JPS632905A - Herbicide composition and herbicidal process - Google Patents
Herbicide composition and herbicidal processInfo
- Publication number
- JPS632905A JPS632905A JP14494586A JP14494586A JPS632905A JP S632905 A JPS632905 A JP S632905A JP 14494586 A JP14494586 A JP 14494586A JP 14494586 A JP14494586 A JP 14494586A JP S632905 A JPS632905 A JP S632905A
- Authority
- JP
- Japan
- Prior art keywords
- aliphatic hydrocarbon
- carbon atoms
- compound
- hydrocarbon group
- less carbon
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
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Abstract
Description
【発明の詳細な説明】
く産業上の利用分野〉
本発1明は特定のフェノキシ化合物および特定のオキシ
ラン化合物とを主たる有効成分とする除草剤組成物に関
する。DETAILED DESCRIPTION OF THE INVENTION Industrial Application Field The present invention relates to a herbicidal composition containing a specific phenoxy compound and a specific oxirane compound as main active ingredients.
更に詳しくは、有用作物には薬害を及はさず広葉雑草の
みならず細葉雑草に対し巾広い殺草スペクトルを有する
除草剤組成物および除草方法に関する。More specifically, the present invention relates to a herbicidal composition and weeding method that does not cause any phytotoxicity to useful crops and has a wide herbicidal spectrum against not only broad-leaved weeds but also narrow-leaved weeds.
〈従来産業〉
従来、数多くの除草剤が提案され、その−部は開発され
、市販されている。その中で成る種のオキシラン骨格を
有する化合物が除草活性を有することが知られてお勾、
またそのいくつかは開発されている。例えば2− (3
,5−ジクロロフェニル)−2−(2,2,2−)リク
ロpエチル)オキシラン
ノコログサ)に対して殺草効果を有するが、広葉輸草に
け殺草効果が比較的低いことが知られている。(特公昭
53−37409号、米国特許4.211.54 ’a
号公報参照)−方、本発明者の一部は、広葉雑草に対し
て優れた殺草活性を有するが、稲、とうもろこしなどの
細葉作物には薬害を有しないか殆んど有しない特定のフ
ェノキン系化合物を見出し先に提案した(特願昭61−
3646号明細書参照)〈発明の目的〉
そこで本発明者は、有用作物に対しては薬害を示さず、
また雑給に対しては広葉および細葉に亘る1]広い殺草
スペクトルを有する除草剤の開発を目的として研究を進
めた結果、数多く提案されている除草剤の中から前記オ
キシラン骨格を有する化合物を選択しこれと前配本発明
者の一部が提案したフェノキシ系化合物とを組合せると
、前記目的が達成されることを見出し本発明に到達した
。<Conventional Industry> Conventionally, many herbicides have been proposed, some of which have been developed and commercially available. Among them, certain compounds with an oxirane skeleton are known to have herbicidal activity.
Some of them are also being developed. For example, 2- (3
, 5-dichlorophenyl)-2-(2,2,2-)lichlorop-ethyl)oxiranosophyte), but it is known that the herbicidal effect is relatively low on broad-leaved transfusions. It is being (Special Publication No. 53-37409, U.S. Patent No. 4.211.54 'a
However, some of the inventors of the present invention have discovered a specific herbicide that has excellent herbicidal activity against broad-leaved weeds, but has no or almost no phytotoxicity against narrow-leaved crops such as rice and corn. proposed a phenoquine-based compound (patent application 1986-
(See Specification No. 3646) <Object of the Invention> Therefore, the present inventor has developed a method that does not cause phytotoxicity to useful crops;
In addition, for miscellaneous feeding, we conducted research aimed at developing a herbicide with a broad-leafed and narrow-leafed herbicide 1] that has a broad herbicide spectrum, and from among the many herbicides that have been proposed, we found that the compound with the oxirane skeleton was selected from among the many herbicides proposed. The present inventors have discovered that the above object can be achieved by selecting and combining this with a phenoxy compound proposed by some of the inventors of the present invention, thereby achieving the present invention.
すなわち、本発明の目的は有用作物、殊に稲。That is, the object of the present invention is to produce useful crops, especially rice.
トウモロコシの如き有用穀物に対して実質的に薬害を与
えず、従って実質的にこれらの生育を阻害せず広葉雑草
および細葉雑草を駆逐する選択性のある除草剤及び方法
を提供することにある。It is an object of the present invention to provide a selective herbicide and method for eliminating broad-leaved weeds and narrow-leaved weeds without substantially causing phytotoxicity to useful grains such as corn, and therefore not substantially inhibiting their growth. .
本発明の他の目的は単位面積当シの施用量が少なく例え
ば10アール当り100f以下の施用量であっても目的
とする植物の生長を抑制し或いは駆逐することが可能な
除草剤及び方法を提供することにある。Another object of the present invention is to provide a herbicide and method that can suppress or exterminate the growth of target plants even if the application rate is small, for example, 100 f per 10 ares or less. It is about providing.
本発明の更に他の目的は、発芽後の芽に作用して広葉雑
草のみならず一部の細葉雑草を枯殺或いは生長を抑制し
、従って例えば稲またけトウモロコシの如き有用作物と
有害雑草とが共存する区域において有用作物の生育が有
害雑草の生育を超えて生長し易い状態を形成することが
できる選択的除草剤及び方法を提供することにある。Still another object of the present invention is to kill or suppress the growth of not only broad-leaved weeds but also some narrow-leaved weeds by acting on the buds after germination, thereby killing useful crops such as rice-spreading corn and harmful weeds. It is an object of the present invention to provide a selective herbicide and a method that can create conditions in which useful crops can easily outgrow harmful weeds in areas where they coexist.
本発明のψに他の目的は、除草の目的とする雑草に対し
て、茎葉傾散布することによって枯殺または生育抑止し
得るばかりでなく、発芽前に土壌に施行することにより
有用作物の発芽を実質的に阻害せず、雑草の発芽を抑止
することができる選択的除草剤、つまり施用方法が茎葉
散布および土壌処理のいずれにも可能な選択的除草剤及
び方法を提供することにある。Another object of the present invention is to not only kill or suppress the growth of weeds by spraying them on their foliage, but also to germinate useful crops by spraying them on the soil before germination. An object of the present invention is to provide a selective herbicide capable of inhibiting weed germination without substantially inhibiting the germination of weeds, that is, a selective herbicide and method capable of being applied by both foliage spraying and soil treatment.
本発明の更に伯の目的は、動物前(匹および魚毒性の低
い選択的除草剤及び方法を提供することにある。A further object of the present invention is to provide a selective herbicide and method with low animal and fish toxicity.
