CS224617B2 - Herbicide - Google Patents
Herbicide Download PDFInfo
- Publication number
- CS224617B2 CS224617B2 CS815644A CS564481A CS224617B2 CS 224617 B2 CS224617 B2 CS 224617B2 CS 815644 A CS815644 A CS 815644A CS 564481 A CS564481 A CS 564481A CS 224617 B2 CS224617 B2 CS 224617B2
- Authority
- CS
- Czechoslovakia
- Prior art keywords
- carbon atoms
- acid
- biscarbamate
- liter
- hours
- Prior art date
Links
- 230000002363 herbicidal effect Effects 0.000 title claims abstract description 12
- 239000004009 herbicide Substances 0.000 title description 4
- 239000000203 mixture Substances 0.000 claims abstract description 38
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 12
- 150000001408 amides Chemical class 0.000 claims abstract description 11
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 7
- 239000004480 active ingredient Substances 0.000 claims abstract description 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 6
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 5
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims description 4
- 239000002253 acid Substances 0.000 claims description 4
- 229910052731 fluorine Inorganic materials 0.000 claims description 4
- 239000011737 fluorine Substances 0.000 claims description 4
- 229910052739 hydrogen Inorganic materials 0.000 claims description 4
- 239000001257 hydrogen Substances 0.000 claims description 4
- 229910052801 chlorine Inorganic materials 0.000 claims description 3
- 239000000460 chlorine Substances 0.000 claims description 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims 1
- 229910052794 bromium Inorganic materials 0.000 claims 1
- 150000002431 hydrogen Chemical class 0.000 claims 1
- 239000007788 liquid Substances 0.000 abstract description 14
- -1 ethyl-substituted phenyl Chemical group 0.000 abstract description 6
- 239000013543 active substance Substances 0.000 description 28
- 239000002904 solvent Substances 0.000 description 19
- 239000000839 emulsion Substances 0.000 description 17
- 230000015556 catabolic process Effects 0.000 description 13
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 12
- 239000005594 Phenmedipham Substances 0.000 description 12
- 238000006731 degradation reaction Methods 0.000 description 12
- IDOWTHOLJBTAFI-UHFFFAOYSA-N phenmedipham Chemical compound COC(=O)NC1=CC=CC(OC(=O)NC=2C=C(C)C=CC=2)=C1 IDOWTHOLJBTAFI-UHFFFAOYSA-N 0.000 description 12
- WYKYKTKDBLFHCY-UHFFFAOYSA-N chloridazon Chemical compound O=C1C(Cl)=C(N)C=NN1C1=CC=CC=C1 WYKYKTKDBLFHCY-UHFFFAOYSA-N 0.000 description 11
- 238000003860 storage Methods 0.000 description 11
- 239000000126 substance Substances 0.000 description 11
- 239000012141 concentrate Substances 0.000 description 10
- 239000003995 emulsifying agent Substances 0.000 description 10
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 9
- 239000000080 wetting agent Substances 0.000 description 9
- 238000002360 preparation method Methods 0.000 description 8
- NFAOATPOYUWEHM-UHFFFAOYSA-N 2-(6-methylheptyl)phenol Chemical class CC(C)CCCCCC1=CC=CC=C1O NFAOATPOYUWEHM-UHFFFAOYSA-N 0.000 description 7
- 150000001875 compounds Chemical class 0.000 description 7
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 6
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 6
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 6
- HJOVHMDZYOCNQW-UHFFFAOYSA-N isophorone Chemical compound CC1=CC(=O)CC(C)(C)C1 HJOVHMDZYOCNQW-UHFFFAOYSA-N 0.000 description 6
- 238000009472 formulation Methods 0.000 description 5
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 4
- 239000007787 solid Substances 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- 239000004359 castor oil Substances 0.000 description 3
- 235000019438 castor oil Nutrition 0.000 description 3
- 229940125782 compound 2 Drugs 0.000 description 3
- 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 description 3
- 239000000546 pharmaceutical excipient Substances 0.000 description 3
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 2
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 2
- 125000001309 chloro group Chemical group Cl* 0.000 description 2
- 229940125904 compound 1 Drugs 0.000 description 2
- 238000010790 dilution Methods 0.000 description 2
