JP4485769B2 - Herbicide composition with suppressed sublimation - Google Patents
Herbicide composition with suppressed sublimation Download PDFInfo
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Description
本発明は、昇華性化合物、特に２，６−ジクロロベンゾニトリル（以下ＤＢＮと略記する）をウレア化合物と混合し、得られた混合物を粒剤、粉剤、水和剤、フロアブル剤、エマルション剤として調製した除草剤組成物に関する。 In the present invention, a sublimable compound, particularly 2,6-dichlorobenzonitrile (hereinafter abbreviated as DBN) is mixed with a urea compound, and the resulting mixture is used as a granule, powder, wettable powder, flowable agent, and emulsion agent. It relates to the prepared herbicidal composition.
従来、ＤＢＮは一年生のイネ科植物および広葉雑草に卓効を示し、休耕田、麦畑、果樹園、牧草地などの農耕地および公園、運動場、鉄道などの非農耕地に、多くの場合水和剤の形態で、広く使用されている。しかし、ＤＢＮは蒸気圧が高く昇華し易くガス体で土壌中を移動すると言われ（例えば、非特許文献１参照）、土壌の種類、有機質分および水分などによりその除草効果の発現が影響され、また薬害を引き起こすと言った問題点があった。さらにＤＢＮは昇華し易く効果の持続性に欠けると言う問題もある。このため水和剤から粒剤に剤型を変更して昇華防止を図ることも行われているが、粒剤でも昇華防止が十分とは言い難く、また他の薬剤との現地混用が困難である。従って、保存中の昇華を完全に防止し、散布時には昇華が抑制された除草剤組成物を含む農薬製剤が望まれている。 Traditionally, DBN has been shown to be effective on annual grasses and broad-leaved weeds, often on wetlands such as fallow fields, wheat fields, orchards, and pastures, and in non-agricultural areas such as parks, playgrounds, and railways. Is widely used. However, it is said that DBN has a high vapor pressure and is easily sublimated and moves in the soil with a gas body (see, for example, Non-Patent Document 1), and the expression of its herbicidal effect is affected by the type of soil, organic matter, moisture, etc. There was also a problem that caused phytotoxicity. Furthermore, DBN has a problem that it is easily sublimated and lacks durability. For this reason, it has been attempted to prevent sublimation by changing the dosage form from a wettable powder to a granule, but it is difficult to prevent sublimation even with a granule, and it is difficult to mix with other drugs locally. is there. Therefore, there is a demand for an agrochemical formulation that includes a herbicidal composition that completely prevents sublimation during storage and suppresses sublimation during spraying.
例えば、ＤＢＮを含む顆粒上にシラン処理した二酸化ケイ素を直接被着させることを特徴とした顆粒状農薬およびその製造方法（例えば、特許文献１参照）、環状デキストリンによるＤＢＮの包接化合物を含有することを特徴とした除草剤（例えば、特許文献２参照）、ＤＢＮとフェノールとを反応させ熱硬化成形体として調整することを特徴とする熱硬化成形体の製造方法（例えば、特許文献３参照）、ＤＢＮをマイクロカプセル化してなる低発性除草剤とした方法（例えば、特許文献４参照）が知られている。 For example, a granular pesticide characterized by directly depositing silanized silicon dioxide on a granule containing DBN, and a production method thereof (see, for example, Patent Document 1), containing an inclusion compound of DBN with a cyclic dextrin A herbicide (see, for example, Patent Document 2), a DBN and phenol are reacted to prepare a thermosetting molded body (see, for example, Patent Document 3) In addition, a method (for example, see Patent Document 4) in which DBN is microencapsulated to form a low herbicide is known.
本発明は、上述のように除草効果には優れているがその蒸気圧の高さが故、保存安定性および施用時の効果の持続性に欠ける昇華性の除草性化合物、特にＤＢＮの昇華性を抑制して、保存安定性を付与し、さらにその効果の持続性を達成した、粒剤、粉剤、水和剤、フロアブル剤、エマルション剤等の除草剤組成物を提供することを目的としている。 The present invention is excellent in the herbicidal effect as described above, but because of its high vapor pressure, it is a sublimable herbicidal compound that lacks storage stability and durability during application, particularly DBN sublimability. The purpose of the present invention is to provide herbicidal compositions such as granules, powders, wettable powders, flowables, emulsions, etc., which suppresses the above, imparts storage stability, and achieves sustained effects. .
