JPS60116611A - Herbicidal composition for paddy field - Google Patents

Herbicidal composition for paddy field

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Publication number
JPS60116611A
JPS60116611A JP22402983A JP22402983A JPS60116611A JP S60116611 A JPS60116611 A JP S60116611A JP 22402983 A JP22402983 A JP 22402983A JP 22402983 A JP22402983 A JP 22402983A JP S60116611 A JPS60116611 A JP S60116611A
Authority
JP
Japan
Prior art keywords
effect
weeds
compound
herbicidal
naphthyloxy
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
Application number
JP22402983A
Other languages
Japanese (ja)
Inventor
Akihiko Aoki
青木 章彦
Michiyuki Kono
通之 河野
Toshiaki Watanuki
綿貫 俊朗
Koichi Moriya
守谷 公一
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Japan Carlit Co Ltd
Original Assignee
Japan Carlit Co Ltd
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Japan Carlit Co Ltd filed Critical Japan Carlit Co Ltd
Priority to JP22402983A priority Critical patent/JPS60116611A/en
Publication of JPS60116611A publication Critical patent/JPS60116611A/en
Pending legal-status Critical Current

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Abstract

PURPOSE:The titled composition, containing three components of a specific dibenzylurea based compound and 2-(2-naphthyloxy)propionanilide, etc., and having remarkably enhanced weeding spectrum and width of suitable application period and a long duration. CONSTITUTION:A herbicidal composition containing (A) a compound of the formula (X is H or halogen; R<1> and R<2> are CH3 or C2H5) capable of exhibiting improved herbicidal effect on weeds of the families Gramineae and Cyperaceae with a long duration but weak effect on broad-leaved weeds and reducing the effect thereof with advance in growth, (B) 2-chloro-2',6'-diethyl-N-propoxyethylacetanilide having high herbicidal effect on annual weeds of the family Gramineae such as barnyard grass, etc. but exhibiting phytotoxicity to young seedlings of paddy rice and (C) 2-(2-naphthyloxy)propionanilide having relatively high effect on perennial broad-leaved weeds mainly Japanese ribbon wapato but very low effect on weeds of the family Gramineae at 1:0.2-2:1-10 weight ratio of (A):(B):(C).

Description

【発明の詳細な説明】 本発明は一般式 (式中、Xは水素原子またはハロゲン原子、R1及びR
2はメチル基またはエチル基を示す。)で表わされるジ
ベンジル尿素系化合物(以下、化合物Aという。)、2
−クロロ−2’、 6’−ジエチル−N−プロポキシエ
チルアセトアニリド(以下、化合物Bという。)及び2
−(2−ナフチルオキシ)プロピオンアニリド(以下、
化合物Cという。)を有効成分とする水田用除草剤組成
物に関する。
DETAILED DESCRIPTION OF THE INVENTION The present invention is based on the general formula (wherein, X is a hydrogen atom or a halogen atom, R1 and R
2 represents a methyl group or an ethyl group. ) (hereinafter referred to as compound A), 2
-Chloro-2', 6'-diethyl-N-propoxyethylacetanilide (hereinafter referred to as compound B) and 2
-(2-naphthyloxy)propionanilide (hereinafter referred to as
It is called compound C. ) as an active ingredient.

本発明は、それぞれ異なった除幕作用を有する3s類の
除幕剤を併用することによって、各成分単独使用の場合
には得られなかった効果を発現し、極めて顕著な相乗作
用によって除幕効果を増大し、殺革スペクトルを拡大し
、さらには使用量を減量して薬害の軽減や経済的な効果
を挙げることを目的とするものである。
The present invention uses 3s type unveiling agents, each having a different unveiling effect, to produce effects that could not be obtained when each component is used alone, and to increase the unveiling effect through a very significant synergistic effect. The aim is to expand the insecticidal spectrum and further reduce the amount used to reduce drug damage and achieve economic effects.

