JP2006045171A - Antifouling agent composition against aquatic organism - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To provide an antifouling agent composition against aquatic organisms for culturing or stationary fishing nets and for materials such as floats and ropes used for the fishing nets. <P>SOLUTION: This antifouling agent composition against the aquatic organisms is characterized by comprising a triphenylboron-amine adduct represented by the general formula (1) and a polyoxyalkylene glycol represented by the general formula (2) and its (mono/di)fatty acid ester compound or a polyvinyl ether compound represented by the general formula (3). The antifouling agent composition improves elution property and gives an improved sense of use, when used as an antifouling agent composition for fishing nets. <P>COPYRIGHT: (C)2006,JPO&NCIPI

Description

  The present invention relates to a composition for preventing the attachment of aquatic fouling organisms to aquaculture or stationary fishing nets and materials such as floats and ropes used therein.

  Aquaculture or stationary fishing nets are kept in the sea for a long time, so the aquatic organisms such as seaweeds, barnacles, cell plastics, bryozoans, molluscs, etc. are heavily attached, hindering their economic operation. The current situation is that much effort and cost are spent on the maintenance of these.

  Various studies and proposals have been made as countermeasures, but it is known that a series of organotin compounds and cuprous oxide are effective in practical use. However, these organotin compounds are generally highly toxic, and careless handling of commodities containing them may cause skin damage to the operator, and are disadvantageous in terms of environmental measures. Since cuprous oxide elutes in seawater and remains as copper ions or copper compounds, it may adversely affect the environment.

  For these reasons, the emergence of a low pollution waterpox fouling bioadhesive composition that does not contain heavy metals is desired. For example, an underwater antifouling paint containing a benzothiazole compound as an active ingredient (see, for example, Patent Document 1) has various antifouling agents for fishing nets in which tetraalkylthiuram disulfide compounds are combined with other underwater antifouling compounds. An antifouling agent for marine constructs containing a 3-isothiazolone compound as an active ingredient (for example, Patent Document 5). However, the antifouling paint which uses a maleimide compound as an active ingredient is each disclosed (for example, refer patent documents 6, 7, and 8).

However, since these waterpox fouling organism anti-adhesive compositions are all weak in the effect of preventing the attachment of waterpox fouling organisms, they are more practical against a wide variety of fouling organisms and exhibit a wide range of antifouling effects. Development of an underwater antifouling agent is desired. Recently, it has been proposed to use a triphenylboron / amine adduct having physiological activity particularly for waterpox fouling organisms. For example, an underwater antifouling paint containing a triphenylboron / amine adduct as an active ingredient has been disclosed. (For example, refer to Patent Documents 9, 10, and 11). However, in order to improve drying and stickiness of the dyed net, when using a resin having a high glass transition point (Tg) as a binder, depending on the usage situation, the antifouling effect may be reduced or the binder resin may be stringed. The problem sometimes occurred.

Japanese Patent Publication No.51-10849 JP 60-38306 A JP-A 63-284275 Japanese Examined Patent Publication No. 1-1606 Japanese Patent Publication No. 61-50984 Japanese Patent Publication No. 1-20665 Japanese Patent Publication No. 2-24242 JP-A-53-9320 JP-A-8-295608 JP-A-8-295609 International Publication No. 97/27254 Pamphlet

  The present invention provides a practical waterpox fouling organism adhesion inhibitor composition that exhibits an excellent antifouling effect against waterpox fouling organisms adhering mainly to stationary and aquaculture nets and is excellent in feeling of use. For the purpose.

  As a result of diligent research to overcome the above-mentioned drawbacks of the conventional underwater antifouling agent composition, the present inventors have demonstrated excellent antifouling effects and are easy to use. An anti-adhesive composition was invented.

