JPH08193015A - Industrial antiseptic mildewproofing agent - Google Patents
Industrial antiseptic mildewproofing agentInfo
- Publication number
- JPH08193015A JPH08193015A JP498195A JP498195A JPH08193015A JP H08193015 A JPH08193015 A JP H08193015A JP 498195 A JP498195 A JP 498195A JP 498195 A JP498195 A JP 498195A JP H08193015 A JPH08193015 A JP H08193015A
- Authority
- JP
- Japan
- Prior art keywords
- benzisothiazolin
- industrial
- industrial antiseptic
- antiseptic
- weight
- 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.)
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- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
Description
【０００１】[0001]
【産業上の利用分野】本発明は、微生物による劣化に対
し防腐防カビ性を有し、金属加工油、塗料、接着剤、ラ
テックスエマルジョン、工業用洗剤を安定に保持するに
適した１，２−ベンゾイソチアゾリン−３−オンを含有
する工業用防腐防カビ剤に関する。INDUSTRIAL APPLICABILITY The present invention has antiseptic and antifungal properties against deterioration by microorganisms and is suitable for stably holding metal working oils, paints, adhesives, latex emulsions and industrial detergents. -Industrial antiseptic and fungicide containing benzisothiazolin-3-one.
【０００２】[0002]
【従来の技術】１，２−ベンゾイソチアゾリン−３−オ
ンは微生物劣化に対し防腐防カビ性を有し、金属加工
油、塗料、接着剤、ラテックスエマルジョン、工業用洗
剤等の各種水性工業材料を安定に保存するに使用する物
質である。しかし、この物質は、水溶性でないため、こ
れをアルカリ金属塩、ジエタノールアミン、トリエタノ
ールアミン、モノホリン等の水溶性塩とすることは特公
昭46-4199号公報に開示されている。しかし、この物質
はこれを高濃度で上記各種工業製品に添加する場合、又
は、この物質自体を保存剤として製造、保管する場合に
この物質は低温で沈澱する傾向がある。そこで、この物
質の安定な水性製剤とするため、１，２−ベンゾイソチ
アゾリン-3-オンのアルカリ金属塩にプロピレングリコ
ール、トリプロピレングリコール、ポリプロピレングリ
コール、低級アルコール、エタノール、メタノールを使
用した工業用防腐防カビ剤が特開昭54-59329号公報に開
示されている。更に、脂肪族アミンとジ及びポリエチレ
ングリコールとにより製造したアミンオキシエチラート
を助剤として加えた工業用防腐防カビ剤が特開昭62-230
704号公報に開示されている。そして、このような工業
用防腐防カビ剤でも、低温特に−10℃では結晶し易く、
不安定であるの。そこで、エチレンジアミン、ジエチレ
ントリアミン、トリエチレンテトラミン、ピペラジン、
ピロリジン、ジエチルアミン、プロパン−１，３−ジア
ミン、ヘキサメチレンジアミン、アリルアミン、ｎ−及
びイソ−プロピルアミン、ブチルアミンを助剤として使
用して低温での結晶の析出を防止した工業用防腐防カビ
剤が特公昭54-10612号公報に開示されている。2. Description of the Prior Art 1,2-Benzisothiazolin-3-one has antiseptic and antifungal properties against microbial deterioration, and is used in various aqueous industrial materials such as metal working oils, paints, adhesives, latex emulsions and industrial detergents. It is a substance used for stable storage. However, since this substance is not water-soluble, it is disclosed in Japanese Examined Patent Publication No. 46-4199 that it is used as a water-soluble salt such as an alkali metal salt, diethanolamine, triethanolamine and monophorin. However, this substance tends to precipitate at low temperature when it is added to the above-mentioned various industrial products at a high concentration or when the substance itself is manufactured and stored as a preservative. Therefore, in order to prepare a stable aqueous preparation of this substance, industrial preservatives using propylene glycol, tripropylene glycol, polypropylene glycol, lower alcohol, ethanol and methanol in the alkali metal salt of 1,2-benzisothiazolin-3-one An antifungal agent is disclosed in JP-A-54-59329. Further, an industrial antiseptic / antifungal agent containing an amine oxyethylate produced from an aliphatic amine and di- and polyethylene glycol as an auxiliary agent is disclosed in JP-A-62-230.