- 239000012895 dilution Substances 0.000 description 2
- 239000002270 dispersing agent Substances 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- 150000002170 ethers Chemical class 0.000 description 2
- 125000003754 ethoxycarbonyl group Chemical group C(=O)(OCC)* 0.000 description 2
- 238000004128 high performance liquid chromatography Methods 0.000 description 2
- GPSDUZXPYCFOSQ-UHFFFAOYSA-N m-toluic acid Chemical compound CC1=CC=CC(C(O)=O)=C1 GPSDUZXPYCFOSQ-UHFFFAOYSA-N 0.000 description 2
- 229920000151 polyglycol Polymers 0.000 description 2
- 239000010695 polyglycol Substances 0.000 description 2
- 239000013049 sediment Substances 0.000 description 2
- 239000007921 spray Substances 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- 239000004546 suspension concentrate Substances 0.000 description 2
- GSLUOSNMSMBJDA-UHFFFAOYSA-N (3,4,5-trifluorophenyl)carbamic acid Chemical compound OC(=O)NC1=CC(F)=C(F)C(F)=C1 GSLUOSNMSMBJDA-UHFFFAOYSA-N 0.000 description 1
- ZNFVUXRVQPFJKY-UHFFFAOYSA-N (3-chloro-4-fluorophenyl)carbamic acid Chemical compound OC(=O)NC1=CC=C(F)C(Cl)=C1 ZNFVUXRVQPFJKY-UHFFFAOYSA-N 0.000 description 1
- DEVSOMFAQLZNKR-RJRFIUFISA-N (z)-3-[3-[3,5-bis(trifluoromethyl)phenyl]-1,2,4-triazol-1-yl]-n'-pyrazin-2-ylprop-2-enehydrazide Chemical compound FC(F)(F)C1=CC(C(F)(F)F)=CC(C2=NN(\C=C/C(=O)NNC=3N=CC=NC=3)C=N2)=C1 DEVSOMFAQLZNKR-RJRFIUFISA-N 0.000 description 1
- JPNBJNJZDJUDCG-UHFFFAOYSA-N 1-octylcyclohexa-2,4-dien-1-ol Chemical compound CCCCCCCCC1(O)CC=CC=C1 JPNBJNJZDJUDCG-UHFFFAOYSA-N 0.000 description 1
- QQGRFMIMXPWKPM-UHFFFAOYSA-N 2,3,4-tributylphenol Chemical compound CCCCC1=CC=C(O)C(CCCC)=C1CCCC QQGRFMIMXPWKPM-UHFFFAOYSA-N 0.000 description 1
- STNWRHNIGRTIQI-UHFFFAOYSA-N 3-ethyl-N,N-dimethylheptanamide Chemical compound C(C)C(CC(=O)N(C)C)CCCC STNWRHNIGRTIQI-UHFFFAOYSA-N 0.000 description 1
- JHKVJDGWZNDPNJ-UHFFFAOYSA-N 3-ethylheptanamide Chemical compound CCCCC(CC)CC(N)=O JHKVJDGWZNDPNJ-UHFFFAOYSA-N 0.000 description 1
- MCLMZMISZCYBBG-UHFFFAOYSA-N 3-ethylheptanoic acid Chemical compound CCCCC(CC)CC(O)=O MCLMZMISZCYBBG-UHFFFAOYSA-N 0.000 description 1
- ODNZLRLWXRXPOH-UHFFFAOYSA-N 5-amino-4-bromo-2-phenylpyridazin-3-one Chemical compound O=C1C(Br)=C(N)C=NN1C1=CC=CC=C1 ODNZLRLWXRXPOH-UHFFFAOYSA-N 0.000 description 1
- 206010015150 Erythema Diseases 0.000 description 1
- 101100022176 Mus musculus Gstz1 gene Proteins 0.000 description 1
- IGFHQQFPSIBGKE-UHFFFAOYSA-N Nonylphenol Natural products CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 description 1
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 238000004220 aggregation Methods 0.000 description 1
- 230000002776 aggregation Effects 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 125000001246 bromo group Chemical group Br* 0.000 description 1
- 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 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 150000001805 chlorine compounds Chemical class 0.000 description 1
- 238000005345 coagulation Methods 0.000 description 1
- 230000015271 coagulation Effects 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 231100000321 erythema Toxicity 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- WBJINCZRORDGAQ-UHFFFAOYSA-N ethyl formate Chemical compound CCOC=O WBJINCZRORDGAQ-UHFFFAOYSA-N 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 230000009969 flowable effect Effects 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- JJWLVOIRVHMVIS-UHFFFAOYSA-N isopropylamine Chemical compound CC(C)N JJWLVOIRVHMVIS-UHFFFAOYSA-N 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 1
- BOWVQLFMWHZBEF-KTKRTIGZSA-N oleoyl ethanolamide Chemical class CCCCCCCC\C=C/CCCCCCCC(=O)NCCO BOWVQLFMWHZBEF-KTKRTIGZSA-N 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- JWQSOOZHYMZRBT-UHFFFAOYSA-N propan-2-ylsulfamic acid Chemical compound CC(C)NS(O)(=O)=O JWQSOOZHYMZRBT-UHFFFAOYSA-N 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- HHVIBTZHLRERCL-UHFFFAOYSA-N sulfonyldimethane Chemical class CS(C)(=O)=O HHVIBTZHLRERCL-UHFFFAOYSA-N 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000003021 water soluble solvent Substances 0.000 description 1
- 239000004563 wettable powder Substances 0.000 description 1
