JPS6144804A - Stabilized antimicrobial and algicidal composition - Google Patents

Abstract

PURPOSE:The titled composition, obtained by dissolving a halocyanoacetamide compound in ethylene glycol or a mixture solution of the ethylene glycol with water, and having improved stability without deteriorating the active constituent even in the presence of metal. CONSTITUTION:An antimicrobial and algicidal composition obtained by dissolving a halocyanoacetamide compound expressed by the formula (X is halogen; Y is halogen or H, R is H or lower alkyl), e.g. monochlorocyanoacetamide, useful as a slime controlling agent for paper and pulp making mills and cooling water circulating process, algicide and germicidal detergent or preservative for metal working oil, casein or starch coating solution or aqueous paints in ethylene glycol or a liquid containing the ethylene glycol with water in an amount of 0.5% to the saturation point. In particular, the active constituent is not decomposed even in the presence of metal, and the above-mentioned composition can be used without fear even at the job site.

Description

Detailed Description of the Invention (Industrial Field of Application) The present invention provides a method of stabilizing a halocyanoacetamide compound in the presence of a metal by blending it into ethylene glycol or a solution of ethylene glycol and water. The present invention relates to an antibacterial and algae composition characterized by the following.

These compounds include monochlorodianoacetamide, motupromcyanoacetamide, dichlorocyanoacetamide, dibromocyanoacetamide, N-methyldibromcyanoacetamide, etc., but these compounds are described as antimicrobial in the specification of Japanese Patent Publication No. 10386/1986. It is known to be effective as a drug. The above compounds have wide applicability as slime control agents, gravel killers, and bactericidal cleaning agents in paper and pulp mills and cooling water circulation processes, as well as as preservatives for metal processing oils, casein, starch coating fluids, and water-based paints. Excellent medicinal efficacy is also expected in terms of application. If the drug has such a wide range of application, it is required to be stable during manufacturing, storage, and use.

(Problems to be Solved by the Invention) However, liquid compositions containing halocyanoacetamide compounds suffer from significant quality changes, especially significant decomposition of the active ingredients, and sometimes lack the intended efficacy as antibacterial and algae-preventing agents. It may not be effective.

Although it is a drug with wide applicability and high efficacy, it is a drug with various problems in terms of stability, and research on stability has been continued for many years.

A method has already been disclosed for stabilizing organic liquids such as polyethylene glycol and their mono- and dimethyl, ethyl, 'n-propyl and n-butyl ethers by incorporating a halocyanoacetamide compound therein. (
% Publication No. 55-5575) However, although research on stabilization has been conducted in this way, fully satisfactory results have not been obtained. In particular, the decomposition of the present compound in a liquid composition in the presence of metals (eg, iron, stainless steel, tin, zinc, copper, or alloys thereof) is extremely problematic.

For example, when producing a liquid composition of a halocyanacetamide compound, contact with metal is unavoidable, or when a stainless steel agricultural filter is used during the production process, the active ingredients in the produced liquid composition may be It decomposes significantly, making it impossible to obtain a liquid composition of the desired quality. In addition, the cooling water circulation process, which is the scene where this liquid composition is actually used,
When contact with metal occurs, even at low concentrations, such as in metal processing oils and water-based paints used in metal cans, the decomposition of halocyanacetamide compounds may reduce durability, and corrode metal surfaces during processes. Improvements are needed.

As mentioned above, the liquid composition containing a halocyanacetamide compound as an active ingredient not only stabilizes the liquid composition itself, but also is stable enough that the active ingredient does not decompose even in the presence of metals, and can be used with peace of mind. It is necessary to complete the drug.

(Means for Solving the Problems) As a result of intensive research to solve the above problems, we found that 0.0% of a halocyanoacetamide compound was added to ethylene glycol or a liquid mixture of ethylene glycol and water.
The stability of liquid compositions dissolved in amounts ranging from 5% to saturation point is significantly improved, and even in the presence of metals, the active ingredients remain intact, making it easy to manufacture, store and store. We were able to solve all of the various problems such as stability during operation and use.