本発明者らは、ＤＢＮの昇華性を抑制する手段として、ウレア化合物と混合することにより、保存安定性を実現し、さらに、その卓越した効果を維持したまま効果の持続性を達成することに成功したものである。すなわち本発明は、昇華性の除草性化合物、特にＤＢＮとウレア化合物を混合することによって得られる化学的相互作用により、昇華性の除草性化合物の昇華を抑制することを特徴とする除草剤組成物である。 As a means of suppressing the sublimability of DBN, the present inventors have realized the storage stability by mixing with a urea compound, and further achieved the sustainability of the effect while maintaining its excellent effect. It is a success. That is, the present invention provides a herbicidal composition characterized in that sublimation of a sublimable herbicidal compound is suppressed by a chemical interaction obtained by mixing a sublimable herbicidal compound, particularly DBN and a urea compound. It is.
本発明の代表的な有効成分であるＤＢＮは常温で高い昇華性の固体であり、これがウレア化合物と化学的相互作用を形成するためには、何ら特別な機器は必要なく、ライカイ機など簡単な攪拌装置があればよい。このときのウレア化合物の物性値は、特に限定されるものではないが、好ましくは常温にて固体が良い。また、ＤＢＮとウレア化合物の配合比は特に限定されるものではないが、好ましくは１：１が良い。ＤＢＮとウレア化合物との化学的相互作用により、昇華抑制を達成するので、保存安定性および長期にわたり除草効果が持続する昇華性の除草性化合物の農薬製剤を得ることができる。 DBN, which is a typical active ingredient of the present invention, is a highly sublimable solid at room temperature, and in order to form a chemical interaction with a urea compound, no special equipment is required, and a simple lycheon machine is used. What is necessary is just to have a stirring device. The physical properties of the urea compound at this time are not particularly limited, but are preferably solid at room temperature. Further, the blending ratio of DBN and urea compound is not particularly limited, but preferably 1: 1. Sublimation suppression is achieved by the chemical interaction between DBN and the urea compound, so that it is possible to obtain an agrochemical formulation of a sublimable herbicidal compound that maintains storage stability and herbicidal effects over a long period of time.
本発明のウレア化合物としては、尿素、メチルウレア、ジメチルウレア、エチルウレア、ジエチルウレア、ＤＣＭＵ（３−（３，４−Ｄｉｃｈｌｏｒｏｐｈｅｎｙｌ）−１，１−Ｄｉｍｅｔｈｙｌ−Ｕｒｅａ）、Ｉｓｏｕｒｏｎ（３−（５−tert−Ｂｕｔｙｌ−ｉｓｏｘａｚｏｌ−３−ｙｌ）−１，１−Ｄｉｍｅｔｈｙｌｕｒｅａ）、Ｔｅｂｕｔｈｉｕｒｏｎ（３−（５−tert−Ｂｕｔｙｌ−１，３，４−ｔｈｉａｄｉａｚｏｌ−２−ｙｌ）−１，３−Ｄｉｍｅｔｈｙｌｕｒｅａ）、Ｋａｒｂｕｔｉｌａｔｅ（３−［３−（Ｎ−tert−ｂｕｔｙｌｃａｒｂａｍｏｙｌｏｘｙ）−ｐｈｅｎｙｌ］−１，１−Ｄｉｍｅｔｈｙｌｕｒｅａ）などが使用できる。 Examples of the urea compound of the present invention include urea, methylurea, dimethylurea, ethylurea, diethylurea, DCMU (3- (3,4-Dichlorophenyl) -1,1-Dimethyl-Urea), Isouron (3- (5-tert- Butyl-isoxazol-3-yl) -1,1-Dimethylurea), Tebuthiuron (3- (5-tert-Butyl-1,3,4-thiadiazol-2-yl) -1,3-Dimethylurea), Karbutilate (3 -[3- (N-tert-butylcarbamoyloxy) -phenyl] -1,1-Dimethylurea) can be used.
さらに本発明の安定化された除草剤組成物に、広葉雑草に対し除草効果の高い除草剤を混合することにより、広葉雑草に対する除草効果の安定性を得ることもできる。 Furthermore, the stability of the herbicidal effect on broad-leaved weeds can be obtained by mixing the stabilized herbicidal composition of the present invention with a herbicide having a high herbicidal effect on broad-leaved weeds.
