KR100756759B1 - Herbicidal Microemulsion - Google Patents
Herbicidal Microemulsion Download PDFInfo
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- KR100756759B1 KR100756759B1 KR1020027009358A KR20027009358A KR100756759B1 KR 100756759 B1 KR100756759 B1 KR 100756759B1 KR 1020027009358 A KR1020027009358 A KR 1020027009358A KR 20027009358 A KR20027009358 A KR 20027009358A KR 100756759 B1 KR100756759 B1 KR 100756759B1
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- 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
- A01N25/02—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 containing liquids as carriers, diluents or solvents
- A01N25/04—Dispersions, emulsions, suspoemulsions, suspension concentrates or gels
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- 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
- A01N25/02—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 containing liquids as carriers, diluents or solvents
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- 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
- A01N25/30—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 characterised by the surfactants
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- 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
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/10—Aromatic or araliphatic carboxylic acids, or thio analogues thereof; Derivatives thereof
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- 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
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
- A01N43/40—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings
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- General Health & Medical Sciences (AREA)
- Dentistry (AREA)
- Plant Pathology (AREA)
- Engineering & Computer Science (AREA)
- Pest Control & Pesticides (AREA)
- Agronomy & Crop Science (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
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- Dispersion Chemistry (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
본 발명은 (1) 페녹시페녹시 카복시산, 헤테로아릴옥시페녹시 카복시산 및 그의 유도체로 이루어진 군에서 선택된 1종 이상의 유효제초성분, (2) 폴리옥시알킬렌 스티릴아릴 에테르, 폴리옥시알킬렌 소르비탄 에스테르, 소르비탄 알킬레이트, 폴리옥시에틸렌 폴리옥시프로필렌 알킬페놀 및 폴리옥시알킬렌 알킬 에테르로 이루어진 군에서 선택된 1종 이상의 비이온성 계면활성제 및 (3) 물을 함유하는 미탁제에 관한 것이다.The present invention is (1) at least one active herbicidal component selected from the group consisting of phenoxyphenoxy carboxylic acid, heteroaryloxyphenoxy carboxylic acid and derivatives thereof, (2) polyoxyalkylene styrylaryl ether, polyoxyalkyl Sorbent sorbitan ester, sorbitan alkylate, polyoxyethylene polyoxypropylene alkylphenol and polyoxyalkylene alkyl ether, and at least one nonionic surfactant selected from the group consisting of .
미탁제, 유효제초성분, 계면활성제, 페녹시페녹시 카복시산, 헤테로아릴옥시페녹시 카복시산Emulsifying Agents, Active Herbicides, Surfactants, Phenoxyphenoxy Carboxylic Acids, Heteroaryloxyphenoxy Carboxylic Acids
Description
본 발명은 페녹시페녹시 카복시산, 헤테로아릴옥시페녹시 카복시산 및 그의 유도체로 이루어진 군에서 선택된 1종 이상의 유효제초성분을 함유하는 미탁제(microemulsion)에 관한 것이다. The present invention relates to a microemulsion containing at least one active herbicide selected from the group consisting of phenoxyphenoxy carboxylic acid, heteroaryloxyphenoxy carboxylic acid and derivatives thereof.
유효농약성분들의 성질을 고려하여 농약 제제를 배합하는 것에 대한 연구가 이루어져 왔다. 유효농약성분이 물에 대해 용해도가 낮은 경우, 유제(emulsifiable concentrate), 액상수화제(suspension concentrate), 수화제(wettable powder), 입상수화제(water-dispersible granule)와 같은 제제가 일반적으로 사용된다. 특히 유제가 제조 및 취급이 쉽고 제조비용이 적게 들기 때문에 오랫동안 빈번하게 사용되어 왔다. Consideration of the properties of the active pesticide components has been studied for the formulation of pesticide formulations. When the active pesticide component is low in solubility in water, preparations such as emulsifiable concentrates, suspension concentrates, wettable powders and water-dispersible granules are generally used. Especially emulsions have been used frequently for a long time because they are easy to manufacture and handle and have low manufacturing costs.
그러나, 유제에 함유된 유기용제는 독성 및 인화성과 같은 다양한 문제를 일으킬 소지가 있어서, 유제를 개선하고 대체하는 것에 대한 요구가 점점 많아지고 있다. 이러한 이유 때문에, 유제 내의 대부분의 유기용제가 물로 대체된 미탁제가 상기 언급된 문제들을 해결할 것이라고 제안되었다. 예를 들면 JP-A-1-261312에는 (a) 유효제초성분으로서 페녹시페녹시 카복시산 에스테르 또는 헤테로아릴옥시페녹시카복시산 에스테르 및 벤타존염, (b) 특정 유화제 또는 습윤제, (c) 특정 유기용 제 및 (d) 물을 함유하는 수성 농축 미탁제-기재의 제초제가 개시되어 있다. 또한 JP-A-5-201807에는 (a) 페녹시페녹시 카복시산 및 헤테로아릴옥시페녹시 카복시산으로 이루어진 군에서 선택된 1종 이상의 유효제초성분, (b) 특정 분산제, (c) 특정 유화제 또는 습윤제, (d) 특정 유기용제 및 (e) 물을 함유하는 미탁제가 개시되어 있다. However, organic solvents contained in emulsions may cause various problems such as toxicity and flammability, and there is an increasing demand for improvement and replacement of emulsions. For this reason, it has been proposed that a suspending agent in which most organic solvents in the emulsion are replaced with water will solve the above-mentioned problems. For example, JP-A-1-261312 includes (a) phenoxyphenoxy carboxylic acid esters or heteroaryloxyphenoxycarboxylic acid esters and bentazone salts as active herbicides, (b) specific emulsifiers or wetting agents, (c) specific An aqueous concentrated suspension agent-based herbicide containing an organic solvent and (d) water is disclosed. JP-A-5-201807 also includes one or more active herbicides selected from the group consisting of (a) phenoxyphenoxy carboxylic acids and heteroaryloxyphenoxy carboxylic acids, (b) specific dispersants, (c) specific emulsifiers or Disclosed is a wetting agent, (d) a specific organic solvent, and (e) a water-sustaining agent.
그러나, 이러한 미탁제들은 여전히 다양한 문제점들을 안고 있다. 미탁제는 통상적으로 투명하거나 반투명하고 열역학적으로 안정한, 서로 양립이 불가능한 물과 기름의 액체 혼합물이다. 물에 대한 용해도가 낮은 유효농약성분을 인화성이 거의 없는 수-기재의 용제에 용해 또는 분산시키기 위해 미탁제를 제조한다. 이러한 미탁제는 안정하고, 제조가 용이하나, 통상적으로 많은 양의 계면활성제를 필요로 한다. 그 외에도 안정한 미탁제를 제조하려면, 계면활성제를 적절하게 선택할 필요가 있다. 더욱이, 각 성분들을 최적의 균형을 이루도록 사용하여 안정한 미탁제를 만들었다 해도, 살포 전 물로 희석하는 과정에서, 이 최적의 균형이 깨짐으로써 미탁제가 불안정해지거나 분리되어 결정이 될 수가 있다. However, these suspending agents still suffer from various problems. Lubricating agents are liquid mixtures of water and oil that are typically incompatible with one another, either transparent or translucent and thermodynamically stable. A suspending agent is prepared for dissolving or dispersing an active pesticide ingredient having low solubility in water in a water-based solvent having little flammability. Such suspending agents are stable and easy to manufacture, but typically require large amounts of surfactants. In addition, in order to manufacture a stable emulsion, it is necessary to select surfactant suitably. Moreover, even when each component is used to achieve an optimal balance to produce a stable suspension, the optimum balance is broken during dilution with water prior to application, resulting in unstable or separated crystals.
