KR20030065644A - Agricultural composition for prevention on annual and perennial grasses - Google Patents

Agricultural composition for prevention on annual and perennial grasses Download PDF

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KR20030065644A
KR20030065644A KR1020020005348A KR20020005348A KR20030065644A KR 20030065644 A KR20030065644 A KR 20030065644A KR 1020020005348 A KR1020020005348 A KR 1020020005348A KR 20020005348 A KR20020005348 A KR 20020005348A KR 20030065644 A KR20030065644 A KR 20030065644A
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group
formula
crops
composition
alkyl
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정봉진
안병우
명을재
김영권
박채현
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동부한농화학 주식회사
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    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/72Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
    • A01N43/74Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,3
    • A01N43/761,3-Oxazoles; Hydrogenated 1,3-oxazoles
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N37/00Biocides, 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
    • A01N37/18Biocides, 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 containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof
    • A01N37/26Biocides, 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 containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof containing the group; Thio analogues thereof
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N25/00Biocides, 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
    • A01N25/02Biocides, 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
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N25/00Biocides, 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
    • A01N25/12Powders or granules
    • A01N25/14Powders or granules wettable

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  • Life Sciences & Earth Sciences (AREA)
  • Agronomy & Crop Science (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

PURPOSE: A herbicide composition containing phenoxy propionic acid-N-2-fluorophenylamide isomer compounds or isomer mixtures as an effective ingredient is provided, which has long-term storage stability and controls annual and perennial glass weeds when applied to broadleaf crops and fruit crops as well as gramineous crops such as rice, wheat, barley or the like. CONSTITUTION: The herbicide composition contains phenoxy propionic acid derivatives of formula 1. In formula, R is methyl or ethyl; X is H, halogen, cyano, C1-5 alkyl, C1-5 alkoxy, C2-4 alkoxyalkoxy, phenyl, benzyloxy, C2-6 alkenyl, C2-6 alkynyl, C2-6 alkenyloxy, C2-6 alkynyloxy or phenyl; Y is H or fluorine; n is an antigen of 1 or 2 in which X can be combined with other derivatives in the case when n is 2. The composition contains one or more subsidiary materials for pesticidal formulation selected from water, solvents, carriers, surfactants, dispersants, aids and bulking agents.

Description

일년생 및 다년생 화본과 잡초 방제에 유효한 농약 조성물{Agricultural composition for prevention on annual and perennial grasses}Agrocultural composition for prevention on annual and perennial grasses

본 발명은 일년생 및 다년생 화본과 잡초 방제에 유효한 농약 조성물에 관한 것으로, 보다 상세하게는 다음 화학식 1로 표시되는 페녹시프로피온산-N-알킬-N-2-플루오로페닐아미드 이성체 화합물 또는 이성체 혼합물을 사용하여 취급이 간편하도록 다양한 제형으로 제제화하여 화본과 작물 및 광엽작물, 과수작물의 재배시 일년생 및 다년생 화본과 잡초를 효과적으로 방제하는데 유효한 농약 조성물에 관한 것이다.The present invention relates to a pesticide composition effective for controlling annual and perennial flowers and weeds, and more specifically, using a phenoxypropionic acid-N-alkyl-N-2-fluorophenylamide isomer compound or an isomer mixture represented by the following general formula (1): The present invention relates to a pesticide composition effective to effectively control the annual and perennial flowers and weeds during the cultivation of flowers and crops and broadleaf crops and fruit crops by formulating in various formulations for easy handling.

[화학식 1][Formula 1]

상기 화학식 1에서: R은 메틸기 또는 에틸기를 나타내고; X는 수소원자, 할로겐원자, 시아노기, C1∼C5의 알킬기, C1∼C5의 알콕시기, 1∼3개의 할로겐원자가 치환된C1∼C3의 할로알킬기, 1∼3개의 할로겐원자가 치환된 C1∼C3의 할로알콕시기, C2∼C4의 알콕시알콕시기, 페녹시기, 벤질옥시기, C2∼C6의 알케닐기, C2∼C6의 알키닐기, C2∼C6의 알케닐옥시기, C2∼C6의 알키닐옥시기 또는 페닐기를 나타내고; Y는 수소원자, 또는 플루오르를 나타내고; n은 1 또는 2의 정수를 나타내고 n이 2일 경우 X는 각기 다른 치환체들의 조합이 되어도 좋다.In Chemical Formula 1, R represents a methyl group or an ethyl group; X is a hydrogen atom, a halogen atom, a cyano group, a C 1 to C 5 alkyl group, a C 1 to C 5 alkoxy group, a C 1 to C 3 haloalkyl group substituted with 1 to 3 halogen atoms, 1 to 3 halogens atoms of the alkynyl group substituted with C 1 ~C 3 haloalkoxy group, C 2 ~C 4 alkoxycarbonyl group, a phenoxy group, a benzyloxy group, C 2 ~C 6 alkenyl, C 2 ~C 6 of the, C 2 of ~C 6 alkenyloxy group, alkynyloxy group represents a phenyl group or a C 2 ~C 6; Y represents a hydrogen atom or fluorine; n represents an integer of 1 or 2, and when n is 2, X may be a combination of different substituents.

미국특허 제4,130,413호에는 다음 화학식 2로 표시되는 화합물이 공개되어 있다.US Patent No. 4,130,413 discloses a compound represented by the following formula (2).

상기 화학식 2에서: (R1)m은 수소원자, 할로겐원자, CF3, NO2, CN, 알킬기 등이고; A는 O, S, NH 등이고; R2는 수소원자 또는 알킬기이고; Z는 여러 가지 중(이때 R3와 R4는 서로 같거나 다른 것으로서 수소원자, C1∼C6알킬기, C1∼C6히드록시알킬기, C3∼C6싸이클로알킬기, C1∼C4알콕시기 또는 페닐기로서 C1∼C4알킬기, C1∼C6알콕시기, 할로겐 및 CF3중에서 선택된 1 내지 3개의 치환기로서 치환된 것)을 나타낸다.In Formula 2, (R 1 ) m is a hydrogen atom, a halogen atom, CF 3 , NO 2 , CN, an alkyl group and the like; A is O, S, NH and the like; R 2 is a hydrogen atom or an alkyl group; Z is among many (Wherein R 3 and R 4 are the same as or different from each other and are hydrogen atoms, C 1 -C 6 alkyl groups, C 1 -C 6 hydroxyalkyl groups, C 3 -C 6 cycloalkyl groups, C 1 -C 4 alkoxy groups or phenyl groups C 1 -C 4 alkyl group, C 1 -C 6 alkoxy group, substituted with 1 to 3 substituents selected from halogen and CF 3 ).

일본공개특허 평2-11580호에는 다음 화학식 3으로 표시한 화합물이 공개되어 있다.Japanese Patent Laid-Open No. 2-11580 discloses a compound represented by the following formula (3).

상기 화학식 3에서 : L은 저급알킬기, 할로겐원자, 메톡시, 메톡시페녹시기, 벤질옥시기, 메틸티오기, 메틸비닐기를 나타내고; n은 0∼2의 정수를 나타낸다.In the formula (3): L represents a lower alkyl group, halogen atom, methoxy, methoxyphenoxy group, benzyloxy group, methylthio group, methylvinyl group; n represents the integer of 0-2.

상기에서 기술한 특허이외에도 미국특허 제4,531,969호, 미국특허 제5,254,527호, 일본공개특허 소53-40767호, 소54-112828호에는 페녹시프로피온산 아미드 유도체가 제초활성을 갖고 있다고 기술되어 있다.In addition to the above-described patents, U.S. Patent Nos. 4,531,969, 5,254,527, Japanese Patent Laid-Open Nos. 53-40767 and 54-112828 describe that phenoxypropionic acid amide derivatives have herbicidal activity.

