JP2770400B2 - Pesticide solid formulation - Google Patents
Pesticide solid formulationInfo
- Publication number
- JP2770400B2 JP2770400B2 JP1099736A JP9973689A JP2770400B2 JP 2770400 B2 JP2770400 B2 JP 2770400B2 JP 1099736 A JP1099736 A JP 1099736A JP 9973689 A JP9973689 A JP 9973689A JP 2770400 B2 JP2770400 B2 JP 2770400B2
- Authority
- JP
- Japan
- Prior art keywords
- parts
- water
- solid preparation
- added
- mixture
- 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 - Fee Related
Links
Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/12—Powders or granules
- A01N25/14—Powders or granules wettable
Landscapes
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Health & Medical Sciences (AREA)
- Toxicology (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Agronomy & Crop Science (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Description
【発明の詳細な説明】 〈産業上の利用分野〉 本発明は、水で希釈した際に容易に乳化する固型製剤
に関するものである。DETAILED DESCRIPTION OF THE INVENTION <Industrial Application Field> The present invention relates to a solid preparation which is easily emulsified when diluted with water.
〈従来の技術および解決すべき課題〉 農薬乳剤は、農薬原体と界面活性剤とを有機溶媒に溶
解し、均一な溶液としたもので、取扱いが簡単で安定し
た効力を発揮させることができる製剤形態である。<Conventional technology and problems to be solved> Agrochemical emulsions are obtained by dissolving a pesticide bulk material and a surfactant in an organic solvent to form a uniform solution, which can be easily handled and exhibit stable efficacy. It is a formulation form.
しかしながら、農薬乳剤は多量の有機溶媒を含んでい
るために、有機溶媒の揮散による大気汚染や臭気の問題
および引火性の問題などがある。また、場合により植物
体への薬害の問題が生じることもある。However, since the pesticide emulsion contains a large amount of organic solvent, there are problems such as air pollution, odor and flammability due to evaporation of the organic solvent. In some cases, a problem of phytotoxicity to a plant may occur.
これに対して、従来乳剤の粉末化について種々検討が
なされてきた。例えば、澱粉、セルロース粉末、尿素、
コルク粉末、無機珪酸塩類、II型無水石膏等を基剤とし
て乳剤を吸着させる方法が報告されているが、これまで
の技術では流動性のある粉末乳剤を得ようとすると吸着
させることのできる乳剤の量が少なかったり、水で希釈
したときの乳化性が充分でないなどの問題があった。On the other hand, various studies have been made on powdering of emulsions. For example, starch, cellulose powder, urea,
A method of adsorbing an emulsion based on cork powder, inorganic silicates, type II anhydrous gypsum, etc. has been reported, but in the prior art, an emulsion that can be adsorbed in order to obtain a fluid powder emulsion And the emulsifiability when diluted with water was insufficient.
〈課題を解決するための手段〉 本発明者らは、優れた農薬固型乳剤を得るために種々
検討を重ねた結果、流動性が良好でかつ水に容易に乳化
する農薬固型製剤の製法を見出し、本発明を完成した。<Means for Solving the Problems> The present inventors have conducted various studies to obtain an excellent pesticidal solid emulsion, and as a result, have found that a method for producing a pesticidal solid preparation which has good flowability and is easily emulsified in water. And completed the present invention.
即ち、本発明は農薬原体と室温で固型状を呈するポリ
エチレングリコール、ポリオキシエチレンポリオキシプ
ロピレングリコール、ポリオキシエチレンポリオキシブ
チレングリコールおよびポリオキシエチレンポリオキシ
プロピレンポリオキシブチレングリコールから選ばれる
一種以上の水溶性高分子とを加熱溶融し、これに界面活
性剤、溶媒および／または水溶性担体を加えまたは加え
ずに、冷却固化させることにより得られる農薬固型製剤
を提供するものである。That is, the present invention relates to a pesticidal drug substance and a solid form at room temperature, polyethylene glycol, polyoxyethylene polyoxypropylene glycol, polyoxyethylene polyoxybutylene glycol, and at least one selected from polyoxyethylene polyoxypropylene polyoxybutylene glycol. And a water-soluble polymer, which is heated and melted, and solidified by cooling with or without the addition of a surfactant, a solvent and / or a water-soluble carrier, to provide an agricultural chemical solid preparation.
一般に、室温で液状の農薬原体を固型化することは難
しく、また室温で半固型状の農薬原体は固型化すること
の困難性のみならず得られた製剤品の保存安定性におい
ても問題があった。しかし、本願の方法によればこれら
融点が70℃以下の農薬原体においても優れた農薬固型製
剤が得られるものである。In general, it is difficult to solidify a pesticide drug substance that is liquid at room temperature, and a semi-solid pesticide drug substance at room temperature is not only difficult to solidify, but also the storage stability of the resulting pharmaceutical product Also had problems. However, according to the method of the present application, excellent pesticidal solid preparations can be obtained even with these pesticide raw materials having a melting point of 70 ° C. or less.