It is disclosed in Japanese Patent No. 704. And even with such industrial antiseptic and fungicide, it is easy to crystallize at a low temperature, especially at -10 ° C,
It's unstable. Therefore, ethylenediamine, diethylenetriamine, triethylenetetramine, piperazine,
An industrial antiseptic and fungicide which uses pyrrolidine, diethylamine, propane-1,3-diamine, hexamethylenediamine, allylamine, n- and iso-propylamine, and butylamine as auxiliary agents to prevent crystal precipitation at low temperatures It is disclosed in Japanese Examined Patent Publication No. 54-10612.
【０００３】[0003]
【発明が解決しようとする課題】上記従来の方法による
１，２−ベンゾイソチアゾリン−３−オンの水溶組成物
ではなお、低温においての安定性、水溶性金属加工油及
びラテックスエマルジョンへの相溶性が充分ではなく、
かつ、従来一般に使用されているエチレンジアミン等は
水溶液とする場合に発熱溶解し取扱い上危険がある。ま
た、極めて刺激臭、刺激性の強い物質であり、問題があ
った。The water-soluble composition of 1,2-benzisothiazolin-3-one prepared by the above-mentioned conventional method still has low temperature stability and compatibility with water-soluble metal working oils and latex emulsions. Not enough,
Moreover, conventionally used ethylenediamine and the like are exothermicly dissolved when made into an aqueous solution, which is dangerous in handling. Further, it is a substance having an extremely irritating odor and a strong irritating property, and there is a problem.
【０００４】[0004]
【課題を解決するための手段】本発明は、上記課題を解
決する目的で、鋭意研究の結果、１，２−ベンゾイソチ
アゾリン−３−オンにモノ又はジアルキルアルカノール
アミン、アミノアルキルアルカノールアミン及びモノア
ルキル又はモノシクロアルキルジアルカノールアミンよ
りなる群より選ばれるアルキルアルカノ−ルアミンの１
種又は２種以上のアルキルアルカノールアミンを加える
ことによって、１，２−ベンゾイソチアゾリン−３−オ
ンを低温でも安定に保持することができ、被添加組成物
である、金属加工油、ラテックスエマルジョン、接着
剤、工業用洗剤等に対しても相溶性が良好であり、かつ
この助剤は刺激性等の作業上の危険性のない物質であ
る。本発明は、１，２−ベンゾイソチアゾリン−３−オ
ンにモノ又はジアルキルアルカノールアミン、アミノア
ルキルアルカノールアミン及びモノアルキル又はモノシ
クロアルキルジアルカノールアミンよりなる群より選ば
れるアルキルアルカノールアミンの１種又は２種以上の
アルキルアルカノールアミンよりなることを特徴とする
工業用防腐防カビ剤。及び、１，２−ベンゾイソチアゾ
リン−３−オンにモノ又はジアルキルアルカノールアミ
ン、アミノアルキルアルカノールアミン及びモノアルキ
ル又はモノシクロアルキルジアルカノールアミンよりな
る群より選ばれるアルキルアルカノールアミンの１種又
は２種以上のアルキルアルカノールアミンとグリコール
よりなることを特徴とする工業用防腐防カビ剤である。DISCLOSURE OF THE INVENTION In order to solve the above-mentioned problems, the present invention has revealed that 1,2-benzisothiazolin-3-one was added to mono- or dialkylalkanolamines, aminoalkylalkanolamines and monoalkyls as a result of intensive research. Or an alkylalkanolamine selected from the group consisting of monocycloalkyl dialkanol amines.
1,2-benzisothiazolin-3-one can be stably retained even at low temperature by adding one or two or more alkylalkanolamines, and the composition to be added, metal working oil, latex emulsion, adhesion It has good compatibility with agents, industrial detergents, etc., and this auxiliary is a substance that is not irritating and has no operational hazard. The present invention provides 1,2-benzisothiazolin-3-one with one or two alkylalkanolamines selected from the group consisting of mono- or dialkylalkanolamines, aminoalkylalkanolamines and monoalkyl or monocycloalkyldialkanolamines. An industrial antiseptic / antifungal agent comprising the above alkylalkanolamine. And 1,2-benzisothiazolin-3-one containing one or more alkylalkanolamines selected from the group consisting of mono- or dialkylalkanolamines, aminoalkylalkanolamines and monoalkyl or monocycloalkyldialkanolamines. It is an industrial antiseptic / antifungal agent characterized by comprising an alkylalkanolamine and glycol.
