JPS6137702A - Preparation of agricultural chemical emulsion having improved preservation quality and emulsifiablity - Google Patents

Preparation of agricultural chemical emulsion having improved preservation quality and emulsifiablity

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Publication number
JPS6137702A
JPS6137702A JP59161024A JP16102484A JPS6137702A JP S6137702 A JPS6137702 A JP S6137702A JP 59161024 A JP59161024 A JP 59161024A JP 16102484 A JP16102484 A JP 16102484A JP S6137702 A JPS6137702 A JP S6137702A
Authority
JP
Japan
Prior art keywords
emulsion
agricultural chemical
polyoxyethylene
stability
emulsifiablity
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.)
Granted
Application number
JP59161024A
Other languages
Japanese (ja)
Other versions
JPS6361281B2 (en
Inventor
Chuichi Watabe
渡部 忠一
Yoshitoshi Uragami
浦上 喜壽
Sanemi Nakasaki
中崎 実美
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.)
Toho Chemical Industry Co Ltd
Original Assignee
Toho Chemical Industry 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 Toho Chemical Industry Co Ltd filed Critical Toho Chemical Industry Co Ltd
Priority to JP59161024A priority Critical patent/JPS6137702A/en
Publication of JPS6137702A publication Critical patent/JPS6137702A/en
Publication of JPS6361281B2 publication Critical patent/JPS6361281B2/ja
Granted legal-status Critical Current

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  • Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

PURPOSE:To obtain an agricultural chemical emulsion having improved preservation quality and emulsifiability, by adding an ethylene oxide or propylene oxide adduct in a specific amount to an agricultural emulsion to prevent the change in appearance during preservation of the emulsion and improve the emulsification performance. CONSTITUTION:An agricultural chemical emulsion is formulated. In the process, one or more ethylene oxide or propylene oxide adducts of an allyl derivative expressed by the formula (R1 is H, <=12C alkyl, phenyl, styryl or benzyl; R2 is H or CH3; n is 1, 2 or 3; m is an integer 1-5) in an amount of 0.5-5wt% are added to the above-mentioned emulsion to prevent the change in appearance (deposition of crystals, formation of sediment produced on the surface of the emulsion, coloration, etc.) and promote powerfully the stability and improve the emulsion stability of the above-mentioned emulsion.

Description

【発明の詳細な説明】 農薬乳剤は一般に水に難溶の農薬成分(有効成分)をキ
シレン、ナフサ、メタノール、ケロシン等の有機溶剤に
希釈して得た有機溶剤溶液(以下原液と称する)、この
原液を農薬散布時に水に乳化させるだめの補助剤即ち乳
化剤を加えて調整したものである。
[Detailed Description of the Invention] Pesticide emulsions are generally organic solvent solutions (hereinafter referred to as stock solutions) obtained by diluting agrochemical ingredients (active ingredients) that are poorly soluble in water in an organic solvent such as xylene, naphtha, methanol, or kerosene. This stock solution is prepared by adding an auxiliary agent, ie, an emulsifier, to emulsify it in water when spraying agricultural chemicals.

乳化剤の選定に際しては農薬原体の化学的、物理的特性
を考慮して、乳剤の保存時に原体の分解や乳剤の外観の
変化(着色、結晶の析出等)を生じさせないことが大切
である。
When selecting an emulsifier, it is important to consider the chemical and physical properties of the pesticide active ingredient so that it does not cause decomposition of the active ingredient or change in the appearance of the emulsion (coloring, precipitation of crystals, etc.) during storage of the emulsion. .