尚、ここでいう農薬原体は必ずしも単一の化合物を意
味するものではなく、二種以上の化合物からなる混合物
の場合も含んでいる。その場合は該混合物の融点が70℃
以下であるものを対象としている。Here, the pesticide drug substance does not necessarily mean a single compound, but also includes a mixture of two or more compounds. In that case, the melting point of the mixture is 70 ° C
It is intended for:
本発明において用いられるポリエチレングリコールと
しては、平均分子量が1000以上のものが挙げられ、水溶
解性などの点から特に平均分子量が4000〜20000のもの
が好ましい。Examples of the polyethylene glycol used in the present invention include those having an average molecular weight of 1,000 or more, and those having an average molecular weight of 4,000 to 20,000 are particularly preferable from the viewpoint of water solubility.
ポリオキシエチレンポリオキシプロピレングリコール
としては、通常、分子中のエチレンオキシド重量が80％
以上であり、かつプロピレンオキシド部分の平均分子量
が1000以上のものが用いられる。As polyoxyethylene polyoxypropylene glycol, the weight of ethylene oxide in the molecule is usually 80%.
Those having a propylene oxide portion average molecular weight of 1000 or more are used.
ポリオキシエチレンポリオキシブチレングリコールお
よびポリオキシエチレンポリオキシプロピレンポリオキ
シブチレングリコールとして、通常、分子中のエチレン
オキシド重量が80％以上であり、ブチレンオキシド部分
またはプロピレンオキシド部分の平均分子量が1000以上
のものが用いられる。As polyoxyethylene polyoxybutylene glycol and polyoxyethylene polyoxypropylene polyoxybutylene glycol, those having an ethylene oxide weight of 80% or more in the molecule and an average molecular weight of the butylene oxide portion or the propylene oxide portion of 1000 or more are usually used. Used.
尚、ここで室温で固型状を呈するとは、具体的には融
点が約30℃以上であるという意味である。Here, to exhibit a solid form at room temperature means specifically that the melting point is about 30 ° C. or higher.
ポリエチレングリコール等の水溶性高分子の具体例と
しては平均分子量が1000、4000、6000、10000、20000の
ポリエチレングリコール（以下、各々PEG-1000、PEG-40
00、PEG-6000、PEG-10000、PEG-20000と記す。）、ニュ
ーポールPE-68（三洋化成株式会社製、分子中のエチ
レンオキシド重量が80％、プロピレンオキシド部分の平
均分子量が1750のポリオキシエチレンポリオキシプロピ
レングリコール）、ニューポールPE-78（同上、分子
中のエチレンオキシド重量が80％、プロピレンオキシド
部分の平均分子量が2050のポリオキシエチレンポリオキ
シプロピレングリコール）、ニューポールPE-88（同
上、分子中のエチレンオキシド重量が80％、プロピレン
オキシド部分の平均分子量が2250のポリオキシエチレン
ポリオキシプロピレングリコール）、ニューポールPE
-108（同上、分子中のエチレンオキシド重量が80％、プ
ロピレンオキシド部分の平均分子量が3250のポリオキシ
エチレンポリオキシプロピレングリコール）等が挙げら
れ、これらは単品でまたは適宜混合して用いてもよい。
尚、その使用量は最終の製剤品が固型状になる量、即ち
通常全組成物重量に対して50〜90重量％である。Specific examples of the water-soluble polymer such as polyethylene glycol include polyethylene glycol having an average molecular weight of 1,000, 4000, 6000, 10,000, and 20,000 (hereinafter, PEG-1000 and PEG-40, respectively).
00, PEG-6000, PEG-10000, PEG-20000. ), Newpole PE-68 (manufactured by Sanyo Chemical Industries, Ltd., polyoxyethylene polyoxypropylene glycol having an ethylene oxide weight of 80% in the molecule and an average molecular weight of the propylene oxide portion of 1750), Newpole PE-78 (same as above, molecular Polyoxyethylene polyoxypropylene glycol with an ethylene oxide weight of 80% and an average molecular weight of the propylene oxide portion of 2050), and Newpole PE-88 (as above, with an ethylene oxide weight of 80% and an average molecular weight of the 2250 polyoxyethylene polyoxypropylene glycol), Newpol PE
-108 (same as above, polyoxyethylene polyoxypropylene glycol having an ethylene oxide weight of 80% in the molecule and an average molecular weight of the propylene oxide portion of 3250) and the like, and these may be used alone or in an appropriate mixture.
The amount used is an amount that makes the final pharmaceutical product solid, that is, usually 50 to 90% by weight based on the total weight of the composition.
