JPH0687705A - Germicidal composition - Google Patents
Germicidal compositionInfo
- Publication number
- JPH0687705A JPH0687705A JP26836791A JP26836791A JPH0687705A JP H0687705 A JPH0687705 A JP H0687705A JP 26836791 A JP26836791 A JP 26836791A JP 26836791 A JP26836791 A JP 26836791A JP H0687705 A JPH0687705 A JP H0687705A
- Authority
- JP
- Japan
- Prior art keywords
- cyclic ester
- formula
- ester compound
- germicidal composition
- compound
- 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
- 239000000203 mixture Substances 0.000 title claims abstract description 37
- 230000002070 germicidal effect Effects 0.000 title abstract description 6
- -1 isothiazolone compound Chemical class 0.000 claims abstract description 22
- 239000002904 solvent Substances 0.000 claims abstract description 10
- 229910052736 halogen Inorganic materials 0.000 claims abstract description 5
- 150000002367 halogens Chemical class 0.000 claims abstract description 5
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 5
- 229910052739 hydrogen Inorganic materials 0.000 claims description 5
- 239000001257 hydrogen Substances 0.000 claims description 5
- 230000001954 sterilising effect Effects 0.000 claims description 5
- 239000006185 dispersion Substances 0.000 abstract description 12
- 229920001059 synthetic polymer Polymers 0.000 abstract description 10
- 230000002421 anti-septic effect Effects 0.000 abstract description 8
- 229910052751 metal Inorganic materials 0.000 abstract description 8
- 239000002184 metal Substances 0.000 abstract description 8
- 150000003839 salts Chemical class 0.000 abstract description 8
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 abstract description 4
- GAEKPEKOJKCEMS-UHFFFAOYSA-N gamma-valerolactone Chemical compound CC1CCC(=O)O1 GAEKPEKOJKCEMS-UHFFFAOYSA-N 0.000 abstract description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract description 2
- DHNRXBZYEKSXIM-UHFFFAOYSA-N chloromethylisothiazolinone Chemical compound CN1SC(Cl)=CC1=O DHNRXBZYEKSXIM-UHFFFAOYSA-N 0.000 abstract description 2
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 abstract description 2
- 239000003381 stabilizer Substances 0.000 abstract description 2
- 125000004122 cyclic group Chemical group 0.000 abstract 2
- 150000002148 esters Chemical class 0.000 abstract 2
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 abstract 2
- 239000004480 active ingredient Substances 0.000 abstract 1
- 230000000844 anti-bacterial effect Effects 0.000 description 24
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 5
- JLHMJWHSBYZWJJ-UHFFFAOYSA-N 1,2-thiazole 1-oxide Chemical class O=S1C=CC=N1 JLHMJWHSBYZWJJ-UHFFFAOYSA-N 0.000 description 4
- PUSPAPGHKSLKKH-UHFFFAOYSA-N 2-methyl-1,2-thiazolidin-3-one Chemical compound CN1SCCC1=O PUSPAPGHKSLKKH-UHFFFAOYSA-N 0.000 description 4
- SEKMAUCMRCHQMC-UHFFFAOYSA-N 5-chloro-2-methyl-1,2-thiazolidin-3-one Chemical compound CN1SC(Cl)CC1=O SEKMAUCMRCHQMC-UHFFFAOYSA-N 0.000 description 4
- 238000012360 testing method Methods 0.000 description 4
- 239000000839 emulsion Substances 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- CVZDIUZSWUDGOP-UHFFFAOYSA-N 4,5-dichloro-2-methyl-1,2-thiazol-3-one Chemical compound CN1SC(Cl)=C(Cl)C1=O CVZDIUZSWUDGOP-UHFFFAOYSA-N 0.000 description 2
- YEJRWHAVMIAJKC-UHFFFAOYSA-N 4-Butyrolactone Chemical compound O=C1CCCO1 YEJRWHAVMIAJKC-UHFFFAOYSA-N 0.000 description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
