KR20080071928A - 소수성 농약 활성 화합물을 함유하는 액체 농약 조성물 - Google Patents
소수성 농약 활성 화합물을 함유하는 액체 농약 조성물 Download PDFInfo
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- KR20080071928A KR20080071928A KR1020080009577A KR20080009577A KR20080071928A KR 20080071928 A KR20080071928 A KR 20080071928A KR 1020080009577 A KR1020080009577 A KR 1020080009577A KR 20080009577 A KR20080009577 A KR 20080009577A KR 20080071928 A KR20080071928 A KR 20080071928A
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- South Korea
- Prior art keywords
- compound
- polyoxyethylene
- polyoxyethylene polyoxypropylene
- weight
- pesticide
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- 150000001875 compounds Chemical class 0.000 title claims abstract description 95
- 239000007788 liquid Substances 0.000 title claims abstract description 55
- 230000002209 hydrophobic effect Effects 0.000 title claims abstract description 26
- 239000012872 agrochemical composition Substances 0.000 title abstract description 16
- -1 alkyl phenol Chemical compound 0.000 claims abstract description 53
- 229920002503 polyoxyethylene-polyoxypropylene Polymers 0.000 claims abstract description 48
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 37
- 229920003171 Poly (ethylene oxide) Polymers 0.000 claims abstract description 32
- UYAAVKFHBMJOJZ-UHFFFAOYSA-N diimidazo[1,3-b:1',3'-e]pyrazine-5,10-dione Chemical compound O=C1C2=CN=CN2C(=O)C2=CN=CN12 UYAAVKFHBMJOJZ-UHFFFAOYSA-N 0.000 claims abstract description 30
- 229940116423 propylene glycol diacetate Drugs 0.000 claims abstract description 30
- CYSGHNMQYZDMIA-UHFFFAOYSA-N 1,3-Dimethyl-2-imidazolidinon Chemical compound CN1CCN(C)C1=O CYSGHNMQYZDMIA-UHFFFAOYSA-N 0.000 claims abstract description 28
- 229920001400 block copolymer Polymers 0.000 claims abstract description 23
- 239000002736 nonionic surfactant Substances 0.000 claims abstract description 20
- 239000003945 anionic surfactant Substances 0.000 claims abstract description 15
- 239000004359 castor oil Substances 0.000 claims abstract description 15
- 235000019438 castor oil Nutrition 0.000 claims abstract description 15
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 claims abstract description 15
- 150000005215 alkyl ethers Chemical class 0.000 claims abstract description 12
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical compound C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 claims abstract description 12
- 238000007865 diluting Methods 0.000 claims abstract description 5
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims abstract description 5
- 125000005037 alkyl phenyl group Chemical group 0.000 claims abstract description 4
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 claims abstract description 3
- 229920001214 Polysorbate 60 Polymers 0.000 claims abstract description 3
- 235000014113 dietary fatty acids Nutrition 0.000 claims abstract description 3
- 239000000194 fatty acid Substances 0.000 claims abstract description 3
- 229930195729 fatty acid Natural products 0.000 claims abstract description 3
- 239000000575 pesticide Substances 0.000 claims description 101
- 239000000203 mixture Substances 0.000 claims description 66
- 239000000243 solution Substances 0.000 claims description 46
- 238000010790 dilution Methods 0.000 claims description 13
- 239000012895 dilution Substances 0.000 claims description 13
- 238000002360 preparation method Methods 0.000 abstract description 4
- 239000003905 agrochemical Substances 0.000 abstract description 3
- 230000002363 herbicidal effect Effects 0.000 description 75
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- 229940125807 compound 37 Drugs 0.000 description 17
- OOCMUZJPDXYRFD-UHFFFAOYSA-L calcium;2-dodecylbenzenesulfonate Chemical compound [Ca+2].CCCCCCCCCCCCC1=CC=CC=C1S([O-])(=O)=O.CCCCCCCCCCCCC1=CC=CC=C1S([O-])(=O)=O OOCMUZJPDXYRFD-UHFFFAOYSA-L 0.000 description 16
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- 239000012456 homogeneous solution Substances 0.000 description 9
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- 229940125782 compound 2 Drugs 0.000 description 7
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- 230000008635 plant growth Effects 0.000 description 6
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- OVSKIKFHRZPJSS-UHFFFAOYSA-N 2,4-D Chemical compound OC(=O)COC1=CC=C(Cl)C=C1Cl OVSKIKFHRZPJSS-UHFFFAOYSA-N 0.000 description 5
- 230000000052 comparative effect Effects 0.000 description 5
- 229940125904 compound 1 Drugs 0.000 description 5
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- KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 description 4
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- YJLIKUSWRSEPSM-WGQQHEPDSA-N (2r,3r,4s,5r)-2-[6-amino-8-[(4-phenylphenyl)methylamino]purin-9-yl]-5-(hydroxymethyl)oxolane-3,4-diol Chemical compound C=1C=C(C=2C=CC=CC=2)C=CC=1CNC1=NC=2C(N)=NC=NC=2N1[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O YJLIKUSWRSEPSM-WGQQHEPDSA-N 0.000 description 3
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Classifications
-
- 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
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/50—1,3-Diazoles; Hydrogenated 1,3-diazoles
-
- 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
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/02—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests containing liquids as carriers, diluents or solvents
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
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- A—HUMAN NECESSITIES
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- A01N43/84—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms six-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,4
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Abstract
본 발명은 하기를 포함하는 액체 농약 조성물을 제공한다:
0.5 내지 30 중량% 의 소수성 농약 활성 화합물;
폴리옥시에틸렌 폴리옥시프로필렌 블록 공중합체 등으로 이루어진 군으로부터 선택된 1 내지 20 중량% 의 비이온성 계면활성제;
0 내지 10 중량% 의 음이온성 계면활성제;
6 내지 60 중량% 의 프로필렌 글리콜 디아세테이트; 및
20 내지 75 중량% 의 1,3-디메틸-2-이미다졸리디논.
Description
본 발명은 소수성 농약 활성 화합물을 함유하는 액체 농약 조성물에 관한 것이다.
소수성 농약 활성 화합물을 함유하는 액체 농약 제제의 대표적인 예는 유탁액 및 유동액을 포함한다. 유탁액 및 유동액이 분무되는 경우, 이들은 다량의 물로 희석됨으로써 물희석 (water-diluted) 용액으로서 사용된다. 상기 물희석 용액에 있어서, 소수성 농약 활성 화합물은 미세 오일 방울 또는 고체 입자가 물에서 계면활성제의 작용에 의해 분산되는 것으로, 상기 상태가 열역학적으로 불안정 상태이기 때문에, 소수성 농약 활성 화합물을 함유하는 오일 방울이 시간에 따라 분리되고, 소수성 농약 활성 화합물이 고체인 경우, 고체 입자는 일부 경우 침전 및 침강된다.