本発明において、農薬原体と水溶性高分子とを溶融す
る際に界面活性剤を加えても良く、用いられる界面活性
剤としてはグリセリン脂肪酸エステル、ショ糖脂肪酸エ
ステル、ソルビタン脂肪酸エステル、脂肪酸塩、アルキ
ル硫酸エステル、アルキルベンゼンスルホン酸塩、アル
キルアミン塩、第四級アンモニウム塩、アルキルアリー
ルエーテルおよびそのポリオキシエチレン化物、高級ア
ルコールエチレンオキシド付加物、ニューポールPE-6
4（三洋化成株式会社製、分子中のエチレンオキシド重
量が40％、プロピレンオキシド部分の平均分子量が1750
のポリオキシエチレンポリオキシプロピレングリコー
ル）等の室温で液状またはぺースト状のポリオキシエチ
レンポリオキシプロピレングリコールなどが挙げられ
る。これらの界面活性剤は単独でまたは任意に混合して
用いられ、その添加量は製剤中0.1〜20重量％、好まし
くは１〜10重量％である。該界面活性剤は加熱溶融の際
に液体となるものが好ましいが、必ずしも液体となる必
要はなく、製剤品を水で希釈する際に水に溶解するもの
であれば良い。In the present invention, a surfactant may be added when the pesticidal drug substance and the water-soluble polymer are melted, and the surfactant used is glycerin fatty acid ester, sucrose fatty acid ester, sorbitan fatty acid ester, fatty acid salt, Alkylsulfates, alkylbenzene sulfonates, alkylamine salts, quaternary ammonium salts, alkylaryl ethers and their polyoxyethylenates, higher alcohol ethylene oxide adducts, Newpol PE-6
4 (manufactured by Sanyo Chemical Co., Ltd., the weight of ethylene oxide in the molecule is 40%, the average molecular weight of the propylene oxide portion is 1750
And polyoxyethylene polyoxypropylene glycol in liquid or paste form at room temperature. These surfactants are used singly or arbitrarily as a mixture, and the added amount is 0.1 to 20% by weight, preferably 1 to 10% by weight in the preparation. The surfactant is preferably liquid when heated and melted, but is not necessarily liquid, and may be any as long as it can be dissolved in water when the product is diluted with water.
また、農薬原体の融点が０〜70℃の範囲である場合や
界面活性剤が室温でぺースト状もしくは固体である場合
等には、製造時の粘度を下げ、さらに低温で保存した際
の原体の結晶化を防ぐために、必要により溶媒を少量加
えてもよい。該溶媒としては、通常不揮発性溶媒または
低揮発性溶媒が用いられる。このような粘度調節および
原体の結晶化防止の目的で用いられる溶媒としては、植
物油、鉱物油、流動パラフィン、芳香族炭化水素、ケト
ン類、平均分子量200〜600の室温で液状を呈するポリエ
チレングリコール、ポリプロピレングリコール、グリコ
ールエーテル類等が挙げられ、その添加量は農薬原体に
対して通常10〜1000重量％、好ましくは30〜200重量％
である。In addition, when the melting point of the pesticidal drug substance is in the range of 0 to 70 ° C. or when the surfactant is a paste or solid at room temperature, the viscosity at the time of production is lowered, and the In order to prevent crystallization of the drug substance, a small amount of a solvent may be added as necessary. As the solvent, a non-volatile solvent or a low-volatile solvent is usually used. Examples of the solvent used for the purpose of adjusting the viscosity and preventing crystallization of the raw material include vegetable oil, mineral oil, liquid paraffin, aromatic hydrocarbons, ketones, and polyethylene glycol which is liquid at room temperature with an average molecular weight of 200 to 600. , Polypropylene glycol, glycol ethers and the like, the amount of which is usually 10 to 1000% by weight, preferably 30 to 200% by weight based on the pesticidal drug substance.
It is.
また、本発明において農薬原体と水溶性高分子とを溶
融する際に水溶性担体を加えても良く、用いられる水溶
性担体としてはヒドロキシプロピルセルロース、CMCナ
トリウム等の水溶性高分子や尿素、乳糖、硫安、ショ
糖、食塩、芒硝などが挙げられ、これらの水溶性担体
は、散布時の希釈倍率で溶解度以下の量を適宜加えるこ
とができる。In the present invention, a water-soluble carrier may be added when the pesticidal drug substance and the water-soluble polymer are melted.Examples of the water-soluble carrier used include hydroxypropyl cellulose, a water-soluble polymer such as sodium CMC, and urea. Examples thereof include lactose, ammonium sulfate, sucrose, salt, and sodium sulfate, and these water-soluble carriers can be appropriately added in an amount equal to or less than the solubility in a dilution ratio at the time of spraying.
尚、本発明の農薬固型製剤は、農薬原体、界面活性
剤、溶媒、水溶性担体の他に安定化剤、効力増強剤、着
色剤等を適宜加えることもできる。The solid agricultural chemical preparation of the present invention may optionally contain a stabilizer, an efficacy enhancer, a coloring agent, and the like in addition to the agricultural chemical bulk, a surfactant, a solvent, and a water-soluble carrier.
但し、鉱物質担体は本製品の性質上、添加されない。 However, no mineral carrier is added due to the nature of the product.
本発明の農薬固型製剤は、水で適当な希釈倍率に希釈
して使用される。The agricultural chemical solid preparation of the present invention is used after being diluted with water at an appropriate dilution ratio.