발명의 개요Summary of the Invention
이러한 사정에서, 페녹시페녹시 카복시산, 헤테로아릴옥시페녹시 카복시산 및 그의 유도체로 이루어진 군에서 선택된 1종 이상의 유효제초성분을 함유하는 안정한 미탁제를 발견하려는 연구를 다방면에 걸쳐 수행한 결과, 본 발명을 완성하게 되었다. 다시 말해, 본 발명은 (1) 페녹시페녹시 카복시산, 헤테로아릴옥시페녹시 카복시산 및 그의 유도체로 이루어진 군에서 선택된 1종 이상의 유효제초성분, (2) 폴리옥시알킬렌 스티릴아릴 에테르, 폴리옥시알킬렌 소르비탄 에스테르, 소르비탄 알킬레이트, 폴리옥시에틸렌 폴리옥시프로필렌 알킬페놀 및 폴리옥시알킬렌 알킬 에테르로 이루어진 군에서 선택된 1종 이상의 비이온성 계면활성제, 및 (3) 물을 함유하는 미탁제를 제공한다. 이 미탁제는 밀킹(milking) 또는 상분리 되지 않는 물리적으로 안정한 미탁제일 뿐만 아니라, 그 유효제초성분의 저장 안정성이 좋은, 화학적으로도 안정한 미탁제이며, 물로 희석되어도 탁월한 유탁제(emulsion) 안정성을 나타낸다. 본 발명은 또한 이 미탁제를 사용하여 잡초의 성장을 억제하는 방법을 제공한다. Under these circumstances, extensive research has been conducted to find stable turbidity agents containing at least one active herbicide selected from the group consisting of phenoxyphenoxy carboxylic acid, heteroaryloxyphenoxy carboxylic acid and derivatives thereof. The present invention has been completed. In other words, the present invention provides at least one active herbicidal component selected from the group consisting of (1) phenoxyphenoxy carboxylic acid, heteroaryloxyphenoxy carboxylic acid and derivatives thereof, (2) polyoxyalkylene styrylaryl ether, At least one nonionic surfactant selected from the group consisting of polyoxyalkylene sorbitan esters, sorbitan alkylates, polyoxyethylene polyoxypropylene alkylphenols and polyoxyalkylene alkyl ethers, and (3) water containing water Provide turbidity. Not only are the milking or physically stable emulsions which are not phase separated, but they are also chemically stable emulsions with good storage stability of the active herbicides, and exhibit excellent emulsion stability even when diluted with water. The present invention also provides a method of using this suspending agent to inhibit the growth of weeds.
본 발명을 수행하는 가장 좋은 방법Best way to carry out the invention
본 발명에서 유효제초성분으로서 사용되는 페녹시페녹시 카복시산, 헤테로아릴옥시페녹시 카복시산 및 그의 유도체(예를 들면 염 및 다양한 에스테르)의 예에는 2-[4-(2,4-디클로로페녹시)페녹시]프로피온산(속명: 디클로포프(diclofop)) 및 그의 알킬 에스테르, 2-[4-(4-클로로페녹시)페녹시]프로피온산(속명: 클로포프(clofop)) 및 그의 알킬 에스테르, 2-[4-(α,α,α-트리플루오로-p-톨릴옥시)페녹시]프로피온산(속명: 트리포프(trifop)) 및 그의 알킬 에스테르, 아세톤 O-[2-[4-(α,α,α-트리플루오로-p-톨릴옥시)페녹시]프로피오닐]옥심(속명: 트리포프심(trifopsime)), 4-[4-(α,α,α-트리플루오로-p-톨릴옥시)페녹시]펜트-2-엔산(속명: 디페노펜텐(difenopenten)) 및 그의 알킬 에스테르, 2-[4-(4-시아노-2-플루오로페녹시)페녹시]프로피온산(속명: 사이할로포프(cyhalofop)) 및 그의 알킬 에스테르, 2-[2-(4-(3,5-디클로로-2-피리딜옥시)페녹시)프로피오닐]이속사졸리딘(속명: 이속사피 리포프(isoxapyrifop)), 2-[4-(3,5-디클로로-2-피리딜옥시)페녹시]프로피온산(속명: 클로라지포프(chlorazifop)) 및 그의 알키닐 에스테르, 2-[4-(5-클로로-3-플루오로피리딘-2-일옥시)페녹시]프로피온산(속명: 클로디나포프(clodinafop)) 및 그의 알키닐 에스테르, 2-[4-(5-트리플루오로메틸-2-피리딜옥시)페녹시]프로피온산(속명: 플루아지포프(fluazifop)) 및 그의 알킬 에스테르, 2-[4-(3-클로로-5-트리플루오로메틸-2-피리딜옥시)페녹시]프로피온산(속명: 할록시포프(haloxyfop)) 및 그의 알킬 에스테르 및 알콕시알킬 에스테르, 2-[4-(6-클로로-1,3-벤족사졸-2-일옥시)페녹시]프로피온산(속명: 페녹사프로프(fenoxaprop)) 및 그의 알킬 에스테르, 2-[4-(6-클로로-1,3-벤조티아졸-2-일옥시)페녹시]프로피온산(속명: 펜티아프로프(fenthiaprop)) 및 그의 알킬 에스테르, 2-이소프로필리덴아미노옥시에틸 2-[4-(6-클로로퀴녹살린-2-일옥시)페녹시]프로피온산(속명: 프로파퀴자포프(propaquizafop)) 및 2-[4-(6-클로로퀴녹살린-2-일옥시)페녹시]프로피온산(속명: 퀴잘로포프(quizalofop)) 및 그의 알킬 에스테르가 포함된다. 이들중 몇몇 화합물들은 광학이성질체를 가지며, 본 발명은 각 이성질체 및 라세미체를 포함한다. Examples of phenoxyphenoxy carboxylic acid, heteroaryloxyphenoxy carboxylic acid and derivatives thereof (e.g. salts and various esters) used as active herbicidal ingredients in the present invention include 2- [4- (2,4-dichlorophenoxy). Phenoxy] propionic acid (common name: diclofop) and its alkyl ester, 2- [4- (4-chlorophenoxy) phenoxy] propionic acid (common name: clofop) and alkyl ester thereof , 2- [4- (α, α, α-trifluoro-p-tolyloxy) phenoxy] propionic acid (common name: trifop) and its alkyl ester, acetone O- [2- [4- ( α, α, α-trifluoro-p-tolyloxy) phenoxy] propionyl] oxime (common name: trifopsime), 4- [4- (α, α, α-trifluoro-p -Tolyloxy) phenoxy] pent-2-enoic acid (common name: difenopenten) and its alkyl esters, 2- [4- (4-cyano-2-fluorophenoxy) phenoxy] propionic acid ( Generic name: cyhalofop and its alkyls Ter, 2- [2- (4- (3,5-dichloro-2-pyridyloxy) phenoxy) propionyl] isoxazolidine (general name: isoxapyrifop), 2- [4- (3,5-dichloro-2-pyridyloxy) phenoxy] propionic acid (common name: chlorazifop) and its alkynyl ester, 2- [4- (5-chloro-3-fluoropyridine-2 -Yloxy) phenoxy] propionic acid (generic name: clodinafop) and its alkynyl ester, 2- [4- (5-trifluoromethyl-2-pyridyloxy) phenoxy] propionic acid (general name: Fluazifop) and alkyl esters thereof, 2- [4- (3-chloro-5-trifluoromethyl-2-pyridyloxy) phenoxy] propionic acid (common name: haloxyfop) and Alkyl esters and alkoxyalkyl esters thereof, 2- [4- (6-chloro-1,3-benzoxazol-2-yloxy) phenoxy] propionic acid (common name: fenoxaprop) and alkyl esters thereof, 2- [4- (6-chloro-1,3-benzothiazol-2-yloxy) phenoxy] propion (General name: fenthiaprop) and its alkyl ester, 2-isopropylideneaminooxyethyl 2- [4- (6-chloroquinoxalin-2-yloxy) phenoxy] propionic acid (generic name: propaquiza Propaquizafop) and 2- [4- (6-chloroquinoxalin-2-yloxy) phenoxy] propionic acid (common name: quizalofop) and alkyl esters thereof. Some of these compounds have optical isomers, and the present invention includes each isomer and racemate.
