JPS61282301A - Slow-releasing granular agricultural chemical composition and production thereof - Google Patents
Slow-releasing granular agricultural chemical composition and production thereofInfo
- Publication number
- JPS61282301A JPS61282301A JP12497485A JP12497485A JPS61282301A JP S61282301 A JPS61282301 A JP S61282301A JP 12497485 A JP12497485 A JP 12497485A JP 12497485 A JP12497485 A JP 12497485A JP S61282301 A JPS61282301 A JP S61282301A
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- water
- acid
- polymer
- agricultural chemical
- granules
- Prior art date
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Abstract
Description
【発明の詳細な説明】
Ｌｉよ０旦里旦Ｉ
本発明は、粒状徐放性農薬組成物及びその製造方法に関
する。DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a granular sustained-release agricultural chemical composition and a method for producing the same.
来の技術及びその問題点
従来、農薬有効成分を徐放化する試みは数多くなされて
ぎた。徐放とは同一条件下で比較した場合他の製剤に比
し有効成分の放出率が抑制され、より長期間に亘って有
効成分が放出されることを意味するものであり、従って
従来の試みはいずれも薬効の持続、有効成分の安定化、
作物に対する薬害の軽減、魚毒性の軽減、その他種々の
問題点の解決を目的とするものである。Conventional techniques and their problems Many attempts have been made to achieve sustained release of active ingredients of agricultural chemicals. Sustained release means that the release rate of the active ingredient is suppressed compared to other preparations under the same conditions, and the active ingredient is released over a longer period of time. are all about maintaining the medicinal efficacy, stabilizing the active ingredient,
The purpose is to reduce chemical damage to crops, reduce toxicity to fish, and solve various other problems.
従来の徐放性農薬組成物は、大別すると、（１）農薬を
天然又は合成樹脂と共に混合して徐放化しようとするも
の（特開昭４７−２０３４７号公報参照） 、（２）
農薬をマイクロカプセル化するもの（特開昭４８−４６
４３号公報参照）、（３）農薬をポリマーで被覆し、徐
放化しようとするものく特開昭５７−１２６４０２号公
報参照）等がある。しかしながらこれらの徐放性農薬組
成物は、いずれも欠点を有している。例えば、上記（１
）の組成物は、農薬と合成樹脂との混合物であるため、
使用する樹脂の量が多くなるという欠点を有している。Conventional sustained-release agricultural chemical compositions can be roughly divided into (1) those in which agricultural chemicals are mixed with natural or synthetic resins for sustained release (see Japanese Patent Application Laid-Open No. 47-20347); (2)
Microcapsules for agricultural chemicals (Japanese Patent Application Laid-Open No. 1983-1986)
43 (see Japanese Patent Application Laid-open No. 126402/1983), and (3) attempts to achieve sustained release by coating agricultural chemicals with polymers. However, all of these sustained-release pesticide compositions have drawbacks. For example, the above (1
) is a mixture of pesticides and synthetic resins, so
This method has the disadvantage that a large amount of resin is used.
上記（２）の組成物には、製造に要するコストが高くな
ること、散布時に分散状態にする必要から水を使用する
ことが要求されていること、分散状態にすればマイクロ
カプセル化された農薬が分離沈降し易くなり、安定性に
乏しいこと等の欠点を有している。上記（３）の組成物
は、上記（１）及び（２）の組成物の如き欠点を有ざず
、最も一般的なものであるが、従来使用されているポリ
マーは熱可塑性樹脂であり、農薬を被覆する際に有機溶
媒が必要となるため、作業上の危険性、人体への影響、
環境への影響等の問題が多い。The composition of (2) above has the following disadvantages: the manufacturing cost is high, the need to use water is required to make it into a dispersed state during spraying, and if it is made into a dispersed state, it can be used as a micro-encapsulated pesticide. It has drawbacks such as easy separation and sedimentation and poor stability. The composition (3) above does not have the drawbacks of the compositions (1) and (2) above and is the most common one, but the polymer conventionally used is a thermoplastic resin, Organic solvents are required when coating pesticides, which poses operational risks, impacts on the human body,
There are many problems such as environmental impact.
一方、アクリル酸、メタクリル酸、マレイン酸、イタコ
ン酸及びフマール酸の塩から選ばれた単量体を繰返し構
成単位とする水溶性オリゴマー又はポリマーで液状もし
くは微粉化した固体農薬成分を含有する粒剤又は微粒剤
を被覆してなる組成物は、特開昭５８−１３５０４号公
報に開示されているが、該公報に記載されている発明は
固体農薬成分を被覆したポリマー等が水溶性であること
を利用し、溶脱性の優れた農薬組成物を提供しようとす
るものであり、該公報には徐放性についての記載は全く
ない。On the other hand, granules containing a solid agricultural chemical ingredient liquefied or pulverized with a water-soluble oligomer or polymer whose repeating constituent unit is a monomer selected from salts of acrylic acid, methacrylic acid, maleic acid, itaconic acid, and fumaric acid. A composition coated with fine granules is disclosed in JP-A-58-13504, but the invention described in this publication is that the polymer coated with the solid agricultural chemical component is water-soluble. This publication attempts to provide an agrochemical composition with excellent leaching properties, and there is no description of sustained release properties at all in this publication.