本発明で用いられる農薬原体の具体例を次に示すが、
本発明はこれらの例に限定されるものではない。Specific examples of the pesticidal drug substance used in the present invention are shown below,
The present invention is not limited to these examples.
これらの農薬原体は製剤中に通常１〜80重量％、好ま
しくは10〜40重量％含まれる。 These pesticidal drug substances are usually contained in the preparation in an amount of 1 to 80% by weight, preferably 10 to 40% by weight.
本発明の農薬固型製剤は例えば次のようにして製造さ
れる。The solid agricultural chemical preparation of the present invention is produced, for example, as follows.
室温で固型状を呈するポリエチレングリコール、ポリ
オキシエチレンポリオキシプロピレングリコール等の水
溶性高分子を、容器中50℃以上、通常80〜95℃に加熱
し、攪拌しながら農薬原体と必要により界面活性剤、溶
媒および／または水溶性担体を加え、均一に混合する。
こうして得られた溶媒混合物をバット、ガラス板等の上
にひろげて冷却固化し、次いで解砕、整粒して固型製剤
が得られる。より大規模な製造においては、上記溶融混
合物を冷却装置付チャンバーに噴霧、固化して固型製剤
を得ることができる。A water-soluble polymer such as polyethylene glycol or polyoxyethylene polyoxypropylene glycol that exhibits a solid form at room temperature is heated to 50 ° C. or higher, usually 80 to 95 ° C. in a container, and the interface between the pesticide bulk and the necessity while stirring. Add the activator, solvent and / or water-soluble carrier and mix homogeneously.
The solvent mixture thus obtained is spread on a vat, a glass plate or the like, cooled and solidified, then crushed and sized to obtain a solid preparation. In a larger-scale production, the molten mixture can be sprayed and solidified in a chamber with a cooling device to obtain a solid preparation.
〈実施例〉 以下、本発明を製造例および試験例にてさらに詳細に
説明するが、本発明はこれらの例のみに限定されるもの
ではない。<Examples> Hereinafter, the present invention will be described in more detail with reference to Production Examples and Test Examples, but the present invention is not limited to only these examples.
尚、以下の製造例において、部は重量部を表す。 In the following production examples, parts represent parts by weight.
製造例１ 化合物（１）、（２）、（３）、（４）、（５）、
（６）、（31）、（33）、（46）、（47）、（48）、
（49）または（66）の10部に各々PEG-6000 90部を加
え、80℃に加熱溶融してよく混合した。この溶融混合物
をガラス板上にひろげて冷却固化し、次いで解砕し、10
00〜297μに整粒して、顆粒状の農薬固型製剤を得た。Production Example 1 Compounds (1), (2), (3), (4), (5),
(6), (31), (33), (46), (47), (48),
90 parts of PEG-6000 was added to 10 parts of (49) or (66), and the mixture was heated and melted at 80 ° C. and mixed well. This molten mixture is spread on a glass plate, cooled and solidified, then crushed, and
It was sized to 00-297μ to obtain a granular pesticide solid preparation.
製造例２ 化合物（２）、（３）、（４）、（５）、（６）また
は（31）の10部に各々ニューポールPE-68（前述）90
部を加え、80℃に加熱溶融してよく混合した。この溶融
混合物をガラス板上にひろげて冷却固化し、次いで解砕
し、1000〜297μに整粒して、顆粒状の農薬固型製剤を
得た。Production Example 2 Newpol PE-68 (described above) 90 was added to 10 parts of each of the compounds (2), (3), (4), (5), (6) and (31).
The mixture was heated and melted at 80 ° C. and mixed well. The molten mixture was spread on a glass plate, cooled and solidified, then crushed, and sized to 1000 to 297 μ to obtain a granular pesticidal solid preparation.
製造例３ 化合物（２）、（３）または（31）の10部に各々ニュ
ーポールPE-68（前述）40部およびPEG-6000 50部を加
え、80℃に加熱溶融してよく混合した。この溶融混合物
をガラス板上にひろげて冷却固化し、次いで解砕し1000
〜297μに整粒して、顆粒状の農薬固型製剤を得た。Production Example 3 To 10 parts of the compound (2), (3) or (31), 40 parts of Newpol PE-68 (described above) and 50 parts of PEG-6000 were added, and the mixture was heated and melted at 80 ° C. and mixed well. The molten mixture is spread on a glass plate, cooled and solidified, and then crushed to 1000
It was sized to 〜297 μ to obtain a granular pesticide solid preparation.
製造例４ 化合物（31）10部、20部、30部または40部に各々ソル
ポール355LSA（東邦化学株式会社製界面活性剤）５部
およびPEG-6000を加えて全体を100部とし、これを80℃
に加熱溶融してよく混合した。この溶融混合物をガラス
板上にひろげて冷却固化し、次いで解砕し1000〜297μ
に整粒して、顆粒状の農薬固型製剤を得た。Production Example 4 To 10 parts, 20 parts, 30 parts or 40 parts of the compound (31), 5 parts of Solpol 355LSA (a surfactant manufactured by Toho Chemical Co., Ltd.) and PEG-6000 were added to make the whole 100 parts, ° C
And heated and mixed well. This molten mixture is spread on a glass plate, cooled and solidified, and then crushed to 1000-297 μ
To obtain a granular pesticidal solid preparation.
