JP4684643B2 - Industrial sterilization composition - Google Patents
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本発明は、工業用殺菌組成物、詳しくは、細菌、かび、酵母、藻の防除剤として用いられる工業用殺菌組成物に関する。 The present invention relates to an industrial sterilizing composition, and more particularly to an industrial sterilizing composition used as a control agent for bacteria, fungi, yeasts and algae.
従来、各種の工業製品には、細菌、カビ、酵母、藻などの有害な微生物が繁殖しやすく、生産性や品質の低下、悪臭の発生などの原因になっている。そのため、工業製品には、細菌、カビ、酵母、藻に対して防除効果を発現する種々の工業用殺菌組成物を添加することが広く知られている。
また、このような工業用殺菌組成物として、１，２−ベンゾイソチアゾリン−３−オンが広く知られている。
Conventionally, harmful microorganisms such as bacteria, molds, yeasts, and algae are easily propagated in various industrial products, which causes a decrease in productivity and quality and generation of malodor. For this reason, it is widely known that various industrial sterilizing compositions that exert a control effect on bacteria, molds, yeasts, and algae are added to industrial products.
Moreover, 1,2-benzisothiazolin-3-one is widely known as such an industrial sterilizing composition.
１，２−ベンゾイソチアゾリン−３−オンは、従来、水分散液やペースト状物として使用されているが、この水分散液やペースト状物は界面活性剤などを含有することから、添加対象の工業製品に不具合を生じさせる場合がある。
そこで、１，２−ベンゾイソチアゾリン−３−オンを、有機アミン化合物とともに、水中に溶解させることが提案されている（例えば、特許文献１参照）。
Therefore, it has been proposed to dissolve 1,2-benzisothiazolin-3-one together with an organic amine compound in water (see, for example, Patent Document 1).
しかし、例えば、エチレンジアミンなどの有機アミン化合物には、人体への有害性が指摘され、特定化学物質の環境への排出量の把握及び管理の改善の促進に関する法律（化学物質排出把握管理促進法）によるＰＲＴＲ制度の指定化学物質の指定や、労働安全衛生法による名称等を通知すべき有害物の指定を受けているものがあり、取扱いが不便である。
また、１，２−ベンゾイソチアゾリン−３−オンを、有機アミン化合物とともに水中に溶解させて、常温で一様に溶解された水溶液として調製した場合であっても、例えば、−５℃のような低温環境下では、１，２−ベンゾイソチアゾリン−３−オンが晶出して、工業用殺菌組成物としての使用に不便をきたすという不具合もある。
However, for example, organic amine compounds such as ethylenediamine are pointed to be harmful to the human body, and the Law Concerning the Release of Specific Chemical Substances into the Environment and the Promotion of Improvement of Management (Chemical Substance Emissions Management Promotion Act) There are some chemicals that are designated by the PRTR system as designated by the PRTR, and those designated by the occupational safety and health law as hazardous substances that should be notified, which is inconvenient to handle.
Even when 1,2-benzisothiazolin-3-one is dissolved in water together with an organic amine compound and prepared as an aqueous solution uniformly dissolved at room temperature, for example, at −5 ° C. Under a low temperature environment, 1,2-benzisothiazolin-3-one crystallizes out, which causes inconvenience in use as an industrial sterilizing composition.
そこで、本発明は、上記のような不具合に鑑みてなされたものであって、その目的とするところは、１，２−ベンゾイソチアゾリン−３−オンを使用し、低温でも安定した溶解状態を維持することができる、工業用殺菌組成物を提供することにある。 Therefore, the present invention has been made in view of the above problems, and its object is to use 1,2-benzisothiazolin-3-one and maintain a stable dissolved state even at low temperatures. An object of the present invention is to provide an industrial disinfecting composition.
上記目的を達成するために、本発明者らは、１，２−ベンゾイソチアゾリン−３−オンの水中での溶解を補助する有機アミン化合物として、化学物質排出把握管理促進法や労働安全衛生法による指定を受けていないプロパンジアミンに着目してさらに検討を重ねたところ、１，２−ベンゾイソチアゾリン−３−オン、プロパンジアミンおよび水を所定の割合で含有させたときは、常温環境下だけでなく、低温環境下であっても、水中にて１，２−ベンゾイソチアゾリン−３−オンを安定して分散させることができるという新たな知見を見出し、さらに研究を進めた結果、本発明を完成するに至った。 In order to achieve the above-mentioned object, the present inventors, as an organic amine compound that assists in dissolution of 1,2-benzisothiazolin-3-one in water, are based on the Chemical Substances Emission Control Management Promotion Law and the Industrial Safety and Health Law. After further investigation focusing on propanediamine that has not been designated, when 1,2-benzisothiazolin-3-one, propanediamine and water are contained at a predetermined ratio, not only in a normal temperature environment. As a result of finding new knowledge that 1,2-benzisothiazolin-3-one can be stably dispersed in water even in a low-temperature environment and further researching it, the present invention is completed. It came to.
