KR830002045B1 - Herbicidal compositions - Google Patents

Herbicidal compositions Download PDF

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KR830002045B1
KR830002045B1 KR7902370A KR790002370A KR830002045B1 KR 830002045 B1 KR830002045 B1 KR 830002045B1 KR 7902370 A KR7902370 A KR 7902370A KR 790002370 A KR790002370 A KR 790002370A KR 830002045 B1 KR830002045 B1 KR 830002045B1
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formula
compound
bifenox
mecoprop
following
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KR7902370A
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Korean (ko)
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KR830000835A (en
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마르크 베라우드 진
레즐리 글래스고우 제임스
스키라카키스 조오지
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케네스 윌리암 헨리 멕베이
릴리 인더스트리스 리미티드
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Priority claimed from GB7829989A external-priority patent/GB2027344A/en
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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
    • A01N43/72—Biocides, 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
    • A01N43/88—Biocides, 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 six-membered rings with three ring hetero atoms
    • 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
    • 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
    • A01N37/44—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 containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a nitrogen atom attached to the same carbon skeleton by a single or double bond, this nitrogen atom not being a member of a derivative or of a thio analogue of a carboxylic group, e.g. amino-carboxylic acids
    • A01N37/48—Nitro-carboxylic acids; Derivatives thereof
    • 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
    • A01N39/00—Biocides, pest repellants or attractants, or plant growth regulators containing aryloxy- or arylthio-aliphatic or cycloaliphatic compounds, containing the group or, e.g. phenoxyethylamine, phenylthio-acetonitrile, phenoxyacetone
    • A01N39/02—Aryloxy-carboxylic acids; Derivatives thereof
    • 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
    • A01N39/00—Biocides, pest repellants or attractants, or plant growth regulators containing aryloxy- or arylthio-aliphatic or cycloaliphatic compounds, containing the group or, e.g. phenoxyethylamine, phenylthio-acetonitrile, phenoxyacetone
    • A01N39/02—Aryloxy-carboxylic acids; Derivatives thereof
    • A01N39/04—Aryloxy-acetic acids; Derivatives thereof
    • 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
    • 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
    • A01N43/72—Biocides, 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
    • A01N43/74—Biocides, 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
    • A01N43/78—1,3-Thiazoles; Hydrogenated 1,3-thiazoles

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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

The mixing rate of compd. I (Bigenox) and compd. II[M.C. P.A., when X=CH2-.; M.C.P.B., when X=-(CH2)3-.; Mecoprop, When x=-CH(CH3)-, as herbicides is described. Thus, wt% of bifenox and mecoprop was faborable at the rate of 1:3˜1.5:1. The mixt. of bifenox 20, nicoprop (K-salt) 40, Na-lauryl-sulfate 3, Na-lignin-sulfate 3, precipritated silica 8 wt%, and caolin 26 inhibited the growth of Anethum Graveolens, caspella Bursa-pastorsm Centaruea Cyanusm Fumaria officinalis, Lamium amplexicaulem Papaver rhoeasm Silene, and Syerallia Media by 80%

Description

제조제 조성물Manufacture composition

본 발명은 작품에서 잡초를 효과적으로 제거할 수 있는 제초제 조성물에 관한 것이다.The present invention relates to a herbicide composition capable of effectively removing weeds from a work piece.

현재까지 잎이 넓은 잡초, 마트리카리아종(Matricaria)은 밀, 보리, 옥수수 및 귀리같은 겨울 및 봄작물에 많은 손상을 주는 종래의 제초제에 대하여 내성을 가짐을 나타났다. 본 발명인은 공지된 제초제와 배합하여 사용하면 이러한 잡초들은 공지된 "콜비 방정식(Colby Equation)(Weed, 15, 20-22, 1967)"에 따른 상승작용의 관찰에 따라 놀라운 높은 준위까지 억제될 수 있음을 발견하였다.To date, broad-leaved weeds, Matricaria, have been shown to be resistant to conventional herbicides that damage many winter and spring crops such as wheat, barley, corn and oats. When used in combination with known herbicides, the inventors have found that these weeds can be suppressed to surprisingly high levels following the observation of synergy according to the known "Colby Equation" (Weed, 15, 20-22, 1967). It was found.