（式中、Ｘは直鎖もしくは分枝の炭素数２〜１８のアルキルアミン、炭素数２〜１８のアルコキシアルキルアミン、ピリジン、Ｈ２Ｎ−Ｒ^１−Ｏ−Ｒ^２で表されるアルコキシ基を有するアルキレンアミンを示し、Ｒ^１は直鎖もしくは分枝の炭素数１〜８のアルキレン基、Ｒ^２は直鎖もしくは分枝の炭素数１〜１８のアルキレン基を示す。）により表されるトリフェニルボロン−アミン付加物を有効成分とし、かつ、一般式（２）

（式中、Ｒ^３、Ｒ^４は同一または異なって、水素原子、炭素数２〜１８の脂肪族カルボキシル基を示し、ｎは２〜６の整数を示し、ｍは１〜４０の整数を示す。）により表されるポリオキシアルキレングリコールおよびそのモノ／ジ脂肪酸エステル化合物または一般式（３）

（式中、Ｒ^５は炭素数１〜４のアルキル基を示し、ｐは１〜４０の整数を示す。）により表されるポリビニルエーテル化合物の少なくとも一つの化合物を含有することを特徴とする水棲汚損生物付着防止剤組成物、
（２）一般式（１）により表されるトリフェニルボロン−アミン付加物がトリフェニルボロン−ｎ−オクタデシルアミン付加物、トリフェニルボロン−ｎ−ドデシルアミン付加物、トリフェニルボロン−ｎ−オクチルアミン付加物、トリフェニルボロン−ｎ−ヘキシルアミン付加物、トリフェニルボロン−ｎ−ブチルアミン付加物、トリフェニルボロン−ｎ−プロピルアミン付加物、トリフェニルボロン−２−エチルヘキシルアミン付加物、トリフェニルボロン−３−（２−エチルヘキシルオキシ）プロピルアミン付加物またはトリフェニルボロン−ピリジン付加物である（１）記載の水棲汚損生物付着防止剤組成物、
（３）一般式（２）により表されるポリオキシアルキレングリコールおよびそのモノ／ジ脂肪酸エステル化合物がポリオキシエチレングリコール、ポリオキシプロピレングリコール、ポリオキシエチレン（モノ／ジ）ステアリン酸エステル、ポリオキシエチレン（モノ／ジ）オレイン酸エステル、ポリオキシエチレン（モノ／ジ）オクチルフェニルエステルである（１）又は（２）のいずれかに記載の水棲汚損生物付着防止剤組成物、
（４）一般式（３）により表されるポリビニルエーテル化合物がポリビニルメチルエーテル、ポリビニルエチルエーテル、ポリビニルイソブチルエーテルである（１）〜（３）のいずれかに記載の水棲汚損生物付着防止剤組成物、
（５）一般式（１）により表されるトリフェニルボロン−アミン付加物がトリフェニルボロン−ｎ−オクタデシルアミン付加物であり、かつ、一般式（２）により表されるポリオキシアルキレングリコールがポリオキシエチレングリコール、ポリオキシプロピレングリコールである（１）〜（４）のいずれかに記載の水棲汚損生物付着防止剤組成物、
（６）一般式（４）

（式中、Ｒ^４は炭素数１〜２０個のアルキル基を、ｑは２〜１０の整数を示す。）で表されるジアルキルポリスルフィッド類、平均分子量２００〜１，０００のポリブテン、パラフィン、ワセリン、グリセリンまたはグリセリドからなる溶出調整剤、シリコーンオイルおよび一般式（１）以外の公知の防汚成分群より選ばれる少なくとも一つを含有することを特徴とする（１）〜（５）のいずれかに記載の水棲汚損生物付着防止剤組成物、に関する。 That is, the present invention
(1) General formula (1)

(In the formula, X has a linear or branched alkylamine having 2 to 18 carbon atoms, an alkoxyalkylamine having 2 to 18 carbon atoms, pyridine, or an alkoxy group represented by H2N—R ¹ —O—R ^2. R ¹ represents a linear or branched alkylene group having 1 to 8 carbon atoms, and R ² represents a linear or branched alkylene group having 1 to 18 carbon atoms. Boron-amine adduct is an active ingredient, and the general formula (2)