すなわち、本発明は、
（１） １，２−ベンゾイソチアゾリン−３−オン、１，３−プロパンジアミンおよび水を含み、１，２−ベンゾイソチアゾリン−３−オンの含有割合が１０〜４０重量％、１，３−プロパンジアミンの含有割合が５〜７５重量％、水の含有割合が５〜８５重量％であり、かつ、１，２−ベンゾイソチアゾリン−３−オンの含有割合Ｂに対する１，３−プロパンジアミンの含有割合Ｐの比Ｐ／Ｂと、水の含有割合Ｗとが、下記式（１）で示される範囲を満たすように設定されていることを特徴とする、工業用殺菌組成物、
Ｗ≧−５８．１（Ｐ／Ｂ）＋７９ …（１）
（２） １，２−ベンゾイソチアゾリン−３−オンの含有割合が２５〜４０重量％であり、１，３−プロパンジアミンの含有割合が５〜５０重量％であることを特徴とする、前記（１）に記載の工業用殺菌組成物、
（３） １，２−ベンゾイソチアゾリン−３−オン、１，３−プロパンジアミンおよび水を含み、前記１，２−ベンゾイソチアゾリン−３−オン、前記１，３−プロパンジアミンおよび前記水の組成範囲が、これらの組成を重量％で示す図２において、
前記１，２−ベンゾイソチアゾリン−３−オンが１０重量％、前記１，３−プロパンジアミンが５重量％および前記水が８５重量％の組成を示す第１の点Ａと、
前記１，２−ベンゾイソチアゾリン−３−オンが２５重量％、前記１，３−プロパンジアミンが５重量％および前記水が７０重量％の組成を示す第２の点Ｂと、
前記１，２−ベンゾイソチアゾリン−３−オンが３０重量％、前記１，３−プロパンジアミンが１０重量％および前記水が６０重量％の組成を示す第３の点Ｃと、
前記１，２−ベンゾイソチアゾリン−３−オンが４０重量％、前記１，３−プロパンジアミンが５０重量％および前記水が１０重量％の組成を示す第４の点Ｄと、
前記１，２−ベンゾイソチアゾリン−３−オンが２０重量％、前記１，３−プロパンジアミンが７５重量％および前記水が５重量％の組成を示す第５の点Ｅと、
前記１，２−ベンゾイソチアゾリン−３−オンが１０重量％、前記１，３−プロパンジアミンが７５重量％および前記水が１５重量％の組成を示す第６の点Ｆと、
をこの順に結ぶ６本の直線で囲まれた領域内にあることを特徴とする、前記（１）または（２）に記載の工業用殺菌組成物、
を提供するものである。
That is, the present invention
(1) 1,2-benzisothiazolin-3-one, 1,3-propanediamine and water are contained, and the content ratio of 1,2-benzisothiazolin-3-one is 10 to 40% by weight, 1,3-propane The content ratio of 1,3-propanediamine is 5 to 75% by weight of diamine , 5 to 85% by weight of water, and the content ratio B of 1,2-benzisothiazolin-3-one The industrial sterilizing composition, wherein the ratio P / B of P and the water content W are set so as to satisfy the range represented by the following formula (1):
W ≧ −58.1 (P / B) +79 (1)
(2) The content ratio of 1,2-benzisothiazolin-3-one is 25 to 40% by weight, and the content ratio of 1,3-propanediamine is 5 to 50% by weight, 1) the industrial sterilizing composition according to
(3) 1,2-benzisothiazolin-3-one, 1,3-propanediamine and water, the composition range of the 1,2-benzisothiazolin-3-one, the 1,3-propanediamine and the water In FIG. 2 showing these compositions in weight%,
A first point A showing a composition of 10% by weight of 1,2-benzisothiazolin-3-one, 5% by weight of 1,3-propanediamine and 85% by weight of water;
A second point B showing a composition of 25% by weight of 1,2-benzisothiazolin-3-one, 5% by weight of 1,3-propanediamine and 70% by weight of water;
A third point C showing a composition of 30% by weight of 1,2-benzisothiazolin-3-one, 10% by weight of 1,3-propanediamine and 60% by weight of water;
A fourth point D showing a composition of 40% by weight of 1,2-benzisothiazolin-3-one, 50% by weight of 1,3-propanediamine and 10% by weight of water;
A fifth point E indicating a composition of 20% by weight of 1,2-benzisothiazolin-3-one, 75% by weight of 1,3-propanediamine and 5% by weight of water;
A sixth point F showing a composition of 10% by weight of 1,2-benzisothiazolin-3-one, 75% by weight of 1,3-propanediamine and 15% by weight of water;
The industrial sterilizing composition according to the above (1) or (2), characterized in that it is in a region surrounded by six straight lines connecting the two in this order ,
Is to provide.
本発明の工業用殺菌組成物によれば、常温環境下だけでなく、−５℃程度の低温環境下であっても、水中にて安定して１，２−ベンゾイソチアゾリン−３−オンを溶解させることができる。 According to the industrial sterilizing composition of the present invention, 1,2-benzisothiazolin-3-one can be stably dissolved in water not only in a normal temperature environment but also in a low temperature environment of about −5 ° C. Can be made.
本発明の工業用殺菌組成物は、１，２−ベンゾイソチアゾリン−３−オンと、プロパンジアミンと、水とを含んでいる。
１，２−ベンゾイソチアゾリン−３−オンの含有割合は、工業用殺菌組成物全体の１０〜４０重量％、好ましくは、２５〜４０重量％である。
１，２−ベンゾイソチアゾリン−３−オンの含有割合が上記範囲を下回ると、工業用殺菌組成物に占める、細菌、かび、酵母、藻などに対して防除効果を発現する有効成分の含有割合が低くなることから、殺菌対象物への適用時の利便性、貯蔵や輸送時の経済性などの観点から不利である。一方、１，２−ベンゾイソチアゾリン−３−オンの含有割合が上記範囲を上回ると、特に、低温環境下において、１，２−ベンゾイソチアゾリン−３−オンの溶解安定性が損なわれる。
The industrial sterilizing composition of the present invention contains 1,2-benzisothiazolin-3-one, propanediamine, and water.