또한 다른 문제점이 있는 잡초류의 억제는 배합사용 할때 상승작용으로 인하여 매우 만족스러운 결과를 얻을 수 있다.In addition, inhibition of weeds with other problems can achieve very satisfactory results due to synergism when used in combination.

본 발명에 따른 작물내 잡초 제거방법은 하기 일반식(Ⅰ)의 화합물과 하기 일반식(Ⅱ)의 하나나 그 이상의 화합물을 토양 또는 발아후의 곡식에 사용하여서 한다.In the crop weed removal method according to the present invention is to use a compound of the general formula (I) and one or more compounds of the general formula (II) to the soil or after germination.

Figure kpo00001
Figure kpo00001

상기 식중에서 X는 -CH(CH3)-, -CH2- 또는 -(CH2)3-이다. 여기서 X는 -CH(CH3)-인 일반식(Ⅱ)의 화합물을 사용할 때 일반식(Ⅰ)의 화합물은 0.25-3.0㎏/㏊의 비율로 사용하고 일반식(Ⅱ)의 화합물은 0.3-5.0㎏/㏊의 비율로 사용하며, X가 -CH2인 일반식(Ⅱ)의 화합물을 사용할때 일반식(Ⅰ)의 화합물은 0.7-2.9㎏/㏊의 비율로 사용하고, 일반식(Ⅱ)의 화합물은 0.7-3.0㎏/㏊의 비율로 사용한다. X가 -(CH2)3-인 일반식(Ⅱ)의 화합물을 사용할때, 일반식(Ⅰ)의화합물은 0.25-3.0㎏/㏊의 비율로 사용하고 일반식(Ⅱ)의 화합물은 0.1-3.5㎏/㏊의 비율로 사용하며 X가 -CH(CH3)-인 일반식(Ⅱ)의 화합물의 단일화합물을 사용할때, 작물은 봄밀이외의 것이다.Wherein X is -CH (CH 3 )-, -CH 2 -or-(CH 2 ) 3- . When using a compound of formula (II) wherein X is -CH (CH 3 )-, the compound of formula (I) is used at a rate of 0.25-3.0 kg / ㏊ and the compound of formula (II) is 0.3- 5.0㎏ /, and used in a proportion of ㏊, X is -CH 2, a compound of general formula (ⅰ) when using the compound represented by the general formula (ⅱ) and is used in a proportion of 0.7-2.9㎏ / ㏊, formula (ⅱ ) Is used at a rate of 0.7-3.0 kg / dl. When using a compound of formula (II) wherein X is-(CH 2 ) 3- , the compound of formula (I) is used at a rate of 0.25-3.0 kg / ㏊ and the compound of formula (II) is 0.1- When using a single compound of the compound of general formula (II) in which X is -CH (CH 3 )-and is used at a rate of 3.5 kg / ㏊, the crop is other than spring wheat.

일반적으로 일반식(Ⅰ)의 화합물은 0.7-2.0㎏/㏊의 비율로 그리고 일반식(Ⅱ)의 화합물은 0.7-3.0㎏/㏊의비율로 사용한다.Generally, the compound of general formula (I) is used at a ratio of 0.7-2.0 kg / dL and the compound of general formula (II) is used at a ratio of 0.7-3.0 kg / dL.

일반식(Ⅰ)의 화합물은 비펜옥스(Bifenox)로서 공지되었고 이들의 제조는 영국 특허 제1,232,368호에 기술되었으며, 제초제로서 이들의 용도는 Proc. N.E Weed Sci Conf. 1973, 27, 31에 기술되었다.Compounds of formula (I) are known as Bifenox and their preparation is described in British Patent No. 1,232,368 and their use as herbicides is described in Proc. N.E Weed Sci Conf. 1973, 27, 31.

X가 -CH(CH3)-인 일반식(Ⅱ)의 화합물은 메코프로프(Mecoprop)로서 공지되어 있다.Compounds of formula (II) wherein X is -CH (CH 3 )-are known as Mecoprop.