問題１、を ′するための手
本発明者は、作業上の危険性、人体への影響、環境への
影響等がなく、安価な粒状徐放性農薬組成物を開発すべ
く種々の検討を重ねてきたが、液状もしくは微粉化した
固体農薬成分を含有する粒剤又は微粒剤を下記に示す水
溶性オリゴマー又はポリマーで被覆した後、これを水不
溶性にすることにより所望の粒状徐放性農薬組成物が得
られることを見出した。本発明は斯かる知見に基づき完
成されたものである。Steps to solve Problem 1: The present inventor has conducted various studies in order to develop an inexpensive granular sustained-release agricultural chemical composition that is free from operational hazards, effects on the human body, and the environment. As mentioned above, a desired granular sustained-release pesticide can be obtained by coating a granule or fine granule containing a liquid or pulverized solid agricultural chemical component with the water-soluble oligomer or polymer shown below and making it water-insoluble. It has been found that a composition can be obtained. The present invention was completed based on this knowledge.
即ち本発明は、液状もしくは微粉化した固体農薬成分を
含有する粒剤又は微粒剤をアクリル酸、メタクリル酸、
マレイン酸、イタコン酸、フマール酸及びこれらの多価
金属塩から選ばれた単量体を繰返し構成単位とする水不
溶性オリゴマー又はポリマーで被覆してなることを特徴
とする粒状徐放性農薬組成物に係る。That is, the present invention provides granules or fine granules containing a liquid or pulverized solid agrochemical ingredient, such as acrylic acid, methacrylic acid,
A granular sustained-release agricultural chemical composition coated with a water-insoluble oligomer or polymer whose repeating unit is a monomer selected from maleic acid, itaconic acid, fumaric acid, and polyvalent metal salts thereof. Pertains to.
本発明の粒状徐放性農薬組成物は、液状もしくは微粉化
した固体農薬成分を含有する粒剤又は微粒剤を、アクリ
ル酸、メタクリル酸、マレイン酸、イタコン酸及びフマ
ール酸のアンモニウム塩から選ばれた単量体を繰返し構
成単位として有する水溶性オリゴマー又はポリマーで被
覆後、加熱処理して上記水溶性オリゴマー又はポリマー
を水不溶化するか又はアクリル酸、メタクリル酸、マレ
イン酸、イタコン酸及びフマール酸のアンモニウム塩、
アルカリ金属塩又は有機アミン塩から選ばれた単量体を
繰返し構成単位として有する水溶性オリゴマー又はポリ
マーで被覆後、多価金属塩溶液で処理して上記水溶性オ
リゴマー又はポリマーを水不溶化することにより製造さ
れる。In the granular sustained-release agricultural chemical composition of the present invention, granules or fine granules containing a liquid or pulverized solid agricultural chemical ingredient are selected from ammonium salts of acrylic acid, methacrylic acid, maleic acid, itaconic acid, and fumaric acid. After coating with a water-soluble oligomer or polymer having monomers as repeating structural units, the water-soluble oligomer or polymer is heat-treated to make it water-insoluble, or coated with acrylic acid, methacrylic acid, maleic acid, itaconic acid, and fumaric acid. ammonium salt,
By coating with a water-soluble oligomer or polymer having a monomer selected from alkali metal salts or organic amine salts as a repeating structural unit, and then treating with a polyvalent metal salt solution to make the water-soluble oligomer or polymer water-insoluble. Manufactured.