- 229910052801 chlorine Inorganic materials 0.000 description 2
- 239000000460 chlorine Substances 0.000 description 2
- 230000015271 coagulation Effects 0.000 description 2
- 238000005345 coagulation Methods 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 230000000855 fungicidal effect Effects 0.000 description 2
- 229920000126 latex Polymers 0.000 description 2
- 239000004816 latex Substances 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 238000013112 stability test Methods 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 229920003048 styrene butadiene rubber Polymers 0.000 description 2
- 229920006174 synthetic rubber latex Polymers 0.000 description 2
- XDMYYHWZRFUZSZ-UHFFFAOYSA-N 4-chloro-2-methyl-1,2-thiazolidin-3-one Chemical compound CN1SCC(Cl)C1=O XDMYYHWZRFUZSZ-UHFFFAOYSA-N 0.000 description 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
- 241000894006 Bacteria Species 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- 239000002174 Styrene-butadiene Substances 0.000 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 238000004220 aggregation Methods 0.000 description 1
- 230000002776 aggregation Effects 0.000 description 1
- 239000003945 anionic surfactant Substances 0.000 description 1
- 150000001450 anions Chemical class 0.000 description 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- 239000004566 building material Substances 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 238000013329 compounding Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- JBFHTYHTHYHCDJ-UHFFFAOYSA-N gamma-caprolactone Chemical compound CCC1CCC(=O)O1 JBFHTYHTHYHCDJ-UHFFFAOYSA-N 0.000 description 1
- 238000004128 high performance liquid chromatography Methods 0.000 description 1
- 229910052740 iodine Inorganic materials 0.000 description 1
- 239000011630 iodine Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 230000000813 microbial effect Effects 0.000 description 1
- 244000005700 microbiome Species 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 239000000123 paper Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 239000003505 polymerization initiator Substances 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 230000000087 stabilizing effect Effects 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
Description
【０００１】[0001]
【産業上の利用分野】本発明は水系分散物が微生物汚染
を受けることを防止するための殺菌組成物に関するもの
である。FIELD OF THE INVENTION The present invention relates to a bactericidal composition for preventing an aqueous dispersion from being contaminated with microorganisms.
【０００２】[0002]
【従来の技術】従来、工業用防腐剤として多くの化合物
が使用されている。これらの内、コスト当りの効果の優
れているものの一つとして一般式で示されるイソチアゾ
ロン系化合物があげられる。従来、イソチアゾロン系化
合物は、接着剤、塗料、紙、繊維および建材等の諸工業
分野において利用されている天然ゴムラテックス、合成
ゴムラテックス、アクリル系エマルジョン、酢酸ビニル
系エマルジョンおよびこれらの混合物等の合成高分子水
系分散物の腐敗、着色等の微生物汚染を防止するために
添加されることが多い。2. Description of the Related Art Many compounds have hitherto been used as industrial preservatives. Among these, the isothiazolone compounds represented by the general formula are mentioned as one of those having excellent effects per cost. Conventionally, isothiazolone compounds have been used in various industrial fields such as adhesives, paints, papers, fibers and building materials, and synthetic rubber latex, synthetic rubber latex, acrylic emulsion, vinyl acetate emulsion and mixtures thereof. It is often added in order to prevent microbial contamination such as spoilage and coloring of the polymer aqueous dispersion.