X가 -CH2-인 일반식(Ⅱ)의 화합물은 M.C.P.A.로서 공지되었고, X가 -(CH2)3-인 일반식(Ⅱ)의 화합물은 M.C.P.B.로서 공지되었다.Compounds of formula (II) wherein X is —CH 2 — are known as MCPA, and compounds of formula (II) wherein X is — (CH 2 ) 3 — are known as MCPB.

메코프로프, M.C.P.A., M.C.P.B., 이들의 염 및 에스테르, 이들의 제조 및 이들의 제초성은 문헌에 기술되었다.Mecoprop, M.C.P.A., M.C.P.B., their salts and esters, their preparation and their herbicidal properties are described in the literature.

일반식(Ⅱ)의 화합물은 유리산 형태나 작물에 무독성인 염이나 에스테르형태로 사용하며, 염형태를 예를들면 나트륨 및 칼륨과 같은 알카리 금속형태와 암모늄, 알킬암모늄 및 알칸올암모늄형태, 예를들어 에타놀 암모늄염형태를 들 수 있다. 에스테르형태를 예를들면 C1-8의 저급알킬 에스테르형태 예를들어 메틸 및 옥틸 에스테르형태를 들 수 있는데, 이러한 염과 에스테르형태의 사용도 본 발명의 범위내에 속한다.Compounds of the general formula (II) are used in the form of free acids or in the form of salts or esters which are not toxic to crops. For example, ethanol ammonium salt form is mentioned. Examples of the ester form include C1-8 lower alkyl ester forms such as methyl and octyl ester forms, and the use of such salts and ester forms is also within the scope of the present invention.

본 발명의 방법에서 일반식(Ⅰ)의 화합물(비펜옥스)은 0.7-1.5㎏/㏊ 바람직하기로는 0.7-1.0㎏/㏊의 비율로 사용한다. X가 -CH(CH3)- 또는 -(CH2)3-인 일반식(Ⅱ)의 화합물, 즉 메코프로프나 M.C.P.B.는 1.0-2.0㎏/㏊의 비율로 사용하는 것이 바람직하다. X가 -CH2-인 일반식(Ⅱ)의 화합물, 즉 M.C.P.A.는 0.7-1.5㎏/㏊, 바람직하기로는 0.7-1.0㎏/㏊의 비로 사용한다.In the method of the present invention, the compound of general formula (I) (bifenox) is used at a ratio of 0.7-1.5 kg / dl, preferably 0.7-1.0 kg / dl. It is preferable to use the compound of the general formula (II) wherein X is -CH (CH 3 )-or-(CH 2 ) 3- , that is, mecoprop or MCPB in a ratio of 1.0-2.0 kg / dl. The compound of formula (II) wherein X is —CH 2 —, MCPA, is used in a ratio of 0.7-1.5 kg / dl, preferably 0.7-1.0 kg / dl.

일반식(Ⅰ)의 화합물 대 일반식(Ⅱ) 화합물의 중량비는 통상 1 : 4-3 : 1범위이다. 베핀옥스를 메코프로프나 M.C.P.B.와 함께 사용할때, 비펜옥스대 메코프로프의 중량비는 1 :3-1.5 : 1, 바람직하기로는1 : 2범위이고, 비펜옥스를 M.C.P.A.와 함께 사용할때, 이들의 중량비는 1 : 2-2 :1, 바람직하기로는 약 1 : 1 범위이다.The weight ratio of the compound of formula (I) to the compound of formula (II) is usually in the range of 1: 4-3: 1. When beffinox is used with mecoprop or MCPB, the weight ratio of bifenox to mecoprop is in the range of 1: 3-1.5: 1, preferably 1: 2, and when bifenox is used with MCPA, The weight ratio is in the range of 1: 2-2: 1, preferably about 1: 1.

일반식(Ⅱ)의 화합물의 경우 상기 중량및 비율은 염이나 에스테르를 사용할때 이들의 산 당량을 기준으로 한다.In the case of compounds of formula II, the weights and proportions are based on their acid equivalents when using salts or esters.