또한, 본 출원인은 대한민국특허 제314,776호 및 특허출원공개 제2001-105445호를 통하여, 상기 화학식 1로 표시되는 신규 페녹시프로피온산-N-알킬-N-2-플루오로페닐아미드 이성체 화합물 또는 이성체 혼합물과, 상기한 신규 화합물을 포함하는 논피 방제용 제초제 조성물, 그리고 상기한 신규 화합물을 사용하여 논에 발생하는 피를 방제하는 방법에 관한 특허를 청구한 바도 있다.In addition, the present applicant, through the Republic of Korea Patent No. 314,776 and Patent Application Publication No. 2001-105445, a novel phenoxypropionic acid-N-alkyl-N-2-fluorophenylamide isomer compound or isomer mixture And a patent for a method of controlling herbicide composition for non-blood control including the aforementioned novel compound, and a method for controlling blood generated in the paddy field using the novel compound described above.

본 발명은 상기 화학식 1로 표시되는 화합물에 대한 용도 발명으로서, 화본과 작물, 광엽작물, 과수작물 재배시 작물의 생육에 지장을 초래하는 일년생 및 다년생 화본과 잡초에 대하여 광범위하게 우수한 방제효과를 가지고 있는 농약 조성물을 제공하고자 한다.The present invention is a use invention for the compound represented by the formula (1), pesticides having a wide range of excellent control against the annual and perennial flowers and weeds that cause the growth of crops when crops and crops, broad-leaf crops, fruit trees It is intended to provide a composition.

현재 여러 가지 제초제들이 개발되어 사용되고 있지만 작물에 대해 안전하면서도 잡초에 대해서는 우수한 방제효과를 나타내고 잡초의 재생을 방지할 수 있는 제초제를 개발하는 것은 농업의 생력화 및 친환경 농업의 달성을 위한 지름길이다.Currently, various herbicides have been developed and used, but developing a herbicide that is safe for crops, has good control effects on weeds and prevents weed regeneration, is a shortcut for achieving viability of agriculture and achieving eco-friendly agriculture.

특히, 화본과 작물, 광엽작물, 과수작물을 재배함에 있어 일년생 및 다년생 화본과 잡초에 대하여 광범위하게 방제하는 약제의 개발은 농부들에게 있어서 가장 큰 바램이다. 따라서, 작물의 생육에 지장을 초래하는 잡초를 효과적으로 방제할 수 있는 새로운 농약 조성물의 개발에 대한 필요성이 있어 왔다.In particular, the cultivation of medicines that control a wide range of annual and perennial flowers and weeds is the greatest desire for farmers in the cultivation of flowering plants, crops, broadleaf crops and fruit crops. Accordingly, there has been a need for the development of new pesticide compositions that can effectively control weeds that interfere with crop growth.

본 발명의 목적은 벼, 밀, 보리와 같은 화본과 작물 뿐만아니라 광엽작물, 과수작물의 재배시에도 효과적으로 일년생 및 다년생 화본과 잡초를 방제할 수 있는 농약 조성물을 제공하는데 있다.An object of the present invention is to provide a pesticide composition that can effectively control the annual and perennial flowers and weeds in the cultivation of plants and crops, as well as plants and crops such as rice, wheat, barley.

본 발명의 또다른 목적은 상기 화학식 1의 화합물을 함유하는 조성물을 이용하여 일년생 잡초 및 다년생 화본과 잡초를 효과적으로 방제할 수 있는 방법을 제공하는 데 있다.Still another object of the present invention is to provide a method for effectively controlling annual weeds and perennial flowers and weeds using the composition containing the compound of Formula 1.

본 발명은 다음 화학식 1로 표시되는 페녹시 프로피온산 N-알킬-N-2-플루오르페닐 아미드 이성체 화합물 또는 이성체 혼합물이 유효성분으로 함유되어 있어 일년생 및 다년생 화본과 잡초 방제에 유효한 농약 조성물을 그 특징으로 한다.The present invention is characterized in that a pesticide composition represented by the following formula (1) contains an N-alkyl-N-2-fluorophenyl amide isomeric compound or an isomer mixture as an active ingredient and is effective for controlling annual and perennial flowers and weeds. .

[화학식 1][Formula 1]

상기 화학식 1에서: R은 메틸기 또는 에틸기를 나타내고; X는 수소원자, 할로겐원자, 시아노기, C1∼C5의 알킬기, C1∼C5의 알콕시기, 1∼3개의 할로겐원자가 치환된 C1∼C3의 할로알킬기, 1∼3개의 할로겐원자가 치환된 C1∼C3의 할로알콕시기, C2∼C4의 알콕시알콕시기, 페녹시기, 벤질옥시기, C2∼C6의 알케닐기, C2∼C6의 알키닐기, C2∼C6의 알케닐옥시기, C2∼C6의 알키닐옥시기 또는 페닐기를 나타내고; Y는 수소원자, 또는 플루오르를 나타내고; n은 1 또는 2의 정수를 나타내고 n이 2일 경우 X는 각기 다른 치환체들의 조합이 되어도 좋다.In Chemical Formula 1, R represents a methyl group or an ethyl group; X is a hydrogen atom, a halogen atom, a cyano group, a C 1 to C 5 alkyl group, a C 1 to C 5 alkoxy group, a C 1 to C 3 haloalkyl group substituted with 1 to 3 halogen atoms, 1 to 3 halogens atoms of the alkynyl group substituted with C 1 ~C 3 haloalkoxy group, C 2 ~C 4 alkoxycarbonyl group, a phenoxy group, a benzyloxy group, C 2 ~C 6 alkenyl, C 2 ~C 6 of the, C 2 of ~C 6 alkenyloxy group, alkynyloxy group represents a phenyl group or a C 2 ~C 6; Y represents a hydrogen atom or fluorine; n represents an integer of 1 or 2, and when n is 2, X may be a combination of different substituents.

이와 같은 본 발명을 더욱 상세히 설명하면 다음과 같다.Referring to the present invention in more detail as follows.

본 발명의 농약 조성물중에 유효성분으로 함유되는 상기 화학식 1로 표시되는 화합물은 본 출원인에 의해 특허출원된 공지 화합물로서, 이성체 화합물 또는 이성체의 혼합물일 수도 있다.The compound represented by the formula (1) contained in the pesticide composition of the present invention as an active ingredient is a known compound patented by the applicant, may be an isomer compound or a mixture of isomers.

상기 화학식 1로 표시되는 화합물이 포장에서 우수한 약효를 발현하기 위해서는, 본 발명의 농약 조성물에는 상기 유효활성 화합물 0.01 내지 99.99 중량%와 농약의 제제화에 통상적으로 사용하는 물, 용제, 담체, 계면활성제, 분산제, 보조제, 증량제 등의 농약 제제용 부재 0.01 내지 99.99 중량%가 배합된다. 또한, 본 발명의 농약 조성물은 액제(SL), 유제(EC), 유탁제(EW), 미탁제(ME), 유현탁제(SE), 분제(DP), 수화제(WP), 수용제(SP), 액상수화제(SC), 입상수화제(WG), 수용성입제(SG), 입제(GR), 수면부상성입제(UG), 수면전개제(SO), 점보제 등의 각종 형태로 제제화하여 사용할 수 있다. 본 발명의 농약 조성물을 이용한 제제화 방법은 통상의 방법에 불과하다.In order for the compound represented by the formula (1) to express excellent drug efficacy in packaging, the pesticide composition of the present invention, water, solvents, carriers, surfactants, which are commonly used in the formulation of 0.01 to 99.99% by weight of the active compound and pesticide 0.01-99.99 weight% of components for pesticide preparations, such as a dispersing agent, an adjuvant, and an extender, are mix | blended. In addition, the pesticide composition of the present invention is liquid (SL), emulsion (EC), emulsion (EW), suspending agent (ME), suspending agent (SE), powder (DP), hydrating agent (WP), water soluble agent (SP) , Liquid hydrating agent (SC), granular hydrating agent (WG), water soluble granules (SG), granules (GR), sleep-injured granules (UG), sleep-developing agent (SO), jumbo agent, etc. have. Formulation methods using the pesticide composition of the present invention is only a conventional method.

