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JPS6145962B2 - - Google Patents
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JPS6145962B2 - - Google Patents

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Publication number
JPS6145962B2
JPS6145962B2 JP55054895A JP5489580A JPS6145962B2 JP S6145962 B2 JPS6145962 B2 JP S6145962B2 JP 55054895 A JP55054895 A JP 55054895A JP 5489580 A JP5489580 A JP 5489580A JP S6145962 B2 JPS6145962 B2 JP S6145962B2
Authority
JP
Japan
Prior art keywords
slime
formula
bromo
ppm
atom
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
Application number
JP55054895A
Other languages
Japanese (ja)
Other versions
JPS56152402A (en
Inventor
Kenji Kojima
Katsunori Kuroiwa
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
PAAMAKEMU AJIA KK
Original Assignee
PAAMAKEMU AJIA KK
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by PAAMAKEMU AJIA KK filed Critical PAAMAKEMU AJIA KK
Priority to JP5489580A priority Critical patent/JPS56152402A/en
Publication of JPS56152402A publication Critical patent/JPS56152402A/en
Publication of JPS6145962B2 publication Critical patent/JPS6145962B2/ja
Granted legal-status Critical Current

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Landscapes

  • Agricultural Chemicals And Associated Chemicals (AREA)

Description

【発明の詳細な説明】[Detailed description of the invention]

