JPS6229401B2 - - Google Patents

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Publication number
JPS6229401B2
JPS6229401B2 JP15603883A JP15603883A JPS6229401B2 JP S6229401 B2 JPS6229401 B2 JP S6229401B2 JP 15603883 A JP15603883 A JP 15603883A JP 15603883 A JP15603883 A JP 15603883A JP S6229401 B2 JPS6229401 B2 JP S6229401B2
Authority
JP
Japan
Prior art keywords
parts
insecticide
weight
methomyl
water
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
JP15603883A
Other languages
Japanese (ja)
Other versions
JPS6048904A (en
Inventor
Shizuo Kawamura
Gunji Takahashi
Akira Sakamoto
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.)
Kumiai Chemical Industry Co Ltd
Original Assignee
Kumiai 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 Kumiai Chemical Industry Co Ltd filed Critical Kumiai Chemical Industry Co Ltd
Priority to JP15603883A priority Critical patent/JPS6048904A/en
Publication of JPS6048904A publication Critical patent/JPS6048904A/en
Publication of JPS6229401B2 publication Critical patent/JPS6229401B2/ja
Granted legal-status Critical Current

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Description

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

〔発明の技術分野〕 この発明はS―メチル―N―〔(メチルカルバ
モイル)オキシ〕チオアセトイミデート(以下メ
ソミルと略記する場合がある)を活性成分として
含有する殺虫剤水和剤に関するものである。 〔従来技術〕 メソミルは強い殺虫力を有することから、そ
菜、茶、タバコ、稲等の農園芸作物に寄生して害
作用を及ぼす広範囲の害虫に対し、強力でしかも
速効的なカーバメート系殺虫剤として広く使用さ
れている。このメソミルは水に溶解する性質を持
つことから、固体希釈剤等と混合し、水和剤とし
て用いられることが多いが、この場合その水溶解
性を生かして作物汚染を防止するため、水溶性固
体希釈剤(キヤリヤー)を使用するのが一般的で
ある。ところでメソミルは劇物に指定され、経皮
毒性は弱いが、経口吸入毒性がかなり強い化合物
であり、農作業者の中毒防止のため、散布液の調
製に際して発塵しない製剤品を提供する必要があ
る。 一般に粉体製剤では発塵防止のために、流動パ
ラフイン、多価アルコール類、マシン油等の不揮
発性液体を若干量配合し、微粉体の発塵、漂流等
を抑止することが行われている。メソミルの水和
剤についても、エチレングリコール、ジエチレン
グリコール、ポリエチレングリコールおよび/ま
たは水を使い発塵性を防止した製剤が知られてい
る(特開昭53―81620号)。 しかしながら、このような従来のメソミル水和
剤は発塵防止性があまり顕著ではないとともに、
流動性に欠け、保管条件下、特に高温度に保管し
た場合、粉体に著しい固化現象が見られ、商品価
値を低下させるばかりでなく、散布液を調製する
際、水に溶解しにくく、作業が難渋していた。さ
らにメソミル水和剤の製造時の気象条件(温度、
湿度等)の影響を受け、固化性が変動するととも
に、混合機から貯蔵タンクに入れる場合に水和剤
の分級が起こり、活性成分のバラツキが生じやす
いなどの欠点があつた。 〔発明の目的〕 この発明は、上記のような従来の問題点を改善
するためのもので、発塵防止剤としてグリセリン
またはポリプロピレングリコールを配合すること
により、発塵防止性、流動性および固化防止性に
優れ、かつ製造時の気象条件の影響が少ないとと
もに、活性成分のバラツキが少ない殺虫剤水和剤
を提供することを目的としている。 〔発明の構成〕 この発明はS―メチル―N―〔(メチルカルバ
モイル)オキシ〕チオアセトイミデートおよび水
溶性キヤリヤーを含む組成物であつて、グリセリ
ンおよび平均分子量400〜1200のポリプロピレン
グリコールから選ばれる1種以上の化合物を1重
量%以上含有することを特徴とする殺虫剤水和剤
である。 本発明において活性成分として含有されるメソ
ミルは次式で表わされる化合物であり、本発明の
組成物中20〜80重量%、好ましくは40〜60重量%
配合される。 水溶性キヤリヤーとしては、一般に水和剤用に
使用されている水溶性固体希釈剤、例えば硫酸ア
ンモニウム、硫酸ナトリウム、尿素などが使用で
き、本発明の組成物中30〜70重量%、好ましくは
30〜50重量%配合される。 グリセリンおよびポリプロピレングリコールは
発塵防止剤として使用されるもので、1種単独ま
たは2種以上の組合せ使用が可能であり、ポリプ
ロピレングリコールは平均分子量400〜1200のも
のを使用する。ポリプロピレングリコールの平均
分子量が400〜1200に限定されるのは、この範囲
外では発塵防止性または固化防止性に欠けるため
である。グリセリンおよび/またはポリプロピレ
ングリコールは本発明組成物中1重量%以上配合
されるが、1重量%未満では発塵防止性に欠け、
また5重量%を越えると、粉体の流動性を阻害
し、経済的にも実用的ではないので、1〜5重量
%とするのが望ましい。 本発明の殺虫剤水和剤は、組成物中に前記成分
以外に、吸油性鉱物質微粉体、着色剤および界面
活性剤等の他のを配合することもできる。吸油性
鉱物質微粉体としては、ゼオライト、硅そう土等
があげられる。また界面活性剤としては、アルキ
ルベンゼンスルホン酸塩、β―ナフタリンスルホ
ン酸ホルマリン縮合物の塩など、水和剤用として
一般に使用されているものが使用できる。好まし
い配合比率は、吸油性鉱物質微粉体が3〜5重量