JP 2003-128501 A 에는 소수성 농약 화합물인 퀴잘로포프(quizalofop)-p-에틸, 폴리옥시에틸렌스티릴 페닐 에테르, 도데실벤젠 술폰산염, 솔베소 (Solvesso) 200 및 1,3-디메틸-2-이미다졸리디논을 함유하는 액체 농약 제제가 기재되어 있지 만, 상기 액체 농약 제제는 물희석 상태에서 반드시 안정한 것은 아니다.
상기 상황 하에서, 본 발명자들은 물희석 상태에서 안정한 소수성 농약 활성 화합물을 함유하는 액체 농약 제제를 수득하기 위해 연구하였다. 결국, 본 발명을 완성하였다.
즉, 본 발명은 하기를 제공한다:
(1) 하기를 포함하는 액체 농약 조성물:
0.5 내지 30 중량% 의 하나 이상의 소수성 농약 활성 화합물;
1 내지 20 중량% 의 하기 (A) 군으로부터 선택된 하나 이상의 비이온성 계면활성제;
0 내지 10 중량% 의 하나 이상의 음이온성 계면활성제;
6 내지 60 중량% 의 프로필렌 글리콜 디아세테이트; 및
20 내지 75 중량% 의 1,3-디메틸-2-이미다졸리디논,
(A) 군:
폴리옥시에틸렌 폴리옥시프로필렌 블록 공중합체,
폴리옥시에틸렌 폴리옥시프로필렌 알킬 에테르,
폴리옥시에틸렌 폴리옥시프로필렌 알킬 페놀,
폴리옥시에틸렌 폴리옥시프로필렌 폴리스티릴 페닐 에테르,
폴리옥시에틸렌 폴리옥시프로필렌 피마자유,
폴리옥시에틸렌 알킬 에테르,
폴리옥시에틸렌 알킬 페닐 에테르,
폴리옥시에틸렌 폴리스티릴 페닐 에테르,
폴리옥시에틸렌 피마자유,
폴리옥시에틸렌 수소화 피마자유,
폴리옥시에틸렌 소르비탄 지방산 에스테르, 및
폴리옥시에틸렌 지방족 알콜;
(2) 상기 (1) 에 있어서, 비이온성 계면활성제가 하기 (B) 군으로부터 선택되는 비이온성 계면활성제인 액체 농약 조성물,
(B) 군:
폴리옥시에틸렌 폴리옥시프로필렌 블록 공중합체,
폴리옥시에틸렌 폴리옥시프로필렌 알킬 에테르,
폴리옥시에틸렌 폴리옥시프로필렌 알킬 페놀,
폴리옥시에틸렌 폴리옥시프로필렌 폴리스티릴 페닐 에테르, 및
폴리옥시에틸렌 폴리옥시프로필렌 피마자유;
(3) 상기 (1) 또는 (2) 에 있어서, 비이온성 계면활성제가 폴리옥시에틸렌 폴리옥시프로필렌 블록 공중합체인 액체 농약 조성물;
(4) 상기 (1) 내지 (3) 중 어느 하나에 있어서, 음이온성 계면활성제의 양이 1 내지 10 중량% 범위인 액체 농약 조성물;
(5) 상기 (4) 에 있어서, 음이온성 계면활성제가 알킬벤젠술포네이트인 액체 농약 조성물; 및
(6) 상기 (1) 내지 (5) 중 어느 하나에 따른 액체 농약 조성물을 10 내지 10,000 배 양의 물로 희석시킴으로써 수득되는 물희석 용액.
본 발명의 액체 농약 조성물 (이후, 때때로, 본 액체 농약 조성물로 언급됨) 은 물희석 상태에서 안정하다.
하기와 같이, 본 발명의 액체 농약 조성물은 매우 안정한 물희석 상태를 가지며, 농약 활성 화합물을 함유하는 제제로서 유용하다.
본 발명에 있어서, 소수성 농약 활성 화합물은, 물에서 불용성이거나 또는 거의 가용성이 아니고, 25 ℃ 에서 물이 사용되는 경우, 통상 0.5 g/L 이하, 바람직하게는 0.1 g/L 이하의 물에 대한 용해도를 가지며, 25 ℃ 에서 고체 또는 액체중 임의의 형태를 가질 수 있는 농약 활성 화합물을 의미한다.
농약 활성 화합물의 예는 제초 활성 화합물, 살균 활성 화합물, 살충 (살비) 활성 화합물, 및 식물 성장 조절 화합물을 포함하고, 예를 들어, 하기 화합물이 구체적으로 예시될 수 있다.
제초 활성 화합물로서, 예는 하기를 포함한다:
디카르복시이미드 제초 활성 화합물: 플루미클로락-펜틸 (Flumiclorac-pentyl) [제초 화합물 1], 플루미옥사진 (Flumioxazin) [제초 화합물 2], 시니돈-에틸 (Cinidon-ethyl) [제초 화합물 3] 등;
피리다지논계 제초 활성 화합물: 플루펜피르-에틸 (Flufenpyr-ethyl) [제초 화합물 4], 브롬피라존 (Brompyrazone) [제초 화합물 5] 등;
우라실계 제초 활성 화합물: 부타페나실 (Butafenacil) [제초 화합물 6], 브로마실 (Bromacil) [제초 화합물 7], 플루프로파실 (Flupropacil) [제초 화합물 8], 벤조펜디존 (Benzofendizone) [제초 화합물 9] 등;
트리아졸론계 제초 활성 화합물: 카르펜트라존-에틸 (Carfentrazone-ethyl) [제초 화합물 10], 술펜트라존 (Sulfentrazone) [제초 화합물 11] 등;
디페닐 에테르 제초 활성 화합물: 락토펜 (Lactofen) [제초 화합물 12], 비페녹스 (Bifenox) [제초 화합물 13], 클로르니트로페논 (Chlornitrophenone) [제초 화합물 14], 클로메톡시닐 (Chlomethoxynil) [제초 화합물 15] 등;
술포닐우레아계 제초 활성 화합물: 술포술푸론 (Sulfosulfuron) [제초 화합물 16], 이마조술푸론 (Imazosulfuron) [제초 화합물 17], 니코술푸론 (Nicosulfuron) [제초 화합물 18], 프리미술푸론-메틸 (Primisulfuron-methyl) [제초 화합물 19], 림술푸론 (Rimsulfuron) [제초 화합물 20], 할로술푸론-메틸 (Halosulfuron-methyl) [제초 화합물 21], 프로술푸론 (Prosulfuron) [제초 화합물 22], 티펜술푸론-메틸 (Thifensulfuron-methyl) [제초 화합물 23] 등;
페녹시프로피온산계 제초 활성 화합물: 클로아지포프 (Cloazifop) [제초 화합물 24], 디클로포프 (Diclofop) [제초 화합물 25], 플루아지포프 (Fluazifop) [제초 화합물 26] 등;
트리아졸로피리미딘계 제초 활성 화합물: 디클로술람 (Diclosulam) [제초 화합물 27], 클로란술람 (Cloransulam) [제초 화합물 28], 플루메트술람 (Flumetsulam) [제초 화합물 29], 페녹스술람 (Penoxsulam) [제초 화합물 30], 필록스술람 (Pyloxsulam) [제초 화합물 31], 메토술람 (Metosulam) [제초 화합물 32] 등;
아닐리드계 제초 활성 화합물: 피콜리나펜 (Picolinafen) [제초 화합물 33], 플루페나세트 (Flufenacet) [제초 화합물 34], 메페나세트 (Mefenacet) [제초 화합물 35] 등;
트리아진계 제초 활성 화합물: 아트라진 (Atrazin) [제초 화합물 36], 메트리부진 (Metribuzin) [제초 화합물 37] 등;
우레아계 제초 활성 화합물: 플루오메투론 (Fluometuron) [제초 화합물 38], 이소프로투론 (Isoproturon) [제초 화합물 39], 딤론 (Dymron) [제초 화합물 40] 등;