The content ratio of 1,2-benzisothiazolin-3-one is 10 to 40% by weight, preferably 25 to 40% by weight, based on the total industrial sterilizing composition.
When the content ratio of 1,2-benzisothiazolin-3-one is below the above range, the content ratio of the active ingredient that exerts a control effect on bacteria, fungi, yeast, algae, etc. in the industrial sterilization composition is Since it becomes low, it is disadvantageous from the viewpoints of convenience at the time of application to an object to be sterilized, economy at the time of storage and transportation, and the like. On the other hand, when the content ratio of 1,2-benzisothiazolin-3-one exceeds the above range, the dissolution stability of 1,2-benzisothiazolin-3-one is impaired particularly in a low temperature environment.
プロパンジアミンは、１，３−プロパンジアミンである。
プロパンジアミンの含有割合は、工業用殺菌組成物全体の５〜７５重量％、好ましくは、５〜５０重量％である。
Propanediamine is 1,3-propanediamine.
The content of propanediamine is 5 to 75% by weight, preferably 5 to 50% by weight, based on the total industrial sterilizing composition.
プロパンジアミンの含有割合が上記範囲を下回ると、特に、低温環境下において、１，２−ベンゾイソチアゾリン−３−オンの溶解安定性が損なわれる。一方、プロパンジアミンを、上記含有割合の範囲を超えて配合しても、１，２−ベンゾイソチアゾリン−３−オンの溶解安定性に及ぼす影響は小さく、むしろ、工業用殺菌組成物の製造コストの観点から不利である。 When the content ratio of propanediamine is below the above range, the dissolution stability of 1,2-benzisothiazolin-3-one is impaired particularly in a low temperature environment. On the other hand, even if propanediamine is blended beyond the range of the above content ratio, the influence on the dissolution stability of 1,2-benzisothiazolin-3-one is small, rather, the production cost of the industrial sterilization composition is reduced. It is disadvantageous from the viewpoint.
水の含有割合は、工業用殺菌組成物全体の５〜８５重量％、好ましくは、１０〜７０重量％である。
水の含有割合が上記範囲を下回ると、安定した水溶液として調製するために必要なプロパンジアミンの量が多くなり、工業用殺菌組成物の製造コストの観点から不利になる。一方、水の含有割合が上記範囲を上回ると、１，２−ベンゾイソチアゾリン−３−オンの含有割合が相対的に低くなることから、殺菌対象物への適用時の利便性、貯蔵や輸送時の経済性などの観点から不利である。
The water content is 5 to 85% by weight, preferably 10 to 70% by weight, based on the total industrial sterilizing composition.
When the water content is lower than the above range, the amount of propanediamine necessary for preparing a stable aqueous solution increases, which is disadvantageous from the viewpoint of the production cost of the industrial sterilizing composition. On the other hand, when the content ratio of water exceeds the above range, the content ratio of 1,2-benzisothiazolin-3-one is relatively low, so that it is convenient for application to a sterilization target, during storage and transportation. It is disadvantageous from the viewpoint of economic efficiency.
本発明の工業用殺菌組成物において、１，２−ベンゾイソチアゾリン−３−オンの含有割合Ｂに対するプロパンジアミンの含有割合Ｐの比Ｐ／Ｂと、水の含有割合Ｗとは、好ましくは、下記式（１）で示される範囲を満たすように設定される。
Ｗ≧−５８．１（Ｐ／Ｂ）＋７９ …（１）
上記式（１）は、後述する実施例および比較例の結果に基づいて、算出されたものである。後述する実施例１〜１６および比較例１〜９の液剤（工業用殺菌組成物）について、１，２−ベンゾイソチアゾリン−３−オンの含有割合Ｂに対するプロパンジアミンの含有割合Ｐの比Ｐ／Ｂと、水の含有割合Ｗとを変数として、両者の関係をプロットした結果（図１参照）、−５℃の低温環境下で１，２−ベンゾイソチアゾリン−３−オンが安定した溶解状態が得られる実施例と、１，２−ベンゾイソチアゾリン−３−オンの分離や濁りが生じる比較例とは、上記２つの変数による１次関数を境界線として、区分けすることができる。
In the industrial bactericidal composition of the present invention, the ratio P / B of the propanediamine content ratio P to the 1,2-benzisothiazolin-3-one content ratio B and the water content ratio W are preferably as follows: It is set so as to satisfy the range represented by Expression (1).
W ≧ −58.1 (P / B) +79 (1)
The above formula (1) is calculated based on the results of Examples and Comparative Examples described later. About the liquid agent (industrial sterilization composition) of Examples 1-16 and Comparative Examples 1-9 which will be described later, ratio P / B of content ratio P of propanediamine to content ratio B of 1,2-benzisothiazolin-3-one As a result of plotting the relationship between water and the water content W as a variable (see FIG. 1), a stable dissolved state of 1,2-benzisothiazolin-3-one was obtained under a low temperature environment of −5 ° C. And a comparative example in which 1,2-benzisothiazolin-3-one is separated or becomes turbid can be classified using a linear function based on the above two variables as a boundary line.