유효제초성분인 페녹시페녹시 카복시산, 헤테로아릴옥시페녹시 카복시산 및 그의 유도체 중에서도, 헤테로아릴옥시페녹시 카복시산 및 그의 유도체가 특히 바람직하며, 그 중에서도 특히 플루아지포프 및 그의 알킬 에스테르가 바람직하다. 그 중에서도, 플루아지포프-부틸, 특히 플루아지포프-p-부틸, 또는 플루아지포프-부틸의 광학활성이성질체가 바람직하다. Among the phenoxyphenoxy carboxylic acids, heteroaryloxyphenoxy carboxylic acids and derivatives thereof, which are active herbicides, heteroaryloxyphenoxy carboxylic acids and derivatives thereof are particularly preferable, and among them, fluazipope and alkyl esters thereof are particularly preferable. Do. Among these, optically active isomers of fluazipop-butyl, particularly fluazipop-p-butyl or fluazipop-butyl are preferred.
본 발명에서는, 안정한 미탁제를 형성할 수 있는 1종 이상의 비이온성 계면활성제, 즉 폴리옥시알킬렌 스티릴아릴 에테르, 폴리옥시알킬렌 소르비탄 에스테르, 소르비탄 알킬레이트, 폴리옥시에틸렌 폴리옥시프로필렌 알킬페놀 및 폴리옥시알킬렌 알킬 에테르로 이루어진 군에서 선택된 1종 이상의 비이온성 계면활성제, 바람직하게는 폴리옥시알킬렌 스티릴아릴 에테르, 폴리옥시알킬렌 소르비탄 에스테르, 소르비탄 알킬레이트 및 폴리옥시에틸렌 폴리옥시프로필렌 알킬페놀로 이루어진 군에서 선택된 1종 이상의 비이온성 계면활성제가 사용된다. 이 계면활성제들의 폴리옥시알킬렌 잔기는 통상적으로 에틸렌 옥사이드 및/또는 프로필렌 옥사이드 5 내지 50몰, 바람직하게는 약 5 내지 30몰, 특히 바람직하게는 약 10 내지 20몰로 이루어진 단독중합체 또는 공중합체 또는 블록공중합체(폴리옥시알킬렌 알킬 에테르의 경우에 공중합체 또는 블록공중합체는 해당되지 않는다)로 되어 있으며, 이 계면활성제들의 아릴 잔기는 통상적으로 페닐 또는 나프틸이다. 스티릴기 상의 치환체 갯수는 통상적으로 약 1 내지 6개, 바람직하게는 약 1 내지 3개이다. 상기 비이온성 계면활성제의 더욱 구체적인 예에는 폴리옥시에틸렌 모노스티릴페닐 에테르, 폴리옥시에틸렌 디스티릴페닐 에테르, 폴리옥시에틸렌 트리스티릴페닐 에테르, 폴리옥시에틸렌 폴리옥시프로필렌 모노스티릴페닐 에테르, 폴리옥시에틸렌 폴리옥시프로필렌 디스티릴페닐 에테르, 폴리옥시에틸렌 폴리옥시프로필렌 트리스티릴페닐 에테르, 폴리옥시에틸렌 소르비탄 에스테르, 폴리옥시프로필렌 소르비탄 에스테르, 소르비탄 알킬레이트, 폴리옥시에틸렌 폴리옥시프로필렌 알킬페놀, 폴리옥시에틸렌 옥소알콜, 폴리옥시프로필렌 옥소알콜, 폴리옥시에틸렌 스테아릴 에테르 및 폴리옥시프로 필렌 스테아릴 에테르가 포함된다. In the present invention, at least one nonionic surfactant capable of forming a stable suspending agent, ie, polyoxyalkylene styrylaryl ether, polyoxyalkylene sorbitan ester, sorbitan alkylate, polyoxyethylene polyoxypropylene alkyl At least one nonionic surfactant selected from the group consisting of phenols and polyoxyalkylene alkyl ethers, preferably polyoxyalkylene styrylaryl ethers, polyoxyalkylene sorbitan esters, sorbitan alkylates and polyoxyethylene poly One or more nonionic surfactants selected from the group consisting of oxypropylene alkylphenols are used. The polyoxyalkylene moieties of these surfactants are usually homopolymers or copolymers or blocks consisting of 5 to 50 moles, preferably about 5 to 30 moles, particularly preferably about 10 to 20 moles of ethylene oxide and / or propylene oxide. Copolymers (in the case of polyoxyalkylene alkyl ethers no copolymers or block copolymers are applicable) and the aryl moieties of these surfactants are typically phenyl or naphthyl. The number of substituents on the styryl group is usually about 1-6, preferably about 1-3. More specific examples of the nonionic surfactants include polyoxyethylene monostyrylphenyl ether, polyoxyethylene distyrylphenyl ether, polyoxyethylene tristyrylphenyl ether, polyoxyethylene polyoxypropylene monostyrylphenyl ether, polyoxy Ethylene polyoxypropylene distyrylphenyl ether, polyoxyethylene polyoxypropylene tristyrylphenyl ether, polyoxyethylene sorbitan ester, polyoxypropylene sorbitan ester, sorbitan alkylate, polyoxyethylene polyoxypropylene alkylphenol, poly Oxyethylene oxoalcohols, polyoxypropylene oxoalcohols, polyoxyethylene stearyl ethers and polyoxypropylene stearyl ethers.
본 발명에서, 특히 바람직한 비이온성 계면활성제는 폴리옥시알킬렌 스티릴아릴 에테르 및 폴리옥시알킬렌 소르비탄 에스테르, 특히 폴리옥시알킬렌 스티릴아릴 에테르이다. 그 중에서도, 폴리옥시에틸렌 모노스티릴페닐 에테르, 폴리옥시에틸렌 디스티릴페닐 에테르 및 폴리옥시에틸렌 트리스티릴페닐 에테르가 바람직하며, 폴리옥시에틸렌 트리스티릴페닐 에테르가 더 바람직하다. In the present invention, particularly preferred nonionic surfactants are polyoxyalkylene styrylaryl ethers and polyoxyalkylene sorbitan esters, in particular polyoxyalkylene styrylaryl ethers. Especially, polyoxyethylene monostyrylphenyl ether, polyoxyethylene distyrylphenyl ether, and polyoxyethylene tristyrylphenyl ether are preferable, and polyoxyethylene tristyrylphenyl ether is more preferable.