이미다졸린계 제초 활성 화합물: 이마자피르 (Imazapyr) [제초 화합물 41], 이마자퀸 (Imazaquin) [제초 화합물 42], 이마제타피르 (Imazethapyr) [제초 화합물 43] 등;
클로로아세트아미드계 제초 활성 화합물: 프레틸라클로르 (Pretilachlor) [제초 화합물 44], 부타클로르 (Butachlor) [제초 화합물 45] 등;
티올카르바메이트계 제초 활성 화합물: 벤티오카르브 (Benthiocarb) [제초 화합물 46], 에스프로카르브 (Esprocarb) [제초 화합물 47], 몰리네이트 (Molinate) [제초 화합물 48] 등;
아미드계 제초 활성 화합물: 브로모부티드 (bromobutide) [제초 화합물 49], 프로 파닐 (Propanil) [제초 화합물 50], 카펜스트롤 (Cafenstrole) [제초 화합물 51] 등;
벤조일피라졸계 제초 활성 화합물: 피라족시펜 (Pyrazoxyfen) [제초 화합물 52], 벤조페나프 (Benzofenap) [제초 화합물 53] 등; 및
메틸 {2-클로로-4-플루오로-5-[5,6,7,8-테트라히드로-3-옥소-1H,3H-[1,3,4]티아디아졸로[3,4-a]피리다진-1-일리덴아미노]페닐티오}아세테이트 [제초 화합물 54],
N-벤질-2-(α,α,α,4-테트라플루오로-m-톨릴옥시)부틸아미드 [제초 화합물 55], 및
2-(2,4-디클로로-5-프로프-2-이닐옥시페닐)-5,6,7,8-테트라히드로-1,2,4-트리아졸로[4,3-a]피리딘-3(2H)-온 [제초 화합물 56].
살균 활성 화합물로서, 예는 하기를 포함한다:
아졸계 살균 활성 화합물: 프로피코나졸 (Propiconazole) [살균 화합물 1], 트리아디메놀 (Triadimenol) [살균 화합물 2], 프로클로라즈 (Prochloraz) [살균 화합물 3], 펜코나졸 (Penconazole) [살균 화합물 4], 테부코나졸 (Tebuconazole) [살균 화합물 5], 플루실라졸 (Flusilazole) [살균 화합물 6], 디니코나졸 (Diniconazole) [살균 화합물 7], 브롬코나졸 (Bromconazole) [살균 화합물 8], 에폭시코나졸 (Epoxyconazole) [살균 화합물 9], 디페노코나졸 (Difenoconazole) [살균 화합물 10], 시프로코나졸 (Cyproconazole) [살균 화합물 11], 메트코나졸 (Metconazole) [살균 화합물 12], 트리플루미졸 (Triflumizole) [살균 화합물 13], 테트라코나졸 (Tetraconazole) [살균 화합물 14], 미클로부타닐 (Myclobutanil) [살균 화합물 15], 펜부코나졸 (Fenbuconazole) [살균 화합물 16], 헥사코나졸 (Hexaconazole) [살균 화합물 17], 플루퀸코나졸 (Fluquinconazole) [살균 화합물 18], 트리티코나졸 (Trityconazole) [살균 화합물 19], 비테르타놀 (Bitertanol) [살균 화합물 20], 이마잘릴 (Imazalil) [살균 화합물 21], 플루트리아폴 (Flutriafol) [살균 화합물 22] 등;
모르폴린계 살균 활성 화합물: 펜프로피모르프 (Fenpropimorph) [살균 화합물 23], 트리데모르프 (Tridemorph) [살균 화합물 24], 펜프로피모르프 (Fenpropimorph) [살균 화합물 25], 디메토모르프 (Dimethomorph) [살균 화합물 26] 등;
벤즈이미다졸계 살균 활성 화합물: 카르벤다짐 (Carbendazim) [살균 화합물 27], 베노밀 (Benomyl) [살균 화합물 28], 티아벤다졸 (Tiabendazole) [살균 화합물 29], 티오파네이트-메틸 (Thiophanate-methyl) [살균 화합물 30] 등;
스트로빌루린계 (strobilurin-based) 살균 활성 화합물: 아족시스트로빈 (Azoxystrobin) [살균 화합물 31], 트리플록시스트로빈 (Trifloxystrobin) [살균 화합물 32], 피콕시스트로빈 (Picoxystrobin) [살균 화합물 33], 피라클로스트로빈 (Pyraclostrobin) [살균 화합물 34], 디목시스트로빈 (Dimoxystrobin) [살균 화합물 35], 플루옥사스트로빈 (Fluoxastrobin) [살균 화합물 36], 메토미노스트로빈 (Metominostrobin) [살균 화합물 37], 오리사스트로빈 (Orysastrobin) [살균 화합물 38] 등;
디카르복시이미드계 살균 활성 화합물: 프로시미돈 (Procymidone) [살균 화합물 39], 이프로디온 (Iprodione) [살균 화합물 40], 빈클로졸린 (Vinclozolin) [살균 화합물 41] 등;
카르복시아미드계 살균 활성 화합물: 푸라메트피르 (Furametpyr) [살균 화합물 42], 메프로닐 (Mepronil) [살균 화합물 43], 플루톨라닐 (Flutolanil) [살균 화합물 44], 트리플루자미드 (Trifluzamide) [살균 화합물 45] 등;
아닐리노피리미딘계 살균 활성 화합물: 시프로디닐 (Cyprodinil) [살균 화합물 46], 피리메타닐 (Pyrimethanil) [살균 화합물 47], 메파니피림 (Mepanipyrim) [살균 화합물 48] 등;
페닐피롤계 살균 활성 화합물: 펜피클로닐 (Fenpiclonil) [살균 화합물 49], 플루디옥소닐 (Fludioxonil) [살균 화합물 50] 등;
카르바메이트계 살균 활성 화합물: 이프로발리카르브 (Iprovalicarb) [살균 화합물 51], 벤티아발리카르브 (Benthiavalicarb) [살균 화합물 52], 디에토펜카르브 (Diethofencarb) [살균 화합물 53] 등;
피리딘계 살균 활성 화합물: 보스칼리드 (Boscalid) [살균 화합물 54], 플루아지남 (Fluazinam) [살균 화합물 55] 등; 및
(Z)-2'-메틸아세토페논 4,6-디메틸피리미딘-2-일히드라존, 1-(메톡시카르보닐)-2-(1-메틸에틸)-4-(2,6-디클로로페닐)-5-아미노-1H-피라졸-3-온 [살균 화합물 56],
1-[(에틸티오)카르보닐]-2-(1-메틸에틸)-4-(2,6-디클로로페닐)-5-아미노-1H-피라졸-3-온 [살균 화합물 57],
1-[(2-프로페닐티오)카르보닐]-2-(1-메틸에틸)-4-(2-메틸페닐)-5-아미노-1H-피라졸-3-온 [살균 화합물 58],
5-메틸-1,2,4-트리아졸로-[3,4-b][1,3]벤조티아졸 [살균 화합물 59], 및
1,2,5,6-테트라히드로피롤로[3,2,1-ij]퀴놀린-4-온, 3-알릴옥시-1,2-벤조티아졸 1,1-디옥시드 [살균 화합물 60].