本発明において、化合物Aはイネ科雑翠及びカヤツリグ
サ科雑革に対して除草効果が高く、効力の持続期間も長
く(50〜60日)、水稲に対する薬害も少ないが、広
葉雑草には効果が弱く、また雑草の発生始期には強力に
作用するが雑草の生育が進むにつれてその効果が低下す
るなどの欠点を有する。
In the present invention, Compound A has a high herbicidal effect on Poaceae and Cyperaceae, has a long duration of efficacy (50 to 60 days), and has little phytotoxicity to paddy rice, but is not effective against broad-leaved weeds. It has the disadvantage that it is weak and acts strongly at the beginning of weed growth, but its effectiveness decreases as the weeds grow.

化合物Bはタイヌビエその他の1手生イネ斜軸軍に対し
て除幕効果が高いが、実用的使用量では水稲稚苗に対す
る薬害を免れず、そのために使用量を少なくするとホタ
ルイ、ミズガヤツリなどの1年生あるいは多年生のカヤ
ツリグサ科雑草に対する効果が不十分になシ、さらに効
果の持続期間が比較的短いので前記カヤツリグサ科雑草
の回復がみられるなどの欠点を有する。
Compound B has a high effect on 1-year-old rice plants such as Japanese grasshopper and other rice plants, but it cannot avoid chemical damage to paddy rice seedlings when used in practical amounts, and therefore, if the amount used is reduced, it may be harmful to 1-year-old rice plants such as firefly and cypress. Another disadvantage is that the effect against perennial Cyperaceae weeds is insufficient, and the duration of the effect is relatively short, so that recovery of the Cyperaceae weeds is observed.

化合物Cはウリカレヲ主とする多年生広葉雑草に対して
比較的除草効果が高いが、イネ科雑草には除草効果がき
わめて低い。また、田植前あるいは田植後に使用すると
薬害を生じるため使用適期幅が著しく狭いなどの欠点を
有する。
Compound C has a relatively high herbicidal effect on perennial broad-leaved weeds, mainly grasshoppers, but has a very low herbicidal effect on grass weeds. In addition, if used before or after rice planting, it will cause chemical damage, so it has the disadvantage that the range of appropriate use is extremely narrow.

また、化合物Bと化合物Cとを混合して使用した場合に
は、イネ科雑草やウリカワなどに対して除草効果は高い
が、ホタルイ、ミズガヤツリなどの1年生、あるいは多
年生のカヤツリグサ科雑草に対して除幕効果が低く、さ
らにイネ科雑草を除く全車種について効果の持続期間が
短いなどの欠点をもつ。
In addition, when compound B and compound C are used in combination, the herbicidal effect is high against grass weeds and weeds, but it is effective against annual weeds such as firefly and cyperus, or perennial weeds of the cyperaceae family. It has disadvantages such as low weeding effect and short duration of effect for all types except grass weeds.

本発明者らは、それぞれ前記の様な欠点を有する化合物
A1化合物B及び化合物Cを適当な割合で混合使用する
と、各成分単独使用の場合の欠点が補われるのみならず
、極めて顕著な相乗作用によシ殺革スペクトル及び使用
適期幅が著しく拡大され、各成分単独では十分に防除出
来ないような少量の薬量ずつの混合で発生始期から生育
期の1学生雑革のみならず多年生雑草に対しても高い防
除効果があり、さらに効力の持続期間も著しく長く、1
回の処理で水稲の全生育期間にわたってほぼ完全に雑草
の発生を抑制し、しかも水稲に対して薬害が無いことな
どの優れた特徴を見出し、本発明を完成させるに至りた
The present inventors have discovered that by mixing Compound A, Compound B, and Compound C, each of which has the drawbacks described above, in an appropriate ratio, not only can the drawbacks of using each component alone be compensated for, but also a very significant synergistic effect can be produced. The insecticidal spectrum and suitable period of use have been significantly expanded, and by mixing small amounts of each ingredient, which cannot be sufficiently controlled by each ingredient alone, it can be used against perennial weeds as well as weeds from the beginning of emergence to the growth period. It has a high pesticidal effect against insects, and the duration of its effectiveness is also extremely long.
The present inventors have discovered excellent characteristics such as almost completely suppressing the growth of weeds over the entire growing period of paddy rice with only one treatment and no phytotoxicity to paddy rice, leading to the completion of the present invention.