本発明における処理対象は、液状もしくは微粉化した固
体農薬成分を含有する粒剤又は微粒剤である。ここで農
薬成分としては、従来公知の殺虫剤、除草剤及び殺菌剤
のいずれでもよく、例えば有機リン、カーバメイト系殺
虫剤、ジニトロアニリン、アミド、トリアジン等を挙げ
ることができる。この中でも特にスルフェニルカーバメ
イト誘導体、置体的には２．３−ジヒドロ−２，２−ジ
メチル−７−ベンゾフラニル Ｎ−（Ｎ−（２−エトキ
シカルボニルエチル）−Ｎ−イソプロピルアミノスルフ
ェニル〕Ｎ−メチルカーバメイト（以下「化合物■」と
いう）、２．３−ジヒドロ−２，２−ジメチル−７−ベ
ンゾフラニル Ｎ−（Ｎ、Ｎ−ジブチルアミノスルフェ
ニル）Ｎ−メチルカーバメイト（以下「化合物■」とい
う）、（（２，３−ジヒドロ−２，２−ジメチルベンゾ
フラニル−７−オキシ）−（Ｎ−メチルアミノ）カルボ
ニル
アミン）カルボニル〕サルファイド（以下「化合物■」
という）等を例示できる。The object to be treated in the present invention is a granule or a fine granule containing a liquid or pulverized solid agricultural chemical component. Here, the agricultural chemical component may be any of conventionally known insecticides, herbicides, and fungicides, such as organic phosphorus, carbamate insecticides, dinitroaniline, amides, triazines, and the like. Among these, sulfenyl carbamate derivatives, specifically 2,3-dihydro-2,2-dimethyl-7-benzofuranyl N-(N-(2-ethoxycarbonylethyl)-N-isopropylaminosulfenyl)N- Methyl carbamate (hereinafter referred to as "Compound ■"), 2,3-dihydro-2,2-dimethyl-7-benzofuranyl N-(N,N-dibutylaminosulfenyl) N-methylcarbamate (hereinafter referred to as "Compound ■") , ((2,3-dihydro-2,2-dimethylbenzofuranyl-7-oxy)-(N-methylamino)carbonylamine)carbonyl]sulfide (hereinafter referred to as "Compound ■")
) etc. can be exemplified.
本発明で使用されるオリ′ゴマ−又はポリマーの水溶性
アルカリ金属塩としては、例えばナトリウム塩、カリウ
ム塩等が挙げられる。また有機アミン塩としては、例え
ばモノエタノールアミン塩、ジェタノールアミン塩、ト
リエタノールアミン塩、メチルアミン塩、エチルアミン
塩、プロピルアミン塩、ブチルアミン塩等が挙げられる
。上記水溶性オリゴマー又はポリマーは、アクリル酸、
メタクリル酸、マレイン酸、イタコン酸及びフマール酸
のアンモニウム塩、アルカリ金属塩又は有機アミン塩か
ら選ばれた単量体とアクリル酸、メタクリル酸、マレイ
ン酸、イタコン酸、フマール酸及びこれらのアルキルエ
ステルから選ばれた単量体との共重合体であってもよく
、この場合前者の単量体成分が共重合体中に少なくとも
２０モル％程度、好ましくは３０モル％程度以上含有さ
れていればよい。上記水溶性オリゴマー又はポリマーの
重合度としては２０〜１０００程度が好ましく、また粘
度は５０〜２０００ＣｐＳ程度が好適である。Examples of water-soluble alkali metal salts of oligomers or polymers used in the present invention include sodium salts, potassium salts, and the like. Examples of organic amine salts include monoethanolamine salts, jetanolamine salts, triethanolamine salts, methylamine salts, ethylamine salts, propylamine salts, and butylamine salts. The water-soluble oligomer or polymer may include acrylic acid,
Monomers selected from ammonium salts, alkali metal salts, or organic amine salts of methacrylic acid, maleic acid, itaconic acid, and fumaric acid, and acrylic acid, methacrylic acid, maleic acid, itaconic acid, fumaric acid, and alkyl esters thereof. It may be a copolymer with a selected monomer, and in this case, the former monomer component may be contained in the copolymer at least about 20 mol%, preferably about 30 mol% or more. . The degree of polymerization of the water-soluble oligomer or polymer is preferably about 20 to 1000, and the viscosity is preferably about 50 to 2000 CpS.
本発明の組成物は、まず液状もしくは微粉化した固体農
薬成分を含有する粒剤又は微粒剤を、上記水溶性オリゴ
マー又はポリマーで被覆し、次いでこれを水不溶性にす
ることにより製造される。The composition of the present invention is produced by first coating granules or fine granules containing a liquid or pulverized solid agricultural chemical component with the water-soluble oligomer or polymer, and then making it water-insoluble.
上記水溶性オリゴマー又はポリマーで被覆するに際して
は、従来公知の技術を広く適用でき、例えば該オリゴマ
ー又はポリマーの水溶液（通常は１０〜３０重量％溶液
）を噴霧するか又はオリゴマー又はポリマーの水溶液中
に被覆すべき粒剤又は微粒剤を浸漬すればよい。該水溶
性オリゴマー又はポリマーの被覆量としては、特に制限
されないが、上記固体農薬成分を含有する粒剤又は微粒
剤に対して通常０．０５〜５重量％程度、好ましくは０
．２〜３重量％程度の量を被覆するのがよい。When coating with the above-mentioned water-soluble oligomer or polymer, conventionally known techniques can be widely applied, such as spraying an aqueous solution (usually 10 to 30% by weight solution) of the oligomer or polymer, or coating the oligomer or polymer with an aqueous solution of the oligomer or polymer. The granules or fine granules to be coated may be immersed. The amount of the water-soluble oligomer or polymer coated is not particularly limited, but is usually about 0.05 to 5% by weight, preferably 0.