본 발명의 농약은 제초 효과를 높이기 위해서 1종 이상의 기타 유효제초성분을 함유할 수 있다. 기타 유효제초성분(이하 속명으로 표기)에는 2,4-D, 리누론(linuron), 디우론(diuron), 메트리부진(metribuzine), 시아나진(cyanazine), 벤타존(bentazon), 파라콰트(paraquat), 아시플루오르펜-소디움(acifluorfen-sodium), 포메사펜(fomesafen), 락토펜(lactofen), 브로목시닐(bromoxynil), 플루미클로락-펜틸(flumiclorac-pentyl), 플루티아세트-메틸(fluthiacet-methyl), 설펜트라존(sulfentrazone), 노르플루라존(norflurazon), 클로마존(clomazone), 클레토딤(clethodim), 세톡시딤(sethoxydim), 테프랄록시딤(tepraloxydim), 클로리무론-에틸(chlorimuron-ethyl), 티펜설푸론-메틸(thifensulfuron-methyl), 옥사설푸론(oxasulfuron), 플루메트설람(flumetsulam), 클로란설람-메틸(cloransulam-methyl), 이마자피르(imazapyr), 이마제타피르(imazethapyr), 이마자퀸(imazaquin), 이마자목스(imazamox), 글리포세이트(glyphosate), 글루포시네이트(glufosinate), 트리플루랄린(trifluralin), 펜디메탈린(pendimethalin), 에탈플루랄린(ethalfluralin), 알 라클로르(alachlor), 메톨라클로르(metolachlor), 아세토클로르(acetochlor), 디메테나미드(dimethenamid), 플루페나세트(flufenacet), 플루티아미드(fluthiamide) 및 그의 다양한 유도체(예를 들면 염 및 에스테르)가 포함된다. 그 중에서도 포메사펜, 즉 5-(2-클로로-α,α,α-트리플루오로-p-톨릴옥시)-N-메틸설포닐-2-니트로벤즈아미드, 및 그의 염(예를 들면 나트륨염 및 칼륨염)이 바람직하다.The pesticide of the present invention may contain one or more other effective herbicidal ingredients in order to enhance the herbicidal effect. Other active herbicides (hereafter referred to as generic names) include 2,4-D, linuron, diuron, metrizine, cyanazine, bentazon, and paraquat. paraquat, acifluorfen-sodium, pomesafen, lactofen, bromoxynil, flumiclorac-pentyl, fluthiacet- Fluthiacet-methyl, sulfentrazone, norflurazon, clomazone, cletodim, sethoxydim, tetraproxydim, chlor Chlorimuron-ethyl, thifensulfuron-methyl, oxasulfuron, flumetsulam, cloransulam-methyl, imazafir imazapyr), imazethapyr, imazaquin, imazaquin, imazamox, glyphosate, glufosinate, and tripleuralin ifluralin, pendimethalin (pendimethalin), ethalfluralin, alachlor, metolachlor, acetochlor, dimethenamid, flufenacet ), Fluthiamide and its various derivatives (eg salts and esters). Among them, pomesafen, namely 5- (2-chloro-α, α, α-trifluoro-p-tolyloxy) -N-methylsulfonyl-2-nitrobenzamide, and salts thereof (for example, sodium salt) And potassium salts).
본 발명에서는 임의적으로, 음이온성 계면활성제, 유기용제, 소포제, 기타 첨가제 등과 같은 다양한 첨가제를 첨가할 수 있다. Optionally, in the present invention, various additives such as anionic surfactants, organic solvents, antifoaming agents, other additives, and the like may be added.
음이온성 계면활성제는 안정한 미탁제를 형성하는데 유용하며, 탁월한 제초효과를 보장하는데에도 유용하다. 그 구체적인 예에는 지방산염, 알킬설포숙시네이트, 폴리카복실레이트, 알킬황산 에스테르의 염, 알킬 설페이트, 알킬아릴 설페이트, 알킬 디글리콜 에테르 설페이트, 알콜 황산 에스테르의 염, 알킬 설포네이트, 알킬아릴 설포네이트, 아릴 설포네이트, 리그닌 설포네이트, 알킬디페닐 에테르 디설포네이트, 폴리스티렌 설포네이트, 알킬인산 에스테르의 염, 알킬아릴 포스페이트, 스티릴아릴 포스페이트, 폴리옥시에틸렌 알킬 에테르 황산 에스테르의 염, 폴리옥시에틸렌 알킬아릴 에테르 설페이트, 폴리옥시에틸렌 알킬아릴 에테르 황산 에스테르의 염, 폴리옥시에틸렌 알킬 에테르 포스페이트, 폴리옥시에틸렌 알킬 에테르 인산 에스테르의 염, 폴리옥시에틸렌 알킬 아릴 인산 에스테르의 염, 폴리옥시에틸렌 스티릴아릴 에테르 설페이트, 폴리옥시에틸렌 스티릴아릴 에테르 포스페이트, 폴리옥시에틸렌 스티릴아릴 에테르 인산 에스테르의 염, 나프탈렌설포네이트-포르말린 농축물의 염, 폴리아크릴산의 염 및 이들 중 2종 이상의 혼합물이 포함된다. 이들 음이온성 계면활성제 중에서도, 알킬설포숙시네이트 및 알킬아릴 설포네이트, 특히 디알킬설포숙시네이트 및 도데실벤젠설포네이트가 특히 바람직하다.Anionic surfactants are useful for forming stable suspending agents and for ensuring excellent herbicidal effects. Specific examples include fatty acid salts, alkylsulfosuccinates, polycarboxylates, salts of alkyl sulfate esters, alkyl sulfates, alkylaryl sulfates, alkyl diglycol ether sulfates, salts of alcoholic sulfate esters, alkyl sulfonates, alkylaryl sulfonates , Aryl sulfonates, lignin sulfonates, alkyldiphenyl ether disulfonates, polystyrene sulfonates, salts of alkyl phosphate esters, alkylaryl phosphates, styrylaryl phosphates, salts of polyoxyethylene alkyl ether sulfate esters, polyoxyethylene alkyls Aryl ether sulfates, salts of polyoxyethylene alkylaryl ether sulfate esters, polyoxyethylene alkyl ether phosphates, salts of polyoxyethylene alkyl ether phosphate esters, salts of polyoxyethylene alkyl aryl phosphate esters, polyoxyethylene styrylaryl ether sulfate , Polyoxy It includes the salts and mixtures of two or more of these salts in water formalin concentration, polyacrylic acid-ethylene styryl aryl ether phosphate, a polyoxyethylene styryl aryl salts, naphthalene sulfonate ether phosphoric acid ester. Among these anionic surfactants, alkylsulfosuccinates and alkylaryl sulfonates, in particular dialkylsulfosuccinates and dodecylbenzenesulfonates, are particularly preferred.
유기용제도 안정한 미탁제를 형성하는데 유용하다. 이러한 유기용제의 구체적인 예는 에틸렌 글리콜, 프로필렌 글리콜, 에틸렌 글리콜 모노부틸 에테르, 폴리에틸렌 글리콜 및 폴리프로필렌 글리콜과 같은 글리콜; 옥탄올, 헥산올 및 사이클로헥산올과 같은 알콜; 방향족 용제, 예를 들면 이데미쓰 페트로케미칼 캄파니 리미티드(Idemitsu Petrochemical Co., Ltd.)의 입솔(Ipsol), 엑손 케미칼(Exxon Chemical)의 솔베소(Solvesso) 및 엑손 케미칼의 엑솔(Exxol)(이상 상표명); 지방족 용제, 예를 들면 이데미쓰 페트로케미칼 캄파니 리미티드의 아이피 솔벤트(IP solvent, 상표명)이며, 이 중에서도 글리콜 및 알콜, 특히 에틸렌 글리콜, 폴리에틸렌 글리콜 및 사이클로헥산올이 바람직하다. Organic solvents are also useful for forming stable suspending agents. Specific examples of such organic solvents include glycols such as ethylene glycol, propylene glycol, ethylene glycol monobutyl ether, polyethylene glycol and polypropylene glycol; Alcohols such as octanol, hexanol and cyclohexanol; Aromatic solvents such as Ipsol from Idemitsu Petrochemical Co., Ltd., Solvesso from Exxon Chemical and Exxol from Exxon Chemical (above) Trade name); Aliphatic solvents such as IP solvent (trade name) from Idemith Petrochemical Co., Ltd., of which glycols and alcohols, in particular ethylene glycol, polyethylene glycol and cyclohexanol are preferred.