【０００５】本発明に使用する１，２−ベンゾイソチア
ゾリン−３−オンは防腐防カビ性を有する物質で、従
来、金属加工油、塗料、接着剤、ラテックスエマルジョ
ン、工業用洗剤等に添加して同製品の微生物劣化を防止
するに使用されている。The 1,2-benzisothiazolin-3-one used in the present invention is a substance having antiseptic and antifungal properties, and has been conventionally added to metal working oils, paints, adhesives, latex emulsions, industrial detergents and the like. It is used to prevent microbial deterioration of the product.
【０００６】本発明に使用するモノ又はジアルキルアル
カノールアミンは、The mono or dialkyl alkanolamines used in the present invention are
【化１】 （式中、Ｒ1は水素原子又は低級アルキル基、Ｒ2は低級
アルキル基を示し、Ｒ3は低級アルキレン基を示す）を
有する化合物で、Ｎ−メチルエタノールアミン、Ｎ−エ
チルエタノールアミン、Ｎ−プロピルエタノールアミ
ン、Ｎ−エチルプロパノールアミン、Ｎ−ブチルエタノ
ールアミン、Ｎ，Ｎ−ジエチルエタノールアミン、Ｎ，
Ｎ−ジメチルエタノールアミン、Ｎ，Ｎ−ジブチルエタ
ノールアミン等が挙げられる。アミノアルキルアルカノ
ールアミンは、Embedded image (Wherein R 1 represents a hydrogen atom or a lower alkyl group, R 2 represents a lower alkyl group, and R 3 represents a lower alkylene group), and N-methylethanolamine, N-ethylethanolamine, N -Propylethanolamine, N-ethylpropanolamine, N-butylethanolamine, N, N-diethylethanolamine, N,
Examples thereof include N-dimethylethanolamine and N, N-dibutylethanolamine. Aminoalkylalkanolamine is
【化２】ＮＨ2Ｒ3ＮＨＲ3ＯＨ （式中、Ｒ3は同一又は異なる低級アルキレン基を示
す）を有する化合物で、Ｎ−（β−アミノエチル）エタ
ノールアミン、Ｎ−（α−アミノメチル）エタノールア
ミン、Ｎ−（γ−アミノプロピル）エタノールアミン等
が挙げられる。モノアルキル又はモノシクロアルキルジ
アルカノールアミンは、Embedded image A compound having NH 2 R 3 NHR 3 OH (wherein R 3 represents the same or different lower alkylene group), and is N- (β-aminoethyl) ethanolamine, N- (α-aminomethyl) ) Ethanolamine, N- (γ-aminopropyl) ethanolamine and the like. Monoalkyl or monocycloalkyl dialkanolamine is
【化３】 （式中、Ｒ2は低級アルキル基、シクロアルキル基、Ｒ3
は同一又は異なる低級アルキレン基を示す）を有する化
合物で、Ｎ−メチルジエタノールアミン、Ｎ−プロピル
ジメタノーアミン、Ｎ−シクロヘキシルジエタノールア
ミン等が挙げられる。Embedded image (In the formula, R 2 is a lower alkyl group, a cycloalkyl group, R 3
Are the same or different lower alkylene groups) and include N-methyldiethanolamine, N-propyldimethanoamine, N-cyclohexyldiethanolamine and the like.
【０００７】本発明の工業用防腐防カビ剤は前記１，２
−ベンゾイソチアゾリン−３−オンと前記置換アミノア
ルコールの１種又は２種以上を水と混合し調製する。な
お、上記１，２−ベンゾイソチアゾリン−３−オン、ア
ルキルアルカノールアミンに更にプロピレングリコー
ル、エチレングリコール等のグリコールを添加すると、
本発明の工業用防腐防カビ剤を使用される製品特にラテ
ックス、金属加工油、塗料等の相溶性が向上するので好
適である。本発明の工業用防腐防カビ剤には、１，２−
ベンゾイソチアゾリン−３−オンを全組成物の10〜40重
量％、アルキルアルカノールアミンを10〜90重量％配合
すると好適である。上述の調製で得られた、本発明の工
業用防腐防カビ剤は水溶液状である。そして、この組成
物は長期間冷所で保存しても１，２−ベンゾイソチアゾ
リン−３−オンの結晶析出が生ぜず、安定した製剤であ
る。次に本発明の実施例を挙げ更に具体的に説明する。The industrial antiseptic and fungicide of the present invention comprises the above 1, 2
-Preparation is carried out by mixing benzisothiazolin-3-one and one or more of the above substituted amino alcohols with water. When 1,2-benzisothiazolin-3-one or alkylalkanolamine is further added with a glycol such as propylene glycol or ethylene glycol,
It is suitable because it improves the compatibility of products using the industrial antiseptic / antifungal agent, particularly latex, metalworking oil, paint and the like. The industrial antiseptic and fungicide of the present invention includes 1,2-
Benzisothiazolin-3-one is preferably added in an amount of 10 to 40% by weight and an alkylalkanolamine in an amount of 10 to 90% by weight of the total composition. The industrial antiseptic and fungicide of the present invention obtained by the above-mentioned preparation is in the form of an aqueous solution. Further, this composition is a stable preparation without crystal precipitation of 1,2-benzisothiazolin-3-one even when stored in a cold place for a long period of time. Next, examples of the present invention will be described in more detail.
