KR100699525B1 - Selective herbicides on the basis of N-aryl-triazolinethiones - Google Patents

Selective herbicides on the basis of N-aryl-triazolinethiones Download PDF

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KR100699525B1
KR100699525B1 KR1020027003469A KR20027003469A KR100699525B1 KR 100699525 B1 KR100699525 B1 KR 100699525B1 KR 1020027003469 A KR1020027003469 A KR 1020027003469A KR 20027003469 A KR20027003469 A KR 20027003469A KR 100699525 B1 KR100699525 B1 KR 100699525B1
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methyl
ethyl
phenyl
chloro
dihydro
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KR20020035601A (en
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호이흐트디터
드레베스마르크-빌헬름
다멘페터
크라우스코프비르기트
크레머마티아스
폰트젠롤프
벨만아른트
하스빌헬름
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바이엘 악티엔게젤샤프트
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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
    • A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
    • A01N43/647—Triazoles; Hydrogenated triazoles
    • A01N43/653—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles

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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

본 발명은, 한편으로 공지된 N-아릴-트리아졸린(티)온 및 다른 한편으로 공지된 제초활성 화합물 및/또는 작물과의 상용성(compatibility)을 개선시키는 화합물을 함유하며 사용시 유용한 각종 작물중에서 잡초를 선택적으로 방제하는데 특히 우수한 결과를 나타낼 수 있는 상승적 제초 활성 배합물에 관한 것이다.The present invention is directed to a variety of crops containing, on the one hand, known N-aryl-triazolin (thi) ones and on the other hand, compounds which improve compatibility with herbicidally active compounds and / or crops and which are useful in use. It relates to synergistic herbicidal active formulations which can give particularly good results in selectively controlling weeds.

Description

Ｎ-아릴 트리아졸린(티)온을 기본으로 한 선택적 제초제{Selective herbicides on the basis of N-aryl-triazoline(thi)ones} Selective herbicides on the basis of N-aryl-triazoline (thi) ones}             

본 발명은 한편으로 공지된 N-아릴-트리아졸린(티)온 및 다른 한편으로 공지된 제초활성 화합물 및/또는 작물과의 상용성(compatibility)을 개선시키는 화합물을 함유하며 사용시 유용한 각종 작물중에서 잡초를 선택적으로 방제하는데 특히 우수한 결과를 나타낼 수 있는 상승적 제초 활성 배합물에 관한 것이다.The present invention comprises weeds in a variety of crops which contain, on the one hand, known N-aryl-triazolin (thi) one and on the other hand compounds that improve compatibility with the herbicidally active compounds and / or crops and which are useful in use. It relates to a synergistic herbicidal active combination which can give particularly good results in selectively controlling.

제초 활성물질로서의 N-아릴-트리아졸린(티)온은 다수 특허출원의 특허대상이다(참조: DE-A-3024316, DE-A-3514057, DE-A-3636318, EP-A-220952, EP-A-370332, EP-A-597360, EP-A-609734, US-A-4702763, US-A-4806145, US-A-4818275, US-A-4906284, US-A-4909831, US-A-5035740, US-A-5041155, WO-A-85/01637, WO-A-85/04307, WO-A-86/02642, WO-A-86/04481, WO-A-87/00730, WO-A-87/03782, WO-A-88/09617, WO-A-90/02120, WO-A-95/30661, WO-A-99/37153). 그러나, 공지된 N-아릴-트리아졸린(티)온은 그의 활성에 많은 부족한 점이 있다.N-aryl-triazolin (thi) ones as herbicidal actives are the subject of many patent applications (see DE-A-3024316, DE-A-3514057, DE-A-3636318, EP-A-220952, EP). -A-370332, EP-A-597360, EP-A-609734, US-A-4702763, US-A-4806145, US-A-4818275, US-A-4906284, US-A-4909831, US-A -5035740, US-A-5041155, WO-A-85 / 01637, WO-A-85 / 04307, WO-A-86 / 02642, WO-A-86 / 04481, WO-A-87 / 00730, WO -A-87 / 03782, WO-A-88 / 09617, WO-A-90 / 02120, WO-A-95 / 30661, WO-A-99 / 37153. However, known N-aryl-triazolin (thi) ones have many deficiencies in their activity.

놀랍게도, 본 발명에 따라 N-아릴-트리아졸린(티)온의 그룹중에서 선택된 다수의 공지된 활성 화합물을 공지된 제초 활성 화합물과 함께 사용하는 경우, 제초 작용면에서 상승효과를 나타내며, 유용한 작물, 예를 들어 목화, 보리, 감자, 옥수수, 벼, 콩, 해바라기, 밀 및 사탕수수에서 잡초를 선택적으로 방제하는데 광범위- 스펙트럼 배합제로서 특히 유리하게 사용될 수 있음이 밝혀졌다.Surprisingly, when a large number of known active compounds selected from the group of N-aryl-triazolin (thi) ones according to the invention are used in combination with known herbicidal active compounds, they have a synergistic effect on herbicidal action, useful crops, It has been found that it can be particularly advantageously used as a broad-spectrum blending agent for the selective control of weeds in cotton, barley, potatoes, corn, rice, soybeans, sunflowers, wheat and sugar cane, for example.

본 발명은The present invention

(a) 적어도 하나의 하기 일반식 (I)의 N-아릴-트리아졸린(티)온("그룹 1의 활성 화합물") 및(a) at least one N-aryl-triazolin (thi) one of the general formula (I)