각 성분의 배합비에 대해서 말하자면, 본 발명의 미탁제를 100 중량부라고 했을 때, 본 발명의 미탁제는 페녹시페녹시 카복시산, 헤테로아릴옥시페녹시 카복시산 및 그의 유도체로 이루어진 군에서 선택된 1종 이상의 유효제초성분을 5 내지 50 중량부, 바람직하게는 7 내지 25 중량부; 1종 이상의 비이온성 계면활성제를 3 내지 40 중량부, 바람직하게는 5 내지 30 중량부; 물을 나머지량(balance)으로, 통상적으로는 10 내지 85 중량부, 바람직하게는 15 내지 72 중량부로 함유한다. 이 미탁제가 기타 성분을 함유하는 경우, 미탁제는 기타 유효제초성분을 5 내지 40 중량부, 바람직하게는 10 내지 30 중량부, 음이온성 계면활성제를 1 내지 40 중량부, 바람직하게는 3 내지 30 중량부, 및 유기용제를 1 내지 40 중량부, 바람직하게는 3 내지 30 중량부 함유한다. Regarding the blending ratio of each component, when the emollient agent of the present invention is 100 parts by weight, the emollient agent of the present invention is selected from the group consisting of phenoxyphenoxy carboxylic acid, heteroaryloxyphenoxy carboxylic acid and derivatives thereof. 5 to 50 parts by weight, preferably 7 to 25 parts by weight of at least one active herbicide component; 3 to 40 parts by weight, preferably 5 to 30 parts by weight of at least one nonionic surfactant; Water is contained in balance, usually 10 to 85 parts by weight, preferably 15 to 72 parts by weight. When this emulsion contains other components, the emulsion contains 5 to 40 parts by weight of other active herbicidal components, preferably 10 to 30 parts by weight, and 1 to 40 parts by weight of anionic surfactant, preferably 3 to 30. 1 part by weight to 40 parts by weight, and preferably 3 to 30 parts by weight of an organic solvent.
각 성분들을 임의적인 순서로 혼합함으로써 본 발명의 미탁제를 얻을 수 있다. 이 혼합 과정에서는 통상적으로 교반기 또는 진탕기를 사용한다.The suspending agent of the present invention can be obtained by mixing the respective components in an arbitrary order. In this mixing process, a stirrer or shaker is usually used.
본 발명의 미탁제는 탁월한 제초효과를 가지며, 고산지대 농지, 과수원, 뽕나무밭과 같은 경작지와, 숲 및 농로와 같은 비-경작지 같은 다양한 곳에서 사용되며, 예를 들면 콩밭 및 목화밭에서 다양한 잡초를 제거하는데 사용된다. 본 발명의 미탁제를 살포할 때에는, 페녹시페녹시 카복시산, 헤테로아릴옥시페녹시 카복시산 및 그의 유도체로 이루어진 군에서 선택된 유효제초성분이 1 헥타르(ha)당 10 내지 500g, 바람직하게는 50 내지 300g의 양으로 살포되고, 다른 유효제초성분(들)이 존재하는 경우, 이 유효제초성분이 1ha당 5 내지 2000g, 바람직하게는 50 내지 500g의 양으로 살포되도록 본 발명의 미탁제를 살포한다. 본 발명은 이러한 미탁제를 사용해서 잡초의 성장을 억제하는 방법도 제공한다. The haze of the present invention has an excellent herbicidal effect, and is used in various places such as alpine farmland, orchards, cultivated land such as mulberry fields, and non-cultivated land such as forests and farm roads, for example, various weeds in soybean fields and cotton fields. Used to remove When spraying the suspending agent of the present invention, the effective herbicidal component selected from the group consisting of phenoxyphenoxy carboxylic acid, heteroaryloxyphenoxy carboxylic acid and derivatives thereof is 10 to 500 g, preferably 50 per hectare (ha) And when the other effective herbicide ingredient (s) is present, the haze agent of the present invention is sparged so that the effective herbicide ingredient is applied in an amount of 5 to 2000 g, preferably 50 to 500 g, per ha. . The present invention also provides a method of inhibiting the growth of weeds using such suspending agents.
지금부터는 실시예를 통해서 본 발명을 더 자세하게 설명하려고 한다. 그러나 본 발명이 이러한 구체적인 실시예로 국한되는 것은 아님을 알아야 한다. 먼저 배합실시예를 기술할 것이다. 이러한 배합실시예에서, "부(parts)"란 "중량부(parts by weight)"를 말한다. The present invention will now be described in more detail with reference to examples. It should be understood, however, that the present invention is not limited to these specific embodiments. The blending example will first be described. In this formulation embodiment, "parts" refers to "parts by weight".
배합실시예 1Formulation Example 1
플루아지포프-p-부틸(순도 93%) 19.8부, 폴리옥시에틸렌 트리스티릴페닐 에테르(도호 케미칼 인더스트리 캄파니 리미티드(Toho Chemical Industry, Co., Ltd.)의 소르폴 T-15(Sorpol T-15, 상표명)) 15부, 소디움 디알킬설포숙시네이트(다 케모토 오일 앤드 팻츠 캄파니 리미티드(Takemoto Oil&Fats Co., Ltd.)의 NK-EP-70G(상표명)) 10부 및 물 55.2부를 교반 혼합하여 미탁제를 만들었다. 19.8 parts of Fluazipop-p-butyl (purity 93%), Sorpol T-15 of polyoxyethylene tristyrylphenyl ether (Toho Chemical Industry, Co., Ltd.) -15 (trade name)) 15 parts, 10 parts of sodium dialkylsulfosuccinate (NK-EP-70G (trade name) of Takemoto Oil & Fats Co., Ltd.) and water 55.2 The parts were stirred and mixed to form a suspension.
배합실시예 2Compounding Example 2
배합실시예 1과 동일한 과정을 따르되, 단 NK-EP-70G(상표명) 15부와 물 50.2부를 사용해서 미탁제를 만들었다. The same procedure as in Formulation Example 1 was followed except that 15 parts of NK-EP-70G (trade name) and 50.2 parts of water were used to prepare a suspension.
배합실시예 3Compounding Example 3
플루아지포프-p-부틸(순도 93%) 19.8부, 소르폴 T-15(상표명) 12부, NK-EP-70G(상표명) 15부, 에틸렌 글리콜 5부 및 물 48.2부를 교반 혼합하여 미탁제를 만들었다. 19.8 parts of Fluazipop-p-butyl (purity 93%), 12 parts of Sorpol T-15 (trade name), 15 parts of NK-EP-70G (trade name), 5 parts of ethylene glycol and 48.2 parts of water, Made.
배합실시예 4 내지 15Compounding Examples 4-15
배합실시예 3과 동일한 과정에 따라, 하기 표 1에 기재된 성분들을 표 1에 기재된 배합비로 함유하는 미탁제를 만들었다. 하기 표에서, PEG-200 및 PEG-400은 나칼라이 테스크 인코포레이티드(Nacalai tesque, Inc.)에서 제조된 폴리에틸렌 글리콜이며, IP 솔벤트 1620은 이데미쓰 페트로케미칼 캄파니 리미티드에서 제조된 지방족 용제이며, 엑솔 D40은 엑손 케미칼에서 제조된 방향족 용제이다. According to the same procedure as in Formulation Example 3, a suspending agent containing the components shown in Table 1 below in the blending ratio shown in Table 1 was prepared. In the table below, PEG-200 and PEG-400 are polyethylene glycols manufactured by Nacalai tesque, Inc., IP solvent 1620 is an aliphatic solvent manufactured by Idemith Petrochemical Co., Ltd. , Exol D40 is an aromatic solvent made from Exxon Chemical.
배합실시예 16Compounding Example 16
플루아지포프-p-부틸(순도 93%) 19.8부, 폴리옥시에틸렌 트리스티릴페닐 에테르(롱-프랑(Rhone-Poulenc)의 소프로포르 BSU(Soprophor BSU, 상표명)) 15부, NK-EP-70G(상표명) 15부, 프로필렌 글리콜 5부 및 물 45.2부를 교반 혼합하여 미탁제를 만들었다. 19.8 parts of fluazipop-p-butyl (93% purity), 15 parts of polyoxyethylene tristyrylphenyl ether (Soprophor BSU (trade name) of Rhone-Poulenc), NK-EP 15 parts of -70G (trade name), 5 parts of propylene glycol, and 45.2 parts of water were stirred and mixed to prepare a suspension.