살충 (살비) 활성 화합물로서, 예는 하기를 포함한다:
유기 인계 살충 활성 화합물: 페니트로티온 (Fenitrothion) [살충 화합물 1], 디아지논 (Diazinon) [살충 화합물 2], 클로르피리포스 (Chlorpyrifos) [살충 화합물 3] 등;
카르바메이트계 살충 활성 화합물: 벤푸라카르브 (Benfuracarb) [살충 화합물 4], 프로폭수르 (Propoxur) [살충 화합물 5], 카르보술판 (Carbosulfan) [살충 화합물 6], 카르바릴 (Carbaryl) [살충 화합물 7], 알디카르브 (Aldicarb) [살충 화합물 8], 페노티오카르브 (Fenothiocarb) [살충 화합물 9] 등;
피레트로이드계 살충 활성 화합물: 에토펜프록스 (Etofenprox) [살충 화합물 10], 펜발레레이트 (Fenvalerate) [살충 화합물 11], 에스펜발레레이트 (Esfenvalerate) [살충 화합물 12], 펜프로파트린 (Fenpropathrin) [살충 화합물 13], 시퍼메트린 (Cypermethrin) [살충 화합물 14], 퍼메트린 (Permethrin) [살충 화합물 15], 시할로트린 (Cyhalothrin) [살충 화합물 16], 델타메트린 (Deltamethrin) [살충 화합물 17], 시클로프로트린 (Cycloprothrin) [살충 화합물 18], 플루발리네이트 (Fluvalinate) [살충 화합물 19], 비펜트린 (Bifenthrin) [살충 화합물 20], 할펜프록스 (Halfenprox) [살충 화합물 21], 트랄로메트린 (Tralomethrin) [살충 화합물 22], 실라플루오펜 (Silafluofen) [살충 화합물 23], d-페노트린 (Phenothrin) [살충 화합물 24], 시페노트린 (Cyphenothrin) [살충 화합물 25], d-레스메트린 (Resmethrin) [살충 화합물 26], 아크리나트린 (Acrinathrin) [살충 화합물 27], 시플루트린 (Cyfluthrin) [살충 화합물 28], 테플루트린 (Tefluthrin) [살충 화합물 29], 트란스플루트린 (Transfluthrin) [살충 화합물 30], 테트라메트린 (Tetramethrin) [살충 화합물 31], 알레트린 (Allethrin) [살충 화합물 32], 프랄레트린 (Prallethrin) [살충 화합물 33], 엔펜트린 (Enpenthrin) [살충 화합물 34], 이미프로트린 (Imiprothrin) [살충 화합물 35], d-푸라메트린 (Furamethrin) [살충 화합물 36] 등;
니코티노이드계 살충 활성 화합물: 클로티아니딘 (Clothianidin) [살충 화합물 37], 이미다클로프리드 (Imidacloprid) [살충 화합물 38], 티아메톡시암 (Thiamethoxiam) [살충 화합물 39], 티아클로프리드 (Thiacloprid) [살충 화합물 40] 등;
벤조일페닐우레아계 살충 활성 화합물: 클로르플루아주론 (Chlorfluazuron) [살충 화합물 41], 테플루벤주론 (Teflubenzuron) [살충 화합물 42], 플루페녹수론 (Flufenoxuron) [살충 화합물 43], 비스트리플루론 (Bistrifluron) [살충 화합물 44], 부프로페진 (Buprofezin) [살충 화합물 45], 트리플루무론 (Triflumuron) [살충 화합물 46] 등;
피라졸계 살충 활성 화합물: 아세토프롤 (Acetoprole) [살충 화합물 47], 에티프롤 (Ethiprole) [살충 화합물 48], 피프로닐 (Fipronil) [살충 화합물 49], 피라클로포스 (Pyraclofos) [살충 화합물 50] 등;
유충 호르몬계 살충 활성 화합물: 피리프록시펜 (Pyriproxyfen) [살충 화합물 51], 페녹시카르브 (Fenoxycarb) [살충 화합물 52] 등; 및
(RS)-5-tert부틸-2-[2-(2,6-디플루오로페닐)-4,5-디히드로-1,3-옥사졸-4-일]페네톨 [살충 화합물 53], 그리고
2,6-디클로로-4-(3,3-디클로로알릴옥시)페닐 3-[5-(트리플루오로메틸)-2-피리딜옥시]프로필 에테르 [살충 화합물 54].
식물 성장 조절 화합물로서, 예는 아졸계 식물 성장 조절 화합물: 유니코나졸 (Uniconazole)-P [식물 성장 조절 화합물 1], 파클로부트라졸 (Paclobutrazol) [식물 성장 조절 화합물 2] 등; 및 (RS)-4'-클로로-2'-(α-히드록시벤질)이소니코틴아닐리드 [식물 성장 조절 화합물 3] 을 포함한다.
상기 농약 활성 화합물은 공지된 공보, 예컨대 The Pesticide Manual [제 13 판, The British Crop Protection Council 출판, 1987] 에 기재된 화합물이다.
본 액체 농약 조성물은 1종 이상의 상기 소수성 농약 활성 화합물을 함유할 수 있고, 본 액체 농약 조성물에서, 소수성 농약 활성 화합물의 총량은 0.5 내지 30 중량%, 바람직하게는 0.5 내지 25 중량% 범위이다.
본 액체 농약 조성물에서, 심지어 방향족 탄화수소 용매에 거의 가용성이 아닌 (구체적으로 25 ℃ 에서 크실렌내 용해도가 10 g/L 이하임) 고체 소수성 농약 활성 화합물의 경우에도, 실용 농도를 갖는 액체 농약 제제를 제조할 수 있다.
본 발명에 있어서, (A) 군으로부터 선택된 비이온성 계면활성제 (이후, 본 비이온성 계면활성제로 언급됨) 는 단독으로 또는 이의 조합물로 사용될 수 있고, 본 액체 농약 조성물에서는, 본 비이온성 계면활성제의 총량은 1 내지 20 중량%, 바람직하게는 1 내지 15 중량%, 더욱 바람직하게는 1 내지 12 중량% 범위이다.
