JPH04295401A - Underwater attaching organism repellent - Google Patents
Underwater attaching organism repellentInfo
- Publication number
- JPH04295401A JPH04295401A JP5919191A JP5919191A JPH04295401A JP H04295401 A JPH04295401 A JP H04295401A JP 5919191 A JP5919191 A JP 5919191A JP 5919191 A JP5919191 A JP 5919191A JP H04295401 A JPH04295401 A JP H04295401A
- Authority
- JP
- Japan
- Prior art keywords
- repellent
- underwater
- bisabolene
- active ingredient
- attaching
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 230000002940 repellent Effects 0.000 title claims abstract description 12
- 239000005871 repellent Substances 0.000 title claims abstract description 12
- 239000004480 active ingredient Substances 0.000 claims abstract description 11
- YHBUQBJHSRGZNF-HNNXBMFYSA-N alpha-bisabolene Natural products CC(C)=CCC=C(C)[C@@H]1CCC(C)=CC1 YHBUQBJHSRGZNF-HNNXBMFYSA-N 0.000 claims abstract description 11
- 229930003493 bisabolene Natural products 0.000 claims abstract description 11
- XBGUIVFBMBVUEG-UHFFFAOYSA-N 1-methyl-4-(1,5-dimethyl-4-hexenylidene)-1-cyclohexene Chemical compound CC(C)=CCCC(C)=C1CCC(C)=CC1 XBGUIVFBMBVUEG-UHFFFAOYSA-N 0.000 claims abstract description 10
- 150000001875 compounds Chemical class 0.000 abstract description 7
- 235000012041 food component Nutrition 0.000 abstract description 2
- 239000005417 food ingredient Substances 0.000 abstract description 2
- 230000002147 killing effect Effects 0.000 abstract description 2
- 229930014626 natural product Natural products 0.000 abstract description 2
- 230000005764 inhibitory process Effects 0.000 abstract 1
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 12
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 12
- 239000003795 chemical substances by application Substances 0.000 description 6
- 230000000694 effects Effects 0.000 description 6
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 6
- 239000003973 paint Substances 0.000 description 6
- 241000237536 Mytilus edulis Species 0.000 description 4
- 235000020638 mussel Nutrition 0.000 description 4
- 239000013535 sea water Substances 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 230000003373 anti-fouling effect Effects 0.000 description 3
- 239000002519 antifouling agent Substances 0.000 description 3
- 239000000498 cooling water Substances 0.000 description 3
- 230000002829 reductive effect Effects 0.000 description 3
- 229920003002 synthetic resin Polymers 0.000 description 3
- 241000251468 Actinopterygii Species 0.000 description 2
- 241001474374 Blennius Species 0.000 description 2
- 241000700108 Ctenophora <comb jellyfish phylum> Species 0.000 description 2
- 238000009360 aquaculture Methods 0.000 description 2
- 244000144974 aquaculture Species 0.000 description 2
- 229910000365 copper sulfate Inorganic materials 0.000 description 2
- ARUVKPQLZAKDPS-UHFFFAOYSA-L copper(II) sulfate Chemical compound [Cu+2].[O-][S+2]([O-])([O-])[O-] ARUVKPQLZAKDPS-UHFFFAOYSA-L 0.000 description 2
- RWGFKTVRMDUZSP-UHFFFAOYSA-N cumene Chemical compound CC(C)C1=CC=CC=C1 RWGFKTVRMDUZSP-UHFFFAOYSA-N 0.000 description 2
- 239000000839 emulsion Substances 0.000 description 2
- 239000000284 extract Substances 0.000 description 2
- 239000000706 filtrate Substances 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 235000015170 shellfish Nutrition 0.000 description 2
- 229920003051 synthetic elastomer Polymers 0.000 description 2
- 239000000057 synthetic resin Substances 0.000 description 2