．． It is preferable to coat the resin in an amount of about 2 to 3% by weight.
次に水不溶性にするための方法としては、（ａ）アクリ
ル酸、メタクリル酸、マレイン酸、イタコン酸及びフマ
ール酸のアンモニウム塩から選ばれた単量体を繰返し構
成単位として有する水溶性オリゴマー又はポリマーを遊
離の酸として不溶化する方法、（ｂ）アクリル酸、メタ
クリル酸、マレイン酸、イタコン酸及びフマール酸のア
ンモニウム塩、アルカリ金属塩又は有機アミン塩から選
ばれた単量体を繰返し構成単位として有する水溶性オリ
ゴマー又はポリマーを不溶性の多価金属塩として不溶化
する方法等が挙げられる。Next, as a method for making water insoluble, (a) a water-soluble oligomer or polymer having a monomer selected from ammonium salts of acrylic acid, methacrylic acid, maleic acid, itaconic acid, and fumaric acid as a repeating structural unit; (b) having a monomer selected from ammonium salts, alkali metal salts or organic amine salts of acrylic acid, methacrylic acid, maleic acid, itaconic acid and fumaric acid as a repeating structural unit; Examples include a method of insolubilizing a water-soluble oligomer or polymer as an insoluble polyvalent metal salt.
上記（ａ）の方法では、上記水溶性オリゴマー又はポリ
マーで被覆された粒剤又は微粒剤を加熱処理して水分の
除去と同時にアンモニアの脱離を行なえばよい。加熱温
度は、処理される農薬成分の種類等により異なり一概に
は言えないが、一般には５０〜１５０℃程度であり、ま
た加熱時間は、通常３〜１８０分程度である。In the method (a) above, the granules or fine granules coated with the water-soluble oligomer or polymer may be heat-treated to remove water and at the same time desorb ammonia. Although the heating temperature varies depending on the type of agricultural chemical component to be treated and cannot be generalized, it is generally about 50 to 150°C, and the heating time is usually about 3 to 180 minutes.
上記（ｂ）の方法では、上記水溶性オリゴマー又はポリ
マーで被覆された粒剤又は微粒剤を多価金属塩の水溶液
で処理すればよい。ここで多価金属塩としては、例えば
塩化カルシウム、塩化マグネシウム、塩化亜鉛、塩化銅
、塩化アルミニウム、硫酸カルシウム、硫酸マグネシウ
ム、硫酸亜鉛、硫酸銅、硫酸アルミニウム、硝酸カルシ
ウム、硝酸マグネシウム、硝酸亜鉛、硝酸銅、カルシウ
ムアンミン錯体、亜鉛アンミン錯体等を挙げることがで
きる。多価金属塩の量としては、ゲル化点となる以上の
量を使用するのがよい。In the method (b) above, the granules or fine granules coated with the water-soluble oligomer or polymer may be treated with an aqueous solution of a polyvalent metal salt. Examples of polyvalent metal salts include calcium chloride, magnesium chloride, zinc chloride, copper chloride, aluminum chloride, calcium sulfate, magnesium sulfate, zinc sulfate, copper sulfate, aluminum sulfate, calcium nitrate, magnesium nitrate, zinc nitrate, and nitric acid. Examples include copper, calcium ammine complexes, zinc ammine complexes, and the like. The amount of polyvalent metal salt used is preferably an amount equal to or higher than the gelling point.
上記（ａ）及び（ｂ）の方法は、いずれも簡単な方法で
あり、水溶性オリゴマー又はポリマーの使用量及び（ａ
）の方法にあっては加熱方法、（ｂ）の方法にあっては
多価金属塩の使用量を適宜選択することにより、不溶化
の度合を調整することができるので、農薬成分の放出率
を自由にコントロールすることができる。The above methods (a) and (b) are both simple methods, and the amount of water-soluble oligomer or polymer used and (a)
The degree of insolubilization can be adjusted by appropriately selecting the heating method in method (b) and the amount of polyvalent metal salt used in method (b), so the release rate of pesticide components can be adjusted. Can be controlled freely.