본 발명의 방법은 곡식이 한잎 부분과 둘째 마디사이에 실시한다. 본 발명의 조성물에 의하여 처리할 수 있는 적당한 곡식은 겨울밀, 봄보리 및 겨울 보리이다.The method of the present invention is carried out between the grain and the second section of grain. Suitable grains that can be treated with the compositions of the present invention are winter wheat, spring barley and winter barley.

일반식(Ⅰ)의 화합물과 일반식(Ⅱ)의 화합물을 함께 또는 분리하여 사용할 수 있는데, 분리하여 사용하는 경우 사용기간은 짧을수록 좋은데 1일 이하가 바람직하다.The compound of formula (I) and the compound of formula (II) may be used together or separately, but when used separately, the shorter the period of use, the better, but preferably less than one day.

그러나 화합물들을 단일 조성물로서 동시에 사용하는 것이 적당하다. 제조, 저장 및 운반을 간단히 하기 위하여, 제초제 조성물은 상술한 사용비율 로만들기에 필요한 정도로 물에 희석할 수 있는 농축물형태로 제조할 수 있다. 이러한 농축물형태는 하나나 그 이상의 불활성이고, 비독성인 담체와 배합된 1-90중량 %, 바람직하기로는 15-85중량 %의 활성성분을 함유한다. 이러한 조성물은 습윤성 분말, 유화될 수 있는 농축물이나 수성 현탁액 또는 수용액의 형태로 만들 수도 있다.However, it is suitable to use the compounds simultaneously as a single composition. In order to simplify the preparation, storage and transport, the herbicide composition may be prepared in the form of a concentrate which can be diluted in water to the extent necessary to produce the above-mentioned usage rates. Such concentrate forms contain 1-90% by weight, preferably 15-85% by weight of active ingredient in combination with one or more inert, non-toxic carriers. Such compositions may also be made in the form of wettable powders, emulsifiable concentrates or aqueous suspensions or aqueous solutions.

제초제 조성물은 본 발명은 다른 형태를 형성한다. 그러므로 비독성 희석제나 담체와 함께 일반식(Ⅰ)의 화합물과 일반식(Ⅱ)의 하나 또는 그 이상의 화합물이나 이들의 염이나 에스테르를 1 : 4-3 : 1의 중량비(일반식(Ⅱ)화합물의 산당량을 기준함)로 적당히 희석하여 사용한다. 적당한 중량비는 상기에 주어진 바와 같다.Herbicide compositions form another form of the present invention. Therefore, in combination with a non-toxic diluent or carrier, the compound of formula (I) and one or more compounds of formula (II) or salts or esters thereof are 1: 4-3: 1 in weight ratio (formula (II) compounds). Dilute with an acid equivalent of 1). Suitable weight ratios are as given above.

본 발명의 다른 형태로서 비독성 희석제나 담체와 함께 상술한 일반식(Ⅰ)의 화합물이 X가 -(CH2)3-인 일반식(Ⅱ)의 화합물이나 이들의 염 또는 에스테르와 1 : 4-3 : 1 (일반식(Ⅱ)화합물의 산당량을 기준함) 중량비로 이루어지는 제초제 조성물을 제공한다. 적당한 중량비는 상술한 바와 같다.In another embodiment of the present invention, the compound of formula (I) described above together with a nontoxic diluent or carrier is a compound of formula (II) wherein X is-(CH 2 ) 3 -and salts or esters thereof, and 1: 4 -3: 1 (based on the acid equivalent of the compound of formula (II)) to provide a herbicide composition consisting of a weight ratio. Suitable weight ratios are as described above.

본 발명의 제초제 조성물은 소위 농축물 형태뿐만 아니라 탱크 혼합물 및 분무액과 같은 직접 사용하는 희석 조성물을 포함한다. 이러한 희석 조성물은 적당한 농도의 농축 조성물을 희석하여 제조하나, 필요에 따라 적당량의 개개성분들을 적당한 희석물이나 담체에 분리첨가함에 의하여 제조할 수 있다.The herbicide compositions of the present invention include not only so-called concentrate forms but also direct use diluent compositions such as tank mixtures and spray solutions. Such dilution compositions are prepared by diluting a concentrated composition in an appropriate concentration, but may be prepared by separating and adding an appropriate amount of individual components to a suitable diluent or carrier, if necessary.

