JPS59170005A - Repellent for organism in water - Google Patents

Abstract

PURPOSE:A repellent for organisms in water having a sufficient antifouling effect for a long period, obtained by blending a maleimide with S-p-chlorobenzyl-N,N- diethylthiolcarbamate. CONSTITUTION:A repellent for organisms in water containing an active ingredient obtained by blending S-p-chlorobenzyl-N,N-diethylthiolcarbamate with a maleimide [e.g., N-(2,4,6-trichlorophenyl)maleimide, etc.] shown by the formula (R is halogen, alkyl, or alkoxy; n is 1-3) in a weight ratio of preferably (10- 90):(90:10). This repellent for organisms in water is prepared in the form of a coating compound, solution, emulsion, wettable powder, etc. and used.

Description

[Detailed description of the invention] Unexploded 8Akl S -p-chlorobenzyl-N, N
- It relates to an aquatic organism repellent containing diethylthiol carbamate and maleimides as active ingredients.

At all times, such as the bottom of ships, fishing nets, buoys, and other underwater structures, underwater structures such as dam equipment, condenser cooling water in thermal power plants, heat exchanger cooling water intake channels in various industries, etc. For parts that come into contact with water.

Shellfish such as fujibo, oysters, mussels, water bugs, cellupa, bryozoans, sea squirts, ryoosa, blue seaweed, and seaweed, as well as ``&'' species, propagate on their own, resulting in, for example, reduced navigation speeds and reduced fuel consumption on ships. Not only does this cause an increase in waste costs, but also cleaning costs for cleaning the bottom of the ship.

This will lead to economic losses due to suspension of ship operations during this cleaning period, and will cause inconvenience in handling underwater structures. As the amount decreases and the cooling efficiency decreases, the biomass that falls off the channel walls and is washed away causes large losses, such as deterioration of the performance of equipment.

Therefore, various drugs have been proposed to prevent problems caused by the adhesion and propagation of seawater and freshwater harmful organisms. for example.

An aquatic organism repellent containing maleimides as one of the active ingredients has been disclosed (Japanese Patent Laid-Open No. 53-9320).

The present inventor conducted a long-term test on an aquatic organism repellent containing the maleimides as an active ingredient.

The effect of antifouling on shellfish, etc. has not yet been fully satisfactory.

Therefore, in order to provide an aquatic organism repellent that has a sufficient antifouling effect over a long period of time, the present inventors synthesized various compounds as combination agents with the maleimides and conducted tests for their aquatic organism repellent effects. As a result, it was unexpectedly recognized that the conventional drawbacks could be solved by mixing sp-chlorobenzyl-1,1,N-ethylthiol carbamate, and the present invention was developed.

That is, the present invention provides 5-p-chlorobenzyl-N, N
-diethylthiol carbamate and the general formula (wherein R is,
Halogen atoms, lower alkyl groups, lower alkoxy groups,
n represents an integer from 1 to B. ) is an aquatic organism repellent characterized by containing a maleimide represented by the following as an active ingredient.

The maleimides used in the present invention are represented by the general formula CI), and specifically include the following compounds.

Compound 1 N-C2,4,6-4lichlorophenyl)maleimide compound 2 N-(2,6-ethylphenyl)maleimide compound
6 N-(2,6-dichlorophenyl)maleimide compound
4 N-(3-impropoxyphenyl)maleimide compound 5 N-(3-bromophenyl)maleimide The aquatic organism repellent of the present invention contains 5-P-chlorobenzyl-N, N-diethylthiol carbamate and maleimides by weight. 1 in ratio
It is preferable to mix them in a ratio of 0 to 90:90 to 100.

Furthermore, maleimides cannot be stolen in any way by mixing the various maleimides mentioned above.

Aquatic biorepellents formulated in this way can be used as paints, solutions,
It is prepared and used in the form of emulsions, wettable powders, etc.

That is, 7. An antifouling paint is prepared by blending the aquatic organism repellent of the present invention with a coating film forming agent, and this is applied to the bottom of a ship.

Applying it to underwater structures or walls of cooling water intake channels [this can prevent the adhesion and propagation of aquatic organisms]. At this time, as a coating film type IIXJ agent.