λ服曵泣里
本発明の粒状徐放性農薬組成物は、従来のものに比し、
より長期間に亘って優れた薬効を持続し得るものである
。また本発明の粒状徐放性農薬組成物を使用するに当っ
て、作業上の危険性、人体への影響、環境への影響等も
ない。更に上記した通り、本発明組成物を！！１造する
際の条件を適宜選択することにより、農薬成分の放出率
を自由にコントロールすることができるという利点があ
る。Compared to conventional granular pesticide compositions, the granular sustained-release pesticide composition of the present invention has
Excellent medicinal efficacy can be maintained for a longer period of time. Furthermore, when using the granular sustained-release agricultural chemical composition of the present invention, there is no operational risk, no effect on the human body, and no effect on the environment. Furthermore, as mentioned above, the composition of the present invention! ! There is an advantage that the release rate of agricultural chemical components can be freely controlled by appropriately selecting the conditions during production.
加えて、本発明組成物の製造も容易であり、経済的にも
好適なものである。In addition, the composition of the present invention is easy to produce and is economically suitable.
衷−隻一μ
以下に実施例、比較例及び試験例を掲げて本発明をより
一層明らかにする。尚、「部」とあるのは重母部を、「
％」とあるのは重量％を意味する。Examples, Comparative Examples, and Test Examples are given below to further clarify the present invention. In addition, the term ``part'' refers to the ``jubutsu'' section, and ``part.''
% means weight %.
実施例１
化合カニ（有効成分９２％）５．７部と１６〜３２メツ
シユの軽石９３．５部とをナウタ型ミキサーで１５分間
混合した。次いでその上にメタクリル酸メチルとアクリ
ル酸アンモニウムとの共重合体（モル比３０ ： ７０
、重合度２５）の２５％水溶液３部を噴霧し、更に１０
分間混合した。混合後１００℃の熱風乾燥型中で水分除
去と同時にアンモニア脱離を１０分間行ない目的とする
粒剤を得た。Example 1 5.7 parts of compound crab (92% active ingredient) and 93.5 parts of 16 to 32 mesh pumice were mixed for 15 minutes in a Nauta mixer. Next, a copolymer of methyl methacrylate and ammonium acrylate (mole ratio 30:70) was added thereon.
, 3 parts of a 25% aqueous solution with a degree of polymerization of 25) was sprayed, and an additional 10
Mixed for a minute. After mixing, water was removed and ammonia was simultaneously eliminated for 10 minutes in a hot air drying mold at 100°C to obtain the desired granules.
実施例２
軽石を９３部使用し、メタクリル酸メチルとアクリル酸
アンモニウムとの共重合体（モル比３０ニア０、重合度
２５）の２５％水溶液を５部使用する以外は実施例１と
同様にして粒剤を得た。Example 2 Same as Example 1 except that 93 parts of pumice was used and 5 parts of a 25% aqueous solution of a copolymer of methyl methacrylate and ammonium acrylate (molar ratio 30 nia 0, degree of polymerization 25) was used. Granules were obtained.
実施例３
軽石を９１．８部使用し、メタクリル酸メチルと戸クリ
ル酸アンモニウムとの共重合体（モル比３０： ７０、
重合度２５）の２５％水溶液を１０部使用する以外は実
施例１と同様にして粒剤を得た。Example 3 Using 91.8 parts of pumice, a copolymer of methyl methacrylate and ammonium acrylate (molar ratio 30:70,
Granules were obtained in the same manner as in Example 1, except that 10 parts of a 25% aqueous solution with a degree of polymerization of 25) was used.
実施例４
化合物■（有効成分９２％）５．７部を使用する以外は
実施例１と同様にして粒剤を得た。Example 4 Granules were obtained in the same manner as in Example 1, except that 5.7 parts of Compound (1) (92% of active ingredient) was used.
実施例５
化合物■（有効成分９２％）５．７部を使用し、軽石を
９３部使用し、メタクリル酸メチルとアクリル酸アンモ
ニウムとの共重合体（モル比３０ニア０、重合度２５）
の２５％水溶液を５部使用する以外は実施例１と同様に
して粒剤を得た。Example 5 Using 5.7 parts of compound (92% of active ingredients) and using 93 parts of pumice, a copolymer of methyl methacrylate and ammonium acrylate (molar ratio 30 nia 0, degree of polymerization 25)
Granules were obtained in the same manner as in Example 1 except for using 5 parts of a 25% aqueous solution of.
実施例６
軽石を９３部使用し、メタクリル酸メチルとアクリル酸
アンモニ１クムとの共重合体（モル比２０：８０、重合
度２５）の２５％水溶液を５部使用する以外は実施例１
と同様にして粒剤を得た。Example 6 Example 1 except that 93 parts of pumice stone was used and 5 parts of a 25% aqueous solution of a copolymer of methyl methacrylate and 1 cum ammonium acrylate (molar ratio 20:80, degree of polymerization 25) was used.
Granules were obtained in the same manner as above.