배합실시예 17Compounding Example 17
수산화나트륨 2.9부를 물 30부에 용해시키고, 여기에 포메사펜(순도 89%) 29.4부를 첨가하여 포메사펜-나트륨의 수용액을 얻었다. 이어서, 이 수용액을 플루아지포프-p-부틸(순도 93%) 22.7부와 소르폴 T-15(상표명) 15부와 교반 혼합하여 미탁제를 만들었다. 2.9 parts of sodium hydroxide were dissolved in 30 parts of water, and 29.4 parts of pomesapene (purity 89%) were added thereto to obtain an aqueous solution of pomesapene-sodium. Subsequently, this aqueous solution was stirred and mixed with 22.7 parts of Fluazifop-p-butyl (purity 93%) and 15 parts of Sorpol T-15 (trade name) to form a suspension.
배합실시예 18Compounding Example 18
수산화나트륨 2.9부를 물 25부에 용해시키고, 여기에 포메사펜(순도 89%) 29.4부를 첨가하여 포메사펜-나트륨의 수용액을 얻었다. 이어서, 이 수용액을 플루아지포프-p-부틸(순도 93%) 22.7부와 소르폴 T-15(상표명) 15부와 NK-EP-70G(상표명) 5부와 교반 혼합하여 미탁제를 만들었다. 2.9 parts of sodium hydroxide were dissolved in 25 parts of water, and 29.4 parts of pomesafen (purity 89%) were added thereto to obtain an aqueous solution of pomesafen-sodium. Subsequently, this aqueous solution was stirred and mixed with 22.7 parts of Fluazifop-p-butyl (purity 93%), 15 parts of Sorpol T-15 (trade name), and 5 parts of NK-EP-70G (trade name) to form a suspension.
배합실시예 19 내지 24Compounding Examples 19 to 24
배합실시예 18과 동일한 과정에 따라, 하기 표 2에 기재된 성분들을 표 2에 기재된 배합비로 함유하는 미탁제를 만들었다.According to the same procedure as in Formulation Example 18, a suspending agent was prepared containing the components shown in Table 2 below in the blending ratios described in Table 2.
배합실시예 25Compounding Example 25
수산화나트륨 1.45부를 물 47.55부에 용해시키고, 여기에 포메사펜(순도 87%) 14.7부를 첨가하여 포메사펜-나트륨의 수용액을 얻었다. 이어서, 이 수용액을 플루아지포프-p-부틸(순도 93%) 11.3부와 소르폴 T-15(상표명) 10부와 NK-EP-70G(상표명) 15부와 교반 혼합하여 미탁제를 만들었다. 1.45 parts of sodium hydroxide were dissolved in 47.55 parts of water, and 14.7 parts of pomesapene (purity 87%) was added thereto to obtain an aqueous solution of pomesapene-sodium. This aqueous solution was then stirred and mixed with 11.3 parts of Fluazifop-p-butyl (purity 93%), 10 parts of Sorpol T-15 (trade name) and 15 parts of NK-EP-70G (trade name) to form a turbidity agent.
배합실시예 26 내지 29Compounding Examples 26 to 29
배합실시예 25와 동일한 과정에 따라, 하기 표 3에 기재된 성분들을 표 3에 기재된 배합비로 함유하는 미탁제를 만들었다.According to the same procedure as in Formulation Example 25, a suspending agent containing the components shown in Table 3 below in the blending ratios described in Table 3 was prepared.
배합실시예 30Compounding Example 30
수산화나트륨 1.45부를 물 46.75부에 용해시키고, 여기에 포메사펜(순도 87%) 14.5부를 첨가하여 포메사펜-나트륨의 수용액을 얻었다. 이어서, 이 수용액을 플루아지포프-p-부틸(순도 93%) 11.3부와 소르폴 T-15(상표명) 20부와 프로필렌 글리콜 6부와 교반 혼합하여 미탁제를 만들었다.1.45 parts of sodium hydroxide were dissolved in 46.75 parts of water, and 14.5 parts of pomesapene (purity 87%) was added thereto to obtain an aqueous solution of pomesapene-sodium. Subsequently, this aqueous solution was stirred and mixed with 11.3 parts of Fluazopop-p-butyl (purity 93%), 20 parts of Sorpol T-15 (trade name), and 6 parts of propylene glycol, and the suspension was prepared.
배합실시예 31 내지 35Compounding Examples 31 to 35
배합실시예 30과 동일한 과정에 따라, 하기 표 4에 기재된 성분들을 표 4에 기재된 배합비로 함유하는 미탁제를 만들었다.According to the same procedure as in Formulation Example 30, a suspending agent was prepared containing the components shown in Table 4 below in the blending ratios described in Table 4.
배합실시예 36Compounding Example 36
수산화나트륨 1.45부를 물 46.75부에 용해시키고, 여기에 포메사펜(순도 87%) 14.5부를 첨가하여 포메사펜-나트륨의 수용액을 얻었다. 이어서, 이 수용액을 플루아지포프-p-부틸(순도 93%) 11.3부와, 폴리옥시에틸렌 스티릴페닐 에테르와 도데실벤젠설포네이트의 혼합물(도호 케미칼 인더스트리 캄파니 리미티드의 소르폴 355) 20부와 프로필렌 글리콜 6부와 교반 혼합하여 미탁제를 만들었다.1.45 parts of sodium hydroxide were dissolved in 46.75 parts of water, and 14.5 parts of pomesapene (purity 87%) was added thereto to obtain an aqueous solution of pomesapene-sodium. Subsequently, this aqueous solution was mixed with 11.3 parts of fluazifop-p-butyl (purity 93%) and 20 parts of a mixture of polyoxyethylene styrylphenyl ether and dodecylbenzenesulfonate (Sorpol 355 from Toho Chemical Industry Co., Ltd.). And stirred with 6 parts of propylene glycol to form a suspension.
배합실시예 37Compounding Example 37
물 42.1부와 10.97% 수산화나트륨 수용액 11.2부를 혼합하고, 여기에 포메사펜(순도 89%) 12.5부를 첨가하여 포메사펜-나트륨의 수용액을 얻었다. 이어서, 이 수용액을 플루아지포프-p-부틸(순도 93%) 10.1부와, 소프로포르 BSU(상표명) 13.4부와 NK-EP-70G(상표명) 10.7부와 교반 혼합하여 미탁제를 만들었다.42.1 parts of water and 11.2 parts of 10.97% sodium hydroxide aqueous solution were mixed, and 12.5 parts of pomesafen (89% purity) were added thereto to obtain an aqueous solution of pomesafen-sodium. Subsequently, this aqueous solution was stirred and mixed with 10.1 parts of Fluazifop-p-butyl (purity 93%), 13.4 parts of Soprophor BSU (trade name), and 10.7 parts of NK-EP-70G (trade name) to form a suspension.
배합실시예 38Compounding Example 38
물 15.3부와 10.97% 수산화나트륨 수용액 20.1부를 혼합하고, 여기에 포메사펜(순도 89%) 23.3부를 첨가하여 포메사펜-나트륨의 수용액을 얻었다. 이어서, 이 수용액을 플루아지포프-p-부틸(순도 93%) 18.8부와, 소프로포르 BSU(상표명) 10부와 NK-EP-70G(상표명) 12.5부와 교반 혼합하여 미탁제를 만들었다.15.3 parts of water and 20.1 parts of 10.97% sodium hydroxide aqueous solution were mixed, and 23.3 parts of pomesaphene (purity 89%) were added thereto to obtain an aqueous solution of pomesafen-sodium. Subsequently, this aqueous solution was stirred and mixed with 18.8 parts of Fluazifop-p-butyl (purity 93%), 10 parts of Soprophor BSU (trade name), and 12.5 parts of NK-EP-70G (trade name), to prepare a suspension.