(b) 2-클로로-N-(에톡시메틸)-N-(2-에틸-6-메틸-페닐)-아세트아미드(아세토클로르), 5-(2-클로로-4-트리플루오로메틸-페녹시)-2-니트로-벤조산 소듐염(아시플루오르펜-소듐), 2-클로로-6-니트로-3-페녹시-벤젠아민(아클로니펜), 2-클로로-N-(메톡시메틸)-N-(2,6-디에틸-페닐)-아세트아미드(알라클로르), N-에틸-N'-i-프로필-6-메틸티오-1,3,5-트리아진-2,4-디아민(아메트린), 4-아미노-N-(1,1-디메틸-에틸)-4,5-디하이드로-3-(1-메틸-에틸)-5-옥소-1H-1,2,4-트리아졸-1-카복사미드(아미카바존), N-(4,6-디메톡시-피리미딘-2-일)-N'-(N-메틸-N-메틸설포닐-설파모일)-우레아(아미도설푸론), 1H-1,2,4-트리아졸-3-아민(아미트롤), 6-클로로-4-에틸아미노-2-이소프로필아미노-1,3,5-트리아진(아트라진), N-(4,6-디메톡시-피리미딘-2-일)-N'-[1-메틸-4-(2-메틸-2H-테트라졸-5-일)-1H-피라졸-5-일-설포닐]-우레아(아짐설푸론), 2-[2,4-디클로로-5-(2-프로피닐옥시)-페닐]-5,6,7,8-테트라하이드로-1,2,4-트리아졸로-[4,3,a]-피리딘-3(2H)-온(아자페니딘), N-벤질-2-(4-플루오로-3-트리플루오로메틸-페녹시)-부탄아미드(베플루부타미드), 4-클로로-2-옥소-3(2H)-벤조티아졸아세트산(베나졸린), N-부틸-N-에틸-2,6-디니트로-4-트리플루오로메틸-벤젠아민(벤플루랄린), N-(4,6-디메톡시-피리미딘-2-일)-N'-(2-메톡시카보닐-페닐메틸설포닐)-우레아(벤설푸론), 메틸 2-[2-[4-(3,6-디하이드로-3-메틸-2,6-디옥소-4-트리플루오로메틸-1(2H)-피리미디닐)페녹시]메틸]-5-에틸-페녹시-프로파노에이트(벤즈펜디존), 3-(2-클로로-4-메틸설포닐-벤조일)-4-페닐티오-바이사이클로-[3.2.1]-옥트-3-엔-2-온(벤조바이사이클론), 에틸 N-벤조일-N-(3,4-디클로로-페닐)-DL-알라니네이트(벤조일프로프-에틸), 3-i-프로필-1H-2,1,3-벤조티아디아진-4(3H)-온(벤타존), 메틸 5-(2,4-디클로로-페녹시)-2-니트로-벤조에이트(비페녹스), 2,6-비스-(4,6-디메톡시 -피리미딘-2-일-옥시)-벤조산 소듐염(비스피리박-소듐), 2-브로모-3,3-디메틸-N-(1-메틸-1-페닐-에틸)-부탄아미드(브로모부타이드), O-(2,4-디니트로-페닐) 3,5-디브로모-4-하이드록시-벤즈알데하이드-옥심(브로모페녹심), 3,5-디브로모-4-하이드록시-벤조니트릴(브로목시닐), N-부톡시-메틸-2-클로로-N-(2,6-디에틸-페닐)-아세트아미드(부타클로르), [1,1-디메틸-2-옥소-2-(2-프로페닐옥시)]-에틸 2-클로로-5-(3,6-디하이드로-3-메틸-2,6-디옥소-4-트리플루오로메틸-1(2H)-피리미디닐)-벤조에이트(부타페나실-알릴), 2-(1-에톡스이미노-프로필)-3-하이드록시-5-[2,4,6-트리메틸-3-(1-옥소-부틸)-페닐]-2-사이클로헥센-1-온(부트록시딤), S-에틸 비스-(2-메틸 -프로필)-티오카바메이트(부틸레이트), N,N-디에틸-3-(2,4,6-트리메틸-페닐설포닐) -1H-1,2,4-트리아졸-1-카복사미드(카펜스트롤), 2-[1-[(3-클로로-2-프로페닐)-옥시 -이미노]-프로필]-3-하이드록시-5-(테트라하이드로-2H-피란-4-일)-2-사이클로헥센-1-온(칼록시딤, 테프랄록시딤), 2-(4-클로로-2-플루오로-5-(2-클로로-2-에톡시카보닐-에틸)-페닐)-4-디플루오로메틸-5-메틸-2,4-디하이드로-3H-1,2,4-트리아졸-3-온(카펜트라존-에틸), 2,4-디클로로-1-(3-메톡시-4-니트로-페녹시)-벤젠(클로메톡시펜), 3-아미노-2,5-디클로로-벤조산(클로람벤), N-(4-클로로-6-메톡시-피리미딘-2-일)-N'-(2-에톡시카보닐-페닐설포닐)-우레아(클로리무론-에틸), 1,3,5-트리클로로-2-(4-니트로-페녹시)-벤젠(클로르니트로펜), N-(4-메톡시-6-메틸-1,3,5-트리아진-2-일)-N'-(2-클로로-페닐설포닐)-우레아(클로르설푸론), N'-(3-클로로-4-메틸-페닐)-N,N-디메틸-우레아(클로르톨루론), 에틸 2-클로로-3-[2-클로로-5-(1,3,4,5,6,7 -헥사하이드로-1,3-디옥소-2H-이소인돌-2-일)-페닐]-2-프로파노에이트(시니돈-에틸), N-(4,6-디메톡시-1,3,5-트리아진-2-일)-N'-(2-(2-메톡시-에톡시)-페닐설포닐) -우레아(시노설푸론), 2-[1-[2-(4-클로로-페녹시)-프로폭시아미노]부틸]-5-(테트라하이드로-2H-티오피란-3-일)-1,3-사이클로헥산디온(클레폭시딤), (E,E)-(+)-2-[1-[[(3-클로로-2-프로페닐)-옥시]-이미노]-프로필]-5-[2-(에틸티오)-프로필]-3-하이드록시-2-사이클로헥센-1-온(클레토딤), 프로프-2-이닐 (R)-2-[4-(5-클로로-3-플루오로-피리딘-2-일-옥시)-페녹시]-프로파노에이트(클로디나폽-프로파길), 3,6-디클로로-피리딘-2-카복실산(클로피랄리드), 메틸 3-클로로-2-[(5-에톡시-7-플루오로 [1,2,4]트리아졸로[1,5-c]피리미딘-2-일-설포닐)-아미노]-벤조에이트(클로란설람-메틸), 2-클로로-4-에틸아미노-6-(1-시아노-1-메틸-에틸아미노)-1,3,5-트리아진(시아나진), N-(4,6-디메톡시-피리미딘-2-일)-N'-(2-사이클로프로필카보닐-페닐-설포닐)-우레아(사이클로설파무론), 2-(1-에톡스이미노부틸)-3-하이드록시-5-(테트라하이드로-2H-티오피란-3-일)-2-사이클로헥센-1-온(사이클록시딤), 부틸 (R)-2-[4-(4-시아노-2-플루오로-페녹시)-페녹시]-프로파노에이트(사이할로폽-부틸), 2,4-디클로로-페녹시아세트산(2,4-D), 3,6-디클로로-2-메톡시-벤조산(디캄바), (R)-2-(2,4-디클로로-페녹시)프로판산(디클로르프로프-P), 메틸-2-[4-(2,4-디클로로-페녹시)-페녹시]-프로파노에이트(디클로폽-메틸), N-(2,6-디클로로-페닐)-5-에톡시-7-플루오로-[1,2,4]-트리아졸로-[1,5-c]-피리미딘-2-설폰아미드(디클로설람), 1,2-디메틸-3,5-디페닐-1H-피라졸륨 메틸설페이트(디펜조쿠아트), N-(2,4-디플루오로-페닐)-2-(3-트리플루오로메틸-페녹시)-피리딘-3-카복사미드(디플루페니칸), 2-[1-[(3,5-디플루오로-페닐)-아미노-카보닐-하이드라조노]-에틸]-피리딘-3-카복실산(디플루펜조피르), S-(1-메틸-1-페닐-에틸) 1-피페리딘-카보티오에이트(디메피페레이트), 2-클로로-N-(2,4-디메틸-3-티에닐)-N-(2-메톡시-1-메틸-에틸)-아세트아미드(디메텐아미드), 2-아미노-4-(1-플루오로-1-메틸-에틸)-6-(1-메틸-2-(3,5-디메틸-페녹시)-에틸아미노)-1,3,5-트리아진(디멕시플람), N3,N3-디에틸-2,4-디니트로-6-트리플루오로메틸-1,3-디아미노-벤젠(디니트라민), 6,7-디하이드로-디피리도[1,2-a:2',1'-c]피라진디이움(디쿠아트), S,S-디메틸 2-디플루오로메틸-4-i-부틸-6-트리플루오로메틸 -피리딘-3,5-디카보티오에이트(디티오피르), N'-(3,4-디클로로-페닐)-N,N-디메틸-우레아(디우론), 2-[2-(3-클로로-페닐)-옥시라닐메틸]-2-에틸-1H-인덴-1,3(2H)-디온(에프로포단), S-에틸 디프로필티오카바메이트(EPTC), S-(페닐메틸) N-에틸-N-(1,2-디메틸-프로필)티오카바메이트(에스프로카브), N-에틸-N-(2-메틸-2-프로페닐) -2,6-디니트로-4-트리플루오로메틸-벤젠아민(에탈플루랄린), 2-에톡시-1-메틸-2-옥소-에틸 (S)-2-클로로-5-(2-클로로-4-트리플루오로메틸-페녹시)-벤조에이트(에톡시펜), N-(4,6-디메톡시-피리미딘-2-일)-N'-(2-에톡시-페녹시설포닐)-우레아(에톡시-설푸론), 에틸 (R)-2-[4-(6-클로로-벤족사졸-2-일-옥시)-페녹시]-프로파노에이트(페녹사프로폽-(P)-에틸), 4-(2-클로로-페닐)-N-사이클로헥실-N-에틸-4,5-디하이드로-5-옥소-1H-테트라졸-1-카복사미드(펜트라자미드), 이소프로필 N-벤조일-N-(3-클로로-4-플루오로-페닐)-DL-알라니네이트(플람프로프-이소프로필), 이소프로필 N-벤조일-N-(3-클로로-4-플루오로-페닐)-L-알라니네이트(플람프로프-이소프로필-L), 메틸 N-벤조일-N-(3-클로로-4-플루오로-페녹시)-DL-알라니네이트(플람프로프-메틸), N-(2,6-디플루오로-페닐)-8-플루오로-5-메톡시-[1,2,4]-트리아졸로-[1,5-c]-피리미딘-2-설폰아미드(플로라설람), 부틸 (R)-2-[4-(5-트리플루오로메틸-피리딘-2-일-옥시)-페녹시]-프로파노에이트(플루아지폽, -부틸, -P-부틸), i-프로필 5-(4-브로모-1-메틸-5-트리플루오로메틸-1H-피라졸-3-일)-2-클로로-4-플루오로-벤조에이트(플루아졸레이트), N-(4-플루오로-페닐)-N-i-프로필-2-(5-트리플루오로메틸-1,3,4-티아디아졸-2-일-옥시)-아세트아미드(플루페나세트), N-(2,6-디플루오로-페닐)-5-메틸-1,2,4-트리아졸로[1,5-a]-피리미딘-2-설폰아미드(플루메트설람), 펜틸 [2-클로로-4-플루오로-5-(1,3,4,5,6,7-헥사하이드로-1,3-디옥소-2H-이소인돌-2-일)-페녹시]-아세테이트(플루미클로락-펜틸), 2-[7-플루오로-3,4-디하이드로-3-옥소-4-(2-프로피닐)-2H-1,4-벤족사진-6-일]-4,5,6,7-테트라하이드로-1H-이소인돌-1,3-디온(플루미옥사진), 2-[4-클로로-2-플루오로-5-[(1-메틸-2-프로피닐)-옥시]-페닐]-4,5,6,7-테트라하이드로-1H-이소인돌-1,3(2H)-디온(플루미프로핀), 에톡시카보닐메틸 5-(2-클로로-4-트리플루오로메틸-페녹시)-2-니트로-벤조에이트(플루오로글리코펜-에틸), 1-(4-클로로-3-(2,2,3,3,3-펜타플루오로-프로폭시메틸)-페닐)-5-페닐-1H-1,2,4-트리아졸-3-카복사미드(플루폭삼), 1-이소프로필-2-클로로-5-(3,6-디하이드로-3-메틸 -2,6-디옥소-4-트리플루오로메틸-1(2H)-피리미딜)-벤조에이트(플루프로파실), N-(4,6-디메톡시-피리미딘-2-일)-N'-(3-메톡시카보닐-6-트리플루오로메틸-피리딘-2-일-설포닐)-우레아소듐염(플루피르설푸론-메틸-소듐), 9-하이드록시-9H-플루오렌-9-카복실산(플루레놀), (4-아미노-3,5-디클로로-6-플루오로-피리딘-2-일-옥시)-아세트산 (2-부톡시-1-메틸-에틸 에스테르, 1-메틸-헵틸 에스테르)(플루록시피르, -부톡시프로필, -멥틸), 5-메틸아미노-2-페닐-4-(3-트리플루오로메틸-페닐)-3(2H)-푸라논(플루르타몬), 메틸 [(2-클로로-4-플루오로-5-(테트라하이드로-3-옥소-1H,3H-[1,3,4]-티아디아졸로-[3,4-a]-피리다진-1-일리덴)-아미노)-페닐]-티오-아세테이트(플루티아셋-메틸), 5-(2-클로로-4-트리플루오로메틸-페녹시)-N-메틸설포닐-2-니트로-벤즈아미드(포메사펜), 2-아미노-4-(하이드록시메틸포스피닐)-부탄산(암모늄염)(글루포시네이트-(암모늄)), N-포스포노메틸-글리신(이소프로필암모늄)(글리포세이트, 이소프로필암모늄), N-(4,6-디메톡시-피리미딘-2-일)-N'-(3-클로로-4-메톡시-카보닐-1-메틸-피라졸-5-일-설포닐)-우레아(할로설푸론-메틸), (R)-2-[4-(3-클로로-5-트리플루오로메틸-피리딘-2-일-옥시)-페녹시]-프로판산(메틸 에스테르, 2-에톡시-에틸 에스테르, 부틸 에스테르)(할록시폽, -메틸, -P-메틸, -에톡시에틸, -부틸), 3-사이클로헥실-6-디메틸아미노-1-메틸-1,3,5-트리아진-2,4(1H,3H)-디온(헥사지논), 메틸 2-(4,5-디하이드로-4-메틸-4-이소프로필-5-옥소-1H-이미다졸 -2-일)-4-메틸-벤조에이트(이마자메타벤즈-메틸), 2-(4,5-디하이드로-4-메틸-4-이소프로필-5-옥소-1H-이미다졸-2-일)-5-메틸-피리딘-3-카복실산(이마자메타피르), 2-(4,5-디하이드로-4-메틸-4-i-이소프로필-5-옥소-1H-이미다졸-2-일)-3-피리딘-카복실산(이마자피르), 2-(4,5-디하이드로-4-메틸-4-이소프로필-5-옥소-1H-이미다졸-2-일)-5-메톡시메틸-피리딘-3-카복실산(이마자목스), 2-(4,5-디하이드로-4-메틸-4-이소프로필-5-옥소-1H-이미다졸-2-일)-퀴놀린-3-카복실산(이마자퀸), 2-(4,5-디하이드로-4-메틸-4-i-이소프로필-5-옥소-1H-이미다졸-2-일)-5-에틸-피리딘-3-카복실산(이마제타피르), N-(4,6-디메톡시-피리미딘-2-일)-N'-(2-클로로-이미다조[1,2-a]-피리딘-3-일-설포닐)-우레아(이마조설푸론), N-(4-메톡시-6-메틸-1,3,5-트리아진-2-일)-N'-(5-요오도-2-메톡시카보닐-페닐설포닐)-우레아소듐염(요오도설푸론-메틸-소듐), 4-하이드록시-3,5-디요오도-벤조니트릴(이옥시닐), N,N-디메틸-N'-(4-이소프로필-페닐)-우레아(이소프로투론), N-(3-(1-에틸-1-메틸-프로필)-이속사졸-5-일)-2,6-디메톡시-벤즈아미드(이속사벤), (4-클로로-2-메틸설포닐-페닐)-(5-사이클로프로필-이속사졸-4-일)메타논(이속사클로르톨), (5-사이클로프로필-이속사졸-4-일)-(2-메틸설포닐-4-트리플루오로메틸-페닐)-메타논(이속사플루톨), 2-[2-[4-[(3,5-디클로로-2-피리디닐)-옥시]-페녹시]-1-옥소-프로필]-이속사졸리딘(이속사피리폽), (2-에톡시-1-메틸-2-옥소-에틸)-5-(2-클로로-4-트리플루오로메틸-페녹시)-2-니트로-벤조에이트(락토펜), N'-(3,4-디클로로-페닐)-N-메톡시-N-메틸-우레아(리누론), (4-클로로-2-메틸-페녹시)-아세트산(MCPA), 2-(4-클로로-2-메틸-페녹시)-프로피온산(메코프로프), 2-(2-벤조티아졸릴옥시)-N-메틸-N-페닐-아세트아미드(메페나셋), 2-(4-메틸설포닐-2-니트로-벤조일)-1,3-사이클로헥산디온(메소트리온), 4-아미노-3-메틸-6-페닐-1,2,4-트리아진-5(4H)-온(메타미트론), 2-클로로-N-(2,6-디메틸-페닐)-N-(1H-피라졸-1-일-메틸)아세트아미드(메타자클로르), N'-(4-(3,4-디하이드로-2-메톡시-2,4,4-트리메틸-2H-1-벤조피란-7-일-옥시)-페닐)-N-메톡시-N-메틸-우레아(메토벤주론), N'-(4-브로모페닐)-N-메톡시-N-메틸 우레아(메토브로무론), (S)-2-클로로-N-(2-에틸-6-메틸-페닐)-N-(2-메톡시-1-메틸-에틸)-아세트아미드(메톨라클로르, S-메톨라클로르), N-(2,6-디클로로-3-메틸-페닐)-5,7-디메톡시-1,2,4-트리아졸[1,5-a]-피리미딘-2-설폰아미드(메토설람), N'-(3-클로로-4-메톡시-페닐)-N,N-디메틸-우레아(메톡수론), 4-아미노-6-t-부틸-3-메틸티오-1,2,4-트리아진-5(4H)-온(메트리부진), N-(4-메톡시-6-메틸-1,3,5-트리아진-2-일)-N'-(2-메톡시카보닐페닐설포닐)-우레아(메트설푸론-메틸), S-에틸-헥사하이드로-1H-아제핀-1-카보티오에이트(몰리네이트), 2-(2-나프틸옥시)-N-페닐-프로판아미드(나프로아닐리드), N-부틸-N'-(3,4-디클로로-페닐)-N-메틸-우레아(네부론), N-(4,6-디메톡시-피리미딘 -2-일)-N'-(3-디메틸카바모일-피리딘-2-일-설포닐)-우레아(니코설푸론), S-(2-클로로-벤질)-N,N-디에틸-티오카바메이트(오벤카브), 4-디프로필아미노-3,5-디니트로-벤젠설폰아미드(오리잘린), 3-[2,4-디클로로-5-(2-프로피닐옥시)-페닐]-5-(t-부틸) -1,3,4-옥사디아졸-2(3H)-온(옥사디아르길), 3-[2,4-디클로로-5-(1-메틸-에톡시)-페닐]-5-(t-부틸)-1,3,4-옥사디아졸-2(3H)-온(옥사디아존), N-(4,6-디메틸-피리미딘-2-일)-N'-(2-옥세탄-3-일-옥시카보닐-페닐설포닐)-우레아(옥사설푸론), 3-[1-(3,5-디클로로페닐)-1-i-프로필]-2,3-디하이드로-6-메틸-5-페닐-4H-1,3-옥사진-4-온(옥사지클로메폰), 2-클로로-1-(3-에톡시-4-니트로-페녹시)-4-트리플루오로메틸벤젠(옥시플루오르펜), 1,1'-디메틸-4,4'-비피리디늄(파라쿠아트), 1-아미노-N-(1-에틸-프로필)-3,4-디메틸-2,6-디니트로-벤젠(펜디메탈린), 4-(t-부틸)-N-(1-에틸-프로필)-2,6-디니트로-벤젠아민(펜드랄린), 4-아미노-3,4,6-트리클로로-피리딘-2-카복실산(피클로람), 2-클로로-N-(2,6-디에틸-페닐)-N-(2-프로폭시-에틸)-아세트아미드(프레틸라클로르), N-(4-플루오로-페닐)-6-(3-트리플루오로메틸-페녹시)-피리딘-2-카복사미드(피콜리나펜), N-(4,6-비스디플루오로메톡시-피리미딘-2-일)-N'-(2-메톡시카보닐-페닐설포닐)-우레아(프리미설푸론-메틸), 2-클로로-N-이소프로필-N-페닐-아세트아미드(프로파클로르), N-(3,4-디클로로-페닐)-프로판아미드(프로파닐), 2-클로로-N-(2-에틸-6-메틸-페닐)-N-[(1-메틸에톡시)-메틸]-아세트아미드(프로피소클로르), S-페닐메틸 N,N-디프로필-티오카바메이트(프로설포캅), N-(4-메톡시-6-메틸-1,3,5-트리아진-2-일)-N'-(2-(3,3,3-트리플루오로-프로필)-페닐설포닐)-우레아(프로설푸론), 에틸 [2-클로로-5-(4-클로로-5-디플루오로메톡시-1-메틸-1H-피라졸-3-일)-4-플루오로-페녹시]-아세테이트(피라플루펜-에틸), 4-(2,4-디클로로-벤조일)-1,3-디메틸-5-(4-메틸-페닐설포닐옥시)-피라졸(피라졸레이트), 4-(2,4-디클로로-벤조일)-1,3-디메틸-5-(페닐카보닐-메톡시)-피라졸(피라족시펜), N-(4,6-디메톡시-피리미딘-2-일)-N'-(4-에톡시-카보닐-1-메틸-피라졸-5-일-설포닐)-우레아(피라조설푸론-에틸), O-[2,6-비스-(4,6-디메톡시-피리미딘-2-일-옥시)-벤조일] 디페닐메타논-옥심(피리벤족심), 6-클로로-3-페닐-4-피리다지놀(피리다폴), O-(6-클로로-3-페닐-피리다진-4-일) S-옥틸 티오카보네이트(피리데이트), 6-클로로-3-페닐피리다진-4-올(피리다톨), 메틸 2-(4,6-디메톡시-피리미딘-2-일-옥시)-벤조에이트(피리미노박-메틸), 2-클로로-6-(4,6-디메톡시-피리미딘-2-일티오)-벤조산 소듐염(피리티오박-소듐), 7-클로로-3-메틸-퀴놀린-8-카복실산(퀸메락), 2-[4-(6-클로로-2-퀴녹살리닐옥시)-페녹시]-프로판산(에틸 에스테르, 테트라하이드로-2-푸라닐-메틸 에스테르)(퀴잘로폽, -에틸, -P-에틸, -P-테푸릴), N-(4,6-디메톡시-피리미딘-2-일)-N'-(3-에틸설포닐-피리딘-2-일-설포닐)-우레아(림설푸론), 2-(1-에톡스이미노부틸)-5-(2-에틸티오프로필)-3-하이드록시-2-사이클로헥센-1-온(세톡시딤), 6-클로로-2,4-비스-에틸아미노-1,3,5-트리아진(시마진), 2-(2-클로로-4-메틸-설포닐-벤조일)-사이클로헥산-1,3-디온(설코트리온), 2-(2,4-디클로로-5-메틸-설포닐아미노-페닐)-4-디플루오로메틸-5-메틸-2,4-디하이드로-3H-1,2,4-트리아졸-3-온(설펜트라존), N-포스포노메틸-글리신-트리메틸설포늄(설포세이트), N-(4,6-디메톡시-피리미딘-2-일)-N'-(2-에틸설포닐)-이미다조[1,2-a]피리딘-3-설폰아미드(설포설푸론), 6-클로로-4-에틸아미노-2-t-부틸아미노-1,3,5-트리아진(터부틸아진), 2-t-부틸아미노 -4-에틸아미노-6-메틸티오-1,3,5-트리아진(터부트린), 2-클로로-N-(2,6-디메틸-페닐)-N-(3-메톡시-2-티에닐-메틸)-아세트아미드(테닐클로르), 메틸 2-디플루오로메틸-5-(4,5-디하이드로-티아졸-2-일)-4-(2-메틸-프로필)-6-트리플루오로메틸-피리딘-3-카복실레이트(티아조피르), 6-(6,7-디하이드로-6,6-디메틸-3H,5H-피라졸로[2,1-c]-1,2,4-티아디아졸-3-일리덴아미노)-7-플루오로-4-(2-프로피닐)-2H-1,4-벤족사진-3(4H)-온(티디아지민), N-(4-메톡시-6-메틸-1,3,5-트리아진-2-일)-N'-(2-메톡시-카보닐-티엔-3-일-설포닐)-우레아(티펜설푸론-메틸), 2-(에톡스이미노-프로필)-3-하이드록시-5-(2,4,6-트리메틸-페닐)-2-사이클로헥센-1-온(트랄콕시딤), S-(2,3,3-트리클로로-2-프로페닐) 디이소프로필카바모티오에이트(트리알레이트), N-(4-메톡시-6-메틸-1,3,5-트리아진-2-일)-N'-[2-(2-클로로-에톡시)-페닐설포닐]-우레아(트리아설푸론), N-메틸-N-(4-메톡시-6-메틸-1,3,5-트리아진-2-일)-N'-(2-메톡시카보닐-페닐설포닐)-우레아(트리베누론-메틸), (3,5,6-트리클로로)-피리딘-2-일-옥시-아세트산(트리클로피르), 2-(3,5-디클로로-페닐)-2-(2,2,2-트리클로로-에틸)옥시란 (트리디판), 1-아미노-2,6-디니트로-N,N-디프로필-4-트리플루오로메틸-벤젠(트리플루랄린), N-[4-디메틸아미노-6-(2,2,2-트리플루오로-에톡시-1,3,5-트리아진-2-일]-N'-(2-메톡시카보닐-페닐설포닐)-우레아(트리플루설푸론-메틸), N-(4-메톡시-6-트리플루오로메톡시-1,3,5-트리아진-2-일)-N'-(2-트리플루오로메틸-페닐설포닐)-우레아(트리토설푸론), 2-피리딘설폰아미드, N-[[(4,6-디메톡시-2-피리미디닐)아미노]카보닐]-3-[메틸(메틸설포닐)아미노](WO-A-92/10660), 2-[[[[(4,6-디메톡시-2-피리미디닐)아미노]카보닐]아미노]설포닐]-4-[[(메틸설포닐)아미노]메틸]-메틸 벤조에이트(DE-A 43 35 297)의 활성 화합물을 포함하는 제초제의 제 2 그룹중에서 선택된 적어도 하나의 화합물("그룹 2의 활성 화합물") 및 또한, 경우에 따라(b) 2-Chloro-N- (ethoxymethyl) -N- (2-ethyl-6-methyl-phenyl) -acetamide (acetochlor), 5- (2-chloro-4-trifluoromethyl- Phenoxy) -2-nitro-benzoic acid sodium salt (acifluorfen-sodium), 2-chloro-6-nitro-3-phenoxy-benzeneamine (acloniphene), 2-chloro-N- (methoxymethyl ) -N- (2,6-diethyl-phenyl) -acetamide (alachlor), N-ethyl-N'-i-propyl-6-methylthio-1,3,5-triazine-2,4 -Diamine (amethrin), 4-amino-N- (1,1-dimethyl-ethyl) -4,5-dihydro-3- (1-methyl-ethyl) -5-oxo-1H-1,2, 4-triazole-1-carboxamide (amicarbazone), N- (4,6-dimethoxy-pyrimidin-2-yl) -N '-(N-methyl-N-methylsulfonyl-sulfamoyl ) -Urea (amidosulfuron), 1H-1,2,4-triazol-3-amine (amitrol), 6-chloro-4-ethylamino-2-isopropylamino-1,3,5-tri Azine (atrazine), N- (4,6-dimethoxy-pyrimidin-2-yl) -N '-[1-methyl-4- (2-methyl-2H-tetrazol-5-yl) -1H- Pyrazol-5-yl-sulfonyl] -urea (azim Sulfuron), 2- [2,4-dichloro-5- (2-propynyloxy) -phenyl] -5,6,7,8-tetrahydro-1,2,4-triazolo- [4,3 , a] -pyridin-3 (2H) -one (azaphenidine), N-benzyl-2- (4-fluoro-3-trifluoromethyl-phenoxy) -butanamide (beflubutamide), 4-Chloro-2-oxo-3 (2H) -benzothiazole acetic acid (benazolin), N-butyl-N-ethyl-2,6-dinitro-4-trifluoromethyl-benzeneamine (benfluraline ), N- (4,6-dimethoxy-pyrimidin-2-yl) -N '-(2-methoxycarbonyl-phenylmethylsulfonyl) -urea (bensulfuron), methyl 2- [2- [ 4- (3,6-Dihydro-3-methyl-2,6-dioxo-4-trifluoromethyl-1 (2H) -pyrimidinyl) phenoxy] methyl] -5-ethyl-phenoxy- Propanoate (benzfendizone), 3- (2-chloro-4-methylsulfonyl-benzoyl) -4-phenylthio-bicyclo- [3.2.1] -oct-3-en-2-one (benzo Bicyclone), ethyl N-benzoyl-N- (3,4-dichloro-phenyl) -DL-alanineate (benzoylprop-ethyl), 3-i-propyl-1H-2,1,3-benzothia Dia -4 (3H) -one (bentazone), methyl 5- (2,4-dichloro-phenoxy) -2-nitro-benzoate (biphenox), 2,6-bis- (4,6-dimethoxy -Pyrimidin-2-yl-oxy) -benzoic acid sodium salt (bispyribac-sodium), 2-bromo-3,3-dimethyl-N- (1-methyl-1-phenyl-ethyl) -butanamide ( Bromobutide), O- (2,4-dinitro-phenyl) 3,5-dibromo-4-hydroxy-benzaldehyde-oxime (bromophenoxime), 3,5-dibromo-4- Hydroxy-benzonitrile (bromoxynil), N-butoxy-methyl-2-chloro-N- (2,6-diethyl-phenyl) -acetamide (butachlor), [1,1-dimethyl- 2-oxo-2- (2-propenyloxy)]-ethyl 2-chloro-5- (3,6-dihydro-3-methyl-2,6-dioxo-4-trifluoromethyl-1 ( 2H) -pyrimidinyl) -benzoate (butafenacyl-allyl), 2- (1-ethoximino-propyl) -3-hydroxy-5- [2,4,6-trimethyl-3- (1 -Oxo-butyl) -phenyl] -2-cyclohexen-1-one (butoxydim), S-ethyl bis- (2-methyl-propyl) -thiocarbamate (butyl Ite), N, N-diethyl-3- (2,4,6-trimethyl-phenylsulfonyl) -1H-1,2,4-triazole-1-carboxamide (carfenstrol), 2- [1-[(3-Chloro-2-propenyl) -oxy-imino] -propyl] -3-hydroxy-5- (tetrahydro-2H-pyran-4-yl) -2-cyclohexene-1 -One (caroxydim, tephthaloxydim), 2- (4-chloro-2-fluoro-5- (2-chloro-2-ethoxycarbonyl-ethyl) -phenyl) -4-difluoro Methyl-5-methyl-2,4-dihydro-3H-1,2,4-triazol-3-one (carpentrazone-ethyl), 2,4-dichloro-1- (3-methoxy-4 -Nitro-phenoxy) -benzene (chloromethoxyphen), 3-amino-2,5-dichloro-benzoic acid (chloramben), N- (4-chloro-6-methoxy-pyrimidin-2-yl) -N '-(2-ethoxycarbonyl-phenylsulfonyl) -urea (chlorolimon-ethyl), 1,3,5-trichloro-2- (4-nitro-phenoxy) -benzene (chlornitro Pen), N- (4-methoxy-6-methyl-1,3,5-triazin-2-yl) -N '-(2-chloro-phenylsulfonyl) -urea (chlorsulfuron), N '-(3-chloro-4-methyl-phenyl) -N, N-dimethyl- Lea (chlortoluron), ethyl 2-chloro-3- [2-chloro-5- (1,3,4,5,6,7-hexahydro-1,3-dioxo-2H-isoindole-2 -Yl) -phenyl] -2-propanoate (cynidon-ethyl), N- (4,6-dimethoxy-1,3,5-triazin-2-yl) -N '-(2- ( 2-methoxy-ethoxy) -phenylsulfonyl) -urea (cynosulfuron), 2- [1- [2- (4-chloro-phenoxy) -propoxyamino] butyl] -5- (tetrahydro -2H-thiopyran-3-yl) -1,3-cyclohexanedione (clepoxydim), (E, E)-(+)-2- [1-[[(3-chloro-2-propenyl ) -Oxy] -imino] -propyl] -5- [2- (ethylthio) -propyl] -3-hydroxy-2-cyclohexen-1-one (cletodim), prop-2-ynyl ( R) -2- [4- (5-chloro-3-fluoro-pyridin-2-yl-oxy) -phenoxy] -propanoate (clodinapop-propargyl), 3,6-dichloro-pyridine- 2-carboxylic acid (clopyralide), methyl 3-chloro-2-[(5-ethoxy-7-fluoro [1,2,4] triazolo [1,5-c] pyrimidin-2-yl- Sulfonyl) -amino] -benzoate (chloransullam-methyl), 2-Chloro-4-ethylamino-6- (1-cyano-1-methyl-ethylamino) -1,3,5-triazine (cyanazine), N- (4,6-dimethoxy-pyrimidine 2-yl) -N '-(2-cyclopropylcarbonyl-phenyl-sulfonyl) -urea (cyclosulfamuron), 2- (1-ethoximinobutyl) -3-hydroxy-5- (tetra Hydro-2H-thiopyran-3-yl) -2-cyclohexen-1-one (cyclooxydim), butyl (R) -2- [4- (4-cyano-2-fluoro-phenoxy) -Phenoxy] -propanoate (cyhalopop-butyl), 2,4-dichloro-phenoxyacetic acid (2,4-D), 3,6-dichloro-2-methoxy-benzoic acid (dicamba) , (R) -2- (2,4-dichloro-phenoxy) propanoic acid (dichlorprop-P), methyl-2- [4- (2,4-dichloro-phenoxy) -phenoxy]- Propanoate (diclopop-methyl), N- (2,6-dichloro-phenyl) -5-ethoxy-7-fluoro- [1,2,4] -triazolo- [1,5-c ] -Pyrimidine-2-sulfonamide (diclosullam), 1,2-dimethyl-3,5-diphenyl-1H-pyrazolium methylsulfate (difenzoquat), N- (2,4-diflu Rho-phenyl) -2- (3-trifluoromethyl-phenoxy) -pyridine-3-carboxamide (diflufenican), 2- [1-[(3,5-difluoro-phenyl) -Amino-carbonyl-hydrazono] -ethyl] -pyridine-3-carboxylic acid (diflufenzopyr), S- (1-methyl-1-phenyl-ethyl) 1-piperidine-carbothioate (dime Piperate), 2-chloro-N- (2,4-dimethyl-3-thienyl) -N- (2-methoxy-1-methyl-ethyl) -acetamide (dimethenamide), 2-amino- 4- (1-Fluoro-1-methyl-ethyl) -6- (1-methyl-2- (3,5-dimethyl-phenoxy) -ethylamino) -1,3,5-triazine (dimexi ), N3, N3-diethyl-2,4-dinitro-6-trifluoromethyl-1,3-diamino-benzene (dinitramine), 6,7-dihydro-dipyrido [1, 2-a: 2 ', 1'-c] pyrazinedium (dicuat), S, S-dimethyl 2-difluoromethyl-4-i-butyl-6-trifluoromethyl-pyridine-3,5 -Dicarbothioate (dithiopyr), N '-(3,4-dichloro-phenyl) -N, N-dimethyl-urea (diuron), 2- [2- (3-chloro-phenyl) -oxy Ranil Methyl] -2-ethyl-1H-indene-1,3 (2H) -dione (eprofodan), S-ethyl dipropylthiocarbamate (EPTC), S- (phenylmethyl) N-ethyl-N- ( 1,2-dimethyl-propyl) thiocarbamate (esprocarb), N-ethyl-N- (2-methyl-2-propenyl) -2,6-dinitro-4-trifluoromethyl-benzeneamine (Etalfluralin), 2-ethoxy-1-methyl-2-oxo-ethyl (S) -2-chloro-5- (2-chloro-4-trifluoromethyl-phenoxy) -benzoate Methoxyphen), N- (4,6-dimethoxy-pyrimidin-2-yl) -N '-(2-ethoxy-phenoxysulfonyl) -urea (ethoxy-sulfuron), ethyl (R)- 2- [4- (6-Chloro-benzoxazol-2-yl-oxy) -phenoxy] -propanoate (phenoxapropop- (P) -ethyl), 4- (2-chloro-phenyl)- N-cyclohexyl-N-ethyl-4,5-dihydro-5-oxo-1H-tetrazol-1-carboxamide (pentrazamide), isopropyl N-benzoyl-N- (3-chloro-4 -Fluoro-phenyl) -DL-alanineate (flamprop-isopropyl), isopropyl N-benzoyl-N- (3-chloro-4-flu Rho-phenyl) -L-alanineate (flamprop-isopropyl-L), methyl N-benzoyl-N- (3-chloro-4-fluoro-phenoxy) -DL-alanineate (flampro Pro-methyl), N- (2,6-difluoro-phenyl) -8-fluoro-5-methoxy- [1,2,4] -triazolo- [1,5-c] -pyrimidine -2-sulfonamide (florasullam), butyl (R) -2- [4- (5-trifluoromethyl-pyridin-2-yl-oxy) -phenoxy] -propanoate (fluazip, Butyl, -P-butyl), i-propyl 5- (4-bromo-1-methyl-5-trifluoromethyl-1H-pyrazol-3-yl) -2-chloro-4-fluoro-benzo Ate (fluazolate), N- (4-fluoro-phenyl) -Ni-propyl-2- (5-trifluoromethyl-1,3,4-thiadiazol-2-yl-oxy) -acetate Amide (flufenacet), N- (2,6-difluoro-phenyl) -5-methyl-1,2,4-triazolo [1,5-a] -pyrimidine-2-sulfonamide (flu Metsullam), pentyl [2-chloro-4-fluoro-5- (1,3,4,5,6,7-hexahydro-1,3-dioxo-2H-isoindol-2-yl)- Phenoxy] -acete (Flumichlorac-pentyl), 2- [7-fluoro-3,4-dihydro-3-oxo-4- (2-propynyl) -2H-1,4-benzoxazin-6-yl ] -4,5,6,7-tetrahydro-1H-isoindole-1,3-dione (flumioxazine), 2- [4-chloro-2-fluoro-5-[(1-methyl-2 -Propynyl) -oxy] -phenyl] -4,5,6,7-tetrahydro-1H-isoindole-1,3 (2H) -dione (flumipropine), ethoxycarbonylmethyl 5- ( 2-chloro-4-trifluoromethyl-phenoxy) -2-nitro-benzoate (fluoroglycopene-ethyl), 1- (4-chloro-3- (2,2,3,3,3- Pentafluoro-propoxymethyl) -phenyl) -5-phenyl-1H-1,2,4-triazole-3-carboxamide (flupoxam), 1-isopropyl-2-chloro-5- (3 , 6-Dihydro-3-methyl-2,6-dioxo-4-trifluoromethyl-1 (2H) -pyrimidyl) -benzoate (flupropasyl), N- (4,6-dimethoxy -Pyrimidin-2-yl) -N '-(3-methoxycarbonyl-6-trifluoromethyl-pyridin-2-yl-sulfonyl) -ureasodium salt (flupyrsulfuron-methyl-sodium) , 9-hydroxy-9H- Leuren-9-carboxylic acid (flurenol), (4-amino-3,5-dichloro-6-fluoro-pyridin-2-yl-oxy) -acetic acid (2-butoxy-1-methyl-ethyl ester, 1-Methyl-heptyl ester) (fluorooxypyr, -butoxypropyl, -octyl), 5-methylamino-2-phenyl-4- (3-trifluoromethyl-phenyl) -3 (2H) -furanone (Flulutone), methyl [(2-chloro-4-fluoro-5- (tetrahydro-3-oxo-1H, 3H- [1,3,4] -thiadiazolo- [3,4-a ] -Pyridazine-1-ylidene) -amino) -phenyl] -thio-acetate (fluthiacet-methyl), 5- (2-chloro-4-trifluoromethyl-phenoxy) -N-methylsul Phenyl-2-nitro-benzamide (pomesafen), 2-amino-4- (hydroxymethylphosphinyl) -butanoic acid (ammonium salt) (glufosinate- (ammonium)), N-phosphonomethyl-glycine ( Isopropylammonium) (glyphosate, isopropylammonium), N- (4,6-dimethoxy-pyrimidin-2-yl) -N '-(3-chloro-4-methoxy-carbonyl-1- Methyl-pyrazol-5-yl-sulfonyl) -urea (Halosulfuron-methyl), (R) -2- [4- (3-chloro-5-trifluoromethyl-pyridin-2-yl-oxy) -phenoxy] -propanoic acid (methyl ester, 2- Ethoxy-ethyl ester, butyl ester) (haloxypop, -methyl, -P-methyl, -ethoxyethyl, -butyl), 3-cyclohexyl-6-dimethylamino-1-methyl-1,3,5 -Triazine-2,4 (1H, 3H) -dione (hexazinone), methyl 2- (4,5-dihydro-4-methyl-4-isopropyl-5-oxo-1H-imidazole-2- Yl) -4-methyl-benzoate (imazamethabenz-methyl), 2- (4,5-dihydro-4-methyl-4-isopropyl-5-oxo-1H-imidazol-2-yl) -5-Methyl-pyridine-3-carboxylic acid (imazametapyr), 2- (4,5-dihydro-4-methyl-4-i-isopropyl-5-oxo-1H-imidazol-2-yl ) -3-pyridine-carboxylic acid (imazapyr), 2- (4,5-dihydro-4-methyl-4-isopropyl-5-oxo-1H-imidazol-2-yl) -5-methoxy Methyl-pyridine-3-carboxylic acid (imamazox), 2- (4,5-dihydro-4-methyl-4-isopropyl-5-oxo-1H-imidazol-2-yl ) -Quinoline-3-carboxylic acid (imazaquin), 2- (4,5-dihydro-4-methyl-4-i-isopropyl-5-oxo-1H-imidazol-2-yl) -5-ethyl -Pyridine-3-carboxylic acid (imazetapyr), N- (4,6-dimethoxy-pyrimidin-2-yl) -N '-(2-chloro-imidazo [1,2-a] -pyridine- 3-yl-sulfonyl) -urea (imazosulfuron), N- (4-methoxy-6-methyl-1,3,5-triazin-2-yl) -N '-(5-iodo- 2-methoxycarbonyl-phenylsulfonyl) -ureasodium salt (iodosulfuron-methyl-sodium), 4-hydroxy-3,5-diiodo-benzonitrile (oxynyl), N, N- Dimethyl-N '-(4-isopropyl-phenyl) -urea (isoproturon), N- (3- (1-ethyl-1-methyl-propyl) -isoxazol-5-yl) -2,6- Dimethoxy-benzamide (isoxaben), (4-chloro-2-methylsulfonyl-phenyl)-(5-cyclopropyl-isoxazol-4-yl) methanone (isoxachlortol), (5-cyclo Propyl-isoxazol-4-yl)-(2-methylsulfonyl-4-trifluoromethyl-phenyl) -methanone (isoxaplutol), 2- [2- [4-[(3,5- Dichloro-2-pyrid Yl) -oxy] -phenoxy] -1-oxo-propyl] -isoxazolidine (isoxazoprid), (2-ethoxy-1-methyl-2-oxo-ethyl) -5- (2- Chloro-4-trifluoromethyl-phenoxy) -2-nitro-benzoate (lactofen), N '-(3,4-dichloro-phenyl) -N-methoxy-N-methyl-urea (linuron ), (4-Chloro-2-methyl-phenoxy) -acetic acid (MCPA), 2- (4-chloro-2-methyl-phenoxy) -propionic acid (mecoprop), 2- (2-benzothiazolyl Oxy) -N-methyl-N-phenyl-acetamide (mefenacet), 2- (4-methylsulfonyl-2-nitro-benzoyl) -1,3-cyclohexanedione (methotrione), 4- Amino-3-methyl-6-phenyl-1,2,4-triazine-5 (4H) -one (methamitron), 2-chloro-N- (2,6-dimethyl-phenyl) -N- ( 1H-pyrazol-1-yl-methyl) acetamide (metazachlor), N '-(4- (3,4-dihydro-2-methoxy-2,4,4-trimethyl-2H-1- Benzopyran-7-yl-oxy) -phenyl) -N-methoxy-N-methyl-urea (methobenzuron), N '-(4-bromophenyl) -N-methoxy-N-methyl urea ( Metomobromuron), (S) -2-cle Loro-N- (2-ethyl-6-methyl-phenyl) -N- (2-methoxy-1-methyl-ethyl) -acetamide (metolachlor, S-metolachlor), N- (2, 6-dichloro-3-methyl-phenyl) -5,7-dimethoxy-1,2,4-triazole [1,5-a] -pyrimidine-2-sulfonamide (methosullam), N'- (3-Chloro-4-methoxy-phenyl) -N, N-dimethyl-urea (methoxuron), 4-amino-6-t-butyl-3-methylthio-1,2,4-triazine-5 (4H) -one (metholazine), N- (4-methoxy-6-methyl-1,3,5-triazin-2-yl) -N '-(2-methoxycarbonylphenylsulfonyl ) -Urea (methsulfuron-methyl), S-ethyl-hexahydro-1H-azepine-1-carbothioate (molinate), 2- (2-naphthyloxy) -N-phenyl-propanamide ( Naproanilide), N-butyl-N '-(3,4-dichloro-phenyl) -N-methyl-urea (neburon), N- (4,6-dimethoxy-pyrimidin-2-yl)- N '-(3-dimethylcarbamoyl-pyridin-2-yl-sulfonyl) -urea (nicosulfuron), S- (2-chloro-benzyl) -N, N-diethyl-thiocarbamate (obencarb ), 4-dipropylamino-3,5-dini Tro-benzenesulfonamide (orizaline), 3- [2,4-dichloro-5- (2-propynyloxy) -phenyl] -5- (t-butyl) -1,3,4-oxadiazole- 2 (3H) -one (oxadaryl), 3- [2,4-dichloro-5- (1-methyl-ethoxy) -phenyl] -5- (t-butyl) -1,3,4- Oxadiazole-2 (3H) -one (oxadiazone), N- (4,6-dimethyl-pyrimidin-2-yl) -N '-(2-oxetan-3-yl-oxycarbonyl- Phenylsulfonyl) -urea (oxasulfuron), 3- [1- (3,5-dichlorophenyl) -1-i-propyl] -2,3-dihydro-6-methyl-5-phenyl-4H- 1,3-oxazin-4-one (oxaziclomefon), 2-chloro-1- (3-ethoxy-4-nitro-phenoxy) -4-trifluoromethylbenzene (oxyfluorophene), 1,1'-dimethyl-4,4'-bipyridinium (parakuat), 1-amino-N- (1-ethyl-propyl) -3,4-dimethyl-2,6-dinitro-benzene ( Pendimethalin), 4- (t-butyl) -N- (1-ethyl-propyl) -2,6-dinitro-benzeneamine (pendralin), 4-amino-3,4,6-trichloro- Pyridine-2-carboxylic acid (picloram), 2-chloro-N- (2,6-diethyl-phenyl) -N- (2-propoxy-ethyl)- Cetamide (Pretila Chlor), N- (4-Fluoro-phenyl) -6- (3-trifluoromethyl-phenoxy) -pyridine-2-carboxamide (picolinafen), N- (4 , 6-bisdifluoromethoxy-pyrimidin-2-yl) -N '-(2-methoxycarbonyl-phenylsulfonyl) -urea (primisulfuron-methyl), 2-chloro-N-isopropyl -N-phenyl-acetamide (propachlor), N- (3,4-dichloro-phenyl) -propanamide (propaneyl), 2-chloro-N- (2-ethyl-6-methyl-phenyl)- N-[(1-methylethoxy) -methyl] -acetamide (propisochlor), S-phenylmethyl N, N-dipropyl-thiocarbamate (propsulfocap), N- (4-methoxy- 6-methyl-1,3,5-triazin-2-yl) -N '-(2- (3,3,3-trifluoro-propyl) -phenylsulfonyl) -urea (prosulfuron), Ethyl [2-chloro-5- (4-chloro-5-difluoromethoxy-1-methyl-1H-pyrazol-3-yl) -4-fluoro-phenoxy] -acetate (pyraflufen-ethyl ), 4- (2,4-dichloro-benzoyl) -1,3-dimethyl-5- (4-methyl-phenylsulfonyloxy) -pi Sol (pyrazolate), 4- (2,4-dichloro-benzoyl) -1,3-dimethyl-5- (phenylcarbonyl-methoxy) -pyrazole (pyrazoxifen), N- (4, 6-dimethoxy-pyrimidin-2-yl) -N '-(4-ethoxy-carbonyl-1-methyl-pyrazol-5-yl-sulfonyl) -urea (pyrazosulfuron-ethyl), O -[2,6-bis- (4,6-dimethoxy-pyrimidin-2-yl-oxy) -benzoyl] diphenylmethanone-oxime (pyribenzoxime), 6-chloro-3-phenyl-4- Pyridazinol (pyridafol), O- (6-chloro-3-phenyl-pyridazin-4-yl) S-octyl thiocarbonate (pyridate), 6-chloro-3-phenylpyridazin-4-ol ( Pyridol), methyl 2- (4,6-dimethoxy-pyrimidin-2-yl-oxy) -benzoate (pyriminobac-methyl), 2-chloro-6- (4,6-dimethoxy-pyri Midin-2-ylthio) -benzoic acid sodium salt (pyrithiobac-sodium), 7-chloro-3-methyl-quinoline-8-carboxylic acid (quinmerac), 2- [4- (6-chloro-2-quinox Salinyloxy) -phenoxy] -propanoic acid (ethyl ester, tetrahydro-2-furanyl-methyl ester) (quizaloppop,- Methyl, -P-ethyl, -P-tefuryl), N- (4,6-dimethoxy-pyrimidin-2-yl) -N '-(3-ethylsulfonyl-pyridin-2-yl-sulfonyl ) -Urea (rimsulfuron), 2- (1-ethoxyiminobutyl) -5- (2-ethylthiopropyl) -3-hydroxy-2-cyclohexen-1-one (cetoxydim), 6- Chloro-2,4-bis-ethylamino-1, 3,5-triazine (simazine), 2- (2-chloro-4-methyl-sulfonyl-benzoyl) -cyclohexane-1,3-dione ( Sulfotion), 2- (2,4-dichloro-5-methyl-sulfonylamino-phenyl) -4-difluoromethyl-5-methyl-2,4-dihydro-3H-1,2,4 -Triazol-3-one (sulfentrazone), N-phosphonomethyl-glycine-trimethylsulfonium (sulfosate), N- (4,6-dimethoxy-pyrimidin-2-yl) -N'- (2-ethylsulfonyl) -imidazo [1,2-a] pyridine-3-sulfonamide (sulfosulfuron), 6-chloro-4-ethylamino-2-t-butylamino-1,3,5 -Triazine (terbutylazine), 2-t-butylamino-4-ethylamino-6-methylthio-1,3,5-triazine (terbutryn), 2-chloro-N- (2,6- Dimethyl-phenyl) -N- (3- Methoxy-2-thienyl-methyl) -acetamide (tenylchlor), methyl 2-difluoromethyl-5- (4,5-dihydro-thiazol-2-yl) -4- (2-methyl -Propyl) -6-trifluoromethyl-pyridine-3-carboxylate (thiazopyr), 6- (6,7-dihydro-6,6-dimethyl-3H, 5H-pyrazolo [2,1- c] -1,2,4-thiadiazol-3-ylideneamino) -7-fluoro-4- (2-propynyl) -2H-1,4-benzoxazin-3 (4H) -one ( Thidiazimine), N- (4-methoxy-6-methyl-1,3,5-triazin-2-yl) -N '-(2-methoxy-carbonyl-thien-3-yl-sul Ponyl) -urea (Tifenesulfuron-methyl), 2- (ethoximino-propyl) -3-hydroxy-5- (2,4,6-trimethyl-phenyl) -2-cyclohexen-1-one ( Tralcoxyid), S- (2,3,3-trichloro-2-propenyl) diisopropylcarbamothioate (trialate), N- (4-methoxy-6-methyl-1, 3,5-triazin-2-yl) -N '-[2- (2-chloro-ethoxy) -phenylsulfonyl] -urea (trisulfuron), N-methyl-N- (4-methoxy -6-methyl-1,3,5-triazin-2-yl) -N '-(2-methoxycarbo Nyl-phenylsulfonyl) -urea (tribenuron-methyl), (3,5,6-trichloro) -pyridin-2-yl-oxy-acetic acid (triclopyr), 2- (3,5-dichloro- Phenyl) -2- (2,2,2-trichloro-ethyl) oxirane (tridiphan), 1-amino-2,6-dinitro-N, N-dipropyl-4-trifluoromethyl-benzene (Trifluralin), N- [4-dimethylamino-6- (2,2,2-trifluoro-ethoxy-1,3,5-triazin-2-yl] -N '-(2- Methoxycarbonyl-phenylsulfonyl) -urea (triflusulfuron-methyl), N- (4-methoxy-6-trifluoromethoxy-1,3,5-triazin-2-yl) -N ' -(2-trifluoromethyl-phenylsulfonyl) -urea (tritosulfuron), 2-pyridinesulfonamide, N-[[(4,6-dimethoxy-2-pyrimidinyl) amino] carbonyl] -3- [methyl (methylsulfonyl) amino] (WO-A-92 / 10660), 2-[[[[[(4,6-dimethoxy-2-pyrimidinyl) amino] carbonyl] amino] sul Preparation of herbicides comprising the active compound of phonyl] -4-[[(methylsulfonyl) amino] methyl] -methyl benzoate (DE-A 43 35 297) At least one compound selected from the two groups ("active compound of group 2") and also optionally