本発明の更に他の目的および利点は以下の説明から明ら
かになるであろう。Further objects and advantages of the present invention will become apparent from the following description.
〈発明の構成および効果〉
本発明者らの研究によれば、かかる本発明の目的は、囚
下記−般式〔I〕
−10=
で表わされるフェノキシ系化合物(化合物A)と、
■) 下記一般式[11)
で表わきれるオキシラン化合物(化合物B)とを主たる
有効成分として含有する除草剤組成物によって達成され
る。<Configuration and Effects of the Invention> According to the research conducted by the present inventors, the object of the present invention is to provide a phenoxy compound (compound A) represented by the following general formula [I] -10=; This is achieved by a herbicidal composition containing an oxirane compound (compound B) represented by the general formula [11] as a main active ingredient.
CI)化合物(ト);
上記一般式(1)の化合物は、本発明者が先光に提案し
た特願昭61−3646号明細書(昭tII61年1月
13日付出願)に記載と同じ化合物をそのまま使用する
ことができるが、以下m単にその内容を説明する。CI) Compound (g); The compound of the above general formula (1) is the same compound as described in the specification of Japanese Patent Application No. 1983-3646 (filed on January 13, 1982), which the present inventor proposed to Senkou. can be used as is, but its contents will be simply explained below.
上記一般式(D において、Xはαオたけ−CF。In the above general formula (D), X is α-Otake-CF.
であり、YはCj、または−CHsである。XおよびY
は、これらの原子またはこれらの基であることが本発明
の目的を達成するために必要他の基の場合には除草活性
1選択性は低くなる。XとYが共にαであるか、Xがα
でありYが−CH3である化合物が好ましい。and Y is Cj or -CHs. X and Y
If these atoms or groups are other groups that are necessary to achieve the object of the present invention, the herbicidal activity 1 selectivity will be lower. Either X and Y are both α, or X is α
and Y is -CH3.
2は2価の炭素数4以下の飽和または不飽和の脂肪族炭
化水素基である。この炭化水素基は直鎖であっても或い
は分岐していてもよい。その例としては、例えば−CH
2。2 is a divalent saturated or unsaturated aliphatic hydrocarbon group having 4 or less carbon atoms. This hydrocarbon group may be linear or branched. Examples include -CH
2.
−?
−CN CH2CR2−1〜CH*CHCHx +、
−c−CH,−。−? -CN CH2CR2-1~CH*CHCHx +,
-c-CH,-.
−CH=CH−、−C=CH+、 −c −、−C−C
Hs 。-CH=CH-, -C=CH+, -c -, -C-C
Hs.
−CH,−CH=CH−又は−CH=CH−CH=Cl
−1−を好ましいものとしてあげることができる。-CH, -CH=CH- or -CH=CH-CH=Cl
-1- can be cited as preferred.
CHs
これらのうち、−CH意−、−CH−又は−CH2C市
CH3−が特に好ましい。CHs Among these, -CH-, -CH- or -CH2CCH3- are particularly preferred.
就中、XおよびYが共にαである時は2は−(jrf−
であるのが好ましく、またXがαでありYが−CHlで
あるときはZけ炭素数1〜H3
3のアルキレン、例えば−C1l、 −、−CH−また
は−CH2CHl CHz−であるのが好ましい。In particular, when X and Y are both α, 2 is -(jrf-
It is preferable that .
上6「シー数式〔■〕中R1は、水木璋子、炭*数4以
下の飽和の脂肪族炭化水累友、フェニルメチルチオエチ
ル茎(−C馬CHz S Cfh ) 、ヒドロキシメ
チル(−CHaOH) lα−ヒドロキシエ冒
チル(−CHOH−)、 ヒドロキシフェニルメチ(
−cHt SH) 、tたはベンジルチオメチル上記炭
素数4以下の飽和の脂肪族炭化水素基は直鎖状であって
も分岐鎖状であってもよい。具体的には、メチル、エチ
ル、n−プロピル、 1so−プロピル、n−ブチル、
1so−ブチル、 5eQ−ブチルおよびtert−ブ
チルである。Above 6: R1 in the formula [■] is Shoko Mizuki, charcoal * saturated aliphatic hydrocarbon with a number of 4 or less, phenylmethylthioethyl stem (-CHz S Cfh), hydroxymethyl (-CHaOH) lα -Hydroxyethyl(-CHOH-), Hydroxyphenylmethy(-)
-cHt SH), t or benzylthiomethyl The above saturated aliphatic hydrocarbon group having 4 or less carbon atoms may be linear or branched. Specifically, methyl, ethyl, n-propyl, 1so-propyl, n-butyl,
1so-butyl, 5eQ-butyl and tert-butyl.
上記のうちR1としては、水素原子、メチル。Among the above, R1 is a hydrogen atom or methyl.
エチル、n−プロピル、18o−プロピルIn−ブチル
、 l5o−ブチル、 8ee−ブチル、t−ブチル、
フェニル、ベンジル又ハβ−メチルチオエチルが好まし
い。Ethyl, n-propyl, 18o-propyl In-butyl, 15o-butyl, 8ee-butyl, t-butyl,
Phenyl, benzyl or β-methylthioethyl are preferred.
は−OR”である。is -OR”.
R3は酸素原子によシ中断されていてもよく巨つ置換基
を有していてもよい炭素数15以下の脂肪族炭化水素基
、置換基を有していてもよいフェニル基又はアンモニウ
ムカチオン(この場合には、アンモニウムカチオンが結
合しているーC00基は当然アニオンである)である。R3 is an aliphatic hydrocarbon group having 15 or less carbon atoms which may be interrupted by an oxygen atom and which may have a macrosubstituent, a phenyl group which may have a substituent, or an ammonium cation ( In this case, the -C00 group to which the ammonium cation is attached is naturally an anion).
炭素数15以下の脂肪族炭化水素基としては、例えばメ
チル、エチル、n−プロピル。Examples of aliphatic hydrocarbon groups having 15 or less carbon atoms include methyl, ethyl, and n-propyl.
イソ−プロピル、n−ブチル、イソ−ブチル。Iso-propyl, n-butyl, iso-butyl.
5ee−ブチル、 tert−ブチル、n−ペンチル。5ee-butyl, tert-butyl, n-pentyl.
イソ−ペンチル、n−ヘキシル、n−オクチル、n−ノ
ニル、n−デシル、n−’)ンデシル、n−ドデシル、
n−トリデシル、n−テトラデシル、n−ペンタデシル
があげられる。iso-pentyl, n-hexyl, n-octyl, n-nonyl, n-decyl, n-')ndecyl, n-dodecyl,
Examples include n-tridecyl, n-tetradecyl, and n-pentadecyl.
