JPS60163801A - Aggregation inhibitor - Google Patents

Aggregation inhibitor

Info

Publication number
JPS60163801A
JPS60163801A JP59018875A JP1887584A JPS60163801A JP S60163801 A JPS60163801 A JP S60163801A JP 59018875 A JP59018875 A JP 59018875A JP 1887584 A JP1887584 A JP 1887584A JP S60163801 A JPS60163801 A JP S60163801A
Authority
JP
Japan
Prior art keywords
biocide
alkyl
paraquat
water
aggregation
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
JP59018875A
Other languages
Japanese (ja)
Inventor
Tetsuharu Iwasaki
岩崎 徹治
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.)
Kao Corp
Original Assignee
Kao Corp
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 Kao Corp filed Critical Kao Corp
Priority to JP59018875A priority Critical patent/JPS60163801A/en
Publication of JPS60163801A publication Critical patent/JPS60163801A/en
Pending legal-status Critical Current

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

Abstract

PURPOSE:An aggregation inhibitor, consisting essentially of a sulfonate of an alkyl diphenyl ether, capable of preventing aggregation in mixing and formulating paraquat with a water-insoluble biocide without reduction in controlling effect nor occurrence of phytotoxicity, etc. CONSTITUTION:An aggregation inhibitor consisting essentially of a sulfonate of an alkyl diphenyl ether expressed by formula I [R is 1-22C alkyl or alkenyl; M is alkali (earth) metal, NH4 or substituted ammonium expressed by formula II(R<1> and R<2> are H or 1-4C alkyl; R<3> is benzyl, phenyl, cyclohexyl, etc.)] is added to a mixed pharmaceutical of paraquat or diguat which is a foliar contact type extermination controlling agent with a water-insoluble biocide to form a safe complex salt and prevent the aggregation of the above-mentioned biocide without deteriorating water-solubility of the paraquat. EFFECT:Occurrence of aggregates in formulating a mixed biocide or using by diolution and mixing can be prevented, and trouble in application work, etc. can be eliminated due to reduction in controlling effect.

Description

【発明の詳細な説明】 本発明は凝集防止剤に関し、更に詳しくはパラコート或
いはジクワットと水不溶性殺生剤との混合製剤のための
凝集防止剤に関する。
DETAILED DESCRIPTION OF THE INVENTION The present invention relates to anti-flocculants, and more particularly to anti-flocculants for mixed formulations of paraquat or diquat and water-insoluble biocides.

パラコート、ジクワットなど茎葉接触型みなごろし除草
剤は、広範囲にわたって、使用されているが、しかし雑
草発芽前土壌処理方法においてはこねらけ全く効果がな
い。そのため土壌処理型雑草発芽前除草剤との混合製剤
化が種々検討されてはいるが、パラコート、ジクワット
などけ、ジピリジリウム系除草剤特有の強いカチオン件
の化学構造をとるため、水不溶性殺生剤あるいは特にア
ルキルベンゼンスルホン酸塩などのアニオン性の乳化剤
との間で凝集物を生ぜしめ均質な液状殺生製剤を得るこ
とができなかった。
Stalk-leaf contact herbicides such as paraquat and diquat are widely used, but they are completely ineffective in soil treatment before weed germination. For this reason, various studies have been conducted to formulate mixed formulations with soil-treated pre-emergence herbicides, but since they have strong cationic chemical structures unique to paraquat, diquat, and dipyridylium herbicides, they are not effective for water-insoluble biocides or In particular, aggregates were formed with anionic emulsifiers such as alkylbenzene sulfonates, making it impossible to obtain a homogeneous liquid biocidal preparation.

そこで本発明者は、パラコート或いはジクワットと、水
に不溶性の農薬成分とを混合製剤化させても凝集のみら
ねない均質な液状混合殺生製剤を得るべく鋭意研究を行
った結果、アルキルジフェニルエーテルのスルホンmi
+用いることによりパラコート或いはジクワットの水溶
性を低下させずに安定な錯塩を形成させ、その結果、混
合する水不溶性殺生剤あるいけ、用いる乳化剤との凝集
発生を防止できることを見出し本発明を完成[7た。
Therefore, the present inventor conducted extensive research in order to obtain a homogeneous liquid mixed biocide preparation that would not cause aggregation even if paraquat or diquat and a water-insoluble agricultural chemical component were mixed into a preparation. mi
The present invention was completed by discovering that by using +, a stable complex salt can be formed without reducing the water solubility of paraquat or diquat, and as a result, it is possible to prevent the occurrence of aggregation with the water-insoluble biocide to be mixed or the emulsifier used. 7.

