JPS5879970A - Propiolic acid ester - Google Patents
Propiolic acid esterInfo
- Publication number
- JPS5879970A JPS5879970A JP17785981A JP17785981A JPS5879970A JP S5879970 A JPS5879970 A JP S5879970A JP 17785981 A JP17785981 A JP 17785981A JP 17785981 A JP17785981 A JP 17785981A JP S5879970 A JPS5879970 A JP S5879970A
- Authority
- JP
- Japan
- Prior art keywords
- chlorophenylthio
- water
- acid ester
- propiolic acid
- acid
- 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
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
Description
【発明の詳細な説明】
本発明は、肪規プロピオル酸エステル化合物に関Tるも
のである。DETAILED DESCRIPTION OF THE INVENTION The present invention relates to fatty acid propionic acid ester compounds.
現在、船舶の船底部、漁網、ブイ等海水中に置かれた設
備、ダムの付楓設備等σノ水中構築物、火力発電所の復
水器冷却用水等の取水路なと常時海水と接pBTる悼5
分には、アオノ11 、アオサ、シオミドロ、フジッボ
、ムラサキイガイ、ホヤ等の海藻、貝類か、また淡水を
オ11用し7た用水池、観賞魚池、冷却4などVCは、
アオミドロ、ホシミドロの藻類か付着繁殖Tるために、
経済的損失や観賞焦電等においては美的欠陥を起してい
る。Currently, the bottoms of ships, fishing nets, buoys, and other equipment placed in seawater, underwater structures such as dam affixing facilities, and water intake channels for condenser cooling water in thermal power plants are constantly in contact with seawater. Mourning 5
VC includes seaweed and shellfish such as blue-green lettuce, sea lettuce, seaweed, fujibo, mussel, and sea squirt, as well as freshwater irrigation ponds, ornamental fish ponds, and cooling 4.
In order for the algae of Aomidoro and Hoshimidoro to propagate,
Economic losses and aesthetic defects are caused by ornamental pyroelectricity.
タトえば、船舶においては航行速度、燃料消費量の窒費
増大をひき起C丁はかりでなく、船底の清掃のための費
用、あるいはこの清掃期曲の運航休止などによる経済的
損失を1ね(ものであrI。For example, on a ship, not only does it cause an increase in cruising speed and fuel consumption, but also economic losses due to the cost of cleaning the bottom of the ship or the suspension of operations during this cleaning period. It's a thing.
水中構築物においては取扱い操作に不便をきたすことに
なり、fた。後水器、熱交換器等(/J取水器において
は取水館か減少し、冷却効率か低下しまたり、脱離し、
た生物塊rより機詣類の性能低°[の因をなしている。In underwater structures, handling operations become inconvenient. Water intakes, heat exchangers, etc. (/J In water intakes, water intake capacity decreases, cooling efficiency decreases, or desorption occurs.
This is the cause of the lower performance of mechanical species than biomass.
養殖漁網[繁殖した貝藻類によって、引き起こされる酸
素欠乏、J内気による魚類の死亡、生致率の低下の軽仇
的損失の実例合−見るのは多い。Aquaculture fishing nets [Examples of minor losses caused by the proliferation of shellfish algae, such as oxygen deprivation, fish mortality due to internal air, and decreased survival rate, are common.
したかつて、従来からこ(1) J:うな海水、および
淡水有害生物の付着繁殖による障害を防止するために、
トリブナルスズオキサイドのような七機スズ化合物、ペ
ンタクロロフェノールを中心とした有機塩素系化合物、
メナレンビス千オシ了ネートなどの有機イオウ糸化合物
を塗料等に含有せしめて使用したり、筐た冷却用水σ)
取水路においては塩索捷た1ホルマ11ン等を面接水路
[冷加することが行なわれていた。(1) J: In order to prevent problems caused by the propagation of eel seawater and freshwater harmful organisms,
Shichiki tin compounds such as tribunal tin oxide, organic chlorine compounds centered on pentachlorophenol,
Organic sulfur thread compounds such as menalembisiosilinate are used in paints, etc., and cooling water σ) is used.
In the intake canal, the salt-watered water was cooled down through the surface waterway.
しかしながら、これら従来の水中生物忌避剤は。However, these traditional aquatic biorepellents.
用途あるいは季節等によっては充分効力を発揮するも、
塗布素材なとを腐食する。または実用上での悪臭9人体
毒性の面などから必すしも満足し得るものではなかった
〇
本発明省らは、この問題を解決するために各棟の化合?
Iを合成し、その胸書生物付層防止幼来を調食し、鋭意
研究を重ねた結果、プロピオル酔エステル化合物かノに
甲午物忌MMとして刹用であり力・つ文献未載の新規化
合物であることを見出し不発明を完成した。Although it may be effective depending on the purpose or season,
It corrodes the coating material. Or, in practical use, the odor was not necessarily satisfactory in terms of toxicity to the human body, etc. The Ministry of Invention and others decided to combine each building in order to solve this problem.
As a result of synthesizing I, preparing its offspring to prevent biological adhesion, and conducting extensive research, we discovered that it is a propiol-intoxicated ester compound, a novel compound that is used as a propiol-drinking ester compound, and has not yet been published in any literature. He discovered something and perfected his invention.
本@明の#規プロピオル酸エステル化合物は。Book @ Ming's #Ki propiolic acid ester compound.
で示される。It is indicated by.