製造例５ 化合物（２）、（３）、（４）、（５）、（６）また
は（29）の10部に各々ハイゾールSAS-296（日石化学株
式会社製溶媒）20部およびソルポール3598（東邦化学
株式会社製界面活性剤）10部およびPEG-6000 60部を加
え、80℃に加熱溶融してよく混合した。この溶融混合物
をガラス板上にひろげて冷却固化し、次いで解砕し、10
00〜297μに整粒して、顆粒状の農薬固型製剤を得た。Production Example 5 In 10 parts of the compounds (2), (3), (4), (5), (6) or (29), 20 parts of Hisol SAS-296 (solvent manufactured by Nisseki Chemical Co., Ltd.) and SOLPOL 3598 were added. (Surfactant manufactured by Toho Chemical Co., Ltd.) 10 parts and PEG-6000 60 parts were added, and the mixture was heated and melted at 80 ° C. and mixed well. This molten mixture is spread on a glass plate, cooled and solidified, then crushed, and
It was sized to 00-297μ to obtain a granular pesticide solid preparation.
製造例６ 化合物（３）10部、ハイゾールSAS-296（前述）20部
およびソルポール3598（前述）10部にPEG-1000、PEG-
4000、PEG-20000、ニューポールPE-68（前述）、ニュ
ーポールPE-78（前述）、ニューポールPE-88（前
述）またはニューポールPE-108（前述）のいずれかを
60部加え、80℃に加熱溶融してよく混合した。この溶融
混合物をガラス板上にひろげて冷却固化し、次いで解砕
し、1000〜297μに整粒して顆粒状の農薬固型製剤を得
た。Production Example 6 PEG-1000 and PEG-Peptide were added to 10 parts of compound (3), 20 parts of Hisol SAS-296 (described above) and 10 parts of Solpol 3598 (described above).
4000, PEG-20000, New Pole PE-68 (described above), New Pole PE-78 (described above), New Pole PE-88 (described above) or New Pole PE-108 (described above)
60 parts were added, and the mixture was heated and melted at 80 ° C. and mixed well. The molten mixture was spread on a glass plate, cooled and solidified, then crushed, and sized to 1000 to 297 μ to obtain a granular pesticide solid preparation.
製造例７ 化合物（３）10部にPEG-20000 90部を加え、80℃に加
熱溶融してよく混合した。この溶融混合物を約50℃まで
冷却した後、−５℃に冷却したチャンバー内に噴霧し、
固化させて顆粒状の農薬固型製剤を得た。Production Example 7 90 parts of PEG-20000 was added to 10 parts of compound (3), and the mixture was heated and melted at 80 ° C. and mixed well. After cooling the molten mixture to about 50 ° C, it was sprayed into a chamber cooled to -5 ° C,
This was solidified to obtain a granular pesticide solid preparation.
製造例８ 化合物（１）20部にPEG-6000 80部を加え、80℃に加
熱溶融してよく混合した。この溶融混合物をガラス板上
にひろげて冷却固化し、次いで解砕し、1000〜297μに
整粒して、顆粒状の農薬固型製剤を得た。Production Example 8 80 parts of PEG-6000 was added to 20 parts of compound (1), and the mixture was heated and melted at 80 ° C. and mixed well. The molten mixture was spread on a glass plate, cooled and solidified, then crushed, and sized to 1000 to 297 μ to obtain a granular pesticidal solid preparation.
製造例９ 化合物（３）10部、ハイゾールSAS-296（前述）10部
およびソルポール3598（前述）５部にPEG-6000 60部
加え、80℃に加熱溶融してよく混合した。この溶融混合
物に乳糖、尿素または芒硝のいずれか15部を加えて分散
させた後、ガラス板上にひろげて冷却固化し、次いで解
砕し、1000〜297μに整粒して、顆粒状の農薬固型製剤
を得た。Production Example 9 60 parts of PEG-6000 was added to 10 parts of the compound (3), 10 parts of Hisol SAS-296 (described above) and 5 parts of Solpol 3598 (described above), and the mixture was heated and melted at 80 ° C. and mixed well. After adding 15 parts of lactose, urea or sodium sulfate to this molten mixture and dispersing it, spread it on a glass plate and solidify by cooling, then disintegrate, sieved to 1000 to 297μ, and granulated pesticide. A solid preparation was obtained.
比較例１ 化合物（31）、（33）または（34）10部に各々PEG-60
00の粉末90部を加え、乳鉢中乳棒でよく混合したが、い
ずれもべたつきが著しく流動性のある製剤品は得られな
かった。Comparative Example 1 PEG-60 was added to 10 parts of the compound (31), (33) or (34), respectively.
90 parts of powder was added and mixed well with a pestle in a mortar, but none of the preparations had a marked stickiness and a fluidity.