^(Wherein, R 3, ^{R 4} are the same or different, a hydrogen atom, an aliphatic carboxyl group having 2 to 18 carbon atoms, n represents an integer of 2 to 6, m is an integer of 1 to 40 .) Polyoxyalkylene glycol and its mono / difatty acid ester compound or general formula (3)

(Wherein R ⁵ represents an alkyl group having 1 to 4 carbon atoms, and p represents an integer of 1 to 40), and contains at least one compound of a polyvinyl ether compound represented by Antifouling bioadhesive composition,
(2) The triphenylboron-amine adduct represented by the general formula (1) is triphenylboron-n-octadecylamine adduct, triphenylboron-n-dodecylamine adduct, triphenylboron-n-octylamine Adduct, triphenylboron-n-hexylamine adduct, triphenylboron-n-butylamine adduct, triphenylboron-n-propylamine adduct, triphenylboron-2-ethylhexylamine adduct, triphenylboron- The water fouling fouling bioadhesive composition according to (1), which is a 3- (2-ethylhexyloxy) propylamine adduct or a triphenylboron-pyridine adduct,
(3) The polyoxyalkylene glycol represented by the general formula (2) and its mono / di fatty acid ester compound are polyoxyethylene glycol, polyoxypropylene glycol, polyoxyethylene (mono / di) stearate, polyoxyethylene (1) or (2) is a water fouling fouling bioadhesive composition, which is (mono / di) oleate or polyoxyethylene (mono / di) octylphenyl ester,
(4) The varicella fouling bioadhesive agent composition according to any one of (1) to (3), wherein the polyvinyl ether compound represented by the general formula (3) is polyvinyl methyl ether, polyvinyl ethyl ether, or polyvinyl isobutyl ether. ,
(5) The triphenylboron-amine adduct represented by the general formula (1) is a triphenylboron-n-octadecylamine adduct, and the polyoxyalkylene glycol represented by the general formula (2) is poly The varicella fouling bioadhesive agent composition according to any one of (1) to (4), which is oxyethylene glycol or polyoxypropylene glycol,
(6) General formula (4)

(Wherein R ⁴ represents an alkyl group having 1 to 20 carbon atoms, q represents an integer of 2 to 10), polybutene having an average molecular weight of 200 to 1,000, (1) to (5) containing at least one selected from a group of known antifouling ingredients other than paraffin, petrolatum, glycerin or glyceride, a silicone oil, and general formula (1) Or the anti-fouling biofouling agent composition according to any one of the above.

According to the present invention, for example, in the case of a fishing net antifouling agent composition comprising a triphenylboron-amine adduct represented by the general formula (1) as an active ingredient, the polyoxyalkylene glycol found in the present invention and its (mono / Di) In combination with fatty acid ester compounds or polyvinyl ether compounds, not only the antifouling effect is improved, but also the threading of the dyed net (the state where the film pulls the thread when the net is widened, one side of the paint film) It is possible to suppress the state of uneven distribution in the mesh or the state where the coating film is unevenly adhered and so-called lumps are present. That is, it was confirmed that the underwater fouling bioadhesive agent composition of the present invention is excellent in use feeling and has an excellent antifouling effect.

  The triphenylboron-amine adduct represented by the general formula (1) used as an active ingredient of the water fouling fouling bioadhesive composition of the present invention should be produced by the method described in JP-A-8-311074. Can do.

  Although the above triphenylboron-amine adduct alone exhibits an antifouling effect, it can be used together with the polyoxyalkylene glycol and its (mono / di) fatty acid ester compounds or polyvinyl ether compounds found in the present invention. Improvements such as improved usability when used as a fishing net antifouling composition are observed. In addition, the composition of an anti-fouling biofouling agent that exhibits a more excellent antifouling effect by combining with at least one or more other elution regulators that are generally used, silicone oil or other known antifouling components. It can be.

