JPS6138162B2 - - Google Patents
Info
- Publication number
- JPS6138162B2 JPS6138162B2 JP10085079A JP10085079A JPS6138162B2 JP S6138162 B2 JPS6138162 B2 JP S6138162B2 JP 10085079 A JP10085079 A JP 10085079A JP 10085079 A JP10085079 A JP 10085079A JP S6138162 B2 JPS6138162 B2 JP S6138162B2
- Authority
- JP
- Japan
- Prior art keywords
- diamine
- agent according
- sea
- addition salt
- breath
- 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.)
- Expired
Links
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 13
- 239000002253 acid Substances 0.000 claims description 13
- AOHJOMMDDJHIJH-UHFFFAOYSA-N propylenediamine Chemical class CC(N)CN AOHJOMMDDJHIJH-UHFFFAOYSA-N 0.000 claims description 13
- 150000003839 salts Chemical class 0.000 claims description 13
- 239000003795 chemical substances by application Substances 0.000 claims description 12
- 241000237536 Mytilus edulis Species 0.000 claims description 10
- 235000020638 mussel Nutrition 0.000 claims description 10
- -1 alkylpropylene diamine Chemical class 0.000 claims description 9
- 235000015278 beef Nutrition 0.000 claims description 6
- 239000003760 tallow Substances 0.000 claims description 6
- 230000000361 pesticidal effect Effects 0.000 claims description 5
- 239000013535 sea water Substances 0.000 claims description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 5
- 241000700670 Bryozoa Species 0.000 claims description 4
- 241000238586 Cirripedia Species 0.000 claims description 4
- 235000013162 Cocos nucifera Nutrition 0.000 claims description 3
- 244000060011 Cocos nucifera Species 0.000 claims description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical group Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 3
- 229920006395 saturated elastomer Polymers 0.000 claims description 3
- 241000238631 Hexapoda Species 0.000 claims description 2
- 239000004480 active ingredient Substances 0.000 claims description 2
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- 239000000498 cooling water Substances 0.000 claims description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 claims 2
- BDAGIHXWWSANSR-UHFFFAOYSA-M Formate Chemical compound [O-]C=O BDAGIHXWWSANSR-UHFFFAOYSA-M 0.000 claims 1
- 241000607479 Yersinia pestis Species 0.000 claims 1
- 125000001931 aliphatic group Chemical group 0.000 claims 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 241000251555 Tunicata Species 0.000 description 2
- 239000003814 drug Substances 0.000 description 2
- 229940079593 drug Drugs 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 description 1
- KFXTTZQGCNRYEN-UHFFFAOYSA-N 2-n-octadecylpropane-1,2-diamine Chemical compound CCCCCCCCCCCCCCCCCCNC(C)CN KFXTTZQGCNRYEN-UHFFFAOYSA-N 0.000 description 1
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- 241000258937 Hemiptera Species 0.000 description 1
- 241000243320 Hydrozoa Species 0.000 description 1
- 150000007824 aliphatic compounds Chemical class 0.000 description 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 230000003373 anti-fouling effect Effects 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 235000019864 coconut oil Nutrition 0.000 description 1
- 239000003240 coconut oil Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 235000019197 fats Nutrition 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- 150000002430 hydrocarbons Chemical group 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 235000015097 nutrients Nutrition 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 230000001766 physiological effect Effects 0.000 description 1