比較例２ 化合物（３）10部、ハイゾールSAS-296（前述）20部
およびソルポール3598（前述）10部にPEG-20000の粉
末60部加え、乳鉢中乳棒でよく混合したが、べたつきが
著しく流動性のある製剤品は得られなかった。Comparative Example 2 60 parts of PEG-20000 powder was added to 10 parts of compound (3), 20 parts of Hisol SAS-296 (described above) and 10 parts of Solpol 3598 (described above), and the mixture was mixed well with a pestle in a mortar. No efficacious formulation was obtained.
比較例３ 化合物（３）10部、ハイゾールSAS-296（前述）10
部、ソルポール3598（前述）５部、PEG-6000の粉末60
部に乳糖、尿素または芒硝の各々15部を加えよく混合し
たが、いずれもべたつきが著しく流動性のある製剤品は
得られなかった。Comparative Example 3 10 parts of compound (3), Hisol SAS-296 (described above) 10
Parts, Solpol 3598 (described above) 5 parts, PEG-6000 powder 60
Then, 15 parts each of lactose, urea and sodium sulfate were added to the mixture and mixed well, but none of the preparations was extremely sticky and had fluidity.
試験例１ 製造例１、２および３で得られた各々の顆粒状の農薬
固型製剤100mgを３度硬水100mlの入った250ml容共栓付
シリンダー内に加え、２秒に１回の割合で30回倒立を繰
り返し、乳化させたところ、いずれも顆粒が完全に溶解
した。次いで、シリンダーを15分間20℃の恒温槽内に保
ち乳化液の安定性を調べたところ、いずれも、分離した
オイルクリームはほとんど見られなかった。Test Example 1 100 mg of each of the granular pesticidal solid preparations obtained in Production Examples 1, 2 and 3 was added into a 250 ml stoppered cylinder containing 100 ml of hardened water three times, at a rate of once every two seconds. Repeated inversion and emulsification resulted in complete dissolution of the granules in each case. Next, the cylinder was kept in a thermostat at 20 ° C. for 15 minutes to examine the stability of the emulsion. As a result, almost no separated oil cream was observed.
試験例２ 製造例４、５および６で得られた各々の顆粒状の農薬
固型製剤1gを３度硬水100mlの入った250ml容共栓付シリ
ンダー内に加え、２秒に１回の割合で30回倒立を繰り返
し、乳化させたところ、いずれも顆粒が完全に溶解し
た。次いで、シリンダーを２時間20℃の恒温槽内に保ち
乳化液の安定性を調べたところ、いずれも、分離したオ
イルクリームはほとんど見られなかった。Test Example 2 1 g of each granular pesticidal solid preparation obtained in Production Examples 4, 5 and 6 was added into a 250 ml stoppered cylinder containing 100 ml of hardened water 3 times, at a rate of once every 2 seconds. Repeated inversion and emulsification resulted in complete dissolution of the granules in each case. Next, the cylinder was kept in a thermostat at 20 ° C. for 2 hours to examine the stability of the emulsion. As a result, almost no separated oil cream was observed.
試験例３ 製造例９で得られた各々の顆粒状の農薬固型製剤1gを
３度硬水100mlの入った250ml容共栓付シリンダー内に加
え、２秒に１回の割合で30回倒立を繰り返し、乳化させ
たところ、いずれも顆粒が完全に溶解した。次いで、シ
リンダーを２時間20℃の恒温槽内に保ち乳化液の安定性
を調べたところ、いずれも、分離したオイルクリームは
ほとんど見られなかった。Test Example 3 1 g of each granular pesticidal solid preparation obtained in Production Example 9 was added into a 250-ml stoppered cylinder containing 100 ml of hardened water 3 times, and the mixture was inverted 30 times at a rate of once every 2 seconds. After emulsification, the granules were completely dissolved in each case. Next, the cylinder was kept in a thermostat at 20 ° C. for 2 hours to examine the stability of the emulsion. As a result, almost no separated oil cream was observed.
参考例 製造例８で得られた本発明の農薬固型製剤について、
ICR系６令の雄マウスおよび雌マウスを用いて急性経口
毒性試験を行いLD50値を求めた。Reference Example Regarding the pesticidal solid preparation of the present invention obtained in Production Example 8,
An acute oral toxicity test was performed using male mice and female mice of the 6-year-old ICR system to determine LD 50 values.
また、通常の処方〔化合物（１）20部、ソルポール
3005X（東邦化学株式会社製界面活性剤）10部およびキ
シレン70部を混合して乳剤を得た。〕により調製された
乳剤についても同様にLD50値を求めた。The usual formulation [compound (1) 20 parts, solpol
An emulsion was obtained by mixing 10 parts of 3005X (a surfactant manufactured by Toho Chemical Co., Ltd.) and 70 parts of xylene. ], The LD 50 value was determined in the same manner.
結果を下表に示す。 The results are shown in the table below.