実施例７
軽石を９３部使用し、ポリアクリル酸アンモニウム（重
合度２５）の２５％水溶液を５部使用する以外は実施例
１と同様にして粒剤を得た。Example 7 Granules were obtained in the same manner as in Example 1, except that 93 parts of pumice stone and 5 parts of a 25% aqueous solution of ammonium polyacrylate (degree of polymerization 25) were used.
実施例８
化合カニ（有効成分９２％）５．７部と１６〜３２メツ
シユの軽石９３．５部とをナウタ型ミキザーで１５分間
混合した。次いでその上にアクリル酸ブチルとアクリル
酸ナトリウムとの共重合体（モル比１０：９０、重合度
１１０）の２０％水溶液３．７部を噴霧し、１０分間混
合した。混合後１０％の塩化カルシウム水溶液５部を再
度噴霧し、更に１０分間混合した。これを熱風乾燥型中
で１０分間乾燥し、目的とする粒剤を得た。Example 8 5.7 parts of compound crab (92% active ingredient) and 93.5 parts of 16 to 32 mesh pumice were mixed for 15 minutes in a Nauta mixer. Next, 3.7 parts of a 20% aqueous solution of a copolymer of butyl acrylate and sodium acrylate (molar ratio 10:90, degree of polymerization 110) was sprayed thereon and mixed for 10 minutes. After mixing, 5 parts of a 10% aqueous calcium chloride solution was sprayed again, and the mixture was further mixed for 10 minutes. This was dried for 10 minutes in a hot air drying mold to obtain the desired granules.
実施例９
塩化カルシウムの代りに塩化マグネシウムを使用する以
外は実施例８と同様にして目的とするマグネシウム塩の
粒剤を得た。Example 9 The desired granules of magnesium salt were obtained in the same manner as in Example 8 except that magnesium chloride was used instead of calcium chloride.
比較例１
化合物■及び１６〜３２メツシユの軽石のみを混合して
粒剤を得た。Comparative Example 1 Granules were obtained by mixing only Compound (1) and 16 to 32 meshes of pumice.
比較例２
塩化カルシウムを使用しない以外は実施例８と同様にし
て粒剤を得た。Comparative Example 2 Granules were obtained in the same manner as in Example 8 except that calcium chloride was not used.
比較例３
化合物■及び１６〜３２メツシユの軽石のみを混合して
粒剤を）ｑた。Comparative Example 3 Compound (1) and only 16 to 32 mesh pumice were mixed to prepare granules.
比較例４
化合物■及び１６〜３２メツシユの軽石のみを混合して
粒剤を得た。Comparative Example 4 Granules were obtained by mixing only Compound (1) and 16 to 32 meshes of pumice.
試験例１ （放出率の測定）
５００ｍ１２のビーカーにざらし水（水道水を直射日光
に数日間暴露したもの）を２００ｍ１ｌ？入れ、これに
上記実施例又は比較例で得られる粒剤を１４〜２８メツ
シユに篩ったもの６０ｍｑを投入し、２５℃の恒温室に
放置した。１日後、３日後及び７日後に水層の有効成分
濃度を測定（液体クロマ］・グラフィーによる）し、放
出率を下記式により算出した。Test Example 1 (Measurement of release rate) Pour 200ml of coarse water (tap water exposed to direct sunlight for several days) into a 500ml beaker. 60 mq of the granules obtained in the above Examples or Comparative Examples sieved into 14 to 28 meshes were added thereto, and the mixture was left in a constant temperature room at 25°C. After 1 day, 3 days, and 7 days, the concentration of the active ingredient in the aqueous layer was measured (by liquid chromatography), and the release rate was calculated using the following formula.
結果を下記第１表に示す。The results are shown in Table 1 below.
第１表
試験例２ （生物効果試験）
キャベツ（４葉期）を植えた圃場に各粒剤２ｑを株元施
用し、コナガに対する殺虫力効果を調べた。無処理区に
対する粒剤処理区でのコナガ死亡率を下記第２表に示し
た。Table 1 Test Example 2 (Biological Effect Test) 2 q of each granule was applied at the base of a field planted with cabbage (four-leaf stage), and the insecticidal effect on diamondback moth was investigated. Table 2 below shows the diamondback moth mortality rate in the granule treated area versus the untreated area.
第２表
試験例３ （作物に対する薬害試験）
１２ｃｍポットに定植されたキュウリ菌（４〜５葉期〉
の株元に粒剤１ｇ又は２ｑを施用し、薬害の程度を肉眼
観察した。これを３連について行ない、その結果を下記
第３表に示した。第３表においては、薬害がない場合を
−１僅かに薬害が認められる場合を士、薬害が認められ
る場合を＋、薬害が著しい場合を甘として評価した。Table 2 Test Example 3 (Phytotoxicity test on crops) Cucumber fungus planted in a 12 cm pot (4-5 leaf stage)
1 g or 2 q of granules were applied to the roots of the plants, and the degree of chemical damage was observed with the naked eye. This was carried out in triplicate, and the results are shown in Table 3 below. In Table 3, no drug damage was evaluated as -1, slight drug damage was evaluated as poor, drug damage was observed as +, and severe drug damage was evaluated as poor.