炭素数15以下の脂肪族炭化水素基は上記のとおり直鎖
状であっても分岐鎖状であってもよい。また、酸素原子
により中断されている脂肪族炭化水素基としては、例え
ば−CT(2CHl0 CHs *−CHl CHl
0 C■I2CHs 、 −CHl CHz O
CH2CIb OCHs 。The aliphatic hydrocarbon group having 15 or less carbon atoms may be linear or branched as described above. In addition, examples of aliphatic hydrocarbon groups interrupted by oxygen atoms include -CT(2CHl0 CHs *-CHl CHl
0 C■I2CHs, -CHl CHz O
CH2CIb OCHs.
−C■I2CHl0 CHl CIH20C)h CH
s 等があげられる。-C■I2CHl0 CHl CIH20C)h CH
Examples include s.
これらの脂肪族炭化水素基の置換基としては、例えばフ
ェニル基、トリル基、ヒドロキシル基、ハロゲン原子等
があげられる。Examples of substituents for these aliphatic hydrocarbon groups include phenyl group, tolyl group, hydroxyl group, and halogen atom.
置換基を有していてもよいフェニル基の置換基としては
、例えばフッ素、塩素の如きハロゲン原子または炭素数
1〜5のアルキル基があげられる。Examples of the substituent of the phenyl group which may have a substituent include a halogen atom such as fluorine and chlorine, or an alkyl group having 1 to 5 carbon atoms.
R3が炭素数15以下の未置換の脂肪族炭化水素基であ
るか、フェニル又はヒドロキシルを置換基として有する
脂肪族炭化水素基であるか、酸素原子で中断されていて
もよい炭素数10以下の未置換の脂肪族炭化水素基であ
るか、フェニル基又は、塩素あるいは炭素数1〜5のア
ルキル基で置換されたフェニル基であることが好ましい
。R3 is an unsubstituted aliphatic hydrocarbon group having 15 or less carbon atoms, an aliphatic hydrocarbon group having phenyl or hydroxyl as a substituent, or an aliphatic hydrocarbon group having 10 or less carbon atoms which may be interrupted by an oxygen atom. It is preferably an unsubstituted aliphatic hydrocarbon group, a phenyl group, or a phenyl group substituted with chlorine or an alkyl group having 1 to 5 carbon atoms.
さらに好ましくはR3が炭素数1〜6のアルキル基であ
る。More preferably, R3 is an alkyl group having 1 to 6 carbon atoms.
アンモニウムカチオンは例えば下記武
士
NRN
で表わされる基である。炭素数1〜6のアルキル基は直
鎖状でろっても分岐鎖状であってもよく、例えばメチル
、エチル、n−プロピル、 1ao−プロピル、n−ブ
チル、 1so−ブチル、 BeQ−ブチル、n−ペン
チル、n−ヘキシル等である。The ammonium cation is, for example, a group represented by the following Bushi NRN. The alkyl group having 1 to 6 carbon atoms may be linear or branched, such as methyl, ethyl, n-propyl, 1ao-propyl, n-butyl, 1so-butyl, BeQ-butyl, n-pentyl, n-hexyl, etc.
もしくは異なシ、水素原子または炭素数6以下の飽和の
脂肪族炭化水素基又は炭素数5〜7の脂肪族炭化水素で
ある。炭素数6以下の飽和の脂肪族炭化水素基の例は上
記R8の例から明らかであろう。炭素数5〜7の脂環族
炭化水素U 、シクロペンチル、シクロヘキシルおよび
シクロヘプチルである。R4およびRsは同一もしくは
異なシ、水素原子、メチル、エチル、シクロペンチル、
シクロヘキシル又ハシクロヘプチルである。or a different hydrogen atom, a saturated aliphatic hydrocarbon group having 6 or less carbon atoms, or an aliphatic hydrocarbon group having 5 to 7 carbon atoms. Examples of saturated aliphatic hydrocarbon groups having 6 or less carbon atoms will be clear from the example of R8 above. These are alicyclic hydrocarbons U having 5 to 7 carbon atoms, cyclopentyl, cyclohexyl, and cycloheptyl. R4 and Rs are the same or different, hydrogen atom, methyl, ethyl, cyclopentyl,
Cyclohexyl or hacycloheptyl.
また R4とR5け一緒になってそれらが結合している
窓素原子と共にさらにペテロ原子を含有していてもよい
5〜7通猿を形成していてもよい。Further, R4 and R5 may be combined together to form a 5 to 7 atom which may further contain a petro atom together with the window atom to which they are bonded.
R4とR5が一緒になって、例えば+CIh + 。R4 and R5 together, for example +CIh +.
+ CHz÷、 +CH*→−0−(−CHh÷又は蕩
(−CHl + NH+CHa十 を形成することがで
きる。+ CHz÷, +CH*→-0-(-CHh÷ or 蕩(-CHl + NH+CHa) can be formed.
意
Rsは、水素原子、炭素数4以下の飽和脂肪族炭化水素
基であるか、あるいはR・はHlと一〇H
緒になって−CHz CHa CHa−又は−CHzC
H*CH−を形成していてもよい。炭素数4以下の飽和
脂肪族炭化水素基の例は上記R1の例から明らかであろ
う。Rs is a hydrogen atom, a saturated aliphatic hydrocarbon group having 4 or less carbon atoms, or R. is Hl and 10H together -CHz CHa CHa- or -CHzC
H*CH- may be formed. Examples of saturated aliphatic hydrocarbon groups having 4 or less carbon atoms will be clear from the example of R1 above.
R6は、好ましくは水素原子、メチル、エチル、n−プ
ロピル、 tao−プロピル、n−ブチル、1ao−ブ
チル又はtert−ブチルでおるか又はR6がR1と一
緒になって−CH2CH□CH2−H
又は−CH2CR2CH−を形成している。R6 is preferably a hydrogen atom, methyl, ethyl, n-propyl, tao-propyl, n-butyl, 1ao-butyl or tert-butyl, or R6 together with R1 is -CH2CH□CH2-H or -CH2CR2CH- is formed.
nは0.1又は2であシ、nがOの場合には−CH−と
−COR”とが直接結合していると理解すべきである。It should be understood that n is 0.1 or 2, and when n is O, -CH- and -COR'' are directly bonded.
nは好ましくは0である。n is preferably 0.
AiJ記−般弐〇)において けアミノカルボン醒誘導体の骨格部分である。In AiJki - General 2〇) This is the skeleton of the aminocarbon derivative.