即ち本発明はアルキルジフェニルエーテルのスルホン酸
塩を必須成分とする、パラコート或いはジクワットと水
不溶性殺生剤との混合製剤のための凝集防止剤を提供す
るものであ乙O本発明に係るアルキルジフェニルエーテ
ルのスルホン酸塩は、アルキルジフェニルエーテルを公
知の方法によりスルホン化し中和することにより容易に
製造される。スルホン酸塩はモノスルホン酸塙、ジスル
ホンMmのいずれであってもよいが、特にジスルホン酸
塩就中下記の一般式(■)で表わされる化合物が好まし
い。
That is, the present invention provides an anti-aggregation agent for a mixed preparation of paraquat or diquat and a water-insoluble biocide, which contains a sulfonate of an alkyl diphenyl ether as an essential component. The acid salt is easily produced by sulfonating and neutralizing an alkyldiphenyl ether by a known method. The sulfonate may be either monosulfonate or disulfone Mm, but among the disulfonate, compounds represented by the following general formula (■) are particularly preferred.

(式中、Rは炭素数1〜22のアルキル基又はアルケニ
ル基であり、Mはアルカリ金属、アルカリ土類金属、N
H4又は置換アンモニウムである。) 本発明において置換アンモニウムとけ、アルカノールア
ミンのアンモニウムはもちろん、下記一般式(■)で表
わされるアンモニウムが含まれ、特にぞわらが好ましい
(In the formula, R is an alkyl group or alkenyl group having 1 to 22 carbon atoms, M is an alkali metal, an alkaline earth metal, N
H4 or substituted ammonium. ) In the present invention, the substituted ammonium includes not only the ammonium of alkanolamines but also the ammonium represented by the following general formula (■), and zowara is particularly preferred.

1 (式中、R,Rけ水素、炭素数1〜4のアルキy+4i
 −c 6 リ、 R5ハべ゛ンジル基、フェニル基、
シクロヘキシル基又は炭素数6〜22のアルキル又はア
ルケニル基である。) 本発明の実施にあたって、本発明の凝集防止剤を混合製
剤の中に添加【、ておくことはもちろん、パラコート、
ジクワット液剤中に本発明の凝集防止剤を投入し7てお
けは他の水不溶性殺生製剤との使用時希釈混合において
も同様に凝集防止効果があることは言うまでもない。本
発明の凝集防止剤により混合殺生製剤化あるいは希釈混
用使用時の凝集物発生が防止できるため、均一な散布が
可能になり、その結果防除効果の減少あるいは、薬害の
発生、散布作業中のトラブルなどをなくすることができ
る。
1 (wherein, R, R, hydrogen, alkyl having 1 to 4 carbon atoms y+4i
-c6, R5 benzyl group, phenyl group,
It is a cyclohexyl group or an alkyl or alkenyl group having 6 to 22 carbon atoms. ) In carrying out the present invention, it is necessary to add the anti-aggregation agent of the present invention to the mixed preparation.
It goes without saying that if the anti-aggregation agent of the present invention is added to a diquat solution, it will have the same anti-aggregation effect even when diluted and mixed with other water-insoluble biocide preparations during use. The anti-agglomerating agent of the present invention can prevent the formation of aggregates when forming a mixed biocide formulation or diluting the mixture, making it possible to spray uniformly, resulting in a decrease in the control effect, occurrence of chemical damage, and problems during spraying work. etc. can be eliminated.

パラコート、ジクワットと混合して使用する水不溶性殺
生剤が液状の場合は、本発明の凝集防止剤と非イオン性
界面活性剤とを併用することにより一5〜50℃までの
温度範囲にても分離、沈降のない均質透明液体製剤を製
造することができる。
When the water-insoluble biocide used in combination with paraquat and diquat is in liquid form, it can be used in combination with the anti-flocculating agent of the present invention and a nonionic surfactant, even at temperatures ranging from -5 to 50°C. A homogeneous transparent liquid preparation without separation or sedimentation can be produced.

又、混合し7て使用する水不溶性殺生剤がペースト又は
固体の場合は、少l°の有様溶剤を用いて水不溶性殺生
剤を溶解させ均一透明液体製剤にすることもできるし、
又全く廂機畔剤を用いることなく湿式粉砕することによ
り、懸濁状均雀液状混合製剤を得ることもできる。ここ
で用いる有機溶剤は、混合する水不溶性農薬原体を溶解
するものであればなんでもよい。
In addition, if the water-insoluble biocide to be mixed and used is a paste or solid, it is also possible to dissolve the water-insoluble biocide using a small amount of a specific solvent to form a homogeneous transparent liquid preparation.
Furthermore, a suspended homogeneous liquid mixed preparation can also be obtained by wet grinding without using any mechanical additives. The organic solvent used here may be any organic solvent as long as it dissolves the water-insoluble agricultural chemical substance to be mixed.