広葉雑草に対する除草効果の高い除草剤としては、例えば、２−｛４−（２，４−ジクロロベンゾイル）−１，３−ジメチルピラゾール−５−イル｝アセトフェノン、２−｛４−（２，４−ジクロロ−ｍ−トルオイル）−１，３−ジメチルピラゾール−５−イルオキシ｝−４−メチルアセトフェノン、Ｎ−２−ビフェニルスルフェニル−Ｎ’−（４，６−ジメトキシ−１，３，５−トリアジン−２−イル）ウレア、エチル５−｛３−（４，６−ジメトキシピリミジン−２−イル）ウレイドスルフォニル｝−１−メチルピラゾール−４−カルボキシレート、メチル２−｛３−（４，６−ジメトキシピリミジン−２−イル）ウレイドスルフォニルメチル｝ベンゾエート、３−（４，６−ジメトキシ−１，３，５−トリアジン−２−イル）−１−｛２−（２−メトキシエトキシ）−フェニルスルフォニル｝ウレア、Ｎ−（２−クロロイミダゾール｛１，２−ａ｝ピリジン−３−イル−スルフォニル）−Ｎ’−（４，６−ジメトキシ−２−ピリミジル）ウレア、Ｎ’−（４，６−ジメトキシピリミジン−２−イル）−Ｎ’’−（４−メチルフェニルスルフォニルアミノ）−Ｎ’’’−（４−エトキシカルボニル−１−メチルピラゾール−５−イル−スルフォニル）−グアニジン、Ｎ−（２−シクロプロピルカルボニルフェニルスルファモイル）−Ｎ’−（４，６−ジメトキシピリミジン−２−イル）ウレア、２，４−ビス（エチルアミノ）−６−メチルアミノ）−１，３，５−トリアジン、２−エチルアミノ−４−（１，２−ジメチルプロピルアミノ）−６−メチルチオ−１，３，５−トリアジン、２−（β−ナフチルオキシ）プロピオンアニリド、Ｎ−（ホスフォノメチル）グリシン、（ＲＳ）−２−（２，４−ジクロロ−ｍ−トリルオキシ）プロピオンアニリド、２，４，６−トリクロロフェニル−４’−ニトロフェニルエーテル、メチル２−｛（４，６−ジメトキシ−ピリミジニル）オキシ｝−６−｛１−（メトキシイミノ）エチル｝ベンゾエート、４−（４−クロロ−２−メチルフェノキシ）ブチリックアシッド、Ｓ−エチル−４−クロロ−２−メチルフェノキシチオアセテート、アンモニウム（３−アミノ−３−カルボキシプロピル）−メチルホスフィネート、２，４−ジクロロフェニル−３’−メトキシ−４’−ニトロフェニルエーテル等が挙げられる。
Examples of herbicides having a high herbicidal effect on broad-leaved weeds include 2- {4- (2,4-dichlorobenzoyl) -1,3-dimethylpyrazol-5-yl} acetophenone, 2- {4- (2,4 -Dichloro-m-toluoyl) -1,3-dimethylpyrazol-5-yloxy} -4-methylacetophenone, N-2-biphenylsulfenyl-N '-(4,6-dimethoxy-1,3,5-triazine 2-yl) urea, ethyl 5- {3- (4,6-dimethoxypyrimidin-2-yl) ureidosulfonyl} -1-methylpyrazole-4-carboxylate, methyl 2- {3- (4,6- Dimethoxypyrimidin-2-yl) ureidosulfonylmethyl} benzoate, 3- (4,6-dimethoxy-1,3,5-triazin-2-yl) -1- { -(2-methoxyethoxy) -phenylsulfonyl} urea, N- (2-chloroimidazole {1,2-a} pyridin-3-yl-sulfonyl) -N ′-(4,6-dimethoxy-2-pyrimidyl) Urea, N ′-(4,6-dimethoxypyrimidin-2-yl) -N ″-(4-methylphenylsulfonylamino) -N ′ ″-(4-ethoxycarbonyl-1-methylpyrazol-5-yl -Sulphonyl) -guanidine, N- (2-cyclopropylcarbonylphenylsulfamoyl) -N '-(4,6-dimethoxypyrimidin-2-yl) urea, 2,4-bis (ethylamino) -6-methyl Amino) -1,3,5-triazine, 2-ethylamino-4- (1,2-dimethylpropylamino) -6-methylthio-1,3,5-triazine, 2- β-naphthyloxy) propionanilide, N- (phosphonomethyl) glycine, (RS) -2- (2,4-dichloro-m-tolyloxy) propionanilide, 2,4,6-trichlorophenyl-4′-nitro Phenyl ether, methyl 2-{(4,6-dimethoxy-pyrimidinyl) oxy} -6- {1- (methoxyimino) ethyl} benzoate, 4- (4-chloro-2-methylphenoxy) butyric acid, S- Examples include ethyl-4-chloro-2-methylphenoxythioacetate, ammonium (3-amino-3-carboxypropyl) -methylphosphinate, 2,4-dichlorophenyl-3′-methoxy-4′-nitrophenyl ether, and the like. .