また、乳化剤は散布液を調整する際に用いられる希釈水
の水質(温度、硬度等)や、薬剤の効力を高めるための
散布液の浸透力、展着力等の物理性及びエマルションの
濃度等を充分に考慮して選定されるが、乳化剤は通常非
イオン性界面活性剤と陰イオン性界面活性剤とを配合し
て調整される。これ等農薬製剤用の乳化剤として、通常
法のような化合物が挙げられる。非イオン性界面活性剤
の例としてはポリオキシエチレン〔エチレンオキサイド
モル数(以下EOと略)4シ20モル〕ノニルフェニル
エーテル、ポリオキシエチレン(EOIO〜50モル)
キャスターオイルエーテル、ポリオキシエチレン(E0
10〜30モル)スチリルフェニルエーテル又ハコレ等
のホルマリン給金物、ポリオキシエチレン(Eol。
In addition, emulsifiers are used to adjust the water quality (temperature, hardness, etc.) of the dilution water used when preparing the spray solution, physical properties such as penetration and spreading power of the spray solution to increase the efficacy of the drug, and concentration of the emulsion. Although the emulsifier is selected with due consideration, it is usually prepared by blending a nonionic surfactant and an anionic surfactant. Examples of emulsifiers for these agricultural chemical formulations include conventional compounds. Examples of nonionic surfactants include polyoxyethylene [number of moles of ethylene oxide (hereinafter abbreviated as EO) 4 to 20 moles] nonylphenyl ether, polyoxyethylene (EOIO ~ 50 moles)
Castor oil ether, polyoxyethylene (E0
10 to 30 mol) formalin feedstocks such as styryl phenyl ether or hakore, polyoxyethylene (Eol.

−J50モル)及びソルビタンアルキレート(ラウレー
ト、ステアレート、オレート等)等である。
-J50 mol) and sorbitan alkylates (laurate, stearate, oleate, etc.).

陰イオン除界面活性剤の例としてはドデシルベンゼンス
ルホン酸塩(ナトリウム塩、カルシウム塩および各種ア
ミン塩等)、ジオクチルスルホザクシネ−非イオン性界
面活性剤は乳剤の基本的な乳化力の付与(特ニポリオキ
シエチレンスチリルフェニルエーテル系、ポリオキシエ
チレンキャスターオイルエーテル系界面活性剤)と乳液
の物理性の向上(特にポリオキシエチレンノニルフェニ
ルエ1チル系界面活性剤)に関与している。
Examples of anionic surfactants include dodecylbenzene sulfonate (sodium salt, calcium salt, various amine salts, etc.) and dioctyl sulfozaccine. Nonionic surfactants provide the basic emulsifying power of emulsions ( It is involved in improving the physical properties of emulsions (particularly polyoxyethylene nonylphenyl ether surfactants) and polyoxyethylene castor oil ether surfactants (especially polyoxyethylene nonylphenyl ether surfactants).

一方、陰イオン性界面活性剤は乳剤の所要HLBを適切
に調節し乳液の安定化に寄与している。
On the other hand, anionic surfactants appropriately adjust the required HLB of the emulsion and contribute to stabilizing the emulsion.

しかし陰イオン性界面活性剤の多用は農薬原体の分解や
乳剤の外観の変化の原因となる場合があることが知られ
てお)、このため特に化学的に不安定な有機シん農薬の
乳剤等では安定剤の併用が行われている。例えば特公昭
48−43860号公報、同55−37967号公報及
び特開昭54−98334号公報等がある。
However, it is known that excessive use of anionic surfactants may cause decomposition of the agricultural chemical substance or change in the appearance of the emulsion), and this is especially true for chemically unstable organic pesticides. Stabilizers are also used in emulsions. For example, there are Japanese Patent Publication No. 48-43860, Japanese Patent Publication No. 55-37967, and Japanese Patent Application Laid-Open No. 54-98334.

しかしながら農薬成分によっては乳化剤の選定だけでは
充分な乳化性能が得られない場合が多く、その解決方法
が求められてきた。
However, depending on the agricultural chemical component, it is often not possible to obtain sufficient emulsifying performance just by selecting an emulsifier, and a solution to this problem has been sought.

オキサイド附加物を乳剤中に0.5〜5%添加すること
によシ乳剤保存中における外観の変化即ち結晶の析出や
乳剤表面に発生する:おシ”の生成を防止し、また着色
等を防止する効果があること及び農薬のエマルションの
安定を強く促進することを見出して本発明を完成させた
ものでおる。
By adding 0.5 to 5% of oxide additives to the emulsion, it is possible to prevent changes in appearance during storage of the emulsion, such as precipitation of crystals and the formation of "stain" that occurs on the surface of the emulsion, and also to prevent coloring, etc. The present invention was completed by discovering that it has a preventive effect and strongly promotes the stability of emulsions of agricultural chemicals.