%、着色剤が0.01〜0.1重量%、界面活性剤が0.1
〜1重量%である。 本発明の殺虫剤水和剤は上記成分を配合したも
のであり、水溶性キヤリヤーと発塵防止剤を混合
したのち、メソミルを混合し、他の成分は最後に
混合して製造するのが好ましいが、他の順序で混
合してもよい。 以上により得られる殺虫剤水和剤は、水に溶解
して散布液を調製し、田畑等に散布し、殺虫剤と
して使用される。 〔発明の効果〕 本発明によれば、メソミルおよび水溶性キヤリ
ヤーを含む組成物中に、グリセリンおよび平均分
子量400〜1200のポリプロピレングリコールから
選ばれる1種以上の化合物を1重量%以上配合し
たので、発塵防止性、流動性および固化防止性が
優れ、かつ製剤時の温度、湿度等の気象条件の影
響が少ないとともに、活性成分のバラツキが少な
いなどの効果が得られる。 〔発明の実施例〕 次に本発明の実施例について説明する。各例
中、部は重量部を示す。 (実施例 1) ナウタミキサーにあらかじめ粉砕した硫酸アン
モニウム42部を入れ、撹拌しながらグリセリン3
部を滴下して15分間混合したのち、メソミル原体
52部を加えて10分間混合を続け、最後にゼオライ
ト3部を加えて5分間混合均質化し製品とする。 (実施例 2) リボンミキサーにあらかじめ粉砕した硫酸アン
モニウム42部を入れ、撹拌しながら平均分子量
400のポリプロピレングリコール3部を滴下して
15分間混合したのち、メソミル原体52部を加えて
10分間混合を続け、最後にゼオライト3部を加え
て5分間混合均質化し製品とする。 (実施例 3) ナウタミキサーに硫酸ナトリウム41部を入れ、
撹拌しながら平均分子量1200のポリプロピレング
リコール4部を滴下して15分間混合したのち、メ
ソミル原体52部を加えて10分間混合を続け、最後
にゼオライト3部を加えて5分間混合均質化し製
品とする。 次に本発明の効果を試験例により具体的に説明
する。各試験例における試験法は以下の記載に従
つた。 (1) 発塵性試験法 試料20gを1容マヨネーズ瓶に入れ、上下に
激しく振とうし、静置してから浮遊性粒子が殆ど
沈降するまでの時間を、肉眼観察により次の基準
に従つて判定した。 沈降に要した時間 判 定 15秒未満 〇 15秒〜30秒未満 △ 30秒以上 × (2) 固化性試験法 試料100gをアルミニウム袋に入れて密封した
後、約25g/cm2に相当する圧力を加え、40℃、50
℃、60℃の恒温器に24時間保存した後、アルミニ
ウム袋か取り出して肉眼観察し、次の基準に従つ
て判定した。 (−) 変化なし、固化の傾向が見られない (±) わずかに固化が認められる程度 (+) 固化が認められるが指でつまむことがで
きない (〓) 固化が認められ指でつまむことができ
る (〓) 大きな塊りを認め、指でつまんだもな
かなか壊すことができない、また水への溶解が
悪くなる。 (〓) 袋全体がブロツク状に固化し、著しく溶
解しにくい。 (3) 流動性試験法 粉剤の流動性試験法〔農薬生産技術22,54
(1970)〕に準拠し、バイブレーター(ナシヨナル
EU―17)に直結した円筒(内径50mm、高さ55
mm)の底部に10メツシユの金網を置き、それに試
料50gを取りバイブレーターを始動して、初めの
10gが落下した時点から次の30gが落下するまで
の時間(秒)を測定した。好ましい流動性は20秒
以内である。 (4) 活性成分の変動係数 製品貯蔵タンク(1mm×1mm×1mm)に水和剤
を貯留して1日後に、タワクの高さ方向に20cmの
間隔で5個所から試料0.1gを採取し、アセトニ
トリル20mlでメソミルを抽出し、荷体クロマトグ
ラフイによつてメソミルの含有量を測定し、次式
によつて変動係数を求めた。この変動係数は水和
剤中のメソミルのバラツキを示し、数値が大きい
ほどバラツキが大きいことを示す。 変動係数(CV)=5点測定値の標準偏差/5点測定値の
平均値×100 (試験例1) 発塵性および固化性試験 メソミル原体52部、発塵防止剤0.5〜4.0部、ゼ
オライト3部および粉砕硫酸アンモニウム残部
(だだし全量で100部)の組成物であつて、実施例
2に準じて製品とした水和剤について、発塵性お
よび固化性試験を行つた。結果を第1表に示す。
表中PPGはポリプロピレングリコールを示し、ま
た( )内の#を付した数字はポリエチレングリ
コールまたはプロピレングリコールの平均分子量
を示す(以下の試験例において同じ)。
[Technical Field of the Invention] This invention relates to an insecticide wettable powder containing S-methyl-N-[(methylcarbamoyl)oxy]thioacetimidate (hereinafter sometimes abbreviated as methomyl) as an active ingredient. be. [Prior art] Methomyl has strong insecticidal power, and is therefore a powerful and fast-acting carbamate insecticide that can be used against a wide range of pests that parasitize and cause harm to agricultural and horticultural crops such as vegetable, tea, tobacco, and rice. It is widely used as Since methomyl has the property of being soluble in water, it is often mixed with a solid diluent and used as a wettable powder. It is common to use a solid diluent (carrier). By the way, methomyl is a compound that is designated as a deleterious substance and has low dermal toxicity, but very strong oral inhalation toxicity.To prevent poisoning among farm workers, it is necessary to provide formulations that do not generate dust when preparing the spray solution. . Generally, powder formulations are mixed with a small amount of non-volatile liquid such as liquid paraffin, polyhydric alcohols, machine oil, etc. to prevent dust generation and drifting of the fine powder. . Regarding methomyl wettable powders, formulations are known that use ethylene glycol, diethylene glycol, polyethylene glycol, and/or water to prevent dust generation (Japanese Patent Application Laid-open No. 81620/1983). However, such conventional methomyl hydrating agents do not have very remarkable dust generation prevention properties, and