本発明によって、昇華性の除草性化合物、特にＤＢＮの昇華性を抑制して、保存安定性を付与し、さらにその効果の持続性を付与した、粒剤、粉剤、水和剤、フロアブル剤、エマルション剤等の除草剤組成物を提供することができる。 In accordance with the present invention, granules, powders, wettable powders, flowables, sublimable herbicidal compounds, in particular, DBN sublimability is suppressed, storage stability is imparted, and sustainability of the effect is imparted. A herbicidal composition such as an emulsion can be provided.
上記の方法によって、本発明が目的とする安定化された除草剤組成物は、粉体として得られる。この粉体を利用したＤＢＮの粒剤化および水和剤化について、以下、実施例を挙げて本発明を詳しく説明する。 By the above method, the stabilized herbicidal composition intended by the present invention is obtained as a powder. Hereinafter, the present invention will be described in detail with reference to examples of granulation and wettability of DBN using this powder.
（安定化された除草剤組成物の製造１）
ＤＢＮ１００ｇとウレア１００ｇをライカイ機に入れ、１０分撹拌して、本発明のＤＢＮを５０％含有する化学的相互作用剤を得た。
(Production of stabilized herbicidal composition 1)
DBN (100 g) and urea (100 g) were put into a laika machine and stirred for 10 minutes to obtain a chemical interaction agent containing 50% of DBN of the present invention.
（安定化された除草剤組成物の製造２）
ＤＢＮ１００ｇとエチルウレア１００ｇをライカイ機に入れ、１０分撹拌して、本発明のＤＢＮを５０％含有する化学的相互作用剤を得た。
(Production of stabilized herbicidal composition 2)
DBN (100 g) and ethylurea (100 g) were placed in a reika machine and stirred for 10 minutes to obtain a chemical interaction agent containing 50% of DBN of the present invention.
（安定化された除草剤組成物の製造３）
ＤＢＮ１００ｇとジエチルウレア１００ｇをライカイ機に入れ、１０分撹拌して、本発明のＤＢＮを５０％含有する化学的相互作用剤を得た。
(Production of stabilized herbicidal composition 3)
DBN (100 g) and diethylurea (100 g) were placed in a reika machine and stirred for 10 minutes to obtain a chemical interaction agent containing 50% of DBN of the present invention.
（安定化された除草剤組成物の製造４）
ＤＢＮ１００ｇとメチルウレア１００ｇをライカイ機に入れ、１０分撹拌して、本発明のＤＢＮを５０％含有する化学的相互作用剤を得た。
(Production of stabilized herbicidal composition 4)
DBN (100 g) and methylurea (100 g) were placed in a reika machine and stirred for 10 minutes to obtain a chemical interaction agent containing 50% of DBN of the present invention.
（安定化された除草剤組成物の製造５）
ＤＢＮ１００ｇとジメチルウレア１００ｇをライカイ機に入れ、１０分撹拌して、本発明のＤＢＮを５０％含有する化学的相互作用剤を得た。
(Production of stabilized herbicidal composition 5)
DBN (100 g) and dimethylurea (100 g) were placed in a reika machine and stirred for 10 minutes to obtain a chemical interaction agent containing 50% of DBN of the present invention.