かかる誘導体のアミノカルボン酸は、nの値に対応して
α−1β−またけγ−アミノ酸であることができる。か
かるアミノ酸の例としては、グリシン、アラニン、バリ
ン、イソロイシン、ロイシン、システィン、メチオニン
。The aminocarboxylic acids of such derivatives can be α-1β-spanning γ-amino acids, depending on the value of n. Examples of such amino acids are glycine, alanine, valine, isoleucine, leucine, cysteine, methionine.
フェニルアラニン、フェニルグリシン、セリン、スレオ
ニ/、プロリンなどのα−アミノ酸 ;
NR2CR2CR2COOH、N H2+ CHz←C
0OH。α-Amino acids such as phenylalanine, phenylglycine, serine, threonine/proline; NR2CR2CR2COOH, NH2+ CHz←C
0OH.
穆
NHzCHCH++C0OH、NfhCHCHxCOO
H。穆NHzCHCH++C0OH, NfhCHCHxCOO
H.
NHzCHC)(zcOo)r 、 NT(2CHC
H2COOH。NHzCHC)(zcOo)r, NT(2CHC
H2COOH.
NThCHCfhCfhCOOH、NH2CHCH2C
H2COOH。NThCHCfhCfhCOOH, NH2CHCH2C
H2COOH.
で表わされるβ−またはγ−アミノ酸を例示することが
できる。An example is a β- or γ-amino acid represented by
前記アミノ酸のうち、グリシン、アラニン。Among the above amino acids, glycine and alanine.
β−アラニン、バリン、イソロイシン、ロイy、メfオ
ニン、フェニルアラニン、フェニルグリシンが本発明の
アミノr*綽導体のだめに特に好ましい。β-alanine, valine, isoleucine, leucine, mefionine, phenylalanine, and phenylglycine are particularly preferred for the amino r* conductor base of the present invention.
1ン、下本発明の前記一般式CDに属する具体的化合物
を示すがこれらは本発明の理解のためであって、本発明
はこれらに限定されるもの−Cはない。1. Specific compounds belonging to the general formula CD of the present invention are shown below, but these are for the purpose of understanding the present invention, and the present invention is not limited thereto.
HI
CHzCaHi
−21=
C■m
CH鵞CaHs
C迅
aHs
CHs
CIら
CH2CeHs
aIIm
Hs
Hs
化合物(B);
上記一般式α〕の化合物は除草活性を有するオキシラン
化合物として公知であシ、(特公昭53−37409号
、米国特許第466567号、第4211549号参照
)特に細葉雑草に活性を示すととが知られている。HI CHzCaHi -21= C ■ m CH CaHs C X aHs CHs CI et al CH2CeHs alIm Hs Hs Compound (B); The compound of the above general formula α] is known as an oxirane compound having herbicidal activity, (Japanese Patent Publication No. 53 No. 37409, US Pat. No. 466,567, and US Pat. No. 4,211,549).
上記式α〕においてR7およびRIは同一もしくは異な
って塩素原子、臭素原子まだは炭素数4以下の飽和の脂
肪族炭化水素基である。In the above formula α], R7 and RI are the same or different and are a chlorine atom, a bromine atom, or a saturated aliphatic hydrocarbon group having 4 or less carbon atoms.
該炭素数4以下の脂肪族炭化水素基は、直鎖あるいけ分
岐鎖を有する炭化水素基であり、その例としては例えば
、メチル基、エチル基。The aliphatic hydrocarbon group having 4 or less carbon atoms is a hydrocarbon group having a straight chain or a branched chain, and examples thereof include a methyl group and an ethyl group.
n−プロピル基、l5o−プロピル基、n−ブチル基、
jso−ブチル基、 5ee−ブチル基。n-propyl group, l5o-propyl group, n-butyl group,
jso-butyl group, 5ee-butyl group.
tert−ブチル基の如き炭化水素基である。It is a hydrocarbon group such as a tert-butyl group.
本発明に使用される前記式園の化合物の中にハ2−(3
,5−ジクロロフェニル)−2−(2,2,2−トリフ
ルロエチル)オキシ2ンが商品名: TANDEM■と
して開発されており、例えばこの化合物等が好んで用い
られる。Among the compounds of the formula used in the present invention are 2-(3
, 5-dichlorophenyl)-2-(2,2,2-trifluoroethyl)oxy2 has been developed under the trade name TANDEM (trade name), and for example, this compound is preferably used.
この化合物B 、メヒシバ、セイバンモロコシ。This compound B, crabgrass, Seiban sorghum.
エノコログサ等の細葉雑草(特にエノコログサ)に除草
効果があるが、広葉雑草には比較的活性が低いという特
徴を有している。It has a herbicidal effect on narrow-leaved weeds such as hackberry (especially foxtail), but has a relatively low activity against broad-leaved weeds.
発明の組成物によシ有害植物の生長抑制あるいは駆逐を
目的とする場合には、本発明の組成物を除草しようとす
る植物又はその種子とが共存しそうな場所に、除草に充
分な量で施用して、上記除草しようとする植物又はその
種子を選択的に生育抑制又は駆逐することができる。When the composition of the invention is intended to suppress or exterminate the growth of harmful plants, the composition of the invention is applied in an amount sufficient for weeding to a place where the plants to be weeded or their seeds are likely to coexist. It can be applied to selectively suppress or exterminate the growth of the plants or their seeds to be weeded.
例えば、本発明の組成物を、有益植物としての稲又はト
ウモロコシが生育しているか又は同有益植物の生育に使
用しようとする場所に、該場所に生育しているか又は生
育しそうな除草しようとする植物を除草するに充分な量
で、施用することができる。For example, the composition of the present invention is applied to a place where rice or corn as a beneficial plant is grown or is intended to be used for the growth of the same, to kill weeds that are growing or likely to grow in the place. It can be applied in amounts sufficient to weed the plants.
除草しようとする植物は、−般に有害植物である。The plants to be weeded are generally harmful plants.
有害植物とは、−般に、人間がっくり出し九猥境例えば
田畑において、周囲の自然界から入ってきて繁殖する、
その環境において役に立たないかあるいは害を与えると
人間によって認職されている植物と云える。かかる有害
植物とは一般に雑草といわれるものである。Harmful plants are generally those that enter from the surrounding natural world and breed in areas where humans are exposed, such as fields.
It can be said to be a plant that is recognized by humans as being useless or harmful in that environment. Such harmful plants are generally referred to as weeds.
雑草としては、例えば下記に示す科に属する種々のもの
が対象となる。Target weeds include, for example, various weeds belonging to the following families.