(c) 화합물 α-(1,3-디옥솔란-2-일-메톡스이미노)-페닐아세토니트릴(옥사베트리닐), α-(시아노-메톡스이미노)-페닐아세토니트릴(시오메트리닐), 4-클로로-N-(1,3-디옥솔란-2-일-메톡시)-α-트리플루오로-아세토펜옥심(플룩소페님), 4,6-디클로로-2-페닐-피리미딘(펜클로림), 4-디클로로아세틸-3,4-디하이드로-3-메틸-2H-1,4-벤족사진(베녹사코르), 1-메틸-헥실 5-클로로-퀴녹살린-8-옥시-아세테이트(클로퀸토셋), 2,2-디클로로-N-(2-옥소-2-(2-프로페닐아미노)-에틸)-N-(2-프로페닐)-아세트아미드(DKA-24), 1,8-나프탈산 무수물, 에틸 1-(2,4-디클로로-페닐)-5-트리클로로메틸-1H-1,2,4-트리아졸-3-카복실레이트(펜클로라졸-에틸), 페닐메틸 2-클로로-4-트리플루오로메틸-티아졸-5-카복실레이트(플루라졸), 3-디클로로아세틸-5-(2- 푸라닐)-2,2-디메틸-옥사졸리딘(프릴라졸, MON-13900), 4-디클로로아세틸-1-옥사-4-아자-스피로[4.5]-데칸(AD-67), 2-디클로로메틸-2-메틸-1,3-디옥솔란(MG-191), 2,2-디클로로-N-(1,3-디옥솔란-2-일-메틸)-N-(2-프로페닐)-아세트아미드(PPG-1292), 2,2-디클로로-N,N-디-2-프로페닐-아세트아미드(디클로르미드), N-(4-메틸-페닐)-N'-(1-메틸-1-페닐-에틸)-우레아(딤론), 1-디클로로아세틸-헥사하이드로-3,3,8a-트리메틸피롤로[1,2-a]-피리미딘-6(2H)-온(BAS-145138), N-(2-메톡시-벤조일)-4-(메틸아미노-카보닐아미노)-벤젠설폰아미도, 에틸 4,5-디하이드로-5,5-디페닐-3-이속사졸카복실레이트(이속사디펜-에틸), 디에틸 1-(2,4-디클로로페닐)-4,5-디하이드로-5-메틸-1H-피라졸-3,5-디카복실레이트(메펜피르-디에틸) 및 2,4-디클로로페녹시아세트산(2,4-D) 및 그의 유도체의 그룹중에서 선택된 적어도 하나의 작물-상용성-개선 화합물("그룹 3의 활성 화합물")을 포함하는 유효량의 활성 배합물을 함유함을 특징으로 하는 선택적 제초 조성물을 제공한다:(c) Compound α- (1,3-dioxolan-2-yl-methoximino) -phenylacetonitrile (oxabetrinyl), α- (cyano-methoximino) -phenylacetonitrile (thiome Triyl), 4-chloro-N- (1,3-dioxolan-2-yl-methoxy) -α-trifluoro-acetophenoxime (fluxopenim), 4,6-dichloro-2- Phenyl-pyrimidine (phenchlorim), 4-dichloroacetyl-3,4-dihydro-3-methyl-2H-1,4-benzoxazine (benoxacor), 1-methyl-hexyl 5-chloro-quinox Saline-8-oxy-acetate (cloquintocet), 2,2-dichloro-N- (2-oxo-2- (2-propenylamino) -ethyl) -N- (2-propenyl) -acetamide (DKA-24), 1,8-naphthalic anhydride, ethyl 1- (2,4-dichloro-phenyl) -5-trichloromethyl-1H-1,2,4-triazole-3-carboxylate (penkle Lorazole-ethyl), phenylmethyl 2-chloro-4-trifluoromethyl-thiazole-5-carboxylate (flurazole), 3-dichloroacetyl-5- (2-furanyl) -2,2-dimethyl Oxazolidine (prilazole, MON-13900), 4-dichloro Acetyl-1-oxa-4-aza-spiro [4.5] -decane (AD-67), 2-dichloromethyl-2-methyl-1,3-dioxolane (MG-191), 2,2-dichloro-N -(1,3-dioxolan-2-yl-methyl) -N- (2-propenyl) -acetamide (PPG-1292), 2,2-dichloro-N, N-di-2-propenyl- Acetamide (dichloramide), N- (4-methyl-phenyl) -N '-(1-methyl-1-phenyl-ethyl) -urea (dimron), 1-dichloroacetyl-hexahydro-3,3, 8a-trimethylpyrrolo [1,2-a] -pyrimidin-6 (2H) -one (BAS-145138), N- (2-methoxy-benzoyl) -4- (methylamino-carbonylamino)- Benzenesulfonamido, ethyl 4,5-dihydro-5,5-diphenyl-3-isoxazole carboxylate (isoxadifen-ethyl), diethyl 1- (2,4-dichlorophenyl) -4,5 -Dihydro-5-methyl-1H-pyrazole-3,5-dicarboxylate (mefenpyr-diethyl) and 2,4-dichlorophenoxyacetic acid (2,4-D) and derivatives thereof Oils comprising at least one crop-compatibility-improvement compound ("active compound of group 3") It provides a selective herbicidal composition characterized by containing an active amount of the formulation:

Figure 112002007576641-pct00001
Figure 112002007576641-pct00001

상기 식에서,Where

Q1은 산소 또는 황을 나타내고,Q 1 represents oxygen or sulfur,

R1은 임의로 할로겐-치환된 탄소원자수 1 내지 5의 알킬을 나타내며, R 1 represents optionally halogen-substituted alkyl having 1 to 5 carbon atoms,

R2는 임의로 할로겐-치환된 탄소원자수 1 내지 5의 알킬을 나타내고,R 2 represents optionally halogen-substituted alkyl having 1 to 5 carbon atoms,

R3은 수소 또는 할로겐을 나타내며, R 3 represents hydrogen or halogen,

R4는 시아노, 티오카바모일 또는 할로겐을 나타내고,R 4 represents cyano, thiocarbamoyl or halogen,

R5는 니트로, 시아노, 카복실, 카바모일, 티오카바모일, 하이드록실, 머캅토, 아미노, 하이드록시아미노, 아미노설포닐 또는 할로겐을 나타내거나, 각 경우에 1 내지 6개의 탄소원자를 가지며 각 경우에 임의로 시아노-, 하이드록실-, C1-C4-알콕시-, C1-C4-알킬카보닐- 및/또는 C1-C4-알콕시카보닐-치환된 알킬, 알콕시, 알킬티오, 알킬설피닐, 알킬설포닐, 알킬카보닐, 알콕시카보닐 또는 알킬아미노를 나타내거나, 각 경우에 2 내지 6개의 탄소원자를 가지며 각 경우에 임의로 시아노-, 카복실-, 할로겐- 및/또는 C1-C4-알콕시카보닐-치환된 알케닐, 알키닐, 알케닐옥시 또는 알키닐옥시를 나타내거나, 각 경우에 알킬 그룹에 1 내지 6개의 탄소원자를 가지며 각 경우에 임의로 할로겐-치환된 알킬카보닐아미노, 알콕시카보닐아미노, 알킬설포닐아미노, N,N-비스-알킬설포닐아미노 또는 N-알킬카보닐-N-알킬설포닐아미노를 나타내거나, 각 경우에 알킬 그룹에 1 내지 6개의 탄소원자를 가지며 각 경우에 임의로 시아노-, 할로겐-, C1-C4-알킬-, C1-C4-할로게노알킬-, C1-C4-알콕시- 또는 C1-C4-할로게노알콕시-치환된 N-페닐카보닐-N-알킬설포닐아미노, N-피리딜카보닐-N-알킬설포닐아미노, N-푸릴카보닐-N-알킬설포닐아미노 또는 N-티에닐카보 닐-N-알킬설포닐아미노를 나타낸다.R 5 represents nitro, cyano, carboxyl, carbamoyl, thiocarbamoyl, hydroxyl, mercapto, amino, hydroxyamino, aminosulfonyl or halogen, in each case having 1 to 6 carbon atoms and in each case Optionally cyano-, hydroxyl-, C 1 -C 4 -alkoxy-, C 1 -C 4 -alkylcarbonyl- and / or C 1 -C 4 -alkoxycarbonyl-substituted alkyl, alkoxy, alkylthio , Alkylsulfinyl, alkylsulfonyl, alkylcarbonyl, alkoxycarbonyl or alkylamino, in each case having 2 to 6 carbon atoms and in each case optionally cyano-, carboxyl-, halogen- and / or C Alkyl which represents 1- C 4 -alkoxycarbonyl-substituted alkenyl, alkynyl, alkenyloxy or alkynyloxy, in each case having 1 to 6 carbon atoms in the alkyl group and in each case optionally halogen-substituted alkyl Carbonylamino, alkoxycarbonylamino, alkylsulfonylamino, N, N-bis-alkylsulfonylamino or N-alkylcarbonyl-N-alkylsulfonylamino, in each case having 1 to 6 carbon atoms in the alkyl group and optionally in each case cyano-, halogen-, C 1 -C 4 - alkyl -, C 1 -C 4 - halogenoalkyl -, C 1 -C 4 - alkoxy - or C 1 -C 4 - halogenoalkyl alkoxy-substituted N- phenyl-carbonyl -N- alkyl sulfonic Phenylamino, N-pyridylcarbonyl-N-alkylsulfonylamino, N-furylcarbonyl-N-alkylsulfonylamino or N-thienylcarbonyl-N-alkylsulfonylamino.

상기 일반식 (I)에 나타내어진 래디칼의 바람직한 치환체는 다음과 같다:Preferred substituents of the radical represented by formula (I) are as follows:

R1은 바람직하게는 각 경우에 임의로 불소- 및/또는 염소-치환된 메틸, 에틸, n- 또는 i-프로필, 또는 n-, i-, s- 또는 t-부틸을 나타내고,R 1 preferably in each case optionally represents fluorine- and / or chlorine-substituted methyl, ethyl, n- or i-propyl, or n-, i-, s- or t-butyl,

R2는 바람직하게는 각 경우에 임의로 불소- 및/또는 염소-치환된 메틸, 에틸, n- 또는 i-프로필, 또는 n-, i-, s- 또는 t-부틸을 나타내며,R 2 preferably in each case optionally represents fluorine- and / or chlorine-substituted methyl, ethyl, n- or i-propyl, or n-, i-, s- or t-butyl,

R3은 바람직하게는 수소, 불소, 염소 또는 브롬을 나타내고,R 3 preferably represents hydrogen, fluorine, chlorine or bromine,

R4는 바람직하게는 시아노, 티오카바모일, 불소, 염소 또는 브롬을 나타내며,R 4 preferably represents cyano, thiocarbamoyl, fluorine, chlorine or bromine,