本発明の実施にあたって用いることのできる水不溶性殺
生剤の例を挙げれば、トリアジン系 5− 殺生剤としては例えばアトラジン(2−クロル−4−エ
チルアミノ−6−イツプロビルアミノーS−)リアジン
)、アメトリン(2−メチルチオ−4−エチルアミノ−
6−イソプロビルアミノ−S−トリアジン)、シメトリ
ン(2−メチルチオ−4,6−ビスエチルアミノ−S−
)リアジン)、尿素系殺生剤としては、例えばリニュロ
ン(3−(3,4−ジクロルフェニル)−1−メトキシ
−1−メチル尿素)、DOMU(3−(3,4−ジクロ
ルフェニル)−1,1−ジメチル尿素)、チオクロルメ
チル(N= (s−クロル−4−クロルジフルオルメチ
ルチオフェニル”) −N、N −ジメチル尿素)、ジ
フェニルエーテル系殺生剤としては、例えばクロメトキ
シニル(2,4−ジクロルフェニル−37−メドキシー
47−二トロフエニルエーテル)、N工P(2,4−ジ
クロルフェニル−4′−二トロフェニルエーテル)、チ
オカーバメート系殺生剤としては、例えばペンチオカー
ブ(S−(4−クロルベンジル)−N、N −ジエチル
チオカーバメート)、ジニトロアニリ= 6− ン系殺生剤としては、例えばトリフルラリン(α、α、
α−トリフルオルー2,6−シニトローN、 N−ジプ
ロピル−バラトルイジン)、ウラシル系殺生剤としては
、例えばブタクロール(2−クロル−2′、6′−ジエ
チル−N−(ブトキシメチル)アセトアニリド)などが
あるが、これらのものに限定されるものではない。
Examples of water-insoluble biocides that can be used in the practice of the present invention include triazine-based 5-biocides such as atrazine (2-chloro-4-ethylamino-6-ipropylamino-S-) lyazine. ), ametrine (2-methylthio-4-ethylamino-
6-isopropylamino-S-triazine), simetrine (2-methylthio-4,6-bisethylamino-S-
) riazine), urea-based biocides include linuron (3-(3,4-dichlorophenyl)-1-methoxy-1-methylurea), DOMU (3-(3,4-dichlorophenyl)- Examples of the diphenyl ether biocide include chlormethoxynil (2,4 Examples of the thiocarbamate biocide include penthiocarb (S-dichlorophenyl-37-medoxy-47-nitrophenyl ether), N-P(2,4-dichlorophenyl-4'-nitrophenyl ether), and (4-chlorobenzyl)-N,N-diethylthiocarbamate), dinitroaniline-based biocide, for example, trifluralin (α, α,
α-trifluoro-2,6-sinitro-N, N-dipropyl-valatoluidine), uracil-based biocides include butachlor (2-chloro-2',6'-diethyl-N-(butoxymethyl)acetanilide), etc. However, it is not limited to these.

本発明の凝集防止剤と共に使用し得る非イオン性界面活
性剤は、一般に、農薬乳化剤として使用されているもの
ならなんでも適用できるが、例えばポリオキシアルキレ
ンアルキルエーテル、ポリオキシアルキレンスチレン化
フェノールエーテル、ポリオキシアルキレントリベンジ
ルフ! / −A/ ニー f ル、 ポリオキシアル
キレンアルキルエステル、ポリオキシアルキレンアルキ
ルフェノールエーテルなどが皐げられる。
The nonionic surfactant that can be used with the anti-aggregation agent of the present invention can be any surfactant that is generally used as an agrochemical emulsifier, such as polyoxyalkylene alkyl ether, polyoxyalkylene styrenated phenol ether, polyoxyalkylene styrenated phenol ether, Oxyalkylene tribenzilf! / -A/ Neil, polyoxyalkylene alkyl ester, polyoxyalkylene alkylphenol ether, etc. are used.