At least one of the triphenylboron-amine adducts represented by the general formula (1) and the polyoxyalkylene glycol represented by the general formula (2) and its (mono / di) fatty acid ester compounds or polyvinyl ether compounds In combination with at least one or more selected from the above, and further adding other elution regulators, silicone oil and other known antifouling components and resins and solvents as described below to the varicella fouling bioadhesive agent composition as necessary. do it.

  Examples of the triphenylboron-amine adduct represented by the general formula (1) in the present invention include triphenylboron-n-octadecylamine adduct, triphenylboron-n-dodecylamine adduct, and triphenylboron-n-. Octylamine adduct, triphenylboron-n-hexylamine adduct, triphenylboron-n-butylamine adduct, triphenylboron-n-propylamine adduct, triphenylboron-2-ethylhexylamine adduct, triphenyl Examples thereof include boron-3- (2-ethylhexyloxy) propylamine adduct, triphenylboron-pyridine adduct, and the like, but are not particularly limited thereto. Of these, triphenylboron-n-octadecylamine adduct, triphenylboron-3- (2-ethylhexyloxy) propylamine adduct, more preferably triphenylboron-n-octadecylamine adduct.

The blending amount of the triphenylboron-amine adduct represented by the general formula (1) in the present invention can be arbitrarily changed depending on the application target and application environment of the waterpox fouling bioadhesive composition, and is particularly limited. However, it is usually 1 to 50% by weight, preferably 3 to 20% by weight.

  Examples of the polyoxyalkylene glycol and its (mono / di) fatty acid ester represented by the general formula (2) in the present invention include polyoxyethylene glycol, polyoxypropylene glycol, polyoxyethylene (mono / di) stearic acid ester, Polyoxyethylene (mono / di) oleic acid ester, polyoxyethylene (mono / di) octylphenyl ester, and the like are exemplified, but the invention is not particularly limited thereto. Of these, polyoxyethylene glycol and polyoxyethylene (mono / di) stearate are more preferable. The average molecular weight is preferably 200 to 6,000, more preferably 200 to 1,000.

Examples of the polyvinyl ether compounds represented by the general formula (3) in the present invention include polyvinyl methyl ether, polyvinyl ethyl ether, and polyvinyl isobutyl ether, but are not particularly limited thereto.

In the present invention, the polyoxyalkylene glycol represented by the general formula (2) and the (mono / di) fatty acid ester or the polyvinyl ether compound represented by the general formula (3) can be used in combination. The blending amount can be arbitrarily changed depending on the application object and application environment of the varicella fouling bioadhesive agent composition, and is not particularly limited, but is usually 0.5 to 30% by weight, preferably 1 to 10% by weight.

Further, as an elution regulator that can be used in combination, the dialkylpolysulfides represented by the general formula (4) include diethylpentasulfide, di-tertiary butyl disulfide, and di-tertiary butyl tetra. Sulfide, di-tertiary amyl tetrasulfide, di-tertiary octyl pentasulfide, di-tertiary nonyl pentasulfide, di-tertiary dodecyl pentasulfide, dinonadecyl tetrasulfide And the like. Examples of polybutene having an average molecular weight of 200 to 1,000 include LV-5, LV-10, LV-25, LV-50, V-100, HV-15, and HV- manufactured by Nippon Petrochemical Co., Ltd. 35, HV-50, HV-50, HV-100 and the like. Examples of paraffins include liquid paraffin, paraffin wax, chlorinated paraffin, etc., and petrolatum includes white petrolatum and yellow petrolatum. It is done. Furthermore, although glycerin and various glycerides are mentioned, it is not specifically limited to these. Moreover, those mixtures may be sufficient.

The total content of the above elution regulator can be arbitrarily changed depending on the application environment, but in the fishing net antifouling agent composition, preferably 1 to 30% by weight, more preferably 3 to 20% by weight, still more preferably. 3 to 10% by weight.