Landscapes
- Agricultural Chemicals And Associated Chemicals (AREA)
Description
この発明は、海息付着生物防除剤に関する。
さらに詳しくはこの発明は、
一般式
（式中Ｒは炭素原子数８〜18の飽和または不飽
和の鎖状脂肪族炭化水素、Ｘ＋Ｙ＋Ｚは１〜15好
ましくは１〜２である）
で表わされるＮ―モノ置換プロピレンジアミンの
エチレンオキサイド付加物またはその酸付加塩の
１種または２種以上を有効成分として含有する海
息付着生物防除剤に関する。
海水を利用する火力発電所や諸工場では、その
冷却水系統に海息生物（イガイことにムラサキイ
ガイ；フジツボ；ヒドロムシ；コケムシ；ホヤ
等）が付着してその機能を低下させている。中で
も、ムラサキイガイは重り合つて付着し、その成
長速度も早い。その為に一番下部に付着したムラ
サキイガイは栄養分や酸素の摂取が充分に行なえ
ず死滅する。ムラサキイガイは死滅により壁面に
付着していた足糸が弱くなり、水圧等によつて脱
落し、冷却チユーブの閉塞を引き起し、海水の通
水を妨げその機能を低下させる。
今回、このような問題を解決するものとして、
前記の一般式で示されるＮ―モノ置換プロピレン
ジアミンのエチレンオキサイド付加物またはその
酸付加塩が前記のような海息付着生物の成長を著
しく抑制することを見い出した。
この発明者等はＮ―モノ置換プロピレンジアミ
ンがイガイ、フジツボ、ヒドロムシ、コケムシ、
ホヤ等の海息生物に活性を有することを見出し、
さきに特願昭53―18800号の発明を提案したが、
今回、Ｎ―モノ置換プロピレンジアミンのエチレ
ンオキサイド付加物並びにその酸付加塩もまた海
息付着生物の付着成長時に、少量海水系統に添加
することにより、その成長を抑制し付着を防止し
うることを確認した。
この発明の海息付着生物防除剤に用いるＮ―モ
ノ置換プロピレンジアミンのエチレンオキサイド
付加物の具体例としてはドデシルプロピレンジア
ミン、ヘキサデシルプロピレンジアミン、オクタ
デシルプロピレンジアミン等、並びにヤシ油もし
くはヤシ脂肪、牛脂等から公知の手段により製造
されたヤシアルキルプロピレンジアミン、牛脂ア
ルキルプロピレンジアミン、硬化牛脂プロピレン
ジアミン等のような前述の式におけるＲが炭素原
子数８〜18の範囲の飽和または不飽和の鎖状脂肪
族炭化水素基のものがその主要成分を占めるＮ―
モノ置換プロピレンジアミンの混合物（混合アミ
ン）のエチレンオキサイド付加物が挙げられる。
この発明においてエチレンオキサイドの付加モル
数については、前記一般式におけるＸ＋Ｙ＋Ｚ＝
１〜15の範囲のものが防汚効果を有するが好まし
くは化学式中にアミノ基があるときさらに高い効
果を示す。故にＸ，Ｙ，Ｚの何れかの１つまたは
２つが０であつて、Ｘ＋Ｙ＋Ｚが１〜２であるエ
チレンオキサイド付加物が好ましい。ただこの場
合、化合物が水に難溶性であるが水溶性の酸付加
塩として用いることができる。このＮ―モノ置換
プロピレンジアミンのエチレンオキサイド付加物
の酸付加塩としては上記のようなＮ―モノ置換プ
ロピレンジアミンのエチレンオキサイド付加物と
塩酸、酢酸、蟻酸との酸付加塩が挙げられる。
この発明に係るＮ―モノ置換プロピレンジアミ
ンのエチレンオキサイド付加物またはその酸付加
塩の添加量は、一般に海水の流量に対し0.03〜
3ppmを１日１〜24時間注入すればよい。
この添加量は、化合物の種類により海息付着生
物に対する生理活性の強弱があるので、多少の増
減がある。また海息付着生物の発生量が特別多い
場合は、増量することが望まれる。
この発明の防除剤に用いるＮ―モノ置換プロピ
レンジアミンのエチレンオキサイド付加物または
その酸付加塩は、水、メタノール、エタノール、
ジメチルホルムアミド、メチルセルソルブ等で希
釈して使用するのが好ましい。
次に実施例を挙げてこの発明を説明する。
実施例 １
内径100mm、長さ２ｍの塩ビパイプに、試験網
を入れたテストプラントを用い、ムラサキイガイ
の付着期に30日間海水を一過式に通水（通水量約
５トン／時）し、各薬剤をケミカルポンプで注入
して、その時の付着生物（ムラサキイガイ、フジ
ツボ、ヒドロムシ、コケムシ）量をブランクと比
較した。結果は次表の通りである。
TECHNICAL FIELD This invention relates to an agent for controlling sea breath attached organisms. More specifically, this invention is based on the general formula (In the formula, R is a saturated or unsaturated chain aliphatic hydrocarbon having 8 to 18 carbon atoms, and X+Y+Z is 1 to 15, preferably 1 to 2.) The present invention relates to a sea breath-fouling organism control agent containing as an active ingredient one or more of a compound or an acid addition salt thereof. At thermal power plants and factories that use seawater, sea creatures (such as mussels, especially mussels, barnacles, water bugs, bryozoans, and sea squirts) adhere to their cooling water systems, reducing their functionality. Among them, the mussels stick together and grow quickly. For this reason, the mussels that attach to the bottom cannot absorb enough nutrients and oxygen and die. As the mussels die, the byssus threads attached to the wall become weaker and fall off due to water pressure, etc., causing blockages in the cooling tubes, preventing the passage of seawater and reducing their functionality. This time, in order to solve this problem,
It has been found that the ethylene oxide adduct of N-monosubstituted propylene diamine represented by the above general formula or its acid addition salt significantly inhibits the growth of the above-mentioned sea breath organisms. The inventors have discovered that N-monosubstituted propylene diamine can be used to treat mussels, barnacles, hydroids, bryozoans,