비교용 배합실시예 1Comparative Formulation Example 1
수산화나트륨 1.3부를 물 46.7부에 용해시키고, 여기에 포메사펜(순도 87%) 14.7부를 첨가하여 포메사펜-나트륨의 수용액을 얻었다. 이어서, 이 수용액을 플루아지포프-p-부틸(순도 93%) 11.3부와, 폴리옥시에틸렌 피마자유(롱-프랑의 알카뮬스 R/81(Alkamuls R/81, 상표명)) 20부와 프로필렌 글리콜 6부와 교반 혼합하였다. 그 결과, 미탁제가 아니라, 수시간이 지나면 상분리되는 유상(乳狀, milky) 혼합물을 얻었다. 1.3 parts of sodium hydroxide were dissolved in 46.7 parts of water, and 14.7 parts of pomesapene (purity 87%) was added thereto to obtain an aqueous solution of pomesapene-sodium. Subsequently, the aqueous solution was prepared with 11.3 parts of fluazopop-p-butyl (purity 93%), 20 parts of polyoxyethylene castor oil (Long-Fran Alkamuls R / 81 (trade name)) and propylene glycol Stir and mix with 6 parts. As a result, a milky mixture was obtained, which was not phase suspension but phase separated after several hours.
비교용 배합실시예 2Comparative Formulation Example 2
수산화나트륨 1.3부를 물 46.7부에 용해시키고, 여기에 포메사펜(순도 87%) 14.7부를 첨가하여 포메사펜-나트륨의 수용액을 얻었다. 이어서, 이 수용액을 플루아지포프-p-부틸(순도 93%) 11.3부, 알카뮬스 R/81(상표명) 15부, NK-EP-70G( 상표명) 5부 및 프로필렌 글리콜 6부와 교반 혼합하였다. 그 결과, 미탁제가 아니라, 수시간이 지나면 상분리되는 유상 혼합물을 얻었다. 1.3 parts of sodium hydroxide were dissolved in 46.7 parts of water, and 14.7 parts of pomesapene (purity 87%) was added thereto to obtain an aqueous solution of pomesapene-sodium. This aqueous solution was then stirred and mixed with 11.3 parts of Fluazifop-p-butyl (purity 93%), 15 parts of Alkamul R / 81 ™, 5 parts of NK-EP-70G (trade name) and 6 parts of propylene glycol. . As a result, an oily mixture was obtained, which was phase separated after several hours as a non-suspending agent.
비교용 배합실시예 3Comparative Formulation Example 3
수산화나트륨 1.3부를 물 46.7부에 용해시키고, 여기에 포메사펜(순도 87%) 14.7부를 첨가하여 포메사펜-나트륨의 수용액을 얻었다. 이어서, 이 수용액을 플루아지포프-p-부틸(순도 93%) 11.3부와, 폴리옥시에틸렌 폴리옥시프로필렌 블록공중합체(도호 케미칼 인더스트리 캄파니 리미티드의 페폴 B-182(Pepol B-182, 상표명)) 20부와 프로필렌 글리콜 6부와 교반 혼합하였다. 그 결과, 미탁제가 아니라, 제조직후 상분리되는 유상 혼합물을 얻었다. 1.3 parts of sodium hydroxide were dissolved in 46.7 parts of water, and 14.7 parts of pomesapene (purity 87%) was added thereto to obtain an aqueous solution of pomesapene-sodium. Subsequently, this aqueous solution was subjected to 11.3 parts of fluazopop-p-butyl (purity 93%) and a polyoxyethylene polyoxypropylene block copolymer (Pepol B-182 (Pepol B-182, trade name) of Toho Chemical Industries Co., Ltd.). 20 parts and 6 parts of propylene glycol were stirred and mixed. As a result, an oily mixture was obtained, which was not separated into a suspending agent, but immediately after preparation.
지금부터는 시험실시예를 기술하겠다.The test examples will now be described.
시험실시예 1Test Example 1
배합실시예 1 내지 36에서 기술된 바와 같이 제조된 미탁제 10g씩을 20㎖ 들이 앰풀에 넣고, 앰풀을 밀봉하고 20℃에서 예정된 시간(1일, 1주, 2주 또는 1개월) 동안 저장하고, 앰풀 내용물을 외부에서 육안으로 관찰하였다. 모든 미탁제는 상분리되거나 밀킹되지 않고 안정한 상태를 유지하였다. 10 g of the suspending agent prepared as described in Formulation Examples 1 to 36 were placed in 20 ml ampoules, the ampoule was sealed and stored at 20 ° C. for a predetermined time (1 day, 1 week, 2 weeks or 1 month), Ampoule contents were visually observed from outside. All suspensions remained stable without phase separation or milking.
시험실시예 2Test Example 2
배합실시예 4, 5, 9, 11, 13, 18 내지 22, 24, 및 26 내지 36에 기술된 바와 같이 제조된 미탁제 10g씩을 20㎖ 들이 앰풀에 넣고, 앰풀을 밀봉하고 -5℃에서 예정된 시간(1주, 2주 또는 1개월) 동안 저장하고, 앰풀 내용물을 외부에서 육안으로 관찰하였다. 모든 미탁제는 상분리되거나 밀킹되지 않고 안정한 상태를 유지하였 다. 10 g of the suspending agent prepared as described in Formulation Examples 4, 5, 9, 11, 13, 18 to 22, 24, and 26 to 36 were placed in a 20 ml ampoule, the ampoule was sealed and scheduled at −5 ° C. The time was stored for 1 week, 2 weeks or 1 month and the ampoule contents were visually observed externally. All suspending agents remained stable without phase separation or milking.
시험실시예 3Test Example 3
배합실시예 4, 5 및 11에 기술된 바와 같이 제조된 미탁제 10g씩을 20㎖ 들이 앰풀에 넣고, 앰풀을 밀봉하고 5℃에서 2주 동안 저장하고, 앰풀 내용물을 외부에서 육안으로 관찰하였다. 모든 미탁제는 상분리되거나 밀킹되지 않고 안정한 상태를 유지하였다.Each 10 g of the suspending agent prepared as described in Formulation Examples 4, 5 and 11 was placed in a 20 ml ampoule, the ampoule was sealed and stored at 5 ° C. for 2 weeks, and the ampoule contents were visually observed from the outside. All suspensions remained stable without phase separation or milking.
시험실시예 4Test Example 4
배합실시예 1, 2, 4, 5, 8, 9, 11, 13, 및 18 내지 35에 기술된 바와 같이 제조된 미탁제 10g씩을 20㎖ 들이 앰풀에 넣고, 앰풀을 밀봉하고, 50℃에서 1일, 54℃에서 2주 또는 60℃에서 1주 동안 저장하고, 앰풀 내용물을 외부에서 육안으로 관찰하였다. 모든 미탁제는 상분리되거나 밀킹되지 않고 안정한 상태를 유지하였다.10 g of the suspending agent prepared as described in the compounding examples 1, 2, 4, 5, 8, 9, 11, 13, and 18 to 35 were placed in a 20 ml ampoule, the ampoule was sealed and 1 at 50 ° C. One day, two weeks at 54 ° C. or one week at 60 ° C., and ampoule contents were visually observed from outside. All suspensions remained stable without phase separation or milking.
시험실시예 5Test Example 5
배합실시예 13, 20 내지 24, 26, 28 및 29에 기술된 바와 같이 제조된 미탁제 10g씩을 20㎖ 들이 앰풀에 넣고, 앰풀을 밀봉하고, 저장 사이클에 적용하고(-5℃에서 3일, 실온에서 1일 및 50℃에서 3일 동안 저장하는 사이클을 세 번 반복하여 총 21일 동안 저장함), 앰풀 내용물을 외부에서 육안으로 관찰하였다. 모든 미탁제는 상분리되거나 밀킹되지 않고 안정한 상태를 유지하였다.10 g of the suspending agent prepared as described in Formulation Examples 13, 20-24, 26, 28 and 29 were placed in a 20 ml ampoule, the ampoule was sealed and subjected to a storage cycle (3 days at -5 ° C, The cycle of storing 1 day at room temperature and 3 days at 50 ° C. was repeated three times and stored for a total of 21 days), and the ampoule contents were visually observed from the outside. All suspensions remained stable without phase separation or milking.