  Examples of the silicone oil used in the present invention include methyl hydrogen silicone oil, (higher) fatty acid-modified silicone oil, alkyl-modified silicone oil, amino-modified silicone oil, epoxy-modified silicone oil, polyether-modified silicone oil, methyl Phenyl silicone oil and the like can be mentioned, among which polyether-modified silicone oil, higher fatty acid-modified silicone oil and the like are preferable. As the higher fatty acid-modified silicone oil, for example, the trade names are TSF410, TSF411, as the polyether-modified silicone oil, the trade names are, for example, TSF4445, TSF4452, TSF4453, and as the epoxy-modified silicone oil, the trade names are, for example, TSF4730, Examples of TSF4751 and amino-modified silicone oil include TSF4702 and TSF4720, which are products of Toshiba Silicone Co., Ltd., but are not limited thereto. These may be used alone or in combination of two or more.

The total amount of the silicone oil used is preferably 0.1 to 20% by weight, more preferably 0.5 to 5% by weight. The mixing ratio can be arbitrarily changed according to the application object, the application environment, and other known antifouling components.

Known antifouling components include 1,3-dicyanotetrachlorobenzene (hereinafter also referred to as compound (i)), 2- (thiocyanomethylthio) benzothiazole) (hereinafter also referred to as compound (ii)) and the following. The compounds of the compound groups (iii) to (viii) to be described can be mentioned, and by combining them in combination, it is possible to exhibit a better adhesion preventing effect against chickenpox fouling organisms.

で表されるサリチルアニライド化合物類としては、例えば、５−メチル−４’−ニトロサリチルアニライド、３’５−ジメチル−４’−ニトロサリチルアニライド、５−エチル−２’−メチル−４’−ニトロサリチルアニライド、５−エチル−２’−メチル−５’−ニトロサリチルアニライド、５−イソプロピル−２’−メチル−４’−ニトロサリチルアニライド、５−イソプロピル−２’−メチル−５’−ニトロサリチルアニライド、５−第２級ブチル−２’−メチル−４’−ニトロサリチルアニライド、５−第３級ブチル−２’−メチル−４’−ニトロサリチルアニライド、５−第３級ブチル−４’−ニトロサリチルアニライド、５−第３級ブチル−２’−メチル−５’−ニトロサリチルアニライド、５−第３級アミル−２’−メチル−４’−ニトロサリチルアニライド、５−第３級オクチル−４’−ニトロサリチルアニライド等が挙げられるがこれらに限定されるものではない。 As the compound group (iii) used in the present invention, a compound represented by the general formula (5)

Examples of the salicylanilide compounds represented by the formula: 5-methyl-4′-nitrosalicylanilide, 3′5-dimethyl-4′-nitrosalicylanilide, 5-ethyl-2′-methyl-4 '-Nitrosalicylanilide, 5-ethyl-2'-methyl-5'-nitrosalicylanilide, 5-isopropyl-2'-methyl-4'-nitrosalicylanilide, 5-isopropyl-2'-methyl- 5′-nitrosalicylanilide, 5-secondary butyl-2′-methyl-4′-nitrosalicylanilide, 5-tertiarybutyl-2′-methyl-4′-nitrosalicylanilide, 5- Tertiary butyl-4'-nitrosalicylanilide, 5-tertiarybutyl-2'-methyl-5'-nitrosalicylanilide, 5-tertiary amyl-2'-methyl-4'-nitrosalicyl Anila De, although 5-tertiary-octyl-4'-nitro salicylanilide chloride, and the like are not limited thereto.

で表されるテトラアルキルチウラムジスルフィッド化合物類としては、例えば、テトラメチルチウラムジスルフィッド、テトラエチルチウラムジスルフィッド、テトライソプロピルチウラムジスルフィッド、テトラ−ｎ−ブチルチウラムジスルフィッド等が挙げられるが、特にこれらに限定されるものではない。 Moreover, as compound group (iv), general formula (6)

Examples of the tetraalkyl thiuram disulfide compounds represented by the formula: tetramethyl thiuram disulfide, tetraethyl thiuram disulfide, tetraisopropyl thiuram disulfide, tetra-n-butyl thiuram disulfide However, it is not particularly limited to these.