Due to the lack of fluidity, under storage conditions, especially at high temperatures, the powder will show a significant solidification phenomenon, which not only reduces the commercial value, but also makes it difficult to dissolve in water when preparing the spray solution, making it difficult to work. was difficult. Furthermore, the weather conditions (temperature,
The solidification properties of the wettable powder fluctuate due to the influence of humidity (humidity, etc.), and the wettable powder tends to be classified when it is put into the storage tank from the mixer, which tends to cause variations in the active ingredients. [Purpose of the Invention] This invention is intended to improve the above-mentioned conventional problems. By incorporating glycerin or polypropylene glycol as a dust prevention agent, dust prevention, fluidity, and solidification prevention are achieved. The purpose of the present invention is to provide an insecticide wettable powder that has excellent properties, is less affected by weather conditions during production, and has less variation in active ingredients. [Structure of the Invention] The present invention is a composition comprising S-methyl-N-[(methylcarbamoyl)oxy]thioacetimidate and a water-soluble carrier selected from glycerin and polypropylene glycol having an average molecular weight of 400 to 1200. This is an insecticide wettable powder characterized by containing 1% by weight or more of one or more types of compounds. Methomyl contained as an active ingredient in the present invention is a compound represented by the following formula, and is 20 to 80% by weight, preferably 40 to 60% by weight in the composition of the present invention.
It is blended. As the water-soluble carrier, water-soluble solid diluents commonly used for wettable powders, such as ammonium sulfate, sodium sulfate, urea, etc., can be used, and preferably 30 to 70% by weight of the composition of the present invention.
It is blended in an amount of 30 to 50% by weight. Glycerin and polypropylene glycol are used as dust prevention agents, and can be used singly or in combination of two or more, and polypropylene glycol having an average molecular weight of 400 to 1,200 is used. The reason why the average molecular weight of polypropylene glycol is limited to 400 to 1,200 is that outside this range, it lacks anti-dusting properties or anti-caking properties. Glycerin and/or polypropylene glycol is blended in the composition of the present invention in an amount of 1% by weight or more, but if it is less than 1% by weight, it lacks dust prevention properties.