（安定化された除草剤組成物の製造６）
ＤＢＮ１００ｇとＤＣＭＵ１００ｇをライカイ機に入れ、１０分撹拌して、本発明のＤＢＮを５０％含有する化学的相互作用剤を得た。
(Production of stabilized herbicidal composition 6)
DBN (100 g) and DCMU (100 g) were put in a laika machine and stirred for 10 minutes to obtain a chemical interaction agent containing 50% of DBN of the present invention.
（安定化された除草剤組成物の製造７）
ＤＢＮ１００ｇ、Ｉｓｏｕｒｏｎ１００ｇをライカイ機に入れ、１０分撹拌して、本発明のＤＢＮを５０％含有する化学的相互作用剤を得た。
(Production of stabilized herbicidal composition 7)
100 g of DBN and 100 g of Isouron were put in a reika machine and stirred for 10 minutes to obtain a chemical interaction agent containing 50% of DBN of the present invention.
（安定化された除草剤組成物の製造８）
ＤＢＮ１００ｇとテブチウロン１００ｇをライカイ機に入れ、１０分撹拌して、本発明のＤＢＮを５０％含有する化学的相互作用剤を得た。
(Production of stabilized herbicidal composition 8)
DBN (100 g) and tebuthiuron (100 g) were put into a laika machine and stirred for 10 minutes to obtain a chemical interaction agent containing 50% of DBN of the present invention.
（安定化された除草剤組成物の製造９）
ＤＢＮ１００ｇとカーブチレート１００ｇをライカイ機に入れ、１０分撹拌して、本発明のＤＢＮを５０％含有する化学的相互作用剤を得た。
(Production of stabilized herbicidal composition 9)
100 g of DBN and 100 g of curb chelate were placed in a laika machine and stirred for 10 minutes to obtain a chemical interaction agent containing 50% of DBN of the present invention.
実施例１の安定化された除草剤組成物として得た５０％ＤＢＮ昇華抑制粉体６ｇ、ベントナイト３０ｇ、クレー６１ｇ、アエロールＣＴ−１を１ｇ、ｓｏｒｐｏｌ５０６０を０．５ｇ、サンエキス−Ｃを３．０ｇ（５０％水溶液）と重量比２０％の水を添加し、混合した。後、０．７ｍｍφのスリットより押し出し造粒し、３％ＤＢＮ粒剤を得た。 6 g of 50% DBN sublimation suppression powder obtained as the stabilized herbicidal composition of Example 1, 30 g of bentonite, 61 g of clay, 1 g of aerol CT-1, 0.5 g of sorpol 5060, and 3. sun extract-C 3. 0 g (50% aqueous solution) and 20% by weight water were added and mixed. Thereafter, extrusion granulation was performed through a 0.7 mmφ slit to obtain 3% DBN granules.
実施例２の安定化された除草剤組成物として得た５０％ＤＢＮ昇華抑制粉体６ｇ、ベントナイト３０ｇ、クレー６１ｇ、アエロールＣＴ−１を１ｇ、ｓｏｒｐｏｌ５０６０を０．５ｇ、サンエキス−Ｃを３．０ｇ（５０％水溶液）と重量比２０％の水を添加し、混合した。後、０．７ｍｍφのスリットより押し出し造粒し、３％ＤＢＮ粒剤を得た。 6 g of 50% DBN sublimation suppression powder obtained as the stabilized herbicidal composition of Example 2, 30 g of bentonite, 61 g of clay, 1 g of aerol CT-1, 0.5 g of sorpol 5060, and 3. sun extract-C 3. 0 g (50% aqueous solution) and 20% by weight water were added and mixed. Thereafter, extrusion granulation was performed through a 0.7 mmφ slit to obtain 3% DBN granules.
実施例３の安定化された除草剤組成物として得た５０％ＤＢＮ昇華抑制粉体６ｇ、ベントナイト３０ｇ、クレー６１ｇ、アエロールＣＴ−１を１ｇ、ｓｏｒｐｏｌ５０６０を０．５ｇ、サンエキス−Ｃを３．０ｇ（５０％水溶液）と重量比２０％の水を添加し、混合した。後、０．７ｍｍφのスリットより押し出し造粒し、３％ＤＢＮ粒剤を得た。 6 g of 50% DBN sublimation suppression powder obtained as the stabilized herbicidal composition of Example 3, 30 g of bentonite, 61 g of clay, 1 g of aerol CT-1, 0.5 g of sopol 5060, and 3. 3 of sun extract-C. 0 g (50% aqueous solution) and 20% by weight water were added and mixed. Thereafter, extrusion granulation was performed through a 0.7 mmφ slit to obtain 3% DBN granules.