本発明は2種類の相乗作用を利用する新規なス
ライム防除剤に関する。 一般に循環使用する工業用水、例えば製紙工程
中のパルプスラリー循環冷却水あるいはクーリン
グタワーの循環冷却水にはしばしばスライムが発
生し、循環装置中特に工業用水のよどむ個所例え
ば導管、流送路等の内壁にはスライムが付着しや
すく、スライム障害を引き起こす原因となる。一
方繊維工場における繊維油剤の循環経路において
も、特にオイリングローラー部にスライムが付着
し、糸に乗つて次の工程のトラブルの原因となつ
たりあるいはスライムの発生とともに油剤エマル
ジヨンの破壊が起こり、油剤循環工程のすべてが
運転休止に到ることもしばしばみられる。スライ
ムの防除法としては、主に殺菌剤が用いられてい
るが、スライムの発生には、細菌類、真菌類、藻
類等多種多様な生物群が関与しているため満足な
効果を奏する殺菌剤は得がたい。 本発明者らは種々の殺菌剤のスライム防除効果
を検討した結果、一般式 (式中R1及びR2は水素原子、ハロゲン原子、アル
キル基、ヒドロキシアルキル基又は次式 の残基を示し、ここにR3は水素原子、ハロゲン
原子、ニトロ基、アルキル基、アルコキシ基、n
は0ないし4の整数を意味し、Xはハロゲン原子
を示し、ただしR1が水素原子及びR2がヒドロキ
シメチル基及びXがブロム原子である場合を除
く)で表わされるハロゲン化脂肪族ニトロアルコ
ール誘導体5〜95重量%好ましくは10〜90重量%
及び次式 で表わされる4・5−ジクロロ−1・2−ジチオ
ール−3−オン95〜5重量%好ましくは90〜10重
量%から成る混合物を使用することにより、各化
合物の単独使用からは予測することができない優
れた相乗的効果が得られることを見出した。さら
に式の化合物は水溶液中で不安定なため、長期
間にわたる効力を期待できなかつたが、式の化
合物を加えることにより、式の化合物の水溶液
を安定化することができ、長期にわたりスライム
防除効果を保つことができる。 式の化合物の例としては、2−クロロ−2−
ニトロエタノール、1−クロロ−1−ニトロプロ
パノール−2、3−クロロ−3−ニトロブタノー
ル−2、2−クロロ−2−ニトロブタンジオール
1・3、1−クロロ−1−ニトロブタノール2、
2−クロロ−2−ニトロブタノール−1、2−ク
ロロ−2−ブロモ−2−ニトロエタノール、2−
ブロモ−2−ニトロエタノール、2−ブロモ−2
−ニトロプロパノール−1、1−(m−ニトロフ
エニル)−2−ブロモ−2−ニトロエタノール、
1−(p−メトキシフエニル)−2−ブロモ−2−
ニトロエタノール、1−(o−クロロフエニル)−
2−ブロモ−2−ニトロエタノール、1−(p−
メチルフエニル)−2−ブロモ−2−ニトロエタ
ノール、1−フエニル−2−ブロモ−2−ニトロ
エタノール等があげられる。 本発明のスライム防除剤は、通常は溶媒に溶解
して用いられ、所望により界面活性剤、安定剤、
防食剤等の助剤を添加することもできる。 溶媒としては水のほか、アルコール類例えばメ
タノール、エタノール、プロパノール、ブタノー
ル、エチレングリコール、グリセリン、ケトン類
例えばアセトン、メチルエチルケトン、エーテル
類例えばメチルエーテル、エチルエーテル、ジオ
キサン、ジメチルスルホキシド、ポリエチレング
リコール、エチレングリコールモノメチルエーテ
ル、ジエチレングリコールモノメチルエーテル等
が単独で又は混合物で用いられる。 本発明のスライム防除剤の添加量は、例えば製
紙工業用水の場合は用水量に対し0.01〜100ppm
好ましくは0.1〜10ppm、繊維油剤等のエマルジ
ヨンに対しては1〜500ppm好ましくは10〜
100ppm、ラテツクス等のエマルジヨンに対して
は50〜5000ppm好ましくは100〜2000ppmであ
る。 実施例 1〜8 下記の試験方法によりスライムの発生量を測定
した。 温度調節装置、撹拌機及び温度計を備えた縦20
cm、横30cm、深さ20cmの水槽内に、スライム量測
定板として長さ20cm、幅5cm、厚さ1.5cmのラワ
ン材2枚を縦に取り付けた。この槽に製紙工場よ
り得たパルプ濃度0.1%の白水10を入れ、供試
薬剤を白水に対し1ppmの割合で添加したのち、
液温を28〜32℃とし、7日間撹拌を続けた。7日
後に2枚の板に付着したスライムの重量を測定
し、その平均値を算出した。その結果は第1表に
示すとおりであつた。
The present invention relates to a novel slime control agent that utilizes two types of synergistic effects. Slime is often generated in industrial water that is generally used for circulation, such as circulating cooling water for pulp slurry during the paper manufacturing process or circulating cooling water for cooling towers, and slime is often generated in circulation equipment, especially in areas where industrial water stagnates, such as on the inner walls of conduits, flow paths, etc. slime tends to adhere to it, causing slime problems. On the other hand, in the circulation path of textile oils in textile factories, slime can adhere to the oiling rollers and get on the threads, causing problems in the next process, or the generation of slime can destroy the oil emulsion, causing the oil circulation. It is often seen that entire processes have to be shut down. Bactericides are mainly used to control slime, but since a wide variety of organisms such as bacteria, fungi, and algae are involved in the generation of slime, fungicides are not very effective. It's hard to get. The present inventors investigated the slime control effects of various fungicides and found that the general formula (In the formula, R 1 and R 2 are hydrogen atoms, halogen atoms, alkyl groups, hydroxyalkyl groups, or the following formula , where R 3 is a hydrogen atom, a halogen atom, a nitro group, an alkyl group, an alkoxy group, n
means an integer from 0 to 4, X represents a halogen atom, except when R 1 is a hydrogen atom, R 2 is a hydroxymethyl group, and X is a bromine atom). Derivative 5-95% by weight, preferably 10-90% by weight
and the following formula By using a mixture consisting of 95 to 5% by weight, preferably 90 to 10% by weight, of 4,5-dichloro-1,2-dithiol-3-one represented by It was discovered that an excellent synergistic effect could be obtained. Furthermore, since the compound of the formula is unstable in an aqueous solution, long-term efficacy could not be expected; however, by adding the compound of the formula, an aqueous solution of the compound of the formula can be stabilized, resulting in a long-term slime control effect. can be kept. Examples of compounds of the formula include 2-chloro-2-
Nitroethanol, 1-chloro-1-nitropropanol-2, 3-chloro-3-nitrobutanol-2, 2-chloro-2-nitrobutanediol 1, 3, 1-chloro-1-nitrobutanol 2,
2-chloro-2-nitrobutanol-1, 2-chloro-2-bromo-2-nitroethanol, 2-
Bromo-2-nitroethanol, 2-bromo-2
-nitropropanol-1,1-(m-nitrophenyl)-2-bromo-2-nitroethanol,
1-(p-methoxyphenyl)-2-bromo-2-
Nitroethanol, 1-(o-chlorophenyl)-
2-bromo-2-nitroethanol, 1-(p-
Examples include methylphenyl)-2-bromo-2-nitroethanol and 1-phenyl-2-bromo-2-nitroethanol. The slime control agent of the present invention is usually used after being dissolved in a solvent, and if desired, a surfactant, a stabilizer,
Auxiliary agents such as anticorrosive agents may also be added. In addition to water, solvents include alcohols such as methanol, ethanol, propanol, butanol, ethylene glycol, glycerin, ketones such as acetone, methyl ethyl ketone, and ethers such as methyl ether, ethyl ether, dioxane, dimethyl sulfoxide, polyethylene glycol, and ethylene glycol monomethyl. Ethers, diethylene glycol monomethyl ether, etc. may be used alone or in mixtures. The amount of the slime control agent of the present invention added is, for example, 0.01 to 100 ppm relative to the amount of water used in the paper manufacturing industry.
Preferably 0.1 to 10 ppm, 1 to 500 ppm preferably 10 to 500 ppm for emulsions such as textile oils, etc.
100 ppm, 50 to 5000 ppm, preferably 100 to 2000 ppm for emulsion such as latex. Examples 1 to 8 The amount of slime generated was measured by the following test method. Vertical 20 with temperature regulator, stirrer and thermometer
Two pieces of lauan material with a length of 20 cm, a width of 5 cm, and a thickness of 1.5 cm were vertically attached as slime amount measuring plates in a water tank measuring 30 cm in width and 20 cm in depth. Fill this tank with white water 10 with a pulp concentration of 0.1% obtained from a paper mill, and add the test chemicals at a ratio of 1 ppm to the white water.
The liquid temperature was set at 28 to 32°C, and stirring was continued for 7 days. After 7 days, the weight of the slime attached to the two plates was measured, and the average value was calculated. The results were as shown in Table 1.