한편, 본 발명에 따른 농약 조성물에 의해 방제할 수 있는 잡초의 예를 들면 다음과 같다 : 염소풀(Jointed goatgrass,Aegilops cylindrica), 속털개밀(Agropyron ciliarevar.minus), 구주개밀(Quackgrass,Agropyron repens), 개밀(Wheatgrass,Agropyron smithii), 자주개밀(Agropyron yesoense), 산겨이삭(Agrostis clavata), 겨이삭(Agrostis clavatavar.nukabo), 뚝새풀(Water foxtail,Alopecurus aequalisvar.amurensis), 털뚝새풀(Alopecurus japonica), 쥐꼬리뚝새풀(Blackgrass,Alopecurus myosuroides), 큰뚝새풀(Alopecurus pratensis), 쇠풀(Andropogon brevifolius), 조개풀(Jointhead arthraxon,Arthraxon hispidus), 새(Arundinella hirtha), 메귀리(Wild oat,Avena fatua), 개피(Blackmann's grass,Beckmannia syzigachne), 나도기름새(Bothriochloa parviflora), 방울새풀(Little quakinggrass,Briza minor), 참새귀리(Japanese brome,Bromus japonicus), 꼬리새(Bromus remotiflorus), 큰참새귀리(Cheat,Bromus secalinus), 까락빕새귀리(Poverty brome,Bromus sterilis), 털빕새귀리(Downy brome,Bromus tectorum),개보리(Rescuegrass,Bromus unioloides), 실새풀(Calamagrostis arundinacea), 나도바랭이(Feather fingergrass,Chloris virgata), 개솔새(Cymbopogon tortilisvar.georingii), 오리새(Ochardgrass,Dactylis glomerata), 바랭이(Large crabgrass,Digitaria sanguinalis), 좀바랭이(Digitaria timorensis), 민바랭이(Violet crabgrass,Digitaria violascens), 잔디바랭이(Dimeria ornithopoad), 갯드렁새(Brown silvertopgrass,Diplachne fusca), 피(Barnyardgrass,Echinochloa crus-galli), 물피(Echinochloa crus-gallivar.caudata), 강피(Echinochloa crus-gallivar.oryzicola), 돌피(Echinochloa crus-gallivar.praticola), 왕바랭이(Goosegrass,Elusine indica), 참새그령(Stinkgrass,Eragrostis cilianensis), 능수참새그령(Weeping lovergrass,Eragrostis ferruginea), 그령(Lovergrass,Eragrostis ferruginea), 각시그령(Eragrostis japonica), 비노리(Eragrostis,Eragrostis multicaulis), 큰비노리(Eragrostis pilosa), 좀새그령(Little lovergrass,Eragrostis poaeoides), 나도개피(Wooly cupgrass,Eriochloa villosa), 큰김의털(Tall fescue,Festuca arundinacea), 김의털(Sheeps fescue,Festuca ovina), 육절보리풀(Glyceria acutiflora), 쇠치기풀(Hemarthria sibirica), 향모(Sweetgrass,Hierochloe odorata), 좀물뚝새풀(Panic grass,Hymenachyne indicaBUSEforma indica), 물뚝새풀(Hymenachyne indicaBUSEforma oryzetorum), 띠(Blady grass,Imperata cylindricavar.koenigii), 기장대풀(Swamp millet,Isachne globosa), 나도겨풀(Japanese cutgrass,Leersia japonica), 좀겨풀(Rice cutgrass,Leersiaoryzoides), 드렁새(Chinese sprangletop,Leptochloa chinensis), 가자쥐보리(Italian ryegrass,Lolium multiflorumLAM. f.ramosum), 호밀풀(Perennial ryegrass,Lolium perenne), 도랭이피(Annual catstail,Lophochloa cristata), 나도바랭이새(Flexible sesagrass,Microstegium vimineum), 억새(Miscanthus purpurascens), 참억새(Chinese fairygrass,Miscanthus siensis), 쥐꼬리새(Japanese muhly,Muhlenbergia japonica), 주름조개풀(Spicate armgrass,Oplismenus undulatifolius), 개기장(Panicum,Panicum bisulcatum), 미국개기장(Fall panicum,Panicum dichotomiflorum), 뿔이삭풀(Parapholis incurva), 큰참새피(Dallisgrass,Paspalum dilatatum), 털물참새피(Paspalum dilatatumvar.indutum), 물참새피(Knotgrass,Paspalum distichum), 참새피(Japanese paspalum,Paspalum thunbergi), 수크령(Chinese pennisetum,Pennisetum alopecuroides), 카나리새풀(Canarygrass,Phaseolus nipponesis), 갈대(Common reed,Phragmites communis), 실포아풀(Poa acroleuca), 새포아풀(Annual bluegrass,Poa annua), 왕포아풀(Kenturky bluegrass,Poa pratensis), 포아풀(Poa sphondylides), 쇠돌피(Beardgrass,Polypogon fugax), 물잔디(Pseudoraphis ukishiba), 좀물뚝새(Sacciolepis indica), 고사리새(Hardgrass,Scleropoa rigida), 가을강아지풀(Giant foxtail,Setaria faberi), 가락지조(Setaria gigantea), 금강아지풀(Yellow foxtail,Setaria lutescens), 강아지풀(Green foxtail,Setaria viridis), 자주강아지풀(Setaria viridisvar.purpurescens), 시리아수수새(Johnsongrass,Sorghum halepense), 수수새(Sorghum nitidumvar.majus), 나도잔디(Sporobolus japonicus), 솔새(Red oatgrass,Themeda triandravar.japonica), 들묵새(Rattail fescue,Vulpia myuros), 줄(Manchurian wildrice,Zizania latifolia), 잔디(Japanese lawngrass,Zoysia japonica), 왕잔디(Zoysia macrostachya), 금잔디(Mascarenegrass,Zoysia tenuifolia).On the other hand, for example, weeds that can be controlled by the pesticide composition according to the present invention are as follows: Goat grass (Jointed goatgrass, Aegilops cylindrica ), Agropyron ciliare var. Minus , Sour wheat (Quackgrass, Agropyron repens ), couch grass (Wheatgrass, Agropyron smithii), common couch grass (Agropyron yesoense), San vent (Agrostis clavata), vent (Agrostis clavata var. nukabo), Alopecurus aequalis (Water foxtail, Alopecurus aequalis var. amurensis), hair Alopecurus aequalis (Alopecurus japonica ), Blacktail, Alopecurus myosuroides , Blackjack ( Alopecurus pratensis ), Sage ( Andropogon brevifolius ), Shellfish (Jointhead arthraxon, Arthraxon hispidus ), Bird ( Arundinella hirtha ), Wild oat, Avena fatua (Blackmann's grass, Beckmannia syzigachne) , I'm new oil (Bothriochloa parviflora), aberdevine pool (Little quakinggrass, Briza minor), oats sparrow (Japanese brome, Bromus japonicus), a new tail (Bromus remotiflorus), large ears sparrow (Cheat, Bromus secalinus), beard bipsae oats (Poverty brome, Bromus sterilis), hair bipsae oats (Downy brome, Bromus tectorum), one of barley (Rescuegrass, Bromus unioloides), Room saepul (Calamagrostis arundinacea), I indica (Feather fingergrass , Chloris virgata ), sea hawk ( Cymbopogon tortilis var. georingii ), Duck (Ochardgrass, Dactylis glomerata ), Large crabgrass, Digitaria sanguinalis , Digitaria timorensis , Viot crabgrass, Digitaria violascens , Dianthus ornithopoad ( Browngrass ) , Diplachne fusca), blood (Barnyardgrass, Echinochloa crus-galli) , mulpi (Echinochloa crus-galli var. caudata ), gangpi (Echinochloa crus-galli var. oryzicola ), dolpi (Echinochloa crus-galli var. praticola ), Eleusine indica (Goosegrass, Elusine indica), sparrow geuryeong (Stinkgrass, Eragrostis cilianensis), neungsu sparrow geuryeong (Weeping lovergrass, Eragrostis ferruginea), geuryeong (Lovergrass, Eragrostis ferruginea), yellowfin geuryeong (Eragrostis japonica), binori (Eragrostis, Eragrostis multicaulis), Eragrostis pilosa , Little lovergrass, Eragrostis poaeoides , Wooly cupgrass, Eriochloa villosa , Tall fescue, Festuca arundinacea , Seaweed fescue, Festuca ovivi na ), Glyceria acutiflora , Ginsula herb ( Hemarthria sibirica ), Scented grass (Sweetgrass, Hierochloe odorata ), Perennial herb (Panic grass, Hymenachyne indica BUSE forma indica ), Hysachyne indica BUSE forma oryzetorum (Blady grass, Imperata cylindrica var. koenigii ), Swamp millet ( Isachne globosa ), Japanese cutgrass ( Leersia japonica ), Rye cutgrass ( Leersiaoryzoides ), Drake (Chinese sprangletop, Leptochloa chinensis ), Italian ryegrass, Lolium multiflorum LAM.f. ramosum ), Ryegrass (Perennial ryegrass, Lolium perenne ), Annual catstail, Lophochloa cristata , Flexible sesagrass ( Microstegium vimineum ), Miscanthus (Chinese fairygrass) miscanthus siensis), jwikkori new (Japanese muhly, Muhlenbergia japonica), wrinkle jogaepul (Spicate armgrass, Oplismenus undulatifolius), two millet (Panicum, Panicum bisulcatum), American dog badge (Fall panicum, Panicum dichotomiflorum), horns Isaac pools (Parapholis incurva ), Large Sparrow Skin (Dallisgrass, Paspalum dilatatum ), Woolly Sparrow Skin ( Paspalum dilatatum var. Indutum ), Water Sparrow (Knotgrass, Paspalum distichum ), Sparrow Skin (Japanese paspalum, Paspalum thunbergi ), pennisetum, Pennisetum alopecuroides ), Canarygrass (Canarygrass, Phaseolus nipponesis ), Reed (Common reed, Phragmites communis ), Poa acroleuca , Annual bluegrass ( Poa annua ), Kentuky bluegrass, Poa pratensis , Poa sphondylides , Beargrass ( Polypogon fugax ), Grassgrass ( Pseudoraphis ukishiba ), Blackbird ( Sacciolepis indica ), Fern (Hardgrass, Scleropoa rigida ), Fall gorilla (Giant foxtail, Setaria faberi ) ( Setaria gigantea ), Yellow foxtail, Setaria lutescens , Green foxtail, Setaria viridis , Setaria viridis var. purpurescens ), Syrian Hummingbird (Johnsongrass, Sorghum halepense ), Sorghum ( Sorghum nitidum var. majus ), Sporobolus japonicus , Red oatgrass, Themeda triandra var. japonica , Wildtail (Rattail fescue, Vulpia myuros ) , Joules (Manchurian wildrice, Zizania latifolia ), grasses (Japanese lawngrass, Zoysia japonica ), grass ( Zoysia macrostachya ), grass (Mascarenegrass, Zoysia tenuifolia ).

