JP3502628B1 - Industrial germicidal composition - Google Patents

Abstract

[PROBLEMS] To provide an industrial germicidal composition which is capable of exhibiting an excellent control effect even when stored for a long period of time, in which the decomposition of an isothiazoline compound is remarkably small. SOLUTION: As active ingredients, 5-chloro-2-methyl-4-isothiazolin-3-one and 1,2-benzisothiazolin-3-one are converted to 5-chloro-2-methyl-4-isothiazolin-3-one. 1.1 to 2.3% by weight and 1,2-benzisothiazolin-3-one as 1.
In a range of 5 to 3.0% by weight, 5-chloro-2-methyl-4-isothiazolin-3-one is added in an amount of 45 to 100 parts by weight of 1,2-benzisothiazolin-3-one.
An industrial bactericidal composition is obtained by blending at a ratio of １２５125 parts by weight. In this industrial germicidal composition, the stability of each active ingredient can be improved, so that even when stored for a long period of time, the decomposition of each of these active ingredients is remarkably small, and an excellent control effect can be maintained. it can.

Description

Detailed Description of the Invention

[0001]

TECHNICAL FIELD The present invention relates to an industrial bactericidal composition, and more particularly to an industrial bactericidal composition used as a control agent for bacteria, fungi, yeasts and algae.

[0002]

2. Description of the Related Art Conventionally, various industrial waters such as a pulp and paper mill, a cooling water circulation process, an oil agent for metal processing such as cutting oil, casein, starch paste, glue, coated paper, coating liquid for paper, size Various industrial products such as adhesives, paper strengthening agents, paints, adhesives, synthetic rubber latex, inks, polyvinyl alcohol films, vinyl chloride films, resin products, cement admixtures, sealing agents, jointing agents, bacteria, fungi,
Harmful microorganisms such as yeast and algae are liable to propagate, which causes deterioration of productivity and quality and generation of malodor. Therefore, various industrial sterilizing compositions are widely used to sterilize such harmful microorganisms.

As an active ingredient of such an industrial sterilizing composition, 5-chloro-2-methyl-4-isothiazoline-
Isothiazoline-based compounds such as 3-one, 2-methyl-4-isothiazolin-3-one and 1,2-benzisothiazolin-3-one are known, and such an isothiazoline-based compound exerts an excellent control effect. Therefore, it is widely used.

For example, Japanese Examined Patent Publication No. 7-37362 discloses 5-chloro-2-methyl-4-isothiazoline-3.
-One and 2-methyl-4-isothiazolin-3-one were mixed in a weight ratio of 10: 1 to 1:10, and further,
The mixture and 1,2-benzisothiazoline-3-
Industrial germicidal compositions have been proposed which contain on in a weight ratio of 1:10 to 10: 1.

[0005]

[Patent Document 1] Japanese Patent Publication No. 7-37362

However, 5-chloro-2-methyl-4-isothiazolin-3-one, 2-methyl-4-isothiazolin-3-one and 1,2, which are blended in the above weight ratios, are used. -Benzisothiazoline-3-
When stored for a long period of time, the industrial bactericidal composition containing corn contains these active ingredients, especially 5-chloro-2.
-Methyl-4-isothiazolin-3-one and 1,2
-The benzisothiazolin-3-one decomposed,
There is a problem that an excellent control effect cannot be obtained during use.

Therefore, the present invention has been made in view of the above problems, and an object thereof is to decompose an isothiazoline-based compound remarkably little even if it is stored for a long period of time, and an excellent controlling effect is obtained. An object of the present invention is to provide an industrial sterilizing composition that can be expressed.

[0007]

In order to achieve the above object, the inventors of the present invention have diligently studied the stability of isothiazoline compounds, and found that 5-chloro-2-methyl-
4-isothiazolin-3-one and 1,2-benzisothiazolin-3-one were blended at a specific ratio to find out that excellent stability can be expressed over a long period of time, and as a result of further research, The present invention has been completed.

That is, the present invention provides (1) 5-chloro-2-methyl-4 as an active ingredient
-Isothiazolin-3-one and 1,2-benzisothiazolin-3-one as 5-chloro-2-methyl-4
-1.1-2.3% by weight of isothiazolin-3-one,
1,2-benzisothiazolin-3-one is 1.5-
In the range of 3.0% by weight, 5-chloro-based on 100 parts by weight of 1,2-benzisothiazolin-3-one.
2-Methyl-4-isothiazolin-3-one 45-1
25 parts by weight of water, alcohol solvent,
At least one selected from the group consisting of recall solvents
The industrial bactericidal composition, characterized by containing the solvent of 1. as the solvent of the active ingredient , (2) Furthermore, 2-methyl-4-isothiazolin-3-one as an active ingredient, 5-chloro- 2-methyl-
With respect to 100 parts by weight of 4-isothiazolin-3-one,
The industrial sterilizing composition as described in (1) above, which is contained in a proportion of 9 to 50 parts by weight.