【０００３】[0003]
【発明が解決しようとする課題】しかし、このイソチア
ゾロン系化合物は安定性が悪くこれを向上させるため、
マグネシウム、カルシウム等の各種金属塩が添加された
殺菌組成物として使用されている。この殺菌組成物は防
腐効果に非常に優れているが、上記の合成高分子水系分
散物に添加したとき、殺菌組成物中に含まれる金属塩が
原因となって合成高分子水系分散物が凝集するという致
命的な問題を生じる。この問題を避けるために特開昭６
０−９６６５２号には、上記殺菌組成物にアニオン性界
面活性剤を添加する方法が提案されているが、この方法
では殺菌組成物を水で希釈して添加する必要があり、煩
雑さを伴い、また添加量が制限されたり、希釈液の安定
性が著しく低下する等の問題が起こるため実用的ではな
い。また、イソチアゾロン系化合物の殺菌組成物から金
属塩を除去したものはかかる凝集物の発生は認められな
いが、殺菌組成物としての安定性は著しく低下するため
実用に到底耐えられない欠点を有する。特開平１−１７
５９０５には金属塩を含まないイソチアゾロン系化合物
にアニオンおよびノニオン界面活性剤を添加することに
よって安定化する方法が提案されているが、製品安定性
は十分ではない。次に、金属塩を含有したイソチアゾロ
ン系化合物の殺菌組成物を上記合成高分子水系分散物に
添加した場合、合成高分子水系分散物を得るために使用
される重合開始剤、重合停止剤等が微量に残留している
ことによって合成高分子水系分散物中のイソチアゾロン
系化合物が徐々に分解し、防腐効力が長期にわたり持続
しないと言う問題もしばしば起こりうる。However, since this isothiazolone compound is poor in stability and improves it,
It is used as a bactericidal composition to which various metal salts such as magnesium and calcium are added. This bactericidal composition is very excellent in antiseptic effect, but when added to the above-mentioned synthetic polymer aqueous dispersion, the synthetic polymer aqueous dispersion aggregates due to the metal salt contained in the bactericidal composition. Cause the fatal problem of doing. In order to avoid this problem
No. 0-96652 proposes a method of adding an anionic surfactant to the above bactericidal composition, but in this method, the bactericidal composition needs to be diluted with water and added, which is complicated. In addition, it is not practical because it causes problems such as a limited addition amount and markedly reduced stability of the diluent. In addition, in the case where the metal salt is removed from the isothiazolone compound sterilizing composition, the generation of such aggregates is not recognized, but the stability as the sterilizing composition is remarkably lowered, and it has a drawback that it cannot be put to practical use at all. Japanese Patent Laid-Open No. 1-17
5905 proposes a method for stabilizing an isothiazolone compound containing no metal salt by adding an anion and a nonionic surfactant, but the product stability is not sufficient. Next, when a bactericidal composition of an isothiazolone compound containing a metal salt is added to the synthetic polymer aqueous dispersion, a polymerization initiator, a polymerization terminator or the like used to obtain the synthetic polymer aqueous dispersion is The residual amount in a trace amount may cause a problem that the isothiazolone compound in the synthetic polymer aqueous dispersion is gradually decomposed and the antiseptic effect does not last for a long time.
【０００４】[0004]
【課題を解決するための手段】本発明者は前記欠点を改
良すべく鋭意研究の結果、前記の欠点が改良されること
を見いだし、本発明を完成した。本発明は、一般式
（Ｉ） （式中ＸおよびＹは同じかまたは異なり水素またはハロ
ゲンを示す）で表されるイソチアゾロン系化合物の少な
くとも一種を有効成分とし、一般式（ＩＩ） （式中Ｒ1 およびＲ2 は同じかまたは異なり水素または
アルキル基を示す）で表される環状エステル化合物また
はこれを主体とする溶媒を用いた殺菌組成物である。以
下本発明について詳細に説明する。As a result of intensive research to improve the above-mentioned drawbacks, the present inventor has found that the above-mentioned drawbacks are improved, and completed the present invention. The present invention has the general formula (I) Wherein at least one isothiazolone compound represented by the formula (wherein X and Y are the same or different and each represents hydrogen or halogen), and is represented by the general formula (II) A sterilizing composition using a cyclic ester compound represented by the formula (wherein R 1 and R 2 are the same or different and each represents hydrogen or an alkyl group) or a solvent mainly containing the same. The present invention will be described in detail below.