상기한 바대로 본 발명은 대한민국특허 제314776호 및 특허출원공개 제2001-105445호에 공개된 상기 화학식 1로 표시되는 페녹시프로피온산-N-알킬-N-2-플루오로페닐아미드 이성체 화합물 또는 이성체 혼합물의 용도 발명으로서, 상기 공개된 특허에는 제초제 조성물로서 논피 방제효과를 기재하고 있으나, 본 발명은 논피 이외에 일년생 및 다년생 화본과 잡초에 대해서도 특별한 방제효과를 가지고 있는 농약 조성물을 특허청구하고자 하는 것이다.As described above, the present invention is a phenoxypropionic acid-N-alkyl-N-2-fluorophenylamide isomeric compound or isomer represented by Chemical Formula 1 disclosed in Korean Patent No. 314776 and Patent Application Publication No. 2001-105445. Use of the Mixture As an invention, the published patent describes the effect of controlling the hide as a herbicide composition, but the present invention seeks to claim a pesticide composition having a special control effect on annual and perennial flowers and weeds in addition to the skin.

이와 같은 본 발명은 다음의 실시예에 의거하여 더욱 상세히 설명하겠는 바, 본 발명이 이에 한정되는 것은 아니다.Such a present invention will be described in more detail based on the following examples, but the present invention is not limited thereto.

실시예 1Example 1

4 중량%의 (R)-2-[4-(6-클로로-2-벤즈옥사졸일옥시)-페녹시]프로피온산-N-(2-플루오로페닐)-N-메틸 아미드와 10 중량%의 칼슘 도데실벤젠 설포네이트, 25 중량%의 소듐 비스(2-에칠헥실)설포숙시네이트를 혼합하고 잔량으로서의 용제로서 Kocosol 200을 혼합하여 유제로 제제한 후 이화학시험 및 생물시험을 수행하였다.4 wt% of (R) -2- [4- (6-chloro-2-benzoxazolyloxy) -phenoxy] propionic acid-N- (2-fluorophenyl) -N-methyl amide and 10 wt% Calcium dodecylbenzene sulfonate and 25% by weight of sodium bis (2-ethylhexyl) sulfosuccinate were mixed and Kocosol 200 was mixed as a solvent to prepare an emulsion, followed by physical and biological tests.

실시예 2Example 2

4 중량%의 (R)-2-[4-(6-클로로-2-벤즈옥사졸일옥시)-페녹시]프로피온산-N-메틸-N-(2,4,6-트리플루오로페닐)아미드와 10 중량%의 칼슘 도데실벤젠 설포네이트, 25 중량%의 소듐 비스(2-에칠헥실)설포숙시네이트를 혼합하고 잔량으로서의 용제로서 Kokosol 200을 혼합하여 유제로 제제한 후 이화학시험 및 생물시험을 수행하였다.4% by weight of (R) -2- [4- (6-chloro-2-benzoxazolyloxy) -phenoxy] propionic acid-N-methyl-N- (2,4,6-trifluorophenyl) Amides were mixed with 10% by weight of calcium dodecylbenzene sulfonate and 25% by weight of sodium bis (2-ethylhexyl) sulfosuccinate and Kokosol 200 as the remaining solvent. The test was performed.

실시예 3Example 3

4 중량%의 (R)-2-[4-(6-클로로-2-벤즈옥사졸일옥시)-페녹시]프로피온산-N-메틸-N-(2,6-디플루오로페닐)아미드와 10 중량%의 칼슘 도데실벤젠 설포네이트, 25 중량%의 소듐 비스(2-에칠헥실)설포숙시네이트를 혼합하고 잔량으로서의 용제로서 Kokosol 200을 혼합하여 유제로 제제한 후 이화학시험 및 생물시험을 수행하였다.4% by weight of (R) -2- [4- (6-chloro-2-benzoxazolyloxy) -phenoxy] propionic acid-N-methyl-N- (2,6-difluorophenyl) amide 10 wt% calcium dodecylbenzene sulfonate, 25 wt% sodium bis (2-ethylhexyl) sulfosuccinate were mixed, and Kokosol 200 was mixed as a solvent to prepare an emulsion, followed by physical and biological tests. Was performed.