上記式（１）を決定する具体的操作手順は、次のとおりである。
まず、プロパンジアミンの含有割合Ｐを所定の割合に設定し、１，２−ベンゾイソチアゾリン−３−オンの含有割合Ｂおよび水の含有割合Ｗを変動させた配合処方（後述する実施例１〜３０および比較例１〜９）により、液剤を調製する。
次いで、上記配合処方（実施例１〜３０および比較例１〜９）について、Ｐ／ＢとＷとの関係を図（後述する図１）にプロットして、上記実施例群と比較例群との境界近傍にあるサンプルを、実施例群および比較例群からそれぞれ２つずつ選択する。なお、上記実施例群からは、実施例２２および実施例２６の２つを、上記比較例群からは、比較例１および比較例８の２つを、それぞれ選択した。
The specific operation procedure for determining the above formula (1) is as follows.
First, the compounding prescription (Example 1-30 mentioned later) which set the content rate P of propanediamine to the predetermined rate, and varied the content rate B of 1, 2- benzisothiazolin-3-one and the content rate W of water. And a liquid agent is prepared by Comparative Examples 1-9.
Next, with respect to the above-described compounding prescriptions (Examples 1 to 30 and Comparative Examples 1 to 9), the relationship between P / B and W is plotted in the figure (FIG. 1 to be described later), and the above-mentioned Examples and Comparative Examples Two samples in the vicinity of the boundary are respectively selected from the example group and the comparative example group. In addition, two of Example 22 and Example 26 were selected from the said Example group, and two of Comparative Example 1 and Comparative Example 8 were selected from the said Comparative example group, respectively.
上記図に示したプロットをもとにして、実施例２２と実施例２６とを直線で結ぶと、Ｐ／ＢとＷとの関係式は、下記式（１１）で近似される。一方、比較例１と比較例８とを直線で結ぶと、Ｐ／ＢとＷとの関係式は、下記式（１１）で近似される。
Ｗ＝−５８．１（Ｐ／Ｂ）＋７９．３ …（１１）
Ｗ＝−５８．１（Ｐ／Ｂ）＋７８．１ …（１２）
そこで、実施例と比較例との境界線となる直線の傾きを−５８．１とし、上記直線のｙ切片について、７９．３と７８．１との中間をとることにより、上記式（１）で示される関係式を算出した。
When Example 22 and Example 26 are connected by a straight line based on the plot shown in the above figure, the relational expression between P / B and W is approximated by the following expression (11). On the other hand, when Comparative Example 1 and Comparative Example 8 are connected by a straight line, the relational expression between P / B and W is approximated by the following expression (11).
W = -58.1 (P / B) +79.3 (11)
W = -58.1 (P / B) +78.1 (12)
Therefore, the slope of the straight line serving as the boundary line between the example and the comparative example is set to −58.1, and the y-intercept of the straight line is intermediate between 79.3 and 78.1, thereby obtaining the above formula (1). Was calculated.
こうして得られた、上記式（１）で示される直線は、図１に示すように、実施例と比較例との境界線を示す関数として適切である。
また、本発明の工業用殺菌組成物において、１，２−ベンゾイソチアゾリン−３−オンの含有割合Ｂ（重量％）と、プロパンジアミンの含有割合Ｐ（重量％）と、水の含有割合Ｗ（重量％）とは、図２に示す三角図の点Ａ、点Ｂ、点Ｃ、点Ｄ、点Ｅおよび点Ｆをこの順に結ぶ６本の直線で囲まれた領域内にあることが好ましい。
The straight line represented by the above formula (1) thus obtained is appropriate as a function indicating the boundary line between the example and the comparative example, as shown in FIG.
Moreover, in the industrial sterilization composition of the present invention, the content ratio B (% by weight) of 1,2-benzisothiazolin-3-one, the content ratio P (% by weight) of propanediamine, and the content ratio W of water ( % By weight) is preferably in a region surrounded by six straight lines connecting point A, point B, point C, point D, point E and point F in this order in the triangular diagram shown in FIG.
また、１，２−ベンゾイソチアゾリン−３−オンの含有割合Ｂ（重量％）と、プロパンジアミンの含有割合Ｐ（重量％）と、水の含有割合Ｗ（重量％）とは、図２に示す三角図の点Ｂ、点Ｃ、点Ｄおよび点Ｇをこの順に結ぶ４本の直線で囲まれた領域内にあることがより好ましい。
上記領域は、上述の１，２−ベンゾイソチアゾリン−３−オン、プロパンジアミンおよび水の含有割合（その好適範囲）と、後述する実施例および比較例の結果とに基づいて、決定されたものである。なお、図２中においては、後述する実施例の組成を黒丸印で示し、比較例の組成を黒三角印で示している。
Further, the content ratio B (wt%) of 1,2-benzisothiazolin-3-one, the content ratio P (wt%) of propanediamine, and the content ratio W (wt%) of water are shown in FIG. More preferably, it is within a region surrounded by four straight lines connecting point B, point C, point D and point G in this order.