前記一般式(1)で表わされる化合物Aの例示化合物を
次に示す。
Exemplary compounds of the compound A represented by the general formula (1) are shown below.

1−ベンジル−3−(α、α−ジメチルベンジル)尿素
(以下、化合物A−1という。)、1−(2−フルオロ
ベンジル)−3−(α−エチル−a−=メチルベンジル
)尿素(以下、化合物A−2という。)、1−(2−ク
ロロベンジル)−3−(α、α−ジエチルベンジル)尿
素(以下、化合物A−3という。)、1−(2−ブロモ
ベンジル)−3−(α−エチル−d−メチルベンジル)
尿素(以下、化合物A−4という)。
1-benzyl-3-(α,α-dimethylbenzyl)urea (hereinafter referred to as compound A-1), 1-(2-fluorobenzyl)-3-(α-ethyl-a-=methylbenzyl)urea ( (hereinafter referred to as compound A-2), 1-(2-chlorobenzyl)-3-(α,α-diethylbenzyl)urea (hereinafter referred to as compound A-3), 1-(2-bromobenzyl)- 3-(α-ethyl-d-methylbenzyl)
Urea (hereinafter referred to as compound A-4).

上記化合物のうち、化合物A−2、化合物A−3及び化
合物A−4は特願昭57−150547にかかわる新規
化合物である。
Among the above compounds, Compound A-2, Compound A-3 and Compound A-4 are new compounds related to Japanese Patent Application No. 57-150547.

本発明の水田用除草剤組成物の有効成分の配合割合は広
範囲に適用し得るが、化合物A、化合物B及び化合物C
を重量比T1:0.2〜2:1〜10となるように配合
することが好ましい。
Although the blending ratio of the active ingredients of the herbicide composition for paddy fields of the present invention can be applied over a wide range, compound A, compound B, and compound C
It is preferable to mix them in a weight ratio T1:0.2-2:1-10.

本発明の除草剤組成物は、有効成分たる化合物A1化合
物B及び化合物Cを液状担体に溶解あるいは分散させ、
又は固体担体と混合し、さらにこれに乳化剤、展着剤、
分散剤、浸透剤などの補助剤を添加し、粒剤、水利剤、
乳剤などの形態に製剤して使用することが出来る。
The herbicide composition of the present invention dissolves or disperses active ingredients Compound A, Compound B, and Compound C in a liquid carrier,
Or mixed with a solid carrier and further added with an emulsifier, a spreading agent,
By adding auxiliary agents such as dispersants and penetrants, granules, irrigation agents,
It can be formulated and used in the form of an emulsion.

液状担体としては、メチルアルコール、エチルアルコー
ルなどのアルコール類、アセトン、メチルエチルケトン
などのケトン類、ジオキサン、メチルセロソルブなどの
エーテル類、ベンゼン、キシレンなどの芳香族炭化水素
類、四塩化炭素、塩化メチレンなどのハロゲン化炭化水
素蘭、ジメチルホルムアミトムどの酸アミド類、酢酸エ
チルエステルなどのエステル類などが適当であり、これ
らの1種又は2種以上が使用される。
Liquid carriers include alcohols such as methyl alcohol and ethyl alcohol, ketones such as acetone and methyl ethyl ketone, ethers such as dioxane and methyl cellosolve, aromatic hydrocarbons such as benzene and xylene, carbon tetrachloride, methylene chloride, etc. Suitable are halogenated hydrocarbons, acid amides such as dimethylformamitom, and esters such as ethyl acetate, and one or more of these may be used.

固体担体としては、カオリン、ベントナイト。Solid carriers include kaolin and bentonite.

タルク、炭酸カルシウム、クレーなどの鉱物性粉末やデ
ンプンなどの植物性粉末が適当でるり、これらの114
J又は2種以上が用いられる。
Mineral powders such as talc, calcium carbonate, and clay and vegetable powders such as starch are suitable, and these 114
J or two or more types are used.