第３表 （以 上）Table 3 (that's all)
Claims (4)
粒剤又は微粒剤をアクリル酸、メタクリル酸、マレイン
酸、イタコン酸、フマール酸及びこれらの多価金属塩か
ら選ばれた単量体を繰返し構成単位とする水不溶性オリ
ゴマー又はポリマーで被覆してなることを特徴とする粒
状徐放性農薬組成物。(1) Granules or fine granules containing a liquid or pulverized solid agricultural chemical ingredient are repeatedly mixed with a monomer selected from acrylic acid, methacrylic acid, maleic acid, itaconic acid, fumaric acid, and polyvalent metal salts thereof. A granular sustained-release agricultural chemical composition characterized by being coated with a water-insoluble oligomer or polymer as a constituent unit.
鉛塩、銅塩又はアルミニウム塩である特許請求の範囲第
１項に記載の組成物。(2) The composition according to claim 1, wherein the polyvalent metal salt is a calcium salt, a magnesium salt, a zinc salt, a copper salt, or an aluminum salt.
粒剤又は微粒剤をアクリル酸、メタクリル酸、マレイン
酸、イタコン酸及びフマール酸のアンモニウム塩から選
ばれた単量体を繰返し構成単位として有する水溶性オリ
ゴマー又はポリマーで被覆後、加熱処理して上記水溶性
オリゴマー又はポリマーを水不溶化することを特徴とす
る粒状徐放性農薬組成物の製造方法。(3) Granules or fine granules containing a liquid or pulverized solid agricultural chemical ingredient having monomers selected from ammonium salts of acrylic acid, methacrylic acid, maleic acid, itaconic acid, and fumaric acid as repeating structural units. A method for producing a granular sustained-release agricultural chemical composition, which comprises coating with a water-soluble oligomer or polymer and then heat-treating the water-soluble oligomer or polymer to make it water-insoluble.
粒剤又は微粒剤をアクリル酸、メタクリル酸、マレイン
酸、イタコン酸及びフマール酸のアンモニウム塩、アル
カリ金属塩又は有機アミン塩から選ばれた単量体を繰返
し構成単位として有する水溶性オリゴマー又はポリマー
で被覆後、多価金属塩溶液で処理して上記水溶性オリゴ
マー又はポリマーを水不溶化することを特徴とする粒状
徐放性農薬組成物の製造方法。(4) Granules or fine granules containing liquid or pulverized solid agricultural chemical ingredients are prepared using a monomer selected from ammonium salts, alkali metal salts, or organic amine salts of acrylic acid, methacrylic acid, maleic acid, itaconic acid, and fumaric acid. Production of a granular sustained-release agricultural chemical composition, which is coated with a water-soluble oligomer or polymer having a polymer as a repeating structural unit, and then treated with a polyvalent metal salt solution to make the water-soluble oligomer or polymer water-insoluble. Method.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP12497485A JPS61282301A (en) | 1985-06-07 | 1985-06-07 | Slow-releasing granular agricultural chemical composition and production thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP12497485A JPS61282301A (en) | 1985-06-07 | 1985-06-07 | Slow-releasing granular agricultural chemical composition and production thereof |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS61282301A true JPS61282301A (en) | 1986-12-12 |
| JPH0257047B2 JPH0257047B2 (en) | 1990-12-03 |
Family
ID=14898819
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP12497485A Granted JPS61282301A (en) | 1985-06-07 | 1985-06-07 | Slow-releasing granular agricultural chemical composition and production thereof |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS61282301A (en) |
Cited By (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2791992A1 (en) * | 1999-04-12 | 2000-10-13 | Rhodia Chimie Sa | MULTI-PARTICLE VECTOR SYSTEM OF ACTIVE MATERIAL (S), ITS PREPARATION AND USES |
| JP2007308413A (en) * | 2006-05-17 | 2007-11-29 | Nippon Nohyaku Co Ltd | Agrochemical granular formulation and method for producing the same |
| US7686863B1 (en) | 2009-10-05 | 2010-03-30 | Specialty Fertilizer Products, Llc | Gypsum fertilizer products with polymer adjuvants |
| US8192520B2 (en) | 2009-10-05 | 2012-06-05 | Specialty Fertilizer Products, Llc | Enhanced fertilizer products with polymer adjuvants |
| US9738565B2 (en) | 2012-08-13 | 2017-08-22 | Verdesian Life Sciences, Llc | Method of reducing atmospheric ammonia in livestock and poultry containment facilities |
| US9961922B2 (en) | 2012-10-15 | 2018-05-08 | Verdesian Life Sciences, Llc | Animal feed and/or water amendments for lowering ammonia concentrations in animal excrement |