실시예 4Example 4

7 중량%의 (R)-2-[4-(6-클로로-2-벤즈옥사졸일옥시)-페녹시]프로피온산-N-(2-플루오로페닐)-N-메틸 아미드와 소듐 디이소부틸나프탈렌설포네이트 10 중량%, 나프탈렌설포네이트 포름알데히드 코폴리머 2 중량%, 소듐 도데실설페이트 6 중량%, 염화칼륨 10 중량%, 잔량으로서의 다이얼라이트를 혼합하여 100 중량%로 한 후, 상기 혼합물 대비 8 중량%의 물을 넣고 반죽하여 조립기를 통해 성형하고 흡기 55℃의 유동층 건조기내에서 30분간 건조하여 입상수화제로 제제한 후 생물시험 및이화학적 분석에 사용하였다.7% by weight of (R) -2- [4- (6-chloro-2-benzoxazolyloxy) -phenoxy] propionic acid-N- (2-fluorophenyl) -N-methyl amide and sodium diiso 10% by weight of butylnaphthalenesulfonate, 2% by weight of naphthalenesulfonate formaldehyde copolymer, 6% by weight of sodium dodecylsulfate, 10% by weight of potassium chloride, diallite as the balance to 100% by weight, and then 8 Weighing by weight of water was kneaded, molded through a granulator, dried in a fluidized bed dryer at intake 55 ℃ for 30 minutes to prepare a granular water-forming agent was used for biopsy and physicochemical analysis.

실시예 5Example 5

7 중량%의 (R)-2-[4-(6-클로로-2-벤즈옥사졸일옥시)-페녹시]프로피온산-N-메틸-N-(2,4,6-트리플루오로페닐)아미드와 소듐 디이소부틸나프탈렌설포네이트 10 중량%, 나프탈렌설포네이트 포름알데히드 코폴리머 2 중량%, 소듐 도데실설페이트 6 중량%, 염화칼륨 10 중량%, 잔량으로서의 다이얼라이트를 혼합하여 100 중량%로 한 후, 상기 혼합물 대비 8 중량%의 물을 넣고 반죽하여 조립기를 통해 성형하고 흡기 55℃의 유동층 건조기내에서 30분간 건조하여 입상수화제로 제제한 후 생물시험 및 이화학적 분석에 사용하였다.7% by weight of (R) -2- [4- (6-chloro-2-benzoxazolyloxy) -phenoxy] propionic acid-N-methyl-N- (2,4,6-trifluorophenyl) 10% by weight of amide and sodium diisobutylnaphthalenesulfonate, 2% by weight of naphthalenesulfonate formaldehyde copolymer, 6% by weight of sodium dodecyl sulfate, 10% by weight of potassium chloride, and dialite as the balance to 100% by weight In addition, 8% by weight of water was added to the mixture, kneaded, molded through a granulator, dried for 30 minutes in a fluidized bed dryer at intake of 55 ° C., and then formulated with a granular water wetting agent, and used for bioassay and physicochemical analysis.

실시예 6Example 6

7 중량%의 (R)-2-[4-(6-클로로-2-벤즈옥사졸일옥시)-페녹시]프로피온산-N-메틸-N-(2,6-디플루오로페닐)아미드와 소듐 디이소부틸나프탈렌설포네이트 10 중량%, 나프탈렌설포네이트 포름알데히드 코폴리머 2 중량%, 소듐 도데실설페이트 6 중량%, 염화칼륨 10 중량%, 잔량으로서의 다이얼라이트를 혼합하여 100 중량%로 한 후, 상기 혼합물 대비 8 중량%의 물을 넣고 반죽하여 조립기를 통해 성형하고 흡기 55℃의 유동층 건조기내에서 30분간 건조하여 입상수화제로 제제한 후 생물시험 및 이화학적 분석에 사용하였다.7% by weight of (R) -2- [4- (6-chloro-2-benzoxazolyloxy) -phenoxy] propionic acid-N-methyl-N- (2,6-difluorophenyl) amide 10% by weight of sodium diisobutylnaphthalenesulfonate, 2% by weight of naphthalenesulfonate formaldehyde copolymer, 6% by weight of sodium dodecyl sulfate, 10% by weight of potassium chloride, and dialite as the remaining amount to 100% by weight. 8% by weight of water was added to the mixture, kneaded, molded through a granulator, dried for 30 minutes in a fluidized bed dryer at intake of 55 ° C., and then formulated with a granular water wetting agent, and used for biotest and physicochemical analysis.

비교예 1Comparative Example 1

현재 시중에 유통중인 Fenoxaprop 7% EC를 구입하여 생물 비교 시험을 실시하였다.Fenoxaprop 7% EC, currently on the market, was purchased and subjected to biocombination testing.

비교예 2Comparative Example 2

현재 시중에 유통중인 Cyhalofop-butyl 5% EC를 구입하여 생물 비교 시험을 실시하였다.Cyhalofop-butyl 5% EC, which is currently on the market, was purchased and subjected to biocombination tests.

[바랭이에 대한 약효시험][Efficacy test on the frozen sea]

상기 실시예 및 비교예에서 제조한 각각의 시료를 4엽기 바랭이에 대한 방제가를 조사하였고, 그 결과를 다음 표 1에 나타내었다.Each sample prepared in the above Examples and Comparative Examples was investigated for the control value for the four-blade varnish, the results are shown in Table 1 below.

구분division 처리량(a.i./10a)Throughput (a.i./10a) 처리후 약효(%)Effect after treatment (%) 10일10 days 20일20 days 30일30 days 실시예 1Example 1 100 g100 g 76.476.4 88.188.1 89.589.5 200 g200 g 89.389.3 99.999.9 99.899.8 실시예 2Example 2 100 g100 g 73.573.5 85.285.2 86.186.1 200 g200 g 86.286.2 98.798.7 98.998.9 실시예 3Example 3 100 g100 g 70.770.7 88.688.6 88.388.3 200 g200 g 88.388.3 99.599.5 99.799.7 실시예 4Example 4 100 g100 g 71.771.7 87.687.6 85.385.3 200 g200 g 84.384.3 99.099.0 99.199.1 실시예 5Example 5 100 g100 g 70.770.7 81.681.6 82.582.5 200 g200 g 74.374.3 97.197.1 98.398.3 실시예 6Example 6 100 g100 g 67.767.7 78.678.6 81.381.3 200 g200 g 81.381.3 98.498.4 98.598.5 비교예 1Comparative Example 1 35 g35 g 70.770.7 85.685.6 86.486.4 70 g70 g 80.180.1 98.898.8 98.998.9 비교예 2Comparative Example 2 125 g125 g 41.741.7 78.178.1 77.977.9 250 g250 g 75.075.0 86.786.7 86.186.1

상기 시험결과에 의하면, 각 실시예에 따라 제조한 본 발명의 농약 조성물은바랭이에 대해 우수한 약효를 보였으며, 비교예의 약제에 비해 대등하거나 우수한 방제가를 나타내었으며, 잡초가 재생되는 비율도 적어 약효 지속력에서도 우수한 효과를 나타내었다.According to the test results, the pesticide composition of the present invention prepared in accordance with each embodiment showed excellent efficacy against the cold, and compared to the drug of the comparative example showed a superior or superior control value, weeds are less regeneration rate It also showed excellent effects in sustainability.

[메귀리에 대한 약효시험][Efficacy test on devil]

상기 실시예 및 비교예에서 제조한 각각의 시료를 메귀리에 대한 방제가를 조사하였고, 그 결과를 다음 표 2에 나타내었다.Each sample prepared in Examples and Comparative Examples was investigated for the control value for the devil, and the results are shown in Table 2 below.