It is prepared by dissolving 5 to 25% by weight of an acetamide compound in ethylene glycol or a mixed liquid of ethylene glycol and water.

The liquid composition used by mixing ethylene glycol and water has a ratio of ethylene glycol to water of 1:0.
When blended at a ratio of ~50, the halocyanoacetamide compound can be dissolved and a stable liquid composition can be obtained.

When the liquid composition of the present invention is used, for example, as a sterilizing detergent, it is possible to use a nonionic or anionic active agent in the liquid composition in a range of 0.5 to 5%, and it is stable. I am not influenced by questions about my gender.

Next, the stabilized liquid composition of the present invention is a slightly thick liquid that is colorless and transparent to slightly pale yellow in color, and can be easily added to processes using a regular metering pump, and is generally used. If the water is used for industrial purposes, liquid compositions may be used.
Even if it is diluted 100 times, it can be used without decomposition of the active ingredient in the diluted solution.

(Example) (Example 1) 20 times more monochlorocyanoacetamide and 80 parts of ethylene glycol are mixed and dissolved to obtain a stable liquid composition containing monochlorocyanoacetamide as an active ingredient.

(Example 2) 20 parts of motuprom cyanoacetamide, 2 parts of Tulpol (registered trademark of Toho Chemical Industries, surfactant) and 78 parts of ethylene glycol are mixed and dissolved to create a stable liquid containing motuprom cyanoacetamide as an active ingredient. Obtain a composition.

(Example 3) 20 parts of dichlorocyanoacetamide, 70 parts of ethylene glycol, and 10 parts of water are mixed and dissolved to obtain a stable liquid composition containing dichlorocyanoacetamide as an active ingredient.

(Example 4) 20 parts of dibromocyanoacetamide, 70 parts of ethylene glycol, and 10 parts of water are mixed and dissolved to obtain a stable liquid composition containing dibromocyanoacetamide as an active ingredient.

(Example 5) 20 parts of dibromocyanoacetamide, 53 parts of ethylene glycol, 2 parts of Tulpol (registered trademark of Toho Chemical Industries, surfactant) and 25 parts of water were mixed and dissolved to obtain dibromocyanoacetamide as an active ingredient. A stable liquid composition is obtained.

(Example 6) 10 parts of dibromocyanoacetamide and 90 parts of ethylene glycol are mixed and dissolved to obtain a stable liquid composition containing dibromocyanoacetamide as an active ingredient.

(Example 7) 20 parts of N-methyl dibrom cyanoacetamide and 80 parts of ethylene glycol are mixed and dissolved to obtain a stable liquid composition containing N-methyl dibrom cyanoacetamide as an active ingredient.

(Comparative Example 1) 20 parts of monobromucyanoacetamide and polyethylene glycol #200 are mixed and dissolved to obtain a liquid composition containing motupromcyanoacetamide as an active ingredient.

(Comparative Example 2) 20 parts of dibromocyanoacetamide and 80 parts of diethylene glycol are mixed and dissolved to obtain a liquid composition containing dibromocyanoacetamide as an active ingredient.

(Comparative Example 3) 20 parts of diprocyanoacetamide and $400.80 parts of polypropylene glycol are mixed and dissolved to obtain a solution composition containing dibromocyanoacetamide as an active ingredient.

(Comparative Example 4) 20 parts of dibromocyanoacetamide and 1200.80 parts of polyethylene glycol are mixed and dissolved to obtain a liquid composition containing dibromocyanoacetamide as an active ingredient.

(Comparative Example 5) 20 parts of N-methyldibromocyanoacetamide and 80 parts of dimethyl sulfoxide are mixed and dissolved to obtain a liquid composition containing N-methyldibromocyanoacetamide as an active ingredient.

(Comparative Example 6) 20 parts of N-methyldibromocyanoacetamide and 80 parts of triethylene glycol are mixed and dissolved to obtain a liquid composition containing N-methyldibromocyanoacetamide as an active ingredient.