The region is determined based on the above-mentioned 1,2-benzisothiazolin-3-one, propanediamine and water content (preferred range) and the results of Examples and Comparative Examples described later. is there. In FIG. 2, compositions of examples described later are indicated by black circles, and compositions of comparative examples are indicated by black triangles.
本発明の工業用殺菌組成物は、目的および用途に応じて製剤化すればよく、その剤型は特に制限されないが、例えば液剤として調製することができる。液剤として調製するには、例えば、上記した１，２−ベンゾイソチアゾリン−３−オン、プロパンジアミンおよび水の各成分を、上記した配合割合となるように配合して、混合すればよい。
このようにして得られる本発明の工業用殺菌組成物では、例えば、−５℃程度の低温環境下であっても、１，２−ベンゾイソチアゾリン−３−オンの分離や濁りが生じることを防止することができ、しかも、細菌、かび、酵母、藻などに対して、１，２−ベンゾイソチアゾリン−３−オンが有する優れた防除効果を発現することができる。そのため、本発明の工業用殺菌組成物は、例えば、製紙パルプ工場、冷却水循環工程などの種々の産業用水や、切削油などの金属加工用油剤、カゼイン、澱粉粉、にかわ、塗工紙、紙用塗工液、サイズ剤、紙力増強剤、塗料、接着剤、合成ゴムラテックス、インキ、ポリビニルアルコールフィルム、塩化ビニルフィルム、樹脂製品、セメント混和剤、シーリング剤、目地剤などの各種工業製品における工業用殺菌剤として好適に用いられる。
The industrial bactericidal composition of the present invention may be formulated according to the purpose and application, and the dosage form is not particularly limited, but can be prepared, for example, as a liquid. In order to prepare as a liquid agent, for example, the above-described 1,2-benzisothiazolin-3-one, propanediamine and water components may be blended so as to have the blending ratio described above and mixed.
In the industrial sterilizing composition of the present invention thus obtained, for example, separation of 1,2-benzisothiazolin-3-one and turbidity are prevented even in a low temperature environment of about -5 ° C. In addition, the excellent control effect of 1,2-benzisothiazolin-3-one can be expressed against bacteria, fungi, yeasts, algae and the like. Therefore, the industrial sterilizing composition of the present invention includes, for example, various industrial waters such as paper mills and cooling water circulation processes, metal processing oils such as cutting oil, casein, starch, glue, coated paper, paper In various industrial products such as coating liquid, sizing agent, paper strength enhancer, paint, adhesive, synthetic rubber latex, ink, polyvinyl alcohol film, vinyl chloride film, resin product, cement admixture, sealing agent, joint agent It is suitably used as an industrial disinfectant.
なお、本発明の工業用殺菌組成物は、その適用対象に応じて添加量を適宜決定すればよいが、例えば、５〜１０００ｍｇ（有効成分）／ｋｇ（製品）、好ましくは、１０〜５００ｍｇ（有効成分）／ｋｇ（製品）の濃度として用いられる。 In addition, the industrial sterilizing composition of the present invention may be appropriately determined depending on the application target, for example, 5 to 1000 mg (active ingredient) / kg (product), preferably 10 to 500 mg ( Used as concentration of active ingredient) / kg (product).
以下に実施例および比較例を挙げて本発明をさらに詳しく説明するが、本発明はこれに限定されるものではない。なお、以下の実施例および比較例に用いる成分の略号と、商品名、製造元などを下記に示す。
・ＢＩＴ：１，２−ベンゾイソチアゾリン−３−オン（リバソン（株）製、１，２−ベンゾイソチアゾリン−３−オンの含有量８０重量％）
・ＰＤＡ：１，３−プロパンジアミン（和光純薬工業（株）製）
＜液剤の調製＞
実施例１
ＢＩＴ２５．００重量部、ＰＤＡ２０．００重量部および水５５．００重量部を配合して、撹拌機により均一に混合することによって、液剤を得た。
Hereinafter, the present invention will be described in more detail with reference to Examples and Comparative Examples, but the present invention is not limited thereto. In addition, the symbol of a component used for a following example and a comparative example, a brand name, a manufacturer, etc. are shown below.
BIT: 1,2-benzisothiazolin-3-one (manufactured by Ribasson Co., Ltd., content of 1,2-benzisothiazolin-3-
PDA: 1,3-propanediamine (manufactured by Wako Pure Chemical Industries, Ltd.)
<Preparation of solution>
Example 1
BIT 25.00 parts by weight, PDA 20.00 parts by weight and water 55.00 parts by weight were blended and mixed uniformly with a stirrer to obtain a liquid agent.
こうして得られた液剤について、１，２−ベンゾイソチアゾリン−３−オンの含有割合（有効成分量）Ｂは２０．００重量％、１，３−プロパンジアミンの含有割合Ｐは２０．００重量％であって、両者の比Ｐ／Ｂは１．００であった。また、水の総量の含有割合Ｗは６０．００重量％であった。
実施例２〜５および比較例１〜４
ＰＤＡの配合量を２０．００重量部とし、ＢＩＴの配合量を１２．５０重量部（実施例２）、１８．７５重量部（実施例３）、３１．２５重量部（実施例４）、３７．５０重量部（実施例５）、４３．７５重量部（比較例１）、５０．００重量部（比較例２）、５６．２５重量部（比較例３）または６２．５０重量部（比較例４）とし、水の配合量を、液剤全体が１００重量部となるように設定したこと以外は、実施例１と同様にして、液剤を得た。
About the liquid agent thus obtained, the content ratio (active ingredient amount) B of 1,2-benzisothiazolin-3-one was 20.00% by weight, and the content ratio P of 1,3-propanediamine was 20.00% by weight. The ratio P / B of both was 1.00. Moreover, the content rate W of the total amount of water was 60.00 weight%.