Discovered that it has activity on sea creatures such as sea squirts,
I had previously proposed the invention in patent application No. 18800, but
This time, we have demonstrated that the ethylene oxide adduct of N-monosubstituted propylene diamine and its acid addition salt can suppress the growth and prevent the adhesion of sea breath by adding small amounts to the seawater system during the adhesion growth of sea breath adhesion organisms. confirmed. Specific examples of ethylene oxide adducts of N-monosubstituted propylene diamine used in the sea breath insect control agent of this invention include dodecylpropylene diamine, hexadecylpropylene diamine, octadecylpropylene diamine, coconut oil, coconut fat, beef tallow, etc. A saturated or unsaturated chain aliphatic compound in which R in the above formula has a carbon number of 8 to 18, such as coconut alkylpropylene diamine, beef tallow alkylpropylene diamine, hardened beef tallow propylene diamine, etc. produced by a known method from N- whose main component is hydrocarbon group
Ethylene oxide adducts of mixtures of monosubstituted propylene diamines (mixed amines) may be mentioned.
In this invention, regarding the number of moles of ethylene oxide added, X+Y+Z= in the above general formula
Those in the range of 1 to 15 have an antifouling effect, but preferably when an amino group is present in the chemical formula, an even higher effect is exhibited. Therefore, an ethylene oxide adduct in which one or two of X, Y, and Z is 0 and X+Y+Z is 1 to 2 is preferable. However, in this case, although the compound is poorly soluble in water, it can be used as a water-soluble acid addition salt. Examples of the acid addition salt of the ethylene oxide adduct of N-monosubstituted propylene diamine include acid addition salts of the ethylene oxide adduct of N-monosubstituted propylene diamine and hydrochloric acid, acetic acid, and formic acid as described above. The amount of the ethylene oxide adduct of N-mono-substituted propylene diamine or its acid addition salt according to the present invention is generally 0.03 to 0.03 to
3ppm can be injected for 1 to 24 hours a day. The amount to be added may vary depending on the type of compound, as its physiological activity against sea-breath organisms varies. In addition, if the amount of sea-breath attached organisms is particularly large, it is desirable to increase the amount. The ethylene oxide adduct of N-monosubstituted propylene diamine or its acid addition salt used in the pesticidal agent of the present invention can be used in water, methanol, ethanol,
It is preferable to use it after diluting it with dimethylformamide, methylcellosolve, or the like. Next, the present invention will be explained with reference to Examples. Example 1 A test plant was used in which a test net was inserted into a PVC pipe with an inner diameter of 100 mm and a length of 2 m, and seawater was passed through it (approximately 5 tons/hour) for 30 days during the mussel attachment period. Each drug was injected using a chemical pump, and the amount of attached organisms (mussels, barnacles, hydrobugs, and bryozoans) was compared with a blank. The results are shown in the table below.
【表】
上表の通り、この発明に係る薬剤の添加により
各々の海息付着生物の成長を抑制し、またその時
の付着個数も減少せしめた。[Table] As shown in the above table, the addition of the drug according to the present invention suppressed the growth of each type of sea breath attached organisms and also reduced the number of attached organisms.