0) イネ科(Gramlneae ) ;セイバンモ
ロコシ (Sorghum halepense)カ
ラスムギ (Avena fatua )メヒ
シバ (■月gltarla adgeen
dens Henr)アキノエノ=+oグサ (Set
arla faberl )シバムギ (
Agropyron repent)テキサスz?ニ
カム (Panicum texanum)イヌビエ
(Eehlnochloa crug −
gall I )エノコログサ (Setarl
a virld!s )スズメノカタビラ (Poa
annua )オヒシバ (Eleusl
ne 1ndlca)カーペットグラス (Axo
nopus afflnla)メリケ73クキピ
(Bachiaria piatyphylla)つゞ
ノチャヒキ (Bromua tectorum)
ギョウギシバ (Cynodon dactyl
on)オオクサキビ (Panlcum dlc
hotomiflorum)シマスズメツヒエ (P
aspalum dilatatum)コヒメビ!
(EC旧noehloa colona)ハナ
クサキビ (Panlcum cap目fare
)キンエノコ0(Setarla faberi)(ロ
) ヒエl’l (Amaranthaeeae) ;
アオビユ (Amaranthus ret
roflexas L、)イヌビニ= (
Amaranthus 11vldua Lolae
I)f今 ヒルガオ科(Convolvulacaa
a ) ;マルパアサガオ (Ipomoea p
urpurea )ネナシカズラ (Cuscu
ta joponlca Choigy )に) タデ
科(Polygonacaae ) ;ソバカズラ
(Polygonum convolvulus
L、)ヤナギタデ (Polygonum
hydroplpar L、 )サナエタデ
(Polygonum lapathtfolIum
L、)に) アカザ科(Chenopodiaceae
) ;シロザ (Chenopdium
album T、r、 )アカザ (Che
nopodium album L、 var 。0) Gramineae; Sorghum halepense, Avena fatua, Sorghum gltara adgeen
dens Henr) Akinoeno=+ogusa (Set
arla faberl) Shibamugi (
Agropyron repent) Texas z? Panicum texanum Eehlnochloa krug -
gall I) Setarl
a virld! s) Poa
annua ) Ohishiba (Eleusl)
ne 1ndlca) Carpet Glass (Axo
nopus afflnla) Merike 73 Kukipi
(Bachiaria piatyphylla) Bromua tectorum
Cynodon dactyl
on) Panlcum dlc
hotomiflorum) Striped Sparrowfly (P
aspalum dilatatum) Kohimebi!
(EC former noehloa corona)
) Setarla faberi (B) Hieru l'l (Amaranthaeeae);
Amaranthus ret
roflexas L,) dogbini = (
Amaranthus 11vldua Lolae
I) Convolvulaceae (Convolvulacaa)
a); Ipomoea p.
urpurea) Cuscu
ta joponlca Choigy) Polygonaceae (Polygonacae);
(Polygonum convolvulus
L,) Polygonum
hydroplpar L, ) Sanaetade
(Polygonum lapathtfolium
Chenopodiaceae (L, ))
) ;Chenopdium
album T, r, ) Pigweed (Che
nopodium album L, var.
centrorubrum Makino )コアカザ
(Chenopodlum flclfo
lium Sm1th)(へ) スペリヒュ科(Por
tulacaceae ) ;スペリヒュ (
Portulaca oleracea L、 )(ト
) マメ科(LegurnInosae ) ;ジュ
ズハギ (Desmodjum tortuo
sum)(至) アオイ科(Malvaeeae )
;イチビ (Abutilon theo
phrasti )アメリカキンゴジ力 (S1da
5plnosa)(す) ナス科(5olanacea
e ) ;イヌホオズキ (Solanum n
lgrum L、 )シロパナチョウセンアサガオ(D
atula stramonlum L+ )0)
キク科(Compositea) iヒメジオy
(Erlgeron annuus L、 )ブ
タフサ(Ambros Ia artemi s ta
efol Ia L、 var、 elator DL
Ise 、 )オナモミ (Xanthiu
m strumarlum L、 )セイヨウトゲアザ
ミ (Cir@ium arvens@war 、 s
etosum )Qリ オオバコ利(Plantagl
naceaa ) ;オオバコ (Plan
tago asjatical )(ロ) カヤツリグ
サ科(Cyparaceae ) ;ハマスゲ
(Cyperus rotundua L、 )ミ
ズガヤツリ (Cyperug 5erotin
us Rottb、)ホタルイ (Sc1
rpus hotarul Ohwl )マツバイ (
Eleocharjg acicularis Roo
m、 atSchult、 var、 longiae
ta 5venaon )(ロ) オモダカ科(Ali
smataceaa ) ;ウリカワ (S
agittaria Pygmaea、 Miq、)(
至) ミズアオイ科(Pontederiaceae
) ;コナギ (Monochorla
vaginalis Presl、)上記の場合、有益
植物は、例えば穀物を生産する植物又は芝生である。殊
に本発明の組成物は稲、トウモロコシに対してその生育
に全く或いは殆んど悪影響を4えないので、これらの日
また畑の施用に極めて適している。centrorubrum Makino) Coacaza (Chenopodlum flclfo)
lium Sm1th) (to) Sperhyidae (Por
tulacaceae) ; Superhye (
Portulaca oleracea L, ) (G) Leguminosae; Desmodjum tortuo
sum) (to) Malvaeeae
; Ichibi (Abutilon theo
phrasti) American kingoji power (S1da
5plnosa) (Su) Solanaceae (5olanacea)
e); Solanum n.
lgrum L, ) White-breasted morning glory (D
atula stramonlum L+ )0)
Asteraceae (Compositea)
(Erlgeron annuus L, ) Ambros Ia artemi sta
efol Ia L, var, elator DL
Ise, ) Onamomi (Xanthiu
m strumarlum L,) Cir@ium arvens@war, s
etosum) Qli plantain (Plantagl)
naceaa) ; Plantain
tago asjatical ) (b) Cyperaceae;
(Cyperus rotundua L, )Cyperug 5erotin
us Rottb,) Firefly (Sc1
rpus hotarul Ohwl)
Eleocharjg acicularis Roo
m, atSchult, var, longiae
ta 5venaon) (b) Omodacidae (Ali
smataceaa) ; Urikawa (S
agittaria Pygmaea, Miq, )(
) Pontederiaceae
); Monochorla
Vaginalis Presl.) In the above case, beneficial plants are, for example, grain-producing plants or lawns. In particular, the composition of the present invention has no or almost no adverse effect on the growth of rice and maize, and is therefore extremely suitable for these day and field applications.
また芝生の生育している区域に施用することによル雑草
の発芽、生育を阻止することが可能である。Furthermore, by applying it to areas where lawns are growing, it is possible to prevent the germination and growth of weeds.
ある場合には有害植物が未だ大きく成長しない間に、特
に有害植物の丈が有益植物の丈よシ若干高いか或いは超
えないうちに、本発明の組成物を施用することが望まし
い。In some cases it may be desirable to apply the compositions of the invention while the harmful plants have not yet grown to a large size, and in particular while the height of the harmful plants is slightly higher than or does not exceed that of the beneficial plants.