본 비이온성 계면활성제는 폴리옥시에틸렌 구조에서 유래된 부분 구조 (CH2CH2O)n 을 갖고, 부분 구조에 있어서 n 은 통상 4 내지 60 범위이다. 게다가, 본 비이온성 계면활성제에 있어서, 폴리옥시에틸렌 구조에서 유래된 부분 구조 (CH2CH2)p, 및 폴리옥시프로필렌 구조에서 유래된 부분 구조 (CH(CH3)CH2O)q 에서의 p:q 는 바람직하게는 1:0.5 내지 2.0 범위이다.
본 발명에 있어서, 바람직하게는, 본 비이온성 계면활성제는 폴리옥시에틸렌 폴리옥시프로필렌 블록 공중합체이다.
폴리옥시에틸렌 폴리옥시프로필렌 블록 공중합체로서, 시중에서 입수 가능한 계면활성제, 예컨대 Teric PE 64 (Huntsman 사 제조) 가 사용될 수 있다.
폴리옥시에틸렌 폴리옥시프로필렌 알킬 에테르로서, 시중에서 입수 가능한 계면활성제, 예컨대 Antarox BO/327 (Rhodia Nikka 사 제조) 이 사용될 수 있다.
폴리옥시에틸렌 알킬 페닐 에테르로서, 시중에서 입수 가능한 계면활성제, 예컨대 Solpor T26 (Toho Chemical Industry Co., Ltd. 사 제조) 이 사용될 수 있다.
폴리옥시에틸렌 피마자유로서, 시중에서 입수 가능한 계면활성제, 예컨대 Alkamuls OR40, Alkamuls BR (Rhodia Nikka 사 제조) 이 사용될 수 있다.
폴리옥시에틸렌 수소화 피마자유로서, 시중에서 입수 가능한 계면활성제, 예 컨대 NIKKOL HCO-20 (Nikko Chemicals Co., Ltd. 사 제조) 이 사용될 수 있다.
폴리옥시에틸렌 알킬 에테르로서, 시중에서 입수 가능한 계면활성제, 예컨대 Newcol 1100, Newcol 1105 (Nippon Nyukazai Co., Ltd. 사 제조) 가 사용될 수 있다.
본 발명에서, 음이온성 계면활성제는, 예를 들면, 하기 (C) 군으로부터 선택된 음이온성 계면활성제이고, 단독으로 또는 이의 조합물로 사용될 수 있고, 본 액체 농약 조성물에서는, 본 음이온성 계면활성제의 총량은 0 내지 10 중량%, 바람직하게는 0 내지 8 중량%, 더욱 바람직하게는 1 내지 7 중량% 범위이다.
(C) 군:
아릴술포네이트, 예컨대 도데실벤젠술포네이트 등;
폴리옥시에틸렌 (폴리)아릴아릴 에테르 술페이트, 예컨대 폴리옥시에틸렌 디스티릴 페닐 에테르 술페이트;
폴리옥시에틸렌 (폴리)아릴아릴 에테르 포스페이트, 예컨대 폴리옥시에틸렌 트리스티릴 페닐 에테르 포스페이트;
폴리옥시에틸렌 알킬아릴포스페이트; 및
폴리옥시에틸렌 알킬포스페이트.
일반적으로, 술포네이트, 술페이트, 및 포스페이트의 염의 예는 나트륨 염, 칼륨 염, 및 암모늄 염을 포함한다.
본 농약 유탁액에 함유된 프로필렌 글리콜 디아세테이트의 양은 6 내지 60 중량%, 바람직하게는 15 내지 60 중량% 범위이다.
본 액체 농약 조성물에 함유된 1,3-디메틸-2-이미다졸리디논의 양은 20 내지 75 중량%, 바람직하게는 25 내지 50 중량% 범위이다.
본 발명에 있어서, 프로필렌 글리콜 디아세테이트 및 1,3-디메틸-2-이미다졸리디논으로서, 시중에서 입수가능한 것들이 사용될 수 있다.
본 액체 농약 조성물에 있어서, 프로필렌 글리콜 디아세테이트 및 1,3-디메틸-2-이미다졸리디논의 중량비는 바람직하게는 10:90 내지 50:50 범위이다. 게다가, 1,3-디메틸-2-이미다졸리디논은 통상 소수성 농약 활성 화합물 1 중량부에 대해 1.5 중량부 이상이다.
본 액체 농약 조성물의 구체적인 예는 하기와 같다:
하기를 포함하는 액체 농약 조성물:
소수성 농약 활성 화합물 0.5 내지 30 중량%,
(B) 군으로부터 선택된 비이온성 계면활성제 1 내지 20 중량%,
음이온성 계면활성제 0 내지 10 중량%,
프로필렌 글리콜 디아세테이트 6 내지 60 중량%, 및
1,3-디메틸-2-이미다졸리디논 20 내지 75 중량%;
실질적으로 하기로 만들어진 액체 농약 조성물:
소수성 농약 활성 화합물 0.5 내지 30 중량%,
(B) 군으로부터 선택된 비이온성 계면활성제 1 내지 20 중량%,
음이온성 계면활성제 0 내지 10 중량%,
프로필렌 글리콜 디아세테이트 6 내지 60 중량%, 및
1,3-디메틸-2-이미다졸리디논 20 내지 75 중량%,
(여기서 프로필렌 글리콜 디아세테이트 및 1,3-디메틸-2-이미다졸리디논의 중량비가 10:90 내지 50:50 범위이고, 1,3-디메틸-2-이미다졸리디논이 소수성 농약 활성 화합물 1 중량부에 대해 1.5 중량부 이상이다);
하기를 포함하는 액체 농약 조성물:
소수성 농약 활성 화합물 0.5 내지 30 중량%,
폴리옥시에틸렌 폴리옥시프로필렌 블록 공중합체 1 내지 20 중량%,
음이온성 계면활성제 0 내지 10 중량%,
프로필렌 글리콜 디아세테이트 6 내지 60 중량%, 및
1,3-디메틸-2-이미다졸리디논 20 내지 75 중량%;
하기를 포함하는 액체 농약 조성물:
소수성 농약 활성 화합물 0.5 내지 25 중량%,
(B) 군으로부터 선택된 비이온성 계면활성제 1 내지 15 중량%,
음이온성 계면활성제 0 내지 8 중량%,
프로필렌 글리콜 디아세테이트 15 내지 60 중량%, 및
1,3-디메틸-2-이미다졸리디논 25 내지 50 중량%;
하기를 포함하는 액체 농약 조성물:
소수성 농약 활성 화합물 0.5 내지 25 중량%,
폴리옥시에틸렌 폴리옥시프로필렌 블록 공중합체 1 내지 15 중량%,
음이온성 계면활성제 0 내지 8 중량%,
프로필렌 글리콜 디아세테이트 15 내지 60 중량%, 및
1,3-디메틸-2-이미다졸리디논 25 내지 50 중량%.
본 액체 농약 조성물은 필요할 경우, 제제에 대해 보조제, 예컨대 항산화제, 착색제, 방향제, 효력 강화제, 약물 유발 고통 완화제 등을 함유할 수 있다.