即ち本発明は 一般式 、 で表わされるアリル誘導体のエチレンオキサイド又
はプロピレンオキサイド附加物の一種又は二種以上防止
し且つ乳化性能を向上させた保存性及び乳化性良好な農
薬乳剤の製法に関するものである。
That is, the present invention relates to a method for producing an agrochemical emulsion with good storage stability and emulsifying property, which prevents one or more types of ethylene oxide or propylene oxide adducts of an allyl derivative represented by the general formula and has improved emulsifying performance. .

本発明の上記一般式で表わされるアリル誘導体のエトキ
シレートトシてハ例えばフェニルセロソルブ。
The ethoxylate of the allyl derivative represented by the above general formula of the present invention is, for example, phenylcellosolve.

ノニルフェニルエトキシレート〔エチレンオキサイ)”
(以下EOと略)2モル〕、ノニルフェニルプロポキシ
レート〔プロピレンオキサイド(以下POと略)1モル
)、p−tertブチルフェノールエトキシレー)(B
OIモル)、O−フェニルフェノールプロボキシレー)
(PO2モル)、ジスチリルフェノール−エトキシレー
ト(802モル)、トリスチリルフェノールエトキシレ
ー)(Fli03モル)などが挙げられるがこれ等に限
定されるものではない。
Nonylphenyl ethoxylate [ethylene oxylate]”
(hereinafter abbreviated as EO)], nonylphenylpropoxylate [propylene oxide (hereinafter abbreviated as PO) 1 mol), p-tertbutylphenol ethoxylate) (B
OI mol), O-phenylphenolproboxylene)
(PO2 mol), distyrylphenol ethoxylate (802 mol), tristyrylphenol ethoxylate (Fli0 3 mol), etc., but are not limited thereto.

また、本発明に係る農薬としては有機シん剤;例えば3
−ジェトキシホスホリルチオメチル−6−クロルベンズ
オキサゾロン(ホサロン)、ジメチルジヵルペトキシエ
チルジチオホスフェート(マラチオン)ジメチル−P−
クアノフェニルチオホスフェート((メチルチオ)フェ
ニルコチオフォスフェート(フェンチオン)、0−エチ
ル−8,S−ジフェニルジチオフォスフェート(ニジフ
ェンホス)、カーバメー) 剤: 例、tば2−セコン
ダリープチルフェニルーN−メチルカーバメート(バッ
サ)、1−ナフチル−N−メチルカーバメート(NAC
)、S−(2−クロルベンジル)N、N−ジエチルチオ
カーバメート(オルソヘンカーブ)、3−メトキシカル
ボニルアミノフェニル−N(3/−メチルフェニル)カ
ーバメート(フエンメディファム)、ピレスロイド剤:
例エバピレスリン、フェノスリン、パーメスリン、フエ
ンバレレート等が挙げられるが、これ等に限定されるも
のではない。
In addition, the agricultural chemicals according to the present invention include organic detergents; for example, 3
-Jethoxyphosphorylthiomethyl-6-chlorobenzoxazolone (phosalone), dimethyldicarpetoxyethyldithiophosphate (malathion) dimethyl-P-
Quanophenylthiophosphate ((methylthio)phenylcothiophosphate (fenthion), 0-ethyl-8,S-diphenyldithiophosphate (nidifenphos), carbame) Agents: e.g., tba2-secondarybutylphenyl-N-methyl Carbamate (Bassa), 1-naphthyl-N-methylcarbamate (NAC)
), S-(2-chlorobenzyl)N, N-diethylthiocarbamate (orthohencarb), 3-methoxycarbonylaminophenyl-N(3/-methylphenyl)carbamate (phenmedipham), pyrethroids:
Examples include, but are not limited to, evapyrethrin, phenothrin, permethrin, and fuenvalerate.

製剤化に際して使用される乳化剤は通常の良薬乳剤に使
用されるものであシ、非イオン性界面活性剤ではポリオ
キシエチレン(EOIO−30モル)スチリル(又ハヘ
ンジル)フェニル(又ハフェニルフェニル)エーテル、
ポリオキシエチレy(EO4〜20モル)アルキルフェ
ニルエーテル、ポリオキシエチレン(Eo 10−50
モル)キャスターオイルエーテル、ポリオキシエチレン
捧αモ弁脂肪酸エステル。
The emulsifier used in formulation is one that is commonly used in emulsions of good drugs, and the nonionic surfactant is polyoxyethylene (EOIO - 30 mol) styryl (or hahenzyl) phenyl (or haphenylphenyl) ether. ,
Polyoxyethylene (Eo 4-20 mol) Alkylphenyl ether, Polyoxyethylene (Eo 10-50
Mol) Castor oil ether, polyoxyethylene-alpha fatty acid ester.