Moreover, if it exceeds 5% by weight, the fluidity of the powder will be inhibited and it will be economically impractical, so it is desirable to set it to 1 to 5% by weight. In addition to the above-mentioned components, the insecticide wettable powder of the present invention can also contain other components such as oil-absorbing mineral fine powder, coloring agents, and surfactants. Examples of the oil-absorbing mineral fine powder include zeolite and silica earth. As the surfactant, those commonly used for wettable powders such as alkylbenzene sulfonate and salt of β-naphthalene sulfonic acid formalin condensate can be used. The preferred blending ratio is 3-5% by weight of oil-absorbing mineral fine powder, 0.01-0.1% by weight of colorant, and 0.1% by weight of surfactant.
~1% by weight. The insecticide wettable powder of the present invention is a mixture of the above components, and is preferably produced by mixing a water-soluble carrier and a dust prevention agent, then mixing methomyl, and mixing the other components last. However, they may be mixed in other orders. The insecticide wettable powder obtained as described above is dissolved in water to prepare a spraying liquid, which is then sprayed on fields and the like to be used as an insecticide. [Effects of the Invention] According to the present invention, at least 1% by weight of one or more compounds selected from glycerin and polypropylene glycol having an average molecular weight of 400 to 1200 is blended into the composition containing methomyl and a water-soluble carrier. It has excellent dust prevention properties, fluidity, and solidification prevention properties, is less affected by weather conditions such as temperature and humidity during formulation, and has other effects such as less variation in active ingredients. [Embodiments of the Invention] Next, embodiments of the present invention will be described. In each example, parts indicate parts by weight. (Example 1) Add 42 parts of pre-pulverized ammonium sulfate to a Nauta mixer, and add 3 parts of glycerin while stirring.
After mixing for 15 minutes, add methomyl drug substance.
Add 52 parts and continue mixing for 10 minutes, and finally add 3 parts of zeolite and mix for 5 minutes to homogenize to obtain a product. (Example 2) Add 42 parts of pre-pulverized ammonium sulfate to a ribbon mixer, and adjust the average molecular weight while stirring.
Drop 3 parts of 400 polypropylene glycol
After mixing for 15 minutes, add 52 parts of methomyl raw material.
Continue mixing for 10 minutes, and finally add 3 parts of zeolite and mix for 5 minutes to homogenize to form a product. (Example 3) Put 41 parts of sodium sulfate into a Nauta mixer,