Examples 2-5 and Comparative Examples 1-4
The blending amount of PDA is 20.00 parts by weight, and the blending amount of BIT is 12.50 parts by weight (Example 2), 18.75 parts by weight (Example 3), 31.25 parts by weight (Example 4), 37.50 parts by weight (Example 5), 43.75 parts by weight (Comparative Example 1), 50.00 parts by weight (Comparative Example 2), 56.25 parts by weight (Comparative Example 3) or 62.50 parts by weight ( A liquid agent was obtained in the same manner as in Example 1 except that the amount of water was set to Comparative Example 4) and the total amount of water was set to 100 parts by weight.
こうして得られた液剤について、１，２−ベンゾイソチアゾリン−３−オンの含有割合（有効成分量）Ｂ、１，３−プロパンジアミンの含有割合Ｐ、比Ｐ／Ｂおよび水の総量の含有割合Ｗを、下記の表１に示す。
実施例６〜１１および比較例５〜７
ＰＤＡの配合量を３０．００重量部とし、ＢＩＴの配合量を１２．５０重量部（実施例６）、１８．７５重量部（実施例７）、２５．００重量部（実施例８）、３１．２５重量部（実施例９）、３７．５０重量部（実施例１０）、４３．７５重量部（実施例１１）、５０．００重量部（比較例５）、５６．２５重量部（比較例６）または６２．５０重量部（比較例７）とし、水の配合量を、液剤全体が１００重量部となるように設定したこと以外は、実施例１と同様にして、液剤を得た。
About the liquid agent thus obtained, the content ratio (active ingredient amount) B of 1,2-benzisothiazolin-3-one, the content ratio P of 1,3-propanediamine, the ratio P / B, and the content ratio W of the total amount of water Is shown in Table 1 below.
Examples 6-11 and Comparative Examples 5-7
The blending amount of PDA is 30.00 parts by weight, and the blending amount of BIT is 12.50 parts by weight (Example 6), 18.75 parts by weight (Example 7), 25.00 parts by weight (Example 8), 31.25 parts by weight (Example 9), 37.50 parts by weight (Example 10), 43.75 parts by weight (Example 11), 50.00 parts by weight (Comparative Example 5), 56.25 parts by weight ( Comparative Example 6) or 62.50 parts by weight (Comparative Example 7) was obtained in the same manner as in Example 1 except that the amount of water was set so that the total amount of the liquid was 100 parts by weight. It was.
こうして得られた液剤について、１，２−ベンゾイソチアゾリン−３−オンの含有割合（有効成分量）Ｂ、１，３−プロパンジアミンの含有割合Ｐ、比Ｐ／Ｂおよび水の総量の含有割合Ｗを、下記の表２に示す。
実施例１２〜１５および比較例８、９
ＰＤＡの配合量を４０．００重量部とし、ＢＩＴの配合量を２５．００重量部（実施例１２）、３１．２５重量部（実施例１３）、３７．５０重量部（実施例１４）、４３．７５重量部（実施例１５）、５０．００重量部（比較例８）または５６．２５重量部（比較例９）とし、水の配合量を、液剤全体が１００重量部となるように設定したこと以外は、実施例１と同様にして、液剤を得た。
About the liquid agent thus obtained, the content ratio (active ingredient amount) B of 1,2-benzisothiazolin-3-one, the content ratio P of 1,3-propanediamine, the ratio P / B, and the content ratio W of the total amount of water Is shown in Table 2 below.
Examples 12 to 15 and Comparative Examples 8 and 9
The blending amount of PDA is 40.00 parts by weight, and the blending amount of BIT is 25.00 parts by weight (Example 12), 31.25 parts by weight (Example 13), 37.50 parts by weight (Example 14), 43.75 parts by weight (Example 15), 50.00 parts by weight (Comparative Example 8), or 56.25 parts by weight (Comparative Example 9), and the amount of water so that the total amount of the liquid becomes 100 parts by weight A liquid preparation was obtained in the same manner as in Example 1 except that it was set.
こうして得られた液剤について、１，２−ベンゾイソチアゾリン−３−オンの含有割合（有効成分量）Ｂ、１，３−プロパンジアミンの含有割合Ｐ、比Ｐ／Ｂおよび水の総量の含有割合Ｗを、下記の表３に示す。
実施例１６〜１９
ＰＤＡの配合量を５０．００重量部とし、ＢＩＴの配合量を２５．００重量部（実施例１６）、３１．２５重量部（実施例１７）、３７．５０重量部（実施例１８）または４３．７５重量部（実施例１９）とし、水の配合量を、液剤全体が１００重量部となるように設定したこと以外は、実施例１と同様にして、液剤を得た。
About the liquid agent thus obtained, the content ratio (active ingredient amount) B of 1,2-benzisothiazolin-3-one, the content ratio P of 1,3-propanediamine, the ratio P / B, and the content ratio W of the total amount of water Is shown in Table 3 below.
