JPS5948446A - Decoloring of pyrethroid compound - Google Patents

Decoloring of pyrethroid compound

Info

Publication number
JPS5948446A
JPS5948446A JP57160440A JP16044082A JPS5948446A JP S5948446 A JPS5948446 A JP S5948446A JP 57160440 A JP57160440 A JP 57160440A JP 16044082 A JP16044082 A JP 16044082A JP S5948446 A JPS5948446 A JP S5948446A
Authority
JP
Japan
Prior art keywords
pyrethroid compound
substance
pyrethroid
sodium
colored impurities
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
Application number
JP57160440A
Other languages
Japanese (ja)
Inventor
Shuji Sato
修司 佐藤
Yoshiaki Sato
義昭 佐藤
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.)
Sumitomo Chemical Co Ltd
Original Assignee
Sumitomo Chemical Co Ltd
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 Sumitomo Chemical Co Ltd filed Critical Sumitomo Chemical Co Ltd
Priority to JP57160440A priority Critical patent/JPS5948446A/en
Publication of JPS5948446A publication Critical patent/JPS5948446A/en
Pending legal-status Critical Current

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  • Indole Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

PURPOSE:To decolor colored impurities causing contamination of clothes, etc. industrially advantageously, by treating a pyrethroid compound useful as an insecticide against mosquitoes, flies, etc. with a specific oxidative substance or reductive substance. CONSTITUTION:A solution of a pyrethroid compound such as allethrin, resmethrin, etc. in a water-insoluble organic solvent is treated with ( I ) an oxidative substance (oxygen, ozone, sodium perchlorate, sodium percarbonate, etc.), or (II) a reductive substance (sodium thiosulfate, sulfur, hydrosulfite, or a combination of a metal such as iron, lead, etc. and an inorganic acid or organic acid), so that colored impurities contained in it are decolored. The amount of the substance used is 0.1-50wt% based on the pyrethroid compound. EFFECT:Operation is easy, neither purity of the pyrethroid compound nor reduction in effect are brought about.

Description

【発明の詳細な説明】 本発明は、ピレスロイド系化合物を下記群より成る酸化
性物質または還元性物質で処理することを特徴とするピ
レスロイド系殺虫剤の脱色方法に関するものである。
DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a method for decolorizing a pyrethroid insecticide, which is characterized by treating a pyrethroid compound with an oxidizing substance or a reducing substance consisting of the following group.

ピレスロイド系化合物は力、ハエ、ゴキブリなどの害虫
の殺虫剤として線香、電気マット、エアゾールなどに加
工されて広く利用されているが、特にエアゾールタイプ
の場合にはその殺虫剤成分が直接屋内で噴霧されること
が多く、その殺虫剤成分に含まれている着色不純物によ
り、周囲の衣類、家具類、または紙類などを汚す原因と
なることがあり、これを防ぐため、加工前にそれら着色
不純物を脱色しておくことが必要である。
Pyrethroid compounds are widely used as insecticides for insect pests such as flies, cockroaches, etc., processed into incense sticks, electric mats, aerosols, etc. However, in the case of aerosol types, the insecticide components are directly sprayed indoors. The colored impurities contained in the insecticide ingredients can stain surrounding clothing, furniture, paper, etc. To prevent this, these colored impurities are removed before processing. It is necessary to decolorize it.

これ迄に知られている脱色処理法としては、殺虫剤成分
を活性炭、活性アルミナ、活性白土、シリカゲルなどの
粉末により吸着処理する方法が一般的であるが、このよ
うな方法に於ては、岐着処理後の沖過に長時間を要し工
業的に不利であるとともに、脱色効果も低いなどの欠点
を有していた。このような状況の下で本発明者らは脱色
効果が高く、しかも工業的に有利な脱色方法について種
々検討を加えた結果、ピレスロイド系化合物を前記の酸
化性物質または還元性物質で処理する方法により従来の
吸着法に比較して極めて効率よく脱色でき、しかも極め
て容易な操作によって実施し得るものであり、工業的に
も非常に有利な方法であることを見出し、本発明を完成
するに至った。
Conventional decolorization methods generally involve adsorption of insecticide components using powders such as activated carbon, activated alumina, activated clay, and silica gel. It is industrially disadvantageous because it takes a long time to evaporate after the dyeing treatment, and the decolorizing effect is also low. Under these circumstances, the present inventors conducted various studies on a decolorization method that has a high decolorization effect and is industrially advantageous.As a result, the present inventors developed a method in which a pyrethroid compound is treated with the above-mentioned oxidizing or reducing substance. The present inventors have discovered that this method can decolorize extremely efficiently compared to conventional adsorption methods, and can be carried out with extremely easy operations, making it an extremely advantageous method from an industrial perspective, and has led to the completion of the present invention. Ta.