又、アニオン性界面活性剤も、本発明の凝集防止剤と共
に使用することができる。使用し得るアニオン性界面活
性剤としては例えばアルキルナフタレンスルホン酸塩、
ポリオキシアルキレンアルギル硫酸塩、ポリオキシアル
キレンスチレン化フェノールエーテルリン酸地、ポリオ
キシアルキレンアルキルフェニルエーテル硫酸塩、アル
キル硫酸塩などが挙げられるがこれらに限定されるもの
では々い。
Anionic surfactants can also be used with the anti-aggregation agents of the present invention. Examples of anionic surfactants that can be used include alkylnaphthalene sulfonates,
Examples include, but are not limited to, polyoxyalkylene algyl sulfates, polyoxyalkylene styrenated phenol ether phosphates, polyoxyalkylene alkylphenyl ether sulfates, and alkyl sulfates.

本発明の凝集防止剤の使用量は通常混合製剤では1〜2
0重量%、好ましくけ2〜10重1%である。
The amount of the anti-aggregation agent of the present invention used is usually 1 to 2 in mixed preparations.
0% by weight, preferably 2-10% by weight.

又、本発明の凝集防止剤旦夕)に使用する例えば乳化剤
などの使用量は特に限定されるものではない。
Furthermore, the amount of the emulsifier used in the anti-aggregation agent of the present invention is not particularly limited.

以下に本発明の凝集防止剤を用いた混合製剤の性能を実
施例によって説明する。
The performance of a mixed preparation using the anti-aggregation agent of the present invention will be explained below using Examples.

乳化剤処方例■ ラウリルジフェニルエーテルジスルホン酸オクチルアミ
ン塩 50重量部 ポリオキシエチレン(40)スチレン化フェノールエー
テル 501量部 乳化剤処方例■ 5 ウIJルジフェニルエーテルジスルホン酸トリエタ
ノールアミン地 50重量部 乳化剤処方例■ 乳化剤処方例■ 乳化剤処方例■  9− アルキル5に酸地 25 〃 乳化剤処方比較例■ ドデシルベンゼンスルホン酸カルシウム塩50重量部 50重量部 乳化剤処方比較例■ 乳化剤処方比較例■ ドデシルベンゼンスルホン酸ナトリウム塩50重量部 10− 乳化剤処方比較例■ 50”ij量部 50I量部 乳化剤処方比較例■ 50重l・部 アルキル硫酸ナトリウム塩 50 〃 次に製剤処方例を示す。
Emulsifier formulation example■ Lauryl diphenyl ether disulfonic acid octylamine salt 50 parts by weight Polyoxyethylene (40) styrenated phenol ether 501 parts by weight Emulsifier formulation example■ 5 IJ diphenyl ether disulfonic acid triethanolamine salt 50 parts by weight Emulsifier formulation example■ Emulsifier Formulation example ■ Emulsifier formulation example ■ 9- Acid base on alkyl 5 25 〃 Emulsifier formulation comparison example ■ Dodecylbenzenesulfonic acid calcium salt 50 parts by weight Emulsifier formulation comparison example ■ Emulsifier formulation comparison example ■ Dodecylbenzenesulfonate sodium salt 50 Parts by weight 10 - Comparative example of emulsifier formulation ■ 50'' parts by weight 50 parts by weight Comparative example of emulsifier formulation ■ 50 parts by weight Sodium salt of alkyl sulfate 50 Next, examples of formulations are shown.

本発明品製剤処方例■ 比較製剤処方例■ 本発明品製剤処方例■ 比較製剤処方例■ 本発明品製剤処方例■ 比較製剤処方例■ 本発明品製剤処方例■ 比較製剤処方例■ 本発明品製剤処方例■ 〔ジクワット(純度40%) 22重量部13− 比較製剤処方例■ 〈試験例〉 〈凝集物発生有無の評価〉 10100Oスケールにて各処方品を調製し調製後10
00+t/容量のシリンダーに入れ、24時間放置後の
凝集物の発生量を測定する。なお、凝集物はシリンダー
底部に沈降するためその量を定量した。結果を表1に示
す。
Prescription examples for products of the present invention■ Prescription examples for comparative products■ Prescription examples for products of the present invention■ Prescription examples for comparative products■ Prescription examples for products of the present invention■ Prescription examples for comparative products■ Prescription examples for products for the present invention■ Prescription examples for comparative products■ The present invention Product formulation formulation example■ [Diquat (purity 40%) 22 parts by weight 13- Comparative formulation formulation example■ <Test example><Evaluation of presence or absence of aggregate generation> Each formulation was prepared on a 10100O scale, and after preparation 10
00+t/capacity cylinder, and measure the amount of aggregates generated after standing for 24 hours. Note that since the aggregates settled at the bottom of the cylinder, the amount thereof was quantified. The results are shown in Table 1.