Examples 16-19
The blending amount of PDA is 50.00 parts by weight, and the blending amount of BIT is 25.00 parts by weight (Example 16), 31.25 parts by weight (Example 17), 37.50 parts by weight (Example 18) or A liquid agent was obtained in the same manner as in Example 1 except that the amount was 43.75 parts by weight (Example 19) and the amount of water was set so that the total amount of the liquid was 100 parts by weight.
実施例２０
ＰＤＡ５０．００重量部およびＢＩＴ５０．００重量部を配合して、撹拌機により均一に混合することによって、液剤を得た。
実施例１６〜２０で得られた液剤について、１，２−ベンゾイソチアゾリン−３−オンの含有割合（有効成分量）Ｂ、１，３−プロパンジアミンの含有割合Ｐ、比Ｐ／Ｂおよび水の総量の含有割合Ｗを、下記の表４に示す。
Example 20
A liquid preparation was obtained by blending 50.00 parts by weight of PDA and 50.00 parts by weight of BIT and uniformly mixing with a stirrer.
About the liquid agent obtained in Examples 16-20, the content rate (active ingredient amount) B of 1, 2- benzisothiazolin-3-one, the content rate P of 1, 3- propanediamine, ratio P / B, and water The total content W is shown in Table 4 below.
実施例２１および２２
ＰＤＡの配合量を５．００重量部とし、ＢＩＴの配合量を２５．００重量部（実施例２１）または３１．２５重量部（実施例２２）とし、水の配合量を、液剤全体が１００重量部となるように設定したこと以外は、実施例１と同様にして、液剤を得た。
実施例２３〜２６
ＰＤＡの配合量を１０．００重量部とし、ＢＩＴの配合量を１２．５０重量部（実施例２３）、１８．７５重量部（実施例２４）、２５．００重量部（実施例２５）または３７．５０重量部（実施例２６）とし、水の配合量を、液剤全体が１００重量部となるように設定したこと以外は、実施例１と同様にして、液剤を得た。
Examples 21 and 22
The blending amount of PDA is 5.00 parts by weight, the blending amount of BIT is 25.00 parts by weight (Example 21) or 31.25 parts by weight (Example 22), and the total amount of water is 100. A liquid agent was obtained in the same manner as in Example 1 except that it was set to be parts by weight.
Examples 23-26
The blending amount of PDA is 10.00 parts by weight, and the blending amount of BIT is 12.50 parts by weight (Example 23), 18.75 parts by weight (Example 24), 25.00 parts by weight (Example 25) or A liquid agent was obtained in the same manner as in Example 1 except that the amount was 37.50 parts by weight (Example 26) and the amount of water was set so that the total amount of the liquid agent was 100 parts by weight.
上記実施例２１〜２６で得られた液剤について、１，２−ベンゾイソチアゾリン−３−オンの含有割合（有効成分量）Ｂ、１，３−プロパンジアミンの含有割合Ｐ、比Ｐ／Ｂおよび水の総量の含有割合Ｗを、下記の表５に示す。
実施例２７
ＰＤＡ６０．００重量部およびＢＩＴ４０．００重量部を配合して、撹拌機により均一に混合することによって、液剤を得た。
About the liquid agent obtained in the said Examples 21-26, the content rate (active ingredient amount) B of 1, 2- benzisothiazolin-3-one, the content rate P of 1, 3- propanediamine, ratio P / B, and water The content ratio W of the total amount is shown in Table 5 below.
Example 27
A liquid preparation was obtained by blending 60.00 parts by weight of PDA and 40.00 parts by weight of BIT and mixing uniformly with a stirrer.
実施例２８
ＰＤＡ７０．００重量部およびＢＩＴ３０．００重量部を配合して、撹拌機により均一に混合することによって、液剤を得た。
実施例２９
ＰＤＡの配合量を７５．００重量部とし、ＢＩＴの配合量を１２．５０重量部とし、水の配合量を、液剤全体が１００重量部となるように設定したこと以外は、実施例１と同様にして、液剤を得た。
Example 28
A liquid preparation was obtained by blending 70.00 parts by weight of PDA and 30.00 parts by weight of BIT and mixing uniformly with a stirrer.
Example 29
Example 1 except that the blending amount of PDA was 75.00 parts by weight, the blending amount of BIT was 12.50 parts by weight, and the blending amount of water was set so that the total amount of the liquid was 100 parts by weight. Similarly, a solution was obtained.
実施例３０
ＰＤＡ７５．００重量部およびＢＩＴ２５．００重量部を配合して、撹拌機により均一に混合することによって、液剤を得た。
上記実施例２７〜３０で得られた液剤について、１，２−ベンゾイソチアゾリン−３−オンの含有割合（有効成分量）Ｂ、１，３−プロパンジアミンの含有割合Ｐ、比Ｐ／Ｂおよび水の総量の含有割合Ｗを、下記の表６に示す。
Example 30
A liquid preparation was obtained by blending 75.00 parts by weight of PDA and 25.00 parts by weight of BIT and mixing uniformly with a stirrer.
About the liquid agent obtained in the said Examples 27-30, the content rate (active ingredient amount) B of 1, 2- benzisothiazolin-3-one, the content rate P of 1, 3- propanediamine, ratio P / B, and water The content ratio W of the total amount is shown in Table 6 below.