本発明の除草剤組成物は、広葉の一年生雑草或いは多年
生雑草に対して極めて優れた効果を奏し、また細葉の雑
草にも除草活性を示す。また或場合にはハマスゲの如き
細葉で多年生雑草に充分除草活性を示す。特に優れた除
草活性を示す雑草としては例えば、菊科(Compos
tlae )例えばヒメジオン属(Erigeron8
pp・)Iアカザ科(Chenopo diaceas
e ) 。The herbicidal composition of the present invention exhibits extremely excellent effects against broad-leaved annual weeds and perennial weeds, and also exhibits herbicidal activity against narrow-leaved weeds. Also, in some cases, it exhibits sufficient herbicidal activity against perennial weeds with narrow leaves, such as that of the common grass. Examples of weeds that exhibit particularly excellent herbicidal activity include Composaceae (Composaceae).
tlae), for example, the genus Himedion (Erigeron 8
pp・)I Chenopodiaceae
e).
タデ科(polygo naeeae ) 、ナス科(
Solanaeeae )。Polygonaceae (polygo naeeae), Solanaceae (
Solanaeeae).
ヒュ科(Amaranthaeeae ) 、アオイ科
(Malvaccae) 、オオバコ科(Planta
ginaceae Lその具体例は例えばセイバンモロ
コシ、メヒシバ、イヌビエ、オヒシバ、オオクサキビ。Amaranthaeeae, Malvacae, Plantaceae
ginaceae L. Specific examples thereof include Seiban sorghum, crabgrass, goldenberry, sorghum, and oxcane.
エノコログサ、アキノエノコログサ、キンエノコロ、ソ
パカズラ、サナエタデ、アカザ。Green foxtail, Golden foxtail, Golden foxtail, Sopac vine, Sanae knotweed, and pigweed.
シロザ、ヒュ、エビスグサ、ジュズハギ、アメリカッノ
クサネム、イチビ、アメリカキンゴジカ、マルバアサガ
オ、オオバコ、イヌホオズキ、シロパナチョウセンアサ
ガオ、ヒメジオン、コセ/ダングサ、オナモミ等である
。These include white-spotted lily, yellow-spotted lily, yellow-spotted lily, red-spotted lily, american snail, trumpet, red-spotted deer, mulva morning-glory, plantain, Physalis fulva, white-spotted staghorn, serpentine, Kose/Dangusa, and Japanese staghorn.
本発明の除草剤組成物は、上記一般式(1)(化合物A
)と一般式[11) (化合物B)で表わされる化合物
の混合物の形で使用される。The herbicide composition of the present invention comprises the above general formula (1) (compound A
) and the compound represented by the general formula [11] (compound B).
使用に当って#組成物中の各成分の組成は、上記2種の
成分の相対的活性、対象植物の種類などにもよるが、−
般に化合物Aと化合物Bとを重蓄比で1:99〜99:
1の範囲で。In use, the composition of each component in the composition will depend on the relative activity of the two components mentioned above, the type of target plant, etc.
Generally, compound A and compound B are mixed at a weight ratio of 1:99 to 99:
In the range of 1.
好ましくFil(!90〜90!10(7)範囲で含有
している。It is preferably contained in the range of Fil(!90 to 90!10(7)).
又、実際に適用すべき該組成物の量は多数の因子、例え
ば成育を阻止すべき特定の対象植物の種類などKよシ左
右されるが、−般に0.005〜5Ky/ 10 m、
好ましくは0.01〜0.5Kg/loaの量が適当で
ある。当業者であれば標準化された通常のテストにより
特に多数の実験を行なわなくとも適当な使用割合、使用
量が容易に決定できる。The actual amount of the composition to be applied will also depend on a number of factors, such as the type of the particular target plant to be inhibited, but - generally from 0.005 to 5 Ky/10 m,
Preferably, an amount of 0.01 to 0.5 Kg/loa is appropriate. Those skilled in the art can easily determine appropriate proportions and amounts to be used using standard and routine tests without conducting a large number of experiments.
本発明の混合物は、活性成分を固体または液体希釈剤か
らなるギヤリヤーと混合した組成物の形態で適用するこ
ともできる。また、該組成物は更に界面活性剤のごとき
添加物を含んでいてもよい。The mixtures according to the invention can also be applied in the form of compositions in which the active ingredient is mixed with a gearar consisting of a solid or liquid diluent. Additionally, the composition may further contain additives such as surfactants.
本発明によれば、化合物(4)と化合物Q3)は混合し
て組成物として除草することも可能であるが、これら化
合物は任意の順序で別個に施用することもできる。その
場合も、化合物(4)と化合物CB)との割合及び施用
量は結果的に前記した範囲が適当である。According to the present invention, compound (4) and compound Q3) can be mixed together to kill weeds as a composition, but these compounds can also be applied separately in any order. In that case as well, the ratio and application amount of compound (4) and compound CB) are appropriately within the ranges described above.
本発明の組成物は、担体および/または界面活性剤と一
緒に含有することKよって、溶液、乳剤、S開削、粉剤
、ペーストあるいは粒剤の如き通常の形態の製剤として
用いることができる。Since the composition of the present invention is contained together with a carrier and/or a surfactant, it can be used as a preparation in a conventional form such as a solution, emulsion, S-cutting agent, powder, paste, or granule.
かかる製剤は、例えばタルク、ベントナイト、クレー、
カオリン、珪藻土、ホワイトカーボン、バーミキュライ
ト、消石灰、硫安。Such formulations include, for example, talc, bentonite, clay,
Kaolin, diatomaceous earth, white carbon, vermiculite, slaked lime, ammonium sulfate.
尿素等の固体担体;水、アルコール、ジオキサン、アセ
トン、キシレン、シクロヘキサン。Solid carriers such as urea; water, alcohol, dioxane, acetone, xylene, cyclohexane.
メチルナフタレン、ジメチルホルムアンド勢の液体担体
;アルキル硫酸エステル、アルキルスルホン酸壌類、リ
グニンスルホン酸塩類。Liquid carriers of methylnaphthalene and dimethylformand; alkyl sulfate esters, alkyl sulfonic acids, and lignin sulfonates.
ポリオキシエチレングリコールエーテル類。Polyoxyethylene glycol ethers.