항산화제의 예는 3-/2-t-부틸-4-히드록시아니솔, 부틸화 히드록시톨루엔 등을 포함하며, 착색제의 예는 로다민 (Rhodamine) B, 옐로우 (Yellow) No. 4, 블루 (Blue) No. 1, 레드 (Red) No. 2 등을 포함한다.
본 액체 농약 조성물에 있어서, 제제 보조제의 총량은 0 내지 5 중량% 범위이다.
본 액체 농약 조성물은, 예를 들면, 소수성 농약 활성 화합물, 본 비이온성 계면활성제 및, 필요할 경우, 음이온성 계면활성제 및 제제 보조제를 프로필렌 글리콜 디아세테이트 및 1,3-디메틸-2-이미다졸리디논의 혼합 용매에 첨가하고, 필요할 경우 가열(80 ℃ 이하)하면서, 균일한 용액이 될 때까지 혼합물을 교반시키고, 필요할 경우 용액을 여과시킴으로써 제조될 수 있다.
본 액체 농약 조성물은 실질적으로 하나의 연속상으로부터 형성된 균일한 액체이다.
본 액체 농약 조성물은 물로 희석시킴으로써 사용된다. 본 액체 농약 조성물은 본 액체 농약 조성물에 대해 통상 10 내지 10,000 배, 바람직하게는 20 내지 5,000 배 양의 물로 희석될 수 있다. 일반적으로, 사용되는 물은 경수(다량의 칼슘 이온 및/또는 마그네슘 이온을 함유하는 물; 물 속의 칼슘 이온 및 마그 네슘 이온의 총량은 대응하는 카르보네이트의 ppm 에서의 경도로서 표현된다) 또는 연수(소량의 칼슘 이온 및/또는 마그네슘 이온을 함유하는 물), 또는 보조제, 예컨대 확산제, 무기염 등이 임의로 첨가된 물일 수 있다.
본 액체 농약 조성물을 10 내지 10,000 배 양의 물로 희석시킴으로써 수득된 물희석 용액(이후, 본 물희석 용액으로 언급됨)에 있어서, 소수성 농약 활성 화합물은 본 비이온성 계면활성제로 물에서 가용화 되거나, 또는 소수성 농약 활성 화합물을 함유하는 액적(liquid droplets)이 충분히 작은 입자 지름을 지니고, 따라서, 그의 외관이 종래의 농약 유탁액의 물희석 용액의 외관과 상당히 상이하다. 즉, 착색 성분을 함유하지 않는 본 물희석 용액은 투명하거나 또는 옅은 푸른색의 투명한 외관을 갖는다.
예를 들어, 본 액체 농약 조성물을 100 배 양의 물로 희석시킨 직후 파장 550nm 의 투과광으로 측정된 흡광도는 통상 0.001 내지 1 범위인 반면, 동일 조건 하에서 종래의 농약 유탁액의 물희석 용액의 흡광도는 2를 초과하며, 이로써 본 액체 농약 조성물이 종래의 농약 유탁액으로부터 식별될 수 있다. 흡광도 분석을 위해, 자외선 및 가시광선 분광 광도계(예를 들면 Model UV-2500 PC 타입, Shimadzu Corporation 사 제조) 가 이용될 수 있다.
이후, 본 발명은 실시예, 시험예 등에 의해 더욱 자세히 설명될 것이지만, 본 발명은 이들 예에 국한되지 않는다.
실시예 1
20 ℃ 에서, 살균 화합물 58 (유효 성분으로서 5.00 g), 칼슘 도데실벤젠술 포네이트 (3.00 g, Huntsman 사 제조), 폴리옥시에틸렌 폴리옥시프로필렌 블록 공중합체 (3.00 g, Stepan 사 제조) 및 1,3-디메틸-2-이미다졸리디논 (35.0 g) 을 100 ml 메스 플라스크에서 칭량하고, 프로필렌 글리콜 디아세테이트로 총부피를 100 ml 로 조정하고, 혼합물을 균일한 용액이 될 때까지 교반하여 본 액체 농약 조성물 (이후, 본 용액 1 로 언급됨) 을 수득하였다.
실시예 2
20 ℃ 에서, 살충 화합물 37 (유효 성분으로서 5.00 g), 칼슘 도데실벤젠술포네이트 (3.00 g, Huntsman 사 제조), 폴리옥시에틸렌 폴리옥시프로필렌 블록 공중합체 (3.00 g, Stepan 사 제조) 및 1,3-디메틸-2-이미다졸리디논 (35.0 g) 을 100 ml 메스 플라스크에서 칭량하고, 프로필렌 글리콜 디아세테이트로 총부피를 100 ml 로 조정하고, 혼합물을 균일한 용액이 될 때까지 교반하여 본 액체 농약 조성물 (이후, 본 용액 2 로 언급됨) 을 수득하였다.
실시예 3
20 ℃ 에서, 살충 화합물 37 (유효 성분으로서 5.00 g), 칼슘 도데실벤젠술포네이트 (3.00 g, Huntsman 사 제조), 폴리옥시에틸렌 폴리옥시프로필렌 블록 공중합체 (3.00 g, Stepan 사 제조) 및 1,3-디메틸-2-이미다졸리디논 (45.0 g) 을 100 ml 메스 플라스크에서 칭량하고, 프로필렌 글리콜 디아세테이트로 총부피를 100 ml 로 조정하고, 혼합물을 균일한 용액이 될 때까지 교반하여 본 액체 농약 조성물 (이후, 본 용액 3 으로 언급됨) 을 수득하였다.
실시예 4
20 ℃ 에서, 살충 화합물 37 (유효 성분으로서 5.00 g), 칼슘 도데실벤젠술포네이트 (3.00 g, Huntsman 사 제조), 폴리옥시에틸렌 폴리옥시프로필렌 블록 공중합체 (3.00 g, Stepan 사 제조) 및 1,3-디메틸-2-이미다졸리디논 (55.0 g) 을 100 ml 메스 플라스크에서 칭량하고, 프로필렌 글리콜 디아세테이트로 총부피를 100 ml 로 조정하고, 혼합물을 균일한 용액이 될 때까지 교반하여 본 액체 농약 조성물 (이후, 본 용액 4 로 언급됨) 을 수득하였다.
실시예 5
20 ℃ 에서, 살충 화합물 37 (유효 성분으로서 5.00 g), 칼슘 도데실벤젠술포네이트 (3.00 g, Huntsman 사 제조), 폴리옥시에틸렌 폴리옥시프로필렌 블록 공중합체 (3.00 g, Stepan 사 제조) 및 1,3-디메틸-2-이미다졸리디논 (65.0 g) 을 100 ml 메스 플라스크에서 칭량하고, 프로필렌 글리콜 디아세테이트로 총부피를 100 ml 로 조정하고, 혼합물을 균일한 용액이 될 때까지 교반하여 본 액체 농약 조성물 (이후, 본 용액 5 로 언급됨) 을 수득하였다.