R5는 바람직하게는 니트로, 시아노, 카복실, 카바모일, 티오카바모일, 하이드록실, 머캅토, 아미노, 하이드록시아미노, 아미노설포닐, 불소, 염소 또는 브롬을 나타내거나, 각 경우에 임의로 시아노-, 하이드록실-, 메톡시-, 에톡시-, 아세틸-, 프로피오닐-, 메톡시카보닐- 및/또는 에톡시카보닐-치환된 메틸, 에틸, n- 또는 i-프로필, n-, i-, s- 또는 t-부틸, 메톡시, 에톡시, n- 또는 i-프로폭시, n-, i-, s- 또는 t-부톡시, 메틸티오, 에틸티오, n- 또는 i-프로필티오, n-, i-, s- 또는 t-부틸티오, 메틸설피닐, 에틸설피닐, 메틸설포닐, 에틸설포닐, 아세틸, 프로피오닐, n- 또는 i-부티로일, 메톡시카보닐, 에톡시카보닐, n- 또는 i-프로폭시카보닐, 메틸아미노, 에틸아미노, n- 또는 i-프로필아미노, 또는 n-, i-, s- 또는 t-부틸아미노를 나타내거나, 각 경우에 임의로 시아노-, 카복실-, 불소-, 염소-, 브롬-, 메톡시카보닐- 및/또는 에톡시카보닐-치환된 에테닐, 프로페닐, 부테닐, 에티닐, 프로피닐, 부티닐, 프로페닐옥시, 부테닐옥시, 프로피닐옥시 또는 부티닐옥시를 나타내거나, 각 경우에 임의로 불소- 및/또는 염소-치환된 아세틸아미노, 프로피오닐아미노, 메톡시카보닐아미노, 에톡시카보닐아미노, 메틸설포닐아미노, 에틸설포닐아미노, n- 또는 i-프로필설포닐아미노, n-, i-, s- 또는 t-부틸설포닐아미노, N,N-비스-메틸설포닐아미노, N,N-비스-에틸설포닐아미노, N-에틸설포닐-N-메틸설포닐아미노, N-아세틸-N-메틸설포닐아미노, N-프로피오닐-N-메틸설포닐아미노, N-n-부티로일-N-메틸설포닐아미노, N-i-부티로일-N-메틸설포닐아미노, N-s-부티로일-N-메틸설포닐아미노, N-피발로일-N-메틸설포닐아미노, N-아세틸-N-에틸설포닐아미노, N-프로피오닐-N-에틸설포닐아미노, N-n-부티로일-N-에틸설포닐아미노, N-i-부티로일-N-에틸설포닐아미노, N-s-부티로일-N-에틸설포닐아미노 또는 N-피발로일-N-에틸설포닐아미노를 나타내거나, 각 경우에 임의로 시아노-, 불소-, 염소-, 브롬-, 메틸-, 에틸-, n- 또는 i-프로필-, n-, i-, s- 또는 t-부틸-, 트리플루오로메틸-, 메톡시-, 에톡시-, n- 또는 i-프로폭시-, 디플루오로메톡시- 또는 트리플루오로메톡시-치환된 N-페닐카보닐-N-메틸설포닐아미노, N-페닐카보닐-N-에틸설포닐아미노, N-티에닐카보닐-N-메틸설포닐아미노 또는 N-티에닐카보닐-N-에틸설포닐아미노를 나타낸다.R 5 preferably represents nitro, cyano, carboxyl, carbamoyl, thiocarbamoyl, hydroxyl, mercapto, amino, hydroxyamino, aminosulfonyl, fluorine, chlorine or bromine, or optionally in each case No-, hydroxyl-, methoxy-, ethoxy-, acetyl-, propionyl-, methoxycarbonyl- and / or ethoxycarbonyl-substituted methyl, ethyl, n- or i-propyl, n- , i-, s- or t-butyl, methoxy, ethoxy, n- or i-propoxy, n-, i-, s- or t-butoxy, methylthio, ethylthio, n- or i- Propylthio, n-, i-, s- or t-butylthio, methylsulfinyl, ethylsulfinyl, methylsulfonyl, ethylsulfonyl, acetyl, propionyl, n- or i-butyroyl, methoxycarbo Nyl, ethoxycarbonyl, n- or i-propoxycarbonyl, methylamino, ethylamino, n- or i-propylamino, or n-, i-, s- or t-butylamino, or Optionally cyano-, ka Sil-, fluorine-, chlorine-, bromine-, methoxycarbonyl- and / or ethoxycarbonyl-substituted ethenyl, propenyl, butenyl, ethynyl, propynyl, butynyl, propenyloxy, Acetylamino, propionylamino, methoxycarbonylamino, ethoxycarbonylamino, methylsulfonylamino, which represents or optionally in each case is fluorine- and / or chlorine-substituted acetylamino, propynyloxy or butynyloxy , Ethylsulfonylamino, n- or i-propylsulfonylamino, n-, i-, s- or t-butylsulfonylamino, N, N-bis-methylsulfonylamino, N, N-bis-ethyl Sulfonylamino, N-ethylsulfonyl-N-methylsulfonylamino, N-acetyl-N-methylsulfonylamino, N-propionyl-N-methylsulfonylamino, Nn-butyroyl-N-methylsul Ponylamino, Ni-butyroyl-N-methylsulfonylamino, Ns-butyroyl-N-methylsulfonylamino, N-pivaloyl-N-methylsulfonylamino, N-acetyl-N-ethylsul Ponylamino, N-propy Onyl-N-ethylsulfonylamino, Nn-butyroyl-N-ethylsulfonylamino, Ni-butyroyl-N-ethylsulfonylamino, Ns-butyroyl-N-ethylsulfonylamino or N- Pivaloyl-N-ethylsulfonylamino, or in each case optionally cyano-, fluorine-, chlorine-, bromine-, methyl-, ethyl-, n- or i-propyl-, n-, i- , s- or t-butyl-, trifluoromethyl-, methoxy-, ethoxy-, n- or i-propoxy-, difluoromethoxy- or trifluoromethoxy-substituted N-phenylcarbonyl -N-methylsulfonylamino, N-phenylcarbonyl-N-ethylsulfonylamino, N-thienylcarbonyl-N-methylsulfonylamino or N-thienylcarbonyl-N-ethylsulfonylamino .

R1은 특히 바람직하게는 각 경우에 임의로 불소- 및/또는 염소-치환된 메틸, 에틸, 또는 n- 또는 i-프로필을 나타내고,R 1 particularly preferably in each case optionally represents fluorine- and / or chlorine-substituted methyl, ethyl, or n- or i-propyl,

R2는 특히 바람직하게는 각 경우에 임의로 불소- 및/또는 염소-치환된 메틸, 에틸, 또는 n- 또는 i-프로필을 나타내며,R 2 particularly preferably in each case optionally represents fluorine- and / or chlorine-substituted methyl, ethyl, or n- or i-propyl,

R3은 특히 바람직하게는 수소, 불소 또는 염소를 나타내고,R 3 particularly preferably represents hydrogen, fluorine or chlorine,

R4는 특히 바람직하게는 시아노 또는 티오카바모일을 나타내며,R 4 particularly preferably represents cyano or thiocarbamoyl,

R5는 특히 바람직하게는 니트로, 시아노, 카복실, 카바모일, 티오카바모일, 하이드록실, 머캅토, 아미노, 하이드록시아미노, 아미노설포닐, 불소, 염소 또는 브롬을 나타내거나, 각 경우에 임의로 시아노-, 하이드록실-, 메톡시-, 에톡시-, 아세틸-, 프로피오닐-, 메톡시카보닐- 및/또는 에톡시카보닐-치환된 메틸, 에틸, n- 또는 i-프로필, 메톡시, 에톡시, n- 또는 i-프로폭시, 메틸티오, 에틸티오, n- 또는 i-프로필티오, 메틸설피닐, 에틸설피닐, 메틸설포닐, 에틸설포닐, 아세틸, 프로피오닐, n- 또는 i-부티로일, 메톡시카보닐, 에톡시카보닐, n- 또는 i-프로폭시카보닐, 메틸아미노, 에틸아미노 또는 n- 또는 i-프로필아미노를 나타내거나, 각 경우에 임의로 시아노-, 카복실-, 불소-, 염소-, 브롬-, 메톡시카보닐- 및/또는 에톡시카보닐-치환된 에테닐, 프로페닐, 에티닐, 프로피닐, 프로페닐옥시 또는 프로피닐옥시를 나타내거나, 각 경우에 임의로 불소- 및/또는 염소-치환된 아세틸아미노, 프로피오닐아미노, 메톡시카보닐아미노, 에톡시카보닐아미노, 메틸설포닐아미노, 에틸설포닐아미노, n- 또는 i-프로필설포닐아미노, N,N-비스-메틸설포닐아미노, N,N-비스-에틸설포닐아미노, N-에틸설포닐-N-메틸설포닐아미노, N-아세틸-N-메틸설포닐아미노, N-프로피오닐-N-메틸설포닐아미노, N-n-부티로일-N-메틸설포닐아미노, N-i-부티로일-N-메틸설포닐아미노, N-s-부티로일-N-메틸설포닐아미노, N-피발로일-N-메틸설포닐아미노, N-아세틸-N-에틸설포닐아미노, N-프로피오닐-N-에틸설포닐아미노, N-n-부티로일-N-에틸설포닐아미노, N-i-부티로일-N-에틸설포닐아미노, N-s-부티로일-N-에틸설포닐아미노 또는 N-피발로일-N-에틸설포닐아미노를 나타내거나, 각 경우에 임의로 시아노-, 불소-, 염소-, 브롬-, 메틸-, 에틸-, 트리플루오로메틸-, 메톡시-, 에톡시-, 디플루오로메톡시- 또는 트리플루오로메톡시-치환된 N-페닐카보닐-N-메틸설포닐아미노, N-페닐카보닐-N-에틸설포닐아미노, N-티에닐카보닐-N-메틸설포닐아미노 또는 N-티에닐카보닐-N-에틸설포닐아미노를 나타낸다.R 5 particularly preferably represents nitro, cyano, carboxyl, carbamoyl, thiocarbamoyl, hydroxyl, mercapto, amino, hydroxyamino, aminosulfonyl, fluorine, chlorine or bromine, optionally in each case Cyano-, hydroxyl-, methoxy-, ethoxy-, acetyl-, propionyl-, methoxycarbonyl- and / or ethoxycarbonyl-substituted methyl, ethyl, n- or i-propyl, meth Oxy, ethoxy, n- or i-propoxy, methylthio, ethylthio, n- or i-propylthio, methylsulfinyl, ethylsulfinyl, methylsulfonyl, ethylsulfonyl, acetyl, propionyl, n- Or i-butyroyl, methoxycarbonyl, ethoxycarbonyl, n- or i-propoxycarbonyl, methylamino, ethylamino or n- or i-propylamino, in each case optionally cyano -, Carboxyl-, fluorine-, chlorine-, bromine-, methoxycarbonyl- and / or ethoxycarbonyl-substituted ethenyl, propenyl, e Acetylamino, propionylamino, methoxycarbonylamino, ethoxycarbonylamino, methylsulne, which represents, or in each case, optionally fluorine- and / or chlorine-substituted acetylamino, propynyl, propenyloxy or propynyloxy Ponylamino, ethylsulfonylamino, n- or i-propylsulfonylamino, N, N-bis-methylsulfonylamino, N, N-bis-ethylsulfonylamino, N-ethylsulfonyl-N-methylsul Ponylamino, N-acetyl-N-methylsulfonylamino, N-propionyl-N-methylsulfonylamino, Nn-butyroyl-N-methylsulfonylamino, Ni-butyroyl-N-methylsulfonyl Amino, Ns-butyroyl-N-methylsulfonylamino, N-pivaloyl-N-methylsulfonylamino, N-acetyl-N-ethylsulfonylamino, N-propionyl-N-ethylsulfonylamino , Nn-butyroyl-N-ethylsulfonylamino, Ni-butyroyl-N-ethylsulfonylamino, Ns-butyroyl-N-ethylsulfonylamino or N-pivaloyl-N-ethylsul Represents Ponyamino Or, in each case optionally cyano-, fluorine-, chlorine-, bromine-, methyl-, ethyl-, trifluoromethyl-, methoxy-, ethoxy-, difluoromethoxy- or trifluoromethoxy- Substituted N-phenylcarbonyl-N-methylsulfonylamino, N-phenylcarbonyl-N-ethylsulfonylamino, N-thienylcarbonyl-N-methylsulfonylamino or N-thienylcarbonyl-N Ethylsulfonylamino.

본 발명에 따른 혼합 파트너로서 사용되는 일반식 (I)의 화합물의 예로 다음과 같은 화합물들이 언급될 수 있다:As examples of the compounds of the general formula (I) used as mixing partners according to the invention, the following compounds may be mentioned:

2-(4-시아노-2-플루오로-5-메틸설포닐아미노페닐)-4-메틸-5-트리플루오로메틸-2,4-디하이드로-3H-1,2,4-트리아졸-3-온, 2-(4-시아노-2-플루오로-5-에틸설포닐아미노페닐)-4-메틸-5-트리플루오로메틸-2,4-디하이드로-3H-1,2,4-트리아졸-3-온, 2-(4-시아노-2-플루오로-5-메틸설포닐아미노페닐)-4-메틸-5-디플루오로메틸-2,4-디하이드로-3H-1,2,4-트리아졸-3-온, 2-(4-시아노-2-플루오로-5-에틸설포닐아미노페닐)-4-메틸-5-디플루오로메틸-2,4-디하이드로-3H-1,2,4-트리아졸-3-온, 2-(4-시아노-2-플루오로-5-메틸설포닐아미노페닐)-4-에틸-5-트리플루오로메틸-2,4-디하이드로-3H-1,2,4-트리아졸-3-온, 2-(4-시아노-2-플루오로-5-에틸설포닐아미노페닐)-4- 에틸-5-트리플루오로메틸-2,4-디하이드로-3H-1,2,4-트리아졸-3-온, 2-(4-시아노-2-플루오로-5-메틸설포닐아미노페닐)-4-에틸-5-디플루오로메틸-2,4-디하이드로-3H-1,2,4-트리아졸-3-온, 2-(4-시아노-2-플루오로-5-에틸설포닐아미노페닐)-4-에틸-5-디플루오로메틸-2,4-디하이드로-3H-1,2,4-트리아졸-3-온, 2-(4-티오카바모일-2-플루오로-5-메틸설포닐아미노페닐)-4-메틸-5-트리플루오로메틸-2,4-디하이드로-3H-1,2,4-트리아졸-3-온, 2-(4-티오카바모일-2-플루오로-5-에틸설포닐아미노페닐)-4-메틸-5-트리플루오로메틸-2,4-디하이드로-3H-1,2,4-트리아졸-3-온, 2-(4-티오카바모일-2-플루오로-5-메틸설포닐아미노페닐)-4-메틸-5-디플루오로메틸-2,4-디하이드로-3H-1,2,4-트리아졸-3-온, 2-(4-티오카바모일-2-플루오로-5-에틸설포닐아미노페닐)-4-메틸-5-디플루오로메틸-2,4-디하이드로-3H-1,2,4-트리아졸-3-온, 2-(4-티오카바모일-2-플루오로-5-메틸설포닐아미노페닐)-4-에틸-5-트리플루오로메틸-2,4-디하이드로-3H-1,2,4-트리아졸-3-온, 2-(4-티오카바모일-2-플루오로-5-에틸설포닐아미노페닐)-4-에틸-5-트리플루오로메틸-2,4-디하이드로-3H-1,2,4-트리아졸-3-온, 2-(4-티오카바모일-2-플루오로-5-메틸설포닐아미노페닐)-4-에틸-5-디플루오로메틸-2,4-디하이드로-3H-1,2,4-트리아졸-3-온, 2-(4-티오카바모일-2-플루오로-5-에틸설포닐아미노페닐)-4-에틸-5-디플루오로메틸-2,4-디하이드로-3H-1,2,4-트리아졸-3-온.2- (4-cyano-2-fluoro-5-methylsulfonylaminophenyl) -4-methyl-5-trifluoromethyl-2,4-dihydro-3H-1,2,4-triazole 3-one, 2- (4-cyano-2-fluoro-5-ethylsulfonylaminophenyl) -4-methyl-5-trifluoromethyl-2,4-dihydro-3H-1,2 , 4-triazol-3-one, 2- (4-cyano-2-fluoro-5-methylsulfonylaminophenyl) -4-methyl-5-difluoromethyl-2,4-dihydro- 3H-1,2,4-triazol-3-one, 2- (4-cyano-2-fluoro-5-ethylsulfonylaminophenyl) -4-methyl-5-difluoromethyl-2, 4-dihydro-3H-1,2,4-triazol-3-one, 2- (4-cyano-2-fluoro-5-methylsulfonylaminophenyl) -4-ethyl-5-trifluoro Rhomethyl-2,4-dihydro-3H-1,2,4-triazol-3-one, 2- (4-cyano-2-fluoro-5-ethylsulfonylaminophenyl) -4-ethyl -5-trifluoromethyl-2,4-dihydro-3H-1,2,4-triazol-3-one, 2- (4-cyano-2-fluoro-5-methylsulfonylaminophenyl ) -4-ethyl-5-difluoromethyl-2,4-dihi Rho-3H-1,2,4-triazol-3-one, 2- (4-cyano-2-fluoro-5-ethylsulfonylaminophenyl) -4-ethyl-5-difluoromethyl- 2,4-dihydro-3H-1,2,4-triazol-3-one, 2- (4-thiocarbamoyl-2-fluoro-5-methylsulfonylaminophenyl) -4-methyl-5 -Trifluoromethyl-2,4-dihydro-3H-1,2,4-triazol-3-one, 2- (4-thiocarbamoyl-2-fluoro-5-ethylsulfonylaminophenyl) -4-methyl-5-trifluoromethyl-2,4-dihydro-3H-1,2,4-triazol-3-one, 2- (4-thiocarbamoyl-2-fluoro-5- Methylsulfonylaminophenyl) -4-methyl-5-difluoromethyl-2,4-dihydro-3H-1,2,4-triazol-3-one, 2- (4-thiocarbamoyl-2 -Fluoro-5-ethylsulfonylaminophenyl) -4-methyl-5-difluoromethyl-2,4-dihydro-3H-1,2,4-triazol-3-one, 2- (4 -Thiocarbamoyl-2-fluoro-5-methylsulfonylaminophenyl) -4-ethyl-5-trifluoromethyl-2,4-dihydro-3H-1,2,4-triazole-3- On, 2- (4-thiocarbamoyl-2-fluoro Rho-5-ethylsulfonylaminophenyl) -4-ethyl-5-trifluoromethyl-2,4-dihydro-3H-1,2,4-triazol-3-one, 2- (4-thio Carbamoyl-2-fluoro-5-methylsulfonylaminophenyl) -4-ethyl-5-difluoromethyl-2,4-dihydro-3H-1,2,4-triazol-3-one, 2- (4-thiocarbamoyl-2-fluoro-5-ethylsulfonylaminophenyl) -4-ethyl-5-difluoromethyl-2,4-dihydro-3H-1,2,4-tria Sol-3-one.

CA(Chemical Abstracts)에 따라 4-[4,5-디하이드로-4-메틸-5-옥소-(3-트리플루오로메틸)-1H-1,2,4-트리아졸-1-일]-2-[(에틸설포닐)아미노]-5-플루오로-벤젠카보티오아미드(CAS Reg. No.: 173980-17-1)로도 또한 언급되는 화합물 2-(4-티오카 바모일-2-플루오로-5-에틸설포닐아미노페닐)-4-메틸-5-트리플루오로메틸-2,4-디하이드로-3H-1,2,4-트리아졸-3-온 (I-1)이 일반식 (I)의 혼합 성분으로 특히 강조될 수 있다.4- [4,5-dihydro-4-methyl-5-oxo- (3-trifluoromethyl) -1H-1,2,4-triazol-1-yl]-according to CA (Chemical Abstracts)- Compound 2- (4-thiocarbamoyl-2-, also referred to as 2-[(ethylsulfonyl) amino] -5-fluoro-benzenecarbothioamide (CAS Reg. No .: 173980-17-1) Fluoro-5-ethylsulfonylaminophenyl) -4-methyl-5-trifluoromethyl-2,4-dihydro-3H-1,2,4-triazol-3-one (I-1) Particular emphasis can be given to the mixed components of general formula (I).