While stirring, drop 4 parts of polypropylene glycol with an average molecular weight of 1200 and mix for 15 minutes. Add 52 parts of methomyl and continue mixing for 10 minutes. Finally, add 3 parts of zeolite and mix for 5 minutes to homogenize. do. Next, the effects of the present invention will be specifically explained using test examples. The test method in each test example was as described below. (1) Dust generation test method: Place 20 g of the sample in a 1-volume mayonnaise bottle, shake vigorously up and down, let it stand, and observe with the naked eye the time until most of the suspended particles have settled, according to the following criteria. I made a judgment. Time required for settling Judgment Less than 15 seconds 〇 15 seconds to less than 30 seconds △ More than 30 seconds × (2) Solidification test method After placing 100 g of sample in an aluminum bag and sealing it, apply a pressure equivalent to approximately 25 g/cm 2 Add, 40℃, 50
After storing it in a thermostat at 60°C for 24 hours, the aluminum bag was taken out and visually observed, and judged according to the following criteria. (-) No change, no tendency to solidify (±) Slight solidification (+) Solidification but cannot be pinched with fingers (〓) Solidification is observed and can be picked with fingers (〓) A large lump is observed, and even if you pick it up with your fingers, it is difficult to break it up, and it becomes difficult to dissolve in water. (〓) The entire bag solidified into a block shape and was extremely difficult to dissolve. (3) Flowability test method Flowability test method for powders [Pesticide Production Technology 22 , 54
(1970)], the vibrator (National
EU-17) directly connected to a cylinder (inner diameter 50mm, height 55mm)
Place a 10-mesh wire mesh at the bottom of the tube (mm), place 50 g of the sample on it, start the vibrator, and start the first
The time (seconds) from the point when 10 g was dropped until the next 30 g was dropped was measured. The preferred fluidity is within 20 seconds. (4) Coefficient of variation of active ingredients One day after storing the hydrating agent in the product storage tank (1 mm x 1 mm x 1 mm), 0.1 g samples were collected from 5 locations at 20 cm intervals in the height direction of the tawak. Methomyl was extracted with 20 ml of acetonitrile, the content of methomyl was measured by cargo chromatography, and the coefficient of variation was determined using the following formula. This coefficient of variation indicates the dispersion of methomyl in the wettable powder, and the larger the value, the greater the dispersion. Coefficient of variation (CV) = Standard deviation of 5-point measurements / Average value of 5-point measurements x 100 (Test Example 1) Dust generation and solidification test Methomyl raw material 52 parts, dust generation prevention agent 0.5 to 4.0 parts, A hydrating powder containing 3 parts of zeolite and the remainder of ground ammonium sulfate (100 parts in total) was produced in accordance with Example 2, and was subjected to dusting and solidification tests. The results are shown in Table 1.
In the table, PPG indicates polypropylene glycol, and the number with a # in parentheses indicates the average molecular weight of polyethylene glycol or propylene glycol (same in the following test examples).