실시예 6
20 ℃ 에서, 살충 화합물 37 (유효 성분으로서 5.00 g), 칼슘 도데실벤젠술포네이트 (3.00 g, Huntsman 사 제조), 폴리옥시에틸렌 폴리옥시프로필렌 블록 공중합체 (3.00 g, Stepan 사 제조) 및 1,3-디메틸-2-이미다졸리디논 (75.0 g) 을 100 ml 메스 플라스크에서 칭량하고, 프로필렌 글리콜 디아세테이트로 총부피를 100 ml 로 조정하고, 혼합물을 균일한 용액이 될 때까지 교반하여 본 액체 농약 조성물 (이후, 본 용액 6 으로 언급됨) 을 수득하였다.
실시예 7
20 ℃ 에서, 살충 화합물 37 (유효 성분으로서 5.00 g), 칼슘 도데실벤젠술포네이트 (6.00 g, Huntsman 사 제조), 폴리옥시에틸렌 폴리옥시프로필렌 블록 공중합체 (6.00 g, Stepan 사 제조) 및 1,3-디메틸-2-이미다졸리디논 (45.0 g) 을 100 ml 메스 플라스크에서 칭량하고, 프로필렌 글리콜 디아세테이트로 총부피를 100 ml 로 조정하고, 혼합물을 균일한 용액이 될 때까지 교반하여 본 액체 농약 조성물 (이후, 본 용액 7 로 언급됨) 을 수득하였다.
실시예 8
20 ℃ 에서, 살충 화합물 37 (유효 성분으로서 5.00 g), 칼슘 도데실벤젠술포네이트 (6.00 g, Huntsman 사 제조), 폴리옥시에틸렌 폴리옥시프로필렌 블록 공중합체 (6.00 g, Stepan 사 제조) 및 1,3-디메틸-2-이미다졸리디논 (55.0 g) 을 100 ml 메스 플라스크에서 칭량하고, 프로필렌 글리콜 디아세테이트로 총부피를 100 ml 로 조정하고, 혼합물을 균일한 용액이 될 때까지 교반하여 본 액체 농약 조성물 (이후, 본 용액 8 로 언급됨) 을 수득하였다.
실시예 9
20 ℃ 에서, 살충 화합물 37 (유효 성분으로서 5.00 g), 칼슘 도데실벤젠술포네이트 (6.00 g, Huntsman 사 제조), 폴리옥시에틸렌 폴리옥시프로필렌 블록 공중합체 (6.00 g, Stepan 사 제조) 및 1,3-디메틸-2-이미다졸리디논 (65.0 g) 을 100 ml 메스 플라스크에서 칭량하고, 프로필렌 글리콜 디아세테이트로 총부피를 100 ml 로 조정하고, 혼합물을 균일한 용액이 될 때까지 교반하여 본 액체 농약 조 성물 (이후, 본 용액 9 로 언급됨) 을 수득하였다.
실시예 10
20 ℃ 에서, 살충 화합물 37 (유효 성분으로서 5.00 g), 칼슘 도데실벤젠술포네이트 (6.00 g, Huntsman 사 제조), 폴리옥시에틸렌 폴리옥시프로필렌 블록 공중합체 (6.00 g, Stepan 사 제조) 및 1,3-디메틸-2-이미다졸리디논 (75.0 g) 을 100 ml 메스 플라스크에서 칭량하고, 프로필렌 글리콜 디아세테이트로 총부피를 100 ml 로 조정하고, 혼합물을 균일한 용액이 될 때까지 교반하여 본 액체 농약 조성물 (이후, 본 용액 10 으로 언급됨) 을 수득하였다.
실시예 11
20 ℃ 에서, 살충 화합물 37 (유효 성분으로서 5.00 g), 칼슘 도데실벤젠술포네이트 (3.00 g, Huntsman 사 제조), 폴리옥시에틸렌 지방족 알콜 (3.00 g, Akzo Nobel 사 제조) 및 1,3-디메틸-2-이미다졸리디논 (35.0 g) 을 100 ml 메스 플라스크에서 칭량하고, 프로필렌 글리콜 디아세테이트로 총부피를 100 ml 로 조정하고, 혼합물을 균일한 용액이 될 때까지 교반하여 본 액체 농약 조성물 (이후, 본 용액 11 로 언급됨) 을 수득하였다.
실시예 12
20 ℃ 에서, 살충 화합물 37 (유효 성분으로서 5.00 g), 칼슘 도데실벤젠술포네이트 (3.00 g, Huntsman 사 제조), 폴리옥시에틸렌 트리스티릴 페닐 에테르 (3.00 g, Rhodia Nikka 사 제조) 및 1,3-디메틸-2-이미다졸리디논 (35.0 g) 을 100 ml 메스 플라스크에서 칭량하고, 프로필렌 글리콜 디아세테이트로 총부피를 100 ml 로 조정하고, 혼합물을 균일한 용액이 될 때까지 교반하여 본 액체 농약 조성물 (이후, 본 용액 12 로 언급됨) 을 수득하였다.
실시예 13
20 ℃ 에서, 살충 화합물 37 (유효 성분으로서 5.00 g), 칼슘 도데실벤젠술포네이트 (3.00 g, Huntsman 사 제조), 폴리옥시에틸렌 알킬에테르 (3.00 g, Stepan 사 제조) 및 1,3-디메틸-2-이미다졸리디논 (35.0 g) 을 100 ml 메스 플라스크에서 칭량하고, 프로필렌 글리콜 디아세테이트로 총부피를 100 ml 로 조정하고, 혼합물을 균일한 용액이 될 때까지 교반하여 본 액체 농약 조성물 (이후, 본 용액 13 으로 언급됨) 을 수득하였다.
실시예 14
20 ℃ 에서, 살충 화합물 37 (유효 성분으로서 5.00 g), 칼슘 도데실벤젠술포네이트 (3.00 g, Huntsman 사 제조), 폴리옥시에틸렌 피마자유 (3.00 g, Stepan 사 제조) 및 1,3-디메틸-2-이미다졸리디논 (35.0 g) 을 100 ml 메스 플라스크에서 칭량하고, 프로필렌 글리콜 디아세테이트로 총부피를 100 ml 로 조정하고, 혼합물을 균일한 용액이 될 때까지 교반하여 본 액체 농약 조성물 (이후, 본 용액 14 로 언급됨) 을 수득하였다.
실시예 15
20 ℃ 에서, 살충 화합물 37 (유효 성분으로서 5.00 g), 칼슘 도데실벤젠술포네이트 (3.00 g, Huntsman 사 제조), 폴리옥시에틸렌 소르비탄 모노올레에이트 (3.00 g, Stepan 사 제조) 및 1,3-디메틸-2-이미다졸리디논 (35.0 g) 을 100 ml 메 스 플라스크에서 칭량하고, 프로필렌 글리콜 디아세테이트로 총부피를 100 ml 로 조정하고, 혼합물을 균일한 용액이 될 때까지 교반하여 본 액체 농약 조성물 (이후, 본 용액 15 로 언급됨) 을 수득하였다.