【表】【table】

【表】 比較例 1〜9 実施例1〜8と同様にして、次表に示す比較薬
剤を使用して試験を行つた。その結果は第2表に
示すとおりであつた。
[Table] Comparative Examples 1 to 9 Tests were conducted in the same manner as Examples 1 to 8 using the comparative drugs shown in the following table. The results were as shown in Table 2.

【表】【table】

【表】 実施例 9 4・5−ジクロロ−1・2−ジチオール−3−
オン20部及び3−ブロモ−3−ニトロペンタンジ
オール−2・4の80部から成るスライム防除剤を
某製紙工場のマシンチエストへ原質紙料入量に対
し1ppmになるように添加した。従来有機ロダン
系化合物を使用した場合は操業開始6日目でスラ
イムによる紙切れが多発していたが、本発明のス
ライム防除剤を使用することにより30日間連続操
業を行つても、スライムによる紙切れは起こらな
かつた。 実施例 10 化学工場の冷却水系統の復水器に、4・5−ジ
クロロ−1・2−ジチオール−3−オン22部及び
3−ブロモ−3−ニトロブタンジオール−2・4
の78部からなるスライム防除剤を5ppm添加し
た。無添加の場合はスライムが発生し1カ月に1
回の割合でスライム除去が必要であつたが、本発
明のスライム防除剤を添加した場合は、除去作業
を3カ月に1回の割合に減らすことができた。比
較として、4・5−ジクロロ−1・2−ジチオー
ル−3−オン3部及び3−クロロ−3−ニトロペ
ンタンジオール−2・4の97部からなる混合物を
同様に冷却水系統の復水器に8ppmの割合で添加
した場合は、1カ月半から2カ月に1回の割合で
スライム除去が必要であつた。 実施例 11 繊維工場の繊維油剤の循環経路に、4・5−ジ
クロロ−1・2−ジチオール−3−オン25部及び
3−ブロモ−3−ニトロペンタンジオール−2・
4の75部からなるスライム防除剤を300ppm添加
した。無添加の場合は、7日から10日に1回の割
合でスライム除去が必要であつたが、本発明のス
ライム防除剤を使用した場合は、スライム除去作
業を3カ月から3カ月半に1回の割合に減らすこ
とができた。
[Table] Example 9 4,5-dichloro-1,2-dithiol-3-
A slime control agent consisting of 20 parts of 3-bromo-3-nitropentanediol-2.4 and 80 parts of 3-bromo-3-nitropentanediol-2.4 was added to a machine chest of a certain paper mill at a concentration of 1 ppm based on the input amount of raw paper stock. Conventionally, when organic rhodan compounds were used, paper breaks due to slime occurred frequently on the 6th day of operation, but by using the slime control agent of the present invention, paper breaks due to slime did not occur even after 30 days of continuous operation. It didn't happen. Example 10 22 parts of 4,5-dichloro-1,2-dithiol-3-one and 2,4 parts of 3-bromo-3-nitrobutanediol were added to the condenser of the cooling water system of a chemical factory.
A slime control agent consisting of 78 parts of was added at 5 ppm. If no additives are used, slime will occur and will occur once a month.
However, when the slime control agent of the present invention was added, the removal work could be reduced to once every three months. For comparison, a mixture consisting of 3 parts of 4,5-dichloro-1,2-dithiol-3-one and 97 parts of 3-chloro-3-nitropentanediol-2,4 was similarly used in the condenser of the cooling water system. When the slime was added at a rate of 8 ppm, it was necessary to remove the slime once every one and a half to two months. Example 11 25 parts of 4,5-dichloro-1,2-dithiol-3-one and 3-bromo-3-nitropentanediol-2.
A slime control agent consisting of 75 parts of No. 4 was added at 300 ppm. In the case of no additives, it was necessary to remove slime once every 7 to 10 days, but when the slime control agent of the present invention was used, slime removal work was required once every 3 to 3 and a half months. It was possible to reduce the number of times.