농축 조성물로서 습윤성 분말은 활성성분, 하나 또는 그 이상의 불활성 담체, 하나 또는 그 이상의 적당한 계면 활성제의 혼합물을 뜻한다. 불활성담체는 아타풀가이트 점토, 백윤석, 규조토, 카올린, 운모, 활석 및 정제된 시리케이트로부터 선택한다. 효과적인 계면 활성제는 설폰화 리그닌, 나프탈렌 설포네이트 및 축합된 나프탈렌 설포네이트, 알킬 석시네이트, 알킬벤젠 설포네이트, 알킬 설페이트 및 페놀의 산화에틸렌 부가물 같은 비이온성 계면 활성제를 들 수 있다. 습윤성 분말을 예를 들면 다음과 같은 조성을 갖는 것이 있다.Wettable powder as a concentrated composition means a mixture of the active ingredient, one or more inert carriers, one or more suitable surfactants. Inert carriers are selected from attapulgite clay, dolomite, diatomaceous earth, kaolin, mica, talc and purified silicates. Effective surfactants include nonionic surfactants such as sulfonated lignin, naphthalene sulfonate and condensed naphthalene sulfonate, alkyl succinate, alkylbenzene sulfonate, alkyl sulfates and ethylene oxide adducts of phenols. Examples of the wettable powder include those having the following composition.

Figure kpo00002
Figure kpo00002

수용성 현탁액 및 수용액은 원하는 계면 활성제, 농화제, 부동제나 방부제와 함게 물에 현탁시키거나 용해된 활성성분을 뜻한다. 적당한 계면 활성제는 습윤정 분말과 관련하여 상술한 것들로부터 선택할 수 있다. 농화제는 통상 적당한 셀루로스 물질과 천연껌으로 부터 선택하며 부동제가 필요할때는 일반적으로 글리콜을 사용한다.Aqueous suspensions and aqueous solutions refer to active ingredients suspended or dissolved in water with the desired surfactants, thickeners, antifreezes or preservatives. Suitable surfactants can be selected from those described above in connection with the wet tablet powder. Thickeners are usually selected from suitable cellulose materials and natural gums, and glycols are generally used when antifreeze agents are required.

방부제는 여러가지 파라벤 항생제, 페놀, O-클로로크레졸, 페닐 머큐리 니트레이트와 포름알데하이드 같은 광범위한 물질로부터 선택할 수 있다. 수용성 현탁액의 예를 들면 다음과 같은 조성을 갖는 것이 있다.Preservatives can be selected from a wide variety of substances such as various paraben antibiotics, phenol, O-chlorocresol, phenyl mercury nitrate and formaldehyde. Examples of the aqueous suspension include those having the following composition.

Figure kpo00003
Figure kpo00003

수용성 현탁액 및 습윤성 분말조성물은 유화성 농축 조성물보다. 곡식에 아주 낮은 독성을 주므로 본 발명의 조성물을 사용하는데 보다 적당하다.Aqueous suspensions and wettable powder compositions are better than emulsifiable concentrated compositions. It is more suitable for using the composition of the present invention because it gives very low toxicity to the grain.

하기 실시예들은 본 발명을 보다 상세히 설명한 것으로, 모든 실시예에서 사용한 메코프로프, M.C.P.A. 및 M.C.P.B.의 양은 산 당량을 기준으로 한다.The following examples illustrate the present invention in more detail, using mecoprop, M.C.P.A. And amounts of M.C.P.B. are based on acid equivalents.

[실시예 1-5]Example 1-5

다음 성분들은 갖는 습윤성 분말을 하기와 같이 제조한다.The following ingredients are prepared with the wettable powder as follows.