추가로, CA에 따라 N-[2-시아노-5-[4,5-디하이드로-4-메틸-5-옥소-3-트리플루오로메틸)-1H-1,2,4-트리아졸-1-일]-4-플루오로-페닐]-에탄설폰아미드(CAS Reg. No.: 157739-55-4)로도 또한 언급되는 화합물 2-(4-시아노-2-플루오로-5-에틸설포닐아미노페닐)-4-메틸-5-트리플루오로메틸-2,4-디하이드로-3H-1,2,4-트리아졸-3-온 (I-2), CA에 따라 N-[2-시아노-5-[4-에틸-4,5-디하이드로-5-옥소-3-트리플루오로메틸)-1H-1,2,4-트리아졸-1-일]-4-플루오로-페닐]-에탄설폰아미드(CAS Reg. No.: 157739-37-2)로도 또한 언급되는 화합물 2-(4-시아노-2-플루오로-5-에틸설포닐아미노페닐)-4-에틸-5-트리플루오로메틸-2,4-디하이드로-3H-1,2,4-트리아졸-3-온 (I-3), CA에 따라 N-[2-시아노-5-[3-디플루오로메틸-4,5-디하이드로-4-메틸-5-티옥소-1H-1,2,4-트리아졸-1-일]-4-플루오로-페닐]-메탄설폰아미드(CAS Reg. No.: 157739-46-3)로도 또한 언급되는 2-(4-시아노-2-플루오로-5-메틸설포닐아미노-페닐)-4-메틸-5-디플루오로메틸-2,4-디하이드로-3H-1,2,4-트리아졸-3-온 (I-4)이 또한 일반식 (I)의 가능한 혼합 성분으로 특히 강조될 수 있다.Further, N- [2-cyano-5- [4,5-dihydro-4-methyl-5-oxo-3-trifluoromethyl) -1H-1,2,4-triazole according to CA 1-yl] -4-fluoro-phenyl] -ethanesulfonamide (CAS Reg. No .: 157739-55-4) also referred to as compound 2- (4-cyano-2-fluoro-5- Ethylsulfonylaminophenyl) -4-methyl-5-trifluoromethyl-2,4-dihydro-3H-1,2,4-triazol-3-one (I-2), N- according to CA [2-cyano-5- [4-ethyl-4,5-dihydro-5-oxo-3-trifluoromethyl) -1H-1,2,4-triazol-1-yl] -4- Compound 2- (4-cyano-2-fluoro-5-ethylsulfonylaminophenyl) -4, also referred to as fluoro-phenyl] -ethanesulfonamide (CAS Reg. No .: 157739-37-2) -Ethyl-5-trifluoromethyl-2,4-dihydro-3H-1,2,4-triazol-3-one (I-3), N- [2-cyano-5- according to CA [3-difluoromethyl-4,5-dihydro-4-methyl-5-thioxo-1H-1,2,4-triazol-1-yl] -4-fluoro-phenyl] -methanesulfone Also as amide (CAS Reg.No .: 157739-46-3) 2- (4-cyano-2-fluoro-5-methylsulfonylamino-phenyl) -4-methyl-5-difluoromethyl-2,4-dihydro-3H-1,2,4 -Triazol-3-one (I-4) can also be particularly highlighted as a possible mixed component of general formula (I).

일반식 (I)의 화합물은 N-아릴-트리아졸린(티)온에 대해 상기 언급된 특허출원 또는 특허에 기술되어 있다.Compounds of formula (I) are described in the patent applications or patents mentioned above for N-aryl-triazolin (thi) ones.

화학구조에 따라, 그룹 2의 활성 화합물은 하기 부류의 활성 화합물로 분류될 수 있다: Depending on the chemical structure, the active compounds of group 2 can be classified into the following classes of active compounds:             

아미드(예를 들어 이속사벤, 프로파닐), 아릴헤테로사이클(예를 들어 아자페니딘, 카펜트라존-에틸, 시니돈-에틸, 플루아졸레이트, 플루미클로락-펜틸), 플루미옥사진, 플루티아셋-메틸, 옥사디아존, 옥사디아르길, 피라플루펜-에틸, 피리데이트, 피리다폴, 설펜트라존, 티디아지민), 아릴옥시페녹시프로피오네이트(예를 들어 클로디나폽-프로파길, 사이할로폽-부틸, 디클로폽-메틸, 페녹사프로프-P-에틸, 플루아지폽-P-부틸, 할록시폽-R-메틸, 퀴잘로폽-P-에틸), 카복실산 유도체(예를 들어 디클로피랄리드, 디캄바, 플루록시피르, 피클로람, 트리클로피르), 벤조티아디아졸(예를 들어 벤타존), 클로로아세트아미드(예를 들어 아세토클로르, 알라클로르, 부타클로르, 디메텐아미드, 메타자클로르, 메톨라클로르, 프레틸라클로르, 프로파클로르, 프로피소클로르), 사이클로헥산디온(예를 들어 부트록시딤, 클레폭시딤, 사이클록시딤, 세톡시딤, 트랄콕시딤), 디니트로아닐린(예를 들어 벤플루랄린, 에탈플루랄린, 오리잘린, 펜디메탈린, 틀리플루랄린), 디페닐 에테르(예를 들어 아시플루오르펜-소듐, 아클로니펜, 비페녹스, 플루오로글리코펜-에틸, 포메사펜, 락토펜, 옥시플루오르펜), 우레아(예를 들어 클로르톨루론, 디우론, 이소프로투론, 리누론, 메토브로무론, 메톡수론), 이미다졸리논(예를 들어 이마자메타벤즈-메틸, 이마자목스, 이마자퀸, 이마제타피르), 이속사졸(예를 들어 이속사플루톨), 니코틴아닐라이드(예를 들어 디플루페니칸), 니트릴(예를 들어 브로목시닐, 이옥시닐), 유기인 화합물(예를 들어 글루포시네이트, 글리포세이트, 설포세이트), 옥시아세트아미드(예를 들어 플루페나셋, 메페나셋), 페녹시카복실산 유도체(예를 들어 2,3-D, 디클로르프로프, MCPA, MCPB, 메코프로프), 피라졸(예를 들어 피라졸레이트, 피라족시펜), 피리딘(예를 들어 디티오피르, 티아조피르), 피리미디닐(티오)벤조에이트(예를 들어 비스피리박, 피리벤족심, 피리티오박, 피리미노박), 설포닐우레아(예를 들어 아미도설푸론, 아짐설푸론, 벤설푸론-메틸, 클로리무론-에틸, 클로르설푸론, 시노설푸론, 사이클로설파무론, 에톡시설푸론, 플루피르설푸론-메틸-소듐, 할로설푸론-메틸, 이마조설푸론, 메토설푸론-메틸, 니코설푸론, 옥사설푸론, 프리미설푸론-메틸, 프로설푸론, 피라조설푸론-에틸, 림설푸론, 설포설푸론, 티펜설푸론-메틸, 트리아설푸론, 트리베누론-메틸, 트리플루설푸론-메틸), 테트라졸리논(예를 들어 펜트라자미드), 티오카바메이트(예를 들어 부틸레이트, 디메피페레이트, EPTC, 에스프로카브, 몰리네이트, 오르벤카브, 프로설포캅, 트리알레이트), 트리아졸(예를 들어 아미트롤), 트리아졸로피리미딘(예를 들어 클로란설람-메틸, 디클로설람, 플로라설람, 플루메트설람, 메토설람), 트리아진(예를 들어 아메트린, 아트라진, 시아나진, 시마진, 터부틸아진, 터부트린), 트리아지논(예를 들어 헥사지논, 메타미트론, 메트리부진), 트리케톤(예를 들어 메소트리온, 설코트리온).Amides (e.g. isoxaben, propanyl), arylheterocycles (e.g. azaphenidine, carfentrazone-ethyl, cinidon-ethyl, fluazolate, flumichlorac-pentyl), flumioxazine, Fluthiacet-methyl, oxadione, oxadiargyl, pyraflufen-ethyl, pyridate, pyridafol, sulfentrazone, thidiazimine), aryloxyphenoxypropionate (e.g. Propargyl, cyhalopop-butyl, diclopop-methyl, phenoxaprop-P-ethyl, fluazipop-P-butyl, halooxypop-R-methyl, quazolopop-P-ethyl), Carboxylic acid derivatives (e.g. diclopyralide, dicamba, fluoroxypyr, picloram, triclopyr), benzothiadiazoles (e.g. bentazone), chloroacetamide (e.g. acetochlore, alachlor) , Butachlor, dimethenamid, metazachlor, metolachlor, pretilachlor, propachlor, propisochloro ), Cyclohexanedione (e.g. butoxyroxim, clepoxysid, cyclooxydim, cetoxydim, trakoxydim), dinitroaniline (e.g. belufluorine, etafluralin, oryzaline, fendi Metallins, lyfluralins), diphenyl ethers (e.g. acifluorfen-sodium, acloniphene, biphenox, fluoroglycopene-ethyl, pomesafen, lactofen, oxyfluorfen), urea (e.g. For example, chlortoluron, diuron, isoproturon, linuron, methopromron, methoxuron), imidazolinone (e.g. imazamethabenz-methyl, imazamox, imazaquin, imazetafir) Isoxazoles (e.g. isoxaplutol), nicotinanilides (e.g. diflufenican), nitriles (e.g. bromoxynil, ioxynyl), organophosphorus compounds (e.g. glufosi) Nate, glyphosate, sulfosate), oxiacetamide (e.g. flufenacet, mefenacet) Oxycarboxylic acid derivatives (e.g. 2,3-D, dichloroprop, MCPA, MCPB, mecoprop), pyrazoles (e.g. pyrazolate, pyrazoxifen), pyridine (e.g. dithio Pyr, thiazopyr), pyrimidinyl (thio) benzoate (e.g. bispyribac, pyribenzoxime, pyrithiobac, pyriminobac), sulfonylureas (e.g. amidosulfuron, azimsulfuron , Bensulfuron-methyl, Chlorimuron-ethyl, Chlorsulfuron, cynosulfuron, cyclosulfuron, ethoxysulfuron, flupyrsulfuron-methyl-sodium, halosulfuron-methyl, imazosulfuron, methosulfuron -Methyl, nicosulfuron, oxasulfuron, primisulfuron-methyl, prosulfuron, pyrazosulfuron-ethyl, rimsulfuron, sulfosulfuron, thifensulfuron-methyl, triasulfuron, tribenuron-methyl, Triflusulfuron-methyl), tetrazolinone (eg pentrazamide), thiocarbamate (eg butylate, dimepi Ferrate, EPTC, esprocarb, molinate, orbencarb, prosulfocap, trialate), triazoles (eg amitrol), triazolopyrimidine (eg chloransullam-methyl, di Closulam, Florasullam, Flumetsulam, Metosullam), triazine (e.g. amethrin, atrazine, cyanazine, simazine, terbutylazine, terbutrin), triazinone (e.g. hexazinone, meta Mitron, metrizin), triketones (eg mesotrione, sulforion).

그룹 2의 활성 화합물중에서 하기 화합물이 혼합 성분으로 특히 강조될 수 있다:Among the active compounds of group 2, the following compounds may be particularly highlighted as mixed components:

아트라진, 브로목시닐, 클로리무론-에틸, 클로디나폽-프로파길, 디캄바, 디클로르프로프-P, 디플루페니칸, 디메텐아미드, 페녹사프로프-(P)-에틸, 펜트라자미드, 플루페나셋, 플루피르설푸론-메틸-소듐, 플루르타몬, 글루포시네이트-암모늄, 글리포세이트-이소프로필암모늄, 이마자메타피르, 이마자목스, 요오도설푸론-메틸-소듐, 메소트리온, 메톨라클로르, 메토설람, 메트리부진, 메트설푸론-메틸, 니코설 푸론, 림설푸론, 설코트리온, 설포세이트, 설포설푸론, 터부틸아진, 티펜설푸론-메틸, 트랄콕시딤, 트리베누론-메틸.Atrazine, bromoxynil, chlorimuron-ethyl, clodinapop-propargyl, dicamba, dichlorprop-P, diflufenican, dimethenamid, phenoxaprop- (P) -ethyl, pent Lazamide, flufenacet, flupyrsulfuron-methyl-sodium, flutrumone, glufosinate-ammonium, glyphosate-isopropylammonium, imazamethapyr, imazamox, iodosulfuron-methyl-sodium , Mesotrione, metolachlor, methotsullam, metribuzin, metsulfuron-methyl, nicosulfuron, rimsulfuron, sulforion, sulfosate, sulfosulfuron, terbutylazine, thifensulfuron-methyl , Tralcoxidim, tribenuron-methyl.

화학구조에 따라, 그룹 2의 특히 강조되는 활성 화합물은 하기 부류의 활성 화합물로 분류될 수 있다:Depending on the chemical structure, the particularly highlighted active compounds of group 2 can be classified into the following classes of active compounds:

아릴옥시페녹시프로피오네이트(예를 들어 클로디나폽-프로파길, 페녹사프로프-P-에틸), 카복실산 유도체(예를 들어 디캄바, 플루록시피르), 클로로아세트아미드(예를 들어 디메텐아미드, 메톨라클로르), 사이클로헥산디온(예를 들어 트랄콕시딤), 우레아(예를 들어 이소프로투론), 이미다졸리논(예를 들어 이마자메타벤즈-메틸, 이마자목스), 니코틴아닐라이드(예를 들어 디플루페니칸), 니트릴(예를 들어 브로목시닐), 유기인 화합물(예를 들어 글루포시네이트, 글리포세이트, 설포세이트), 옥시아세트아미드(예를 들어 플루페나셋), 페녹시카복실산 유도체(예를 들어 디클로르프로프-P), 설포닐우레아(예를 들어 클로리무론-에틸, 플루피르설푸론-메틸-소듐, 메트설푸론-메틸, 니코설푸론, 설포설푸론, 티펜설푸론-메틸, 트리베누론-메틸), 트리아졸로피리미딘(예를 들어 플로라설람, 메토설람), 트리아진(예를 들어 아메트린, 아트라진, 터부틸아진), 트리아지논(예를 들어 메트리부진), 트리케톤(예를 들어 메소트리온, 설코트리온).Aryloxyphenoxypropionate (e.g. clodinapop-propargyl, phenoxaprop-P-ethyl), carboxylic acid derivatives (e.g. dicamba, fluoroxypyr), chloroacetamide (e.g. dimethene Amides, metolachlor), cyclohexanedione (e.g. tralcoxysid), urea (e.g. isoproturon), imidazolinones (e.g. imazamethabenz-methyl, imazamox), Nicotinanilide (eg diflufenican), nitrile (eg bromoxynil), organophosphorus compounds (eg glufosinate, glyphosate, sulfosate), oxacetamide (eg Flufenacet), phenoxycarboxylic acid derivatives (eg dichlorprop-P), sulfonylureas (eg chlorimuron-ethyl, flupyrsulfuron-methyl-sodium, metsulfuron-methyl, nico Sulfuron, sulfosulfuron, thifensulfuron-methyl, tribenuron-methyl), triazolopyri Midines (e.g. florasullam, metosullam), triazines (e.g. amethrin, atrazine, terbutylazine), triazinones (e.g. metriazine), triketones (e.g. mesotrione, Sulkotlion).

본 발명에 따른 조성물은 바람직하게는 1 내지 3개의 그룹 2의 활성 화합물을 포함한다.The composition according to the invention preferably comprises 1 to 3 active compounds of group 2.

놀랍게도, 본 발명에 따라, 일반식 (I)의 N-아릴-트리아졸린(티)온과 상기 언급된 그룹 2의 활성 화합물의 상기 정의된 활성 배합물이 유용한 작물에 대한 내 약성 이외에, 제초활성이 특히 뛰어나며 각종 작물, 특히 보리, 옥수수, 벼 및 밀에서 잡초의 선택적인 잡초 방제를 위해 사용될 수 있음이 밝혀졌다.Surprisingly, according to the present invention, the herbicidal activity of N-aryl-triazolin (thi) one of the general formula (I) and the above defined active compound of the above-mentioned active compound of Group 2, in addition to tolerability to useful crops, It has been found to be particularly excellent and to be used for selective weed control of weeds in various crops, especially barley, corn, rice and wheat.

놀랍게도, 상기 언급된 그룹 1과 2의 화합물의 본 발명에 따른 활성 배합물의 제초효과는 개별 활성 화합물들의 효과를 합한 것보다 훨씬 더 크다.Surprisingly, the herbicidal effect of the active combinations according to the invention of the above-mentioned compounds of groups 1 and 2 is much greater than the sum of the effects of the individual active compounds.

이는 상보 작용뿐만 아니라 예기치 않았던 상승 효과가 있음을 의미한다. 신규 활성 배합물은 다수의 작물에 내약성이 있으며, 신규 배합물은 또한 방제가 어려운 잡초를 효과적으로 방제할 수 있다. 따라서, 신규 배합물은 선택적인 제초제로 한층 유용하다.This means that there is an unexpected synergistic effect as well as complementary action. The new active formulations are tolerant to many crops, and the new formulations can also effectively control weeds that are difficult to control. Thus, the new formulations are further useful as selective herbicides.

본 발명에 따른 활성 배합물의 상승효과는 특정 농도비율에서 특히 뛰어나다. 그러나, 활성 배합물중의 활성 화합물의 중량비는 비교적 넓은 범위내에서 변할 수 있다. 일반적으로, 일반식 (I)의 활성 화합물 1 중량부당 0.01 내지 1000 중량부, 바람직하게는 0.02 내지 500 중량부 및 특히 바람직하게는 0.05 내지 100 중량부의 그룹 2의 활성 화합물이 존재한다.The synergistic effect of the active combinations according to the invention is particularly good at certain concentration ratios. However, the weight ratio of the active compound in the active combination can vary within a relatively wide range. In general, there are 0.01 to 1000 parts by weight, preferably 0.02 to 500 parts by weight and particularly preferably 0.05 to 100 parts by weight of group 2 of active compound per 1 part by weight of active compound of formula (I).

그룹 3의 활성 화합물중에서 하기 혼합 성분이 특히 강조될 수 있다:Among the active compounds of group 3, the following mixed components can be particularly emphasized:

1-메틸헥실 5-클로로-퀴녹살린-8-옥시-아세테이트(클로퀸토셋), 에틸 1-(2,4-디클로로페닐)-5-트리클로로메틸-1H-1,2,4-트리아졸-3-카복실레이트(펜클로라졸-에틸), 에틸 4,5-디하이드로-5,5-디페닐-3-이속사졸카복실레이트(이속사디펜-에틸), 디에틸 1-(2,4-디클로로페닐)-4,5-디하이드로-5-메틸-1H-피라졸-3,5-디카복실레이트(메펜피르-디에틸) 및 2,4-디클로로페녹시아세트산(2,4-D) 및 이들의 유도체. 1-Methylhexyl 5-chloro-quinoxaline-8-oxy-acetate (cloquintocet), ethyl 1- (2,4-dichlorophenyl) -5-trichloromethyl-1H-1,2,4-triazole -3-carboxylate (penchlorazole-ethyl), ethyl 4,5-dihydro-5,5-diphenyl-3-isoxazole carboxylate (isoxadifen-ethyl), diethyl 1- (2,4 -Dichlorophenyl) -4,5-dihydro-5-methyl-1H-pyrazole-3,5-dicarboxylate (mefenpyr-diethyl) and 2,4-dichlorophenoxyacetic acid (2,4-D ) And derivatives thereof.             