- 150000003606 tin compounds Chemical class 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- XZRVRYFILCSYSP-OAHLLOKOSA-N (-)-beta-bisabolene Chemical compound CC(C)=CCCC(=C)[C@H]1CCC(C)=CC1 XZRVRYFILCSYSP-OAHLLOKOSA-N 0.000 description 1
- MJYQFWSXKFLTAY-OVEQLNGDSA-N (2r,3r)-2,3-bis[(4-hydroxy-3-methoxyphenyl)methyl]butane-1,4-diol;(2r,3r,4s,5s,6r)-6-(hydroxymethyl)oxane-2,3,4,5-tetrol Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O.C1=C(O)C(OC)=CC(C[C@@H](CO)[C@H](CO)CC=2C=C(OC)C(O)=CC=2)=C1 MJYQFWSXKFLTAY-OVEQLNGDSA-N 0.000 description 1
- 241000700670 Bryozoa Species 0.000 description 1
- 235000014653 Carica parviflora Nutrition 0.000 description 1
- 241000238586 Cirripedia Species 0.000 description 1
- 241000243321 Cnidaria Species 0.000 description 1
- 241000195493 Cryptophyta Species 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- 239000004606 Fillers/Extenders Substances 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 241000237502 Ostreidae Species 0.000 description 1
- 241000251555 Tunicata Species 0.000 description 1
- 241000196251 Ulva arasakii Species 0.000 description 1
- 244000273928 Zingiber officinale Species 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- XZRVRYFILCSYSP-UHFFFAOYSA-N beta-Bisabolene Natural products CC(C)=CCCC(=C)C1CCC(C)=CC1 XZRVRYFILCSYSP-UHFFFAOYSA-N 0.000 description 1
- 150000002553 bisabolene derivatives Chemical class 0.000 description 1
- 230000000903 blocking effect Effects 0.000 description 1
- 238000009395 breeding Methods 0.000 description 1
- 230000001488 breeding effect Effects 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- BERDEBHAJNAUOM-UHFFFAOYSA-N copper(I) oxide Inorganic materials [Cu]O[Cu] BERDEBHAJNAUOM-UHFFFAOYSA-N 0.000 description 1
- KRFJLUBVMFXRPN-UHFFFAOYSA-N cuprous oxide Chemical compound [O-2].[Cu+].[Cu+] KRFJLUBVMFXRPN-UHFFFAOYSA-N 0.000 description 1
- 229940112669 cuprous oxide Drugs 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 235000004426 flaxseed Nutrition 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- -1 for example Substances 0.000 description 1
- 239000013505 freshwater Substances 0.000 description 1
- 239000003292 glue Substances 0.000 description 1
- 229910001385 heavy metal Inorganic materials 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 238000004898 kneading Methods 0.000 description 1
- 239000000025 natural resin Substances 0.000 description 1
- 235000020636 oyster Nutrition 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 239000002952 polymeric resin Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 230000001846 repelling effect Effects 0.000 description 1
- 238000010898 silica gel chromatography Methods 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 239000002966 varnish Substances 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Abstract
Description
【0001】0001
【産業上の利用分野】本発明は、船舶の船底および魚網
、ブイ等の海中に置かれる設備、ダムの付属設備等の水
中構築物、火力発電所の復水器冷却用水あるいは石油化
学工業の熱交換器冷却用水の取水路等に有害な水中生物
が付着し繁殖することを防止する水中付着生物忌避剤に
関する。[Industrial Application Field] The present invention is applicable to underwater structures such as the bottoms of ships, fishing nets, buoys, etc., underwater structures such as dam auxiliary equipment, condenser cooling water in thermal power plants, and heat exchangers in the petrochemical industry. The present invention relates to an aquatic organism repellent that prevents harmful aquatic organisms from adhering to and breeding in exchanger cooling water intake channels, etc.