[0009]

BEST MODE FOR CARRYING OUT THE INVENTION The industrial bactericidal composition of the present invention contains 5-chloro-2-methyl-4-isothiazolin-3-one and 1,2-benzisothiazolin-3-one as active ingredients. ing.

5-Chloro-2-methyl-4-isothiazolin-3-one has conventionally been used as an active ingredient of industrial bactericidal compositions and is a commercially available compound.

Further, 1,2-benzisothiazoline-3
Similarly to 5-chloro-2-methyl-4-isothiazolin-3-one, -one is a compound that has been conventionally used as an active ingredient of an industrial bactericidal composition and is commercially available.

And, in the industrial sterilizing composition of the present invention,
5-chloro-2-methyl-4-isothiazolin-3-one in the formulation is 1.1 to 2.3% by weight, preferably
1.3-2.0 wt%, 1,2-benzisothiazolin-3-one 1.5-3.0 wt%, preferably 1.
It is contained in an amount of 7 to 2.7% by weight. When the concentration of each active ingredient in the preparation is within the above range, each active ingredient can be stabilized.

And, in the industrial sterilizing composition of the present invention,
When the concentration of each active ingredient in the preparation is within the above range, 5-chloro-2-methyl-4-isothiazolin-3-one is 45 to 45 parts by weight relative to 100 parts by weight of 1,2-benzisothiazolin-3-one. 125 parts by weight, preferably
It is blended in a proportion of 55 to 110 parts by weight.

By adjusting the respective active ingredients to have such a blending ratio, 5-chloro-2-methyl-4-isothiazolin-3-one and 1,2-benzisothiazoline-
Both 3-one, especially 5-chloro-2-methyl-
The stability of 4-isothiazolin-3-one can be improved.

The industrial bactericidal composition of the present invention contains 5-chloro-2-methyl-4-isothiazolin-3-one and 1,2-benzisothiazolin-3-one in known proportions in the above-mentioned mixing ratio. It can be prepared by blending depending on the method.

Further, in the industrial sterilizing composition of the present invention, 2-methyl-4-isothiazolin-3-one can be blended as an active ingredient. 2-methyl-4
When -isothiazolin-3-one is blended, the blending ratio is, for example, 9 to 5 relative to 100 parts by weight of 5-chloro-2-methyl-4-isothiazolin-3-one.
It is preferably 0 parts by weight, more preferably 10 to 45 parts by weight. Further, when 2-methyl-4-isothiazolin-3-one is blended in this way, 5-chloro-2-methyl-4-isothiazolin-3-one and 2-methyl-4-isothiazolin-one are previously prepared. Commercial products prepared as a mixture of 3-ones can also be used.

[0017] Industrial fungicidal composition of the present invention can be prepared as a liquid agent (. Including water suspensions and oil).

In order to prepare a liquid preparation, for example, each active ingredient may be appropriately dissolved or dispersed in a solvent so as to have the above blending ratio.

As a solvent, these active ingredients are dissolved,
Or if it is a solvent which can disperse, it will not be specifically limited, For example, water, for example, methanol, ethanol, n-propanol, iso-propanol, n-butanol, te.
alcohol solvents such as rt-butanol and 3-methyl-3-methoxybutanol, for example, ethylene glycol, diethylene glycol, polyethylene glycol,
Propylene glycol, dipropylene glycol, tripropylene glycol, polypropylene glycol, propanediol, butanediol, pentanediol,
Glycol solvents such as ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monobutyl ether, diethylene glycol monomethyl ether (methyl carbitol), diethylene glycol monoethyl ether, and tripropylene glycol monomethyl ether are used. Of these solvents, diethylene glycol and methyl carbitol are preferably used in the industrial sterilizing composition of the present invention. These solvents may be used alone or 2
You may use together 1 or more types.

Further, the industrial bactericidal composition of the present invention may contain known additives such as a surfactant, an antioxidant and a light stabilizer depending on the purpose and application thereof. You may add suitably in the range which does not inhibit the outstanding effect.

The industrial bactericidal composition of the present invention thus obtained contains 5-chloro-2-methyl-4-isothiazolin-3-one and 1,2-benzisothiazolin-3-one as active ingredients. However, there is no risk of decomposition in a short period of time, the stabilization of each active ingredient can be remarkably improved, and an excellent control effect against bacteria, mold, yeast, algae, etc. can be maintained for a long period of time. Therefore, it is used for various industrial water such as pulp and paper mills, cooling water circulation process, oil for metal processing such as cutting oil, casein, starch paste, glue, coated paper, coating liquid for paper, sizing agent, paper strengthening agent. It is preferably used as a control agent in various industrial products such as paints, adhesives, synthetic rubber latex, inks, polyvinyl alcohol films, vinyl chloride films, resin products, cement admixtures, sealing agents and jointing agents.

The amount of the industrial sterilizing composition of the present invention to be added may be appropriately determined depending on the object of application thereof.
It is preferable to use a concentration of 1000 mg (active ingredient) / kg (product), preferably 10 to 500 mg (active ingredient) / kg (product).