놀랍게도, 본 발명에 따라, 하나이상의 상기 언급된 그룹 2의 활성 화합물과 함께, 일반식 (I)의 N-아릴-트리아졸린(티)온 또는 그의 염과 독성완화제/헤독제("그룹 3의 활성 화합물)"의 상기 정의된 활성 배합물이 유용한 작물에 대한 내약성 이외에, 제초활성이 특히 뛰어나며 각종 작물, 특히 보리, 옥수수, 벼 및 밀에서 잡초의 선택적인 잡초 방제를 위해 사용될 수 있음이 추가로 밝혀졌다.Surprisingly, according to the invention, together with at least one of the abovementioned active compounds of group 2, N-aryl-triazolin (thi) one of general formula (I) or salts thereof and a safener / detoxifier ("Group 3 of In addition to tolerability to useful crops, the active combinations of " active compounds " above are found to be particularly excellent in herbicidal activity and can be used for selective weed control of weeds in various crops, especially barley, corn, rice and wheat. lost.

놀랍게도, 제초활성 물질인 2,4-디클로로페녹시-아세트산(2,4-D) 및 그의 유도체는 상술된 독성완화제로 작용할 수 있음이 추가로 밝혀졌다.Surprisingly, it has further been found that the herbicidal substance 2,4-dichlorophenoxy-acetic acid (2,4-D) and its derivatives can act as the above safeners.

따라서, 특정 구체예는 또한 경우에 따라 하나이상의 상기 언급된 그룹 2의 활성 화합물과 함께, 한편으로 일반식 (I)의 화합물 및/또는 그의 염, 및 다른 한편으로 2,4-D 및/또는 그의 유도체를 포함하는 혼합물이다. 2,4-D의 대표적인 유도체는 예를 들어 그의 에스테르이다.Thus, certain embodiments may also optionally contain one or more of the abovementioned active compounds of group 2, on the one hand a compound of formula (I) and / or a salt thereof, and on the other hand 2,4-D and / or Mixtures containing derivatives thereof. Representative derivatives of 2,4-D are, for example, esters thereof.

화합물 디에틸 1-(2,4-디클로로페닐)-4,5-디하이드로-5-메틸-1H-피라졸-3,5-디카복실레이트(메펜피르-디에틸), 1-메틸-헥실 [(5-클로로-퀴놀리닐)옥시]아세테이트(클로퀸토셋-멕실) 및 에틸 1-(2,4-디클로로-페닐)-5-트리클로로메틸-1H-1,2,4-트리아졸-3-카복실레이트(펜클로라졸-에틸)는 각각 DE-A-39 39 503, EP-A-191 736 및 DE-A-35 25 205의 특허출원에 기술되어 있다. 2,4-D는 공지된 제초제이다.Compound Diethyl 1- (2,4-dichlorophenyl) -4,5-dihydro-5-methyl-1H-pyrazole-3,5-dicarboxylate (mefenpyr-diethyl), 1-methyl-hexyl [(5-chloro-quinolinyl) oxy] acetate (cloquintocet-mexyl) and ethyl 1- (2,4-dichloro-phenyl) -5-trichloromethyl-1H-1,2,4-triazole 3-carboxylates (penchlorazole-ethyl) are described in patent applications of DE-A-39 39 503, EP-A-191 736 and DE-A-35 25 205, respectively. 2,4-D is a known herbicide.

여기에서, 작물에 대한 제초제의 해로운 효과를 길항할 수 있는 공지된 독성완화제 또는 해약제중 다수중에서, 특히 상기 언급된 그룹 3의 활성 화합물이 잡초에 대한 제초효과에 불리한 영향을 미치지 않고, 경우에 따라 하나이상의 상기 언 급된 그룹 2의 활성 화합물과 배합된 일반식 (I)의 화합물 및 그의 염의 작물에 대한 해로운 효과를 실질적으로 완전히 중화시킨다는 것은 놀라운 일이다.Here, among a number of known safeners or pesticides that can antagonize the deleterious effects of herbicides on crops, in particular the active compounds of Group 3 mentioned above do not adversely affect the herbicidal effect on weeds, It is therefore surprising that it substantially completely neutralizes the deleterious effects on crops of the compounds of formula (I) and salts thereof in combination with one or more of the aforementioned active compounds of group 2 above.

여기에서는, 그룹 3의 특히 바람직한 배합 파트너의, 특히 보호 곡물, 예를 들어 밀, 보리 및 호밀에 대한 특히 유리한 효과가 강조될 수 있다.Here, the particularly advantageous effects of the particularly preferred formulation partners of group 3, in particular on protected grains such as wheat, barley and rye, can be emphasized.

본 발명에 따른 활성 배합물의 작물 상용성의 유리한 효과는 마찬가지로 특정 농도비에서 특히 매우 뛰어나다. 그러나, 활성 배합물중의 활성 화합물의 중량비는 비교적 넓은 범위내에서 변할 수 있다. 일반적으로, 일반식 (I)의 활성 화합물 또는 그의 염, 또는 그룹 2의 활성 화합물과의 그의 혼합물 1 중량부당 0.001 내지 1000 중량부, 바람직하게는 0.01 내지 100 중량부 및 특히 바람직하게는 0.1 내지 10 중량부의 작물 상용성을 개선시키는(해독제/독성완화제) 상기 (c)에 언급된 화합물중 하나가 존재한다.The advantageous effect of crop compatibility of the active combinations according to the invention is likewise particularly excellent at certain concentration ratios. However, the weight ratio of the active compound in the active combination can vary within a relatively wide range. Generally, 0.001 to 1000 parts by weight, preferably 0.01 to 100 parts by weight and particularly preferably 0.1 to 10 parts by weight per 1 part by weight of the active compound of formula (I) or a salt thereof or a mixture thereof with the active compound of group 2 There is one of the compounds mentioned in (c) above which improves crop compatibility by weight (detoxification / detoxification agent).

본 발명에 따라, 식물 전체 및 식물의 일부를 처리하는 것이 가능하다. 여기에서 식물이란 원하거나 원치않는 야생 식물 또는 작물(자연산 작물 포함)과 같은 모든 식물 및 식물 개체를 의미한다. 작물은 품종 보호권에 의해 보호될 수 있거나 보호될 수 없는 식물 품종 및 유전자이식(transgenic) 식물을 포함하여, 통상적인 육종 및 최적화 방법에 의해, 생물공학적 및 유전자공학 방법에 의해 또는 이들 방법을 조합하여 얻을 수 있는 식물일 수 있다. 식물의 일부란 식물의 모든 지상 및 지하 부분 및 기관, 예를 들어 싹, 잎, 꽃 및 뿌리를 의미하는 것으로서, 예를 들어 잎, 니들(needles), 줄기(stems), 대(trunks), 꽃, 과실-체, 과일, 종자, 뿌리, 괴경 및 뿌리 줄기가 언급될 수 있다. 식물의 일부는 또한 영양 및 생 식 번식 물질, 예를 들어 묘목, 괴경, 뿌리 줄기, 삽목 및 종자를 포함한다.According to the invention, it is possible to treat the whole plant and part of the plant. By plants is meant all plants and plant subjects, such as desired or unwanted wild plants or crops (including wild crops). Crops include plant varieties and transgenic plants that may or may not be protected by cultivar protection, by conventional breeding and optimization methods, by biotechnological and genetic engineering methods, or by combining these methods. It may be a plant obtainable. The part of a plant means all the ground and underground parts and organs of the plant, for example shoots, leaves, flowers and roots, for example leaves, needles, stems, trunks, flowers , Fruit-sieve, fruits, seeds, roots, tubers and rhizomes may be mentioned. Some of the plants also include nutritional and reproductive materials such as seedlings, tubers, rhizomes, cuttings and seeds.

본 발명에 따라 활성 화합물로 식물 및 식물의 일부를 처리하는 것은 직접 또는 통상의 처리방법에 따라, 예를 들어 침지, 분무, 증발, 분사, 산포, 솔질에 의해, 전파 물질, 특히 종자의 경우에는 일- 또는 다층 코팅에 의해 그의 환경, 서식지 또는 저장 영역에 작용시킴으로써 수행된다.Treatment of plants and parts of plants with the active compounds according to the invention is carried out directly or according to conventional treatment methods, for example by dipping, spraying, evaporating, spraying, scattering, brushing, in the case of propagating substances, in particular seed It is performed by acting on its environment, habitat or storage area by one- or multi-layer coating.

생명공학 또는 유전자공학 방법, 또는 이들 두 방법을 조합하여 수득한 식물중에서 소위 4-HPPD, EPSP 및/또는 PPO 억제제에 내성을 갖는 식물, 예를 들어 아쿠론(Acuron) 식물이 강조된다.Among plants obtained by biotechnological or genetic engineering methods, or a combination of these two methods, plants that are resistant to the so-called 4-HPPD, EPSP and / or PPO inhibitors, for example Acuron plants, are highlighted.

본 발명에 따른 활성 배합물은 예를 들어 하기 식물과 관련하여 사용될 수 있다:The active combinations according to the invention can be used, for example, in connection with the following plants:

하기 속의 쌍떡잎 잡초: 시나피스(Sinapis), 레피듐(Lepidium), 갈륨 (Galium), 스텔라리아(Stellaria), 마트리카리아(Matricaria), 안테미스 (Anthemis), 갈린소가(Galinsoga), 케노포듐(Chenopodium), 우르티카(Urtica), 세네시오(Senecio), 아마란투스(Amaranthus), 포르툴라카(Portulaca), 크산튬 (Xanthium), 콘볼불루스(Convolvulus), 이포모에아(Ipomoea), 폴리고눔 (Polygonum), 세스바니아(Sesbania), 암브로시아(Ambrosia), 시르슘(Cirsium), 카르두스(Carduus), 손쿠스(Sonchus), 솔라눔(Solanum), 로리파(Rorippa), 로탈라 (Rotala), 린데르니아(Lindernia), 라미움(Lamium), 베로니카(Veronica), 아부틸론 (Abutilon), 에멕스(Emex), 다투라(Datura), 비올라(Viola), 갈레옵시스 (Galeopsis), 파파베르(Papaver), 센타우레아(Centaurea), 트리폴리움(Trifolium ), 라눈쿨루스(Ranunculus) 및 타락사쿰(Taraxacum). To in the dicotyledonous weeds: Sina piece (Sinapis), Les pidyum (Lepidium), gallium (Galium), Stella Ria (Stellaria), Mart Rica Ria (Matricaria), Ante Miss (Anthemis), ground cattle (Galinsoga), Kane catapult Chenopodium , Urtica , Senecio , Amaranthus , Portulaca , Xanthium , Convolvulus , Ipomoea , Poly Polygonum (Polygonum), access Vania (Sesbania), Ambrosia (Ambrosia), unsealing syum (Cirsium), carboxylic Douce (Carduus), hand kusu (Sonchus), Solar num (Solanum), roripa (Rorippa), in Tallahassee (Rotala) , Lin der California (Lindernia), La hate (Lamium), Veronica (Veronica), Abu epothilone (Abutilon), the Mex (Emex), Datura (Datura), viola (viola), Gale option system (Galeopsis), Papa Papaver , Centaurea , Trifolium , Ranunculus and Taraxacum ).

하기 속의 쌍떡잎 작물: 고시피움(Gossypium), 글리시네(Glycine), 베타 (Beta), 다우쿠스(Daucus), 파세올루스(Phaseolus), 피숨(Pisum), 솔라눔 (Solanum), 리눔(Linum), 이포모에아(Ipomoea), 비시아(Vicia), 니코티아나 (Nicotiana), 리코퍼시콘(Lycopersicon), 아라키스(Arachis), 브라시카(Brassica ), 락투카(Lactuca), 쿠쿠미스(Cucumis) 및 쿠쿠르비타(Cucurbita). To the genus dicotyledonous crops: Notice europium (Gossypium), glycidyl cine (Glycine), Beta (Beta), Dow kusu (Daucus), Pace come loose (Phaseolus), pisum (Pisum), Solar num (Solanum), rinum (Linum) , Ipomoea , Vicia , Nicotiana , Lycopersicon , Arachis , Brassica , Lactuca , Cucumis And Cucurbita .

하기 속의 외떡잎 잡초: 에키노클로아(Echinochloa), 세타리아(Setaria), 파니쿰(Panicum), 디기타리아(Digitaria), 플레움(Phleum), 포아(Poa), 페스투카 (Festuca), 엘레우신(Eleusin), 브라키아리아(Brachiaria), 롤리움(Lolium), 브로무스(Bromus), 아베나(Avena), 사이페루스(Cyperus), 소르굼(Sorghum), 아그로피론 (Agropyron), 시노돈(Cynodon), 모노코리아(Monochoria), 핌브리스틸리스 (Fimbristylis), 사기타리아(Sagittaria), 엘레오카리스(Eleocharis), 쉬르푸스 (Scirpus), 파스팔룸(Paspalum), 이스카에뭄(Ischaemum), 스페노클레아 (Sphenoclea), 닥틸로크테니움(Dactyloctenium), 아그로스티스(Agrostis), 알로페쿠루스(Alopecurus), 아페라(Apera) 및 팔라리스 (Phalaris). Monocotyledonous weeds in the following genus : Echinochloa , Setaria , Panicum , Digitaria , Phleum , Poa , Festuca , Ele Eleusin , Brachiaria , Lolium , Bromus , Avena , Cyperus , Sorghum , Agropyron , Sinodon ( Cynodon ), Monochoria , Fimbristylis , Sagittaria , Eleocharis , Scirpus , Paspalum , Ischaemum , Spain no nuclease (Sphenoclea), daktil lock'll help (Dactyloctenium), Agrobacterium seutiseu (Agrostis), allo page kuruseu (Alopecurus), ahpera (Apera) and Palladium-less (Phalaris).

하기 속의 외떡잎 작물: 오리자(Oryza), 제아(Zea), 트리티쿰(Triticum), 호르데움(Hordeum), 아베나(Avena), 세칼레(Secale), 소르굼(Sorghum), 파니쿰 (Panicum), 사카룸(Saccharum), 아나나스(Ananas), 아스파라구스(Asparagus) 및 알리움(Allium). To the genus monocotyledonous crops: Duck Party (Oryza), ZE (Zea), tree tikum (Triticum), Johor deum (Hordeum), ABE or (Avena), three-Calais (Secale), sorbitol gum (Sorghum), Trapani Qom (Panicum ), Saccharomyces Room (Saccharum), Ananas (Ananas), aspartate Goose (Asparagus) and Allium (Allium).

그러나, 본 발명에 따른 활성 배합물의 용도는 상기 속에 전혀 제한되지 않 으며, 또한 동일한 방식으로 다른 식물들에까지 확대된다.However, the use of the active combinations according to the invention is not limited at all in the above, but also extends to other plants in the same way.

활성 배합물은 용액제, 유제, 수화성 분제, 현탁제, 분제, 산제, 페이스트, 가용성 분제, 과립제, 현탁액-유제 농축액, 활성 화합물로 함침된 천연 및 합성물질, 및 중합물질 중의 극미세 캅셀과 같은 통상의 제제로 전환시킬 수 있다.Active formulations include solutions, emulsions, water-soluble powders, suspensions, powders, powders, pastes, soluble powders, granules, suspension-emulsion concentrates, natural and synthetic materials impregnated with the active compounds, and microcapsules in polymeric materials. It may be converted to a conventional formulation.

이들 제제는 공지된 방법으로, 예를 들어, 임의로 계면활성제, 즉 유화제 및/또는 분산제 및/또는 포움-형성제를 사용하여 활성 화합물을 증량제, 즉 액체 용매 및/또는 고형 담체와 혼합하여 제조한다.These formulations are prepared by known methods, for example by mixing the active compounds with extenders, ie liquid solvents and / or solid carriers, optionally using surfactants, ie emulsifiers and / or dispersants and / or foam-forming agents. .

사용된 증량제가 물인 경우에는, 예를 들어 유기용매를 또한 보조 용매로 사용할 수 있다. 적합한 액체 용매는, 주로 크실렌, 톨루엔 또는 알킬나프탈렌과 같은 방향족 화합물, 클로로벤젠, 클로로에틸렌 또는 메틸렌 클로라이드와 같은 염소화 방향족 또는 염소화 지방족 탄화수소, 사이클로헥산 또는 파라핀, 예를 들어, 석유 분획물, 광유 및 식물유와 같은 지방족 탄화수소, 부탄올 또는 글리콜과 같은 알콜 및 이들의 에테르 및 에스테르, 아세톤, 메틸 에틸 케톤, 메틸 이소부틸 케톤 또는 사이클로헥사논과 같은 케톤, 디메틸포름아미드 및 디메틸설폭사이드와 같은 강한 극성 용매 뿐만 아니라 물이다. If the extender used is water, for example organic solvents can also be used as auxiliary solvents. Suitable liquid solvents are mainly aromatic compounds such as xylene, toluene or alkylnaphthalene, chlorinated aromatic or chlorinated aliphatic hydrocarbons such as chlorobenzene, chloroethylene or methylene chloride, cyclohexane or paraffins such as petroleum fractions, mineral oils and vegetable oils Strong polar solvents such as aliphatic hydrocarbons, alcohols such as butanol or glycol and ethers and esters thereof, ketones such as acetone, methyl ethyl ketone, methyl isobutyl ketone or cyclohexanone, dimethylformamide and dimethylsulfoxide, as well as water .