【0002】0002
【従来の技術】船舶の船底部、海中に置かれた設備、水
中構築物および冷却用水の取水路など常時水と接触する
部分には、フジツボ、カキ、ムラサキイガイ、ヒドロム
シ、セルプラ、板コケムシ、ホヤ、フサコケムシ、アオ
サ、アオノリ、シオミドロ等の貝類および藻類が付着繁
殖し、これらの付着生物は流体抵抗の増加、熱伝導性の
低下を起こし設備機器の能力を低下させるなど好ましく
ない状態を引き起こす。[Prior Art] Parts that are in constant contact with water, such as the bottom of a ship, equipment placed in the sea, underwater structures, and cooling water intake channels, are exposed to barnacles, oysters, mussels, hydrophiles, cellulla, plate bryozoans, sea squirts, etc. Shellfish and algae, such as the flaxseed bug, sea lettuce, seaweed, and seaweed, propagate, and these sessile organisms cause undesirable conditions such as increased fluid resistance and decreased thermal conductivity, reducing the performance of equipment.
【0003】従来、このような淡水および海水有害生物
の付着繁殖を防止するための各種の防汚剤が使用されて
いる。このような防汚剤の有効成分としては硫酸銅、亜
酸化銅、有機スズ化合物などが従来から知られており現
在も多く用いられている。これらの有効成分は塗料中に
10〜50重量%含有せしめ、海水中で連続的に溶出さ
せることにより有害生物の付着を防止している。Conventionally, various antifouling agents have been used to prevent the adhesion and propagation of such freshwater and seawater harmful organisms. Copper sulfate, cuprous oxide, organic tin compounds, and the like have been known as active ingredients of such antifouling agents, and are still widely used. These active ingredients are contained in the paint in an amount of 10 to 50% by weight, and are continuously eluted in seawater to prevent attachment of harmful organisms.
【0004】0004
【発明が解決しようとする課題】しかし最近、重金属や
有害元素により河川もしくは海水などの環境が汚染され
たり、さらには魚を媒介とし人体への害が生ずるという
ような社会的問題を起こしつつあり、防汚剤においても
有機スズ化合物等の使用に対し指導がなされている。[Problem to be solved by the invention] Recently, however, heavy metals and harmful elements are causing social problems such as contamination of environments such as rivers and seawater, and even harm to the human body through fish. Also, guidance has been given on the use of organic tin compounds in antifouling agents.
【0005】[0005]
【課題を解決するための手段】このような現状に鑑み、
本発明者らは、有機スズ化合物以外の化合物で、安全で
防汚効果を有する化合物を開発すべく鋭意研究を重ねた
結果、ビサボレンが有害水中付着生物の忌避作用を有す
ることを見出し、この知見に基づき本発明を完成するに
至った。即ち本発明の水中付着生物忌避剤は、ビサボレ
ンを有効成分とすることを特徴とするものである。ビサ
ボレンには、α、βおよびγ−異性体が存在するが、本
発明においては、それらのいずれを用いてもよく、また
、それらの混合物として用いてもよく、さらには他の水
中付着生物忌避剤と混合して使用することもできる。
また、このビサボレンは化学的に合成することによって
も得られるが、天然に存在するビサボレンを多く含有す
る植物、動物、例えばショウガ科植物、腔腸動物などか
ら公知の方法により抽出した抽出物を使用することがで
き、さらにこの抽出物から分離した単品を使用すること
ができる。本発明のビサボレンを有効成分とする水中付
着生物忌避剤は、塗料、溶液、乳剤などの形に調製し使
用される。これは通常行われる一般的な処方を採用して
問題なく実施できる。例えば、塗料として使用する場合
は、ビサボレンを塗料調製剤に配合して防汚塗料を調製
し、これを船底、水中構築物および冷却用取水路に塗布
することができる。この際使用される塗膜形成剤として
は、例えば油ワニス, 合成樹脂、人造ゴム等である。
防汚塗料には所望に応じさらに溶剤や体質顔料を加える
ことができる。この場合、前記有効成分は塗膜形成剤の
重量に基づき、好ましくは0.5 〜40%、さらに好
ましくは1〜20%の割合で配合される。溶液として使
用する場合は、ビサボレンを塗膜形成剤に配合し、溶媒
に溶解した溶液とし、これを水中生物の付着繁殖を防止
する目的で養殖漁網、定置漁網などへ塗布することがで
きる。塗膜形成剤としては、例えば天然樹脂、合成樹脂
、人造ゴム等が使用され、溶媒としては、トルエン、キ
シレン、クメン、アセトンなどが使用される。また溶液
は必要の応じ、可塑剤などの添加剤を加えることができ
る。溶液として使用する場合、前記有効成分は溶液中に
基づき、好ましくは 0.5〜50重量%、さらに好ま
しくは1〜20重量%の割合で配合される。乳剤として
使用する場合は、溶媒中に前記有効成分を溶解し、さら
に界面活性剤を添加し用いる。また本剤は養殖漁網、定
置漁網など水中使用物素材の高分子樹脂に練り込んで使
用することもできる。[Means to solve the problem] In view of the current situation,
