等のいずれの形態であっても良い。そし
て、用いる溶媒、乳化剤、フロアブル剤、固形剤、ねり
込み剤等にも特に制限はなく、各種のものを用いること
ができる。The form of such an industrial antibacterial and antialgal composition of the present invention may be in any form such as solid, powder, slurry, and solution, as long as its stability is ensured. . There are no particular restrictions on the solvent, emulsifier, flowable agent, solid agent, penetration agent, etc., and various types can be used.
本発明の工業用防菌・防藻組成物の適用分野として
は、工業用としての用途であれば特に制限はなく、あら
ゆる分野で利用可能である。例えば、製紙工場等の各種
用水系のスライムコントロール剤や、デンプン用防腐
剤、ラテックス用防菌・防腐剤、塗料・接着剤用防菌・
防黴剤、木材（建材）用防菌・防黴剤、炭カル・ラテッ
クス等の防菌・防黴剤、切削油等の金属加工油の防腐
剤、冷却水系のファウリング防止剤、繊維、皮革やプラ
スチックの防菌・防黴・防藻剤等広い分野で適用可能で
ある。The field of application of the industrial antibacterial and antialgal composition of the present invention is not particularly limited as long as it is for industrial use, and can be used in all fields. For example, various water-based slime control agents for paper mills, preservatives for starch, antibacterial and antiseptic for latex, antibacterial for paints and adhesives,
Fungicides, fungicides and fungicides for wood (building materials), fungicides and fungicides such as charcoal and latex, preservatives for metalworking oils such as cutting oils, antifouling agents for cooling water systems, fibers, It can be applied in a wide range of fields such as antibacterial, antifungal, and antialgal agents for leather and plastic.
本発明の工業用防菌・防藻組成物をこれらの適用分野
へ使用する場合、その添加形態は連続添加、間欠添加或
いはバッチ添加のいずれでも良い。その必要濃度は適用
する系によって異なるが、一般には有効成分濃度0.01〜
1000mg/lの範囲で適宜決定される。When the industrial antibacterial and antialgal composition of the present invention is used in these fields of application, the addition form may be continuous addition, intermittent addition or batch addition. The required concentration varies depending on the system to be applied, but generally the active ingredient concentration is 0.01 to
It is appropriately determined within the range of 1000 mg / l.
［作用］ ５−クロロ−２−メチル−４−イソチアゾリン−３−
オン及び／又は２−メチル−４−イソチアゾリン−３−
オンと4,5−ジクロロ−２−（ｎ−オクチル）−４−イ
ソチアゾリン−３−オンとを併用することにより、著し
く優れた相乗効果が発揮され、 抗菌スペクトルの拡大 使用濃度の低減 等の優れた効果が奏される。[Action] 5-chloro-2-methyl-4-isothiazoline-3-
On and / or 2-methyl-4-isothiazoline-3-
By using ON and 4,5-dichloro-2- (n-octyl) -4-isothiazolin-3-one together, a remarkably excellent synergistic effect is exhibited, and the antibacterial spectrum is expanded, and the use concentration is reduced. The effect is achieved.
［実施例］ 以下に実施例及び比較例を挙げて本発明をより具体的
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 Hereinafter, the present invention will be described more specifically with reference to Examples and Comparative Examples, but the present invention is not limited to the following Examples as long as the gist is not exceeded.
実施例１ ５−クロロ−２−メチル−４−イソチアゾリン−３−
オン及び／又は２−メチル−４−イソチアゾリン−３−
オンと4,5−ジクロロ−２−（ｎ−オクチル）−４−イ
ソチアゾリン−３−オンとを併用することによる相乗効
果を調べるために、配合比を変えて増殖抑制試験を行な
った。Example 1 5-chloro-2-methyl-4-isothiazoline-3-
On and / or 2-methyl-4-isothiazoline-3-
In order to examine the synergistic effect of using ON and 4,5-dichloro-2- (n-octyl) -4-isothiazolin-3-one in combination, a growth inhibition test was conducted by changing the compounding ratio.
供試菌はE.Coliを用い、107個/ml程度となるように培
地に添加し、各化合物を所定量添加した後、30℃で24時
間培養して最小増殖抑制濃度（ppm）を求めた。The test bacterium was added to the culture medium using E. Coli at a concentration of about 10 7 cells / ml. After adding each compound in a predetermined amount, the cells were cultured at 30 ° C for 24 hours to determine the minimum growth inhibitory concentration (ppm). I asked.
なお、培地には、グルコース0.1重量％、ポリペプト
ン0.1重量％、NaCl0.05重量％、pH7.0の液体培地を用い
た。As a medium, a liquid medium of 0.1% by weight of glucose, 0.1% by weight of polypeptone, 0.05% by weight of NaCl, and pH 7.0 was used.