実施例４の安定化された除草剤組成物として得た５０％ＤＢＮ昇華抑制粉体６ｇ、ベントナイト３０ｇ、クレー６１ｇ、アエロールＣＴ−１を１ｇ、ｓｏｒｐｏｌ５０６０を０．５ｇ、サンエキス−Ｃを３．０ｇ（５０％水溶液）と重量比２０％の水を添加し、混合した。後、０．７ｍｍφのスリットより押し出し造粒し、３％ＤＢＮ粒剤を得た。 6 g of 50% DBN sublimation suppression powder obtained as the stabilized herbicidal composition of Example 4, 30 g of bentonite, 61 g of clay, 1 g of aerol CT-1, 0.5 g of sopol 5060, and 3. 3 of sun extract-C. 0 g (50% aqueous solution) and 20% by weight water were added and mixed. Thereafter, extrusion granulation was performed through a 0.7 mmφ slit to obtain 3% DBN granules.
実施例５の安定化された除草剤組成物として得た５０％ＤＢＮ昇華抑制粉体６ｇ、ベントナイト３０ｇ、クレー６１ｇ、アエロールＣＴ−１を１ｇ、ｓｏｒｐｏｌ５０６０を０．５ｇ、サンエキス−Ｃを３．０ｇ（５０％水溶液）と重量比２０％の水を添加し、混合した。後、０．７ｍｍφのスリットより押し出し造粒し、３％ＤＢＮ粒剤を得た。 6 g of 50% DBN sublimation suppression powder obtained as the stabilized herbicidal composition of Example 5, 30 g of bentonite, 61 g of clay, 1 g of aerol CT-1, 0.5 g of sorpol 5060, and 3. sun extract-C 3. 0 g (50% aqueous solution) and 20% by weight water were added and mixed. Thereafter, extrusion granulation was performed through a 0.7 mmφ slit to obtain 3% DBN granules.
実施例６の安定化された除草剤組成物として得た５０％ＤＢＮ昇華抑制粉体６ｇ、ベントナイト３０ｇ、クレー６１ｇ、アエロールＣＴ−１を１ｇ、ｓｏｒｐｏｌ５０６０を０．５ｇ、サンエキス−Ｃを３．０ｇ（５０％水溶液）と重量比２０％の水を添加し、混合した。後、０．７ｍｍφのスリットより押し出し造粒し、３％ＤＢＮ粒剤を得た。 6 g of 50% DBN sublimation suppression powder obtained as the stabilized herbicidal composition of Example 6, 30 g of bentonite, 61 g of clay, 1 g of aerol CT-1, 0.5 g of sorol 5060, and 3. 3 of sun extract-C. 0 g (50% aqueous solution) and 20% by weight water were added and mixed. Thereafter, extrusion granulation was performed through a 0.7 mmφ slit to obtain 3% DBN granules.
実施例７の安定化された除草剤組成物として得た５０％ＤＢＮ昇華抑制粉体６ｇ、ベントナイト３０ｇ、クレー６１ｇ、アエロールＣＴ−１を１ｇ、ｓｏｒｐｏｌ５０６０を０．５ｇ、サンエキス−Ｃを３．０ｇ（５０％水溶液）と重量比２０％の水を添加し、混合した。後、０．７ｍｍφのスリットより押し出し造粒し、３％ＤＢＮ粒剤を得た。 6 g of 50% DBN sublimation suppression powder obtained as the stabilized herbicidal composition of Example 7, 30 g of bentonite, 61 g of clay, 1 g of aerol CT-1, 0.5 g of sorol 5060, and 3. 0 g (50% aqueous solution) and 20% by weight water were added and mixed. Thereafter, extrusion granulation was performed through a 0.7 mmφ slit to obtain 3% DBN granules.