적합한 고형 담체는 예를 들어 암모늄염 및 카올린, 점토, 활석, 쵸크, 석영, 아타펄기트, 몬트모릴로나이트 또는 규조토와 같은 분쇄된 천연 광물, 및 미분 실리카, 알루미나 및 실리케이트와 같은 분쇄된 합성 광물이다. 적합한 과립제용 고형 담체는 예를 들어 방해석, 대리석, 경석, 해포석 및 백운석과 같은 분쇄 및 분류된 천연 암석, 및 무기 및 유기 가루의 합성 과립, 및 톱밥, 코코넛 껍질, 옥 수수 속대 및 담배줄기와 같은 유기물질의 과립이다. 적합한 유화제 및/또는 포움-형성제는 예를 들어 비이온성 및 음이온성 유화제, 예를 들어 폴리옥시에틸렌 지방산 에스테르, 알킬아릴 폴리글리콜 에테르와 같은 폴리옥시에틸렌 지방 알콜 에테르, 알킬설포네이트, 알킬설페이트, 아릴설포네이트 및 단백질 가수분해물이다. 적합한 분산제는 예를 들어 리그닌-설파이트 폐액 및 메틸셀룰로오즈이다.Suitable solid carriers are, for example, ammonium salts and ground natural minerals such as kaolin, clay, talc, chalk, quartz, attapulgite, montmorillonite or diatomaceous earth, and ground synthetic minerals such as finely divided silica, alumina and silicates. . Suitable granular solid carriers are, for example, pulverized and classified natural rocks such as calcite, marble, pumice, calcite and dolomite, and synthetic granules of inorganic and organic powders, and sawdust, coconut husks, corn cobs and tobacco stems. Granules of organic matter. Suitable emulsifiers and / or foam-forming agents are for example nonionic and anionic emulsifiers, for example polyoxyethylene fatty alcohol ethers such as polyoxyethylene fatty acid esters, alkylaryl polyglycol ethers, alkylsulfonates, alkylsulfates, Arylsulfonates and protein hydrolysates. Suitable dispersants are for example lignin-sulfite waste liquors and methylcellulose.

접착제, 예를 들어 카복시메틸셀룰로오즈, 아라비아고무, 폴리비닐 알콜 및 폴리비닐 아세테이트와 같은 분말, 과립 또는 라텍스 형태의 천연 및 합성 중합체, 및 세팔린 및 레시틴과 같은 천연 인지질, 및 합성 인지질이 제제에 사용될 수 있다. 그밖의 가능한 첨가제는 광유 및 식물유이다.Adhesives such as carboxymethylcellulose, gum arabic, polyvinyl alcohol and powders such as polyvinyl acetate, natural and synthetic polymers in the form of granules or latex, and natural phospholipids such as cephalin and lecithin, and synthetic phospholipids may be used in the formulation. Can be. Other possible additives are mineral and vegetable oils.

착색제, 예를 들어 산화철, 산화티탄 및 프루시안 블루 등의 무기안료, 및 알리자린 염료, 아조 염료 및 금속 프탈로시아닌 염료 등의 유기염료 및 철, 망간, 붕소, 구리, 코발트, 몰리브덴 및 아연의 염과 같은 미량 영양소를 사용할 수도 있다.Colorants such as inorganic pigments such as iron oxide, titanium oxide and prussian blue, and organic dyes such as alizarin dyes, azo dyes and metal phthalocyanine dyes and salts of iron, manganese, boron, copper, cobalt, molybdenum and zinc Micronutrients can also be used.

제제는 일반적으로 0.1 내지 95 중량％, 바람직하게는 0.5 내지 90 중량％의 활성 화합물을 함유한다.The formulations generally contain 0.1 to 95% by weight, preferably 0.5 to 90% by weight of active compound.

일반적으로, 본 발명에 따른 활성 배합물은 즉석 믹스(ready mix)의 형태로 적용된다. 그러나, 활성 배합물이 포함하는 활성 화합물은 또한 개별적으로 제제화되어 사용시 혼합되는데, 즉 탱크 믹스(tank mix)의 형태로 적용된다.In general, the active combinations according to the invention are applied in the form of ready mixes. However, the active compounds included in the active combinations are also formulated separately and mixed upon use, ie applied in the form of a tank mix.

신규 활성 배합물은 그 자체로 또는 그의 제제 형태로 공지된 제초제와의 혼합물로서 사용될 수 있으며, 즉석 믹스 또는 탱크 믹스가 가능하다. 이들은 또한 살진균제, 살충제, 살비제, 살선충제, 조류 기피제, 성장 물질, 식물 영양제 및 토양주고 개선제와 같은 다른 공지된 활성 화합물과 혼합될 수도 있다. 특정 적용 목적을 위해, 특히 발아후 적용되는 경우, 제제중에 추가의 첨가제로서 식물에 상용성인 광유 또는 식물유(예를 들어 시판 제품 "Oleo Dupont 11E") 또는 암모늄염, 예를 들면 황산암모늄 또는 티오시안산암모늄을 함침시키는 것이 또한 유리할 수 있다.The new active formulations can be used on their own or in admixture with known herbicides in the form of their formulations, and instant mixes or tank mixes are possible. They may also be mixed with other known active compounds such as fungicides, insecticides, acaricides, nematicides, algal repellents, growth substances, plant nutrients and soil giving improvers. For specific application purposes, especially when applied after germination, mineral oils or vegetable oils (eg commercially available "Oleo Dupont 11E") or ammonium salts, for example ammonium sulfate or thiocyanic acid, which are compatible with plants as additional additives in the formulation Impregnation with ammonium may also be advantageous.

신규 활성 배합물은 그 자체로, 그의 제제 형태로 또는 추가의 희석에 의해 이들로부터 제조된 사용형태, 예를 들어 즉시 사용형 용액, 현탁제, 유제, 분제, 페이스트 및 과립제로 사용될 수 있다. 이들은 통상적인 방법으로, 예를 들어 살수, 분무, 연무(atomizing), 산포 또는 살포(scattering)에 의해 사용된다.The novel active formulations can be used on their own, in the form of their preparations or by further dilution, for use forms such as ready-to-use solutions, suspensions, emulsions, powders, pastes and granules. They are used in conventional manner, for example by watering, spraying, atomizing, scattering or scattering.

본 발명에 따른 활성 배합물은 식물의 출현전 후, 즉 발아 전이나 후 모두에 적용될 수 있다. 이들을 파종전에 토양에 혼입시킬 수도 있다.The active combinations according to the invention can be applied both before and after the emergence of plants, ie before or after germination. They can also be incorporated into the soil before sowing.

본 발명에 따른 신규 활성 배합물의 우수한 제초 활성은 이후 실시예로 입증된다. 개별 활성 화합물이 제초 활성에 있어서 미약한 반면, 배합물은 예외없이 잡초에 대해 단순히 합한 효과 이상의 매우 우수한 활성을 나타낸다.The excellent herbicidal activity of the novel active combinations according to the invention is demonstrated in the examples below. While the individual active compounds are weak in herbicidal activity, the combinations, without exception, exhibit very good activity beyond the simply combined effect on weeds.

활성 배합물의 제초 활성이 개별적으로 적용된 활성 화합물의 활성을 능가하는 경우 제초제의 상승적 효과가 항상 존재한다.There is always a synergistic effect of herbicides when the herbicidal activity of the active combinations exceeds the activity of the individually applied active compounds.

두 제초제의 주어진 배합물에 대한 예상 활성은 다음과 같이 산정될 수 있다(참조: COLBY, S.R., "Calculating synergistic and antagonistic responses of herbicide combinations", Weeds 15, pages 20-22, 1967): The expected activity for a given combination of two herbicides can be estimated as follows (COLBY, S.R., "Calculating synergistic and antagonistic responses of herbicide combinations", Weeds 15, pages 20-22, 1967):             

E = X + Y - (X ×Y/100)E = X + Y-(X × Y / 100)

상기 식에서,Where

X는 제초제 A(일반식 (I)의 활성 화합물)를 p ㎏/㏊의 적용비율로 적용한 경우 손상율(%)이고,X is the damage rate (%) when the herbicide A (active compound of formula (I)) is applied at an application rate of p kg / dl,

Y는 제초제 B를 (일반식 (II)의 활성 화합물)를 q ㎏/㏊의 적용비율로 적용한 경우 손상율(%)이며,Y is the damage rate (%) when the herbicide B (the active compound of formula (II)) is applied at an application rate of q kg / dl,

E는 제초제 A 및 B를 p 및 q ㎏/㏊의 적용비율로 적용한 경우 예상되는 손상율이다.E is the expected damage rate when the herbicides A and B were applied at p and q kg / dl.

실질적인 손상율이 계산된 값을 초과하는 경우, 배합물의 활성은 상가적(superadditive)이며, 즉 상승 효과가 존재한다.If the substantial damage rate exceeds the calculated value, the activity of the combination is superadditive, ie there is a synergistic effect.

Claims (9)

(a) 활성 화합물 2-(4-티오카바모일-2-플루오로-5-에틸설포닐아미노페닐)-4-메틸-5-트리플루오로메틸-2,4-디하이드로-3H-1,2,4-트리아졸-3-온 및(a) active compound 2- (4-thiocarbamoyl-2-fluoro-5-ethylsulfonylaminophenyl) -4-methyl-5-trifluoromethyl-2,4-dihydro-3H-1, 2,4-triazol-3-one and (b) 설포닐우레아 및 트리아졸로피리미딘으로 구성된 그룹으로부터 선택된 적어도 하나의 화합물을 포함하는 활성 배합물을 함유함을 특징으로 하는 제초제 조성물.(b) a herbicide composition comprising an active combination comprising at least one compound selected from the group consisting of sulfonylureas and triazolopyrimidines. 제 1 항에 있어서, 설포닐우레아가 아미도설푸론, 아짐설푸론, 벤설푸론-메틸, 클로리무론-에틸, 클로르설푸론, 시노설푸론, 사이클로설파무론, 에톡시설푸론, 플루피르설푸론-메틸-소듐, 할로설푸론-메틸, 이마조설푸론, 메트설푸론-메틸, 니코설푸론, 옥사설푸론, 프리미설푸론-메틸, 프로설푸론, 피라조설푸론-에틸, 림설푸론, 설포설푸론, 티펜설푸론-메틸, 트리아설푸론, 트리베누론-메틸, 트리플루설푸론-메틸 및 2-[[[[(4,6-디메톡시-2-피리미디닐)아미노]카보닐]아미노]설포닐]-4-[[(메틸설포닐)아미노]메틸]-메틸 벤조에이트로 구성된 그룹으로부터 선택됨을 특징으로 하는 조성물. The method of claim 1, wherein the sulfonylurea is amidosulfuron, azimsulfuron, bensulfuron-methyl, chlorimuron-ethyl, chlorsulfuron, cynosulfuron, cyclosulfuron, ethoxysulfuron, flupyrsulfuron- Methyl-sodium, halosulfuron-methyl, imazosulfuron, metsulfuron-methyl, nicosulfuron, oxasulfuron, primisulfuron-methyl, prosulfuron, pyrazosulfuron-ethyl, rimsulfuron, sulfosulfuron , Thifensulfuron-methyl, triasulfuron, tribenuron-methyl, triflusulfuron-methyl and 2-[[[[(4,6-dimethoxy-2-pyrimidinyl) amino] carbonyl] amino] Sulfonyl] -4-[[(methylsulfonyl) amino] methyl] -methyl benzoate. 제 1 항에 있어서, 트리아졸로피리미딘이 클로란설람-메틸, 디클로설람, 플로라설람, 플루메트설람 및 메토설람으로 구성된 그룹으로부터 선택됨을 특징으로 하는 조성물. The composition of claim 1, wherein the triazolopyrimidine is selected from the group consisting of chloransullam-methyl, diclosullam, florasullam, flumetsulam, and metosullam. 제 1 항에 있어서, 추가로 The method of claim 1 further comprising (c) α-(1,3-디옥솔란-2-일-메톡스이미노)-페닐아세토니트릴(옥사베트리닐), α-(시아노-메톡스이미노)-페닐아세토니트릴(시오메트리닐), 4-클로로-N-(1,3-디옥솔란-2-일-메톡시)-α-트리플루오로-아세토펜옥심(플룩소페님), 4,6-디클로로-2-페닐-피리미딘(펜클로림), 4-디클로로아세틸-3,4-디하이드로-3-메틸-2H-1,4-벤족사진 (베녹사코르), 1-메틸-헥실 5-클로로-퀴녹살린-8-옥시-아세테이트(클로퀸토셋), 2,2-디클로로-N-(2-옥소-2-(2-프로페닐아미노)-에틸)-N-(2-프로페닐)-아세트아미드(DKA-24), 1,8-나프탈산 무수물, 에틸 1-(2,4-디클로로-페닐)-5-트리클로로메틸-1H-1,2,4-트리아졸-3-카복실레이트(펜클로라졸-에틸), 페닐메틸 2-클로로-4-트리플루오로메틸-티아졸-5-카복실레이트(플루라졸), 3-디클로로아세틸-5-(2-푸라닐)-2,2-디메틸-옥사졸리딘(프릴라졸, MON-13900), 4-디클로로아세틸-1-옥사-4-아자-스피로[4.5]-데칸(AD-67), 2-디클로로메틸-2-메틸-1,3-디옥솔란(MG-191), 2,2-디클로로-N-(1,3-디옥솔란-2-일-메틸)-N-(2-프로페닐)-아세트아미드(PPG-1292), 2,2-디클로로-N,N-디-2-프로페닐-아세트아미드(디클로르미드), N-(4-메틸-페닐)-N'-(1-메틸 -1-페닐-에틸)-우레아(딤론), 1-디클로로아세틸-헥사하이드로-3,3,8a-트리메틸피롤로[1,2-a]-피리미딘-6(2H)-온(BAS-145138), N-(2-메톡시-벤조일)-4-(메틸아미노카보닐아미노)-벤젠설폰아미드, 에틸 4,5-디하이드로-5,5-디페닐-3-이속사졸카복실레이트(이속사디펜-에틸), 디에틸 1-(2,4-디클로로페닐)-4,5-디하이드로-5-메틸-1H-피라졸-3,5-디카복실레이트(메펜피르-디에틸) 및 2,4-디클로로페녹시아세트산(2,4-D) 및 그의 유도체로 구성된 그룹 중에서 선택된 적어도 하나의 작물-상용성 (compatibility)-개선 화합물을 함유함을 특징으로 하는 조성물.(c) α- (1,3-dioxolan-2-yl-methoximino) -phenylacetonitrile (oxabetrinyl), α- (cyano-methoximino) -phenylacetonitrile (thiometry ), 4-chloro-N- (1,3-dioxolan-2-yl-methoxy) -α-trifluoro-acetophenoxime (fluxopenim), 4,6-dichloro-2-phenyl -Pyrimidine (fenchlorim), 4-dichloroacetyl-3,4-dihydro-3-methyl-2H-1,4-benzoxazine (benoxacor), 1-methyl-hexyl 5-chloro-quinoxaline -8-oxy-acetate (cloquintocet), 2,2-dichloro-N- (2-oxo-2- (2-propenylamino) -ethyl) -N- (2-propenyl) -acetamide ( DKA-24), 1,8-naphthalic anhydride, ethyl 1- (2,4-dichloro-phenyl) -5-trichloromethyl-1H-1,2,4-triazole-3-carboxylate (penchlora Sol-ethyl), phenylmethyl 2-chloro-4-trifluoromethyl-thiazole-5-carboxylate (flurazole), 3-dichloroacetyl-5- (2-furanyl) -2,2-dimethyl- Oxazolidine (prilazole, MON-13900), 4-dichloroacetyl- 1-oxa-4-aza-spiro [4.5] -decane (AD-67), 2-dichloromethyl-2-methyl-1,3-dioxolane (MG-191), 2,2-dichloro-N- ( 1,3-dioxolan-2-yl-methyl) -N- (2-propenyl) -acetamide (PPG-1292), 2,2-dichloro-N, N-di-2-propenyl-acetamide (Dichloromide), N- (4-methyl-phenyl) -N '-(1-methyl-1-phenyl-ethyl) -urea (dimron), 1-dichloroacetyl-hexahydro-3,3,8a- Trimethylpyrrolo [1,2-a] -pyrimidin-6 (2H) -one (BAS-145138), N- (2-methoxy-benzoyl) -4- (methylaminocarbonylamino) -benzenesulfonamide , Ethyl 4,5-dihydro-5,5-diphenyl-3-isoxazole carboxylate (isoxadifen-ethyl), diethyl 1- (2,4-dichlorophenyl) -4,5-dihydro- At least one selected from the group consisting of 5-methyl-1H-pyrazole-3,5-dicarboxylate (mefenpyr-diethyl) and 2,4-dichlorophenoxyacetic acid (2,4-D) and derivatives thereof Characterized by containing crop-compatibility-enhancing compounds Composition. 제 4 항에 있어서, 작물-상용성-개선 화합물이 1-메틸-헥실 5-클로로-퀴녹살린-8-옥시-아세테이트(클로퀸토셋), 에틸 1-(2,4-디클로로-페닐)-5-트리클로로메틸-1H-1,2,4-트리아졸-3-카복실레이트(펜클로라졸-에틸), 에틸 4,5-디하이드로-5,5-디페닐-3-이속사졸카복실레이트(이속사디펜-에틸), 디에틸 1-(2,4-디클로로페닐)-4,5-디하이드로-5-메틸-1H-피라졸-3,5-디카복실레이트(메펜피르-디에틸) 및 2,4-디클로로페녹시아세트산(2,4-D) 및 그의 유도체로 구성된 그룹 중에서 선택됨을 특징으로 하는 조성물.The compound according to claim 4, wherein the crop-compatibility-improving compound is 1-methyl-hexyl 5-chloro-quinoxaline-8-oxy-acetate (cloquintocet), ethyl 1- (2,4-dichloro-phenyl)- 5-trichloromethyl-1H-1,2,4-triazole-3-carboxylate (penchlorazole-ethyl), ethyl 4,5-dihydro-5,5-diphenyl-3-isoxazole carboxylate (Isoxadifen-ethyl), diethyl 1- (2,4-dichlorophenyl) -4,5-dihydro-5-methyl-1H-pyrazole-3,5-dicarboxylate (mefenpyr-diethyl ) And 2,4-dichlorophenoxyacetic acid (2,4-D) and derivatives thereof. 삭제delete 삭제delete 제 1 항에 있어서, 활성 화합물 (a) 1 중량부당 0.01 내지 1000 중량부의 화합물 (b)가 존재함을 특징으로 하는 조성물.A composition according to claim 1, wherein 0.01 to 1000 parts by weight of compound (b) is present per 1 part by weight of active compound (a). 제 1 항에 따른 조성물을 원치않는 식물 또는 그의 서식지에 적용하는 단계를 포함함을 특징으로 하여 원치않는 식물을 방제하는 방법.A method of controlling unwanted plants, comprising applying the composition according to claim 1 to an unwanted plant or its habitat.
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