  Examples of the dithiocarbamate metal salt compound of the compound group (v) include, for example, zinc dimethyldithiocarbamate, zinc diethyldithiocarbamate, zinc dibutyldithiocarbamate, zinc ethylenebisdithiocarbamate, zinc bis (dimethyldithiocarbamoyl) ethylenebisdithiocarbamate. , Ethylene bisdithiocarbamate, iron dimethyldithiocarbamate, and the like, but are not particularly limited thereto.

Further, examples of the pyrithione metal salt compound of the compound group (vi) include pyrithione zinc and pyrithione copper, but are not particularly limited thereto.

（式中、Ｒ^１１は水素原子、アルキル基、ハロゲン置換アルキル基、シクロアルキル基、フェニル基、アルキル置換フェニル基、ハロゲン置換フェニル基、ベンジル基、アルキル置換ベンジル基またはハロゲン置換ベンジル基を示す。）で表されるマレイミド化合物としては、例えば、Ｎ−ベンジルマレイミド、Ｎ−（２、６−ジエチルフェニル）マレイミド、２，３−ジクロロ−Ｎ−エチルマレイミド、２，３−ジクロロ−Ｎ−ブチルマレイミド、２，３−ジクロロ−Ｎ−シクロヘキシルマレイミド、２，３−ジクロロ−Ｎ−（２−エチル−６−メチル）マレイミド、２，３−ジクロロ−Ｎ−（２、６−ジエチルフェニル）マレイミド、２，３−ジクロロ−Ｎ−ベンジルマレイミド、２，３−ジクロロ−Ｎ−（２−クロロベンジル）マレイミド等が挙げられるが、特にこれらに限定されるものではない。 Moreover, as a compound group (vii), general formula (7)

(Wherein R ¹¹ represents a hydrogen atom, an alkyl group, a halogen-substituted alkyl group, a cycloalkyl group, a phenyl group, an alkyl-substituted phenyl group, a halogen-substituted phenyl group, a benzyl group, an alkyl-substituted benzyl group or a halogen-substituted benzyl group. Examples of maleimide compounds represented by) are N-benzylmaleimide, N- (2,6-diethylphenyl) maleimide, 2,3-dichloro-N-ethylmaleimide, and 2,3-dichloro-N-butylmaleimide. 2,3-dichloro-N-cyclohexylmaleimide, 2,3-dichloro-N- (2-ethyl-6-methyl) maleimide, 2,3-dichloro-N- (2,6-diethylphenyl) maleimide, 2 , 3-Dichloro-N-benzylmaleimide, 2,3-dichloro-N- (2-chlorobenzyl) male Examples include, but are not limited to, imide.

  Examples of the 3-isothiazolone compound of the compound group (viii) include 4,5-dichloro-2-n-octyl-3-isothiazolone, 5-chloro-2-n-decyl-3-isothiazolone, -Dichloro-2- (4-chlorobenzyl) -3-isothiazolone, 4,5-dichloro-2- (4-chlorophenyl) -3-isothiazolone, 4,5-dichloro-2-n-hexyl-3-isothiazolone, 4,5-dichloro-2- (2-methoxy-3-chlorophenyl) -3-isothiazolone, 4,5-dibromo-2- (4-chlorobenzyl) -3-isothiazolone, 4-methyl-5-chloro-2 -(4-hydroxyphenyl) -3-isothiazolone, 5-chloro-2- (3,4-dichlorophenyl) -3-isothiazolone, and the like. It is not limited to these.

Furthermore, you may mix | blend well-known antifouling components other than what was described here, and can anticipate the antifouling effect more balanced with respect to various chickenpox fouling organisms.