Claims (1)

【特許請求の範囲】 1 一般式 (式中R1及びR2は水素原子、ハロゲン原子、アル
キル基、ヒドロキシアルキル基又は次式 の残基を示し、ここにR3は水素原子、ハロゲン
原子、ニトロ基、アルキル基、アルコキシ基、n
は0ないし4の整数を意味し、Xはハロゲン原子
を示し、ただしR1が水素原子及びR2がヒドロキ
シメチル基でXがブロム原子である場合を除く)
で表わされるハロゲン化脂肪族ニトロアルコール
誘導体5〜95重量%及び次式 で表わされる4・5−ジクロロ−1・2−ジチオ
ール−3−オン95〜5重量%から成る混合物を有
効成分とするスライム防除剤。
[Claims] 1. General formula (In the formula, R 1 and R 2 are hydrogen atoms, halogen atoms, alkyl groups, hydroxyalkyl groups, or the following formula , where R 3 is a hydrogen atom, a halogen atom, a nitro group, an alkyl group, an alkoxy group, n
means an integer from 0 to 4, X represents a halogen atom, except when R 1 is a hydrogen atom, R 2 is a hydroxymethyl group, and X is a bromine atom)
5 to 95% by weight of a halogenated aliphatic nitroalcohol derivative represented by and the following formula A slime control agent containing as an active ingredient a mixture consisting of 95 to 5% by weight of 4,5-dichloro-1,2-dithiol-3-one represented by:
JP5489580A 1980-04-26 1980-04-26 Slime controlling agent Granted JPS56152402A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP5489580A JPS56152402A (en) 1980-04-26 1980-04-26 Slime controlling agent

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP5489580A JPS56152402A (en) 1980-04-26 1980-04-26 Slime controlling agent

Publications (2)

Publication Number Publication Date
JPS56152402A JPS56152402A (en) 1981-11-26
JPS6145962B2 true JPS6145962B2 (en) 1986-10-11

Family

ID=12983328

Family Applications (1)

Application Number Title Priority Date Filing Date
JP5489580A Granted JPS56152402A (en) 1980-04-26 1980-04-26 Slime controlling agent

Country Status (1)

Country Link
JP (1) JPS56152402A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS6338862U (en) * 1986-08-29 1988-03-12
JPS6362163U (en) * 1986-10-11 1988-04-25

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS59175406A (en) * 1983-03-25 1984-10-04 Takeda Chem Ind Ltd Fungicidal composition for industrial use
JPS60231603A (en) * 1984-04-28 1985-11-18 Somar Corp Antimicrobial agent
JPS6210003A (en) * 1985-07-05 1987-01-19 Katayama Chem Works Co Ltd Industrial fungicidal and algicidal agent
JPH02223503A (en) * 1988-11-21 1990-09-05 Yoshitomi Pharmaceut Ind Ltd Industrial sterilization-and-bacteriostatic composition
JP6086231B2 (en) * 2013-04-12 2017-03-01 株式会社片山化学工業研究所 Industrial disinfectant / bacteriostatic agent and industrial disinfectant / bacteriostatic method

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5686106A (en) * 1979-12-14 1981-07-13 Yoshitomi Pharmaceut Ind Ltd Slime-control agent

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS6338862U (en) * 1986-08-29 1988-03-12
JPS6362163U (en) * 1986-10-11 1988-04-25

Also Published As

Publication number Publication date
JPS56152402A (en) 1981-11-26

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