Claims (1)
和の鎖状脂肪族炭化水素基、Ｘ＋Ｙ＋Ｚは１〜15
である） で表わされるＮ―モノ置換プロピレンジアミンの
エチレンオキサイド付加物またはその酸付加塩の
１種または２種以上を有効成分として含有する海
息付着生物防除剤。 ２ Ｎ―モノ置換プロピレンジアミンが牛脂アル
キルプロピレンジアミン、硬化牛脂アルキルプロ
ピレンジアミンまたはヤシアルキルプロピレンジ
アミンである特許請求の範囲第１項記載の防除
剤。 ３ Ｎ―モノ置換プロピレンジアミンの酸付加塩
が一塩基酸の付加塩である特許請求の範囲第１項
記載の防除剤。 ４ 一塩基酸の付加塩が塩酸塩、酢酸塩または蟻
酸塩である特許請求の範囲第３項記載の防除剤。 ５ Ｎ―モレ置換プロピレンジアミンのエチレン
オキサイド１〜２モル付加物の一塩基酸塩が牛脂
アルキルプロピレンジアミンのエチレンオキサイ
ド１〜２モル付加物の酢酸塩である特許請求の範
囲第４項記載の防除剤。 ６ 海息付着生物がイガイ、フジツボ、ヒドロム
シまたはコケムシである特許請求の範囲第１項〜
第５項のいずれかに記載の防除剤。 ７ 海息付着生物がイガイである特許請求の範囲
１項〜第５項のいずれかに記載の防除剤。 ８ 海水冷却水系統に添加して用いる特許請求の
範囲第１項〜第７項のいずれかに記載の防除剤。[Claims] 1. General formula (In the formula, R is a saturated or unsaturated chain aliphatic hydrocarbon group having 8 to 18 carbon atoms, and X+Y+Z is 1 to 15
A sea breath insect control agent containing one or more of the ethylene oxide adduct of N-monosubstituted propylene diamine or its acid addition salt represented by the following as an active ingredient. 2. The pesticidal agent according to claim 1, wherein the N-monosubstituted propylene diamine is beef tallow alkylpropylene diamine, hardened beef tallow alkylpropylene diamine, or coconut alkylpropylene diamine. 3. The pesticidal agent according to claim 1, wherein the acid addition salt of N-monosubstituted propylene diamine is an addition salt of a monobasic acid. 4. The pesticidal agent according to claim 3, wherein the monobasic acid addition salt is a hydrochloride, an acetate, or a formate. 5. Control according to claim 4, wherein the monobasic acid salt of an adduct of 1 to 2 moles of ethylene oxide to N-mole substituted propylene diamine is an acetate of an adduct of 1 to 2 moles of ethylene oxide to beef tallow alkylpropylene diamine. agent. 6. Claims 1-- in which the sea-breath attached organisms are mussels, barnacles, water bugs, or bryozoans.
The pest control agent according to any one of Item 5. 7. The control agent according to any one of claims 1 to 5, wherein the sea-breath attached organism is a mussel. 8. The pesticidal agent according to any one of claims 1 to 7, which is used by being added to a seawater cooling water system.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP10085079A JPS5625102A (en) | 1979-08-08 | 1979-08-08 | Agent for controlling sedentary marine life |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP10085079A JPS5625102A (en) | 1979-08-08 | 1979-08-08 | Agent for controlling sedentary marine life |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5625102A JPS5625102A (en) | 1981-03-10 |
| JPS6138162B2 true JPS6138162B2 (en) | 1986-08-28 |
Family
ID=14284789
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP10085079A Granted JPS5625102A (en) | 1979-08-08 | 1979-08-08 | Agent for controlling sedentary marine life |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS5625102A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0526939U (en) * | 1991-09-17 | 1993-04-06 | 村田機械株式会社 | Roll paper storage device |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1992003924A1 (en) * | 1990-09-06 | 1992-03-19 | Electric Power Research Institute, Inc. | Methods for control and mitigation of molluscs |
-
1979
- 1979-08-08 JP JP10085079A patent/JPS5625102A/en active Granted
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0526939U (en) * | 1991-09-17 | 1993-04-06 | 村田機械株式会社 | Roll paper storage device |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5625102A (en) | 1981-03-10 |
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