また、５−クロロ−２−メチル−４−イソチアゾリン
−３−オン及び２−メチル−４−イソチアゾリン−３−
オンとして、下記成分を有する組成物Ａを用いた。Also, 5-chloro-2-methyl-4-isothiazolin-3-one and 2-methyl-4-isothiazolin-3-one.
As ON, composition A having the following components was used.
組成物Ａの組成 ５−クロロ−２−メチル−４−イソチアゾリン−３−オ
ン:8.6重量％ ２−メチル−４−イソチアゾリン−３−オン:2.6重量％ 水、塩化マグネシウム、硝酸マグネシウム:88.8重量％ 結果を第１図に示す。Composition of composition A 5-chloro-2-methyl-4-isothiazolin-3-one: 8.6% by weight 2-methyl-4-isothiazolin-3-one: 2.6% by weight Water, magnesium chloride, magnesium nitrate: 88.8% by weight The results are shown in FIG.
第１図から５−クロロ−２−メチル−４−イソチアゾ
リン−３−オン及び２−メチル−４−イソチアゾリン−
３−オンと4,5−ジクロロ−２−（ｎ−オクチル）−４
−イソチアゾリン−３−オンとの併用により優れた相乗
効果が発揮されることが明確である。From FIG. 1, 5-chloro-2-methyl-4-isothiazolin-3-one and 2-methyl-4-isothiazoline-
3-one and 4,5-dichloro-2- (n-octyl) -4
It is clear that an excellent synergistic effect is exhibited when used in combination with -isothiazolin-3-one.
実施例２〜４、比較例１〜７ 製紙工程の白水より分離した、バクテリア（A,B,C）
と真菌（D,E,F）、及び、冷却水系より分離した藻類
（G,H）を用いて、第１表に示す各薬剤の最小増殖抑制
濃度の測定を行なった。Examples 2 to 4, Comparative Examples 1 to 7 Bacteria (A, B, C) separated from white water in the papermaking process
And the fungi (D, E, F), and the algae (G, H) separated from the cooling water system, the minimum growth inhibitory concentrations of the respective drugs shown in Table 1 were measured.
なお、バクテリアに対しては実施例１で用いたものと
同様の培地を用い、真菌に対しては、PDA培地（ポテト
デキストロース液体培地）、藻類に対しては下水道２次
処理水を約６ヶ月静置した上澄み液を用いた。判定は、
バクテリアの場合は24時間後、真菌の場合は１週間後、
藻類の場合は３週間後に行なった。温度は全て30℃で行
なった。A medium similar to that used in Example 1 was used for bacteria, a PDA medium (potato dextrose liquid medium) for fungi, and a sewer secondary treatment water for about 6 months for algae. The supernatant liquid left standing was used. The judgment is
24 hours for bacteria, 1 week for fungi,
In the case of algae, it was performed after 3 weeks. All temperatures were at 30 ° C.
結果を第１表に示す。 The results are shown in Table 1.
第１表より、本発明の組成物は５−クロロ−２−メチ
ル−４−イソチアゾリン−３−オン及び／又は２−メチ
ル−４−イソチアゾリン−３−オンと4,5−ジクロロ−
２−（ｎ−オクチル）−４−イソチアゾリン−３−オン
との併用による抗菌・抗藻力の相乗効果を示すと共に、
抗菌・抗藻スペクトルが広いことが認めれる。From Table 1, it can be seen that the composition of the present invention comprises 5-chloro-2-methyl-4-isothiazolin-3-one and / or 2-methyl-4-isothiazolin-3-one and 4,5-dichloro-one.
In addition to showing a synergistic effect of antibacterial and antialgal activity when used in combination with 2- (n-octyl) -4-isothiazolin-3-one,
It is recognized that the antibacterial and antialgal spectrum is broad.
［発明の効果］ 以上詳述した通り、本発明の工業用防菌・防藻組成物
によれば、５−クロロ−２−メチル−４−イソチアゾリ
ン−３−オン及び／又は２−メチル−４−イソチアゾリ
ン−３−オンと4,5−ジクロロ−２−（ｎ−オクチル）
−４−イソチアゾリン−３−オンとの併用による著しく
優れた相乗効果により、 広い抗菌スペクトルが低濃度で得られる。 [Effects of the Invention] As described above in detail, according to the industrial antibacterial and antialgal composition of the present invention, 5-chloro-2-methyl-4-isothiazolin-3-one and / or 2-methyl-4. -Isothiazolin-3-one and 4,5-dichloro-2- (n-octyl)
Due to the remarkably excellent synergistic effect of the combined use with -4-isothiazolin-3-one, a broad antibacterial spectrum can be obtained at a low concentration.
低濃度で効力を発揮できる。Effective at low concentrations.