＜分散安定性の評価＞
実施例１〜３０および比較例１〜９の工業用殺菌組成物（液剤）について、その調製後、−５℃の環境下にて２４時間静置した。次いで、静置後の液剤の外観を、目視で観察して、その分散安定性を以下の基準で評価した。
○：一様で無色透明または半透明であった。
×：不溶解物が生成した。
<Evaluation of dispersion stability>
About the industrial bactericidal composition (liquid agent) of Examples 1-30 and Comparative Examples 1-9, after the preparation, it was left still for 24 hours in -5 degreeC environment. Next, the appearance of the liquid after standing was visually observed, and its dispersion stability was evaluated according to the following criteria.
○: Uniform, colorless and transparent or translucent.
X: Insoluble matter was generated.
以上の結果を表１〜６に示す。 The above results are shown in Tables 1-6.
Claims (3)
１，２−ベンゾイソチアゾリン−３−オンの含有割合が１０〜４０重量％、１，３−プロパンジアミンの含有割合が５〜７５重量％、水の含有割合が５〜８５重量％であり、かつ、
１，２−ベンゾイソチアゾリン−３−オンの含有割合Ｂに対する１，３−プロパンジアミンの含有割合Ｐの比Ｐ／Ｂと、水の含有割合Ｗとが、下記式（１）で示される範囲を満たすように設定されていることを特徴とする、工業用殺菌組成物。
Ｗ≧−５８．１（Ｐ／Ｂ）＋７９ …（１） 1,2-benzisothiazolin-3-one, 1,3-propanediamine and water,
The content of 1,2-benzisothiazolin-3-one is 10 to 40% by weight, the content of 1,3-propanediamine is 5 to 75% by weight, the content of water is 5 to 85% by weight, and ,
The ratio P / B of the content ratio P of 1,3-propanediamine to the content ratio B of 1,2-benzisothiazolin-3-one and the content ratio W of water are within the range represented by the following formula (1). An industrial sterilizing composition, characterized in that it is set to satisfy.
W ≧ −58.1 (P / B) +79 (1)
前記１，２−ベンゾイソチアゾリン−３−オン、前記１，３−プロパンジアミンおよび前記水の組成範囲が、これらの組成を重量％で示す三角図において、
前記１，２−ベンゾイソチアゾリン−３−オンが１０重量％、前記１，３−プロパンジアミンが５重量％および前記水が８５重量％の組成を示す第１の点Ａと、
前記１，２−ベンゾイソチアゾリン−３−オンが２５重量％、前記１，３−プロパンジアミンが５重量％および前記水が７０重量％の組成を示す第２の点Ｂと、
前記１，２−ベンゾイソチアゾリン−３−オンが３０重量％、前記１，３−プロパンジアミンが１０重量％および前記水が６０重量％の組成を示す第３の点Ｃと、
前記１，２−ベンゾイソチアゾリン−３−オンが４０重量％、前記１，３−プロパンジアミンが５０重量％および前記水が１０重量％の組成を示す第４の点Ｄと、
前記１，２−ベンゾイソチアゾリン−３−オンが２０重量％、前記１，３−プロパンジアミンが７５重量％および前記水が５重量％の組成を示す第５の点Ｅと、
前記１，２−ベンゾイソチアゾリン−３−オンが１０重量％、前記１，３−プロパンジアミンが７５重量％および前記水が１５重量％の組成を示す第６の点Ｆと、
をこの順に結ぶ６本の直線で囲まれた領域内にあることを特徴とする、請求項１または２に記載の工業用殺菌組成物。 1,2-benzisothiazolin-3-one, 1,3-propanediamine and water,
In the triangular diagram in which the composition range of the 1,2-benzisothiazolin-3-one, the 1,3-propanediamine and the water shows their composition in% by weight,
A first point A showing a composition of 10% by weight of 1,2-benzisothiazolin-3-one, 5% by weight of 1,3-propanediamine and 85% by weight of water;
A second point B showing a composition of 25% by weight of 1,2-benzisothiazolin-3-one, 5% by weight of 1,3-propanediamine and 70% by weight of water;
A third point C showing a composition of 30% by weight of 1,2-benzisothiazolin-3-one, 10% by weight of 1,3-propanediamine and 60% by weight of water;
A fourth point D showing a composition of 40% by weight of 1,2-benzisothiazolin-3-one, 50% by weight of 1,3-propanediamine and 10% by weight of water;
A fifth point E indicating a composition of 20% by weight of 1,2-benzisothiazolin-3-one, 75% by weight of 1,3-propanediamine and 5% by weight of water;
A sixth point F showing a composition of 10% by weight of 1,2-benzisothiazolin-3-one, 75% by weight of 1,3-propanediamine and 15% by weight of water;
The industrial sterilizing composition according to claim 1 or 2 , characterized in that it is in a region surrounded by six straight lines connecting the two in this order.
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| JP2004366304A JP4684643B2 (en) | 2004-12-17 | 2004-12-17 | Industrial sterilization composition |
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| JP2005314342A (en) * | 2004-04-30 | 2005-11-10 | Union Chemical Co Ltd | Industrial antiseptic and antifungal agent containing 1,2-benzoisothiazolin-3-one and 1,2-diaminopropane |
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| JP2005314342A (en) * | 2004-04-30 | 2005-11-10 | Union Chemical Co Ltd | Industrial antiseptic and antifungal agent containing 1,2-benzoisothiazolin-3-one and 1,2-diaminopropane |
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