ポリオキシエチレンアルキルアリールエーテル、ポリオ
キシエチレンソルビタンモノアルキレート、ジナフチル
メタンジスルホン酸塩等の界面活性剤、乳化剤又は分散
剤;カルボキシメチルセルローズ、アラビアゴム等の各
種補助剤尋の1種又は2種以上を用いて調製される。One or two types of surfactants, emulsifiers or dispersants such as polyoxyethylene alkylaryl ether, polyoxyethylene sorbitan monoalkylate, dinaphthylmethane disulfonate; various auxiliary agents such as carboxymethyl cellulose and gum arabic. Prepared using the above.
すなわち、かかる製剤は、例えば、化合物AおよびBと
上記の如き担体および/または乳化剤等を混合する仁と
Kよって調製することができる。That is, such a preparation can be prepared, for example, by mixing compounds A and B with the carrier and/or emulsifier as described above.
本発明の組成物は、製剤様に化合物AおよびBが通常0
.01〜99重量%、好ましくは0.1〜96重量%の
割合で存在することができる。The compositions of the present invention are formulated so that compounds A and B are usually present at zero
.. It can be present in proportions of 0.01 to 99% by weight, preferably 0.1 to 96% by weight.
本発明の組成物は、その11であるいは他の活性化合物
と混合して、あるいけ上記の如き製剤の形態で、例えば
、スプレー、噴霧。The compositions of the invention may be used alone or in admixture with other active compounds, or in the form of formulations as described above, for example as sprays, atomizations.
散布あるい紘ダスティング(dusting) の如
き通常の方法で植物に施用することができる。It can be applied to plants by conventional methods such as spraying or dusting.
以下実施例によ〕本発明を詳述する。The present invention will be explained in detail below by way of Examples.
実施例中部とは重量部を意味する。また、除草活性は特
にことわシのない限シロ段階で評価した。すなわち、活
性化合物を施用したのちにおいても施用する前とtlぼ
同じ健在な状態をOとし、活性化合物の施用によって植
物全体がしおれ枯死した状態を5とし、その間に植物の
衰弱状!!に応じ4段階(1,2゜3および4)を設け
て評価した。Examples Middle means parts by weight. In addition, the herbicidal activity was evaluated at the limit stage without any particular restrictions. In other words, 0 means that the active compound is in the same healthy state as before the application, and 5 is the state where the entire plant wilts and dies due to the application of the active compound. ! Evaluation was performed using four levels (1, 2°, 3, and 4).
調剤例
本発明の除草組成物(化合物AおよびBを所定の割合で
含有した混合物)1部をアセトンと水の混合浴*(容積
比1:1)5000部に加え、さらに非イオン界面活性
剤(商品名;ツルポール2680)Z6部を加えて、溶
液を調製した。又、本発明の除草組成物に含まれる化合
物Aおよび化合物Bについても同様な方法で調剤し、比
較として用いた。又、これらの化合物AおよびBについ
ては、それぞれ特願昭61−3646号および特公昭5
3−37409号に記載されている方法で合成したもの
を用いた。Preparation Example 1 part of the herbicidal composition of the present invention (a mixture containing compounds A and B in a predetermined ratio) was added to 5000 parts of a mixed bath of acetone and water (volume ratio 1:1), and a nonionic surfactant was added. (Product name: Trupol 2680) 6 parts of Z was added to prepare a solution. Compound A and Compound B contained in the herbicidal composition of the present invention were also prepared in the same manner and used as a comparison. Furthermore, these compounds A and B are disclosed in Japanese Patent Application No. 61-3646 and Japanese Patent Publication No. 5, respectively.
The compound synthesized by the method described in No. 3-37409 was used.
但し、表中の植物の示す番号■〜0は各々次のものを意
味している。However, the numbers ■ to 0 indicated by plants in the table each mean the following.
■メヒシバ ■エノコログサ ■セイバンモロコシ ■アカザ ■ヒュ ■イチビ − 表 ■イヌホオズキ ■ヒメジオン ■オオバコ 0トウモロコシ 実施例 本発明の除草組成物を前記調剤例に従って調製した。■Mehishiba ■Enochrogusa ■Seiban Sorghum ■Pigweed ■Hyu ■Ichibi − Table ■Dogfish ■ Himedion ■ Plantain 0 corn Example The herbicidal composition of the present invention was prepared according to the above formulation example.
植物は種を土壌にまき、発芽後2〜3週間栽培したもの
を用いた。The plants used were seeds sown in soil and cultivated for 2 to 3 weeks after germination.
この植物に本発明の除草組成物を、化合物AおよびBの
量がそれぞれ表に示すような量を施用し、その後は調剤
を施用することなしに、3週間栽培をつづけた。The herbicidal composition of the present invention was applied to the plants in amounts of compounds A and B as shown in the table, and cultivation was then continued for 3 weeks without applying any preparations.
その結果を表IK示した。The results are shown in Table IK.
Claims (1)
水素基であり; R^1は水素原子、炭素数4以下の飽和の脂肪族炭化水
素基、フェニル、ベンジル、β−メチルチオエチル、ヒ
ドロキシメチル、α−ヒドロキシエチル、ヒドロキシフ
ェニルメチル、メルカプトメチルおよびベンジルチオメ
チルよりなる群から選ばれる基であり; R^2は基OR^3又は基▲数式、化学式、表等があり
ます▼であり; R^3は酸素原子により中断されていてもよく且つ置換
基を有していてもよい炭素数15以下の脂肪族炭化水素
基、置換基を有していてもよいフェニル基又はアンモニ
ウムカチオンであり; R^4およびR^5は、同一もしくは異なり、水素原子
、炭素数6以下の飽和の脂肪族炭化水素基又は炭素数5
〜7の脂環族炭化水素基であるか或はR^4とR^5は
一緒になつて、それらが結合している窒素原子と共にさ
らにヘテロ原子を含有していてもよい5〜7員環を形成
していてもよい。 R^6は水素原子又は炭素数4以下の飽和の脂肪族炭化
水素であるか或は R^6はR^1と一緒になつて、−CH_2CH_2C
H_2−又は▲数式、化学式、表等があります▼を形成
していてもよい。 nは0、1又は2である。〕 で表わされるフェノキシ系化合物(化合物A)と、 (B)下記一般式〔II〕 ▲数式、化学式、表等があります▼………〔II〕 〔ここでR^7およびR^8は、同一もしくは異なり、
塩素原子、臭素原子または炭素数4以下の飽和の脂肪族
炭化水素基を示す。〕 で表わされるオキシラン化合物(化合物B)とを主たる
有効成分として含有する除草剤 組成物。 2、該化合物Aと該化合物とを重量で1:99〜99:
1の割合で含有する第1項記載の除草剤組成物。 3、(A)下記一般式〔 I 〕 ▲数式、化学式、表等があります▼……( I ) 〔ここで、XはC又はCF_3であり; YはCl又はCH_3であり; Zは2価の炭素数4以下の飽和又は不飽和の脂肪族炭化
水素基であり; R^1は水素原子、炭素数4以下の飽和の脂肪族炭化水
素基、フェニル、ベンジル、β−メチルチオエチル、ヒ
ドロキシメチル、α−ヒドロキシエチル、ヒドロキシフ
ェニルメチル、メルカプトメチルおよびベンジルチオメ
チルよりなる群から選ばれる基であり; R^2は基OR^3又は▲数式、化学式、表等がありま
す▼であり; R^3は酸素原子により中断されていてもよく且つ置換
基を有していてもよい炭素数15以下の脂肪族炭化水素
基、置換基を有していてもよいフェニル基又はアンモニ
ウムカチオンであり; R^4およびR^5は、同一もしくは異なり、水素原子
、炭素数6以下の飽和の脂肪族炭化水素基又は炭素数5
〜7の脂環族炭化水素基であるか或はR^4とR^5は
一緒になつて、それらが結合している窒素原子と共にさ
らにヘテロ原子を含有していてもよい5〜7員環を形成
していてもよい。 R^6は水素原子又は炭素数4以下の飽和の脂肪族炭化
水素であるか或は R^6はR^1と一緒になつて、−CH_2CH_2C