【０００８】[0008]
【実施例１】１，２−ベンゾイソチアゾリン−３−オン
40重量部、Ｎ−（β−アミノエチル）エタノールアミン
25重量部、水35重量部を混合して水溶液とする。Example 1 1,2-Benzisothiazolin-3-one
40 parts by weight, N- (β-aminoethyl) ethanolamine
An aqueous solution is prepared by mixing 25 parts by weight and 35 parts by weight of water.
【０００９】[0009]
【実施例２】１，２−ベンゾイソチアゾリン−３−オン
25部、Ｎ−メチルエタノールアミン15重量部、水60重量
部を混合して水溶液とする。Example 2 1,2-Benzisothiazolin-3-one
An aqueous solution is prepared by mixing 25 parts, 15 parts by weight of N-methylethanolamine and 60 parts by weight of water.
【００１０】[0010]
【実施例３】１，２−ベンゾイソチアゾリン−３−オン
４０重量部、Ｎ，Ｎ−ジエチルエタノールアミン25重量
部、プロピレングリコール20重量部、水15重量部を混合
して水溶液とする。Example 3 40 parts by weight of 1,2-benzisothiazolin-3-one, 25 parts by weight of N, N-diethylethanolamine, 20 parts by weight of propylene glycol and 15 parts by weight of water are mixed to prepare an aqueous solution.
【００１１】[0011]
【実施例４】１，２−ベンゾイソチアゾリン−３−オン
40重量部、Ｎ−メチルエタノールアミン15重量部、エチ
レングリコール20重量部、水40重量部を混合して水溶液
とする。次に本発明の工業用防腐防カビ剤の効果を明ら
かにする試験例を示す。Example 4 1,2-Benzisothiazolin-3-one
An aqueous solution is prepared by mixing 40 parts by weight, 15 parts by weight of N-methylethanolamine, 20 parts by weight of ethylene glycol and 40 parts by weight of water. Next, a test example for clarifying the effect of the industrial antiseptic and fungicide of the present invention will be shown.
【００１２】[0012]
【試験例１】 試験方法 １，２−ベンゾイソチアゾリン−３−オン（ＢＩＴ）の
Ｎ−メチルジエタノールアミン（ＮＭＤＡ）、Ｎ−（β
−アミノエチル）エタノールアミン（ＮＥＡ）、Ｎ，Ｎ
−ジエチルエタノールアミン（ＮＤＡ）、Ｎ，Ｎ−ジメ
チルエタノールアミン（ＮＤＭＡ）、Ｎ−メチルエタノ
ールアミン（ＮＭＥＡ）、Ｎ，Ｎ−ジブチルエタノール
アミン（ＮＤＢＥＡ）、Ｎ−エチルプロパノールアミン
（ＮＥＰＡ）、Ｎ−ｎ−ブチルエタノールアミン（ＮＢ
ＥＡ）、Ｎ−エチルジエタノールアミン（ＮＥＤＡ）、
Ｎ−エチルジプロパノールアミン（ＮＥＤＰ）、シクロ
ヘキシルアミン（ＣＤＡ）の各種配合の工業用防腐防カ
ビ剤を調製し、室温、０℃、−５℃、−10℃で１ヵ月放
置し、各試料の安定性を調べた。また、この組成物を水
溶性金属加工油（エマルジョンタイプ）原液及びラテッ
クスエマルジョンに添加し、相溶性及び安定性を調べ
た。なお、対比例としてモノエタノールアミン（ＭＥ
Ａ）、ジエタノールアミン（ＤＥＡ）を用いた水溶性組
成物についても同様の試験を行なった。 試験結果 上記の試験の結果は表１の通りであった。表中の数字は
工業用防腐防カビ剤中の各成分の重量部を示す。また評
価記号の○は安定、△はほぼ安定、×は不安定、−は測
定せずを示す。Test Example 1 Test Method 1,2-Benzisothiazolin-3-one (BIT) N-methyldiethanolamine (NMDA), N- (β
-Aminoethyl) ethanolamine (NEA), N, N
-Diethylethanolamine (NDA), N, N-dimethylethanolamine (NDMA), N-methylethanolamine (NMEA), N, N-dibutylethanolamine (NDBEA), N-ethylpropanolamine (NEPA), N- n-Butylethanolamine (NB
EA), N-ethyldiethanolamine (NEDA),
An industrial antiseptic and fungicide with various blends of N-ethyldipropanolamine (NEDP) and cyclohexylamine (CDA) was prepared and allowed to stand at room temperature, 0 ° C, -5 ° C and -10 ° C for 1 month. Stability was investigated. Further, this composition was added to a water-soluble metal working oil (emulsion type) stock solution and a latex emulsion, and compatibility and stability were investigated. In addition, monoethanolamine (ME