本発明で言うピレスロイド系化合物とは、例えば一般式
CI) A−C−0−Q 1 表わす。
The pyrethroid compound referred to in the present invention is represented by, for example, the general formula CI) A-C-0-Q 1 .

ここに、kエ およびR2は同一または相異なり、水素
原子または低級アルキル基を表わし、R3およびに4は
同一または相異なり、水素原子、低級アルキル基または
一般式または相異なり、水素原子、メチル基またはハロ
ゲン原子を表わす。)で示される基を表わす。
Here, k and R2 are the same or different and represent a hydrogen atom or a lower alkyl group, and R3 and R2 are the same or different and represent a hydrogen atom, a lower alkyl group, or a general formula or different, a hydrogen atom, a methyl group. Or represents a halogen atom. ) represents a group represented by

Zは水素原子、低級アルキル基、ハロゲン原子またはハ
ロゲン原子で置換されていてもよい低級アルコキシル基
を表わす。
Z represents a hydrogen atom, a lower alkyl group, a halogen atom, or a lower alkoxyl group optionally substituted with a halogen atom.

R6は水素原子またはメチル基を表わし、R6は低級ア
ルケニル基または低級アルキニル基を表わす。
R6 represents a hydrogen atom or a methyl group, and R6 represents a lower alkenyl group or a lower alkynyl group.

R7はアリル基、プロパルギル基、ハロゲン原子で置換
されていてもよいベンジル基またはハロゲン原子で置換
されていてもよいフェノキシ基を表わし、R8は水素原
子またはハロゲン原子を表わす。Yは式−C,)f、=
CH−で示される基、酸素原子またはイオウ原子を表わ
し、k、は水素原子、エチニル基またはシアノ基を表わ
す。〕 で示される化合物であり、その具体例としてはアレスリ
ン、レスメスリン、テトラメスリン、フラメスリン、フ
ェノトリン、バーメスリン、サイパーメスリン、テラレ
スリン、フェンプロパスリン、フェンバレレートなどを
例示することができる。
R7 represents an allyl group, a propargyl group, a benzyl group optionally substituted with a halogen atom, or a phenoxy group optionally substituted with a halogen atom, and R8 represents a hydrogen atom or a halogen atom. Y is the formula −C,)f,=
A group represented by CH- represents an oxygen atom or a sulfur atom, and k represents a hydrogen atom, an ethynyl group or a cyano group. ] Specific examples thereof include allethrin, resmethrin, tetramethrin, flamethrin, phenothrin, vermethrin, cypermethrin, terrarethrin, fenpropathrin, and fenvalerate.

有機溶媒の溶液として脱色処理に供される。It is subjected to decolorization treatment as a solution in an organic solvent.

また本発明に於て使用される酸化性物質としては、酸素
、オゾン、過塩素酸ナトリウムまたは過炭酸ナトリウム
であり、還元性物質としては、チオ硫酸ナトリウム、イ
オウ、ハイドロサルファイドまたは鉄、鉛、アルミニウ
ムなどの金属と無機酸あるいは有機酸との組合わせなど
が挙げられる。また必要によりこれらと活性炭、活性ア
ルミナ、活性白土などを併用してもよく、上記の酸化性
物質や還元性物質による処理を組み合わせて行なうこと
もできる。
Oxidizing substances used in the present invention include oxygen, ozone, sodium perchlorate, or sodium percarbonate, and reducing substances include sodium thiosulfate, sulfur, hydrosulfide, iron, lead, and aluminum. Examples include combinations of metals such as and inorganic acids or organic acids. Further, if necessary, these may be used in combination with activated carbon, activated alumina, activated clay, etc., and treatments with the above-mentioned oxidizing substances and reducing substances may also be carried out in combination.

これらの酸化性物質?よび還元性物質はそのままあるい
はその水溶液として使用され、またその使用量は特に限
定されるものではないが、通常はピレスロイド系化合物
に対し重量比で0.1〜50j%の範囲である。
These oxidizing substances? The pyrethroid compound and the reducing substance are used as they are or as an aqueous solution thereof, and the amount used is not particularly limited, but is usually in the range of 0.1 to 50% by weight based on the pyrethroid compound.

本発明方法を実施するに際し、その操作は特1こ限定さ
れるものではないが標準的には以下のようにして実施さ
れる。
When carrying out the method of the present invention, the operation is not particularly limited, but is typically carried out as follows.