| US10059636B2 (en) | 2013-08-27 | 2018-08-28 | Verdesian Life Sciences, Llc | Pesticide product including polyanionic polymers |
| US10519070B2 (en) | 2014-05-21 | 2019-12-31 | Verdesian Life Sciences U.S., Llc | Polymer soil treatment compositions including humic acids |
| US10737988B2 (en) | 2013-09-05 | 2020-08-11 | Verdasian Life Sciences U.S., LLC | Polymer-boric acid compositions |
| US10822487B2 (en) | 2014-05-22 | 2020-11-03 | Verdesian Life Sciences Llc | Polymeric compositions |
| US11254620B2 (en) | 2013-08-05 | 2022-02-22 | Verdesian Life Sciences U.S., Llc | Micronutrient-enhanced polymeric seed coatings |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS55104201A (en) * | 1979-02-06 | 1980-08-09 | American Cyanamid Co | Acrylic polymer coated granular insecticidal composition having controlled releasability with low skin toxicity |
| JPS5813504A (en) * | 1981-07-16 | 1983-01-26 | Toho Chem Ind Co Ltd | Surface coating granular agricultural chemical |
-
1985
- 1985-06-07 JP JP12497485A patent/JPS61282301A/en active Granted
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS55104201A (en) * | 1979-02-06 | 1980-08-09 | American Cyanamid Co | Acrylic polymer coated granular insecticidal composition having controlled releasability with low skin toxicity |
| JPS5813504A (en) * | 1981-07-16 | 1983-01-26 | Toho Chem Ind Co Ltd | Surface coating granular agricultural chemical |
Cited By (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2000061714A1 (en) * | 1999-04-12 | 2000-10-19 | Rhodia Chimie | Active-substance vector multiparticulate system, production and use thereof |
| FR2791992A1 (en) * | 1999-04-12 | 2000-10-13 | Rhodia Chimie Sa | MULTI-PARTICLE VECTOR SYSTEM OF ACTIVE MATERIAL (S), ITS PREPARATION AND USES |
| JP2007308413A (en) * | 2006-05-17 | 2007-11-29 | Nippon Nohyaku Co Ltd | Agrochemical granular formulation and method for producing the same |
| US7686863B1 (en) | 2009-10-05 | 2010-03-30 | Specialty Fertilizer Products, Llc | Gypsum fertilizer products with polymer adjuvants |
| US7736412B1 (en) | 2009-10-05 | 2010-06-15 | Specialty Fertilizer Products, Llc | Gypsum fertilizer products with polymer adjuvants |
| US8192520B2 (en) | 2009-10-05 | 2012-06-05 | Specialty Fertilizer Products, Llc | Enhanced fertilizer products with polymer adjuvants |
| US9738565B2 (en) | 2012-08-13 | 2017-08-22 | Verdesian Life Sciences, Llc | Method of reducing atmospheric ammonia in livestock and poultry containment facilities |
| US9961922B2 (en) | 2012-10-15 | 2018-05-08 | Verdesian Life Sciences, Llc | Animal feed and/or water amendments for lowering ammonia concentrations in animal excrement |
| US11254620B2 (en) | 2013-08-05 | 2022-02-22 | Verdesian Life Sciences U.S., Llc | Micronutrient-enhanced polymeric seed coatings |
| US10059636B2 (en) | 2013-08-27 | 2018-08-28 | Verdesian Life Sciences, Llc | Pesticide product including polyanionic polymers |
| US10173941B2 (en) | 2013-08-27 | 2019-01-08 | Verdesian Life Sciences, Llc | Fertilizers with polyanionic polymers and method of applying polyanionic polymer to plants |
| US10377680B2 (en) | 2013-08-27 | 2019-08-13 | Verdesian Life Sciences, Llc | Polyanionic polymers |
| US10065896B2 (en) | 2013-08-27 | 2018-09-04 | Verdesian Life Sciences, Llc | Seed product having polyanionic polymers |
| US10737988B2 (en) | 2013-09-05 | 2020-08-11 | Verdasian Life Sciences U.S., LLC | Polymer-boric acid compositions |
| US10519070B2 (en) | 2014-05-21 | 2019-12-31 | Verdesian Life Sciences U.S., Llc | Polymer soil treatment compositions including humic acids |
| US10822487B2 (en) | 2014-05-22 | 2020-11-03 | Verdesian Life Sciences Llc | Polymeric compositions |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0257047B2 (en) | 1990-12-03 |
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