시험실시예 6Test Example 6
고산지대 흙이 채워진 1/1,000,000ha 크기의 단지(pot)에, 바랭이(crabgrass)(Digitaria sanguinalis L.)를 파종하였다. 바랭이가 2.7 내지 3 엽기(leaf stage)로 자라면, 배합실시예 5 및 11에서 기술된 바와 같이 제조된 미탁제를, 예정된 양 만큼의 유효성분을 함유하도록 칭량하고, 이를 200ℓ/ha의 물로 희석하고, 경엽처리(foliage treatment)를 하였다. 이 희석 수용액은 잘 분산된 상태였다. Crabsgrass (Digitaria sanguinalis L.) was planted in a 1 / 1,000,000 ha-sized pot filled with alpine soil. If the leech grows in the 2.7 to 3 leaf stage, the suspending agent prepared as described in the compounding examples 5 and 11 is weighed to contain the predetermined amount of the active ingredient, and diluted with 200 L / ha of water. And foliage treatment. This diluted aqueous solution was well dispersed.
처리한 지 3주가 지나서, 바랭이의 성장 정도를 육안으로 관찰하고, 그 제초효과를 0(제초효과없음)에서 100(완전제초)까지의 성장억제율(%)로서 평가하였다. 그 결과를 표 5에 기재해 놓았다. Three weeks after the treatment, the degree of growth of the larvae was visually observed, and the herbicidal effect was evaluated as a growth inhibition rate (%) from 0 (no herbicidal effect) to 100 (complete herbicide). The results are shown in Table 5.
시험실시예 7Test Example 7
고산지대 흙이 채워진 1/300,000ha 크기의 단지에, 콩(soybean)(Glycine max Merr.)을 파종하였다. 콩이 0.5 내지 0.7 엽기로 자라면, 배합실시예 5 및 11에서 기술된 바와 같이 제조된 미탁제를, 예정된 양 만큼의 유효성분(플루아지포프-p-부틸 200g/ha 또는 400g/ha)을 함유하도록 칭량하고, 이를 200ℓ/ha의 물로 희석하였다. 농업용 전착제(agricultural spreader) 0.2부피%를 상기 희석 수용액에 첨가한 후, 경엽처리를 하였다. 이 희석 수용액은 잘 분산된 상태였다. 처리한 지 2주가 지나서, 콩의 성장 정도를 육안으로 관찰하였지만, 아무런 상해도 발견하지 못하였 다. Soybeans (Glycine max Merr.) Were planted in a 1 / 300,000 ha-filled complex filled with alpine soil. If soybeans were grown to 0.5 to 0.7 foliar, the suspending agent prepared as described in the compounding examples 5 and 11 was added with a predetermined amount of the active ingredient (fluazifop-p-butyl 200 g / ha or 400 g / ha). Weighed to contain and diluted with 200 L / ha of water. 0.2% by volume of agricultural spreader was added to the diluted aqueous solution, followed by foliage treatment. This diluted aqueous solution was well dispersed. Two weeks after the treatment, the growth of the beans was visually observed, but no injury was found.
시험실시예 8Test Example 8
고산지대 농지(시험용 블록 1개의 크기는 5m×1m)에, 바랭이(Digitaria sanguinalis L.), 돼지풀(common ragweed)(Ambrosia artemisiifolia L.) 및 콩(Glycine max Merr.)을 파종하고, 기타 잡초도 자연히 자라도록 두었다. 식물이 예정된 엽기로 자라면(① 바랭이의 경우는 0.5 내지 3.5 엽기, ② 돼지풀의 경우에는 0.2 내지 2.0 엽기, ③ 털비름(redroot pigweed)(Amaranthus retroflexus L.)의 경우에는 0.5 내지 3.1 엽기, ④ 콩의 경우에는 0.4 엽기), 배합실시예 37 및 38에서 기술된 바와 같이 제조된 미탁제를 예정된 양 만큼의 유효성분을 함유하도록 칭량하고, 이를 250ℓ/ha의 물로 희석하고, 경엽처리를 하였다. 이 희석 수용액은 잘 분산된 상태였다. Sowing alpine farmland (the size of one test block is 5m × 1m), sowing bark (Digitaria sanguinalis L.), common ragweed (Ambrosia artemisiifolia L.) and soybean (Glycine max Merr.), And other weeds Also allowed to grow naturally. If the plant grows as a predestined leafhopper (① 0.5 to 3.5 blades for barley, ② 0.2 to 2.0 blades for ragweed, ③ 0.5 to 3.1 leafs for redroot pigweed (Amaranthus retroflexus L.), ④ in the case of soybeans) 0.4 mg of the suspending agent prepared as described in Formulation Examples 37 and 38, was weighed to contain a predetermined amount of the active ingredient, diluted with 250 L / ha of water and subjected to foliage treatment . This diluted aqueous solution was well dispersed.
처리한 지 29일이 지나서, 각 식물의 성장 정도를 육안으로 관찰하고, 그 제초효과를 0(제초효과없음)에서 100(완전제초)까지의 성장억제율(%)로서 평가하였다. 그 결과를 표 6에 기재해 놓았다. After 29 days of treatment, the degree of growth of each plant was visually observed, and the herbicidal effect was evaluated as a growth inhibition rate (%) from 0 (no herbicidal effect) to 100 (complete herbicide). The results are shown in Table 6.
본 발명의 미탁제는 밀킹 또는 상분리 되지 않는 물리적으로 안정한 미탁제일 뿐만 아니라, 그 유효제초성분의 저장 안정성이 좋은, 화학적으로도 안정한 미탁제이며, 물로 희석되어도 탁월한 유탁제 안정성을 나타낸다. 본 발명은 또한 이 미탁제를 사용하여 잡초의 성장을 억제하는 방법을 제공한다.The haze agent of the present invention is not only a milky or phase separated physically stable haze agent, but also a chemically stable haze agent having good storage stability of the active herbicidal component, and exhibits excellent emulsion stability even when diluted with water. The present invention also provides a method of using this suspending agent to inhibit the growth of weeds.
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US6689719B2 (en) | 1999-08-11 | 2004-02-10 | Monsanto Technology Llc | Coformulation of carfentrazone-ethyl and glyphasate |
US6713433B2 (en) | 1999-08-11 | 2004-03-30 | Monsanto Technology, Llc | Coformulation of an oil-soluble herbicide and a water-soluble herbicide |
US8232230B2 (en) | 2000-12-01 | 2012-07-31 | Helena Holding Company | Manufacture and use of a herbicide formulation |
DE60222573T2 (en) | 2001-09-26 | 2008-06-12 | Platte Chemical Company, Greeley | MICROEMULSION-CONTAINING HERBICIDE CONCENTRATES, MICROEMULSIONS AND METHOD |
AR036712A1 (en) | 2001-10-03 | 2004-09-29 | Syngenta Participations Ag | HERBICIDE COMPOSITION |
JO2597B1 (en) * | 2004-10-22 | 2011-11-01 | سوميتومو كيميكال كومباني, ليمتد | Pesticidal Emulsifiable Concentrate. |
US8426341B2 (en) | 2005-05-27 | 2013-04-23 | Helena Holding Company | Herbicide formulation |
EP1891855A1 (en) * | 2006-08-05 | 2008-02-27 | Bayer CropScience AG | Novel microemulsion concentrates |
EP1886560A1 (en) * | 2006-08-05 | 2008-02-13 | Bayer CropScience AG | New microemulsifiable concentrates |
CN101385456B (en) * | 2008-10-17 | 2011-10-26 | 广西田园生化股份有限公司 | Cassava field post-seedling chemical herbicide using efficient fluazifop as effective ingredient |
AR100943A1 (en) * | 2014-06-27 | 2016-11-09 | Fmc Corp | CONTROLLED LIBERATION SULFENTRAZONE TO PROTECT PLANTS |
AR109032A1 (en) | 2016-07-12 | 2018-10-24 | Monsanto Technology Llc | PESTICIDED MICROEMULSIONS |
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