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
- 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
- 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
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/10—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
- A01N47/22—O-Aryl or S-Aryl esters thereof
Landscapes
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- Agronomy & Crop Science (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Toxicology (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Medicines Containing Plant Substances (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19803027959 DE3027959A1 (de) | 1980-07-24 | 1980-07-24 | Fluessige herbizidmischung |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CS224617B2 true CS224617B2 (en) | 1984-01-16 |
Family
ID=6107941
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CS815644A CS224617B2 (en) | 1980-07-24 | 1981-07-23 | Herbicide |
Country Status (9)
| Country | Link |
|---|---|
| EP (1) | EP0044955B1 (enExample) |
| AT (1) | ATE2987T1 (enExample) |
| CS (1) | CS224617B2 (enExample) |
| DD (1) | DD202230A5 (enExample) |
| DE (2) | DE3027959A1 (enExample) |
| DK (1) | DK328381A (enExample) |
| HU (1) | HU185641B (enExample) |
| PL (1) | PL127150B2 (enExample) |
| SU (1) | SU1314946A3 (enExample) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IT1199776B (it) * | 1986-12-12 | 1988-12-30 | Geronazzo Spa | Composizioni erbicide concentrate emulsionabili a base di meta biscarbammati |
| GB8820886D0 (en) * | 1988-09-06 | 1988-10-05 | Dow Chemical Co | Emulsifiable concentrate of pesticide |
| RU2117426C1 (ru) * | 1996-06-26 | 1998-08-20 | Акционерное общество открытого типа Щелковское предприятие "Агрохим" | Гербицидная композиция |
| DE10343390A1 (de) * | 2003-09-19 | 2005-04-14 | Bayer Cropscience Gmbh | Tensid/Lösungsmittelgemische |
| US20080249193A1 (en) * | 2004-10-12 | 2008-10-09 | Bayer Cropscience Gmbh | Surfactant/Solvent Mixtures |
| AU2007267026B2 (en) * | 2006-05-26 | 2012-05-31 | Indorama Ventures Oxides Llc | Low odor, low volatility solvent for agricultural chemicals |
| GB0912975D0 (en) * | 2009-07-24 | 2009-09-02 | Syngenta Ltd | Formulations |
| GB201101209D0 (en) | 2011-01-24 | 2011-03-09 | Syngenta Ltd | Formulation component |
| EP3065544A1 (en) * | 2013-11-05 | 2016-09-14 | Basf Se | Composition comprising a pesticide and amide |
| BR112017020457C8 (pt) | 2015-03-31 | 2020-09-08 | Basf Se | composição, método para tratar plantas, controlar fungos fitopatogênicos e/ou crescimento indesejável de plantas e/ou infestação indesejável de insetos ou ácaros e/ou para regular o crescimento de plantas, e método para produzir uma composição |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3342673A (en) * | 1964-09-11 | 1967-09-19 | Mobil Oil Corp | Solvent system for formulating carbamates |
| DE1642216C3 (de) * | 1967-01-10 | 1975-04-24 | Basf Ag, 6700 Ludwigshafen | Herbizid |
| US3810751A (en) * | 1967-01-10 | 1974-05-14 | Basf Ag | Herbicidal composition of a pyridazone derivative and carbamoyl-oxy phenyl methyl carbamate |
-
1980
- 1980-07-24 DE DE19803027959 patent/DE3027959A1/de not_active Withdrawn
-
1981
- 1981-06-27 EP EP81105004A patent/EP0044955B1/de not_active Expired
- 1981-06-27 DE DE8181105004T patent/DE3160179D1/de not_active Expired
- 1981-06-27 AT AT81105004T patent/ATE2987T1/de active
- 1981-07-21 SU SU813375303A patent/SU1314946A3/ru active
- 1981-07-21 PL PL1981232306A patent/PL127150B2/xx unknown
- 1981-07-22 DD DD81231994A patent/DD202230A5/de unknown
- 1981-07-23 DK DK328381A patent/DK328381A/da not_active Application Discontinuation
- 1981-07-23 HU HU812161A patent/HU185641B/hu unknown
- 1981-07-23 CS CS815644A patent/CS224617B2/cs unknown
Also Published As
| Publication number | Publication date |
|---|---|
| EP0044955B1 (de) | 1983-04-13 |
| PL127150B2 (en) | 1983-09-30 |
| ATE2987T1 (de) | 1983-04-15 |
| DK328381A (da) | 1982-01-25 |
| HU185641B (en) | 1985-03-28 |
| DE3160179D1 (en) | 1983-05-19 |
| DD202230A5 (de) | 1983-09-07 |
| SU1314946A3 (ru) | 1987-05-30 |
| EP0044955A1 (de) | 1982-02-03 |
| PL232306A2 (enExample) | 1982-03-29 |
| DE3027959A1 (de) | 1982-03-04 |
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