For example, oil varnish, synthetic resin, artificial rubber, etc. are used. Pigments and the like can be further added to the antifouling paint as desired. Antifouling paint f! r: Preparation 2 There is no upper limit to the concentration of the aquatic organism repellent of the present invention as long as it can form a coating film, but it is preferably blended at a ratio of 10=40% to the antifouling paint.

For the purpose of preventing the adhesion and propagation of aquatic organisms in cooling water intake channels, the aquatic organism repellent of the present invention is used as a solution or
Although it may be added to the intake channel in the form of an emulsion, it is preferable to apply it in the form of a paint in order to maintain the antifouling effect for the longest period.

Furthermore, the aquatic life repellent of the present invention can be applied to fishing nets made of any material, and in this case, the repellent can be used together with the resin.
This is carried out by dissolving the resin in an organic solvent (hereinafter referred to as resin liquid), impregnating a fishing net G with this resin liquid, and drying. When preparing this resin liquid, the aquatic organism repellent of the present invention should be 50% or less, preferably 5 to 25% of the resin liquid.
%, the resin is 50 qb or less, preferably 2 to 20 parts 7
Dissolve in an organic solvent to a degree of H.

Examples of the resin used for preparing the resin liquid include vinyl chloride resin, phenol resin, alkyd resin, and chlorinated rubber. 1. Examples of organic solvents used include benzene, toluene, xylene, and chloroform. Furthermore, if the resin is difficult to dissolve, dimethylformamide, dimethylacetamide, etc. t, taha, /
Methyl sulfoxide can be used and mixed as appropriate.

Moreover, it can be used by dispersing it in a suspended state in a solution.

Next, an example will be described.

Example 1 Drug of the present invention containing S-P-chlorobenzyl-N,N-diethylthiol carbamate and N-f(2,4,6-drichlorophenyl)maleimide (compound 1) in a 2:1 ratio Then, mix this in the following proportions and thoroughly grind with a ball mill.

They were mixed to prepare an antifouling paint. (% indicates 2 weight percentage) The above-mentioned drug of the present invention 15 Valve
Pattern 13%
Ruri
15% zinc flower
10%0R-20 (manufactured by Asahi Denka)
15 % DOP I engagement total 100 % A steel plate (300
A test plate was prepared by brushing two coats on a 00x1 m).

This test board was fitted into a wooden frame and suspended in seawater using a dipping raft, and maintained at a depth of 15 m.

Test plates immersed in seawater for 4 months, 8 months, and 1
The degree of adhesion of organisms such as shellfish and algae that adhered to the test plate after the 2nd month was expressed as a percentage of the total area of adhesion, and was indicated by the following evaluation symbol. Results first
Shown in the table.

Adhesion degree Adhesion [Mj-〇± 0~5%+
5~10% 廿 10~20+i)
20% or more Examples 2 to 5 The same procedure as in Example 1 was carried out except that the maleimide compound was changed. The results are shown in Table 1.

Comparative example 1 Anti-rust paint (no chemical additives) once with Washy Brimer
A test plate treated twice was prepared, and a seawater immersion test was conducted in the same manner as in Example 1. The results are shown in Table 1.

Comparative Example 2 The same procedure as in Example 1 was carried out except that N-C2,4,6-drichloro)phenylmaleimide was used instead of the drug of the present invention.

Comparative Example 6 5-P-chlorobencyl-N, N instead of the drug of the present invention
- The same procedure as in Example 1 was carried out except that diethylthiol carbamate was used.

Table 1 Thus, the uninvention is 5-P-chlorohene/ru 11
By combining 1IJ-noethylthiol carbamate and maleimides, an aquatic organism repellent having an excellent repelling effect on aquatic organisms was obtained, and this invention has a sagging effect.

Special I “1st DJ Ihara Chemical Industry Co., Ltd. 30
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Claims (1)

[Claims] S-p-chlorobenzyl-N,N-diethylthiol carbamate and the general formula (wherein, R is a halogen atom, a lower alkyl group, a lower alkoxy group, and n is an integer of 1 to 3) An aquatic organism repellent containing maleimide as an active ingredient.