補助剤としては、種々のタイプの界面活性剤が挙けられ
る□例えば、非イオン系界面活性剤(ポリオキシエチレ
ンアルキルアリルエーテル、ポリオキシエチレンオクチ
ルフェニルエーテル等)、カチオン系界面活性剤(アル
キルジメチルベンジルアンモニウムクロライド、アルキ
ルピリジニウムクロライド咎)、アニオン系界面活性剤
(リグンスルホン酸ナトリウム、ジアルキルスルホサク
シネート等)、両性界面活性剤(アルキルジメチルベタ
イン、ドデシルアミンエチルグリシン等)などである。
Various types of surfactants can be used as adjuvants. For example, nonionic surfactants (polyoxyethylene alkyl allyl ether, polyoxyethylene octylphenyl ether, etc.), cationic surfactants (alkyl dimethyl benzyl ammonium chloride, alkylpyridinium chloride), anionic surfactants (sodium lignosulfonate, dialkyl sulfosuccinate, etc.), amphoteric surfactants (alkyldimethylbetaine, dodecylamine ethylglycine, etc.), and the like.

これらの補助剤は、1槙又は2種以上が使用される。One or more of these adjuvants may be used.

また、本発明の除草剤組成物は、必要に応じて他の殺虫
剤、殺菌剤、除草剤あるいは植物生育調節剤と混合して
使用することも出来る。
Further, the herbicidal composition of the present invention can be used in combination with other insecticides, fungicides, herbicides, or plant growth regulators, if necessary.

次に本発明の除草剤組成物について例を挙げて説明する
が、本発明はこれらのみに限定されるものではない。物
中、部は重量部を示す。
Next, the herbicidal composition of the present invention will be explained by giving examples, but the present invention is not limited to these. In the figures, parts indicate parts by weight.

実施例1 粒剤 化合物A−17部、化合物B 5部、化合物0 10部
、ベントナイト 58部、タルク17部及びジアルキル
スルホサクシネート 3部を混合粉砕した後、適量の水
を加えて混練し、造粒機を用いて通常の方法により一造
粒し、粒剤を得た。
Example 1 After mixing and pulverizing 17 parts of granule compound A, 5 parts of compound B, 10 parts of compound 0, 58 parts of bentonite, 17 parts of talc and 3 parts of dialkyl sulfosuccinate, an appropriate amount of water was added and kneaded, Granules were obtained by granulation using a granulator in a conventional manner.

実施例2 粒剤 化合物A−35部、化合物B 5部、化合物010部、
ベントナイト 60部、クレー 17部及びアルキルベ
ンゼンスルホン酸ナトリウム 3部を混合粉砕し、適量
の水を加えて混練し、造粒機を用いて通常の方法にょル
造粒し、粒剤を得た。
Example 2 Granule Compound A-35 parts, Compound B 5 parts, Compound 010 parts,
60 parts of bentonite, 17 parts of clay, and 3 parts of sodium alkylbenzenesulfonate were mixed and ground, mixed with an appropriate amount of water, and granulated using a granulator in a conventional manner to obtain granules.

実施例3 水和剤 化合物A−420m、化合物B 10部、化合物0 2
0部、ケイノウ± 25!is、タルク20部及びアル
キルベンゼンスルホン酸す) 17ウム 5部を混合粉
砕し、水利剤を得た。
Example 3 Wettable powder Compound A-420m, Compound B 10 parts, Compound 0 2
Part 0, Kei no ± 25! 20 parts of talc and 5 parts of 17 um of alkylbenzenesulfonic acid were mixed and ground to obtain an irrigation agent.

試験例 除草効果及び薬害試験 1/2000アールのワグネルポットに水田土壌ヲ詰メ
、タイヌビエ、ホタルイ、タマガヤツリ、コナギ、キ〃
シグサ、アゼナ及びミゾハコベの各種子を土壌表層に混
入し、ミズガヤツリおよびウリカワの真意をそれぞれ2
個移植し、さらに2葉期の水稲を2本移植した。同、湛
水深は3crnとした。
Test example: Herbicidal effect and phytotoxicity test Filled with paddy soil in a 1/2000 are Wagner pot.
Seeds of cypress, azalea, and chickweed were mixed into the soil surface layer, and 2 seeds of cypress and chickweed were mixed into the soil.
In addition, two paddy rice plants at the two-leaf stage were transplanted. The flooding depth was 3 crn.