実施例８の安定化された除草剤組成物として得た５０％ＤＢＮ昇華抑制粉体６ｇ、ベントナイト３０ｇ、クレー６１ｇ、アエロールＣＴ−１を１ｇ、ｓｏｒｐｏｌ５０６０を０．５ｇ、サンエキス−Ｃを３．０ｇ（５０％水溶液）と重量比２０％の水を添加し、混合した。後、０．７ｍｍφのスリットより押し出し造粒し、３％ＤＢＮ粒剤を得た。 6 g of 50% DBN sublimation suppression powder obtained as the stabilized herbicidal composition of Example 8, 30 g of bentonite, 61 g of clay, 1 g of aerol CT-1, 0.5 g of sorol 5060, and 3. 3 of sun extract-C. 0 g (50% aqueous solution) and 20% by weight water were added and mixed. Thereafter, extrusion granulation was performed through a 0.7 mmφ slit to obtain 3% DBN granules.
実施例９の安定化された除草剤組成物として得た５０％ＤＢＮ昇華抑制粉体６ｇ、ベントナイト３０ｇ、クレー６１ｇ、アエロールＣＴ−１を１ｇ、ｓｏｒｐｏｌ５０６０を０．５ｇ、サンエキス−Ｃを３．０ｇ（５０％水溶液）と重量比２０％の水を添加し、混合した。後、０．７ｍｍφのスリットより押し出し造粒し、３％ＤＢＮ粒剤を得た。 6 g of 50% DBN sublimation suppression powder obtained as the stabilized herbicidal composition of Example 9, 30 g of bentonite, 61 g of clay, 1 g of aerol CT-1, 0.5 g of sorol 5060, and 3. 3 of sun extract-C. 0 g (50% aqueous solution) and 20% by weight water were added and mixed. Thereafter, extrusion granulation was performed through a 0.7 mmφ slit to obtain 3% DBN granules.
実施例６の安定化された除草剤組成物として得た５０％ＤＢＮ昇華抑制粉体６ｇ、ホワイトカーボン５ｇ、ｓｏｒｐｏｌ５０５０を２ｇ、ｓｏｒｐｏｌ５０６０を１ｇ、クレー８６ｇ加え、高速撹拌装置（ニューグラマシン；セイシン企業株式会社）にて粉砕混合し、３％ＤＢＮ粉剤を得た。 6 g of 50% DBN sublimation suppression powder obtained as the stabilized herbicidal composition of Example 6, 5 g of white carbon, 2 g of sopol 5050, 1 g of sopol 5060, and 86 g of clay were added, and a high-speed agitator (Neugra Machine; Seishin Enterprise Stock) Company) was pulverized and mixed to obtain 3% DBN powder.
実施例７の安定化された除草剤組成物として得た５０％ＤＢＮ昇華抑制粉体６ｇにホワイトカーボン５ｇ、ｓｏｒｐｏｌ５１１５を１ｇ、ｓｏｒｐｏｌ５０５０を１ｇ、クレーを８７ｇ加え、ジェット粉砕器により微粉化し、３％ＤＢＮ水和剤を得た。 To 6 g of 50% DBN sublimation-suppressed powder obtained as the stabilized herbicidal composition of Example 7, 5 g of white carbon, 1 g of sopol 5115, 1 g of sopol 5050 and 87 g of clay were added, and the mixture was pulverized by a jet mill, and 3% A DBN wettable powder was obtained.
実施例８の安定化された除草剤組成物として得た５０％ＤＢＮ昇華抑制粉体６ｇにネオスコープＣＮ−３０ＳＦ（３０％水溶液）６ｇ、ｓｏｒｐｏｌ９０４７ｋを５ｇ、ラジオライト＃−９００を８７．２ｇ加え、重量比２０％の水を添加し、混合した。後、０．７ｍｍφのスリットより押し出し造粒し、３％ＤＢＮ顆粒水和剤を得た。 To 6 g of 50% DBN sublimation suppression powder obtained as the stabilized herbicidal composition of Example 8, 6 g of Neoscope CN-30SF (30% aqueous solution), 5 g of sorpor 9047k, and 87.2 g of Radiolite # -900 were added. 20% by weight of water was added and mixed. Thereafter, extrusion granulation was performed through a 0.7 mmφ slit to obtain a 3% DBN granule wettable powder.