구분division 처리량(a.i./10a)Throughput (a.i./10a) 처리후 약효(%)Effect after treatment (%) 10일10 days 20일20 days 30일30 days 실시예 1Example 1 100 g100 g 58.458.4 68.268.2 73.373.3 200 g200 g 85.385.3 93.793.7 96.296.2 실시예 2Example 2 100 g100 g 53.553.5 56.256.2 61.861.8 200 g200 g 80.180.1 85.685.6 87.987.9 실시예 3Example 3 100 g100 g 55.255.2 70.370.3 77.677.6 200 g200 g 85.885.8 88.588.5 89.289.2 실시예 4Example 4 100 g100 g 45.745.7 65.465.4 78.178.1 200 g200 g 79.779.7 84.384.3 92.992.9 실시예 5Example 5 100 g100 g 45.745.7 62.962.9 67.367.3 200 g200 g 77.177.1 81.381.3 86.686.6 실시예 6Example 6 100 g100 g 54.854.8 64.264.2 74.574.5 200 g200 g 77.877.8 84.684.6 83.383.3 비교예 1Comparative Example 1 35 g35 g 55.755.7 70.870.8 75.175.1 70 g70 g 75.175.1 83.883.8 86.586.5 비교예 2Comparative Example 2 125 g125 g 44.544.5 48.148.1 52.652.6 250 g250 g 70.370.3 72.172.1 70.370.3

상기 시험결과에 의하묜, 각 실시예에 따라 제조한 본 발명의 농약 조성물은 메귀리에 대해 우수한 약효를 보였으며, 비교예의 약제에 비해 대등하거나 우수한 방제가를 나타내었으며, 잡초가 재생되는 비율도 적어 약효 지속력에서도 우수한 효과를 나타내었다.Based on the above test results, the pesticide composition of the present invention prepared according to each example showed excellent efficacy against narcissus, showed a comparable or superior control value compared to the drug of the comparative example, and the rate at which weeds were regenerated. It also showed an excellent effect even in the sustained efficacy.

[뚝새풀에 대한 약효시험][Efficacy test on the sage grass]

상기 실시예 및 비교예에서 제조한 각각의 시료를 뚝새풀에 대한 방제가를 조사하였고, 그 결과를 다음 표 3에 나타내었다.Each sample prepared in Examples and Comparative Examples was investigated for the control value for the weed grass, the results are shown in Table 3 below.

구분division 처리량(a.i./10a)Throughput (a.i./10a) 처리후 약효(%)Effect after treatment (%) 10일10 days 20일20 days 30일30 days 실시예 1Example 1 100 g100 g 86.286.2 87.187.1 88.188.1 200 g200 g 98.398.3 99.999.9 99.399.3 실시예 2Example 2 100 g100 g 83.583.5 8.28.2 80.680.6 200 g200 g 98.298.2 98.398.3 98.898.8 실시예 3Example 3 100 g100 g 80.680.6 83.583.5 84.784.7 200 g200 g 91.791.7 92.492.4 93.993.9 실시예 4Example 4 100 g100 g 84.784.7 83.683.6 84.384.3 200 g200 g 94.394.3 99.099.0 99.199.1 실시예 5Example 5 100 g100 g 82.782.7 86.386.3 86.686.6 200 g200 g 93.393.3 96.196.1 96.396.3 실시예 6Example 6 100 g100 g 77.177.1 77.977.9 80.580.5 200 g200 g 92.692.6 93.893.8 96.196.1 비교예 1Comparative Example 1 35 g35 g 83.783.7 85.585.5 86.786.7 70 g70 g 92.192.1 96.596.5 96.496.4 비교예 2Comparative Example 2 125 g125 g 71.771.7 73.273.2 72.772.7 250 g250 g 85.085.0 88.688.6 87.287.2

상기 시험결과에 의하면, 실시예에 따라 제조한 본 발명의 농약 조성물은 뚝새풀에 대해 우수한 약효를 보였으며, 비교예의 약제에 비해 대등하거나 우수한 방제가를 나타내었으며, 잡초가 재생되는 비율도 적어 약효 지속력에서도 우수한 효과를 나타내었다.According to the test results, the pesticide composition of the present invention prepared according to the embodiment showed an excellent drug against the tuft grass, showed a comparable or superior control value compared to the drug of the comparative example, and the rate of weed regeneration is small, the drug sustainability Also showed excellent effect.

[벼에 대한 약해시험][Test about rice damage]

상기 실시예에서 제조한 각각의 시료를 처리한 후 30 일후에 벼의 엽기별로 벼 품종간의 약해를 조사하였고, 그 결과를 다음 표 4에 나타내었다.Thirty days after the treatment of each sample prepared in the above example, the weakness of the rice varieties was examined for each foliar phase of the rice, and the results are shown in Table 4 below.

구분division 처리량(a.i./10a)Throughput (a.i./10a) 달관 약해Weak moon 추청벼Chucheap Rice 삼강벼Samgang Rice IR36IR36 1∼2엽기1-2 leaves 3∼4엽기3 ~ 4 leaves 1∼2엽기1-2 leaves 3∼4엽기3 ~ 4 leaves 1∼2엽기1-2 leaves 3∼4엽기3 ~ 4 leaves 실시예 1Example 1 200 g200 g 00 00 00 00 00 00 400 g400 g 0.50.5 00 0.50.5 00 00 00 실시예 2Example 2 200 g200 g 00 00 00 00 00 00 400 g400 g 0.50.5 00 0.50.5 00 1One 1One 실시예 3Example 3 200 g200 g 00 00 00 00 0.50.5 00 400 g400 g 00 00 1One 0.50.5 22 1One 실시예 4Example 4 200 g200 g 00 00 00 00 00 00 400 g400 g 00 00 00 00 00 00 실시예 5Example 5 200 g200 g 00 00 00 00 00 00 400 g400 g 00 00 0.50.5 00 0.50.5 00 실시예 6Example 6 200 g200 g 00 00 00 00 00 00 400 g400 g 00 00 0.50.5 00 1One 0.50.5

상기 시험결과에 의하면, 각 실시예에 따라 제조한 본 발명의 농약 조성물은 벼의 엽기별 약해조사시 기준량 및 배량 처리에서도 벼의 생육에 지장을 초래할 수 있는 정도의 약해를 나타내지 않아 벼에 대한 안전한 조성물을 제공할 수 있는 효과를 나타내었다.According to the test results, the pesticide composition of the present invention prepared according to each embodiment does not show the degree of weakness that can cause the growth of rice even in the standard amount and quantitative treatment at the time of investigation of the weakening of each of the foliar season is safe for rice It has shown the effect of providing a composition.

[화본과 작물에 대한 약해시험][Weakness test on flower and crop]

상기 실시예에서 제조한 각각의 시료를 보리, 조, 밀에 대한 약제처리후 20 일차에 대한 약해를 조사하였고, 그 결과를 다음 표 5에 나타내었다.Each sample prepared in Example was examined for damage on day 20 after treatment with barley, crude and wheat, and the results are shown in Table 5 below.

구분division 처리량(a.i./10a)Throughput (a.i./10a) 달관 약해Weak moon 보리barley article wheat 실시예 1Example 1 200 g200 g 00 00 00 400 g400 g 1One 0.50.5 1One 실시예 2Example 2 200 g200 g 00 00 00 400 g400 g 1One 00 0.50.5 실시예 3Example 3 200 g200 g 00 00 00 400 g400 g 1One 1One 1One 실시예 4Example 4 200 g200 g 00 00 00 400 g400 g 00 00 0.50.5 실시예 5Example 5 200 g200 g 00 00 00 400 g400 g 0.50.5 00 0.50.5 실시예 6Example 6 200 g200 g 00 00 00 400 g400 g 0.50.5 0.50.5 0.50.5

상기 시험결과에 의하면, 각 실시예에 따라 제조한 본 발명의 농약 조성물은 보리, 조, 밀에 대한 약해조사시 기준량 및 배량 처리에서도 생육에 지장을 초래할 수 있을 정도의 약해를 나타내지 않아 화본과 작물에 대한 안전한 조성물을 제공할 수 있는 효과를 나타내었다.According to the test results, the pesticide composition of the present invention prepared according to each embodiment does not show the degree of damage that can cause growth in the barley, crude, wheat, even in the treatment of the standard amount and quantitative treatment to the flowers and crops The effect has been to provide a safe composition for.

따라서 본 발명에 따른 농약 조성물은 상기 실험예의 작물외에도 옥수수, 수수, 호밀과 같은 화본과 작물에 대해 안전한 제초제 조성물을 제공할 수 있는 효과가 있다.Therefore, the pesticide composition according to the present invention has the effect of providing a safe herbicide composition for plants and crops, such as corn, sorghum, rye, in addition to the crop of the experimental example.