ポリオキシエチレンE:C)−4&ソルビタンアルキレ
ート等が挙げられる。
Examples include polyoxyethylene E:C)-4 & sorbitan alkylate.

陰イオン性界面活性剤としてはドデシルベンゼンスルホ
ン酸カルシウム塩や各種アミン類の塩が代表的なものと
して挙げられる。これ等界面活性剤が最適の自然乳化性
、乳化安定性をも・たらすように配合される。
Typical anionic surfactants include dodecylbenzenesulfonic acid calcium salt and salts of various amines. These surfactants are blended to provide optimal natural emulsifying properties and emulsion stability.

本発明の化学物質の添加量は乳剤中0.5〜5チで充分
でアシ、目的に応じて適切な使用率が選ばれる。
It is sufficient to add the chemical substances of the present invention in an amount of 0.5 to 5 in the emulsion, but an appropriate usage rate is selected depending on the purpose.

又、必要に応じて安定剤との併用も可能である。Further, it is also possible to use a stabilizer in combination if necessary.

本発明の化学物質が結晶析出や“おシ”の生成を防止す
る機構は明らかではないが非イオン性界面活性止するこ
とが考えられる。
Although the mechanism by which the chemical substance of the present invention prevents crystal precipitation and the formation of "Oshi" is not clear, it is thought that nonionic surface activity is inhibited.

することによシ、乳化安定性を向上させる製法が特公昭
46−6438号グ報に述べられているが、一般にかか
る低級アルコール類の添加は特に加水分解しやすく有機
シん系の原体に対しては好ましいものとはいえない。ま
た、かかる乳剤は長期保存中に着色や沈殿を生ずること
が多々認められる。
A manufacturing method for improving emulsion stability by improving the emulsion stability is described in the report of Japanese Patent Publication No. 46-6438, but in general, the addition of such lower alcohols is particularly easy to hydrolyze to the organic compound. It cannot be said that it is preferable. Furthermore, it is often observed that such emulsions undergo discoloration and precipitation during long-term storage.

一方、本発明の物質は構造中にエーテル結合を有するア
リル誘導体のエトキシレートでアシ、全く新規の発明と
いえる。
On the other hand, the substance of the present invention is an ethoxylate of an allyl derivative having an ether bond in its structure, and can be said to be a completely new invention.

次に本発明による実施例をあげる。Next, examples according to the present invention will be given.

実施例■ 結晶の析出9着色の防止効果下記処方サイア
ノックス乳剤を50℃恒温器中に保存し結晶の析出2着
色等の有無を肉眼観察した。
Example (1) Precipitation of crystals 9 Effect of preventing coloration A Cyanox emulsion with the following formulation was stored in a thermostat at 50° C. Precipitation of crystals 2 The presence or absence of coloration was visually observed.

※ 乳化剤は次のものを使用した ポリオキシエチレン(Be均30モルつキャスターオイ
ルエーテル75%ドデシルベンゼンスルホン酸カルシウ
ム             25%※※安定剤は次の
ものを使用した ポリオキシエチレン(EO9モル)ノニルフェニルエー
テルフォスフェート結果 実施例■ 結晶の析出防止効果 下記処方フェニトロチオン高濃度乳剤を50℃恒温器中
に保存し結晶析出の有無を肉眼観察した。
*The emulsifier is polyoxyethylene (30 moles of Be, 75% castor oil ether, 25% calcium dodecylbenzenesulfonate) *The stabilizer is polyoxyethylene (9 moles of EO), nonylphenyl, using the following: Ether Phosphate Results Example ■ Effect on Preventing Crystal Precipitation A high-concentration fenitrothion emulsion with the following formulation was stored in a thermostat at 50°C, and the presence or absence of crystal precipitation was visually observed.

※ 乳化剤は次のものを使用した。*The following emulsifiers were used.