〈発明の効果〉 本発明の農薬固型製剤は、流動性がよくべとつきのな
い取扱いの容易な性状を示し、しかも水で希釈した際に
容易に乳化する優れた製剤である。 <Effects of the Invention> The agricultural chemical solid preparation of the present invention is an excellent preparation which exhibits good flowability, has no stickiness, and is easy to handle, and which is easily emulsified when diluted with water.
───────────────────────────────────────────────────── フロントページの続き (56)参考文献 特開 昭52−110832（ＪＰ，Ａ) 特開 昭60−64904（ＪＰ，Ａ) 特開 平１−308203（ＪＰ，Ａ) 特表 平４−500515（ＪＰ，Ａ) (58)調査した分野(Int.Cl.6，ＤＢ名) A01N 25/10 ＣＡ（ＳＴＮ) ＲＥＧＩＳＴＲＹ（ＳＴＮ)──────────────────────────────────────────────────続 き Continuation of front page (56) References JP-A-52-110832 (JP, A) JP-A-60-64904 (JP, A) JP-A-1-308203 (JP, A) 500515 (JP, A) (58) Fields investigated (Int. Cl. 6 , DB name) A01N 25/10 CA (STN) REGISTRY (STN)
Claims (2)
型状を呈するポリエチレングリコール、ポリオキシエチ
レンポリオキシプロピレングリコール、ポリオキシエチ
レンポリオキシブチレングリコールおよびポリオキシエ
チレンポリオキシプロピレンポリオキシブチレングリコ
ールから選ばれる一種以上の水溶性高分子とを加熱溶融
し、これに界面活性剤、溶媒および／または水溶性担体
を加えまたは加えずに、冷却固化させる農薬固型製剤の
製法であって、該水溶性高分子が、得られる農薬固型製
剤全重量に対して50〜90重量％である農薬固型製剤の製
法。An agrochemical substance having a melting point of 70 ° C. or less and polyethylene glycol, polyoxyethylene polyoxypropylene glycol, polyoxyethylene polyoxybutylene glycol and polyoxyethylene polyoxypropylene polyoxy which are solid at room temperature. A method for producing an agricultural chemical solid preparation, which comprises heating and melting at least one water-soluble polymer selected from butylene glycol, and adding or not adding a surfactant, a solvent and / or a water-soluble carrier thereto, and cooling and solidifying the mixture. A process for producing an agricultural chemical solid preparation wherein the water-soluble polymer is 50 to 90% by weight based on the total weight of the obtained agricultural chemical solid formulation.
薬固型製剤。2. A pesticidal solid preparation which can be produced by the production method according to claim 1.
Priority Applications (7)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP1099736A JP2770400B2 (en) | 1989-04-18 | 1989-04-18 | Pesticide solid formulation |
| AU52966/90A AU621214B2 (en) | 1989-04-18 | 1990-04-05 | Emulsifiable pesticidal solid compositions |
| NO90901644A NO901644L (en) | 1989-04-18 | 1990-04-11 | EMULSABLE SOLID PESTICIDE COMPOSITIONS. |
| FR9004713A FR2645709B1 (en) | 1989-04-18 | 1990-04-12 | EMULSIFIABLE SOLID PESTICIDE COMPOSITIONS |
| GB9008438A GB2230954B (en) | 1989-04-18 | 1990-04-12 | Emulsifiable pesticidal solid compositions |
| SE9001363A SE9001363L (en) | 1989-04-18 | 1990-04-17 | PROCEDURES FOR PREPARING AN EMULSABLE PESTICID COMPOSITION AND THEREFORE PESTECID COMPOSITION PREPARED |
| ES9001082A ES2020136A6 (en) | 1989-04-18 | 1990-04-17 | Preparation of emulsifiable pesticidal solid compositions |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP1099736A JP2770400B2 (en) | 1989-04-18 | 1989-04-18 | Pesticide solid formulation |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH02279604A JPH02279604A (en) | 1990-11-15 |
| JP2770400B2 true JP2770400B2 (en) | 1998-07-02 |
Family
ID=14255326
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP1099736A Expired - Fee Related JP2770400B2 (en) | 1989-04-18 | 1989-04-18 | Pesticide solid formulation |
Country Status (7)
| Country | Link |
|---|---|
| JP (1) | JP2770400B2 (en) |
| AU (1) | AU621214B2 (en) |
| ES (1) | ES2020136A6 (en) |
| FR (1) | FR2645709B1 (en) |
| GB (1) | GB2230954B (en) |
| NO (1) | NO901644L (en) |
| SE (1) | SE9001363L (en) |
Families Citing this family (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU619693B2 (en) * | 1989-08-02 | 1992-01-30 | Sumitomo Chemical Company, Limited | Water dispersible granules |
| BR9106147A (en) * | 1990-03-12 | 1993-03-09 | Du Pont | GRANULES OF PESTICIDES DISPERSABLE IN WATER OR SOLUBLE IN WATER MADE FROM THERMO-ACTIVATED BINDERS |