Other known antifouling ingredients include 2- (4-thiazolyl) benzimidazole, 2-thiocyanomethylthiobenzimidazole, benzimidazole compounds such as 2- (methoxycarbonylamino) benzimidazole, 5-chloro- Nitrile compounds such as 2,4-difluoro-6-methoxyisophthalonitrile and tetrafluoroisophthalonitrile, 2,3,5,6-tetrachloro-4- (methylsulfonyl) pyridine, 2,3,6-trichloro Pyridine compounds such as -4-propylsulfonylpyridine, 2,6-dichloro-3,5-dicyano-4-phenylpyridine, 2,4-dichloro- (o-chloroanilino) -S-triazine, 2-chloro-4 -Methylamino-6-isopropylamino-S-triazine, 2-chloro-4,6-bi Triazine compounds such as (ethylamino) -S-triazine, 2-methylthio-4,6-bis (ethylamino) -S-triazine, 2-methylthio-4-ethylamino-6-isopropylamino-S-triazine, 3- (3,4-dichlorophenyl) -1,1-dimethylurea, 3- (3,4-dichlorophenyl) -1-methoxy-1-methylurea, 1- (2-methylcyclophenyl) -3-phenylurea Quinone compounds such as 2-amino-3-chloro-1,4-naphthoquinone, 2,3-dichloro-1,4-naphthoquinone, 2,3-dicyano-1,4-dithiananoanthraquinone N-trichloromethylthiotetrahydrophthalimide, N-trichloromethylthiophthalimide, N-fluorodichloromethylthiophthalimide Examples include N-haloalkyl compounds such as trichloromethylthiomethanesulfone-p-chloroanilide, and thiocyan compounds such as methylene bisthiocyanate, ethylene bisthiocyanate, phenylisothiocyanate, benzylisothiocyanate, and arylisothiocyanate. Is not to be done.

  Varicella fouling bioadhesion inhibitor of the compound represented by the general formula (1) used as the active ingredient of the present invention and the compounds (i) and (ii) and the compound groups (iii) to (viii) that can be used in combination. The weight blending ratio in the composition can be arbitrarily changed depending on the application environment, but is preferably in the range of 1:25 to 25: 1, more preferably 1:10 to 10: 1. These compounds (i), (ii) and compound groups (iii) to (viii) may be used alone or in combination of two or more.

  Examples of the solvent used in the water fouling fouling bioadhesive composition of the present invention include aromatic organic solvents, ketone organic solvents, aliphatic organic solvents, etc. More specifically, for example, xylene Toluene, pseudocumene, diethylbenzene, triethylbenzene, mesitylene, solvent naphtha, butanol, isopropanol, methyl isobutyl ketone, hexane, propylene glycol monomethyl ether and the like. These solvents may be used alone or in combination of two or more.

Resins as binders used in the composition for preventing biofouling of waterpox fouling of the present invention include acrylic resins, metal-containing acrylic resins, synthetic rubbers, rosin resins, silicone resins, polybutene resins, chlorinated rubber resins, and vinyl chloride. Examples thereof include resins, alkyd resins, coumarone resins, ethylene-vinyl acetate resins, epoxy resins, and the like. These resins may be used alone or in combination of two or more.

EXAMPLES Hereinafter, although this invention is demonstrated further in detail based on an Example, this invention is not limited to these.

Examples 1-10 and Comparative Examples 1-3
The fishing net antifouling agent composition of the present invention was prepared according to the formulation shown in Table 1. In addition, the fishing net antifouling compositions of Examples 1 to 10 and Comparative Examples 1 to 3 were each dip-coated on Tetoron's knotless net (Section 5) and air-dried, and the state of the net was sticky / threaded / peeled Table 2 also shows the evaluation and the results.

  From Table 2, it was found that the fishing net antifouling composition according to the present invention is a practical preparation without causing problems such as stringing, unlike the fishing net antifouling composition shown in the comparative example.