Figure kpo00004
Figure kpo00004

각 실시예에서, 활성 성분들은 종래의 혼합장치내에서 특정된 부형제와 주의하여 혼합한 다음 혼합물을 1-10 미크론 범위의 입자 크기로 유체에너지 밑에서 더 분쇄한다.In each example, the active ingredients are carefully mixed with the excipients specified in conventional mixing apparatuses and then further ground the mixture under fluid energy to a particle size in the range of 1-10 microns.

[실시예 6-10]Example 6-10

하기의 성분들을 갖는 다음 유화성 농축물을 제조한다.The following emulsifiable concentrate is prepared having the following components.

Figure kpo00005
Figure kpo00005

Figure kpo00006
Figure kpo00006

활성물질을 교반하고 가열하면서 적합한 용매에 첨가하여 활성물질을 용해시킨 다음 계면 활성제를 첨가하고 용액을 여과하여 불용성 불순물을 제거한다.The active material is added to a suitable solvent with stirring and heating to dissolve the active material, then the surfactant is added and the solution is filtered to remove insoluble impurities.

[실시예 11-13]Example 11-13

하기의 성분들을 갖는 다음의 수성 현탁액을 제조한다.The following aqueous suspension was prepared having the following components.

Figure kpo00007
Figure kpo00007

하기 실시예들은 본 발명의 방법에 의하여 나타난 상승적 효과를 입증한 것이다.The following examples demonstrate the synergistic effect exhibited by the method of the present invention.

[실시예 14]Example 14

모래와 점토 토양상에서 겨울밀 및 봄보리에 대한 수회의 야외시험을 실시한다. 탱크 혼합물을 만들어 300-800ℓ/㏊의 용량으로 분무기로 분무한다. 극식에 사용은 출아에서부터 둘째 마디가 보이는 단계까지에서 사용한다. 분무 사용후 2-15주내에 제초활성의 시각적 평가를 브라트와 호스팔(1945)평가 시스템을 사용하여 실시한다.Several field tests of winter wheat and spring barley are carried out on sand and clay soils. A tank mixture is prepared and sprayed with a nebulizer at a capacity of 300-800 l / dl. The use of food is done from germination to the second node visible. Visual assessment of herbicidal activity is performed using the Brat and Hospal (1945) evaluation system within 2-15 weeks of spray use.

다음 표는 각 제초제, 비펜옥스, 메코프로프 및 M.C.P.A.에 대하여 그리고 비펜옥스+메코프로프 및 비펜옥스+M.C.P.A.의 배합에 대한 잡초 마트리카리아종(Matricaria)의 억제 퍼센트로서 얻은 결과의 평균치를 수록한 것이며 또한 여기서 첨가효과에 대한 클비 방정식에 의하여 평가된 억제값을 표시했다. 수성 분무액을 형성하는 농축물은 80% 비펜옥스 습윤분말, 55% 메코프로프 수용액 및 40% M.C.P.A. 수용액이다.The following table lists the average of the results obtained as percent inhibition of weed Matricaria for each herbicide, Bifenox, Mecoprop and MCPA and for the combination of Bifenox + Mecoprop and Bifenox + MCPA. It also indicated the inhibition value evaluated by the Kleb's equation for the additive effect. Concentrates forming the aqueous spray consisted of 80% Bifenox wet powder, 55% aqueous solution of mecoprop and 40% M.C.P.A. Aqueous solution.

Figure kpo00008
Figure kpo00008

상기 표의 결과에 의하면 본 발명의 방법을 사용하였을 때 상승적 효과가 있음을 관찰했다.The results in the table show that there is a synergistic effect when using the method of the present invention.

마트리카리아종의 우수한 억제뿐만 아니라 다음 잡초들도 분리시험에서 상술한 배합된 탱크 혼합물을 사용하였을 때 우수한 억제(80%이상)을 나타냈다. 아네륨 그라베오렌스(ANETHUM Graveolens), 카프셀라 부르사-파스토리스(Caspella Bursa-pastors), 센타우레아 시아누스(Centaurea Cyanus), 푸마리아 오피시나리스(Fumaria Officinalis). 라미움 암프렉시카울(Lamium amplexicaule), 파파버 로에아스(Papaver rhoeas), 시렌종(Silene) 및 스테라리아 메디아(Stellaria Media).In addition to good inhibition of the Matricaria species, the following weeds also showed good inhibition (> 80%) when using the blended tank mixture described above in the separation test. ANETHUM Graveolens, Caspella Bursa-pastors, Centaurea Cyanus, Fumaria Officinalis. Lamium amplexicaule, Papaver rhoeas, Silene and Stellaria Media.