| DE4127757A1 (en) * | 1991-02-06 | 1992-08-13 | Hoechst Ag | NEW PLANT PROTECTIVE FORMULATIONS |
| RU2096955C1 (en) * | 1991-03-01 | 1997-11-27 | Е.И.Дюпон Де Немур Энд Компани | Water-dispersable granulated pesticide composition prepared by extrusion method and a method of its preparing |
| TW230742B (en) * | 1992-06-16 | 1994-09-21 | Du Pont | |
| MY111437A (en) * | 1992-07-31 | 2000-05-31 | Monsanto Co | Improved glyphosate herbicide formulation. |
| US5476662A (en) * | 1992-11-13 | 1995-12-19 | Isp Investments Inc. | Pesticide or herbicide polymer complexes for forming aqueous dispersions |
| CN1117260A (en) * | 1993-01-29 | 1996-02-21 | 纳幕尔杜邦公司 | Agrichemical tablet formulations containing active material encapsulated in water soluble polymers |
| EP0638235B1 (en) * | 1993-08-05 | 1999-03-31 | Shell Internationale Researchmaatschappij B.V. | Solid formulation |
| IT1268625B1 (en) * | 1993-10-18 | 1997-03-06 | Sumitomo Chemical Co | COMPOSITION TO REGULATE INSECT GROWTH. |
| FR2748633B1 (en) * | 1996-05-15 | 1999-02-26 | Rhone Poulenc Chimie | GRANULES COMPRISING AN ACTIVE SUBSTANCE WITH LOW MELTING POINT AND CONTROLLED CRYSTALLIZATION |
| JP3869492B2 (en) * | 1996-06-14 | 2007-01-17 | 住化武田農薬株式会社 | Solid emulsion and process for producing the same |
| GB0106469D0 (en) * | 2001-03-15 | 2001-05-02 | Syngenta Ltd | Solid formulation |
| WO2006052876A2 (en) | 2004-11-08 | 2006-05-18 | Fmc Corporation | Insecticidal compositions suitable for use in preparation of insecticidal granular fertilizer and insecticidal formulations |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR985549A (en) * | 1949-02-23 | 1951-07-19 | New mode of presentation and use of insecticide or other products | |
| US3803303A (en) * | 1972-01-27 | 1974-04-09 | Kibben G Mc | Polymeric compositions for attracting cotton boll weevils |
| JPS605561B2 (en) * | 1976-03-12 | 1985-02-12 | 日本農薬株式会社 | Manufacturing method of granular pesticide |
| US4183740A (en) * | 1978-01-05 | 1980-01-15 | American Cyanamid Company | Solid compositions of a liquid surfactant and a pyrazolium herbicide |
| JPS55147597A (en) * | 1979-05-04 | 1980-11-17 | Mikasa Kagaku Kogyo Kk | Treating composition for washing water of stool |
| JPS5849150A (en) * | 1982-06-17 | 1983-03-23 | 土橋 隆利 | Insecticidal and deodorizing aromatic agent |
| JPS59193811A (en) * | 1984-04-02 | 1984-11-02 | Takeda Chem Ind Ltd | Solid preparation |
| JPS6333305A (en) * | 1986-07-25 | 1988-02-13 | Sumitomo Chem Co Ltd | Insecticidal and acaricidal composition |
| DK170456B1 (en) * | 1986-08-18 | 1995-09-11 | Stauffer Chemical Co | Process for the preparation of solid phytoactive agents |
| JPH01308203A (en) * | 1988-02-02 | 1989-12-12 | Kumiai Chem Ind Co Ltd | Solid-state pesticide composition |
| NZ230497A (en) * | 1988-09-02 | 1992-05-26 | Du Pont | Layered, granular water-soluble or water-dispersible pesticide |
-
1989
- 1989-04-18 JP JP1099736A patent/JP2770400B2/en not_active Expired - Fee Related
-
1990
- 1990-04-05 AU AU52966/90A patent/AU621214B2/en not_active Expired
- 1990-04-11 NO NO90901644A patent/NO901644L/en unknown
- 1990-04-12 FR FR9004713A patent/FR2645709B1/en not_active Expired - Lifetime
- 1990-04-12 GB GB9008438A patent/GB2230954B/en not_active Expired - Fee Related
- 1990-04-17 SE SE9001363A patent/SE9001363L/en unknown
- 1990-04-17 ES ES9001082A patent/ES2020136A6/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| NO901644D0 (en) | 1990-04-11 |
| FR2645709A1 (en) | 1990-10-19 |
| JPH02279604A (en) | 1990-11-15 |
| SE9001363L (en) | 1990-10-19 |
| SE9001363D0 (en) | 1990-04-17 |
| AU5296690A (en) | 1990-10-25 |
| GB2230954A (en) | 1990-11-07 |
| ES2020136A6 (en) | 1991-07-16 |
| FR2645709B1 (en) | 1997-07-11 |
| NO901644L (en) | 1990-10-19 |
| AU621214B2 (en) | 1992-03-05 |
| GB9008438D0 (en) | 1990-06-13 |
| GB2230954B (en) | 1992-07-29 |
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