JP4489535B2 - 水棲汚損生物付着防止剤組成物 - Google Patents
水棲汚損生物付着防止剤組成物 Download PDFInfo
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- JP4489535B2 JP4489535B2 JP2004248468A JP2004248468A JP4489535B2 JP 4489535 B2 JP4489535 B2 JP 4489535B2 JP 2004248468 A JP2004248468 A JP 2004248468A JP 2004248468 A JP2004248468 A JP 2004248468A JP 4489535 B2 JP4489535 B2 JP 4489535B2
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- Agricultural Chemicals And Associated Chemicals (AREA)
Description
で表される公知の化合物であり、当該構造を含むオキサチアジン類の化合物は、木材保存剤(例えば、特許文献12、13参照。)や工業用殺菌剤(例えば、特許文献14、15、16参照。)、殺ダニ剤(例えば、特許文献17参照。)として有用である旨、既に開示されている。また、本発明の有効成分として使用されるBethoxazinに類する化合物を含むオキサチアジン類の化合物の海水および淡水での防汚効果が知られているが、実用上満足いく効力は得られていない(例えば、特許文献18参照。)。
(1)3−ベンゾ[b]チエン−2−イル−5,6−ジヒドロ−1,4,2−オキサチアジン4−オキシド(一般名「Bethoxazin」)とシリコーンオイルおよび/または一般式(1)
(2)公知の防汚成分として、1,3−ジシアノテトラクロルベンゼン、2−(チオシアノメチルチオ)ベンゾチアゾール、亜酸化銅、一般式(2)
(3)溶出調整剤として、一般式(3)
例えば、漁網用としては、上記記載の方法で得られた本発明におけるBethoxazinとシリコーンオイルや樹脂および溶剤を用いて塗料にすればよい。さらに必要に応じ、公知の防汚成分として、1,3−ジシアノテトラクロルベンゼン、2−(チオシアノメチルチオ)ベンゾチアゾール、亜酸化銅、一般式(2)
(式中、R2は炭素数1〜8個のアルキル基を、R3、R4は炭素数1〜4個のアルキル基、ニトロ基、水素を表し、R3とR4は同時に水素であることはない。)で表されるサリチルアニライド化合物、テトラアルキルチウラムジスルフィッド化合物、ジチオカルバミン酸金属塩化合物、ピリチオン金属塩化合物、マレイミド化合物、3−イソチアゾロン化合物、トリフェニルボロン化合物の群から選ばれる少なくとも1つの化合物群、さらには溶出調整剤と後述する他の公知防汚成分を添加することができる。
水中防汚塗料(例えば、船底塗料等)としては、本発明におけるBethoxazinをシリコーンオイル、公知の防汚成分、さらには溶出調整剤や一般式(1)で表される加水分解型樹脂やその他塗料に一般的に用いられる樹脂、溶剤(水、キシレン、メチルイソブチルケトン、n−ブタノール、酢酸ブチル等)、また、乳化剤、分散剤、顔料(ベンガラ、酸化チタン、酸化亜鉛等)、可塑剤、充填剤(タルク、微粉シリカ等)、硬化促進剤等の添加剤を必要に応じて配合し、ペイントコンディショナー、ホモミキサー等を用いて混合分散することにより調製される。
還流冷却器、撹拌機、滴下ロート、温度計を備えた4口フラスコにキシレン100部、n−ブタノール20部を加え、撹拌しながら100〜110℃に加温した。この溶液中にメタクリル酸7.7部、メタクリル酸メチル64.4部、アクリル酸2−エチルヘキシル28部、アゾビスイソブチロニトリル3部の混合液を滴下ロートより4時間で滴下した。滴下後、30分間110℃で保温し、キシレン20部、n−ブタノール10部、アゾビスイソブチロニトリル0.5部の混合溶液を滴下ロートより1時間で滴下し、滴下後2時間保温した。得られた官能基を有する樹脂溶液100部(固形分40,4%、酸価19.4mgKOH/g)、プロピオン酸銅7.4部、ナフテン酸10部、脱イオン水20部を留去装置、撹拌機、温度計を備えた4口フラスコに仕込み、100℃に加熱し、水と共に反応が進行するにつれ生成するプロピオン酸を留去した。反応終了は留出溶剤中のプロピオン酸を定量して決定し、系内の水を完全に除去後、キシレンを加えて固形分を50%に調整し、銅含有加水分解型樹脂を得た。
製造例1と同様な方法で、アクリル酸25.7部、アクリル酸エチル57.8部、メタクリル酸メチル16.5部より得られた官能基を有する樹脂溶液100部(固形分40%、酸価72.8mgKOH/g)、酢酸亜鉛18.3部、オレイン酸28.5部、キシレン120部を仕込み、120℃に加温し、溶剤と共に反応が進行するにつれ生成する酢酸を除去した。反応の終点は留出溶剤中の酢酸を定量して決定した。反応終了後、キシレンを加えて固形分を50%に調整し、亜鉛含有加水分解型樹脂溶液を得た。
本発明の漁網防汚剤を表1に示す配合により混合分散して調製した。
本発明の船底防汚塗料を表2に示す配合によりボールミルで混練り粉砕して調製した。
実施例1〜13および比較例1〜3の漁網防汚剤をそれぞれポリエチレン製無結節網(6節、400デニール/60本)に浸漬塗布して風乾した後、高知県宿毛市宿毛湾内の海面下0.5mに保持し、網に対する汚損状況(防汚効果)を調査した。この汚損状況を以下の基準により評価した。
− 汚損面積0%
± 汚損面積10%以下、実用上差し支えない
+ 汚損面積10〜50%、実用上使用に耐えない
× 汚損面積50%以上多量に付着している
本発明の実施例14〜31および比較例4〜6の船底塗料を50×100×2mmの硬質塩化ビニル板の両面に約100ミクロンの乾燥塗膜が得られるように塗布した。1日風乾した後、これらの試験板を高知県宿毛市宿毛湾の海面下1.5mに保持し、試験板に対する汚損状況(防汚効果)を調査した。この汚損状況を漁網防汚剤の場合同様、上記の基準により評価し、その結果を表4に示す。
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