As a result of intensive research to develop compounds other than organotin compounds that are safe and have an antifouling effect, the present inventors discovered that bisabolene has a repellent effect on harmful underwater organisms, and based on this knowledge, Based on this, the present invention was completed. That is, the aquatic organism repellent of the present invention is characterized by containing bisabolene as an active ingredient. Bisabolene has α, β, and γ-isomers, and in the present invention, any of them may be used, or a mixture thereof may be used. It can also be used in combination with other agents. Although this bisabolene can also be obtained by chemical synthesis, extracts extracted by known methods from plants and animals that contain a large amount of naturally occurring bisabolene, such as ginger plants and coelenterates, are used. Furthermore, a single product separated from this extract can be used. The aquatic organism repellent containing bisabolene as an active ingredient of the present invention is prepared and used in the form of a paint, solution, emulsion, or the like. This can be carried out without problems by employing commonly used prescriptions. For example, when used as a paint, bisabolene is blended into a paint preparation to prepare an antifouling paint, which can be applied to ship bottoms, underwater structures, and cooling intake channels. The film forming agent used in this case includes, for example, oil varnish, synthetic resin, and artificial rubber. A solvent and an extender pigment can be further added to the antifouling paint as desired. In this case, the active ingredient is preferably blended in an amount of 0.5 to 40%, more preferably 1 to 20%, based on the weight of the film forming agent. When used as a solution, bisabolene is mixed with a film-forming agent and dissolved in a solvent to form a solution, which can be applied to aquaculture fishing nets, fixed fishing nets, etc. for the purpose of preventing the adhesion and propagation of aquatic organisms. As the coating film forming agent, for example, natural resin, synthetic resin, artificial rubber, etc. are used, and as the solvent, toluene, xylene, cumene, acetone, etc. are used. Additionally, additives such as plasticizers can be added to the solution as necessary. When used as a solution, the active ingredient is preferably incorporated in a proportion of 0.5 to 50% by weight, more preferably 1 to 20% by weight, based on the solution. When used as an emulsion, the active ingredient is dissolved in a solvent and a surfactant is further added. This agent can also be used by kneading it into polymeric resins for underwater use such as aquaculture fishing nets and stationary fishing nets.
【0006】[0006]
【発明の効果】本発明の水中付着生物忌避剤は、有効成
分が天然物由来で、食品成分にも多く存在する安全性の
高い化合物であり、しかも従来の有機スズ化合物が付着
生物を殺生することにより防汚性を示しているのに対し
、本発明の忌避剤は付着生物を殺生することなく、付着
機能のみを阻止する作用を利用したものであり、水中付
着生物忌避効果に優れると共に魚介類に安全性の高い水
中付着生物忌避剤である。[Effect of the invention] The active ingredient of the underwater sessile repellent of the present invention is derived from natural products, and is a highly safe compound that is present in large quantities in food ingredients.Moreover, conventional organotin compounds kill sessile organisms. On the other hand, the repellent of the present invention utilizes the effect of blocking only the adhesion function without killing sessile organisms, and has an excellent effect of repelling sessile organisms in water and is effective against fish and shellfish. It is a highly safe aquatic organism repellent.