【０００５】本発明で使用するイソチアゾロン系化合物
は殺菌、殺カビ物質で前記一般式（Ｉ）中のＸおよびＹ
は同じかまたは異なり水素またはハロゲン元素を示す。
ハロゲン元素としては塩素、臭素およびヨウ素元素が挙
げられるが、殺菌力および殺カビ力から塩素元素が最も
良い。その代表的なものとしては２−メチルイソチアゾ
リン−３−オン、２−メチル−４−クロロイソチアゾリ
ン−３−オン、２−メチル−５−クロロイソチアゾリン
−３−オン、および２−メチル−４，５−ジクロロイソ
チアゾリン−３−オン等が挙げられ、殺菌組成物中でこ
れらの一種あるいは二種以上の混合物を用いることがで
きる。本発明の殺菌組成物中で使用する溶剤は、一般式
（ＩＩ）で表される環状エステル化合物であるが、具体
例としてはγ−ブチロラクトン、γ−バレロラクトンお
よびγ−エチルブチロラクトン等を用いることができ
る。これらの環状エステル化合物は一種を単独で用いて
も二種以上を併用しても良く、またイソチアゾロン系化
合物または環状エステル化合物の溶解性に影響を与えな
い他の溶剤例えばグリコール系溶剤、アルコール系溶剤
と混合して用いても差し支えない。本発明の殺菌組成物
における上記一般式（Ｉ）で示されるイソチアゾロン系
化合物は、殺菌組成物の安定性およびこれを加える合成
高分子水系分散物への添加時の凝集防止の点から、殺菌
組成物中０．５〜２０重量％となるように含有させるの
が良く、好ましくは２〜１０重量％とするのが良い。ま
た、本発明で使用する環状エステル化合物は殺菌組成物
中２〜９９重量％となるように含有させるのが良く、好
ましくは２０〜８０％重量とするのが良い。The isothiazolone compounds used in the present invention are bactericidal and fungicidal substances, and are X and Y in the above general formula (I).
Are the same or different and represent hydrogen or a halogen element.
Examples of the halogen element include chlorine, bromine and iodine elements, but the chlorine element is the best from the viewpoint of bactericidal activity and fungicidal activity. Typical examples thereof include 2-methylisothiazolin-3-one, 2-methyl-4-chloroisothiazolin-3-one, 2-methyl-5-chloroisothiazolin-3-one, and 2-methyl-4,5. -Dichloroisothiazolin-3-one and the like can be mentioned, and one kind or a mixture of two or more kinds thereof can be used in the bactericidal composition. The solvent used in the bactericidal composition of the present invention is a cyclic ester compound represented by the general formula (II), and specific examples include γ-butyrolactone, γ-valerolactone and γ-ethylbutyrolactone. You can These cyclic ester compounds may be used singly or in combination of two or more, and other solvents that do not affect the solubility of the isothiazolone compound or the cyclic ester compound, for example, glycol solvent, alcohol solvent It can be used as a mixture with. The isothiazolone compound represented by the above general formula (I) in the bactericidal composition of the present invention is a bactericidal composition from the viewpoint of stability of the bactericidal composition and prevention of aggregation when added to the synthetic polymer aqueous dispersion to which it is added. The content is preferably 0.5 to 20% by weight, and more preferably 2 to 10% by weight. The cyclic ester compound used in the present invention is preferably contained in the bactericidal composition in an amount of 2 to 99% by weight, preferably 20 to 80% by weight.