水稲移植の3日前(雑草の発生前)、3日後(雑草の発
生始期)、8日後(タイヌビエ1葉期)及び15日後(
タイヌビエ1葉期)K1前記実施例3に準じて製剤した
各薬剤の水利剤の所定量を湛水面に滴下処理した。
3 days before transplanting paddy rice (before weeds appear), 3 days after (weeds start to appear), 8 days after (first leaf stage of Japanese millet), and 15 days after (
Japanese millet 1-leaf stage) K1 A predetermined amount of an irrigation agent of each drug prepared according to Example 3 above was dropped onto the flooded surface.

薬剤処理の30日後及び60日後に、除草効果及び水稲
薬害を下記の判定基準に従って評価し、その結果を第1
表〜第4表に示した。
After 30 and 60 days of chemical treatment, the herbicidal effect and paddy rice damage were evaluated according to the criteria below, and the results were evaluated as
It is shown in Tables to Table 4.

5 完全防除 4 80チ防除 3 60チ防除 2 40%防除 1 20チ防除 O効果無し −無 害 ± 微 害 + 小 害 甘 中 害 )11 大 害 、手続補正書 昭和59年2月7日 特許庁長官若杉和夫殿 1事件の表示 昭和58年特許願第224029号 3補正をする者 郵便番号 100 6補正の内容 (1)明細書第4真下第3行の「1−ベンジル−3−(
a、a−ジメチルベンジル)」をrl−(2=フルオロ
ベンジル)−3−(atα−ジメチルベンノル)」に訂
正します。
5 Complete control 4 80 inch control 3 60 inch control 2 40% control 1 20 inch control O No effect - No harm ± Slight harm + Small harm Medium harm) 11 Major harm, procedural amendment patent dated February 7, 1980 Mr. Kazuo Wakasugi, Director General of the Agency 1 Display of the case 1982 Patent Application No. 224029 3 Person making the amendment Postal code 100 6 Contents of the amendment (1) “1-benzyl-3-(
Correct "a, a-dimethylbenzyl)" to "rl-(2=fluorobenzyl)-3-(atα-dimethylbenol)".

手続補正書 (方式) %式% 五 補正をする者 4、補止命令の日付 餡和59年2月288(発送日) 五輛止の対象 明細書 &補正の円谷Procedural amendment (formality) %formula% (5) Person making the amendment 4. Date of supplementary order Anwa February 288, 1959 (Shipping date) Target of five-car stop Specification & Correction Tsuburaya

Claims (1)

【特許請求の範囲】 一般式 (式中、Xは水素原子またはハロゲン原子 Ht及びR
2はメチル基またはエチル基を示す。)で表わされるジ
ベンジル尿素系化合物、2−クロロ−2・。 6r−ジエチル−N−プロポキシエチルアセトアニリド
及び2−(2−ナフチルオキシ)プロピオンア= リド
とを有効成分とする水田用除草剤組成物。
[Claims] General formula (wherein, X is a hydrogen atom or a halogen atom, Ht and R
2 represents a methyl group or an ethyl group. ), a dibenzylurea compound represented by 2-chloro-2. A herbicidal composition for rice fields containing 6r-diethyl-N-propoxyethylacetanilide and 2-(2-naphthyloxy)propionaride as active ingredients.
JP22402983A 1983-11-30 1983-11-30 Herbicidal composition for paddy field Pending JPS60116611A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP22402983A JPS60116611A (en) 1983-11-30 1983-11-30 Herbicidal composition for paddy field

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP22402983A JPS60116611A (en) 1983-11-30 1983-11-30 Herbicidal composition for paddy field

Publications (1)

Publication Number Publication Date
JPS60116611A true JPS60116611A (en) 1985-06-24

Family

ID=16807470

Family Applications (1)

Application Number Title Priority Date Filing Date
JP22402983A Pending JPS60116611A (en) 1983-11-30 1983-11-30 Herbicidal composition for paddy field

Country Status (1)

Country Link
JP (1) JPS60116611A (en)

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