等の優れた効果が奏され、良好な防菌・防藻効果が得ら
れる。And excellent effects such as antibacterial and algae-proof are obtained.
【図面の簡単な説明】 第１図は実施例１の結果を示すグラフである。BRIEF DESCRIPTION OF THE DRAWINGS FIG. 1 is a graph showing the results of Example 1.
Claims (1)
リン−３−オン及び／又は２−メチル−４−イゾチアゾ
リン−３−オンと、4,5−ジクロロ−２−（ｎ−オクチ
ル）−４−イソチアゾリン−３−オンとを含むことを特
徴とする工業用防菌・防藻組成物。(1) 5-chloro-2-methyl-4-isothiazolin-3-one and / or 2-methyl-4-isothiazolin-3-one and 4,5-dichloro-2- (n-octyl)- An industrial antibacterial / algal composition comprising 4-isothiazolin-3-one.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP34329089A JP2903582B2 (en) | 1989-12-28 | 1989-12-28 | Industrial antibacterial and antialgal compositions |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP34329089A JP2903582B2 (en) | 1989-12-28 | 1989-12-28 | Industrial antibacterial and antialgal compositions |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH03200703A JPH03200703A (en) | 1991-09-02 |
| JP2903582B2 true JP2903582B2 (en) | 1999-06-07 |
Family
ID=18360373
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP34329089A Expired - Lifetime JP2903582B2 (en) | 1989-12-28 | 1989-12-28 | Industrial antibacterial and antialgal compositions |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP2903582B2 (en) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA2659920A1 (en) * | 2005-06-15 | 2006-12-15 | Rohm And Haas Company | Antimicrobial composition useful for preserving wood |
| US8119670B2 (en) | 2006-06-12 | 2012-02-21 | Rohm And Haas Company | Antimicrobial composition useful for preserving wood |
| JP5227012B2 (en) * | 2007-12-25 | 2013-07-03 | アクアス株式会社 | Algae inhibitor and method for suppressing algae |
| JP2013014619A (en) * | 2012-10-09 | 2013-01-24 | Aquas Corp | Algae inhibitor and method for inhibiting algae |
| CN109964947A (en) * | 2019-04-12 | 2019-07-05 | 嘉兴沃特泰科环保科技有限公司 | Non-oxidative antimicrobial |
-
1989
- 1989-12-28 JP JP34329089A patent/JP2903582B2/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| JPH03200703A (en) | 1991-09-02 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| EP0431752B1 (en) | Synergistic microbicidal combinations | |
| US5591760A (en) | Synergistic microbicidal combinations containing 4,5-dichloro-2-octyl-3-isothiazolone and certain commercial biocides | |
| HU207934B (en) | Bactericide funigicide and algicide composition containing isothiazolone derivatives, process for inhibiting their development, and cosmetical composition | |
| JPH0881311A (en) | Biocide containing no halogen | |
| EP0741517B1 (en) | Synergistic antimicrobial compositions containing a halogenated acetophenone and an organic acid | |
| US5733362A (en) | Synergistic bactericide | |
| US6114366A (en) | Broad spectrum preservative | |
| US5489588A (en) | Synergistic microbicidal combinations containing 2-methyl-3-isothiazolone and certain commercial biocides | |
| US4980176A (en) | Preservative compositions and uses thereof | |
| JP2903582B2 (en) | Industrial antibacterial and antialgal compositions | |
| EP0236119B1 (en) | Preservative compositions and uses thereof | |
| US5432184A (en) | Microbial inhibiting compositions and their use | |
| KR100385714B1 (en) | A stabilized isothiazolone composition and method of stabilization of isothiazolone | |
| HUT59566A (en) | Microbicide compositions containing 4,5-dichloro-2-cyclohexyl-3-isothiazolone and known microbicide active component | |
| JPH06510541A (en) | Synergistic combination of 2-(thiocyanomethylthio)-benzothiazole and hexahydro-1,3,5-tris(2-hydroxyethyl)-s-triazine for control of fungal and bacterial growth in aqueous fluids | |
| CA2301562C (en) | Synergistic antimicrobial compositions containing dodecylmorpholine or a salt thereof and dodecylamine or a salt thereof |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FPAY | Renewal fee payment (prs date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20080326 Year of fee payment: 9 |
|
| FPAY | Renewal fee payment (prs date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20090326 Year of fee payment: 10 |
|
| FPAY | Renewal fee payment (prs date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20090326 Year of fee payment: 10 |
|
| FPAY | Renewal fee payment (prs date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20100326 Year of fee payment: 11 |
|
| EXPY | Cancellation because of completion of term | ||
| FPAY | Renewal fee payment (prs date is renewal date of database) |
Year of fee payment: 11 Free format text: PAYMENT UNTIL: 20100326 |