〈生物効力試験〉 メヒシバ雑草(20粒)を播種し草丈20〜30αLの
時に各種処方側製剤を200倍希釈14− し、ボッ)4たり101Ilff散布し生物効力を比較
した。2週間後の殺草力は地上部生体重を測定シフ1無
処理区に対する殺草百分率をめた。なお無処理区メヒシ
バの生体重は124vであった。結果を表1に示す。
<Biological efficacy test> Fishweed weed (20 grains) was sown, and when the plant height was 20 to 30 αL, various formulations were diluted 200 times (14-fold) and sprayed at 101 Ilff per 4 days to compare biological efficacy. The herbicidal power after 2 weeks was determined by measuring the above-ground fresh weight and calculating the herbicidal percentage relative to the Schiff 1 untreated plot. The live weight of the untreated grasshopper was 124v. The results are shown in Table 1.

〈保存安定性試験〉 50℃に各処方製剤を入れ50日後に外観を判定すると
ともにパラコート、ジクワット原体含量を定量した。結
果を表1に示す。
<Storage Stability Test> Each formulation was placed at 50°C, and after 50 days, the appearance was judged and the contents of paraquat and diquat ingredients were quantified. The results are shown in Table 1.

Claims (1)

【特許請求の範囲】 1 アルキルジフェニルエーテルのスルホン酸塩を必須
成分とする、パラコート或いはジクワットと水不溶性殺
生剤との混合製剤のための凝集防止剤。 2 アルキルジフェニルエーテルのスルポン酸塩が一般
式(1)で表わされる化合物である特許請求の範囲第1
項記載の凝集防止剤。 (式中、Rは炭素数1〜22のアルキル基又はアルケニ
ル基であり、MFiアルカリ金属、アルカリ土類金属、
HE、又は置換アンモニウムである。)
[Scope of Claims] 1. An anti-aggregation agent for a mixed preparation of paraquat or diquat and a water-insoluble biocide, which contains an alkyl diphenyl ether sulfonate as an essential component. 2 Claim 1 in which the sulfonate of alkyl diphenyl ether is a compound represented by general formula (1)
Anti-aggregation agent as described in section. (In the formula, R is an alkyl group or alkenyl group having 1 to 22 carbon atoms, MFi alkali metal, alkaline earth metal,
HE or substituted ammonium. )
JP59018875A 1984-02-03 1984-02-03 Aggregation inhibitor Pending JPS60163801A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP59018875A JPS60163801A (en) 1984-02-03 1984-02-03 Aggregation inhibitor

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP59018875A JPS60163801A (en) 1984-02-03 1984-02-03 Aggregation inhibitor

Publications (1)

Publication Number Publication Date
JPS60163801A true JPS60163801A (en) 1985-08-26

Family

ID=11983719

Family Applications (1)

Application Number Title Priority Date Filing Date
JP59018875A Pending JPS60163801A (en) 1984-02-03 1984-02-03 Aggregation inhibitor

Country Status (1)

Country Link
JP (1) JPS60163801A (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS6322002A (en) * 1986-05-02 1988-01-29 ヘキスト・アクチェンゲゼルシャフト Herbicidal composition
US5078781A (en) * 1989-06-30 1992-01-07 Imperial Chemical Industries Plc Bipyridilium herbicidal compositions
EP0556447A2 (en) * 1992-02-20 1993-08-25 Binney & Smith Inc. Surfactant composition and method of making the same

Cited By (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS6322002A (en) * 1986-05-02 1988-01-29 ヘキスト・アクチェンゲゼルシャフト Herbicidal composition
US5078781A (en) * 1989-06-30 1992-01-07 Imperial Chemical Industries Plc Bipyridilium herbicidal compositions
EP0556447A2 (en) * 1992-02-20 1993-08-25 Binney & Smith Inc. Surfactant composition and method of making the same
AU659183B2 (en) * 1992-02-20 1995-05-11 Binney & Smith Inc. Surfactant composition and method of making the same
US5487778A (en) * 1992-02-20 1996-01-30 Binney & Smith Inc. Surfactant composition and method of making the same
US5507863A (en) * 1992-02-20 1996-04-16 Binney & Smith Inc. Surfactant composition and method of making the same
US5599933A (en) * 1992-02-20 1997-02-04 Binney & Smith Inc. Surfactant composition and method of making the same
US5665695A (en) * 1992-02-20 1997-09-09 Binney & Smith Inc. Surfactant composition and method of making the same
EP0875503A3 (en) * 1992-02-20 1999-12-22 Binney & Smith Inc. Surfactant composition and method of making the same
EP1321460A3 (en) * 1992-02-20 2003-10-08 Binney & Smith Inc. Surfactant composition and method of making the same

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