[Efficacy confirmation test as fishing net antifouling agent composition]
The Tetoron net that was air-dried by dip-coating the fishing net antifouling compositions of Examples 1 to 10 and Comparative Examples 1 to 3 was 0.5 m below the sea level in Sukumo Bay, Sukumo City, Kochi Prefecture for 5 months from July 2002. I kept it in the sea and investigated the pollution situation (antifouling effect) to the net. This fouling situation was evaluated according to the following criteria.

Evaluation Adhesion status-0% fouling area.
± Stained area is 10% or less.
+ Stained area 10-50%, practically unusable.
X A large amount of soiled cotton 50% or more is adhered.

Table 3 shows the results of the pollution situation (antifouling effect) on the net.

From Table 3, it was found that the fishing net antifouling composition in the present invention exhibits a more practical and practical antifouling effect than the fishing net antifouling composition shown in the comparative example.

INDUSTRIAL APPLICABILITY According to the present invention, it is possible to provide an elutriation biofouling antifouling agent composition having improved elution and improved usability particularly when used as a fishing net antifouling agent composition.

Claims (6)

General formula (1)

(In the formula, X has a linear or branched alkylamine having 2 to 18 carbon atoms, an alkoxyalkylamine having 2 to 18 carbon atoms, pyridine, or an alkoxy group represented by H2N—R ¹ —O—R ^2. R ¹ represents a linear or branched alkylene group having 1 to 8 carbon atoms, and R ² represents a linear or branched alkylene group having 1 to 18 carbon atoms. Boron-amine adduct is an active ingredient, and the general formula (2)

^(Wherein, R 3, ^{R 4} are the same or different, a hydrogen atom, an aliphatic carboxyl group having 2 to 18 carbon atoms, n represents an integer of 2 to 6, m is an integer of 1 to 40 .) Polyoxyalkylene glycol and its mono / difatty acid ester compound or general formula (3)

(Wherein R ⁵ represents an alkyl group having 1 to 4 carbon atoms, and p represents an integer of 1 to 40), and contains at least one compound of a polyvinyl ether compound represented by Antifouling bioadhesive composition. The triphenylboron-amine adduct represented by the general formula (1) is a triphenylboron-n-octadecylamine adduct, a triphenylboron-n-dodecylamine adduct, a triphenylboron-n-octylamine adduct, Triphenylboron-n-hexylamine adduct, triphenylboron-n-butylamine adduct, triphenylboron-n-propylamine adduct, triphenylboron-2-ethylhexylamine adduct, triphenylboron-3- ( The chickenpox fouling bioadhesive composition according to claim 1, which is a 2-ethylhexyloxy) propylamine adduct or a triphenylboron-pyridine adduct. The polyoxyalkylene glycol represented by the general formula (2) and its mono / di fatty acid ester compound are polyoxyethylene glycol, polyoxypropylene glycol, polyoxyethylene (mono / di) stearate, polyoxyethylene (mono / The composition of an antifouling biofouling agent according to claim 1 or 2, which is di) oleic acid ester or polyoxyethylene (mono / di) octylphenyl ester. 4. The water fouling fouling bioadhesive composition according to claim 1, wherein the polyvinyl ether compound represented by the general formula (3) is polyvinyl methyl ether, polyvinyl ethyl ether, or polyvinyl isobutyl ether. The triphenylboron-amine adduct represented by the general formula (1) is triphenylboron-n-octadecylamine adduct, and the polyoxyalkylene glycol represented by the general formula (2) is polyoxyethylene glycol. It is polyoxypropylene glycol, The chickenpox fouling bioadhesion inhibitor composition in any one of Claims 1-4. General formula (4)

(Wherein R ⁴ represents an alkyl group having 1 to 20 carbon atoms, q represents an integer of 2 to 10), polybutene having an average molecular weight of 200 to 1,000, The elution regulator comprising paraffin, petrolatum, glycerin or glycerides, silicone oil and at least one selected from known antifouling component groups other than the general formula (1) are contained. The waterpox fouling organism adhesion inhibitor composition according to claim 1.