実施例９の安定化された除草剤組成物として得た５０％ＤＢＮ昇華抑制粉体６ｇにｓｏｒｐｏｌ３００６ｋを５ｇ、ｓｏｒｐｏｌ７１９６を１０ｇ加え、水７９．５ｇを加えて高速撹拌装置ホモジナイザーにて、懸濁分散化した。後、消泡剤プロナールＥＸ３００を加え、３％ＤＢＮフロアブル剤を得た。 5 g of sorpor 3006k and 10 g of sopol 7196 were added to 6 g of 50% DBN sublimation-suppressed powder obtained as the stabilized herbicidal composition of Example 9, and 79.5 g of water was added thereto, followed by suspension dispersion with a high-speed stirring apparatus homogenizer Turned into. Thereafter, the antifoaming agent Pronal EX300 was added to obtain a 3% DBN flowable agent.
［比較例］
市販剤である「カソロン粒剤、農林水産省登録第６７４６号」
[Comparative example]
“Casolone granule, Ministry of Agriculture, Forestry and Fisheries Registration No. 6746”
［試験例１］（除草製剤）
実施例１〜９で得られた安定化された除草剤組成物、および比較用のＤＢＮ粒剤の昇華度を知るために、下記方法により試験した。試験方法は、実施例１〜９で得られた安定化された除草剤組成物を原料として、ＤＢＮ粒剤を実施例１０〜１８の通りにサンプル製剤し、市販ＤＢＮ粒剤とその昇華度を比較した。結果を［表１］に示す。
試験条件：恒温室５４℃、４カ月。
[Test Example 1] (herbicidal formulation)
In order to know the sublimation degree of the stabilized herbicidal compositions obtained in Examples 1-9 and the comparative DBN granules, they were tested by the following method. The test method uses the stabilized herbicidal composition obtained in Examples 1 to 9 as a raw material, DBN granules are sampled as in Examples 10 to 18, and commercial DBN granules and the degree of sublimation thereof are determined. Compared. The results are shown in [Table 1].
Test conditions: constant temperature room 54 ° C., 4 months.
この結果から、本発明の安定化された除草剤組成物を利用した粒剤が、比較剤市販粒剤と比較して昇華性が抑制され、保存安定性が付与されていることがわかる。 From this result, it can be seen that the granule using the stabilized herbicidal composition of the present invention is suppressed in sublimation and imparted storage stability as compared with the comparative commercial granule.
［試験例２］
実施例１０〜１８の、本発明の安定化された除草剤組成物を利用した粒剤と、比較剤市販粒剤の除草効果および残効性を知るための試験を実施した。
[Test Example 2]
The test for knowing the herbicidal effect and the residual effect of the granule using the stabilized herbicidal composition of the present invention of Examples 10 to 18 and the comparative commercially available granule was carried out.
この結果から、本発明の安定化された除草剤組成物を利用した粒剤が、比較剤市販粒剤と比較してＤＢＮの昇華性が抑制されて、その効果の持続性が達成（残効延長効果）されていることがわかる。 From this result, it was confirmed that the granules using the stabilized herbicidal composition of the present invention suppressed the sublimation of DBN as compared with the comparative commercially available granules, and achieved the sustainability of the effect (residual effect). It can be seen that the effect is extended.
本発明は、ＤＢＮのような昇華性の除草性化合物の昇華性を抑制して、保存安定性を付与し、さらに長期にわたりその効果の持続性を付与するものである。昇華性の除草性化合物を有効成分とする粒剤、粉剤、水和剤、フロアブル剤、エマルション剤等の除草剤組成物を提供することができる。
The present invention suppresses the sublimability of a sublimable herbicidal compound such as DBN, imparts storage stability, and imparts durability of the effect over a long period of time. It is possible to provide herbicidal compositions such as granules, powders, wettable powders, flowables, and emulsions containing a sublimable herbicidal compound as an active ingredient.
Claims (4)
The herbicidal composition according to claim 1, wherein the herbicidal composition is a granule, a powder, a wettable powder, a granular wettable powder, or a flowable.
（式中、Ｒ1、Ｒ2、Ｒ3、Ｒ4はそれぞれ独立に水素、置換もしくは無置換のアルキル基または置換もしくは無置換のアリール基を表す。） The herbicidal composition according to claim 1 or 2, wherein the structure of the urea compound includes a structure represented by the formula (1) in the molecular structure.
(In the formula, R 1 , R 2 , R 3 and R 4 each independently represents hydrogen, a substituted or unsubstituted alkyl group or a substituted or unsubstituted aryl group.)
The herbicidal composition according to any one of claims 1 to 3, wherein the herbicidal composition is a granule, a powder, a wettable powder, a granular wettable powder, or a flowable powder.
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