【0007】[0007]
【実施例】次に実施例により、本発明をさらに詳細に説
明するが、本発明の範囲はこれに限定されるものではな
い。
実施例
小笠原珊瑚礁域で採集した腔腸動物ウミトサカ1kgを
細断した後、アセトン2kgを加え、24時間室温暗所
に静置後、これをろ過してろ液と残渣に分別した。ろ液
を減圧下常温にて濃縮しアセトンを除去し、これに酢酸
エチルを加え分配し、上層である酢酸エチル層と下層で
ある水層を分離し、得られた酢酸エチル層を減圧下濃縮
して酢酸エチルを除去して油状物10.2gを得た。さ
らに、この油状物をシリカゲルカラムクロマトに付し、
ヘキサンでの溶出画分を常温減圧下にて濃縮してヘキサ
ンを除去し、β−ビサボレンの単品を得た。得られたβ
−ビサボレンについてムラサキイガイの付着阻止効果を
伊奈らの方法(Agric.Biol.Chem.,5
3,3319(1989))により試験した。つまり、
供試化合物の25mgおよび5mgをアセトン1mlに
溶解し試験用紙に直径4cmの円形に塗布した。乾燥後
、ムラサキイガイ4枚を塗布円の外周に接着し、20℃
海水の流水中へ静置した。3時間後、ムラサキイガイは
新たな付着足糸を形成した。その付着足糸数を調べ、付
着阻止効果を判定した。また比較例として硫酸銅1mg
およびアセトンのみを使用し同様の試験を行った。結果
を表1に示す。EXAMPLES Next, the present invention will be explained in more detail with reference to Examples, but the scope of the present invention is not limited thereto. Example 1 kg of the coelenterate sea crest collected from the Ogasawara coral reef area was cut into pieces, 2 kg of acetone was added thereto, and the mixture was allowed to stand at room temperature in the dark for 24 hours, after which it was filtered and separated into a filtrate and a residue. The filtrate is concentrated under reduced pressure at room temperature to remove acetone, and ethyl acetate is added and distributed to separate the upper ethyl acetate layer and the lower aqueous layer, and the obtained ethyl acetate layer is concentrated under reduced pressure. Ethyl acetate was removed to obtain 10.2 g of an oil. Furthermore, this oil was subjected to silica gel column chromatography,
The fraction eluted with hexane was concentrated under reduced pressure at room temperature to remove hexane, and a single product of β-bisabolene was obtained. The obtained β
- The effect of inhibiting mussel adhesion on bisabolene was evaluated using the method of Ina et al. (Agric. Biol. Chem., 5).
3, 3319 (1989)). In other words,
25 mg and 5 mg of the test compound were dissolved in 1 ml of acetone and applied to a test paper in a circular shape with a diameter of 4 cm. After drying, glue 4 pieces of purple mussel around the outer periphery of the applied circle and heat at 20°C.
It was placed in running seawater. After 3 hours, the mussels formed new attachment byssus threads. The number of attached byssus threads was examined to determine the adhesion prevention effect. In addition, as a comparative example, 1 mg of copper sulfate
Similar tests were conducted using only acetone and acetone. The results are shown in Table 1.
【0008】[0008]
【表1】[Table 1]
Claims (1)
徴とする水中付着生物忌避剤。1. A water-fouling organism repellent characterized by containing bisabolene as an active ingredient.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP5919191A JPH04295401A (en) | 1991-03-22 | 1991-03-22 | Underwater attaching organism repellent |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP5919191A JPH04295401A (en) | 1991-03-22 | 1991-03-22 | Underwater attaching organism repellent |
Publications (1)
Publication Number | Publication Date |
---|---|
JPH04295401A true JPH04295401A (en) | 1992-10-20 |
Family
ID=13106281
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP5919191A Pending JPH04295401A (en) | 1991-03-22 | 1991-03-22 | Underwater attaching organism repellent |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPH04295401A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2003079793A1 (en) * | 2002-03-26 | 2003-10-02 | Council Of Scientific And Industrial Research | Composition comprising zoanthus sp. extract with anti-fouling acrtivity and a use thereof |
-
1991
- 1991-03-22 JP JP5919191A patent/JPH04295401A/en active Pending
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2003079793A1 (en) * | 2002-03-26 | 2003-10-02 | Council Of Scientific And Industrial Research | Composition comprising zoanthus sp. extract with anti-fouling acrtivity and a use thereof |
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