【表】【table】

【表】 (試験例2) 発塵性および固化性試験 メソミル原体52部、発塵防止剤3部、ゼオライ
ト3部および粉砕硫酸アンモニウム42部の組成物
であつて、実施例1に準じて製品とした水和剤に
ついて、発塵性および固化性試験を行つた。結果
を第2表に示す。
[Table] (Test Example 2) Dust generation and solidification test A composition of 52 parts of methomyl raw material, 3 parts of dust prevention agent, 3 parts of zeolite and 42 parts of ground ammonium sulfate was prepared according to Example 1. Dust generation and solidification tests were conducted on the wettable powder. The results are shown in Table 2.

【表】 (試験例3) 発塵性、流動性および活性成分の
変動係数 メソミル原体52部、発塵防止剤3部、ゼオライ
ト3部および粉砕硫酸アンモニウム42部の組成物
であつて、実施例1に準じて混合撹拌し、均質化
した水和剤について、発塵性および流動性試験な
らびに活性成分の変動係数の測定を行つた。製造
時作業場温度5℃、相対湿度40%、天気晴の条件
で製造した水和剤の試験結果を第3表に示し、製
造時作業場温度25℃、相対湿度80%、天気雨の条
件で製造した水和剤の試験結果を第4表に示す。
[Table] (Test Example 3) Dust generation property, fluidity, and coefficient of variation of active ingredient A composition of 52 parts of methomyl raw material, 3 parts of dust generation inhibitor, 3 parts of zeolite, and 42 parts of ground ammonium sulfate. The wettable powders were homogenized by mixing and stirring according to 1. Dust generation and fluidity tests were conducted, and the coefficient of variation of the active ingredient was measured. Table 3 shows the test results for hydrating powders manufactured under conditions of a manufacturing workplace temperature of 5°C, relative humidity of 40%, and sunny weather. Table 4 shows the test results of the wettable powders.

【表】【table】

【表】 以上の結果より、本発明区のものは比較区のも
のに比べて発塵防止性、固化防止性および流動性
において優れているとともに、製造時の気象条件
の影響をほとんど受けず、活性成分のバラツキが
少ない水和剤を得られることが認められる。
[Table] From the above results, the products of the present invention are superior to those of the comparison group in dust generation prevention properties, anti-caking properties, and fluidity, and are almost unaffected by weather conditions during production. It is recognized that a hydrating agent with less variation in active ingredients can be obtained.

Claims (1)

【特許請求の範囲】 1 S―メチル―N―〔(メチルカルバモイル)
オキシ〕チオアセトイミデートおよび水溶性キヤ
リヤーを含む組成物であつて、グリセリンおよび
平均分子量400〜1200のポリプロピレングリコー
ルから選ばれる1種以上の化合物を1重量%以上
含有することを特徴とする殺虫剤水和剤。 2 組成物が吸油性鉱物質微粉体を含む特許請求
の範囲第1項記載の殺虫剤水和剤。 3 水溶性キヤリヤーが硫酸アンモニウム、硫酸
ナトリウムまたは尿素である特許請求の範囲第1
項または第2項記載の殺虫剤水和物。 4 吸油性鉱物質微粉体がゼオライトまたは珪そ
う土である特許請求の範囲第2項または第3項記
載の殺虫剤水和物。
[Claims] 1 S-methyl-N-[(methylcarbamoyl)
An insecticide comprising a composition containing oxy]thioacetimidate and a water-soluble carrier, the composition containing 1% by weight or more of one or more compounds selected from glycerin and polypropylene glycol having an average molecular weight of 400 to 1200. Hydrating agent. 2. The insecticide wettable powder according to claim 1, wherein the composition contains oil-absorbing mineral fine powder. 3. Claim 1 in which the water-soluble carrier is ammonium sulfate, sodium sulfate or urea.
Insecticide hydrate according to item 1 or 2. 4. The insecticide hydrate according to claim 2 or 3, wherein the oil-absorbing mineral fine powder is zeolite or diatomaceous earth.
JP15603883A 1983-08-26 1983-08-26 Stable wettable powder of insecticide Granted JPS6048904A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP15603883A JPS6048904A (en) 1983-08-26 1983-08-26 Stable wettable powder of insecticide

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP15603883A JPS6048904A (en) 1983-08-26 1983-08-26 Stable wettable powder of insecticide

Publications (2)

Publication Number Publication Date
JPS6048904A JPS6048904A (en) 1985-03-16
JPS6229401B2 true JPS6229401B2 (en) 1987-06-25

Family

ID=15618957

Family Applications (1)

Application Number Title Priority Date Filing Date
JP15603883A Granted JPS6048904A (en) 1983-08-26 1983-08-26 Stable wettable powder of insecticide

Country Status (1)

Country Link
JP (1) JPS6048904A (en)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3834875A1 (en) * 1988-10-13 1990-04-19 Sandoz Ag DUST-FREE COMPOSITIONS
EP0893058A1 (en) * 1993-08-05 1999-01-27 Shell Internationale Researchmaatschappij B.V. Solid formulation

Also Published As

Publication number Publication date
JPS6048904A (en) 1985-03-16

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