비펜옥스+M.C.P.A. 배합은 부가적으로 다음의 잡초에 대하여 우수한 억제(80%이상)을 나타낸다. 아나갈리스 알벤시스(Anagallis arvensis), 체노포디움 알붐(Chenopodium aibum), 폴리고늄 아비큐라레(Polygonium avieulare), 라눈쿠레스 알벤시스(Ranuncules arvensis), 라눈쿠레스 레펜스(Ranuncules erpens), 라파누스 라파니스트럼(Raphanus rephanistrum), 루멕스 크리스피스(Rumex Crispus), 신나피스 알벤시스(Sinapis arvensis), 손처스 알벤시스(Sonchus arvensis) 및 베로니카 헤더리폴리아(Veronica hederifolia).Bifenox + M.C.P.A. The blend additionally exhibits excellent inhibition (greater than 80%) against the following weeds. Anagallis arvensis, Chenopodium aibum, Polygonium avieulare, Ranuncules arvensis, Ranuncules erpens, Rapanus Raphanus rephanistrum, Rumex Crispus, Sinapis arvensis, Sonchus arvensis and Veronica Heathericafolia.

비펜옥+스메코프로프 배합은 또한 가리움 아파린(Galium aparine)의 우수한 억제(80%이상)를 나타냈다.The bifenox + smecoprop combination also showed good inhibition (> 80%) of Galium aparine.

[실시예 15]Example 15

M.C.P.B.와 배합된 비펜옥스의 효과를 평가하기 위하여 다음의 온상 시험을 실시하였다.In order to evaluate the effect of Bifenox in combination with M.C.P.B., the following hot-bed tests were conducted.

Figure kpo00009
Figure kpo00009

사용장치 : 단일 노즐의 마이크로 분무기, 50㎝ 밴드폭, 평방메터당 50㎖ 면적의 분무속도Applicable equipment: Micro atomizer with single nozzle, 50cm bandwidth, 50ml area per square meter

처리시 잡초단계 : 3-5개의 잎.Weed stages in processing: 3-5 leaves.

다음의 표는 클비 방정식에 의하여 평가한 억제치와 함께 잡초의 억제 퍼센트로서 얻은 결과를 수록한 것이다.The following table lists the results obtained as percent inhibition of weeds, along with the inhibition values assessed by the Clarby equation.

베로니카 퍼시카(Veronica Persica)에 대한 시각적 억제율을 평가하였고, 다른 2종에 대한 새로운 처리량을 수득하였다. 분무액을 만드는 비펜옥스는 90%습윤성 분말이고, M.C.P.B.는 48% 수용액이며, 배합은 탱크 혼합물로 되었다.The visual inhibition rate for Veronica Persica was evaluated and new throughput for the other two species was obtained. Bifenox, which makes the spray solution, is a 90% wettable powder, M.C.P.B. is a 48% aqueous solution, and the blend is a tank mixture.

[표][table]

Figure kpo00010
Figure kpo00010

따라서 상기로부터 본 발명의 방법을 사용하였을 때 막대한 상승 효과가 관찰되었음을 알 수 있다.Thus it can be seen from the above that a significant synergistic effect was observed when using the method of the present invention.

[실시예 16]Example 16

본 실시예는 잎이 넓은 잡초, 마트리카리아종의 억제에 사용하였을 때 비펜옥스+메코프로프의 배합에 의하여 나타나는 상승적 효과를 더 상세히 설명한 것이다.This example illustrates in more detail the synergistic effect caused by the combination of Bifenox + Mecoprop when used in the inhibition of broad weed, Matricaria spp.