(Effects of the Invention) Next, the effects of the present invention will be specifically explained using test examples.

(Test Example 1) (Stability Test of Liquid Composition of Halocyanoacetamide Compound) Each liquid composition of the test method example and comparative example was weighed out into two 200 volume transparent glass bottles.

One of the glass bottles contained a stainless steel test piece (80S504.t) made by Nippon Test No Kunel Kogyo ■.

Fold in half and soak.

The glass bottle is sealed and stored in a thermostat at 40℃ for abuse, but the one containing the stainless steel test piece after 10 days.
If you cannot put it in, take it out after 20 days and analyze the ingredients.
The stability of the liquid composition was determined by observing changes in appearance. The results are shown in Tables 1 and 2.

Table 1 (Stability in the presence of stainless steel test piece) Part 2
Table (Stability of stainless steel test piece not immersed) (Test example
2) (Stability test of liquid composition of halocyanacetamide compound manufactured in a factory) The drugs of Test Method Example 4, Example 5, and Comparative Example 5 were tested in an ethanal-lined compounding pot in an actual factory. 1 each. oo
okp was manufactured. The product was filtered for 30 minutes using a stainless steel Ultraformer filtration device and stored in a stainless steel product tank for about 1 hour. The product stored in the product tank was filled into a polyethylene container after 1 hour. Next, one can of the filled product was stored in a constant temperature room at 40°C, and after 30 and 60 days, component analysis and changes in appearance were observed to track stability.

The results are shown in Table 3.

The liquid composition according to the present invention was manufactured at the manufacturing plant shown in Table 3, and its drug stability was examined, and satisfactory results were obtained compared to comparative drugs.

(Test Example 3) (Preservation test of diluted metal cutting fluid) Test method A large amount of diluted cutting fluid with advanced microbial contamination was obtained from Trans 7 Armin Machine, a factory that manufactures precision mechanical parts.

The contents of the diluted cutting fluid obtained are as follows.

Emulsion shore type, dilution ratio 35 times, pH of diluted liquid 8
, 1. Number of viable bacteria: bacteria 4. lX10n1, filamentous fungi/Filamentous fungi:
2. OX 10'/aj In advance, the microbial-contaminated diluted cutting fluid and the test agent are added to a small cutting fluid diluted fluid circulation process installed indoors, and operation is started. From the measurement of the number of viable bacteria after a certain period of time, the observation of the putrid odor of the diluted cutting fluid and the corrosivity of metals,
We confirmed the bactericidal power, antiseptic effect, and effect on metal materials of the chemical.

The results are shown in Table 4.

Judgment criteria for rotten odor -: Odor from only oil +: Criteria for judging amount of rust on rotten car body parts (visual observation) 1: No rust on the surface of the test bead 10:
There is a slight amount of rust =
Square with rust in area 3: l
As mentioned above, the results of the preservative effect on the 14th day, the sensory test for putrid odor, the weight loss rate of the test piece, and the metal corrosivity determined by visual observation indicate that the drug of the present invention is stable and meets the purpose. It was confirmed that it was a drug.

Claims (2)

[Claims] (1) General formula▲There are mathematical formulas, chemical formulas, tables, etc.▼…1 (Here, X is a halogen atom, Y is a halogen atom or a hydrogen atom, and R is a hydrogen atom or a lower alkyl group.) 1. A stabilized anti-bacterial and algae-preventing agent composition, characterized in that a halocyanoacetamide compound is blended into ethylene glycol or a solution of ethylene glycol and water. (2) General formula▲ Numerical formulas, chemical formulas, tables, etc.▼…1 (Here, X is a halogen atom, Y is a halogen atom or a hydrogen atom, and R is a hydrogen atom or a lower alkyl group.) Antibacterial protection according to claim 1, characterized in that the represented halocyanoacetamide compound is blended into ethylene glycol or a solution of ethylene glycol and water and stabilized in the presence of a metal. Algae agent composition.