[광엽작물에 대한 약해시험][Weakness test on broadleaf crops]

상기 실시예에서 제조한 각각의 시료를 처리한 후 20 일후에 담배, 오이, 배추, 토마토, 고추, 콩에 대한 약해를 조사하였고, 그 결과를 다음 표 6에 나타내었다.Twenty days after the treatment of each sample prepared in the above example, the harmful effects on tobacco, cucumber, cabbage, tomato, pepper, and beans were examined, and the results are shown in Table 6 below.

구분division 처리량(a.i./10a)Throughput (a.i./10a) 달관 약해Weak moon 담배tobacco 오이cucumber 배추cabbage 토마토tomato 고추pepper bean 실시예 1Example 1 200 g200 g 00 00 00 00 00 00 400 g400 g 00 00 00 00 00 00 실시예 2Example 2 200 g200 g 00 00 00 00 00 00 400 g400 g 00 00 00 00 00 00 실시예 3Example 3 200 g200 g 00 00 00 00 00 00 400 g400 g 00 00 00 00 00 00 실시예 4Example 4 200 g200 g 00 00 00 00 00 00 400 g400 g 00 00 00 00 00 00 실시예 5Example 5 200 g200 g 00 00 00 00 00 00 400 g400 g 00 00 00 00 00 00 실시예 6Example 6 200 g200 g 00 00 00 00 00 00 400 g400 g 00 00 00 00 00 00

상기 시험결과에 의하면, 실시예에 따라 제조한 본 발명의 농약 조성물은 광엽작물에 대한 약해조사시 기준량 및 배량 처리에서도 작물에 약해를 나타내지 않아 담배, 오이, 고추, 토마토, 배추, 콩에 대한 안전한 조성물을 제공할 수 있는 효과를 나타내었다.According to the test results, the pesticide composition of the present invention prepared according to the embodiment does not show any damage to crops even in the standard amount and quantitative treatment during the investigation of the weak leaf crops safe for tobacco, cucumber, pepper, tomato, cabbage, beans It has shown the effect of providing a composition.

따라서 본 발명에 따른 농약 조성물은 상기 실험예의 작물외에도 당근, 참깨, 고추, 무, 목화와 같은 광엽작물에 대해 안전한 제초제 조성물을 제공할 수 있는 효과가 있다.Therefore, the pesticide composition according to the present invention has the effect of providing a safe herbicide composition against broad-leaf crops such as carrots, sesame seeds, peppers, radishes, cotton in addition to the crop of the experimental example.

[저장안정성 시험][Storage Stability Test]

상기 실시예에서 제조한 각각의 시료에 대한 저장안정성 시험결과를 다음 표 7에 나타내었다.The storage stability test results for each sample prepared in the above Example are shown in Table 7 below.

구분division 저장온도(℃)Storage temperature (℃) 원제함량(%)Original content (%) 제제직후Immediately after preparation 2주2 weeks 4주4 Weeks 8주8 Weeks 16주16 Weeks 32주32 Weeks 실시예 1Example 1 1515 4.004.00 4.004.00 4.004.00 4.004.00 4.004.00 4.004.00 5050 4.004.00 4.004.00 4.004.00 4.004.00 4.004.00 4.004.00 실시예 2Example 2 1515 4.004.00 4.004.00 4.004.00 4.004.00 4.004.00 4.004.00 5050 4.004.00 4.004.00 4.004.00 4.004.00 4.004.00 4.004.00 실시예 3Example 3 1515 4.004.00 4.004.00 4.004.00 4.004.00 4.004.00 4.004.00 5050 4.004.00 4.004.00 4.004.00 4.004.00 4.004.00 4.004.00 실시예 4Example 4 1515 6.006.00 6.006.00 6.006.00 6.006.00 6.006.00 6.006.00 5050 6.006.00 6.006.00 6.006.00 6.006.00 6.006.00 6.006.00 실시예 5Example 5 1515 6.006.00 6.006.00 6.006.00 6.006.00 6.006.00 6.006.00 5050 6.006.00 6.006.00 6.006.00 6.006.00 6.006.00 6.006.00 실시예 6Example 6 1515 6.006.00 6.006.00 6.006.00 6.006.00 6.006.00 6.006.00 5050 6.006.00 6.006.00 6.006.00 6.006.00 6.006.00 6.006.00

상기 시험결과에 의하면, 본 발명에 따른 농약 조성물은 50 ℃ 학대 경변시험결과에서 32 주 보관시에도 2% 미만의 원제만이 분해되어 장기 보관시에도 안정된 조성물을 제공하는 효과가 있었다.According to the test results, the pesticide composition according to the present invention had an effect of providing a stable composition even when stored for a long time in the 50 ℃ abuse hardening test results, only 32% of the original agent is decomposed even when stored for 32 weeks.

이상의 시험결과와 같이, 본 발명에 따른 농약 조성물은 뚝새풀, 바랭이, 메귀리에 대해 약효가 우수할 뿐만 아니라 재생력이 뛰어난 잡초에 대해서도 잡초 재생율이 낮은 조성물을 제공하는 효과가 있었으며, 장기저장시에도 유효성분 안정성에도 문제가 없는 조성물을 제공할 수 있었다.As described above, the pesticide composition according to the present invention had the effect of providing a composition having low weed regeneration rate against weeds, leeks, and buckwheat, as well as excellent weeding ability, and long-term storage. It was possible to provide a composition without problems of stability.

또한 벼의 품종간 약해시험 및 화본과 작물, 광엽작물에 대한 약해시험에서 작물에 대해 안전한 조성물을 제공할 수 있었다.In addition, it was possible to provide a safe composition for crops in the detrimental tests of rice cultivars and the detrimental tests on plants, crops and broadleaf crops.

상기한 바와 같이, 상기 화학식 1로 표시되는 페녹시프로피온산-N-알킬-N-2-플루오로페닐아미드 이성체 화합물 또는 이성체 혼합물을 유효성분으로 포함하는 본 발명의 농약 조성물은 종래의 제초제에 비교하여 볼 때 피를 비롯한 일년생 잡초 및 다년생 화본과 잡초에 이르기까지 광범위한 방제 효과를 나타낸다.As described above, the agrochemical composition of the present invention comprising the phenoxypropionic acid-N-alkyl-N-2-fluorophenylamide isomer compound represented by the formula (1) or an isomer mixture as an active ingredient is compared with conventional herbicides. It has a wide range of control effects, from blood to annual weeds to perennial flowers and weeds.

또한, 본 발명의 농약 조성물은 제제한 후의 장기 저장시에도 유효성분의 분해가 없는 안정된 저장 안정성을 나타낸다.In addition, the pesticide composition of the present invention shows stable storage stability without degradation of the active ingredient even during long-term storage after formulation.

또한, 본 발명의 농약 조성물을 통상의 농약 제제로 제조하여 논 또는 밭에 처리하게 하면 종래의 제초제와는 달리 벼, 밀, 보리와 같은 화본과 작물 뿐만아니라 광엽작물, 과수작물의 재배시에도 효과적으로 일년생 및 다년생 화본과 잡초를 방제하는 효과를 나타낸다.In addition, unlike the conventional herbicides, if the pesticide composition of the present invention is prepared in a conventional pesticide formulation and treated in paddy fields or fields, it is effective to grow not only plants and crops such as rice, wheat and barley, but also broad-leaf crops and fruit trees. And effects of controlling perennial flowers and weeds.

이상에서 본 발명은 기재된 구체예에 대해서만 상세히 설명되었지만 본 발명의 기술사상 범위 내에서 다양한 변형 및 수정이 가능함은 당업자에게 있어서 명백한 것이며, 이러한 변형 및 수정이 첨부된 특허청구범위에 속함은 당연한 것이다.Although the present invention has been described in detail only with respect to the described embodiments, it will be apparent to those skilled in the art that various modifications and variations are possible within the technical scope of the present invention, and such modifications and modifications are within the scope of the appended claims.