The same test was performed on the water-soluble composition using A) and diethanolamine (DEA). Test results The results of the above tests are shown in Table 1. The numbers in the table indicate parts by weight of each component in the industrial antiseptic and fungicide. In addition, ◯ in the evaluation symbols is stable, Δ is almost stable, × is unstable, and − is not measured.
【００１３】[0013]
【表１】 [Table 1]
【００１４】[0014]
【試験例２】 試験方法 試験例１に使用したＢＩＴとＮＥＡ，ＮＤＭＡ，ＮＤＢ
ＥＡ，ＮＥＰＡ，ＮＭＥＡ，ＮＭＤＡ，ＮＥＤＰ，ＮＢ
ＥＡ，ＣＤＡ及びエチレングリコール（ＥＧ）プロピレ
ングリコール（ＰＧ）の各種配合の工業用防腐防カビ剤
を調製し、室温、０℃、−５℃、−10℃で１ヵ月放置
し、各試料の安定性を調べた。また、この組成物を水溶
性金属加工油（エマルジョンタイプ）原液及びラテック
スエマルジョンに添加し、相溶性及び安定性を調べた。
なお、対比例としてＭＥＡ，ＤＥＡを用いた水溶性組成
物についても同様の試験を行なった。 試験結果 上記の試験の結果は表２の通りであった。表中の数字は
工業用防腐防カビ剤中の各成分の重量部を示す。[Test Example 2] Test Method BIT and NEA, NDMA, NDB used in Test Example 1
EA, NEPA, NMEA, NMDA, NEDP, NB
Stabilize each sample by preparing industrial antiseptic / antifungal agents with various blends of EA, CDA and ethylene glycol (EG) propylene glycol (PG) and leaving them at room temperature, 0 ° C, -5 ° C and -10 ° C for 1 month. I investigated the sex. Further, this composition was added to a water-soluble metal working oil (emulsion type) stock solution and a latex emulsion, and compatibility and stability were investigated.
A similar test was conducted on a water-soluble composition using MEA and DEA as a comparative example. Test Results The results of the above tests are shown in Table 2. The numbers in the table indicate parts by weight of each component in the industrial antiseptic and fungicide.
【００１５】[0015]
【表２】 [Table 2]
【００１６】上記試験結果により明らかな通り、本発明
の工業用防腐防カビ剤は安定性並びに適用対象物である
金属加工油、ラテックスエマルジョン、接着剤、工業用
洗剤等に相溶性に優れたものである。As is apparent from the above test results, the industrial antiseptic / antifungal agent of the present invention has excellent stability and compatibility with the metal working oil, latex emulsion, adhesive, industrial detergent and the like to which it is applied. Is.
【００１７】[0017]
【発明の効果】本発明の工業用防腐防カビ剤は安定性に
優れ、かつ本組成物を使用する対象物に対し相溶性の優
れた工業上有用な発明である。INDUSTRIAL APPLICABILITY The industrial antiseptic and fungicide of the present invention is an industrially useful invention which is excellent in stability and compatibility with an object to which the composition is used.