【０００６】[0006]
【実施例】次に本発明の実施例および比較例をあげて説
明するが、本発明はこれらに限定されるものではない。
以下に示した配合比率はすべて重量％である。また、各
実施例の殺菌組成物は各実施例に示す各成分をそれぞれ
示す割合で常温において通常の攪拌によって調製した。 実施例１〜７、比較例１〜１５ イソチアゾロン系化合物を表１、２、３および４に示す
各種溶剤に溶解し、殺菌組成物を得た。これらの殺菌組
成物についての安定性試験、合成高分子水系分散物に添
加し、凝固物発生試験および防腐試験を行なった。 （１）安定性試験 殺菌組成物を４５℃の恒温器中に放置し、一定期間毎に
イソチアゾロン系化合物の含有量を高速液体クロマトグ
ラフィーを用いて分析した。結果を表５に示す。表５か
ら明らかなように、本発明の殺菌組成物は非常に安定化
されていることがわかる。 （２）凝固物発生試験 合成高分子水系分散物スチレン−ブタジエン共重合体ラ
テックス（固形分７０％）およびアクリルエマルジョン
（固形分５０％）１００ｇに殺菌組成物を３ｍｌ添加
し、マグネチックスターラーで５分間攪拌する。これを
１２０メッシュ金網でろ過し、１００℃で２時間乾燥
後、金網上に捕集された凝固物の重量を測定した。結果
を表６に示す。表６から明らかなように本発明の殺菌組
成物は金属塩を含有していないため凝固物は認められな
かった。 （３）防腐試験 二種類のＳＢＲラテックスに殺菌組成物を１００ｐｐｍ
および２００ｐｐｍになるように添加し、１週間後およ
び２週間後に菌数と２−メチルイソチアゾリン−３−オ
ンの残存量を測定した。結果を表７および表８に示す。
表７および表８から明らかなように、本発明の殺菌組成
物は殺菌効力が長期にわたり持続していることがわか
る。EXAMPLES Examples and comparative examples of the present invention will be described below, but the present invention is not limited thereto.
All of the compounding ratios shown below are% by weight. The bactericidal composition of each example was prepared by ordinary stirring at room temperature in the proportions shown for each component shown in each example. Examples 1 to 7 and Comparative Examples 1 to 15 Isothiazolone compounds were dissolved in various solvents shown in Tables 1, 2, 3 and 4 to obtain germicidal compositions. Stability test of these bactericidal compositions, addition to synthetic polymer aqueous dispersions, coagulation generation test and antiseptic test were conducted. (1) Stability test The bactericidal composition was left in a thermostat at 45 ° C., and the content of the isothiazolone compound was analyzed at regular intervals using high performance liquid chromatography. The results are shown in Table 5. As is clear from Table 5, the bactericidal composition of the present invention is extremely stabilized. (2) Coagulation generation test 3 ml of a sterilizing composition was added to 100 g of a synthetic polymer aqueous dispersion styrene-butadiene copolymer latex (solid content: 70%) and an acrylic emulsion (solid content: 50%), and the mixture was mixed with a magnetic stirrer. Stir for minutes. This was filtered through a 120-mesh wire net, dried at 100 ° C. for 2 hours, and the weight of the solidified product collected on the wire net was measured. The results are shown in Table 6. As is apparent from Table 6, the bactericidal composition of the present invention contained no metal salt, and thus no coagulated product was observed. (3) Antiseptic test 100 ppm of bactericidal composition to two kinds of SBR latex
And 200 ppm, and after 1 week and 2 weeks, the number of bacteria and the residual amount of 2-methylisothiazolin-3-one were measured. The results are shown in Tables 7 and 8.
As is clear from Tables 7 and 8, it is understood that the bactericidal composition of the present invention has a bactericidal effect that continues for a long period of time.