겨울밀을 프랑스에서 10월에 150㎏/㏊의 양으로 3㎝ 깊이로 코종하고, 극물을 다음해 3월까지 처리하지 않고 자라도록 하는데, 이때 극식은 4-5단계 [Plant Pathol. 3 128-9, (1954)]까지 성장한다.The winter wheat is sown in France in 3 cm depth in October at 150 kg / ㏊ and the minerals are grown without treatment until March of the following year. 3 128-9, (1954).

비펜옥스와 메코프로프를 분리한 다음 탱크 혼합물로 함께 배합하고 300ℓ/㏊의 양으로 식물이 자라는 부위에 분무기로 분무시킨다. 잡초 억제율의 평가는 처리후 2-5주 사이에 실시한다.The bifenox and mecoprop are separated and combined together in a tank mixture and sprayed with a nebulizer at the site of plant growth in an amount of 300 l / dl. Weed inhibition rates are assessed between 2-5 weeks after treatment.

Claims (1)

다음 일반식(Ⅰ)의 화합물과 다음 일반식(Ⅱ)의 화합물이 1 : 4-3 : 1의 중량비로 이루어짐을 특징으로 하는 제초제 조성물.A herbicide composition characterized by comprising the following compound of formula (I) and compound of formula (II) in a weight ratio of 1: 4-3: 1.
Figure kpo00011
Figure kpo00011
 (상기식에서 X는 -CH(CH3)-, -CH2- 또는 -(CH2)3-를 나타낸다.)(Wherein X represents —CH (CH 3 ) —, —CH 2 — or — (CH 2 ) 3 —.)
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GB8403342D0 (en) * 1984-02-08 1984-03-14 Velsicol Chemical Ltd Herbicidal compositions

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US3652645A (en) * 1969-04-25 1972-03-28 Mobil Oil Corp Halophenoxy benzoic acid herbicides
NL175780C (en) * 1972-11-17 1985-01-02 Rhone Poulenc Inc PROCESS FOR PREPARING A HERBICIDE PREPARATION CONTAINING AT LEAST A PHENOXYNITROBENZOATE
JPS5924122B2 (en) * 1973-08-20 1984-06-07 北興化学工業 （株） herbicide composition
JPS50125030A (en) * 1974-03-23 1975-10-01
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ES482463A1 (en) 1980-08-16
MX5912E (en) 1984-08-23
FI62204B (en) 1982-08-31
DD144858A5 (en) 1980-11-12
AT364572B (en) 1981-10-27
NZ190989A (en) 1981-12-15
IT7949754A0 (en) 1979-07-13
TR20527A (en) 1981-10-21
HU180832B (en) 1983-04-29
BR7904487A (en) 1980-04-08
GR69817B (en) 1982-07-13
IL57767A (en) 1982-02-28
NL7905400A (en) 1980-01-17
AR225418A1 (en) 1982-03-31
HK73885A (en) 1985-10-04
FI62204C (en) 1982-12-10
PL217116A1 (en) 1980-03-24
PL116679B1 (en) 1981-06-30
SE7906014L (en) 1980-01-16
DK160967C (en) 1991-11-18
EG13945A (en) 1984-06-30
IE48774B1 (en) 1985-05-15
AU527751B2 (en) 1983-03-24
FR2430723B1 (en) 1985-06-28
AU4888979A (en) 1980-01-24
LU81499A1 (en) 1981-02-03
FI792193A (en) 1980-01-16
FR2430723A1 (en) 1980-02-08
ATA483979A (en) 1981-03-15
DK291679A (en) 1980-01-16
DE2927908A1 (en) 1980-01-31
IE791325L (en) 1980-01-15
RO78004A (en) 1982-03-24
IL57767A0 (en) 1979-11-30
DK160967B (en) 1991-05-13
PT69919A (en) 1979-08-01
MA18523A1 (en) 1980-04-01
SU860674A3 (en) 1981-08-30
IT1117178B (en) 1986-02-17
KR830000835A (en) 1983-04-28
CH641011A5 (en) 1984-02-15
BG30615A3 (en) 1981-07-15

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