실시예 16
20 ℃ 에서, 제초 화합물 2 (유효 성분으로서 5.00 g), 칼슘 도데실벤젠술포네이트 (3.00 g, Huntsman 사 제조), 폴리옥시에틸렌 폴리옥시프로필렌 블록 공중합체 (3.00 g, Stepan 사 제조) 및 1,3-디메틸-2-이미다졸리디논 (35.0 g) 을 100 ml 메스 플라스크에서 칭량하고, 프로필렌 글리콜 디아세테이트로 총부피를 100 ml 로 조정하고, 혼합물을 균일한 용액이 될 때까지 교반하여 본 액체 농약 조성물 (이후, 본 용액 16 으로 언급됨) 을 수득하였다.
시험예 1
마개가 달린 100 ml 메스 실린더 안에 99 ml 의 CIPAC 표준수 (standard water) D (342 ppm) 를 넣고, 온도를 항온 물중탕에서 30 ℃ 로 잠시 유지시켰다. 그 다음, 본 용액 1 내지 16 각각의 1 ml 를 메스 실린더에 첨가하고, 메스 실린더를 2 초당 1 회의 비율로 10 회 뒤집고, 온도를 다시 항온 물중탕에서 30 ℃ 로 2 시간 동안 유지시켰다. 이후, 각 메스 실린더 내의 희석 용액의 상태를 관찰하고, 본 액체 농약 조성물 1 내지 16 전체가 안정한 상태를 유지하고, 투명한 외관을 가짐을 발견하였다.
실시예 17
20 ℃ 에서, 제초 화합물 2 (유효 성분으로서 3.00 g), 폴리옥시에틸렌 소르 비탄 모노라우레이트 (15.00 g, Rhodia Nikka 사 제조), 1,3-디메틸-2-이미다졸리디논 (67.0 g), 및 프로필렌 글리콜 디아세테이트 (15.0 g) 를 칭량하고, 혼합물을 균일한 용액이 될 때까지 교반하여 본 액체 농약 조성물 (이후, 본 용액 17 로 언급됨) 을 수득하였다.
비교예 1
20 ℃ 에서, 제초 화합물 2 (유효 성분으로서 3.00 g), 폴리옥시에틸렌 소르비탄 모노라우레이트 (15.00 g, Rhodia Nikka 사 제조), 1,3-디메틸-2-이미다졸리디논 (67.0 g), 및 프로필렌 글리콜 모노메틸 에테르 (15.0 g) 를 칭량하고, 혼합물을 균일한 용액이 될 때까지 교반하여 비교 용액 (이후, 비교 용액 1 로 언급됨) 을 수득하였다.
시험예 2
마개가 달린 100 ml 메스 실린더 안에 99 ml 의 CIPAC 표준수 (standard water) D (342 ppm) 를 넣고, 온도를 항온 물중탕에서 30 ℃ 로 잠시 유지시켰다. 그 다음, 본 용액 17 및 비교 용액 1 각각의 1 ml 를 메스 실린더에 첨가하고, 메스 실린더를 2 초당 1 회의 비율로 10 회 뒤집고, 온도를 다시 항온 물중탕에서 30 ℃ 로 2 시간 동안 유지시켰다. 이후, 각 메스 실린더 내의 희석 용액의 상태를 관찰하고, 본 용액 17 이 안정한 상태를 유지하고 옅은 푸른색의 투명한 외관을 가짐을 발견하였다. 반면, 비교 용액 1 에서는, 메스 실린더 바닥에 침적된 다량의 결정을 관찰하였다.
Claims (6)
- 하기를 포함하는 액체 농약 조성물:0.5 내지 30 중량% 의 하나 이상의 소수성 농약 활성 화합물;1 내지 20 중량% 의 하기 (A) 군으로부터 선택된 하나 이상의 비이온성 계면활성제;0 내지 10 중량% 의 하나 이상의 음이온성 계면활성제;6 내지 60 중량% 의 프로필렌 글리콜 디아세테이트; 및20 내지 75 중량% 의 1,3-디메틸-2-이미다졸리디논,(A) 군:폴리옥시에틸렌 폴리옥시프로필렌 블록 공중합체,폴리옥시에틸렌 폴리옥시프로필렌 알킬 에테르,폴리옥시에틸렌 폴리옥시프로필렌 알킬 페놀,폴리옥시에틸렌 폴리옥시프로필렌 폴리스티릴 페닐 에테르,폴리옥시에틸렌 폴리옥시프로필렌 피마자유,폴리옥시에틸렌 알킬 에테르,폴리옥시에틸렌 알킬 페닐 에테르,폴리옥시에틸렌 폴리스티릴 페닐 에테르,폴리옥시에틸렌 피마자유,폴리옥시에틸렌 수소화 피마자유,폴리옥시에틸렌 소르비탄 지방산 에스테르, 및폴리옥시에틸렌 지방족 알콜.
- 제 1 항에 있어서, 비이온성 계면활성제가 하기 (B) 군으로부터 선택되는 비이온성 계면활성제인 액체 농약 조성물,(B) 군:폴리옥시에틸렌 폴리옥시프로필렌 블록 공중합체,폴리옥시에틸렌 폴리옥시프로필렌 알킬 에테르,폴리옥시에틸렌 폴리옥시프로필렌 알킬 페놀,폴리옥시에틸렌 폴리옥시프로필렌 폴리스티릴 페닐 에테르, 및폴리옥시에틸렌 폴리옥시프로필렌 피마자유.
- 제 1 항에 있어서, 비이온성 계면활성제가 폴리옥시에틸렌 폴리옥시프로필렌 블록 공중합체인 액체 농약 조성물.
- 제 1 항에 있어서, 음이온성 계면활성제의 양이 1 내지 10 중량% 범위인 액체 농약 조성물.
- 제 4 항에 있어서, 음이온성 계면활성제가 알킬벤젠술포네이트인 액체 농약 조성물.
- 제 1 항에 따른 액체 농약 조성물을 10 내지 10,000 배 양의 물로 희석시킴으로써 수득되는 물희석 용액.
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MX2008001473A (es) | 2009-02-24 |
FR2911757B1 (fr) | 2012-12-07 |
FR2911757A1 (fr) | 2008-08-01 |
JP2008184457A (ja) | 2008-08-14 |
ES2324453B1 (es) | 2010-05-31 |
CA2618971A1 (en) | 2008-07-31 |
AR065064A1 (es) | 2009-05-13 |
AU2008200451A1 (en) | 2008-08-14 |
CN101233850B (zh) | 2013-02-06 |
US20080182754A1 (en) | 2008-07-31 |
AU2008200451B2 (en) | 2013-03-28 |
GB0801705D0 (en) | 2008-03-05 |
ITTO20080061A1 (it) | 2008-08-01 |
TR200800530A2 (tr) | 2008-09-22 |
GB2446288B (en) | 2012-02-22 |
BRPI0800159A (pt) | 2008-09-16 |
TWI415569B (zh) | 2013-11-21 |
DE102008006997B4 (de) | 2018-10-04 |
GB2446288A (en) | 2008-08-06 |
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