[0023]

EXAMPLES The present invention will be described more specifically with reference to the following examples. The abbreviations of the active ingredients used in the following description are shown below.

Cl-MIT: 5-chloro-2-methyl-
4-isothiazolin-3-one MIT: 2-methyl-4-isothiazolin-3-one BIT: 1,2-benzisothiazolin-3-one (1) Preparation of industrial bactericidal composition Example 1 Caisson LX-SF25 ( Cl-MIT content: 19.
2% by weight, MIT content: 6.4% by weight, manufactured by Rohm and Haas Co., Ltd. 5.88% by weight (Cl-MIT content:
1.13% by weight, MIT content: 0.38% by weight, 1.83% by weight of LIBASON BIT (BIT content: 81.8% by weight, manufactured by Liberson) (BIT content: 1.5% by weight) ), By stirring and dissolving each component at room temperature so that diethylene glycol becomes 92.29% by weight,
An industrial germicidal composition was obtained.

Examples 2 to 11 and Comparative Examples 1 to 14 In the formulations shown in Tables 1 and 2, the industrial sterilizing compositions of Examples 2 to 11 and Comparative Examples 1 to 14 were carried out in the same manner as in Example 1. Got

(2) Stability test The industrial sterilizing compositions obtained in the respective examples and comparative examples were used as samples, and the samples were placed in a glass bottle for 60 minutes for 2 weeks.
After sealing in a constant temperature bath at ℃ and leaving it still, the residual amounts of Cl-MIT and BIT were measured by liquid chromatography, and the residual ratio was determined by the following calculation formula. The results are shown in Table 1. The residual rate of MIT was determined in the same manner as above, but it was confirmed that the residual rate was 95% or more for all the examples and comparative examples.

Residual rate (%) = (content of each active ingredient after 2 weeks (wt%) / content of each active ingredient at the start of the test (wt%)) × 100

[0028]

[Table 1]

[Table 2] (3) Shaking culture test Pseudomonas arginosa (IFO 3080), Serratia marcescens (IFO 3735) and Escherichia coli (IFO 3972) precultured in glucose broth liquid medium were adjusted to 0.2 at OD660 nm. Equal amounts of each culture solution were mixed to prepare a mixed bacterial solution. Separately prepared sterile glucose broth liquid medium (4.7 ml), mixed bacterial solution (0.1 ml), and the formulation of Example 6 or Comparative example 11 (60) at a predetermined concentration shown in Table 3
(Two types, one with and without heating at ℃ x 2 weeks)
0.2 ml was added, and the mixture was cultivated with shaking at 33 ° C. and OD660n.
The time when m reached 0.1 (growth suppression time) was measured. When OD660nm did not reach 0.1 after 42 hours, the mixed bacterial solution was added, the culture was continued, and the growth suppression time was determined. The results are shown in Table 3. The pH of the liquid medium was 9.0.

[0029]

[Table 3]

As described above, in the industrial germicidal composition of the present invention, 5-chloro-2-methyl-4-isothiazolin-3-one and 1,2-benzisothiazolin-3-one as active ingredients are used. Since the stability of the ON state can be improved, even if it is stored for a long period of time, the decomposition of each of these active ingredients is remarkably small, and the excellent control effect can be maintained.

─────────────────────────────────────────────────── ─── Continuation of the front page (72) Inventor Shoji Tanaka, 2-chome, 17-85, 13 Sanhonmachi, Yodogawa-ku, Osaka City, Osaka Prefecture Takeda Pharmaceutical Co., Ltd., Living Environment Company (56) Reference JP-A-1-224306 ( JP, A) JP 8-183704 (JP, A) JP 4-290806 (JP, A) JP 6-92806 (JP, A) JP 7-324007 (JP, A) (58) ) Fields surveyed (Int.Cl. ⁷ , DB name) A01N 43/80 102 CA (STN) REGISTRY (STN)

Claims (2)

(57) [Claims] 1. An active ingredient, 5-chloro-2-methyi.
Lu-4-isothiazolin-3-one and 1,2-ben
Diisothiazolin-3-one, 5-chloro-2-methyl-4-isothiazolin-3-o
1.1-2.3% by weight of 1,2-benzisothiazo
Phosphorus-3-one is in the range of 1.5 to 3.0% by weight
hand, 1,2-benzisothiazolin-3-one 100 parts by weight
Against 5-chloro-2-methyl-4-isothiazoli
Containing N-3-one in a proportion of 45 to 125 parts by weightThen Is it a group consisting of water, alcohol solvent, glycol solvent?
At least one solvent selected from
Contains as a medium Industrial sterilizing composition characterized by
object. 2. Further, as an active ingredient, 2-methyl-
4-isothiazolin-3-one is contained in a ratio of 9 to 50 parts by weight based on 100 parts by weight of 5-chloro-2-methyl-4-isothiazolin-3-one. The industrial sterilizing composition described.