H_2−又は▲数式、化学式、表等があります▼を形成
していてもよい。 nは0、1又は2である。〕 で表わされるフェノキシ系化合物(化合物A)と、 (B)下記一般式〔II〕 ▲数式、化学式、表等があります▼………〔II〕 〔ここでR^7およびR^8は、同一もしくは異なり、
塩素原子、臭素原子または炭素数4以下の飽和の脂肪族
炭化水素基を示す。〕 で表わされるオキシラン化合物(化合物B)とを同時に
或いは任意の順序で除草しようとする植物の柚子、茎、
葉、根又は該植物が生育している場所あるいは該植物が
生育することが予測される場所に、除草に十分な量で施
用するととを特徴とする除草方法。[Claims] 1. (A) The following general formula [I] ▲There are mathematical formulas, chemical formulas, tables, etc.▼...(I) [So, X is Cl or CF_3; Y is Cl or CH_3 Yes; Z is a divalent saturated or unsaturated aliphatic hydrocarbon group having 4 or less carbon atoms; R^1 is a hydrogen atom, a saturated aliphatic hydrocarbon group having 4 or less carbon atoms, phenyl, benzyl, β - A group selected from the group consisting of methylthioethyl, hydroxymethyl, α-hydroxyethyl, hydroxyphenylmethyl, mercaptomethyl and benzylthiomethyl; ▼; R^3 is an aliphatic hydrocarbon group having 15 or less carbon atoms which may be interrupted by an oxygen atom and which may have a substituent, or a phenyl group which may have a substituent. or is an ammonium cation; R^4 and R^5 are the same or different and are a hydrogen atom, a saturated aliphatic hydrocarbon group having 6 or less carbon atoms, or a saturated aliphatic hydrocarbon group having 5 or less carbon atoms;
~7 alicyclic hydrocarbon groups, or R^4 and R^5 together are 5- to 7-membered which may further contain a heteroatom along with the nitrogen atom to which they are bonded. It may form a ring. R^6 is a hydrogen atom or a saturated aliphatic hydrocarbon having 4 or less carbon atoms, or R^6 and R^1 together form -CH_2CH_2C
H_2- or ▲There are mathematical formulas, chemical formulas, tables, etc.▼ may be formed. n is 0, 1 or 2. ] A phenoxy compound (compound A) represented by (B) The following general formula [II] ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼ ...... [II] [Here, R^7 and R^8 are same or different,
Indicates a chlorine atom, a bromine atom, or a saturated aliphatic hydrocarbon group having 4 or less carbon atoms. ] A herbicide composition containing an oxirane compound (compound B) represented by the following as a main active ingredient. 2. The compound A and the compound in a weight ratio of 1:99 to 99:
2. The herbicidal composition according to claim 1, containing the herbicide composition in a proportion of 1:1. 3. (A) The following general formula [I] ▲There are mathematical formulas, chemical formulas, tables, etc.▼... (I) [Here, X is C or CF_3; Y is Cl or CH_3; Z is divalent is a saturated or unsaturated aliphatic hydrocarbon group having 4 or less carbon atoms; R^1 is a hydrogen atom, a saturated aliphatic hydrocarbon group having 4 or less carbon atoms, phenyl, benzyl, β-methylthioethyl, hydroxymethyl , α-hydroxyethyl, hydroxyphenylmethyl, mercaptomethyl, and benzylthiomethyl; R^2 is a group OR^3 or ▲ has a mathematical formula, chemical formula, table, etc.; R^2 3 is an aliphatic hydrocarbon group having 15 or less carbon atoms which may be interrupted by an oxygen atom and which may have a substituent, a phenyl group which may have a substituent, or an ammonium cation; R ^4 and R^5 are the same or different, and are a hydrogen atom, a saturated aliphatic hydrocarbon group having 6 or less carbon atoms, or a saturated aliphatic hydrocarbon group having 5 carbon atoms
~7 alicyclic hydrocarbon groups, or R^4 and R^5 together are 5- to 7-membered which may further contain a heteroatom along with the nitrogen atom to which they are bonded. It may form a ring. R^6 is a hydrogen atom or a saturated aliphatic hydrocarbon having 4 or less carbon atoms, or R^6 and R^1 together form -CH_2CH_2C
H_2- or ▲There are mathematical formulas, chemical formulas, tables, etc.▼ may be formed. n is 0, 1 or 2. ] A phenoxy compound (compound A) represented by (B) The following general formula [II] ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼ ...... [II] [Here, R^7 and R^8 are same or different,
Indicates a chlorine atom, a bromine atom, or a saturated aliphatic hydrocarbon group having 4 or less carbon atoms. ] The oxirane compound (compound B) represented by
A weeding method characterized in that the weeding agent is applied to leaves, roots, or a place where the plant is growing or a place where the plant is expected to grow in an amount sufficient for weeding.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP14494586A JPS632905A (en) | 1986-06-23 | 1986-06-23 | Herbicide composition and herbicidal process |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP14494586A JPS632905A (en) | 1986-06-23 | 1986-06-23 | Herbicide composition and herbicidal process |
Publications (1)
Publication Number | Publication Date |
---|---|
JPS632905A true JPS632905A (en) | 1988-01-07 |
Family
ID=15373840
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP14494586A Pending JPS632905A (en) | 1986-06-23 | 1986-06-23 | Herbicide composition and herbicidal process |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS632905A (en) |
-
1986
- 1986-06-23 JP JP14494586A patent/JPS632905A/en active Pending
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