本発明の新規ブロヒオル酸エステル化合物は有機浴嫁°
中、酸触媒の存在下、プロピオル酸と2−(p−90ロ
フ、ニルチオ)エタノールと?i−&応させることによ
って合成される。The novel brohyalic acid ester compound of the present invention is an organic bath compound.
In the presence of an acid catalyst, propiolic acid and 2-(p-90lov, nilthio)ethanol and ? It is synthesized by reacting i-&.
本発明の新規化合物は水中生物忌辻削、抗蘭剤等として
使用することができる。The novel compound of the present invention can be used as an aquatic organism repellent, an orchid control agent, and the like.
本発明の新規化合Wは水中生物忌避剤として使用Tるに
は、乳剤、水和剤として、水中に分散させるか、あるい
は1@料r含有せしめ゛r塗布し。In order to use the novel compound W of the present invention as an aquatic organism repellent, it can be dispersed in water as an emulsion or a hydrating agent, or it can be coated containing a material.
便用することかできる。I can use it for convenience.
つきに実施例を述べる。An example will be described below.
実施例1(合成例)
2−(p−クロロフェニルチオ)エチル−プロピオラー
ドの合成
ディージ・スターク(DEl仰5tark: ) q)
H隨を備エタ200 d 反応フラスコに、 2−(
p−クロロフェニルチオ)エタノール6 P (0,0
5モル)、プロピオル酸222(003モル)、p−1
ルエンスルホン酸θ5P、ベンゼン100m/を入れ、
?#件、還流下5時曲反応させた〇反1心終了後、BI
M>液を水洗した僧、乾燥、磯縮し。Example 1 (Synthesis Example) Synthesis of 2-(p-chlorophenylthio)ethyl-propiolade
Equip a 200 d reaction flask with a 2-(
p-chlorophenylthio)ethanol 6P (0,0
5 mol), propiolic acid 222 (003 mol), p-1
Add luenesulfonic acid θ5P and benzene 100m/
? # case, 5 o'clock reaction under reflux 〇After 1 heart, BI
M> The monk washed the liquid with water, dried it, and shrunk it.
減圧蒸貿により、2−(p−クロロフェニルチオ)エチ
ル−プロピオラード(無色液俸、 8点121〜126
”010.2tmHJ )5.2 ? (収率 4
4すb ) 否ヤ イ(すT二 。By vacuum evaporation, 2-(p-chlorophenylthio)ethyl-propiolade (colorless liquid, 8 points 121-126)
"010.2tmHJ)5.2? (Yield 4
4 Subb) No, no.
元紫分析(軍量係) OH
O,、H,Oノ、0.Sとしての計算値 54,
89 3.77分 析 値
55.08 362実施例2
メスシ11ンダーに48時間以内にふ化(7たArte
miaを1012!4ずつ分注し1人工海水で19CG
とする。Former Murasaki Analysis (Military Quantity Section) OH O,, H, Oノ, 0. Calculated value as S 54,
89 3.77 Analysis value
55.08 362 Example 2 11 female offspring hatched within 48 hours (7 Arte
Dispense mia in 1012!4 portions and get 19CG with 1 artificial seawater
shall be.
これをガラスシャーレ[$L、:)4時…1放置してお
く。Leave this in a glass petri dish [$L, :) 4 o'clock...1.
予め、 本発興化合物2%、ツクロヘキザノン90%、
Tween−808係で調合された乳剤を人工海水で
F9T足の譲度に希釈し、この1 mlをシャーレに添
加し、 Artemiaの遊/+する覆水中の、傭朋を
10ppmとする。 cctr場合、 1区につ1!6
つのシャーレとする〇
シャーレはフタをし、20℃恒温室に静簾し。In advance, 2% of the developed compound, 90% of tuclohexanone,
The emulsion prepared in Tween-808 was diluted with artificial seawater to the same degree as F9T, and 1 ml of this was added to a petri dish to make the concentration of 10 ppm in the water surrounding Artemia. For cctr, 1!6 per ward
Make one petri dish. Cover the petri dish and place it in a thermostatic room at 20°C.
24時間後Artemia f7)生存率を調べた。結
果は次の基準で判定した。After 24 hours, the survival rate of Artemia f7) was examined. The results were judged based on the following criteria.
A 死亡率100%
B190〜99%
0 〃 80〜89%
D 死亡率50〜79%
E O〜49 係その結果を次表
に示1−0
供試化合物
本発明化合物 AA Mortality rate 100% B 190-99% 0 〃 80-89% D Mortality rate 50-79% E O-49 The results are shown in the following table 1-0 Test compound Compound of the present invention A
Claims (1)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP17785981A JPS5879970A (en) | 1981-11-06 | 1981-11-06 | Propiolic acid ester |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP17785981A JPS5879970A (en) | 1981-11-06 | 1981-11-06 | Propiolic acid ester |
Publications (1)
Publication Number | Publication Date |
---|---|
JPS5879970A true JPS5879970A (en) | 1983-05-13 |
Family
ID=16038329
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP17785981A Pending JPS5879970A (en) | 1981-11-06 | 1981-11-06 | Propiolic acid ester |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS5879970A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN115477584A (en) * | 2021-11-04 | 2022-12-16 | 华南农业大学 | Propiolic acid ester antibacterial agent and preparation method and application thereof |
-
1981
- 1981-11-06 JP JP17785981A patent/JPS5879970A/en active Pending
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN115477584A (en) * | 2021-11-04 | 2022-12-16 | 华南农业大学 | Propiolic acid ester antibacterial agent and preparation method and application thereof |
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