Claims (4)

다음 화학식 1로 표시되는 페녹시프로피온산-N-알킬-N-2-플루오로페닐아미드 이성체 화합물 또는 이성체 혼합물이 유효성분으로 함유되어 있어 일년생 및 다년생 화본과 잡초를 효과적으로 방제하는데 유효한 농약 조성물.A pesticide composition comprising a phenoxypropionic acid-N-alkyl-N-2-fluorophenylamide isomer compound represented by the following formula (1) or an isomer mixture as an active ingredient, which is effective for effectively controlling annual and perennial flowers and weeds. [화학식 1][Formula 1] 상기 화학식 1에서: R은 메틸기 또는 에틸기를 나타내고; X는 수소원자, 할로겐원자, 시아노기, C1∼C5의 알킬기, C1∼C5의 알콕시기, 1∼3개의 할로겐원자가 치환된 C1∼C3의 할로알킬기, 1∼3개의 할로겐원자가 치환된 C1∼C3의 할로알콕시기, C2∼C4의 알콕시알콕시기, 페녹시기, 벤질옥시기, C2∼C6의 알케닐기, C2∼C6의 알키닐기, C2∼C6의 알케닐옥시기, C2∼C6의 알키닐옥시기 또는 페닐기를 나타내고; Y는 수소원자, 또는 플루오르를 나타내고; n은 1 또는 2의 정수를 나타내고 n이 2일 경우 X는 각기 다른 치환체들의 조합이 되어도 좋다.In Chemical Formula 1, R represents a methyl group or an ethyl group; X is a hydrogen atom, a halogen atom, a cyano group, a C 1 to C 5 alkyl group, a C 1 to C 5 alkoxy group, a C 1 to C 3 haloalkyl group substituted with 1 to 3 halogen atoms, 1 to 3 halogens atoms of the alkynyl group substituted with C 1 ~C 3 haloalkoxy group, C 2 ~C 4 alkoxycarbonyl group, a phenoxy group, a benzyloxy group, C 2 ~C 6 alkenyl, C 2 ~C 6 of the, C 2 of ~C 6 alkenyloxy group, alkynyloxy group represents a phenyl group or a C 2 ~C 6; Y represents a hydrogen atom or fluorine; n represents an integer of 1 or 2, and when n is 2, X may be a combination of different substituents. 제 1 항에 있어서, 상기 조성물은 액제(SL), 유제(EC), 유탁제(EW),미탁제(ME), 유현탁제(SE), 분제(DP), 수화제(WP), 수용제(SP), 액상수화제(SC), 입상수화제(WG), 수용성입제(SG), 입제(GR), 수면부상성입제(UG) 또는 수면전개제(SO)로 제제화 함을 특징으로 하는 농약 조성물.The composition of claim 1, wherein the composition is liquid (SL), emulsion (EC), emulsion (EW), suspension (ME), suspension (SE), powder (DP), hydrating agent (WP), water soluble (SP). ), A liquid hydrating agent (SC), granular hydrating agent (WG), water-soluble granules (SG), granules (GR), sleep-injured granules (UG) or a sleep development agent (SO). 제 1 항에 있어서, 상기 조성물에는 물, 용제, 담체, 계면활성제, 분산제, 보조제 및 증량제 중에서 선택된 1종 이상의 농약제제용 부재가 함유됨을 특징으로 하는 농약 조성물.The pesticide composition according to claim 1, wherein the composition contains at least one pesticide preparation member selected from water, solvents, carriers, surfactants, dispersants, adjuvants and extenders. 다음 화학식 1로 표시되는 페녹시프로피온산-N-알킬-N-2-플루오로페닐아미드 이성체 화합물 또는 이성체 혼합물이 함유된 농약 조성물을 살포하여 화본과 작물, 광엽작물 및 과수의 재배시 논, 밭 또는 과수원에서 발생하는 일년생 및 다년생 화본과 잡초를 방제하는 방법.Following the application of a pesticide composition containing a phenoxypropionic acid-N-alkyl-N-2-fluorophenylamide isomeric compound or an isomer mixture represented by the following formula (1), paddy fields, fields or orchards for the cultivation of flowers and crops, broadleaf crops and fruit trees How to control annual and perennial flowers and weeds arising from. [화학식 1][Formula 1] 상기 화학식 1에서: R은 메틸기 또는 에틸기를 나타내고; X는 수소원자, 할로겐원자, 시아노기, C1∼C6의 알킬기, C1∼C6의알콕시기, 1∼3개의 할로겐원자가 치환된C1∼C3의 할로알킬기, 1∼3개의 할로겐원자가 치환된 C1∼C3의 할로알콕시기, C2∼C4의 알콕시알콕시기, 페녹시기, 벤질옥시기, C2∼C6의 알케닐기, C2∼C6의 알키닐기, C2∼C6의 알케닐옥시기, C2∼C6의 알키닐옥시기 또는 페닐기를 나타내고; Y는 수소원자, 또는 플루오르를 나타내고; n은 1 또는 2의 정수를 나타내고 n이 2일 경우 X는 각기 다른 치환체들의 조합이 되어도 좋다.In Formula 1, R represents a methyl group or an ethyl group; X is a hydrogen atom, a halogen atom, a cyano group, a C 1 to C 6 alkyl group, a C 1 to C 6 alkoxy group, a C 1 to C 3 haloalkyl group substituted with 1 to 3 halogen atoms, 1 to 3 halogens atoms of the alkynyl group substituted with C 1 ~C 3 haloalkoxy group, C 2 ~C 4 alkoxycarbonyl group, a phenoxy group, a benzyloxy group, C 2 ~C 6 alkenyl, C 2 ~C 6 of the, C 2 of ~C 6 alkenyloxy group, alkynyloxy group represents a phenyl group or a C 2 ~C 6; Y represents a hydrogen atom or fluorine; n represents an integer of 1 or 2, and when n is 2, X may be a combination of different substituents.
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Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4596594A (en) * 1984-09-12 1986-06-24 Bayer Aktiengesellschaft Silicon-containing phenoxypropionic acid derivatives and herbicidal use
US4640703A (en) * 1983-12-06 1987-02-03 Ciba-Geigy Corporation 2-phenoxypropionic acid cyanamides as herbicides
JPH0217187A (en) * 1988-07-06 1990-01-22 Kumiai Chem Ind Co Ltd Phenoxypropionamide derivative and herbicide
JPH07330508A (en) * 1994-06-14 1995-12-19 Central Glass Co Ltd Herbicidal composition
KR20000011943A (en) * 1998-07-25 2000-02-25 김충섭 Herbicidal phenoxypropionic acid N-alkyl-N-2-fluorophenyl amides
KR20010105445A (en) * 2000-05-04 2001-11-29 우종일 Optically active herbicidal (R)-phenoxypropionic acid-N-alkyl-N-2-fluorophenyl amides

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4640703A (en) * 1983-12-06 1987-02-03 Ciba-Geigy Corporation 2-phenoxypropionic acid cyanamides as herbicides
US4596594A (en) * 1984-09-12 1986-06-24 Bayer Aktiengesellschaft Silicon-containing phenoxypropionic acid derivatives and herbicidal use
JPH0217187A (en) * 1988-07-06 1990-01-22 Kumiai Chem Ind Co Ltd Phenoxypropionamide derivative and herbicide
JPH07330508A (en) * 1994-06-14 1995-12-19 Central Glass Co Ltd Herbicidal composition
KR20000011943A (en) * 1998-07-25 2000-02-25 김충섭 Herbicidal phenoxypropionic acid N-alkyl-N-2-fluorophenyl amides
KR20010105445A (en) * 2000-05-04 2001-11-29 우종일 Optically active herbicidal (R)-phenoxypropionic acid-N-alkyl-N-2-fluorophenyl amides

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