【０００７】[0007]
【表１】 ＣＭＴ ：２−メチル−５−クロロイソチアゾリン−３
−オン ＭＴ ：２−メチルイソチアゾリン−３−オン ＤＣＭＴ：２−メチル−４，５−ジクロロイソチアゾリ
ン−３−オン[Table 1] CMT: 2-methyl-5-chloroisothiazoline-3
-One MT: 2-methylisothiazolin-3-one DCMT: 2-methyl-4,5-dichloroisothiazolin-3-one
【０００８】[0008]
【表２】 ＣＭＴ ：２−メチル−５−クロロイソチアゾリン−３
−オン ＭＴ ：２−メチルイソチアゾリン−３−オン ＤＣＭＴ：２−メチル−４，５−ジクロロイソチアゾリ
ン−３−オン[Table 2] CMT: 2-methyl-5-chloroisothiazoline-3
-One MT: 2-methylisothiazolin-3-one DCMT: 2-methyl-4,5-dichloroisothiazolin-3-one
【０００９】[0009]
【表３】 ＣＭＴ ：２−メチル−５−クロロイソチアゾリン−３
−オン ＤＭＳＯ：ジメチルスルホキシド[Table 3] CMT: 2-methyl-5-chloroisothiazoline-3
-ON DMSO: dimethyl sulfoxide
【００１０】[0010]
【表４】 ＣＭＴ ：２−メチル−５−クロロイソチアゾリン−３
−オン[Table 4] CMT: 2-methyl-5-chloroisothiazoline-3
-On
【００１１】[0011]
【表５】 [Table 5]
【００１２】[0012]
【表６】 [Table 6]
【００１３】[0013]
【表７】 [Table 7]
【００１４】[0014]
【表８】 [Table 8]
【００１５】[0015]
【発明の効果】本発明の殺菌組成物は製剤安定性に優れ
ているため、確実な防腐効果が得られ、また、低温倉庫
等に保管する必要がないためコスト的なメリットも得ら
れる。安定剤として金属塩を含んでいないため、合成高
分子水系分散物に悪影響を与えることなく使用でき、安
定な防腐効果を得ることができる。EFFECTS OF THE INVENTION The bactericidal composition of the present invention is excellent in formulation stability and therefore has a certain antiseptic effect. Further, since it does not need to be stored in a low temperature warehouse or the like, it has a cost advantage. Since it does not contain a metal salt as a stabilizer, it can be used without adversely affecting the synthetic polymer aqueous dispersion, and a stable antiseptic effect can be obtained.
Claims (1)
ゲンを示す）で表されるイソチアゾロン系化合物の少な
くとも一種を有効成分とし、一般式（ＩＩ） （式中Ｒ1 およびＲ2 は同じかまたは異なり水素または
アルキル基を示す）で表される環状エステル化合物また
はこれを主体とする溶剤を含有することを特徴とする殺
菌組成物。1. A general formula (I) Wherein at least one isothiazolone compound represented by the formula (wherein X and Y are the same or different and each represents hydrogen or halogen), and is represented by the general formula (II) A sterilizing composition comprising a cyclic ester compound represented by the formula (wherein R 1 and R 2 are the same or different and each represents hydrogen or an alkyl group) or a solvent mainly containing the same.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP3268367A JP3026124B2 (en) | 1991-09-18 | 1991-09-18 | Sterilizing composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP3268367A JP3026124B2 (en) | 1991-09-18 | 1991-09-18 | Sterilizing composition |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH0687705A true JPH0687705A (en) | 1994-03-29 |
| JP3026124B2 JP3026124B2 (en) | 2000-03-27 |
Family
ID=17457528
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP3268367A Expired - Fee Related JP3026124B2 (en) | 1991-09-18 | 1991-09-18 | Sterilizing composition |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP3026124B2 (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2006143610A (en) * | 2004-11-17 | 2006-06-08 | Hokko Chem Ind Co Ltd | Liquid pesticide formulation |
| EP2364590A1 (en) * | 2010-03-09 | 2011-09-14 | Cognis IP Management GmbH | Biocide compositions comprising valerolactone or its derivatives |
| WO2023111297A1 (en) * | 2021-12-17 | 2023-06-22 | Basf Se | Lactones for enhancing the activity of antimicrobial agents |
-
1991
- 1991-09-18 JP JP3268367A patent/JP3026124B2/en not_active Expired - Fee Related
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2006143610A (en) * | 2004-11-17 | 2006-06-08 | Hokko Chem Ind Co Ltd | Liquid pesticide formulation |
| EP2364590A1 (en) * | 2010-03-09 | 2011-09-14 | Cognis IP Management GmbH | Biocide compositions comprising valerolactone or its derivatives |
| WO2023111297A1 (en) * | 2021-12-17 | 2023-06-22 | Basf Se | Lactones for enhancing the activity of antimicrobial agents |
Also Published As
| Publication number | Publication date |
|---|---|
| JP3026124B2 (en) | 2000-03-27 |
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