ポリオキシエチレン(EO平均30モル)キャスターオ
イルエーテル70%ドデシルベンゼンスルホン酸カルシ
ウム塩            30チ結釆 実施例■ 乳化性能試験 下記処方乳剤の1000倍エマルションにおける初期乳
化性と1時間後の安定性を観察した。
Polyoxyethylene (EO average 30 mol) Castor oil ether 70% Calcium salt of dodecylbenzenesulfonate 30 pieces Example ■ Emulsifying performance test Observe the initial emulsifying property and stability after 1 hour in a 1000 times emulsion of the emulsion with the following formulation. did.

※ 乳化剤は次のものを使用した ポリオキシエチレン(gozo)ソルビタンモノオレー
ト   50チホリオキシエチレン(EO10モル)ノ
ニルフェニルエーテル 20%ドデシルベンゼンスルホ
ン酸カルシウム塩         30チ結果 C:劣る      C;沈殿 以上の結果、本発明によシ製造した農薬乳剤は、保存性
に優れ、かつ乳化性の良好であることがわかる。
*The following emulsifiers were used: polyoxyethylene (gozo) sorbitan monooleate 50 thifolioxyethylene (EO 10 mol) nonylphenyl ether 20% dodecylbenzenesulfonic acid calcium salt 30% Results C: Poor C: Results better than precipitation It can be seen that the agricultural chemical emulsion produced according to the present invention has excellent storage stability and good emulsifying properties.

Claims (1)

【特許請求の範囲】 農薬乳剤を製剤するに際して下記 一般式 ▲数式、化学式、表等があります▼ (式中R_1は水素原子、炭素数12以下のアルキル基
、フェニル基、スチリル基、ベンジル基を又R_2は水
素原子又はメチル基を示しnは1〜3の整数、又mは1
〜5の整数を示す。) によって表わされるアリル誘導体のエチレンオキサイド
又はプロピレンオキサイド附加物の一種又は二種以上を
乳剤中に0.5〜5%添加することを特徴とする、乳剤
保存中の外観の変化(着色、結晶の析出等)を防止し且
つ乳化性能を向上させた保存性及び乳化性良好な農薬乳
剤の製法
[Claims] When formulating an agrochemical emulsion, there are the following general formulas ▲ mathematical formulas, chemical formulas, tables, etc. In addition, R_2 represents a hydrogen atom or a methyl group, n is an integer of 1 to 3, or m is 1
Indicates an integer between ~5. ) Addition of 0.5 to 5% of one or more ethylene oxide or propylene oxide additives of allyl derivatives represented by A method for producing a pesticide emulsion with good storage stability and emulsifying properties that prevents precipitation, etc.) and improves emulsifying performance.
JP59161024A 1984-07-31 1984-07-31 Preparation of agricultural chemical emulsion having improved preservation quality and emulsifiablity Granted JPS6137702A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP59161024A JPS6137702A (en) 1984-07-31 1984-07-31 Preparation of agricultural chemical emulsion having improved preservation quality and emulsifiablity

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP59161024A JPS6137702A (en) 1984-07-31 1984-07-31 Preparation of agricultural chemical emulsion having improved preservation quality and emulsifiablity

Publications (2)

Publication Number Publication Date
JPS6137702A true JPS6137702A (en) 1986-02-22
JPS6361281B2 JPS6361281B2 (en) 1988-11-28

Family

ID=15727134

Family Applications (1)

Application Number Title Priority Date Filing Date
JP59161024A Granted JPS6137702A (en) 1984-07-31 1984-07-31 Preparation of agricultural chemical emulsion having improved preservation quality and emulsifiablity

Country Status (1)

Country Link
JP (1) JPS6137702A (en)

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5829606A (en) * 1981-08-03 1983-02-21 デゾヴアーグ・マテリアルシユツツ・ゲゼルシヤフト・ミツト・ベシュレンクテル・ハフツング Wood antiseptic condensate and conservative agent for wood or wood material manufactured from said condensate and manufacture of wood antiseptic condensate

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5829606A (en) * 1981-08-03 1983-02-21 デゾヴアーグ・マテリアルシユツツ・ゲゼルシヤフト・ミツト・ベシュレンクテル・ハフツング Wood antiseptic condensate and conservative agent for wood or wood material manufactured from said condensate and manufacture of wood antiseptic condensate

Also Published As

Publication number Publication date
JPS6361281B2 (en) 1988-11-28

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