Claims (6)
ンとモノ又はジアルキルアルカノールアミン、アミノア
ルキルアルカノールアミン及びモノアルキル又はモノシ
クロアルキルジアルカノールアミンよりなる群より選ば
れるアルキルアルカノールアミンの１種又は２種以上よ
りなることを特徴とする工業用防腐防カビ剤。1. One or two alkylalkanolamines selected from the group consisting of 1,2-benzisothiazolin-3-one and mono- or dialkylalkanolamines, aminoalkylalkanolamines and monoalkyl or monocycloalkyldialkanolamines. An industrial antiseptic / antifungal agent comprising one or more species.
ンとモノ又はジアルキルアルカノールアミン、アミノア
ルキルアルカノールアミン及びモノアルキル又はモノシ
クロアルキルジアルカノールアミンよりなる群より選ば
れるアルキルアルカノールアミンの１種又は２種以上よ
り選ばれるアルキルアルカノールアミンとグリコールよ
りなることを特徴とする工業用防腐防カビ剤。2. One or two alkylalkanolamines selected from the group consisting of 1,2-benzisothiazolin-3-one and mono- or dialkylalkanolamines, aminoalkylalkanolamines and monoalkyl or monocycloalkyldialkanolamines. An industrial antiseptic / antifungal agent comprising an alkylalkanolamine selected from at least one species and glycol.
がＮ−メチルエタノールアミン、Ｎ−エチルプロパノー
ルアミン、Ｎ−ブチルエタノールアミン、Ｎ，Ｎ−ジエ
チルエタノールアミン、Ｎ，Ｎ−ジメチルエタノールア
ミン、Ｎ，Ｎ−ジブチルエタノールアミンである請求項
１又は２の工業用防腐防カビ剤。3. A mono- or dialkyl alkanolamine is N-methylethanolamine, N-ethylpropanolamine, N-butylethanolamine, N, N-diethylethanolamine, N, N-dimethylethanolamine, N, N-dibutyl. The industrial antiseptic and fungicide according to claim 1 or 2, which is ethanolamine.
−（β−アミノエチル）エタノールアミンである請求項
１又は２の工業用防腐防カビ剤。4. The aminoalkylalkanolamine is N
The industrial antiseptic and fungicide according to claim 1 or 2, which is-(β-aminoethyl) ethanolamine.
アルカノールアミンがＮ−メチルジエタノールアミン、
Ｎ−エチルジエタノールアミン、Ｎ−シクロヘキシルジ
エタノールアミンである請求項１又は２の工業用防腐防
カビ剤。5. The monoalkyl or monocycloalkyl dialkanolamine is N-methyldiethanolamine,
The industrial antiseptic and fungicide according to claim 1 or 2, which is N-ethyldiethanolamine or N-cyclohexyldiethanolamine.
ンゾイソチアゾリン−３−オンが10から40重量％の範
囲、モノ又はジアルキルアルカノールアミン、アミノア
ルキルアルカノールアミン及びモノアルキル又はモノシ
クロアルキルジアルカノールアミンよりなる群より選ば
れるアルキルアルカノールアミンの１種又は２種以上の
アルキルアルカノールアミンが10から90重量％の範囲含
有する請求項１又は２の工業用防腐防カビ剤。6. A mono- or dialkylalkanolamine, an aminoalkylalkanolamine and a monoalkyl or monocycloalkyl in the range of 10 to 40% by weight of 1,2-benzisothiazolin-3-one based on the industrial antiseptic and fungicide. The industrial antiseptic and fungicide according to claim 1 or 2, which contains one or more alkylalkanolamines selected from the group consisting of dialkanolamines in the range of 10 to 90% by weight.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP00498195A JP3489895B2 (en) | 1995-01-17 | 1995-01-17 | Industrial antiseptic / antifungal agent |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP00498195A JP3489895B2 (en) | 1995-01-17 | 1995-01-17 | Industrial antiseptic / antifungal agent |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH08193015A true JPH08193015A (en) | 1996-07-30 |
| JP3489895B2 JP3489895B2 (en) | 2004-01-26 |
Family
ID=11598788
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP00498195A Expired - Lifetime JP3489895B2 (en) | 1995-01-17 | 1995-01-17 | Industrial antiseptic / antifungal agent |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP3489895B2 (en) |
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