ピレスロイド系化合物またはその非水溶性有機溶媒の溶
液と前記の酸化性物質、還元性物質またはその水溶液と
を攪拌混合した後、必要に応じてE過またはデカンテー
ションにより固形分を除去して分岐する。
After stirring and mixing the solution of the pyrethroid compound or its water-insoluble organic solvent and the oxidizing substance, reducing substance, or its aqueous solution, solids are removed by E-filtration or decantation as necessary, and branching is performed. .

得られたオイル層に水を加えて洗浄し、残存する酸化性
物質または還元性物質を除去した後、必要に応じ有機溶
媒を留去することにより脱色されたピレスロイド系殺虫
剤成分が得られる。
The resulting oil layer is washed with water to remove any remaining oxidizing or reducing substances, and then the organic solvent is distilled off if necessary to obtain a decolorized pyrethroid insecticide component.

本発明の方法は従来の脱色処理法に比し操作的に容易で
あり、さらに本発明の脱色方法は化学的にさ程安定では
ないピレスロイド系に適用しても該ピレスロイド系化合
物の純度および効力の低下をもたらすことなく、目的と
する着色不純物の脱色のみが効率よく行なわれることか
ら、脱色法として極めて有利な方法である。
The method of the present invention is easier to operate than conventional decolorization treatment methods, and even when applied to pyrethroid compounds, which are not very stable chemically, the method of the present invention improves the purity and efficacy of the pyrethroid compounds. This method is extremely advantageous as a decolorization method because it efficiently decolorizes only the target colored impurities without causing a decrease in color.

以下に本発明を実施例によりさらに詳しく説明するが、
本発明は何らこれらに限定されるものではない。
The present invention will be explained in more detail by examples below.
The present invention is not limited to these in any way.

実施例1 フェノトリンの40%キシレン溶液502にハイドロサ
ルファイド(亜ニチオン酸ナトリウム)の10チ水溶液
509を加え、p 1′19〜10.10〜15℃の条
件下で3時間攪拌した後、分液した。さらに同様に水に
よる洗浄及び分液を2回繰返した後キシレンを留去した
。このようにして脱色処理されたフェノトリンと脱色処
理をしなかったものとのガードナースケールによる比較
の結果は下記のとおりであった。
Example 1 A 10% aqueous solution 509 of hydrosulfide (sodium dithionite) was added to a 40% xylene solution 502 of phenothrin, stirred for 3 hours under conditions of p 1'19-10.10-15°C, and then separated. did. Further, washing with water and liquid separation were repeated twice in the same manner, and then xylene was distilled off. The results of a comparison between the phenothrin that was decolorized in this manner and the phenothrin that was not subjected to the decolorization treatment using the Gardner scale were as follows.

実施例2 d−アレスリンの40チトルエン溶Kl 5 o yに
粉末イオウ3yを加え、40〜50℃で攪拌した後、不
溶分を戸別し、トルエンを留去して脱色d−アレスリン
を得た。ガードナルスケールによる比較の結果は下記の
とおりであった。
Example 2 Powdered sulfur (3y) was added to d-allethrin dissolved in 40 titoluene (Kl 5 oy), and the mixture was stirred at 40 to 50°C, and then the insoluble matter was removed, and the toluene was distilled off to obtain decolorized d-allethrin. The results of the comparison using the Gardnall scale were as follows.

3

Claims (1)

【特許請求の範囲】[Claims] ピレスロイド系化合物を下記群より成る酸化性物質また
は還元性物質で処理することを特徴とするピレスロイド
系化合物の脱色方法。
A method for decolorizing a pyrethroid compound, comprising treating the pyrethroid compound with an oxidizing substance or a reducing substance from the following group.
JP57160440A 1982-09-13 1982-09-13 Decoloring of pyrethroid compound Pending JPS5948446A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP57160440A JPS5948446A (en) 1982-09-13 1982-09-13 Decoloring of pyrethroid compound

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP57160440A JPS5948446A (en) 1982-09-13 1982-09-13 Decoloring of pyrethroid compound

Publications (1)

Publication Number Publication Date
JPS5948446A true JPS5948446A (en) 1984-03-19

Family

ID=15714974

Family Applications (1)

Application Number Title Priority Date Filing Date
JP57160440A Pending JPS5948446A (en) 1982-09-13 1982-09-13 Decoloring of pyrethroid compound

Country Status (1)

Country Link
JP (1) JPS5948446A (en)

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